A000022 -id:A000022 - cp's OEIS frontend

A000598 Number of rooted ternary trees with n nodes; number of n-carbon alkyl radicals C(n)H(2n+1) ignoring stereoisomers.

1, 1, 1, 2, 4, 8, 17, 39, 89, 211, 507, 1238, 3057, 7639, 19241, 48865, 124906, 321198, 830219, 2156010, 5622109, 14715813, 38649152, 101821927, 269010485, 712566567, 1891993344, 5034704828, 13425117806, 35866550869, 95991365288, 257332864506, 690928354105

Offset: 0

N. J. A. Sloane

Number of unlabeled rooted trees in which each node has out-degree <= 3.
Ignoring stereoisomers means that the children of a node are unordered. They can be permuted in any way and it is still the same tree. See A000625 for the analogous sequence with stereoisomers counted.
In alkanes every carbon has valence exactly 4 and every hydrogen has valence exactly 1. But the trees considered here are just the carbon "skeletons" (with all the hydrogen atoms stripped off) so now each carbon bonds to 1 to 4 other carbons. The out-degree is then <= 3.
Other descriptions of this sequence: quartic planted trees with n nodes; ternary rooted trees with n nodes and height at most 3.
The number of aliphatic amino acids with n carbon atoms in the side chain, and no rings or double bonds, has the same growth as this sequence. - Konrad Gruetzmann, Aug 13 2012

			From _Joerg Arndt_, Feb 25 2017: (Start)
The a(5) = 8 rooted trees with 5 nodes and out-degrees <= 3 are:
:         level sequence    out-degrees (dots for zeros)
:     1:  [ 0 1 2 3 4 ]    [ 1 1 1 1 . ]
:  O--o--o--o--o
:
:     2:  [ 0 1 2 3 3 ]    [ 1 1 2 . . ]
:  O--o--o--o
:        .--o
:
:     3:  [ 0 1 2 3 2 ]    [ 1 2 1 . . ]
:  O--o--o--o
:     .--o
:
:     4:  [ 0 1 2 3 1 ]    [ 2 1 1 . . ]
:  O--o--o--o
:  .--o
:
:     5:  [ 0 1 2 2 2 ]    [ 1 3 . . . ]
:  O--o--o
:     .--o
:     .--o
:
:     6:  [ 0 1 2 2 1 ]    [ 2 2 . . . ]
:  O--o--o
:     .--o
:  .--o
:
:     7:  [ 0 1 2 1 2 ]    [ 2 1 . 1 . ]
:  O--o--o
:  .--o--o
:
:     8:  [ 0 1 2 1 1 ]    [ 3 1 . . . ]
:  O--o--o
:  .--o
:  .--o
(End)

N. L. Biggs et al., Graph Theory 1736-1936, Oxford, 1976, p. 62 (quoting Cayley, who is wrong).
A. Cayley, On the mathematical theory of isomers, Phil. Mag. vol. 67 (1874), 444-447 (a(6) is wrong).
J. L. Faulon, D. Visco and D. Roe, Enumerating Molecules, In: Reviews in Computational Chemistry Vol. 21, Ed. K. Lipkowitz, Wiley-VCH, 2005.
R. A. Fisher, Contributions to Mathematical Statistics, Wiley, 1950, 41.397.
J. L. Gross and J. Yellen, eds., Handbook of Graph Theory, CRC Press, 2004; p. 529.
Handbook of Combinatorics, North-Holland '95, p. 1963.
Knop, Mueller, Szymanski and Trinajstich, Computer generation of certain classes of molecules.
D. Perry, The number of structural isomers ..., J. Amer. Chem. Soc. 54 (1932), 2918-2920.
G. Polya, Mathematical and Plausible Reasoning, Vol. 1 Prob. 4 pp. 85; 233.
N. J. A. Sloane, A Handbook of Integer Sequences, Academic Press, 1973 (includes this sequence).
N. J. A. Sloane and Simon Plouffe, The Encyclopedia of Integer Sequences, Academic Press, 1995 (includes this sequence).

Vaclav Kotesovec, Table of n, a(n) for n = 0..1000 (first 200 terms from N. J. A. Sloane)
Jean-François Alcover, Mathematica program translated from N. J. A. Sloane's Maple program for A000022, A000200, A000598, A000602, A000678.
A. T. Balaban, J. W. Kennedy and L. V. Quintas, The number of alkanes having n carbons and a longest chain of length d, J. Chem. Education, 65 (1988), 304-313.
A. Cayley, On the mathematical theory of isomers, Phil. Mag. vol. 67 (1874), 444-447 (a(6) is wrong). (Annotated scanned copy)
Frederic Chyzak, Enumerating alcohols and other classes of chemical molecules.
Maximilian Fichtner, K. Voigt, and S. Schuster, The tip and hidden part of the iceberg: Proteinogenic and non-proteinogenic aliphatic amino acids, Biochimica et Biophysica Acta (BBA)-General, 2016, Volume 1861, Issue 1, Part A, January 2017, pp. 3258-3269.
P. Flajolet and R. Sedgewick, Analytic Combinatorics, 2009; see page 478.
K. Grützmann, S. Böcker, and S. Schuster, Combinatorics of aliphatic amino acids, Naturwissenschaften, Vol. 98, No. 1, 79-86, 2011.
H. R. Henze and C. M. Blair, The number of structurally isomeric alcohols of the methanol series, J. Amer. Chem. Soc., 53 (8) (1931), 3042-3046.
H. R. Henze and C. M. Blair, The number of structurally isomeric alcohols of the methanol series, J. Amer. Chem. Soc., 53 (8) (1931), 3042-3045. (Annotated scanned copy)
INRIA Algorithms Project, Encyclopedia of Combinatorial Structures 1.
P. Leroux and B. Miloudi, Généralisations de la formule d'Otter, Ann. Sci. Math. Québec, Vol. 16, No. 1, pp. 53-80, 1992. (Annotated scanned copy)
Camden A. Parks and James B. Hendrickson, Enumeration of monocyclic and bicyclic carbon skeletons, J. Chem. Inf. Comput. Sci., vol. 31, 334-339 (1991).
D. Perry, The number of structural isomers of certain homologs of methane and methanol, J. Amer. Chem. Soc. 54 (1932), 2918-2920. [Gives a(60) correctly.] (Annotated scanned copy)
G. Polya, Algebraische Berechnung der Anzahl der Isomeren einiger organischer Verbindungen, Zeit. f. Kristall., 93 (1936), 415-443; Table I, line 2.
G. Polya, Algebraische Berechnung der Anzahl der Isomeren einiger organischer Verbindungen, Zeit. f. Kristall., 93 (1936), 415-443; Table I, line 2. (Annotated scanned copy)
R. C. Read, The Enumeration of Acyclic Chemical Compounds, pp. 25-61 of A. T. Balaban, ed., Chemical Applications of Graph Theory, Ac. Press, 1976. [Annotated scanned copy] See p. 20, Eq. (G); p. 27, Eq. 2.1.
Marko Riedel, Chris Grossack, Counting trees with a degree constraint, Math StackExchange.
R. W. Robinson, F. Harary and A. T. Balaban, Numbers of chiral and achiral alkanes and monosubstituted alkanes, Tetrahedron 32 (3) (1976), 355-361.
R. W. Robinson, F. Harary and A. T. Balaban, Numbers of chiral and achiral alkanes and monosubstituted alkanes, Tetrahedron 32 (3) (1976), 355-361. (Annotated scanned copy)
Hugo Schiff, Zur Statistik chemischer Verbindungen, Berichte der Deutschen Chemischen Gesellschaft, Vol. 8, pp. 1542-1547, 1875. [Annotated scanned copy]
N. J. A. Sloane, Maple program and first 60 terms for A000022, A000200, A000598, A000602, A000678.
N. Trinajstich, Z. Jerievi, J. V. Knop, W. R. Muller and K. Szymanski, Computer Generation of Isomeric Structures, Pure & Appl. Chem., Vol. 55, No. 2, pp. 379-390, 1983.
Wikipedia, Polya's enumeration theorem.
Index entries for sequences related to rooted trees
Index entries for sequences related to trees

Cf. A000599, A000600, A000602, A000625, A000628, A000678, A010372, A010373, A086194, A086200, A261340.
Cf. A292553, A292554, A292555, A292556.
Cf. A000081, A001190, A014591, A032305, A295461, A298118, A298120, A298204, A298422, A298426.
Column k=3 of A299038.

N := 45; G000598 := 0: i := 0: while i<(N+1) do G000598 := series(1+z*(G000598^3/6+subs(z=z^2,G000598)*G000598/2+subs(z=z^3,G000598)/3)+O(z^(N+1)),z,N+1): t[ i ] := G000598: i := i+1: od: A000598 := n->coeff(G000598,z,n);
# Another Maple program for g.f. G000598:
G000598 := 1; f := proc(n) global G000598; coeff(series(1+(1/6)*x*(G000598^3+3*G000598*subs(x=x^2,G000598)+2*subs(x=x^3,G000598)),x, n+1),x,n); end; for n from 1 to 50 do G000598 := series(G000598+f(n)*x^n,x,n+1); od; G000598;
spec := [S, {Z=Atom, S=Union(Z, Prod(Z, Set(S, card=3)))}, unlabeled]: [seq(combstruct[count](spec, size=n), n=0..20)];

m = 45; Clear[f]; f[1, x_] := 1+x; f[n_, x_] := f[n, x] = Expand[1+x*(f[n-1, x]^3/6 + f[n-1, x^2]*f[n-1, x]/2 + f[n-1, x^3]/3)][[1 ;; n]]; Do[f[n, x], {n, 2, m}]; CoefficientList[f[m, x], x]
(* second program (after N. J. A. Sloane): *)
m = 45; gf[] = 0; Do[gf[z] = 1 + z*(gf[z]^3/6 + gf[z^2]*gf[z]/2 + gf[z^3]/3) + O[z]^m // Normal, m]; CoefficientList[gf[z], z]  (* Jean-François Alcover, Sep 23 2014, updated Jan 11 2018 *)
b[0, i_, t_, k_] = 1; m = 3; (* m = maximum children *)
b[n_,i_,t_,k_]:= b[n,i,t,k]= If[i<1,0,
  Sum[Binomial[b[i-1, i-1, k, k] + j-1, j]*
  b[n-i*j, i-1, t-j, k], {j, 0, Min[t, n/i]}]];
Join[{1},Table[b[n-1, n-1, m, m], {n, 1, 35}]] (* Robert A. Russell, Dec 27 2022 *)

seq(n)={my(g=O(x)); for(n=1, n, g = 1 + x*(g^3/6 + subst(g,x,x^2)*g/2 + subst(g,x,x^3)/3) + O(x^n)); Vec(g)} \\ Andrew Howroyd, May 22 2018

def seq(n):
    B = PolynomialRing(QQ, 't', n+1);t = B.gens()
    R. = B[[]]
    T = sum([t[i] * z^i for i in range(1,n+1)]) + O(z^(n+1))
    lhs, rhs = T, 1 + z/6 * (T(z)^3 + 3*T(z)*T(z^2) + 2*T(z^3))
    I = B.ideal([lhs.coefficients()[i] - rhs.coefficients()[i] for i in range(n)])
    return [I.reduce(t[i]) for i in range(1,n+1)]
seq(33) # Chris Grossack, Mar 31 2025

G.f. A(x) satisfies A(x) = 1 + (1/6)*x*(A(x)^3 + 3*A(x)*A(x^2) + 2*A(x^3)).

a(n) ~ c * d^n / n^(3/2), where d = 1/A261340 = 2.8154600331761507465266167782426995425365065396907..., c = 0.517875906458893536993162356992854345458168348098... . - Vaclav Kotesovec, Aug 15 2015

Additional comments from Steve Strand (snstrand(AT)comcast.net), Aug 20 2003

A000602 Number of n-node unrooted quartic trees; number of n-carbon alkanes C(n)H(2n+2) ignoring stereoisomers.

Original entry on oeis.org

1, 1, 1, 1, 2, 3, 5, 9, 18, 35, 75, 159, 355, 802, 1858, 4347, 10359, 24894, 60523, 148284, 366319, 910726, 2278658, 5731580, 14490245, 36797588, 93839412, 240215803, 617105614, 1590507121, 4111846763, 10660307791, 27711253769

Offset: 0

N. J. A. Sloane

Trees are unrooted, nodes are unlabeled. Every node has degree <= 4.
Ignoring stereoisomers means that the children of a node are unordered. They can be permuted in any way and it is still the same tree. See A000628 for the analogous sequence with stereoisomers counted.
In alkanes every carbon has valence exactly 4 and every hydrogen has valence exactly 1. But the trees considered here are just the carbon "skeletons" (with all the hydrogen atoms stripped off) so now each carbon bonds to 1 to 4 other carbons. The degree of each node is then <= 4.

			a(6)=5 because hexane has five isomers: n-hexane; 2-methylpentane; 3-methylpentane; 2,2-dimethylbutane; 2,3-dimethylbutane. - Michael Lugo (mtlugo(AT)mit.edu), Mar 15 2003 (corrected by _Andrey V. Kulsha_, Sep 22 2011)

Klemens Adam, Die Anzahlbestimmung der isomeren Alkane, MNU 1983, 36, 29 (in German).
F. Bergeron, G. Labelle and P. Leroux, Combinatorial Species and Tree-Like Structures, Camb. 1998, p. 290.
L. Bytautats, D. J. Klein, Alkane Isomer Combinatorics: Stereostructure enumeration and graph-invariant and molecular-property distributions, J. Chem. Inf. Comput. Sci 39 (1999) 803, Table 1.
A. Cayley, Über die analytischen Figuren, welche in der Mathematik Baeume genannt werden..., Chem. Ber. 8 (1875), 1056-1059.
R. Davies and P. J. Freyd, C_{167}H_{336} is The Smallest Alkane with More Realizable Isomers than the Observable Universe has Particles, Journal of Chemical Education, Vol. 66, 1989, pp. 278-281.
J. L. Faulon, D. Visco and D. Roe, Enumerating Molecules, In: Reviews in Computational Chemistry Vol. 21, Ed. K. Lipkowitz, Wiley-VCH, 2005.
Steven R. Finch, Mathematical Constants, Cambridge University Press, 2003, Section 5.6.1 Chemical Isomers, p. 299.
J. L. Gross and J. Yellen, eds., Handbook of Graph Theory, CRC Press, 2004; p. 529.
Handbook of Combinatorics, North-Holland '95, p. 1963.
J. B. Hendrickson and C. A. Parks, "Generation and Enumeration of Carbon skeletons", J. Chem. Inf. Comput. Sci, vol. 31 (1991) pp. 101-107. See Table 2, column 2 on page 103.
M. D. Jackson and T. I. Bieber, Applications of degree distribution, 2: construction and enumeration of isomers in the alkane series, J. Chem. Info. and Computer Science, 33 (1993), 701-708.
J. Lederberg et al., Applications of artificial intelligence for chemical systems, I: The number of possible organic compounds. Acyclic structures containing C, H, O and N, J. Amer. Chem. Soc., 91 (1969), 2973-2097.
L. M. Masinter, Applications of artificial intelligence for chemical systems, XX, Exhaustive generation of cyclic and acyclic isomers, J. Amer. Chem. Soc., 96 (1974), 7702-7714.
D. Perry, The number of structural isomers ..., J. Amer. Chem. Soc. 54 (1932), 2918-2920. [Gives a(60) correctly - compare first link below]
M. Petkovsek and T. Pisanski, Counting disconnected structures: chemical trees, fullerenes, I-graphs and others, Croatica Chem. Acta, 78 (2005), 563-567.
D. H. Rouvray, An introduction to the chemical applications of graph theory, Congress. Numerant., 55 (1986), 267-280. - N. J. A. Sloane, Apr 08 2012
N. J. A. Sloane, A Handbook of Integer Sequences, Academic Press, 1973 (includes this sequence).
N. J. A. Sloane and Simon Plouffe, The Encyclopedia of Integer Sequences, Academic Press, 1995 (includes this sequence).
Marten J. ten Hoor, Formula for Success?, Education in Chemistry, 2005, 42(1), 10.
S. Wagner, Graph-theoretical enumeration and digital expansions: an analytic approach, Dissertation, Fakult. f. Tech. Math. u. Tech. Physik, Tech. Univ. Graz, Austria, Feb., 2006.

Pontus von Brömssen, Table of n, a(n) for n = 0..1000 (terms n = 0..60 from N. J. A. Sloane)
Jean-François Alcover, Mathematica program translated from N. J. A. Sloane's Maple program for A000022, A000200, A000598, A000602, A000678
M. van Almsick, H. Dolhaine and H. Honig, Efficient algorithms to enumerate isomers and diamutamers with more than one type of substituent, J. Chem. Info. and Computer Science, 40 (2000), 956-966.
Vijayakumar Ambat, Article about OEIS in Malayalam that mentions this sequence, Mathrubhumi (daily newspaper in Kerala State), circa Nov 20 2022.
R. Aringhieri, P. Hansen and F. Malucelli, Chemical Tree Enumeration Algorithms, Report TR-99-09, Dept. Informatica, Univ. Pisa, 1999.
A. T. Balaban, J. W. Kennedy and L. V. Quintas, The number of alkanes having n carbons and a longest chain of length d, J. Chem. Education, 65 (1988), 304-313.
H. Bottomley, Illustration of initial terms of A000022, A000200, A000602
L. Bytautas and D. J. Klein, Chemical combinatorics for alkane-isomer enumeration and more, J. Chem. Inf. Comput. Sci., 38 (1998), 1063-1078.
A. Cayley, Über die analytischen Figuren, welche in der Mathematik Bäume genannt werden und ihre Anwendung auf die Theorie chemischer Verbindungen, Chem. Ber. 8 (1875), 1056-1059. (Annotated scanned copy)
P. Flajolet and R. Sedgewick, Analytic Combinatorics, 2009; see page 478
Alfred W. Francis, Numbers of Isomeric Alkylbenzenes, J. Am. Chem. Soc., 69:6 (1947), pp. 1536-1537.
R. K. Guy, Letter to N. J. A. Sloane, Mar. 1988
F. Harary and R. Z. Norman, Dissimilarity characteristic theorems for graphs, Proc. Amer. Math. Soc. 11 (1960), 332-334.
H. R. Henze and C. M. Blair, The number of isomeric hydrocarbons of the methane series, J. Amer. Chem. Soc., 53 (8) (1931), 3077-3085.
H. R. Henze and C. M. Blair, The number of isomeric hydrocarbons of the methane series, J. Amer. Chem. Soc., 53 (1931), 3077-3085. (Annotated scanned copy)
H. R. Henze and C. M. Blair, The number of structurally isomeric Hydrocarbons of the Ethylene Series, J. Amer. Chem. Soc., 55 (2) (1933), 680-686.
F. Hermann, Ueber das Problem, die Anzahl der isomeren Paraffine der Formel C_n H_{2n+2} zu bestimmung, Chem. Ber., 13 (1880), 792. [I (1880), Annotated scanned copy]
F. Hermann, Ueber das Problem, die Anzahl der isomeren Paraffine der Formel C_n H_{2n+2} zu bestimmung, Chem. Ber., 30 (1897), 2423-2426. [II (1897), Annotated scanned copy]
F. Hermann, Entgegnung, Chem. Ber., 31 (1898), 91. [III (1898), Annotated scanned copy]
Lorentz Jäntschi and Lavinia-Lorena Pruteanu, Geometry of C_32 cyclic polyyne and some of its clusters, Carpathian J. Math. (2025) Vol. 41, No. 2, 371-391. See p. 371.
Michael A. Kappler, GENSMI: Exhaustive Enumeration of Simple Graphs. Daylight CIS, Inc., EuroMUG '04;4-Nov 05 2004.
E. V. Konstantinova and M. V. Vidyuk, Discriminating tests of information and topological indices; animals and trees; J. Chem. Inf. Comput. Sci., 43 (2003), 1860-1871.
J. Lederberg, Letter to N. J. A. Sloane, Aug 13 1971
J. Lederberg, The topology of molecules, in The Mathematical Sciences. Cambridge, Mass.: MIT Press, 1969, pages 37-51. [Annotated scanned copy]
J. Lederberg, Dendral-64, I, Report to NASA, Dec 1964 [Annotated scanned copy]
J. Lederberg, Dendral-64, II, Report to NASA, Dec 1965 [Annotated scanned copy]
J. Lederberg, Dendral-64, III, Report to NASA, Dec 1968 [Annotated scanned copy]
P. Leroux and B. Miloudi, Généralisations de la formule d'Otter, Ann. Sci. Math. Québec, Vol. 16, No. 1 (1992), pp. 53-80.
P. Leroux and B. Miloudi, Généralisations de la formule d'Otter, Ann. Sci. Math. Québec, Vol. 16, No. 1, pp. 53-80, 1992. (Annotated scanned copy)
S. M. Losanitsch, Die Isomerie-Arten bei den Homologen der Paraffin-Reihe, Chem. Ber. 30 (1897), 1917-1926.
S. M. Losanitsch, Die Isomerie-Arten bei den Homologen der Paraffin-Reihe, Chem. Ber. 30 (1897), 1917-1926. (Annotated scanned copy)
S. M. Losanitsch, Bemerkungen zu der Hermasnnschen Mitteillung: Die Anzahl..., Chem. Ber., 30 (1897), 3059-3060 [Annotated scanned copy]
A. Masoumi, M. Antoniazzi, and M. Soutchanski, Modeling organic chemistry and planning organic synthesis, GCAI 2015. Global Conference on Artificial Intelligence (2015), pp. 176-195.
W. R. Mueller et al., Molecular topological index, J. Chem. Inf. Comput. Sci., 30 (1990),160-163.
R. Otter, The number of trees, Ann. of Math. (2) 49 (1948), 583-599 discusses asymptotics.
D. Perry, The number of structural isomers of certain homologs of methane and methanol, J. Amer. Chem. Soc. 54 (1932), 2918-2920. [Gives a(60) correctly] (Annotated scanned copy)
G. Polya, Algebraische Berechnung der Anzahl der Isomeren einiger organischer Verbindungen, Zeit. f. Kristall., 93 (1936), 415-443
G. Polya, Algebraische Berechnung der Anzahl der Isomeren einiger organischer Verbindungen, Zeit. f. Kristall., 93 (1936), 415-443. (Annotated scanned copy)
E. M. Rains and N. J. A. Sloane, On Cayley's Enumeration of Alkanes (or 4-Valent Trees), J. Integer Sequences, Vol. 2 (1999), Article 99.1.1.
R. C. Read, The Enumeration of Acyclic Chemical Compounds, pp. 25-61 of A. T. Balaban, ed., Chemical Applications of Graph Theory, Ac. Press, 1976. [Annotated scanned copy] See p. 28.
R. W. Robinson, F. Harary and A. T. Balaban, Numbers of chiral and achiral alkanes and monosubstituted alkanes, Tetrahedron 32 (3) (1976), 355-361.
R. W. Robinson, F. Harary and A. T. Balaban, Numbers of chiral and achiral alkanes and monosubstituted alkanes, Tetrahedron 32 (3) (1976), 355-361. (Annotated scanned copy)
Hugo Schiff, Zur Statistik chemischer Verbindungen, Berichte der Deutschen Chemischen Gesellschaft, Vol. 8, pp. 1542-1547, 1875. [Annotated scanned copy]
Nicholas I. Shepherd-Barron, Asymptotic period relations for Jacobian elliptic surfaces, arXiv:1904.13344 [math.AG], 2019.
N. J. A. Sloane, Maple program and first 60 terms for A000022, A000200, A000598, A000602, A000678
N. J. A. Sloane, "A Handbook of Integer Sequences" Fifty Years Later, arXiv:2301.03149 [math.NT], 2023, p. 5.
N. Trinajstich, Z. Jerievi, J. V. Knop, W. R. Muller and K. Szymanski, Computer Generation of Isomeric Structures, Pure & Appl. Chem., Vol. 55, No. 2, pp. 379-390, 1983.
Stephan Wagner, On the average Wiener index of degree-restricted trees
Sylvia Wenmackers, Huiswerk (met bijna twintig jaar vertraging) (in Dutch), 2015.
Index entries for sequences related to trees
Index entries for "core" sequences

Column k=4 of A144528.
A000602 = A000022 + A000200 for n>0.
Cf. A000598, A000625, A000628, A067608, A067609, A067610.

A000602 := proc(n)
    if n=0 then
        1
    else
        A000022(n)+A000200(n);
    end if;
end proc:

n = 40; (* algorithm from Rains and Sloane *)
S3[f_,h_,x_] := f[h,x]^3/6 + f[h,x] f[h,x^2]/2 + f[h,x^3]/3;
S4[f_,h_,x_] := f[h,x]^4/24 + f[h,x]^2 f[h,x^2]/4 + f[h,x] f[h,x^3]/3 + f[h,x^2]^2/8 + f[h,x^4]/4;
T[-1,z_] := 1;  T[h_,z_] := T[h,z] = Table[z^k, {k,0,n}].Take[CoefficientList[z^(n+1) + 1 + S3[T,h-1,z]z, z], n+1];
Sum[Take[CoefficientList[z^(n+1) + S4[T,h-1,z]z - S4[T,h-2,z]z - (T[h-1,z] - T[h-2,z]) (T[h-1,z]-1),z], n+1], {h,1,n/2}] + PadRight[{1,1}, n+1] + Sum[Take[CoefficientList[z^(n+1) + (T[h,z] - T[h-1,z])^2/2 + (T[h,z^2] - T[h-1,z^2])/2, z],n+1], {h,0,n/2}] (* Robert A. Russell, Sep 15 2018 *)
b[n_, i_, t_, k_] := b[n,i,t,k] = If[i<1, 0, Sum[Binomial[b[i-1,i-1,
  k,k] + j-1, j]* b[n-i*j, i-1, t-j, k], {j, 0, Min[t, n/i]}]];
b[0, i_, t_, k_] = 1; m = 3; (* m = maximum children *) n = 40;
gf[x_] = 1 + Sum[b[j-1,j-1,m,m]x^j,{j,1,n}]; (* G.f. for A000598 *)
ci[x_] = SymmetricGroupIndex[m+1, x] /. x[i_] -> gf[x^i];
CoefficientList[Normal[Series[gf[x] - (gf[x]^2 - gf[x^2])/2 + x ci[x],
{x, 0, n}]],x] (* Robert A. Russell, Jan 19 2023 *)

a(n) = A010372(n) + A010373(n/2) for n even, a(n) = A010372(n) for n odd.
Also equals A000022 + A000200 (n>0), both of which have known generating functions. Also g.f. = A000678(x) - A000599(x) + A000598(x^2) = (x + x^2 + 2x^3 + ...) - (x^2 + x^3 + 3x^4 + ...) + (1 + x^2 + x^4 + ...) = 1 + x + x^2 + x^3 + 2x^4 + 3x^5 + ...
G.f.: B(x) - cycle_index(S2,-B(x)) + x * cycle_index(S4,B(x)) = B(x) - (B(x)^2 - B(x^2)) / 2 + x * (B(x)^4 + 6*B(x)^2*B(x^2) + 8*B(x)*B(x^3) + 3*B(x^2)^2 + 6*B(x^4)) / 24, where B(x) = 1 + x * cycle_index(S3,B(x)) = 1 + x * (B(x)^3 + 3*B(x)*B(x^2) + 2*B(x^3)) / 6 is the generating function for A000598. - Robert A. Russell, Jan 16 2023

Additional comments from Steve Strand (snstrand(AT)comcast.net), Aug 20 2003

A000672 Number of 3-valent trees (= boron trees or binary trees) with n nodes.

Original entry on oeis.org

1, 1, 1, 1, 2, 2, 4, 6, 11, 18, 37, 66, 135, 265, 552, 1132, 2410, 5098, 11020, 23846, 52233, 114796, 254371, 565734, 1265579, 2841632, 6408674, 14502229, 32935002, 75021750, 171404424, 392658842, 901842517, 2076217086, 4790669518, 11077270335

Offset: 0

N. J. A. Sloane

This can be described in 2 ways: (a) Trees with n nodes of valency <= 3, for n = 0,1,2,3,... (b) Trees with t = 2n+2 nodes of valency either 1 or 3 (implying that there are n nodes of valency 3 - the boron atoms - and n+2 nodes of valency 1 - the hydrogen atoms), for t = 2,4,6,8,...

Essentially the same sequences arises from studying the number of unrooted, unlabeled binary tree topologies with n leaves (see A129860). - Steven Kelk, Jul 22 2016

			The 4 trees with 6 nodes are:
._._._._._. . ._._._._. . ._._._._. . ._._._.
. . . . . . . . | . . . . . . | . . . . | |
G.f. = 1 + x + x^2 + x^3 + 2*x^4 + 2*x^5 + 4*x^6 + 6*x^7 + 11*x^8 + ...

Miklos Bona, editor, Handbook of Enumerative Combinatorics, CRC Press, 2015, page 307.
P. J. Cameron, Oligomorphic Permutation Groups, Cambridge; see Fig. 2 p. 35.
A. Cayley, On the analytical forms called trees, with application to the theory of chemical combinations, Reports British Assoc. Advance. Sci. 45 (1875), 257-305 = Math. Papers, Vol. 9, 427-460 (see p. 451).
Joseph Felsenstein, Inferring Phylogenies. Sinauer Associates, Inc., 2004, page 33. Note that at least the first two editions give an incorrect version of this sequence.
R. C. Read, personal communication.
N. J. A. Sloane, A Handbook of Integer Sequences, Academic Press, 1973 (includes this sequence).
N. J. A. Sloane and Simon Plouffe, The Encyclopedia of Integer Sequences, Academic Press, 1995 (includes this sequence).

R. J. Mathar, Table of n, a(n) for n = 0..191 [b-file corrected by _N. J. A. Sloane_, Oct 04 2010]
Dominik Bendle, Janko Boehm, Yue Ren, and Benjamin Schröter, Parallel Computation of tropical varieties, their positive part, and tropical Grassmannians, arXiv:2003.13752 [math.AG], 2020.
Nicolas Broutin and Philippe Flajolet, The distribution of height and diameter in random non-plane binary trees, Random Struct. Algorithms 41, No. 2, 215-252 (2012).
P. J. Cameron, Sequences realized by oligomorphic permutation groups, J. Integ. Seqs. Vol. 3 (2000), #00.1.5.
P. J. Cameron, Some treelike objects, Quart. J. Math. Oxford, 38 (1987), 155-183.
M. Chan, Tropical hyperelliptic curves, arXiv preprint arXiv:1110.0273 [math.CO], 2011.
Sergio Consoli, Jan Korst, Gijs Geleijnse, and Steffen Pauws, On the minimum quartet tree cost problem, arXiv:1807.00566 [cs.DM], 2018.
S. J. Cyvin, J. Brunvoll, and B. N. Cyvin, Enumeration of constitutional isomers of polyenes, J. Molec. Struct. (Theochem) 357, no. 3 (1995) 255-261.
V. Fack, S. Lievens, and J. Van der Jeugt, On the diameter of the rotation graph of binary coupling trees, Discrete Math. 245 (2002), no. 1-3, 1--18. MR1887046 (2003i:05047).
Jean-François Fortin, Wen-Jie Ma, and Witold Skiba, Six-Point Conformal Blocks in the Snowflake Channel, arXiv:2004.02824 [hep-th], 2020.
Jean-François Fortin, Wen-Jie Ma, and Witold Skiba, Seven-Point Conformal Blocks in the Extended Snowflake Channel and Beyond, arXiv:2006.13964 [hep-th], 2020.
Jean-François Fortin, Wen-Jie Ma, and Witold Skiba, All Global One- and Two-Dimensional Higher-Point Conformal Blocks, arXiv:2009.07674 [hep-th], 2020.
M. D. Hendy, C. H. C. Little, David Penny, Comparing trees with pendant vertices labelled, SIAM J. Appl. Math. 44 (5) (1984) Table 1
Virginia Perkins Johnson, Enumeration Results on Leaf Labeled Trees, PhD Dissertation, University of South Carolina, 2012. - From _N. J. A. Sloane_, Dec 22 2012
R. Otter, The number of trees, Ann. of Math. (2) 49 (1948), 583-599 discusses asymptotics.
E. M. Rains and N. J. A. Sloane, On Cayley's Enumeration of Alkanes (or 4-Valent Trees), J. Integer Sequences, Vol. 2 (1999), Article 99.1.1.
R. C. Read, Letter to N. J. A. Sloane, Oct. 29, 1976
Eric Weisstein's World of Mathematics, Trivalent Tree
Index entries for sequences related to trees

Column k = 3 of A144528.
A000672 = A000675 + A000673.
Cf. A001190(n+1) (rooted trees).
Cf. A052120, A000022, A000200, A000602, A129860.

(* c = A001190 *) c[n_?OddQ] := c[n] = Sum[c[k]*c[n-k], {k, 1, (n-1)/2}]; c[n_?EvenQ] := c[n] = (1/2)*c[n/2]*(c[n/2] + 1) + Sum[c[k]*c[n-k], {k, 1, n/2-1}]; c[0] = 0; c[1] = 1; b[x_] := If[IntegerQ[x], c[x+1], 0]; a[0] = a[1] = a[2] = 1; a[n_] := b[n/2] - (1/3)*(b[(n-1)/3]-1)*b[(n-1)/3]*(b[(n-1)/3] + 1) + 2*b[n] - b[n+1] - Sum[(1/2)*(b[i]-1)*b[i]*b[-2*i + n - 1], {i, 1, (n-2)/2}] + Sum[b[i]*Sum[b[j]*b[n-i-j-1], {j, i, (1/2)*(n-i-1)}], {i, 1, (n-1)/3}]; Table[a[n], {n, 0, 35}] (* Jean-François Alcover, Jan 19 2015 *)
n = 50; (* algorithm from Rains and Sloane *)
S2[f_,h_,x_] := f[h,x]^2/2 + f[h,x^2]/2;
S3[f_,h_,x_] := f[h,x]^3/6 + f[h,x] f[h,x^2]/2 + f[h,x^3]/3;
T[-1,z_] := 1;  T[h_,z_] := T[h,z] = Table[z^k, {k,0,n}].Take[CoefficientList[z^(n+1) + 1 + S2[T,h-1,z]z, z], n+1];
Sum[Take[CoefficientList[z^(n+1) + S3[T,h-1,z]z - S3[T,h-2,z]z - (T[h-1,z] - T[h-2,z]) (T[h-1,z]-1),z], n+1], {h,1,n/2}] + PadRight[{1,1}, n+1] + Sum[Take[CoefficientList[z^(n+1) + (T[h,z] - T[h-1,z])^2/2 + (T[h,z^2] - T[h-1,z^2])/2, z],n+1], {h,0,n/2}] (* Robert A. Russell, Sep 15 2018 *)
n = 60; c[n_?OddQ] := c[n] = Sum[c[k]*c[n-k], {k,1,(n-1)/2}];
c[n_?EvenQ] := c[n] = (1/2)*c[n/2]*(c[n/2] + 1) + Sum[c[k]*c[n-k],
  {k,1,n/2-1}]; c[0] = 0; c[1] = 1; (* as in program 1 above *)
gf[x_] := Sum[c[i+1] x^i, {i,0,n}]; (* g.f. for A001190(n+1) *)
ci[x_] := SymmetricGroupIndex[3, x] /. x[i_] -> gf[x^i];
CoefficientList[Normal[Series[gf[x] - (gf[x]^2 - gf[x^2])/2 +
x ci[x], {x,0,n}]], x] (* Robert A. Russell, Jan 17 2023 *)

Rains and Sloane give a g.f.
a(0)=a(1)=a(2)=1, a(n) = 2*b(n+1) - b(n+2) + b((n+1)/2) - 2*C(1+b(n/3), 3) - Sum_{i=1..[(n-1)/2]} C(b(i), 2)*b(n-2*i) + Sum_{i=1..[n/3]} b(i) Sum_{j=i..[(n-i)/2]} b(j)*b(n-i-j), where b(x) = A001190(x+1) if x is an integer, otherwise 0 (Cyvin et al.) [Index of A001190 shifted by R. J. Mathar, Mar 08 2010]
a(n) = A000673(n) + A000675(n).
a(n) ~ c * d^n / n^(5/2), where d = A086317 = 2.4832535361726368585622885181... and c = 1.2551088797592580080398489829149157375... . - Vaclav Kotesovec, Apr 19 2016
G.f.: B(x) - cycle_index(S2,-B(x)) + x * cycle_index(S3,B(x)) = B(x) - (B(x)^2 - B(x^2)) / 2 + x * (B(x)^3 + 3*B(x) B(x^2) + 2*B(x^3)) / 6, where B(x) = 1 + x * cycle_index(S2,B(x)) = 1 + x * (B(x)^2 + B(x^2)) / 2 is the generating function for A001190(n+1). - Robert A. Russell, Jan 17 2023

A000200 Number of bicentered hydrocarbons with n atoms.

Original entry on oeis.org

0, 0, 1, 0, 1, 1, 3, 3, 9, 15, 38, 73, 174, 380, 915, 2124, 5134, 12281, 30010, 73401, 181835, 452165, 1133252, 2851710, 7215262, 18326528, 46750268, 119687146, 307528889, 792716193, 2049703887, 5314775856, 13817638615, 36012395538

Offset: 0

N. J. A. Sloane, E. M. Rains (rains(AT)caltech.edu)

Busacker and Saaty, Finite Graphs and Networks, 1965, p. 201 (they reproduce Cayley's mistakes).
A. Cayley, "On the mathematical theory of isomers", Phil. Mag. vol. 67 (1874), 444-447.
A. Cayley, "Über die analytischen Figuren, welche in der Mathematik Baeume genannt werden...", Chem. Ber. 8 (1875), 1056-1059.
N. J. A. Sloane, A Handbook of Integer Sequences, Academic Press, 1973 (includes this sequence).
N. J. A. Sloane and Simon Plouffe, The Encyclopedia of Integer Sequences, Academic Press, 1995 (includes this sequence).

N. J. A. Sloane, Table of n, a(n) for n = 0..60
Jean-François Alcover, Mathematica program translated from N. J. A. Sloane's Maple program for A000022, A000200, A000598, A000602, A000678
Henry Bottomley, Illustration of initial terms of A000022, A000200, A000602
A. Cayley, Über die analytischen Figuren, welche in der Mathematik Bäume genannt werden und ihre Anwendung auf die Theorie chemischer Verbindungen, Chem. Ber. 8 (1875), 1056-1059. (Annotated scanned copy)
E. M. Rains and N. J. A. Sloane, On Cayley's Enumeration of Alkanes (or 4-Valent Trees), J. Integer Sequences, Vol. 2 (1999), Article 99.1.1.
N. J. A. Sloane, Maple program and first 60 terms for A000022, A000200, A000598, A000602, A000678
Index entries for sequences related to trees

A000200 = A000602 - A000022 for n>0.

Cf. A010373.

N := 45: for i from 1 to N do tt := t[ i ]-t[ i-1 ]; b[ i ] := series((tt^2+subs(z=z^2,tt))/2+O(z^(N+1)),z,200): od: i := 'i': bicent := series(sum(b[ i ],i=1..N),z,200); G000200 := bicent; A000200 := n->coeff(G000200,z,n);
# Maple code continues from A000022: bicentered == unordered pair of ternary trees of the same height:

n = 40; (* algorithm from Rains and Sloane *)
S3[f_,h_,x_] := f[h,x]^3/6 + f[h,x] f[h,x^2]/2 + f[h,x^3]/3;
T[-1,z_] := 1;  T[h_,z_] := T[h,z] = Table[z^k, {k,0,n}].Take[CoefficientList[z^(n+1) + 1 + S3[T,h-1,z]z, z], n+1];
Sum[Take[CoefficientList[z^(n+1) + (T[h,z] - T[h-1,z])^2/2 + (T[h,z^2] - T[h-1,z^2])/2, z],n+1], {h,0,n/2}] (* Robert A. Russell, Sep 15 2018 *)

A010372 Number of unrooted quartic trees with n (unlabeled) nodes and possessing a centroid; number of n-carbon alkanes C(n)H(2n +2) with a centroid ignoring stereoisomers.

Original entry on oeis.org

1, 0, 1, 1, 3, 2, 9, 8, 35, 39, 159, 202, 802, 1078, 4347, 6354, 24894, 38157, 148284, 237541, 910726, 1511717, 5731580, 9816092, 36797588, 64658432, 240215803, 431987953, 1590507121, 2917928218, 10660307791, 19910436898

Offset: 1

Paul Zimmermann, N. J. A. Sloane

The degree of each node is <= 4.
A centroid is a node with less than n/2 nodes in each of the incident subtrees, where n is the number of nodes in the tree. If a centroid exists it is unique.
Ignoring stereoisomers means that the children of a node are unordered. They can be permuted in any way and it is still the same tree. See A086194 for the analogous sequence with stereoisomers counted.

F. Harary, Graph Theory, p. 36, for definition of centroid.

A. Cayley, Über die analytischen Figuren, welche in der Mathematik Bäume genannt werden und ihre Anwendung auf die Theorie chemischer Verbindungen, Chem. Ber. 8 (1875), 1056-1059. (Annotated scanned copy)
E. M. Rains and N. J. A. Sloane, On Cayley's Enumeration of Alkanes (or 4-Valent Trees), J. Integer Sequences, Vol. 2 (1999), Article 99.1.1.
Index entries for sequences related to trees

Cf. A010373, A000022, A086194, A000598, A000602.

A000602(n) = a(n) + A010373(n/2) for n even, A000602(n) = a(n) for n odd.

with(combstruct): Alkyl := proc(n) combstruct[count]([ U,{U=Prod(Z,Set(U,card<=3))},unlabeled ],size=n) end:
centeredHC := proc(n) option remember; local f,k,z,f2,f3,f4; f := 1 + add(Alkyl(k)*z^k, k=0..iquo(n-1,2));
f2 := series(subs(z=z^2,f), z, n+1); f3 := series(subs(z=z^3,f), z, n+1); f4 := series(subs(z=z^4,f), z, n+1);
f := series(f*f3/3+f4/4+f2^2/8+f2*f^2/4+f^4/24, z, n+1); coeff(f, z, n-1) end: seq(centeredHC(n), n=1..32);

Description revised by Steve Strand (snstrand(AT)comcast.net), Aug 20 2003

A010373 Number of unrooted quartic trees with 2n (unlabeled) nodes and possessing a bicentroid; number of 2n-carbon alkanes C(2n)H(4n+2) with a bicentroid, ignoring stereoisomers.

Original entry on oeis.org

1, 1, 3, 10, 36, 153, 780, 4005, 22366, 128778, 766941, 4674153, 29180980, 185117661, 1193918545, 7800816871, 51584238201, 344632209090, 2324190638055, 15804057614995, 108277583483391, 746878494484128, 5183852459907628

Offset: 1

Paul Zimmermann, N. J. A. Sloane

The degree of each node is <= 4.
A bicentroid is an edge which connects two subtrees of exactly m/2 nodes, where m is the number of nodes in the tree. If a bicentroid exists it is unique. Clearly trees with an odd number of nodes cannot have a bicentroid.
Ignoring stereoisomers means that the children of a node are unordered. They can be permuted in any way and it is still the same tree. See A086200 for the analogous sequence with stereoisomers counted.

F. Harary, Graph Theory, p. 36, for definition of bicentroid.

Alois P. Heinz, Table of n, a(n) for n = 1..500 (terms n = 1..100 from Vincenzo Librandi)
A. Cayley, Über die analytischen Figuren, welche in der Mathematik Bäume genannt werden und ihre Anwendung auf die Theorie chemischer Verbindungen, Chem. Ber. 8 (1875), 1056-1059. (Annotated scanned copy)
E. M. Rains and N. J. A. Sloane, On Cayley's Enumeration of Alkanes (or 4-Valent Trees), J. Integer Sequences, Vol. 2 (1999), Article 99.1.1.
Index entries for sequences related to trees

A000602(n) = A010372(n) + a(n/2) for n even, A000602(n) = A010372(n) for n odd.

Cf. A000200, A000598.

M[1146] := [ T,{T=Union(Epsilon,U),U=Prod(Z,Set(U,card<=3))},unlabeled ]:
bicenteredHC := proc(n) option remember; if n mod 2<>0 then 0 else binomial(count(M[ 1146 ],size=n/2)+1,2) fi end:

m = 24; a[x_] = Sum[c[k]*x^k, {k, 0, m}]; s[x_] = Series[ 1 + (1/6)*x*(a[x]^3 + 3*a[x]*a[x^2] + 2*a[x^3]) - a[x], {x, 0, m}]; eq = Thread[ CoefficientList[s[x], x] == 0];
Do[so[k] = Solve[eq[[1]], c[k-1]][[1]]; eq = Rest[eq] /. so[k], {k, 1, m+1}]; b = Array[c, m, 0] /. Flatten[ Array[so, m+1] ]; Rest[b*(b+1)/2] (* Jean-François Alcover, Jul 25 2011, after A000598 *)

a(n) = b(n)*(b(n)+1)/2, where b(n) = A000598[ n ].

Description revised by Steve Strand (snstrand(AT)comcast.net), Aug 20 2003

A000678 Number of carbon (rooted) trees with n carbon atoms = unordered 4-tuples of ternary trees.

Original entry on oeis.org

0, 1, 1, 2, 4, 9, 18, 42, 96, 229, 549, 1347, 3326, 8330, 21000, 53407, 136639, 351757, 909962, 2365146, 6172068, 16166991, 42488077, 112004630, 296080425, 784688263, 2084521232, 5549613097, 14804572332, 39568107511, 105938822149

Offset: 0

N. J. A. Sloane, E. M. Rains (rains(AT)caltech.edu)

			z+z^2+2*z^3+4*z^4+9*z^5+18*z^6+42*z^7+...

A. Cayley, On the analytical forms called trees, with application to the theory of chemical combinations, Reports British Assoc. Advance. Sci. 45 (1875), 257-305 = Math. Papers, Vol. 9, 427-460 (see p. 454).
J. L. Gross and J. Yellen, eds., Handbook of Graph Theory, CRC Press, 2004; p. 527.
N. J. A. Sloane, A Handbook of Integer Sequences, Academic Press, 1973 (includes this sequence).
N. J. A. Sloane and Simon Plouffe, The Encyclopedia of Integer Sequences, Academic Press, 1995 (includes this sequence).

N. J. A. Sloane, Table of n, a(n) for n = 0..60
Jean-François Alcover, Mathematica program translated from N. J. A. Sloane's Maple program for A000022, A000200, A000598, A000602, A000678
G. Polya, Algebraische Berechnung der Anzahl der Isomeren einiger organischer Verbindungen, Zeit. f. Kristall., 93 (1936), 415-443; line 10 of Table I.
G. Polya, Algebraische Berechnung der Anzahl der Isomeren einiger organischer Verbindungen, Zeit. f. Kristall., 93 (1936), 415-443; Table I, line 10 (Annotated scanned copy)
E. M. Rains and N. J. A. Sloane, On Cayley's Enumeration of Alkanes (or 4-Valent Trees), J. Integer Sequences, Vol. 2 (1999), Article 99.1.1.
R. C. Read, The Enumeration of Acyclic Chemical Compounds, pp. 25-61 of A. T. Balaban, ed., Chemical Applications of Graph Theory, Ac. Press, 1976. [Annotated scanned copy] See g.f. called P(x) on p. 28, 37.
N. J. A. Sloane, Maple program and first 60 terms for A000022, A000200, A000598, A000602, A000678
Index entries for sequences related to rooted trees
Index entries for sequences related to trees

Let T_i(z) = g.f. for ternary trees of height at most i.
N := 45; G000598 := 0: i := 0: while i<(N+1) do G000598 := series(1+z*(G000598^3/6+subs(z=z^2,G000598)*G000598/2+subs(z=z^3,G000598)/3)+O(z^(N+1)),z,N+1): t[ i ] := G000598: i := i+1: od: # G000598 = g.f. for A000598
i := 0: while iA000678 := n->coeff(G000678,z,n); # G000678 = g.f. for A000678.
(this Maple program continues in A000022.)

m = 45; (* T = G000598 *) T[] = 0; Do[T[z] = 1 + z*(T[z]^3/6 + T[z^2]*T[z]/2 + T[z^3]/3) + O[z]^m // Normal, m];
G000678[z_] = z*(T[z]^4/24 + T[z^2]*T[z]^2/4 + T[z^2]^2/8 + T[z]*T[z^3]/3 + T[z^4]/4) + O[z]^m;
CoefficientList[G000678[z], z] (* Jean-François Alcover, Jan 11 2018, after N. J. A. Sloane *)

G.f.: A(x) = x*cycle_index(S4, B(x)), B(x) = g.f. for A000598.

cp's OEIS Frontend

A034805 Erroneous version of A000022.

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A000598 Number of rooted ternary trees with n nodes; number of n-carbon alkyl radicals C(n)H(2n+1) ignoring stereoisomers.

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A000602 Number of n-node unrooted quartic trees; number of n-carbon alkanes C(n)H(2n+2) ignoring stereoisomers.

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A000672 Number of 3-valent trees (= boron trees or binary trees) with n nodes.

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A000200 Number of bicentered hydrocarbons with n atoms.

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A010372 Number of unrooted quartic trees with n (unlabeled) nodes and possessing a centroid; number of n-carbon alkanes C(n)H(2n +2) with a centroid ignoring stereoisomers.

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A010373 Number of unrooted quartic trees with 2n (unlabeled) nodes and possessing a bicentroid; number of 2n-carbon alkanes C(2n)H(4n+2) with a bicentroid, ignoring stereoisomers.

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