<i>N</i>,<i>N</i>′-Bis[4-(trifluoromethyl)benzylidene]butane-1,4-diamine

Habibi, Mohammad Hossein; Zendehdel, Mahmoud; Barati, Kazem; Harrington, Ross W.; Clegg, William

doi:10.1107/s1600536807017345

Cited by 3 publications

(5 citation statements)

References 4 publications

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“…For general background, see: Kawski et al (2007). For related structures, see: Reffner & McCrone (1959); Dattagupta & Saha (1973); Herbstein et al (1984); Mahadevan et al (1982); Habibi et al (2007).…”

Section: Related Literaturementioning

confidence: 99%

“…Although the unit-cell parameters of DMABA have been reported (Reffner & McCrone, 1959), to our knowledge there is no report on the crystal structure of DMABA. The crystal structures of DMABA hydrobromide (Dattagupta & Saha, 1973), a 1:1 complex in which DMABA acts as a guest molecule in channels (Herbstein et al, 1984), a tin complex in which DMABA serves as a ligand coordinating through its O atom (Mahadevan et al, 1982), and of a 1:1 cocrystal of DMABA and 6-phenyl-1,3,5-triazine-2,4-diamine (Habibi et al, 2007) have been reported. We report here the crystal structure of the title compound.…”

Section: -(Dimethylamino)benzaldehydementioning

confidence: 99%

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4-(Dimethylamino)benzaldehyde

Gao

Zhu

2008

Acta Crystallogr E Struct Rep Online

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The title compound, C9H11NO, crystallizes with two independent but essentially identical molecules in the asymmetric unit, which are linked via a C—H⋯π interaction. In both molecules, the aldehyde and dimethylamine groups are essentially coplanar with the attached benzene ring. In the crystal structure, C—H⋯O hydrogen bonds link one type of independent molecules into a chain along the a axis. In addition, the structure is stabilized by π–π stacking interactions involving the benzene rings [centroid-to-centroid distance = 3.697 (2) Å].

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Section: Related Literaturementioning

confidence: 99%

Section: -(Dimethylamino)benzaldehydementioning

confidence: 99%

4-(Dimethylamino)benzaldehyde

Gao

Zhu

2008

Acta Crystallogr E Struct Rep Online

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“…The crystal structures of 2,4-diamino-6-methyl-1,3,5-triazine (Aoki et al, 1994), 2,4-diamino-6-methyl-1,3,5-triazin-1-ium trifluoroacetate (Perpé tuo & Janczak, 2007), 4-(dimethylamino)benzaldehyde and 6-phenyl-1,3,5-triazine-2,4-diamine (Habibi et al, 2007), acetoguanaminium chloride-acetoguanamine (Portalone & Colapietro, 2007), acetoguanaminium N,N-dimethylformamide solvate (Portalone, 2008), 2,4-diamino-6-methyl-1,3,5-triazine methanol solvate (Kaczmarek et al, 2008) and 2,4-diamino-6-methyl-1,3,5-triazine ethanol solvate (Xiao, 2008) have been reported. Salts and cocrystals involving 2,4-diamino-6-methyl-1,3,5-triazine and various aliphatic dicarboxylic acids have been reported (Delori et al, 2008).…”

Section: Commentmentioning

confidence: 99%

Charge-assisted hydrogen-bonded supramolecular networks in acetoguanaminium hydrogen phthalate, acetoguanaminium hydrogen maleate and acetoguanaminium 3-hydroxypicolinate monohydrate

et al. 2010

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In 2,4-diamino-6-methyl-1,3,5-triazin-1-ium (acetoguanaminium) hydrogen phthalate, C(4)H(8)N(5)(+) x C(8)H(5)O(4)(-), (I), acetoguanaminium hydrogen maleate, C(4)H(8)N(5)(+) x C(4)H(3)O(4)(-), (II), and acetoguanaminium 3-hydroxypicolinate monohydrate, C(4)H(8)N(5)(+) x C(6)H(4)NO(3)(-) x H(2)O, (III), the acetoguanaminium cations interact with the carboxylate groups of the corresponding anions via a pair of nearly parallel N-H...O hydrogen bonds, forming R(2)(2)(8) ring motifs. In (II) and (III), N-H...N base-pairing is observed, while there is none in (I). In (II), a series of fused R(3)(2)(8), R(2)(2)(8) and R(3)(2)(8) hydrogen-bonded rings plus fused R(2)(2)(8), R(6)(2)(12) and R(2)(2)(8) ring motifs occur alternately, aggregating into a supramolecular ladder-like arrangement. In (III), R(2)(2)(8) motifs occur on either side of a further ring formed by pairs of N-H...O hydrogen bonds, forming an array of three fused hydrogen-bonded rings. In (I) and (II), the anions form a typical intramolecular O-H...O hydrogen bond with graph set S(7), whereas in (III) an intramolecular hydrogen bond with graph set S(6) is formed.

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“…For related literature, see: Bernstein et al (1995); Bork et al (2003); Chen et al (2001); Cox (1994); Desiraju (1989); Diaz-Ortiz et al (2004); Etter (1990); Habibi et al (2007); Janczak & Perpé tuo (2004); Lynch & Jones (2004); MacDonald & Whitesides (1994); Martindale (1996); Raj et al (2003); Sheshmani et al (2006); Perpé tuo & Janczak (2007).…”

Section: Related Literaturementioning

confidence: 99%

“…The adducts of carboxylic acids with 2-aminoheterocylic ring system forms a graph-set motif of R 2 2 (8) (Lynch & Jones, 2004). The crystal structure of 2,4-diamino-6-phenyl-1,3,5-triazine (Diaz-Ortiz et al, 2004), Melaminium maleate monohydrate (Janczak et al, 2004), 2,4-diamino-6-methyl-1,3,5-triazin-1-ium trifluoroacetate (Perpétuo & Janczak, 2007), 4-(dimethylamino)-benzaldehyde and 6-phenyl-1,3,5-triazine-2,4-diamine (Habibi et al, 2007) and 2,6-diamino-4-phenyltriazinium chloride monohydrate (Sheshmani et al, 2006) have also been reported in the literature. The crystal structure of sorbic acid (Cox, 1994) is known.…”

Section: S1 Commentmentioning

confidence: 99%

Hydrogen-bonding patterns in the cocrystal 2,4-diamino-6-phenyl-1,3,5-triazine–sorbic acid (1/1)

2007

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Key indicators: single-crystal X-ray study; T = 120 K; mean (C-C) = 0.002 Å; R factor = 0.059; wR factor = 0.150; data-to-parameter ratio = 17.3.In the title cocrystal, C 9 H 9 N 5 ÁC 6 H 8 O 2 , the asymmetric unit contains one 2,4-diamino-6-phenyl-1,3,5-triazine molecule and a sorbic acid molecule. The triazine molecules are base-paired [with a graph set of R 2 2 (8)] on either side via N-HÁ Á ÁN hydrogen bonds, forming a supramolecular ribbon along the c axis. Each triazine molecule interacts with the carboxyl group of a sorbic acid molecule via N-HÁ Á ÁO and O-HÁ Á ÁN hydrogen bonds, generating R 2 2 (8) motifs. The supramolecular ribbons are interlinked by N-HÁ Á ÁO hydrogen bonds involving the 2-amino group of the triazine molecules and the carboxyl O atom of the sorbic acid molecule. Experimental Crystal data C 9 H 9 N 5 ÁC 6 H 8 O 2 M r = 299.34 Monoclinic, C2=c a = 33.867 (2) Å b = 7.4289 (3) Å c = 12.2015 (8) Å = 94.241 (2) V = 3061.4 (3) Å 3 Z = 8 Mo K radiation = 0.09 mm À1 T = 120 K 0.44 Â 0.34 Â 0.22 mm Data collection Bruker-Nonius KappaCCD diffractometer Absorption correction: none 15418 measured reflections 3490 independent reflections 2409 reflections with I > 2(I) R int = 0.056

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N,N′-Bis[4-(trifluoromethyl)benzylidene]butane-1,4-diamine

Cited by 3 publications

References 4 publications

4-(Dimethylamino)benzaldehyde

4-(Dimethylamino)benzaldehyde

Charge-assisted hydrogen-bonded supramolecular networks in acetoguanaminium hydrogen phthalate, acetoguanaminium hydrogen maleate and acetoguanaminium 3-hydroxypicolinate monohydrate

Hydrogen-bonding patterns in the cocrystal 2,4-diamino-6-phenyl-1,3,5-triazine–sorbic acid (1/1)

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