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7,8-二氯-4-氧代-4H-色烯-3-甲醛的晶体结构

Crystal structure of 7,8-di-chloro-4-oxo-4H-chromene-3-carbaldehyde.

作者信息

Ishikawa Yoshinobu

机构信息

School of Pharmaceutical Sciences, University of Shizuoka, 52-1 Yada, Suruga-ku, Shizuoka 422-8526, Japan.

出版信息

Acta Crystallogr E Crystallogr Commun. 2015 Jul 8;71(Pt 8):902-5. doi: 10.1107/S205698901501275X. eCollection 2015 Aug 1.

Abstract

In the title compound, C10H4Cl2O3, a dichlorinated 3-formyl-chromone derivative, the fused-ring system is slightly puckered [dihedral angle between the benzene and pyran rings = 3.66 (10)°]. The dihedral angle between the pyran ring and the formyl plane is 8.64 (7)°. In the crystal, mol-ecules are linked through π-π stacking inter-actions [centroid-centroid distance between the benzene and pyran rings = 3.727 (2) Å], C-H⋯O hydrogen bonds and short C⋯O contacts [2.838 (4) Å]. Halogen bonds between the formyl O atoms and the Cl atoms at the 7-position [Cl⋯O = 2.984 (3) Å, C-Cl⋯O = 170.83 (12)° and Cl⋯O-C = 116.05 (19)°] are also formed along the a axis, resulting in helical structures constructed by C-H⋯O hydrogen bonds and Cl⋯O halogen bonds along the b axis. In addition, type II halogen-halogen contacts between the chlorine atoms at the 7- and 8-positions [Cl⋯Cl = 3.519 (2) Å, C-Cl⋯Cl = 171.24 (10)° and 88.74 (11)°] are observed.

摘要

在标题化合物C₁₀H₄Cl₂O₃(一种二氯代3-甲酰基色酮衍生物)中,稠环体系略有褶皱[苯环和吡喃环之间的二面角 = 3.66 (10)°]。吡喃环与甲酰基平面之间的二面角为8.64 (7)°。在晶体中,分子通过π-π堆积相互作用[苯环和吡喃环之间的质心-质心距离 = 3.727 (2) Å]、C-H⋯O氢键和短C⋯O接触[2.838 (4) Å]相连。甲酰基O原子与7位的Cl原子之间还沿a轴形成了卤键[Cl⋯O = 2.984 (3) Å,C-Cl⋯O = 170.83 (12)°,Cl⋯O-C = 116.05 (19)°],导致沿b轴由C-H⋯O氢键和Cl⋯O卤键构成螺旋结构。此外,还观察到7位和8位的氯原子之间存在II型卤-卤接触[Cl⋯Cl = 3.519 (2) Å,C-Cl⋯Cl = 171.24 (10)°和88.74 (11)°]。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/0887/4571352/bfdf4b29119a/e-71-00902-fig1.jpg

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