Polymorphism in a benzo[b][1,4]diazepine derivative: crystal structure, phase behavior and selective influence of solvents

被引：0

作者：

Samigullina, Aida I. ^{[1
,2
]}

Fayzullin, Robert R. ^{[1
]}

Voronina, Julia K. ^{[3
,4
]}

Murtazina, Anna M. ^{[1
]}

Mamedov, Vakhid A. ^{[1
]}

Gubaidullin, Aidar T. ^{[1
]}

机构：

[1] A E Arbuzov Inst Organ & Phys Chem, Russian Acad Sci, FRC Kazan Sci Ctr, Kazan 420088, Russia

[2] Russian Acad Sci, A N Nesmeyanov Inst Organoelement Cpds, Moscow 119991, Russia

[3] Russian Acad Sci, N S Kurnakov Inst Gen & Inorgan Chem, Moscow 119991, Russia

[4] Plekhanov Russian Univ Econ, Moscow 117997, Russia

来源：

MENDELEEV COMMUNICATIONS | 2022年 / 32卷 / 02期

基金：

俄罗斯基础研究基金会;

关键词：

Keywords; polymorphism; crystal structure; phase behavior; crystallization; 7C???7C interaction; hydrogen bonds; 1,5-BENZODIAZEPINE DERIVATIVES; BIOLOGICAL EVALUATION; TETROLIC ACID; CONDENSATION;

D O I：

10.1016/j.mencom.2022.03.041

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Ethyl 4-[(Z)-3-ethoxy-2,3-dioxopropylidene]-4,5-dihydro-1Hbenzo[b][1,4]diazepine-2-carboxylate forms two polymorphic modifications alpha and 13, which differ in molecular conformations, as well as in the dimension of H-bonded supramolecular motifs in crystals that are a 1D chain or a 0D dimer, respectively. The formation of polymorphs can be controlled by choice of the solvent used. Crystallization from a solution in a polar protic solvent, ethanol, results in the thermodynamically favorable alpha-form, while using a low-polarity solvent, chloroform, and melt crystallization lead to the metastable 13-form.

引用

页码：274 / 277

页数：4

共 50 条

[1] CRYSTAL STRUCTURE, HIRSHFELD SURFACE ANALYSIS AND COMPUTATIONAL STUDIES OF TWO BENZO[B][1,4]DIAZEPINE DERIVATIVES
Odame, F.
Madanhire, T.
Hosten, E. C.
Lobb, K.
JOURNAL OF STRUCTURAL CHEMISTRY, 2023, 64 (12) : 2326 - 2342
[2] Crystal Structure, Hirshfeld Surface Analysis and Computational Studies of Two Benzo[b][1,4]Diazepine Derivatives
F. Odame
T. Madanhire
E. C. Hosten
K. Lobb
Journal of Structural Chemistry, 2023, 64 : 2326 - 2342
[3] Influence of the nature of the substituent on the supramolecular synthon in crystals of benzo[b][1,4] diazepine derivatives
Samigullina, A. I.
Gubaidullin, A. T.
Mustakimova, L. V.
Mamedov, V. A.
RUSSIAN CHEMICAL BULLETIN, 2014, 63 (06) : 1444 - 1450
[4] Influence of the nature of the substituent on the supramolecular synthon in crystals of benzo[b][1,4]diazepine derivatives
A. I. Samigullina
A. T. Gubaidullin
L. V. Mustakimova
V. A. Mamedov
Russian Chemical Bulletin, 2014, 63 : 1444 - 1450
[5] Progress in Synthesis and Application of Benzo[b][1,4]diazepine Derivatives
Yin, Liuyan
Wang, Lanzhi
Li, Xiaoqing
An, Yingshuang
CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2016, 36 (04) : 711 - 723
[6] Synthesis of Some New Benzo[b][1,4]diazepine Based Heterocycles
El-Azab, Islam H.
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2013, 50 : E178 - E188
[7] Crystal structure of 2,2,4-trimethyl-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepine hemihydrate
Ezhilarasi, K. S.
Akila, A.
Ponnuswamy, S.
Revathi, B. K.
Usha, G.
ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O570 - +
[8] Chemical and Electrochemical Syntheses of Benzo[b](1,4)-diazepine-7,8-diones
Habibi, Davood
Nematollahi, Davood
Pordanjani, Hossein Mohammadkhani
Sadeghi, Mohammad Reza
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2015, 52 (01) : 197 - 200
[9] Crystal structure, Hirshfeld surface analysis and computational studies of (E)-2,2-dimethyl-4-styryl-2,3-dihydro-1H-benzo[b][1,4]diazepine
Odame, F.
Madanhire, T.
Hosten, E. C.
Lobb, K.
MOROCCAN JOURNAL OF CHEMISTRY, 2023, 11 (03): : 818 - 830
[10] THE 1ST STRUCTURE OF A BENZO[B][1,4]DIAZOCINE
WALLIS, JD
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1992, 48 : 897 - 899

← 1 2 3 4 5 →