Four differently substituted 2-aryl-2,3,4,5-tetrahydro-1H-1,4-epoxy-1-benzazepines: hydrogen-bonded structures in one, two and three dimensions

被引：10

作者：

Gomez, Sandra L. ^{[2
]}

Sanabria, Carlos M. ^{[2
]}

Palma, Alirio ^{[2
]}

Bahsas, Ali ^{[3
]}

Cobo, Justo ^{[4
]}

Glidewell, Christopher ^{[1
]}

机构：

[1] Univ St Andrews, Sch Chem, St Andrews KY16 9ST, Fife, Scotland

[2] Univ Ind Santander, Escuela Quim, Lab Sintesis Organ, Bucaramanga 678, Colombia

[3] Univ Los Andes, Dept Quim, Grp Prod Nat, Lab RMN, Merida 5101, Venezuela

[4] Univ Jaen, Dept Quim Inorgan & Organ, Jaen 23071, Spain

来源：

ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY | 2009年 / 65卷

关键词：

TETRAHYDRO-1,4-EPOXY-1-BENZAZEPINES;

D O I：

10.1107/S0108270109030339

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In (2RS, 4SR)-7-chloro-2-exo-(2-chloro-6-fluorophenyl)-2,3,4,5-tetrahydro-1H-1,4-epoxy-1-benzazepine, C16H12Cl2FNO, (I), molecules are linked into chains by a single C-H center dot center dot center dot pi(arene) hydrogen bond. (2RS, 4SR)-2-exo-(2-Chloro-6-fluorophenyl)2,3,4,5- tetrahydro-1H-1,4-epoxy-1-benzazepine, C16H13ClFNO, (II), is isomorphous with compound (I) but not strictly isostructural with it, as the hydrogen-bonded chains in (II) are linked into sheets by an aromatic pi-pi stacking interaction. The molecules of (2RS, 4SR)-7-methyl-2-exo-(4-methylphenyl)-2,3,4,5- tetrahydro-1H-1,4-epoxy-1-benzazepine, C18H19NO, (III), are linked into sheets by a combination of C-H center dot center dot center dot N and C-H center dot center dot center dot(arene) hydrogen bonds. (2S, 4R)-2-exo-(2-Chlorophenyl)- 2,3,4,5-tetrahydro-1H-1,4-epoxy-1-benzazepine, C16H14ClNO, (IV), crystallizes as a single enantiomer and the molecules are linked into a three-dimensional framework structure by a combination of one C-H center dot center dot center dot O hydrogen bond and three C-H center dot center dot center dot pi(arene) hydrogen bonds.

引用

页码：O465 / O469

页数：5

共 50 条

[31] Three closely related thienyl-substituted 1,4-epoxynaphtho[1,2-b]azepines: hydrogen-bonded assembly in one, two and three dimensions
Yepes, Andres F.
Palma, Alirio
Cobo, Justo
Glidewell, Christopher
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2013, 69 : 307 - U326
[32] Epoxy resins based on the 1,2,3,4-tetrahydroquinoxaline and the 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine ring systems
Davies, J
Johncock, P
Jones, DA
POLYMER, 1999, 40 (17) : 4897 - 4906
[33] NEW SYNTHESIS OF 4-ARYL-2,3-DIHYDRO-2(1H)-BENZAZEPINES AND 2,3,4,5-TETRAHYDRO-2(1H)-BENZAZEPINES AND CORRESPONDING 1,3-DIONES
WALKER, GN
ALKALAY, D
JOURNAL OF ORGANIC CHEMISTRY, 1971, 36 (03): : 461 - &
[34] 3-Hydroxy-4-phenyl-1-(prop-2-en-1-yl)-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one
Rida, Mohamed
Mamari, Khalil
Essassi, El Mokhtar
Ng, Seik Weng
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2012, 68
[35] SYNTHESIS AND BIOLOGICAL-ACTIVITY OF N-SUBSTITUTED 2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPINONES-2
PUODZHUNAITE, BA
YANCHENE, RA
TALAIKITE, ZA
ZAKS, AS
RABOTNIKOV, YM
USACHEV, EA
KHIMIKO-FARMATSEVTICHESKII ZHURNAL, 1985, 19 (10): : 1195 - 1198
[36] CONVENIENT AND REGIOSELECTIVE SYNTHESIS OF SUBSTITUTED 2,3,4,5-TETRAHYDRO-1H-[1,4]DIAZEPINO[1,7-A]BENZIMIDAZOLES
HUFF, JR
KING, SW
SAARI, WS
JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (03): : 582 - 585
[37] 6-(PHENYLTHIO)-SUBSTITUTED 2,3,4,5-TETRAHYDRO-1H-3-BENZAZEPINES, A NOVEL CLASS OF DOPAMINE RECEPTOR ANTAGONISTS AND NEUROLEPTICS
KAISER, C
ALI, FE
BONDINELL, WE
BRENNER, M
HOLDEN, KG
KU, TW
OH, HJ
ROSS, ST
YIM, NCF
ZIRKLE, CL
HAHN, RA
SARAU, HM
SETLER, PE
WARDELL, JR
JOURNAL OF MEDICINAL CHEMISTRY, 1980, 23 (09) : 975 - 976
[38] APPROACHES TO THE TOTAL SYNTHESIS OF AMARYLLIDACEAE ALKALOIDS - ALTERNATIVE PREPARATIONS OF 5-SUBSTITUTED 2,3,4,5-TETRAHYDRO-1H-2-BENZAZEPINES
SANCHEZ, IH
LARRAZA, MI
FLORES, HJ
MARTELL, EA
LINZAGA, I
CARTER, AA
HETEROCYCLES, 1985, 23 (02) : 251 - 256
[39] SYNTHESIS OF 1,4-DIMETHYL-1,2,3,4-TETRAHYDROQUINOXALINE AND 1,5-DIMETHYL-2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPINE FROM POLYCHLOROBENZENES
LALLOZ, L
CAUBERE, P
SYNTHESIS-STUTTGART, 1975, (10): : 657 - 658
[40] (2R,4S)-7-Bromo-2-phenyl-2,3,4,5-tetrahydro-1,4-epoxynaphtho[1,2-b]azepine, (2RS,4SR)-7-bromo-2-(4-chlorophenyl-2,3,4,5-tetrahydro-1,4-epoxynaphtho[1,2-b]azepine and (2RS,4SR)-2-(4-fluorophenyl)-2,3,4,5-tetrahydro-1,4-epoxynaphtho[1,2-b]azepine: hydrogen-bonded structures in two and three dimensions
Palma, Alirio
Bahsas, Ali
Yepes, Andres F.
Cobo, Justo
Hursthouse, Michael B.
Glidewell, Christopher
ACTA CRYSTALLOGRAPHICA SECTION C-STRUCTURAL CHEMISTRY, 2009, 65 : O140 - O145

← 1 2 3 4 5 →