Four 2-amino-6-aryl-4-methoxy-11H-pyrimido[4,5-b][1,4]benzodiazepines: similar molecular structures but different crystal structures

Ricaurte Rodriguez; Justo Cobo; Manuel Nogueras; John N. Low; Christopher Glidewell

doi:10.1107/S010827010803669X

Four 2-amino-6-aryl-4-methoxy-11H-pyrimido[4,5-b][1,4]benzodiazepines: similar molecular structures but different crystal structures

Ricaurte Rodriguez, Justo Cobo, Manuel Nogueras, John N. Low, Christopher Glidewell

School of Chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

2-Amino-4-methoxy-6-phenyl-11H-pyrimido[4,5-b][1,4]benzodiazepine, C18H15N5O, (I), and its 6-(2-fluorophenyl)-, 6-(3-nitrophenyl)- and 6-(4-methoxyphenyl)- analogues, viz. C18H14FN5O, (II), C18H14N6O3, (III), and C19H17N5O2, (IV), respectively, all adopt molecular conformations which are almost identical, containing boat-shaped seven-membered rings. In each structure, paired N-H center dot center dot center dot N hydrogen bonds link the molecules into centrosymmetric dimers. In each of (I)-(III), the dimers are further linked, forming a different three-dimensional framework in each case, while in compound (IV) the dimers are linked into sheets. The significance of this study lies in the observation of different crystal structures in four compounds whose molecular structures are very similar.

Original language	English
Number of pages	6
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	64
DOIs	https://doi.org/10.1107/S010827010803669X
Publication status	Published - Dec 2008

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title = "Four 2-amino-6-aryl-4-methoxy-11H-pyrimido[4,5-b][1,4]benzodiazepines: similar molecular structures but different crystal structures",

abstract = "2-Amino-4-methoxy-6-phenyl-11H-pyrimido[4,5-b][1,4]benzodiazepine, C18H15N5O, (I), and its 6-(2-fluorophenyl)-, 6-(3-nitrophenyl)- and 6-(4-methoxyphenyl)- analogues, viz. C18H14FN5O, (II), C18H14N6O3, (III), and C19H17N5O2, (IV), respectively, all adopt molecular conformations which are almost identical, containing boat-shaped seven-membered rings. In each structure, paired N-H center dot center dot center dot N hydrogen bonds link the molecules into centrosymmetric dimers. In each of (I)-(III), the dimers are further linked, forming a different three-dimensional framework in each case, while in compound (IV) the dimers are linked into sheets. The significance of this study lies in the observation of different crystal structures in four compounds whose molecular structures are very similar.",

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author = "Ricaurte Rodriguez and Justo Cobo and Manuel Nogueras and Low, {John N.} and Christopher Glidewell",

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T1 - Four 2-amino-6-aryl-4-methoxy-11H-pyrimido[4,5-b][1,4]benzodiazepines: similar molecular structures but different crystal structures

AU - Rodriguez, Ricaurte

AU - Cobo, Justo

AU - Nogueras, Manuel

AU - Low, John N.

AU - Glidewell, Christopher

PY - 2008/12

Y1 - 2008/12

N2 - 2-Amino-4-methoxy-6-phenyl-11H-pyrimido[4,5-b][1,4]benzodiazepine, C18H15N5O, (I), and its 6-(2-fluorophenyl)-, 6-(3-nitrophenyl)- and 6-(4-methoxyphenyl)- analogues, viz. C18H14FN5O, (II), C18H14N6O3, (III), and C19H17N5O2, (IV), respectively, all adopt molecular conformations which are almost identical, containing boat-shaped seven-membered rings. In each structure, paired N-H center dot center dot center dot N hydrogen bonds link the molecules into centrosymmetric dimers. In each of (I)-(III), the dimers are further linked, forming a different three-dimensional framework in each case, while in compound (IV) the dimers are linked into sheets. The significance of this study lies in the observation of different crystal structures in four compounds whose molecular structures are very similar.

AB - 2-Amino-4-methoxy-6-phenyl-11H-pyrimido[4,5-b][1,4]benzodiazepine, C18H15N5O, (I), and its 6-(2-fluorophenyl)-, 6-(3-nitrophenyl)- and 6-(4-methoxyphenyl)- analogues, viz. C18H14FN5O, (II), C18H14N6O3, (III), and C19H17N5O2, (IV), respectively, all adopt molecular conformations which are almost identical, containing boat-shaped seven-membered rings. In each structure, paired N-H center dot center dot center dot N hydrogen bonds link the molecules into centrosymmetric dimers. In each of (I)-(III), the dimers are further linked, forming a different three-dimensional framework in each case, while in compound (IV) the dimers are linked into sheets. The significance of this study lies in the observation of different crystal structures in four compounds whose molecular structures are very similar.

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DO - 10.1107/S010827010803669X

M3 - Article

SN - 1600-5759

VL - 64

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

Four 2-amino-6-aryl-4-methoxy-11H-pyrimido[4,5-b][1,4]benzodiazepines: similar molecular structures but different crystal structures

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