Monoclinic pseudosymmetry in 2-phenoxybenzenesulfonamide, a triclinic structure having Z' = 4, and spontaneous resolution in monoclinic N-methyl-2-phenoxybenzenesulfonamide

Christopher Glidewell; JN Low; JMS Skakle; JL Wardell

doi:10.1107/S010827010400719X

Monoclinic pseudosymmetry in 2-phenoxybenzenesulfonamide, a triclinic structure having Z' = 4, and spontaneous resolution in monoclinic N-methyl-2-phenoxybenzenesulfonamide

Christopher Glidewell, JN Low, JMS Skakle, JL Wardell

School of Chemistry

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

6 Citations (Scopus)

Abstract

2-Phenoxybenzenesulfonamide, C12H11NO3S, (I), crystallizes in space group P (1) over bar with Z'=4, but the structure closely mimics the monoclinic space group P2(1)/b with Z'=2. The molecules of (I) are linked by a combination of N-H...O and C-H...O hydrogen bonds into two independent chains of centrosymmetric edge-fused R-2(2)(18) and R-6(6)(34) rings. N-Methyl-2-phenoxybenzenesulfonamide, C13H13NO3S, (II), crystallizes in space group P2(1) with Z'=1, and is an example of spontaneous resolution. The molecules are linked by N-H...O and C-H...O hydrogen bonds into chains of spiro-fused R-2(2)(12) rings, and these chains are linked into sheets by a single C-H...pi(arene) hydrogen bond.

Original language	English
Pages (from-to)	o364-o367
Number of pages	4
Journal	Acta Crystallographica Section C: Crystal Structure Communications
Volume	C60
DOIs	https://doi.org/10.1107/S010827010400719X
Publication status	Published - May 2004

Keywords

POWDER DIFFRACTION DATA
CRYSTAL-STRUCTURE
2,4,6-TRIISOPROPYLBENZENESULFONAMIDE
CYCLIZATIONS
PATTERNS

Access to Document

10.1107/S010827010400719X

Cite this

@article{44f1da428b06483bac6f20cddea07644,

title = "Monoclinic pseudosymmetry in 2-phenoxybenzenesulfonamide, a triclinic structure having Z' = 4, and spontaneous resolution in monoclinic N-methyl-2-phenoxybenzenesulfonamide",

abstract = "2-Phenoxybenzenesulfonamide, C12H11NO3S, (I), crystallizes in space group P (1) over bar with Z'=4, but the structure closely mimics the monoclinic space group P2(1)/b with Z'=2. The molecules of (I) are linked by a combination of N-H...O and C-H...O hydrogen bonds into two independent chains of centrosymmetric edge-fused R-2(2)(18) and R-6(6)(34) rings. N-Methyl-2-phenoxybenzenesulfonamide, C13H13NO3S, (II), crystallizes in space group P2(1) with Z'=1, and is an example of spontaneous resolution. The molecules are linked by N-H...O and C-H...O hydrogen bonds into chains of spiro-fused R-2(2)(12) rings, and these chains are linked into sheets by a single C-H...pi(arene) hydrogen bond.",

keywords = "POWDER DIFFRACTION DATA, CRYSTAL-STRUCTURE, 2,4,6-TRIISOPROPYLBENZENESULFONAMIDE, CYCLIZATIONS, PATTERNS",

author = "Christopher Glidewell and JN Low and JMS Skakle and JL Wardell",

year = "2004",

month = may,

doi = "10.1107/S010827010400719X",

language = "English",

volume = "C60",

pages = "o364--o367",

journal = "Acta Crystallographica Section C: Crystal Structure Communications",

issn = "0108-2701",

publisher = "International Union of Crystallography",

}

Monoclinic pseudosymmetry in 2-phenoxybenzenesulfonamide, a triclinic structure having Z' = 4, and spontaneous resolution in monoclinic N-methyl-2-phenoxybenzenesulfonamide. / Glidewell, Christopher; Low, JN; Skakle, JMS et al.
In: Acta Crystallographica Section C: Crystal Structure Communications, Vol. C60, 05.2004, p. o364-o367.

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

TY - JOUR

T1 - Monoclinic pseudosymmetry in 2-phenoxybenzenesulfonamide, a triclinic structure having Z' = 4, and spontaneous resolution in monoclinic N-methyl-2-phenoxybenzenesulfonamide

AU - Glidewell, Christopher

AU - Low, JN

AU - Skakle, JMS

AU - Wardell, JL

PY - 2004/5

Y1 - 2004/5

N2 - 2-Phenoxybenzenesulfonamide, C12H11NO3S, (I), crystallizes in space group P (1) over bar with Z'=4, but the structure closely mimics the monoclinic space group P2(1)/b with Z'=2. The molecules of (I) are linked by a combination of N-H...O and C-H...O hydrogen bonds into two independent chains of centrosymmetric edge-fused R-2(2)(18) and R-6(6)(34) rings. N-Methyl-2-phenoxybenzenesulfonamide, C13H13NO3S, (II), crystallizes in space group P2(1) with Z'=1, and is an example of spontaneous resolution. The molecules are linked by N-H...O and C-H...O hydrogen bonds into chains of spiro-fused R-2(2)(12) rings, and these chains are linked into sheets by a single C-H...pi(arene) hydrogen bond.

AB - 2-Phenoxybenzenesulfonamide, C12H11NO3S, (I), crystallizes in space group P (1) over bar with Z'=4, but the structure closely mimics the monoclinic space group P2(1)/b with Z'=2. The molecules of (I) are linked by a combination of N-H...O and C-H...O hydrogen bonds into two independent chains of centrosymmetric edge-fused R-2(2)(18) and R-6(6)(34) rings. N-Methyl-2-phenoxybenzenesulfonamide, C13H13NO3S, (II), crystallizes in space group P2(1) with Z'=1, and is an example of spontaneous resolution. The molecules are linked by N-H...O and C-H...O hydrogen bonds into chains of spiro-fused R-2(2)(12) rings, and these chains are linked into sheets by a single C-H...pi(arene) hydrogen bond.

KW - POWDER DIFFRACTION DATA

KW - CRYSTAL-STRUCTURE

KW - 2,4,6-TRIISOPROPYLBENZENESULFONAMIDE

KW - CYCLIZATIONS

KW - PATTERNS

U2 - 10.1107/S010827010400719X

DO - 10.1107/S010827010400719X

M3 - Article

SN - 0108-2701

VL - C60

SP - o364-o367

JO - Acta Crystallographica Section C: Crystal Structure Communications

JF - Acta Crystallographica Section C: Crystal Structure Communications

ER -

Monoclinic pseudosymmetry in 2-phenoxybenzenesulfonamide, a triclinic structure having Z' = 4, and spontaneous resolution in monoclinic N-methyl-2-phenoxybenzenesulfonamide

Abstract

Keywords

Access to Document

Fingerprint

Cite this