4-Iodo-N-(2-nitrophenylsulfanyl)-aniline: pi-stacked sheets generated by a combination of N-H center dot center dot center dot O and C-H center dot center dot O hydrogen bonds

C Glidewell, J N Low, J M S Skakle, J L Wardell

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Abstract

Molecules of the title compound, C12H9IN2O2S, are linked by one N-H...O hydrogen bond [H...O=2.16 Angstrom, N...O=2.935 (4) Angstrom and N-H...O 147degrees] and two C-H...O hydrogen bonds [H...O both 2.49 Angstrom, C...O=3.231 (5) and 3.220 (5) Angstrom, and C=H...O=135 and 134degrees] into sheets which themselves are weakly linked by an aromatic pi-pi-stacking interaction between iodinated rings in centrosymmetrically related molecules. There are no iodo-nitro interactions.

Original languageEnglish
Pages (from-to)o95-o97
Number of pages3
JournalActa Crystallographica Section C, Crystal Structure Communications
VolumeC59
DOIs
Publication statusPublished - 2003

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Hydrogen
Hydrogen bonds
Molecules
aniline

Keywords

  • interplay

Cite this

@article{21099808eec84cdc8eb67af2f745acd4,
title = "4-Iodo-N-(2-nitrophenylsulfanyl)-aniline: pi-stacked sheets generated by a combination of N-H center dot center dot center dot O and C-H center dot center dot O hydrogen bonds",
abstract = "Molecules of the title compound, C12H9IN2O2S, are linked by one N-H...O hydrogen bond [H...O=2.16 Angstrom, N...O=2.935 (4) Angstrom and N-H...O 147degrees] and two C-H...O hydrogen bonds [H...O both 2.49 Angstrom, C...O=3.231 (5) and 3.220 (5) Angstrom, and C=H...O=135 and 134degrees] into sheets which themselves are weakly linked by an aromatic pi-pi-stacking interaction between iodinated rings in centrosymmetrically related molecules. There are no iodo-nitro interactions.",
keywords = "interplay",
author = "C Glidewell and Low, {J N} and Skakle, {J M S} and Wardell, {J L}",
year = "2003",
doi = "10.1107/S0108270103000775",
language = "English",
volume = "C59",
pages = "o95--o97",
journal = "Acta Crystallographica Section C, Crystal Structure Communications",
issn = "0108-2701",
publisher = "Wiley-Blackwell",

}

TY - JOUR

T1 - 4-Iodo-N-(2-nitrophenylsulfanyl)-aniline: pi-stacked sheets generated by a combination of N-H center dot center dot center dot O and C-H center dot center dot O hydrogen bonds

AU - Glidewell, C

AU - Low, J N

AU - Skakle, J M S

AU - Wardell, J L

PY - 2003

Y1 - 2003

N2 - Molecules of the title compound, C12H9IN2O2S, are linked by one N-H...O hydrogen bond [H...O=2.16 Angstrom, N...O=2.935 (4) Angstrom and N-H...O 147degrees] and two C-H...O hydrogen bonds [H...O both 2.49 Angstrom, C...O=3.231 (5) and 3.220 (5) Angstrom, and C=H...O=135 and 134degrees] into sheets which themselves are weakly linked by an aromatic pi-pi-stacking interaction between iodinated rings in centrosymmetrically related molecules. There are no iodo-nitro interactions.

AB - Molecules of the title compound, C12H9IN2O2S, are linked by one N-H...O hydrogen bond [H...O=2.16 Angstrom, N...O=2.935 (4) Angstrom and N-H...O 147degrees] and two C-H...O hydrogen bonds [H...O both 2.49 Angstrom, C...O=3.231 (5) and 3.220 (5) Angstrom, and C=H...O=135 and 134degrees] into sheets which themselves are weakly linked by an aromatic pi-pi-stacking interaction between iodinated rings in centrosymmetrically related molecules. There are no iodo-nitro interactions.

KW - interplay

U2 - 10.1107/S0108270103000775

DO - 10.1107/S0108270103000775

M3 - Article

VL - C59

SP - o95-o97

JO - Acta Crystallographica Section C, Crystal Structure Communications

JF - Acta Crystallographica Section C, Crystal Structure Communications

SN - 0108-2701

ER -