A three-dimensional hydrogen-bonded framework in N-(3-nitrophenyl)phthalimide, and hydrogen-bonded chains of rings in N-(3,5-dinitrophenyl)phthalimide, linked into sheets by dipolar interactions

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

doi:10.1107/S0108270103026052

A three-dimensional hydrogen-bonded framework in N-(3-nitrophenyl)phthalimide, and hydrogen-bonded chains of rings in N-(3,5-dinitrophenyl)phthalimide, linked into sheets by dipolar interactions

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

School of Chemistry

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Abstract

Molecules of N-(3-nitrophenyl) phthalimide, C14H8N2O4, are linked into a three-dimensional framework by four distinct C-H...O hydrogen bonds [H...O=2.35-2.58 Angstrom, C...O=3.105 (5)-3.432 (5) Angstrom and C-H...O=128-167degrees]. Molecules of N-(3,5-dinitrophenyl) phthalimide, C14H7N3O6, lie across twofold rotation axes in space group P2/n and are linked by a single C-H...O hydrogen bond [H...O=2.58 Angstrom, C...O=3.410 (2) Angstrom and C-H...O=147degrees] into chains of rings. These chains are weakly linked into sheets by intermolecular interactions involving short dipolar O...N and O...C contacts.

Original language	English
Number of pages	4
Journal	Acta Crystallographica Section C-Crystal Structure Communications
Volume	60
DOIs	https://doi.org/10.1107/S0108270103026052
Publication status	Published - Jan 2004

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CRYSTAL

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Glidewell, C., Low, J. N., Skakle, J. M. S., & Wardell, J. L. (2004). A three-dimensional hydrogen-bonded framework in N-(3-nitrophenyl)phthalimide, and hydrogen-bonded chains of rings in N-(3,5-dinitrophenyl)phthalimide, linked into sheets by dipolar interactions. Acta Crystallographica Section C-Crystal Structure Communications, 60. https://doi.org/10.1107/S0108270103026052

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title = "A three-dimensional hydrogen-bonded framework in N-(3-nitrophenyl)phthalimide, and hydrogen-bonded chains of rings in N-(3,5-dinitrophenyl)phthalimide, linked into sheets by dipolar interactions",

abstract = "Molecules of N-(3-nitrophenyl) phthalimide, C14H8N2O4, are linked into a three-dimensional framework by four distinct C-H...O hydrogen bonds [H...O=2.35-2.58 Angstrom, C...O=3.105 (5)-3.432 (5) Angstrom and C-H...O=128-167degrees]. Molecules of N-(3,5-dinitrophenyl) phthalimide, C14H7N3O6, lie across twofold rotation axes in space group P2/n and are linked by a single C-H...O hydrogen bond [H...O=2.58 Angstrom, C...O=3.410 (2) Angstrom and C-H...O=147degrees] into chains of rings. These chains are weakly linked into sheets by intermolecular interactions involving short dipolar O...N and O...C contacts.",

keywords = "CRYSTAL",

author = "C Glidewell and Low, {J N} and Skakle, {J M S} and Wardell, {J L}",

year = "2004",

month = jan,

doi = "10.1107/S0108270103026052",

language = "English",

volume = "60",

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

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Glidewell, C, Low, JN, Skakle, JMS & Wardell, JL 2004, 'A three-dimensional hydrogen-bonded framework in N-(3-nitrophenyl)phthalimide, and hydrogen-bonded chains of rings in N-(3,5-dinitrophenyl)phthalimide, linked into sheets by dipolar interactions', Acta Crystallographica Section C-Crystal Structure Communications, vol. 60. https://doi.org/10.1107/S0108270103026052

A three-dimensional hydrogen-bonded framework in N-(3-nitrophenyl)phthalimide, and hydrogen-bonded chains of rings in N-(3,5-dinitrophenyl)phthalimide, linked into sheets by dipolar interactions. / Glidewell, C ; Low, J N ; Skakle, J M S et al.
In: Acta Crystallographica Section C-Crystal Structure Communications, Vol. 60, 01.2004.

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

TY - JOUR

T1 - A three-dimensional hydrogen-bonded framework in N-(3-nitrophenyl)phthalimide, and hydrogen-bonded chains of rings in N-(3,5-dinitrophenyl)phthalimide, linked into sheets by dipolar interactions

AU - Glidewell, C

AU - Low, J N

AU - Skakle, J M S

AU - Wardell, J L

PY - 2004/1

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N2 - Molecules of N-(3-nitrophenyl) phthalimide, C14H8N2O4, are linked into a three-dimensional framework by four distinct C-H...O hydrogen bonds [H...O=2.35-2.58 Angstrom, C...O=3.105 (5)-3.432 (5) Angstrom and C-H...O=128-167degrees]. Molecules of N-(3,5-dinitrophenyl) phthalimide, C14H7N3O6, lie across twofold rotation axes in space group P2/n and are linked by a single C-H...O hydrogen bond [H...O=2.58 Angstrom, C...O=3.410 (2) Angstrom and C-H...O=147degrees] into chains of rings. These chains are weakly linked into sheets by intermolecular interactions involving short dipolar O...N and O...C contacts.

AB - Molecules of N-(3-nitrophenyl) phthalimide, C14H8N2O4, are linked into a three-dimensional framework by four distinct C-H...O hydrogen bonds [H...O=2.35-2.58 Angstrom, C...O=3.105 (5)-3.432 (5) Angstrom and C-H...O=128-167degrees]. Molecules of N-(3,5-dinitrophenyl) phthalimide, C14H7N3O6, lie across twofold rotation axes in space group P2/n and are linked by a single C-H...O hydrogen bond [H...O=2.58 Angstrom, C...O=3.410 (2) Angstrom and C-H...O=147degrees] into chains of rings. These chains are weakly linked into sheets by intermolecular interactions involving short dipolar O...N and O...C contacts.

KW - CRYSTAL

U2 - 10.1107/S0108270103026052

DO - 10.1107/S0108270103026052

M3 - Article

SN - 1600-5759

VL - 60

JO - Acta Crystallographica Section C-Crystal Structure Communications

JF - Acta Crystallographica Section C-Crystal Structure Communications

ER -

A three-dimensional hydrogen-bonded framework in N-(3-nitrophenyl)phthalimide, and hydrogen-bonded chains of rings in N-(3,5-dinitrophenyl)phthalimide, linked into sheets by dipolar interactions

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