Abstract
In each of the title isomeric compounds, C9H7.3N·C7H3.7ClNO4, (I), and C9H8N·C7H3ClNO4, (II), of isoquinoline with 3-chloro-2-nitrobenzoic acid and 4-chloro-2-nitrobenzoic acid, the two components are linked by a short hydrogen bond between a base N atom and a carboxy O atom. In the hydrogen-bonded unit of (I), the H atom is disordered over two positions with N and O site occupancies of 0.30 (3) and 0.70 (3), respectively, while in (II), an acid-base interaction involving H-atom transfer occurs and the H atom is located at the N site. In the crystal of (I), the acid-base units are connected through C - H⋯O hydrogen bonds into a tape structure along the b-axis direction. Inversion-related adjacent tapes are further linked through π-π interactions [centroid-centroid distances = 3.6389 (7)-3.7501 (7) Á], forming a layer parallel to (001). In the crystal of (II), the acid-base units are connected through C - H⋯O hydrogen bonds into a ladder structure along the a-axis direction. The ladders are further linked by another C - H⋯O hydrogen bond into a layer parallel to (001).
| Original language | English |
|---|---|
| Pages (from-to) | 31-34 |
| Number of pages | 4 |
| Journal | Acta Crystallographica Section E: Structure Reports Online |
| Volume | 71 |
| Issue number | 1 |
| DOIs | |
| Publication status | Published - Jan 1 2015 |
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Keywords
- Chloro- and nitro-substituted benzoic acid
- Crystal structure
- Isoquinoline
- Short hydrogen bond
ASJC Scopus subject areas
- Condensed Matter Physics
- Materials Science(all)
- Chemistry(all)
Cite this
Crystal structures of isoquinoline-3-chloro-2-nitro-benzoic acid (1/1) and isoquinolinium 4-chloro-2-nitrobenzoate. / Gotoh, Kazuma; Ishida, Hiroyuki; Lough, A. J.
In: Acta Crystallographica Section E: Structure Reports Online, Vol. 71, No. 1, 01.01.2015, p. 31-34.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Crystal structures of isoquinoline-3-chloro-2-nitro-benzoic acid (1/1) and isoquinolinium 4-chloro-2-nitrobenzoate
AU - Gotoh, Kazuma
AU - Ishida, Hiroyuki
AU - Lough, A. J.
PY - 2015/1/1
Y1 - 2015/1/1
N2 - In each of the title isomeric compounds, C9H7.3N·C7H3.7ClNO4, (I), and C9H8N·C7H3ClNO4, (II), of isoquinoline with 3-chloro-2-nitrobenzoic acid and 4-chloro-2-nitrobenzoic acid, the two components are linked by a short hydrogen bond between a base N atom and a carboxy O atom. In the hydrogen-bonded unit of (I), the H atom is disordered over two positions with N and O site occupancies of 0.30 (3) and 0.70 (3), respectively, while in (II), an acid-base interaction involving H-atom transfer occurs and the H atom is located at the N site. In the crystal of (I), the acid-base units are connected through C - H⋯O hydrogen bonds into a tape structure along the b-axis direction. Inversion-related adjacent tapes are further linked through π-π interactions [centroid-centroid distances = 3.6389 (7)-3.7501 (7) Á], forming a layer parallel to (001). In the crystal of (II), the acid-base units are connected through C - H⋯O hydrogen bonds into a ladder structure along the a-axis direction. The ladders are further linked by another C - H⋯O hydrogen bond into a layer parallel to (001).
AB - In each of the title isomeric compounds, C9H7.3N·C7H3.7ClNO4, (I), and C9H8N·C7H3ClNO4, (II), of isoquinoline with 3-chloro-2-nitrobenzoic acid and 4-chloro-2-nitrobenzoic acid, the two components are linked by a short hydrogen bond between a base N atom and a carboxy O atom. In the hydrogen-bonded unit of (I), the H atom is disordered over two positions with N and O site occupancies of 0.30 (3) and 0.70 (3), respectively, while in (II), an acid-base interaction involving H-atom transfer occurs and the H atom is located at the N site. In the crystal of (I), the acid-base units are connected through C - H⋯O hydrogen bonds into a tape structure along the b-axis direction. Inversion-related adjacent tapes are further linked through π-π interactions [centroid-centroid distances = 3.6389 (7)-3.7501 (7) Á], forming a layer parallel to (001). In the crystal of (II), the acid-base units are connected through C - H⋯O hydrogen bonds into a ladder structure along the a-axis direction. The ladders are further linked by another C - H⋯O hydrogen bond into a layer parallel to (001).
KW - Chloro- and nitro-substituted benzoic acid
KW - Crystal structure
KW - Isoquinoline
KW - Short hydrogen bond
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U2 - 10.1107/S2056989014026152
DO - 10.1107/S2056989014026152
M3 - Article
VL - 71
SP - 31
EP - 34
JO - Acta Crystallographica Section E: Structure Reports Online
JF - Acta Crystallographica Section E: Structure Reports Online
SN - 1600-5368
IS - 1
ER -