3-Hydroxy-N′-[phenyl(2-pyridyl)methylene]-2-naphthohydrazide
✍ Scribed by Kang, Wen-Jun ;Dou, Jian-Min ;Li, Da-Cheng ;Wang, Da-Qi
- Publisher
- International Union of Crystallography
- Year
- 2007
- Tongue
- English
- Weight
- 965 KB
- Volume
- 63
- Category
- Article
- ISSN
- 1600-5368
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✦ Synopsis
In the title molecule, C 23 H 17 N 3 O 2 , intramolecular O-HÁ Á ÁO and N-HÁ Á ÁN hydrogen bonds influence the molecular conformation. In the crystal structure,interactions, with a distance of 3.611 (5) A ˚between the centroids of rings in neighbouring naphthalene rings, link the molecules into centrosymmetric dimers, and C-HÁ Á Á interactions link the dimers into chains running in the [101] direction.
Related literature
For the crystal structure of an Ni complex with a related aroylhydrazone derivative, see: Liu et al. (2005). For general background, see Bai et al. (2005); for the specific biological activities of aroylhydrazones, see Mostafa & Haifaa (2007).
Experimental Crystal data C 23 H 17 N 3 O 2 M r = 367.40 Monoclinic, P2 1 =c a = 13.9214 (18) A ˚b = 17.238 (2) A c = 7.7751 (16) A = 104.294 (2) V = 1808.0 (5) A ˚3 Z = 4 Mo K radiation = 0.09 mm À1 T = 293 (2) K 0.38 Â 0.30 Â 0.28 mm Data collection Bruker SMART CCD area-detector diffractometer Absorption correction: multi-scan (SADABS; Sheldrick, 1996) T min = 0.967, T max = 0.976 9307 measured reflections 3185 independent reflections 1695 reflections with I > 2(I) R int = 0.040 Refinement R[F 2 > 2(F 2 )] = 0.045 wR(F 2 ) = 0.152 S = 1.01 3185 reflections 254 parameters
📜 SIMILAR VOLUMES
Single-crystal X-ray study T = 293 K Mean '(C±C) = 0.005 A Ê R factor = 0.047 wR factor = 0.120 Data-to-parameter ratio = 14.2 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
Single-crystal X-ray study T = 180 K Mean '(C±C) = 0.002 A Ê R factor = 0.034 wR factor = 0.089 Data-to-parameter ratio = 11.7 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
Single-crystal X-ray study T = 296 K Mean (C-C) = 0.004 A Disorder in main residue R factor = 0.065 wR factor = 0.175 Data-to-parameter ratio = 16.3 For details of how these key indicators were automatically derived from the article, see http://journals.iucr.org/e.
The structure of the title compound, C 18 H 14 F 4 N 2 O 2 S, consists of molecules that pack in a linear hydrogen-bonded chain along the c axis. This hydrogen-bonding arrangement involves the hydroxy group and one of the sulfonyl O atoms.