(E)-N′-[4-(Dimethyl­amino)­benzyl­idene]-4-methyl­benzohydrazide methanol monosolvate

Liu, H.; Cai, Y.; Wu, J.; Li, Z.; Li, G.

doi:10.1107/S1600536811029394

Volume 67
Part 8
Page o2139
August 2011

Received 19 July 2011
Accepted 20 July 2011
Online 23 July 2011

Key indicators
Single-crystal X-ray study
T = 298 K
Mean (C-C) = 0.004 Å
R = 0.060
wR = 0.169
Data-to-parameter ratio = 16.7
Details

(E)-N'-[4-(Dimethylamino)benzylidene]-4-methylbenzohydrazide methanol monosolvate

Huanyu Liu,^a ^* Yanchun Cai,^a Jianyong Wu,^a Zhuolin Li ^a and Guanwen Li ^a

^aSchool of Chemistry and Chemical Engineering, Guangdong Pharmaceutical University, Zhongshan 528453, People's Republic of China
Correspondence e-mail: liuhuanyu03@163.com

In the title compound, C₁₇H₁₉N₃O·CH₃OH, the hydrazone molecule exists in a trans geometry with respect to the methylidene unit and the dihedral angle between the two substituted benzene rings is 42.6 (2)°. In the crystal, the components are linked through N-HO and O-HO hydrogen bonds, forming [100] chains of alternating hydrazone and methanol molecules.

Related literature

For the hydrazone compounds reported by one of the authors recently and background refereences, see: Liu (2010a,b).

Experimental

Crystal data

C₁₇H₁₉N₃O·CH₄O
M_r = 313.39
Triclinic, $[P \overline 1]$
a = 6.3874 (18) Å
b = 11.724 (3) Å
c = 11.975 (3) Å
= 78.830 (3)°
= 77.138 (3)°
= 84.807 (3)°
V = 856.7 (4) Å³
Z = 2
Mo K radiation
= 0.08 mm^-1
T = 298 K
0.20 × 0.18 × 0.13 mm

Data collection

Bruker SMART CCD diffractometer
Absorption correction: multi-scan (SADABS; Bruker, 1998) T_min = 0.984, T_max = 0.990
5975 measured reflections
3613 independent reflections
1755 reflections with I > 2(I)
R_int = 0.030

Refinement

R[F² > 2(F²)] = 0.060
wR(F²) = 0.169
S = 1.00
3613 reflections
216 parameters
1 restraint
H atoms treated by a mixture of independent and constrained refinement
_max = 0.16 e Å^-3
_min = -0.19 e Å^-3

Table 1
Hydrogen-bond geometry (Å, °)

D-HA	D-H	HA	DA	D-HA
N2-H2BO2ⁱ	0.90 (1)	2.02 (1)	2.905 (3)	168 (2)
O2-H2O1	0.82	1.92	2.720 (3)	166
Symmetry code: (i) x-1, y, z.

Data collection: SMART (Bruker, 1998); cell refinement: SAINT (Bruker, 1998); data reduction: SAINT; program(s) used to solve structure: SHELXS97 (Sheldrick, 2008); program(s) used to refine structure: SHELXL97 (Sheldrick, 2008); molecular graphics: SHELXTL (Sheldrick, 2008); software used to prepare material for publication: SHELXTL.

Supplementary data and figures for this paper are available from the IUCr electronic archives (Reference: HB6324 ).

Acknowledgements

The work was supported by the Ten Hundred Thousand Project of the Bureau of Education of Guangdong Province, People's Republic of China.

References

Bruker (1998). SMART, SAINT and SADABS. Bruker AXS Inc., Madison, Wisconsin, USA.
Liu, H. (2010a). Acta Cryst. E66, o1582.
Liu, H. (2010b). Acta Cryst. E66, o2026.
Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122.

organic compounds