Abstract
The asymmetric unit of the title compound, C15H15NO2, contains two independent mol-ecules (A and B). The di-methyl-phenyl ring, the phenyl ring and the central carbamate N-C(=O)-O group are not coplanar. In mol-ecule A, the di-methyl-phenyl and phenyl rings are inclined to the carbamate group mean plane by 27.71 (13) and 71.70 (4)°, respectively, and to one another by 84.53 (13)°. The corresponding dihedral angles in mol-ecule B are 34.33 (11), 66.32 (13) and 85.48 (12)°, respectively. In the crystal, the A and B mol-ecules are arranged alternately linked through N-H⋯O(carbon-yl) hydrogen bonds, forming -A-B-A-B- chains, which extend along [100]. Within the chains and linking neighbouring chains there are C-H⋯π inter-actions present, forming columns along the a-axis direction. The columns are linked by offset π-π stacking inter-actions, forming a three-dimensional network [shortest centroid-centroid distance = 3.606 (1) Å].
Highlights
Science, University of Madras, Guindy Campus, Chennai 600 025, India. *Correspondence e-mail: The asymmetric unit of the title compound, C15H15NO2, contains two independent molecules (A and B)
A, the dimethylphenyl and phenyl rings are inclined to the carbamate group mean plane by 27.71 (13) and 71.70 (4), respectively, and to one another by
The The carbamate group is known in biochemistry for its role in biological processes
Summary
The The carbamate group is known in biochemistry for its role in biological processes. For example it tunes haemoglobin affinity for O2 during physiological respiration (O’Donnell et al, 1979). The carbamate group acts as both donor and acceptor in hydrogen bonding, favouring the formation of highly stable synthons. The carbamate group has been proposed as a building block for hydrogenbonded solids in crystal engineering (Ghosh et al, 2006). Most carbamate compounds of interest are phenyl derivatives, similar to the title compound whose synthesis and crystal structure are reported on . Symmetry codes: (i) x þ 1; y; z; (ii) x þ 2; y þ 1; z
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