#------------------------------------------------------------------------------
#$Date: 2016-03-26 01:32:08 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180106 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/04/7100478.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7100478
loop_
_publ_author_name
'Archan Dey'
'Gautam R. Desiraju'
_publ_section_title
;
Correlation between molecular
dipole moment and centrosymmetry
in some crystalline diphenyl ethers.
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/b502516h
_journal_year                    2005
_chemical_formula_moiety         'C12 H8 Cl N O3'
_chemical_formula_sum            'C12 H8 Cl N O3'
_chemical_formula_weight         249.64
_chemical_melting_point          248
_chemical_name_common            '4-Chloro-4'-nitrodiphenyl ether'
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 97.4580(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0600(6)
_cell_length_b                   7.2712(5)
_cell_length_c                   15.6390(10)
_cell_measurement_temperature    243(2)
_cell_volume                     1134.29(13)
_diffrn_ambient_temperature      243(2)
_exptl_crystal_density_diffrn    1.462
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               7100478
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.94654(6) 0.2500 0.88644(4) 0.0606(2) Uani 1 2 d S . .
N1 N 1.6698(2) 0.2500 1.41169(13) 0.0581(5) Uani 1 2 d S . .
O1 O 1.49897(16) 0.2500 1.06012(10) 0.0621(5) Uani 1 2 d S . .
O2 O 1.5881(2) 0.2500 1.46226(13) 0.1057(9) Uani 1 2 d S . .
O3 O 1.79028(19) 0.2500 1.43484(12) 0.0700(5) Uani 1 2 d S . .
C1 C 1.5327(2) 0.2500 1.14721(14) 0.0474(5) Uani 1 2 d S . .
C2 C 1.4403(2) 0.2500 1.20510(15) 0.0573(6) Uani 1 2 d S . .
H2 H 1.3480 0.2500 1.1854 0.069 Uiso 1 2 d SR . .
C3 C 1.4855(2) 0.2500 1.29272(15) 0.0591(6) Uani 1 2 d S . .
H3 H 1.4239 0.2500 1.3331 0.071 Uiso 1 2 d SR . .
C4 C 1.6220(2) 0.2500 1.32029(14) 0.0475(5) Uani 1 2 d S . .
C5 C 1.7142(2) 0.2500 1.26240(14) 0.0497(5) Uani 1 2 d S . .
H5 H 1.8066 0.2500 1.2820 0.060 Uiso 1 2 d SR . .
C6 C 1.6694(2) 0.2500 1.17562(15) 0.0539(5) Uani 1 2 d S . .
H6 H 1.7312 0.2500 1.1354 0.065 Uiso 1 2 d SR . .
C7 C 1.3638(2) 0.2500 1.02487(13) 0.0502(5) Uani 1 2 d S . .
C8 C 1.30104(17) 0.0853(3) 1.00519(11) 0.0578(4) Uani 1 1 d . . .
H8 H 1.3455 -0.0262 1.0199 0.069 Uiso 1 1 d R . .
C9 C 1.17114(17) 0.0855(2) 0.96321(11) 0.0561(4) Uani 1 1 d . . .
H9 H 1.1263 -0.0263 0.9497 0.067 Uiso 1 1 d R . .
C10 C 1.1081(2) 0.2500 0.94154(13) 0.0472(5) Uani 1 2 d S . .
Cl2 Cl 0.07576(6) 0.2500 0.17139(4) 0.0629(2) Uani 1 2 d S . .
N2 N 0.5706(2) 0.2500 0.78696(14) 0.0618(5) Uani 1 2 d S . .
O4 O 0.11205(17) 0.2500 0.54765(11) 0.0742(6) Uani 1 2 d S . .
O5 O 0.6797(2) 0.2500 0.76211(14) 0.0962(8) Uani 1 2 d S . .
O6 O 0.5552(2) 0.2500 0.86360(11) 0.0776(6) Uani 1 2 d S . .
C11 C 0.2292(2) 0.2500 0.60318(15) 0.0546(6) Uani 1 2 d S . .
C12 C 0.2150(3) 0.2500 0.69028(16) 0.0592(6) Uani 1 2 d S . .
H12 H 0.1290 0.2500 0.7076 0.071 Uiso 1 2 d SR . .
C13 C 0.3266(3) 0.2500 0.75106(15) 0.0561(6) Uani 1 2 d S . .
H13 H 0.3179 0.2500 0.8102 0.067 Uiso 1 2 d SR . .
C14 C 0.4515(2) 0.2500 0.72372(14) 0.0510(5) Uani 1 2 d S . .
C15 C 0.4669(2) 0.2500 0.63744(15) 0.0609(6) Uani 1 2 d S . .
H15 H 0.5530 0.2500 0.6201 0.073 Uiso 1 2 d SR . .
C16 C 0.3546(2) 0.2500 0.57678(15) 0.0591(6) Uani 1 2 d S . .
H16 H 0.3635 0.2500 0.5177 0.071 Uiso 1 2 d SR . .
C17 C 0.1171(2) 0.2500 0.45911(16) 0.0586(6) Uani 1 2 d S . .
C18 C 0.11411(19) 0.0855(3) 0.41601(12) 0.0646(5) Uani 1 1 d . . .
H18 H 0.1194 -0.0260 0.4467 0.077 Uiso 1 1 d R . .
C19 C 0.10340(18) 0.0855(3) 0.32718(12) 0.0606(4) Uani 1 1 d . . .
H19 H 0.1009 -0.0260 0.2966 0.073 Uiso 1 1 d R . .
C20 C 0.0963(2) 0.2500 0.28389(14) 0.0491(5) Uani 1 2 d S . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C10 1.738(2) . ?
N1 O2 1.212(3) . ?
N1 O3 1.220(3) . ?
N1 C4 1.448(3) . ?
O1 C1 1.360(3) . ?
O1 C7 1.400(3) . ?
C1 C2 1.379(3) . ?
C1 C6 1.389(3) . ?
C2 C3 1.387(3) . ?
C3 C4 1.385(3) . ?
C4 C5 1.378(3) . ?
C5 C6 1.373(3) . ?
C7 C8 1.370(2) . ?
C7 C8 1.370(2) 4_565 ?
C8 C9 1.384(2) . ?
C9 C10 1.376(2) . ?
C10 C9 1.376(2) 4_565 ?
Cl2 C20 1.745(2) . ?
N2 O5 1.211(3) . ?
N2 O6 1.228(3) . ?
N2 C14 1.451(3) . ?
O4 C11 1.370(3) . ?
O4 C17 1.392(3) . ?
C11 C16 1.378(3) . ?
C11 C12 1.388(3) . ?
C12 C13 1.374(4) . ?
C13 C14 1.379(3) . ?
C14 C15 1.378(3) . ?
C15 C16 1.378(3) . ?
C17 C18 1.371(2) 4_565 ?
C17 C18 1.371(2) . ?
C18 C19 1.379(2) . ?
C19 C20 1.372(2) . ?
C20 C19 1.372(2) 4_565 ?
