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#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/04/7100487.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_7100487
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         'C13 H11 N O3'
_chemical_formula_sum            'C13 H11 N O3'
_chemical_formula_weight         229.23
_chemical_melting_point          343
_chemical_name_common            4-methyl-4'-nitrodiphenylether
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 94.682(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6100(11)
_cell_length_b                   8.8817(13)
_cell_length_c                   16.410(2)
_cell_measurement_temperature    100(2)
_cell_volume                     1105.4(3)
_diffrn_ambient_temperature      100(2)
_exptl_crystal_density_diffrn    1.377
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7100487
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
O3 O -0.01054(12) 0.34879(10) 0.27199(5) 0.0270(2) Uani 1 1 d . . .
O1 O -0.37284(12) 0.70250(11) 0.53948(6) 0.0317(3) Uani 1 1 d . . .
N1 N -0.22452(13) 0.72289(12) 0.51641(6) 0.0238(3) Uani 1 1 d . . .
O2 O -0.12343(12) 0.82071(11) 0.54548(6) 0.0307(3) Uani 1 1 d . . .
C2 C -0.00342(16) 0.65278(14) 0.42371(7) 0.0211(3) Uani 1 1 d . . .
H2 H 0.0681 0.7333 0.4454 0.025 Uiso 1 1 calc R . .
C4 C -0.05360(16) 0.44486(14) 0.33221(7) 0.0214(3) Uani 1 1 d . . .
C1 C -0.16575(16) 0.62609(14) 0.45238(7) 0.0207(3) Uani 1 1 d . . .
C8 C 0.16296(17) 0.47904(15) 0.17745(8) 0.0248(3) Uani 1 1 d . . .
H8 H 0.0693 0.5479 0.1646 0.030 Uiso 1 1 calc R . .
C7 C 0.14860(16) 0.36902(14) 0.23597(7) 0.0225(3) Uani 1 1 d . . .
C11 C 0.43493(17) 0.27703(15) 0.21493(8) 0.0248(3) Uani 1 1 d . . .
H11 H 0.5275 0.2071 0.2278 0.030 Uiso 1 1 calc R . .
C5 C -0.21663(16) 0.41854(15) 0.36229(8) 0.0235(3) Uani 1 1 d . . .
H5 H -0.2883 0.3377 0.3412 0.028 Uiso 1 1 calc R . .
C12 C 0.28355(16) 0.26820(15) 0.25571(7) 0.0241(3) Uani 1 1 d . . .
H12 H 0.2724 0.1940 0.2967 0.029 Uiso 1 1 calc R . .
C10 C 0.45511(17) 0.38590(14) 0.15544(7) 0.0237(3) Uani 1 1 d . . .
C9 C 0.31711(17) 0.48704(14) 0.13779(8) 0.0243(3) Uani 1 1 d . . .
H9 H 0.3288 0.5630 0.0978 0.029 Uiso 1 1 calc R . .
C3 C 0.05450(16) 0.56139(14) 0.36315(7) 0.0212(3) Uani 1 1 d . . .
H3 H 0.1664 0.5779 0.3430 0.025 Uiso 1 1 calc R . .
C6 C -0.27390(16) 0.50949(15) 0.42243(7) 0.0231(3) Uani 1 1 d . . .
H6 H -0.3853 0.4929 0.4431 0.028 Uiso 1 1 calc R . .
C13 C 0.61945(18) 0.39063(17) 0.11033(9) 0.0310(3) Uani 1 1 d . . .
H13A H 0.7232 0.3799 0.1494 0.046 Uiso 1 1 calc R . .
H13B H 0.6253 0.4870 0.0816 0.046 Uiso 1 1 calc R . .
H13C H 0.6168 0.3081 0.0706 0.046 Uiso 1 1 calc R . .
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
O3 C4 1.3656(15) . ?
O3 C7 1.4019(15) . ?
O1 N1 1.2329(14) . ?
N1 O2 1.2306(14) . ?
N1 C1 1.4560(16) . ?
C2 C1 1.3779(17) . ?
C2 C3 1.3828(17) . ?
C2 H2 0.9500 . ?
C4 C5 1.3919(18) . ?
C4 C3 1.3920(17) . ?
C1 C6 1.3876(18) . ?
C8 C7 1.3807(18) . ?
C8 C9 1.3889(18) . ?
C8 H8 0.9500 . ?
C7 C12 1.3810(18) . ?
C11 C12 1.3809(18) . ?
C11 C10 1.3914(19) . ?
C11 H11 0.9500 . ?
C5 C6 1.3736(18) . ?
C5 H5 0.9500 . ?
C12 H12 0.9500 . ?
C10 C9 1.3943(18) . ?
C10 C13 1.5050(18) . ?
C9 H9 0.9500 . ?
C3 H3 0.9500 . ?
C6 H6 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 69393
2 PubChem 76943
