#------------------------------------------------------------------------------
#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/04/7100489.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_7100489
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 H8 N2 O3'
_chemical_formula_sum            'C13 H8 N2 O3'
_chemical_formula_weight         240.21
_chemical_melting_point          433
_chemical_name_common            4'-Cyano-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                 104.415(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.374(3)
_cell_length_b                   7.2793(16)
_cell_length_c                   11.782(3)
_cell_measurement_temperature    298(2)
_cell_volume                     1110.9(4)
_diffrn_ambient_temperature      298(2)
_exptl_crystal_density_diffrn    1.436
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7100489
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
O1 O 0.84586(14) 0.0670(3) 0.98464(15) 0.0653(6) Uani 1 1 d . . .
C11 C 0.5856(2) 0.1570(4) 1.1006(2) 0.0492(7) Uani 1 1 d . . .
C8 C 0.7558(2) 0.0966(4) 1.0183(2) 0.0493(7) Uani 1 1 d . . .
C13 C 0.7516(2) 0.0265(4) 1.1261(2) 0.0543(7) Uani 1 1 d . . .
H13 H 0.8070 -0.0396 1.1710 0.065 Uiso 1 1 calc R . .
C5 C 0.8447(2) 0.0474(4) 0.8676(2) 0.0520(7) Uani 1 1 d . . .
C3 C 0.9369(2) 0.0848(4) 0.7208(2) 0.0605(8) Uani 1 1 d . . .
H3 H 0.9948 0.1261 0.6981 0.073 Uiso 1 1 calc R . .
C7 C 0.7716(2) -0.0611(4) 0.6745(2) 0.0549(7) Uani 1 1 d . . .
H7 H 0.7175 -0.1163 0.6200 0.066 Uiso 1 1 calc R . .
C1 C 0.8629(2) -0.0286(4) 0.5209(3) 0.0601(8) Uani 1 1 d . . .
C2 C 0.8576(2) -0.0007(4) 0.6405(2) 0.0508(7) Uani 1 1 d . . .
C9 C 0.6751(2) 0.1995(4) 0.9533(2) 0.0558(8) Uani 1 1 d . . .
H9 H 0.6788 0.2479 0.8814 0.067 Uiso 1 1 calc R . .
C6 C 0.7655(2) -0.0399(4) 0.7887(2) 0.0574(8) Uani 1 1 d . . .
H6 H 0.7086 -0.0841 0.8123 0.069 Uiso 1 1 calc R . .
C10 C 0.5894(2) 0.2304(4) 0.9945(2) 0.0536(7) Uani 1 1 d . . .
H10 H 0.5348 0.3000 0.9513 0.064 Uiso 1 1 calc R . .
O2 O 0.42095(19) 0.2772(4) 1.0830(2) 0.0939(8) Uani 1 1 d . . .
C4 C 0.9300(2) 0.1087(4) 0.8346(2) 0.0584(8) Uani 1 1 d . . .
H4 H 0.9832 0.1663 0.8889 0.070 Uiso 1 1 calc R . .
O3 O 0.48842(18) 0.1240(4) 1.2371(2) 0.0947(9) Uani 1 1 d . . .
C12 C 0.6654(2) 0.0550(4) 1.1663(2) 0.0548(8) Uani 1 1 d . . .
H12 H 0.6610 0.0056 1.2377 0.066 Uiso 1 1 calc R . .
N1 N 0.4935(2) 0.1885(4) 1.1437(2) 0.0658(7) Uani 1 1 d . . .
N2 N 0.8646(2) -0.0530(4) 0.4264(2) 0.0799(9) Uani 1 1 d . . .
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
O1 C8 1.376(3) . ?
O1 C5 1.383(3) . ?
C11 C12 1.371(4) . ?
C11 C10 1.372(4) . ?
C11 N1 1.463(4) . ?
C8 C9 1.379(4) . ?
C8 C13 1.383(4) . ?
C13 C12 1.366(4) . ?
C13 H13 0.9300 . ?
C5 C4 1.368(4) . ?
C5 C6 1.379(4) . ?
C3 C4 1.378(4) . ?
C3 C2 1.381(4) . ?
C3 H3 0.9300 . ?
C7 C6 1.377(4) . ?
C7 C2 1.381(4) . ?
C7 H7 0.9300 . ?
C1 N2 1.133(3) . ?
C1 C2 1.443(4) . ?
C9 C10 1.369(4) . ?
C9 H9 0.9300 . ?
C6 H6 0.9300 . ?
C10 H10 0.9300 . ?
O2 N1 1.234(3) . ?
C4 H4 0.9300 . ?
O3 N1 1.214(3) . ?
C12 H12 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 146638
2 PubChem 167618
