#------------------------------------------------------------------------------
#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/04/7100497.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_7100497
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 H10 N2 O'
_chemical_formula_sum            'C13 H10 N2 O'
_chemical_formula_weight         210.23
_chemical_melting_point          379
_chemical_name_common            '4-Amino-4'-cyanodiphenyl ether'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90.00
_cell_angle_beta                 100.581(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.6484(19)
_cell_length_b                   5.6103(10)
_cell_length_c                   16.746(3)
_cell_measurement_temperature    298(2)
_cell_volume                     1075.7(3)
_diffrn_ambient_temperature      298(2)
_exptl_crystal_density_diffrn    1.298
_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/n'
_cod_database_code               7100497
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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 0.77632(19) 0.1158(4) 0.86821(15) 0.0663(8) Uani 1 1 d . . .
C1 C 1.0767(3) 0.0985(6) 0.76580(19) 0.0463(8) Uani 1 1 d . . .
C14 C 1.0526(3) -0.0807(6) 0.8166(2) 0.0529(9) Uani 1 1 d . . .
H14 H 1.1029 -0.2104 0.8271 0.064 Uiso 1 1 calc R . .
C3 C 0.8806(3) 0.1203(6) 0.8375(2) 0.0495(9) Uani 1 1 d . . .
N1 N 1.1752(3) 0.0900(7) 0.7291(2) 0.0647(9) Uani 1 1 d . . .
C16 C 0.9036(3) 0.3004(6) 0.7879(2) 0.0569(10) Uani 1 1 d . . .
H16 H 0.8530 0.4294 0.7776 0.068 Uiso 1 1 calc R . .
C18 C 0.7534(3) 0.3080(6) 0.9140(2) 0.0484(9) Uani 1 1 d . . .
C15 C 0.9547(3) -0.0702(6) 0.8523(2) 0.0544(9) Uani 1 1 d . . .
H15 H 0.9393 -0.1925 0.8863 0.065 Uiso 1 1 calc R . .
C7 C 0.6648(3) 0.8780(7) 1.0516(2) 0.0632(10) Uani 1 1 d . . .
C22 C 0.8369(3) 0.4049(6) 0.9738(2) 0.0563(10) Uani 1 1 d . . .
H22 H 0.9127 0.3454 0.9829 0.068 Uiso 1 1 calc R . .
C9 C 0.6956(3) 0.6815(6) 1.0057(2) 0.0520(9) Uani 1 1 d . . .
C17 C 1.0015(3) 0.2909(6) 0.7533(2) 0.0559(9) Uani 1 1 d . . .
H17 H 1.0175 0.4165 0.7208 0.067 Uiso 1 1 calc R . .
C19 C 0.6414(3) 0.3932(7) 0.9004(2) 0.0655(11) Uani 1 1 d . . .
H19 H 0.5848 0.3246 0.8606 0.079 Uiso 1 1 calc R . .
C21 C 0.8081(3) 0.5900(6) 1.0201(2) 0.0575(10) Uani 1 1 d . . .
H21 H 0.8642 0.6541 1.0613 0.069 Uiso 1 1 calc R . .
C20 C 0.6131(3) 0.5804(7) 0.9458(2) 0.0657(11) Uani 1 1 d . . .
H20 H 0.5373 0.6398 0.9360 0.079 Uiso 1 1 calc R . .
N2 N 0.6389(3) 1.0359(7) 1.0872(2) 0.0862(12) Uani 1 1 d . . .
H2A H 1.167(3) 0.166(7) 0.682(2) 0.082(14) Uiso 1 1 d . . .
H1A H 1.212(3) -0.054(7) 0.734(2) 0.077(14) Uiso 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 C18 1.377(4) . ?
O1 C3 1.404(4) . ?
C1 C14 1.379(4) . ?
C1 C17 1.382(4) . ?
C1 N1 1.398(4) . ?
C14 C15 1.382(4) . ?
C14 H14 0.9300 . ?
C3 C16 1.366(4) . ?
C3 C15 1.368(4) . ?
N1 H2A 0.89(4) . ?
N1 H1A 0.91(4) . ?
C16 C17 1.371(4) . ?
C16 H16 0.9300 . ?
C18 C19 1.369(4) . ?
C18 C22 1.375(4) . ?
C15 H15 0.9300 . ?
C7 N2 1.140(4) . ?
C7 C9 1.427(5) . ?
C22 C21 1.374(4) . ?
C22 H22 0.9300 . ?
C9 C20 1.377(5) . ?
C9 C21 1.387(4) . ?
C17 H17 0.9300 . ?
C19 C20 1.372(5) . ?
C19 H19 0.9300 . ?
C21 H21 0.9300 . ?
C20 H20 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 146639
2 PubChem 167619
