#------------------------------------------------------------------------------
#$Date: 2025-08-22 00:26:11 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301853 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/10/04/7100480.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_7100480
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         'C14 H9 N O3'
_chemical_formula_sum            'C14 H9 N O3'
_chemical_formula_weight         239.22
_chemical_melting_point          357
_chemical_name_common            '4-Ethynyl-4'-nitrodiphenyl ether'
_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                 111.771(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.866(2)
_cell_length_b                   8.8944(14)
_cell_length_c                   19.496(3)
_cell_measurement_temperature    298(2)
_cell_volume                     2393.9(6)
_diffrn_ambient_temperature      298(2)
_exptl_crystal_density_diffrn    1.327
_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               7100480
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 0.31728(15) 0.1044(3) 1.00791(13) 0.0890(7) Uani 1 1 d . . .
C1 C 0.4962(2) 0.3479(4) 0.93371(18) 0.0708(8) Uani 1 1 d . . .
C10 C 0.0305(2) 0.2184(4) 0.96340(17) 0.0707(8) Uani 1 1 d . . .
C7 C 0.2214(2) 0.1469(4) 0.99158(17) 0.0691(8) Uani 1 1 d . . .
C4 C 0.3739(2) 0.1925(4) 0.98195(17) 0.0686(8) Uani 1 1 d . . .
C3 C 0.3369(2) 0.2862(4) 0.92217(18) 0.0835(10) Uani 1 1 d . . .
H3 H 0.2703 0.2964 0.8981 0.100 Uiso 1 1 calc R . .
O2 O 0.6490(2) 0.4211(4) 0.94302(18) 0.1222(11) Uani 1 1 d . . .
N1 N 0.5620(2) 0.4332(4) 0.9090(2) 0.0930(10) Uani 1 1 d . . .
C2 C 0.3992(2) 0.3652(4) 0.89800(18) 0.0825(10) Uani 1 1 d . . .
H2 H 0.3751 0.4296 0.8577 0.099 Uiso 1 1 calc R . .
C8 C 0.1997(2) 0.2811(4) 1.01361(18) 0.0767(9) Uani 1 1 d . . .
H8 H 0.2489 0.3488 1.0380 0.092 Uiso 1 1 calc R . .
C9 C 0.1042(2) 0.3177(4) 0.99975(18) 0.0754(9) Uani 1 1 d . . .
H9 H 0.0894 0.4103 1.0151 0.091 Uiso 1 1 calc R . .
C5 C 0.4710(2) 0.1757(4) 1.01759(19) 0.0827(10) Uani 1 1 d . . .
H5 H 0.4950 0.1115 1.0580 0.099 Uiso 1 1 calc R . .
C6 C 0.5340(2) 0.2543(4) 0.9936(2) 0.0872(10) Uani 1 1 d . . .
H6 H 0.6007 0.2441 1.0175 0.105 Uiso 1 1 calc R . .
C12 C 0.1509(2) 0.0443(4) 0.9574(2) 0.0858(10) Uani 1 1 d . . .
H12 H 0.1669 -0.0488 0.9434 0.103 Uiso 1 1 calc R . .
C11 C 0.0555(2) 0.0803(4) 0.9439(2) 0.0877(10) Uani 1 1 d . . .
H11 H 0.0073 0.0100 0.9212 0.105 Uiso 1 1 calc R . .
C13 C -0.0679(3) 0.2575(4) 0.94709(19) 0.0841(10) Uani 1 1 d . . .
C14 C -0.1468(3) 0.2924(4) 0.9321(2) 0.0929(11) Uani 1 1 d . . .
H14 H -0.2111 0.3207 0.9199 0.111 Uiso 1 1 calc R . .
O3 O 0.5285(3) 0.5149(4) 0.8564(2) 0.1434(13) Uani 1 1 d . . .
O4 O 0.14049(17) 0.3829(3) 0.22012(16) 0.1008(8) Uani 1 1 d . . .
C15 C 0.3374(2) 0.0923(4) 0.19146(16) 0.0702(8) Uani 1 1 d . . .
C18 C 0.2032(2) 0.2787(4) 0.21019(18) 0.0732(8) Uani 1 1 d . . .
C19 C 0.1808(2) 0.1303(4) 0.19430(17) 0.0730(8) Uani 1 1 d . . .
H19 H 0.1202 0.0937 0.1898 0.088 Uiso 1 1 calc R . .
N2 N 0.4082(2) -0.0094(4) 0.18077(16) 0.0889(8) Uani 1 1 d . . .
C24 C -0.1416(2) 0.2802(3) 0.19438(17) 0.0704(8) Uani 1 1 d . . .
O6 O 0.48595(18) 0.0426(3) 0.18496(16) 0.1113(9) Uani 1 1 d . . .
C20 C 0.2488(2) 0.0355(4) 0.18498(18) 0.0734(8) Uani 1 1 d . . .
H20 H 0.2348 -0.0658 0.1744 0.088 Uiso 1 1 calc R . .
C21 C 0.0460(2) 0.3392(4) 0.2101(2) 0.0752(9) Uani 1 1 d . . .
C26 C 0.0274(2) 0.2718(5) 0.2654(2) 0.0924(11) Uani 1 1 d . . .
H26 H 0.0780 0.2462 0.3089 0.111 Uiso 1 1 calc R . .
C17 C 0.2935(2) 0.3350(4) 0.2187(2) 0.0871(10) Uani 1 1 d . . .
H17 H 0.3087 0.4352 0.2313 0.105 Uiso 1 1 calc R . .
C25 C -0.0668(2) 0.2410(4) 0.25725(19) 0.0860(10) Uani 1 1 d . . .
H25 H -0.0794 0.1929 0.2951 0.103 Uiso 1 1 calc R . .
C16 C 0.3614(2) 0.2393(4) 0.2079(2) 0.0833(10) Uani 1 1 d . . .
H16 H 0.4219 0.2751 0.2120 0.100 Uiso 1 1 calc R . .
O5 O 0.3873(2) -0.1400(4) 0.16818(19) 0.1222(11) Uani 1 1 d . . .
C23 C -0.1217(3) 0.3479(4) 0.13820(19) 0.0890(10) Uani 1 1 d . . .
H23 H -0.1721 0.3735 0.0945 0.107 Uiso 1 1 calc R . .
C22 C -0.0273(3) 0.3781(5) 0.1463(2) 0.0921(11) Uani 1 1 d . . .
H22 H -0.0139 0.4247 0.1084 0.110 Uiso 1 1 calc R . .
C29 C -0.3042(3) 0.2199(5) 0.1833(2) 0.0771(13) Uani 1 1 d . . .
H29 H -0.3656 0.1919 0.1808 0.092 Uiso 1 1 calc R . .
C28 C -0.2525(3) 0.2435(5) 0.1854(2) 0.0802(11) 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 C4 1.377(3) . ?
O1 C7 1.393(3) . ?
C1 C2 1.358(4) . ?
C1 C6 1.373(5) . ?
C1 N1 1.454(4) . ?
C10 C11 1.377(5) . ?
C10 C9 1.381(4) . ?
C10 C13 1.420(5) . ?
C7 C8 1.347(5) . ?
C7 C12 1.362(4) . ?
C4 C5 1.358(4) . ?
C4 C3 1.371(4) . ?
C3 C2 1.377(4) . ?
C3 H3 0.9300 . ?
O2 N1 1.220(4) . ?
N1 O3 1.203(4) . ?
C2 H2 0.9300 . ?
C8 C9 1.382(4) . ?
C8 H8 0.9300 . ?
C9 H9 0.9300 . ?
C5 C6 1.382(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C12 C11 1.380(4) . ?
C12 H12 0.9300 . ?
C11 H11 0.9300 . ?
C13 C14 1.142(5) . ?
C14 H14 0.9300 . ?
O4 C18 1.378(4) . ?
O4 C21 1.400(4) . ?
C15 C16 1.362(5) . ?
C15 C20 1.372(4) . ?
C15 N2 1.461(4) . ?
C18 C19 1.368(4) . ?
C18 C17 1.384(4) . ?
C19 C20 1.379(4) . ?
C19 H19 0.9300 . ?
N2 O5 1.205(4) . ?
N2 O6 1.219(4) . ?
C24 C25 1.360(4) . ?
C24 C23 1.375(5) . ?
C24 C28 1.625(5) . ?
C20 H20 0.9300 . ?
C21 C26 1.349(5) . ?
C21 C22 1.360(5) . ?
C26 C25 1.377(4) . ?
C26 H26 0.9300 . ?
C17 C16 1.394(5) . ?
C17 H17 0.9300 . ?
C25 H25 0.9300 . ?
C16 H16 0.9300 . ?
C23 C22 1.379(5) . ?
C23 H23 0.9300 . ?
C22 H22 0.9300 . ?
C29 C28 0.784(4) . ?
C29 H29 0.9300 . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139179472
