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#$Date: 2025-08-04 10:03:09 +0300 (Mon, 04 Aug 2025) $
#$Revision: 301442 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/05/14/7051467.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_7051467
_publ_section_title
;
Crystal Structures of Amino substituted dicyanoquinodimethanes with Potential
Nonlinear Optical Applications
;
_journal_issue                   8
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              841
_journal_page_last               844
_journal_paper_doi               10.1039/a903793d
_journal_volume                  23
_journal_year                    1999
_chemical_formula_sum            'C18 H16 F4 N4'
_chemical_formula_weight         364.35
_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                 113.634(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.114(1)
_cell_length_b                   14.412(2)
_cell_length_c                   12.142(2)
_cell_measurement_temperature    150(2)
_cell_volume                     1621.4(4)
_diffrn_ambient_temperature      150(2)
_exptl_crystal_density_diffrn    1.493
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7051467
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
F1 F 0.48261(15) -0.10425(9) 1.32249(12) 0.0296(3) Uani 1 1 d . . .
F2 F 0.48984(15) -0.13046(9) 1.10997(12) 0.0299(3) Uani 1 1 d . . .
F3 F 0.08836(14) 0.07296(9) 0.93636(11) 0.0266(3) Uani 1 1 d . . .
F4 F 0.08538(15) 0.09878(9) 1.14922(11) 0.0280(3) Uani 1 1 d . . .
N1 N 0.2373(2) -0.07362(12) 1.40459(16) 0.0219(4) Uani 1 1 d . . .
N2 N 0.2770(2) 0.08667(13) 1.41291(17) 0.0232(4) Uani 1 1 d . . .
N3 N 0.4616(3) -0.15296(16) 0.8430(2) 0.0417(6) Uani 1 1 d . . .
N4 N 0.1002(3) 0.02353(16) 0.6977(2) 0.0385(6) Uani 1 1 d . . .
C1 C 0.3419(3) 0.17029(16) 1.3825(3) 0.0277(6) Uani 1 1 d . . .
C2 C 0.2443(3) 0.24724(18) 1.3884(3) 0.0377(7) Uani 1 1 d . . .
C3 C 0.2046(4) 0.21999(19) 1.4903(3) 0.0443(8) Uani 1 1 d . . .
C4 C 0.1975(3) 0.11449(17) 1.4881(2) 0.0259(5) Uani 1 1 d . . .
C5 C 0.2666(2) 0.00409(15) 1.3602(2) 0.0211(5) Uani 1 1 d . . .
C6 C 0.2467(3) -0.08784(17) 1.5287(2) 0.0271(5) Uani 1 1 d . . .
C7 C 0.2320(3) -0.19267(17) 1.5363(2) 0.0309(6) Uani 1 1 d . . .
C8 C 0.1297(3) -0.21815(18) 1.4084(2) 0.0300(6) Uani 1 1 d . . .
C9 C 0.1849(3) -0.15981(16) 1.3313(2) 0.0273(6) Uani 1 1 d . . .
C10 C 0.2831(3) -0.00267(15) 1.2445(2) 0.0220(5) Uani 1 1 d . . .
C11 C 0.3833(2) -0.06002(15) 1.2268(2) 0.0221(5) Uani 1 1 d . . .
C12 C 0.3860(2) -0.07339(15) 1.1157(2) 0.0212(5) Uani 1 1 d . . .
C13 C 0.2887(2) -0.03131(15) 1.0098(2) 0.0211(5) Uani 1 1 d . . .
C14 C 0.1891(2) 0.02772(15) 1.0304(2) 0.0205(5) Uani 1 1 d . . .
C15 C 0.1879(2) 0.04161(15) 1.1414(2) 0.0216(5) Uani 1 1 d . . .
C16 C 0.2879(3) -0.04686(16) 0.8926(2) 0.0237(5) Uani 1 1 d . . .
C17 C 0.3866(3) -0.10583(17) 0.8701(2) 0.0273(5) Uani 1 1 d . . .
C18 C 0.1833(3) -0.00667(17) 0.7873(2) 0.0272(5) Uani 1 1 d . . .
H11 H 0.443(3) 0.1795(18) 1.445(2) 0.045(8) Uiso 1 1 d . . .
H12 H 0.352(3) 0.1632(17) 1.307(2) 0.033(7) Uiso 1 1 d . . .
H21 H 0.282(3) 0.3077(18) 1.393(2) 0.030(7) Uiso 1 1 d . . .
H22 H 0.149(4) 0.246(2) 1.306(3) 0.071(11) Uiso 1 1 d . . .
H31 H 0.293(4) 0.244(3) 1.574(3) 0.091(13) Uiso 1 1 d . . .
H32 H 0.117(4) 0.245(2) 1.486(3) 0.060(10) Uiso 1 1 d . . .
H41 H 0.102(3) 0.0899(16) 1.451(2) 0.026(7) Uiso 1 1 d . . .
H42 H 0.245(3) 0.0889(16) 1.572(2) 0.028(7) Uiso 1 1 d . . .
H61 H 0.164(3) -0.0560(17) 1.539(2) 0.033(7) Uiso 1 1 d . . .
H62 H 0.341(3) -0.0617(16) 1.587(2) 0.027(7) Uiso 1 1 d . . .
H71 H 0.194(3) -0.2094(18) 1.599(2) 0.043(8) Uiso 1 1 d . . .
H72 H 0.329(3) -0.2228(17) 1.556(2) 0.032(7) Uiso 1 1 d . . .
H81 H 0.030(3) -0.1986(16) 1.393(2) 0.025(6) Uiso 1 1 d . . .
H82 H 0.132(3) -0.2832(18) 1.388(2) 0.028(7) Uiso 1 1 d . . .
H91 H 0.112(3) -0.1437(17) 1.253(2) 0.030(7) Uiso 1 1 d . . .
H92 H 0.267(3) -0.1921(17) 1.320(2) 0.033(7) 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
F1 C11 1.353(3) . ?
F2 C12 1.357(2) . ?
F3 C14 1.354(2) . ?
F4 C15 1.357(2) . ?
N1 C5 1.327(3) . ?
N1 C6 1.486(3) . ?
N1 C9 1.496(3) . ?
N2 C5 1.335(3) . ?
N2 C1 1.488(3) . ?
N2 C4 1.494(3) . ?
N3 C17 1.160(3) . ?
N4 C18 1.160(3) . ?
C1 C2 1.506(4) . ?
C1 H11 1.01(3) . ?
C1 H12 0.97(3) . ?
C2 C3 1.498(4) . ?
C2 H21 0.94(3) . ?
C2 H22 1.08(3) . ?
C3 C4 1.522(4) . ?
C3 H31 1.11(4) . ?
C3 H32 0.94(4) . ?
C4 H41 0.96(3) . ?
C4 H42 1.01(2) . ?
C5 C10 1.482(3) . ?
C6 C7 1.525(3) . ?
C6 H61 1.00(3) . ?
C6 H62 1.01(3) . ?
C7 C8 1.526(4) . ?
C7 H71 1.01(3) . ?
C7 H72 1.01(3) . ?
C8 C9 1.521(4) . ?
C8 H81 0.99(3) . ?
C8 H82 0.97(3) . ?
C9 H91 0.97(3) . ?
C9 H92 1.01(3) . ?
C10 C11 1.390(3) . ?
C10 C15 1.391(3) . ?
C11 C12 1.374(3) . ?
C12 C13 1.406(3) . ?
C13 C14 1.415(3) . ?
C13 C16 1.437(3) . ?
C14 C15 1.368(3) . ?
C16 C18 1.416(3) . ?
C16 C17 1.418(3) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4402225
