#------------------------------------------------------------------------------
#$Date: 2019-11-24 04:56:33 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236773 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/53/7125349.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_7125349
loop_
_publ_author_name
'Zhao, Meng-Meng'
'Zhou, Lin'
'Shi, Ping-Ping'
'Zheng, Xuan'
'Chen, Xiao-Gang'
'Gao, Ji-Xing'
'Geng, Fu-Juan'
'Ye, Qiong'
'Fu, Da-Wei'
_publ_section_title
;
 Halogen substitution effects on optical and electrical properties in 3D
 molecular perovskites.
;
_journal_issue                   94
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              13275
_journal_page_last               13278
_journal_paper_doi               10.1039/c8cc07052k
_journal_volume                  54
_journal_year                    2018
_chemical_formula_moiety         'C6 Cd N9, C8 H18 F P'
_chemical_formula_sum            'C14 H18 Cd F N9 P'
_chemical_formula_weight         474.74
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2018-10-17 deposited with the CCDC.
2018-11-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 111.75(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.909(4)
_cell_length_b                   10.618(2)
_cell_length_c                   10.507(2)
_cell_measurement_reflns_used    2248
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.484
_cell_measurement_theta_min      3.344
_cell_volume                     1959.4(8)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Rigaku, SCXmini'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0300
_diffrn_reflns_av_unetI/netI     0.0295
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6580
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_min         3.344
_exptl_absorpt_coefficient_mu    1.223
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_description       block
_exptl_crystal_F_000             948
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.32
_refine_diff_density_max         0.326
_refine_diff_density_min         -0.347
_refine_diff_density_rms         0.065
_refine_ls_extinction_coef       0.0238(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2248
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0286
_refine_ls_R_factor_gt           0.0242
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0239P)²+1.2878P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0574
_refine_ls_wR_factor_ref         0.0598
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1981
_reflns_number_total             2248
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc07052k4.cif
_cod_data_source_block           C2C
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7125349
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cd1 Cd 0.2500 0.2500 0.0000 0.03333(11) Uani 1 2 d S . P
N4 N 0.25746(15) 0.24409(19) 0.2255(2) 0.0553(6) Uani 1 1 d . . .
C2 C 0.43925(13) 0.2640(2) 0.1685(3) 0.0428(5) Uani 1 1 d . . .
N2 N 0.38313(12) 0.2291(2) 0.0908(2) 0.0553(6) Uani 1 1 d . . .
P1 P 0.0000 0.70306(8) 0.7500 0.03322(17) Uani 1 2 d S T P
C4 C 0.08449(11) 0.6077(2) 0.8117(2) 0.0402(5) Uani 1 1 d . . .
H4A H 0.1276 0.6615 0.8595 0.048 Uiso 1 1 calc R U .
H4B H 0.0796 0.5478 0.8777 0.048 Uiso 1 1 calc R U .
C5 C 0.10118(13) 0.5359(2) 0.7015(2) 0.0506(6) Uani 1 1 d . . .
H5A H 0.1132 0.5957 0.6426 0.061 Uiso 1 1 calc R U .
H5B H 0.1457 0.4835 0.7446 0.061 Uiso 1 1 calc R U .
C6 C -0.00297(12) 0.8003(2) 0.8879(2) 0.0465(5) Uani 1 1 d . . .
H6A H -0.0062 0.7465 0.9602 0.056 Uiso 1 1 calc R U .
H6B H 0.0442 0.8475 0.9251 0.056 Uiso 1 1 calc R U .
C3 C 0.28027(12) 0.2941(2) 0.3294(2) 0.0438(5) Uani 1 1 d . . .
C7 C -0.06923(14) 0.8919(2) 0.8453(3) 0.0572(6) Uani 1 1 d . . .
H7A H -0.0646 0.9492 0.7782 0.086 Uiso 1 1 calc R U .
H7B H -0.0689 0.9383 0.9239 0.086 Uiso 1 1 calc R U .
H7C H -0.1162 0.8461 0.8068 0.086 Uiso 1 1 calc R U .
N5 N 0.31007(13) 0.3417(2) 0.4518(2) 0.0687(7) Uani 1 1 d . . .
F1 F 0.04544(16) 0.4654(3) 0.6268(3) 0.0640(8) Uani 0.5 1 d . . P
N3 N 0.5000 0.3194(3) 0.2500 0.0842(12) Uani 1 2 d S T P
C1 C 0.28451(12) 0.4457(2) 0.4807(2) 0.0451(5) Uani 1 1 d . . .
N1 N 0.26546(14) 0.5357(2) 0.5169(2) 0.0653(6) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 Cd1 N1 180.0 6_565 4_545
N1 Cd1 N4 90.57(7) 6_565 7
N1 Cd1 N4 89.43(7) 4_545 7
N1 Cd1 N4 89.43(7) 6_565 .
N1 Cd1 N4 90.57(7) 4_545 .
N4 Cd1 N4 180.0 7 .
N1 Cd1 N2 91.41(8) 6_565 7
N1 Cd1 N2 88.59(8) 4_545 7
N4 Cd1 N2 86.11(9) 7 7
N4 Cd1 N2 93.89(9) . 7
N1 Cd1 N2 88.59(8) 6_565 .
N1 Cd1 N2 91.41(8) 4_545 .
N4 Cd1 N2 93.89(9) 7 .
N4 Cd1 N2 86.11(9) . .
N2 Cd1 N2 180.00(4) 7 .
C3 N4 Cd1 145.0(2) . .
N2 C2 N3 171.9(3) . .
C2 N2 Cd1 146.9(2) . .
C6 P1 C6 109.87(18) 2_556 .
C6 P1 C4 108.79(10) 2_556 2_556
C6 P1 C4 108.99(10) . 2_556
C6 P1 C4 108.99(10) 2_556 .
C6 P1 C4 108.79(10) . .
C4 P1 C4 111.42(15) 2_556 .
C5 C4 P1 114.65(15) . .
C5 C4 H4A 108.6 . .
P1 C4 H4A 108.6 . .
C5 C4 H4B 108.6 . .
P1 C4 H4B 108.6 . .
H4A C4 H4B 107.6 . .
F1 C5 C4 113.6(2) . .
F1 C5 H5A 108.8 . .
C4 C5 H5A 108.8 . .
F1 C5 H5B 108.8 . .
C4 C5 H5B 108.8 . .
H5A C5 H5B 107.7 . .
C7 C6 P1 113.55(17) . .
C7 C6 H6A 108.9 . .
P1 C6 H6A 108.9 . .
C7 C6 H6B 108.9 . .
P1 C6 H6B 108.9 . .
H6A C6 H6B 107.7 . .
N4 C3 N5 174.7(3) . .
C6 C7 H7A 109.5 . .
C6 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C6 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C1 N5 C3 120.3(2) . .
C2 N3 C2 125.9(3) . 2_655
N1 C1 N5 174.5(3) . .
C1 N1 Cd1 148.9(2) . 4
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cd1 N1 2.292(2) 6_565
Cd1 N1 2.292(2) 4_545
Cd1 N4 2.322(2) 7
Cd1 N4 2.322(2) .
Cd1 N2 2.349(2) 7
Cd1 N2 2.349(2) .
N4 C3 1.145(3) .
C2 N2 1.135(3) .
C2 N3 1.292(3) .
P1 C6 1.797(2) 2_556
P1 C6 1.797(2) .
P1 C4 1.797(2) 2_556
P1 C4 1.798(2) .
C4 C5 1.514(3) .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C5 F1 1.294(3) .
C5 H5A 0.9700 .
C5 H5B 0.9700 .
C6 C7 1.517(3) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C3 N5 1.300(3) .
C7 H7A 0.9600 .
C7 H7B 0.9600 .
C7 H7C 0.9600 .
N5 C1 1.286(3) .
N3 C2 1.292(3) 2_655
C1 N1 1.135(3) .
N1 Cd1 2.292(2) 4
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C6 H6B N5 0.97 2.57 3.433(3) 147.5 4_556
C4 H4B F1 0.97 2.50 3.148(4) 123.7 2_556
C4 H4A N5 0.97 2.69 3.557(3) 148.7 4_556
C6 H6B N5 0.97 2.57 3.433(3) 147.5 4_556
C4 H4B F1 0.97 2.50 3.148(4) 123.7 2_556
C4 H4A N5 0.97 2.69 3.557(3) 148.7 4_556
C6 H6B N5 0.97 2.57 3.433(3) 147.5 4_556
C4 H4B F1 0.97 2.50 3.148(4) 123.7 2_556
C4 H4A N5 0.97 2.69 3.557(3) 148.7 4_556
C4 H4A N5 0.97 2.69 3.557(3) 148.7 4_556
C4 H4B F1 0.97 2.50 3.148(4) 123.7 2_556
C6 H6B N5 0.97 2.57 3.433(3) 147.5 4_556
C4 H4A N5 0.97 2.69 3.557(3) 148.7 4_556
C4 H4B F1 0.97 2.50 3.148(4) 123.7 2_556
C6 H6B N5 0.97 2.57 3.433(3) 147.5 4_556
C4 H4A N5 0.97 2.69 3.557(3) 148.7 4_556
C4 H4B F1 0.97 2.50 3.148(4) 123.7 2_556
C6 H6B N5 0.97 2.57 3.433(3) 147.5 4_556
C4 H4A N5 0.97 2.69 3.557(3) 148.7 4_556
C4 H4B F1 0.97 2.50 3.148(4) 123.7 2_556
C6 H6B N5 0.97 2.57 3.433(3) 147.5 4_556
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
C6 P1 C4 C5 -51.0(2) 2_556
C6 P1 C4 C5 -170.77(17) .
C4 P1 C4 C5 69.06(16) 2_556
P1 C4 C5 F1 -55.2(3) .
C6 P1 C6 C7 56.73(16) 2_556
C4 P1 C6 C7 -62.4(2) 2_556
C4 P1 C6 C7 175.97(17) .
