#------------------------------------------------------------------------------
#$Date: 2019-11-06 02:11:25 +0200 (Wed, 06 Nov 2019) $
#$Revision: 223372 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/90/4129076.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_4129076
loop_
_publ_author_name
'Shi, Ping-Ping'
'Lu, Si-Qi'
'Song, Xian-Jiang'
'Chen, Xiao-Gang'
'Liao, Wei-Qiang'
'Li, Peng-Fei'
'Tang, Yuan-Yuan'
'Xiong, Ren-Gen'
_publ_section_title
;
 Two-dimensional Organic-Inorganic Perovskite Ferroelectric Semiconductor
 with the Fluorinated Aromatic Spacers.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b10048
_journal_year                    2019
_chemical_formula_moiety         '4(Cl Pb0.25), 2(C7 H10 N), 2(F)'
_chemical_formula_sum            'C14 H20 Cl4 F2 N2 Pb'
_chemical_formula_weight         603.32
_space_group_crystal_system      tetragonal
_space_group_IT_number           139
_space_group_name_Hall           '-I 4 2'
_space_group_name_H-M_alt        'I 4/m m m'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   5.5273(18)
_cell_length_b                   5.5273(18)
_cell_length_c                   35.91(4)
_cell_measurement_reflns_used    404
_cell_measurement_temperature    473(2)
_cell_measurement_theta_max      29.7710
_cell_measurement_theta_min      3.4110
_cell_volume                     1097.1(13)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      473(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.832
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.3797
_diffrn_reflns_av_unetI/netI     0.1856
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.832
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -52
_diffrn_reflns_number            2743
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.832
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.491
_diffrn_reflns_theta_min         3.404
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    8.19
_exptl_absorpt_correction_T_max  0.152
_exptl_absorpt_correction_T_min  0.089
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_description       sheet
_exptl_crystal_F_000             566.85
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.23
_refine_diff_density_max         3.869
_refine_diff_density_min         -1.856
_refine_diff_density_rms         0.438
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.157
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     43
_refine_ls_number_reflns         616
_refine_ls_number_restraints     116
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.2127
_refine_ls_R_factor_gt           0.1634
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.3559
_refine_ls_wR_factor_ref         0.3881
_reflns_Friedel_coverage         0.000
_reflns_number_gt                285
_reflns_number_total             616
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b10048_si_005.cif
_cod_data_source_block           I4MMM
_cod_original_cell_volume        1097.2(13)
_cod_database_code               4129076
_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'
'-y, x, z'
'y, -x, z'
'-x, y, -z'
'x, -y, -z'
'y, x, -z'
'-y, -x, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1/2, z+1/2'
'y+1/2, -x+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'y+1/2, x+1/2, -z+1/2'
'-y+1/2, -x+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'y, -x, -z'
'-y, x, -z'
'x, -y, z'
'-x, y, z'
'-y, -x, z'
'y, x, z'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y+1/2, -z+1/2'
'y+1/2, -x+1/2, -z+1/2'
'-y+1/2, x+1/2, -z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'
'-y+1/2, -x+1/2, z+1/2'
'y+1/2, x+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
C1 C 0.5000 0.5000 0.8695(2) 0.392(4) Uani 1 8 d DS TU P
C2 C 0.715(3) 0.5000 0.8515(3) 0.393(5) Uani 0.5 2 d DS TU P
H2A H 0.8635 0.5000 0.8652 0.471 Uiso 1 2 d R U P
C3 C 0.718(2) 0.5000 0.8139(3) 0.392(4) Uani 0.5 2 d DS TU P
C4 C 0.5000 0.5000 0.7929(3) 0.392(4) Uani 1 8 d DS TU P
H4A H 0.5000 0.5000 0.7662 0.471 Uiso 1 8 d R U P
C5 C 0.5000 0.5000 0.9113(3) 0.391(4) Uani 1 8 d DS TU P
H5A H 0.4166 0.3593 0.9203 0.469 Uiso 0.125 1 d R U P
H5B H 0.4166 0.6407 0.9203 0.469 Uiso 0.125 1 d R U P
Cl1 Cl 0.871(3) 0.5000 0.0000 0.117(4) Uani 0.5 4 d S TU P
Cl2 Cl 1.0000 1.0000 0.0777(5) 0.152(5) Uani 1 8 d S TU P
F1 F 0.886(3) 0.5000 0.7866(5) 0.393(5) Uani 0.25 2 d DS TU P
N1 N 0.754(2) 0.5000 0.9254(4) 0.388(9) Uani 0.25 2 d DS TU P
H1A H 0.7530 0.5000 0.9505 0.582 Uiso 0.25 2 d R U P
H1B H 0.8315 0.3671 0.9171 0.582 Uiso 0.125 1 d R U P
H1C H 0.8315 0.6330 0.9171 0.582 Uiso 0.125 1 d R U P
Pb1 Pb 1.0000 1.0000 0.0000 0.0910(5) Uani 1 16 d S TU P
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pb Pb -3.3944 10.1111 '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
C2 C1 C2 76.7(5) . 4_565
C2 C1 C2 122.8(12) . 2_665
C2 C1 C2 76.7(5) 4_565 2_665
C2 C1 C2 76.7(5) . 3_655
C2 C1 C2 122.8(12) 4_565 3_655
C2 C1 C2 76.7(5) 2_665 3_655
C2 C1 C5 118.6(6) . .
C2 C1 C5 118.6(6) 4_565 .
C2 C1 C5 118.6(6) 2_665 .
C2 C1 C5 118.6(6) 3_655 .
C3 C2 C1 119.3(12) . .
C3 C2 C2 90.5(6) . 4_565
C1 C2 C2 51.6(3) . 4_565
C3 C2 C2 90.5(5) . 3_655
C1 C2 C2 51.6(3) . 3_655
C2 C2 C2 89.999(13) 4_565 3_655
F1 C3 C2 137.2(14) . .
F1 C3 C4 101.5(11) . .
C2 C3 C4 121.3(11) . .
F1 C3 C3 119.2(6) . 4_565
C2 C3 C3 89.5(5) . 4_565
C4 C3 C3 53.2(3) . 4_565
F1 C3 C3 119.2(6) . 3_655
C2 C3 C3 89.5(5) . 3_655
C4 C3 C3 53.2(3) . 3_655
C3 C3 C3 90.000(10) 4_565 3_655
C3 C4 C3 73.7(5) . 3_655
C3 C4 C3 73.7(5) . 4_565
C3 C4 C3 116.0(11) 3_655 4_565
C3 C4 C3 116.0(11) . 2_665
C3 C4 C3 73.7(5) 3_655 2_665
C3 C4 C3 73.7(5) 4_565 2_665
N1 C5 N1 140.3(14) 3_655 4_565
N1 C5 N1 83.4(5) 3_655 2_665
N1 C5 N1 83.4(5) 4_565 2_665
N1 C5 N1 83.4(5) 3_655 .
N1 C5 N1 83.4(5) 4_565 .
N1 C5 N1 140.3(14) 2_665 .
N1 C5 C1 109.9(7) 3_655 .
N1 C5 C1 109.9(7) 4_565 .
N1 C5 C1 109.9(7) 2_665 .
N1 C5 C1 109.9(7) . .
Cl1 Cl1 Pb1 75.6(4) 17_765 .
Cl1 Cl1 Pb1 75.6(4) 17_765 1_545
Pb1 Cl1 Pb1 151.1(7) . 1_545
F1 F1 C3 133.6(10) 2_765 .
Cl2 Pb1 Cl2 180.0 17_775 .
Cl2 Pb1 Cl1 90.0 17_775 .
Cl2 Pb1 Cl1 90.0 . .
Cl2 Pb1 Cl1 90.000(1) 17_775 19_675
Cl2 Pb1 Cl1 90.000(1) . 19_675
Cl1 Pb1 Cl1 118.9(7) . 19_675
Cl2 Pb1 Cl1 90.000(1) 17_775 3_655
Cl2 Pb1 Cl1 90.000(1) . 3_655
Cl1 Pb1 Cl1 61.1(7) . 3_655
Cl1 Pb1 Cl1 180.0 19_675 3_655
Cl2 Pb1 Cl1 90.0 17_775 17_775
Cl2 Pb1 Cl1 90.0 . 17_775
Cl1 Pb1 Cl1 180.0 . 17_775
Cl1 Pb1 Cl1 61.1(7) 19_675 17_775
Cl1 Pb1 Cl1 118.9(7) 3_655 17_775
Cl2 Pb1 Cl1 90.0 17_775 1_565
Cl2 Pb1 Cl1 90.0 . 1_565
Cl1 Pb1 Cl1 151.1(7) . 1_565
Cl1 Pb1 Cl1 90.0 19_675 1_565
Cl1 Pb1 Cl1 90.000(2) 3_655 1_565
Cl1 Pb1 Cl1 28.9(7) 17_775 1_565
Cl2 Pb1 Cl1 90.000(1) 17_775 3_755
Cl2 Pb1 Cl1 90.000(1) . 3_755
Cl1 Pb1 Cl1 90.0 . 3_755
Cl1 Pb1 Cl1 28.9(7) 19_675 3_755
Cl1 Pb1 Cl1 151.1(7) 3_655 3_755
Cl1 Pb1 Cl1 90.000(1) 17_775 3_755
Cl1 Pb1 Cl1 118.9(7) 1_565 3_755
Cl2 Pb1 Cl1 90.000(1) 17_775 19_575
Cl2 Pb1 Cl1 90.000(1) . 19_575
Cl1 Pb1 Cl1 90.0 . 19_575
Cl1 Pb1 Cl1 151.1(7) 19_675 19_575
Cl1 Pb1 Cl1 28.9(7) 3_655 19_575
Cl1 Pb1 Cl1 90.0 17_775 19_575
Cl1 Pb1 Cl1 61.1(7) 1_565 19_575
Cl1 Pb1 Cl1 180.0 3_755 19_575
Cl2 Pb1 Cl1 90.0 17_775 17_765
Cl2 Pb1 Cl1 90.0 . 17_765
Cl1 Pb1 Cl1 28.9(7) . 17_765
Cl1 Pb1 Cl1 90.000(1) 19_675 17_765
Cl1 Pb1 Cl1 90.0 3_655 17_765
Cl1 Pb1 Cl1 151.1(7) 17_775 17_765
Cl1 Pb1 Cl1 180.0 1_565 17_765
Cl1 Pb1 Cl1 61.1(7) 3_755 17_765
Cl1 Pb1 Cl1 118.9(7) 19_575 17_765
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.351(13) .
C1 C2 1.351(13) 4_565
C1 C2 1.351(13) 2_665
C1 C2 1.351(13) 3_655
C1 C5 1.500(13) .
C2 C3 1.350(13) .
C2 C2 1.68(2) 4_565
C2 C2 1.68(2) 3_655
C3 F1 1.350(16) .
C3 C4 1.419(12) .
C3 C3 1.702(17) 4_565
C3 C3 1.702(16) 3_655
C4 C3 1.419(12) 3_655
C4 C3 1.419(12) 4_565
C4 C3 1.419(12) 2_665
C5 N1 1.495(11) 3_655
C5 N1 1.495(11) 4_565
C5 N1 1.495(11) 2_665
C5 N1 1.495(11) .
Cl1 Cl1 1.42(4) 17_765
Cl1 Pb1 2.854(5) .
Cl1 Pb1 2.854(5) 1_545
Cl2 Pb1 2.792(17) .
F1 F1 1.26(4) 2_765
Pb1 Cl2 2.792(17) 17_775
Pb1 Cl1 2.854(5) 19_675
Pb1 Cl1 2.854(5) 3_655
Pb1 Cl1 2.854(5) 17_775
Pb1 Cl1 2.854(5) 1_565
Pb1 Cl1 2.854(5) 3_755
Pb1 Cl1 2.854(5) 19_575
Pb1 Cl1 2.854(5) 17_765
