#------------------------------------------------------------------------------
#$Date: 2019-11-06 02:12:45 +0200 (Wed, 06 Nov 2019) $
#$Revision: 223376 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/90/4129080.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_4129080
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 H9 F N)'
_chemical_formula_sum            'C14 H18 Cl4 F2 N2 Pb'
_chemical_formula_weight         601.3
_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                   5.5315(2)
_cell_length_b                   5.5315(2)
_cell_length_c                   35.712(7)
_cell_measurement_reflns_used    2177
_cell_measurement_temperature    493(2)
_cell_measurement_theta_max      27.5760
_cell_measurement_theta_min      3.7050
_cell_volume                     1092.7(2)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      493(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.883
_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  0.0689
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.883
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       50
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            3276
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.883
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.578
_diffrn_reflns_theta_min         3.423
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    8.223
_exptl_absorpt_correction_T_max  0.164
_exptl_absorpt_correction_T_min  0.07
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.14e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_description       sheet
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.22
_refine_diff_density_max         2.200
_refine_diff_density_min         -0.805
_refine_diff_density_rms         0.196
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.237
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     40
_refine_ls_number_reflns         571
_refine_ls_number_restraints     95
_refine_ls_restrained_S_all      1.143
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0593
_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)+(0.0903P)²+0.4883P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1438
_refine_ls_wR_factor_ref         0.1486
_reflns_Friedel_coverage         0.000
_reflns_number_gt                447
_reflns_number_total             571
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b10048_si_007.cif
_cod_data_source_block           I4MMM
_cod_database_code               4129080
_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 0.1327(4) 0.195(6) Uani 1 8 d DS TU P
C2 C 0.288(3) 0.5000 0.1536(4) 0.207(6) Uani 0.5 2 d DS TU P
H2A H 0.1392 0.5000 0.1398 0.248 Uiso 0.5 2 d R U P
C3 C 0.269(3) 0.5000 0.1928(4) 0.218(6) Uani 0.5 2 d DS TU P
H3A H 0.1211 0.5000 0.2068 0.261 Uiso 0.5 2 d R U P
C4 C 0.5000 0.5000 0.2082(4) 0.225(7) Uani 1 8 d DS TU P
C5 C 0.5000 0.5000 0.0920(4) 0.193(6) Uani 1 8 d DS TU P
H5A H 0.5943 0.3615 0.0850 0.232 Uiso 0.125 1 d R U P
H5B H 0.5943 0.6385 0.0850 0.232 Uiso 0.125 1 d R U P
Cl1 Cl 0.8663(16) 0.5000 0.0000 0.092(2) Uani 0.5 4 d S T P
Cl2 Cl 1.0000 1.0000 0.0800(2) 0.123(3) Uani 1 8 d S T P
F1 F 0.5000 0.5000 0.2480(4) 0.263(12) Uani 1 8 d DS TU P
N1 N 0.306(4) 0.5000 0.0694(8) 0.191(8) Uani 0.25 2 d DS TU P
H1A H 0.3597 0.5000 0.0456 0.287 Uiso 0.25 2 d R U P
H1B H 0.2159 0.3672 0.0735 0.287 Uiso 0.125 1 d R U P
H1C H 0.2159 0.6329 0.0735 0.287 Uiso 0.125 1 d R U P
Pb1 Pb 1.0000 1.0000 0.0000 0.0591(2) Uani 1 16 d S T 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 73.2(9) . 4_565
C2 C1 C2 115.0(19) . 2_665
C2 C1 C2 73.2(9) 4_565 2_665
C2 C1 C2 73.2(9) . 3_655
C2 C1 C2 115.0(19) 4_565 3_655
C2 C1 C2 73.2(9) 2_665 3_655
C2 C1 C5 122.5(9) . .
C2 C1 C5 122.5(9) 4_565 .
C2 C1 C5 122.5(9) 2_665 .
C2 C1 C5 122.5(9) 3_655 .
C1 C2 C3 126.7(18) . .
C1 C2 C2 53.4(4) . 4_565
C3 C2 C2 93.0(7) . 4_565
C1 C2 C2 53.4(4) . 3_655
C3 C2 C2 93.0(7) . 3_655
C2 C2 C2 90.001(6) 4_565 3_655
C4 C3 C2 109.2(16) . .
C4 C3 C3 49.5(3) . 4_565
C2 C3 C3 87.0(7) . 4_565
C4 C3 C3 49.5(3) . 3_655
C2 C3 C3 87.0(7) . 3_655
C3 C3 C3 90.000(6) 4_565 3_655
C3 C4 C3 80.9(7) . 3_655
C3 C4 C3 80.9(7) . 4_565
C3 C4 C3 133.2(19) 3_655 4_565
C3 C4 C3 133.2(19) . 2_665
C3 C4 C3 80.9(7) 3_655 2_665
C3 C4 C3 80.9(7) 4_565 2_665
C3 C4 F1 113.4(9) . .
C3 C4 F1 113.4(9) 3_655 .
C3 C4 F1 113.4(9) 4_565 .
C3 C4 F1 113.4(9) 2_665 .
N1 C5 N1 106(3) 3_655 4_565
N1 C5 N1 68.8(14) 3_655 2_665
N1 C5 N1 68.8(14) 4_565 2_665
N1 C5 N1 68.8(14) 3_655 .
N1 C5 N1 68.8(14) 4_565 .
N1 C5 N1 106(3) 2_665 .
N1 C5 C1 127.0(13) 3_655 .
N1 C5 C1 127.0(13) 4_565 .
N1 C5 C1 127.0(13) 2_665 .
N1 C5 C1 127.0(13) . .
Cl1 Cl1 Pb1 75.03(18) 17_765 .
Cl1 Cl1 Pb1 75.03(18) 17_765 1_545
Pb1 Cl1 Pb1 150.1(4) . 1_545
C5 N1 N1 55.6(7) . 4_565
C5 N1 N1 55.6(7) . 3_655
N1 N1 N1 90.000(9) 4_565 3_655
Cl2 Pb1 Cl2 180.0 17_775 .
Cl2 Pb1 Cl1 90.0 17_775 .
Cl2 Pb1 Cl1 90.0 . .
Cl2 Pb1 Cl1 90.0 17_775 17_775
Cl2 Pb1 Cl1 90.0 . 17_775
Cl1 Pb1 Cl1 180.0 . 17_775
Cl2 Pb1 Cl1 90.0 17_775 19_675
Cl2 Pb1 Cl1 90.000(1) . 19_675
Cl1 Pb1 Cl1 119.9(4) . 19_675
Cl1 Pb1 Cl1 60.1(4) 17_775 19_675
Cl2 Pb1 Cl1 90.0 17_775 3_655
Cl2 Pb1 Cl1 90.000(1) . 3_655
Cl1 Pb1 Cl1 60.1(4) . 3_655
Cl1 Pb1 Cl1 119.9(4) 17_775 3_655
Cl1 Pb1 Cl1 180.0 19_675 3_655
Cl2 Pb1 Cl1 90.0 17_775 1_565
Cl2 Pb1 Cl1 90.0 . 1_565
Cl1 Pb1 Cl1 150.1(4) . 1_565
Cl1 Pb1 Cl1 29.9(4) 17_775 1_565
Cl1 Pb1 Cl1 90.0 19_675 1_565
Cl1 Pb1 Cl1 90.000(1) 3_655 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 90.0 17_775 3_755
Cl1 Pb1 Cl1 29.9(4) 19_675 3_755
Cl1 Pb1 Cl1 150.1(4) 3_655 3_755
Cl1 Pb1 Cl1 119.9(4) 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 90.0 17_775 19_575
Cl1 Pb1 Cl1 150.1(4) 19_675 19_575
Cl1 Pb1 Cl1 29.9(4) 3_655 19_575
Cl1 Pb1 Cl1 60.1(4) 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 29.9(4) . 17_765
Cl1 Pb1 Cl1 150.1(4) 17_775 17_765
Cl1 Pb1 Cl1 90.0 19_675 17_765
Cl1 Pb1 Cl1 90.0 3_655 17_765
Cl1 Pb1 Cl1 180.0 1_565 17_765
Cl1 Pb1 Cl1 60.1(4) 3_755 17_765
Cl1 Pb1 Cl1 119.9(4) 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 1.390(15) .
C1 C2 1.390(15) 4_565
C1 C2 1.390(15) 2_665
C1 C2 1.390(15) 3_655
C1 C5 1.453(16) .
C2 C3 1.402(16) .
C2 C2 1.66(3) 4_565
C2 C2 1.66(3) 3_655
C3 C4 1.390(15) .
C3 C3 1.80(2) 4_565
C3 C3 1.80(2) 3_655
C4 C3 1.390(16) 3_655
C4 C3 1.390(16) 4_565
C4 C3 1.390(16) 2_665
C4 F1 1.420(16) .
C5 N1 1.342(17) 3_655
C5 N1 1.342(17) 4_565
C5 N1 1.342(17) 2_665
C5 N1 1.342(17) .
Cl1 Cl1 1.479(18) 17_765
Cl1 Pb1 2.863(2) .
Cl1 Pb1 2.863(2) 1_545
Cl2 Pb1 2.857(7) .
N1 N1 1.52(3) 4_565
N1 N1 1.52(3) 3_655
Pb1 Cl2 2.857(7) 17_775
Pb1 Cl1 2.863(2) 17_775
Pb1 Cl1 2.863(2) 19_675
Pb1 Cl1 2.863(2) 3_655
Pb1 Cl1 2.863(2) 1_565
Pb1 Cl1 2.863(2) 3_755
Pb1 Cl1 2.863(2) 19_575
Pb1 Cl1 2.863(2) 17_765
