#------------------------------------------------------------------------------
#$Date: 2019-11-06 02:13:28 +0200 (Wed, 06 Nov 2019) $
#$Revision: 223378 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/90/4129082.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_4129082
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 N), 2(F)'
_chemical_formula_sum            'C14 H18 Cl4 F2 N2 Pb'
_chemical_formula_weight         601.30
_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                   5.54080(10)
_cell_length_b                   5.54080(10)
_cell_length_c                   34.042(3)
_cell_measurement_reflns_used    2363
_cell_measurement_temperature    463(2)
_cell_measurement_theta_max      29.2500
_cell_measurement_theta_min      3.6020
_cell_volume                     1045.11(10)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      463(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.902
_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  0.0483
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.902
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            2541
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.456
_diffrn_reflns_theta_min         3.591
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    8.597
_exptl_absorpt_correction_T_max  0.179
_exptl_absorpt_correction_T_min  0.087
_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    1.911
_exptl_crystal_description       sheet
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.522
_refine_diff_density_min         -1.757
_refine_diff_density_rms         0.245
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     43
_refine_ls_number_reflns         486
_refine_ls_number_restraints     68
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0719
_refine_ls_R_factor_gt           0.0646
_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)+(0.1301P)²+9.1364P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1908
_refine_ls_wR_factor_ref         0.1976
_reflns_Friedel_coverage         0.000
_reflns_number_gt                438
_reflns_number_total             486
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b10048_si_003.cif
_cod_data_source_block           I4MMM
_cod_database_code               4129082
_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 0.8602(2) 0.109(10) Uani 1 8 d DS TU P
C2 C 0.7032(18) 0.5000 0.8382(3) 0.130(13) Uani 0.5 2 d DS TU P
C3 C 0.726(2) 0.5000 0.7988(3) 0.184(18) Uani 0.5 2 d DS TU P
H3A H 0.8791 0.5000 0.7854 0.221 Uiso 0.5 2 d R U P
C4 C 0.5000 0.5000 0.7793(3) 0.18(2) Uani 1 8 d DS TU P
H4A H 0.5000 0.5000 0.7511 0.216 Uiso 1 8 d R U P
C5 C 0.5000 0.5000 0.9042(3) 0.19(2) Uani 1 8 d DS TU P
H5A H 0.4155 0.3599 0.9135 0.231 Uiso 0.125 1 d R U P
H5B H 0.4155 0.6401 0.9135 0.231 Uiso 0.25 1 d R U P
Cl1 Cl 0.8598(16) 0.5000 0.0000 0.0755(18) Uani 0.5 4 d S TU P
Cl2 Cl 1.0000 1.0000 0.0837(2) 0.103(2) Uani 1 8 d S TU P
F1 F 0.915(3) 0.5000 0.8573(7) 0.150(17) Uani 0.25 2 d DS TU P
N1 N 0.749(2) 0.5000 0.9201(4) 0.19(3) Uani 0.25 2 d DS TU P
H1A H 0.7414 0.5000 0.9465 0.284 Uiso 0.25 2 d R U P
H1C H 0.8276 0.3674 0.9118 0.284 Uiso 0.125 1 d R U P
H1B H 0.8276 0.6326 0.9118 0.284 Uiso 0.125 1 d R U P
Pb1 Pb 1.0000 1.0000 0.0000 0.05523(19) 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 72.1(5) 4_565 2_665
C2 C1 C2 112.7(10) 4_565 3_655
C2 C1 C2 72.1(5) 2_665 3_655
C2 C1 C2 72.1(5) 4_565 .
C2 C1 C2 112.7(10) 2_665 .
C2 C1 C2 72.1(5) 3_655 .
C2 C1 C5 123.7(5) 4_565 .
C2 C1 C5 123.7(5) 2_665 .
C2 C1 C5 123.7(5) 3_655 .
C2 C1 C5 123.7(5) . .
F1 C2 C3 113.5(14) . .
F1 C2 C1 117.4(12) . .
C3 C2 C1 129.1(10) . .
F1 C2 C2 128.2(5) . 4_565
C3 C2 C2 93.9(5) . 4_565
C1 C2 C2 53.9(2) . 4_565
F1 C2 C2 128.2(5) . 3_655
C3 C2 C2 93.9(5) . 3_655
C1 C2 C2 53.9(2) . 3_655
C2 C2 C2 90.001(10) 4_565 3_655
C2 C3 C4 112.3(11) . .
C2 C3 C3 86.1(5) . 4_565
C4 C3 C3 51.3(3) . 4_565
C2 C3 C3 86.1(5) . 3_655
C4 C3 C3 51.3(3) . 3_655
C3 C3 C3 90.000(11) 4_565 3_655
C3 C4 C3 124.5(13) 3_655 4_565
C3 C4 C3 77.5(5) 3_655 2_665
C3 C4 C3 77.5(5) 4_565 2_665
C3 C4 C3 77.5(5) 3_655 .
C3 C4 C3 77.5(5) 4_565 .
C3 C4 C3 124.5(13) 2_665 .
N1 C5 N1 137.1(14) 3_655 4_565
N1 C5 N1 82.3(5) 3_655 2_665
N1 C5 N1 82.3(5) 4_565 2_665
N1 C5 N1 82.3(5) 3_655 .
N1 C5 N1 82.3(5) 4_565 .
N1 C5 N1 137.1(14) 2_665 .
N1 C5 C1 111.4(7) 3_655 .
N1 C5 C1 111.4(7) 4_565 .
N1 C5 C1 111.4(7) 2_665 .
N1 C5 C1 111.4(7) . .
Cl1 Cl1 Pb1 74.33(17) 17_765 .
Cl1 Cl1 Pb1 74.33(17) 17_765 1_545
Pb1 Cl1 Pb1 148.7(3) . 1_545
F1 F1 C2 151.0(11) 2_765 .
Cl2 Pb1 Cl2 180.0 . 17_775
Cl2 Pb1 Cl1 90.000(1) . 19_675
Cl2 Pb1 Cl1 90.0 17_775 19_675
Cl2 Pb1 Cl1 90.000(1) . 3_655
Cl2 Pb1 Cl1 90.0 17_775 3_655
Cl1 Pb1 Cl1 180.0 19_675 3_655
Cl2 Pb1 Cl1 90.0 . 17_775
Cl2 Pb1 Cl1 90.0 17_775 17_775
Cl1 Pb1 Cl1 58.7(3) 19_675 17_775
Cl1 Pb1 Cl1 121.3(3) 3_655 17_775
Cl2 Pb1 Cl1 90.0 . 1_565
Cl2 Pb1 Cl1 90.0 17_775 1_565
Cl1 Pb1 Cl1 90.0 19_675 1_565
Cl1 Pb1 Cl1 90.000(1) 3_655 1_565
Cl1 Pb1 Cl1 31.3(3) 17_775 1_565
Cl2 Pb1 Cl1 90.0 . 17_765
Cl2 Pb1 Cl1 90.0 17_775 17_765
Cl1 Pb1 Cl1 90.0 19_675 17_765
Cl1 Pb1 Cl1 90.000(1) 3_655 17_765
Cl1 Pb1 Cl1 148.7(3) 17_775 17_765
Cl1 Pb1 Cl1 180.0 1_565 17_765
Cl2 Pb1 Cl1 90.000(1) . 3_755
Cl2 Pb1 Cl1 90.000(1) 17_775 3_755
Cl1 Pb1 Cl1 31.3(3) 19_675 3_755
Cl1 Pb1 Cl1 148.7(3) 3_655 3_755
Cl1 Pb1 Cl1 90.0 17_775 3_755
Cl1 Pb1 Cl1 121.3(3) 1_565 3_755
Cl1 Pb1 Cl1 58.7(3) 17_765 3_755
Cl2 Pb1 Cl1 90.000(1) . 19_575
Cl2 Pb1 Cl1 90.000(1) 17_775 19_575
Cl1 Pb1 Cl1 148.7(3) 19_675 19_575
Cl1 Pb1 Cl1 31.3(3) 3_655 19_575
Cl1 Pb1 Cl1 90.0 17_775 19_575
Cl1 Pb1 Cl1 58.7(3) 1_565 19_575
Cl1 Pb1 Cl1 121.3(3) 17_765 19_575
Cl1 Pb1 Cl1 180.0 3_755 19_575
Cl2 Pb1 Cl1 90.0 . .
Cl2 Pb1 Cl1 90.0 17_775 .
Cl1 Pb1 Cl1 121.3(3) 19_675 .
Cl1 Pb1 Cl1 58.7(3) 3_655 .
Cl1 Pb1 Cl1 180.0(3) 17_775 .
Cl1 Pb1 Cl1 148.7(3) 1_565 .
Cl1 Pb1 Cl1 31.3(3) 17_765 .
Cl1 Pb1 Cl1 90.0 3_755 .
Cl1 Pb1 Cl1 90.0 19_575 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.353(10) 4_565
C1 C2 1.353(10) 2_665
C1 C2 1.353(10) 3_655
C1 C2 1.353(10) .
C1 C5 1.498(12) .
C2 F1 1.344(15) .
C2 C3 1.347(13) .
C2 C2 1.592(15) 4_565
C2 C2 1.592(14) 3_655
C3 C4 1.418(13) .
C3 C3 1.774(19) 4_565
C3 C3 1.774(19) 3_655
C4 C3 1.418(13) 3_655
C4 C3 1.418(13) 4_565
C4 C3 1.418(13) 2_665
C5 N1 1.480(11) 3_655
C5 N1 1.480(11) 4_565
C5 N1 1.480(11) 2_665
C5 N1 1.480(11) .
Cl1 Cl1 1.554(18) 17_765
Cl1 Pb1 2.877(2) .
Cl1 Pb1 2.877(2) 1_545
Cl2 Pb1 2.849(7) .
F1 F1 0.94(3) 2_765
Pb1 Cl2 2.849(7) 17_775
Pb1 Cl1 2.877(2) 19_675
Pb1 Cl1 2.877(2) 3_655
Pb1 Cl1 2.877(2) 17_775
Pb1 Cl1 2.877(2) 1_565
Pb1 Cl1 2.877(2) 17_765
Pb1 Cl1 2.877(2) 3_755
Pb1 Cl1 2.877(2) 19_575
