#------------------------------------------------------------------------------
#$Date: 2020-02-27 01:45:39 +0200 (Thu, 27 Feb 2020) $
#$Revision: 248462 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/42/4134256.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_4134256
loop_
_publ_author_name
'Zhang, Han-Yue'
'Song, Xian-Jiang'
'Cheng, Hao'
'Zeng, Yu-Ling'
'Zhang, Yi'
'Li, Peng-Fei'
'Liao, Wei-Qiang'
'Xiong, Ren-Gen'
_publ_section_title
;
 A Three-Dimensional Lead Halide Perovskite-Related Ferroelectric.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.0c00375
_journal_year                    2020
_chemical_formula_moiety         'C5 H16 N2, 2(Cl)'
_chemical_formula_sum            'C5 H16 Cl2 N2'
_chemical_formula_weight         175.10
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                76.351(2)
_cell_angle_beta                 82.677(2)
_cell_angle_gamma                84.635(2)
_cell_formula_units_Z            2
_cell_length_a                   5.68920(10)
_cell_length_b                   7.09760(10)
_cell_length_c                   11.5466(3)
_cell_measurement_reflns_used    6135
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.8520
_cell_measurement_theta_min      2.9480
_cell_volume                     448.411(16)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'DIAMOND (Brandenburg & Putz, 2005)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'four-circle diffractometer'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0353
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6652
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.243
_diffrn_reflns_theta_min         2.960
_diffrn_source                   'Rotating-anode X-ray tube'
_exptl_absorpt_coefficient_mu    0.652
_exptl_absorpt_correction_T_max  0.889
_exptl_absorpt_correction_T_min  0.883
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_description       Block
_exptl_crystal_F_000             188
_exptl_crystal_size_max          0.190
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.180
_refine_diff_density_max         0.283
_refine_diff_density_min         -0.304
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.65(2)
_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   1.007
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     87
_refine_ls_number_reflns         2006
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.007
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0302
_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)+(0.0551P)²+0.0957P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0857
_refine_ls_wR_factor_ref         0.0869
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1858
_reflns_number_total             2006
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja0c00375_si_005.cif
_cod_data_source_block           P-1
_cod_database_code               4134256
_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.
;
_shelx_estimated_absorpt_t_min   0.886
_shelx_estimated_absorpt_t_max   0.892
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.26160(6) 0.29000(5) 0.50520(3) 0.03380(15) Uani 1 1 d . . . . .
Cl2 Cl 0.40589(7) 0.28504(5) 0.87770(3) 0.04300(16) Uani 1 1 d . . . . .
N2 N -0.03304(17) 0.19537(15) 0.20241(9) 0.0241(2) Uani 1 1 d . . . . .
N1 N 0.2902(2) -0.26830(15) 0.35914(10) 0.0291(3) Uani 1 1 d . . . . .
H1A H 0.3531 -0.3058 0.2929 0.044 Uiso 1 1 calc R U . . .
H1B H 0.1603 -0.3315 0.3896 0.044 Uiso 1 1 calc R U . . .
H1C H 0.3951 -0.2949 0.4127 0.044 Uiso 1 1 calc R U . . .
C2 C 0.0793(2) -0.00873(18) 0.22530(12) 0.0279(3) Uani 1 1 d . . . . .
H2B H 0.1793 -0.0266 0.1536 0.034 Uiso 1 1 calc R U . . .
H2A H -0.0450 -0.0990 0.2406 0.034 Uiso 1 1 calc R U . . .
C3 C -0.1987(2) 0.2299(2) 0.30873(12) 0.0338(3) Uani 1 1 d . . . . .
H3A H -0.2969 0.1221 0.3382 0.051 Uiso 1 1 calc R U . . .
H3B H -0.2971 0.3469 0.2852 0.051 Uiso 1 1 calc R U . . .
H3C H -0.1080 0.2429 0.3707 0.051 Uiso 1 1 calc R U . . .
C1 C 0.2272(2) -0.05777(18) 0.32982(12) 0.0315(3) Uani 1 1 d . . . . .
H1E H 0.3705 0.0126 0.3091 0.038 Uiso 1 1 calc R U . . .
H1D H 0.1380 -0.0194 0.3989 0.038 Uiso 1 1 calc R U . . .
C4 C -0.1705(3) 0.2207(2) 0.09600(12) 0.0356(3) Uani 1 1 d . . . . .
H4A H -0.0624 0.2124 0.0261 0.053 Uiso 1 1 calc R U . . .
H4B H -0.2567 0.3455 0.0831 0.053 Uiso 1 1 calc R U . . .
H4C H -0.2799 0.1204 0.1110 0.053 Uiso 1 1 calc R U . . .
C5 C 0.1493(2) 0.3436(2) 0.17408(13) 0.0339(3) Uani 1 1 d . . . . .
H5A H 0.2360 0.3301 0.2420 0.051 Uiso 1 1 calc R U . . .
H5B H 0.0718 0.4715 0.1559 0.051 Uiso 1 1 calc R U . . .
H5C H 0.2569 0.3240 0.1062 0.051 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 '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'
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
_geom_angle_publ_flag
C5 N2 C3 108.19(10) . . ?
C5 N2 C2 111.85(10) . . ?
C3 N2 C2 111.44(10) . . ?
C5 N2 C4 108.82(10) . . ?
C3 N2 C4 109.48(10) . . ?
C2 N2 C4 107.02(9) . . ?
N2 C2 C1 113.77(10) . . ?
N1 C1 C2 109.36(10) . . ?
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
N2 C5 1.4982(16) . ?
N2 C3 1.5032(16) . ?
N2 C2 1.5053(15) . ?
N2 C4 1.5058(15) . ?
N1 C1 1.4723(16) . ?
C2 C1 1.5139(17) . ?
