#------------------------------------------------------------------------------
#$Date: 2023-12-12 14:54:19 +0200 (Tue, 12 Dec 2023) $
#$Revision: 288248 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/68/7236857.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_7236857
loop_
_publ_author_name
'Zhang, Weichuan'
'Sun, Zhihua'
'Zhang, Jing'
'Han, Shiguo'
'Ji, Chengmin'
'Li, Lina'
'Hong, Maochun'
'Luo, Junhua'
_publ_section_title
;
 Thermochromism to tune the optical bandgap of a lead-free perovskite-type
 hybrid semiconductor for efficiently enhancing photocurrent generation
;
_journal_issue                   38
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              9967
_journal_paper_doi               10.1039/C7TC02721D
_journal_volume                  5
_journal_year                    2017
_chemical_formula_moiety         'Br4 Sb, Br, C16 H20 N2'
_chemical_formula_sum            'C16 H20 Br5 N2 Sb'
_chemical_formula_weight         761.64
_chemical_name_systematic        AC-8-295k
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2017-01-18
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_audit_update_record
;
2017-02-20 deposited with the CCDC.
2017-08-24 downloaded from the CCDC.
;
_cell_angle_alpha                90.0
_cell_angle_beta                 99.865(6)
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   10.8969(6)
_cell_length_b                   15.1389(8)
_cell_length_c                   13.6149(8)
_cell_measurement_reflns_used    6724
_cell_measurement_temperature    295.00(10)
_cell_measurement_theta_max      28.8050
_cell_measurement_theta_min      3.7580
_cell_volume                     2212.8(2)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      295.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.856
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -18.00   85.00   1.0000   13.4150
omega____ theta____ kappa____ phi______ frames
    -       11.3879   57.0000  -30.0000 103

#__ type_ start__ end____ width___ exp.time_
  2 omega   35.00  101.00   1.0000   13.4150
omega____ theta____ kappa____ phi______ frames
    -       11.3879  178.0000 -150.0000 66

#__ type_ start__ end____ width___ exp.time_
  3 omega  -22.00   12.00   1.0000   13.4150
omega____ theta____ kappa____ phi______ frames
    -       11.3879   77.0000  120.0000 34

#__ type_ start__ end____ width___ exp.time_
  4 omega   34.00  100.00   1.0000   13.4150
omega____ theta____ kappa____ phi______ frames
    -       11.3879 -178.0000    0.0000 66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0188051000
_diffrn_orient_matrix_UB_12      0.0236906000
_diffrn_orient_matrix_UB_13      0.0398248000
_diffrn_orient_matrix_UB_21      0.0138672000
_diffrn_orient_matrix_UB_22      0.0403166000
_diffrn_orient_matrix_UB_23      -0.0221523000
_diffrn_orient_matrix_UB_31      -0.0618246000
_diffrn_orient_matrix_UB_32      0.0018379000
_diffrn_orient_matrix_UB_33      -0.0269703000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0543
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.856
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14667
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.856
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.553
_diffrn_reflns_theta_min         3.488
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    10.278
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.19931
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.286
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_refine_diff_density_max         1.209
_refine_diff_density_min         -1.322
_refine_diff_density_rms         0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5290
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.018
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0378
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0373P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0793
_refine_ls_wR_factor_ref         0.0905
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4112
_reflns_number_total             5290
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7tc02721d2.cif
_cod_data_source_block           8y
_cod_original_sg_symbol_H-M      'P 1 21/c 1'
_cod_database_code               7236857
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C H N Sb Br'
_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.
;
_cell_oxdiff_angle_alpha         90.019(4)
_cell_oxdiff_angle_beta          100.059(5)
_cell_oxdiff_angle_gamma         89.996(5)
_cell_oxdiff_length_a            10.8995(7)
_cell_oxdiff_length_b            15.1566(7)
_cell_oxdiff_length_c            13.6037(8)
_cell_oxdiff_measurement_reflns_used 6724
_cell_oxdiff_volume              2212.8(2)
_reflns_odcompleteness_completeness 99.41
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C10(H10), N22(H22)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C4(H4), C8(H8), C7(H7), C15(H15), C14(H14), C13(H13), C12(H12)
2.c Idealised Me refined as rotating group:
 C16(H16A,H16B,H16C), C2(H2A,H2B,H2C), C1(H1A,H1B,H1C)
;
_olex2_submission_original_sample_id AC-8-295k
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Sb1 Sb 1.18040(3) 0.04455(2) 0.47217(2) 0.02635(10) Uani 1 1 d .
Br1 Br 1.40311(4) 0.05151(3) 0.57836(3) 0.02863(12) Uani 1 1 d .
Br2 Br 1.24251(5) 0.10970(4) 0.30035(4) 0.04662(16) Uani 1 1 d .
Br4 Br 1.09238(5) -0.02946(4) 0.64620(4) 0.04137(15) Uani 1 1 d .
Br3 Br 1.22214(5) -0.11652(3) 0.41272(5) 0.05084(17) Uani 1 1 d .
Br5 Br 1.17770(5) 0.23642(3) 0.54565(4) 0.04048(15) Uani 1 1 d .
C6 C 0.7087(4) 0.4531(3) 0.4913(3) 0.0265(10) Uani 1 1 d .
C5 C 0.7485(5) 0.4893(3) 0.4101(4) 0.0424(13) Uani 1 1 d .
H5 H 0.7107 0.5406 0.3822 0.051 Uiso 1 1 calc R
C4 C 0.8433(5) 0.4518(3) 0.3683(4) 0.0411(13) Uani 1 1 d .
H4 H 0.8678 0.4774 0.3127 0.049 Uiso 1 1 calc R
C3 C 0.9009(4) 0.3763(3) 0.4096(4) 0.0296(10) Uani 1 1 d .
C8 C 0.8631(4) 0.3382(3) 0.4909(4) 0.0369(12) Uani 1 1 d .
H8 H 0.9015 0.2869 0.5185 0.044 Uiso 1 1 calc R
C7 C 0.7680(5) 0.3762(3) 0.5318(4) 0.0356(12) Uani 1 1 d .
H7 H 0.7431 0.3502 0.5870 0.043 Uiso 1 1 calc R
C9 C 0.5986(4) 0.4853(3) 0.5346(3) 0.0274(10) Uani 1 1 d .
H9 H 0.6213 0.4890 0.6073 0.033 Uiso 1 1 calc R
C10 C 0.4714(4) 0.4294(3) 0.5058(4) 0.0280(10) Uani 1 1 d .
H10 H 0.4422 0.4082 0.5657 0.034 Uiso 1 1 calc R
C11 C 0.4804(4) 0.3554(3) 0.4352(3) 0.0266(10) Uani 1 1 d .
C15 C 0.4930(5) 0.3694(3) 0.3366(4) 0.0332(11) Uani 1 1 d .
H15 H 0.4817 0.4259 0.3096 0.040 Uiso 1 1 calc R
C14 C 0.5216(4) 0.3013(3) 0.2786(4) 0.0317(11) Uani 1 1 d .
H14 H 0.5301 0.3116 0.2127 0.038 Uiso 1 1 calc R
N18 N 0.5375(3) 0.2192(2) 0.3171(3) 0.0274(8) Uani 1 1 d .
C13 C 0.5206(4) 0.2024(3) 0.4102(4) 0.0300(11) Uani 1 1 d .
H13 H 0.5283 0.1449 0.4345 0.036 Uiso 1 1 calc R
C12 C 0.4920(4) 0.2694(3) 0.4699(4) 0.0301(10) Uani 1 1 d .
H12 H 0.4803 0.2570 0.5346 0.036 Uiso 1 1 calc R
C16 C 0.5706(5) 0.1452(3) 0.2562(4) 0.0411(13) Uani 1 1 d .
H16A H 0.6391 0.1129 0.2934 0.062 Uiso 1 1 calc GR
H16B H 0.5942 0.1678 0.1962 0.062 Uiso 1 1 calc GR
H16C H 0.5003 0.1066 0.2394 0.062 Uiso 1 1 calc GR
N22 N 0.9977(4) 0.3311(3) 0.3660(3) 0.0334(9) Uani 1 1 d .
H22 H 1.0438 0.2944 0.4191 0.040 Uiso 1 1 calc R
C2 C 0.9420(6) 0.2688(4) 0.2845(4) 0.0516(15) Uani 1 1 d .
H2A H 0.8870 0.2284 0.3097 0.077 Uiso 1 1 calc GR
H2B H 1.0074 0.2363 0.2617 0.077 Uiso 1 1 calc GR
H2C H 0.8962 0.3018 0.2301 0.077 Uiso 1 1 calc GR
C1 C 1.0913(5) 0.3903(4) 0.3318(4) 0.0464(14) Uani 1 1 d .
H1A H 1.0529 0.4221 0.2736 0.070 Uiso 1 1 calc GR
H1B H 1.1590 0.3555 0.3161 0.070 Uiso 1 1 calc GR
H1C H 1.1224 0.4315 0.3838 0.070 Uiso 1 1 calc GR
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'
Br Br -0.2901 2.4595 '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'
Sb Sb -0.5866 1.5461 '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
Br1 Sb1 Br2 96.711(19) . .
Br1 Sb1 Br4 88.254(18) . .
Br1 Sb1 Br3 90.828(18) . .
Br2 Sb1 Br4 174.943(19) . .
Br3 Sb1 Br2 89.42(2) . .
Br3 Sb1 Br4 89.55(2) . .
C5 C6 C7 117.5(4) . .
C5 C6 C9 124.8(4) . .
C7 C6 C9 117.5(4) . .
C6 C5 C4 122.0(5) . .
C3 C4 C5 119.6(5) . .
C4 C3 N22 122.1(4) . .
C8 C3 C4 119.9(5) . .
C8 C3 N22 117.8(4) . .
C3 C8 C7 119.9(5) . .
C8 C7 C6 121.1(5) . .
C6 C9 C10 120.5(4) . 3_666
C6 C9 C10 116.3(4) . .
C10 C9 C10 90.0(3) 3_666 .
C9 C10 C9 90.0(3) 3_666 .
C11 C10 C9 113.7(4) . .
C11 C10 C9 118.7(4) . 3_666
C15 C11 C10 122.5(4) . .
C12 C11 C10 119.9(4) . .
C12 C11 C15 117.1(4) . .
C14 C15 C11 120.9(4) . .
N18 C14 C15 119.8(4) . .
C14 N18 C16 120.6(4) . .
C13 N18 C14 121.1(4) . .
C13 N18 C16 118.3(4) . .
N18 C13 C12 120.2(4) . .
C13 C12 C11 120.7(4) . .
C3 N22 C2 111.4(4) . .
C3 N22 C1 115.1(4) . .
C1 N22 C2 111.0(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sb1 Br1 2.6055(6) .
Sb1 Br2 2.7287(6) .
Sb1 Br4 2.9270(6) .
Sb1 Br3 2.6333(6) .
C6 C5 1.370(7) .
C6 C7 1.397(6) .
C6 C9 1.506(6) .
C5 C4 1.383(7) .
C4 C3 1.377(6) .
C3 C8 1.373(7) .
C3 N22 1.465(6) .
C8 C7 1.383(7) .
C9 C10 1.552(6) 3_666
C9 C10 1.614(6) .
C10 C9 1.552(6) 3_666
C10 C11 1.490(6) .
C11 C15 1.389(6) .
C11 C12 1.384(6) .
C15 C14 1.367(6) .
C14 N18 1.349(6) .
N18 C13 1.336(6) .
N18 C16 1.476(6) .
C13 C12 1.370(6) .
N22 C2 1.503(7) .
N22 C1 1.491(6) .
