#------------------------------------------------------------------------------
#$Date: 2019-11-24 03:52:01 +0200 (Sun, 24 Nov 2019) $
#$Revision: 236578 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/68/7236858.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_7236858
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-8-300K
_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
_atom_sites_solution_primary     iterative
_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
_cell_angle_beta                 99.732(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9541(3)
_cell_length_b                   15.1744(4)
_cell_length_c                   13.6577(4)
_cell_measurement_reflns_used    5415
_cell_measurement_temperature    300.01(10)
_cell_measurement_theta_max      28.1520
_cell_measurement_theta_min      3.9840
_cell_volume                     2237.54(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_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
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5594
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.875
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     35.00 101.00   1.00   13.57    --   11.39 178.00 -60.00   66
  2  ω    -87.00  17.00   1.00   13.57    --  -12.64 -57.00  60.00  104
  3  ω    -46.00  50.00   1.00   13.57    --  -12.64  77.00  30.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0582497000
_diffrn_orient_matrix_UB_12      -0.0144430000
_diffrn_orient_matrix_UB_13      0.0099425000
_diffrn_orient_matrix_UB_21      -0.0165299000
_diffrn_orient_matrix_UB_22      -0.0141956000
_diffrn_orient_matrix_UB_23      -0.0499967000
_diffrn_orient_matrix_UB_31      0.0255142000
_diffrn_orient_matrix_UB_32      -0.0421054000
_diffrn_orient_matrix_UB_33      0.0134601000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.875
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15126
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.875
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.458
_diffrn_reflns_theta_min         3.478
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    10.164
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.37884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
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    2.261
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1424
_refine_diff_density_max         1.233
_refine_diff_density_min         -0.818
_refine_diff_density_rms         0.122
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5425
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0683
_refine_ls_R_factor_gt           0.0396
_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)+(0.0348P)²+2.6837P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0895
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3952
_reflns_number_total             5425
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7tc02721d2.cif
_cod_data_source_block           8-300k
_cod_database_code               7236858
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C N H 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.
;
_reflns_odcompleteness_completeness 99.08
_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:
 N1(H1), C9(H9), C10(H10)
2.b Aromatic/amide H refined with riding coordinates:
 C15(H15), C12(H12), C5(H5), C14(H14), C13(H13), C4(H4), C7(H7), C8(H8)
2.c Idealised Me refined as rotating group:
 C2(H2A,H2B,H2C), C1(H1A,H1B,H1C), C16(H16A,H16B,H16C)
;
_olex2_submission_original_sample_id AC-8-300K
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.201
_oxdiff_exptl_absorpt_empirical_full_min 0.701
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 0.18028(3) 0.54533(2) 0.47170(2) 0.03531(10) Uani 1 1 d .
Br1 Br 0.40181(5) 0.55231(3) 0.57739(4) 0.03862(13) Uani 1 1 d .
Br5 Br 0.17546(6) 0.73685(4) 0.54558(4) 0.05246(16) Uani 1 1 d .
Br4 Br 0.09210(5) 0.46991(4) 0.64604(4) 0.05173(16) Uani 1 1 d .
Br2 Br 0.24134(6) 0.61175(5) 0.30065(4) 0.06176(19) Uani 1 1 d .
Br3 Br 0.22352(6) 0.38345(4) 0.41046(5) 0.06313(19) Uani 1 1 d .
N1 N 0.9957(4) 0.8320(3) 0.3674(3) 0.0430(10) Uani 1 1 d .
H1 H 1.0418 0.7954 0.4203 0.052 Uiso 1 1 calc R
N2 N 0.5370(4) 0.7189(2) 0.3177(3) 0.0354(9) Uani 1 1 d .
C3 C 0.8994(5) 0.8774(3) 0.4104(3) 0.0359(11) Uani 1 1 d .
C2 C 0.9410(6) 0.7707(4) 0.2859(5) 0.0676(18) Uani 1 1 d .
H2A H 0.8877 0.7292 0.3110 0.101 Uiso 1 1 calc GR
H2B H 1.0063 0.7396 0.2619 0.101 Uiso 1 1 calc GR
H2C H 0.8940 0.8039 0.2327 0.101 Uiso 1 1 calc GR
C9 C 0.5978(4) 0.9855(3) 0.5349(3) 0.0346(11) Uani 1 1 d .
H9 H 0.6200 0.9891 0.6074 0.041 Uiso 1 1 calc R
C15 C 0.4937(5) 0.8693(3) 0.3370(4) 0.0442(13) Uani 1 1 d .
H15 H 0.4828 0.9255 0.3099 0.053 Uiso 1 1 calc R
C1 C 1.0882(5) 0.8913(4) 0.3318(5) 0.0583(16) Uani 1 1 d .
H1A H 1.0492 0.9224 0.2736 0.087 Uiso 1 1 calc GR
H1B H 1.1556 0.8567 0.3159 0.087 Uiso 1 1 calc GR
H1C H 1.1192 0.9328 0.3830 0.087 Uiso 1 1 calc GR
C11 C 0.4818(4) 0.8558(3) 0.4354(3) 0.0322(10) Uani 1 1 d .
C6 C 0.7069(4) 0.9530(3) 0.4915(3) 0.0347(11) Uani 1 1 d .
C12 C 0.4927(5) 0.7696(3) 0.4699(4) 0.0394(12) Uani 1 1 d .
H12 H 0.4811 0.7572 0.5344 0.047 Uiso 1 1 calc R
C5 C 0.7461(5) 0.9891(4) 0.4096(4) 0.0527(15) Uani 1 1 d .
H5 H 0.7075 1.0396 0.3809 0.063 Uiso 1 1 calc R
C16 C 0.5699(6) 0.6457(3) 0.2575(4) 0.0515(15) Uani 1 1 d .
H16A H 0.4979 0.6101 0.2359 0.077 Uiso 1 1 calc GR
H16B H 0.6329 0.6105 0.2965 0.077 Uiso 1 1 calc GR
H16C H 0.6003 0.6685 0.2007 0.077 Uiso 1 1 calc GR
C14 C 0.5212(5) 0.8010(3) 0.2798(4) 0.0437(13) Uani 1 1 d .
H14 H 0.5291 0.8111 0.2140 0.052 Uiso 1 1 calc R
C10 C 0.4717(5) 0.9301(3) 0.5054(4) 0.0369(11) Uani 1 1 d .
H10 H 0.4420 0.9090 0.5650 0.044 Uiso 1 1 calc R
C13 C 0.5204(5) 0.7028(3) 0.4102(4) 0.0407(12) Uani 1 1 d .
H13 H 0.5277 0.6455 0.4346 0.049 Uiso 1 1 calc R
C4 C 0.8422(6) 0.9516(3) 0.3687(4) 0.0544(16) Uani 1 1 d .
H4 H 0.8672 0.9770 0.3133 0.065 Uiso 1 1 calc R
C7 C 0.7680(5) 0.8779(4) 0.5320(4) 0.0472(13) Uani 1 1 d .
H7 H 0.7446 0.8527 0.5880 0.057 Uiso 1 1 calc R
C8 C 0.8626(5) 0.8396(4) 0.4915(4) 0.0473(13) Uani 1 1 d .
H8 H 0.9009 0.7886 0.5191 0.057 Uiso 1 1 calc R
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 Br4 88.278(18) . .
Br1 Sb1 Br2 96.84(2) . .
Br1 Sb1 Br3 90.75(2) . .
Br2 Sb1 Br4 174.82(2) . .
Br3 Sb1 Br4 89.74(2) . .
Br3 Sb1 Br2 89.39(2) . .
C3 N1 C2 111.5(4) . .
C3 N1 C1 114.9(4) . .
C2 N1 C1 109.9(4) . .
C14 N2 C16 120.9(4) . .
C13 N2 C16 118.8(4) . .
C13 N2 C14 120.3(4) . .
C4 C3 N1 122.1(4) . .
C4 C3 C8 120.5(5) . .
C8 C3 N1 117.3(4) . .
C6 C9 C10 115.9(4) . .
C6 C9 C10 120.6(4) . 3_676
C10 C9 C10 89.6(4) 3_676 .
C14 C15 C11 120.7(4) . .
C15 C11 C12 116.8(4) . .
C15 C11 C10 122.5(4) . .
C12 C11 C10 120.4(4) . .
C5 C6 C9 124.6(4) . .
C5 C6 C7 117.0(4) . .
C7 C6 C9 118.2(4) . .
C13 C12 C11 120.7(4) . .
C6 C5 C4 121.6(5) . .
N2 C14 C15 120.6(4) . .
C9 C10 C9 90.4(4) 3_676 .
C11 C10 C9 113.7(4) . .
C11 C10 C9 118.9(4) . 3_676
N2 C13 C12 120.8(4) . .
C3 C4 C5 119.5(5) . .
C8 C7 C6 121.9(5) . .
C3 C8 C7 119.4(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sb1 Br1 2.6076(6) .
Sb1 Br4 2.9478(6) .
Sb1 Br2 2.7293(6) .
Sb1 Br3 2.6632(6) .
N1 C3 1.463(6) .
N1 C2 1.496(7) .
N1 C1 1.497(7) .
N2 C16 1.462(6) .
N2 C14 1.350(6) .
N2 C13 1.329(6) .
C3 C4 1.366(7) .
C3 C8 1.367(7) .
C9 C6 1.504(6) .
C9 C10 1.543(6) 3_676
C9 C10 1.609(7) .
C15 C11 1.387(6) .
C15 C14 1.362(7) .
C11 C12 1.388(6) .
C11 C10 1.494(6) .
C6 C5 1.377(7) .
C6 C7 1.388(7) .
C12 C13 1.367(7) .
C5 C4 1.393(7) .
C10 C9 1.543(6) 3_676
C7 C8 1.383(7) .
