#------------------------------------------------------------------------------
#$Date: 2022-04-28 01:45:30 +0300 (Thu, 28 Apr 2022) $
#$Revision: 274726 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/48/7244867.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_7244867
loop_
_publ_author_name
'Song, Ning'
'Chen, Shao-Peng'
'Fan, Xiao-Wei'
'Tan, Yu-Hui'
'Tang, Yun Zhi'
'Wang, Li Juan'
'Liao, Juan'
'Sun, Zhen'
_publ_section_title
;
 Tunable hybrid perovskites with Narrow bandgap and Multistage phase
 transition properties: 2,2-difluoroethylamine·Antimony Hexabromide
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D2CE00438K
_journal_year                    2022
_chemical_formula_moiety         '4(Br6 Sb), 12(C2 H6 F2 N)'
_chemical_formula_sum            'C24 H72 Br24 F24 N12 Sb4'
_chemical_formula_weight         3389.77
_space_group_crystal_system      orthorhombic
_space_group_IT_number           58
_space_group_name_Hall           '-P 2 2n'
_space_group_name_H-M_alt        'P n n m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-03-01
_audit_creation_method
;
Olex2 1.5
(compiled 2021.10.07 svn.r9718050b for OlexSys, GUI svn.r6410)
;
_audit_update_record
;
2022-03-02 deposited with the CCDC.	2022-04-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            1
_cell_length_a                   12.3891(5)
_cell_length_b                   21.5246(9)
_cell_length_c                   8.0726(3)
_cell_measurement_reflns_used    4903
_cell_measurement_temperature    273
_cell_measurement_theta_max      28.2090
_cell_measurement_theta_min      1.9010
_cell_volume                     2152.72(15)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      273
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.829
_diffrn_measurement_device_type  'multiwire proportional'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_unetI/netI     0.0442
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.829
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            14885
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.829
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.108
_diffrn_reflns_theta_min         1.892
_exptl_absorpt_coefficient_mu    12.462
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.615
_exptl_crystal_description       block
_exptl_crystal_F_000             1560
_refine_diff_density_max         1.703
_refine_diff_density_min         -1.156
_refine_diff_density_rms         0.189
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         2808
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0484
_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)+(0.0843P)²+2.9901P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1401
_refine_ls_wR_factor_ref         0.1516
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2015
_reflns_number_total             2808
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce00438k2.cif
_cod_data_source_block           2fc273
_cod_database_code               7244867
_shelx_shelxl_version_number     2018/3
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H,H,H) groups
2. Rigid bond restraints
 C1, C3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
3. Others
 Fixed Sof: H00A(0.5) H00B(0.5) H00C(0.5) H00F(0.5) H00G(0.5) H00H(0.5)
 H00I(0.5) H00J(0.5) H00D(0.5) H00E(0.5) H8A(0.5) H8B(0.5) H8C(0.5) H1A(0.5)
 H1B(0.5)
4.a Ternary CH refined with riding coordinates:
 C11(H11), C2(H2), C3(H3)
4.b Secondary CH2 refined with riding coordinates:
 C00A(H00I,H00J), C00D(H00D,H00E), C1(H1A,H1B)
4.c Idealised Me refined as rotating group:
 N007(H00A,H00B,H00C), N009(H00F,H00G,H00H), N8(H8A,H8B,H8C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x, y, -z'
'x-1/2, -y-1/2, z-1/2'
'-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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sb01 Sb 0.60982(4) 0.67509(2) 0.500000 0.0441(2) Uani 1 2 d S T P . .
Br02 Br 0.37767(7) 0.68404(5) 0.500000 0.0649(3) Uani 1 2 d S T P . .
Br03 Br 0.59764(7) 0.58000(4) 0.24710(9) 0.0704(3) Uani 1 1 d . . . . .
Br04 Br 0.61560(7) 0.76112(4) 0.74727(9) 0.0719(3) Uani 1 1 d . . . . .
Br05 Br 0.83089(8) 0.66694(5) 0.500000 0.0866(4) Uani 1 2 d S T P . .
N007 N 0.2850(10) 0.8395(5) 0.500000 0.101(4) Uani 1 2 d S T P . .
H00A H 0.261622 0.836624 0.396061 0.121 Uiso 0.5 1 calc R U P A -1
H00B H 0.247944 0.868855 0.552863 0.121 Uiso 0.5 1 calc R U P A -1
H00C H 0.275778 0.803266 0.551076 0.121 Uiso 0.5 1 calc R U P A -1
N009 N 0.5719(13) 0.3184(7) 0.000000 0.198(11) Uani 1 2 d S T P . .
H00F H 0.552019 0.310375 -0.103783 0.237 Uiso 0.5 1 calc R U P B -1
H00G H 0.523847 0.343593 0.046879 0.237 Uiso 0.5 1 calc R U P B -1
H00H H 0.575229 0.283009 0.056904 0.237 Uiso 0.5 1 calc R U P B -1
C00A C 0.6563(14) 0.3421(8) 0.000000 0.142(8) Uani 1 2 d S T P . .
H00I H 0.695070 0.327258 -0.096592 0.170 Uiso 0.5 1 calc R U P . .
H00J H 0.695071 0.327258 0.096592 0.170 Uiso 0.5 1 calc R U P . .
C00D C 0.3935(12) 0.8548(7) 0.500000 0.146(9) Uani 1 2 d S T P . .
H00D H 0.419429 0.831591 0.404926 0.176 Uiso 0.5 1 calc R U P . .
H00E H 0.419429 0.831591 0.595074 0.176 Uiso 0.5 1 calc R U P . .
C11 C 0.478(3) 0.9164(9) 0.500000 0.216(15) Uani 1 2 d S T P . .
H11 H 0.556936 0.918580 0.500001 0.259 Uiso 1 2 calc R U P . .
N8 N 0.3090(9) 0.5311(4) 0.500000 0.084(3) Uani 1 2 d S T P . .
H8A H 0.334768 0.525332 0.398270 0.100 Uiso 0.5 1 calc R U P C -1
H8B H 0.340361 0.504543 0.569345 0.100 Uiso 0.5 1 calc R U P C -1
H8C H 0.322790 0.569848 0.532385 0.100 Uiso 0.5 1 calc R U P C -1
C1 C 0.3024(15) 1.0212(12) 0.000000 0.176(9) Uani 1 2 d S TU P . .
H1A H 0.322070 0.997218 -0.097161 0.211 Uiso 0.5 1 calc R U P . .
H1B H 0.322070 0.997218 0.097161 0.211 Uiso 0.5 1 calc R U P . .
F6 F 0.4249(14) 1.0638(7) 0.101(3) 0.408(18) Uani 1 1 d . . . . .
F1 F 0.3953(10) 0.9443(5) 0.3834(17) 0.251(7) Uani 1 1 d . . . . .
F3 F 0.7079(9) 0.4262(4) -0.1339(10) 0.185(4) Uani 1 1 d . . . . .
C2 C 0.6631(14) 0.4135(7) 0.000000 0.101(4) Uani 1 2 d S T P . .
H2 H 0.589979 0.430861 -0.000001 0.121 Uiso 1 2 calc R U P . .
C3 C 0.3607(14) 1.0777(17) 0.000000 0.225(16) Uani 1 2 d S TU P . .
H3 H 0.324627 1.118179 0.000002 0.270 Uiso 1 2 calc R U 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'
Br Br -0.2901 2.4595 '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'
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
_geom_angle_publ_flag
Br02 Sb01 Br03 89.73(3) . . ?
Br02 Sb01 Br03 89.73(3) . 6_556 ?
Br03 Sb01 Br03 89.70(3) 6_556 . ?
Br04 Sb01 Br02 88.90(3) . . ?
Br04 Sb01 Br02 88.90(3) 6_556 . ?
Br04 Sb01 Br03 88.01(3) 6_556 . ?
Br04 Sb01 Br03 177.33(3) 6_556 6_556 ?
Br04 Sb01 Br03 88.01(3) . 6_556 ?
Br04 Sb01 Br03 177.33(3) . . ?
Br04 Sb01 Br04 94.26(4) . 6_556 ?
Br04 Sb01 Br05 90.99(3) . . ?
Br04 Sb01 Br05 90.99(3) 6_556 . ?
Br05 Sb01 Br02 179.84(4) . . ?
Br05 Sb01 Br03 90.39(3) . 6_556 ?
Br05 Sb01 Br03 90.39(3) . . ?
H00A N007 H00B 109.5 . . ?
H00A N007 H00C 109.5 . . ?
H00B N007 H00C 109.5 . . ?
C00D N007 H00A 109.5 . . ?
C00D N007 H00B 109.5 . . ?
C00D N007 H00C 109.5 . . ?
H00F N009 H00G 109.5 . . ?
H00F N009 H00H 109.5 . . ?
H00G N009 H00H 109.5 . . ?
C00A N009 H00F 109.5 . . ?
C00A N009 H00G 109.5 . . ?
C00A N009 H00H 109.5 . . ?
N009 C00A H00I 107.5 . . ?
N009 C00A H00J 107.5 . . ?
N009 C00A C2 119.2(18) . . ?
H00I C00A H00J 107.0 . . ?
C2 C00A H00I 107.5 . . ?
C2 C00A H00J 107.5 . . ?
N007 C00D H00D 101.5 . . ?
N007 C00D H00E 101.5 . . ?
N007 C00D C11 142.0(15) . . ?
H00D C00D H00E 104.6 . . ?
C11 C00D H00D 101.5 . . ?
C11 C00D H00E 101.5 . . ?
C00D C11 H11 131.0 . . ?
F1 C11 C00D 83.8(19) 6_556 . ?
F1 C11 C00D 83.8(19) . . ?
F1 C11 H11 131.0 . . ?
F1 C11 H11 131.0 6_556 . ?
F1 C11 F1 77(2) . 6_556 ?
H8A N8 H8B 109.5 . . ?
H8A N8 H8C 109.5 . . ?
H8B N8 H8C 109.5 . . ?
C1 N8 H8A 109.5 3_545 . ?
C1 N8 H8B 109.5 3_545 . ?
C1 N8 H8C 109.5 3_545 . ?
N8 C1 H1A 109.2 3 . ?
N8 C1 H1B 109.2 3 . ?
N8 C1 C3 112(2) 3 . ?
H1A C1 H1B 107.9 . . ?
C3 C1 H1A 109.2 . . ?
C3 C1 H1B 109.2 . . ?
C3 F6 F6 46.1(15) . 6 ?
C00A C2 H2 109.2 . . ?
F3 C2 C00A 104.1(10) 6 . ?
F3 C2 C00A 104.1(10) . . ?
F3 C2 F3 120.5(17) . 6 ?
F3 C2 H2 109.2 6 . ?
F3 C2 H2 109.2 . . ?
C1 C3 H3 122.2 . . ?
F6 C3 C1 97(3) . . ?
F6 C3 C1 97(3) 6 . ?
F6 C3 F6 88(3) . 6 ?
F6 C3 H3 122.2 . . ?
F6 C3 H3 122.2 6 . ?
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
Sb01 Br02 2.8826(10) . ?
Sb01 Br03 2.8949(8) . ?
Sb01 Br03 2.8949(8) 6_556 ?
Sb01 Br04 2.7237(8) . ?
Sb01 Br04 2.7238(8) 6_556 ?
Sb01 Br05 2.7445(11) . ?
N007 H00A 0.8900 . ?
N007 H00B 0.8900 . ?
N007 H00C 0.8900 . ?
N007 C00D 1.384(17) . ?
N009 H00F 0.8900 . ?
N009 H00G 0.8900 . ?
N009 H00H 0.8900 . ?
N009 C00A 1.16(2) . ?
C00A H00I 0.9700 . ?
C00A H00J 0.9700 . ?
C00A C2 1.54(2) . ?
C00D H00D 0.9700 . ?
C00D H00E 0.9700 . ?
C00D C11 1.69(4) . ?
C11 H11 0.9800 . ?
C11 F1 1.51(3) . ?
C11 F1 1.51(3) 6_556 ?
N8 H8A 0.8900 . ?
N8 H8B 0.8900 . ?
N8 H8C 0.8900 . ?
N8 C1 1.40(2) 3_545 ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C3 1.41(4) . ?
F6 F6 1.64(5) 6 ?
F6 C3 1.18(2) . ?
F3 C2 1.245(9) . ?
C2 H2 0.9800 . ?
C3 H3 0.9800 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N007 C00D C11 F1 -38.7(9) . . . . ?
N007 C00D C11 F1 38.7(9) . . . 6_556 ?
N009 C00A C2 F3 -116.5(11) . . . . ?
N009 C00A C2 F3 116.5(11) . . . 6 ?
N8 C1 C3 F6 -135.6(16) 3 . . 6 ?
N8 C1 C3 F6 135.6(16) 3 . . . ?
F6 F6 C3 C1 97(3) 6 . . . ?
