#------------------------------------------------------------------------------
#$Date: 2019-11-24 11:03:00 +0200 (Sun, 24 Nov 2019) $
#$Revision: 237736 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/75/7237516.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_7237516
loop_
_publ_author_name
'Zhang, Weichuan'
'Kou, Bo'
'Peng, Yu'
'Wu, Zhenyue'
'Yao, Yunpeng'
'Dey, Dhananjay'
'Li, Lina'
'Luo, Junhua'
_publ_section_title
;
 Rational design of a triiodide-intercalated dielectric-switching hybrid
 for visible-light absorption
;
_journal_issue                   45
_journal_name_full               'Journal of Materials Chemistry C'
_journal_page_first              12170
_journal_paper_doi               10.1039/C8TC04372H
_journal_volume                  6
_journal_year                    2018
_chemical_formula_moiety         'Bi I6, 2(I1.5), 4(C3 H10 N)'
_chemical_formula_sum            'C12 H40 Bi I9 N4'
_chemical_formula_weight         1591.56
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2018-05-27
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.18 svn.r3508 for OlexSys, GUI svn.r5497)
;
_audit_update_record
;
2018-06-04 deposited with the CCDC.
2018-10-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.258(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.0240(7)
_cell_length_b                   12.3072(8)
_cell_length_c                   12.6205(8)
_cell_measurement_reflns_used    9478
_cell_measurement_temperature    210(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.40
_cell_volume                     1825.0(2)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_diffrn_ambient_temperature      210.15
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0672
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16367
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.510
_diffrn_reflns_theta_min         2.396
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    12.450
_exptl_absorpt_correction_T_max  0.0949
_exptl_absorpt_correction_T_min  0.0381
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1358 before and 0.0876 after correction. The Ratio of minimum to maximum transmission is 0.4015. The λ/2 correction factor is Not present.'
_exptl_crystal_colour            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    2.896
_exptl_crystal_description       block
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.464
_refine_diff_density_min         -4.279
_refine_diff_density_rms         0.517
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.276
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     88
_refine_ls_number_reflns         2185
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.277
_refine_ls_R_factor_all          0.0436
_refine_ls_R_factor_gt           0.0406
_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)+(0.0656P)²+3.3438P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1098
_refine_ls_wR_factor_ref         0.1207
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2085
_reflns_number_total             2185
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8tc04372h2.cif
_cod_data_source_block           Weichuan_Zhang_PTB210K
_cod_database_code               7237516
_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_max   0.369
_shelx_estimated_absorpt_t_min   0.190
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups, All N(H,H,H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C2
 1.48 with sigma of 0.01
 C6-C4
 1.5 with sigma of 0.01
 C3-C4
 1.5 with sigma of 0.01
3. Others
 Sof(H1BD)=Sof(H1BE)=Sof(H1BF)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(C3)=Sof(H3A)=
 Sof(H3B)=1-FVAR(1)
 Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C6)=Sof(H6A)=
 Sof(H6B)=FVAR(1)
4.a Riding coordinates:
 C4(H4C,H4A,H4B), C2(H2A,H2B), C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B)
4.b Idealised Me refined as rotating group:
 N1(H1BD,H1BE,H1BF), N1(H1AA,H1AB,H1AC)
;
_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'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, 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
Bi1 Bi 1.0000 0.5000 0.5000 0.03404(16) Uani 1 4 d S T P . .
I1 I 0.75746(5) 0.5000 0.54290(5) 0.04076(19) Uani 1 2 d S T P . .
I2 I 1.0000 0.75064(5) 0.5000 0.04194(19) Uani 1 2 d S T P . .
I3 I 0.89512(6) 0.5000 0.25561(5) 0.0488(2) Uani 1 2 d S T P . .
I4 I 0.5000 0.5000 0.0000 0.0740(4) Uani 1 4 d S T P . .
I5 I 0.48734(12) 0.5000 0.22989(9) 0.1002(4) Uani 1 2 d S T P . .
N1 N 0.7067(7) 0.2822(7) 0.3228(6) 0.0611(19) Uani 1 1 d D . . . .
H1BD H 0.6332 0.3017 0.3145 0.073 Uiso 0.46(3) 1 calc GR . . A 2
H1BE H 0.7515 0.3392 0.3480 0.073 Uiso 0.46(3) 1 calc GR . . A 2
H1BF H 0.7218 0.2269 0.3703 0.073 Uiso 0.46(3) 1 calc GR . . A 2
H1AA H 0.7648 0.3236 0.3116 0.073 Uiso 0.54(3) 1 calc GR . . A 1
H1AB H 0.7338 0.2286 0.3697 0.073 Uiso 0.54(3) 1 calc GR . . A 1
H1AC H 0.6579 0.3235 0.3504 0.073 Uiso 0.54(3) 1 calc GR . . A 1
C4 C 0.6583(19) 0.1477(13) 0.0464(11) 0.131(7) Uani 1 1 d D . . . .
H4C H 0.6415 0.2124 0.0020 0.196 Uiso 1 1 d R . . A .
H4A H 0.6046 0.0908 0.0174 0.196 Uiso 1 1 d R . . . .
H4B H 0.7350 0.1234 0.0461 0.196 Uiso 1 1 d R . . . .
C2 C 0.7293(17) 0.2473(19) 0.2160(13) 0.066(7) Uani 0.46(3) 1 d D . . A 2
H2A H 0.7337 0.3120 0.1717 0.079 Uiso 0.46(3) 1 d R . . A 2
H2B H 0.8031 0.2104 0.2275 0.079 Uiso 0.46(3) 1 d R . . A 2
C3 C 0.641(3) 0.173(2) 0.1573(14) 0.072(8) Uani 0.46(3) 1 d D . . A 2
H3A H 0.6430 0.1057 0.1984 0.086 Uiso 0.46(3) 1 d R . . A 2
H3B H 0.5661 0.2064 0.1520 0.086 Uiso 0.46(3) 1 d R . . A 2
C5 C 0.647(2) 0.2350(17) 0.2198(17) 0.076(8) Uani 0.54(3) 1 d . . . A 1
H5A H 0.6004 0.2914 0.1771 0.091 Uiso 0.54(3) 1 d R . . A 1
H5B H 0.5965 0.1776 0.2350 0.091 Uiso 0.54(3) 1 d R . . A 1
C6 C 0.722(3) 0.186(2) 0.1561(16) 0.104(10) Uani 0.54(3) 1 d D . . A 1
H6A H 0.7654 0.1260 0.1957 0.125 Uiso 0.54(3) 1 d R . . A 1
H6B H 0.7761 0.2419 0.1436 0.125 Uiso 0.54(3) 1 d R . . A 1
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'
Bi Bi -4.1077 10.2566 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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
I1 Bi1 I1 180.0 . 5_766
I1 Bi1 I2 90.0 5_766 .
I1 Bi1 I2 90.0 5_766 5_766
I1 Bi1 I2 90.0 . 5_766
I1 Bi1 I2 90.0 . .
I2 Bi1 I2 180.0 . 5_766
I3 Bi1 I1 91.471(19) . 5_766
I3 Bi1 I1 88.529(19) 5_766 5_766
I3 Bi1 I1 88.530(19) . .
I3 Bi1 I1 91.471(19) 5_766 .
I3 Bi1 I2 90.0 5_766 5_766
I3 Bi1 I2 90.0 . 5_766
I3 Bi1 I2 90.0 5_766 .
I3 Bi1 I2 90.0 . .
I3 Bi1 I3 180.0 . 5_766
I5 I4 I5 180.0 5_665 .
H1BD N1 H1BE 109.5 . .
H1BD N1 H1BF 109.5 . .
H1BE N1 H1BF 109.5 . .
H1AA N1 H1AB 109.5 . .
H1AA N1 H1AC 109.5 . .
H1AB N1 H1AC 109.5 . .
C2 N1 H1BD 109.5 . .
C2 N1 H1BE 109.5 . .
C2 N1 H1BF 109.5 . .
C5 N1 H1AA 109.5 . .
C5 N1 H1AB 109.5 . .
C5 N1 H1AC 109.5 . .
H4C C4 H4A 109.5 . .
H4C C4 H4B 109.4 . .
H4A C4 H4B 109.5 . .
C3 C4 H4C 108.3 . .
C3 C4 H4A 107.1 . .
C3 C4 H4B 112.9 . .
C6 C4 H4C 106.0 . .
C6 C4 H4A 137.8 . .
C6 C4 H4B 78.6 . .
N1 C2 H2A 108.8 . .
N1 C2 H2B 109.4 . .
H2A C2 H2B 107.7 . .
C3 C2 N1 112.5(14) . .
C3 C2 H2A 109.6 . .
C3 C2 H2B 108.7 . .
C4 C3 H3A 108.9 . .
C4 C3 H3B 109.4 . .
C2 C3 C4 112.1(17) . .
C2 C3 H3A 109.1 . .
C2 C3 H3B 109.5 . .
H3A C3 H3B 107.6 . .
N1 C5 H5A 108.8 . .
N1 C5 H5B 108.6 . .
H5A C5 H5B 107.9 . .
C6 C5 N1 114.4(19) . .
C6 C5 H5A 109.8 . .
C6 C5 H5B 107.1 . .
C4 C6 H6A 110.0 . .
C4 C6 H6B 107.3 . .
C5 C6 C4 113(2) . .
C5 C6 H6A 110.7 . .
C5 C6 H6B 107.9 . .
H6A C6 H6B 108.2 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 I1 3.0770(6) .
Bi1 I1 3.0770(6) 5_766
Bi1 I2 3.0847(6) 5_766
Bi1 I2 3.0847(6) .
Bi1 I3 3.0744(7) 5_766
Bi1 I3 3.0744(7) .
I4 I5 2.9374(12) 5_665
I4 I5 2.9375(12) .
N1 H1BD 0.9000 .
N1 H1BE 0.9000 .
N1 H1BF 0.9000 .
N1 H1AA 0.9000 .
N1 H1AB 0.9000 .
N1 H1AC 0.9000 .
N1 C2 1.494(9) .
N1 C5 1.46(2) .
C4 H4C 0.9701 .
C4 H4A 0.9700 .
C4 H4B 0.9700 .
C4 C3 1.491(9) .
C4 C6 1.510(10) .
C2 H2A 0.9799 .
C2 H2B 0.9799 .
C2 C3 1.47(3) .
C3 H3A 0.9801 .
C3 H3B 0.9800 .
C5 H5A 0.9801 .
C5 H5B 0.9801 .
C5 C6 1.46(4) .
C6 H6A 0.9800 .
C6 H6B 0.9801 .
