#------------------------------------------------------------------------------
#$Date: 2020-11-04 22:00:37 +0200 (Wed, 04 Nov 2020) $
#$Revision: 258731 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/57/7705733.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_7705733
loop_
_publ_author_name
'Möbs, Jakob'
'Gerhard, Marina'
'Heine, Johanna'
_publ_section_title
;
 (HPy)₂(Py)CuBi₃I₁₂, a low bandgap metal
 halide photoconductor.
;
_journal_issue                   41
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              14397
_journal_page_last               14400
_journal_paper_doi               10.1039/d0dt03427d
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'Bi2 I7, C4 H10 O2, C5 H6 N'
_chemical_formula_sum            'C9 H16 Bi2 I7 N O2'
_chemical_formula_weight         1476.49
_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
_atom_sites_solution_primary     dual
_audit_creation_date             2019-05-16
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2020-08-26 deposited with the CCDC.	2020-10-09 downloaded from the CCDC.
;
_cell_angle_alpha                102.317(7)
_cell_angle_beta                 111.546(7)
_cell_angle_gamma                109.350(5)
_cell_formula_units_Z            2
_cell_length_a                   10.7505(7)
_cell_length_b                   11.6799(8)
_cell_length_c                   13.0200(13)
_cell_measurement_reflns_used    34488
_cell_measurement_temperature    100
_cell_measurement_theta_max      54.1
_cell_measurement_theta_min      3.6
_cell_volume                     1326.1(2)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       'area detetor, ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0827
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            34488
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.895
_diffrn_reflns_theta_min         1.819
_diffrn_source                   'sealed X-ray tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    21.403
_exptl_absorpt_correction_T_max  0.3634
_exptl_absorpt_correction_T_min  0.0560
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'STOE X-Red32 1.63.4'
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    3.698
_exptl_crystal_description       plate
_exptl_crystal_F_000             1260
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.142
_exptl_crystal_size_min          0.051
_refine_diff_density_max         1.313
_refine_diff_density_min         -0.916
_refine_diff_density_rms         0.239
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     192
_refine_ls_number_reflns         5671
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.935
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0246
_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)+(0.0176P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0459
_refine_ls_wR_factor_ref         0.0482
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4347
_reflns_number_total             5671
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03427d2.cif
_cod_data_source_block           compound4
_cod_database_code               7705733
_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.
;
_shelx_estimated_absorpt_t_max   0.408
_shelx_estimated_absorpt_t_min   0.145
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
 N1(H1), C4(H4), C3(H3), C2(H2), C1(H1A), C5(H5)
2.c Idealised Me refined as rotating group:
 C6(H6A,H6B,H6C), C9(H9A,H9B,H9C)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
Bi1 Bi 0.10190(3) -0.28019(2) 0.06768(2) 0.01734(7) Uani 1 1 d . . . . .
Bi2 Bi 0.26842(3) 0.16125(3) 0.13963(2) 0.01773(7) Uani 1 1 d . . . . .
I4 I -0.01010(4) -0.07915(4) 0.14603(4) 0.01864(10) Uani 1 1 d . . . . .
I1 I 0.17062(5) -0.48901(4) -0.05522(4) 0.02035(10) Uani 1 1 d . . . . .
I7 I 0.16234(5) 0.35490(5) 0.21049(4) 0.02200(10) Uani 1 1 d . . . . .
I3 I 0.33648(5) -0.07903(4) 0.04325(4) 0.02076(10) Uani 1 1 d . . . . .
I5 I 0.47902(5) 0.31213(4) 0.07772(4) 0.02214(10) Uani 1 1 d . . . . .
I2 I 0.29787(5) -0.23403(5) 0.30819(4) 0.02711(11) Uani 1 1 d . . . . .
I6 I 0.47849(5) 0.24149(5) 0.38608(4) 0.02778(12) Uani 1 1 d . . . . .
O1 O 1.1168(5) 0.7181(5) 0.6102(4) 0.0311(12) Uani 1 1 d . . . . .
O2 O 1.1446(5) 0.9465(5) 0.5617(4) 0.0283(12) Uani 1 1 d . . . . .
N1 N 0.8571(6) 0.6883(6) 0.4343(5) 0.0260(14) Uani 1 1 d . . . . .
H1 H 0.943522 0.702414 0.490682 0.031 Uiso 1 1 calc R . . . .
C4 C 0.7201(8) 0.6984(7) 0.2540(6) 0.0278(17) Uani 1 1 d . . . . .
H4 H 0.715600 0.720050 0.186783 0.033 Uiso 1 1 calc R . . . .
C3 C 0.5921(8) 0.6445(7) 0.2625(6) 0.0303(17) Uani 1 1 d . . . . .
H3 H 0.499134 0.630654 0.202330 0.036 Uiso 1 1 calc R . . . .
C2 C 0.5984(8) 0.6103(7) 0.3586(6) 0.0312(18) Uani 1 1 d . . . . .
H2 H 0.510238 0.570538 0.364925 0.037 Uiso 1 1 calc R . . . .
C6 C 1.1785(8) 1.0194(7) 0.4925(6) 0.0287(17) Uani 1 1 d . . . . .
H6A H 1.200522 0.970450 0.436041 0.043 Uiso 1 1 calc GR . . . .
H6B H 1.265934 1.104536 0.545543 0.043 Uiso 1 1 calc GR . . . .
H6C H 1.092461 1.033136 0.448296 0.043 Uiso 1 1 calc GR . . . .
C7 C 1.2699(8) 0.9318(8) 0.6336(7) 0.0359(19) Uani 1 1 d . . . . .
H7A H 1.352110 1.018992 0.692576 0.043 Uiso 1 1 calc R . . . .
H7B H 1.306060 0.892519 0.582595 0.043 Uiso 1 1 calc R . . . .
C1 C 0.7348(9) 0.6352(7) 0.4445(6) 0.0309(18) Uani 1 1 d . . . . .
H1A H 0.742206 0.614218 0.512379 0.037 Uiso 1 1 calc R . . . .
C5 C 0.8540(8) 0.7211(7) 0.3415(6) 0.0278(17) Uani 1 1 d . . . . .
H5 H 0.943523 0.759639 0.336681 0.033 Uiso 1 1 calc R . . . .
C8 C 1.2282(8) 0.8468(8) 0.6965(6) 0.0339(19) Uani 1 1 d . . . . .
H8A H 1.317650 0.841999 0.750690 0.041 Uiso 1 1 calc R . . . .
H8B H 1.188177 0.883921 0.745159 0.041 Uiso 1 1 calc R . . . .
C9 C 1.1078(9) 0.6210(8) 0.6606(7) 0.039(2) Uani 1 1 d . . . . .
H9A H 1.017883 0.538756 0.603711 0.058 Uiso 1 1 calc GR . . . .
H9B H 1.102343 0.650711 0.734481 0.058 Uiso 1 1 calc GR . . . .
H9C H 1.196798 0.606396 0.678506 0.058 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
Bi Bi -4.1077 10.2566 '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
I4 Bi1 I1 90.402(14) . 2_545 ?
I4 Bi1 I7 84.528(15) . 2 ?
I1 Bi1 I4 169.692(13) . . ?
I1 Bi1 I1 88.359(15) . 2_545 ?
I1 Bi1 I7 85.172(15) . 2 ?
I1 Bi1 I7 80.894(15) 2_545 2 ?
I3 Bi1 I4 91.876(14) . . ?
I3 Bi1 I1 172.247(14) . 2_545 ?
I3 Bi1 I1 88.076(15) . . ?
I3 Bi1 I7 91.945(15) . 2 ?
I2 Bi1 I4 93.782(16) . . ?
I2 Bi1 I1 92.604(17) . 2_545 ?
I2 Bi1 I1 96.496(17) . . ?
I2 Bi1 I7 173.255(15) . 2 ?
I2 Bi1 I3 94.638(18) . . ?
I4 Bi2 I4 85.307(15) . 2 ?
I7 Bi2 I4 90.646(15) . . ?
I7 Bi2 I4 86.313(15) . 2 ?
I7 Bi2 I3 172.204(14) . . ?
I3 Bi2 I4 88.894(15) . 2 ?
I3 Bi2 I4 82.829(14) . . ?
I5 Bi2 I4 84.904(15) . 2 ?
I5 Bi2 I4 165.256(15) . . ?
I5 Bi2 I7 99.692(16) . . ?
I5 Bi2 I3 85.984(15) . . ?
I5 Bi2 I6 96.199(17) . . ?
I6 Bi2 I4 176.202(16) . 2 ?
I6 Bi2 I4 94.284(17) . . ?
I6 Bi2 I7 89.917(17) . . ?
I6 Bi2 I3 94.804(16) . . ?
Bi1 I4 Bi2 92.928(15) . 2 ?
Bi1 I4 Bi2 89.813(14) . . ?
Bi2 I4 Bi2 94.692(15) . 2 ?
Bi1 I1 Bi1 91.642(15) . 2_545 ?
Bi2 I7 Bi1 96.218(16) . 2 ?
Bi1 I3 Bi2 95.247(15) . . ?
C9 O1 C8 112.3(5) . . ?
C7 O2 C6 111.4(5) . . ?
C1 N1 C5 122.3(6) . . ?
C5 C4 C3 120.2(6) . . ?
C4 C3 C2 119.8(6) . . ?
C1 C2 C3 118.1(7) . . ?
O2 C7 C8 110.3(6) . . ?
N1 C1 C2 120.8(6) . . ?
N1 C5 C4 118.8(7) . . ?
O1 C8 C7 109.0(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
Bi1 I4 3.1238(6) . ?
Bi1 I1 3.1793(5) 2_545 ?
Bi1 I1 3.0744(6) . ?
Bi1 I7 3.3765(6) 2 ?
Bi1 I3 2.9937(5) . ?
Bi1 I2 2.8665(6) . ?
Bi2 I4 3.4012(5) . ?
Bi2 I4 3.4046(6) 2 ?
Bi2 I7 2.9764(6) . ?
Bi2 I3 3.2433(6) . ?
Bi2 I5 2.8607(5) . ?
Bi2 I6 2.8752(6) . ?
O1 C8 1.433(9) . ?
O1 C9 1.421(8) . ?
O2 C6 1.425(7) . ?
O2 C7 1.419(8) . ?
N1 C1 1.324(9) . ?
N1 C5 1.336(8) . ?
C4 C3 1.367(10) . ?
C4 C5 1.362(9) . ?
C3 C2 1.378(9) . ?
C2 C1 1.363(10) . ?
C7 C8 1.476(10) . ?
