#------------------------------------------------------------------------------
#$Date: 2017-02-04 04:13:10 +0200 (Sat, 04 Feb 2017) $
#$Revision: 191347 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/49/4344960.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_4344960
loop_
_publ_author_name
'Kamminga, Machteld E.'
'Stroppa, Alessandro'
'Picozzi, Silvia'
'Chislov, Mikhail'
'Zvereva, Irina A.'
'Baas, Jacob'
'Meetsma, Auke'
'Blake, Graeme R.'
'Palstra, Thomas T. M.'
_publ_section_title
;
 Polar Nature of (CH3NH3)3Bi2I9 Perovskite-Like Hybrids.
;
_journal_issue                   1
_journal_name_full               'Inorganic chemistry'
_journal_page_first              33
_journal_page_last               41
_journal_paper_doi               10.1021/acs.inorgchem.6b01699
_journal_volume                  56
_journal_year                    2017
_chemical_formula_sum            'C3 H18 Bi2 I9 N3'
_chemical_formula_weight         1656.26
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 90.024(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.4952(6)
_cell_length_b                   14.7126(10)
_cell_length_c                   21.6855(14)
_cell_measurement_reflns_used    1631
_cell_measurement_temperature    160(2)
_cell_measurement_theta_max      25.31
_cell_measurement_theta_min      2.77
_cell_volume                     2710.4(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      160(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker D8 Venture; Photon100 area detector'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4880
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.392
_diffrn_reflns_theta_min         2.769
_exptl_absorpt_coefficient_mu    23.211
_exptl_absorpt_correction_T_max  0.016124
_exptl_absorpt_correction_T_min  0.003791
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'twinabs 2008/4'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    4.148
_exptl_crystal_description       'hexagonal block'
_exptl_crystal_F_000             2800
_exptl_crystal_size_max          0.080
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.060
_refine_diff_density_max         1.592
_refine_diff_density_min         -1.443
_refine_diff_density_rms         0.302
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.132
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         4880
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.132
_refine_ls_R_factor_all          0.0554
_refine_ls_R_factor_gt           0.0528
_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)+217.7802P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1173
_refine_ls_wR_factor_ref         0.1198
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4758
_reflns_number_total             4880
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b01699_si_002.cif
_cod_data_source_block           C3N3H18Bi2I9_160K_C2c
_cod_depositor_comments
'Adding full bibliography for 4344959--4344961.cif.'
_cod_database_code               4344960
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Bi1 Bi -0.01293(17) 0.83441(11) 0.15578(5) 0.0433(2) Uani 1 1 d . . .
I2 I 0.0000 1.0097(3) 0.2500 0.0480(11) Uani 1 2 d S T P
I3 I 0.2457(3) 0.7507(2) 0.24422(14) 0.0591(8) Uani 1 1 d . . .
I4 I 0.2250(5) 0.9189(3) 0.07444(17) 0.0568(8) Uani 1 1 d . . .
I5 I -0.0194(8) 0.6621(3) 0.0814(3) 0.0688(14) Uani 1 1 d . . .
I6 I -0.2700(7) 0.9179(7) 0.0876(2) 0.0906(14) Uani 1 1 d . . .
N1 N 0.4751 0.7171 0.0886 0.15(2) Uiso 1 1 d . . .
H1A H 0.5290 0.7458 0.0580 0.232 Uiso 1 1 d . U .
H1B H 0.5196 0.7306 0.1257 0.232 Uiso 1 1 d . U .
H1C H 0.3731 0.7362 0.0884 0.232 Uiso 1 1 d . U .
C2 C 0.4805 0.6169 0.0783 0.37(8) Uiso 1 1 d . . .
H2A H 0.5115 0.6045 0.0356 0.558 Uiso 1 1 d . U .
H2B H 0.3763 0.5908 0.0862 0.558 Uiso 1 1 d . U .
H2C H 0.5575 0.5896 0.1065 0.558 Uiso 1 1 d . U .
N3 N 1.0000 0.4553 0.2500 0.15(2) Uiso 1 2 d S . P
H3A H 1.0186 0.4347 0.2889 0.232 Uiso 0.5 1 d . U P
H3B H 1.0766 0.4347 0.2242 0.232 Uiso 0.5 1 d . U P
H3C H 0.9047 0.4347 0.2369 0.232 Uiso 0.5 1 d . U P
C4 C 1.0000 0.5564 0.2500 0.37(8) Uiso 1 2 d S . P
H4A H 0.8985 0.5786 0.2653 0.558 Uiso 0.5 1 d . U P
H4B H 1.0169 0.5786 0.2079 0.558 Uiso 0.5 1 d . U P
H4C H 1.0846 0.5786 0.2768 0.558 Uiso 0.5 1 d . 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'
N N 0.0061 0.0033 '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
I6 Bi1 I4 91.86(17) . .
I6 Bi1 I5 94.01(15) . .
I4 Bi1 I5 92.68(10) . .
I6 Bi1 I3 173.26(12) . .
I4 Bi1 I3 92.89(11) . .
I5 Bi1 I3 90.55(12) . .
I6 Bi1 I3 92.47(18) . 2
I4 Bi1 I3 173.68(10) . 2
I5 Bi1 I3 91.60(15) . 2
I3 Bi1 I3 82.42(11) . 2
I6 Bi1 I2 90.53(17) . .
I4 Bi1 I2 91.05(11) . .
I5 Bi1 I2 174.03(13) . .
I3 Bi1 I2 84.60(8) . .
I3 Bi1 I2 84.32(7) 2 .
Bi1 I2 Bi1 76.85(10) 2 .
Bi1 I3 Bi1 80.26(6) . 2
C2 N1 H1A 109.473(3) . .
C2 N1 H1B 109.5 . .
H1A N1 H1B 109.476(4) . .
C2 N1 H1C 109.461(2) . .
H1A N1 H1C 109.476(3) . .
H1B N1 H1C 109.477(3) . .
N1 C2 H2A 109.475(1) . .
N1 C2 H2B 109.476(3) . .
H2A C2 H2B 109.469(2) . .
N1 C2 H2C 109.479(2) . .
H2A C2 H2C 109.456(4) . .
H2B C2 H2C 109.473(4) . .
C4 N3 H3A 109.480(2) . .
C4 N3 H3B 109.482(2) . .
H3A N3 H3B 109.465(4) . .
C4 N3 H3C 109.476(2) . .
H3A N3 H3C 109.475(2) . .
H3B N3 H3C 109.450(4) . .
N3 C4 H4A 109.467(1) . .
N3 C4 H4B 109.465(1) . .
H4A C4 H4B 109.477(2) . .
N3 C4 H4C 109.471(1) . .
H4A C4 H4C 109.480(5) . .
H4B C4 H4C 109.468(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Bi1 I6 2.909(4) .
Bi1 I4 2.957(3) .
Bi1 I5 3.006(5) .
Bi1 I3 3.166(3) .
Bi1 I3 3.184(3) 2
Bi1 I2 3.292(3) .
I2 Bi1 3.292(3) 2
I3 Bi1 3.184(3) 2
N1 C2 1.49159(12) .
N1 H1A 0.91001(4) .
N1 H1B 0.90998(5) .
N1 H1C 0.90996(6) .
C2 H2A 0.98021(6) .
C2 H2B 0.97993(6) .
C2 H2C 0.98001(4) .
N3 C4 1.48715(11) .
N3 H3A 0.91004(5) .
N3 H3B 0.90997(4) .
N3 H3C 0.91020(5) .
C4 H4A 0.97998(6) .
C4 H4B 0.98006(6) .
C4 H4C 0.97976(5) .
