#------------------------------------------------------------------------------
#$Date: 2021-09-22 04:45:40 +0300 (Wed, 22 Sep 2021) $
#$Revision: 269239 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/88/2108875.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2108875
loop_
_publ_author_name
'Bujak, Maciej'
_publ_section_title
;
 Understanding distortions of inorganic substructures in
 chloridobismuthates(III)
;
_journal_coeditor_code           XK5082SUP1
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520621004753
_journal_volume                  77
_journal_year                    2021
_chemical_formula_iupac          '(C5 H14 N3) [Bi1 Cl4]'
_chemical_formula_moiety         'C5 H14 N3 +, Bi1 Cl4 -'
_chemical_formula_sum            'C5 H14 Bi Cl4 N3'
_chemical_formula_weight         466.97
_chemical_name_systematic
;
catena-Poly[N,N,N',N'-Tetramethylguanidinium 
[[dichloridobismuthate(III)]-di-μ-chlorido]]
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                95.585(3)
_cell_angle_beta                 91.008(3)
_cell_angle_gamma                110.965(4)
_cell_formula_units_Z            4
_cell_length_a                   7.7179(3)
_cell_length_b                   10.5660(5)
_cell_length_c                   18.0362(7)
_cell_measurement_reflns_used    5942
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.34
_cell_measurement_theta_min      3.24
_cell_volume                     1364.74(11)
_computing_cell_refinement
'CrysAlisPro 1.171.40.56a (Rigaku Oxford Diffraction, 2019)'
_computing_data_collection
'CrysAlisCCD 1.171.29.10 (Oxford Diffraction, 2006)'
_computing_data_reduction
'CrysAlisPro 1.171.40.56a (Rigaku Oxford Diffraction, 2019)'
_computing_molecular_graphics    'Mercury (Macrae at al., 2020)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  Xcalibur
_diffrn_measurement_method       ω-scan
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0302
_diffrn_reflns_av_unetI/netI     0.0416
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            9281
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.000
_diffrn_reflns_theta_min         2.991
_exptl_absorpt_coefficient_mu    13.669
_exptl_absorpt_correction_T_max  0.49
_exptl_absorpt_correction_T_min  0.09
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.56a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.273
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       pillar
_exptl_crystal_F_000             864
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.686
_refine_diff_density_min         -0.763
_refine_diff_density_rms         0.128
_refine_ls_extinction_coef       0.00533(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         5286
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.077
_refine_ls_R_factor_all          0.0312
_refine_ls_R_factor_gt           0.0257
_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)+(0.0208P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0575
_refine_ls_wR_factor_ref         0.0594
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4631
_reflns_number_total             5286
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            xk5082sup1.cif
_cod_data_source_block           TmgBiCl_4_295K
_cod_original_formula_sum        'C5 H14 Bi1 Cl4 N3'
_cod_database_code               2108875
_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'
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 -0.03098(2) 0.21386(2) 0.31887(2) 0.03733(7) Uani 1 1 d . . . . .
Cl1 Cl -0.0051(2) 0.05740(15) 0.40971(9) 0.0644(4) Uani 1 1 d . . . . .
Cl2 Cl -0.16017(18) 0.38086(15) 0.21434(9) 0.0623(4) Uani 1 1 d . . . . .
Cl3 Cl -0.0778(2) 0.37333(17) 0.42162(9) 0.0700(4) Uani 1 1 d . . . . .
Cl4 Cl 0.10690(19) 0.06298(16) 0.19700(10) 0.0691(5) Uani 1 1 d . . . . .
Cl5 Cl 0.33920(18) 0.35196(14) 0.34011(9) 0.0565(4) Uani 1 1 d . . . . .
Cl6 Cl -0.4051(2) 0.06421(18) 0.30445(12) 0.0830(6) Uani 1 1 d . . . . .
Bi2 Bi 0.47181(2) 0.22420(2) 0.20850(2) 0.03656(7) Uani 1 1 d . . . . .
Cl7 Cl 0.5155(2) 0.08178(16) 0.09500(9) 0.0664(4) Uani 1 1 d . . . . .
Cl8 Cl 0.4005(2) 0.39216(15) 0.13139(10) 0.0666(4) Uani 1 1 d . . . . .
N11 N 0.5139(7) 0.7670(6) 0.5078(3) 0.0822(18) Uani 1 1 d . . . . .
H111 H 0.4380 0.7970 0.5314 0.099 Uiso 1 1 calc R U . . .
H112 H 0.6012 0.7532 0.5321 0.099 Uiso 1 1 calc R U . . .
C11 C 0.4963(7) 0.7422(5) 0.4339(3) 0.0498(13) Uani 1 1 d . . . . .
N12 N 0.6132(6) 0.6947(4) 0.3984(3) 0.0499(11) Uani 1 1 d . . . . .
C12 C 0.6680(9) 0.7244(7) 0.3235(4) 0.080(2) Uani 1 1 d . . . . .
H121 H 0.6130 0.7858 0.3069 0.120 Uiso 1 1 calc R U . . .
H122 H 0.6262 0.6412 0.2903 0.120 Uiso 1 1 calc R U . . .
H123 H 0.8009 0.7657 0.3238 0.120 Uiso 1 1 calc R U . . .
C13 C 0.7216(8) 0.6319(7) 0.4384(4) 0.075(2) Uani 1 1 d . . . . .
H131 H 0.8387 0.7002 0.4566 0.112 Uiso 1 1 calc R U . . .
H132 H 0.7430 0.5629 0.4052 0.112 Uiso 1 1 calc R U . . .
H133 H 0.6546 0.5913 0.4796 0.112 Uiso 1 1 calc R U . . .
N13 N 0.3615(6) 0.7641(5) 0.3976(3) 0.0556(12) Uani 1 1 d . . . . .
C14 C 0.2655(10) 0.6826(7) 0.3302(4) 0.088(2) Uani 1 1 d . . . . .
H141 H 0.3165 0.6136 0.3165 0.132 Uiso 1 1 calc R U . . .
H142 H 0.2802 0.7399 0.2907 0.132 Uiso 1 1 calc R U . . .
H143 H 0.1358 0.6402 0.3383 0.132 Uiso 1 1 calc R U . . .
C15 C 0.2735(9) 0.8558(8) 0.4307(4) 0.082(2) Uani 1 1 d . . . . .
H151 H 0.3587 0.9222 0.4671 0.123 Uiso 1 1 calc R U . . .
H152 H 0.1640 0.8042 0.4543 0.123 Uiso 1 1 calc R U . . .
H153 H 0.2400 0.9012 0.3924 0.123 Uiso 1 1 calc R U . . .
N21 N 0.0315(7) 0.7625(6) -0.0444(3) 0.0752(17) Uani 1 1 d . . . . .
H211 H 0.1136 0.7457 -0.0711 0.090 Uiso 1 1 calc R U . . .
H212 H -0.0462 0.7928 -0.0640 0.090 Uiso 1 1 calc R U . . .
C21 C 0.0247(7) 0.7417(5) 0.0272(3) 0.0486(13) Uani 1 1 d . . . . .
N22 N 0.1447(6) 0.6952(5) 0.0565(3) 0.0518(11) Uani 1 1 d . . . . .
C22 C 0.2214(10) 0.7360(7) 0.1328(4) 0.083(2) Uani 1 1 d . . . . .
H221 H 0.1660 0.7957 0.1573 0.125 Uiso 1 1 calc R U . . .
H222 H 0.3534 0.7828 0.1328 0.125 Uiso 1 1 calc R U . . .
H223 H 0.1956 0.6566 0.1587 0.125 Uiso 1 1 calc R U . . .
C23 C 0.2413(8) 0.6230(6) 0.0084(4) 0.0693(18) Uani 1 1 d . . . . .
H231 H 0.1627 0.5762 -0.0351 0.104 Uiso 1 1 calc R U . . .
H232 H 0.2690 0.5582 0.0356 0.104 Uiso 1 1 calc R U . . .
H233 H 0.3547 0.6878 -0.0064 0.104 Uiso 1 1 calc R U . . .
N23 N -0.1047(6) 0.7679(5) 0.0671(3) 0.0569(12) Uani 1 1 d . . . . .
C24 C -0.1815(11) 0.6964(7) 0.1312(4) 0.092(2) Uani 1 1 d . . . . .
H241 H -0.1291 0.6279 0.1371 0.139 Uiso 1 1 calc R U . . .
H242 H -0.3141 0.6540 0.1233 0.139 Uiso 1 1 calc R U . . .
H243 H -0.1520 0.7603 0.1754 0.139 Uiso 1 1 calc R U . . .
C25 C -0.2012(8) 0.8532(8) 0.0420(5) 0.083(2) Uani 1 1 d . . . . .
H251 H -0.1230 0.9164 0.0109 0.124 Uiso 1 1 calc R U . . .
H252 H -0.2303 0.9025 0.0844 0.124 Uiso 1 1 calc R U . . .
H253 H -0.3140 0.7968 0.0140 0.124 Uiso 1 1 calc R U . . .
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'
Cl Cl 0.1484 0.1585 '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
Cl1 Bi1 Cl3 91.12(5) . . ?
Cl1 Bi1 Cl5 89.01(5) . . ?
Cl3 Bi1 Cl5 88.43(5) . . ?
Cl1 Bi1 Cl6 87.39(5) . . ?
Cl3 Bi1 Cl6 91.22(6) . . ?
Cl5 Bi1 Cl6 176.37(5) . . ?
Cl1 Bi1 Cl4 91.01(5) . . ?
Cl3 Bi1 Cl4 168.17(5) . . ?
Cl5 Bi1 Cl4 79.98(4) . . ?
Cl6 Bi1 Cl4 100.50(6) . . ?
Cl1 Bi1 Cl2 166.53(5) . . ?
Cl3 Bi1 Cl2 84.94(5) . . ?
Cl5 Bi1 Cl2 103.72(4) . . ?
Cl6 Bi1 Cl2 79.84(4) . . ?
Cl4 Bi1 Cl2 95.48(5) . . ?
Bi2 Cl2 Bi1 96.37(4) 1_455 . ?
Bi2 Cl4 Bi1 99.03(4) . . ?
Bi1 Cl5 Bi2 99.90(4) . . ?
Bi1 Cl6 Bi2 100.22(5) . 1_455 ?
Cl7 Bi2 Cl8 93.38(6) . . ?
Cl7 Bi2 Cl4 87.84(5) . . ?
Cl8 Bi2 Cl4 89.98(5) . . ?
Cl7 Bi2 Cl2 89.77(5) . 1_655 ?
Cl8 Bi2 Cl2 89.78(5) . 1_655 ?
Cl4 Bi2 Cl2 177.58(5) . 1_655 ?
Cl7 Bi2 Cl6 90.17(6) . 1_655 ?
Cl8 Bi2 Cl6 172.42(5) . 1_655 ?
Cl4 Bi2 Cl6 96.85(5) . 1_655 ?
Cl2 Bi2 Cl6 83.54(4) 1_655 1_655 ?
Cl7 Bi2 Cl5 168.16(5) . . ?
Cl8 Bi2 Cl5 87.43(5) . . ?
Cl4 Bi2 Cl5 80.34(4) . . ?
Cl2 Bi2 Cl5 102.06(5) 1_655 . ?
Cl6 Bi2 Cl5 90.46(6) 1_655 . ?
C11 N11 H111 120.0 . . ?
C11 N11 H112 120.0 . . ?
H111 N11 H112 120.0 . . ?
N13 C11 N12 121.6(6) . . ?
N13 C11 N11 119.1(5) . . ?
N12 C11 N11 119.2(5) . . ?
C11 N12 C12 122.8(5) . . ?
C11 N12 C13 120.5(5) . . ?
C12 N12 C13 115.6(5) . . ?
N12 C12 H121 109.5 . . ?
N12 C12 H122 109.5 . . ?
H121 C12 H122 109.5 . . ?
N12 C12 H123 109.5 . . ?
H121 C12 H123 109.5 . . ?
H122 C12 H123 109.5 . . ?
N12 C13 H131 109.5 . . ?
N12 C13 H132 109.5 . . ?
H131 C13 H132 109.5 . . ?
N12 C13 H133 109.5 . . ?
H131 C13 H133 109.5 . . ?
H132 C13 H133 109.5 . . ?
C11 N13 C14 123.5(5) . . ?
C11 N13 C15 121.6(6) . . ?
C14 N13 C15 113.9(5) . . ?
N13 C14 H141 109.5 . . ?
N13 C14 H142 109.5 . . ?
H141 C14 H142 109.5 . . ?
N13 C14 H143 109.5 . . ?
H141 C14 H143 109.5 . . ?
H142 C14 H143 109.5 . . ?
N13 C15 H151 109.5 . . ?
N13 C15 H152 109.5 . . ?
H151 C15 H152 109.5 . . ?
N13 C15 H153 109.5 . . ?
H151 C15 H153 109.5 . . ?
H152 C15 H153 109.5 . . ?
C21 N21 H211 120.0 . . ?
C21 N21 H212 120.0 . . ?
H211 N21 H212 120.0 . . ?
N22 C21 N21 119.3(5) . . ?
N22 C21 N23 122.0(5) . . ?
N21 C21 N23 118.7(5) . . ?
C21 N22 C22 122.9(5) . . ?
C21 N22 C23 120.7(5) . . ?
C22 N22 C23 115.0(5) . . ?
N22 C22 H221 109.5 . . ?
N22 C22 H222 109.5 . . ?
H221 C22 H222 109.5 . . ?
N22 C22 H223 109.5 . . ?
H221 C22 H223 109.5 . . ?
H222 C22 H223 109.5 . . ?
N22 C23 H231 109.5 . . ?
N22 C23 H232 109.5 . . ?
H231 C23 H232 109.5 . . ?
N22 C23 H233 109.5 . . ?
H231 C23 H233 109.5 . . ?
H232 C23 H233 109.5 . . ?
C21 N23 C25 121.5(5) . . ?
C21 N23 C24 122.8(5) . . ?
C25 N23 C24 115.0(5) . . ?
N23 C24 H241 109.5 . . ?
N23 C24 H242 109.5 . . ?
H241 C24 H242 109.5 . . ?
N23 C24 H243 109.5 . . ?
H241 C24 H243 109.5 . . ?
H242 C24 H243 109.5 . . ?
N23 C25 H251 109.5 . . ?
N23 C25 H252 109.5 . . ?
H251 C25 H252 109.5 . . ?
N23 C25 H253 109.5 . . ?
H251 C25 H253 109.5 . . ?
H252 C25 H253 109.5 . . ?
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 Cl1 2.4917(13) . ?
Bi1 Cl3 2.5011(15) . ?
Bi1 Cl5 2.7033(13) . ?
Bi1 Cl6 2.7441(15) . ?
Bi1 Cl4 3.0199(15) . ?
Bi1 Cl2 3.0826(14) . ?
Cl2 Bi2 2.7220(13) 1_455 ?
Cl4 Bi2 2.7119(14) . ?
Cl5 Bi2 2.9925(14) . ?
Cl6 Bi2 2.9011(15) 1_455 ?
Bi2 Cl7 2.5212(15) . ?
Bi2 Cl8 2.5572(14) . ?
Bi2 Cl2 2.7220(13) 1_655 ?
Bi2 Cl6 2.9010(15) 1_655 ?
N11 C11 1.329(7) . ?
N11 H111 0.8600 . ?
N11 H112 0.8600 . ?
C11 N13 1.319(6) . ?
C11 N12 1.326(7) . ?
N12 C12 1.453(8) . ?
N12 C13 1.460(7) . ?
C12 H121 0.9600 . ?
C12 H122 0.9600 . ?
C12 H123 0.9600 . ?
C13 H131 0.9600 . ?
C13 H132 0.9600 . ?
C13 H133 0.9600 . ?
N13 C14 1.442(8) . ?
N13 C15 1.458(8) . ?
C14 H141 0.9600 . ?
C14 H142 0.9600 . ?
C14 H143 0.9600 . ?
C15 H151 0.9600 . ?
C15 H152 0.9600 . ?
C15 H153 0.9600 . ?
N21 C21 1.330(7) . ?
N21 H211 0.8600 . ?
N21 H212 0.8600 . ?
C21 N22 1.318(7) . ?
C21 N23 1.333(7) . ?
N22 C22 1.450(8) . ?
N22 C23 1.479(7) . ?
C22 H221 0.9600 . ?
C22 H222 0.9600 . ?
C22 H223 0.9600 . ?
C23 H231 0.9600 . ?
C23 H232 0.9600 . ?
C23 H233 0.9600 . ?
N23 C25 1.456(8) . ?
N23 C24 1.461(8) . ?
C24 H241 0.9600 . ?
C24 H242 0.9600 . ?
C24 H243 0.9600 . ?
C25 H251 0.9600 . ?
C25 H252 0.9600 . ?
C25 H253 0.9600 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N11 H112 Cl5 0.86 2.75 3.460(6) 140 2_666
C12 H121 N13 0.96 2.52 2.876(8) 102 .
C14 H141 N12 0.96 2.53 2.888(8) 102 .
C22 H221 N23 0.96 2.54 2.903(8) 103 .
C24 H241 N22 0.96 2.51 2.881(9) 103 .
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
N13 C11 N12 C12 31.3(8) . . . . ?
N11 C11 N12 C12 -149.4(6) . . . . ?
N13 C11 N12 C13 -160.9(5) . . . . ?
N11 C11 N12 C13 18.4(8) . . . . ?
N12 C11 N13 C14 33.1(8) . . . . ?
N11 C11 N13 C14 -146.2(7) . . . . ?
N12 C11 N13 C15 -159.3(5) . . . . ?
N11 C11 N13 C15 21.4(8) . . . . ?
N21 C21 N22 C22 145.0(6) . . . . ?
N23 C21 N22 C22 -35.5(8) . . . . ?
N21 C21 N22 C23 -20.9(8) . . . . ?
N23 C21 N22 C23 158.7(5) . . . . ?
N22 C21 N23 C25 162.6(5) . . . . ?
N21 C21 N23 C25 -17.9(8) . . . . ?
N22 C21 N23 C24 -28.0(8) . . . . ?
N21 C21 N23 C24 151.5(6) . . . . ?

_cod_database_fobs_code 2108875
