#------------------------------------------------------------------------------
#$Date: 2020-06-05 12:52:46 +0200 (vie 05 de jun de 2020) $
#$Revision: 252804 $
#$URL: svn://www.crystallography.net/cod/cif/7/70/40/7704086.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_7704086
loop_
_publ_author_name
'Zhang, Yi'
'Fadaei Tirani, Farzaneh'
'Pattison, Philip'
'Schenk-Joß, Kurt'
'Xiao, Zewen'
'Nazeeruddin, Mohammad Khaja'
'Gao, Peng'
_publ_section_title
;
 Zero-dimensional hybrid iodobismuthate derivatives: from structure study
 to photovoltaic application.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5815
_journal_page_last               5822
_journal_paper_doi               10.1039/d0dt00015a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'Bi2 I9, 3 (C1 H6 N1)'
_chemical_formula_sum            'C3 H18 Bi2 I9 N3'
_chemical_formula_weight         1656.26
_space_group_crystal_system      hexagonal
_space_group_IT_number           194
_space_group_name_Hall           '-P 6c 2c'
_space_group_name_H-M_alt        'P 63/m m c'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2020-03-01
_audit_creation_method
;
Olex2 1.3-alpha
(compiled 2019.10.11 svn.r3662 for OlexSys, GUI svn.r5962)
;
_audit_update_record
;
2020-04-01 deposited with the CCDC.	2020-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            2
_cell_length_a                   8.57310(10)
_cell_length_b                   8.57310(10)
_cell_length_c                   21.7479(3)
_cell_measurement_reflns_used    3646
_cell_measurement_temperature    293(1)
_cell_measurement_theta_max      27.8620
_cell_measurement_theta_min      2.6160
_cell_volume                     1384.28(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.20a (Rigaku OD, 2018)'
_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      293(1)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.940
_diffrn_measurement_device_type
'dectris-CrysAlisPro-abstract goniometer imported dectris images'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.6804
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0162
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.940
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            11836
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.940
_diffrn_reflns_theta_full        24.094
_diffrn_reflns_theta_max         28.539
_diffrn_reflns_theta_min         1.793
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    20.338
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.48239
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.20a (Rigaku Oxford Diffraction, 2018).
 Empirical absorption correction using spherical harmonics
 as implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    3.974
_exptl_crystal_description       plate
_exptl_crystal_F_000             1400
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.025
_refine_diff_density_max         0.462
_refine_diff_density_min         -0.736
_refine_diff_density_rms         0.111
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     54
_refine_ls_number_reflns         767
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0223
_refine_ls_R_factor_gt           0.0203
_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)+(0.0206P)²+3.6640P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0497
_refine_ls_wR_factor_ref         0.0506
_reflns_Friedel_coverage         0.000
_reflns_number_gt                703
_reflns_number_total             767
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt00015a2.cif
_cod_data_source_block           compound_2_293K
_cod_depositor_comments
'Adding full bibliography for 7704084--7704087.cif.'
_cod_original_cell_volume        1384.28(4)
_cod_database_code               7704086
_shelx_shelxl_version_number     2018/3
_audit_contact_author            'Farzaneh Fadaei Tirani'
_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 N(H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N1-C1 = N2-C2
 1.48 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
N1 \\sim C1 \\sim N2 \\sim C2: within 2A with sigma of 0.01 and sigma for
terminal atoms of 0.02 within 2A
4. Others
 Fixed Sof: N1(0.16667) H1A(0.16667) H1B(0.16667) H1C(0.16667) C1(0.16667)
 H1D(0.16667) H1E(0.16667) H1F(0.16667) N2(0.08333) H2A(0.08333) H2B(0.08333)
 H2C(0.08333) C2(0.08333) H2D(0.08333) H2E(0.08333) H2F(0.08333)
5.a Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), C1(H1D,H1E,H1F), N2(H2A,H2B,H2C), C2(H2D,H2E,H2F)
;
_shelx_res_file
;
TITL Compound_2_293K.res in P6(3)/mmc
    compound_2_293k.res
    created by SHELXL-2018/3 at 17:21:43 on 01-Mar-2020
CELL 0.6804 8.5731 8.5731 21.7479 90 90 120
ZERR 2 0.0001 0.0001 0.0003 0 0 0
LATT 1
SYMM -Y,+X-Y,+Z
SYMM +Y-X,-X,+Z
SYMM -X,-Y,0.5+Z
SYMM +Y,-X+Y,0.5+Z
SYMM -Y+X,+X,0.5+Z
SYMM +Y,+X,-Z
SYMM -Y+X,-Y,-Z
SYMM -X,-X+Y,-Z
SYMM -Y,-X,0.5-Z
SYMM +Y-X,+Y,0.5-Z
SYMM +X,+X-Y,0.5-Z
SFAC C H Bi I N
DISP Bi -3.0839 9.9321 39193.2903
DISP C 0.0031 0.0015 10.5749
DISP H -0 0 0.6223
DISP I -0.483 1.6974 6920.3567
DISP N 0.0058 0.0029 17.8063
UNIT 6 36 4 18 6
DFIX 1.48 0.01 N1 C1 N2 C2
SIMU 0.01 0.02 2 N1 > C2

L.S. 20
PLAN  2
TEMP 19.85
CONF
MORE -1
BOND $H
fmap 2
acta
REM <olex2.extras>
REM <HklSrc "%.\\Compound_2_293K.hkl">
REM </olex2.extras>

WGHT    0.020600    3.664000
FVAR       0.40803
BI1   3    0.666667    0.333333    0.344926    10.16667    0.04092    0.04092 =
         0.03769    0.00000    0.00000    0.02046
I1    4    0.833703    0.667405    0.418749    10.50000    0.08651    0.05949 =
         0.07233   -0.02732   -0.01366    0.02974
I2    4    0.498602    0.501398    0.250000    10.25000    0.07142    0.07142 =
         0.05867    0.00000    0.00000    0.05538
PART -1
N1    5    0.324535    0.606591    0.401016    10.16667    0.03858    0.13941 =
         0.15193   -0.04446   -0.02474    0.04794
AFIX 137
H1A   2    0.385237    0.641949    0.365783    10.16667   -1.20000
H1B   2    0.211446    0.580691    0.394829    10.16667   -1.20000
H1C   2    0.325101    0.509142    0.414815    10.16667   -1.20000
AFIX   0
C1    1    0.410227    0.752095    0.446691    10.16667    0.04995    0.13133 =
         0.12232   -0.04995   -0.01866    0.05603
AFIX 137
H1D   2    0.480524    0.865088    0.425932    10.16667   -1.50000
H1E   2    0.487058    0.729770    0.472906    10.16667   -1.50000
H1F   2    0.318997    0.756337    0.471027    10.16667   -1.50000
AFIX   0

N2    5    1.052431    0.993807    0.285786    10.08333    0.14269    0.06482 =
         0.06977    0.01823    0.04632    0.03333
AFIX 137
H2A   2    1.164411    1.055974    0.271387    10.08333   -1.20000
H2B   2    1.026361    0.881788    0.294328    10.08333   -1.20000
H2C   2    1.043014    1.046154    0.319823    10.08333   -1.20000
AFIX   0
C2    1    0.925248    0.989658    0.238933    10.08333    0.14293    0.06563 =
         0.06895    0.01661    0.04833    0.03523
AFIX 137
H2D   2    0.937324    1.106876    0.235664    10.08333   -1.50000
H2E   2    0.804251    0.903671    0.250819    10.08333   -1.50000
H2F   2    0.951658    0.955736    0.199918    10.08333   -1.50000
AFIX   0
HKLF 4




REM  Compound_2_293K.res in P6(3)/mmc
REM wR2 = 0.0506, GooF = S = 1.062, Restrained GooF = 1.054 for all data
REM R1 = 0.0203 for 703 Fo > 4sig(Fo) and 0.0223 for all 767 data
REM 54 parameters refined using 14 restraints

END

WGHT      0.0206      3.6638

REM Highest difference peak  0.462,  deepest hole -0.736,  1-sigma level  0.111
Q1    1   0.7009  0.4017  0.3946  10.50000  0.05    0.46
Q2    1   0.4258  0.5742  0.2500  10.25000  0.05    0.45
;
_shelx_res_checksum              83210
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-x, -y, z+1/2'
'y, -x+y, z+1/2'
'x-y, x, z+1/2'
'y, x, -z'
'x-y, -y, -z'
'-x, -x+y, -z'
'-y, -x, -z+1/2'
'-x+y, y, -z+1/2'
'x, x-y, -z+1/2'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'x, y, -z-1/2'
'-y, x-y, -z-1/2'
'-x+y, -x, -z-1/2'
'-y, -x, z'
'-x+y, y, z'
'x, x-y, z'
'y, x, z-1/2'
'x-y, -y, z-1/2'
'-x, -x+y, 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
Bi1 Bi 0.666667 0.333333 0.34493(2) 0.03984(11) Uani 1 6 d S T P . .
I1 I 0.83370(3) 0.66741(6) 0.41875(2) 0.07578(17) Uani 1 2 d S T P . .
I2 I 0.49860(4) 0.50140(4) 0.250000 0.05843(17) Uani 1 4 d S T P . .
N1 N 0.325(6) 0.607(4) 0.4010(12) 0.108(14) Uani 0.1667 1 d D U P A -1
H1A H 0.385237 0.641949 0.365783 0.130 Uiso 0.1667 1 calc R U P A -1
H1B H 0.211446 0.580691 0.394829 0.130 Uiso 0.1667 1 calc R U P A -1
H1C H 0.325101 0.509142 0.414815 0.130 Uiso 0.1667 1 calc R U P A -1
C1 C 0.410(4) 0.752(5) 0.4467(14) 0.096(12) Uani 0.1667 1 d D U P A -1
H1D H 0.480524 0.865088 0.425932 0.145 Uiso 0.1667 1 calc R U P A -1
H1E H 0.487058 0.729770 0.472906 0.145 Uiso 0.1667 1 calc R U P A -1
H1F H 0.318997 0.756337 0.471027 0.145 Uiso 0.1667 1 calc R U P A -1
N2 N 1.052(17) 0.994(15) 0.2858(18) 0.10(2) Uani 0.0833 1 d D U P B -1
H2A H 1.164411 1.055974 0.271387 0.121 Uiso 0.0833 1 calc R U P B -1
H2B H 1.026361 0.881788 0.294328 0.121 Uiso 0.0833 1 calc R U P B -1
H2C H 1.043014 1.046154 0.319823 0.121 Uiso 0.0833 1 calc R U P B -1
C2 C 0.925(14) 0.990(13) 0.239(2) 0.10(2) Uani 0.0833 1 d D U P B -1
H2D H 0.937324 1.106876 0.235664 0.150 Uiso 0.0833 1 calc R U P B -1
H2E H 0.804251 0.903671 0.250819 0.150 Uiso 0.0833 1 calc R U P B -1
H2F H 0.951658 0.955736 0.199918 0.150 Uiso 0.0833 1 calc R U P B -1
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Bi1 0.04092(13) 0.04092(13) 0.03769(16) 0.000 0.000 0.02046(7)
I1 0.0865(3) 0.0595(3) 0.0723(3) -0.0273(2) -0.01366(11) 0.02974(14)
I2 0.0714(3) 0.0714(3) 0.0587(3) 0.000 0.000 0.0554(3)
N1 0.039(17) 0.14(3) 0.15(2) -0.044(17) -0.025(15) 0.048(19)
C1 0.050(14) 0.13(3) 0.12(2) -0.050(19) -0.019(13) 0.056(15)
N2 0.14(7) 0.06(3) 0.07(3) 0.02(3) 0.05(4) 0.03(6)
C2 0.14(7) 0.07(3) 0.07(4) 0.02(3) 0.05(5) 0.04(6)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0031 0.0015 '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 -3.0839 9.9321 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4830 1.6974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0058 0.0029 '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
I1 Bi1 I1 93.275(16) 3_665 2_655 ?
I1 Bi1 I1 93.274(16) 3_665 . ?
I1 Bi1 I1 93.274(16) 2_655 . ?
I1 Bi1 I2 91.314(9) 3_665 3_665 ?
I1 Bi1 I2 91.314(9) . . ?
I1 Bi1 I2 91.314(9) . 3_665 ?
I1 Bi1 I2 173.315(15) 2_655 3_665 ?
I1 Bi1 I2 91.314(9) 3_665 2_655 ?
I1 Bi1 I2 91.313(9) 2_655 . ?
I1 Bi1 I2 91.313(9) 2_655 2_655 ?
I1 Bi1 I2 173.316(15) . 2_655 ?
I1 Bi1 I2 173.315(15) 3_665 . ?
I2 Bi1 I2 83.717(11) 2_655 . ?
I2 Bi1 I2 83.718(11) 2_655 3_665 ?
I2 Bi1 I2 83.717(11) 3_665 . ?
Bi1 I2 Bi1 79.198(15) . 16_556 ?
H1A N1 H1B 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C1 N1 H1A 109.5 . . ?
C1 N1 H1B 109.5 . . ?
C1 N1 H1C 109.5 . . ?
N1 C1 H1D 109.5 . . ?
N1 C1 H1E 109.5 . . ?
N1 C1 H1F 109.5 . . ?
H1D C1 H1E 109.5 . . ?
H1D C1 H1F 109.5 . . ?
H1E C1 H1F 109.5 . . ?
H2A N2 H2B 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
C2 N2 H2A 109.5 . . ?
C2 N2 H2B 109.5 . . ?
C2 N2 H2C 109.5 . . ?
N2 C2 H2D 109.5 . . ?
N2 C2 H2E 109.5 . . ?
N2 C2 H2F 109.5 . . ?
H2D C2 H2E 109.5 . . ?
H2D C2 H2F 109.5 . . ?
H2E C2 H2F 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 I1 2.9546(4) 3_665 ?
Bi1 I1 2.9546(4) 2_655 ?
Bi1 I1 2.9546(4) . ?
Bi1 I2 3.2388(5) 3_665 ?
Bi1 I2 3.2388(5) . ?
Bi1 I2 3.2388(5) 2_655 ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
N1 C1 1.472(10) . ?
C1 H1D 0.9600 . ?
C1 H1E 0.9600 . ?
C1 H1F 0.9600 . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
N2 C2 1.480(10) . ?
C2 H2D 0.9600 . ?
C2 H2E 0.9600 . ?
C2 H2F 0.9600 . ?
