#------------------------------------------------------------------------------
#$Date: 2019-11-04 18:01:01 +0200 (Mon, 04 Nov 2019) $
#$Revision: 223198 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/72/4127220.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_4127220
loop_
_publ_author_name
'Jana, Manoj K.'
'Janke, Svenja M.'
'Dirkes, David J.'
'Dovletgeldi, Seyitliyev'
'Liu, Chi'
'Qin, Xixi'
'Gundogdu, Kenan'
'You, Wei'
'Blum, Volker'
'Mitzi, David B.'
_publ_section_title
;
 Direct-Bandgap 2D Silver-Bismuth Iodide Double Perovskite: The
 Structure-Directing Influence of an Oligothiophene Spacer Cation.
;
_journal_issue                   19
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7955
_journal_page_last               7964
_journal_paper_doi               10.1021/jacs.9b02909
_journal_volume                  141
_journal_year                    2019
_chemical_formula_moiety         'Ag Bi I8, 2(C12 H18 N2 S2)'
_chemical_formula_sum            'C24 H36 Ag Bi I8 N4 S4'
_chemical_formula_weight         1840.86
_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   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2019-02-28
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_cell_angle_alpha                90
_cell_angle_beta                 92.266(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   28.951(3)
_cell_length_b                   6.0992(6)
_cell_length_c                   11.9821(12)
_cell_measurement_reflns_used    4907
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.45
_cell_measurement_theta_min      2.82
_cell_volume                     2114.1(4)
_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    'olex2.solve (Bourhis et al., 2015)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_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  0.0252
_diffrn_reflns_av_unetI/netI     0.0152
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            15433
_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         26.503
_diffrn_reflns_theta_min         2.816
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    10.681
_exptl_absorpt_correction_T_max  0.7588
_exptl_absorpt_correction_T_min  0.2561
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_diffrn    2.892
_exptl_crystal_description       plate
_exptl_crystal_F_000             1652
_exptl_crystal_size_max          0.287
_exptl_crystal_size_mid          0.165
_exptl_crystal_size_min          0.032
_refine_diff_density_max         3.840
_refine_diff_density_min         -2.344
_refine_diff_density_rms         0.290
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     79
_refine_ls_number_reflns         2196
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0665
_refine_ls_R_factor_gt           0.0490
_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)+(0.0675P)²+85.9339P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1339
_refine_ls_wR_factor_ref         0.1484
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1321
_reflns_number_total             2196
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja9b02909_si_003.cif
_cod_data_source_block           (AE2T)2AgBiI8_100K
_cod_depositor_comments
'Adding full bibliography for 4127220--4127221.cif.'
_cod_original_cell_volume        2114.2(4)
_cod_database_code               4127220
_shelx_shelxl_version_number     2017/1
_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   0.726
_shelx_estimated_absorpt_t_min   0.150
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups, All N(H,H,H) groups
2. Shared sites
{Ag1, Bi1}
3. Restrained distances
 N4-C0AA \\sim N1-C0AA \\sim N3-C0AA
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(Ag1) = Uanis(Bi1)
5. Rigid body (RIGU) restrains
 C5, C6, C9, C10, C14, C13, C2, C1AA, C3, C4, C0AA, N1, N3, N4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C1AA, C5, C6, C9, C10, C14, C13, C2, C3, C4, C0AA, N1, N3, N4
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Others
 Fixed Sof: Ag1(0.25) Bi1(0.25) I3(0.5) I4(0.5) C2(0.5) H2(0.5) C3(0.5)
 H3(0.5) C5(0.5) C6(0.5) C9(0.5) C10(0.5) C13(0.5) H13(0.5) C14(0.5) H14(0.5)
 N1(0.5) H1A(0.5) H1B(0.5) H1C(0.5) H0AA(0.5) H0AB(0.5) H0AC(0.5) H0AD(0.5)
 C1AA(0.5) H1AA(0.5) H1AB(0.5) C4(0.5) H4A(0.5) H4B(0.5) N3(0.25) H3A(0.25)
 H3B(0.25) H3C(0.25) N4(0.25) H4C(0.25) H4D(0.25) H4E(0.25)
 Fixed U11: Ag1(0.031941) Bi1(0.031941) I2(0.038393) I3(0.011659) I4(0.016494)
 Fixed U12: Ag1(0) Bi1(0) I2(0.000115) I3(0.000935) I4(-0.003534)
 Fixed U13: Ag1(-0.000103) Bi1(-0.000103) I2(-0.001044) I3(0.001235) I4(-
 0.000336)
 Fixed U22: Ag1(0.01329) Bi1(0.01329) I2(0.02478) I3(0.00733) I4(0.01308)
 Fixed U23: Ag1(0) Bi1(0) I2(0.00013) I3(0.00014) I4(0.00079)
 Fixed U33: Ag1(0.01727) Bi1(0.01727) I2(0.01221) I3(0.01356) I4(0.01152)
7.a Secondary CH2 refined with riding coordinates:
 C0AA(H0AA,H0AB), C0AA(H0AC,H0AD), C1AA(H1AA,H1AB), C4(H4A,H4B)
7.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C13(H13), C14(H14)
7.c Idealised Me refined as rotating group:
 N1(H1A,H1B,H1C), N3(H3A,H3B,H3C), N4(H4C,H4D,H4E)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.500000 0.49993(16) -0.250000 0.021 Uani 0.5 2 d S T P . .
Bi1 Bi 0.500000 0.49993(16) -0.250000 0.021 Uani 0.5 2 d S T P . .
I2 I 0.39479(2) 0.50011(16) -0.25467(5) 0.025 Uani 1 1 d . . . . .
I3 I 0.49825(3) 0.9999(2) -0.20542(9) 0.011 Uani 0.5 1 d . . . . .
I4 I 0.50080(5) 0.40927(19) 0.00001(14) 0.014 Uani 0.5 1 d . . . . .
C2 C 0.3013(7) 0.723(4) -0.024(2) 0.020(5) Uiso 0.5 1 d . U . A 1
H2 H 0.310917 0.644763 0.041025 0.024 Uiso 0.5 1 calc R . . A 1
C3 C 0.3031(6) 1.268(3) -0.0266(18) 0.011(4) Uiso 0.5 1 d . U . B 2
H3 H 0.313853 1.338372 0.040144 0.013 Uiso 0.5 1 calc R . . B 2
C5 C 0.2631(6) 0.762(3) -0.1991(17) 0.008(4) Uiso 0.5 1 d . U . A 1
C6 C 0.2658(7) 1.231(4) -0.198(2) 0.018(5) Uiso 0.5 1 d . U . B 2
C9 C 0.3156(6) 0.947(3) -0.0463(17) 0.010(4) Uiso 0.5 1 d . U . A 1
C10 C 0.3123(7) 1.076(5) -0.053(2) 0.016(4) Uiso 0.5 1 d . U . B 2
C13 C 0.2734(7) 1.368(4) -0.1134(19) 0.017(5) Uiso 0.5 1 d . U . B 2
H13 H 0.261235 1.512587 -0.109821 0.021 Uiso 0.5 1 calc R . . B 2
C14 C 0.2717(7) 0.630(4) -0.1092(19) 0.018(5) Uiso 0.5 1 d . U . A 1
H14 H 0.258854 0.487121 -0.103457 0.022 Uiso 0.5 1 calc R . . A 1
N1 N 0.4146(5) 1.003(4) -0.0808(11) 0.014(3) Uiso 0.5 1 d D U . C 3
H1A H 0.401716 0.899871 -0.127032 0.017 Uiso 0.5 1 calc GR . . C 3
H1B H 0.445410 0.975957 -0.070395 0.017 Uiso 0.5 1 calc GR . . C 3
H1C H 0.410497 1.138260 -0.111817 0.017 Uiso 0.5 1 calc GR . . C 3
C0AA C 0.3953(7) 0.997(4) 0.0137(16) 0.072(5) Uiso 1 1 d D U . . .
H0AA H 0.406446 1.094098 -0.045647 0.087 Uiso 0.5 1 calc R . . C 1
H0AB H 0.409738 1.056193 0.083607 0.087 Uiso 0.5 1 calc R . . C 1
H0AC H 0.408608 0.957946 0.088467 0.087 Uiso 0.5 1 calc R . . C 2
H0AD H 0.409439 0.892510 -0.038267 0.087 Uiso 0.5 1 calc R . . C 2
C1AA C 0.3456(7) 1.078(5) 0.022(2) 0.020(5) Uiso 0.5 1 d . U . A 1
H1AA H 0.336396 1.068518 0.101034 0.024 Uiso 0.5 1 calc R . . A 1
H1AB H 0.343452 1.232764 -0.001452 0.024 Uiso 0.5 1 calc R . . A 1
C4 C 0.3441(7) 0.911(5) 0.018(2) 0.022(5) Uiso 0.5 1 d . U . B 2
H4A H 0.334371 0.906223 0.096564 0.026 Uiso 0.5 1 calc R . . B 2
H4B H 0.341609 0.761539 -0.013470 0.026 Uiso 0.5 1 calc R . . B 2
N3 N 0.4151(12) 1.173(5) -0.007(3) 0.017(8) Uiso 0.25 1 d D U . C 2
H3A H 0.439496 1.145914 -0.050763 0.021 Uiso 0.25 1 calc GR . . C 2
H3B H 0.425355 1.236586 0.057818 0.021 Uiso 0.25 1 calc GR . . C 2
H3C H 0.394851 1.264413 -0.043873 0.021 Uiso 0.25 1 calc GR . . C 2
N4 N 0.4195(14) 0.830(5) 0.000(4) 0.027(10) Uiso 0.25 1 d D U . C 1
H4C H 0.419566 0.797397 -0.074342 0.032 Uiso 0.25 1 calc GR . . C 1
H4D H 0.407586 0.715528 0.037685 0.032 Uiso 0.25 1 calc GR . . C 1
H4E H 0.448928 0.856687 0.025648 0.032 Uiso 0.25 1 calc GR . . C 1
S2 S 0.29185(8) 1.0006(6) -0.17697(18) 0.0203(5) Uani 1 1 d . . . . .
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'
Ag Ag -0.8971 1.1015 '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'
S S 0.1246 0.1234 '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
I2 Ag1 I2 179.96(5) 2_654 .
I2 Ag1 I3 88.87(3) . 1_545
I2 Ag1 I3 88.83(3) . .
I2 Ag1 I3 88.87(3) 2_654 2_644
I2 Ag1 I3 91.17(3) . 2_644
I2 Ag1 I3 91.13(3) 2_654 .
I2 Ag1 I3 91.16(3) 2_654 1_545
I2 Ag1 I3 91.13(3) . 2_654
I2 Ag1 I3 88.83(3) 2_654 2_654
I2 Ag1 I4 89.25(3) 2_654 2_654
I2 Ag1 I4 90.76(3) 2_654 .
I2 Ag1 I4 91.63(3) 2_654 5_665
I2 Ag1 I4 88.37(3) 2_654 6_565
I2 Ag1 I4 88.37(3) . 5_665
I2 Ag1 I4 90.76(3) . 2_654
I2 Ag1 I4 89.25(3) . .
I2 Ag1 I4 91.63(3) . 6_565
I3 Ag1 I3 20.03(4) 2_644 1_545
I3 Ag1 I3 159.97(4) 2_644 2_654
I3 Ag1 I3 159.97(4) 1_545 .
I3 Ag1 I3 180.000(11) 1_545 2_654
I3 Ag1 I3 180.0 2_644 .
I3 Ag1 I3 20.03(4) . 2_654
I4 Ag1 I3 110.45(4) 5_665 2_644
I4 Ag1 I3 110.42(4) 2_654 .
I4 Ag1 I3 69.58(3) . 1_545
I4 Ag1 I3 90.49(3) 6_565 2_644
I4 Ag1 I3 90.50(3) 2_654 2_654
I4 Ag1 I3 69.55(3) 5_665 .
I4 Ag1 I3 89.50(4) . 2_644
I4 Ag1 I3 69.55(3) 6_565 2_654
I4 Ag1 I3 69.58(3) 2_654 2_644
I4 Ag1 I3 90.50(3) . .
I4 Ag1 I3 110.42(4) . 2_654
I4 Ag1 I3 89.50(4) 2_654 1_545
I4 Ag1 I3 110.45(4) 6_565 1_545
I4 Ag1 I3 89.51(4) 6_565 .
I4 Ag1 I3 89.51(4) 5_665 2_654
I4 Ag1 I3 90.49(3) 5_665 1_545
I4 Ag1 I4 179.13(5) . 6_565
I4 Ag1 I4 20.95(4) . 5_665
I4 Ag1 I4 159.06(6) 5_665 6_565
I4 Ag1 I4 20.95(4) 2_654 6_565
I4 Ag1 I4 179.13(5) 2_654 5_665
I4 Ag1 I4 159.08(6) 2_654 .
Ag1 I3 Ag1 159.97(4) . 1_565
I3 I3 Ag1 79.98(2) 2_654 1_565
I3 I3 Ag1 79.99(2) 2_654 .
Ag1 I4 Ag1 159.05(4) . 5_665
I4 I4 Ag1 79.44(17) 5_665 5_665
I4 I4 Ag1 79.61(17) 5_665 .
C14 C2 C9 114(2) . .
C10 C3 C13 110(2) . .
C14 C5 S2 108.2(16) . .
C13 C6 S2 111.7(18) . .
C2 C9 S2 103.7(15) . .
C1AA C9 C2 127(2) . .
C1AA C9 S2 129.5(17) . .
C3 C10 C4 126(2) . .
C3 C10 S2 114.6(19) . .
C4 C10 S2 119.2(19) . .
C6 C13 C3 111(2) . .
C5 C14 C2 115(2) . .
N3 C0AA C4 137(3) . .
N4 C0AA C1AA 144(3) . .
C9 C1AA C0AA 110(2) . .
C0AA C4 C10 107(2) . .
C5 S2 C9 98.9(10) . .
C6 S2 C10 92.7(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 I2 3.0442(8) 2_654
Ag1 I2 3.0442(8) .
Ag1 I3 3.0968(18) 2_654
Ag1 I3 3.0968(18) .
Ag1 I3 3.0968(18) 1_545
Ag1 I3 3.0968(18) 2_644
Ag1 I4 3.0455(17) 2_654
Ag1 I4 3.0471(17) 6_565
Ag1 I4 3.0455(17) .
Ag1 I4 3.0471(17) 5_665
I3 I3 1.077(2) 2_654
I4 I4 1.108(2) 5_665
C2 C9 1.46(3) .
C2 C14 1.42(3) .
C3 C10 1.24(3) .
C3 C13 1.46(3) .
C5 C14 1.36(3) .
C5 S2 1.69(2) .
C6 C13 1.32(3) .
C6 S2 1.61(2) .
C9 C1AA 1.42(3) .
C9 S2 1.72(2) .
C10 C4 1.59(3) .
C10 S2 1.65(2) .
N1 C0AA 1.28(2) .
C0AA C1AA 1.53(3) .
C0AA C4 1.58(3) .
C0AA N3 1.25(2) .
C0AA N4 1.25(2) .
