#------------------------------------------------------------------------------
#$Date: 2024-08-05 20:53:54 +0300 (Mon, 05 Aug 2024) $
#$Revision: 293732 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/57/19/1571905.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_1571905
loop_
_publ_author_name
'Fan, Chang-Chun'
'Liu, Cheng-Dong'
'Liang, Bei-Dou'
'Ju, Tong-Yu'
'Wang, Wei'
'Jin, Ming-Liang'
'Chai, Chao-Yang'
'Zhang, Wen'
_publ_section_title
;
 Chiral three-dimensional organic-inorganic lead iodide hybrid
 semiconductors.
;
_journal_issue                   29
_journal_name_full               'Chemical science'
_journal_page_first              11374
_journal_page_last               11381
_journal_paper_doi               10.1039/d4sc00954a
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'I6 Pb2, 0.5(C14 H24 N4)'
_chemical_formula_sum            'C7 H12 I6 N2 Pb2'
_chemical_formula_weight         1299.97
_space_group_crystal_system      orthorhombic
_space_group_IT_number           64
_space_group_name_Hall           '-C 2ac 2'
_space_group_name_H-M_alt        'C m c e'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2024-01-05
_audit_creation_method
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_audit_update_record
;
2024-01-05 deposited with the CCDC.	2024-06-13 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   12.9548(6)
_cell_length_b                   18.8648(9)
_cell_length_c                   17.6101(7)
_cell_measurement_reflns_used    4263
_cell_measurement_temperature    299.13(10)
_cell_measurement_theta_max      30.7780
_cell_measurement_theta_min      2.1960
_cell_volume                     4303.7(3)
_computing_cell_refinement       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.84a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      299.13(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.819
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -26.00   6.00   0.50    1.50    --    5.69  94.00  61.00   64
  2  ω    -20.00  44.00   0.50    1.50    --   -6.24  38.00 -60.00  128
  3  ω    -18.00  31.00   0.50    1.50    --    5.69 -99.00-180.00   98
  4  ω    -13.00  32.00   0.50    1.50    --    5.69 -94.00 -49.00   90
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0153755000
_diffrn_orient_matrix_UB_12      -0.0505868000
_diffrn_orient_matrix_UB_13      0.0006706000
_diffrn_orient_matrix_UB_21      -0.0079125000
_diffrn_orient_matrix_UB_22      -0.0054840000
_diffrn_orient_matrix_UB_23      -0.0366875000
_diffrn_orient_matrix_UB_31      0.0363751000
_diffrn_orient_matrix_UB_32      0.0201836000
_diffrn_orient_matrix_UB_33      -0.0082485000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0394
_diffrn_reflns_av_unetI/netI     0.0380
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.819
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            13562
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.819
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.555
_diffrn_reflns_theta_min         2.159
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    24.222
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.11415
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.84a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'metallic reddish red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    4.013
_exptl_crystal_description       block
_exptl_crystal_F_000             4400
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         2.491
_refine_diff_density_min         -4.696
_refine_diff_density_rms         0.325
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         2819
_refine_ls_number_restraints     66
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0762
_refine_ls_R_factor_gt           0.0517
_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)+(0.0321P)²+157.0801P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1058
_refine_ls_wR_factor_ref         0.1151
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2076
_reflns_number_total             2819
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc00954a2.cif
_cod_data_source_block           2Rac
_cod_depositor_comments
'Adding full bibliography for 1571897--1571906.cif.'
_cod_original_sg_symbol_Hall     '-C 2bc 2'
_cod_database_code               1571905
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C1 H1 N1 Pb1 I1'
_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   0.085
_shelx_estimated_absorpt_t_min   0.085
_reflns_odcompleteness_completeness 99.63
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Shared sites
{C1, N1}
2. Restrained distances
 C2-N1
 1.51 with sigma of 0.01
 C1-C2
 1.51 with sigma of 0.01
 C2-C3
 1.51 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
Uanis(C1) \\sim Ueq: with sigma of 0.001 and sigma for terminal atoms of 0.002
Uanis(C2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1) = Uanis(N1)
4. Rigid body (RIGU) restrains
 C4, C5, C6, C7, N2, C3, C2, N1
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C1(0.5) H1A(0.5) H1B(0.5) H1C(0.5) N1(0.5) H1D(0.5) H1E(0.5)
 H1F(0.5)
6.a Riding coordinates:
 C1(H1A,H1B,H1C), N1(H1D,H1E,H1F)
6.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C7(H7), C5(H5), C6(H6), C4(H4)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.736
_oxdiff_exptl_absorpt_empirical_full_min 0.443
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'-x, y+1/2, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'-x+1/2, y+1, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'x, -y-1/2, z-1/2'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'x+1/2, -y, z-1/2'
'-x+1/2, y+1/2, 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
Pb1 Pb 0.25405(3) 0.37595(2) 0.61993(2) 0.03606(14) Uani 1 1 d . . . . .
I4 I 0.28522(10) 0.500000 0.500000 0.0558(3) Uani 1 2 d S T P . .
I1 I 0.250000 0.49376(5) 0.750000 0.0387(2) Uani 1 2 d S T P . .
I5 I 0.000000 0.40201(7) 0.60550(7) 0.0514(3) Uani 1 2 d S T P . .
I2 I 0.250000 0.25778(5) 0.750000 0.0389(2) Uani 1 2 d S T P . .
I6 I 0.250000 0.250000 0.500000 0.1171(8) Uani 1 2 d S . P . .
I3 I 0.500000 0.35982(6) 0.63685(7) 0.0467(3) Uani 1 2 d S T P . .
N2 N 0.000000 0.1919(8) 0.7241(9) 0.053(3) Uani 1 2 d S T P . .
H2 H 0.000000 0.230321 0.750465 0.064 Uiso 1 2 calc R U P . .
C7 C 0.000000 0.1942(10) 0.6466(12) 0.060(4) Uani 1 2 d S T P . .
H7 H 0.000000 0.237507 0.621452 0.072 Uiso 1 2 calc R U P . .
C5 C 0.000000 0.0706(11) 0.6430(12) 0.060(4) Uani 1 2 d S T P A .
H5 H 0.000000 0.028673 0.615222 0.072 Uiso 1 2 calc R U P . .
C2 C 0.000000 0.1341(16) 0.8439(10) 0.102(6) Uani 1 2 d DS TU P . .
H2A H 0.000000 0.176(14) 0.884(14) 0.123 Uiso 1 2 d S U P . .
C6 C 0.000000 0.1334(10) 0.6070(11) 0.053(4) Uani 1 2 d S T P . .
H6 H 0.000000 0.134781 0.554191 0.064 Uiso 1 2 calc R U P . .
C3 C 0.000000 0.1271(10) 0.7588(10) 0.055(3) Uani 1 2 d DS T P A .
C4 C 0.000000 0.0686(10) 0.7179(11) 0.054(4) Uani 1 2 d S T P . .
H4 H 0.000000 0.024915 0.742390 0.065 Uiso 1 2 calc R U P A .
C1 C 0.0983(11) 0.1153(8) 0.8836(9) 0.096(5) Uani 0.5 1 d D U P A 9
H1A H 0.154789 0.135980 0.856163 0.144 Uiso 0.5 1 d R U P A 9
H1B H 0.107169 0.064820 0.885963 0.144 Uiso 0.5 1 d R U P A 9
H1C H 0.096609 0.134290 0.934203 0.144 Uiso 0.5 1 d R U P A 9
N1 N 0.0983(11) 0.1153(8) 0.8836(9) 0.096(5) Uani 0.5 1 d D . P A 10
H1D H 0.130999 0.155400 0.895073 0.115 Uiso 0.5 1 d R U P A 10
H1E H 0.137909 0.089110 0.853323 0.115 Uiso 0.5 1 d R U P A 10
H1F H 0.085049 0.091360 0.926083 0.115 Uiso 0.5 1 d R U P A 10
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'
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'
Pb Pb -3.3944 10.1111 '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 Pb1 I1 88.065(16) . . ?
I4 Pb1 I5 88.06(3) . . ?
I4 Pb1 I2 172.64(3) . . ?
I4 Pb1 I6 96.372(10) . . ?
I4 Pb1 I3 90.31(3) . . ?
I1 Pb1 I5 86.32(2) . . ?
I1 Pb1 I2 88.34(2) . . ?
I1 Pb1 I3 90.90(2) . . ?
I2 Pb1 I5 98.11(3) . . ?
I2 Pb1 I3 83.33(2) . . ?
I6 Pb1 I1 175.367(18) . . ?
I6 Pb1 I5 92.48(2) . . ?
I6 Pb1 I2 87.397(17) . . ?
I6 Pb1 I3 90.41(2) . . ?
I3 Pb1 I5 176.82(3) . . ?
Pb1 I4 Pb1 165.40(5) . 4_566 ?
Pb1 I1 Pb1 91.74(3) . 7_546 ?
Pb1 I5 Pb1 160.91(5) . 12 ?
Pb1 I2 Pb1 91.58(3) 7_546 . ?
Pb1 I6 Pb1 180.000(16) 13_556 . ?
Pb1 I3 Pb1 164.77(4) 12_655 . ?
C7 N2 H2 120.9 . . ?
C7 N2 C3 118.3(15) . . ?
C3 N2 H2 120.9 . . ?
N2 C7 H7 120.2 . . ?
C6 C7 N2 119.6(18) . . ?
C6 C7 H7 120.2 . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 120(2) . . ?
C3 C2 H2A 137(10) . . ?
C1 C2 H2A 82(7) 12 . ?
C1 C2 H2A 82(7) . . ?
C1 C2 C3 116.4(12) 12 . ?
C1 C2 C3 116.4(12) . . ?
C1 C2 C1 117(2) 12 . ?
N1 C2 H2A 82(7) . . ?
N1 C2 C3 116.4(12) . . ?
C7 C6 C5 120(2) . . ?
C7 C6 H6 119.8 . . ?
C5 C6 H6 119.7 . . ?
N2 C3 C2 111.4(18) . . ?
C4 C3 N2 120.4(17) . . ?
C4 C3 C2 128(2) . . ?
C5 C4 H4 119.2 . . ?
C3 C4 C5 121.5(19) . . ?
C3 C4 H4 119.2 . . ?
C2 C1 H1A 108.4 . . ?
C2 C1 H1B 110.9 . . ?
C2 C1 H1C 109.0 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 N1 H1D 108.0 . . ?
C2 N1 H1E 110.0 . . ?
C2 N1 H1F 110.4 . . ?
H1D N1 H1E 109.5 . . ?
H1D N1 H1F 109.5 . . ?
H1E N1 H1F 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
Pb1 I4 3.1780(4) . ?
Pb1 I1 3.1921(8) . ?
Pb1 I5 3.3374(5) . ?
Pb1 I2 3.1967(8) . ?
Pb1 I6 3.1793(4) . ?
Pb1 I3 3.2146(5) . ?
N2 H2 0.8600 . ?
N2 C7 1.37(2) . ?
N2 C3 1.37(2) . ?
C7 H7 0.9300 . ?
C7 C6 1.34(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.34(3) . ?
C5 C4 1.32(3) . ?
C2 H2A 1.1(3) . ?
C2 C3 1.504(10) . ?
C2 C1 1.497(7) . ?
C2 C1 1.496(7) 12 ?
C2 N1 1.497(7) . ?
C6 H6 0.9300 . ?
C3 C4 1.32(2) . ?
C4 H4 0.9300 . ?
C1 H1A 0.9601 . ?
C1 H1B 0.9599 . ?
C1 H1C 0.9601 . ?
N1 H1D 0.8901 . ?
N1 H1E 0.8900 . ?
N1 H1F 0.8899 . ?
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
N2 C7 C6 C5 0.000(7) . . . . ?
N2 C3 C4 C5 0.000(6) . . . . ?
C7 N2 C3 C2 180.000(6) . . . . ?
C7 N2 C3 C4 0.000(6) . . . . ?
C2 C3 C4 C5 180.000(6) . . . . ?
C6 C5 C4 C3 0.000(6) . . . . ?
C3 N2 C7 C6 0.000(6) . . . . ?
C4 C5 C6 C7 0.000(6) . . . . ?
C1 C2 C3 N2 108(2) 12 . . . ?
C1 C2 C3 N2 -108(2) . . . . ?
C1 C2 C3 C4 72(2) . . . . ?
C1 C2 C3 C4 -72(2) 12 . . . ?
N1 C2 C3 N2 -108(2) . . . . ?
N1 C2 C3 C4 72(2) . . . . ?
