#------------------------------------------------------------------------------
#$Date: 2024-05-25 23:56:37 +0200 (Sat 25 de May de 2024) $
#$Revision: 292035 $
#$URL: svn://www.crystallography.net/cod/cif/7/13/30/7133088.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_7133088
loop_
_publ_author_name
'Möbs, Jakob'
'Tomori, Ajna'
'Heine, Johanna'
_publ_section_title
;
 Formation of iminium ions during the processing of metal halide
 perovskites.
;
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_paper_doi               10.1039/d4cc01735h
_journal_year                    2024
_chemical_formula_moiety         '3(I Pb0.333), C5 H12 N'
_chemical_formula_sum            'C5 H12 I3 N Pb'
_chemical_formula_weight         674.05
_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_Hall           '-P 6c'
_space_group_name_H-M_alt        'P 63/m'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-03-29
_audit_creation_method
;
Olex2 1.5
(compiled 2021.12.09 svn.r5202d8cf for OlexSys, GUI svn.r6439)
;
_audit_update_record
;
2024-04-06 deposited with the CCDC.	2024-05-24 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   16.4064(4)
_cell_length_b                   16.4064(4)
_cell_length_c                   8.3883(3)
_cell_measurement_reflns_used    19527
_cell_measurement_temperature    100
_cell_measurement_theta_max      33.05
_cell_measurement_theta_min      2.48
_cell_volume                     1955.38(10)
_computing_cell_refinement
;
X-Area Recipe 1.34.0.0 (STOE, 2019)
;
_computing_data_collection
;
X-Area Pilatus3_SV 1.31.154.0 (STOE, 2019)
;
_computing_data_reduction
;
X-Area Integrate 1.77.0.0 (STOE, 2019)
X-Area LANA 1.77.1.0 (STOE, 2019)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.88, Darmstadt 2019
;
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_diffrn_ambient_temperature      100
_diffrn_detector                 Pilatus300K
_diffrn_detector_area_resol_mean 5.81
_diffrn_detector_type            'DECTRIS PILATUS 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.966
_diffrn_measurement_details
;
 816 frames, detector distance = 50 mm
;
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'
_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_radiation_collimation    '0.5 mm diameter'
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0959
_diffrn_reflns_av_unetI/netI     0.0630
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.966
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            38204
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.966
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.341
_diffrn_reflns_theta_min         2.483
_diffrn_source                   'GeniX Mo'
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    19.999
_exptl_absorpt_correction_T_max  0.3179
_exptl_absorpt_correction_T_min  0.1337
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
STOE LANA, absorption correction by scaling of reflection intensities.
J. Koziskova, F. Hahn, J. Richter, J. Kozisek, "Comparison of different
absorption corrections on the model structure of tetrakis(μ₂-acetato)-
diaqua-di-copper(II)", Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136 - 140.
Afterwards a spherical absorption correction was performed within STOE LANA.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    3.434
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1740
_exptl_crystal_size_max          0.057
_exptl_crystal_size_mid          0.033
_exptl_crystal_size_min          0.028
_refine_diff_density_max         1.843
_refine_diff_density_min         -1.749
_refine_diff_density_rms         0.365
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     58
_refine_ls_number_reflns         2586
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0342
_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)+(0.0243P)²+0.8555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0541
_refine_ls_wR_factor_ref         0.0610
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1825
_reflns_number_total             2586
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4cc01735h2.cif
_cod_data_source_block           jmx112
_cod_original_cell_volume        1955.38(12)
_cod_database_code               7133088
_shelx_shelxl_version_number     2018/3
_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   0.604
_shelx_estimated_absorpt_t_min   0.395
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.6111(11)
 0.3889(11)
2. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
3. Shared sites
{N1, C1}
{C2, N2}
4. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(C1)
Uanis(C2) = Uanis(N2)
5. Others
 Sof(C1)=Sof(N2)=0.5*(1-FVAR(2))
 Sof(N1)=Sof(C2)=0.5*FVAR(2)
6.a Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C4(H4A,H4B,H4C)
;
_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'
'-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'
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 1.000000 1.000000 1.000000 0.01454(13) Uani 1 6 d S T P . .
Pb2 Pb 0.333333 0.666667 0.99983(4) 0.01530(9) Uani 1 3 d S T P . .
I1 I 0.82724(5) 0.92264(6) 0.750000 0.01923(15) Uani 1 2 d S T P . .
I3 I 0.38231(5) 0.83517(5) 1.250000 0.02050(15) Uani 1 2 d S T P . .
I2 I 0.31735(5) 0.50879(5) 0.750000 0.01929(16) Uani 1 2 d S T P . .
N1 N 0.6605(7) 0.9197(7) 1.250000 0.021(2) Uani 0.61(9) 2 d S T P A 1
C2 C 0.6434(6) 0.9880(6) 1.250000 0.018(3) Uani 0.61(9) 2 d S T P A 1
C1 C 0.6605(7) 0.9197(7) 1.250000 0.021(2) Uani 0.39(9) 2 d S T P A 2
N2 N 0.6434(6) 0.9880(6) 1.250000 0.018(3) Uani 0.39(9) 2 d S T P A 2
C3 C 0.6712(7) 0.8776(6) 1.1010(8) 0.0322(18) Uani 1 1 d . . . . .
H3A H 0.722457 0.863832 1.113261 0.048 Uiso 1 1 calc R U . A 1
H3B H 0.685628 0.921939 1.012731 0.048 Uiso 1 1 calc R U . A 1
H3C H 0.612399 0.819189 1.078152 0.048 Uiso 1 1 calc R U . A 1
C4 C 0.6347(7) 1.0308(6) 1.3979(9) 0.043(2) Uani 1 1 d . . . . .
H4A H 0.619060 0.986228 1.486100 0.064 Uiso 1 1 calc R U . A 1
H4B H 0.584783 1.046593 1.385858 0.064 Uiso 1 1 calc R U . A 1
H4C H 0.694474 1.088170 1.420552 0.064 Uiso 1 1 calc R U . A 1
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
30 -23 -3 0.0034
-15 11 0 0.0031
-30 -18 -7 0.0090
30 14 7 0.0077
-10 3 -15 0.0064
30 -8 27 0.0061
-29 -20 30 0.0084
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 Pb1 I1 180.000(19) 7_777 . ?
I1 Pb1 I1 97.560(11) 2_765 9_657 ?
I1 Pb1 I1 180.00(2) 9_657 3_675 ?
I1 Pb1 I1 82.440(11) 8_567 9_657 ?
I1 Pb1 I1 82.440(11) . 3_675 ?
I1 Pb1 I1 82.440(11) 2_765 3_675 ?
I1 Pb1 I1 97.560(11) 7_777 2_765 ?
I1 Pb1 I1 82.440(11) 7_777 8_567 ?
I1 Pb1 I1 82.441(11) . 2_765 ?
I1 Pb1 I1 97.560(12) 7_777 3_675 ?
I1 Pb1 I1 180.0 8_567 2_765 ?
I1 Pb1 I1 97.559(11) . 8_567 ?
I1 Pb1 I1 82.440(11) 7_777 9_657 ?
I1 Pb1 I1 97.560(11) . 9_657 ?
I1 Pb1 I1 97.560(11) 8_567 3_675 ?
I3 Pb2 I3 82.478(14) 2_665 . ?
I3 Pb2 I3 82.478(14) 2_665 3_565 ?
I3 Pb2 I3 82.478(14) . 3_565 ?
I3 Pb2 I2 92.169(13) 2_665 3_565 ?
I3 Pb2 I2 92.169(13) 3_565 . ?
I3 Pb2 I2 103.413(15) . 3_565 ?
I3 Pb2 I2 103.413(15) 2_665 . ?
I3 Pb2 I2 171.522(17) 2_665 2_665 ?
I3 Pb2 I2 171.522(17) 3_565 3_565 ?
I3 Pb2 I2 171.522(17) . . ?
I3 Pb2 I2 103.413(15) 3_565 2_665 ?
I3 Pb2 I2 92.168(13) . 2_665 ?
I2 Pb2 I2 82.647(14) 3_565 2_665 ?
I2 Pb2 I2 82.647(14) 2_665 . ?
I2 Pb2 I2 82.646(13) 3_565 . ?
Pb1 I1 Pb1 80.914(15) . 4_774 ?
Pb2 I3 Pb2 80.863(18) 10_558 . ?
Pb2 I2 Pb2 80.637(18) . 10_557 ?
C2 N1 C3 122.3(5) . 10_558 ?
C2 N1 C3 122.3(5) . . ?
C3 N1 C3 115.3(9) 10_558 . ?
N1 C2 C4 122.2(5) . . ?
N1 C2 C4 122.2(5) . 10_558 ?
C4 C2 C4 115.5(10) 10_558 . ?
N2 C1 C3 122.3(5) . . ?
C3 C1 C3 115.3(9) 10_558 . ?
C1 N2 C4 122.2(5) . . ?
C1 N2 C4 122.2(5) . 10_558 ?
C4 N2 C4 115.5(10) 10_558 . ?
N1 C3 H3A 109.5 . . ?
N1 C3 H3B 109.5 . . ?
N1 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 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 I1 3.2319(5) 7_777 ?
Pb1 I1 3.2319(5) 2_765 ?
Pb1 I1 3.2319(5) 8_567 ?
Pb1 I1 3.2319(5) 3_675 ?
Pb1 I1 3.2319(5) 9_657 ?
Pb1 I1 3.2319(5) . ?
Pb2 I3 3.2358(6) 3_565 ?
Pb2 I3 3.2358(6) 2_665 ?
Pb2 I3 3.2358(6) . ?
Pb2 I2 3.2388(6) 3_565 ?
Pb2 I2 3.2388(6) 2_665 ?
Pb2 I2 3.2388(6) . ?
N1 C2 1.286(13) . ?
N1 C3 1.480(9) 10_558 ?
N1 C3 1.480(9) . ?
C2 C4 1.467(9) 10_558 ?
C2 C4 1.467(9) . ?
C1 N2 1.286(13) . ?
C1 C3 1.480(9) 10_558 ?
C1 C3 1.480(9) . ?
N2 C4 1.467(9) 10_558 ?
N2 C4 1.467(9) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
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
C3 N1 C2 C4 178.8(9) 10_558 . . 10_558 ?
C3 N1 C2 C4 -1.1(16) . . . 10_558 ?
C3 N1 C2 C4 1.1(16) 10_558 . . . ?
C3 N1 C2 C4 -178.8(9) . . . . ?
C3 C1 N2 C4 178.8(9) 10_558 . . 10_558 ?
C3 C1 N2 C4 -178.8(9) . . . . ?
C3 C1 N2 C4 -1.1(16) . . . 10_558 ?
C3 C1 N2 C4 1.1(16) 10_558 . . . ?
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.6111(11)
2 0.3889(11)
