#------------------------------------------------------------------------------
#$Date: 2024-07-05 16:12:34 +0300 (Fri, 05 Jul 2024) $
#$Revision: 292766 $
#$URL: file:///home/coder/svn-repositories/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_issue                   51
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              6488
_journal_page_last               6491
_journal_paper_doi               10.1039/d4cc01735h
_journal_volume                  60
_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_depositor_comments
'Adding full bibliography for 7133085--7133088.cif.'
_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)
;
_shelx_res_file
;
TITL jmx112_176_a.res in P6(3)/m
    jmx112.res
    created by SHELXL-2018/3 at 15:25:00 on 29-Mar-2022
REM Old TITL jmx112_176 in P6(3)/m
REM SHELXT solution in P6(3)/m
REM R1 0.408, Rweak 0.040, Alpha 0.116, Orientation as input
REM Formula found by SHELXT: C N7 I3 Pb
CELL 0.71073 16.4064 16.4064 8.3883 90 90 120
ZERR 6 0.0004 0.0004 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
SFAC C H I N Pb
UNIT 30 72 18 6 6
EADP N1 C1
EADP C2 N2
EXYZ N1 C1
EXYZ C2 N2

L.S. 10 0 0
PLAN  6
SIZE 0.028 0.033 0.057
TEMP -173.15
CONF
list 8
MORE -1
BOND $H
fmap 2 53
acta
TWIN 0 1 0 1 0 0 0 0 -1 2
REM <olex2.extras>
REM <HklSrc "%.\\jmx112.hkl">
REM </olex2.extras>

WGHT    0.024300    0.855500
BASF   0.38886
FVAR       0.09689   0.61291
PB1   5    1.000000    1.000000    1.000000    10.16667    0.01568    0.01568 =
         0.01226    0.00000    0.00000    0.00784
PB2   5    0.333333    0.666667    0.999828    10.33333    0.01566    0.01566 =
         0.01458    0.00000    0.00000    0.00783
I1    3    0.827240    0.922643    0.750000    10.50000    0.01461    0.02430 =
         0.01624    0.00000    0.00000    0.00782
I3    3    0.382313    0.835166    1.250000    10.50000    0.02930    0.01455 =
         0.01718    0.00000    0.00000    0.01061
I2    3    0.317347    0.508795    0.750000    10.50000    0.02575    0.01602 =
         0.01740    0.00000    0.00000    0.01141
PART 1
N1    4    0.660538    0.919652    1.250000    20.50000    0.01232    0.02627 =
         0.01774    0.00000    0.00000    0.00429
C2    1    0.643416    0.988042    1.250000    20.50000    0.01222    0.01218 =
         0.02264    0.00000    0.00000    0.00185
PART 2
C1    1    0.660538    0.919652    1.250000   -20.50000    0.01232    0.02627 =
         0.01774    0.00000    0.00000    0.00429
N2    4    0.643416    0.988042    1.250000   -20.50000    0.01222    0.01218 =
         0.02264    0.00000    0.00000    0.00185
PART 0
C3    1    0.671152    0.877603    1.100952    11.00000    0.03335    0.03994 =
         0.02882   -0.01451   -0.00689    0.02246
AFIX 137
H3A   2    0.722457    0.863832    1.113261    11.00000   -1.50000
H3B   2    0.685628    0.921939    1.012731    11.00000   -1.50000
H3C   2    0.612399    0.819189    1.078152    11.00000   -1.50000
AFIX   0
C4    1    0.634711    1.030808    1.397902    11.00000    0.05086    0.03450 =
         0.03534   -0.01407    0.00447    0.01518
AFIX 137
H4A   2    0.619060    0.986228    1.486100    11.00000   -1.50000
H4B   2    0.584783    1.046593    1.385858    11.00000   -1.50000
H4C   2    0.694474    1.088170    1.420552    11.00000   -1.50000
AFIX   0
HKLF 4




REM  jmx112_176_a.res in P6(3)/m
REM wR2 = 0.061040, GooF = S = 1.02640, Restrained GooF = 1.02640 for all data
REM R1 = 0.034200 for 1825 Fo > 4sig(Fo) and 0.077193 for all 2586 data
REM 58 parameters refined using 0 restraints

END

WGHT      0.0243      0.8556

REM Highest difference peak  1.843,  deepest hole -1.749,  1-sigma level  0.365
Q1    1   0.3379  0.8262  1.2500  10.50000  0.05    1.84
Q2    1   0.4933  0.8006  1.2500  10.50000  0.05    1.78
Q3    1   0.3621  0.4477  0.7500  10.50000  0.05    1.66
Q4    1   0.4040  0.5690  0.7500  10.50000  0.05    1.61
Q5    1   1.0000  1.0000  1.2500  10.16667  0.05    1.59
Q6    1   1.0611  1.0589  1.0152  11.00000  0.05    1.59
;
_shelx_res_checksum              32281
_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_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
Pb1 0.01568(19) 0.01568(19) 0.0123(3) 0.000 0.000 0.00784(10)
Pb2 0.01566(12) 0.01566(12) 0.01458(17) 0.000 0.000 0.00783(6)
I1 0.0146(3) 0.0243(4) 0.0162(3) 0.000 0.000 0.0078(3)
I3 0.0293(4) 0.0146(4) 0.0172(3) 0.000 0.000 0.0106(3)
I2 0.0257(4) 0.0160(4) 0.0174(3) 0.000 0.000 0.0114(3)
N1 0.012(5) 0.026(6) 0.018(4) 0.000 0.000 0.004(5)
C2 0.012(5) 0.012(5) 0.023(4) 0.000 0.000 0.002(4)
C1 0.012(5) 0.026(6) 0.018(4) 0.000 0.000 0.004(5)
N2 0.012(5) 0.012(5) 0.023(4) 0.000 0.000 0.002(4)
C3 0.033(5) 0.040(5) 0.029(3) -0.015(4) -0.007(4) 0.022(5)
C4 0.051(6) 0.034(5) 0.035(4) -0.014(4) 0.004(4) 0.015(5)
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)
