#------------------------------------------------------------------------------
#$Date: 2016-11-08 21:35:23 +0200 (Tue, 08 Nov 2016) $
#$Revision: 188108 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/65/7226588.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_7226588
loop_
_publ_author_name
'Gómez, Verónica'
'Fuhr, Olaf'
'Ruben, Mario'
_publ_section_title
;
 Structural diversity in substituted-pyridinium iodo- and bromoplumbates:
 a matter of halide and temperature
;
_journal_issue                   42
_journal_name_full               CrystEngComm
_journal_page_first              8207
_journal_paper_doi               10.1039/C6CE01684G
_journal_volume                  18
_journal_year                    2016
_chemical_formula_moiety         'I10 Pb3, 4(C5 H5 Br N)'
_chemical_formula_sum            'C20 H20 Br4 I10 N4 Pb3'
_chemical_formula_weight         2526.61
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_symmetry_space_group_name_Hall  '-C 2y'
_symmetry_space_group_name_H-M   'C 1 2/m 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-11-26
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2016-07-25 deposited with the CCDC.
2016-09-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 107.617(8)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   23.010(2)
_cell_length_b                   9.6665(7)
_cell_length_c                   11.1481(12)
_cell_measurement_reflns_used    14896
_cell_measurement_temperature    180.15
_cell_measurement_theta_max      26.09
_cell_measurement_theta_min      1.92
_cell_volume                     2363.3(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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      180.15
_diffrn_detector                 'image plate ( 34 cm diameter )'
_diffrn_detector_area_resol_mean 6.67
_diffrn_detector_type            STOE
_diffrn_measured_fraction_theta_full 0.950
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device       '2-circle goniometer'
_diffrn_measurement_device_type  'STOE IPDS2'
_diffrn_measurement_method       'rotation method'
_diffrn_radiation_collimation    '0.5 mm diameter, monocapillary'
_diffrn_radiation_monochromator  'plane graphite'
_diffrn_radiation_polarisn_norm  0
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0386
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_Laue_measured_fraction_full 0.950
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7187
_diffrn_reflns_point_group_measured_fraction_full 0.950
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         25.617
_diffrn_reflns_theta_min         2.229
_diffrn_source                   'sealed X-ray tube, 12 x 0.4 mm fine focus'
_diffrn_source_current           40
_diffrn_source_power             2.000
_diffrn_source_target            Mo
_diffrn_source_type              'sealed X-ray tube'
_diffrn_source_voltage           50
_exptl_absorpt_coefficient_mu    20.591
_exptl_absorpt_correction_T_max  0.1806
_exptl_absorpt_correction_T_min  0.0308
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    3.551
_exptl_crystal_description       needle
_exptl_crystal_F_000             2168
_exptl_crystal_size_max          0.47
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.893
_refine_diff_density_min         -1.146
_refine_diff_density_rms         0.169
_refine_ls_extinction_coef       0.00224(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.124
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     111
_refine_ls_number_reflns         2341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.124
_refine_ls_R_factor_all          0.0245
_refine_ls_R_factor_gt           0.0232
_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)+(0.0316P)²+4.2525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0559
_refine_ls_wR_factor_ref         0.0564
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2230
_reflns_number_total             2341
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce01684g2.cif
_cod_data_source_block           vp-68
_cod_depositor_comments
'Adding full bibliography for 7226587--7226601.cif.'
_cod_database_code               7226588
_shelxl_version_number           2014/6
_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 C(H) groups, All C(H,H) groups, All N(H) groups
2. Shared sites
{N2, C7}
{N1, C3}
3. Uiso/Uaniso restraints and constraints
Uanis(N1) = Uanis(C3)
Uanis(N2) = Uanis(C7)
4. Others
 Fixed Sof: N1(0.5) H1(0.5) C3(0.5) H3(0.5) H2A(0.5) H2B(0.5) H4A(0.25)
 H4B(0.25) N2(0.5) H2(0.5) H6A(0.5) H6B(0.5) H8A(0.25) H8B(0.25) C7(0.5) H7(0.5)
5.a Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C2(H2A), C2(H2B), C4(H4A), C4(H4B), N2(H2), C6(H6A), C6(H6B),
 C8(H8A), C8(H8B), C7(H7)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'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 0.5000 0.0000 1.0000 0.03150(11) Uani 1 4 d S T P . .
Pb2 Pb 0.31943(2) 0.0000 0.91239(2) 0.02770(10) Uani 1 2 d S T P . .
I1 I 0.42220(2) 0.0000 1.19620(4) 0.03594(13) Uani 1 2 d S T P . .
I2 I 0.40441(2) 0.23223(3) 0.85139(3) 0.03796(11) Uani 1 1 d . . . . .
I3 I 0.2500 0.2500 1.0000 0.04241(14) Uani 1 2 d S T P . .
I4 I 0.22684(2) 0.0000 0.64661(4) 0.04912(15) Uani 1 2 d S T P . .
Br1 Br 0.56860(4) 0.0000 1.43610(7) 0.0518(2) Uani 1 2 d S T P . .
N1 N 0.7365(2) -0.1194(5) 1.6609(5) 0.0520(12) Uani 0.5 1 d . . . A 3
H1 H 0.7552 -0.1982 1.6870 0.062 Uiso 0.5 1 calc R . . A 3
C3 C 0.7365(2) -0.1194(5) 1.6609(5) 0.0520(12) Uani 0.5 1 d . . . A 4
H3 H 0.7567 -0.2044 1.6891 0.062 Uiso 0.5 1 calc R . . A 4
C1 C 0.6488(3) 0.0000 1.5420(6) 0.0389(15) Uani 1 2 d S T P A .
C2 C 0.6783(2) -0.1220(6) 1.5820(5) 0.0473(13) Uani 1 1 d . . . . .
H2A H 0.6585 -0.2077 1.5551 0.057 Uiso 0.5 1 calc R . . A 3
H2B H 0.6585 -0.2077 1.5551 0.057 Uiso 0.5 1 calc R . . A 4
C4 C 0.7662(4) 0.0000 1.7003(8) 0.0496(18) Uani 1 2 d S T P . .
H4A H 0.8070 0.0000 1.7544 0.059 Uiso 0.5 2 calc RS T P A 3
H4B H 0.8070 0.0000 1.7544 0.059 Uiso 0.5 2 calc RS T P A 4
Br2 Br 0.07789(3) 0.0000 0.43643(7) 0.04500(19) Uani 1 2 d S T P . .
N2 N -0.0829(2) -0.1196(5) 0.1833(5) 0.0484(12) Uani 0.5 1 d . . . B 1
H2 H -0.1009 -0.1982 0.1540 0.058 Uiso 0.5 1 calc R . . B 1
C5 C 0.0012(3) 0.0000 0.3151(6) 0.0366(14) Uani 1 2 d S T P B .
C6 C -0.0273(2) -0.1227(5) 0.2702(5) 0.0434(11) Uani 1 1 d . . . . .
H6A H -0.0081 -0.2085 0.2999 0.052 Uiso 0.5 1 calc R . . B 1
H6B H -0.0081 -0.2085 0.2999 0.052 Uiso 0.5 1 calc R . . B 2
C8 C -0.1115(4) 0.0000 0.1402(8) 0.0477(18) Uani 1 2 d S T P . .
H8A H -0.1511 0.0000 0.0806 0.057 Uiso 0.5 2 calc RS T P B 1
H8B H -0.1511 0.0000 0.0806 0.057 Uiso 0.5 2 calc RS T P B 2
C7 C -0.0829(2) -0.1196(5) 0.1833(5) 0.0484(12) Uani 0.5 1 d . . . B 2
H7 H -0.1024 -0.2045 0.1516 0.058 Uiso 0.5 1 calc R . . B 2
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'
Br Br -0.2901 2.4595 '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
-1 2 0 0.2050
0 0 -1 0.0450
0 0 1 0.0950
-2 0 1 0.0290
1 0 0 0.0750
-1 0 0 0.0540
0 -1 0 0.2770
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
I1 Pb1 I1 180.0 5_657 .
I1 Pb1 I2 85.182(10) . 6
I1 Pb1 I2 94.818(10) 5_657 6
I1 Pb1 I2 94.818(10) . 5_657
I1 Pb1 I2 94.819(10) 5_657 .
I1 Pb1 I2 85.182(10) 5_657 2_657
I1 Pb1 I2 85.181(10) . .
I1 Pb1 I2 94.818(10) . 2_657
I1 Pb1 I2 85.182(10) 5_657 5_657
I2 Pb1 I2 88.142(14) 2_657 5_657
I2 Pb1 I2 91.858(14) 6 5_657
I2 Pb1 I2 91.859(15) 2_657 .
I2 Pb1 I2 180.0 6 2_657
I2 Pb1 I2 88.141(14) 6 .
I2 Pb1 I2 180.0 5_657 .
I2 Pb2 I1 84.114(11) 6 .
I2 Pb2 I1 84.114(11) . .
I2 Pb2 I2 89.712(14) . 6
I2 Pb2 I3 85.898(8) . .
I2 Pb2 I3 172.377(9) 6 .
I2 Pb2 I3 85.899(8) 6 4_547
I2 Pb2 I3 172.377(9) . 4_547
I3 Pb2 I1 89.233(9) . .
I3 Pb2 I1 89.233(8) 4_547 .
I3 Pb2 I3 97.759(9) 4_547 .
I4 Pb2 I1 178.584(14) . .
I4 Pb2 I2 94.887(12) . 6
I4 Pb2 I2 94.887(12) . .
I4 Pb2 I3 91.698(10) . .
I4 Pb2 I3 91.698(10) . 4_547
Pb1 I1 Pb2 74.646(12) . .
Pb2 I2 Pb1 76.529(10) . .
Pb2 I3 Pb2 180.0 7_557 .
C2 N1 H1 119.0 . .
C4 N1 H1 119.0 . .
C4 N1 C2 122.0(6) . .
C2 C3 H3 119.0 . .
C4 C3 H3 119.0 . .
C4 C3 C2 122.0(6) . .
C2 C1 Br1 120.3(3) 6 .
C2 C1 Br1 120.3(4) . .
C2 C1 C2 119.3(7) 6 .
N1 C2 C1 119.3(6) . .
N1 C2 H2A 120.4 . .
C3 C2 C1 119.3(6) . .
C3 C2 H2B 120.4 . .
C1 C2 H2A 120.4 . .
C1 C2 H2B 120.4 . .
N1 C4 N1 118.1(7) . 6
N1 C4 H4A 120.9 6 .
N1 C4 H4A 120.9 . .
C3 C4 C3 118.1(7) . 6
C3 C4 H4B 120.9 6 .
C3 C4 H4B 120.9 . .
C6 N2 H2 119.0 . .
C8 N2 H2 119.0 . .
C8 N2 C6 122.0(5) . .
C6 C5 Br2 120.3(3) 6 .
C6 C5 Br2 120.3(3) . .
C6 C5 C6 119.4(7) . 6
N2 C6 C5 119.0(5) . .
N2 C6 H6A 120.5 . .
C5 C6 H6A 120.5 . .
C5 C6 H6B 120.5 . .
C7 C6 C5 119.0(5) . .
C7 C6 H6B 120.5 . .
N2 C8 N2 118.5(7) . 6
N2 C8 H8A 120.7 6 .
N2 C8 H8A 120.7 . .
C7 C8 H8B 120.7 6 .
C7 C8 H8B 120.7 . .
C7 C8 C7 118.5(7) . 6
C6 C7 H7 119.0 . .
C8 C7 C6 122.0(5) . .
C8 C7 H7 119.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pb1 I1 3.2184(5) 5_657
Pb1 I1 3.2185(5) .
Pb1 I2 3.2275(4) 6
Pb1 I2 3.2275(4) 2_657
Pb1 I2 3.2275(4) 5_657
Pb1 I2 3.2275(4) .
Pb2 I1 3.3276(6) .
Pb2 I2 3.1827(4) .
Pb2 I2 3.1828(4) 6
Pb2 I3 3.2079(2) 4_547
Pb2 I3 3.2079(2) .
Pb2 I4 3.0818(6) .
I3 Pb2 3.2079(2) 7_557
Br1 C1 1.866(7) .
N1 H1 0.8800 .
N1 C2 1.361(8) .
N1 C4 1.345(7) .
C3 H3 0.9500 .
C3 C2 1.361(8) .
C3 C4 1.345(7) .
C1 C2 1.367(7) 6
C1 C2 1.367(7) .
C2 H2A 0.9500 .
C2 H2B 0.9500 .
C4 N1 1.345(7) 6
C4 C3 1.345(7) 6
C4 H4A 0.9500 .
C4 H4B 0.9500 .
Br2 C5 1.870(7) .
N2 H2 0.8800 .
N2 C6 1.353(7) .
N2 C8 1.345(7) .
C5 C6 1.374(6) 6
C5 C6 1.374(6) .
C6 H6A 0.9500 .
C6 H6B 0.9500 .
C6 C7 1.353(7) .
C8 N2 1.345(7) 6
C8 H8A 0.9500 .
C8 H8B 0.9500 .
C8 C7 1.345(7) .
C8 C7 1.345(7) 6
C7 H7 0.9500 .
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_4
Br1 C1 C2 N1 -178.9(4) . .
Br1 C1 C2 C3 -178.9(4) . .
C2 N1 C4 N1 1.0(13) . 6
C2 C3 C4 C3 1.0(13) . 6
C2 C1 C2 N1 0.0(10) 6 .
C2 C1 C2 C3 0.0(10) 6 .
C4 N1 C2 C1 -0.5(10) . .
C4 C3 C2 C1 -0.5(10) . .
Br2 C5 C6 N2 179.5(4) . .
Br2 C5 C6 C7 179.5(4) . .
C5 C6 C7 C8 -0.7(10) . .
C6 N2 C8 N2 1.6(12) . 6
C6 C5 C6 N2 -0.3(10) 6 .
C6 C5 C6 C7 -0.3(10) 6 .
C8 N2 C6 C5 -0.7(10) . .
C7 C8 C7 C6 1.6(12) 6 .
