#------------------------------------------------------------------------------
#$Date: 2019-11-10 20:14:58 +0200 (Sun, 10 Nov 2019) $
#$Revision: 226152 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/51/61/4516157.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_4516157
loop_
_publ_author_name
'Omahen, Emily H.'
'Binder, Justin F.'
'Jacobs, Brad F.'
'Swidan, Ala'aeddeen'
'Macdonald, Charles L. B.'
_publ_section_title
;
 Phosphonium-Templated Iodoplumbates.
;
_journal_issue                   12
_journal_name_full               'ACS omega'
_journal_page_first              17077
_journal_page_last               17082
_journal_paper_doi               10.1021/acsomega.8b02240
_journal_volume                  3
_journal_year                    2018
_chemical_formula_moiety         'C19 H18 P,2 I3 Pb, 0.5(C2 H3 N)'
_chemical_formula_sum            'C40 H39 I6 N P2 Pb2'
_chemical_formula_weight         1771.44
_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'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_cell_angle_alpha                90
_cell_angle_beta                 110.037(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   24.560(2)
_cell_length_b                   13.0686(11)
_cell_length_c                   16.1499(14)
_cell_measurement_reflns_used    9935
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      33.14
_cell_measurement_theta_min      2.97
_cell_volume                     4869.8(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      170(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_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  0.0564
_diffrn_reflns_av_unetI/netI     0.0331
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            76614
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         33.260
_diffrn_reflns_theta_min         2.966
_exptl_absorpt_coefficient_mu    10.802
_exptl_absorpt_correction_T_max  0.006
_exptl_absorpt_correction_T_min  0.003
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2016'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.416
_exptl_crystal_description       block
_exptl_crystal_F_000             3192
_exptl_crystal_size_max          0.530
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.470
_refine_diff_density_max         2.496
_refine_diff_density_min         -4.190
_refine_diff_density_rms         0.275
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.154
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         9334
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.154
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0371
_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)+(0.0231P)²+71.1445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0783
_refine_ls_wR_factor_ref         0.0854
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7828
_reflns_number_total             9334
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ao8b02240_si_005.cif
_cod_data_source_block           mo_eo78_0m
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4516157
_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_min   0.069
_shelx_estimated_absorpt_t_max   0.081
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
Pb1 Pb 0.500000 0.53548(2) 0.250000 0.01576(5) Uani 1 2 d S T P . .
Pb2 Pb 0.500000 0.500000 0.500000 0.01785(5) Uani 1 2 d S . P . .
I2 I 0.39235(2) 0.53708(2) 0.32026(2) 0.01776(6) Uani 1 1 d . . . . .
I3 I 0.55462(2) 0.35930(2) 0.38493(2) 0.01980(6) Uani 1 1 d . . . . .
I1 I 0.43867(18) 0.6803(4) 0.0669(4) 0.0254(4) Uani 0.79(3) 1 d . . P A 1
I1A I 0.4452(5) 0.6951(10) 0.0851(13) 0.0217(13) Uani 0.21(3) 1 d . . P A 2
P1 P 0.34436(5) 0.15119(9) 0.29203(8) 0.0171(2) Uani 1 1 d . . . . .
C1 C 0.4043(2) 0.2364(4) 0.3098(4) 0.0265(10) Uani 1 1 d . . . . .
H1A H 0.432277 0.205875 0.285970 0.040 Uiso 1 1 calc R U . . .
H1B H 0.422999 0.248468 0.373091 0.040 Uiso 1 1 calc R U . . .
H1C H 0.390389 0.301514 0.279902 0.040 Uiso 1 1 calc R U . . .
C35 C 0.2105(2) 0.1726(5) 0.3829(3) 0.0271(10) Uani 1 1 d . . . . .
H35 H 0.181811 0.128419 0.390227 0.033 Uiso 1 1 calc R U . . .
C32 C 0.2945(2) 0.3036(4) 0.3616(3) 0.0238(9) Uani 1 1 d . . . . .
H32 H 0.322933 0.348367 0.353956 0.029 Uiso 1 1 calc R U . . .
C36 C 0.2532(2) 0.1340(4) 0.3535(3) 0.0237(9) Uani 1 1 d . . . . .
H36 H 0.254199 0.062938 0.341701 0.028 Uiso 1 1 calc R U . . .
C21 C 0.30586(19) 0.1355(3) 0.1759(3) 0.0181(8) Uani 1 1 d . . . . .
C31 C 0.29490(19) 0.1998(4) 0.3413(3) 0.0182(8) Uani 1 1 d . . . . .
C22 C 0.2457(2) 0.1412(4) 0.1435(4) 0.0255(10) Uani 1 1 d . . . . .
H22 H 0.225013 0.154100 0.182470 0.031 Uiso 1 1 calc R U . . .
C11 C 0.3714(2) 0.0295(4) 0.3405(3) 0.0201(9) Uani 1 1 d . . . . .
C23 C 0.2161(3) 0.1280(5) 0.0540(4) 0.0316(12) Uani 1 1 d . . . . .
H23 H 0.174986 0.131542 0.031708 0.038 Uiso 1 1 calc R U . . .
C33 C 0.2526(3) 0.3409(4) 0.3929(4) 0.0282(11) Uani 1 1 d . . . . .
H33 H 0.252952 0.411001 0.408510 0.034 Uiso 1 1 calc R U . . .
C24 C 0.2462(3) 0.1097(5) -0.0028(4) 0.0342(12) Uani 1 1 d . . . . .
H24 H 0.225810 0.100702 -0.064011 0.041 Uiso 1 1 calc R U . . .
C34 C 0.2100(2) 0.2763(5) 0.4015(4) 0.0291(11) Uani 1 1 d . . . . .
H34 H 0.180276 0.303265 0.420287 0.035 Uiso 1 1 calc R U . . .
C16 C 0.4098(3) 0.0254(5) 0.4261(4) 0.0310(11) Uani 1 1 d . . . . .
H16 H 0.421783 0.086489 0.459288 0.037 Uiso 1 1 calc R U . . .
C14 C 0.4147(3) -0.1572(5) 0.4155(5) 0.0373(14) Uani 1 1 d . . . . .
H14 H 0.430114 -0.221117 0.440702 0.045 Uiso 1 1 calc R U . . .
C13 C 0.3764(4) -0.1526(5) 0.3317(5) 0.056(2) Uani 1 1 d . . . . .
H13 H 0.364160 -0.213932 0.299114 0.068 Uiso 1 1 calc R U . . .
C15 C 0.4309(3) -0.0688(5) 0.4632(4) 0.0380(14) Uani 1 1 d . . . . .
H15 H 0.456778 -0.071986 0.522293 0.046 Uiso 1 1 calc R U . . .
C26 C 0.3360(2) 0.1176(5) 0.1186(4) 0.0323(12) Uani 1 1 d . . . . .
H26 H 0.377095 0.114487 0.140371 0.039 Uiso 1 1 calc R U . . .
C12 C 0.3549(4) -0.0597(4) 0.2934(5) 0.048(2) Uani 1 1 d . . . . .
H12 H 0.328733 -0.057435 0.234408 0.058 Uiso 1 1 calc R U . . .
C25 C 0.3056(3) 0.1044(6) 0.0296(4) 0.0412(15) Uani 1 1 d . . . . .
H25 H 0.326202 0.091574 -0.009577 0.049 Uiso 1 1 calc R U . . .
C2 C 0.4787(10) -0.1107(14) 0.2248(17) 0.081(8) Uani 0.5 1 d . . P B -1
H2A H 0.494633 -0.137021 0.180974 0.122 Uiso 0.5 1 calc R U P B -1
H2B H 0.436312 -0.109338 0.199314 0.122 Uiso 0.5 1 calc R U P B -1
H2C H 0.490664 -0.155221 0.276733 0.122 Uiso 0.5 1 calc R U P B -1
N1 N 0.5110(8) 0.0706(11) 0.2834(11) 0.068(5) Uani 0.5 1 d . . P B -1
C3 C 0.500000 -0.0090(8) 0.250000 0.047(2) Uani 1 2 d S T P . .
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'
P P 0.1023 0.0942 '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
I3 Pb1 I3 85.594(14) . 2_655
I3 Pb1 I2 92.422(9) . 2_655
I3 Pb1 I2 88.123(9) 2_655 2_655
I3 Pb1 I2 88.123(9) . .
I3 Pb1 I2 92.423(10) 2_655 .
I2 Pb1 I2 179.257(14) 2_655 .
I3 Pb1 I1A 86.8(3) . 2_655
I3 Pb1 I1A 170.9(3) 2_655 2_655
I2 Pb1 I1A 97.12(18) 2_655 2_655
I2 Pb1 I1A 82.41(18) . 2_655
I3 Pb1 I1A 170.9(3) . .
I3 Pb1 I1A 86.8(3) 2_655 .
I2 Pb1 I1A 82.41(18) 2_655 .
I2 Pb1 I1A 97.12(18) . .
I1A Pb1 I1A 101.2(7) 2_655 .
I3 Pb1 I1 165.87(11) . .
I3 Pb1 I1 81.25(12) 2_655 .
I2 Pb1 I1 82.07(4) 2_655 .
I2 Pb1 I1 97.51(4) . .
I3 Pb1 I1 81.25(12) . 2_655
I3 Pb1 I1 165.87(11) 2_655 2_655
I2 Pb1 I1 97.51(4) 2_655 2_655
I2 Pb1 I1 82.07(4) . 2_655
I1 Pb1 I1 112.3(2) . 2_655
I1 Pb2 I1 180.00(12) 6_566 2_655
I1 Pb2 I3 83.54(5) 6_566 5_666
I1 Pb2 I3 96.46(5) 2_655 5_666
I1 Pb2 I3 96.46(5) 6_566 .
I1 Pb2 I3 83.54(5) 2_655 .
I3 Pb2 I3 180.0 5_666 .
I1 Pb2 I2 85.44(11) 6_566 5_666
I1 Pb2 I2 94.56(11) 2_655 5_666
I3 Pb2 I2 86.641(9) 5_666 5_666
I3 Pb2 I2 93.359(9) . 5_666
I1 Pb2 I2 94.56(11) 6_566 .
I1 Pb2 I2 85.44(11) 2_655 .
I3 Pb2 I2 93.358(9) 5_666 .
I3 Pb2 I2 86.642(9) . .
I2 Pb2 I2 180.0 5_666 .
I1 Pb2 I1A 4.7(2) 6_566 6_566
I1 Pb2 I1A 175.3(2) 2_655 6_566
I3 Pb2 I1A 83.89(16) 5_666 6_566
I3 Pb2 I1A 96.11(16) . 6_566
I2 Pb2 I1A 80.7(3) 5_666 6_566
I2 Pb2 I1A 99.3(3) . 6_566
I1 Pb2 I1A 175.3(2) 6_566 2_655
I1 Pb2 I1A 4.7(2) 2_655 2_655
I3 Pb2 I1A 96.11(16) 5_666 2_655
I3 Pb2 I1A 83.89(16) . 2_655
I2 Pb2 I1A 99.3(3) 5_666 2_655
I2 Pb2 I1A 80.7(3) . 2_655
Pb1 I2 Pb2 78.279(9) . .
Pb1 I3 Pb2 79.516(10) . .
Pb2 I1 Pb1 76.25(5) 2_655 .
Pb1 I1A Pb2 75.0(2) . 2_655
C31 P1 C1 110.9(2) . .
C31 P1 C11 109.1(2) . .
C1 P1 C11 108.7(2) . .
C31 P1 C21 108.1(2) . .
C1 P1 C21 110.3(3) . .
C11 P1 C21 109.7(2) . .
P1 C1 H1A 109.5 . .
P1 C1 H1B 109.5 . .
H1A C1 H1B 109.5 . .
P1 C1 H1C 109.5 . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
C36 C35 C34 119.6(5) . .
C36 C35 H35 120.2 . .
C34 C35 H35 120.2 . .
C33 C32 C31 119.6(5) . .
C33 C32 H32 120.2 . .
C31 C32 H32 120.2 . .
C35 C36 C31 120.0(5) . .
C35 C36 H36 120.0 . .
C31 C36 H36 120.0 . .
C26 C21 C22 119.9(5) . .
C26 C21 P1 120.3(4) . .
C22 C21 P1 119.8(4) . .
C32 C31 C36 119.9(5) . .
C32 C31 P1 120.8(4) . .
C36 C31 P1 119.1(4) . .
C21 C22 C23 119.7(5) . .
C21 C22 H22 120.2 . .
C23 C22 H22 120.2 . .
C12 C11 C16 119.4(5) . .
C12 C11 P1 120.9(4) . .
C16 C11 P1 119.6(4) . .
C24 C23 C22 120.3(5) . .
C24 C23 H23 119.9 . .
C22 C23 H23 119.9 . .
C32 C33 C34 120.3(5) . .
C32 C33 H33 119.9 . .
C34 C33 H33 119.9 . .
C25 C24 C23 119.8(6) . .
C25 C24 H24 120.1 . .
C23 C24 H24 120.1 . .
C33 C34 C35 120.6(5) . .
C33 C34 H34 119.7 . .
C35 C34 H34 119.7 . .
C11 C16 C15 119.4(6) . .
C11 C16 H16 120.3 . .
C15 C16 H16 120.3 . .
C13 C14 C15 119.4(6) . .
C13 C14 H14 120.3 . .
C15 C14 H14 120.3 . .
C14 C13 C12 120.8(6) . .
C14 C13 H13 119.6 . .
C12 C13 H13 119.6 . .
C14 C15 C16 120.8(6) . .
C14 C15 H15 119.6 . .
C16 C15 H15 119.6 . .
C25 C26 C21 119.5(5) . .
C25 C26 H26 120.2 . .
C21 C26 H26 120.2 . .
C11 C12 C13 120.1(6) . .
C11 C12 H12 119.9 . .
C13 C12 H12 119.9 . .
C24 C25 C26 120.8(6) . .
C24 C25 H25 119.6 . .
C26 C25 H25 119.6 . .
C3 C2 H2A 109.5 . .
C3 C2 H2B 109.5 . .
H2A C2 H2B 109.5 . .
C3 C2 H2C 109.5 . .
H2A C2 H2C 109.5 . .
H2B C2 H2C 109.5 . .
C3 C3 N1 0(10) 2_655 .
C3 C3 C2 0(10) 2_655 .
N1 C3 C2 165.1(15) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Pb1 I3 3.1379(4) .
Pb1 I3 3.1379(4) 2_655
Pb1 I2 3.2147(4) 2_655
Pb1 I2 3.2147(4) .
Pb1 I1A 3.287(12) 2_655
Pb1 I1A 3.287(12) .
Pb1 I1 3.398(3) .
Pb1 I1 3.398(3) 2_655
Pb2 I1 3.179(4) 6_566
Pb2 I1 3.179(4) 2_655
Pb2 I3 3.2159(3) 5_666
Pb2 I3 3.2159(3) .
Pb2 I2 3.2237(4) 5_666
Pb2 I2 3.2237(4) .
Pb2 I1A 3.387(16) 6_566
Pb2 I1A 3.387(16) 2_655
P1 C31 1.782(5) .
P1 C1 1.788(5) .
P1 C11 1.796(5) .
P1 C21 1.800(5) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C35 C36 1.384(8) .
C35 C34 1.390(9) .
C35 H35 0.9500 .
C32 C33 1.381(8) .
C32 C31 1.397(7) .
C32 H32 0.9500 .
C36 C31 1.403(7) .
C36 H36 0.9500 .
C21 C26 1.387(7) .
C21 C22 1.389(7) .
C22 C23 1.389(8) .
C22 H22 0.9500 .
C11 C12 1.375(8) .
C11 C16 1.382(7) .
C23 C24 1.381(9) .
C23 H23 0.9500 .
C33 C34 1.387(9) .
C33 H33 0.9500 .
C24 C25 1.374(10) .
C24 H24 0.9500 .
C34 H34 0.9500 .
C16 C15 1.389(8) .
C16 H16 0.9500 .
C14 C13 1.359(10) .
C14 C15 1.369(10) .
C14 H14 0.9500 .
C13 C12 1.382(9) .
C13 H13 0.9500 .
C15 H15 0.9500 .
C26 C25 1.385(9) .
C26 H26 0.9500 .
C12 H12 0.9500 .
C25 H25 0.9500 .
C2 C3 1.436(19) .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
N1 C3 1.159(16) .
C3 C3 0.00(2) 2_655
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
C34 C35 C36 C31 -1.1(8)
C31 P1 C21 C26 167.5(4)
C1 P1 C21 C26 46.2(5)
C11 P1 C21 C26 -73.5(5)
C31 P1 C21 C22 -12.5(5)
C1 P1 C21 C22 -133.9(4)
C11 P1 C21 C22 106.4(4)
C33 C32 C31 C36 -0.6(8)
C33 C32 C31 P1 174.6(4)
C35 C36 C31 C32 2.2(8)
C35 C36 C31 P1 -173.1(4)
C1 P1 C31 C32 20.3(5)
C11 P1 C31 C32 139.9(4)
C21 P1 C31 C32 -100.8(4)
C1 P1 C31 C36 -164.5(4)
C11 P1 C31 C36 -44.9(5)
C21 P1 C31 C36 74.4(4)
C26 C21 C22 C23 0.6(8)
P1 C21 C22 C23 -179.3(4)
C31 P1 C11 C12 109.0(6)
C1 P1 C11 C12 -130.0(6)
C21 P1 C11 C12 -9.3(6)
C31 P1 C11 C16 -71.7(5)
C1 P1 C11 C16 49.3(5)
C21 P1 C11 C16 170.0(4)
C21 C22 C23 C24 -0.3(9)
C31 C32 C33 C34 -2.0(8)
C22 C23 C24 C25 0.1(10)
C32 C33 C34 C35 3.1(8)
C36 C35 C34 C33 -1.5(8)
C12 C11 C16 C15 -0.4(9)
P1 C11 C16 C15 -179.7(5)
C15 C14 C13 C12 1.9(13)
C13 C14 C15 C16 -1.8(11)
C11 C16 C15 C14 1.1(10)
C22 C21 C26 C25 -0.8(9)
P1 C21 C26 C25 179.2(5)
C16 C11 C12 C13 0.5(12)
P1 C11 C12 C13 179.7(7)
C14 C13 C12 C11 -1.2(15)
C23 C24 C25 C26 -0.2(11)
C21 C26 C25 C24 0.6(11)
