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#$Date: 2017-04-04 05:58:53 +0300 (Tue, 04 Apr 2017) $
#$Revision: 194692 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/55/4345562.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_4345562
loop_
_publ_author_name
'Enakieva, Yulia Yu'
'Volostnykh, Marina V.'
'Nefedov, Sergey E.'
'Kirakosyan, Gayane A.'
'Gorbunova, Yulia G.'
'Tsivadze, Aslan Yu'
'Bessmertnykh-Lemeune, Alla G'
'Stern, Christine'
'Guilard, Roger'
_publ_section_title
;
 Gallium(III) and Indium(III) Complexes with meso-Monophosphorylated
 Porphyrins: Synthesis and Structure. A First Example of Dimers Formed by
 the Self-Assembly of meso-Porphyrinylphosphonic Acid Monoester.
;
_journal_issue                   5
_journal_name_full               'Inorganic chemistry'
_journal_page_first              3055
_journal_page_last               3070
_journal_paper_doi               10.1021/acs.inorgchem.6b03160
_journal_volume                  56
_journal_year                    2017
_chemical_formula_sum            'C82 H70 Cl8 In2 N8 O14 P2'
_chemical_formula_weight         1966.64
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                98.088(7)
_cell_angle_beta                 114.435(6)
_cell_angle_gamma                90.425(7)
_cell_formula_units_Z            1
_cell_length_a                   12.878(5)
_cell_length_b                   12.999(5)
_cell_length_c                   14.300(6)
_cell_measurement_reflns_used    955
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      18.15
_cell_measurement_theta_min      2.41
_cell_volume                     2152.0(15)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_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  0.1529
_diffrn_reflns_av_unetI/netI     0.2740
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22212
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.998
_diffrn_reflns_theta_min         2.269
_exptl_absorpt_coefficient_mu    0.888
_exptl_absorpt_correction_T_max  0.785
_exptl_absorpt_correction_T_min  0.658
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.517
_exptl_crystal_description       prizm
_exptl_crystal_F_000             994
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.927
_refine_diff_density_min         -1.278
_refine_diff_density_rms         0.146
_refine_ls_extinction_coef       0.0066(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   0.950
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     526
_refine_ls_number_reflns         10341
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.950
_refine_ls_R_factor_all          0.2159
_refine_ls_R_factor_gt           0.0797
_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)+(0.0744P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1570
_refine_ls_wR_factor_ref         0.2147
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4108
_reflns_number_total             10341
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic6b03160_si_003.cif
_cod_data_source_block           dimInCl
_cod_original_cell_volume        2152.1(16)
_cod_database_code               4345562
_shelx_shelxl_version_number     2014/7
_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   0.886
_shelx_estimated_absorpt_t_max   0.916
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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
In1 In 1.70146(6) -0.17337(5) 0.60832(5) 0.0296(2) Uani 1 1 d . .
P1 P 1.4108(2) -0.14578(18) 0.60316(18) 0.0303(6) Uani 1 1 d . .
Cl1 Cl 1.8977(2) -0.1774(2) 0.6133(2) 0.0476(7) Uani 1 1 d . .
Cl2 Cl 1.8896(2) -0.1004(2) 0.3906(2) 0.0540(7) Uani 1 1 d . .
Cl3 Cl 2.0043(3) -0.1184(2) 0.2513(3) 0.0675(9) Uani 1 1 d . .
Cl4 Cl 1.7980(3) -0.0071(2) 0.2027(2) 0.0620(8) Uani 1 1 d . .
O1 O 1.5085(5) -0.1976(4) 0.5942(5) 0.0358(16) Uani 1 1 d . .
O2 O 1.3044(5) -0.2275(4) 0.5518(5) 0.0345(15) Uani 1 1 d . .
O3 O 1.4266(5) -0.1087(4) 0.7183(5) 0.0380(16) Uani 1 1 d . .
O4 O 1.9776(6) 0.3624(6) 1.2393(5) 0.055(2) Uani 1 1 d . .
O5 O 1.8091(6) 0.3360(6) 1.2448(5) 0.057(2) Uani 1 1 d . .
O7 O 1.4574(8) -0.6874(5) -0.0457(5) 0.062(2) Uani 1 1 d . .
O8 O 1.2906(8) -0.6116(6) -0.0761(6) 0.062(2) Uani 1 1 d . .
N1 N 1.6912(6) -0.0095(5) 0.6434(5) 0.0279(17) Uani 1 1 d . .
N2 N 1.7443(6) -0.1832(6) 0.7686(5) 0.0293(18) Uani 1 1 d . .
N3 N 1.6719(6) -0.3373(5) 0.5715(5) 0.0275(17) Uani 1 1 d . .
N4 N 1.6168(6) -0.1604(5) 0.4478(5) 0.0280(17) Uani 1 1 d . .
C1 C 1.6603(8) 0.0590(6) 0.5720(7) 0.028(2) Uani 1 1 d . .
C1S C 1.9238(9) -0.0388(9) 0.3046(8) 0.052(3) Uani 1 1 d . .
H1SA H 1.9713 0.0273 0.3440 0.062 Uiso 1 1 calc R U
C2 C 1.6722(8) 0.1625(6) 0.6280(7) 0.031(2) Uani 1 1 d . .
H2A H 1.6560 0.2246 0.5982 0.037 Uiso 1 1 calc R U
C3 C 1.7105(7) 0.1564(6) 0.7309(7) 0.029(2) Uani 1 1 d . .
H3A H 1.7262 0.2130 0.7858 0.035 Uiso 1 1 calc R U
C4 C 1.7231(7) 0.0461(6) 0.7409(6) 0.025(2) Uani 1 1 d . .
C5 C 1.7595(7) 0.0059(7) 0.8343(7) 0.030(2) Uani 1 1 d . .
C6 C 1.7909(8) 0.0839(7) 0.9329(6) 0.031(2) Uani 1 1 d . .
C7 C 1.7057(8) 0.1349(7) 0.9544(7) 0.038(2) Uani 1 1 d . .
H7A H 1.6274 0.1187 0.9085 0.045 Uiso 1 1 calc R U
C8 C 1.7367(8) 0.2096(7) 1.0434(7) 0.037(2) Uani 1 1 d . .
H8A H 1.6785 0.2431 1.0579 0.044 Uiso 1 1 calc R U
C9 C 1.8488(8) 0.2357(7) 1.1103(7) 0.033(2) Uani 1 1 d . .
C10 C 1.8737(9) 0.3164(8) 1.2041(7) 0.040(3) Uani 1 1 d . .
C11 C 2.0151(9) 0.4372(9) 1.3374(8) 0.062(3) Uani 1 1 d . .
H11A H 2.0928 0.4667 1.3566 0.093 Uiso 1 1 calc R U
H11B H 1.9630 0.4933 1.3276 0.093 Uiso 1 1 calc R U
H11C H 2.0144 0.4010 1.3928 0.093 Uiso 1 1 calc R U
C12 C 1.9314(9) 0.1869(8) 1.0876(8) 0.045(3) Uani 1 1 d . .
H12A H 2.0095 0.2050 1.1331 0.054 Uiso 1 1 calc R U
C13 C 1.9043(9) 0.1116(8) 0.9997(7) 0.045(3) Uani 1 1 d . .
H13A H 1.9635 0.0793 0.9857 0.054 Uiso 1 1 calc R U
C14 C 1.7694(7) -0.0998(7) 0.8472(7) 0.029(2) Uani 1 1 d . .
C15 C 1.7970(8) -0.1430(7) 0.9435(7) 0.033(2) Uani 1 1 d . .
H15A H 1.8178 -0.1044 1.0110 0.040 Uiso 1 1 calc R U
C16 C 1.7873(8) -0.2488(7) 0.9182(7) 0.038(2) Uani 1 1 d . .
H16A H 1.8001 -0.2974 0.9650 0.045 Uiso 1 1 calc R U
C17 C 1.7541(8) -0.2739(7) 0.8078(7) 0.033(2) Uani 1 1 d . .
C18 C 1.7339(8) -0.3740(7) 0.7501(7) 0.038(2) Uani 1 1 d . .
H18A H 1.7502 -0.4293 0.7898 0.045 Uiso 1 1 calc R U
C19 C 1.6933(8) -0.4047(6) 0.6423(7) 0.030(2) Uani 1 1 d . .
C20 C 1.6671(9) -0.5115(7) 0.5869(8) 0.042(3) Uani 1 1 d . .
H20A H 1.6763 -0.5733 0.6172 0.051 Uiso 1 1 calc R U
C21 C 1.6273(9) -0.5060(7) 0.4841(8) 0.040(3) Uani 1 1 d . .
H21A H 1.6018 -0.5630 0.4286 0.048 Uiso 1 1 calc R U
C22 C 1.6308(8) -0.3956(6) 0.4750(7) 0.029(2) Uani 1 1 d . .
C23 C 1.5907(8) -0.3525(6) 0.3799(7) 0.029(2) Uani 1 1 d . .
C24 C 1.5433(9) -0.4262(7) 0.2796(7) 0.035(2) Uani 1 1 d . .
C25 C 1.6056(10) -0.5010(7) 0.2521(8) 0.043(3) Uani 1 1 d . .
H25A H 1.6805 -0.5104 0.3009 0.052 Uiso 1 1 calc R U
C26 C 1.5609(10) -0.5632(7) 0.1541(8) 0.044(3) Uani 1 1 d . .
H26A H 1.6072 -0.6110 0.1355 0.052 Uiso 1 1 calc R U
C27 C 1.4499(11) -0.5554(7) 0.0847(9) 0.048(3) Uani 1 1 d . .
C28 C 1.4036(11) -0.6249(8) -0.0190(9) 0.049(3) Uani 1 1 d . .
C29 C 1.2356(11) -0.6793(10) -0.1749(9) 0.078(4) Uani 1 1 d . .
H29A H 1.1555 -0.6635 -0.2093 0.117 Uiso 1 1 calc R U
H29B H 1.2749 -0.6683 -0.2190 0.117 Uiso 1 1 calc R U
H29C H 1.2392 -0.7520 -0.1635 0.117 Uiso 1 1 calc R U
C30 C 1.3824(9) -0.4815(7) 0.1113(8) 0.045(3) Uani 1 1 d . .
H30A H 1.3059 -0.4752 0.0636 0.054 Uiso 1 1 calc R U
C31 C 1.4290(9) -0.4185(7) 0.2072(7) 0.039(2) Uani 1 1 d . .
H31A H 1.3837 -0.3691 0.2252 0.047 Uiso 1 1 calc R U
C32 C 1.5913(8) -0.2463(7) 0.3689(7) 0.032(2) Uani 1 1 d . .
C33 C 1.5610(8) -0.2068(6) 0.2725(7) 0.031(2) Uani 1 1 d . .
H33A H 1.5386 -0.2476 0.2058 0.038 Uiso 1 1 calc R U
C34 C 1.5698(8) -0.1019(7) 0.2932(7) 0.033(2) Uani 1 1 d . .
H34A H 1.5546 -0.0564 0.2433 0.040 Uiso 1 1 calc R U
C35 C 1.6062(7) -0.0701(6) 0.4037(7) 0.025(2) Uani 1 1 d . .
C36 C 1.6226(7) 0.0312(6) 0.4613(6) 0.026(2) Uani 1 1 d . .
H36A H 1.6068 0.0872 0.4225 0.031 Uiso 1 1 calc R U
C37 C 1.1918(8) -0.2044(7) 0.5471(9) 0.046(3) Uani 1 1 d . .
H37A H 1.1656 -0.1428 0.5122 0.055 Uiso 1 1 calc R U
H37B H 1.1957 -0.1886 0.6183 0.055 Uiso 1 1 calc R U
C38 C 1.1103(9) -0.2962(8) 0.4881(9) 0.058(3) Uani 1 1 d . .
H38A H 1.0360 -0.2838 0.4896 0.087 Uiso 1 1 calc R U
H38B H 1.1397 -0.3580 0.5198 0.087 Uiso 1 1 calc R U
H38C H 1.1012 -0.3074 0.4158 0.087 Uiso 1 1 calc R U
C39 C 1.4619(9) -0.1793(7) 0.7942(7) 0.041(3) Uani 1 1 d . .
H39A H 1.5261 -0.2183 0.7902 0.049 Uiso 1 1 calc R U
H39B H 1.3976 -0.2300 0.7804 0.049 Uiso 1 1 calc R U
C40 C 1.4988(9) -0.1154(8) 0.9002(7) 0.043(3) Uani 1 1 d . .
H40A H 1.5262 -0.1610 0.9532 0.065 Uiso 1 1 calc R U
H40B H 1.4337 -0.0797 0.9044 0.065 Uiso 1 1 calc R U
H40C H 1.5604 -0.0636 0.9120 0.065 Uiso 1 1 calc R U
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
In In -0.7276 1.3100 '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_3
N3 In1 N4 90.4(3) .
N3 In1 N1 166.4(3) .
N4 In1 N1 88.2(3) .
N3 In1 N2 89.7(3) .
N4 In1 N2 165.5(3) .
N1 In1 N2 88.4(3) .
N3 In1 O1 78.4(2) .
N4 In1 O1 83.6(2) .
N1 In1 O1 88.0(2) .
N2 In1 O1 82.2(2) .
N3 In1 Cl1 92.9(2) .
N4 In1 Cl1 95.6(2) .
N1 In1 Cl1 100.7(2) .
N2 In1 Cl1 98.9(2) .
O1 In1 Cl1 171.31(15) .
O1 P1 O2 107.3(4) .
O1 P1 O3 114.5(4) .
O2 P1 O3 106.5(3) .
O1 P1 C36 112.9(4) 2_856
O2 P1 C36 109.2(4) 2_856
O3 P1 C36 106.2(3) 2_856
P1 O1 In1 145.7(4) .
C37 O2 P1 123.0(5) .
C39 O3 P1 120.9(6) .
C10 O4 C11 116.0(8) .
C28 O8 C29 116.0(9) .
C4 N1 C1 108.8(7) .
C4 N1 In1 125.6(6) .
C1 N1 In1 125.4(5) .
C17 N2 C14 110.0(7) .
C17 N2 In1 124.4(6) .
C14 N2 In1 125.6(6) .
C22 N3 C19 107.5(7) .
C22 N3 In1 126.9(6) .
C19 N3 In1 125.5(6) .
C35 N4 C32 108.4(7) .
C35 N4 In1 127.1(6) .
C32 N4 In1 122.4(6) .
N1 C1 C2 107.8(7) .
N1 C1 C36 125.9(7) .
C2 C1 C36 126.2(8) .
Cl2 C1S Cl4 110.6(6) .
Cl2 C1S Cl3 111.3(6) .
Cl4 C1S Cl3 109.7(6) .
C3 C2 C1 108.4(7) .
C2 C3 C4 106.9(7) .
N1 C4 C5 126.7(8) .
N1 C4 C3 108.0(7) .
C5 C4 C3 125.3(7) .
C4 C5 C14 127.2(8) .
C4 C5 C6 116.8(8) .
C14 C5 C6 116.0(8) .
C13 C6 C7 118.7(8) .
C13 C6 C5 120.6(8) .
C7 C6 C5 120.5(8) .
C8 C7 C6 119.6(9) .
C9 C8 C7 121.6(9) .
C8 C9 C12 118.3(9) .
C8 C9 C10 117.8(9) .
C12 C9 C10 123.9(9) .
O5 C10 O4 123.5(9) .
O5 C10 C9 125.0(10) .
O4 C10 C9 111.4(9) .
C9 C12 C13 122.0(10) .
C6 C13 C12 119.7(9) .
N2 C14 C5 125.7(8) .
N2 C14 C15 106.7(7) .
C5 C14 C15 127.3(8) .
C16 C15 C14 107.3(8) .
C15 C16 C17 107.8(8) .
N2 C17 C18 125.6(8) .
N2 C17 C16 108.2(8) .
C18 C17 C16 126.2(9) .
C17 C18 C19 129.5(9) .
N3 C19 C18 124.7(8) .
N3 C19 C20 109.0(8) .
C18 C19 C20 126.4(8) .
C21 C20 C19 107.1(8) .
C20 C21 C22 106.9(8) .
N3 C22 C23 124.0(8) .
N3 C22 C21 109.5(8) .
C23 C22 C21 126.4(8) .
C32 C23 C22 127.5(8) .
C32 C23 C24 114.5(8) .
C22 C23 C24 118.0(7) .
C25 C24 C31 117.7(9) .
C25 C24 C23 123.4(9) .
C31 C24 C23 118.9(8) .
C24 C25 C26 121.6(10) .
C27 C26 C25 120.1(10) .
C26 C27 C30 119.9(10) .
C26 C27 C28 118.8(10) .
C30 C27 C28 121.3(12) .
O7 C28 O8 124.5(11) .
O7 C28 C27 123.9(12) .
O8 C28 C27 111.4(10) .
C31 C30 C27 119.2(11) .
C30 C31 C24 121.4(9) .
N4 C32 C23 126.9(8) .
N4 C32 C33 107.4(7) .
C23 C32 C33 125.7(8) .
C34 C33 C32 108.3(8) .
C33 C34 C35 108.8(8) .
N4 C35 C36 123.2(7) .
N4 C35 C34 107.1(7) .
C36 C35 C34 129.6(8) .
C35 C36 C1 127.5(8) .
C35 C36 P1 121.2(6) 2_856
C1 C36 P1 111.3(6) 2_856
O2 C37 C38 108.8(8) .
O3 C39 C40 107.9(7) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
In1 N3 2.115(7) .
In1 N4 2.128(7) .
In1 N1 2.136(7) .
In1 N2 2.148(7) .
In1 O1 2.423(6) .
In1 Cl1 2.500(3) .
P1 O1 1.475(6) .
P1 O2 1.572(6) .
P1 O3 1.575(6) .
P1 C36 1.823(9) 2_856
Cl2 C1S 1.752(10) .
Cl3 C1S 1.781(11) .
Cl4 C1S 1.773(10) .
O2 C37 1.460(11) .
O3 C39 1.452(10) .
O4 C10 1.322(12) .
O4 C11 1.482(11) .
O5 C10 1.208(11) .
O7 C28 1.193(13) .
O8 C28 1.369(13) .
O8 C29 1.444(12) .
N1 C4 1.368(10) .
N1 C1 1.386(10) .
N2 C17 1.359(11) .
N2 C14 1.377(11) .
N3 C22 1.361(10) .
N3 C19 1.375(10) .
N4 C35 1.390(10) .
N4 C32 1.401(10) .
C1 C2 1.438(11) .
C1 C36 1.439(11) .
C2 C3 1.358(11) .
C3 C4 1.464(11) .
C4 C5 1.401(11) .
C5 C14 1.411(12) .
C5 C6 1.517(11) .
C6 C13 1.385(13) .
C6 C7 1.403(12) .
C7 C8 1.396(12) .
C8 C9 1.369(12) .
C9 C12 1.370(13) .
C9 C10 1.499(12) .
C12 C13 1.395(13) .
C14 C15 1.468(11) .
C15 C16 1.364(12) .
C16 C17 1.441(12) .
C17 C18 1.399(12) .
C18 C19 1.402(12) .
C19 C20 1.460(12) .
C20 C21 1.354(13) .
C21 C22 1.461(11) .
C22 C23 1.439(12) .
C23 C32 1.411(11) .
C23 C24 1.492(12) .
C24 C25 1.382(13) .
C24 C31 1.420(13) .
C25 C26 1.398(13) .
C26 C27 1.377(14) .
C27 C30 1.416(14) .
C27 C28 1.502(14) .
C30 C31 1.382(12) .
C32 C33 1.440(12) .
C33 C34 1.346(11) .
C34 C35 1.445(11) .
C35 C36 1.416(11) .
C36 P1 1.823(9) 2_856
C37 C38 1.485(13) .
C39 C40 1.502(13) .
