#------------------------------------------------------------------------------
#$Date: 2020-07-06 06:52:30 +0300 (Mon, 06 Jul 2020) $
#$Revision: 253997 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/03/7240348.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_7240348
loop_
_publ_author_name
'Rani, Jyoti'
'Grover, Vratta'
'Dhamija, Swati'
'Titi, Hatem M.'
'Patra, Ranjan'
_publ_section_title
;
 Computational insight into the halogen bonded self-assembly of
 hexa-coordinated metalloporphyrins.
;
_journal_issue                   20
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              11558
_journal_page_last               11566
_journal_paper_doi               10.1039/d0cp00351d
_journal_volume                  22
_journal_year                    2020
_chemical_formula_sum            'C58 H32 Br2 I4 N4 O4 Sn'
_chemical_formula_weight         1634.98
_chemical_name_common            4-bromobenzoate-tin-tetraiodoporphrin
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_block_doi                 10.5517/ccdc.csd.cc24cj35
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2020-01-13 deposited with the CCDC.	2020-04-17 downloaded from the CCDC.
;
_cell_angle_alpha                99.763(7)
_cell_angle_beta                 100.739(5)
_cell_angle_gamma                96.909(5)
_cell_formula_units_Z            1
_cell_length_a                   8.8174(5)
_cell_length_b                   10.8226(8)
_cell_length_c                   15.2360(12)
_cell_measurement_reflns_used    6334
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.265
_cell_measurement_theta_min      3.657
_cell_volume                     1390.35(18)
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type
'SuperNova, Single source at offset/far, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0435
_diffrn_reflns_av_unetI/netI     0.0565
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.935
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18793
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.935
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.448
_diffrn_reflns_theta_min         3.199
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    4.166
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59871
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Purple
_exptl_crystal_density_diffrn    1.953
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         1.141
_refine_diff_density_min         -0.962
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     354
_refine_ls_number_reflns         5938
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0941
_refine_ls_R_factor_gt           0.0575
_refine_ls_shift/su_max          0.013
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0687P)²+5.6300P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1512
_refine_ls_wR_factor_ref         0.1669
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3838
_reflns_number_total             5938
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0cp00351d2.cif
_cod_data_source_block           s2
_cod_depositor_comments
'Adding full bibliography for 7240348--7240349.cif.'
_cod_original_cell_volume        1390.35(17)
_cod_database_code               7240348
_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.
;
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 1.000000 0.500000 0.500000 0.0421(2) Uani 1 2 d S . P . .
Br1 Br 1.2229(2) 0.39345(19) 0.10628(13) 0.1005(8) Uani 0.700(4) 1 d . . P A 1
Br2 Br 1.0824(9) 0.9194(6) 0.0914(4) 0.146(3) Uani 0.300(4) 1 d . . P A 2
I1 I 0.40626(12) 0.19063(10) -0.12557(6) 0.1181(4) Uani 1 1 d . . . . .
I2 I 0.23347(6) 1.05691(6) 0.62660(4) 0.0620(2) Uani 1 1 d . . . . .
O1 O 1.1241(6) 0.6047(5) 0.4269(4) 0.0504(13) Uani 1 1 d . . . . .
O2 O 1.0215(8) 0.7804(6) 0.4155(5) 0.0767(19) Uani 1 1 d . . . . .
N1 N 1.0001(6) 0.3479(5) 0.3929(4) 0.0417(14) Uani 1 1 d . . . . .
N2 N 0.7896(6) 0.5375(5) 0.4299(4) 0.0445(15) Uani 1 1 d . . . . .
C1 C 1.1224(8) 0.2833(7) 0.3867(5) 0.0466(19) Uani 1 1 d . . . . .
C2 C 1.0928(10) 0.2123(8) 0.2953(6) 0.062(2) Uani 1 1 d . . . . .
H2 H 1.155772 0.157472 0.272243 0.075 Uiso 1 1 calc R U . . .
C3 C 0.9593(9) 0.2377(8) 0.2485(6) 0.058(2) Uani 1 1 d . . . . .
H3 H 0.912763 0.204189 0.187723 0.070 Uiso 1 1 calc R U . . .
C4 C 0.9033(8) 0.3258(7) 0.3101(5) 0.049(2) Uani 1 1 d . . . . .
C5 C 0.7700(8) 0.3830(7) 0.2858(6) 0.0477(19) Uani 1 1 d . . . . .
C6 C 0.7169(8) 0.4786(7) 0.3408(6) 0.0471(19) Uani 1 1 d . . . . .
C7 C 0.5811(9) 0.5336(8) 0.3163(6) 0.056(2) Uani 1 1 d . . . . .
H7 H 0.510252 0.511856 0.260576 0.067 Uiso 1 1 calc R U . . .
C8 C 0.5724(8) 0.6229(8) 0.3876(6) 0.052(2) Uani 1 1 d . . . . .
H8 H 0.494196 0.673188 0.389487 0.062 Uiso 1 1 calc R U . . .
C9 C 0.7052(8) 0.6276(7) 0.4609(6) 0.0461(19) Uani 1 1 d . . . . .
C10 C 0.7408(8) 0.7084(7) 0.5451(5) 0.0449(18) Uani 1 1 d . . . . .
C11 C 0.6790(9) 0.3404(8) 0.1904(6) 0.054(2) Uani 1 1 d . . . . .
C12 C 0.5865(11) 0.2189(9) 0.1628(7) 0.070(3) Uani 1 1 d . . . . .
H12 H 0.579049 0.166831 0.204997 0.083 Uiso 1 1 calc R U . . .
C13 C 0.5072(14) 0.1773(12) 0.0736(8) 0.091(4) Uani 1 1 d . . . . .
H13 H 0.447012 0.097126 0.055511 0.109 Uiso 1 1 calc R U . . .
C14 C 0.5174(14) 0.2547(12) 0.0114(7) 0.083(3) Uani 1 1 d . . . . .
C15 C 0.6041(12) 0.3730(11) 0.0374(7) 0.073(3) Uani 1 1 d . . . . .
H15 H 0.609321 0.425204 -0.004857 0.087 Uiso 1 1 calc R U . . .
C16 C 0.6857(11) 0.4159(10) 0.1282(7) 0.064(2) Uani 1 1 d . . . . .
H16 H 0.744652 0.496667 0.145705 0.077 Uiso 1 1 calc R U . . .
C17 C 0.6284(8) 0.7940(7) 0.5685(5) 0.0454(19) Uani 1 1 d . . . . .
C18 C 0.4730(8) 0.7411(8) 0.5614(6) 0.051(2) Uani 1 1 d . . . . .
H18 H 0.442440 0.653680 0.544218 0.062 Uiso 1 1 calc R U . . .
C19 C 0.3646(9) 0.8186(8) 0.5800(6) 0.055(2) Uani 1 1 d . . . . .
H19 H 0.260935 0.782681 0.573634 0.066 Uiso 1 1 calc R U . . .
C20 C 0.4066(8) 0.9462(8) 0.6074(6) 0.0484(19) Uani 1 1 d . . . . .
C21 C 0.5617(9) 0.9995(8) 0.6179(6) 0.054(2) Uani 1 1 d . . . . .
H21 H 0.592992 1.086259 0.639171 0.065 Uiso 1 1 calc R U . . .
C22 C 0.6701(8) 0.9223(7) 0.5963(5) 0.0479(19) Uani 1 1 d . . . . .
H22 H 0.773031 0.958810 0.601027 0.057 Uiso 1 1 calc R U . . .
C23 C 1.0790(9) 0.6922(8) 0.3842(6) 0.054(2) Uani 1 1 d D . . . .
C24 C 1.101(8) 0.676(5) 0.2867(19) 0.091(4) Uani 0.38(3) 1 d D . P A 1
C25 C 1.162(7) 0.576(4) 0.251(2) 0.091(4) Uani 0.38(3) 1 d D . P A 1
H25 H 1.209076 0.526424 0.289163 0.109 Uiso 0.38(3) 1 calc R U P A 1
C26 C 1.154(10) 0.546(6) 0.158(2) 0.091(4) Uani 0.38(3) 1 d D . P A 1
C27 C 1.084(5) 0.620(4) 0.098(2) 0.091(4) Uani 0.38(3) 1 d D . P A 1
H27 H 1.084280 0.603031 0.036117 0.109 Uiso 0.38(3) 1 calc R U P A 1
C28 C 1.015(4) 0.719(4) 0.1361(18) 0.091(4) Uani 0.38(3) 1 d D . P A 1
H28 H 0.959743 0.764839 0.098580 0.109 Uiso 0.38(3) 1 calc R U P A 1
C29 C 1.027(4) 0.749(4) 0.2302(18) 0.091(4) Uani 0.38(3) 1 d D . P A 1
H29 H 0.985351 0.818352 0.255257 0.109 Uiso 0.38(3) 1 calc R U P A 1
C28A C 1.093(3) 0.759(3) 0.1514(14) 0.091(4) Uani 0.62(3) 1 d D . P A 2
C29A C 1.080(3) 0.774(2) 0.2426(13) 0.091(4) Uani 0.62(3) 1 d D . P A 2
H29A H 1.059527 0.849823 0.273187 0.109 Uiso 0.62(3) 1 calc R U P A 2
C24A C 1.098(4) 0.6727(18) 0.2866(9) 0.049(4) Uani 0.62(3) 1 d D . P A 2
C27A C 1.137(3) 0.649(3) 0.1082(16) 0.121(11) Uani 0.62(3) 1 d D . P A 2
H27A H 1.153885 0.641144 0.049291 0.145 Uiso 0.62(3) 1 calc R U P A 2
C26A C 1.153(7) 0.550(3) 0.1573(15) 0.096(7) Uani 0.62(3) 1 d D . P A 2
H26A H 1.172244 0.472560 0.127867 0.115 Uiso 0.62(3) 1 calc R U P A 2
C25A C 1.142(3) 0.5651(17) 0.2483(11) 0.059(5) Uani 0.62(3) 1 d D . P A 2
H25A H 1.164047 0.502556 0.281666 0.071 Uiso 0.62(3) 1 calc R U P A 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 '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
_geom_angle_publ_flag
O1 Sn1 O1 180.0 . 2_766 ?
O1 Sn1 N2 90.9(2) . . ?
O1 Sn1 N2 89.1(2) 2_766 . ?
O1 Sn1 N2 89.1(2) . 2_766 ?
O1 Sn1 N2 90.9(2) 2_766 2_766 ?
N2 Sn1 N2 180.0(3) . 2_766 ?
O1 Sn1 N1 83.4(2) . . ?
O1 Sn1 N1 96.6(2) 2_766 . ?
N2 Sn1 N1 90.6(2) . . ?
N2 Sn1 N1 89.4(2) 2_766 . ?
O1 Sn1 N1 96.6(2) . 2_766 ?
O1 Sn1 N1 83.4(2) 2_766 2_766 ?
N2 Sn1 N1 89.4(2) . 2_766 ?
N2 Sn1 N1 90.6(2) 2_766 2_766 ?
N1 Sn1 N1 180.0 . 2_766 ?
C23 O1 Sn1 127.7(5) . . ?
C4 N1 C1 108.7(6) . . ?
C4 N1 Sn1 124.2(5) . . ?
C1 N1 Sn1 124.5(5) . . ?
C9 N2 C6 109.1(6) . . ?
C9 N2 Sn1 126.1(5) . . ?
C6 N2 Sn1 124.6(4) . . ?
N1 C1 C10 127.0(6) . 2_766 ?
N1 C1 C2 106.8(6) . . ?
C10 C1 C2 126.0(6) 2_766 . ?
C3 C2 C1 108.9(7) . . ?
C3 C2 H2 125.6 . . ?
C1 C2 H2 125.6 . . ?
C2 C3 C4 106.3(7) . . ?
C2 C3 H3 126.8 . . ?
C4 C3 H3 126.8 . . ?
N1 C4 C5 126.5(7) . . ?
N1 C4 C3 109.2(6) . . ?
C5 C4 C3 124.2(7) . . ?
C6 C5 C4 127.0(7) . . ?
C6 C5 C11 116.4(6) . . ?
C4 C5 C11 116.6(6) . . ?
N2 C6 C5 125.8(6) . . ?
N2 C6 C7 107.6(6) . . ?
C5 C6 C7 126.5(7) . . ?
C8 C7 C6 108.1(7) . . ?
C8 C7 H7 125.9 . . ?
C6 C7 H7 125.9 . . ?
C7 C8 C9 108.7(7) . . ?
C7 C8 H8 125.7 . . ?
C9 C8 H8 125.7 . . ?
N2 C9 C10 126.8(6) . . ?
N2 C9 C8 106.5(6) . . ?
C10 C9 C8 126.7(6) . . ?
C9 C10 C1 125.4(6) . 2_766 ?
C9 C10 C17 118.7(6) . . ?
C1 C10 C17 115.9(6) 2_766 . ?
C16 C11 C12 118.9(8) . . ?
C16 C11 C5 120.8(8) . . ?
C12 C11 C5 120.2(9) . . ?
C13 C12 C11 120.2(10) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.9(11) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C15 C14 C13 120.5(10) . . ?
C15 C14 I1 119.0(9) . . ?
C13 C14 I1 120.5(9) . . ?
C14 C15 C16 120.0(11) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C11 C16 C15 120.4(10) . . ?
C11 C16 H16 119.8 . . ?
C15 C16 H16 119.8 . . ?
C22 C17 C18 118.4(6) . . ?
C22 C17 C10 122.9(6) . . ?
C18 C17 C10 118.7(7) . . ?
C19 C18 C17 120.1(7) . . ?
C19 C18 H18 120.0 . . ?
C17 C18 H18 120.0 . . ?
C20 C19 C18 121.3(7) . . ?
C20 C19 H19 119.4 . . ?
C18 C19 H19 119.4 . . ?
C19 C20 C21 119.3(7) . . ?
C19 C20 I2 118.7(5) . . ?
C21 C20 I2 122.0(6) . . ?
C20 C21 C22 119.6(7) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C17 C22 C21 121.3(7) . . ?
C17 C22 H22 119.4 . . ?
C21 C22 H22 119.4 . . ?
O2 C23 O1 125.3(9) . . ?
O2 C23 C24A 120.6(10) . . ?
O1 C23 C24A 114.0(8) . . ?
O2 C23 C24 119.7(14) . . ?
O1 C23 C24 115.0(13) . . ?
C25 C24 C29 120(2) . . ?
C25 C24 C23 120(2) . . ?
C29 C24 C23 119(2) . . ?
C24 C25 C26 120(2) . . ?
C24 C25 H25 120.0 . . ?
C26 C25 H25 120.0 . . ?
C25 C26 C27 122(2) . . ?
C25 C26 Br1 119.7(18) . . ?
C27 C26 Br1 118(2) . . ?
C28 C27 C26 117(2) . . ?
C28 C27 H27 121.6 . . ?
C26 C27 H27 121.6 . . ?
C27 C28 C29 121(2) . . ?
C27 C28 H28 119.7 . . ?
C29 C28 H28 119.7 . . ?
C24 C29 C28 120(2) . . ?
C24 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C27A C28A C29A 120.3(16) . . ?
C27A C28A Br2 121.7(16) . . ?
C29A C28A Br2 117.3(15) . . ?
C24A C29A C28A 118.9(15) . . ?
C24A C29A H29A 120.5 . . ?
C28A C29A H29A 120.5 . . ?
C25A C24A C29A 122.9(14) . . ?
C25A C24A C23 120.2(12) . . ?
C29A C24A C23 116.7(12) . . ?
C28A C27A C26A 117.6(17) . . ?
C28A C27A H27A 121.2 . . ?
C26A C27A H27A 121.2 . . ?
C25A C26A C27A 121.8(15) . . ?
C25A C26A H26A 119.1 . . ?
C27A C26A H26A 119.1 . . ?
C24A C25A C26A 118.0(14) . . ?
C24A C25A H25A 121.0 . . ?
C26A C25A H25A 121.0 . . ?
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
Sn1 O1 2.074(6) . ?
Sn1 O1 2.074(6) 2_766 ?
Sn1 N2 2.083(6) . ?
Sn1 N2 2.083(6) 2_766 ?
Sn1 N1 2.113(5) . ?
Sn1 N1 2.113(5) 2_766 ?
Br1 C26 1.93(3) . ?
Br2 C28A 2.09(2) . ?
I1 C14 2.093(10) . ?
I2 C20 2.083(7) . ?
O1 C23 1.297(10) . ?
O2 C23 1.203(9) . ?
N1 C4 1.351(9) . ?
N1 C1 1.363(9) . ?
N2 C9 1.371(8) . ?
N2 C6 1.394(10) . ?
C1 C10 1.421(10) 2_766 ?
C1 C2 1.431(11) . ?
C2 C3 1.342(11) . ?
C2 H2 0.9300 . ?
C3 C4 1.421(10) . ?
C3 H3 0.9300 . ?
C4 C5 1.411(10) . ?
C5 C6 1.400(10) . ?
C5 C11 1.490(11) . ?
C6 C7 1.418(10) . ?
C7 C8 1.346(11) . ?
C7 H7 0.9300 . ?
C8 C9 1.450(10) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(10) . ?
C10 C17 1.486(9) . ?
C11 C16 1.358(13) . ?
C11 C12 1.413(12) . ?
C12 C13 1.379(14) . ?
C12 H12 0.9300 . ?
C13 C14 1.375(16) . ?
C13 H13 0.9300 . ?
C14 C15 1.363(15) . ?
C15 C16 1.406(13) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C22 1.364(10) . ?
C17 C18 1.398(10) . ?
C18 C19 1.382(10) . ?
C18 H18 0.9300 . ?
C19 C20 1.357(11) . ?
C19 H19 0.9300 . ?
C20 C21 1.388(11) . ?
C21 C22 1.391(10) . ?
C21 H21 0.9300 . ?
C22 H22 0.9300 . ?
C23 C24A 1.510(14) . ?
C23 C24 1.518(18) . ?
C24 C25 1.344(18) . ?
C24 C29 1.39(2) . ?
C25 C26 1.39(2) . ?
C25 H25 0.9300 . ?
C26 C27 1.41(2) . ?
C27 C28 1.39(2) . ?
C27 H27 0.9300 . ?
C28 C29 1.40(2) . ?
C28 H28 0.9300 . ?
C29 H29 0.9300 . ?
C28A C27A 1.39(2) . ?
C28A C29A 1.400(19) . ?
C29A C24A 1.386(18) . ?
C29A H29A 0.9300 . ?
C24A C25A 1.344(14) . ?
C27A C26A 1.42(2) . ?
C27A H27A 0.9300 . ?
C26A C25A 1.393(19) . ?
C26A H26A 0.9300 . ?
C25A H25A 0.9300 . ?
