#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:05:36 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179612 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/76/4507649.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_4507649
loop_
_publ_author_name
'Patra, Ranjan'
'Titi, Hatem M.'
'Goldberg, Israel'
_publ_section_title
;
 Crystal Engineering of Molecular Networks: Tailoring Hydrogen-Bonding
 Self-Assembly of Tin-Tetrapyridylporphyrins with Multidentate Carboxylic
 Acids As Axial Ligands
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1342
_journal_paper_doi               10.1021/cg400007y
_journal_volume                  13
_journal_year                    2013
_chemical_formula_moiety         'C56 H32 Br2 N8 O8 Sn'
_chemical_formula_sum            'C56 H32 Br2 N8 O8 Sn'
_chemical_formula_weight         1223.41
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 120.4630(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   25.4870(12)
_cell_length_b                   12.2710(7)
_cell_length_c                   21.9787(18)
_cell_measurement_temperature    120(2)
_cell_volume                     5925.0(7)
_computing_cell_refinement       'Saint, Bruker-AXS'
_computing_data_collection       'Apex2, Bruker-AXS'
_computing_data_reduction        'Saint, Bruker-AXS'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 1.75
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'ApexDuo, Bruker-AXS'
_diffrn_measurement_method       '0.5 deg. φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0512
_diffrn_reflns_av_sigmaI/netI    0.0802
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            24459
_diffrn_reflns_theta_full        28.32
_diffrn_reflns_theta_max         28.32
_diffrn_reflns_theta_min         1.85
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.836
_exptl_absorpt_correction_T_max  0.8853
_exptl_absorpt_correction_T_min  0.7703
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Apex2, Bruker-AXS'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plates
_exptl_crystal_F_000             2432
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.07
_platon_squeeze_details
;
;
_refine_diff_density_max         1.027
_refine_diff_density_min         -1.128
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     341
_refine_ls_number_reflns         7367
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0972
_refine_ls_R_factor_gt           0.0597
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1038P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1669
_refine_ls_wR_factor_ref         0.1799
_reflns_number_gt                4744
_reflns_number_total             7367
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg400007y_si_001.cif
_cod_data_source_block           5
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4507649
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sn Sn 0.2500 0.2500 0.0000 0.02091(14) Uani 1 2 d S
C1 C 0.13807(19) 0.2018(4) 0.0165(2) 0.0269(10) Uani 1 1 d .
C2 C 0.1152(2) 0.2245(4) 0.0633(3) 0.0331(12) Uani 1 1 d .
H2 H 0.0771 0.2020 0.0570 0.040 Uiso 1 1 calc R
C3 C 0.1582(2) 0.2839(5) 0.1180(3) 0.0368(12) Uani 1 1 d .
H3 H 0.1552 0.3106 0.1567 0.044 Uiso 1 1 calc R
C4 C 0.2090(2) 0.2996(4) 0.1079(2) 0.0257(10) Uani 1 1 d .
C5 C 0.2627(2) 0.3573(4) 0.1520(2) 0.0270(10) Uani 1 1 d .
C6 C 0.3121(2) 0.3741(4) 0.1419(2) 0.0253(10) Uani 1 1 d .
C7 C 0.3676(2) 0.4277(4) 0.1899(3) 0.0313(11) Uani 1 1 d .
H7 H 0.3772 0.4595 0.2338 0.038 Uiso 1 1 calc R
C8 C 0.4043(2) 0.4254(4) 0.1618(2) 0.0318(11) Uani 1 1 d .
H8 H 0.4445 0.4536 0.1827 0.038 Uiso 1 1 calc R
C9 C 0.3708(2) 0.3722(4) 0.0944(2) 0.0265(10) Uani 1 1 d .
C10 C 0.3923(2) 0.3545(4) 0.0473(2) 0.0279(10) Uani 1 1 d .
N11 N 0.19538(17) 0.2477(3) 0.0456(2) 0.0284(8) Uani 1 1 d .
N12 N 0.31602(15) 0.3414(3) 0.08525(19) 0.0234(8) Uani 1 1 d .
C13 C 0.26806(19) 0.4019(4) 0.2187(2) 0.0275(10) Uani 1 1 d .
C14 C 0.2804(2) 0.3346(4) 0.2737(3) 0.0336(11) Uani 1 1 d .
H14 H 0.2863 0.2593 0.2690 0.040 Uiso 1 1 calc R
N15 N 0.2845(2) 0.3686(4) 0.3338(2) 0.0423(11) Uani 1 1 d .
C16 C 0.2762(3) 0.4728(5) 0.3395(3) 0.0486(15) Uani 1 1 d .
H16 H 0.2793 0.4982 0.3821 0.058 Uiso 1 1 calc R
C17 C 0.2633(3) 0.5472(5) 0.2867(3) 0.0626(19) Uani 1 1 d .
H17 H 0.2582 0.6223 0.2929 0.075 Uiso 1 1 calc R
C18 C 0.2581(3) 0.5106(5) 0.2261(3) 0.0521(16) Uani 1 1 d .
H18 H 0.2475 0.5597 0.1882 0.063 Uiso 1 1 calc R
C19 C 0.4548(2) 0.3966(4) 0.0697(2) 0.0314(11) Uani 1 1 d .
C20 C 0.4652(2) 0.5060(5) 0.0703(3) 0.0423(14) Uani 1 1 d .
H20 H 0.4322 0.5544 0.0579 0.051 Uiso 1 1 calc R
N21 N 0.5203(2) 0.5499(4) 0.0877(3) 0.0479(13) Uani 1 1 d .
C22 C 0.5649(2) 0.4810(6) 0.1052(3) 0.0456(15) Uani 1 1 d .
H22 H 0.6035 0.5096 0.1167 0.055 Uiso 1 1 calc R
C23 C 0.5598(2) 0.3728(7) 0.1079(4) 0.0635(19) Uani 1 1 d .
H23 H 0.5945 0.3274 0.1232 0.076 Uiso 1 1 calc R
C24 C 0.5029(2) 0.3267(5) 0.0880(3) 0.0537(17) Uani 1 1 d .
H24 H 0.4977 0.2500 0.0873 0.064 Uiso 1 1 calc R
C25 C 0.3785(3) -0.2126(5) 0.1836(3) 0.0419(13) Uani 1 1 d .
C26 C 0.3637(3) -0.1026(4) 0.1777(3) 0.0417(13) Uani 1 1 d .
H26 H 0.3731 -0.0609 0.2185 0.050 Uiso 1 1 calc R
C27 C 0.3348(2) -0.0550(4) 0.1117(3) 0.0389(13) Uani 1 1 d .
C28 C 0.3211(2) -0.1136(4) 0.0525(3) 0.0379(12) Uani 1 1 d .
H28 H 0.3017 -0.0793 0.0075 0.046 Uiso 1 1 calc R
C29 C 0.3357(3) -0.2224(5) 0.0585(3) 0.0419(14) Uani 1 1 d .
C30 C 0.3633(3) -0.2749(5) 0.1237(3) 0.0465(15) Uani 1 1 d .
H30 H 0.3714 -0.3509 0.1272 0.056 Uiso 1 1 calc R
C31 C 0.3166(3) 0.0654(5) 0.1043(3) 0.0428(13) Uani 1 1 d .
O32 O 0.3268(3) 0.1192(4) 0.1573(2) 0.0715(14) Uani 1 1 d .
O33 O 0.29067(15) 0.1014(3) 0.04288(18) 0.0355(8) Uani 1 1 d .
C34 C 0.3220(3) -0.2902(5) -0.0043(3) 0.0435(14) Uani 1 1 d .
O35 O 0.3003(2) -0.2336(3) -0.0638(2) 0.0570(12) Uani 1 1 d .
H35 H 0.2931 -0.2760 -0.0972 0.086 Uiso 1 1 calc R
O36 O 0.32981(19) -0.3884(4) -0.0007(2) 0.0547(11) Uani 1 1 d .
Br Br 0.41707(4) -0.28256(6) 0.27288(4) 0.0647(2) Uani 1 1 d .
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'
Br Br -0.2901 2.4595 '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
O33 Sn O33 179.998(1) 7 .
O33 Sn N11 94.11(15) 7 7
O33 Sn N11 85.90(15) . 7
O33 Sn N11 85.89(15) 7 .
O33 Sn N11 94.10(15) . .
N11 Sn N11 180.0 7 .
O33 Sn N12 85.73(13) 7 .
O33 Sn N12 94.27(13) . .
N11 Sn N12 89.62(14) 7 .
N11 Sn N12 90.38(14) . .
O33 Sn N12 94.27(13) 7 7
O33 Sn N12 85.73(13) . 7
N11 Sn N12 90.38(14) 7 7
N11 Sn N12 89.62(14) . 7
N12 Sn N12 180.0 . 7
N11 C1 C10 125.8(4) . 7
N11 C1 C2 107.8(4) . .
C10 C1 C2 126.4(4) 7 .
C3 C2 C1 107.4(4) . .
C2 C3 C4 108.8(5) . .
N11 C4 C5 125.6(4) . .
N11 C4 C3 107.4(4) . .
C5 C4 C3 127.0(4) . .
C6 C5 C4 127.2(4) . .
C6 C5 C13 117.2(4) . .
C4 C5 C13 115.6(4) . .
N12 C6 C5 126.3(4) . .
N12 C6 C7 107.9(4) . .
C5 C6 C7 125.8(4) . .
C8 C7 C6 107.9(4) . .
C7 C8 C9 107.1(4) . .
N12 C9 C10 126.9(4) . .
N12 C9 C8 107.8(4) . .
C10 C9 C8 125.3(4) . .
C1 C10 C9 126.1(4) 7 .
C1 C10 C19 117.2(4) 7 .
C9 C10 C19 116.7(4) . .
C4 N11 C1 108.7(4) . .
C4 N11 Sn 125.1(3) . .
C1 N11 Sn 126.1(3) . .
C6 N12 C9 109.3(4) . .
C6 N12 Sn 125.3(3) . .
C9 N12 Sn 125.4(3) . .
C14 C13 C18 117.1(5) . .
C14 C13 C5 120.6(4) . .
C18 C13 C5 122.3(5) . .
N15 C14 C13 123.7(5) . .
C16 N15 C14 117.5(5) . .
N15 C16 C17 123.1(5) . .
C18 C17 C16 118.2(6) . .
C17 C18 C13 120.4(6) . .
C20 C19 C24 117.9(5) . .
C20 C19 C10 120.6(5) . .
C24 C19 C10 121.4(5) . .
N21 C20 C19 123.8(5) . .
C22 N21 C20 116.4(5) . .
N21 C22 C23 124.3(5) . .
C22 C23 C24 119.7(6) . .
C19 C24 C23 117.7(6) . .
C26 C25 C30 120.7(5) . .
C26 C25 Br 120.7(4) . .
C30 C25 Br 118.6(4) . .
C25 C26 C27 118.9(5) . .
C28 C27 C26 121.4(5) . .
C28 C27 C31 119.2(5) . .
C26 C27 C31 119.4(5) . .
C29 C28 C27 119.5(5) . .
C28 C29 C30 121.3(6) . .
C28 C29 C34 121.8(5) . .
C30 C29 C34 116.9(5) . .
C25 C30 C29 118.1(5) . .
O33 C31 O32 124.8(5) . .
O33 C31 C27 115.0(5) . .
O32 C31 C27 120.2(5) . .
C31 O33 Sn 132.3(4) . .
O36 C34 O35 123.6(6) . .
O36 C34 C29 122.6(5) . .
O35 C34 C29 113.9(5) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn O33 2.073(3) 7
Sn O33 2.073(3) .
Sn N11 2.087(4) 7
Sn N11 2.087(4) .
Sn N12 2.099(4) .
Sn N12 2.099(4) 7
C1 N11 1.383(5) .
C1 C10 1.394(6) 7
C1 C2 1.443(6) .
C2 C3 1.357(7) .
C3 C4 1.432(6) .
C4 N11 1.385(6) .
C4 C5 1.404(6) .
C5 C6 1.400(6) .
C5 C13 1.505(6) .
C6 N12 1.359(6) .
C6 C7 1.427(6) .
C7 C8 1.356(6) .
C8 C9 1.438(6) .
C9 N12 1.360(5) .
C9 C10 1.411(6) .
C10 C1 1.394(6) 7
C10 C19 1.500(6) .
C13 C14 1.362(6) .
C13 C18 1.382(7) .
C14 N15 1.338(6) .
N15 C16 1.313(7) .
C16 C17 1.379(8) .
C17 C18 1.348(8) .
C19 C20 1.368(7) .
C19 C24 1.378(8) .
C20 N21 1.365(6) .
N21 C22 1.308(7) .
C22 C23 1.338(9) .
C23 C24 1.404(7) .
C25 C26 1.389(7) .
C25 C30 1.398(8) .
C25 Br 1.897(5) .
C26 C27 1.381(7) .
C27 C28 1.367(7) .
C27 C31 1.533(8) .
C28 C29 1.374(7) .
C29 C30 1.393(8) .
C29 C34 1.492(8) .
C31 O33 1.245(6) .
C31 O32 1.246(7) .
C34 O36 1.218(7) .
C34 O35 1.329(7) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O35 H35 N15 0.84 1.82 2.656(6) 175 6
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.500 0.000 0.072 753 182 ' '
2 0.000 0.500 0.739 754 182 ' '
