#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:44:02 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179391 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/88/4328805.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_4328805
loop_
_publ_author_name
'Theodore Lazarides'
'Susanne Kuhri'
'Georgios Charalambidis'
'Manas K. Panda'
'Dirk M. Guldi'
'Athanassios G. Coutsolelos'
_publ_section_title
;
 Electron vs Energy Transfer in Arrays Featuring Two Bodipy Chromophores
 Axially Bound to a Sn(IV) Porphyrin via a Phenolate or Benzoate Bridge
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4193
_journal_page_last               4204
_journal_paper_doi               10.1021/ic2026472
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C58 H40 Cl6 N4 O2 Sn'
_chemical_formula_weight         1156.33
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                96.28(3)
_cell_angle_beta                 114.24(3)
_cell_angle_gamma                100.89(3)
_cell_formula_units_Z            1
_cell_length_a                   11.081(2)
_cell_length_b                   11.231(2)
_cell_length_c                   11.729(2)
_cell_measurement_reflns_used    27132
_cell_measurement_temperature    250(2)
_cell_measurement_theta_max      61.1
_cell_measurement_theta_min      4.2
_cell_volume                     1278.2(6)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    'SHELXL-97 (Sheldrick, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      250(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'image plate'
_diffrn_measurement_method       'rotation method'
_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  0.0731
_diffrn_reflns_av_sigmaI/netI    0.0784
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            27132
_diffrn_reflns_theta_full        30.56
_diffrn_reflns_theta_max         30.56
_diffrn_reflns_theta_min         2.09
_exptl_absorpt_coefficient_mu    0.862
_exptl_absorpt_correction_T_max  0.9188
_exptl_absorpt_correction_T_min  0.8398
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'STOE X-RED'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_description       block
_exptl_crystal_F_000             584
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.316
_refine_diff_density_min         -1.600
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.995
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         7755
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.995
_refine_ls_R_factor_all          0.0772
_refine_ls_R_factor_gt           0.0529
_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)+(0.0671P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1123
_refine_ls_wR_factor_ref         0.1228
_reflns_number_gt                6043
_reflns_number_total             7755
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic2026472_si_003.cif
_cod_data_source_block           sntpppho
_cod_original_cell_volume        1278.3(4)
_cod_database_code               4328805
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Sn1 Sn 1.0000 0.0000 1.0000 0.02048(9) Uani 1 2 d S
N1 N 0.8104(2) -0.0797(2) 0.8395(2) 0.0263(5) Uani 1 1 d .
N2 N 0.9139(2) 0.1272(2) 1.0659(2) 0.0271(5) Uani 1 1 d .
O1 O 0.9437(2) -0.1250(2) 1.0970(2) 0.0327(5) Uani 1 1 d .
C1 C 0.7827(3) 0.1394(3) 0.9992(3) 0.0288(6) Uani 1 1 d .
C2 C 0.6823(3) 0.0657(3) 0.8809(3) 0.0285(6) Uani 1 1 d .
C3 C 0.5460(3) 0.0973(3) 0.8279(3) 0.0306(7) Uani 1 1 d .
C4 C 0.5311(4) 0.2008(4) 0.7746(4) 0.0448(9) Uani 1 1 d .
H4 H 0.6056 0.2505 0.7682 0.054 Uiso 1 1 calc R
C5 C 0.4062(4) 0.2312(4) 0.7304(4) 0.0515(10) Uani 1 1 d .
H5 H 0.3964 0.3012 0.6937 0.062 Uiso 1 1 calc R
C6 C 0.2967(4) 0.1598(4) 0.7399(4) 0.0470(9) Uani 1 1 d .
H6 H 0.2129 0.1817 0.7112 0.056 Uiso 1 1 calc R
C7 C 0.3105(4) 0.0558(5) 0.7918(4) 0.0516(10) Uani 1 1 d .
H7 H 0.2355 0.0063 0.7976 0.062 Uiso 1 1 calc R
C8 C 0.4351(3) 0.0239(4) 0.8358(4) 0.0412(8) Uani 1 1 d .
H8 H 0.4439 -0.0472 0.8707 0.049 Uiso 1 1 calc R
C9 C 0.6977(3) -0.0319(3) 0.8062(3) 0.0278(6) Uani 1 1 d .
C10 C 0.6001(3) -0.0946(3) 0.6777(3) 0.0334(7) Uani 1 1 d .
H10 H 0.5133 -0.0814 0.6319 0.040 Uiso 1 1 calc R
C11 C 0.6556(3) -0.1758(3) 0.6346(3) 0.0319(7) Uani 1 1 d .
H11 H 0.6149 -0.2280 0.5532 0.038 Uiso 1 1 calc R
C12 C 0.7888(3) -0.1677(3) 0.7365(3) 0.0266(6) Uani 1 1 d .
C13 C 0.8828(3) -0.2350(3) 0.7298(3) 0.0265(6) Uani 1 1 d .
C14 C 0.8355(3) -0.3304(3) 0.6102(3) 0.0300(6) Uani 1 1 d .
C15 C 0.7215(4) -0.4299(3) 0.5713(3) 0.0348(7) Uani 1 1 d .
H15 H 0.6717 -0.4372 0.6197 0.042 Uiso 1 1 calc R
C16 C 0.6809(4) -0.5190(4) 0.4610(3) 0.0433(8) Uani 1 1 d .
H16 H 0.6034 -0.5858 0.4348 0.052 Uiso 1 1 calc R
C17 C 0.7547(4) -0.5090(4) 0.3900(3) 0.0471(9) Uani 1 1 d .
H17 H 0.7280 -0.5698 0.3165 0.057 Uiso 1 1 calc R
C18 C 0.8661(4) -0.4109(4) 0.4265(3) 0.0452(9) Uani 1 1 d .
H18 H 0.9152 -0.4041 0.3774 0.054 Uiso 1 1 calc R
C19 C 0.9070(4) -0.3213(4) 0.5360(3) 0.0373(7) Uani 1 1 d .
H19 H 0.9835 -0.2540 0.5602 0.045 Uiso 1 1 calc R
C20 C 1.0186(3) -0.2174(3) 0.8241(3) 0.0273(6) Uani 1 1 d .
C21 C 1.1115(3) -0.2913(3) 0.8220(3) 0.0367(7) Uani 1 1 d .
H21 H 1.0917 -0.3605 0.7584 0.044 Uiso 1 1 calc R
C22 C 1.2323(3) -0.2432(3) 0.9277(3) 0.0363(7) Uani 1 1 d .
H22 H 1.3115 -0.2722 0.9496 0.044 Uiso 1 1 calc R
C23 C 1.0286(3) -0.1489(3) 1.2098(3) 0.0337(7) Uani 1 1 d .
C24 C 1.0815(4) -0.2516(4) 1.2101(4) 0.0504(10) Uani 1 1 d .
H24 H 1.0617 -0.3026 1.1322 0.060 Uiso 1 1 calc R
C25 C 1.1640(5) -0.2797(5) 1.3255(5) 0.0661(14) Uani 1 1 d .
H25 H 1.1979 -0.3503 1.3247 0.079 Uiso 1 1 calc R
C26 C 1.1960(5) -0.2048(6) 1.4405(5) 0.0706(15) Uani 1 1 d .
H26 H 1.2529 -0.2230 1.5179 0.085 Uiso 1 1 calc R
C27 C 1.1435(5) -0.1027(5) 1.4406(4) 0.0622(13) Uani 1 1 d .
H27 H 1.1644 -0.0517 1.5187 0.075 Uiso 1 1 calc R
C28 C 1.0600(4) -0.0743(4) 1.3261(4) 0.0452(9) Uani 1 1 d .
H28 H 1.0248 -0.0045 1.3275 0.054 Uiso 1 1 calc R
C1S C 0.7297(5) -0.3779(5) 0.9716(4) 0.0677(14) Uani 1 1 d .
H1S H 0.7961 -0.2961 1.0154 0.081 Uiso 1 1 calc R
Cl2S Cl 0.69718(19) -0.44680(14) 1.08659(13) 0.0820(4) Uani 1 1 d .
Cl3S Cl 0.58150(17) -0.3538(3) 0.8578(2) 0.1664(13) Uani 1 1 d .
Cl1S Cl 0.8055(3) -0.46985(17) 0.90227(18) 0.1208(8) 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'
Sn Sn -0.6537 1.4246 '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'
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
O1 Sn1 O1 180.000(1) 2_757 .
O1 Sn1 N2 89.60(10) 2_757 .
O1 Sn1 N2 90.40(10) . .
O1 Sn1 N2 90.40(10) 2_757 2_757
O1 Sn1 N2 89.60(10) . 2_757
N2 Sn1 N2 180.00(10) . 2_757
O1 Sn1 N1 88.87(10) 2_757 2_757
O1 Sn1 N1 91.13(10) . 2_757
N2 Sn1 N1 89.68(10) . 2_757
N2 Sn1 N1 90.32(10) 2_757 2_757
O1 Sn1 N1 91.13(10) 2_757 .
O1 Sn1 N1 88.87(10) . .
N2 Sn1 N1 90.32(10) . .
N2 Sn1 N1 89.68(10) 2_757 .
N1 Sn1 N1 180.0 2_757 .
C9 N1 C12 108.3(2) . .
C9 N1 Sn1 124.7(2) . .
C12 N1 Sn1 125.33(19) . .
C20 N2 C1 109.2(2) 2_757 .
C20 N2 Sn1 125.84(19) 2_757 .
C1 N2 Sn1 124.8(2) . .
C23 O1 Sn1 125.9(2) . .
N2 C1 C2 126.5(3) . .
N2 C1 C22 107.5(3) . 2_757
C2 C1 C22 126.0(3) . 2_757
C9 C2 C1 126.5(3) . .
C9 C2 C3 117.1(3) . .
C1 C2 C3 116.3(3) . .
C4 C3 C8 119.5(3) . .
C4 C3 C2 120.8(3) . .
C8 C3 C2 119.7(3) . .
C3 C4 C5 120.1(4) . .
C3 C4 H4 120.0 . .
C5 C4 H4 120.0 . .
C6 C5 C4 120.6(4) . .
C6 C5 H5 119.7 . .
C4 C5 H5 119.7 . .
C5 C6 C7 119.7(3) . .
C5 C6 H6 120.2 . .
C7 C6 H6 120.2 . .
C6 C7 C8 120.3(4) . .
C6 C7 H7 119.9 . .
C8 C7 H7 119.9 . .
C3 C8 C7 119.9(4) . .
C3 C8 H8 120.0 . .
C7 C8 H8 120.0 . .
N1 C9 C2 126.5(3) . .
N1 C9 C10 108.1(3) . .
C2 C9 C10 125.4(3) . .
C11 C10 C9 108.0(3) . .
C11 C10 H10 126.0 . .
C9 C10 H10 126.0 . .
C10 C11 C12 107.7(3) . .
C10 C11 H11 126.2 . .
C12 C11 H11 126.2 . .
N1 C12 C13 126.1(3) . .
N1 C12 C11 108.0(3) . .
C13 C12 C11 125.9(3) . .
C20 C13 C12 125.9(3) . .
C20 C13 C14 117.0(3) . .
C12 C13 C14 117.1(3) . .
C15 C14 C19 118.7(3) . .
C15 C14 C13 121.3(3) . .
C19 C14 C13 120.1(3) . .
C14 C15 C16 120.3(3) . .
C14 C15 H15 119.8 . .
C16 C15 H15 119.8 . .
C17 C16 C15 120.0(4) . .
C17 C16 H16 120.0 . .
C15 C16 H16 120.0 . .
C18 C17 C16 120.3(3) . .
C18 C17 H17 119.9 . .
C16 C17 H17 119.9 . .
C17 C18 C19 120.2(4) . .
C17 C18 H18 119.9 . .
C19 C18 H18 119.9 . .
C18 C19 C14 120.6(4) . .
C18 C19 H19 119.7 . .
C14 C19 H19 119.7 . .
N2 C20 C13 126.3(3) 2_757 .
N2 C20 C21 107.6(3) 2_757 .
C13 C20 C21 126.1(3) . .
C22 C21 C20 108.1(3) . .
C22 C21 H21 126.0 . .
C20 C21 H21 126.0 . .
C21 C22 C1 107.7(3) . 2_757
C21 C22 H22 126.1 . .
C1 C22 H22 126.1 2_757 .
O1 C23 C24 120.0(3) . .
O1 C23 C28 121.0(3) . .
C24 C23 C28 118.9(3) . .
C23 C24 C25 120.4(4) . .
C23 C24 H24 119.8 . .
C25 C24 H24 119.8 . .
C26 C25 C24 120.6(4) . .
C26 C25 H25 119.7 . .
C24 C25 H25 119.7 . .
C27 C26 C25 119.2(4) . .
C27 C26 H26 120.4 . .
C25 C26 H26 120.4 . .
C26 C27 C28 120.8(5) . .
C26 C27 H27 119.6 . .
C28 C27 H27 119.6 . .
C23 C28 C27 120.1(4) . .
C23 C28 H28 119.9 . .
C27 C28 H28 119.9 . .
Cl3S C1S Cl2S 110.8(3) . .
Cl3S C1S Cl1S 112.1(3) . .
Cl2S C1S Cl1S 109.8(3) . .
Cl3S C1S H1S 108.0 . .
Cl2S C1S H1S 108.0 . .
Cl1S C1S H1S 108.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 O1 2.063(2) 2_757
Sn1 O1 2.063(2) .
Sn1 N2 2.105(2) .
Sn1 N2 2.105(2) 2_757
Sn1 N1 2.106(3) 2_757
Sn1 N1 2.106(3) .
N1 C9 1.378(4) .
N1 C12 1.380(4) .
N2 C20 1.373(4) 2_757
N2 C1 1.381(4) .
O1 C23 1.364(4) .
C1 C2 1.408(4) .
C1 C22 1.447(4) 2_757
C2 C9 1.408(4) .
C2 C3 1.507(4) .
C3 C4 1.384(5) .
C3 C8 1.388(5) .
C4 C5 1.390(5) .
C4 H4 0.9400 .
C5 C6 1.375(6) .
C5 H5 0.9400 .
C6 C7 1.380(6) .
C6 H6 0.9400 .
C7 C8 1.394(5) .
C7 H7 0.9400 .
C8 H8 0.9400 .
C9 C10 1.442(4) .
C10 C11 1.353(5) .
C10 H10 0.9400 .
C11 C12 1.446(4) .
C11 H11 0.9400 .
C12 C13 1.420(4) .
C13 C20 1.414(4) .
C13 C14 1.499(4) .
C14 C15 1.391(5) .
C14 C19 1.397(5) .
C15 C16 1.395(5) .
C15 H15 0.9400 .
C16 C17 1.385(6) .
C16 H16 0.9400 .
C17 C18 1.368(6) .
C17 H17 0.9400 .
C18 C19 1.391(5) .
C18 H18 0.9400 .
C19 H19 0.9400 .
C20 N2 1.373(4) 2_757
C20 C21 1.445(4) .
C21 C22 1.356(5) .
C21 H21 0.9400 .
C22 C1 1.447(4) 2_757
C22 H22 0.9400 .
C23 C24 1.389(5) .
C23 C28 1.390(5) .
C24 C25 1.398(6) .
C24 H24 0.9400 .
C25 C26 1.377(8) .
C25 H25 0.9400 .
C26 C27 1.380(8) .
C26 H26 0.9400 .
C27 C28 1.395(6) .
C27 H27 0.9400 .
C28 H28 0.9400 .
C1S Cl3S 1.731(5) .
C1S Cl2S 1.752(5) .
C1S Cl1S 1.771(6) .
C1S H1S 0.9900 .
