#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:02:46 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179228 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/48/4314891.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_4314891
loop_
_publ_author_name
'Aurélie Guenet'
'Ernest Graf'
'Nathalie Kyritsakas'
'Mir Wais Hosseini'
_publ_contact_author
; Prof Mir Wais Hosseini
  Laboratoire de Chimie de Coordination Organique, 
  UMR CNRS 7140, Université de Strasbourg,
  F-67000 Strasbourg, France 
;
_publ_contact_author_email       hosseini@unistra.fr
_publ_contact_author_fax         '33 3 68 85 13 23'
_publ_contact_author_phone       '33 3 68 85 13 25'
_publ_section_title
;
 Design and Synthesis of Sn-Porphyrin Based Molecular Gates
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1872
_journal_page_last               1883
_journal_paper_doi               10.1021/ic902265e
_journal_volume                  49
_journal_year                    2010
_chemical_formula_moiety         'C48 H28 F6 N4 O4 Sn'
_chemical_formula_sum            'C48 H28 F6 N4 O4 Sn'
_chemical_formula_weight         957.43
_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                104.479(2)
_cell_angle_beta                 103.888(2)
_cell_angle_gamma                105.7210(10)
_cell_formula_units_Z            1
_cell_length_a                   8.4354(2)
_cell_length_b                   10.5166(2)
_cell_length_c                   12.5859(4)
_cell_measurement_reflns_used    4297
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.36
_cell_measurement_theta_min      2.27
_cell_volume                     982.24(5)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0303
_diffrn_reflns_av_sigmaI/netI    0.0501
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8835
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.0
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    0.733
_exptl_absorpt_correction_T_max  0.9237
_exptl_absorpt_correction_T_min  0.8918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.619
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.11
_refine_diff_density_max         1.278
_refine_diff_density_min         -1.374
_refine_diff_density_rms         0.150
_refine_ls_extinction_coef       0.035(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4133
_refine_ls_number_restraints     12
_refine_ls_restrained_S_all      1.105
_refine_ls_R_factor_all          0.0739
_refine_ls_R_factor_gt           0.0626
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0810P)²+4.0428P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1529
_refine_ls_wR_factor_ref         0.1671
_reflns_number_gt                3644
_reflns_number_total             4133
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic902265e_si_005.cif
_cod_data_source_block           compound36
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_database_code               4314891
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 1.0000 1.0000 0.0000 0.0305(2) Uani 1 2 d S . .
N1 N 1.1074(5) 0.9703(5) 0.1559(4) 0.0271(9) Uani 1 1 d . . .
N2 N 0.7489(5) 0.8905(4) -0.0048(4) 0.0262(9) Uani 1 1 d . . .
C1 C 1.2826(6) 1.0155(5) 0.2163(4) 0.0276(10) Uani 1 1 d . . .
C2 C 1.3016(7) 0.9605(6) 0.3106(5) 0.0342(12) Uani 1 1 d . . .
H2 H 1.4086 0.9748 0.3667 0.041 Uiso 1 1 calc R . .
C3 C 1.1400(7) 0.8847(6) 0.3054(5) 0.0351(12) Uani 1 1 d . . .
H3 H 1.1137 0.8357 0.3566 0.042 Uiso 1 1 calc R . .
C4 C 1.0159(7) 0.8919(5) 0.2087(4) 0.0284(10) Uani 1 1 d . . .
C5 C 0.8336(6) 0.8295(5) 0.1737(4) 0.0280(10) Uani 1 1 d . . .
C6 C 0.7129(7) 0.8298(5) 0.0759(4) 0.0271(10) Uani 1 1 d . . .
C7 C 0.5257(7) 0.7652(6) 0.0405(5) 0.0319(11) Uani 1 1 d . . .
H7 H 0.4626 0.7187 0.0813 0.038 Uiso 1 1 calc R . .
C8 C 0.4557(7) 0.7829(6) -0.0617(5) 0.0311(11) Uani 1 1 d . . .
H8 H 0.3353 0.7486 -0.1061 0.037 Uiso 1 1 calc R . .
C9 C 0.5963(6) 0.8626(5) -0.0906(4) 0.0254(10) Uani 1 1 d . . .
C10 C 0.5804(7) 0.8997(5) -0.1916(4) 0.0284(10) Uani 1 1 d . . .
C11 C 0.7600(6) 0.7563(6) 0.2491(5) 0.0293(11) Uani 1 1 d . . .
C12 C 0.6795(7) 0.6111(6) 0.2083(5) 0.0340(12) Uani 1 1 d . . .
H12 H 0.6748 0.5575 0.1339 0.041 Uiso 1 1 calc R . .
C13 C 0.6058(8) 0.5445(6) 0.2766(5) 0.0395(13) Uani 1 1 d . . .
H13 H 0.5514 0.4453 0.2488 0.047 Uiso 1 1 calc R . .
C14 C 0.6115(8) 0.6217(7) 0.3839(5) 0.0404(13) Uani 1 1 d . . .
H14 H 0.5597 0.5758 0.4297 0.049 Uiso 1 1 calc R . .
C15 C 0.6924(8) 0.7659(7) 0.4254(5) 0.0406(13) Uani 1 1 d . . .
H15 H 0.6969 0.8190 0.4999 0.049 Uiso 1 1 calc R . .
C16 C 0.7673(8) 0.8334(6) 0.3579(5) 0.0371(12) Uani 1 1 d . . .
H16 H 0.8235 0.9324 0.3866 0.045 Uiso 1 1 calc R . .
C17 C 0.4081(6) 0.8345(5) -0.2862(4) 0.0281(10) Uani 1 1 d . . .
C18 C 0.2569(7) 0.8562(6) -0.2738(5) 0.0340(12) Uani 1 1 d . . .
H18 H 0.2609 0.9180 -0.2030 0.041 Uiso 1 1 calc R . .
C19 C 0.0999(7) 0.7871(7) -0.3653(6) 0.0394(13) Uani 1 1 d . . .
H19 H -0.0025 0.8036 -0.3569 0.047 Uiso 1 1 calc R . .
C20 C 0.0911(7) 0.6957(7) -0.4674(5) 0.0411(14) Uani 1 1 d . . .
H20 H -0.0170 0.6488 -0.5291 0.049 Uiso 1 1 calc R . .
C21 C 0.2399(8) 0.6719(7) -0.4805(5) 0.0423(14) Uani 1 1 d . . .
H21 H 0.2343 0.6085 -0.5511 0.051 Uiso 1 1 calc R . .
C22 C 0.3976(7) 0.7411(6) -0.3900(5) 0.0345(12) Uani 1 1 d . . .
H22 H 0.4995 0.7244 -0.3991 0.041 Uiso 1 1 calc R . .
O1 O 1.0244(5) 0.8066(4) -0.0816(3) 0.0336(8) Uani 1 1 d . . .
O2 O 0.7823(5) 0.6922(5) -0.2383(4) 0.0467(11) Uani 1 1 d . . .
C23 C 0.9069(7) 0.7007(6) -0.1624(5) 0.0339(12) Uani 1 1 d . . .
C24 C 0.9360(9) 0.5725(7) -0.1597(6) 0.073(3) Uani 1 1 d D . .
F1 F 1.0697(12) 0.5803(11) -0.0691(8) 0.0734(13) Uani 0.634(6) 1 d PD D 1
F2 F 0.8051(9) 0.4540(7) -0.1881(9) 0.0734(13) Uani 0.634(6) 1 d PD D 1
F3 F 1.0181(10) 0.5311(7) -0.2482(7) 0.0734(13) Uani 0.634(6) 1 d PD D 1
F1A F 0.8311(16) 0.5371(13) -0.0815(11) 0.0734(13) Uani 0.366(6) 1 d PD D 2
F3A F 1.0777(18) 0.5584(19) -0.0927(14) 0.0734(13) Uani 0.366(6) 1 d PD D 2
F2A F 0.8231(17) 0.4495(11) -0.2453(11) 0.0734(13) Uani 0.366(6) 1 d PD D 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'
F F 0.0171 0.0103 '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'
H H 0.0000 0.0000 '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
N1 Sn1 N1 179.999(1) 2_775 . ?
N1 Sn1 N2 89.95(16) 2_775 . ?
N1 Sn1 N2 90.05(16) . . ?
N1 Sn1 N2 90.05(16) 2_775 2_775 ?
N1 Sn1 N2 89.95(16) . 2_775 ?
N2 Sn1 N2 180.0 . 2_775 ?
N1 Sn1 O1 94.75(16) 2_775 . ?
N1 Sn1 O1 85.24(16) . . ?
N2 Sn1 O1 89.77(16) . . ?
N2 Sn1 O1 90.23(16) 2_775 . ?
N1 Sn1 O1 85.24(16) 2_775 2_775 ?
N1 Sn1 O1 94.76(16) . 2_775 ?
N2 Sn1 O1 90.23(16) . 2_775 ?
N2 Sn1 O1 89.77(16) 2_775 2_775 ?
O1 Sn1 O1 179.998(1) . 2_775 ?
C1 N1 C4 109.0(4) . . ?
C1 N1 Sn1 125.2(3) . . ?
C4 N1 Sn1 125.6(3) . . ?
C9 N2 C6 109.4(4) . . ?
C9 N2 Sn1 125.7(3) . . ?
C6 N2 Sn1 124.8(3) . . ?
N1 C1 C10 126.7(5) . 2_775 ?
N1 C1 C2 107.5(4) . . ?
C10 C1 C2 125.8(5) 2_775 . ?
C3 C2 C1 108.0(5) . . ?
C3 C2 H2 126.0 . . ?
C1 C2 H2 126.0 . . ?
C2 C3 C4 107.7(5) . . ?
C2 C3 H3 126.2 . . ?
C4 C3 H3 126.2 . . ?
N1 C4 C5 126.0(5) . . ?
N1 C4 C3 107.8(4) . . ?
C5 C4 C3 126.2(5) . . ?
C6 C5 C4 126.3(5) . . ?
C6 C5 C11 116.5(4) . . ?
C4 C5 C11 117.2(4) . . ?
N2 C6 C5 127.0(5) . . ?
N2 C6 C7 107.1(4) . . ?
C5 C6 C7 125.9(5) . . ?
C8 C7 C6 107.8(5) . . ?
C8 C7 H7 126.1 . . ?
C6 C7 H7 126.1 . . ?
C7 C8 C9 107.8(4) . . ?
C7 C8 H8 126.1 . . ?
C9 C8 H8 126.1 . . ?
N2 C9 C10 126.2(4) . . ?
N2 C9 C8 107.7(4) . . ?
C10 C9 C8 126.0(5) . . ?
C1 C10 C9 125.7(5) 2_775 . ?
C1 C10 C17 116.1(4) 2_775 . ?
C9 C10 C17 118.0(4) . . ?
C16 C11 C12 119.6(5) . . ?
C16 C11 C5 120.2(5) . . ?
C12 C11 C5 120.2(5) . . ?
C11 C12 C13 119.9(5) . . ?
C11 C12 H12 120.0 . . ?
C13 C12 H12 120.0 . . ?
C14 C13 C12 120.2(5) . . ?
C14 C13 H13 119.9 . . ?
C12 C13 H13 119.9 . . ?
C13 C14 C15 120.2(5) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 120.0(6) . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C11 C16 C15 120.1(5) . . ?
C11 C16 H16 120.0 . . ?
C15 C16 H16 120.0 . . ?
C22 C17 C18 118.7(5) . . ?
C22 C17 C10 117.5(5) . . ?
C18 C17 C10 123.7(5) . . ?
C17 C18 C19 119.9(6) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 120.8(5) . . ?
C20 C19 H19 119.6 . . ?
C18 C19 H19 119.6 . . ?
C19 C20 C21 119.9(5) . . ?
C19 C20 H20 120.1 . . ?
C21 C20 H20 120.1 . . ?
C20 C21 C22 119.7(6) . . ?
C20 C21 H21 120.1 . . ?
C22 C21 H21 120.1 . . ?
C17 C22 C21 120.9(5) . . ?
C17 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C23 O1 Sn1 127.0(4) . . ?
O2 C23 O1 130.9(6) . . ?
O2 C23 C24 117.6(5) . . ?
O1 C23 C24 111.5(5) . . ?
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 N1 2.092(4) 2_775 ?
Sn1 N1 2.092(4) . ?
Sn1 N2 2.097(4) . ?
Sn1 N2 2.097(4) 2_775 ?
Sn1 O1 2.125(4) . ?
Sn1 O1 2.125(4) 2_775 ?
N1 C1 1.374(6) . ?
N1 C4 1.376(6) . ?
N2 C9 1.371(6) . ?
N2 C6 1.377(6) . ?
C1 C10 1.407(7) 2_775 ?
C1 C2 1.439(7) . ?
C2 C3 1.357(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.436(7) . ?
C3 H3 0.9500 . ?
C4 C5 1.404(7) . ?
C5 C6 1.398(7) . ?
C5 C11 1.506(7) . ?
C6 C7 1.443(7) . ?
C7 C8 1.361(8) . ?
C7 H7 0.9500 . ?
C8 C9 1.436(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.408(7) . ?
C10 C1 1.407(7) 2_775 ?
C10 C17 1.490(7) . ?
C11 C16 1.383(8) . ?
C11 C12 1.390(8) . ?
C12 C13 1.391(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.373(9) . ?
C13 H13 0.9500 . ?
C14 C15 1.382(9) . ?
C14 H14 0.9500 . ?
C15 C16 1.393(8) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C22 1.391(7) . ?
C17 C18 1.392(8) . ?
C18 C19 1.391(8) . ?
C18 H18 0.9500 . ?
C19 C20 1.371(9) . ?
C19 H19 0.9500 . ?
C20 C21 1.384(9) . ?
C20 H20 0.9500 . ?
C21 C22 1.389(8) . ?
C21 H21 0.9500 . ?
C22 H22 0.9500 . ?
O1 C23 1.269(6) . ?
O2 C23 1.204(7) . ?
C23 C24 1.442(9) . ?
