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#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
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#  as required by the journal to which it was submitted.
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data_MS54M3

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C14 H20 N2 O6 Sn'
_chemical_formula_weight         431.01

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 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'

_cell_length_a                   7.9109(5)
_cell_length_b                   7.9252(5)
_cell_length_c                   14.3797(10)
_cell_angle_alpha                88.257(4)
_cell_angle_beta                 83.081(4)
_cell_angle_gamma                74.025(3)
_cell_volume                     860.41(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_F_000             432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    1.515
_shelx_estimated_absorpt_T_min   0.643
_shelx_estimated_absorpt_T_max   0.751
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13549
_diffrn_reflns_av_unetI/netI     0.0723
_diffrn_reflns_av_R_equivalents  0.0431
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.426
_diffrn_reflns_theta_max         27.962
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.839
_diffrn_reflns_point_group_measured_fraction_full 0.905
_reflns_number_total             6976
_reflns_number_gt                5375
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.712
_reflns_Friedel_fraction_max     0.698
_reflns_Friedel_fraction_full    0.817

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0189P)²]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1960 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.014(17)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6976
_refine_ls_number_parameters     423
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0600
_refine_ls_R_factor_gt           0.0389
_refine_ls_wR_factor_ref         0.0637
_refine_ls_wR_factor_gt          0.0583
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_restrained_S_all      0.943
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.91023(4) 0.43316(4) 0.18448(3) 0.0388(2) Uani 1 1 d . . . . .
O1 O 0.9986(8) 0.2143(8) 0.2818(5) 0.0469(17) Uani 1 1 d . . . . .
C1 C 1.1610(11) 0.1262(9) 0.2700(6) 0.0446(19) Uani 1 1 d . . . . .
O2 O 1.2660(7) 0.1658(7) 0.2082(4) 0.0541(15) Uani 1 1 d . . . . .
C2 C 1.2162(10) -0.0255(9) 0.3343(6) 0.052(2) Uani 1 1 d . . . . .
H2A H 1.3049 -0.0045 0.3700 0.063 Uiso 1 1 calc R U . . .
H2B H 1.2715 -0.1300 0.2966 0.063 Uiso 1 1 calc R U . . .
C3 C 1.0673(11) -0.0612(11) 0.4024(6) 0.060(2) Uani 1 1 d . . . . .
H3A H 0.9669 -0.0567 0.3688 0.072 Uiso 1 1 calc R U . . .
H3B H 1.1067 -0.1785 0.4276 0.072 Uiso 1 1 calc R U . . .
C4 C 1.0098(12) 0.0683(12) 0.4815(7) 0.059(2) Uani 1 1 d . . . . .
O3 O 1.1132(8) 0.0925(10) 0.5320(5) 0.093(2) Uani 1 1 d . . . . .
N1 N 0.8340(9) 0.1531(9) 0.4952(5) 0.0599(19) Uani 1 1 d . . . . .
H1 H 0.7721 0.1355 0.4531 0.072 Uiso 1 1 calc R U . . .
C5 C 0.7405(11) 0.2648(11) 0.5686(7) 0.054(2) Uani 1 1 d . . . . .
C6 C 0.8078(12) 0.2915(12) 0.6482(7) 0.062(2) Uani 1 1 d . . . . .
H6 H 0.9252 0.2361 0.6560 0.075 Uiso 1 1 calc R U . . .
C7 C 0.7011(13) 0.4005(12) 0.7164(7) 0.064(2) Uani 1 1 d . . . . .
C8 C 0.5300(14) 0.4871(13) 0.7069(8) 0.075(3) Uani 1 1 d . . . . .
H8 H 0.4612 0.5628 0.7537 0.090 Uiso 1 1 calc R U . . .
C9 C 0.4589(12) 0.4608(12) 0.6260(8) 0.074(3) Uani 1 1 d . . . . .
H9 H 0.3414 0.5175 0.6191 0.089 Uiso 1 1 calc R U . . .
C10 C 0.5627(11) 0.3511(11) 0.5569(7) 0.058(2) Uani 1 1 d . . . . .
N2 N 0.7733(15) 0.4274(14) 0.8018(7) 0.091(3) Uani 1 1 d . . . . .
O5 O 0.6797(12) 0.5312(11) 0.8593(6) 0.118(3) Uani 1 1 d . . . . .
O6 O 0.9215(13) 0.3448(14) 0.8115(6) 0.138(4) Uani 1 1 d . . . . .
O4 O 0.5107(7) 0.3142(9) 0.4757(5) 0.0730(18) Uani 1 1 d . . . . .
C11 C 0.3337(12) 0.3993(14) 0.4585(8) 0.096(4) Uani 1 1 d . . . . .
H11A H 0.2525 0.3679 0.5066 0.144 Uiso 1 1 calc R U . . .
H11B H 0.3137 0.3631 0.3986 0.144 Uiso 1 1 calc R U . . .
H11C H 0.3154 0.5241 0.4588 0.144 Uiso 1 1 calc R U . . .
C12 C 0.9724(10) 0.2699(10) 0.0642(5) 0.049(2) Uani 1 1 d . . . . .
H12A H 0.8862 0.3139 0.0214 0.074 Uiso 1 1 calc R U . . .
H12B H 0.9714 0.1526 0.0824 0.074 Uiso 1 1 calc R U . . .
H12C H 1.0878 0.2692 0.0342 0.074 Uiso 1 1 calc R U . . .
C13 C 1.0766(14) 0.5784(14) 0.2252(9) 0.052(3) Uani 1 1 d . . . . .
H13A H 1.1903 0.5416 0.1886 0.078 Uiso 1 1 calc R U . . .
H13B H 1.0906 0.5585 0.2903 0.078 Uiso 1 1 calc R U . . .
H13C H 1.0247 0.7011 0.2151 0.078 Uiso 1 1 calc R U . . .
C14 C 0.6464(10) 0.4849(12) 0.2511(7) 0.048(2) Uani 1 1 d . . . . .
H14A H 0.5773 0.4379 0.2138 0.072 Uiso 1 1 calc R U . . .
H14B H 0.5959 0.6094 0.2580 0.072 Uiso 1 1 calc R U . . .
H14C H 0.6468 0.4309 0.3118 0.072 Uiso 1 1 calc R U . . .
Sn2 Sn 1.52515(4) 0.02931(5) 0.11023(3) 0.0402(2) Uani 1 1 d . . . . .
O7 O 0.7605(7) 0.9208(8) 0.0079(4) 0.0444(16) Uani 1 1 d . . . . .
C15 C 0.8475(9) 0.7638(10) 0.0255(6) 0.0423(19) Uani 1 1 d . . . . .
O8 O 0.7975(6) 0.6759(7) 0.0885(4) 0.0487(14) Uani 1 1 d . . . . .
C16 C 1.0228(9) 0.6928(11) -0.0352(6) 0.053(2) Uani 1 1 d . . . . .
H16A H 1.1157 0.6584 0.0055 0.064 Uiso 1 1 calc R U . . .
H16B H 1.0185 0.5876 -0.0665 0.064 Uiso 1 1 calc R U . . .
C17 C 1.0745(10) 0.8161(12) -0.1090(6) 0.056(2) Uani 1 1 d . . . . .
H7A H 1.0298 0.9357 -0.0857 0.068 Uiso 1 1 calc R U . . .
H17B H 1.2025 0.7889 -0.1196 0.068 Uiso 1 1 calc R U . . .
C18 C 1.0042(11) 0.8041(12) -0.2005(7) 0.062(2) Uani 1 1 d . . . . .
O9 O 1.0989(9) 0.7277(14) -0.2655(5) 0.131(3) Uani 1 1 d . . . . .
N3 N 0.8328(8) 0.8816(9) -0.2031(5) 0.0565(18) Uani 1 1 d . . . . .
H3 H 0.7768 0.9378 -0.1534 0.068 Uiso 1 1 calc R U . . .
C19 C 0.7326(10) 0.8821(11) -0.2776(6) 0.052(2) Uani 1 1 d . . . . .
C20 C 0.7998(11) 0.7881(11) -0.3594(6) 0.057(2) Uani 1 1 d . . . . .
H20 H 0.9171 0.7207 -0.3681 0.068 Uiso 1 1 calc R U . . .
C21 C 0.6909(15) 0.7958(13) -0.4273(7) 0.068(3) Uani 1 1 d . . . . .
C22 C 0.5182(15) 0.8909(14) -0.4173(8) 0.079(3) Uani 1 1 d . . . . .
H22 H 0.4483 0.8929 -0.4651 0.095 Uiso 1 1 calc R U . . .
C23 C 0.4479(13) 0.9836(14) -0.3366(8) 0.075(3) Uani 1 1 d . . . . .
H23 H 0.3295 1.0479 -0.3288 0.090 Uiso 1 1 calc R U . . .
C24 C 0.5537(12) 0.9812(12) -0.2665(7) 0.059(2) Uani 1 1 d . . . . .
N4 N 0.7642(18) 0.6984(15) -0.5137(7) 0.094(3) Uani 1 1 d . . . . .
O11 O 0.6721(15) 0.7146(14) -0.5771(7) 0.156(4) Uani 1 1 d . . . . .
O12 O 0.9143(14) 0.5993(13) -0.5195(6) 0.115(3) Uani 1 1 d . . . . .
O10 O 0.4978(7) 1.0659(9) -0.1833(5) 0.0739(18) Uani 1 1 d . . . . .
C25 C 0.3188(11) 1.1735(14) -0.1697(8) 0.096(4) Uani 1 1 d . . . . .
H25A H 0.2988 1.2573 -0.2197 0.144 Uiso 1 1 calc R U . . .
H25B H 0.2982 1.2344 -0.1110 0.144 Uiso 1 1 calc R U . . .
H25C H 0.2394 1.1011 -0.1695 0.144 Uiso 1 1 calc R U . . .
C26 C 1.4924(12) 0.2751(12) 0.0429(8) 0.058(3) Uani 1 1 d . . . . .
H26C H 1.5311 0.2572 -0.0228 0.087 Uiso 1 1 calc R U . . .
H26B H 1.5614 0.3397 0.0693 0.087 Uiso 1 1 calc R U . . .
H26A H 1.3697 0.3399 0.0516 0.087 Uiso 1 1 calc R U . . .
C27 C 1.3874(15) -0.1414(14) 0.0651(10) 0.061(4) Uani 1 1 d . . . . .
H27A H 1.3661 -0.2178 0.1156 0.091 Uiso 1 1 calc R U . . .
H27B H 1.4572 -0.2102 0.0131 0.091 Uiso 1 1 calc R U . . .
H27C H 1.2765 -0.0737 0.0462 0.091 Uiso 1 1 calc R U . . .
C28 C 1.6645(9) -0.0048(10) 0.2289(6) 0.051(2) Uani 1 1 d . . . . .
H28A H 1.6119 0.0911 0.2716 0.076 Uiso 1 1 calc R U . . .
H28B H 1.7859 -0.0080 0.2096 0.076 Uiso 1 1 calc R U . . .
H28C H 1.6592 -0.1130 0.2593 0.076 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C13 2.112(9) . ?
Sn1 C12 2.119(7) . ?
Sn1 C14 2.125(8) . ?
Sn1 O1 2.208(6) . ?
Sn1 O8 2.364(5) . ?
O1 C1 1.276(9) . ?
C1 O2 1.236(9) . ?
C1 C2 1.493(10) . ?
O2 Sn2 2.352(5) . ?
C2 C3 1.521(10) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 C4 1.498(12) . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 O3 1.213(10) . ?
C4 N1 1.361(10) . ?
N1 C5 1.397(10) . ?
N1 H1 0.8600 . ?
C5 C6 1.364(12) . ?
C5 C10 1.413(11) . ?
C6 C7 1.369(12) . ?
C6 H6 0.9300 . ?
C7 C8 1.360(12) . ?
C7 N2 1.460(13) . ?
C8 C9 1.396(13) . ?
C8 H8 0.9300 . ?
C9 C10 1.372(12) . ?
C9 H9 0.9300 . ?
C10 O4 1.349(11) . ?
N2 O6 1.197(11) . ?
N2 O5 1.211(10) . ?
O4 C11 1.425(9) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
Sn2 C28 2.112(7) . ?
Sn2 C26 2.113(9) . ?
Sn2 C27 2.115(10) . ?
Sn2 O7 2.215(6) 1_645 ?
O7 C15 1.280(9) . ?
O7 Sn2 2.215(6) 1_465 ?
C15 O8 1.220(9) . ?
C15 C16 1.520(10) . ?
C16 C17 1.516(10) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.505(11) . ?
C17 H7A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 O9 1.190(10) . ?
C18 N3 1.330(9) . ?
N3 C19 1.407(10) . ?
N3 H3 0.8600 . ?
C19 C20 1.380(11) . ?
C19 C24 1.409(11) . ?
C20 C21 1.367(12) . ?
C20 H20 0.9300 . ?
C21 C22 1.359(13) . ?
C21 N4 1.454(14) . ?
C22 C23 1.367(14) . ?
C22 H22 0.9300 . ?
C23 C24 1.382(12) . ?
C23 H23 0.9300 . ?
C24 O10 1.355(11) . ?
N4 O11 1.217(11) . ?
N4 O12 1.225(11) . ?
O10 C25 1.432(9) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 H26C 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26A 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?

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
C13 Sn1 C12 123.8(4) . . ?
C13 Sn1 C14 119.1(4) . . ?
C12 Sn1 C14 116.2(3) . . ?
C13 Sn1 O1 94.6(4) . . ?
C12 Sn1 O1 94.2(3) . . ?
C14 Sn1 O1 90.7(3) . . ?
C13 Sn1 O8 86.0(4) . . ?
C12 Sn1 O8 88.9(3) . . ?
C14 Sn1 O8 85.4(3) . . ?
O1 Sn1 O8 175.8(2) . . ?
C1 O1 Sn1 117.6(6) . . ?
O2 C1 O1 121.0(7) . . ?
O2 C1 C2 122.3(7) . . ?
O1 C1 C2 116.7(7) . . ?
C1 O2 Sn2 139.2(5) . . ?
C1 C2 C3 115.1(6) . . ?
C1 C2 H2A 108.5 . . ?
C3 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
C3 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C4 C3 C2 112.4(7) . . ?
C4 C3 H3A 109.1 . . ?
C2 C3 H3A 109.1 . . ?
C4 C3 H3B 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
O3 C4 N1 122.0(9) . . ?
O3 C4 C3 121.9(8) . . ?
N1 C4 C3 116.1(8) . . ?
C4 N1 C5 128.6(8) . . ?
C4 N1 H1 115.7 . . ?
C5 N1 H1 115.7 . . ?
C6 C5 N1 124.9(8) . . ?
C6 C5 C10 119.9(9) . . ?
N1 C5 C10 115.2(9) . . ?
C5 C6 C7 119.4(9) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C8 C7 C6 122.2(10) . . ?
C8 C7 N2 118.6(10) . . ?
C6 C7 N2 119.2(9) . . ?
C7 C8 C9 119.1(9) . . ?
C7 C8 H8 120.4 . . ?
C9 C8 H8 120.4 . . ?
C10 C9 C8 119.8(9) . . ?
C10 C9 H9 120.1 . . ?
C8 C9 H9 120.1 . . ?
O4 C10 C9 125.8(9) . . ?
O4 C10 C5 114.6(8) . . ?
C9 C10 C5 119.6(10) . . ?
O6 N2 O5 123.6(12) . . ?
O6 N2 C7 118.2(10) . . ?
O5 N2 C7 118.2(11) . . ?
C10 O4 C11 117.6(8) . . ?
O4 C11 H11A 109.5 . . ?
O4 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
O4 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Sn1 C12 H12A 109.5 . . ?
Sn1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Sn1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Sn1 C13 H13A 109.5 . . ?
Sn1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Sn1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Sn1 C14 H14A 109.5 . . ?
Sn1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Sn1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C28 Sn2 C26 115.6(3) . . ?
C28 Sn2 C27 126.3(4) . . ?
C26 Sn2 C27 117.5(4) . . ?
C28 Sn2 O7 95.8(3) . 1_645 ?
C26 Sn2 O7 88.9(3) . 1_645 ?
C27 Sn2 O7 92.7(4) . 1_645 ?
C28 Sn2 O2 88.4(2) . . ?
C26 Sn2 O2 86.0(3) . . ?
C27 Sn2 O2 87.8(4) . . ?
O7 Sn2 O2 174.4(2) 1_645 . ?
C15 O7 Sn2 114.2(5) . 1_465 ?
O8 C15 O7 123.0(7) . . ?
O8 C15 C16 121.1(7) . . ?
O7 C15 C16 115.9(7) . . ?
C15 O8 Sn1 140.4(5) . . ?
C17 C16 C15 116.4(6) . . ?
C17 C16 H16A 108.2 . . ?
C15 C16 H16A 108.2 . . ?
C17 C16 H16B 108.2 . . ?
C15 C16 H16B 108.2 . . ?
H16A C16 H16B 107.3 . . ?
C18 C17 C16 112.8(7) . . ?
C18 C17 H7A 109.0 . . ?
C16 C17 H7A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
C16 C17 H17B 109.0 . . ?
H7A C17 H17B 107.8 . . ?
O9 C18 N3 123.3(9) . . ?
O9 C18 C17 120.7(8) . . ?
N3 C18 C17 116.0(8) . . ?
C18 N3 C19 127.5(8) . . ?
C18 N3 H3 116.2 . . ?
C19 N3 H3 116.2 . . ?
C20 C19 N3 123.3(7) . . ?
C20 C19 C24 118.9(8) . . ?
N3 C19 C24 117.8(8) . . ?
C21 C20 C19 118.8(9) . . ?
C21 C20 H20 120.6 . . ?
C19 C20 H20 120.6 . . ?
C22 C21 C20 122.7(10) . . ?
C22 C21 N4 119.1(10) . . ?
C20 C21 N4 118.2(11) . . ?
C21 C22 C23 119.6(10) . . ?
C21 C22 H22 120.2 . . ?
C23 C22 H22 120.2 . . ?
C22 C23 C24 119.6(10) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
O10 C24 C23 124.7(9) . . ?
O10 C24 C19 115.0(8) . . ?
C23 C24 C19 120.3(10) . . ?
O11 N4 O12 122.1(12) . . ?
O11 N4 C21 118.7(12) . . ?
O12 N4 C21 119.2(11) . . ?
C24 O10 C25 117.2(7) . . ?
O10 C25 H25A 109.5 . . ?
O10 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
O10 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
Sn2 C26 H26C 109.5 . . ?
Sn2 C26 H26B 109.5 . . ?
H26C C26 H26B 109.5 . . ?
Sn2 C26 H26A 109.5 . . ?
H26C C26 H26A 109.5 . . ?
H26B C26 H26A 109.5 . . ?
Sn2 C27 H27A 109.5 . . ?
Sn2 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Sn2 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Sn2 C28 H28A 109.5 . . ?
Sn2 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
Sn2 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sn1 O1 C1 O2 2.3(10) . . . . ?
Sn1 O1 C1 C2 -177.7(5) . . . . ?
O1 C1 O2 Sn2 -150.1(6) . . . . ?
C2 C1 O2 Sn2 29.8(12) . . . . ?
O2 C1 C2 C3 -176.6(8) . . . . ?
O1 C1 C2 C3 3.3(10) . . . . ?
C1 C2 C3 C4 -75.4(9) . . . . ?
C2 C3 C4 O3 -55.9(11) . . . . ?
C2 C3 C4 N1 126.0(8) . . . . ?
O3 C4 N1 C5 -5.6(14) . . . . ?
C3 C4 N1 C5 172.4(7) . . . . ?
C4 N1 C5 C6 -9.2(14) . . . . ?
C4 N1 C5 C10 172.0(8) . . . . ?
N1 C5 C6 C7 -178.0(7) . . . . ?
C10 C5 C6 C7 0.8(13) . . . . ?
C5 C6 C7 C8 -1.5(14) . . . . ?
C5 C6 C7 N2 179.5(8) . . . . ?
C6 C7 C8 C9 1.7(14) . . . . ?
N2 C7 C8 C9 -179.3(9) . . . . ?
C7 C8 C9 C10 -1.2(14) . . . . ?
C8 C9 C10 O4 179.9(8) . . . . ?
C8 C9 C10 C5 0.5(13) . . . . ?
C6 C5 C10 O4 -179.8(8) . . . . ?
N1 C5 C10 O4 -0.9(10) . . . . ?
C6 C5 C10 C9 -0.3(12) . . . . ?
N1 C5 C10 C9 178.6(8) . . . . ?
C8 C7 N2 O6 176.7(10) . . . . ?
C6 C7 N2 O6 -4.2(15) . . . . ?
C8 C7 N2 O5 -2.8(14) . . . . ?
C6 C7 N2 O5 176.3(9) . . . . ?
C9 C10 O4 C11 1.6(13) . . . . ?
C5 C10 O4 C11 -178.9(7) . . . . ?
Sn2 O7 C15 O8 5.9(10) 1_465 . . . ?
Sn2 O7 C15 C16 -172.3(5) 1_465 . . . ?
O7 C15 O8 Sn1 -157.3(5) . . . . ?
C16 C15 O8 Sn1 20.7(12) . . . . ?
O8 C15 C16 C17 -177.8(7) . . . . ?
O7 C15 C16 C17 0.3(10) . . . . ?
C15 C16 C17 C18 -88.5(9) . . . . ?
C16 C17 C18 O9 -103.4(11) . . . . ?
C16 C17 C18 N3 76.0(10) . . . . ?
O9 C18 N3 C19 3.0(16) . . . . ?
C17 C18 N3 C19 -176.4(8) . . . . ?
C18 N3 C19 C20 4.6(13) . . . . ?
C18 N3 C19 C24 -176.7(8) . . . . ?
N3 C19 C20 C21 179.3(8) . . . . ?
C24 C19 C20 C21 0.7(12) . . . . ?
C19 C20 C21 C22 -0.8(13) . . . . ?
C19 C20 C21 N4 179.0(7) . . . . ?
C20 C21 C22 C23 0.0(14) . . . . ?
N4 C21 C22 C23 -179.8(9) . . . . ?
C21 C22 C23 C24 0.7(14) . . . . ?
C22 C23 C24 O10 -179.1(8) . . . . ?
C22 C23 C24 C19 -0.8(14) . . . . ?
C20 C19 C24 O10 178.5(7) . . . . ?
N3 C19 C24 O10 -0.2(11) . . . . ?
C20 C19 C24 C23 0.0(13) . . . . ?
N3 C19 C24 C23 -178.6(8) . . . . ?
C22 C21 N4 O11 5.0(14) . . . . ?
C20 C21 N4 O11 -174.8(10) . . . . ?
C22 C21 N4 O12 -173.0(10) . . . . ?
C20 C21 N4 O12 7.2(14) . . . . ?
C23 C24 O10 C25 -3.8(13) . . . . ?
C19 C24 O10 C25 177.8(8) . . . . ?

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
C6 H6 O3 0.93 2.29 2.864(11) 119.6 .
C9 H9 O9 0.93 2.62 3.291(12) 129.7 1_456
N3 H3 O7 0.86 2.31 3.028(9) 141.2 .
C20 H20 O9 0.93 2.19 2.785(11) 120.7 .

_refine_diff_density_max         0.603
_refine_diff_density_min         -0.407
_refine_diff_density_rms         0.082

_shelxl_version_number           2012-9

_database_code_depnum_ccdc_archive 'CCDC 984493'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_SAD

_audit_creation_method           SHELXL-2012
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H38 N2 O6 Sn'
_chemical_formula_weight         557.24

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   15.853(3)
_cell_length_b                   10.0376(18)
_cell_length_c                   16.700(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.974(3)
_cell_angle_gamma                90
_cell_volume                     2624.8(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_F_000             1152
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.460
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    1.011
_shelx_estimated_absorpt_T_min   0.654
_shelx_estimated_absorpt_T_max   0.942
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35017
_diffrn_reflns_av_unetI/netI     0.0782
_diffrn_reflns_av_R_equivalents  0.1039
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.375
_diffrn_reflns_theta_max         28.264
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6473
_reflns_number_gt                3154
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 w=1/[σ²(Fo²)+(0.0611P)²+7.4715P]
 where P=(Fo²+2Fc²)/3
;
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0012(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6473
_refine_ls_number_parameters     294
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1490
_refine_ls_R_factor_gt           0.0675
_refine_ls_wR_factor_ref         0.1894
_refine_ls_wR_factor_gt          0.1496
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.04397(3) 0.16841(5) 0.27827(4) 0.0629(2) Uani 1 1 d . . . . .
O1 O -0.0408(3) -0.0205(4) 0.2409(4) 0.0678(16) Uani 1 1 d . . . . .
C1 C -0.1128(4) -0.0493(7) 0.2017(5) 0.0547(19) Uani 1 1 d . . . . .
O2 O -0.1359(3) -0.1676(4) 0.1861(4) 0.0699(15) Uani 1 1 d . . . . .
C2 C -0.1753(4) 0.0596(6) 0.1718(5) 0.0527(17) Uani 1 1 d . . . . .
H2A H -0.1554 0.1064 0.1260 0.063 Uiso 1 1 calc R U . . .
H2B H -0.1769 0.1251 0.2158 0.063 Uiso 1 1 calc R U . . .
C3 C -0.2653(4) 0.0065(7) 0.1440(4) 0.0527(17) Uani 1 1 d . . . . .
H3A H -0.3029 0.0801 0.1207 0.063 Uiso 1 1 calc R U . . .
H3B H -0.2640 -0.0615 0.1012 0.063 Uiso 1 1 calc R U . . .
C4 C -0.3010(4) -0.0550(6) 0.2150(4) 0.0451(15) Uani 1 1 d . . . . .
O3 O -0.2808(3) -0.0155(5) 0.2848(3) 0.0571(12) Uani 1 1 d . . . . .
N1 N -0.3580(3) -0.1548(5) 0.1948(3) 0.0432(12) Uani 1 1 d . . . . .
H1 H -0.3710 -0.1733 0.1428 0.052 Uiso 1 1 calc R U . . .
C5 C -0.3990(4) -0.2322(6) 0.2479(4) 0.0413(15) Uani 1 1 d . . . . .
C6 C -0.3777(4) -0.2314(7) 0.3315(4) 0.0462(15) Uani 1 1 d . . . . .
H6 H -0.3346 -0.1733 0.3576 0.055 Uiso 1 1 calc R U . . .
C7 C -0.4200(4) -0.3162(7) 0.3760(4) 0.0462(16) Uani 1 1 d . . . . .
C8 C -0.4830(4) -0.4013(7) 0.3433(4) 0.0554(18) Uani 1 1 d . . . . .
H8 H -0.5098 -0.4596 0.3765 0.067 Uiso 1 1 calc R U . . .
C9 C -0.5067(4) -0.3996(7) 0.2599(4) 0.0539(18) Uani 1 1 d . . . . .
H9 H -0.5513 -0.4561 0.2351 0.065 Uiso 1 1 calc R U . . .
C10 C -0.4658(4) -0.3162(7) 0.2126(4) 0.0467(16) Uani 1 1 d . . . . .
N2 N -0.3964(4) -0.3124(8) 0.4648(4) 0.0701(19) Uani 1 1 d . . . . .
O5 O -0.3526(4) -0.2214(7) 0.4963(3) 0.0864(19) Uani 1 1 d . . . . .
O6 O -0.4217(4) -0.4018(7) 0.5049(3) 0.090(2) Uani 1 1 d . . . . .
O4 O -0.4841(3) -0.3070(5) 0.1302(3) 0.0574(13) Uani 1 1 d . . . . .
C11 C -0.5496(6) -0.3931(11) 0.0891(5) 0.092(3) Uani 1 1 d . . . . .
H11A H -0.5334 -0.4863 0.1003 0.138 Uiso 1 1 calc R U . . .
H11B H -0.5564 -0.3768 0.0306 0.138 Uiso 1 1 calc R U . . .
H11C H -0.6037 -0.3748 0.1086 0.138 Uiso 1 1 calc R U . . .
C12 C 0.1339(5) 0.0327(9) 0.3428(8) 0.129(5) Uani 1 1 d . . . . .
H12A H 0.1403 0.0569 0.4009 0.155 Uiso 1 1 calc R U . . .
H12B H 0.1076 -0.0570 0.3374 0.155 Uiso 1 1 calc R U . . .
C13 C 0.2164(5) 0.0208(11) 0.3229(7) 0.104(4) Uani 1 1 d . . . . .
H13A H 0.2433 0.1100 0.3288 0.125 Uiso 1 1 calc R U . . .
H13B H 0.2104 -0.0032 0.2648 0.125 Uiso 1 1 calc R U . . .
C14 C 0.2785(5) -0.0775(10) 0.3697(7) 0.097(3) Uani 1 1 d . . . . .
H14A H 0.3054 -0.0348 0.4208 0.117 Uiso 1 1 calc R U . . .
H14B H 0.2459 -0.1556 0.3843 0.117 Uiso 1 1 calc R U . . .
C15 C 0.3431(8) -0.1223(13) 0.3278(11) 0.177(7) Uani 1 1 d . . . . .
H15A H 0.3180 -0.1480 0.2726 0.266 Uiso 1 1 calc R U . . .
H15B H 0.3717 -0.1995 0.3560 0.266 Uiso 1 1 calc R U . . .
H15C H 0.3847 -0.0508 0.3256 0.266 Uiso 1 1 calc R U . . .
C16 C -0.0477(5) 0.2431(8) 0.3461(5) 0.070(2) Uani 1 1 d . . . . .
H16A H -0.0213 0.3175 0.3801 0.084 Uiso 1 1 calc R U . . .
H16B H -0.0957 0.2807 0.3077 0.084 Uiso 1 1 calc R U . . .
C17 C -0.0840(7) 0.1450(11) 0.4006(6) 0.101(3) Uani 1 1 d . . . . .
H17A H -0.0360 0.0998 0.4352 0.122 Uiso 1 1 calc R U . . .
H17B H -0.1167 0.0762 0.3664 0.122 Uiso 1 1 calc R U . . .
C18 C -0.1419(12) 0.2071(17) 0.4550(8) 0.170(8) Uani 1 1 d . . . . .
H18A H -0.1546 0.1394 0.4947 0.204 Uiso 1 1 calc R U . . .
H18B H -0.1110 0.2812 0.4859 0.204 Uiso 1 1 calc R U . . .
C19 C -0.2211(9) 0.2570(19) 0.4122(10) 0.186(9) Uani 1 1 d . . . . .
H19A H -0.2099 0.3346 0.3798 0.279 Uiso 1 1 calc R U . . .
H19B H -0.2584 0.2831 0.4511 0.279 Uiso 1 1 calc R U . . .
H19C H -0.2491 0.1875 0.3763 0.279 Uiso 1 1 calc R U . . .
C20 C 0.0427(6) 0.1972(8) 0.1547(6) 0.087(3) Uani 1 1 d . . . . .
H20A H 0.0253 0.1127 0.1262 0.104 Uiso 1 1 calc R U . . .
H20B H -0.0013 0.2647 0.1354 0.104 Uiso 1 1 calc R U . . .
C21 C 0.1269(11) 0.2417(18) 0.1308(12) 0.201(9) Uani 1 1 d . . . . .
H21A H 0.1379 0.3326 0.1530 0.241 Uiso 1 1 calc R U . . .
H21B H 0.1716 0.1837 0.1608 0.241 Uiso 1 1 calc R U . . .
C22 C 0.1420(11) 0.246(2) 0.0532(10) 0.201(9) Uani 1 1 d . . . . .
H22A H 0.1976 0.2892 0.0504 0.242 Uiso 1 1 calc R U . . .
H22B H 0.0965 0.2965 0.0188 0.242 Uiso 1 1 calc R U . . .
C23 C 0.1430(12) 0.1099(18) 0.0266(10) 0.208(9) Uani 1 1 d . . . . .
H23A H 0.2013 0.0747 0.0389 0.313 Uiso 1 1 calc R U . . .
H23B H 0.1236 0.1057 -0.0320 0.313 Uiso 1 1 calc R U . . .
H23C H 0.1050 0.0566 0.0547 0.313 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 C20 2.081(10) . ?
Sn1 C16 2.114(8) . ?
Sn1 C12 2.138(8) . ?
Sn1 O2 2.217(5) 2 ?
Sn1 O1 2.351(5) . ?
O1 C1 1.257(8) . ?
C1 O2 1.258(8) . ?
C1 C2 1.508(9) . ?
O2 Sn1 2.218(5) 2_545 ?
C2 C3 1.526(9) . ?
C3 C4 1.522(9) . ?
C4 O3 1.225(8) . ?
C4 N1 1.357(8) . ?
N1 C5 1.411(8) . ?
C5 C6 1.384(9) . ?
C5 C10 1.410(8) . ?
C6 C7 1.371(9) . ?
C7 C8 1.363(9) . ?
C7 N2 1.472(9) . ?
C8 C9 1.385(9) . ?
C9 C10 1.379(9) . ?
C10 O4 1.365(8) . ?
N2 O5 1.217(8) . ?
N2 O6 1.225(8) . ?
O4 C11 1.440(9) . ?
C12 C13 1.405(12) . ?
C13 C14 1.521(11) . ?
C14 C15 1.401(14) . ?
C16 C17 1.515(11) . ?
C17 C18 1.523(17) . ?
C18 C19 1.43(2) . ?
C20 C21 1.519(14) . ?
C21 C22 1.354(19) . ?
C22 C23 1.44(2) . ?

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
C20 Sn1 C16 125.5(4) . . ?
C20 Sn1 C12 119.4(5) . . ?
C16 Sn1 C12 114.6(4) . . ?
C20 Sn1 O2 93.9(3) . 2 ?
C16 Sn1 O2 94.0(3) . 2 ?
C12 Sn1 O2 88.8(3) . 2 ?
C20 Sn1 O1 86.1(3) . . ?
C16 Sn1 O1 90.9(2) . . ?
C12 Sn1 O1 85.9(3) . . ?
O2 Sn1 O1 173.90(15) 2 . ?
C1 O1 Sn1 139.3(4) . . ?
O1 C1 O2 122.5(6) . . ?
O1 C1 C2 120.2(6) . . ?
O2 C1 C2 117.4(6) . . ?
C1 O2 Sn1 119.1(4) . 2_545 ?
C1 C2 C3 112.5(5) . . ?
C4 C3 C2 110.3(6) . . ?
O3 C4 N1 122.8(6) . . ?
O3 C4 C3 122.4(6) . . ?
N1 C4 C3 114.8(6) . . ?
C4 N1 C5 127.1(5) . . ?
C6 C5 C10 118.3(6) . . ?
C6 C5 N1 124.6(6) . . ?
C10 C5 N1 117.1(6) . . ?
C7 C6 C5 118.7(6) . . ?
C8 C7 C6 124.2(6) . . ?
C8 C7 N2 118.3(6) . . ?
C6 C7 N2 117.4(6) . . ?
C7 C8 C9 117.5(6) . . ?
C10 C9 C8 120.4(6) . . ?
O4 C10 C9 125.0(6) . . ?
O4 C10 C5 114.2(6) . . ?
C9 C10 C5 120.8(6) . . ?
O5 N2 O6 121.8(7) . . ?
O5 N2 C7 119.6(7) . . ?
O6 N2 C7 118.6(7) . . ?
C10 O4 C11 117.6(6) . . ?
C13 C12 Sn1 120.5(8) . . ?
C12 C13 C14 119.1(9) . . ?
C15 C14 C13 114.6(11) . . ?
C17 C16 Sn1 116.7(7) . . ?
C16 C17 C18 114.5(10) . . ?
C19 C18 C17 114.0(12) . . ?
C21 C20 Sn1 115.4(10) . . ?
C22 C21 C20 123.7(16) . . ?
C21 C22 C23 106.2(19) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sn1 O1 C1 O2 172.4(5) . . . . ?
Sn1 O1 C1 C2 -7.8(12) . . . . ?
O1 C1 O2 Sn1 -4.0(10) . . . 2_545 ?
C2 C1 O2 Sn1 176.2(5) . . . 2_545 ?
O1 C1 C2 C3 -166.2(7) . . . . ?
O2 C1 C2 C3 13.5(10) . . . . ?
C1 C2 C3 C4 63.9(8) . . . . ?
C2 C3 C4 O3 30.5(8) . . . . ?
C2 C3 C4 N1 -150.8(5) . . . . ?
O3 C4 N1 C5 -3.5(10) . . . . ?
C3 C4 N1 C5 177.8(5) . . . . ?
C4 N1 C5 C6 -10.0(10) . . . . ?
C4 N1 C5 C10 170.3(6) . . . . ?
C10 C5 C6 C7 2.7(9) . . . . ?
N1 C5 C6 C7 -177.0(6) . . . . ?
C5 C6 C7 C8 -0.8(10) . . . . ?
C5 C6 C7 N2 -179.6(6) . . . . ?
C6 C7 C8 C9 -1.3(11) . . . . ?
N2 C7 C8 C9 177.5(6) . . . . ?
C7 C8 C9 C10 1.4(11) . . . . ?
C8 C9 C10 O4 179.9(7) . . . . ?
C8 C9 C10 C5 0.6(10) . . . . ?
C6 C5 C10 O4 178.0(6) . . . . ?
N1 C5 C10 O4 -2.3(8) . . . . ?
C6 C5 C10 C9 -2.6(9) . . . . ?
N1 C5 C10 C9 177.1(6) . . . . ?
C8 C7 N2 O5 -166.2(7) . . . . ?
C6 C7 N2 O5 12.7(10) . . . . ?
C8 C7 N2 O6 13.8(10) . . . . ?
C6 C7 N2 O6 -167.3(7) . . . . ?
C9 C10 O4 C11 -1.5(10) . . . . ?
C5 C10 O4 C11 177.8(7) . . . . ?
Sn1 C12 C13 C14 -179.6(8) . . . . ?
C12 C13 C14 C15 155.5(12) . . . . ?
Sn1 C16 C17 C18 173.4(9) . . . . ?
C16 C17 C18 C19 68.0(15) . . . . ?
Sn1 C20 C21 C22 169.6(17) . . . . ?
C20 C21 C22 C23 -68(2) . . . . ?

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
N1 H1 O6 0.88 2.44 3.225(8) 149.1 4
C6 H6 O3 0.95 2.24 2.835(8) 119.5 .

_refine_diff_density_max         1.541
_refine_diff_density_min         -2.074
_refine_diff_density_rms         0.107

_shelxl_version_number           2012-9

_database_code_depnum_ccdc_archive 'CCDC 984494'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_MS54PH3

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C29 H26 N2 O6 Sn'
_chemical_formula_sum            'C29 H26 N2 O6 Sn'
_chemical_formula_weight         617.21

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   9.837(4)
_cell_length_b                   13.099(5)
_cell_length_c                   21.032(8)
_cell_angle_alpha                90
_cell_angle_beta                 77.875(7)
_cell_angle_gamma                90
_cell_volume                     2649.7(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3097
_cell_measurement_theta_min      2.52
_cell_measurement_theta_max      20.57
_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.547
_exptl_crystal_F_000             1248
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    1.011
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.772
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_process_details   'SADABS v2009/1, Sheldrick, G.M., (2009)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX 2 CCD diffractometer'
_diffrn_measurement_method       'ω rotation with narrow frames'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25489
_diffrn_reflns_av_unetI/netI     0.2008
_diffrn_reflns_av_R_equivalents  0.1680
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         0.990
_diffrn_reflns_theta_max         27.354
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             11790
_reflns_number_gt                6769
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.898
_reflns_Friedel_fraction_max     0.974
_reflns_Friedel_fraction_full    0.994

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker APEX 2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2012 (Sheldrick, 2012)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0859P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0157(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 2169 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.75(4)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         11790
_refine_ls_number_parameters     686
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1321
_refine_ls_R_factor_gt           0.0855
_refine_ls_wR_factor_ref         0.2117
_refine_ls_wR_factor_gt          0.1839
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_restrained_S_all      0.935
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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 0.28955(11) 0.64262(8) 0.16899(6) 0.0309(3) Uani 1 1 d . . . . .
O1 O 0.3332(13) 0.5293(10) 0.2292(6) 0.042(3) Uani 1 1 d . . . . .
C1 C 0.213(2) 0.4789(13) 0.2483(9) 0.034(4) Uani 1 1 d . . . . .
O2 O 0.1106(14) 0.5113(10) 0.2308(7) 0.042(3) Uani 1 1 d . . . . .
C2 C 0.2169(19) 0.3839(13) 0.2879(9) 0.034(4) Uani 1 1 d . . . . .
H2A H 0.2594 0.3280 0.2587 0.040 Uiso 1 1 calc R U . . .
H2B H 0.1204 0.3636 0.3077 0.040 Uiso 1 1 calc R U . . .
C3 C 0.3000(19) 0.3980(14) 0.3426(8) 0.035(4) Uani 1 1 d . . . . .
H3A H 0.3194 0.3302 0.3595 0.042 Uiso 1 1 calc R U . . .
H3B H 0.3902 0.4310 0.3242 0.042 Uiso 1 1 calc R U . . .
C4 C 0.2220(19) 0.4615(13) 0.3971(8) 0.031(4) Uani 1 1 d . . . . .
O3 O 0.1007(12) 0.4891(10) 0.4009(6) 0.036(3) Uani 1 1 d . . . . .
N1 N 0.2935(15) 0.4902(11) 0.4431(6) 0.030(3) Uani 1 1 d . . . . .
H1 H 0.3807 0.4702 0.4366 0.036 Uiso 1 1 calc R U . . .
C5 C 0.2453(17) 0.5471(13) 0.4988(8) 0.027(4) Uani 1 1 d . . . . .
C6 C 0.1060(18) 0.5561(13) 0.5280(9) 0.032(4) Uani 1 1 d . . . . .
H6 H 0.0386 0.5236 0.5085 0.038 Uiso 1 1 calc R U . . .
C7 C 0.0629(17) 0.6098(13) 0.5834(8) 0.031(4) Uani 1 1 d . . . . .
C8 C 0.1581(17) 0.6573(12) 0.6150(8) 0.030(4) Uani 1 1 d . . . . .
H8 H 0.1265 0.6938 0.6544 0.036 Uiso 1 1 calc R U . . .
C9 C 0.2996(17) 0.6504(16) 0.5878(8) 0.031(4) Uani 1 1 d . . . . .
H9 H 0.3664 0.6824 0.6078 0.037 Uiso 1 1 calc R U . . .
C10 C 0.3394(17) 0.5961(14) 0.5315(9) 0.029(4) Uani 1 1 d . . . . .
N2 N -0.0842(14) 0.6206(12) 0.6115(8) 0.038(4) Uani 1 1 d . . . . .
O5 O -0.1655(14) 0.5774(14) 0.5840(7) 0.065(5) Uani 1 1 d . . . . .
O6 O -0.1207(14) 0.6665(10) 0.6631(7) 0.047(4) Uani 1 1 d . . . . .
O4 O 0.4759(12) 0.5825(11) 0.5000(6) 0.040(3) Uani 1 1 d . . . . .
C11 C 0.5814(18) 0.6231(17) 0.5309(9) 0.045(5) Uani 1 1 d . . . . .
H11A H 0.6734 0.6091 0.5039 0.067 Uiso 1 1 calc R U . . .
H11B H 0.5740 0.5908 0.5736 0.067 Uiso 1 1 calc R U . . .
H11C H 0.5687 0.6970 0.5365 0.067 Uiso 1 1 calc R U . . .
C12 C 0.4999(17) 0.6953(13) 0.1422(8) 0.031(4) Uani 1 1 d . . . . .
C13 C 0.531(2) 0.7769(19) 0.1000(11) 0.057(6) Uani 1 1 d . . . . .
H13 H 0.4610 0.8054 0.0808 0.069 Uiso 1 1 calc R U . . .
C14 C 0.665(2) 0.8181(16) 0.0853(12) 0.060(6) Uani 1 1 d . . . . .
H14 H 0.6864 0.8730 0.0554 0.072 Uiso 1 1 calc R U . . .
C15 C 0.763(2) 0.778(2) 0.1143(10) 0.068(7) Uani 1 1 d . . . . .
H15 H 0.8535 0.8076 0.1065 0.081 Uiso 1 1 calc R U . . .
C16 C 0.734(2) 0.699(2) 0.1534(11) 0.075(8) Uani 1 1 d . . . . .
H16 H 0.8056 0.6707 0.1718 0.090 Uiso 1 1 calc R U . . .
C17 C 0.6043(17) 0.6554(17) 0.1686(10) 0.048(5) Uani 1 1 d . . . . .
H17 H 0.5873 0.5983 0.1971 0.057 Uiso 1 1 calc R U . . .
C18 C 0.2174(17) 0.5961(12) 0.0856(10) 0.033(4) Uani 1 1 d . . . . .
C19 C 0.308(3) 0.6009(14) 0.0236(10) 0.044(5) Uani 1 1 d . . . . .
H19 H 0.4017 0.6213 0.0204 0.053 Uiso 1 1 calc R U . . .
C20 C 0.262(2) 0.5767(14) -0.0316(10) 0.043(5) Uani 1 1 d . . . . .
H20 H 0.3257 0.5764 -0.0725 0.052 Uiso 1 1 calc R U . . .
C21 C 0.120(2) 0.5520(13) -0.0276(10) 0.045(5) Uani 1 1 d . . . . .
H21 H 0.0862 0.5370 -0.0658 0.054 Uiso 1 1 calc R U . . .
C22 C 0.032(2) 0.5505(13) 0.0322(9) 0.042(5) Uani 1 1 d . . . . .
H22 H -0.0640 0.5360 0.0352 0.050 Uiso 1 1 calc R U . . .
C23 C 0.0791(18) 0.5694(14) 0.0882(9) 0.036(4) Uani 1 1 d . . . . .
H23 H 0.0167 0.5643 0.1292 0.043 Uiso 1 1 calc R U . . .
C24 C 0.1692(16) 0.7580(15) 0.2249(8) 0.030(4) Uani 1 1 d . . . . .
C25 C 0.2252(19) 0.8517(13) 0.2371(9) 0.035(4) Uani 1 1 d . . . . .
H25 H 0.3227 0.8622 0.2243 0.042 Uiso 1 1 calc R U . . .
C26 C 0.143(2) 0.9289(16) 0.2669(10) 0.046(5) Uani 1 1 d . . . . .
H26 H 0.1830 0.9933 0.2727 0.056 Uiso 1 1 calc R U . . .
C27 C 0.004(2) 0.9149(15) 0.2887(10) 0.046(5) Uani 1 1 d . . . . .
H27 H -0.0519 0.9693 0.3099 0.056 Uiso 1 1 calc R U . . .
C28 C -0.057(2) 0.8233(16) 0.2802(10) 0.043(5) Uani 1 1 d . . . . .
H28 H -0.1540 0.8134 0.2959 0.052 Uiso 1 1 calc R U . . .
C29 C 0.0260(19) 0.7446(13) 0.2481(9) 0.034(4) Uani 1 1 d . . . . .
H29 H -0.0154 0.6808 0.2418 0.041 Uiso 1 1 calc R U . . .
Sn2 Sn -0.15357(12) 0.27533(8) 0.14788(6) 0.0318(3) Uani 1 1 d . . . . .
O7 O -0.2139(13) 0.4083(9) 0.1974(6) 0.037(3) Uani 1 1 d . . . . .
C30 C -0.1967(17) 0.4103(13) 0.2571(8) 0.028(4) Uani 1 1 d . . . . .
O8 O -0.1422(12) 0.3391(8) 0.2802(6) 0.034(3) Uani 1 1 d . . . . .
C31 C -0.2473(18) 0.5034(14) 0.2932(8) 0.033(4) Uani 1 1 d . . . . .
H31A H -0.3502 0.5043 0.3011 0.039 Uiso 1 1 calc R U . . .
H31B H -0.2127 0.5633 0.2659 0.039 Uiso 1 1 calc R U . . .
C32 C -0.2037(18) 0.5142(14) 0.3581(8) 0.031(4) Uani 1 1 d . . . . .
H32A H -0.1017 0.5053 0.3514 0.037 Uiso 1 1 calc R U . . .
H32B H -0.2267 0.5838 0.3755 0.037 Uiso 1 1 calc R U . . .
C33 C -0.2751(19) 0.4367(14) 0.4072(9) 0.032(4) Uani 1 1 d . . . . .
O9 O -0.3989(11) 0.4103(10) 0.4108(6) 0.033(3) Uani 1 1 d . . . . .
N3 N -0.2021(15) 0.4067(12) 0.4517(7) 0.030(3) Uani 1 1 d . . . . .
H3 H -0.1147 0.4265 0.4443 0.036 Uiso 1 1 calc R U . . .
C34 C -0.2461(19) 0.3493(14) 0.5070(9) 0.035(4) Uani 1 1 d . . . . .
C35 C -0.3871(17) 0.3377(16) 0.5373(8) 0.034(4) Uani 1 1 d . . . . .
H35 H -0.4584 0.3672 0.5191 0.041 Uiso 1 1 calc R U . . .
C36 C -0.4182(16) 0.2834(16) 0.5933(8) 0.033(4) Uani 1 1 d . . . . .
C37 C -0.3209(19) 0.2374(14) 0.6236(9) 0.037(4) Uani 1 1 d . . . . .
H37 H -0.3489 0.1984 0.6623 0.044 Uiso 1 1 calc R U . . .
C38 C -0.1806(19) 0.2508(14) 0.5950(8) 0.036(4) Uani 1 1 d . . . . .
H38 H -0.1107 0.2233 0.6151 0.043 Uiso 1 1 calc R U . . .
C39 C -0.1452(16) 0.3029(13) 0.5391(8) 0.029(4) Uani 1 1 d . . . . .
N4 N -0.5662(15) 0.2650(17) 0.6245(7) 0.047(4) Uani 1 1 d . . . . .
O11 O -0.6504(15) 0.2993(16) 0.5931(7) 0.074(6) Uani 1 1 d . . . . .
O12 O -0.5966(14) 0.2233(12) 0.6768(7) 0.054(4) Uani 1 1 d . . . . .
O10 O -0.0120(12) 0.3190(9) 0.5043(6) 0.035(3) Uani 1 1 d . . . . .
C40 C 0.0981(18) 0.2795(18) 0.5332(9) 0.046(5) Uani 1 1 d . . . . .
H40A H 0.1883 0.2948 0.5048 0.069 Uiso 1 1 calc R U . . .
H40B H 0.0876 0.2054 0.5386 0.069 Uiso 1 1 calc R U . . .
H40C H 0.0932 0.3115 0.5757 0.069 Uiso 1 1 calc R U . . .
C41 C 0.0642(18) 0.2474(12) 0.1365(8) 0.031(4) Uani 1 1 d . . . . .
C42 C 0.159(2) 0.3018(17) 0.0906(12) 0.065(7) Uani 1 1 d . . . . .
H42 H 0.1275 0.3488 0.0625 0.077 Uiso 1 1 calc R U . . .
C43 C 0.299(2) 0.287(2) 0.0861(11) 0.068(7) Uani 1 1 d . . . . .
H43 H 0.3640 0.3269 0.0563 0.082 Uiso 1 1 calc R U . . .
C44 C 0.346(2) 0.2180(18) 0.1230(10) 0.052(5) Uani 1 1 d . . . . .
H44 H 0.4435 0.2090 0.1185 0.063 Uiso 1 1 calc R U . . .
C45 C 0.2561(19) 0.1593(15) 0.1676(9) 0.042(5) Uani 1 1 d . . . . .
H45 H 0.2902 0.1088 0.1927 0.051 Uiso 1 1 calc R U . . .
C46 C 0.1152(18) 0.1760(13) 0.1747(8) 0.036(4) Uani 1 1 d . . . . .
H46 H 0.0517 0.1380 0.2062 0.043 Uiso 1 1 calc R U . . .
C47 C -0.2884(19) 0.1677(14) 0.2026(8) 0.035(5) Uani 1 1 d . . . . .
C48 C -0.4182(19) 0.1989(15) 0.2400(9) 0.039(5) Uani 1 1 d . . . . .
H48 H -0.4427 0.2691 0.2402 0.047 Uiso 1 1 calc R U . . .
C49 C -0.5115(18) 0.1307(15) 0.2766(9) 0.037(4) Uani 1 1 d . . . . .
H49 H -0.5985 0.1541 0.3008 0.045 Uiso 1 1 calc R U . . .
C50 C -0.477(2) 0.0302(15) 0.2775(9) 0.044(5) Uani 1 1 d . . . . .
H50 H -0.5403 -0.0169 0.3020 0.052 Uiso 1 1 calc R U . . .
C51 C -0.352(2) -0.0033(16) 0.2434(10) 0.045(5) Uani 1 1 d . . . . .
H51 H -0.3276 -0.0733 0.2448 0.055 Uiso 1 1 calc R U . . .
C52 C -0.258(2) 0.0653(15) 0.2061(9) 0.039(5) Uani 1 1 d . . . . .
H52 H -0.1714 0.0404 0.1825 0.047 Uiso 1 1 calc R U . . .
C53 C -0.2065(18) 0.3356(13) 0.0636(9) 0.029(4) Uani 1 1 d . . . . .
C54 C -0.1257(18) 0.3177(14) 0.0003(8) 0.035(4) Uani 1 1 d . . . . .
H54 H -0.0504 0.2709 -0.0049 0.042 Uiso 1 1 calc R U . . .
C55 C -0.154(2) 0.3670(14) -0.0551(10) 0.039(5) Uani 1 1 d . . . . .
H55 H -0.1006 0.3522 -0.0973 0.047 Uiso 1 1 calc R U . . .
C56 C -0.261(2) 0.4381(18) -0.0465(12) 0.056(6) Uani 1 1 d . . . . .
H56 H -0.2796 0.4756 -0.0825 0.067 Uiso 1 1 calc R U . . .
C57 C -0.340(2) 0.4529(18) 0.0141(10) 0.052(6) Uani 1 1 d . . . . .
H57 H -0.4171 0.4978 0.0196 0.062 Uiso 1 1 calc R U . . .
C58 C -0.3105(18) 0.4049(14) 0.0679(9) 0.035(4) Uani 1 1 d . . . . .
H58 H -0.3652 0.4208 0.1095 0.042 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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 2.054(13) . ?
Sn1 C18 2.116(19) . ?
Sn1 C24 2.117(19) . ?
Sn1 C12 2.142(16) . ?
O1 C1 1.34(2) . ?
C1 O2 1.22(2) . ?
C1 C2 1.50(2) . ?
C2 C3 1.56(2) . ?
C3 C4 1.49(2) . ?
C4 O3 1.23(2) . ?
C4 N1 1.36(2) . ?
N1 C5 1.39(2) . ?
C5 C6 1.38(2) . ?
C5 C10 1.42(2) . ?
C6 C7 1.35(2) . ?
C7 C8 1.40(2) . ?
C7 N2 1.45(2) . ?
C8 C9 1.39(2) . ?
C9 C10 1.37(2) . ?
C10 O4 1.378(19) . ?
N2 O5 1.22(2) . ?
N2 O6 1.228(18) . ?
O4 C11 1.437(19) . ?
C12 C17 1.37(2) . ?
C12 C13 1.38(3) . ?
C13 C14 1.39(3) . ?
C14 C15 1.35(3) . ?
C15 C16 1.32(3) . ?
C16 C17 1.37(3) . ?
C18 C23 1.39(2) . ?
C18 C19 1.42(3) . ?
C19 C20 1.37(3) . ?
C20 C21 1.43(3) . ?
C21 C22 1.37(3) . ?
C22 C23 1.38(2) . ?
C24 C25 1.39(2) . ?
C24 C29 1.40(2) . ?
C25 C26 1.36(3) . ?
C26 C27 1.36(3) . ?
C27 C28 1.37(3) . ?
C28 C29 1.40(2) . ?
Sn2 O7 2.052(12) . ?
Sn2 C53 2.104(18) . ?
Sn2 C47 2.105(19) . ?
Sn2 C41 2.136(17) . ?
O7 C30 1.30(2) . ?
C30 O8 1.227(19) . ?
C30 C31 1.47(2) . ?
C31 C32 1.52(2) . ?
C32 C33 1.51(2) . ?
C33 O9 1.25(2) . ?
C33 N3 1.35(2) . ?
N3 C34 1.37(2) . ?
C34 C35 1.41(2) . ?
C34 C39 1.45(2) . ?
C35 C36 1.36(2) . ?
C36 C37 1.39(2) . ?
C36 N4 1.49(2) . ?
C37 C38 1.40(2) . ?
C38 C39 1.34(2) . ?
C39 O10 1.376(19) . ?
N4 O12 1.207(19) . ?
N4 O11 1.25(2) . ?
O10 C40 1.445(19) . ?
C41 C42 1.39(2) . ?
C41 C46 1.39(2) . ?
C42 C43 1.38(3) . ?
C43 C44 1.34(3) . ?
C44 C45 1.38(3) . ?
C45 C46 1.38(2) . ?
C47 C52 1.38(3) . ?
C47 C48 1.41(2) . ?
C48 C49 1.39(3) . ?
C49 C50 1.36(3) . ?
C50 C51 1.36(3) . ?
C51 C52 1.40(3) . ?
C53 C58 1.36(2) . ?
C53 C54 1.42(2) . ?
C54 C55 1.41(3) . ?
C55 C56 1.39(3) . ?
C56 C57 1.36(3) . ?
C57 C58 1.38(3) . ?

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 C18 116.9(6) . . ?
O1 Sn1 C24 109.7(6) . . ?
C18 Sn1 C24 114.9(6) . . ?
O1 Sn1 C12 94.6(6) . . ?
C18 Sn1 C12 110.4(7) . . ?
C24 Sn1 C12 108.2(6) . . ?
C1 O1 Sn1 104.9(11) . . ?
O2 C1 O1 118.0(16) . . ?
O2 C1 C2 124.9(17) . . ?
O1 C1 C2 117.1(17) . . ?
C1 C2 C3 112.9(14) . . ?
C4 C3 C2 111.7(15) . . ?
O3 C4 N1 120.7(16) . . ?
O3 C4 C3 123.2(16) . . ?
N1 C4 C3 116.1(15) . . ?
C4 N1 C5 127.8(15) . . ?
C6 C5 N1 123.5(15) . . ?
C6 C5 C10 115.7(16) . . ?
N1 C5 C10 120.8(15) . . ?
C7 C6 C5 121.9(17) . . ?
C6 C7 C8 121.3(16) . . ?
C6 C7 N2 120.4(16) . . ?
C8 C7 N2 118.2(16) . . ?
C9 C8 C7 119.1(15) . . ?
C10 C9 C8 118.1(16) . . ?
C9 C10 O4 123.9(15) . . ?
C9 C10 C5 123.9(15) . . ?
O4 C10 C5 112.2(15) . . ?
O5 N2 O6 123.2(15) . . ?
O5 N2 C7 117.4(15) . . ?
O6 N2 C7 119.3(15) . . ?
C10 O4 C11 117.2(14) . . ?
C17 C12 C13 118.0(17) . . ?
C17 C12 Sn1 122.4(13) . . ?
C13 C12 Sn1 119.5(13) . . ?
C12 C13 C14 121(2) . . ?
C15 C14 C13 119(2) . . ?
C16 C15 C14 120(2) . . ?
C15 C16 C17 123(2) . . ?
C12 C17 C16 119(2) . . ?
C23 C18 C19 117.8(19) . . ?
C23 C18 Sn1 122.2(15) . . ?
C19 C18 Sn1 119.6(14) . . ?
C20 C19 C18 121(2) . . ?
C19 C20 C21 120(2) . . ?
C22 C21 C20 118.7(18) . . ?
C21 C22 C23 121(2) . . ?
C22 C23 C18 120.9(19) . . ?
C25 C24 C29 117.0(17) . . ?
C25 C24 Sn1 122.4(12) . . ?
C29 C24 Sn1 120.5(13) . . ?
C26 C25 C24 121.3(17) . . ?
C27 C26 C25 120.9(19) . . ?
C26 C27 C28 120.6(19) . . ?
C27 C28 C29 118.9(18) . . ?
C28 C29 C24 121.2(17) . . ?
O7 Sn2 C53 90.7(6) . . ?
O7 Sn2 C47 102.0(6) . . ?
C53 Sn2 C47 118.2(7) . . ?
O7 Sn2 C41 112.2(6) . . ?
C53 Sn2 C41 112.9(7) . . ?
C47 Sn2 C41 116.7(6) . . ?
C30 O7 Sn2 115.1(10) . . ?
O8 C30 O7 121.6(15) . . ?
O8 C30 C31 123.8(16) . . ?
O7 C30 C31 114.7(14) . . ?
C30 C31 C32 114.4(15) . . ?
C33 C32 C31 111.8(15) . . ?
O9 C33 N3 122.0(16) . . ?
O9 C33 C32 122.2(15) . . ?
N3 C33 C32 115.4(15) . . ?
C33 N3 C34 128.6(15) . . ?
N3 C34 C35 123.2(16) . . ?
N3 C34 C39 119.9(16) . . ?
C35 C34 C39 116.7(16) . . ?
C36 C35 C34 118.2(16) . . ?
C35 C36 C37 125.0(15) . . ?
C35 C36 N4 119.4(16) . . ?
C37 C36 N4 115.6(16) . . ?
C36 C37 C38 117.4(16) . . ?
C39 C38 C37 119.6(17) . . ?
C38 C39 O10 126.0(15) . . ?
C38 C39 C34 123.1(16) . . ?
O10 C39 C34 110.9(15) . . ?
O12 N4 O11 125.4(16) . . ?
O12 N4 C36 120.5(16) . . ?
O11 N4 C36 114.0(16) . . ?
C39 O10 C40 115.8(14) . . ?
C42 C41 C46 118.3(17) . . ?
C42 C41 Sn2 120.1(13) . . ?
C46 C41 Sn2 121.6(13) . . ?
C43 C42 C41 120(2) . . ?
C44 C43 C42 121(2) . . ?
C43 C44 C45 121.5(19) . . ?
C46 C45 C44 118.1(18) . . ?
C45 C46 C41 121.3(17) . . ?
C52 C47 C48 115.6(18) . . ?
C52 C47 Sn2 124.2(14) . . ?
C48 C47 Sn2 120.2(14) . . ?
C49 C48 C47 122.4(18) . . ?
C50 C49 C48 119.4(18) . . ?
C51 C50 C49 120.4(18) . . ?
C50 C51 C52 120.2(19) . . ?
C47 C52 C51 122.0(19) . . ?
C58 C53 C54 116.0(17) . . ?
C58 C53 Sn2 120.8(13) . . ?
C54 C53 Sn2 122.6(13) . . ?
C55 C54 C53 122.1(17) . . ?
C56 C55 C54 118.4(19) . . ?
C57 C56 C55 119(2) . . ?
C56 C57 C58 122(2) . . ?
C53 C58 C57 122.4(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Sn1 O1 C1 O2 -4.0(19) . . . . ?
Sn1 O1 C1 C2 173.9(12) . . . . ?
O2 C1 C2 C3 -137.3(18) . . . . ?
O1 C1 C2 C3 45(2) . . . . ?
C1 C2 C3 C4 73(2) . . . . ?
C2 C3 C4 O3 7(3) . . . . ?
C2 C3 C4 N1 -171.2(15) . . . . ?
O3 C4 N1 C5 3(3) . . . . ?
C3 C4 N1 C5 -178.7(16) . . . . ?
C4 N1 C5 C6 22(3) . . . . ?
C4 N1 C5 C10 -161.1(17) . . . . ?
N1 C5 C6 C7 178.1(16) . . . . ?
C10 C5 C6 C7 1(3) . . . . ?
C5 C6 C7 C8 -2(3) . . . . ?
C5 C6 C7 N2 177.9(15) . . . . ?
C6 C7 C8 C9 1(3) . . . . ?
N2 C7 C8 C9 -178.2(16) . . . . ?
C7 C8 C9 C10 -1(3) . . . . ?
C8 C9 C10 O4 -179.3(16) . . . . ?
C8 C9 C10 C5 0(3) . . . . ?
C6 C5 C10 C9 -1(3) . . . . ?
N1 C5 C10 C9 -177.6(17) . . . . ?
C6 C5 C10 O4 179.1(15) . . . . ?
N1 C5 C10 O4 2(2) . . . . ?
C6 C7 N2 O5 2(3) . . . . ?
C8 C7 N2 O5 -178.9(17) . . . . ?
C6 C7 N2 O6 177.3(16) . . . . ?
C8 C7 N2 O6 -3(2) . . . . ?
C9 C10 O4 C11 4(3) . . . . ?
C5 C10 O4 C11 -175.9(16) . . . . ?
C17 C12 C13 C14 -1(3) . . . . ?
Sn1 C12 C13 C14 175.2(18) . . . . ?
C12 C13 C14 C15 -2(4) . . . . ?
C13 C14 C15 C16 3(4) . . . . ?
C14 C15 C16 C17 -2(4) . . . . ?
C13 C12 C17 C16 1(3) . . . . ?
Sn1 C12 C17 C16 -174.3(18) . . . . ?
C15 C16 C17 C12 0(4) . . . . ?
C23 C18 C19 C20 -2(3) . . . . ?
Sn1 C18 C19 C20 -176.4(14) . . . . ?
C18 C19 C20 C21 4(3) . . . . ?
C19 C20 C21 C22 -2(3) . . . . ?
C20 C21 C22 C23 -2(3) . . . . ?
C21 C22 C23 C18 3(3) . . . . ?
C19 C18 C23 C22 -1(3) . . . . ?
Sn1 C18 C23 C22 172.7(13) . . . . ?
C29 C24 C25 C26 -4(3) . . . . ?
Sn1 C24 C25 C26 172.6(15) . . . . ?
C24 C25 C26 C27 3(3) . . . . ?
C25 C26 C27 C28 -1(3) . . . . ?
C26 C27 C28 C29 -1(3) . . . . ?
C27 C28 C29 C24 0(3) . . . . ?
C25 C24 C29 C28 2(3) . . . . ?
Sn1 C24 C29 C28 -174.4(14) . . . . ?
Sn2 O7 C30 O8 3(2) . . . . ?
Sn2 O7 C30 C31 -176.7(12) . . . . ?
O8 C30 C31 C32 11(3) . . . . ?
O7 C30 C31 C32 -169.3(15) . . . . ?
C30 C31 C32 C33 -69(2) . . . . ?
C31 C32 C33 O9 -37(2) . . . . ?
C31 C32 C33 N3 149.9(15) . . . . ?
O9 C33 N3 C34 -3(3) . . . . ?
C32 C33 N3 C34 170.0(17) . . . . ?
C33 N3 C34 C35 -20(3) . . . . ?
C33 N3 C34 C39 163.8(17) . . . . ?
N3 C34 C35 C36 -176.9(18) . . . . ?
C39 C34 C35 C36 -1(3) . . . . ?
C34 C35 C36 C37 0(3) . . . . ?
C34 C35 C36 N4 -176.6(17) . . . . ?
C35 C36 C37 C38 2(3) . . . . ?
N4 C36 C37 C38 178.6(17) . . . . ?
C36 C37 C38 C39 -3(3) . . . . ?
C37 C38 C39 O10 -177.6(16) . . . . ?
C37 C38 C39 C34 2(3) . . . . ?
N3 C34 C39 C38 176.1(17) . . . . ?
C35 C34 C39 C38 0(3) . . . . ?
N3 C34 C39 O10 -4(2) . . . . ?
C35 C34 C39 O10 179.5(16) . . . . ?
C35 C36 N4 O12 -175(2) . . . . ?
C37 C36 N4 O12 9(3) . . . . ?
C35 C36 N4 O11 3(3) . . . . ?
C37 C36 N4 O11 -174(2) . . . . ?
C38 C39 O10 C40 -3(3) . . . . ?
C34 C39 O10 C40 177.5(16) . . . . ?
C46 C41 C42 C43 -3(3) . . . . ?
Sn2 C41 C42 C43 176.5(19) . . . . ?
C41 C42 C43 C44 3(4) . . . . ?
C42 C43 C44 C45 -1(4) . . . . ?
C43 C44 C45 C46 -2(3) . . . . ?
C44 C45 C46 C41 2(3) . . . . ?
C42 C41 C46 C45 0(3) . . . . ?
Sn2 C41 C46 C45 -179.2(14) . . . . ?
C52 C47 C48 C49 -2(3) . . . . ?
Sn2 C47 C48 C49 179.5(14) . . . . ?
C47 C48 C49 C50 1(3) . . . . ?
C48 C49 C50 C51 1(3) . . . . ?
C49 C50 C51 C52 -1(3) . . . . ?
C48 C47 C52 C51 1(3) . . . . ?
Sn2 C47 C52 C51 179.9(14) . . . . ?
C50 C51 C52 C47 0(3) . . . . ?
C58 C53 C54 C55 -1(3) . . . . ?
Sn2 C53 C54 C55 -173.2(13) . . . . ?
C53 C54 C55 C56 2(3) . . . . ?
C54 C55 C56 C57 -4(3) . . . . ?
C55 C56 C57 C58 4(3) . . . . ?
C54 C53 C58 C57 2(3) . . . . ?
Sn2 C53 C58 C57 173.9(15) . . . . ?
C56 C57 C58 C53 -4(3) . . . . ?

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
N1 H1 O9 0.88 2.26 3.138(18) 174.1 1_655
C6 H6 O3 0.95 2.26 2.83(2) 117.1 .
C8 H8 O8 0.95 2.37 3.23(2) 149.2 2_556
C32 H32A O3 0.99 2.44 3.32(2) 147.4 .
N3 H3 O3 0.88 2.28 3.137(18) 165.8 .
C35 H35 O9 0.95 2.30 2.85(2) 116.4 .

_refine_diff_density_max         3.193
_refine_diff_density_min         -1.246
_refine_diff_density_rms         0.198

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 984495'
