# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_150603b
_database_code_depnum_ccdc_archive 'CCDC 1409848'
_audit_update_record             
;
2016-07-11 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H22 N2 O4 Sn'
_chemical_formula_weight         557.16

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6748(7)
_cell_length_b                   12.1683(11)
_cell_length_c                   12.9280(12)
_cell_angle_alpha                116.966(3)
_cell_angle_beta                 101.242(2)
_cell_angle_gamma                90.5670(10)
_cell_volume                     1185.37(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2993
_cell_measurement_theta_min      3.17
_cell_measurement_theta_max      24.462

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.37
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             560
_exptl_absorpt_coefficient_mu    1.114
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6282
_exptl_absorpt_correction_T_max  0.6833
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6043
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_unetI/netI     0.0418
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.41
_diffrn_reflns_theta_max         25.02
_reflns_number_total             4119
_reflns_number_gt                3428
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0508P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4119
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0451
_refine_ls_R_factor_gt           0.0348
_refine_ls_wR_factor_ref         0.0870
_refine_ls_wR_factor_gt          0.0815
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.75979(3) 0.35625(2) 0.22536(2) 0.04699(11) Uani 1 1 d . . .
O1 O 0.6168(4) 0.4729(3) 0.6657(3) 0.0789(9) Uani 1 1 d . . .
H1 H 0.6658 0.4949 0.6288 0.118 Uiso 1 1 calc R . .
O2 O 0.6427(3) 0.2708(2) 0.3046(2) 0.0550(7) Uani 1 1 d . . .
O3 O 0.8570(4) 0.5020(2) 0.2116(2) 0.0683(8) Uani 1 1 d . . .
O4 O 1.0372(4) 0.6102(3) 0.1370(3) 0.0707(8) Uani 1 1 d . . .
N1 N 0.7042(4) 0.4575(3) 0.4771(3) 0.0503(7) Uani 1 1 d . . .
N2 N 0.7738(4) 0.4948(3) 0.4080(2) 0.0454(7) Uani 1 1 d . . .
C1 C 0.4865(5) 0.1661(4) 0.4109(4) 0.0629(11) Uani 1 1 d . . .
H1A H 0.4875 0.1215 0.3305 0.075 Uiso 1 1 calc R . .
C2 C 0.4130(6) 0.1109(5) 0.4627(4) 0.0764(13) Uani 1 1 d . . .
H2 H 0.3652 0.0295 0.4180 0.092 Uiso 1 1 calc R . .
C3 C 0.4101(6) 0.1758(5) 0.5806(4) 0.0759(13) Uani 1 1 d . . .
H3 H 0.3600 0.1382 0.6156 0.091 Uiso 1 1 calc R . .
C4 C 0.4801(6) 0.2954(4) 0.6476(4) 0.0678(12) Uani 1 1 d . . .
H4 H 0.4787 0.3382 0.7280 0.081 Uiso 1 1 calc R . .
C5 C 0.5529(5) 0.3528(4) 0.5959(3) 0.0544(10) Uani 1 1 d . . .
C6 C 0.5603(4) 0.2881(4) 0.4759(3) 0.0499(9) Uani 1 1 d . . .
C7 C 0.6394(4) 0.3412(3) 0.4153(3) 0.0474(9) Uani 1 1 d . . .
C8 C 0.8441(5) 0.6083(3) 0.4616(3) 0.0517(9) Uani 1 1 d . . .
H8 H 0.8383 0.6560 0.5406 0.062 Uiso 1 1 calc R . .
C9 C 0.9290(4) 0.6672(3) 0.4124(3) 0.0486(9) Uani 1 1 d . . .
C10 C 1.0073(5) 0.7871(4) 0.4896(4) 0.0662(11) Uani 1 1 d . . .
H10 H 1.0009 0.8250 0.5691 0.079 Uiso 1 1 calc R . .
C11 C 1.0918(5) 0.8480(4) 0.4497(4) 0.0735(13) Uani 1 1 d . . .
H11 H 1.1411 0.9279 0.5014 0.088 Uiso 1 1 calc R . .
C12 C 1.1046(5) 0.7912(4) 0.3315(4) 0.0625(11) Uani 1 1 d . . .
H12 H 1.1640 0.8328 0.3047 0.075 Uiso 1 1 calc R . .
C13 C 1.0304(5) 0.6740(3) 0.2541(3) 0.0527(9) Uani 1 1 d . . .
C14 C 0.9374(4) 0.6105(3) 0.2921(3) 0.0491(9) Uani 1 1 d . . .
C15 C 1.1328(7) 0.6646(5) 0.0913(4) 0.0882(16) Uani 1 1 d . . .
H15A H 1.0884 0.7362 0.0904 0.132 Uiso 1 1 calc R . .
H15B H 1.1371 0.6055 0.0118 0.132 Uiso 1 1 calc R . .
H15C H 1.2378 0.6891 0.1409 0.132 Uiso 1 1 calc R . .
C16 C 0.5702(4) 0.2999(3) 0.0742(3) 0.0475(9) Uani 1 1 d . . .
C17 C 0.4730(7) 0.3754(5) 0.0485(4) 0.0890(16) Uani 1 1 d . . .
H17 H 0.4895 0.4603 0.0995 0.107 Uiso 1 1 calc R . .
C18 C 0.3501(7) 0.3293(6) -0.0517(5) 0.1007(18) Uani 1 1 d . . .
H18 H 0.2851 0.3836 -0.0659 0.121 Uiso 1 1 calc R . .
C19 C 0.3234(6) 0.2080(6) -0.1285(4) 0.0843(15) Uani 1 1 d . . .
H19 H 0.2411 0.1777 -0.1958 0.101 Uiso 1 1 calc R . .
C20 C 0.4194(6) 0.1298(5) -0.1061(4) 0.1011(19) Uani 1 1 d . . .
H20 H 0.4035 0.0455 -0.1592 0.121 Uiso 1 1 calc R . .
C21 C 0.5418(5) 0.1753(4) -0.0037(4) 0.0763(14) Uani 1 1 d . . .
H21 H 0.6045 0.1205 0.0117 0.092 Uiso 1 1 calc R . .
C22 C 0.9485(4) 0.2439(4) 0.2001(3) 0.0522(9) Uani 1 1 d . . .
C23 C 0.9282(6) 0.1262(4) 0.1898(4) 0.0743(13) Uani 1 1 d . . .
H23 H 0.8344 0.0984 0.1995 0.089 Uiso 1 1 calc R . .
C24 C 1.0471(9) 0.0500(6) 0.1651(5) 0.114(2) Uani 1 1 d . . .
H24 H 1.0322 -0.0296 0.1570 0.137 Uiso 1 1 calc R . .
C25 C 1.1861(10) 0.0901(9) 0.1523(5) 0.130(3) Uani 1 1 d . . .
H25 H 1.2666 0.0389 0.1370 0.156 Uiso 1 1 calc R . .
C26 C 1.2064(7) 0.2075(9) 0.1624(6) 0.120(3) Uani 1 1 d . . .
H26 H 1.3012 0.2351 0.1540 0.145 Uiso 1 1 calc R . .
C27 C 1.0891(5) 0.2838(5) 0.1846(4) 0.0781(14) Uani 1 1 d . . .
H27 H 1.1033 0.3620 0.1893 0.094 Uiso 1 1 calc R . .


_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 O3 2.050(3) . ?
Sn1 C22 2.122(4) . ?
Sn1 C16 2.122(4) . ?
Sn1 O2 2.125(2) . ?
Sn1 N2 2.169(3) . ?
O1 C5 1.360(5) . ?
O1 H1 0.8200 . ?
O2 C7 1.299(4) . ?
O3 C14 1.329(4) . ?
O4 C13 1.366(5) . ?
O4 C15 1.418(5) . ?
N1 C7 1.320(5) . ?
N1 N2 1.394(4) . ?
N2 C8 1.307(5) . ?
C1 C2 1.369(6) . ?
C1 C6 1.400(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.367(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.384(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(5) . ?
C6 C7 1.470(5) . ?
C8 C9 1.432(5) . ?
C8 H8 0.9300 . ?
C9 C14 1.403(5) . ?
C9 C10 1.408(5) . ?
C10 C11 1.355(6) . ?
C10 H10 0.9300 . ?
C11 C12 1.391(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.373(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.407(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.360(6) . ?
C16 C21 1.373(5) . ?
C17 C18 1.386(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.339(8) . ?
C18 H18 0.9300 . ?
C19 C20 1.361(7) . ?
C19 H19 0.9300 . ?
C20 C21 1.401(6) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C23 1.384(6) . ?
C22 C27 1.391(6) . ?
C23 C24 1.380(7) . ?
C23 H23 0.9300 . ?
C24 C25 1.363(10) . ?
C24 H24 0.9300 . ?
C25 C26 1.380(10) . ?
C25 H25 0.9300 . ?
C26 C27 1.368(8) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?

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
O3 Sn1 C22 99.78(14) . . ?
O3 Sn1 C16 95.81(13) . . ?
C22 Sn1 C16 115.25(13) . . ?
O3 Sn1 O2 155.64(11) . . ?
C22 Sn1 O2 96.18(13) . . ?
C16 Sn1 O2 93.86(12) . . ?
O3 Sn1 N2 83.41(11) . . ?
C22 Sn1 N2 114.86(12) . . ?
C16 Sn1 N2 129.22(12) . . ?
O2 Sn1 N2 73.18(10) . . ?
C5 O1 H1 109.5 . . ?
C7 O2 Sn1 115.3(2) . . ?
C14 O3 Sn1 132.6(2) . . ?
C13 O4 C15 118.8(3) . . ?
C7 N1 N2 111.3(3) . . ?
C8 N2 N1 116.2(3) . . ?
C8 N2 Sn1 127.4(3) . . ?
N1 N2 Sn1 116.3(2) . . ?
C2 C1 C6 121.5(4) . . ?
C2 C1 H1A 119.2 . . ?
C6 C1 H1A 119.2 . . ?
C3 C2 C1 119.7(5) . . ?
C3 C2 H2 120.1 . . ?
C1 C2 H2 120.1 . . ?
C2 C3 C4 120.8(4) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 H4 120.0 . . ?
O1 C5 C4 117.6(4) . . ?
O1 C5 C6 121.9(4) . . ?
C4 C5 C6 120.5(4) . . ?
C1 C6 C5 117.4(4) . . ?
C1 C6 C7 118.8(3) . . ?
C5 C6 C7 123.8(4) . . ?
O2 C7 N1 123.8(3) . . ?
O2 C7 C6 118.2(3) . . ?
N1 C7 C6 117.9(3) . . ?
N2 C8 C9 127.2(3) . . ?
N2 C8 H8 116.4 . . ?
C9 C8 H8 116.4 . . ?
C14 C9 C10 119.5(4) . . ?
C14 C9 C8 122.9(3) . . ?
C10 C9 C8 117.6(3) . . ?
C11 C10 C9 120.9(4) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 120.0(4) . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C13 C12 C11 120.5(4) . . ?
C13 C12 H12 119.7 . . ?
C11 C12 H12 119.7 . . ?
O4 C13 C12 124.8(4) . . ?
O4 C13 C14 114.5(3) . . ?
C12 C13 C14 120.6(4) . . ?
O3 C14 C9 123.2(3) . . ?
O3 C14 C13 118.3(3) . . ?
C9 C14 C13 118.3(3) . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 C21 117.1(4) . . ?
C17 C16 Sn1 126.0(3) . . ?
C21 C16 Sn1 116.8(3) . . ?
C16 C17 C18 121.8(5) . . ?
C16 C17 H17 119.1 . . ?
C18 C17 H17 119.1 . . ?
C19 C18 C17 121.1(5) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 118.6(5) . . ?
C18 C19 H19 120.7 . . ?
C20 C19 H19 120.7 . . ?
C19 C20 C21 120.6(5) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C16 C21 C20 120.7(5) . . ?
C16 C21 H21 119.7 . . ?
C20 C21 H21 119.7 . . ?
C23 C22 C27 119.3(4) . . ?
C23 C22 Sn1 120.0(3) . . ?
C27 C22 Sn1 120.5(3) . . ?
C24 C23 C22 120.0(5) . . ?
C24 C23 H23 120.0 . . ?
C22 C23 H23 120.0 . . ?
C25 C24 C23 120.7(7) . . ?
C25 C24 H24 119.7 . . ?
C23 C24 H24 119.7 . . ?
C24 C25 C26 119.3(6) . . ?
C24 C25 H25 120.3 . . ?
C26 C25 H25 120.3 . . ?
C27 C26 C25 121.1(7) . . ?
C27 C26 H26 119.5 . . ?
C25 C26 H26 119.5 . . ?
C26 C27 C22 119.6(6) . . ?
C26 C27 H27 120.2 . . ?
C22 C27 H27 120.2 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         0.868
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.070
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_150603e
_audit_block_doi                 10.5517/ccdc.csd.cc1jb20y
_database_code_depnum_ccdc_archive 'CCDC 1409849'
_audit_update_record             
;
2016-07-11 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H46 N2 O4 Sn'
_chemical_formula_weight         629.39

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.8780(8)
_cell_length_b                   10.9209(9)
_cell_length_c                   13.8141(11)
_cell_angle_alpha                97.5320(10)
_cell_angle_beta                 95.0810(10)
_cell_angle_gamma                100.369(2)
_cell_volume                     1589.7(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    2814
_cell_measurement_theta_min      2.604
_cell_measurement_theta_max      21.175

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.33
_exptl_crystal_size_min          0.14
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             656
_exptl_absorpt_coefficient_mu    0.838
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7197
_exptl_absorpt_correction_T_max  0.8916
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8121
_diffrn_reflns_av_R_equivalents  0.0407
_diffrn_reflns_av_unetI/netI     0.0642
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         25.02
_reflns_number_total             5507
_reflns_number_gt                4142
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0752P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         5507
_refine_ls_number_parameters     394
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1351
_refine_ls_wR_factor_gt          0.1250
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_restrained_S_all      0.982
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.39100(3) 0.82717(3) 0.47863(2) 0.05362(16) Uani 1 1 d . . .
O1 O -0.0679(3) 0.5061(3) 0.3548(4) 0.0832(12) Uani 1 1 d . . .
H1 H -0.0333 0.5694 0.3928 0.125 Uiso 1 1 calc R . .
O2 O 0.3202(3) 0.6217(3) 0.4430(3) 0.0676(10) Uani 1 1 d . . .
O3 O 0.3638(3) 1.0190(3) 0.5188(2) 0.0543(8) Uani 1 1 d . . .
O4 O 0.3988(3) 1.2673(3) 0.5760(3) 0.0661(10) Uani 1 1 d . . .
N1 N 0.1226(4) 0.6662(3) 0.4513(3) 0.0547(10) Uani 1 1 d . . .
N2 N 0.1872(4) 0.7854(3) 0.4933(3) 0.0528(10) Uani 1 1 d . . .
C1 C 0.2190(5) 0.3768(5) 0.3480(5) 0.0711(16) Uani 1 1 d . . .
H1A H 0.3044 0.3973 0.3704 0.085 Uiso 1 1 calc R . .
C2 C 0.1726(6) 0.2629(5) 0.2931(5) 0.0742(16) Uani 1 1 d . . .
H2 H 0.2251 0.2056 0.2806 0.089 Uiso 1 1 calc R . .
C3 C 0.0485(6) 0.2325(5) 0.2560(4) 0.0703(15) Uani 1 1 d . . .
H3 H 0.0173 0.1561 0.2156 0.084 Uiso 1 1 calc R . .
C4 C -0.0298(5) 0.3144(5) 0.2782(4) 0.0699(15) Uani 1 1 d . . .
H4 H -0.1146 0.2922 0.2539 0.084 Uiso 1 1 calc R . .
C5 C 0.0153(5) 0.4311(5) 0.3371(4) 0.0593(13) Uani 1 1 d . . .
C6 C 0.1425(5) 0.4659(4) 0.3727(4) 0.0598(13) Uani 1 1 d . . .
C7 C 0.1993(5) 0.5908(4) 0.4259(4) 0.0582(13) Uani 1 1 d . . .
C8 C 0.1188(5) 0.8575(5) 0.5372(4) 0.0542(12) Uani 1 1 d . . .
H8 H 0.0361 0.8207 0.5426 0.065 Uiso 1 1 calc R . .
C9 C 0.1592(5) 0.9888(5) 0.5781(4) 0.0526(12) Uani 1 1 d . . .
C10 C 0.0694(5) 1.0412(5) 0.6287(4) 0.0580(13) Uani 1 1 d . . .
H10 H -0.0061 0.9905 0.6370 0.070 Uiso 1 1 calc R . .
C11 C 0.0934(5) 1.1664(5) 0.6655(4) 0.0606(13) Uani 1 1 d . . .
H11 H 0.0363 1.2005 0.7017 0.073 Uiso 1 1 calc R . .
C12 C 0.2027(5) 1.2421(5) 0.6487(4) 0.0583(13) Uani 1 1 d . . .
H12 H 0.2170 1.3278 0.6722 0.070 Uiso 1 1 calc R . .
C13 C 0.2904(5) 1.1953(4) 0.5987(4) 0.0516(12) Uani 1 1 d . . .
C14 C 0.2747(5) 1.0637(4) 0.5643(3) 0.0500(12) Uani 1 1 d . . .
C15 C 0.4123(6) 1.4007(5) 0.6023(5) 0.089(2) Uani 1 1 d . . .
H15A H 0.3391 1.4273 0.5746 0.133 Uiso 1 1 calc R . .
H15B H 0.4855 1.4424 0.5773 0.133 Uiso 1 1 calc R . .
H15C H 0.4211 1.4218 0.6725 0.133 Uiso 1 1 calc R . .
C16 C 0.3878(5) 0.8408(5) 0.3268(4) 0.0615(13) Uani 1 1 d . . .
H16A H 0.4560 0.9077 0.3181 0.074 Uiso 1 1 calc R . .
H16B H 0.4034 0.7627 0.2924 0.074 Uiso 1 1 calc R . .
C17 C 0.2651(6) 0.8666(6) 0.2799(4) 0.0727(16) Uani 1 1 d . . .
H17A H 0.1974 0.7972 0.2844 0.087 Uiso 1 1 calc R . .
H17B H 0.2468 0.9423 0.3160 0.087 Uiso 1 1 calc R . .
C18 C 0.2699(6) 0.8829(7) 0.1739(4) 0.0863(19) Uani 1 1 d . . .
H18A H 0.3388 0.9515 0.1698 0.104 Uiso 1 1 calc R . .
H18B H 0.2883 0.8069 0.1383 0.104 Uiso 1 1 calc R . .
C19 C 0.1527(7) 0.9094(8) 0.1245(5) 0.099(2) Uani 1 1 d . . .
H19A H 0.1359 0.9869 0.1588 0.119 Uiso 1 1 calc R . .
H19B H 0.0834 0.8423 0.1306 0.119 Uiso 1 1 calc R . .
C20 C 0.1553(8) 0.9217(8) 0.0151(5) 0.108(3) Uani 1 1 d . . .
H20A H 0.1679 0.8428 -0.0201 0.130 Uiso 1 1 calc R . .
H20B H 0.0741 0.9359 -0.0110 0.130 Uiso 1 1 calc R . .
C21 C 0.2526(9) 1.0227(9) -0.0037(6) 0.126(3) Uani 1 1 d . . .
H21A H 0.3340 1.0037 0.0161 0.151 Uiso 1 1 calc R . .
H21B H 0.2455 1.0999 0.0371 0.151 Uiso 1 1 calc R . .
C22 C 0.2481(9) 1.0450(10) -0.1094(7) 0.140(3) Uani 1 1 d . . .
H22A H 0.2301 0.9638 -0.1512 0.168 Uiso 1 1 calc R . .
H22B H 0.1784 1.0868 -0.1232 0.168 Uiso 1 1 calc R . .
C23 C 0.3578(10) 1.1170(11) -0.1361(7) 0.162(4) Uani 1 1 d . . .
H23A H 0.3674 1.2029 -0.1056 0.244 Uiso 1 1 calc R . .
H23B H 0.3509 1.1133 -0.2062 0.244 Uiso 1 1 calc R . .
H23C H 0.4297 1.0838 -0.1145 0.244 Uiso 1 1 calc R . .
C24 C 0.4797(5) 0.8048(6) 0.6157(4) 0.0711(16) Uani 1 1 d . . .
H24A H 0.5361 0.7464 0.6038 0.085 Uiso 1 1 calc R . .
H24B H 0.5309 0.8853 0.6455 0.085 Uiso 1 1 calc R . .
C25 C 0.3955(6) 0.7589(7) 0.6875(5) 0.0860(19) Uani 1 1 d . A .
H25A H 0.3398 0.6812 0.6569 0.103 Uiso 1 1 calc R . .
H25B H 0.3439 0.8205 0.7045 0.103 Uiso 1 1 calc R . .
C26 C 0.4660(7) 0.7356(8) 0.7805(5) 0.098(2) Uani 1 1 d . . .
H26A H 0.5049 0.6640 0.7625 0.118 Uiso 0.58(2) 1 calc PR A 1
H26B H 0.5339 0.8078 0.8007 0.118 Uiso 0.58(2) 1 calc PR A 1
H26C H 0.5012 0.8138 0.8238 0.118 Uiso 0.42(2) 1 d PR A 2
H26D H 0.5327 0.6900 0.7666 0.118 Uiso 0.42(2) 1 d PR A 2
C27 C 0.402(2) 0.712(2) 0.8705(18) 0.119(7) Uani 0.58(2) 1 d P A 1
H27A H 0.4642 0.7236 0.9273 0.143 Uiso 0.58(2) 1 calc PR A 1
H27B H 0.3463 0.7710 0.8829 0.143 Uiso 0.58(2) 1 calc PR A 1
C28 C 0.327(2) 0.580(2) 0.8546(18) 0.119(6) Uani 0.58(2) 1 d P A 1
H28A H 0.3752 0.5213 0.8247 0.143 Uiso 0.58(2) 1 calc PR A 1
H28B H 0.2493 0.5735 0.8129 0.143 Uiso 0.58(2) 1 calc PR A 1
C29 C 0.300(4) 0.553(5) 0.968(3) 0.138(12) Uani 0.58(2) 1 d P A 1
H29A H 0.3733 0.5330 1.0039 0.165 Uiso 0.58(2) 1 calc PR A 1
H29B H 0.2750 0.6238 1.0056 0.165 Uiso 0.58(2) 1 calc PR A 1
C30 C 0.1929(19) 0.439(2) 0.9449(13) 0.138(7) Uani 0.58(2) 1 d P A 1
H30A H 0.1292 0.4575 0.8982 0.166 Uiso 0.58(2) 1 calc PR A 1
H30B H 0.2245 0.3682 0.9139 0.166 Uiso 0.58(2) 1 calc PR A 1
C31 C 0.134(2) 0.404(2) 1.0326(19) 0.165(9) Uani 0.58(2) 1 d P A 1
H31A H 0.1874 0.3616 1.0696 0.247 Uiso 0.58(2) 1 calc PR A 1
H31B H 0.0539 0.3487 1.0119 0.247 Uiso 0.58(2) 1 calc PR A 1
H31C H 0.1216 0.4783 1.0729 0.247 Uiso 0.58(2) 1 calc PR A 1
C28' C 0.398(3) 0.600(3) 0.913(2) 0.124(9) Uani 0.42(2) 1 d P A 2
H28C H 0.4437 0.6630 0.9659 0.149 Uiso 0.42(2) 1 calc PR A 2
H28D H 0.4467 0.5357 0.8964 0.149 Uiso 0.42(2) 1 calc PR A 2
C27' C 0.359(4) 0.656(4) 0.827(3) 0.116(10) Uani 0.42(2) 1 d P A 2
H27C H 0.3002 0.7085 0.8455 0.139 Uiso 0.42(2) 1 calc PR A 2
H27D H 0.3148 0.5880 0.7765 0.139 Uiso 0.42(2) 1 calc PR A 2
C31' C 0.210(3) 0.473(3) 1.103(2) 0.159(12) Uani 0.42(2) 1 d P A 2
H31D H 0.1314 0.4945 1.0809 0.239 Uiso 0.42(2) 1 calc PR A 2
H31E H 0.2370 0.5119 1.1693 0.239 Uiso 0.42(2) 1 calc PR A 2
H31F H 0.1989 0.3829 1.0991 0.239 Uiso 0.42(2) 1 calc PR A 2
C30' C 0.304(2) 0.516(3) 1.040(2) 0.135(10) Uani 0.42(2) 1 d P A 2
H30C H 0.3579 0.4545 1.0304 0.162 Uiso 0.42(2) 1 calc PR A 2
H30D H 0.3567 0.5943 1.0731 0.162 Uiso 0.42(2) 1 calc PR A 2
C29' C 0.249(6) 0.538(7) 0.937(5) 0.133(17) Uani 0.42(2) 1 d P A 2
H29C H 0.1930 0.5983 0.9399 0.160 Uiso 0.42(2) 1 calc PR A 2
H29D H 0.2097 0.4612 0.8934 0.160 Uiso 0.42(2) 1 calc PR A 2


_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 C24 2.111(5) . ?
Sn1 C16 2.120(5) . ?
Sn1 O3 2.175(3) . ?
Sn1 O2 2.212(3) . ?
Sn1 N2 2.214(4) . ?
O1 C5 1.342(6) . ?
O1 H1 0.8200 . ?
O2 C7 1.289(6) . ?
O3 C14 1.331(5) . ?
O4 C13 1.380(6) . ?
O4 C15 1.431(6) . ?
N1 C7 1.311(6) . ?
N1 N2 1.387(5) . ?
N2 C8 1.307(6) . ?
C1 C2 1.356(7) . ?
C1 C6 1.417(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.366(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.400(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(7) . ?
C6 C7 1.462(7) . ?
C8 C9 1.445(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.409(7) . ?
C9 C14 1.413(7) . ?
C10 C11 1.365(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.377(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.359(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.428(6) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.520(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.503(8) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.486(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C20 1.537(9) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.452(11) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.509(11) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.412(12) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 C25 1.483(8) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.511(9) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 C27 1.51(3) . ?
C26 C27' 1.56(4) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 H26C 0.9700 . ?
C26 H26D 0.9700 . ?
C27 C28 1.50(4) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C28 C29 1.68(6) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C29 C30 1.52(5) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.48(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C28' C27' 1.46(5) . ?
C28' C29' 1.72(8) . ?
C28' H28C 0.9700 . ?
C28' H28D 0.9700 . ?
C27' H27C 0.9700 . ?
C27' H27D 0.9700 . ?
C31' C30' 1.46(4) . ?
C31' H31D 0.9600 . ?
C31' H31E 0.9600 . ?
C31' H31F 0.9600 . ?
C30' C29' 1.56(6) . ?
C30' H30C 0.9700 . ?
C30' H30D 0.9700 . ?
C29' H29C 0.9700 . ?
C29' H29D 0.9700 . ?

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
C24 Sn1 C16 153.0(2) . . ?
C24 Sn1 O3 97.82(19) . . ?
C16 Sn1 O3 93.84(17) . . ?
C24 Sn1 O2 90.70(19) . . ?
C16 Sn1 O2 90.25(18) . . ?
O3 Sn1 O2 152.11(13) . . ?
C24 Sn1 N2 104.72(19) . . ?
C16 Sn1 N2 101.07(18) . . ?
O3 Sn1 N2 81.47(13) . . ?
O2 Sn1 N2 70.67(13) . . ?
C5 O1 H1 109.5 . . ?
C7 O2 Sn1 113.6(3) . . ?
C14 O3 Sn1 131.2(3) . . ?
C13 O4 C15 115.9(4) . . ?
C7 N1 N2 111.9(4) . . ?
C8 N2 N1 115.0(4) . . ?
C8 N2 Sn1 128.8(3) . . ?
N1 N2 Sn1 116.2(3) . . ?
C2 C1 C6 122.6(5) . . ?
C2 C1 H1A 118.7 . . ?
C6 C1 H1A 118.7 . . ?
C1 C2 C3 119.8(5) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 H2 120.1 . . ?
C2 C3 C4 120.0(5) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 121.1(5) . . ?
C3 C4 H4 119.4 . . ?
C5 C4 H4 119.4 . . ?
O1 C5 C6 123.0(5) . . ?
O1 C5 C4 117.2(5) . . ?
C6 C5 C4 119.8(5) . . ?
C5 C6 C1 116.6(5) . . ?
C5 C6 C7 123.0(5) . . ?
C1 C6 C7 120.2(5) . . ?
O2 C7 N1 124.0(5) . . ?
O2 C7 C6 118.9(5) . . ?
N1 C7 C6 117.0(5) . . ?
N2 C8 C9 126.2(5) . . ?
N2 C8 H8 116.9 . . ?
C9 C8 H8 116.9 . . ?
C10 C9 C14 121.2(4) . . ?
C10 C9 C8 114.4(5) . . ?
C14 C9 C8 124.2(4) . . ?
C11 C10 C9 120.0(5) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C10 C11 C12 119.6(5) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
C13 C12 C11 122.0(5) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 O4 124.4(4) . . ?
C12 C13 C14 121.0(5) . . ?
O4 C13 C14 114.6(4) . . ?
O3 C14 C9 123.9(4) . . ?
O3 C14 C13 120.1(4) . . ?
C9 C14 C13 116.0(4) . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 Sn1 114.3(4) . . ?
C17 C16 H16A 108.7 . . ?
Sn1 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
Sn1 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C18 C17 C16 112.3(5) . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C16 C17 H17B 109.1 . . ?
H17A C17 H17B 107.9 . . ?
C19 C18 C17 114.7(6) . . ?
C19 C18 H18A 108.6 . . ?
C17 C18 H18A 108.6 . . ?
C19 C18 H18B 108.6 . . ?
C17 C18 H18B 108.6 . . ?
H18A C18 H18B 107.6 . . ?
C18 C19 C20 115.0(6) . . ?
C18 C19 H19A 108.5 . . ?
C20 C19 H19A 108.5 . . ?
C18 C19 H19B 108.5 . . ?
C20 C19 H19B 108.5 . . ?
H19A C19 H19B 107.5 . . ?
C21 C20 C19 113.9(7) . . ?
C21 C20 H20A 108.8 . . ?
C19 C20 H20A 108.8 . . ?
C21 C20 H20B 108.8 . . ?
C19 C20 H20B 108.8 . . ?
H20A C20 H20B 107.7 . . ?
C20 C21 C22 114.6(8) . . ?
C20 C21 H21A 108.6 . . ?
C22 C21 H21A 108.6 . . ?
C20 C21 H21B 108.6 . . ?
C22 C21 H21B 108.6 . . ?
H21A C21 H21B 107.6 . . ?
C23 C22 C21 116.1(9) . . ?
C23 C22 H22A 108.2 . . ?
C21 C22 H22A 108.2 . . ?
C23 C22 H22B 108.2 . . ?
C21 C22 H22B 108.2 . . ?
H22A C22 H22B 107.4 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C25 C24 Sn1 116.3(4) . . ?
C25 C24 H24A 108.2 . . ?
Sn1 C24 H24A 108.2 . . ?
C25 C24 H24B 108.2 . . ?
Sn1 C24 H24B 108.2 . . ?
H24A C24 H24B 107.4 . . ?
C24 C25 C26 113.2(6) . . ?
C24 C25 H25A 108.9 . . ?
C26 C25 H25A 108.9 . . ?
C24 C25 H25B 108.9 . . ?
C26 C25 H25B 108.9 . . ?
H25A C25 H25B 107.8 . . ?
C27 C26 C25 122.1(12) . . ?
C27 C26 C27' 31.7(11) . . ?
C25 C26 C27' 101.8(15) . . ?
C27 C26 H26A 106.8 . . ?
C25 C26 H26A 106.8 . . ?
C27' C26 H26A 92.8 . . ?
C27 C26 H26B 106.8 . . ?
C25 C26 H26B 106.8 . . ?
C27' C26 H26B 138.5 . . ?
H26A C26 H26B 106.6 . . ?
C27 C26 H26C 80.0 . . ?
C25 C26 H26C 111.5 . . ?
C27' C26 H26C 110.6 . . ?
H26A C26 H26C 128.9 . . ?
H26B C26 H26C 30.2 . . ?
C27 C26 H26D 116.9 . . ?
C25 C26 H26D 111.9 . . ?
C27' C26 H26D 111.7 . . ?
H26A C26 H26D 22.0 . . ?
H26B C26 H26D 84.8 . . ?
H26C C26 H26D 109.3 . . ?
C28 C27 C26 109(2) . . ?
C28 C27 H27A 109.8 . . ?
C26 C27 H27A 109.8 . . ?
C28 C27 H27B 109.8 . . ?
C26 C27 H27B 109.8 . . ?
H27A C27 H27B 108.2 . . ?
C27 C28 C29 104(2) . . ?
C27 C28 H28A 111.0 . . ?
C29 C28 H28A 111.0 . . ?
C27 C28 H28B 111.0 . . ?
C29 C28 H28B 111.0 . . ?
H28A C28 H28B 109.0 . . ?
C30 C29 C28 101(2) . . ?
C30 C29 H29A 111.6 . . ?
C28 C29 H29A 111.6 . . ?
C30 C29 H29B 111.6 . . ?
C28 C29 H29B 111.6 . . ?
H29A C29 H29B 109.4 . . ?
C31 C30 C29 114(2) . . ?
C31 C30 H30A 108.8 . . ?
C29 C30 H30A 108.8 . . ?
C31 C30 H30B 108.8 . . ?
C29 C30 H30B 108.8 . . ?
H30A C30 H30B 107.7 . . ?
C27' C28' C29' 97(3) . . ?
C27' C28' H28C 112.4 . . ?
C29' C28' H28C 112.4 . . ?
C27' C28' H28D 112.4 . . ?
C29' C28' H28D 112.4 . . ?
H28C C28' H28D 110.0 . . ?
C28' C27' C26 117(3) . . ?
C28' C27' H27C 108.1 . . ?
C26 C27' H27C 108.1 . . ?
C28' C27' H27D 108.1 . . ?
C26 C27' H27D 108.1 . . ?
H27C C27' H27D 107.3 . . ?
C30' C31' H31D 109.5 . . ?
C30' C31' H31E 109.5 . . ?
H31D C31' H31E 109.5 . . ?
C30' C31' H31F 109.5 . . ?
H31D C31' H31F 109.5 . . ?
H31E C31' H31F 109.5 . . ?
C31' C30' C29' 114(3) . . ?
C31' C30' H30C 108.7 . . ?
C29' C30' H30C 108.7 . . ?
C31' C30' H30D 108.7 . . ?
C29' C30' H30D 108.7 . . ?
H30C C30' H30D 107.6 . . ?
C30' C29' C28' 90(3) . . ?
C30' C29' H29C 113.7 . . ?
C28' C29' H29C 113.7 . . ?
C30' C29' H29D 113.7 . . ?
C28' C29' H29D 113.7 . . ?
H29C C29' H29D 110.9 . . ?

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.984
_refine_diff_density_max         0.875
_refine_diff_density_min         -0.562
_refine_diff_density_rms         0.082
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_150603d
_database_code_depnum_ccdc_archive 'CCDC 1409850'
_audit_update_record             
;
2016-07-11 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H30 N2 O4 Sn'
_chemical_formula_weight         517.18

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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8785(8)
_cell_length_b                   10.6535(9)
_cell_length_c                   10.9811(9)
_cell_angle_alpha                101.831(2)
_cell_angle_beta                 92.7320(10)
_cell_angle_gamma                91.7310(10)
_cell_volume                     1128.88(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3905
_cell_measurement_theta_min      2.7275
_cell_measurement_theta_max      27.817

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.37
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.522
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             528
_exptl_absorpt_coefficient_mu    1.163
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6409
_exptl_absorpt_correction_T_max  0.6729
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5754
_diffrn_reflns_av_R_equivalents  0.0328
_diffrn_reflns_av_unetI/netI     0.0399
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.73
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3906
_reflns_number_gt                3445
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0637P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3906
_refine_ls_number_parameters     275
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0410
_refine_ls_R_factor_gt           0.0344
_refine_ls_wR_factor_ref         0.0964
_refine_ls_wR_factor_gt          0.0912
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.046
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 1.02997(2) 0.32790(2) 0.39104(2) 0.03449(12) Uani 1 1 d . . .
O1 O 1.2205(4) 0.0443(3) -0.0349(3) 0.0654(9) Uani 1 1 d . . .
H1 H 1.1577 0.0910 -0.0133 0.098 Uiso 1 1 calc R . .
O2 O 1.0780(3) 0.1248(3) 0.3233(2) 0.0477(7) Uani 1 1 d . . .
O3 O 0.9647(2) 0.5123(2) 0.3622(2) 0.0365(6) Uani 1 1 d . . .
O4 O 0.8804(3) 0.7514(2) 0.3916(2) 0.0452(7) Uani 1 1 d . . .
N1 N 1.0628(3) 0.1669(3) 0.1270(3) 0.0388(7) Uani 1 1 d . . .
N2 N 1.0056(3) 0.2798(3) 0.1854(3) 0.0356(7) Uani 1 1 d . . .
C1 C 1.2025(4) -0.1059(4) 0.2347(4) 0.0482(10) Uani 1 1 d . . .
H1A H 1.1600 -0.0979 0.3095 0.058 Uiso 1 1 calc R . .
C2 C 1.2871(5) -0.2045(4) 0.2010(4) 0.0570(11) Uani 1 1 d . . .
H2 H 1.3000 -0.2638 0.2515 0.068 Uiso 1 1 calc R . .
C3 C 1.3533(5) -0.2156(4) 0.0916(4) 0.0604(12) Uani 1 1 d . . .
H3 H 1.4150 -0.2797 0.0706 0.073 Uiso 1 1 calc R . .
C4 C 1.3285(5) -0.1330(4) 0.0145(4) 0.0587(12) Uani 1 1 d . . .
H4 H 1.3713 -0.1431 -0.0603 0.070 Uiso 1 1 calc R . .
C5 C 1.2400(4) -0.0335(4) 0.0457(4) 0.0445(9) Uani 1 1 d . . .
C6 C 1.1779(4) -0.0163(3) 0.1597(3) 0.0388(8) Uani 1 1 d . . .
C7 C 1.1004(4) 0.0971(3) 0.2069(3) 0.0385(8) Uani 1 1 d . . .
C8 C 0.9468(4) 0.3421(3) 0.1107(3) 0.0362(8) Uani 1 1 d . . .
H8 H 0.9389 0.3020 0.0269 0.043 Uiso 1 1 calc R . .
C9 C 0.8919(3) 0.4676(3) 0.1434(3) 0.0343(8) Uani 1 1 d . . .
C10 C 0.8278(4) 0.5133(4) 0.0445(3) 0.0413(9) Uani 1 1 d . . .
H10 H 0.8188 0.4602 -0.0342 0.050 Uiso 1 1 calc R . .
C11 C 0.7796(4) 0.6318(4) 0.0612(3) 0.0444(9) Uani 1 1 d . . .
H11 H 0.7354 0.6591 -0.0049 0.053 Uiso 1 1 calc R . .
C12 C 0.7959(4) 0.7132(4) 0.1771(3) 0.0406(8) Uani 1 1 d . . .
H12 H 0.7639 0.7958 0.1885 0.049 Uiso 1 1 calc R . .
C13 C 0.8589(4) 0.6725(3) 0.2746(3) 0.0349(8) Uani 1 1 d . . .
C14 C 0.9067(3) 0.5480(3) 0.2640(3) 0.0319(7) Uani 1 1 d . . .
C15 C 0.8346(7) 0.8794(4) 0.4033(4) 0.0794(18) Uani 1 1 d . . .
H15A H 0.8809 0.9215 0.3469 0.119 Uiso 1 1 calc R . .
H15B H 0.8535 0.9260 0.4872 0.119 Uiso 1 1 calc R . .
H15C H 0.7387 0.8764 0.3835 0.119 Uiso 1 1 calc R . .
C16 C 1.2378(3) 0.3867(4) 0.4166(3) 0.0384(8) Uani 1 1 d . . .
H16A H 1.2487 0.4622 0.4834 0.046 Uiso 1 1 calc R . .
H16B H 1.2886 0.3191 0.4422 0.046 Uiso 1 1 calc R . .
C17 C 1.2971(4) 0.4174(4) 0.3011(3) 0.0425(9) Uani 1 1 d . . .
H17A H 1.2920 0.3404 0.2359 0.051 Uiso 1 1 calc R . .
H17B H 1.2429 0.4811 0.2722 0.051 Uiso 1 1 calc R . .
C18 C 1.4423(4) 0.4673(5) 0.3225(4) 0.0513(10) Uani 1 1 d . . .
H18A H 1.4932 0.4110 0.3651 0.062 Uiso 1 1 calc R . .
H18B H 1.4453 0.5516 0.3768 0.062 Uiso 1 1 calc R . .
C19 C 1.5101(5) 0.4767(6) 0.2043(5) 0.0743(15) Uani 1 1 d . . .
H19A H 1.5152 0.3925 0.1532 0.111 Uiso 1 1 calc R . .
H19B H 1.5999 0.5144 0.2247 0.111 Uiso 1 1 calc R . .
H19C H 1.4582 0.5293 0.1597 0.111 Uiso 1 1 calc R . .
C20 C 0.8483(4) 0.2666(4) 0.4583(3) 0.0400(8) Uani 1 1 d . . .
H20A H 0.8692 0.2020 0.5062 0.048 Uiso 1 1 calc R . .
H20B H 0.8129 0.3390 0.5146 0.048 Uiso 1 1 calc R . .
C21 C 0.7393(4) 0.2122(4) 0.3602(4) 0.0461(9) Uani 1 1 d . . .
H21A H 0.7756 0.1435 0.3001 0.055 Uiso 1 1 calc R . .
H21B H 0.7121 0.2786 0.3165 0.055 Uiso 1 1 calc R . .
C22 C 0.6155(4) 0.1606(4) 0.4144(4) 0.0552(11) Uani 1 1 d . . .
H22A H 0.6444 0.0994 0.4637 0.066 Uiso 1 1 calc R . .
H22B H 0.5757 0.2310 0.4698 0.066 Uiso 1 1 calc R . .
C23 C 0.5085(5) 0.0963(7) 0.3175(6) 0.094(2) Uani 1 1 d . . .
H23A H 0.4786 0.1563 0.2686 0.141 Uiso 1 1 calc R . .
H23B H 0.4330 0.0675 0.3579 0.141 Uiso 1 1 calc R . .
H23C H 0.5458 0.0242 0.2642 0.141 Uiso 1 1 calc R . .


_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 2.109(4) . ?
Sn1 C16 2.117(3) . ?
Sn1 O3 2.165(2) . ?
Sn1 N2 2.211(3) . ?
Sn1 O2 2.213(3) . ?
O1 C5 1.342(5) . ?
O1 H1 0.8200 . ?
O2 C7 1.282(4) . ?
O3 C14 1.325(4) . ?
O4 C13 1.387(4) . ?
O4 C15 1.432(5) . ?
N1 C7 1.309(5) . ?
N1 N2 1.391(4) . ?
N2 C8 1.284(4) . ?
C1 C2 1.364(6) . ?
C1 C6 1.402(5) . ?
C1 H1A 0.9300 . ?
C2 C3 1.381(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.401(5) . ?
C6 C7 1.467(5) . ?
C8 C9 1.441(5) . ?
C8 H8 0.9300 . ?
C9 C10 1.409(5) . ?
C9 C14 1.421(5) . ?
C10 C11 1.343(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.384(5) . ?
C11 H11 0.9300 . ?
C12 C13 1.367(5) . ?
C12 H12 0.9300 . ?
C13 C14 1.405(5) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.513(5) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.505(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.509(6) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 1.500(5) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 C22 1.522(5) . ?
C21 H21A 0.9700 . ?
C21 H21B 0.9700 . ?
C22 C23 1.506(7) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 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
C20 Sn1 C16 151.37(15) . . ?
C20 Sn1 O3 97.67(13) . . ?
C16 Sn1 O3 94.06(12) . . ?
C20 Sn1 N2 106.74(12) . . ?
C16 Sn1 N2 100.70(12) . . ?
O3 Sn1 N2 81.92(10) . . ?
C20 Sn1 O2 89.36(13) . . ?
C16 Sn1 O2 92.20(13) . . ?
O3 Sn1 O2 152.45(10) . . ?
N2 Sn1 O2 70.55(10) . . ?
C5 O1 H1 109.5 . . ?
C7 O2 Sn1 113.6(2) . . ?
C14 O3 Sn1 131.9(2) . . ?
C13 O4 C15 115.8(3) . . ?
C7 N1 N2 111.8(3) . . ?
C8 N2 N1 114.6(3) . . ?
C8 N2 Sn1 129.2(2) . . ?
N1 N2 Sn1 116.2(2) . . ?
C2 C1 C6 121.9(4) . . ?
C2 C1 H1A 119.1 . . ?
C6 C1 H1A 119.1 . . ?
C1 C2 C3 119.6(4) . . ?
C1 C2 H2 120.2 . . ?
C3 C2 H2 120.2 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 121.1(4) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
O1 C5 C4 117.8(4) . . ?
O1 C5 C6 122.7(3) . . ?
C4 C5 C6 119.5(4) . . ?
C5 C6 C1 117.7(3) . . ?
C5 C6 C7 122.3(3) . . ?
C1 C6 C7 119.8(3) . . ?
O2 C7 N1 124.0(3) . . ?
O2 C7 C6 118.8(3) . . ?
N1 C7 C6 117.1(3) . . ?
N2 C8 C9 126.7(3) . . ?
N2 C8 H8 116.6 . . ?
C9 C8 H8 116.6 . . ?
C10 C9 C14 119.7(3) . . ?
C10 C9 C8 115.8(3) . . ?
C14 C9 C8 124.3(3) . . ?
C11 C10 C9 121.6(3) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
C10 C11 C12 119.8(3) . . ?
C10 C11 H11 120.1 . . ?
C12 C11 H11 120.1 . . ?
C13 C12 C11 120.1(3) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C12 C13 O4 122.2(3) . . ?
C12 C13 C14 122.7(3) . . ?
O4 C13 C14 115.1(3) . . ?
O3 C14 C13 120.3(3) . . ?
O3 C14 C9 123.6(3) . . ?
C13 C14 C9 116.0(3) . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 Sn1 113.6(2) . . ?
C17 C16 H16A 108.8 . . ?
Sn1 C16 H16A 108.8 . . ?
C17 C16 H16B 108.8 . . ?
Sn1 C16 H16B 108.8 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C16 113.1(3) . . ?
C18 C17 H17A 109.0 . . ?
C16 C17 H17A 109.0 . . ?
C18 C17 H17B 109.0 . . ?
C16 C17 H17B 109.0 . . ?
H17A C17 H17B 107.8 . . ?
C17 C18 C19 113.6(4) . . ?
C17 C18 H18A 108.8 . . ?
C19 C18 H18A 108.8 . . ?
C17 C18 H18B 108.8 . . ?
C19 C18 H18B 108.8 . . ?
H18A C18 H18B 107.7 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 Sn1 115.3(2) . . ?
C21 C20 H20A 108.5 . . ?
Sn1 C20 H20A 108.5 . . ?
C21 C20 H20B 108.5 . . ?
Sn1 C20 H20B 108.5 . . ?
H20A C20 H20B 107.5 . . ?
C20 C21 C22 112.4(3) . . ?
C20 C21 H21A 109.1 . . ?
C22 C21 H21A 109.1 . . ?
C20 C21 H21B 109.1 . . ?
C22 C21 H21B 109.1 . . ?
H21A C21 H21B 107.8 . . ?
C23 C22 C21 113.8(4) . . ?
C23 C22 H22A 108.8 . . ?
C21 C22 H22A 108.8 . . ?
C23 C22 H22B 108.8 . . ?
C21 C22 H22B 108.8 . . ?
H22A C22 H22B 107.7 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         1.113
_refine_diff_density_min         -0.722
_refine_diff_density_rms         0.097
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_150629f
_database_code_depnum_ccdc_archive 'CCDC 1410331'
_audit_update_record             
;
2016-07-11 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C34 H36 N4 O8 Sn2'
_chemical_formula_weight         866.05

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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'Pbcn '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   24.8432(19)
_cell_length_b                   10.1733(9)
_cell_length_c                   13.1461(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3322.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3771
_cell_measurement_theta_min      2.661
_cell_measurement_theta_max      25.493

_exptl_crystal_description       bolck
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.731
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1728
_exptl_absorpt_coefficient_mu    1.562
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5400
_exptl_absorpt_correction_T_max  0.7995
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            15638
_diffrn_reflns_av_R_equivalents  0.0747
_diffrn_reflns_av_unetI/netI     0.0535
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.66
_diffrn_reflns_theta_max         25.02
_reflns_number_total             2929
_reflns_number_gt                1953
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0290P)²+5.6907P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2929
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0712
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_ref         0.0896
_refine_ls_wR_factor_gt          0.0746
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.003
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.049570(13) 0.14473(3) 0.97843(3) 0.03075(14) Uani 1 1 d . . .
O1 O 0.10950(16) 0.6409(4) 0.8177(4) 0.0653(14) Uani 1 1 d . . .
H1 H 0.0848 0.5903 0.8308 0.098 Uiso 1 1 calc R . .
O2 O 0.11992(13) 0.2749(3) 0.9655(3) 0.0432(10) Uani 1 1 d . . .
O3 O -0.03426(12) 0.0938(3) 0.9423(3) 0.0359(9) Uani 1 1 d . . .
O4 O -0.12896(13) -0.0257(3) 0.9270(3) 0.0419(10) Uani 1 1 d . . .
N1 N 0.06527(17) 0.4270(4) 0.8882(3) 0.0370(11) Uani 1 1 d . . .
N2 N 0.02408(17) 0.3362(4) 0.9061(4) 0.0350(11) Uani 1 1 d . . .
C1 C 0.2112(2) 0.4218(5) 0.9264(5) 0.0413(14) Uani 1 1 d . . .
H1A H 0.2142 0.3432 0.9620 0.050 Uiso 1 1 calc R . .
C2 C 0.2573(2) 0.4910(5) 0.9030(5) 0.0458(15) Uani 1 1 d . . .
H2 H 0.2909 0.4584 0.9216 0.055 Uiso 1 1 calc R . .
C3 C 0.2533(2) 0.6075(6) 0.8523(5) 0.0504(16) Uani 1 1 d . . .
H3 H 0.2843 0.6544 0.8362 0.060 Uiso 1 1 calc R . .
C4 C 0.2039(2) 0.6558(6) 0.8251(5) 0.0565(18) Uani 1 1 d . . .
H4 H 0.2017 0.7356 0.7909 0.068 Uiso 1 1 calc R . .
C5 C 0.1567(2) 0.5870(5) 0.8481(4) 0.0421(14) Uani 1 1 d . . .
C6 C 0.1599(2) 0.4663(5) 0.8981(4) 0.0328(13) Uani 1 1 d . . .
C7 C 0.1129(2) 0.3840(5) 0.9201(4) 0.0333(13) Uani 1 1 d . . .
C8 C -0.0237(2) 0.3769(5) 0.8864(4) 0.0384(14) Uani 1 1 d . . .
H8 H -0.0268 0.4638 0.8652 0.046 Uiso 1 1 calc R . .
C9 C -0.0731(2) 0.3034(5) 0.8931(4) 0.0339(13) Uani 1 1 d . . .
C10 C -0.1202(2) 0.3724(5) 0.8680(5) 0.0434(15) Uani 1 1 d . . .
H10 H -0.1177 0.4614 0.8529 0.052 Uiso 1 1 calc R . .
C11 C -0.1695(2) 0.3132(6) 0.8651(5) 0.0486(17) Uani 1 1 d . . .
H11 H -0.2003 0.3617 0.8502 0.058 Uiso 1 1 calc R . .
C12 C -0.1730(2) 0.1793(5) 0.8848(5) 0.0436(15) Uani 1 1 d . . .
H12 H -0.2061 0.1369 0.8814 0.052 Uiso 1 1 calc R . .
C13 C -0.12709(19) 0.1090(5) 0.9093(4) 0.0325(13) Uani 1 1 d . . .
C14 C -0.07630(19) 0.1676(5) 0.9167(4) 0.0319(12) Uani 1 1 d . . .
C15 C -0.1679(2) -0.0984(6) 0.8712(5) 0.0542(18) Uani 1 1 d . . .
H15A H -0.2023 -0.0909 0.9040 0.081 Uiso 1 1 calc R . .
H15B H -0.1575 -0.1892 0.8686 0.081 Uiso 1 1 calc R . .
H15C H -0.1704 -0.0642 0.8033 0.081 Uiso 1 1 calc R . .
C16 C 0.0784(2) 0.0383(5) 0.8529(4) 0.0433(15) Uani 1 1 d . . .
H16A H 0.1103 0.0798 0.8270 0.065 Uiso 1 1 calc R . .
H16B H 0.0514 0.0362 0.8007 0.065 Uiso 1 1 calc R . .
H16C H 0.0868 -0.0499 0.8735 0.065 Uiso 1 1 calc R . .
C17 C 0.0316(2) 0.2068(6) 1.1264(4) 0.0426(15) Uani 1 1 d . . .
H17A H 0.0349 0.1339 1.1724 0.064 Uiso 1 1 calc R . .
H17B H -0.0045 0.2402 1.1286 0.064 Uiso 1 1 calc R . .
H17C H 0.0563 0.2748 1.1462 0.064 Uiso 1 1 calc R . .


_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 C17 2.094(5) . ?
Sn1 C16 2.100(5) . ?
Sn1 O3 2.198(3) . ?
Sn1 O2 2.199(3) . ?
Sn1 N2 2.258(4) . ?
O1 C5 1.355(6) . ?
O1 H1 0.8200 . ?
O2 C7 1.273(6) . ?
O3 C14 1.329(6) . ?
O4 C13 1.391(6) . ?
O4 C15 1.422(6) . ?
N1 C7 1.329(6) . ?
N1 N2 1.399(5) . ?
N2 C8 1.284(6) . ?
C1 C2 1.379(7) . ?
C1 C6 1.402(7) . ?
C1 H1A 0.9300 . ?
C2 C3 1.363(8) . ?
C2 H2 0.9300 . ?
C3 C4 1.369(8) . ?
C3 H3 0.9300 . ?
C4 C5 1.399(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.396(7) . ?
C6 C7 1.466(6) . ?
C8 C9 1.440(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.402(7) . ?
C9 C14 1.419(7) . ?
C10 C11 1.367(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.389(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.384(7) . ?
C12 H12 0.9300 . ?
C13 C14 1.399(7) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
C17 Sn1 C16 163.4(2) . . ?
C17 Sn1 O3 94.03(17) . . ?
C16 Sn1 O3 91.84(18) . . ?
C17 Sn1 O2 93.41(18) . . ?
C16 Sn1 O2 88.76(18) . . ?
O3 Sn1 O2 151.41(13) . . ?
C17 Sn1 N2 94.09(19) . . ?
C16 Sn1 N2 102.10(19) . . ?
O3 Sn1 N2 81.16(14) . . ?
O2 Sn1 N2 70.79(14) . . ?
C5 O1 H1 109.5 . . ?
C7 O2 Sn1 116.9(3) . . ?
C14 O3 Sn1 131.8(3) . . ?
C13 O4 C15 116.7(4) . . ?
C7 N1 N2 112.4(4) . . ?
C8 N2 N1 115.4(4) . . ?
C8 N2 Sn1 128.5(4) . . ?
N1 N2 Sn1 115.8(3) . . ?
C2 C1 C6 122.1(5) . . ?
C2 C1 H1A 119.0 . . ?
C6 C1 H1A 119.0 . . ?
C3 C2 C1 119.5(5) . . ?
C3 C2 H2 120.2 . . ?
C1 C2 H2 120.2 . . ?
C2 C3 C4 120.3(5) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C3 C4 C5 121.0(6) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
O1 C5 C6 123.0(5) . . ?
O1 C5 C4 117.4(5) . . ?
C6 C5 C4 119.6(5) . . ?
C5 C6 C1 117.4(5) . . ?
C5 C6 C7 123.3(5) . . ?
C1 C6 C7 119.2(5) . . ?
O2 C7 N1 123.9(4) . . ?
O2 C7 C6 118.7(5) . . ?
N1 C7 C6 117.4(5) . . ?
N2 C8 C9 127.5(5) . . ?
N2 C8 H8 116.3 . . ?
C9 C8 H8 116.3 . . ?
C10 C9 C14 119.5(5) . . ?
C10 C9 C8 115.9(5) . . ?
C14 C9 C8 124.5(5) . . ?
C11 C10 C9 122.3(5) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C10 C11 C12 118.8(5) . . ?
C10 C11 H11 120.6 . . ?
C12 C11 H11 120.6 . . ?
C13 C12 C11 120.0(5) . . ?
C13 C12 H12 120.0 . . ?
C11 C12 H12 120.0 . . ?
C12 C13 O4 121.4(4) . . ?
C12 C13 C14 122.6(5) . . ?
O4 C13 C14 116.0(4) . . ?
O3 C14 C13 119.1(4) . . ?
O3 C14 C9 124.2(4) . . ?
C13 C14 C9 116.7(4) . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Sn1 C16 H16A 109.5 . . ?
Sn1 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Sn1 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Sn1 C17 H17A 109.5 . . ?
Sn1 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Sn1 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.938
_refine_diff_density_min         -0.697
_refine_diff_density_rms         0.112
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_150603a
_audit_block_doi                 10.5517/ccdc.csd.cc1kl1dl
_database_code_depnum_ccdc_archive 'CCDC 1447309'
_audit_update_record             
;
2016-07-11 deposited with the CCDC.
2016-07-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H52 Cl2 N4 O11 Sn2'
_chemical_formula_weight         1073.14

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'
Cl Cl 0.1484 0.1585 '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'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   'P-1   '

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.6712(9)
_cell_length_b                   11.7022(11)
_cell_length_c                   12.4241(13)
_cell_angle_alpha                106.805(2)
_cell_angle_beta                 94.6880(10)
_cell_angle_gamma                109.026(2)
_cell_volume                     1119.2(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    3622
_cell_measurement_theta_min      3.1975
_cell_measurement_theta_max      27.999

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.592
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             542
_exptl_absorpt_coefficient_mu    1.296
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8098
_exptl_absorpt_correction_T_max  0.9148
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5742
_diffrn_reflns_av_R_equivalents  0.0368
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.14
_diffrn_reflns_theta_max         25.02
_reflns_number_total             3888
_reflns_number_gt                3394
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0915P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3888
_refine_ls_number_parameters     283
_refine_ls_number_restraints     13
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0459
_refine_ls_wR_factor_ref         0.1248
_refine_ls_wR_factor_gt          0.1200
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.001
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn 0.98830(3) 0.83686(2) 0.12008(2) 0.03494(15) Uani 1 1 d . . .
Cl1 Cl 1.19044(17) 0.77384(13) 0.21306(12) 0.0535(3) Uani 1 1 d . . .
N1 N 0.7435(5) 0.5620(4) 0.0553(3) 0.0378(8) Uani 1 1 d . . .
N2 N 0.8658(5) 0.6378(3) 0.0113(3) 0.0349(8) Uani 1 1 d . . .
O1 O 0.5226(5) 0.3549(3) 0.0746(3) 0.0505(9) Uani 1 1 d . . .
H1 H 0.5900 0.3960 0.0442 0.076 Uiso 1 1 calc R . .
O2 O 0.8004(4) 0.7548(3) 0.2001(3) 0.0495(9) Uani 1 1 d . . .
O3 O 1.1074(4) 0.8590(3) -0.0117(3) 0.0410(7) Uani 1 1 d . . .
O4 O 1.3367(4) 0.9460(3) -0.1165(3) 0.0495(8) Uani 1 1 d . . .
O5 O 0.7767(4) 0.8600(3) 0.0145(3) 0.0469(8) Uani 1 1 d . . .
H5C H 0.6896 0.7928 -0.0138 0.056 Uiso 1 1 d R . .
H5D H 0.7476 0.9223 0.0468 0.056 Uiso 1 1 d R . .
O6 O 0.5816(19) -0.0697(13) 0.5716(12) 0.121(4) Uani 0.50 1 d PDU . .
H6 H 0.6303 0.0041 0.6154 0.145 Uiso 0.50 1 calc PR . .
C1 C 0.5085(6) 0.4364(5) 0.1744(4) 0.0421(11) Uani 1 1 d . . .
C2 C 0.4015(7) 0.3833(6) 0.2392(5) 0.0554(14) Uani 1 1 d . . .
H2 H 0.3421 0.2953 0.2139 0.067 Uiso 1 1 calc R . .
C3 C 0.3827(7) 0.4599(6) 0.3405(5) 0.0623(15) Uani 1 1 d . . .
H3 H 0.3111 0.4231 0.3832 0.075 Uiso 1 1 calc R . .
C4 C 0.4688(8) 0.5904(6) 0.3794(5) 0.0674(17) Uani 1 1 d . . .
H4 H 0.4547 0.6418 0.4476 0.081 Uiso 1 1 calc R . .
C5 C 0.5761(7) 0.6440(5) 0.3162(5) 0.0553(13) Uani 1 1 d . . .
H5 H 0.6345 0.7322 0.3425 0.066 Uiso 1 1 calc R . .
C6 C 0.5991(6) 0.5685(4) 0.2129(4) 0.0387(10) Uani 1 1 d . . .
C7 C 0.7217(5) 0.6329(4) 0.1531(4) 0.0365(10) Uani 1 1 d . . .
C8 C 0.8991(6) 0.5793(4) -0.0845(4) 0.0387(10) Uani 1 1 d . . .
H8 H 0.8376 0.4921 -0.1191 0.046 Uiso 1 1 calc R . .
C9 C 1.0239(6) 0.6390(4) -0.1411(4) 0.0391(10) Uani 1 1 d . . .
C10 C 1.1225(6) 0.7711(4) -0.1016(4) 0.0341(9) Uani 1 1 d . . .
C11 C 1.2458(6) 0.8166(5) -0.1630(4) 0.0405(10) Uani 1 1 d . . .
C12 C 1.2671(7) 0.7355(5) -0.2613(5) 0.0509(13) Uani 1 1 d . . .
H12 H 1.3479 0.7675 -0.3009 0.061 Uiso 1 1 calc R . .
C13 C 1.1676(7) 0.6062(5) -0.3007(4) 0.0533(13) Uani 1 1 d . . .
H13 H 1.1817 0.5518 -0.3671 0.064 Uiso 1 1 calc R . .
C14 C 1.0487(7) 0.5576(5) -0.2429(4) 0.0477(12) Uani 1 1 d . . .
H14 H 0.9835 0.4706 -0.2704 0.057 Uiso 1 1 calc R . .
C15 C 1.4785(8) 1.0003(6) -0.1611(5) 0.0672(17) Uani 1 1 d . . .
H15A H 1.5502 0.9526 -0.1622 0.101 Uiso 1 1 calc R . .
H15B H 1.5375 1.0879 -0.1135 0.101 Uiso 1 1 calc R . .
H15C H 1.4433 0.9968 -0.2376 0.101 Uiso 1 1 calc R . .
C16 C 1.0689(6) 1.0329(4) 0.2244(4) 0.0370(10) Uani 1 1 d . . .
H16A H 1.1888 1.0656 0.2488 0.044 Uiso 1 1 calc R . .
H16B H 1.0432 1.0811 0.1785 0.044 Uiso 1 1 calc R . .
C17 C 0.9914(7) 1.0569(5) 0.3299(4) 0.0456(11) Uani 1 1 d . . .
H17A H 1.0086 1.0036 0.3732 0.055 Uiso 1 1 calc R . .
H17B H 0.8725 1.0325 0.3062 0.055 Uiso 1 1 calc R . .
C18 C 1.0657(8) 1.1970(5) 0.4063(4) 0.0525(13) Uani 1 1 d . . .
H18A H 1.0549 1.2503 0.3614 0.063 Uiso 1 1 calc R . .
H18B H 1.1833 1.2196 0.4336 0.063 Uiso 1 1 calc R . .
C19 C 0.9817(10) 1.2252(6) 0.5094(6) 0.084(2) Uani 1 1 d . . .
H19A H 0.8657 1.2049 0.4829 0.126 Uiso 1 1 calc R . .
H19B H 1.0330 1.3144 0.5548 0.126 Uiso 1 1 calc R . .
H19C H 0.9937 1.1739 0.5551 0.126 Uiso 1 1 calc R . .
C20 C 0.528(2) -0.0436(19) 0.4750(15) 0.072(5) Uani 0.50 1 d PDU . .
H20A H 0.4377 -0.1188 0.4255 0.086 Uiso 0.50 1 d PR . .
H20B H 0.6155 -0.0214 0.4338 0.086 Uiso 0.50 1 d PR . .
C21 C 0.471(5) 0.068(3) 0.500(2) 0.156(14) Uani 0.50 1 d P . .
H21A H 0.4288 0.0892 0.4378 0.235 Uiso 0.50 1 d PR . .
H21B H 0.3844 0.0439 0.5422 0.235 Uiso 0.50 1 d PR . .
H21C H 0.5626 0.1415 0.5505 0.235 Uiso 0.50 1 d PR . .


_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 O3 2.040(3) . ?
Sn1 O2 2.088(3) . ?
Sn1 C16 2.126(4) . ?
Sn1 N2 2.171(4) . ?
Sn1 O5 2.302(3) . ?
Sn1 Cl1 2.4403(13) . ?
N1 C7 1.325(6) . ?
N1 N2 1.404(5) . ?
N2 C8 1.297(6) . ?
O1 C1 1.371(6) . ?
O1 H1 0.8200 . ?
O2 C7 1.289(5) . ?
O3 C10 1.330(5) . ?
O4 C11 1.374(6) . ?
O4 C15 1.424(6) . ?
O5 H5C 0.8500 . ?
O5 H5D 0.8500 . ?
O6 C21 0.98(2) 2_656 ?
O6 C20 1.401(9) . ?
O6 H6 0.8200 . ?
C1 C2 1.390(7) . ?
C1 C6 1.398(7) . ?
C2 C3 1.375(9) . ?
C2 H2 0.9300 . ?
C3 C4 1.376(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.379(8) . ?
C4 H4 0.9300 . ?
C5 C6 1.403(7) . ?
C5 H5 0.9300 . ?
C6 C7 1.477(6) . ?
C8 C9 1.439(6) . ?
C8 H8 0.9300 . ?
C9 C10 1.411(6) . ?
C9 C14 1.426(7) . ?
C10 C11 1.416(6) . ?
C11 C12 1.381(7) . ?
C12 C13 1.388(8) . ?
C12 H12 0.9300 . ?
C13 C14 1.369(7) . ?
C13 H13 0.9300 . ?
C14 H14 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.517(7) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.522(7) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 C19 1.531(8) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C20 C21 0.48(2) 2_656 ?
C20 C20 1.29(4) 2_656 ?
C20 C21 1.504(19) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9599 . ?
C21 C20 0.48(2) 2_656 ?
C21 O6 0.98(2) 2_656 ?
C21 C21 1.82(4) 2_656 ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 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
O3 Sn1 O2 157.23(15) . . ?
O3 Sn1 C16 98.84(15) . . ?
O2 Sn1 C16 100.38(15) . . ?
O3 Sn1 N2 85.36(13) . . ?
O2 Sn1 N2 73.93(13) . . ?
C16 Sn1 N2 170.68(16) . . ?
O3 Sn1 O5 84.15(13) . . ?
O2 Sn1 O5 83.70(14) . . ?
C16 Sn1 O5 90.15(16) . . ?
N2 Sn1 O5 81.96(13) . . ?
O3 Sn1 Cl1 95.43(10) . . ?
O2 Sn1 Cl1 93.35(11) . . ?
C16 Sn1 Cl1 99.46(14) . . ?
N2 Sn1 Cl1 88.35(10) . . ?
O5 Sn1 Cl1 170.31(9) . . ?
C7 N1 N2 110.6(4) . . ?
C8 N2 N1 116.6(4) . . ?
C8 N2 Sn1 128.1(3) . . ?
N1 N2 Sn1 115.1(3) . . ?
C1 O1 H1 109.5 . . ?
C7 O2 Sn1 115.5(3) . . ?
C10 O3 Sn1 129.9(3) . . ?
C11 O4 C15 119.2(4) . . ?
Sn1 O5 H5C 115.0 . . ?
Sn1 O5 H5D 116.4 . . ?
H5C O5 H5D 108.3 . . ?
C21 O6 C20 11(2) 2_656 . ?
C21 O6 H6 109.5 2_656 . ?
C20 O6 H6 99.2 . . ?
O1 C1 C2 117.7(4) . . ?
O1 C1 C6 122.4(4) . . ?
C2 C1 C6 119.8(5) . . ?
C3 C2 C1 120.5(5) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.8(5) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 H3 119.6 . . ?
C3 C4 C5 119.3(6) . . ?
C3 C4 H4 120.4 . . ?
C5 C4 H4 120.4 . . ?
C4 C5 C6 121.4(5) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 118.2(4) . . ?
C1 C6 C7 123.8(4) . . ?
C5 C6 C7 117.9(4) . . ?
O2 C7 N1 124.5(4) . . ?
O2 C7 C6 117.4(4) . . ?
N1 C7 C6 118.2(4) . . ?
N2 C8 C9 125.0(4) . . ?
N2 C8 H8 117.5 . . ?
C9 C8 H8 117.5 . . ?
C10 C9 C14 118.9(4) . . ?
C10 C9 C8 124.2(4) . . ?
C14 C9 C8 117.0(4) . . ?
O3 C10 C9 125.4(4) . . ?
O3 C10 C11 116.2(4) . . ?
C9 C10 C11 118.4(4) . . ?
O4 C11 C12 124.7(4) . . ?
O4 C11 C10 113.9(4) . . ?
C12 C11 C10 121.4(5) . . ?
C11 C12 C13 119.8(5) . . ?
C11 C12 H12 120.1 . . ?
C13 C12 H12 120.1 . . ?
C14 C13 C12 120.8(5) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C9 120.7(5) . . ?
C13 C14 H14 119.6 . . ?
C9 C14 H14 119.6 . . ?
O4 C15 H15A 109.5 . . ?
O4 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O4 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 Sn1 114.4(3) . . ?
C17 C16 H16A 108.7 . . ?
Sn1 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
Sn1 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C16 C17 C18 111.8(4) . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17B 109.3 . . ?
C18 C17 H17B 109.3 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 C19 112.7(5) . . ?
C17 C18 H18A 109.1 . . ?
C19 C18 H18A 109.1 . . ?
C17 C18 H18B 109.1 . . ?
C19 C18 H18B 109.1 . . ?
H18A C18 H18B 107.8 . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C21 C20 C20 108(6) 2_656 2_656 ?
C21 C20 O6 23(5) 2_656 . ?
C20 C20 O6 98.6(18) 2_656 . ?
C21 C20 C21 125(5) 2_656 . ?
C20 C20 C21 17.6(12) 2_656 . ?
O6 C20 C21 114.9(14) . . ?
C21 C20 H20A 85.9 2_656 . ?
C20 C20 H20A 110.2 2_656 . ?
O6 C20 H20A 108.5 . . ?
C21 C20 H20A 108.6 . . ?
C21 C20 H20B 120.8 2_656 . ?
C20 C20 H20B 118.2 2_656 . ?
O6 C20 H20B 111.5 . . ?
C21 C20 H20B 104.0 . . ?
H20A C20 H20B 109.1 . . ?
C20 C21 O6 147(8) 2_656 2_656 ?
C20 C21 C20 55(5) 2_656 . ?
O6 C21 C20 109(2) 2_656 . ?
C20 C21 C21 42(4) 2_656 2_656 ?
O6 C21 C21 119(3) 2_656 2_656 ?
C20 C21 C21 12.4(12) . 2_656 ?
C20 C21 H21A 157.6 2_656 . ?
O6 C21 H21A 12.3 2_656 . ?
C20 C21 H21A 119.0 . . ?
C21 C21 H21A 130.0 2_656 . ?
C20 C21 H21B 57.3 2_656 . ?
O6 C21 H21B 107.3 2_656 . ?
C20 C21 H21B 102.2 . . ?
C21 C21 H21B 91.9 2_656 . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 92.6 2_656 . ?
O6 C21 H21C 120.8 2_656 . ?
C20 C21 H21C 106.8 . . ?
C21 C21 H21C 104.5 2_656 . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.982
_diffrn_reflns_theta_full        25.02
_diffrn_measured_fraction_theta_full 0.982
_refine_diff_density_max         1.454
_refine_diff_density_min         -1.540
_refine_diff_density_rms         0.120
