# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1048727'
_audit_update_record             
;
2015-02-10 deposited with the CCDC.
2015-10-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
bis[2-(hydroxyimino) propionato] tin (II)
;
_chemical_name_common            'bis[2-(hydroxyimino) propionato] tin (II)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H16 N4 O12 Sn2'
_chemical_formula_sum            'C12 H16 N4 O12 Sn2'
_chemical_formula_weight         645.67

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'
Sn Sn -0.6537 1.4246 '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'
N N 0.0061 0.0033 '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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_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'
'-x, -y, -z'

_cell_length_a                   9.3126(5)
_cell_length_b                   11.0220(6)
_cell_length_c                   11.5938(6)
_cell_angle_alpha                113.644(4)
_cell_angle_beta                 108.010(4)
_cell_angle_gamma                93.801(4)
_cell_volume                     1011.68(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    14228
_cell_measurement_theta_min      2.06
_cell_measurement_theta_max      29.66

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.120
_exptl_crystal_F_000             624
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    2.538
_shelx_estimated_absorpt_T_min   0.702
_shelx_estimated_absorpt_T_max   0.785
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.6500
_exptl_absorpt_correction_T_max  0.7448
_exptl_absorpt_process_details   'stoe x-red 32'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            9852
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.062
_diffrn_reflns_theta_max         29.228
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measured_fraction_theta_full 0.942
_diffrn_reflns_Laue_measured_fraction_max 0.915
_diffrn_reflns_Laue_measured_fraction_full 0.942
_diffrn_reflns_point_group_measured_fraction_max 0.915
_diffrn_reflns_point_group_measured_fraction_full 0.942
_reflns_number_total             5016
_reflns_number_gt                4345
_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       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'Direct methods'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Diamond 3.2'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0237P)²+0.6440P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5016
_refine_ls_number_parameters     281
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0252
_refine_ls_R_factor_gt           0.0191
_refine_ls_wR_factor_ref         0.0459
_refine_ls_wR_factor_gt          0.0439
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.045
_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_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 0.82819(2) 0.56173(2) 0.35865(2) 0.01489(4) Uani 1 1 d . . . . .
C3 C 0.6727(3) 0.6453(2) 0.7168(2) 0.0256(5) Uani 1 1 d . . . . .
H3A H 0.5686 0.6100 0.7082 0.038 Uiso 1 1 calc R U . . .
H3B H 0.6986 0.7444 0.7680 0.038 Uiso 1 1 calc R U . . .
H3C H 0.7476 0.6069 0.7644 0.038 Uiso 1 1 calc R U . . .
C5 C 0.6768(3) 0.4566(2) 0.0371(2) 0.0216(4) Uani 1 1 d . . . . .
C1 C 0.6150(2) 0.6858(2) 0.5023(2) 0.0174(4) Uani 1 1 d . . . . .
C4 C 0.6148(2) 0.3534(2) 0.0745(2) 0.0198(4) Uani 1 1 d . . . . .
C2 C 0.6775(2) 0.6069(2) 0.5799(2) 0.0168(4) Uani 1 1 d . . . . .
O6 O 0.7820(2) 0.67421(16) 0.10603(18) 0.0281(4) Uani 1 1 d . . . . .
H6 H 0.7914 0.7513 0.1677 0.042 Uiso 1 1 calc R U . . .
N2 N 0.7272(2) 0.57559(18) 0.13620(19) 0.0210(4) Uani 1 1 d . . . . .
O5 O 0.5353(2) 0.24207(17) -0.01939(17) 0.0299(4) Uani 1 1 d . . . . .
N1 N 0.7274(2) 0.50664(17) 0.51326(18) 0.0165(3) Uani 1 1 d . . . . .
O3 O 0.78051(19) 0.42962(15) 0.57934(16) 0.0207(3) Uani 1 1 d . . . . .
H3 H 0.7857 0.3542 0.5235 0.031 Uiso 1 1 calc R U . . .
O2 O 0.53776(19) 0.76821(16) 0.54541(17) 0.0239(3) Uani 1 1 d . . . . .
O4 O 0.64375(18) 0.38571(15) 0.19874(15) 0.0196(3) Uani 1 1 d . . . . .
O1 O 0.64171(17) 0.66186(15) 0.39474(16) 0.0195(3) Uani 1 1 d . . . . .
C6 C 0.6722(4) 0.4173(3) -0.1027(3) 0.0359(6) Uani 1 1 d . . . . .
H6A H 0.5648 0.3972 -0.1641 0.054 Uiso 1 1 calc R U . . .
H6B H 0.7157 0.3366 -0.1317 0.054 Uiso 1 1 calc R U . . .
H6C H 0.7331 0.4922 -0.1044 0.054 Uiso 1 1 calc R U . . .
Sn2 Sn 0.56902(2) 0.01424(2) 0.27402(2) 0.01642(4) Uani 1 1 d . . . . .
C11 C 0.7960(2) 0.1131(2) 0.1508(2) 0.0192(4) Uani 1 1 d . . . . .
C7 C 0.8243(2) -0.09348(19) 0.4234(2) 0.0174(4) Uani 1 1 d . . . . .
C8 C 0.7881(2) 0.0004(2) 0.5419(2) 0.0178(4) Uani 1 1 d . . . . .
C10 C 0.8333(2) 0.2171(2) 0.2950(2) 0.0181(4) Uani 1 1 d . . . . .
O12 O 0.6525(2) -0.08772(17) -0.01772(17) 0.0288(4) Uani 1 1 d . . . . .
H12 H 0.578(4) -0.147(4) -0.024(4) 0.043 Uiso 1 1 d . U . . .
O9 O 0.6465(2) 0.14897(17) 0.61621(16) 0.0235(3) Uani 1 1 d . . . . .
H9 H 0.5835 0.1916 0.5889 0.035 Uiso 1 1 calc R U . . .
N4 N 0.6912(2) 0.00961(17) 0.11291(18) 0.0191(4) Uani 1 1 d . . . . .
O8 O 0.92255(18) -0.15975(15) 0.44083(17) 0.0230(3) Uani 1 1 d . . . . .
N3 N 0.6841(2) 0.06322(17) 0.51045(18) 0.0171(3) Uani 1 1 d . . . . .
O11 O 0.93850(19) 0.31760(16) 0.34323(18) 0.0250(3) Uani 1 1 d . . . . .
O10 O 0.75195(17) 0.19509(14) 0.35906(15) 0.0180(3) Uani 1 1 d . . . . .
O7 O 0.74658(18) -0.10029(15) 0.30572(15) 0.0192(3) Uani 1 1 d . . . . .
C12 C 0.8780(3) 0.1355(3) 0.0674(3) 0.0299(5) Uani 1 1 d . . . . .
H12A H 0.9717 0.0990 0.0802 0.045 Uiso 1 1 calc R U . . .
H12B H 0.9064 0.2330 0.0952 0.045 Uiso 1 1 calc R U . . .
H12C H 0.8100 0.0894 -0.0283 0.045 Uiso 1 1 calc R U . . .
C9 C 0.8709(3) 0.0150(3) 0.6806(2) 0.0267(5) Uani 1 1 d . . . . .
H9A H 0.9272 0.1093 0.7403 0.040 Uiso 1 1 calc R U . . .
H9B H 0.9442 -0.0450 0.6774 0.040 Uiso 1 1 calc R U . . .
H9C H 0.7958 -0.0097 0.7153 0.040 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 2.1777(14) . ?
Sn1 O4 2.2035(15) . ?
Sn1 N1 2.5100(19) . ?
Sn1 N2 2.529(2) . ?
C3 C2 1.485(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 N2 1.279(3) . ?
C5 C6 1.485(3) . ?
C5 C4 1.510(3) . ?
C1 O2 1.239(2) . ?
C1 O1 1.274(3) . ?
C1 C2 1.509(3) . ?
C4 O5 1.245(3) . ?
C4 O4 1.269(3) . ?
C2 N1 1.281(3) . ?
O6 N2 1.381(3) . ?
O6 H6 0.8400 . ?
N1 O3 1.377(2) . ?
O3 H3 0.8400 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
Sn2 O7 2.1762(14) . ?
Sn2 O10 2.1869(15) . ?
Sn2 N3 2.4235(19) . ?
Sn2 N4 2.456(2) . ?
C11 N4 1.278(3) . ?
C11 C12 1.484(3) . ?
C11 C10 1.510(3) . ?
C7 O8 1.227(2) . ?
C7 O7 1.300(3) . ?
C7 C8 1.505(3) . ?
C8 N3 1.274(3) . ?
C8 C9 1.488(3) . ?
C10 O11 1.233(3) . ?
C10 O10 1.285(3) . ?
O12 N4 1.372(2) . ?
O12 H12 0.89(4) . ?
O9 N3 1.378(2) . ?
O9 H9 0.8400 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?

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 O4 85.92(6) . . ?
O1 Sn1 N1 67.40(6) . . ?
O4 Sn1 N1 83.42(6) . . ?
O1 Sn1 N2 83.10(6) . . ?
O4 Sn1 N2 66.80(6) . . ?
N1 Sn1 N2 139.51(6) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N2 C5 C6 126.5(2) . . ?
N2 C5 C4 112.5(2) . . ?
C6 C5 C4 120.9(2) . . ?
O2 C1 O1 123.8(2) . . ?
O2 C1 C2 118.0(2) . . ?
O1 C1 C2 118.18(17) . . ?
O5 C4 O4 123.9(2) . . ?
O5 C4 C5 117.6(2) . . ?
O4 C4 C5 118.51(18) . . ?
N1 C2 C3 126.7(2) . . ?
N1 C2 C1 112.67(19) . . ?
C3 C2 C1 120.62(18) . . ?
N2 O6 H6 109.5 . . ?
C5 N2 O6 114.66(19) . . ?
C5 N2 Sn1 110.52(15) . . ?
O6 N2 Sn1 127.02(13) . . ?
C2 N1 O3 114.19(18) . . ?
C2 N1 Sn1 109.58(14) . . ?
O3 N1 Sn1 128.20(12) . . ?
N1 O3 H3 109.5 . . ?
C4 O4 Sn1 121.10(15) . . ?
C1 O1 Sn1 120.29(13) . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
O7 Sn2 O10 88.86(6) . . ?
O7 Sn2 N3 68.72(6) . . ?
O10 Sn2 N3 76.62(6) . . ?
O7 Sn2 N4 76.50(6) . . ?
O10 Sn2 N4 68.13(6) . . ?
N3 Sn2 N4 130.30(6) . . ?
N4 C11 C12 126.1(2) . . ?
N4 C11 C10 113.3(2) . . ?
C12 C11 C10 120.7(2) . . ?
O8 C7 O7 123.3(2) . . ?
O8 C7 C8 119.7(2) . . ?
O7 C7 C8 117.00(17) . . ?
N3 C8 C9 125.5(2) . . ?
N3 C8 C7 113.54(19) . . ?
C9 C8 C7 120.92(18) . . ?
O11 C10 O10 124.3(2) . . ?
O11 C10 C11 118.2(2) . . ?
O10 C10 C11 117.51(18) . . ?
N4 O12 H12 101(2) . . ?
N3 O9 H9 109.5 . . ?
C11 N4 O12 115.5(2) . . ?
C11 N4 Sn2 116.95(14) . . ?
O12 N4 Sn2 127.33(14) . . ?
C8 N3 O9 115.22(18) . . ?
C8 N3 Sn2 117.38(14) . . ?
O9 N3 Sn2 127.36(12) . . ?
C10 O10 Sn2 124.01(13) . . ?
C7 O7 Sn2 123.34(13) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 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
N2 C5 C4 O5 165.8(2) . . . . ?
C6 C5 C4 O5 -12.8(3) . . . . ?
N2 C5 C4 O4 -12.8(3) . . . . ?
C6 C5 C4 O4 168.6(2) . . . . ?
O2 C1 C2 N1 166.69(19) . . . . ?
O1 C1 C2 N1 -11.8(3) . . . . ?
O2 C1 C2 C3 -11.5(3) . . . . ?
O1 C1 C2 C3 170.0(2) . . . . ?
C6 C5 N2 O6 -0.1(3) . . . . ?
C4 C5 N2 O6 -178.61(17) . . . . ?
C6 C5 N2 Sn1 -151.7(2) . . . . ?
C4 C5 N2 Sn1 29.8(2) . . . . ?
C3 C2 N1 O3 0.2(3) . . . . ?
C1 C2 N1 O3 -177.92(16) . . . . ?
C3 C2 N1 Sn1 -151.42(19) . . . . ?
C1 C2 N1 Sn1 30.50(19) . . . . ?
O5 C4 O4 Sn1 165.12(17) . . . . ?
C5 C4 O4 Sn1 -16.3(2) . . . . ?
O2 C1 O1 Sn1 162.56(16) . . . . ?
C2 C1 O1 Sn1 -19.0(2) . . . . ?
O8 C7 C8 N3 -180.0(2) . . . . ?
O7 C7 C8 N3 -0.5(3) . . . . ?
O8 C7 C8 C9 0.5(3) . . . . ?
O7 C7 C8 C9 180.0(2) . . . . ?
N4 C11 C10 O11 176.44(19) . . . . ?
C12 C11 C10 O11 -3.4(3) . . . . ?
N4 C11 C10 O10 -4.0(3) . . . . ?
C12 C11 C10 O10 176.1(2) . . . . ?
C12 C11 N4 O12 -0.5(3) . . . . ?
C10 C11 N4 O12 179.69(17) . . . . ?
C12 C11 N4 Sn2 -176.12(18) . . . . ?
C10 C11 N4 Sn2 4.0(2) . . . . ?
C9 C8 N3 O9 -1.3(3) . . . . ?
C7 C8 N3 O9 179.22(18) . . . . ?
C9 C8 N3 Sn2 -179.21(18) . . . . ?
C7 C8 N3 Sn2 1.3(2) . . . . ?
O11 C10 O10 Sn2 -178.57(16) . . . . ?
C11 C10 O10 Sn2 1.9(2) . . . . ?
O8 C7 O7 Sn2 178.76(16) . . . . ?
C8 C7 O7 Sn2 -0.7(3) . . . . ?

_refine_diff_density_max         0.582
_refine_diff_density_min         -0.516
_refine_diff_density_rms         0.086

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1048728'
_audit_update_record             
;
2015-10-07 deposited with the CCDC.
2015-10-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
Diaqua tris[2-(methoxyimino) propionato] tin(II) ammonium salt
;
_chemical_name_common            
'Diaqua tris[2-(methoxyimino) propionato] tin(II) ammonium salt'
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H26 N4 O11 Sn'
_chemical_formula_sum            'C12 H26 N4 O11 Sn'
_chemical_formula_weight         521.06

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           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

_cell_length_a                   17.656(5)
_cell_length_b                   14.064(5)
_cell_length_c                   18.870(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 117.126(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     4170(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    16087
_cell_measurement_theta_min      1.89
_cell_measurement_theta_max      29.52

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.660
_exptl_crystal_F_000             2112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.900
_exptl_crystal_size_mid          0.800
_exptl_crystal_size_min          0.600
_exptl_absorpt_coefficient_mu    1.285
_shelx_estimated_absorpt_T_min   0.391
_shelx_estimated_absorpt_T_max   0.513
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.8188
_exptl_absorpt_correction_T_max  0.8829
_exptl_absorpt_process_details   'stoe x-red 32'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            19835
_diffrn_reflns_av_unetI/netI     0.0179
_diffrn_reflns_av_R_equivalents  0.0270
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.943
_diffrn_reflns_theta_max         29.201
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             5499
_reflns_number_gt                4983
_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       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'Direct methods'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Diamond 3.2'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_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)+(0.0265P)²+3.0230P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5499
_refine_ls_number_parameters     299
_refine_ls_number_restraints     28
_refine_ls_R_factor_all          0.0230
_refine_ls_R_factor_gt           0.0194
_refine_ls_wR_factor_ref         0.0512
_refine_ls_wR_factor_gt          0.0489
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.057
_refine_ls_shift/su_max          0.005
_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 0.96713(2) 0.31119(2) 0.12201(2) 0.02310(4) Uani 1 1 d . . . . .
O1 O 1.07746(7) 0.28620(7) 0.10163(7) 0.0287(2) Uani 1 1 d . . . . .
O2 O 1.10259(7) 0.42485(7) 0.25734(7) 0.0306(2) Uani 1 1 d . . . . .
O3 O 1.17037(8) 0.21159(9) 0.07301(8) 0.0361(3) Uani 1 1 d . . . . .
O4 O 1.01167(7) 0.45889(7) 0.13183(6) 0.0278(2) Uani 1 1 d . . . . .
O5 O 0.91055(7) 0.35722(8) -0.00176(6) 0.0292(2) Uani 1 1 d . . . . .
O6 O 1.05130(8) 0.73755(8) 0.18273(8) 0.0389(3) Uani 1 1 d . . . . .
O7 O 0.72633(7) 0.46772(8) -0.20514(7) 0.0339(2) Uani 1 1 d . . . . .
O8 O 0.83897(9) 0.22122(9) -0.03070(8) 0.0436(3) Uani 1 1 d . . . . .
O9 O 0.98194(9) 0.03367(8) 0.12092(9) 0.0443(3) Uani 1 1 d . . . . .
N1 N 0.78848(7) 0.43385(9) -0.13207(7) 0.0263(2) Uani 1 1 d . . . . .
N2 N 1.03358(8) 0.64159(8) 0.16282(8) 0.0262(2) Uani 1 1 d . . . . .
N3 N 1.01426(9) 0.12116(8) 0.11456(9) 0.0295(3) Uani 1 1 d . . . . .
C1 C 1.11125(9) 0.21032(10) 0.08998(8) 0.0239(2) Uani 1 1 d . . . . .
C2 C 0.91020(16) 0.04847(15) 0.1364(2) 0.0677(8) Uani 1 1 d . . . . .
H2A H 0.9298 0.0759 0.1897 0.102 Uiso 1 1 calc R U . . .
H2B H 0.8821 -0.0125 0.1337 0.102 Uiso 1 1 calc R U . . .
H2C H 0.8699 0.0921 0.0966 0.102 Uiso 1 1 calc R U . . .
C3 C 1.07594(9) 0.11507(9) 0.09727(8) 0.0233(2) Uani 1 1 d . . . . .
C4 C 0.72835(11) 0.57006(12) -0.20284(11) 0.0373(3) Uani 1 1 d . . . . .
H4A H 0.7225 0.5922 -0.1563 0.056 Uiso 1 1 calc R U . . .
H4B H 0.6814 0.5952 -0.2514 0.056 Uiso 1 1 calc R U . . .
H4C H 0.7826 0.5925 -0.1992 0.056 Uiso 1 1 calc R U . . .
C5 C 1.14534(11) 0.61876(12) 0.30046(10) 0.0372(4) Uani 1 1 d . . . . .
H5A H 1.2021 0.6012 0.3076 0.056 Uiso 1 1 calc R U . . .
H5B H 1.1346 0.5879 0.3416 0.056 Uiso 1 1 calc R U . . .
H5C H 1.1422 0.6879 0.3049 0.056 Uiso 1 1 calc R U . . .
C6 C 1.06468(8) 0.48235(9) 0.20319(8) 0.0222(2) Uani 1 1 d . . . . .
C7 C 1.08024(8) 0.58737(9) 0.22043(8) 0.0224(2) Uani 1 1 d . . . . .
C8 C 0.84950(10) 0.30268(10) -0.04824(9) 0.0278(3) Uani 1 1 d . . . . .
C9 C 0.72899(12) 0.27795(13) -0.19180(10) 0.0392(4) Uani 1 1 d . . . . .
H9A H 0.6750 0.2730 -0.1891 0.059 Uiso 1 1 calc R U . . .
H9B H 0.7551 0.2149 -0.1844 0.059 Uiso 1 1 calc R U . . .
H9C H 0.7184 0.3032 -0.2439 0.059 Uiso 1 1 calc R U . . .
C10 C 1.11251(11) 0.02567(11) 0.08333(11) 0.0349(3) Uani 1 1 d . . . . .
H10A H 1.0811 -0.0290 0.0887 0.052 Uiso 1 1 calc R U . . .
H10B H 1.1725 0.0207 0.1225 0.052 Uiso 1 1 calc R U . . .
H10C H 1.1079 0.0266 0.0296 0.052 Uiso 1 1 calc R U . . .
C11 C 0.78761(9) 0.34322(11) -0.12778(9) 0.0264(3) Uani 1 1 d . . . . .
C12 C 0.99383(15) 0.79330(13) 0.11663(13) 0.0515(5) Uani 1 1 d . . . . .
H12A H 1.0026 0.7793 0.0700 0.077 Uiso 1 1 calc R U . . .
H12B H 1.0044 0.8610 0.1298 0.077 Uiso 1 1 calc R U . . .
H12C H 0.9351 0.7778 0.1048 0.077 Uiso 1 1 calc R U . . .
N4 N 0.90008(8) 0.56993(9) -0.00339(8) 0.0283(2) Uani 1 1 d D . . . .
H40A H 0.8530(10) 0.5871(13) -0.0003(11) 0.042 Uiso 1 1 d D U . . .
H40B H 0.9088(12) 0.6081(12) -0.0349(10) 0.042 Uiso 1 1 d D U . . .
H40C H 0.8917(12) 0.5106(10) -0.0229(11) 0.042 Uiso 1 1 d D U . . .
H40D H 0.9437(10) 0.5671(13) 0.0447(8) 0.042 Uiso 1 1 d D U . . .
O10 O 1.20674(10) 0.41347(10) 0.42309(8) 0.0457(3) Uani 1 1 d D . . . .
H50A H 1.2460(14) 0.3696(17) 0.4336(16) 0.069 Uiso 1 1 d D U . . .
H50B H 1.1777(15) 0.4239(19) 0.3716(10) 0.069 Uiso 1 1 d D U . . .
O11A O 1.24329(11) 0.08763(14) -0.00400(11) 0.0362(5) Uani 0.697(4) 1 d D . P A
1
H60A H 1.254(2) 0.0318(15) 0.019(2) 0.054 Uiso 0.697(4) 1 d D U P A 1
H60B H 1.221(2) 0.127(2) 0.016(2) 0.054 Uiso 0.697(4) 1 d D U P A 1
O11B O 1.2442(3) 0.1579(3) -0.0208(3) 0.0355(11) Uani 0.303(4) 1 d D . P A 2
H60C H 1.275(5) 0.198(4) -0.033(5) 0.053 Uiso 0.303(4) 1 d D U P A 2
H60D H 1.225(5) 0.186(4) 0.010(4) 0.053 Uiso 0.303(4) 1 d D U P 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 O5 2.1782(12) . ?
Sn1 O1 2.1792(12) . ?
Sn1 O4 2.1988(12) . ?
O1 C1 1.2895(18) . ?
O2 C6 1.2337(17) . ?
O3 C1 1.2237(18) . ?
O4 C6 1.2842(17) . ?
O5 C8 1.2873(18) . ?
O6 N2 1.3976(16) . ?
O6 C12 1.430(2) . ?
O7 N1 1.3973(16) . ?
O7 C4 1.440(2) . ?
O8 C8 1.230(2) . ?
O9 N3 1.3843(16) . ?
O9 C2 1.439(2) . ?
N1 C11 1.278(2) . ?
N2 C7 1.2749(19) . ?
N3 C3 1.2744(18) . ?
C1 C3 1.5101(19) . ?
C3 C10 1.4905(19) . ?
C5 C7 1.488(2) . ?
C6 C7 1.5103(19) . ?
C8 C11 1.509(2) . ?
C9 C11 1.494(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
O5 Sn1 O1 82.45(4) . . ?
O5 Sn1 O4 77.36(4) . . ?
O1 Sn1 O4 81.55(4) . . ?
C1 O1 Sn1 133.15(9) . . ?
C6 O4 Sn1 113.13(8) . . ?
C8 O5 Sn1 112.68(10) . . ?
N2 O6 C12 108.18(13) . . ?
N1 O7 C4 108.27(12) . . ?
N3 O9 C2 108.95(13) . . ?
C11 N1 O7 112.07(12) . . ?
C7 N2 O6 111.72(12) . . ?
C3 N3 O9 113.36(12) . . ?
O3 C1 O1 123.29(14) . . ?
O3 C1 C3 118.27(13) . . ?
O1 C1 C3 118.45(12) . . ?
N3 C3 C10 126.26(13) . . ?
N3 C3 C1 113.58(12) . . ?
C10 C3 C1 120.15(13) . . ?
O2 C6 O4 124.11(13) . . ?
O2 C6 C7 119.07(13) . . ?
O4 C6 C7 116.82(12) . . ?
N2 C7 C5 126.00(13) . . ?
N2 C7 C6 114.71(12) . . ?
C5 C7 C6 119.29(12) . . ?
O8 C8 O5 123.64(15) . . ?
O8 C8 C11 119.33(14) . . ?
O5 C8 C11 117.02(13) . . ?
N1 C11 C9 125.84(14) . . ?
N1 C11 C8 114.57(13) . . ?
C9 C11 C8 119.51(14) . . ?

_refine_diff_density_max         0.494
_refine_diff_density_min         -0.423
_refine_diff_density_rms         0.060

_shelxl_version_number           2013-4


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: Water'
####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1048729'
_audit_update_record             
;
2015-02-10 deposited with the CCDC.
2015-10-21 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
bis[2-(hydroxyimino)3-phenyl-propionato] tin (II)
;
_chemical_name_common            
'bis[2-(hydroxyimino)3-phenyl-propionato] tin (II)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H16 N2 O6 Sn'
_chemical_formula_sum            'C18 H16 N2 O6 Sn'
_chemical_formula_weight         475.02

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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

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

_cell_length_a                   12.039(5)
_cell_length_b                   12.259(5)
_cell_length_c                   12.506(5)
_cell_angle_alpha                90.000
_cell_angle_beta                 90.000
_cell_angle_gamma                90.000
_cell_volume                     1845.7(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4644
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      28.38

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    1.422
_shelx_estimated_absorpt_T_min   0.871
_shelx_estimated_absorpt_T_max   0.871
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_correction_T_min  0.7977
_exptl_absorpt_correction_T_max  0.8444
_exptl_absorpt_process_details   'stoe x-red 32'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
'sealed X-ray tube, 12 x 0.4 mm long-fine focus'
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_diffrn_detector_area_resol_mean 6.67
_diffrn_reflns_number            17869
_diffrn_reflns_av_unetI/netI     0.1194
_diffrn_reflns_av_R_equivalents  0.1286
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.326
_diffrn_reflns_theta_max         29.269
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4985
_reflns_number_gt                3305
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.773
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    1.000

_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       'STOE X-AREA'
_computing_cell_refinement       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_structure_solution    'Direct methods'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Diamond 3.2'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0059P)²+0.0710P] 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_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   -0.03(6)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         4985
_refine_ls_number_parameters     241
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1110
_refine_ls_R_factor_gt           0.0542
_refine_ls_wR_factor_ref         0.0742
_refine_ls_wR_factor_gt          0.0610
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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_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
Sn01 Sn 0.35838(7) 1.08208(6) 0.70519(6) 0.02206(12) Uani 1 1 d . . . . .
O1 O 0.3506(7) 1.0717(7) 0.8780(4) 0.0270(15) Uani 1 1 d . . . . .
O2 O 0.6404(7) 1.1214(4) 0.7604(4) 0.0325(14) Uani 1 1 d . . . . .
H2 H 0.6132 1.1845 0.7606 0.049 Uiso 1 1 calc R U . . .
O3 O 0.1076(5) 0.9552(5) 0.6955(7) 0.0353(17) Uani 1 1 d . . . . .
H3 H 0.1299 0.9525 0.6319 0.053 Uiso 1 1 calc R U . . .
O4 O 0.3967(4) 0.9087(5) 0.7082(6) 0.0276(11) Uani 1 1 d . . . . .
O5 O 0.2588(6) 1.0249(6) 1.0256(5) 0.0295(17) Uani 1 1 d . . . . .
O6 O 0.5124(6) 0.7698(5) 0.7337(5) 0.0308(18) Uani 1 1 d . . . . .
N1 N 0.5572(7) 1.0464(6) 0.7465(6) 0.0258(18) Uani 1 1 d . . . . .
N2 N 0.1897(7) 0.9948(7) 0.7588(5) 0.0225(18) Uani 1 1 d . . . . .
C1 C 0.1679(9) 0.9983(8) 0.8612(7) 0.026(2) Uani 1 1 d . . . . .
C2 C 0.0600(9) 0.9631(9) 0.9083(8) 0.030(3) Uani 1 1 d . . . . .
H2A H -0.0006 0.9839 0.8588 0.037 Uiso 1 1 calc R U . . .
H2B H 0.0483 1.0032 0.9761 0.037 Uiso 1 1 calc R U . . .
C3 C 0.5859(8) 0.9452(7) 0.7546(7) 0.027(2) Uani 1 1 d . . . . .
C4 C 0.7651(8) 0.8559(7) 0.6934(10) 0.031(2) Uani 1 1 d . . . . .
C5 C -0.0376(10) 0.8045(10) 0.9935(8) 0.042(3) Uani 1 1 d . . . . .
H5 H -0.0892 0.8550 1.0227 0.050 Uiso 1 1 calc R U . . .
C6 C 0.0517(10) 0.8410(10) 0.9309(9) 0.0340(18) Uani 1 1 d . . . . .
C7 C 0.6985(7) 0.9036(8) 0.7842(9) 0.031(2) Uani 1 1 d . . . . .
H7A H 0.6897 0.8470 0.8401 0.038 Uiso 1 1 calc R U . . .
H7B H 0.7414 0.9644 0.8160 0.038 Uiso 1 1 calc R U . . .
C8 C 0.4922(9) 0.8687(7) 0.7294(7) 0.028(2) Uani 1 1 d . . . . .
C9 C 0.2662(8) 1.0355(7) 0.9257(7) 0.0218(19) Uani 1 1 d . . . . .
C10 C 0.1122(10) 0.6544(9) 0.9108(9) 0.049(3) Uani 1 1 d . . . . .
H10 H 0.1644 0.6039 0.8827 0.059 Uiso 1 1 calc R U . . .
C11 C -0.0494(13) 0.6931(12) 1.0120(9) 0.061(5) Uani 1 1 d . . . . .
H11 H -0.1105 0.6682 1.0534 0.073 Uiso 1 1 calc R U . . .
C12 C 0.8948(12) 0.7729(11) 0.5274(10) 0.060(4) Uani 1 1 d . . . . .
H12 H 0.9395 0.7452 0.4710 0.073 Uiso 1 1 calc R U . . .
C13 C 0.8608(10) 0.7982(7) 0.7143(9) 0.040(2) Uani 1 1 d . . . . .
H13 H 0.8817 0.7841 0.7863 0.048 Uiso 1 1 calc R U . . .
C14 C 0.1241(9) 0.7652(7) 0.8899(7) 0.0340(18) Uani 1 1 d . . . . .
H14 H 0.1839 0.7891 0.8461 0.041 Uiso 1 1 calc R U . . .
C15 C 0.9269(11) 0.7605(10) 0.6318(11) 0.051(3) Uani 1 1 d . . . . .
H15 H 0.9954 0.7256 0.6477 0.062 Uiso 1 1 calc R U . . .
C16 C 0.7315(12) 0.8673(11) 0.5860(9) 0.057(4) Uani 1 1 d . . . . .
H16 H 0.6637 0.9033 0.5695 0.068 Uiso 1 1 calc R U . . .
C17 C 0.0249(11) 0.6178(11) 0.9720(10) 0.054(4) Uani 1 1 d . . . . .
H17 H 0.0161 0.5422 0.9865 0.065 Uiso 1 1 calc R U . . .
C18 C 0.7961(14) 0.8267(13) 0.5054(11) 0.080(5) Uani 1 1 d . . . . .
H18 H 0.7730 0.8355 0.4333 0.096 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
Sn01 O1 2.167(5) . ?
Sn01 O4 2.175(6) . ?
Sn01 N2 2.391(8) . ?
Sn01 N1 2.487(8) . ?
O1 C9 1.258(12) . ?
O2 N1 1.371(9) . ?
O3 N2 1.356(9) . ?
O4 C8 1.278(11) . ?
O5 C9 1.260(10) . ?
O6 C8 1.238(10) . ?
N1 C3 1.292(10) . ?
N2 C1 1.308(11) . ?
C1 C2 1.490(14) . ?
C1 C9 1.504(14) . ?
C2 C6 1.526(15) . ?
C3 C7 1.495(11) . ?
C3 C8 1.500(13) . ?
C4 C13 1.377(15) . ?
C4 C16 1.410(16) . ?
C4 C7 1.509(15) . ?
C5 C11 1.392(17) . ?
C5 C6 1.404(15) . ?
C6 C14 1.373(16) . ?
C10 C17 1.375(17) . ?
C10 C14 1.391(13) . ?
C11 C17 1.380(19) . ?
C12 C15 1.370(18) . ?
C12 C18 1.387(19) . ?
C13 C15 1.383(16) . ?
C16 C18 1.366(16) . ?

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 Sn01 O4 86.2(3) . . ?
O1 Sn01 N2 70.0(3) . . ?
O4 Sn01 N2 74.8(2) . . ?
O1 Sn01 N1 79.9(3) . . ?
O4 Sn01 N1 67.7(2) . . ?
N2 Sn01 N1 132.9(3) . . ?
C9 O1 Sn01 121.9(6) . . ?
C8 O4 Sn01 124.8(5) . . ?
C3 N1 O2 116.0(8) . . ?
C3 N1 Sn01 116.3(7) . . ?
O2 N1 Sn01 127.7(5) . . ?
C1 N2 O3 115.9(9) . . ?
C1 N2 Sn01 115.5(7) . . ?
O3 N2 Sn01 128.0(5) . . ?
N2 C1 C2 123.6(10) . . ?
N2 C1 C9 112.2(9) . . ?
C2 C1 C9 124.2(8) . . ?
C1 C2 C6 114.5(10) . . ?
N1 C3 C7 126.1(9) . . ?
N1 C3 C8 112.5(9) . . ?
C7 C3 C8 121.4(7) . . ?
C13 C4 C16 118.2(11) . . ?
C13 C4 C7 120.0(10) . . ?
C16 C4 C7 121.7(10) . . ?
C11 C5 C6 118.9(13) . . ?
C14 C6 C5 118.6(11) . . ?
C14 C6 C2 123.6(10) . . ?
C5 C6 C2 117.7(11) . . ?
C3 C7 C4 115.3(9) . . ?
O6 C8 O4 124.2(9) . . ?
O6 C8 C3 117.1(9) . . ?
O4 C8 C3 118.6(8) . . ?
O1 C9 O5 124.3(9) . . ?
O1 C9 C1 119.2(8) . . ?
O5 C9 C1 116.5(8) . . ?
C17 C10 C14 120.2(12) . . ?
C17 C11 C5 122.0(12) . . ?
C15 C12 C18 118.9(11) . . ?
C4 C13 C15 120.7(11) . . ?
C6 C14 C10 121.7(11) . . ?
C12 C15 C13 120.8(12) . . ?
C18 C16 C4 120.2(13) . . ?
C10 C17 C11 118.6(12) . . ?
C16 C18 C12 121.0(13) . . ?

_refine_diff_density_max         0.644
_refine_diff_density_min         -0.745
_refine_diff_density_rms         0.159

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: Methanol'
