# Electronic Supplementary Material for CrystEngComm
# This journal is (c) The Royal Society of Chemistry 2008

data_global
_journal_name_full               CrystEngComm

_journal_coden_Cambridge         1350

_publ_contact_author_name        'Dimitra Kovala-Demertzi'
_publ_contact_author_email       DKOVALA@CC.UOI.GR

_publ_section_title              
;
Self-assembly of Dialkyltin(IV) moieties and a
thiosemicarbone to a trinuclear macrocycle and the unprecedented
formation of two pseudo-polymorfs with different cavities
;
loop_
_publ_author_name
'Dimitra Kovala-Demertzi'
'Zbigniew Ciunik'
'John Plakatouras'
'Joanna Wiecek'

# Attachment '1.CIF'

data_a1abs
_database_code_depnum_ccdc_archive 'CCDC 293441'

_audit_creation_method           SHELXL-97
_chemical_name_common            
'Dimethyl(pyruvic-thiosemicarbazonate)tin(IV) THF solvate'
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H33 N9 O6 S3 Sn3, 3(C4 H8 O)'
_chemical_formula_sum            'C10 H19 N3 O3 S Sn'
_chemical_formula_weight         380.06

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'
S S 0.1246 0.1234 '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           hexagonal
_symmetry_space_group_name_H-M   P63/m
_symmetry_space_group_name_Hall  '-P 6c'

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

_cell_length_a                   18.2141(5)
_cell_length_b                   18.2141(5)
_cell_length_c                   7.6303(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_volume                     2192.24(12)
_cell_formula_units_Z            6
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    11200
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      36.60

_exptl_crystal_description       block
_exptl_crystal_colour            off-white
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.727
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1140
_exptl_absorpt_coefficient_mu    1.895
_exptl_absorpt_correction_type   'numeric analytical'
_exptl_absorpt_correction_T_min  0.7513
_exptl_absorpt_correction_T_max  0.8045
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.13 beta (release 14.11.2003 CrysAlis171 VC++)
(compiled Nov 14 2003,14:35:41)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
;

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'Kuma KM4CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            37222
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.42
_diffrn_reflns_theta_max         36.60
_reflns_number_total             3772
_reflns_number_gt                3183
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.13 beta (release 14.11.2003 CrysAlis171 VC++)
(compiled Nov 14 2003,14:35:41)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.13 beta (release 14.11.2003 CrysAlis171 VC++)
(compiled Nov 14 2003,14:35:41)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.13 beta (release 14.11.2003 CrysAlis171 VC++)
(compiled Nov 14 2003,14:35:41)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  
'SHELXL-97 (Sheldrick, 1997); Platon (Spek, 1998)'

_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)+(0.0297P)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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3772
_refine_ls_number_parameters     126
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0259
_refine_ls_wR_factor_ref         0.0550
_refine_ls_wR_factor_gt          0.0529
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_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 -0.172955(7) 0.486406(7) 0.7500 0.01074(4) Uani 1 2 d S . .
S1 S -0.04081(3) 0.63327(3) 0.7500 0.01582(9) Uani 1 2 d S . .
O1 O -0.22231(8) 0.34169(8) 0.7500 0.0150(2) Uani 1 2 d S . .
O2 O -0.18835(8) 0.24018(8) 0.7500 0.0154(2) Uani 1 2 d S . .
N1 N -0.06059(9) 0.46100(9) 0.7500 0.0123(3) Uani 1 2 d S . .
N2 N 0.02263(9) 0.52357(10) 0.7500 0.0169(3) Uani 1 2 d S . .
N3 N 0.11629(11) 0.66406(12) 0.7500 0.0323(5) Uani 1 2 d S . .
C1 C -0.16761(11) 0.31742(11) 0.7500 0.0135(3) Uani 1 2 d S . .
C2 C -0.07547(10) 0.38352(11) 0.7500 0.0123(3) Uani 1 2 d S . .
C3 C -0.00941(12) 0.35851(13) 0.7500 0.0176(3) Uani 1 2 d S . .
H3A H 0.0348 0.3931 0.6648 0.026 Uiso 0.50 1 calc PR . .
H3B H -0.0351 0.2985 0.7181 0.026 Uiso 0.50 1 calc PR . .
H3C H 0.0157 0.3673 0.8671 0.026 Uiso 0.50 1 calc PR . .
C4 C 0.03495(12) 0.60168(12) 0.7500 0.0170(3) Uani 1 2 d S . .
C5 C -0.19904(8) 0.47108(9) 0.47839(18) 0.0165(2) Uani 1 1 d . . .
H5A H -0.2547 0.4209 0.4587 0.025 Uiso 1 1 calc R . .
H5B H -0.1555 0.4640 0.4182 0.025 Uiso 1 1 calc R . .
H5C H -0.1990 0.5213 0.4323 0.025 Uiso 1 1 calc R . .
O1T O 0.16489(11) 0.83847(10) 0.7500 0.0297(4) Uani 1 2 d S . .
C1T1 C 0.1449(10) 0.8709(11) 0.604(3) 0.039(2) Uani 0.50 1 d P . 1
H1T1 H 0.1001 0.8244 0.5333 0.047 Uiso 0.50 1 calc PR . 1
H1T2 H 0.1956 0.9031 0.5288 0.047 Uiso 0.50 1 calc PR . 1
C2T1 C 0.1142(3) 0.9284(3) 0.6726(7) 0.0528(12) Uani 0.50 1 d P . 1
H2T1 H 0.1515 0.9868 0.6292 0.063 Uiso 0.50 1 calc PR . 1
H2T2 H 0.0561 0.9088 0.6292 0.063 Uiso 0.50 1 calc PR . 1
C1T2 C 0.1300(10) 0.8565(11) 0.592(3) 0.040(3) Uani 0.50 1 d P . 2
H1T3 H 0.1758 0.9015 0.5204 0.048 Uiso 0.50 1 calc PR . 2
H1T4 H 0.0989 0.8049 0.5186 0.048 Uiso 0.50 1 calc PR . 2
C2T2 C 0.0721(3) 0.8846(3) 0.6586(7) 0.0544(12) Uani 0.50 1 d P . 2
H2T3 H 0.0903 0.9424 0.6150 0.065 Uiso 0.50 1 calc PR . 2
H2T4 H 0.0139 0.8462 0.6150 0.065 Uiso 0.50 1 calc PR . 2
H3D H 0.1486(18) 0.6461(19) 0.7500 0.030(7) Uiso 1 2 d S . .
H3E H 0.130(2) 0.717(2) 0.7500 0.045(9) Uiso 1 2 d S . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.00871(5) 0.01091(5) 0.01235(6) 0.000 0.000 0.00472(4)
S1 0.01118(18) 0.01122(18) 0.0243(2) 0.000 0.000 0.00502(15)
O1 0.0105(5) 0.0138(6) 0.0206(6) 0.000 0.000 0.0060(5)
O2 0.0128(6) 0.0108(5) 0.0218(6) 0.000 0.000 0.0052(5)
N1 0.0086(6) 0.0123(6) 0.0152(7) 0.000 0.000 0.0046(5)
N2 0.0078(6) 0.0122(6) 0.0281(8) 0.000 0.000 0.0030(5)
N3 0.0087(7) 0.0130(8) 0.0721(16) 0.000 0.000 0.0030(6)
C1 0.0106(7) 0.0134(7) 0.0139(7) 0.000 0.000 0.0041(6)
C2 0.0100(7) 0.0125(7) 0.0133(7) 0.000 0.000 0.0049(6)
C3 0.0128(7) 0.0194(8) 0.0233(9) 0.000 0.000 0.0101(7)
C4 0.0109(7) 0.0134(7) 0.0252(9) 0.000 0.000 0.0049(6)
C5 0.0161(5) 0.0207(6) 0.0129(6) -0.0008(5) -0.0010(4) 0.0093(5)
O1T 0.0250(8) 0.0194(7) 0.0431(10) 0.000 0.000 0.0098(6)
C1T1 0.027(4) 0.043(7) 0.036(4) 0.000(5) -0.003(3) 0.011(4)
C2T1 0.038(2) 0.033(2) 0.088(4) 0.017(2) -0.004(2) 0.0192(18)
C1T2 0.043(7) 0.031(4) 0.037(4) 0.003(3) -0.002(5) 0.012(4)
C2T2 0.036(2) 0.036(2) 0.090(3) 0.004(2) -0.023(2) 0.0171(18)

_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 C5 2.1133(14) . ?
Sn1 C5 2.1133(14) 10_557 ?
Sn1 N1 2.3130(14) . ?
Sn1 O1 2.3209(13) . ?
Sn1 O2 2.4077(12) 2_565 ?
Sn1 S1 2.5516(5) . ?
S1 C4 1.7405(19) . ?
O1 C1 1.276(2) . ?
O2 C1 1.261(2) . ?
O2 Sn1 2.4077(12) 3_455 ?
N1 C2 1.297(2) . ?
N1 N2 1.367(2) . ?
N2 C4 1.325(2) . ?
N3 C4 1.343(3) . ?
N3 H3D 0.80(3) . ?
N3 H3E 0.87(3) . ?
C1 C2 1.498(2) . ?
C2 C3 1.484(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
O1T C1T1 1.39(2) . ?
O1T C1T1 1.39(2) 10_557 ?
O1T C1T2 1.48(2) . ?
O1T C1T2 1.48(2) 10_557 ?
C1T1 C2T1 1.51(2) . ?
C1T1 H1T1 0.9900 . ?
C1T1 H1T2 0.9900 . ?
C2T1 C2T1 1.181(11) 10_557 ?
C2T1 H2T1 0.9900 . ?
C2T1 H2T2 0.9900 . ?
C1T2 C2T2 1.48(2) . ?
C1T2 H1T3 0.9900 . ?
C1T2 H1T4 0.9900 . ?
C2T2 C2T2 1.395(11) 10_557 ?
C2T2 H2T3 0.9900 . ?
C2T2 H2T4 0.9900 . ?

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
C5 Sn1 C5 157.43(7) . 10_557 ?
C5 Sn1 N1 97.85(4) . . ?
C5 Sn1 N1 97.85(4) 10_557 . ?
C5 Sn1 O1 85.19(4) . . ?
C5 Sn1 O1 85.19(4) 10_557 . ?
N1 Sn1 O1 69.62(5) . . ?
C5 Sn1 O2 86.10(4) . 2_565 ?
C5 Sn1 O2 86.10(4) 10_557 2_565 ?
N1 Sn1 O2 156.11(5) . 2_565 ?
O1 Sn1 O2 134.27(4) . 2_565 ?
C5 Sn1 S1 99.81(4) . . ?
C5 Sn1 S1 99.81(4) 10_557 . ?
N1 Sn1 S1 75.20(4) . . ?
O1 Sn1 S1 144.82(3) . . ?
O2 Sn1 S1 80.91(3) 2_565 . ?
C4 S1 Sn1 98.14(6) . . ?
C1 O1 Sn1 117.86(11) . . ?
C1 O2 Sn1 101.17(11) . 3_455 ?
C2 N1 N2 116.64(15) . . ?
C2 N1 Sn1 119.55(11) . . ?
N2 N1 Sn1 123.81(11) . . ?
C4 N2 N1 114.65(15) . . ?
C4 N3 H3D 112(2) . . ?
C4 N3 H3E 122(2) . . ?
H3D N3 H3E 126(3) . . ?
O2 C1 O1 122.42(16) . . ?
O2 C1 C2 119.12(16) . . ?
O1 C1 C2 118.46(15) . . ?
N1 C2 C3 124.99(16) . . ?
N1 C2 C1 114.51(15) . . ?
C3 C2 C1 120.50(15) . . ?
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 C4 N3 115.56(17) . . ?
N2 C4 S1 128.20(14) . . ?
N3 C4 S1 116.24(15) . . ?
Sn1 C5 H5A 109.5 . . ?
Sn1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
Sn1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C1T1 O1T C1T1 106.5(18) . 10_557 ?
C1T1 O1T C1T2 109.2(2) 10_557 . ?
C1T1 O1T C1T2 109.2(2) . 10_557 ?
C1T2 O1T C1T2 109.9(19) . 10_557 ?
O1T C1T1 C2T1 106.3(15) . . ?
O1T C1T1 H1T1 110.5 . . ?
C2T1 C1T1 H1T1 110.5 . . ?
O1T C1T1 H1T2 110.5 . . ?
C2T1 C1T1 H1T2 110.5 . . ?
H1T1 C1T1 H1T2 108.7 . . ?
C2T1 C2T1 C1T1 110.5(10) 10_557 . ?
C2T1 C2T1 H2T1 109.6 10_557 . ?
C1T1 C2T1 H2T1 109.6 . . ?
C2T1 C2T1 H2T2 109.6 10_557 . ?
C1T1 C2T1 H2T2 109.6 . . ?
H2T1 C2T1 H2T2 108.1 . . ?
C2T2 C1T2 O1T 104.8(16) . . ?
C2T2 C1T2 H1T3 110.8 . . ?
O1T C1T2 H1T3 110.8 . . ?
C2T2 C1T2 H1T4 110.8 . . ?
O1T C1T2 H1T4 110.8 . . ?
H1T3 C1T2 H1T4 108.9 . . ?
C2T2 C2T2 C1T2 110.3(10) 10_557 . ?
C2T2 C2T2 H2T3 109.6 10_557 . ?
C1T2 C2T2 H2T3 109.6 . . ?
C2T2 C2T2 H2T4 109.6 10_557 . ?
C1T2 C2T2 H2T4 109.6 . . ?
H2T3 C2T2 H2T4 108.1 . . ?

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
C5 Sn1 S1 C4 -95.60(4) . . . . ?
C5 Sn1 S1 C4 95.60(4) 10_557 . . . ?
N1 Sn1 S1 C4 0.0 . . . . ?
O1 Sn1 S1 C4 0.0 . . . . ?
O2 Sn1 S1 C4 180.0 2_565 . . . ?
C5 Sn1 O1 C1 100.22(4) . . . . ?
C5 Sn1 O1 C1 -100.22(4) 10_557 . . . ?
N1 Sn1 O1 C1 0.0 . . . . ?
O2 Sn1 O1 C1 180.0 2_565 . . . ?
S1 Sn1 O1 C1 0.0 . . . . ?
C5 Sn1 N1 C2 -81.87(4) . . . . ?
C5 Sn1 N1 C2 81.87(4) 10_557 . . . ?
O1 Sn1 N1 C2 0.0 . . . . ?
O2 Sn1 N1 C2 180.0 2_565 . . . ?
S1 Sn1 N1 C2 180.0 . . . . ?
C5 Sn1 N1 N2 98.13(4) . . . . ?
C5 Sn1 N1 N2 -98.13(4) 10_557 . . . ?
O1 Sn1 N1 N2 180.0 . . . . ?
O2 Sn1 N1 N2 0.0 2_565 . . . ?
S1 Sn1 N1 N2 0.0 . . . . ?
C2 N1 N2 C4 180.0 . . . . ?
Sn1 N1 N2 C4 0.0 . . . . ?
Sn1 O2 C1 O1 0.0 3_455 . . . ?
Sn1 O2 C1 C2 180.0 3_455 . . . ?
Sn1 O1 C1 O2 180.0 . . . . ?
Sn1 O1 C1 C2 0.0 . . . . ?
N2 N1 C2 C3 0.0 . . . . ?
Sn1 N1 C2 C3 180.0 . . . . ?
N2 N1 C2 C1 180.0 . . . . ?
Sn1 N1 C2 C1 0.0 . . . . ?
O2 C1 C2 N1 180.0 . . . . ?
O1 C1 C2 N1 0.0 . . . . ?
O2 C1 C2 C3 0.0 . . . . ?
O1 C1 C2 C3 180.0 . . . . ?
N1 N2 C4 N3 180.0 . . . . ?
N1 N2 C4 S1 0.0 . . . . ?
Sn1 S1 C4 N2 0.0 . . . . ?
Sn1 S1 C4 N3 180.0 . . . . ?
C1T1 O1T C1T1 C2T1 2.0(16) 10_557 . . . ?
C1T2 O1T C1T1 C2T1 108(10) . . . . ?
C1T2 O1T C1T1 C2T1 13.0(6) 10_557 . . . ?
O1T C1T1 C2T1 C2T1 -1.3(10) . . . 10_557 ?
C1T1 O1T C1T2 C2T2 -89(10) . . . . ?
C1T1 O1T C1T2 C2T2 -12.3(7) 10_557 . . . ?
C1T2 O1T C1T2 C2T2 -0.8(16) 10_557 . . . ?
O1T C1T2 C2T2 C2T2 0.5(10) . . . 10_557 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3E O1T 0.87(3) 1.97(3) 2.840(3) 178(3) .

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        36.60
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         2.445
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.104


# Attachment 'A2ABS.CIF'

data_a2abs
_database_code_depnum_ccdc_archive 'CCDC 293442'

_audit_creation_method           SHELXL-97
_chemical_name_common            
'Dimethyl(pyruvic-thiosemicarbazonate)tin(IV) THF solvate'
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H33 N9 O6 S3 Sn3, 1.5(C4 H8 O)'
_chemical_formula_sum            'C8 H15 N3 O2.50 S Sn'
_chemical_formula_weight         343.98

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'
S S 0.1246 0.1234 '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           cubic
_symmetry_space_group_name_H-M   I23
_symmetry_space_group_name_Hall  'I 2 2 3'

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

_cell_length_a                   20.1191(5)
_cell_length_b                   20.1191(5)
_cell_length_c                   20.1191(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     8143.8(4)
_cell_formula_units_Z            24
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    12000
_cell_measurement_theta_min      3.25
_cell_measurement_theta_max      36.61

_exptl_crystal_description       block
_exptl_crystal_colour            off-white
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.683
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4080
_exptl_absorpt_coefficient_mu    2.029
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.7116
_exptl_absorpt_correction_T_max  0.7928
_exptl_absorpt_process_details   
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.13 beta (release 14.11.2003 CrysAlis171 VC++)
(compiled Nov 14 2003,14:35:41)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
;
_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      100(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  'Kuma KM4CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            66056
_diffrn_reflns_av_R_equivalents  0.0600
_diffrn_reflns_av_sigmaI/netI    0.0534
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.20
_diffrn_reflns_theta_max         36.61
_reflns_number_total             6610
_reflns_number_gt                5473
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.13 beta (release 14.11.2003 CrysAlis171 VC++)
(compiled Nov 14 2003,14:35:41)
;
_computing_cell_refinement       
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.13 beta (release 14.11.2003 CrysAlis171 VC++)
(compiled Nov 14 2003,14:35:41)
;
_computing_data_reduction        
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.13 beta (release 14.11.2003 CrysAlis171 VC++)
(compiled Nov 14 2003,14:35:41)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material  
'SHELXL-97 (Sheldrick, 1997); Platon (Spek, 1998)'

_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)+(0.0375P)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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.022(18)
_refine_ls_number_reflns         6610
_refine_ls_number_parameters     144
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0399
_refine_ls_R_factor_gt           0.0292
_refine_ls_wR_factor_ref         0.0630
_refine_ls_wR_factor_gt          0.0613
_refine_ls_goodness_of_fit_ref   0.903
_refine_ls_restrained_S_all      0.903
_refine_ls_shift/su_max          0.004
_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 0.290695(8) 0.907717(8) 0.221615(8) 0.01204(3) Uani 1 1 d . . .
S1 S 0.34676(3) 1.01892(3) 0.24352(3) 0.02079(13) Uani 1 1 d . . .
O1 O 0.28497(9) 0.81668(8) 0.15147(8) 0.0156(3) Uani 1 1 d . . .
O2 O 0.32094(8) 0.77096(9) 0.05814(8) 0.0154(3) Uani 1 1 d . . .
N1 N 0.36909(10) 0.91731(10) 0.13844(10) 0.0123(4) Uani 1 1 d . . .
N2 N 0.41286(10) 0.96860(10) 0.13399(11) 0.0149(4) Uani 1 1 d . . .
N3 N 0.44825(11) 1.06618(11) 0.17647(11) 0.0187(4) Uani 1 1 d . . .
H3D H 0.4833 1.0577 0.1475 0.019 Uiso 1 1 d . . .
H3E H 0.4462 1.1040 0.2026 0.018 Uiso 1 1 d . . .
C1 C 0.32339(11) 0.81598(12) 0.10135(12) 0.0134(4) Uani 1 1 d . . .
C2 C 0.37239(11) 0.87177(11) 0.09289(12) 0.0130(4) Uani 1 1 d . . .
C3 C 0.41983(13) 0.87177(13) 0.03630(13) 0.0183(5) Uani 1 1 d . . .
H3A H 0.4244 0.9170 0.0189 0.027 Uiso 1 1 calc R . .
H3B H 0.4032 0.8425 0.0011 0.027 Uiso 1 1 calc R . .
H3C H 0.4633 0.8558 0.0515 0.027 Uiso 1 1 calc R . .
C4 C 0.40539(12) 1.01541(12) 0.18037(12) 0.0139(4) Uani 1 1 d . . .
C5 C 0.20901(13) 0.94507(13) 0.16790(12) 0.0176(5) Uani 1 1 d . . .
H5A H 0.1701 0.9169 0.1758 0.026 Uiso 1 1 calc R . .
H5B H 0.2195 0.9452 0.1203 0.026 Uiso 1 1 calc R . .
H5C H 0.1994 0.9905 0.1825 0.026 Uiso 1 1 calc R . .
C6 C 0.34427(13) 0.84355(14) 0.28472(13) 0.0215(5) Uani 1 1 d . . .
H6A H 0.3182 0.8032 0.2928 0.032 Uiso 1 1 calc R . .
H6B H 0.3531 0.8660 0.3270 0.032 Uiso 1 1 calc R . .
H6C H 0.3865 0.8316 0.2636 0.032 Uiso 1 1 calc R . .
O1T O 0.2865(3) 1.0000 0.0000 0.0907(19) Uani 1 2 d S . .
C1T C 0.2539(3) 1.0587(4) 0.0360(3) 0.141(4) Uani 1 1 d . . .
H1TA H 0.2663 1.1017 0.0157 0.170 Uiso 1 1 calc R . .
H1TB H 0.2651 1.0592 0.0839 0.170 Uiso 1 1 calc R . .
C2T C 0.1734(4) 1.0404(4) 0.0233(3) 0.162(5) Uani 1 1 d . . .
H2TA H 0.1512 1.0743 -0.0024 0.194 Uiso 1 1 d . . .
H2TB H 0.1495 1.0355 0.0648 0.194 Uiso 1 1 d . . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Sn1 0.01096(7) 0.01303(7) 0.01215(7) -0.00129(5) 0.00132(5) -0.00145(5)
S1 0.0198(3) 0.0192(3) 0.0234(3) -0.0097(2) 0.0093(2) -0.0072(2)
O1 0.0157(8) 0.0145(7) 0.0166(8) -0.0018(6) 0.0029(7) -0.0037(6)
O2 0.0151(8) 0.0149(8) 0.0163(8) -0.0039(7) -0.0002(6) -0.0018(6)
N1 0.0101(8) 0.0126(9) 0.0141(9) -0.0017(7) -0.0001(7) -0.0023(7)
N2 0.0136(9) 0.0118(9) 0.0195(9) -0.0015(7) 0.0017(8) -0.0046(7)
N3 0.0182(10) 0.0135(9) 0.0243(11) -0.0049(8) 0.0060(8) -0.0062(8)
C1 0.0104(10) 0.0147(10) 0.0151(11) -0.0020(8) -0.0010(8) -0.0009(8)
C2 0.0120(9) 0.0139(10) 0.0131(10) -0.0019(8) 0.0023(8) -0.0008(7)
C3 0.0165(12) 0.0218(12) 0.0166(11) -0.0014(9) 0.0097(9) -0.0004(9)
C4 0.0109(9) 0.0143(10) 0.0164(10) -0.0020(8) 0.0016(8) -0.0002(8)
C5 0.0158(11) 0.0228(12) 0.0142(10) 0.0003(8) -0.0002(9) 0.0030(9)
C6 0.0227(12) 0.0249(12) 0.0170(12) 0.0008(10) -0.0026(10) 0.0057(10)
O1T 0.082(4) 0.111(5) 0.080(4) 0.061(3) 0.000 0.000
C1T 0.092(4) 0.205(7) 0.127(5) 0.149(6) 0.075(4) 0.103(5)
C2T 0.140(6) 0.237(9) 0.109(6) 0.155(6) 0.089(5) 0.149(6)

_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 C5 2.106(2) . ?
Sn1 C6 2.107(3) . ?
Sn1 N1 2.308(2) . ?
Sn1 O1 2.3151(16) . ?
Sn1 O2 2.4502(17) 12_665 ?
Sn1 S1 2.5441(7) . ?
S1 C4 1.735(2) . ?
O1 C1 1.271(3) . ?
O2 C1 1.257(3) . ?
O2 Sn1 2.4502(17) 6_566 ?
N1 C2 1.297(3) . ?
N1 N2 1.359(3) . ?
N2 C4 1.334(3) . ?
N3 C4 1.339(3) . ?
N3 H3D 0.9307 . ?
N3 H3E 0.9258 . ?
C1 C2 1.504(3) . ?
C2 C3 1.486(3) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
O1T C1T 1.533(8) 4_575 ?
O1T C1T 1.533(8) . ?
C1T C2T 1.680(12) . ?
C1T H1TA 0.9900 . ?
C1T H1TB 0.9900 . ?
C2T C2T 1.88(2) 4_575 ?
C2T H2TA 0.9656 . ?
C2T H2TB 0.9686 . ?

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
C5 Sn1 C6 157.99(11) . . ?
C5 Sn1 N1 97.55(8) . . ?
C6 Sn1 N1 97.97(9) . . ?
C5 Sn1 O1 86.03(8) . . ?
C6 Sn1 O1 84.72(9) . . ?
N1 Sn1 O1 70.01(6) . . ?
C5 Sn1 O2 85.61(8) . 12_665 ?
C6 Sn1 O2 86.52(8) . 12_665 ?
N1 Sn1 O2 156.06(6) . 12_665 ?
O1 Sn1 O2 133.93(6) . 12_665 ?
C5 Sn1 S1 96.95(8) . . ?
C6 Sn1 S1 101.98(8) . . ?
N1 Sn1 S1 75.47(5) . . ?
O1 Sn1 S1 145.43(5) . . ?
O2 Sn1 S1 80.60(4) 12_665 . ?
C4 S1 Sn1 97.98(8) . . ?
C1 O1 Sn1 117.53(15) . . ?
C1 O2 Sn1 101.71(14) . 6_566 ?
C2 N1 N2 117.2(2) . . ?
C2 N1 Sn1 119.21(15) . . ?
N2 N1 Sn1 123.63(15) . . ?
C4 N2 N1 114.6(2) . . ?
C4 N3 H3D 112.6 . . ?
C4 N3 H3E 124.5 . . ?
H3D N3 H3E 122.6 . . ?
O2 C1 O1 122.2(2) . . ?
O2 C1 C2 119.0(2) . . ?
O1 C1 C2 118.7(2) . . ?
N1 C2 C3 125.0(2) . . ?
N1 C2 C1 114.4(2) . . ?
C3 C2 C1 120.5(2) . . ?
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 C4 N3 115.2(2) . . ?
N2 C4 S1 128.12(19) . . ?
N3 C4 S1 116.72(18) . . ?
Sn1 C5 H5A 109.5 . . ?
Sn1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
Sn1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
Sn1 C6 H6A 109.5 . . ?
Sn1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
Sn1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C1T O1T C1T 129.3(8) 4_575 . ?
O1T C1T C2T 99.9(7) . . ?
O1T C1T H1TA 111.8 . . ?
C2T C1T H1TA 111.8 . . ?
O1T C1T H1TB 111.8 . . ?
C2T C1T H1TB 111.8 . . ?
H1TA C1T H1TB 109.5 . . ?
C1T C2T C2T 105.4(4) . 4_575 ?
C1T C2T H2TA 111.9 . . ?
C2T C2T H2TA 110.3 4_575 . ?
C1T C2T H2TB 111.7 . . ?
C2T C2T H2TB 110.0 4_575 . ?
H2TA C2T H2TB 107.6 . . ?

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
C5 Sn1 S1 C4 -98.92(11) . . . . ?
C6 Sn1 S1 C4 92.35(11) . . . . ?
N1 Sn1 S1 C4 -2.89(10) . . . . ?
O1 Sn1 S1 C4 -5.83(13) . . . . ?
O2 Sn1 S1 C4 176.73(10) 12_665 . . . ?
C5 Sn1 O1 C1 96.71(18) . . . . ?
C6 Sn1 O1 C1 -103.28(19) . . . . ?
N1 Sn1 O1 C1 -2.81(17) . . . . ?
O2 Sn1 O1 C1 176.72(15) 12_665 . . . ?
S1 Sn1 O1 C1 0.2(2) . . . . ?
C5 Sn1 N1 C2 -81.05(19) . . . . ?
C6 Sn1 N1 C2 83.29(19) . . . . ?
O1 Sn1 N1 C2 1.91(17) . . . . ?
O2 Sn1 N1 C2 -177.25(16) 12_665 . . . ?
S1 Sn1 N1 C2 -176.32(18) . . . . ?
C5 Sn1 N1 N2 98.93(19) . . . . ?
C6 Sn1 N1 N2 -96.73(19) . . . . ?
O1 Sn1 N1 N2 -178.11(19) . . . . ?
O2 Sn1 N1 N2 2.7(3) 12_665 . . . ?
S1 Sn1 N1 N2 3.66(16) . . . . ?
C2 N1 N2 C4 177.2(2) . . . . ?
Sn1 N1 N2 C4 -2.7(3) . . . . ?
Sn1 O2 C1 O1 7.5(3) 6_566 . . . ?
Sn1 O2 C1 C2 -171.16(18) 6_566 . . . ?
Sn1 O1 C1 O2 -175.26(17) . . . . ?
Sn1 O1 C1 C2 3.4(3) . . . . ?
N2 N1 C2 C3 -0.5(3) . . . . ?
Sn1 N1 C2 C3 179.50(19) . . . . ?
N2 N1 C2 C1 179.1(2) . . . . ?
Sn1 N1 C2 C1 -1.0(3) . . . . ?
O2 C1 C2 N1 177.0(2) . . . . ?
O1 C1 C2 N1 -1.7(3) . . . . ?
O2 C1 C2 C3 -3.4(3) . . . . ?
O1 C1 C2 C3 177.9(2) . . . . ?
N1 N2 C4 N3 180.0(2) . . . . ?
N1 N2 C4 S1 -1.1(3) . . . . ?
Sn1 S1 C4 N2 3.4(2) . . . . ?
Sn1 S1 C4 N3 -177.63(19) . . . . ?
C1T O1T C1T C2T -0.91(18) 4_575 . . . ?
O1T C1T C2T C2T 2.1(4) . . . 4_575 ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3D N2 0.93 2.17 3.005(3) 148.5 2_675
N3 H3E O2 0.93 2.04 2.964(3) 172.2 19_564

_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        25.00
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.165
_refine_diff_density_min         -0.847
_refine_diff_density_rms         0.112


