#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:44:30 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180353 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/22/7202278.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7202278
loop_
_publ_author_name
'Kovala-Demertzi, Dimitra'
'Wiecek, Joanna'
'Plakatouras, John C.'
'Ciunik, Zbigniew'
_publ_section_title
;
 Self-assembly of dialkyltin(IV) moieties and a thiosemicarbone to a
 trinuclear macrocycle and the unprecedented formation of two
 pseudo-polymorphs with different cavities
;
_journal_issue                   10
_journal_name_full               CrystEngComm
_journal_page_first              1291
_journal_paper_doi               10.1039/b809216h
_journal_volume                  10
_journal_year                    2008
_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
_chemical_name_common
'Dimethyl(pyruvic-thiosemicarbazonate)tin(IV) THF solvate'
_space_group_IT_number           176
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_Hall  '-P 6c'
_symmetry_space_group_name_H-M   'P 63/m'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                120.00
_cell_formula_units_Z            6
_cell_length_a                   18.2141(5)
_cell_length_b                   18.2141(5)
_cell_length_c                   7.6303(3)
_cell_measurement_reflns_used    11200
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.60
_cell_measurement_theta_min      3.25
_cell_volume                     2192.24(12)
_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_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_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_molecular_graphics    'X-Seed (Barbour, 2001)'
_computing_publication_material
'SHELXL-97 (Sheldrick, 1997); Platon (Spek, 1998)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.985
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_device_type  'Kuma KM4CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_sigmaI/netI    0.0244
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            37222
_diffrn_reflns_theta_full        36.60
_diffrn_reflns_theta_max         36.60
_diffrn_reflns_theta_min         3.42
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.895
_exptl_absorpt_correction_T_max  0.8045
_exptl_absorpt_correction_T_min  0.7513
_exptl_absorpt_correction_type   'numeric analytical'
_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_crystal_colour            off-white
_exptl_crystal_density_diffrn    1.727
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1140
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         2.445
_refine_diff_density_min         -0.675
_refine_diff_density_rms         0.104
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     126
_refine_ls_number_reflns         3772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0378
_refine_ls_R_factor_gt           0.0259
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0297P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0529
_refine_ls_wR_factor_ref         0.0550
_reflns_number_gt                3183
_reflns_number_total             3772
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b809216h.txt
_cod_data_source_block           a1abs
_cod_original_sg_symbol_H-M      P63/m
_cod_database_code               7202278
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'
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_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'
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_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_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) .
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 ?
