#------------------------------------------------------------------------------
#$Date: 2016-03-25 12:13:34 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179804 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/00/7010015.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_7010015
loop_
_publ_author_name
'Casas, José S.'
'Castiñeiras, Alfonso'
'Rodríguez-Argüelles, María C.'
'Sánchez, Agustín'
'Sordo, José'
'Vázquez-López, Antonia'
'Vázquez-López, Ezequiel M.'
_publ_section_title
;
 Reactions of diorganotin(IV) oxides with isatin 3- and
 2-thiosemicarbazones and with isatin 2,3-bis(thiosemicarbazone):
 influence of diphenyldithiophosphinic acid
 (isatin = 1H-indole-2,3-dione)
;
_journal_issue                   22
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              4056
_journal_paper_doi               10.1039/b005103i
_journal_year                    2000
_chemical_formula_sum            'C12 H15 N7 S2 Sn'
_chemical_formula_weight         440.12
_chemical_name_systematic
; 
 (2,3-isatin-bis(thiosemicarbazonato))-dimethyltin(IV) 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 102.933(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.913(3)
_cell_length_b                   7.3408(14)
_cell_length_c                   15.188(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1620.5(6)
_computing_cell_refinement       'CAD4/SDP Software (Enraf Nonius, 1989)'
_computing_data_collection       'CAD4/SDP Software (Enraf Nonius, 1989)'
_computing_data_reduction        'GENHKL (Kretschmar, 1997)'
_computing_molecular_graphics    'PLATON98 (Spek, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.931
_diffrn_measured_fraction_theta_max 0.931
_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  0.0722
_diffrn_reflns_av_sigmaI/netI    0.1893
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4871
_diffrn_reflns_theta_full        29.94
_diffrn_reflns_theta_max         29.94
_diffrn_reflns_theta_min         3.10
_exptl_absorpt_coefficient_mu    1.841
_exptl_absorpt_correction_T_max  0.8373
_exptl_absorpt_correction_T_min  0.6561
_exptl_absorpt_correction_type   DIFABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.804
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             872
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.727
_refine_diff_density_min         -1.319
_refine_diff_density_rms         0.166
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         4707
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.981
_refine_ls_R_factor_all          0.2034
_refine_ls_R_factor_gt           0.0634
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0250P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0904
_refine_ls_wR_factor_ref         0.1193
_reflns_number_gt                2196
_reflns_number_total             4707
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b005103i.txt
_cod_data_source_block           95av02
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0250P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P2(1)/n (No. 14)'
_cod_database_code               7010015
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, 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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn Sn 0.85580(4) 0.35712(7) 0.53200(3) 0.03386(15) Uani 1 d . . .
C1ME C 0.9144(5) 0.1657(10) 0.4581(5) 0.046(2) Uani 1 d . . .
H10A H 0.9785 0.1511 0.4856 0.069 Uiso 1 calc R . .
H10B H 0.9079 0.2079 0.3971 0.069 Uiso 1 calc R . .
H10C H 0.8836 0.0508 0.4578 0.069 Uiso 1 calc R . .
C2ME C 0.8944(5) 0.5475(11) 0.6381(5) 0.051(2) Uani 1 d . . .
H20A H 0.9472 0.5028 0.6809 0.077 Uiso 1 calc R . .
H20B H 0.8443 0.5645 0.6675 0.077 Uiso 1 calc R . .
H20C H 0.9092 0.6616 0.6139 0.077 Uiso 1 calc R . .
S1 S 0.95256(14) 0.0880(3) 0.68676(13) 0.0510(6) Uani 1 d . . .
N1 N 0.7997(4) -0.0350(8) 0.7282(4) 0.0468(17) Uani 1 d . . .
H1A H 0.7409 -0.0390 0.7209 0.056 Uiso 1 calc R . .
H1B H 0.8341 -0.1023 0.7684 0.056 Uiso 1 calc R . .
C1 C 0.8378(5) 0.0762(11) 0.6770(5) 0.0399(19) Uani 1 d . . .
N2 N 0.7822(4) 0.1800(8) 0.6146(4) 0.0311(14) Uani 1 d . . .
N3 N 0.6907(4) 0.1714(8) 0.6192(4) 0.0332(14) Uani 1 d . . .
S10 S 0.85555(15) 0.6180(3) 0.41078(14) 0.0473(5) Uani 1 d . . .
N10 N 0.7573(5) 0.5534(9) 0.2454(4) 0.056(2) Uani 1 d . . .
H10A H 0.7130 0.5056 0.2060 0.067 Uiso 1 calc R . .
H10B H 0.7959 0.6246 0.2283 0.067 Uiso 1 calc R . .
C10 C 0.7662(5) 0.5163(10) 0.3341(5) 0.0359(18) Uani 1 d . . .
N20 N 0.7034(4) 0.4060(8) 0.3522(3) 0.0359(15) Uani 1 d . . .
N30 N 0.7168(4) 0.3570(8) 0.4438(3) 0.0275(12) Uani 1 d . . .
C2 C 0.6301(5) 0.2371(9) 0.5529(5) 0.0292(16) Uani 1 d . . .
C3 C 0.6410(5) 0.3128(8) 0.4657(5) 0.0310(16) Uani 1 d . . .
N4 N 0.5546(4) 0.3293(8) 0.4119(4) 0.0357(15) Uani 1 d . . .
H4 H 0.5427 0.3656 0.3567 0.043 Uiso 1 calc R . .
C4 C 0.3935(5) 0.2768(10) 0.4314(5) 0.0379(19) Uani 1 d . . .
H4 H 0.3648 0.3108 0.3728 0.045 Uiso 1 calc R . .
C5 C 0.3429(5) 0.2228(10) 0.4927(5) 0.0383(19) Uani 1 d . . .
H5 H 0.2790 0.2225 0.4753 0.046 Uiso 1 calc R . .
C6 C 0.3852(5) 0.1691(10) 0.5794(5) 0.041(2) Uani 1 d . . .
H6 H 0.3494 0.1315 0.6189 0.049 Uiso 1 calc R . .
C7 C 0.4800(5) 0.1706(10) 0.6078(5) 0.0399(19) Uani 1 d . . .
H7 H 0.5085 0.1361 0.6663 0.048 Uiso 1 calc R . .
C8 C 0.5314(5) 0.2248(9) 0.5470(4) 0.0306(16) Uani 1 d . . .
C9 C 0.4874(5) 0.2785(9) 0.4599(5) 0.0296(16) Uani 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Sn Sn -0.6537 1.4246 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
C1ME Sn C2ME 140.6(3) . . ?
C1ME Sn N30 97.0(2) . . ?
C2ME Sn N30 121.5(3) . . ?
C1ME Sn N2 102.9(2) . . ?
C2ME Sn N2 92.3(2) . . ?
N30 Sn N2 80.2(2) . . ?
C1ME Sn S10 92.7(2) . . ?
C2ME Sn S10 90.5(2) . . ?
N30 Sn S10 73.95(15) . . ?
N2 Sn S10 151.16(15) . . ?
Sn C1ME H10A 109.5 . . ?
Sn C1ME H10B 109.5 . . ?
H10A C1ME H10B 109.5 . . ?
Sn C1ME H10C 109.5 . . ?
H10A C1ME H10C 109.5 . . ?
H10B C1ME H10C 109.5 . . ?
Sn C2ME H20A 109.5 . . ?
Sn C2ME H20B 109.5 . . ?
H20A C2ME H20B 109.5 . . ?
Sn C2ME H20C 109.5 . . ?
H20A C2ME H20C 109.5 . . ?
H20B C2ME H20C 109.5 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
H1A N1 H1B 120.0 . . ?
N1 C1 N2 118.6(7) . . ?
N1 C1 S1 122.4(6) . . ?
N2 C1 S1 119.1(6) . . ?
C1 N2 N3 113.5(6) . . ?
C1 N2 Sn 114.7(5) . . ?
N3 N2 Sn 131.5(4) . . ?
C2 N3 N2 118.1(6) . . ?
C10 S10 Sn 92.1(2) . . ?
C10 N10 H10A 120.0 . . ?
C10 N10 H10B 120.0 . . ?
H10A N10 H10B 120.0 . . ?
N20 C10 N10 114.6(7) . . ?
N20 C10 S10 127.2(5) . . ?
N10 C10 S10 118.2(6) . . ?
C10 N20 N30 114.5(6) . . ?
C3 N30 N20 112.4(6) . . ?
C3 N30 Sn 127.1(5) . . ?
N20 N30 Sn 120.5(4) . . ?
N3 C2 C8 123.2(6) . . ?
N3 C2 C3 130.0(7) . . ?
C8 C2 C3 106.3(6) . . ?
N30 C3 N4 126.0(6) . . ?
N30 C3 C2 127.2(7) . . ?
N4 C3 C2 106.8(6) . . ?
C3 N4 C9 110.6(6) . . ?
C3 N4 H4 124.7 . . ?
C9 N4 H4 124.7 . . ?
C9 C4 C5 117.6(7) . . ?
C9 C4 H4 121.2 . . ?
C5 C4 H4 121.2 . . ?
C4 C5 C6 121.5(7) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C7 C6 C5 120.7(7) . . ?
C7 C6 H6 119.6 . . ?
C5 C6 H6 119.6 . . ?
C6 C7 C8 118.3(7) . . ?
C6 C7 H7 120.9 . . ?
C8 C7 H7 120.9 . . ?
C7 C8 C9 120.0(7) . . ?
C7 C8 C2 132.8(7) . . ?
C9 C8 C2 107.2(6) . . ?
C4 C9 C8 121.9(6) . . ?
C4 C9 N4 129.2(7) . . ?
C8 C9 N4 109.0(6) . . ?
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
Sn C1ME 2.107(7) . ?
Sn C2ME 2.113(7) . ?
Sn N30 2.203(5) . ?
Sn N2 2.256(5) . ?
Sn S10 2.656(2) . ?
C1ME H10A 0.9600 . ?
C1ME H10B 0.9600 . ?
C1ME H10C 0.9600 . ?
C2ME H20A 0.9600 . ?
C2ME H20B 0.9600 . ?
C2ME H20C 0.9600 . ?
S1 C1 1.686(8) . ?
N1 C1 1.338(8) . ?
N1 H1A 0.8600 . ?
N1 H1B 0.8600 . ?
C1 N2 1.348(8) . ?
N2 N3 1.383(7) . ?
N3 C2 1.287(8) . ?
S10 C10 1.731(8) . ?
N10 C10 1.352(8) . ?
N10 H10A 0.8600 . ?
N10 H10B 0.8600 . ?
C10 N20 1.312(8) . ?
N20 N30 1.408(7) . ?
N30 C3 1.289(8) . ?
C2 C8 1.457(9) . ?
C2 C3 1.478(9) . ?
C3 N4 1.368(9) . ?
N4 C9 1.414(8) . ?
N4 H4 0.8600 . ?
C4 C9 1.370(10) . ?
C4 C5 1.381(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.384(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.384(9) . ?
C6 H6 0.9300 . ?
C7 C8 1.385(8) . ?
C7 H7 0.9300 . ?
C8 C9 1.396(9) . ?
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
N4 H4 S1 0.86 2.65 3.471(6) 159.7 4_565
N10 H10B N20 0.86 2.40 3.103(8) 139.2 2_655
N1 H1B N3 0.86 2.47 3.145(7) 136.1 2_646
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
N1 C1 N2 N3 6.9(9) . . . . ?
S1 C1 N2 N3 -174.1(5) . . . . ?
N1 C1 N2 Sn -179.1(5) . . . . ?
S1 C1 N2 Sn -0.1(7) . . . . ?
C1ME Sn N2 C1 66.0(5) . . . . ?
C2ME Sn N2 C1 -77.4(5) . . . . ?
N30 Sn N2 C1 161.0(5) . . . . ?
S10 Sn N2 C1 -172.7(4) . . . . ?
C1ME Sn N2 N3 -121.3(6) . . . . ?
C2ME Sn N2 N3 95.3(6) . . . . ?
N30 Sn N2 N3 -26.3(5) . . . . ?
S10 Sn N2 N3 0.0(8) . . . . ?
C1 N2 N3 C2 -167.2(6) . . . . ?
Sn N2 N3 C2 20.1(9) . . . . ?
C1ME Sn S10 C10 72.6(3) . . . . ?
C2ME Sn S10 C10 -146.7(3) . . . . ?
N30 Sn S10 C10 -23.9(3) . . . . ?
N2 Sn S10 C10 -50.9(4) . . . . ?
Sn S10 C10 N20 25.1(6) . . . . ?
Sn S10 C10 N10 -155.8(6) . . . . ?
N10 C10 N20 N30 175.5(6) . . . . ?
S10 C10 N20 N30 -5.4(9) . . . . ?
C10 N20 N30 C3 154.4(6) . . . . ?
C10 N20 N30 Sn -26.5(7) . . . . ?
C1ME Sn N30 C3 119.4(6) . . . . ?
C2ME Sn N30 C3 -69.2(6) . . . . ?
N2 Sn N30 C3 17.4(6) . . . . ?
S10 Sn N30 C3 -149.7(6) . . . . ?
C1ME Sn N30 N20 -59.5(5) . . . . ?
C2ME Sn N30 N20 111.9(5) . . . . ?
N2 Sn N30 N20 -161.5(5) . . . . ?
S10 Sn N30 N20 31.4(4) . . . . ?
N2 N3 C2 C8 175.7(6) . . . . ?
N2 N3 C2 C3 4.9(11) . . . . ?
N20 N30 C3 N4 -7.3(9) . . . . ?
Sn N30 C3 N4 173.8(5) . . . . ?
N20 N30 C3 C2 173.4(6) . . . . ?
Sn N30 C3 C2 -5.6(10) . . . . ?
N3 C2 C3 N30 -12.7(12) . . . . ?
C8 C2 C3 N30 175.3(6) . . . . ?
N3 C2 C3 N4 167.8(7) . . . . ?
C8 C2 C3 N4 -4.1(7) . . . . ?
N30 C3 N4 C9 -176.3(6) . . . . ?
C2 C3 N4 C9 3.1(7) . . . . ?
C9 C4 C5 C6 -1.1(11) . . . . ?
C4 C5 C6 C7 1.0(12) . . . . ?
C5 C6 C7 C8 -0.9(11) . . . . ?
C6 C7 C8 C9 0.9(11) . . . . ?
C6 C7 C8 C2 -177.8(7) . . . . ?
N3 C2 C8 C7 9.8(13) . . . . ?
C3 C2 C8 C7 -177.6(7) . . . . ?
N3 C2 C8 C9 -169.0(6) . . . . ?
C3 C2 C8 C9 3.6(7) . . . . ?
C5 C4 C9 C8 1.1(11) . . . . ?
C5 C4 C9 N4 -179.2(7) . . . . ?
C7 C8 C9 C4 -1.1(11) . . . . ?
C2 C8 C9 C4 178.0(6) . . . . ?
C7 C8 C9 N4 179.2(6) . . . . ?
C2 C8 C9 N4 -1.8(8) . . . . ?
C3 N4 C9 C4 179.4(7) . . . . ?
C3 N4 C9 C8 -0.9(8) . . . . ?
