data_bhawana1
 
_audit_creation_method            SHELXL-97
_chemical_name_systematic
;
 di(n-butyl)tin(iv)bis(o-benzyldithiocarbonato)
;  
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          'C24 H32 O2 S4 Sn'
_chemical_formula_sum
 'C24 H32 O2 S4 Sn'
_chemical_formula_weight          599.43
 
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'
 '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            Monoclinic
_symmetry_space_group_name_H-M    'C 2/c'
_symmetry_space_group_name_HALL   '-C 2yc'
  
loop_
 _symmetry_equiv_pos_as_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                    30.943(2)
_cell_length_b                    5.9261(4)
_cell_length_c                    17.1020(13)
_cell_angle_alpha                 90.00
_cell_angle_beta                  120.201(5)
_cell_angle_gamma                 90.00
_cell_volume                      2710.4(3)
_cell_formula_units_Z             4
_cell_measurement_temperature     293(2)
_cell_measurement_reflns_used     1781
_cell_measurement_theta_min       3.9620
_cell_measurement_theta_max       27.0560
 
_exptl_crystal_description        'block shaped'
_exptl_crystal_colour             white
_exptl_crystal_size_max           0.3
_exptl_crystal_size_mid           0.2
_exptl_crystal_size_min           0.1
_exptl_crystal_density_meas       ?
_exptl_crystal_density_diffrn     1.469
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000              1224
_exptl_absorpt_coefficient_mu     1.269
_exptl_absorpt_correction_type    'multi-scan'
_exptl_absorpt_correction_T_min   0.80518
_exptl_absorpt_correction_T_max   1.00000
_exptl_absorpt_process_details    'crys Alis RED'
                           
_exptl_special_details
;
 CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
 
_diffrn_ambient_temperature       293(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   'Xcalibur, Sapphire3'
_diffrn_measurement_method        'omega scans'
_diffrn_detector_area_resol_mean  16.1049
_diffrn_standards_number          0
_diffrn_standards_interval_count  0
_diffrn_standards_interval_time   0
_diffrn_standards_decay_%         0
_diffrn_reflns_number             5152
_diffrn_reflns_av_R_equivalents   0.0325
_diffrn_reflns_av_sigmaI/netI     0.0489
_diffrn_reflns_limit_h_min        -36
_diffrn_reflns_limit_h_max        38
_diffrn_reflns_limit_k_min        -7
_diffrn_reflns_limit_k_max        4
_diffrn_reflns_limit_l_min        -21
_diffrn_reflns_limit_l_max        16
_diffrn_reflns_theta_min          3.64
_diffrn_reflns_theta_max          26.00
_reflns_number_total              2664
_reflns_number_gt                 2190
_reflns_threshold_expression      >2sigma(I)
 
_computing_data_collection        'CrysAlisPro,Diff.Ltd,Ver 1.171.34.40' 
_computing_cell_refinement        'CrysAlisPro, Diff.Ltd,Ver 1.171.34.40' 
_computing_data_reduction         'CrysAlisPro, Diff.Ltd,Ver 1.171.34.40' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics     'ORTEP3 (Farrugia, 1997)'
_computing_publication_material   'PLATON(Spek,2009)& PARST(Nardeli 1995)'

 
_refine_special_details
;
 Refinement of F^2^ against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F^2^, conventional R-factors R are based
 on F, with F set to zero for negative F^2^. The threshold expression of
 F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F^2^ 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/[\s^2^(Fo^2^)+(0.0312P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/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          2664
_refine_ls_number_parameters      157
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0489
_refine_ls_R_factor_gt            0.0342
_refine_ls_wR_factor_ref          0.0754
_refine_ls_wR_factor_gt           0.0682
_refine_ls_goodness_of_fit_ref    1.018
_refine_ls_restrained_S_all       1.018
_refine_ls_shift/su_max           0.000
_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 0.0000 0.62957(5) 0.7500 0.03988(12) Uani 1 2 d S . .
S1 S 0.05994(3) 0.31483(13) 0.83309(6) 0.0506(2) Uani 1 1 d . . .
S2 S 0.10849(3) 0.76551(14) 0.88959(7) 0.0559(3) Uani 1 1 d . . .
O1 O 0.14874(8) 0.3702(3) 0.96002(15) 0.0517(6) Uani 1 1 d . . .
C1 C 0.23108(12) 0.3232(6) 1.0872(2) 0.0460(8) Uani 1 1 d . . .
C2 C 0.28145(13) 0.3706(7) 1.1272(3) 0.0620(10) Uani 1 1 d . . .
H2 H 0.2920 0.5000 1.1108 0.058(11) Uiso 1 1 d R . .
C3 C 0.31614(15) 0.2284(9) 1.1918(3) 0.0771(13) Uani 1 1 d . . .
H3 H 0.3499 0.2586 1.2174 0.083(13) Uiso 1 1 d R . .
C4 C 0.30104(16) 0.0399(8) 1.2167(3) 0.0767(12) Uani 1 1 d . . .
H4 H 0.3246 -0.0540 1.2610 0.100(15) Uiso 1 1 d R . .
C5 C 0.25142(15) -0.0094(7) 1.1771(3) 0.0688(11) Uani 1 1 d . . .
H5 H 0.2413 -0.1388 1.1940 0.082(14) Uiso 1 1 d R . .
C6 C 0.21678(13) 0.1325(6) 1.1127(2) 0.0567(9) Uani 1 1 d . . .
H6 H 0.1830 0.0974 1.0857 0.053(10) Uiso 1 1 d R . .
C7 C 0.19451(13) 0.4876(6) 1.0200(3) 0.0650(11) Uani 1 1 d . . .
H7A H 0.2082 0.5548 0.9854 0.090(15) Uiso 1 1 d R . .
H7B H 0.1878 0.6071 1.0511 0.062(11) Uiso 1 1 d R . .
C15 C -0.01687(13) 0.7681(7) 0.8465(3) 0.0558(9) Uani 1 1 d . . .
H15A H -0.0289 0.9212 0.8287 0.091(15) Uiso 1 1 d R . .
H15B H 0.0136 0.7752 0.9048 0.112(16) Uiso 1 1 d R . .
C16 C -0.05473(17) 0.6343(7) 0.8574(3) 0.0727(12) Uani 1 1 d . . .
H16A H -0.0438 0.4790 0.8709 0.122(19) Uiso 1 1 d R . .
H16B H -0.0859 0.6361 0.8002 0.072(13) Uiso 1 1 d R . .
C17 C -0.0646(2) 0.7255(12) 0.9309(4) 0.0990(16) Uani 1 1 d . . .
H17A H -0.0333 0.7267 0.9881 0.116(18) Uiso 1 1 d R . .
H17B H -0.0871 0.6229 0.9370 0.112(18) Uiso 1 1 d R . .
C18 C -0.0861(2) 0.9505(11) 0.9127(5) 0.117(2) Uani 1 1 d . . .
H18A H -0.1175 0.9504 0.8575 0.21(4) Uiso 1 1 d R . .
H18B H -0.0911 0.9967 0.9611 0.17(3) Uiso 1 1 d R . .
H18C H -0.0639 1.0534 0.9077 0.13(2) Uiso 1 1 d R . .
C23 C 0.10973(11) 0.4880(5) 0.8992(2) 0.0380(7) Uani 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 0.03494(19) 0.03916(19) 0.0434(2) 0.000 0.01814(15) 0.000
S1 0.0393(5) 0.0381(4) 0.0542(6) 0.0017(4) 0.0085(4) 0.0002(4)
S2 0.0472(5) 0.0372(5) 0.0670(6) -0.0003(4) 0.0165(5) 0.0000(4)
O1 0.0381(13) 0.0419(13) 0.0532(15) 0.0016(11) 0.0068(11) 0.0048(11)
C1 0.0354(18) 0.051(2) 0.0398(19) -0.0060(16) 0.0099(15) 0.0012(16)
C2 0.041(2) 0.078(3) 0.060(2) -0.004(2) 0.0202(19) -0.008(2)
C3 0.032(2) 0.115(4) 0.070(3) -0.005(3) 0.015(2) 0.011(2)
C4 0.061(3) 0.088(3) 0.057(3) 0.007(2) 0.012(2) 0.027(3)
C5 0.067(3) 0.068(3) 0.051(2) 0.006(2) 0.015(2) 0.006(2)
C6 0.038(2) 0.062(2) 0.055(2) -0.0003(19) 0.0121(17) -0.0012(18)
C7 0.043(2) 0.054(2) 0.065(3) -0.005(2) 0.0023(19) -0.0068(19)
C15 0.044(2) 0.070(3) 0.056(2) -0.020(2) 0.0280(19) -0.006(2)
C16 0.076(3) 0.086(3) 0.070(3) -0.007(2) 0.047(3) -0.012(2)
C17 0.088(4) 0.154(5) 0.072(4) -0.007(4) 0.053(3) -0.009(4)
C18 0.097(5) 0.157(6) 0.121(6) -0.040(4) 0.072(5) -0.009(5)
C23 0.0367(18) 0.0340(16) 0.0410(18) -0.0004(14) 0.0177(15) 0.0044(14)
 
_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 C15 2.130(3) 2_556 ?
Sn1 C15 2.130(3) . ?
Sn1 S1 2.5073(9) 2_556 ?
Sn1 S1 2.5073(8) . ?
S1 C23 1.718(3) . ?
S2 C23 1.651(3) . ?
O1 C23 1.328(3) . ?
O1 C7 1.443(4) . ?
C1 C6 1.363(4) . ?
C1 C2 1.380(5) . ?
C1 C7 1.498(5) . ?
C2 C3 1.375(5) . ?
C2 H2 0.9293 . ?
C3 C4 1.359(6) . ?
C3 H3 0.9249 . ?
C4 C5 1.362(5) . ?
C4 H4 0.9268 . ?
C5 C6 1.372(5) . ?
C5 H5 0.9278 . ?
C6 H6 0.9294 . ?
C7 H7A 0.9694 . ?
C7 H7B 0.9699 . ?
C15 C16 1.501(5) . ?
C15 H15A 0.9698 . ?
C15 H15B 0.9693 . ?
C16 C17 1.534(6) . ?
C16 H16A 0.9682 . ?
C16 H16B 0.9682 . ?
C17 C18 1.453(7) . ?
C17 H17A 0.9697 . ?
C17 H17B 0.9698 . ?
C18 H18A 0.9541 . ?
C18 H18B 0.9549 . ?
C18 H18C 0.9539 . ?
 
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
C15 Sn1 C15 134.7(2) 2_556 . ?
C15 Sn1 S1 104.31(12) 2_556 2_556 ?
C15 Sn1 S1 109.03(10) . 2_556 ?
C15 Sn1 S1 109.03(10) 2_556 . ?
C15 Sn1 S1 104.31(11) . . ?
S1 Sn1 S1 83.87(4) 2_556 . ?
C23 S1 Sn1 95.24(10) . . ?
C23 O1 C7 118.9(2) . . ?
C6 C1 C2 118.6(3) . . ?
C6 C1 C7 122.9(3) . . ?
C2 C1 C7 118.5(3) . . ?
C3 C2 C1 120.3(4) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C4 C3 C2 120.2(4) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 120.1 . . ?
C3 C4 C5 120.0(4) . . ?
C3 C4 H4 119.8 . . ?
C5 C4 H4 120.2 . . ?
C4 C5 C6 119.9(4) . . ?
C4 C5 H5 119.7 . . ?
C6 C5 H5 120.4 . . ?
C1 C6 C5 121.1(4) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
O1 C7 C1 108.9(3) . . ?
O1 C7 H7A 109.9 . . ?
C1 C7 H7A 110.0 . . ?
O1 C7 H7B 109.7 . . ?
C1 C7 H7B 109.9 . . ?
H7A C7 H7B 108.4 . . ?
C16 C15 Sn1 113.8(2) . . ?
C16 C15 H15A 109.5 . . ?
Sn1 C15 H15A 108.8 . . ?
C16 C15 H15B 108.2 . . ?
Sn1 C15 H15B 108.9 . . ?
H15A C15 H15B 107.7 . . ?
C15 C16 C17 113.9(4) . . ?
C15 C16 H16A 109.3 . . ?
C17 C16 H16A 109.2 . . ?
C15 C16 H16B 108.2 . . ?
C17 C16 H16B 108.5 . . ?
H16A C16 H16B 107.7 . . ?
C18 C17 C16 114.0(5) . . ?
C18 C17 H17A 109.1 . . ?
C16 C17 H17A 108.7 . . ?
C18 C17 H17B 108.7 . . ?
C16 C17 H17B 108.5 . . ?
H17A C17 H17B 107.7 . . ?
C17 C18 H18A 109.9 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.3 . . ?
C17 C18 H18C 109.4 . . ?
H18A C18 H18C 109.4 . . ?
H18B C18 H18C 109.4 . . ?
O1 C23 S2 124.6(2) . . ?
O1 C23 S1 111.2(2) . . ?
S2 C23 S1 124.14(18) . . ?
 
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
C15 Sn1 S1 C23 75.34(16) 2_556 . . . ?
C15 Sn1 S1 C23 -73.48(14) . . . . ?
S1 Sn1 S1 C23 178.40(12) 2_556 . . . ?
C6 C1 C2 C3 -0.5(6) . . . . ?
C7 C1 C2 C3 177.5(4) . . . . ?
C1 C2 C3 C4 0.1(6) . . . . ?
C2 C3 C4 C5 0.5(7) . . . . ?
C3 C4 C5 C6 -0.5(7) . . . . ?
C2 C1 C6 C5 0.4(6) . . . . ?
C7 C1 C6 C5 -177.5(4) . . . . ?
C4 C5 C6 C1 0.1(6) . . . . ?
C23 O1 C7 C1 174.9(3) . . . . ?
C6 C1 C7 O1 -26.6(5) . . . . ?
C2 C1 C7 O1 155.5(3) . . . . ?
C15 Sn1 C15 C16 144.0(3) 2_556 . . . ?
S1 Sn1 C15 C16 8.9(3) 2_556 . . . ?
S1 Sn1 C15 C16 -79.5(3) . . . . ?
Sn1 C15 C16 C17 176.5(3) . . . . ?
C15 C16 C17 C18 63.5(7) . . . . ?
C7 O1 C23 S2 -3.1(5) . . . . ?
C7 O1 C23 S1 178.3(3) . . . . ?
Sn1 S1 C23 O1 174.4(2) . . . . ?
Sn1 S1 C23 S2 -4.2(2) . . . . ?
 
_diffrn_measured_fraction_theta_max    0.997
_diffrn_reflns_theta_full              26.00
_diffrn_measured_fraction_theta_full   0.997
_refine_diff_density_max    0.525
_refine_diff_density_min   -0.575
_refine_diff_density_rms    0.072