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#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/29/1512956.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_1512956
loop_
_publ_author_name
'Suryabhan Singh'
'Subrato Bhattacharya'
_publ_section_title
;
 Studies of titanocene and zirconocene pyridine-2,6-bis-thiocarboxylates
 exhibiting partial desulfurization
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              230
_journal_page_last               236
_journal_paper_doi               10.1016/j.ica.2012.11.014
_journal_volume                  395
_journal_year                    2013
_chemical_formula_sum            'C17 H13 N O3 S Ti'
_chemical_formula_weight         359.22
_space_group_IT_number           64
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      64
_symmetry_space_group_name_Hall  '-C 2ac 2'
_symmetry_space_group_name_H-M   'C m c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.4723(8)
_cell_length_b                   12.2097(6)
_cell_length_c                   24.1589(15)
_cell_measurement_temperature    293(2)
_cell_volume                     3089.0(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.884
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0245
_diffrn_reflns_av_sigmaI/netI    0.0338
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            4852
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.90
_diffrn_reflns_theta_min         3.34
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.703
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95182
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.545
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1472
_exptl_crystal_recrystallization_method Chloroform
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.39
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.460
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.854
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     124
_refine_ls_number_reflns         1894
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.854
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0640
_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)+(0.0899P)²+18.8425P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1635
_refine_ls_wR_factor_ref         0.1807
_reflns_number_gt                1346
_reflns_number_total             1894
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-395-230-236-1.cif
_cod_data_source_block           cptipdtc
_cod_database_code               1512956
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y+1/2, z+1/2'
'x, -y, -z'
'-x+1/2, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1, z+1/2'
'x+1/2, -y+1/2, -z'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x, y-1/2, -z-1/2'
'-x, y, z'
'x-1/2, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, y, -z-1/2'
'-x+1/2, y+1/2, z'
'x, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ti1 Ti 0.0000 0.06836(7) 0.62622(4) 0.0359(3) Uani 1 2 d S
S1 S 0.0000 0.30759(15) 0.47791(8) 0.0756(7) Uani 1 2 d S
O3 O 0.0000 0.1441(3) 0.54609(16) 0.0473(10) Uani 1 2 d S
O1 O 0.0000 0.1074(3) 0.71181(15) 0.0500(10) Uani 1 2 d S
O2 O 0.0000 0.2336(4) 0.78193(16) 0.0695(15) Uani 1 2 d S
N1 N 0.0000 0.2469(3) 0.63508(18) 0.0388(10) Uani 1 2 d S
C12 C -0.1378(6) -0.0864(5) 0.6293(4) 0.098(2) Uani 1 1 d .
H12 H -0.1040 -0.1557 0.6356 0.117 Uiso 1 1 calc R
C8 C -0.1790(6) -0.0188(8) 0.6680(2) 0.097(3) Uani 1 1 d .
H8 H -0.1780 -0.0322 0.7059 0.116 Uiso 1 1 calc R
C7 C 0.0000 0.2466(4) 0.5383(2) 0.0442(13) Uani 1 2 d S
C2 C 0.0000 0.2904(4) 0.6859(3) 0.0462(13) Uani 1 2 d S
C3 C 0.0000 0.4029(5) 0.6937(3) 0.0552(16) Uani 1 2 d S
H3 H 0.0000 0.4323 0.7292 0.066 Uiso 1 2 calc SR
C6 C 0.0000 0.3119(4) 0.5908(2) 0.0424(13) Uani 1 2 d S
C9 C -0.2249(5) 0.0776(5) 0.6420(3) 0.091(2) Uani 1 1 d .
H9 H -0.2583 0.1400 0.6587 0.109 Uiso 1 1 calc R
C10 C -0.2085(5) 0.0573(5) 0.5863(3) 0.0771(17) Uani 1 1 d .
H10 H -0.2325 0.1036 0.5576 0.092 Uiso 1 1 calc R
C5 C 0.0000 0.4239(5) 0.5955(3) 0.0537(16) Uani 1 2 d S
H5 H 0.0000 0.4677 0.5641 0.064 Uiso 1 2 calc SR
C1 C 0.0000 0.2058(5) 0.7306(3) 0.0547(15) Uani 1 2 d S
C4 C 0.0000 0.4709(5) 0.6476(3) 0.0571(17) Uani 1 2 d S
H4 H 0.0000 0.5466 0.6517 0.069 Uiso 1 2 calc SR
C11 C -0.1518(6) -0.0410(5) 0.5808(3) 0.0825(18) Uani 1 1 d .
H11 H -0.1265 -0.0720 0.5473 0.099 Uiso 1 1 calc R
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'
Ti Ti 0.2776 0.4457 '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
O1 Ti1 O3 141.48(16) . .
O1 Ti1 N1 71.40(16) . .
O3 Ti1 N1 70.08(16) . .
O1 Ti1 C11 125.69(18) . .
O3 Ti1 C11 79.8(2) . .
N1 Ti1 C11 127.70(19) . .
O1 Ti1 C11 125.69(18) . 11
O3 Ti1 C11 79.8(2) . 11
N1 Ti1 C11 127.70(19) . 11
C11 Ti1 C11 85.2(3) . 11
O1 Ti1 C12 98.5(2) . .
O3 Ti1 C12 111.7(2) . .
N1 Ti1 C12 141.95(19) . .
C11 Ti1 C12 32.0(2) . .
C11 Ti1 C12 88.5(3) 11 .
O1 Ti1 C12 98.5(2) . 11
O3 Ti1 C12 111.7(2) . 11
N1 Ti1 C12 141.95(19) . 11
C11 Ti1 C12 88.5(3) . 11
C11 Ti1 C12 32.0(2) 11 11
C12 Ti1 C12 74.7(3) . 11
O1 Ti1 C8 71.78(17) . 11
O3 Ti1 C8 125.14(15) . 11
N1 Ti1 C8 113.8(3) . 11
C11 Ti1 C8 118.5(3) . 11
C11 Ti1 C8 53.9(2) 11 11
C12 Ti1 C8 96.3(3) . 11
C12 Ti1 C8 32.2(2) 11 11
O1 Ti1 C8 71.78(17) . .
O3 Ti1 C8 125.14(15) . .
N1 Ti1 C8 113.8(3) . .
C11 Ti1 C8 53.9(2) . .
C11 Ti1 C8 118.5(3) 11 .
C12 Ti1 C8 32.2(2) . .
C12 Ti1 C8 96.3(3) 11 .
C8 Ti1 C8 103.9(4) 11 .
O1 Ti1 C9 80.41(17) . 11
O3 Ti1 C9 97.1(2) . 11
N1 Ti1 C9 86.41(15) . 11
C11 Ti1 C9 140.3(2) . 11
C11 Ti1 C9 55.6(2) 11 11
C12 Ti1 C9 129.1(2) . 11
C12 Ti1 C9 55.6(2) 11 11
C8 Ti1 C9 34.6(2) 11 11
C8 Ti1 C9 136.9(3) . 11
O1 Ti1 C9 80.41(17) . .
O3 Ti1 C9 97.1(2) . .
N1 Ti1 C9 86.41(15) . .
C11 Ti1 C9 55.6(2) . .
C11 Ti1 C9 140.3(2) 11 .
C12 Ti1 C9 55.6(2) . .
C12 Ti1 C9 129.1(2) 11 .
C8 Ti1 C9 136.9(3) 11 .
C8 Ti1 C9 34.6(2) . .
C9 Ti1 C9 160.8(3) 11 .
O1 Ti1 C10 113.91(17) . .
O3 Ti1 C10 70.17(13) . .
N1 Ti1 C10 95.48(16) . .
C11 Ti1 C10 32.99(19) . .
C11 Ti1 C10 113.4(2) 11 .
C12 Ti1 C10 54.08(19) . .
C12 Ti1 C10 121.5(3) 11 .
C8 Ti1 C10 149.9(3) 11 .
C8 Ti1 C10 55.00(19) . .
C9 Ti1 C10 165.4(3) 11 .
C9 Ti1 C10 33.5(2) . .
C7 O3 Ti1 124.0(4) . .
C1 O1 Ti1 123.7(4) . .
C2 N1 C6 120.1(5) . .
C2 N1 Ti1 119.0(4) . .
C6 N1 Ti1 120.9(4) . .
C8 C12 C11 109.6(6) . .
C8 C12 Ti1 74.0(3) . .
C11 C12 Ti1 72.7(3) . .
C8 C12 H12 125.2 . .
C11 C12 H12 125.2 . .
Ti1 C12 H12 119.8 . .
C12 C8 C9 108.4(5) . .
C12 C8 Ti1 73.8(3) . .
C9 C8 Ti1 73.0(3) . .
C12 C8 H8 125.8 . .
C9 C8 H8 125.8 . .
Ti1 C8 H8 119.2 . .
O3 C7 C6 113.7(5) . .
O3 C7 S1 125.5(5) . .
C6 C7 S1 120.8(4) . .
N1 C2 C3 121.2(6) . .
N1 C2 C1 112.9(5) . .
C3 C2 C1 125.8(6) . .
C2 C3 C4 118.9(6) . .
C2 C3 H3 120.6 . .
C4 C3 H3 120.6 . .
N1 C6 C5 121.7(6) . .
N1 C6 C7 111.3(5) . .
C5 C6 C7 127.0(6) . .
C10 C9 C8 103.9(5) . .
C10 C9 Ti1 73.3(3) . .
C8 C9 Ti1 72.4(3) . .
C10 C9 H9 128.0 . .
C8 C9 H9 128.0 . .
Ti1 C9 H9 118.6 . .
C11 C10 C9 108.2(5) . .
C11 C10 Ti1 71.8(3) . .
C9 C10 Ti1 73.2(3) . .
C11 C10 H10 125.9 . .
C9 C10 H10 125.9 . .
Ti1 C10 H10 120.9 . .
C4 C5 C6 119.3(6) . .
C4 C5 H5 120.3 . .
C6 C5 H5 120.3 . .
O1 C1 O2 126.0(6) . .
O1 C1 C2 113.0(5) . .
O2 C1 C2 121.0(6) . .
C5 C4 C3 118.8(5) . .
C5 C4 H4 120.6 . .
C3 C4 H4 120.6 . .
C10 C11 C12 109.8(6) . .
C10 C11 Ti1 75.2(3) . .
C12 C11 Ti1 75.2(3) . .
C10 C11 H11 125.1 . .
C12 C11 H11 125.1 . .
Ti1 C11 H11 116.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ti1 O1 2.122(4) .
Ti1 O3 2.145(4) .
Ti1 N1 2.191(4) .
Ti1 C11 2.349(5) .
Ti1 C11 2.349(5) 11
Ti1 C12 2.379(5) .
Ti1 C12 2.379(5) 11
Ti1 C8 2.380(5) 11
Ti1 C8 2.380(5) .
Ti1 C9 2.389(5) 11
Ti1 C9 2.389(5) .
Ti1 C10 2.390(5) .
S1 C7 1.639(6) .
O3 C7 1.266(7) .
O1 C1 1.284(7) .
O2 C1 1.286(7) .
N1 C2 1.337(7) .
N1 C6 1.332(7) .
C12 C8 1.320(9) .
C12 C11 1.304(8) .
C12 H12 0.9300 .
C8 C9 1.418(9) .
C8 H8 0.9300 .
C7 C6 1.496(8) .
C2 C3 1.387(8) .
C2 C1 1.495(9) .
C3 C4 1.388(10) .
C3 H3 0.9300 .
C6 C5 1.372(8) .
C9 C10 1.379(8) .
C9 H9 0.9300 .
C10 C11 1.346(8) .
C10 H10 0.9300 .
C5 C4 1.384(10) .
C5 H5 0.9300 .
C4 H4 0.9300 .
C11 H11 0.9300 .
