#------------------------------------------------------------------------------ #$Date: 2014-07-11 17:35:18 +0300 (Fri, 11 Jul 2014) $ #$Revision: 120071 $ #$URL: file:///home/coder/svn-repositories/cod/cif/1/51/29/1512959.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_1512959 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_volume 395 _journal_year 2013 _chemical_formula_sum 'C17 H13 N O3.41 S0.59 Zr' _chemical_formula_weight 396.05 _space_group_IT_number 31 _symmetry_cell_setting orthorhombic _symmetry_Int_Tables_number 31 _symmetry_space_group_name_Hall 'P 2ac -2' _symmetry_space_group_name_H-M 'P m n 21' _atom_sites_solution_hydrogens geom _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _cell_angle_alpha 90.000(5) _cell_angle_beta 90.000(5) _cell_angle_gamma 90.000(5) _cell_formula_units_Z 2 _cell_length_a 11.948(5) _cell_length_b 8.280(5) _cell_length_c 7.847(5) _cell_measurement_temperature 293(2) _cell_volume 776.3(8) _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _diffrn_ambient_temperature 293(2) _diffrn_measured_fraction_theta_full 0.991 _diffrn_measured_fraction_theta_max 0.773 _diffrn_radiation_monochromator graphite _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength 0.71073 _diffrn_reflns_av_R_equivalents 0.0201 _diffrn_reflns_av_sigmaI/netI 0.0265 _diffrn_reflns_limit_h_max 6 _diffrn_reflns_limit_h_min -16 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -9 _diffrn_reflns_limit_l_max 10 _diffrn_reflns_limit_l_min -6 _diffrn_reflns_number 2190 _diffrn_reflns_theta_full 25.00 _diffrn_reflns_theta_max 29.28 _diffrn_reflns_theta_min 3.41 _diffrn_source 'fine-focus sealed tube' _exptl_absorpt_coefficient_mu 0.804 _exptl_absorpt_correction_T_max 1.00000 _exptl_absorpt_correction_T_min 0.66945 _exptl_absorpt_correction_type multi-scan _exptl_crystal_colour Red-orange _exptl_crystal_density_diffrn 1.694 _exptl_crystal_density_method 'not measured' _exptl_crystal_description Rectangular _exptl_crystal_F_000 396 _exptl_crystal_recrystallization_method 'Chloroform and Petroleum ether (60-80)' _exptl_crystal_size_max 0.32 _exptl_crystal_size_mid 0.30 _exptl_crystal_size_min 0.29 _refine_diff_density_max 0.333 _refine_diff_density_min -0.393 _refine_diff_density_rms 0.054 _refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881' _refine_ls_abs_structure_Flack 0.53(10) _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref 1.023 _refine_ls_matrix_type full _refine_ls_number_parameters 117 _refine_ls_number_reflns 1148 _refine_ls_number_restraints 5 _refine_ls_restrained_S_all 1.057 _refine_ls_R_factor_all 0.0504 _refine_ls_R_factor_gt 0.0312 _refine_ls_shift/su_max 0.009 _refine_ls_shift/su_mean 0.000 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0356P)^2^+0.2064P] where P=(Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_gt 0.0656 _refine_ls_wR_factor_ref 0.0712 _reflns_number_gt 880 _reflns_number_total 1148 _reflns_threshold_expression >2sigma(I) _[local]_cod_data_source_file ICA-2013-395-230-236-4.cif _[local]_cod_data_source_block cp2zrpdtc _cod_database_code 1512959 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y, z' 'x+1/2, -y, 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 Zr1 Zr 0.0000 0.59128(8) 0.1120 0.0524(2) Uani 1 2 d S . . O1 O -0.1699(3) 0.6665(6) 0.0495(5) 0.0779(12) Uani 1 1 d . A . N1 N 0.0000 0.8047(13) -0.0740(9) 0.069(2) Uani 1 2 d S . . C5 C -0.0563(5) 0.4055(8) -0.1277(7) 0.0781(18) Uani 1 1 d . . . H5 H -0.1020 0.4457 -0.2138 0.094 Uiso 1 1 calc R A . C9 C -0.0870(7) 0.7074(16) 0.3759(10) 0.115(4) Uani 0.297(14) 1 d P A 1 H9 H -0.1602 0.7455 0.3715 0.138 Uiso 0.297(14) 1 calc PR A 1 C9A C -0.0870(7) 0.7074(16) 0.3759(10) 0.115(4) Uani 0.703(14) 1 d PD A 2 H9A H -0.1602 0.7455 0.3715 0.138 Uiso 0.703(14) 1 calc PR A 2 C4 C 0.0000 1.052(2) -0.3126(19) 0.225(5) Uani 1 2 d S . . H4 H 0.0000 1.1334 -0.3937 0.270 Uiso 1 2 calc SR . . C3 C -0.0943(11) 0.9867(13) -0.2483(11) 0.148(4) Uani 1 1 d . A . H3 H -0.1623 1.0272 -0.2870 0.178 Uiso 1 1 calc R . . C6 C -0.0930(5) 0.3338(8) 0.0261(8) 0.0687(16) Uani 1 1 d . A . H6 H -0.1667 0.3214 0.0619 0.082 Uiso 1 1 calc R . . C8 C 0.0000 0.795(2) 0.3465(15) 0.128(7) Uani 1 2 d SD . . H8 H 0.0000 0.9024 0.3106 0.153 Uiso 1 2 calc SR B 1 C2 C -0.0971(8) 0.8656(10) -0.1302(9) 0.090(2) Uani 1 1 d . . . C1 C -0.1950(6) 0.7774(10) -0.0538(8) 0.086(2) Uani 1 1 d D A . C7 C 0.0000 0.2868(9) 0.1108(19) 0.0667(18) Uani 1 2 d S . . H7 H 0.0000 0.2301 0.2131 0.080 Uiso 1 2 calc SR A . S1 S -0.3049(15) 0.862(3) -0.124(3) 0.107(4) Uani 0.297(14) 1 d PD A 1 O1A O -0.2943(15) 0.812(3) -0.088(3) 0.107(4) Uani 0.703(14) 1 d PD A 2 C10 C -0.0599(8) 0.5568(12) 0.4132(9) 0.118(4) Uani 1 1 d D . . H10 H -0.1077 0.4705 0.4346 0.142 Uiso 1 1 calc R C 1 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 Zr1 0.0612(3) 0.0614(4) 0.0347(3) -0.0046(6) 0.000 0.000 O1 0.076(2) 0.090(3) 0.067(3) -0.009(2) -0.0122(18) 0.014(2) N1 0.127(7) 0.047(5) 0.034(4) -0.016(3) 0.000 0.000 C5 0.117(4) 0.070(5) 0.048(3) -0.012(4) -0.023(3) 0.002(3) C9 0.093(5) 0.203(13) 0.049(4) -0.037(7) 0.007(4) 0.041(7) C9A 0.093(5) 0.203(13) 0.049(4) -0.037(7) 0.007(4) 0.041(7) C4 0.589(14) 0.037(11) 0.048(7) -0.008(6) 0.000 0.000 C3 0.326(13) 0.062(8) 0.057(5) -0.015(5) -0.053(7) 0.067(8) C6 0.078(4) 0.059(5) 0.069(4) -0.011(3) 0.003(3) -0.011(3) C8 0.28(2) 0.055(10) 0.051(7) -0.013(7) 0.000 0.000 C2 0.159(7) 0.068(6) 0.043(3) -0.022(3) -0.025(4) 0.034(5) C1 0.114(5) 0.088(6) 0.057(4) -0.035(4) -0.035(4) 0.041(5) C7 0.086(4) 0.062(5) 0.052(4) -0.017(8) 0.000 0.000 S1 0.081(3) 0.115(11) 0.125(9) -0.049(7) -0.060(3) 0.065(4) O1A 0.081(3) 0.115(11) 0.125(9) -0.049(7) -0.060(3) 0.065(4) C10 0.195(9) 0.121(8) 0.038(3) -0.024(4) 0.026(4) -0.084(6) 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' Zr Zr -2.9673 0.5597 '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 Zr1 O1 137.3(3) . 3 O1 Zr1 N1 68.67(13) . . O1 Zr1 N1 68.67(13) 3 . O1 Zr1 C10 121.0(2) . 3 O1 Zr1 C10 88.8(3) 3 3 N1 Zr1 C10 134.0(3) . 3 O1 Zr1 C10 88.8(3) . . O1 Zr1 C10 121.0(2) 3 . N1 Zr1 C10 134.0(3) . . C10 Zr1 C10 33.4(5) 3 . O1 Zr1 C6 76.6(2) . . O1 Zr1 C6 126.70(19) 3 . N1 Zr1 C6 119.1(2) . . C10 Zr1 C6 106.7(3) 3 . C10 Zr1 C6 91.8(2) . . O1 Zr1 C6 126.70(19) . 3 O1 Zr1 C6 76.6(2) 3 3 N1 Zr1 C6 119.1(2) . 3 C10 Zr1 C6 91.8(2) 3 3 C10 Zr1 C6 106.7(3) . 3 C6 Zr1 C6 52.8(3) . 3 O1 Zr1 C8 88.43(18) . . O1 Zr1 C8 88.43(18) 3 . N1 Zr1 C8 87.0(4) . . C10 Zr1 C8 51.5(3) 3 . C10 Zr1 C8 51.5(3) . . C6 Zr1 C8 140.9(3) . . C6 Zr1 C8 140.9(3) 3 . O1 Zr1 C9A 117.5(3) . 3 O1 Zr1 C9A 72.0(2) 3 3 N1 Zr1 C9A 103.3(3) . 3 C10 Zr1 C9A 30.7(3) 3 3 C10 Zr1 C9A 51.6(3) . 3 C6 Zr1 C9A 137.3(3) . 3 C6 Zr1 C9A 111.5(3) 3 3 C8 Zr1 C9A 29.9(3) . 3 O1 Zr1 C9 117.5(3) . 3 O1 Zr1 C9 72.0(2) 3 3 N1 Zr1 C9 103.3(3) . 3 C10 Zr1 C9 30.7(3) 3 3 C10 Zr1 C9 51.6(3) . 3 C6 Zr1 C9 137.3(3) . 3 C6 Zr1 C9 111.5(3) 3 3 C8 Zr1 C9 29.9(3) . 3 C9A Zr1 C9 0.0(2) 3 3 O1 Zr1 C9 72.0(2) . . O1 Zr1 C9 117.5(3) 3 . N1 Zr1 C9 103.3(3) . . C10 Zr1 C9 51.6(3) 3 . C10 Zr1 C9 30.7(3) . . C6 Zr1 C9 111.5(3) . . C6 Zr1 C9 137.3(3) 3 . C8 Zr1 C9 29.9(3) . . C9A Zr1 C9 49.0(4) 3 . C9 Zr1 C9 49.0(4) 3 . C1 O1 Zr1 125.0(5) . . C2 N1 C2 120.0(11) . 3 C2 N1 Zr1 120.0(5) . . C2 N1 Zr1 120.0(5) 3 . C5 C5 C6 108.1(4) 3 . C5 C5 Zr1 74.53(15) 3 . C6 C5 Zr1 72.7(3) . . C5 C5 H5 126.0 3 . C6 C5 H5 126.0 . . Zr1 C5 H5 118.7 . . C8 C9 C10 112.0(10) . . C8 C9 Zr1 74.6(7) . . C10 C9 Zr1 73.7(5) . . C8 C9 H9 124.0 . . C10 C9 H9 124.0 . . Zr1 C9 H9 119.2 . . C3 C4 C3 113.7(13) 3 . C3 C4 H4 123.2 3 . C3 C4 H4 123.2 . . C4 C3 C2 124.6(11) . . C4 C3 H3 117.7 . . C2 C3 H3 117.7 . . C7 C6 C5 106.6(8) . . C7 C6 Zr1 75.4(4) . . C5 C6 Zr1 74.6(4) . . C7 C6 H6 126.7 . . C5 C6 H6 126.7 . . Zr1 C6 H6 115.7 . . C9 C8 C9A 107.4(14) . 3 C9 C8 C9 107.4(14) . 3 C9A C8 C9 0.0(14) 3 3 C9 C8 Zr1 75.5(7) . . C9A C8 Zr1 75.5(7) 3 . C9 C8 Zr1 75.5(7) 3 . C9 C8 H8 126.3 . . C9A C8 H8 126.3 3 . C9 C8 H8 126.3 3 . Zr1 C8 H8 114.9 . . N1 C2 C3 118.6(10) . . N1 C2 C1 111.1(7) . . C3 C2 C1 130.3(9) . . O1A C1 O1 121.9(14) . . O1A C1 C2 122.9(13) . . O1 C1 C2 115.2(6) . . O1A C1 S1 16(2) . . O1 C1 S1 137.7(13) . . C2 C1 S1 107.0(11) . . C6 C7 C6 110.5(12) . 3 C6 C7 Zr1 73.4(4) . . C6 C7 Zr1 73.4(4) 3 . C6 C7 H7 124.7 . . C6 C7 H7 124.7 3 . Zr1 C7 H7 120.1 . . C9 C10 C10 104.2(6) . 3 C9 C10 Zr1 75.6(4) . . C10 C10 Zr1 73.3(2) 3 . C9 C10 H10 127.9 . . C10 C10 H10 127.9 3 . Zr1 C10 H10 115.9 . . loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 Zr1 O1 2.180(4) . Zr1 O1 2.180(4) 3 Zr1 N1 2.292(10) . Zr1 C10 2.486(7) 3 Zr1 C10 2.486(7) . Zr1 C6 2.497(6) . Zr1 C6 2.497(6) 3 Zr1 C8 2.498(13) . Zr1 C9A 2.509(7) 3 Zr1 C9 2.509(7) 3 Zr1 C9 2.509(7) . O1 C1 1.261(8) . N1 C2 1.340(9) . N1 C2 1.340(9) 3 C5 C5 1.345(13) 3 C5 C6 1.415(9) . C5 H5 0.9300 . C9 C8 1.290(11) . C9 C10 1.321(11) . C9 H9 0.9300 . C4 C3 1.346(13) 3 C4 C3 1.346(13) . C4 H4 0.9300 . C3 C2 1.365(13) . C3 H3 0.9300 . C6 C7 1.352(10) . C6 H6 0.9300 . C8 C9A 1.290(11) 3 C8 C9 1.290(11) 3 C8 H8 0.9300 . C2 C1 1.503(12) . C1 O1A 1.249(13) . C1 S1 1.586(12) . C7 C6 1.352(10) 3 C7 H7 0.9300 . C10 C10 1.43(2) 3 C10 H10 0.9300 . _journal_paper_doi 10.1016/j.ica.2012.11.014