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#$Date: 2016-03-23 00:42:41 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179124 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/86/4308629.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_4308629
loop_
_publ_author_name
'Subhash Padhye'
'Zahra Afrasiabi'
'Ekk Sinn'
'Jansina Fok'
'Kapil Mehta'
'Nigam Rath'
_publ_section_title
;
Antitumor Metallothiosemicarbazonates: Structure and Antitumor Activity
of Palladium Complex of Phenanthrenequinone Thiosemicarbazone
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1154
_journal_page_last               1156
_journal_paper_doi               10.1021/ic048214v
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C18 H17 Cl N4 O2 Pd S'
_chemical_formula_weight         495.27
_chemical_name_common            PdPQTS
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-02
_cell_angle_alpha                90.00
_cell_angle_beta                 90.252(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.552(4)
_cell_length_b                   5.3936(18)
_cell_length_c                   33.071(11)
_cell_measurement_temperature    295(2)
_cell_volume                     1882.2(11)
_computing_structure_refinement  'BRUKER-SHELXTL 2002'
_computing_structure_solution    'BRUKER-SHELXTL 2002'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.1291
_diffrn_reflns_av_sigmaI/netI    0.1066
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            11498
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    1.260
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.04
_refine_diff_density_max         1.285
_refine_diff_density_min         -4.466
_refine_diff_density_rms         0.236
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.407
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3320
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.407
_refine_ls_R_factor_all          0.1715
_refine_ls_R_factor_gt           0.1566
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0225P)²+80.8990P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2799
_refine_ls_wR_factor_ref         0.2859
_reflns_number_gt                3033
_reflns_number_total             3320
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic048214vsi20050110_035223.cif
_cod_data_source_block           14
_cod_database_code               4308629
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.34949(13) 0.1529(3) 0.86388(4) 0.0191(4) Uani 1 1 d . . .
Cl1 Cl 0.5287(5) -0.0744(11) 0.85235(17) 0.0405(14) Uani 1 1 d . . .
S1 S 0.2990(5) -0.0461(11) 0.92057(17) 0.0360(13) Uani 1 1 d . . .
O1 O 0.3568(11) 0.391(2) 0.8141(4) 0.025(2) Uani 1 1 d . . .
N1 N 0.1971(15) 0.347(4) 0.8734(5) 0.0360(13) Uani 1 1 d . . .
N2 N 0.1182(14) 0.303(3) 0.9049(5) 0.024(3) Uani 1 1 d . . .
N3 N 0.0880(17) 0.061(4) 0.9581(6) 0.050(6) Uani 1 1 d . . .
H3A H 0.0192 0.1429 0.9619 0.061 Uiso 1 1 calc R . .
H3B H 0.1085 -0.0572 0.9744 0.061 Uiso 1 1 calc R . .
C1 C 0.2666(17) 0.541(3) 0.8139(6) 0.025(2) Uani 1 1 d . . .
C2 C 0.2591(17) 0.722(4) 0.7825(5) 0.025(4) Uani 1 1 d . . .
C3 C 0.3493(18) 0.721(4) 0.7517(6) 0.032(5) Uani 1 1 d . . .
H3 H 0.4123 0.6007 0.7508 0.038 Uiso 1 1 calc R . .
C4 C 0.3420(19) 0.904(4) 0.7225(6) 0.035(5) Uani 1 1 d . . .
H4 H 0.4016 0.9086 0.7019 0.042 Uiso 1 1 calc R . .
C5 C 0.248(2) 1.076(4) 0.7237(6) 0.036(5) Uani 1 1 d . . .
H5 H 0.2455 1.1997 0.7041 0.043 Uiso 1 1 calc R . .
C6 C 0.159(2) 1.071(4) 0.7532(5) 0.029(5) Uani 1 1 d . . .
H6 H 0.0947 1.1894 0.7526 0.035 Uiso 1 1 calc R . .
C7 C 0.1586(17) 0.900(3) 0.7835(5) 0.020(4) Uani 1 1 d . . .
C8 C 0.0640(16) 0.896(3) 0.8154(5) 0.018(4) Uani 1 1 d . . .
C9 C -0.0332(17) 1.064(3) 0.8159(5) 0.022(4) Uani 1 1 d . . .
H9 H -0.0372 1.1836 0.7957 0.027 Uiso 1 1 calc R . .
C10 C -0.1250(19) 1.061(4) 0.8451(6) 0.034(5) Uani 1 1 d . . .
H10 H -0.1888 1.1799 0.8443 0.041 Uiso 1 1 calc R . .
C11 C -0.125(2) 0.890(4) 0.8751(7) 0.039(5) Uani 1 1 d . . .
H11 H -0.1877 0.8903 0.8949 0.047 Uiso 1 1 calc R . .
C12 C -0.0273(17) 0.712(3) 0.8751(6) 0.029(5) Uani 1 1 d . . .
H12 H -0.0261 0.5915 0.8952 0.035 Uiso 1 1 calc R . .
C13 C 0.0685(15) 0.712(3) 0.8458(5) 0.019(4) Uani 1 1 d . . .
C14 C 0.1732(18) 0.532(4) 0.8465(6) 0.0360(11) Uani 1 1 d . . .
C15 C 0.1602(17) 0.115(4) 0.9282(7) 0.036(5) Uani 1 1 d . . .
O1S O 0.1625(16) -0.266(4) 1.0216(6) 0.073(6) Uani 1 1 d . . .
N1S N 0.3206(19) -0.516(4) 1.0408(6) 0.046(5) Uani 1 1 d . . .
C1S C 0.236(3) -0.433(6) 1.0174(8) 0.062(8) Uani 1 1 d . . .
H1S H 0.2289 -0.5156 0.9928 0.074 Uiso 1 1 calc R . .
C2S C 0.398(3) -0.737(6) 1.0300(10) 0.089(11) Uani 1 1 d . . .
H2SA H 0.3564 -0.8271 1.0087 0.134 Uiso 1 1 calc R . .
H2SB H 0.4068 -0.8422 1.0533 0.134 Uiso 1 1 calc R . .
H2SC H 0.4800 -0.6844 1.0212 0.134 Uiso 1 1 calc R . .
C3S C 0.350(3) -0.407(6) 1.0765(9) 0.091(12) Uani 1 1 d . . .
H3SA H 0.4183 -0.2914 1.0726 0.136 Uiso 1 1 calc R . .
H3SB H 0.3758 -0.5310 1.0957 0.136 Uiso 1 1 calc R . .
H3SC H 0.2774 -0.3203 1.0866 0.136 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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 '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
N1 Pd1 O1 80.2(6) . . ?
N1 Pd1 S1 85.5(5) . . ?
O1 Pd1 S1 165.7(3) . . ?
N1 Pd1 Cl1 179.7(6) . . ?
O1 Pd1 Cl1 99.5(4) . . ?
S1 Pd1 Cl1 94.8(2) . . ?
C15 S1 Pd1 95.0(8) . . ?
C1 O1 Pd1 111.8(12) . . ?
N2 N1 C14 121.3(16) . . ?
N2 N1 Pd1 122.7(13) . . ?
C14 N1 Pd1 116.1(13) . . ?
C15 N2 N1 111.7(15) . . ?
C15 N3 H3A 120.0 . . ?
C15 N3 H3B 120.0 . . ?
H3A N3 H3B 120.0 . . ?
O1 C1 C2 119.1(17) . . ?
O1 C1 C14 119.3(17) . . ?
C2 C1 C14 121.6(17) . . ?
C3 C2 C1 119.5(17) . . ?
C3 C2 C7 121.8(17) . . ?
C1 C2 C7 118.7(16) . . ?
C4 C3 C2 118.1(19) . . ?
C4 C3 H3 121.0 . . ?
C2 C3 H3 121.0 . . ?
C5 C4 C3 120(2) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C7 123(2) . . ?
C5 C6 H6 118.5 . . ?
C7 C6 H6 118.5 . . ?
C6 C7 C2 115.6(17) . . ?
C6 C7 C8 123.1(17) . . ?
C2 C7 C8 121.3(15) . . ?
C9 C8 C13 118.6(16) . . ?
C9 C8 C7 121.1(16) . . ?
C13 C8 C7 120.3(15) . . ?
C8 C9 C10 122.3(18) . . ?
C8 C9 H9 118.9 . . ?
C10 C9 H9 118.9 . . ?
C11 C10 C9 121.9(18) . . ?
C11 C10 H10 119.1 . . ?
C9 C10 H10 119.1 . . ?
C10 C11 C12 117.3(19) . . ?
C10 C11 H11 121.4 . . ?
C12 C11 H11 121.4 . . ?
C13 C12 C11 122.1(18) . . ?
C13 C12 H12 119.0 . . ?
C11 C12 H12 119.0 . . ?
C12 C13 C8 118.0(16) . . ?
C12 C13 C14 122.2(17) . . ?
C8 C13 C14 119.8(16) . . ?
N1 C14 C1 112.6(16) . . ?
N1 C14 C13 129.1(18) . . ?
C1 C14 C13 118.3(17) . . ?
N3 C15 N2 114.6(17) . . ?
N3 C15 S1 120.5(17) . . ?
N2 C15 S1 124.9(15) . . ?
C1S N1S C3S 123(3) . . ?
C1S N1S C2S 122(3) . . ?
C3S N1S C2S 116(3) . . ?
O1S C1S N1S 131(3) . . ?
O1S C1S H1S 114.6 . . ?
N1S C1S H1S 114.6 . . ?
N1S C2S H2SA 109.5 . . ?
N1S C2S H2SB 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
N1S C2S H2SC 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
N1S C3S H3SA 109.5 . . ?
N1S C3S H3SB 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
N1S C3S H3SC 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
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
Pd1 N1 1.946(16) . ?
Pd1 O1 2.090(12) . ?
Pd1 S1 2.227(6) . ?
Pd1 Cl1 2.288(5) . ?
S1 C15 1.722(19) . ?
O1 C1 1.25(2) . ?
N1 N2 1.36(2) . ?
N1 C14 1.36(3) . ?
N2 C15 1.35(3) . ?
N3 C15 1.28(3) . ?
N3 H3A 0.8600 . ?
N3 H3B 0.8600 . ?
C1 C2 1.43(3) . ?
C1 C14 1.46(3) . ?
C2 C3 1.40(3) . ?
C2 C7 1.43(2) . ?
C3 C4 1.38(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.36(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.36(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.36(2) . ?
C6 H6 0.9300 . ?
C7 C8 1.45(2) . ?
C8 C9 1.37(2) . ?
C8 C13 1.41(2) . ?
C9 C10 1.37(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.35(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.41(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.40(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.47(2) . ?
O1S C1S 1.19(3) . ?
N1S C1S 1.27(3) . ?
N1S C3S 1.36(3) . ?
N1S C2S 1.49(3) . ?
C1S H1S 0.9300 . ?
C2S H2SA 0.9600 . ?
C2S H2SB 0.9600 . ?
C2S H2SC 0.9600 . ?
C3S H3SA 0.9600 . ?
C3S H3SB 0.9600 . ?
C3S H3SC 0.9600 . ?
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 H3B O1S 0.86 2.01 2.85(3) 166.3 .
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
N1 Pd1 S1 C15 2.5(10) . . . . ?
O1 Pd1 S1 C15 4.5(19) . . . . ?
Cl1 Pd1 S1 C15 -177.5(8) . . . . ?
N1 Pd1 O1 C1 1.0(14) . . . . ?
S1 Pd1 O1 C1 -1(3) . . . . ?
Cl1 Pd1 O1 C1 -179.0(13) . . . . ?
O1 Pd1 N1 N2 178.0(17) . . . . ?
S1 Pd1 N1 N2 -2.5(15) . . . . ?
Cl1 Pd1 N1 N2 173(100) . . . . ?
O1 Pd1 N1 C14 -1.8(16) . . . . ?
S1 Pd1 N1 C14 177.7(17) . . . . ?
Cl1 Pd1 N1 C14 -7(100) . . . . ?
C14 N1 N2 C15 -179(2) . . . . ?
Pd1 N1 N2 C15 1(2) . . . . ?
Pd1 O1 C1 C2 178.3(14) . . . . ?
Pd1 O1 C1 C14 0(2) . . . . ?
O1 C1 C2 C3 3(3) . . . . ?
C14 C1 C2 C3 -178.8(19) . . . . ?
O1 C1 C2 C7 -177.4(17) . . . . ?
C14 C1 C2 C7 1(3) . . . . ?
C1 C2 C3 C4 -177.9(18) . . . . ?
C7 C2 C3 C4 2(3) . . . . ?
C2 C3 C4 C5 -1(3) . . . . ?
C3 C4 C5 C6 -1(3) . . . . ?
C4 C5 C6 C7 2(3) . . . . ?
C5 C6 C7 C2 0(3) . . . . ?
C5 C6 C7 C8 179.1(18) . . . . ?
C3 C2 C7 C6 -2(3) . . . . ?
C1 C2 C7 C6 178.5(18) . . . . ?
C3 C2 C7 C8 178.7(17) . . . . ?
C1 C2 C7 C8 -1(3) . . . . ?
C6 C7 C8 C9 2(3) . . . . ?
C2 C7 C8 C9 -179.0(17) . . . . ?
C6 C7 C8 C13 179.5(17) . . . . ?
C2 C7 C8 C13 -1(2) . . . . ?
C13 C8 C9 C10 1(3) . . . . ?
C7 C8 C9 C10 178.8(17) . . . . ?
C8 C9 C10 C11 -1(3) . . . . ?
C9 C10 C11 C12 0(3) . . . . ?
C10 C11 C12 C13 1(3) . . . . ?
C11 C12 C13 C8 -1(3) . . . . ?
C11 C12 C13 C14 178(2) . . . . ?
C9 C8 C13 C12 0(2) . . . . ?
C7 C8 C13 C12 -178.2(16) . . . . ?
C9 C8 C13 C14 -178.9(17) . . . . ?
C7 C8 C13 C14 3(3) . . . . ?
N2 N1 C14 C1 -177.6(18) . . . . ?
Pd1 N1 C14 C1 2(3) . . . . ?
N2 N1 C14 C13 2(4) . . . . ?
Pd1 N1 C14 C13 -178.7(18) . . . . ?
O1 C1 C14 N1 -1(3) . . . . ?
C2 C1 C14 N1 -179.7(19) . . . . ?
O1 C1 C14 C13 179.4(18) . . . . ?
C2 C1 C14 C13 1(3) . . . . ?
C12 C13 C14 N1 -1(4) . . . . ?
C8 C13 C14 N1 178(2) . . . . ?
C12 C13 C14 C1 178.3(19) . . . . ?
C8 C13 C14 C1 -3(3) . . . . ?
N1 N2 C15 N3 -179(2) . . . . ?
N1 N2 C15 S1 2(3) . . . . ?
Pd1 S1 C15 N3 177(2) . . . . ?
Pd1 S1 C15 N2 -3(2) . . . . ?
C3S N1S C1S O1S -5(5) . . . . ?
C2S N1S C1S O1S 177(3) . . . . ?
