#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/36/2213660.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2213660
loop_
_publ_author_name
'Bagchi, Vivek'
'Das, Purak'
'Bandyopadhyay, Debkumar'
_publ_section_title
Chlorido{4-chloro-1-[2-(methylsulfanyl)phenyldiazenyl]phenyl-κ³C,N,S}palladium(II)
_journal_coeditor_code           AT2299
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1704
_journal_page_last               m1704
_journal_paper_doi               10.1107/S1600536807024853
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Pd (C13 H10 Cl N2 S) Cl]'
_chemical_formula_moiety         'C13 H10 Cl2 N2 Pd S'
_chemical_formula_sum            'C13 H10 Cl2 N2 Pd S'
_chemical_formula_weight         403.59
_chemical_name_systematic
;
Chlorido{4-chloro-1-[2-(methylsulfanyl)phenyldiazenyl]phenyl
-κ³C,N,S}palladium(II)
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.330(4)
_cell_angle_beta                 92.875(5)
_cell_angle_gamma                95.995(5)
_cell_formula_units_Z            2
_cell_length_a                   7.413(2)
_cell_length_b                   8.768(3)
_cell_length_c                   11.051(3)
_cell_measurement_reflns_used    3745
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      28.01
_cell_measurement_theta_min      2.43
_cell_volume                     686.7(4)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1997)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0350
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            6579
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.92
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.876
_exptl_absorpt_correction_T_max  0.701
_exptl_absorpt_correction_T_min  0.538
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.952
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             396
_exptl_crystal_size_max          0.432
_exptl_crystal_size_mid          0.281
_exptl_crystal_size_min          0.187
_refine_diff_density_max         0.371
_refine_diff_density_min         -0.434
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.130
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     173
_refine_ls_number_reflns         2416
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.130
_refine_ls_R_factor_all          0.0319
_refine_ls_R_factor_gt           0.0287
_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)+(0.0218P)²+0.4766P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0680
_refine_ls_wR_factor_ref         0.0692
_reflns_number_gt                2308
_reflns_number_total             2416
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2299.cif
_cod_data_source_block           I
_cod_database_code               2213660
_cod_database_fobs_code          2213660
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
C C8 0.1472(5) 0.7783(4) 0.6873(4) 0.0399(8) Uani d . 1
H H8 0.1402 0.8514 0.6402 0.048 Uiso calc R 1
C C13 0.2318(6) -0.0523(4) 0.3667(4) 0.0547(10) Uani d . 1
H H13A 0.2241 -0.1112 0.4286 0.082 Uiso calc R 1
H H13B 0.2717 -0.1173 0.2909 0.082 Uiso calc R 1
H H13C 0.1143 -0.0227 0.3490 0.082 Uiso calc R 1
C C4 0.3860(5) 0.2481(5) 0.0990(4) 0.0524(10) Uani d . 1
H H4 0.4078 0.2022 0.0159 0.063 Uiso calc R 1
C C12 0.2017(4) 0.5121(4) 0.6990(3) 0.0324(7) Uani d . 1
C C11 0.1687(5) 0.5551(4) 0.8249(3) 0.0373(8) Uani d . 1
H H11 0.1743 0.4828 0.8728 0.045 Uiso calc R 1
Pd Pd1 0.28010(3) 0.31568(3) 0.59178(2) 0.03148(10) Uani d . 1
S S 0.39237(12) 0.12483(10) 0.42611(8) 0.0373(2) Uani d . 1
Cl Cl1 0.29394(16) 0.18486(11) 0.74538(9) 0.0551(3) Uani d . 1
Cl Cl2 0.08874(16) 0.76042(13) 1.03770(9) 0.0599(3) Uani d . 1
N N1 0.2693(4) 0.4451(3) 0.4709(3) 0.0317(6) Uani d . 1
N N2 0.2272(4) 0.5860(3) 0.5041(3) 0.0352(6) Uani d . 1
C C1 0.3113(4) 0.3831(4) 0.3433(3) 0.0326(7) Uani d . 1
C C9 0.1155(5) 0.8202(4) 0.8127(4) 0.0417(8) Uani d . 1
H H9 0.0869 0.9214 0.8517 0.050 Uiso calc R 1
C C10 0.1271(5) 0.7082(4) 0.8789(3) 0.0396(8) Uani d . 1
C C6 0.3623(4) 0.2299(4) 0.3102(3) 0.0344(7) Uani d . 1
C C7 0.1897(4) 0.6260(4) 0.6309(3) 0.0333(7) Uani d . 1
C C2 0.3014(5) 0.4691(4) 0.2552(3) 0.0412(8) Uani d . 1
H H2 0.2690 0.5719 0.2779 0.049 Uiso calc R 1
C C5 0.4002(5) 0.1628(5) 0.1866(3) 0.0451(9) Uani d . 1
H H5 0.4348 0.0608 0.1633 0.054 Uiso calc R 1
C C3 0.3400(5) 0.4010(5) 0.1337(4) 0.0494(10) Uani d . 1
H H3 0.3349 0.4587 0.0744 0.059 Uiso calc R 1
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'
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_publ_flag
C9 C8 C7 119.8(3) ?
C9 C8 H8 120.1 ?
C7 C8 H8 120.1 ?
S C13 H13A 109.5 ?
S C13 H13B 109.5 ?
H13A C13 H13B 109.5 ?
S C13 H13C 109.5 ?
H13A C13 H13C 109.5 ?
H13B C13 H13C 109.5 ?
C5 C4 C3 120.5(4) ?
C5 C4 H4 119.8 ?
C3 C4 H4 119.8 ?
C11 C12 C7 118.0(3) ?
C11 C12 Pd1 131.4(3) ?
C7 C12 Pd1 110.4(2) ?
C12 C11 C10 119.0(3) ?
C12 C11 H11 120.5 ?
C10 C11 H11 120.5 ?
N1 Pd1 C12 79.36(13) yes
N1 Pd1 Cl1 175.20(8) ?
C12 Pd1 Cl1 96.12(10) yes
N1 Pd1 S 85.42(9) yes
C12 Pd1 S 164.33(10) ?
Cl1 Pd1 S 98.98(4) yes
C6 S C13 102.51(17) yes
C6 S Pd1 95.55(11) ?
C13 S Pd1 112.06(15) ?
N2 N1 C1 118.2(3) yes
N2 N1 Pd1 121.0(2) ?
C1 N1 Pd1 120.8(2) ?
N1 N2 C7 110.3(3) yes
C2 C1 C6 120.5(3) ?
C2 C1 N1 122.4(3) ?
C6 C1 N1 117.1(3) ?
C8 C9 C10 118.2(3) ?
C8 C9 H9 120.9 ?
C10 C9 H9 120.9 ?
C9 C10 C11 123.2(3) ?
C9 C10 Cl2 118.6(3) ?
C11 C10 Cl2 118.2(3) ?
C5 C6 C1 119.3(3) ?
C5 C6 S 119.9(3) ?
C1 C6 S 120.6(3) ?
C8 C7 N2 119.4(3) ?
C8 C7 C12 121.7(3) ?
N2 C7 C12 118.9(3) ?
C3 C2 C1 119.3(4) ?
C3 C2 H2 120.3 ?
C1 C2 H2 120.3 ?
C4 C5 C6 119.7(4) ?
C4 C5 H5 120.2 ?
C6 C5 H5 120.2 ?
C2 C3 C4 120.7(4) ?
C2 C3 H3 119.7 ?
C4 C3 H3 119.7 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C8 C9 1.376(5) ?
C8 C7 1.392(5) ?
C8 H8 0.9300 ?
C13 S 1.805(4) yes
C13 H13A 0.9600 ?
C13 H13B 0.9600 ?
C13 H13C 0.9600 ?
C4 C5 1.377(6) ?
C4 C3 1.378(6) ?
C4 H4 0.9300 ?
C12 C11 1.383(5) ?
C12 C7 1.407(5) ?
C12 Pd1 1.977(3) yes
C11 C10 1.391(5) ?
C11 H11 0.9300 ?
Pd1 N1 1.972(3) yes
Pd1 Cl1 2.2900(11) yes
Pd1 S 2.3810(10) yes
S C6 1.783(3) yes
Cl2 C10 1.739(4) yes
N1 N2 1.270(4) yes
N1 C1 1.433(4) yes
N2 C7 1.401(4) yes
C1 C2 1.384(5) ?
C1 C6 1.393(5) ?
C9 C10 1.377(5) ?
C9 H9 0.9300 ?
C6 C5 1.392(5) ?
C2 C3 1.375(5) ?
C2 H2 0.9300 ?
C5 H5 0.9300 ?
C3 H3 0.9300 ?
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_publ_flag
C7 C12 C11 C10 -0.6(5) ?
Pd1 C12 C11 C10 175.3(2) ?
C11 C12 Pd1 N1 -177.7(3) ?
C7 C12 Pd1 N1 -1.7(2) ?
C11 C12 Pd1 Cl1 0.6(3) ?
C7 C12 Pd1 Cl1 176.7(2) ?
C11 C12 Pd1 S -163.8(2) ?
C7 C12 Pd1 S 12.3(5) ?
N1 Pd1 S C6 -5.55(13) ?
C12 Pd1 S C6 -19.3(4) ?
Cl1 Pd1 S C6 176.39(11) ?
N1 Pd1 S C13 -111.46(17) ?
C12 Pd1 S C13 -125.2(4) ?
Cl1 Pd1 S C13 70.47(15) ?
C12 Pd1 N1 N2 1.7(2) ?
S Pd1 N1 N2 -174.5(2) ?
C12 Pd1 N1 C1 -179.1(2) ?
S Pd1 N1 C1 4.6(2) ?
C1 N1 N2 C7 179.7(3) ?
Pd1 N1 N2 C7 -1.2(3) ?
N2 N1 C1 C2 -2.2(5) ?
Pd1 N1 C1 C2 178.6(2) ?
N2 N1 C1 C6 178.2(3) ?
Pd1 N1 C1 C6 -1.0(4) ?
C7 C8 C9 C10 0.0(5) ?
C8 C9 C10 C11 -0.2(5) ?
C8 C9 C10 Cl2 179.6(3) ?
C12 C11 C10 C9 0.5(5) ?
C12 C11 C10 Cl2 -179.3(2) ?
C2 C1 C6 C5 -1.2(5) ?
N1 C1 C6 C5 178.4(3) ?
C2 C1 C6 S 175.1(3) ?
N1 C1 C6 S -5.3(4) ?
C13 S C6 C5 -62.4(3) ?
Pd1 S C6 C5 -176.4(3) ?
C13 S C6 C1 121.4(3) yes
Pd1 S C6 C1 7.3(3) yes
C9 C8 C7 N2 -178.1(3) ?
C9 C8 C7 C12 0.0(5) ?
N1 N2 C7 C8 177.6(3) ?
N1 N2 C7 C12 -0.5(4) ?
C11 C12 C7 C8 0.3(5) ?
Pd1 C12 C7 C8 -176.3(3) ?
C11 C12 C7 N2 178.4(3) ?
Pd1 C12 C7 N2 1.7(4) ?
C6 C1 C2 C3 0.9(5) ?
N1 C1 C2 C3 -178.7(3) ?
C3 C4 C5 C6 1.9(6) ?
C1 C6 C5 C4 -0.3(5) ?
S C6 C5 C4 -176.5(3) ?
C1 C2 C3 C4 0.7(6) ?
C5 C4 C3 C2 -2.2(6) ?
