#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/36/2213679.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_2213679
loop_
_publ_author_name
'Bagchi, Vivek'
'Bandyopadhyay, Debkumar'
_publ_section_title
Chlorido(N,N-dimethylformamide-κO){2-(4-methylphenyldiazenyl)-3-(methylsulfonyl)phenyl-κ²C,N}palladium(II)
_journal_coeditor_code           BQ2012
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1614
_journal_page_last               m1615
_journal_paper_doi               10.1107/S1600536807021526
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Pd (C14 H13 N2 O2 S) Cl (C3 H7 N O)]'
_chemical_formula_moiety         'C17 H20 Cl N3 O3 Pd S'
_chemical_formula_sum            'C17 H20 Cl N3 O3 Pd S'
_chemical_formula_weight         488.30
_chemical_name_systematic        3-(methylsulfonyl)phenyl-κ²C,N}palladium(II)
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.427(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.199(3)
_cell_length_b                   10.811(3)
_cell_length_c                   18.579(5)
_cell_measurement_reflns_used    3396
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      2.10
_cell_volume                     1992.6(10)
_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    'SHELXL97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.968
_diffrn_measured_fraction_theta_max 0.968
_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  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            17353
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.10
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.191
_exptl_absorpt_correction_T_max  0.778
_exptl_absorpt_correction_T_min  0.676
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.624
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             980
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.952
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.188
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     239
_refine_ls_number_reflns         3396
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.188
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0578
_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)+(0.0456P)²+6.1689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1224
_refine_ls_wR_factor_ref         0.1246
_reflns_number_gt                3235
_reflns_number_total             3396
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            bq2012.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1992.5(9)
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               2213679
_cod_database_fobs_code          2213679
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Cl Cl1 0.73827(17) -0.00332(16) 0.12741(9) 0.0585(4) Uani d . 1
C C7 0.4027(5) 0.3422(4) -0.0256(3) 0.0337(11) Uani d . 1
N N3 0.5275(5) 0.2477(5) 0.2563(3) 0.0501(12) Uani d . 1
C C15 0.4787(8) 0.3729(7) 0.2414(4) 0.072(2) Uani d . 1
H H15A 0.5216 0.4102 0.2059 0.107 Uiso calc R 1
H H15B 0.4992 0.4200 0.2864 0.107 Uiso calc R 1
H H15C 0.3829 0.3716 0.2218 0.107 Uiso calc R 1
C C16 0.5317(11) 0.1970(10) 0.3296(5) 0.094(3) Uani d . 1
H H16A 0.4437 0.2025 0.3397 0.141 Uiso calc R 1
H H16B 0.5948 0.2433 0.3661 0.141 Uiso calc R 1
H H16C 0.5593 0.1120 0.3312 0.141 Uiso calc R 1
O O1 0.5559(4) 0.2239(4) 0.1413(2) 0.0505(10) Uani d . 1
Pd Pd1 0.60269(4) 0.13137(4) 0.04867(2) 0.03753(17) Uani d . 1
S S1 0.57175(17) 0.21103(17) -0.24762(9) 0.0535(4) Uani d . 1
C C12 0.3833(6) 0.4436(5) -0.0730(3) 0.0387(12) Uani d . 1
H H12 0.4294 0.4486 -0.1106 0.046 Uiso calc R 1
N N2 0.4923(4) 0.2455(4) -0.0316(2) 0.0352(10) Uani d . 1
C C2 0.6572(5) 0.0695(5) -0.0387(3) 0.0389(12) Uani d . 1
C C8 0.3343(6) 0.3391(6) 0.0315(3) 0.0445(14) Uani d . 1
H H8 0.3485 0.2739 0.0650 0.053 Uiso calc R 1
N N1 0.5120(5) 0.2341(4) -0.0962(2) 0.0397(10) Uani d . 1
C C1 0.6010(5) 0.1385(5) -0.1014(3) 0.0376(12) Uani d . 1
C C6 0.6283(6) 0.1130(5) -0.1701(3) 0.0433(13) Uani d . 1
C C11 0.2968(6) 0.5358(5) -0.0644(3) 0.0438(13) Uani d . 1
H H11 0.2844 0.6027 -0.0967 0.053 Uiso calc R 1
C C10 0.2264(6) 0.5323(5) -0.0081(3) 0.0439(13) Uani d . 1
C C5 0.7106(6) 0.0153(6) -0.1767(4) 0.0496(15) Uani d . 1
H H5 0.7264 -0.0053 -0.2225 0.060 Uiso calc R 1
O O3 0.6033(7) 0.1501(6) -0.3099(3) 0.0905(19) Uani d . 1
C C14 0.5605(6) 0.1832(6) 0.2041(3) 0.0489(14) Uani d . 1
H H14 0.5892 0.1021 0.2145 0.059 Uiso calc R 1
C C4 0.7698(7) -0.0520(6) -0.1146(4) 0.0554(16) Uani d . 1
H H4 0.8275 -0.1168 -0.1188 0.066 Uiso calc R 1
C C9 0.2460(6) 0.4323(6) 0.0382(3) 0.0473(14) Uani d . 1
H H9 0.1984 0.4271 0.0751 0.057 Uiso calc R 1
C C3 0.7452(6) -0.0253(6) -0.0461(4) 0.0531(15) Uani d . 1
H H3 0.7877 -0.0710 -0.0048 0.064 Uiso calc R 1
C C13 0.1332(7) 0.6366(6) 0.0003(5) 0.0669(19) Uani d . 1
H H13A 0.0802 0.6128 0.0345 0.100 Uiso calc R 1
H H13B 0.0745 0.6548 -0.0469 0.100 Uiso calc R 1
H H13C 0.1853 0.7087 0.0186 0.100 Uiso calc R 1
C C17 0.6273(6) 0.3294(5) -0.2288(3) 0.0406(13) Uani d . 1
H H17A 0.7239 0.3239 -0.2166 0.061 Uiso calc R 1
H H17B 0.5973 0.3605 -0.1870 0.061 Uiso calc R 1
H H17C 0.5986 0.3844 -0.2700 0.061 Uiso calc R 1
O O2 0.3937(7) 0.2197(8) -0.2636(4) 0.113(2) Uani d . 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'
O O 0.0106 0.0060 '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
C12 C7 C8 118.4(5) ?
C12 C7 N2 122.3(5) ?
C8 C7 N2 119.2(5) ?
C14 N3 C15 119.7(6) ?
C14 N3 C16 122.5(6) ?
C15 N3 C16 117.7(6) ?
N3 C15 H15A 109.5 ?
N3 C15 H15B 109.5 ?
H15A C15 H15B 109.5 ?
N3 C15 H15C 109.5 ?
H15A C15 H15C 109.5 ?
H15B C15 H15C 109.5 ?
N3 C16 H16A 109.5 ?
N3 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
N3 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
C14 O1 Pd1 128.7(4) yes
C2 Pd1 N2 79.4(2) yes
C2 Pd1 O1 171.7(2) ?
N2 Pd1 O1 96.65(16) yes
C2 Pd1 Cl1 93.86(17) yes
N2 Pd1 Cl1 173.19(13) ?
O1 Pd1 Cl1 89.87(12) yes
C17 S1 O3 117.7(4) ?
C17 S1 C6 107.7(3) yes
O3 S1 C6 106.9(3) ?
C17 S1 O2 109.3(4) ?
O3 S1 O2 107.6(4) ?
C6 S1 O2 107.1(3) ?
C11 C12 C7 120.1(5) ?
C11 C12 H12 119.9 ?
C7 C12 H12 119.9 ?
N1 N2 C7 113.2(4) ?
N1 N2 Pd1 116.5(3) ?
C7 N2 Pd1 130.1(3) ?
C1 C2 C3 117.6(5) ?
C1 C2 Pd1 111.8(4) ?
C3 C2 Pd1 130.5(5) ?
C9 C8 C7 120.2(5) ?
C9 C8 H8 119.9 ?
C7 C8 H8 119.9 ?
N2 N1 C1 112.7(4) ?
C2 C1 N1 119.3(5) ?
C2 C1 C6 122.0(5) ?
N1 C1 C6 118.7(5) ?
C5 C6 C1 119.3(6) ?
C5 C6 S1 118.5(5) ?
C1 C6 S1 122.0(4) ?
C12 C11 C10 121.7(5) ?
C12 C11 H11 119.1 ?
C10 C11 H11 119.1 ?
C9 C10 C11 117.8(5) ?
C9 C10 C13 122.0(6) ?
C11 C10 C13 120.2(6) ?
C6 C5 C4 119.3(6) ?
C6 C5 H5 120.4 ?
C4 C5 H5 120.4 ?
O1 C14 N3 123.5(6) ?
O1 C14 H14 118.2 ?
N3 C14 H14 118.2 ?
C5 C4 C3 121.5(6) ?
C5 C4 H4 119.2 ?
C3 C4 H4 119.2 ?
C10 C9 C8 121.7(6) ?
C10 C9 H9 119.2 ?
C8 C9 H9 119.2 ?
C4 C3 C2 120.2(6) ?
C4 C3 H3 119.9 ?
C2 C3 H3 119.9 ?
C10 C13 H13A 109.5 ?
C10 C13 H13B 109.5 ?
H13A C13 H13B 109.5 ?
C10 C13 H13C 109.5 ?
H13A C13 H13C 109.5 ?
H13B C13 H13C 109.5 ?
S1 C17 H17A 109.5 ?
S1 C17 H17B 109.5 ?
H17A C17 H17B 109.5 ?
S1 C17 H17C 109.5 ?
H17A C17 H17C 109.5 ?
H17B C17 H17C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1 Pd1 2.2875(16) yes
C7 C12 1.391(7) ?
C7 C8 1.400(8) ?
C7 N2 1.409(7) yes
N3 C14 1.302(8) ?
N3 C15 1.446(9) ?
N3 C16 1.459(9) ?
C15 H15A 0.9600 ?
C15 H15B 0.9600 ?
C15 H15C 0.9600 ?
C16 H16A 0.9600 ?
C16 H16B 0.9600 ?
C16 H16C 0.9600 ?
O1 C14 1.238(7) ?
O1 Pd1 2.138(4) yes
Pd1 C2 1.952(5) yes
Pd1 N2 2.058(4) yes
S1 C17 1.410(6) yes
S1 O3 1.432(5) yes
S1 C6 1.773(6) yes
S1 O2 1.774(7) yes
C12 C11 1.365(8) ?
C12 H12 0.9300 ?
N2 N1 1.270(6) yes
C2 C1 1.389(8) ?
C2 C3 1.391(8) ?
C8 C9 1.376(8) ?
C8 H8 0.9300 ?
N1 C1 1.394(7) yes
C1 C6 1.396(8) ?
C6 C5 1.373(8) ?
C11 C10 1.399(8) ?
C11 H11 0.9300 ?
C10 C9 1.367(8) ?
C10 C13 1.507(8) ?
C5 C4 1.379(9) ?
C5 H5 0.9300 ?
C14 H14 0.9300 ?
C4 C3 1.383(9) ?
C4 H4 0.9300 ?
C9 H9 0.9300 ?
C3 H3 0.9300 ?
C13 H13A 0.9600 ?
C13 H13B 0.9600 ?
C13 H13C 0.9600 ?
C17 H17A 0.9600 ?
C17 H17B 0.9600 ?
C17 H17C 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_publ_flag
C3 H3 Cl1 0.93 2.72 3.250(7) 117 yes
C5 H5 O3 0.93 2.47 2.862(9) 106 yes
C8 H8 O1 0.93 2.32 2.947(7) 124 yes
C14 H14 Cl1 0.93 2.72 3.253(7) 118 yes
C17 H17B N1 0.96 2.48 3.140(8) 126 yes
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
C14 O1 Pd1 N2 158.0(5) ?
C14 O1 Pd1 Cl1 -24.0(5) yes
C8 C7 C12 C11 -1.5(8) ?
N2 C7 C12 C11 -179.1(5) ?
C12 C7 N2 N1 -25.2(7) yes
C8 C7 N2 N1 157.2(5) ?
C12 C7 N2 Pd1 150.1(4) ?
C8 C7 N2 Pd1 -27.5(7) ?
C2 Pd1 N2 N1 -4.4(4) ?
O1 Pd1 N2 N1 168.2(4) ?
C2 Pd1 N2 C7 -179.6(5) ?
O1 Pd1 N2 C7 -7.0(4) ?
N2 Pd1 C2 C1 3.7(4) ?
Cl1 Pd1 C2 C1 -175.1(4) ?
N2 Pd1 C2 C3 -179.7(6) ?
Cl1 Pd1 C2 C3 1.4(6) ?
C12 C7 C8 C9 2.6(9) ?
N2 C7 C8 C9 -179.8(5) ?
C7 N2 N1 C1 179.8(4) yes
Pd1 N2 N1 C1 3.8(6) ?
C3 C2 C1 N1 179.8(5) ?
Pd1 C2 C1 N1 -3.2(6) ?
C3 C2 C1 C6 1.5(8) ?
Pd1 C2 C1 C6 178.5(4) ?
N2 N1 C1 C2 -0.5(7) ?
N2 N1 C1 C6 177.9(5) ?
C2 C1 C6 C5 1.5(8) ?
N1 C1 C6 C5 -176.9(5) ?
C2 C1 C6 S1 -172.9(4) ?
N1 C1 C6 S1 8.7(7) ?
C17 S1 C6 C5 -115.2(5) ?
O3 S1 C6 C5 12.2(6) ?
O2 S1 C6 C5 127.3(5) ?
C17 S1 C6 C1 59.3(6) yes
O3 S1 C6 C1 -173.3(5) ?
O2 S1 C6 C1 -58.2(6) ?
C7 C12 C11 C10 0.5(9) ?
C12 C11 C10 C9 -0.5(9) ?
C12 C11 C10 C13 179.2(6) ?
C1 C6 C5 C4 -3.0(9) ?
S1 C6 C5 C4 171.5(5) ?
Pd1 O1 C14 N3 -178.8(4) ?
C15 N3 C14 O1 1.8(10) ?
C16 N3 C14 O1 179.0(7) ?
C6 C5 C4 C3 1.7(10) ?
C11 C10 C9 C8 1.6(9) ?
C13 C10 C9 C8 -178.1(6) ?
C7 C8 C9 C10 -2.7(9) ?
C5 C4 C3 C2 1.3(10) ?
C1 C2 C3 C4 -2.8(9) ?
Pd1 C2 C3 C4 -179.2(5) ?
