#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:09:52 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179914 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/09/7020989.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_7020989
loop_
_publ_author_name
'Sharma, Kamal Nayan'
'Joshi, Hemant'
'Singh, Ved Vati'
'Singh, Pradhumn'
'Singh, Ajai Kumar'
_publ_section_title
;
 Palladium(ii) complexes of pyrazolated thio/selenoethers: syntheses,
 structures, single source precursors of Pd(4)Se and PdSe nano-particles
 and potential for catalyzing Suzuki-Miyaura coupling.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3908
_journal_page_last               3918
_journal_paper_doi               10.1039/c2dt31975f
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C11 H11 Br Cl2 N2 Pd S'
_chemical_formula_sum            'C11 H11 Br Cl2 N2 Pd S'
_chemical_formula_weight         460.49
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 96.026(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.521(8)
_cell_length_b                   8.197(4)
_cell_length_c                   10.474(5)
_cell_measurement_reflns_used    5603
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.67
_cell_measurement_theta_min      2.25
_cell_volume                     1410.6(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0355
_diffrn_reflns_av_sigmaI/netI    0.0294
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10936
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.24
_exptl_absorpt_coefficient_mu    4.656
_exptl_absorpt_correction_T_max  0.379
_exptl_absorpt_correction_T_min  0.240
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.168
_exptl_crystal_density_meas      2.168
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             888.0
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.488
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.090
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2356
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0309
_refine_ls_R_factor_gt           0.0274
_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)+(0.0382P)²+0.4574P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0686
_refine_ls_wR_factor_ref         0.0700
_reflns_number_gt                2133
_reflns_number_total             2486
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt31975f.txt
_cod_data_source_block           complex_1
_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 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7020989
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
Br1 Br 0.52416(2) 0.60765(5) 0.26618(4) 0.05393(14) Uani 1 1 d .
C1 C 0.0791(2) 0.7808(4) 0.5484(3) 0.0470(8) Uani 1 1 d .
H1 H 0.1087 0.8485 0.4993 0.056 Uiso 1 1 calc R
C2 C -0.0042(2) 0.7703(5) 0.5229(4) 0.0596(10) Uani 1 1 d .
H2 H -0.0310 0.8324 0.4573 0.072 Uiso 1 1 calc R
C3 C -0.0474(2) 0.6697(6) 0.5931(5) 0.0664(11) Uani 1 1 d .
H3 H -0.1037 0.6644 0.5766 0.080 Uiso 1 1 calc R
C4 C -0.0080(3) 0.5761(5) 0.6883(5) 0.0694(12) Uani 1 1 d .
H4 H -0.0377 0.5047 0.7343 0.083 Uiso 1 1 calc R
C5 C 0.0744(3) 0.5864(4) 0.7164(4) 0.0553(10) Uani 1 1 d .
H5 H 0.1008 0.5235 0.7821 0.066 Uiso 1 1 calc R
C6 C 0.11808(18) 0.6907(4) 0.6469(3) 0.0370(7) Uani 1 1 d .
C7 C 0.2562(2) 0.5110(4) 0.6393(3) 0.0465(8) Uani 1 1 d .
H7A H 0.3107 0.4879 0.6793 0.056 Uiso 1 1 calc R
H7B H 0.2202 0.4276 0.6667 0.056 Uiso 1 1 calc R
C8 C 0.25617(19) 0.5019(4) 0.4951(3) 0.0419(7) Uani 1 1 d .
H8A H 0.2544 0.3885 0.4685 0.050 Uiso 1 1 calc R
H8B H 0.2078 0.5554 0.4544 0.050 Uiso 1 1 calc R
C9 C 0.37998(18) 0.5125(4) 0.3807(3) 0.0405(7) Uani 1 1 d .
H9 H 0.3777 0.4077 0.3465 0.049 Uiso 1 1 calc R
C10 C 0.43731(19) 0.6262(4) 0.3660(3) 0.0384(7) Uani 1 1 d .
C11 C 0.41775(18) 0.7609(4) 0.4333(3) 0.0392(7) Uani 1 1 d .
H11 H 0.4475 0.8573 0.4407 0.047 Uiso 1 1 calc R
Cl1 Cl 0.20446(5) 1.08372(10) 0.66707(9) 0.0476(2) Uani 1 1 d .
Cl2 Cl 0.33658(7) 1.10138(9) 0.46145(11) 0.0610(3) Uani 1 1 d .
N1 N 0.32742(15) 0.5783(3) 0.4532(3) 0.0365(6) Uani 1 1 d .
N2 N 0.34923(15) 0.7324(3) 0.4866(2) 0.0347(5) Uani 1 1 d .
Pd1 Pd 0.280380(13) 0.89639(2) 0.57200(2) 0.03174(11) Uani 1 1 d .
S1 S 0.22449(5) 0.70630(10) 0.69421(7) 0.03716(19) Uani 1 1 d .
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'
Cl Cl 0.1484 0.1585 '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'
Br Br -0.2901 2.4595 '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
C6 C1 C2 119.5(4)
C6 C1 H1 120.2
C2 C1 H1 120.2
C3 C2 C1 120.3(4)
C3 C2 H2 119.9
C1 C2 H2 119.9
C2 C3 C4 120.0(4)
C2 C3 H3 120.0
C4 C3 H3 120.0
C5 C4 C3 120.6(4)
C5 C4 H4 119.7
C3 C4 H4 119.7
C4 C5 C6 119.4(4)
C4 C5 H5 120.3
C6 C5 H5 120.3
C1 C6 C5 120.1(3)
C1 C6 S1 122.8(3)
C5 C6 S1 117.1(3)
C8 C7 S1 113.2(2)
C8 C7 H7A 108.9
S1 C7 H7A 108.9
C8 C7 H7B 108.9
S1 C7 H7B 108.9
H7A C7 H7B 107.8
N1 C8 C7 111.6(3)
N1 C8 H8A 109.3
C7 C8 H8A 109.3
N1 C8 H8B 109.3
C7 C8 H8B 109.3
H8A C8 H8B 108.0
N1 C9 C10 107.1(3)
N1 C9 H9 126.5
C10 C9 H9 126.5
C9 C10 C11 107.0(3)
C9 C10 Br1 126.7(2)
C11 C10 Br1 126.3(2)
N2 C11 C10 109.4(3)
N2 C11 H11 125.3
C10 C11 H11 125.3
C9 N1 N2 110.9(2)
C9 N1 C8 127.0(3)
N2 N1 C8 122.1(2)
C11 N2 N1 105.6(2)
C11 N2 Pd1 127.5(2)
N1 N2 Pd1 126.01(19)
N2 Pd1 S1 94.23(8)
N2 Pd1 Cl1 179.08(7)
S1 Pd1 Cl1 86.62(5)
N2 Pd1 Cl2 89.28(8)
S1 Pd1 Cl2 175.70(3)
Cl1 Pd1 Cl2 89.86(5)
C6 S1 C7 99.19(15)
C6 S1 Pd1 109.89(11)
C7 S1 Pd1 106.32(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C10 1.868(3)
C1 C6 1.373(5)
C1 C2 1.377(5)
C1 H1 0.9300
C2 C3 1.356(6)
C2 H2 0.9300
C3 C4 1.367(6)
C3 H3 0.9300
C4 C5 1.365(6)
C4 H4 0.9300
C5 C6 1.376(5)
C5 H5 0.9300
C6 S1 1.780(3)
C7 C8 1.513(5)
C7 S1 1.797(3)
C7 H7A 0.9700
C7 H7B 0.9700
C8 N1 1.442(4)
C8 H8A 0.9700
C8 H8B 0.9700
C9 N1 1.327(4)
C9 C10 1.349(4)
C9 H9 0.9300
C10 C11 1.367(4)
C11 N2 1.335(4)
C11 H11 0.9300
Cl1 Pd1 2.2770(11)
Cl2 Pd1 2.2917(11)
N1 N2 1.350(3)
N2 Pd1 2.028(2)
Pd1 S1 2.2731(11)
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
C6 C1 C2 C3 -1.0(6)
C1 C2 C3 C4 -1.1(6)
C2 C3 C4 C5 2.1(7)
C3 C4 C5 C6 -0.9(6)
C2 C1 C6 C5 2.3(5)
C2 C1 C6 S1 -175.6(3)
C4 C5 C6 C1 -1.3(5)
C4 C5 C6 S1 176.7(3)
S1 C7 C8 N1 79.2(3)
N1 C9 C10 C11 0.8(4)
N1 C9 C10 Br1 -176.5(2)
C9 C10 C11 N2 -1.0(4)
Br1 C10 C11 N2 176.3(2)
C10 C9 N1 N2 -0.2(3)
C10 C9 N1 C8 -179.5(3)
C7 C8 N1 C9 126.2(3)
C7 C8 N1 N2 -53.0(4)
C10 C11 N2 N1 0.9(3)
C10 C11 N2 Pd1 -169.0(2)
C9 N1 N2 C11 -0.4(3)
C8 N1 N2 C11 178.9(3)
C9 N1 N2 Pd1 169.6(2)
C8 N1 N2 Pd1 -11.0(4)
C11 N2 Pd1 S1 -156.0(2)
N1 N2 Pd1 S1 36.1(2)
C11 N2 Pd1 Cl2 21.5(3)
N1 N2 Pd1 Cl2 -146.4(2)
C1 C6 S1 C7 -109.9(3)
C5 C6 S1 C7 72.1(3)
C1 C6 S1 Pd1 1.3(3)
C5 C6 S1 Pd1 -176.7(2)
C8 C7 S1 C6 74.6(3)
C8 C7 S1 Pd1 -39.4(3)
N2 Pd1 S1 C6 -114.41(13)
Cl1 Pd1 S1 C6 65.93(11)
N2 Pd1 S1 C7 -7.98(14)
Cl1 Pd1 S1 C7 172.36(12)
