#------------------------------------------------------------------------------
#$Date: 2016-03-25 09:45:54 +0100 (vie 25 de mar de 2016) $
#$Revision: 179763 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/59/7005932.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_7005932
loop_
_publ_author_name
'Yen, Swee Kuan'
'Koh, Lip Lin'
'Huynh, Han Vinh'
'Hor, T. S. Andy'
_publ_section_title
;
 Pd(II) complexes of N,S-heterocyclic carbenes with pendant and
 coordinated allyl function and their Suzuki coupling activities.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3952
_journal_page_last               3958
_journal_paper_doi               10.1039/b706968e
_journal_year                    2007
_chemical_formula_sum            'C23 H25 Br2 N3 O Pd S2'
_chemical_formula_weight         689.80
_chemical_name_systematic
;
?
;
_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                100.8480(10)
_cell_angle_beta                 103.3600(10)
_cell_angle_gamma                117.5140(10)
_cell_formula_units_Z            2
_cell_length_a                   11.0177(5)
_cell_length_b                   11.7122(5)
_cell_length_c                   12.5018(6)
_cell_measurement_reflns_used    6913
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      29.20
_cell_measurement_theta_min      2.24
_cell_volume                     1308.22(11)
_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      295(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0240
_diffrn_reflns_av_sigmaI/netI    0.0275
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            17357
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    3.944
_exptl_absorpt_correction_T_max  0.4512
_exptl_absorpt_correction_T_min  0.3015
_exptl_absorpt_correction_type   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.24
_refine_diff_density_max         0.461
_refine_diff_density_min         -0.332
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         6008
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.067
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0275
_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)+(0.0407P)²+0.0313P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0697
_refine_ls_wR_factor_ref         0.0722
_reflns_number_gt                5137
_reflns_number_total             6008
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b706968e.txt
_cod_data_source_block           5344
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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 
;
_cod_original_cell_volume        1308.22(10)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7005932
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.730432(18) 0.469262(17) 0.482212(15) 0.03604(6) Uani 1 1 d . . .
Br1 Br 0.65090(3) 0.33227(3) 0.27576(2) 0.05631(9) Uani 1 1 d . . .
Br2 Br 0.59985(3) 0.26406(3) 0.53599(3) 0.05492(9) Uani 1 1 d . . .
S1 S 1.03710(7) 0.69642(7) 0.48353(6) 0.04634(15) Uani 1 1 d . . .
S2 S 0.66138(7) 0.63574(7) 0.66500(5) 0.04452(14) Uani 1 1 d . . .
N1 N 0.8159(2) 0.71013(19) 0.39873(16) 0.0386(4) Uani 1 1 d . . .
N2 N 0.8892(2) 0.6296(2) 0.73894(17) 0.0418(4) Uani 1 1 d . . .
C1 C 0.8533(3) 0.6351(2) 0.44927(19) 0.0380(5) Uani 1 1 d . . .
C2 C 0.9315(3) 0.8206(2) 0.38533(19) 0.0383(5) Uani 1 1 d . . .
C3 C 0.9226(3) 0.9163(3) 0.3387(2) 0.0458(6) Uani 1 1 d . . .
H3 H 0.8338 0.9113 0.3104 0.055 Uiso 1 1 calc R . .
C4 C 1.0499(3) 1.0189(3) 0.3360(2) 0.0505(6) Uani 1 1 d . . .
H4 H 1.0473 1.0848 0.3057 0.061 Uiso 1 1 calc R . .
C5 C 1.1830(3) 1.0257(3) 0.3777(2) 0.0542(7) Uani 1 1 d . . .
H5 H 1.2673 1.0958 0.3745 0.065 Uiso 1 1 calc R . .
C6 C 1.1914(3) 0.9305(3) 0.4236(2) 0.0502(6) Uani 1 1 d . . .
H6 H 1.2799 0.9349 0.4513 0.060 Uiso 1 1 calc R . .
C7 C 1.0635(3) 0.8279(2) 0.4270(2) 0.0407(5) Uani 1 1 d . . .
C8 C 0.6666(3) 0.6818(3) 0.3598(2) 0.0526(6) Uani 1 1 d . B .
H8A H 0.6696 0.7666 0.3875 0.063 Uiso 1 1 calc R . .
H8B H 0.6105 0.6196 0.3952 0.063 Uiso 1 1 calc R . .
C9 C 0.5889(4) 0.6208(4) 0.2304(4) 0.0887(12) Uani 1 1 d D . .
H9 H 0.6190 0.5676 0.1934 0.106 Uiso 1 1 calc R A 1
C10 C 0.4970(8) 0.6265(7) 0.1657(6) 0.110(2) Uani 0.65 1 d P B 1
H10A H 0.4947 0.6230 0.0902 0.131 Uiso 0.65 1 calc PR B 1
H10B H 0.4269 0.6346 0.1900 0.131 Uiso 0.65 1 calc PR B 1
C10A C 0.6268(17) 0.6130(15) 0.1498(10) 0.114(4) Uiso 0.35 1 d PD B 2
H10A' H 0.5752 0.6146 0.0803 0.136 Uiso 0.35 1 calc PR B 2
H10B' H 0.7082 0.6054 0.1556 0.136 Uiso 0.35 1 calc PR B 2
C11 C 0.7785(2) 0.5850(2) 0.6413(2) 0.0375(5) Uani 1 1 d . . .
C12 C 0.8877(3) 0.7068(3) 0.8391(2) 0.0445(6) Uani 1 1 d . . .
C13 C 0.9906(3) 0.7663(3) 0.9525(2) 0.0633(8) Uani 1 1 d . . .
H13 H 1.0731 0.7593 0.9702 0.076 Uiso 1 1 calc R . .
C14 C 0.9652(4) 0.8359(4) 1.0373(3) 0.0773(10) Uani 1 1 d . . .
H14 H 1.0325 0.8768 1.1138 0.093 Uiso 1 1 calc R . .
C15 C 0.8428(4) 0.8472(4) 1.0127(3) 0.0713(9) Uani 1 1 d . . .
H15 H 0.8290 0.8943 1.0727 0.086 Uiso 1 1 calc R . .
C16 C 0.7420(3) 0.7900(3) 0.9013(3) 0.0595(7) Uani 1 1 d . . .
H16 H 0.6602 0.7980 0.8843 0.071 Uiso 1 1 calc R . .
C17 C 0.7658(3) 0.7192(3) 0.8138(2) 0.0445(5) Uani 1 1 d . . .
C18 C 1.0055(3) 0.5984(3) 0.7461(2) 0.0544(7) Uani 1 1 d . D .
H18A H 1.1004 0.6825 0.7887 0.065 Uiso 1 1 calc R . .
H18B H 1.0013 0.5639 0.6677 0.065 Uiso 1 1 calc R . .
C19 C 0.9933(5) 0.4969(5) 0.8043(3) 0.0871(12) Uani 1 1 d D . .
H19 H 0.8957 0.4317 0.7884 0.104 Uiso 1 1 calc R C 1
C20 C 1.0767(8) 0.4758(8) 0.8671(5) 0.099(2) Uani 0.65 1 d P D 1
H20A H 1.0447 0.4230 0.9132 0.119 Uiso 0.65 1 calc PR D 1
H20B H 1.1726 0.5125 0.8693 0.119 Uiso 0.65 1 calc PR D 1
C20A C 0.9051(12) 0.4301(11) 0.8402(11) 0.096(3) Uiso 0.35 1 d PD D 2
H20A' H 0.9296 0.3927 0.8947 0.115 Uiso 0.35 1 calc PR D 2
H20B' H 0.8109 0.4149 0.8141 0.115 Uiso 0.35 1 calc PR D 2
C13S C 0.4444(7) 0.8501(6) 0.0462(4) 0.153(2) Uani 1 1 d . . .
H13A H 0.5226 0.8590 0.0200 0.230 Uiso 1 1 calc R . .
H13B H 0.3852 0.8734 -0.0030 0.230 Uiso 1 1 calc R . .
H13C H 0.3847 0.7573 0.0425 0.230 Uiso 1 1 calc R . .
C14S C 0.4042(6) 0.9400(5) 0.2187(5) 0.1275(19) Uani 1 1 d . . .
H14A H 0.4571 0.9983 0.2992 0.191 Uiso 1 1 calc R . .
H14B H 0.3387 0.8482 0.2143 0.191 Uiso 1 1 calc R . .
H14C H 0.3485 0.9727 0.1787 0.191 Uiso 1 1 calc R . .
C15S C 0.6497(5) 1.0239(4) 0.2200(4) 0.0893(12) Uani 1 1 d . . .
H15S H 0.6828 1.0787 0.2972 0.107 Uiso 1 1 calc R . .
N1S N 0.5055(4) 0.9410(3) 0.1652(3) 0.0798(8) Uani 1 1 d . . .
O1S O 0.7435(4) 1.0350(4) 0.1784(3) 0.1261(12) 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'
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'
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'
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
C1 Pd1 C11 89.78(9) . . ?
C1 Pd1 Br1 88.91(6) . . ?
C11 Pd1 Br1 173.66(7) . . ?
C1 Pd1 Br2 174.15(7) . . ?
C11 Pd1 Br2 88.68(6) . . ?
Br1 Pd1 Br2 93.216(12) . . ?
C1 S1 C7 92.46(11) . . ?
C11 S2 C17 92.47(12) . . ?
C1 N1 C2 115.29(19) . . ?
C1 N1 C8 123.0(2) . . ?
C2 N1 C8 121.7(2) . . ?
C11 N2 C12 115.4(2) . . ?
C11 N2 C18 123.3(2) . . ?
C12 N2 C18 121.2(2) . . ?
N1 C1 S1 110.81(16) . . ?
N1 C1 Pd1 129.99(17) . . ?
S1 C1 Pd1 119.16(13) . . ?
C7 C2 C3 121.2(2) . . ?
C7 C2 N1 112.2(2) . . ?
C3 C2 N1 126.7(2) . . ?
C4 C3 C2 117.6(2) . . ?
C3 C4 C5 121.1(2) . . ?
C6 C5 C4 121.2(3) . . ?
C5 C6 C7 117.7(3) . . ?
C2 C7 C6 121.3(2) . . ?
C2 C7 S1 109.28(17) . . ?
C6 C7 S1 129.4(2) . . ?
N1 C8 C9 113.9(3) . . ?
C10 C9 C10A 82.8(9) . . ?
C10 C9 C8 132.8(6) . . ?
C10A C9 C8 134.6(9) . . ?
N2 C11 S2 111.08(17) . . ?
N2 C11 Pd1 130.00(18) . . ?
S2 C11 Pd1 118.89(13) . . ?
C17 C12 C13 120.8(2) . . ?
C17 C12 N2 111.8(2) . . ?
C13 C12 N2 127.4(2) . . ?
C14 C13 C12 117.2(3) . . ?
C13 C14 C15 122.2(3) . . ?
C16 C15 C14 120.8(3) . . ?
C15 C16 C17 118.0(3) . . ?
C12 C17 C16 121.0(2) . . ?
C12 C17 S2 109.21(18) . . ?
C16 C17 S2 129.8(2) . . ?
N2 C18 C19 113.5(3) . . ?
C20A C19 C20 86.4(8) . . ?
C20A C19 C18 133.0(8) . . ?
C20 C19 C18 137.0(6) . . ?
O1S C15S N1S 126.1(4) . . ?
C15S N1S C14S 122.2(4) . . ?
C15S N1S C13S 120.8(4) . . ?
C14S N1S C13S 117.0(4) . . ?
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 C1 1.976(2) . ?
Pd1 C11 1.977(2) . ?
Pd1 Br1 2.4700(3) . ?
Pd1 Br2 2.4816(3) . ?
S1 C1 1.715(2) . ?
S1 C7 1.745(2) . ?
S2 C11 1.710(2) . ?
S2 C17 1.739(3) . ?
N1 C1 1.328(3) . ?
N1 C2 1.408(3) . ?
N1 C8 1.456(3) . ?
N2 C11 1.317(3) . ?
N2 C12 1.408(3) . ?
N2 C18 1.474(3) . ?
C2 C7 1.383(3) . ?
C2 C3 1.388(3) . ?
C3 C4 1.376(4) . ?
C4 C5 1.397(4) . ?
C5 C6 1.376(4) . ?
C6 C7 1.383(3) . ?
C8 C9 1.490(5) . ?
C9 C10 1.179(6) . ?
C9 C10A 1.181(5) . ?
C12 C17 1.388(4) . ?
C12 C13 1.392(4) . ?
C13 C14 1.375(4) . ?
C14 C15 1.385(5) . ?
C15 C16 1.367(4) . ?
C16 C17 1.394(4) . ?
C18 C19 1.478(5) . ?
C19 C20A 1.179(5) . ?
C19 C20 1.212(6) . ?
C13S N1S 1.441(5) . ?
C14S N1S 1.425(5) . ?
C15S O1S 1.227(5) . ?
C15S N1S 1.325(5) . ?
