#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/20/7002089.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_7002089
loop_
_publ_author_name
'Huynh, Han Vinh'
'Yuan, Dan'
'Han, Yuan'
_publ_section_title
;
 Syntheses and catalytic activities of pseudo-pincer and CSC
 pincer-type Pd(II) complexes derived from benzannulated N-heterocyclic
 carbenes
;
_journal_issue                   35
_journal_name_full               'Dalton Transactions'
_journal_page_first              7262
_journal_paper_doi               10.1039/b907887h
_journal_year                    2009
_chemical_formula_sum            'C33.5 H33.5 Br2 N4.5 O1.5 Pd S'
_chemical_formula_weight         821.43
_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                90.2190(10)
_cell_angle_beta                 106.6060(10)
_cell_angle_gamma                97.6760(10)
_cell_formula_units_Z            2
_cell_length_a                   11.0762(5)
_cell_length_b                   12.6526(6)
_cell_length_c                   13.6890(7)
_cell_measurement_reflns_used    2906
_cell_measurement_temperature    223(2)
_cell_measurement_theta_max      21.48
_cell_measurement_theta_min      2.20
_cell_volume                     1820.15(15)
_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      223(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_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  0.0569
_diffrn_reflns_av_sigmaI/netI    0.0705
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24120
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.63
_exptl_absorpt_coefficient_mu    2.795
_exptl_absorpt_correction_T_max  0.6633
_exptl_absorpt_correction_T_min  0.6331
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            COLOURLESS
_exptl_crystal_density_diffrn    1.499
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             820
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         1.013
_refine_diff_density_min         -0.471
_refine_diff_density_rms         0.136
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     415
_refine_ls_number_reflns         8345
_refine_ls_number_restraints     37
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0904
_refine_ls_R_factor_gt           0.0562
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0837P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1463
_refine_ls_wR_factor_ref         0.1614
_reflns_number_gt                5632
_reflns_number_total             8345
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b907887h.txt
_cod_data_source_block           7589a
_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.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' 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_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C33.50 H33.50 Br2 N4.50 O1.50 Pd S'
_cod_database_code               7002089
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
O1X O 0.627(2) 0.4671(18) 0.2927(12) 0.194(10) Uani 0.50 1 d PDU . .
N1X N 0.8017(18) 0.5063(15) 0.3316(14) 0.181(11) Uani 0.50 1 d PDU . .
C1X C 0.7127(18) 0.4472(19) 0.2544(18) 0.185(13) Uani 0.50 1 d PDU . .
H1X H 0.7144 0.4079 0.1966 0.222 Uiso 0.50 1 calc PR . .
C2X C 0.858(2) 0.4279(17) 0.3982(14) 0.225(16) Uani 0.50 1 d PDU . .
H2X1 H 0.9277 0.4631 0.4539 0.337 Uiso 0.50 1 calc PR . .
H2X2 H 0.8911 0.3792 0.3604 0.337 Uiso 0.50 1 calc PR . .
H2X3 H 0.7950 0.3882 0.4254 0.337 Uiso 0.50 1 calc PR . .
C3X C 0.884(2) 0.5661(16) 0.2822(18) 0.138(9) Uani 0.50 1 d PDU . .
H3X1 H 0.9514 0.6104 0.3326 0.207 Uiso 0.50 1 calc PR . .
H3X2 H 0.8355 0.6110 0.2330 0.207 Uiso 0.50 1 calc PR . .
H3X3 H 0.9201 0.5176 0.2474 0.207 Uiso 0.50 1 calc PR . .
Pd1 Pd 0.47999(4) 0.94821(3) 0.28273(3) 0.03280(14) Uani 1 1 d . . .
Br1 Br 0.58664(6) 1.13099(5) 0.34375(5) 0.04803(19) Uani 1 1 d . . .
Br2 Br 0.26664(5) 1.00397(5) 0.23139(4) 0.04551(18) Uani 1 1 d . . .
S1 S 0.61914(18) 0.67248(13) 0.47009(13) 0.0579(5) Uani 1 1 d . . .
O1 O 0.6741(5) 0.5817(4) 0.5270(5) 0.0872(18) Uani 1 1 d . . .
N1 N 0.7337(4) 0.9081(4) 0.2660(3) 0.0386(11) Uani 1 1 d . . .
N2 N 0.7258(4) 0.8952(4) 0.4218(3) 0.0377(11) Uani 1 1 d . . .
N3 N 0.3472(4) 0.7614(4) 0.1376(3) 0.0398(11) Uani 1 1 d . . .
N4 N 0.3593(5) 0.7228(4) 0.2939(4) 0.0462(12) Uani 1 1 d . . .
C1 C 0.6559(5) 0.9105(4) 0.3249(4) 0.0361(12) Uani 1 1 d . . .
C2 C 0.8551(5) 0.8898(5) 0.3237(5) 0.0422(14) Uani 1 1 d . . .
C3 C 0.9665(6) 0.8846(5) 0.2988(5) 0.0521(16) Uani 1 1 d . . .
H3 H 0.9710 0.8921 0.2316 0.063 Uiso 1 1 calc R . .
C4 C 1.0705(6) 0.8679(6) 0.3774(6) 0.0608(19) Uani 1 1 d . . .
H4 H 1.1477 0.8623 0.3634 0.073 Uiso 1 1 calc R . .
C5 C 1.0643(6) 0.8591(6) 0.4763(6) 0.063(2) Uani 1 1 d . . .
H5 H 1.1378 0.8477 0.5278 0.075 Uiso 1 1 calc R . .
C6 C 0.9553(6) 0.8664(5) 0.5023(5) 0.0509(16) Uani 1 1 d . . .
H6 H 0.9521 0.8616 0.5700 0.061 Uiso 1 1 calc R . .
C7 C 0.8496(5) 0.8814(4) 0.4226(4) 0.0396(13) Uani 1 1 d . . .
C8 C 0.6995(6) 0.9266(5) 0.1560(4) 0.0409(13) Uani 1 1 d . . .
H8A H 0.7698 0.9735 0.1418 0.049 Uiso 1 1 calc R . .
H8B H 0.6248 0.9642 0.1383 0.049 Uiso 1 1 calc R . .
C9 C 0.6707(5) 0.8274(5) 0.0883(5) 0.0448(14) Uani 1 1 d . . .
C10 C 0.6455(6) 0.7272(5) 0.1224(5) 0.0536(16) Uani 1 1 d . . .
H10 H 0.6522 0.7174 0.1916 0.064 Uiso 1 1 calc R . .
C11 C 0.6103(7) 0.6413(6) 0.0531(6) 0.072(2) Uani 1 1 d . . .
H11 H 0.5933 0.5723 0.0757 0.086 Uiso 1 1 calc R . .
C12 C 0.5995(8) 0.6550(7) -0.0494(7) 0.080(2) Uani 1 1 d . . .
H12 H 0.5762 0.5956 -0.0956 0.096 Uiso 1 1 calc R . .
C13 C 0.6228(8) 0.7551(7) -0.0829(6) 0.074(2) Uani 1 1 d . . .
H13 H 0.6126 0.7649 -0.1527 0.088 Uiso 1 1 calc R . .
C14 C 0.6608(6) 0.8400(6) -0.0157(5) 0.0577(18) Uani 1 1 d . . .
H14 H 0.6807 0.9082 -0.0387 0.069 Uiso 1 1 calc R . .
C15 C 0.6783(6) 0.8930(5) 0.5106(4) 0.0423(14) Uani 1 1 d . . .
H15A H 0.5907 0.9094 0.4903 0.051 Uiso 1 1 calc R . .
H15B H 0.7304 0.9482 0.5612 0.051 Uiso 1 1 calc R . .
C16 C 0.6809(6) 0.7843(5) 0.5590(4) 0.0477(15) Uani 1 1 d . . .
H16A H 0.6316 0.7816 0.6083 0.057 Uiso 1 1 calc R . .
H16B H 0.7690 0.7778 0.5969 0.057 Uiso 1 1 calc R . .
C17 C 0.3931(5) 0.8016(4) 0.2351(4) 0.0358(12) Uani 1 1 d . . .
C18 C 0.2849(6) 0.6575(5) 0.1342(5) 0.0465(15) Uani 1 1 d . . .
C19 C 0.2217(7) 0.5852(5) 0.0516(6) 0.0622(19) Uani 1 1 d . . .
H19 H 0.2177 0.6011 -0.0162 0.075 Uiso 1 1 calc R . .
C20 C 0.1659(8) 0.4892(6) 0.0768(6) 0.082(3) Uani 1 1 d . . .
H20 H 0.1222 0.4382 0.0242 0.098 Uiso 1 1 calc R . .
C21 C 0.1714(8) 0.4653(6) 0.1745(7) 0.089(3) Uani 1 1 d . . .
H21 H 0.1319 0.3982 0.1866 0.107 Uiso 1 1 calc R . .
C22 C 0.2334(7) 0.5362(6) 0.2580(6) 0.071(2) Uani 1 1 d . . .
H22 H 0.2361 0.5199 0.3255 0.085 Uiso 1 1 calc R . .
C23 C 0.2911(6) 0.6334(5) 0.2325(5) 0.0532(17) Uani 1 1 d . . .
C24 C 0.3583(5) 0.8183(5) 0.0481(4) 0.0456(15) Uani 1 1 d . . .
H24A H 0.4155 0.7853 0.0184 0.055 Uiso 1 1 calc R . .
H24B H 0.3969 0.8921 0.0692 0.055 Uiso 1 1 calc R . .
C25 C 0.2330(5) 0.8191(5) -0.0325(4) 0.0415(14) Uani 1 1 d . . .
C26 C 0.2267(6) 0.8000(5) -0.1342(4) 0.0509(16) Uani 1 1 d . . .
H26 H 0.2984 0.7831 -0.1513 0.061 Uiso 1 1 calc R . .
C27 C 0.1140(7) 0.8060(6) -0.2101(5) 0.066(2) Uani 1 1 d . . .
H27 H 0.1093 0.7914 -0.2786 0.079 Uiso 1 1 calc R . .
C28 C 0.0102(7) 0.8327(6) -0.1866(5) 0.065(2) Uani 1 1 d . . .
H28 H -0.0647 0.8379 -0.2390 0.078 Uiso 1 1 calc R . .
C29 C 0.0143(6) 0.8521(6) -0.0863(6) 0.0632(19) Uani 1 1 d . . .
H29 H -0.0581 0.8689 -0.0702 0.076 Uiso 1 1 calc R . .
C30 C 0.1275(6) 0.8465(6) -0.0085(5) 0.0544(17) Uani 1 1 d . . .
H30 H 0.1317 0.8614 0.0598 0.065 Uiso 1 1 calc R . .
C31 C 0.3750(6) 0.7367(5) 0.4036(4) 0.0499(16) Uani 1 1 d . . .
H31A H 0.2907 0.7287 0.4145 0.060 Uiso 1 1 calc R . .
H31B H 0.4165 0.8095 0.4264 0.060 Uiso 1 1 calc R . .
C32 C 0.4536(6) 0.6576(5) 0.4696(5) 0.061(2) Uani 1 1 d . . .
H32A H 0.4138 0.5848 0.4449 0.074 Uiso 1 1 calc R . .
H32B H 0.4504 0.6665 0.5399 0.074 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'
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1X N1X C3X 104.1(9) . . ?
C1X N1X C2X 103.8(9) . . ?
C3X N1X C2X 114.9(11) . . ?
O1X C1X N1X 89.8(19) . . ?
C17 Pd1 C1 96.1(2) . . ?
C17 Pd1 Br2 86.57(15) . . ?
C1 Pd1 Br2 177.24(15) . . ?
C17 Pd1 Br1 179.25(17) . . ?
C1 Pd1 Br1 84.28(15) . . ?
Br2 Pd1 Br1 93.03(3) . . ?
O1 S1 C16 103.8(3) . . ?
O1 S1 C32 106.3(3) . . ?
C16 S1 C32 99.3(3) . . ?
C1 N1 C2 111.1(5) . . ?
C1 N1 C8 125.2(5) . . ?
C2 N1 C8 123.7(5) . . ?
C1 N2 C7 109.7(5) . . ?
C1 N2 C15 124.8(5) . . ?
C7 N2 C15 125.4(5) . . ?
C17 N3 C18 110.7(5) . . ?
C17 N3 C24 125.2(5) . . ?
C18 N3 C24 124.1(5) . . ?
C17 N4 C23 110.2(5) . . ?
C17 N4 C31 124.2(5) . . ?
C23 N4 C31 125.0(5) . . ?
N1 C1 N2 106.5(5) . . ?
N1 C1 Pd1 126.8(4) . . ?
N2 C1 Pd1 126.3(4) . . ?
C7 C2 C3 121.6(5) . . ?
C7 C2 N1 105.8(5) . . ?
C3 C2 N1 132.6(6) . . ?
C4 C3 C2 116.5(6) . . ?
C3 C4 C5 121.6(7) . . ?
C6 C5 C4 122.4(6) . . ?
C5 C6 C7 116.0(6) . . ?
C2 C7 C6 121.8(6) . . ?
C2 C7 N2 106.9(5) . . ?
C6 C7 N2 131.3(6) . . ?
N1 C8 C9 114.8(5) . . ?
C10 C9 C14 119.5(6) . . ?
C10 C9 C8 122.7(6) . . ?
C14 C9 C8 117.6(6) . . ?
C9 C10 C11 118.8(7) . . ?
C10 C11 C12 121.0(8) . . ?
C13 C12 C11 119.8(7) . . ?
C14 C13 C12 120.0(7) . . ?
C13 C14 C9 120.7(7) . . ?
N2 C15 C16 111.9(5) . . ?
C15 C16 S1 114.5(4) . . ?
N3 C17 N4 105.7(5) . . ?
N3 C17 Pd1 127.5(4) . . ?
N4 C17 Pd1 126.6(4) . . ?
C23 C18 N3 106.8(5) . . ?
C23 C18 C19 121.9(6) . . ?
N3 C18 C19 131.3(6) . . ?
C20 C19 C18 115.4(7) . . ?
C21 C20 C19 122.7(7) . . ?
C20 C21 C22 123.0(7) . . ?
C21 C22 C23 114.3(7) . . ?
C18 C23 N4 106.6(5) . . ?
C18 C23 C22 122.7(6) . . ?
N4 C23 C22 130.7(6) . . ?
N3 C24 C25 113.7(5) . . ?
C30 C25 C26 119.5(5) . . ?
C30 C25 C24 121.5(5) . . ?
C26 C25 C24 118.8(6) . . ?
C27 C26 C25 119.7(7) . . ?
C28 C27 C26 120.8(7) . . ?
C27 C28 C29 120.5(6) . . ?
C28 C29 C30 119.5(7) . . ?
C25 C30 C29 120.0(6) . . ?
N4 C31 C32 114.1(6) . . ?
C31 C32 S1 114.5(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
O1X C1X 1.255(10) . ?
N1X C1X 1.359(10) . ?
N1X C3X 1.423(10) . ?
N1X C2X 1.434(10) . ?
Pd1 C17 1.987(5) . ?
Pd1 C1 1.991(6) . ?
Pd1 Br2 2.4649(7) . ?
Pd1 Br1 2.4765(7) . ?
S1 O1 1.490(5) . ?
S1 C16 1.790(6) . ?
S1 C32 1.817(7) . ?
N1 C1 1.340(7) . ?
N1 C2 1.401(7) . ?
N1 C8 1.472(7) . ?
N2 C1 1.360(6) . ?
N2 C7 1.401(7) . ?
N2 C15 1.457(7) . ?
N3 C17 1.355(7) . ?
N3 C18 1.394(7) . ?
N3 C24 1.450(7) . ?
N4 C17 1.365(7) . ?
N4 C23 1.399(8) . ?
N4 C31 1.467(7) . ?
C2 C7 1.377(8) . ?
C2 C3 1.380(8) . ?
C3 C4 1.374(9) . ?
C4 C5 1.379(10) . ?
C5 C6 1.366(9) . ?
C6 C7 1.388(8) . ?
C8 C9 1.499(8) . ?
C9 C10 1.374(9) . ?
C9 C14 1.407(9) . ?
C10 C11 1.378(9) . ?
C11 C12 1.388(11) . ?
C12 C13 1.365(11) . ?
C13 C14 1.352(10) . ?
C15 C16 1.529(8) . ?
C18 C23 1.365(9) . ?
C18 C19 1.406(9) . ?
C19 C20 1.378(10) . ?
C20 C21 1.359(11) . ?
C21 C22 1.399(10) . ?
C22 C23 1.402(9) . ?
C24 C25 1.507(7) . ?
C25 C30 1.386(9) . ?
C25 C26 1.392(8) . ?
C26 C27 1.389(9) . ?
C27 C28 1.361(10) . ?
C28 C29 1.381(10) . ?
C29 C30 1.404(8) . ?
C31 C32 1.538(9) . ?
