#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/20/7002091.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_7002091
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            'C32 H33.5 Br2 N4 O S'
_chemical_formula_weight         682.01
_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                96.355(5)
_cell_angle_beta                 99.264(5)
_cell_angle_gamma                98.275(5)
_cell_formula_units_Z            2
_cell_length_a                   11.504(3)
_cell_length_b                   11.595(3)
_cell_length_c                   12.552(3)
_cell_measurement_reflns_used    3992
_cell_measurement_temperature    243(2)
_cell_measurement_theta_max      22.80
_cell_measurement_theta_min      2.23
_cell_volume                     1619.8(7)
_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      243(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  0.0806
_diffrn_reflns_av_sigmaI/netI    0.0941
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16547
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         1.66
_exptl_absorpt_coefficient_mu    2.597
_exptl_absorpt_correction_T_max  0.7812
_exptl_absorpt_correction_T_min  0.4231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.398
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       Block
_exptl_crystal_F_000             695
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.224
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.119
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         5687
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.1055
_refine_ls_R_factor_gt           0.0821
_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)+(0.1204P)²+2.9141P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2327
_refine_ls_wR_factor_ref         0.2451
_reflns_number_gt                4006
_reflns_number_total             5687
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b907887h.txt
_cod_data_source_block           6301
_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        1619.7(7)
_cod_original_sg_symbol_H-M      P-1
_cod_original_formula_sum        'C32 H33.50 Br2 N4 O S'
_cod_database_code               7002091
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
Br1 Br 0.32434(7) 0.05854(7) 0.59741(6) 0.0563(3) Uani 1 1 d . . .
Br2 Br 0.97315(17) 0.7496(2) 0.93994(18) 0.1133(9) Uani 0.636(3) 1 d P A 1
Br3 Br 0.9596(2) 0.9630(3) 0.8034(3) 0.0863(12) Uani 0.364(3) 1 d P A 2
S1 S 0.43091(19) 0.33401(17) 0.35575(16) 0.0563(5) Uani 1 1 d . . .
N1 N 0.3507(4) 0.1612(4) 0.0055(4) 0.0364(11) Uani 1 1 d . . .
N2 N 0.4091(5) 0.1175(4) 0.1688(4) 0.0392(12) Uani 1 1 d . . .
N3 N 0.0665(5) 0.3462(5) 0.6666(5) 0.0482(14) Uani 1 1 d . . .
N4 N 0.1539(5) 0.3534(5) 0.5230(5) 0.0490(14) Uani 1 1 d . . .
C1 C 0.3167(6) 0.1396(5) 0.0990(5) 0.0385(14) Uani 1 1 d . . .
H1 H 0.2392 0.1399 0.1137 0.046 Uiso 1 1 calc R . .
C2 C 0.4717(5) 0.1536(5) 0.0134(5) 0.0342(13) Uani 1 1 d . . .
C3 C 0.5502(6) 0.1680(5) -0.0612(5) 0.0398(14) Uani 1 1 d . . .
H3 H 0.5252 0.1865 -0.1314 0.048 Uiso 1 1 calc R . .
C4 C 0.6667(6) 0.1532(6) -0.0245(6) 0.0464(16) Uani 1 1 d . . .
H4 H 0.7224 0.1618 -0.0714 0.056 Uiso 1 1 calc R . .
C5 C 0.7042(6) 0.1257(6) 0.0806(6) 0.0446(16) Uani 1 1 d . . .
H5 H 0.7843 0.1170 0.1017 0.054 Uiso 1 1 calc R . .
C6 C 0.6279(6) 0.1111(5) 0.1538(6) 0.0401(14) Uani 1 1 d . . .
H6 H 0.6540 0.0927 0.2238 0.048 Uiso 1 1 calc R . .
C7 C 0.5089(5) 0.1249(5) 0.1185(5) 0.0357(13) Uani 1 1 d . . .
C8 C 0.2728(6) 0.1898(5) -0.0915(5) 0.0409(15) Uani 1 1 d . . .
H8A H 0.1893 0.1752 -0.0818 0.049 Uiso 1 1 calc R . .
H8B H 0.2803 0.1382 -0.1564 0.049 Uiso 1 1 calc R . .
C9 C 0.3061(5) 0.3180(5) -0.1084(5) 0.0373(14) Uani 1 1 d . . .
C10 C 0.2927(8) 0.4081(6) -0.0315(6) 0.0555(19) Uani 1 1 d . . .
H10 H 0.2638 0.3906 0.0318 0.067 Uiso 1 1 calc R . .
C11 C 0.3221(9) 0.5252(7) -0.0484(7) 0.070(2) Uani 1 1 d . . .
H11 H 0.3126 0.5866 0.0033 0.083 Uiso 1 1 calc R . .
C12 C 0.3652(8) 0.5508(7) -0.1409(6) 0.063(2) Uani 1 1 d . . .
H12 H 0.3861 0.6295 -0.1515 0.075 Uiso 1 1 calc R . .
C13 C 0.3776(6) 0.4606(6) -0.2183(6) 0.0504(17) Uani 1 1 d . . .
H13 H 0.4065 0.4786 -0.2814 0.060 Uiso 1 1 calc R . .
C14 C 0.3475(6) 0.3436(6) -0.2034(6) 0.0446(15) Uani 1 1 d . . .
H14 H 0.3550 0.2825 -0.2564 0.054 Uiso 1 1 calc R . .
C15 C 0.4039(7) 0.0908(6) 0.2818(6) 0.0499(17) Uani 1 1 d . . .
H15A H 0.4354 0.0177 0.2916 0.060 Uiso 1 1 calc R . .
H15B H 0.3205 0.0784 0.2916 0.060 Uiso 1 1 calc R . .
C16 C 0.4747(7) 0.1886(7) 0.3675(6) 0.0525(18) Uani 1 1 d . . .
H16A H 0.5595 0.1941 0.3628 0.063 Uiso 1 1 calc R . .
H16B H 0.4653 0.1679 0.4396 0.063 Uiso 1 1 calc R . .
C17 C 0.1057(6) 0.2834(7) 0.5884(7) 0.0535(18) Uani 1 1 d . . .
H17 H 0.1004 0.2011 0.5801 0.064 Uiso 1 1 calc R . .
C18 C 0.0897(6) 0.4670(6) 0.6534(6) 0.0453(16) Uani 1 1 d . . .
C19 C 0.0683(6) 0.5663(7) 0.7116(6) 0.0529(18) Uani 1 1 d . . .
H19 H 0.0308 0.5624 0.7727 0.063 Uiso 1 1 calc R . .
C20 C 0.1042(6) 0.6730(7) 0.6766(6) 0.0534(18) Uani 1 1 d . . .
H20 H 0.0916 0.7431 0.7149 0.064 Uiso 1 1 calc R . .
C21 C 0.1600(6) 0.6779(7) 0.5833(6) 0.0511(17) Uani 1 1 d . . .
H21 H 0.1823 0.7512 0.5607 0.061 Uiso 1 1 calc R . .
C22 C 0.1819(6) 0.5782(7) 0.5257(6) 0.0496(17) Uani 1 1 d . . .
H22 H 0.2202 0.5816 0.4651 0.060 Uiso 1 1 calc R . .
C23 C 0.1445(6) 0.4705(6) 0.5616(5) 0.0422(15) Uani 1 1 d . . .
C24 C 0.0084(6) 0.2970(8) 0.7547(7) 0.057(2) Uani 1 1 d . . .
H24A H 0.0433 0.3448 0.8250 0.068 Uiso 1 1 calc R . .
H24B H 0.0242 0.2167 0.7592 0.068 Uiso 1 1 calc R . .
C25 C -0.1263(6) 0.2958(7) 0.7323(6) 0.0480(17) Uani 1 1 d . . .
C26 C -0.1794(6) 0.3851(7) 0.7793(6) 0.0529(18) Uani 1 1 d . . .
H26 H -0.1325 0.4475 0.8291 0.063 Uiso 1 1 calc R . .
C27 C -0.3015(7) 0.3805(8) 0.7518(6) 0.0572(19) Uani 1 1 d . . .
H27 H -0.3371 0.4415 0.7818 0.069 Uiso 1 1 calc R . .
C28 C -0.3726(6) 0.2872(7) 0.6806(6) 0.0529(18) Uani 1 1 d . . .
H28 H -0.4555 0.2856 0.6634 0.064 Uiso 1 1 calc R . .
C29 C -0.3232(6) 0.1978(7) 0.6354(6) 0.0508(17) Uani 1 1 d . . .
H29 H -0.3722 0.1347 0.5879 0.061 Uiso 1 1 calc R . .
C30 C -0.1992(6) 0.1997(6) 0.6595(6) 0.0474(16) Uani 1 1 d . . .
H30 H -0.1648 0.1386 0.6281 0.057 Uiso 1 1 calc R . .
C31 C 0.2135(6) 0.3168(7) 0.4309(6) 0.0520(17) Uani 1 1 d . . .
H31A H 0.1845 0.3533 0.3672 0.062 Uiso 1 1 calc R . .
H31B H 0.1951 0.2312 0.4111 0.062 Uiso 1 1 calc R . .
C32 C 0.3479(6) 0.3555(7) 0.4661(6) 0.0501(17) Uani 1 1 d . . .
H32A H 0.3769 0.3111 0.5241 0.060 Uiso 1 1 calc R . .
H32B H 0.3638 0.4390 0.4963 0.060 Uiso 1 1 calc R . .
O1W O 0.0406(12) 0.9711(16) 0.5980(16) 0.174(9) Uani 0.78(3) 1 d PD B 1
H2W H 0.003(18) 0.98(3) 0.650(14) 0.261 Uiso 0.78(3) 1 d PD . .
H1W H 0.112(7) 0.99(3) 0.632(17) 0.261 Uiso 0.78(3) 1 d PD . .
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'
Br Br -0.2901 2.4595 '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'
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
C32 S1 C16 103.5(3) . . ?
C1 N1 C2 108.9(5) . . ?
C1 N1 C8 125.7(5) . . ?
C2 N1 C8 125.4(5) . . ?
C1 N2 C7 108.6(5) . . ?
C1 N2 C15 124.8(6) . . ?
C7 N2 C15 126.7(5) . . ?
C17 N3 C18 108.8(6) . . ?
C17 N3 C24 125.4(6) . . ?
C18 N3 C24 125.8(6) . . ?
C17 N4 C23 107.5(6) . . ?
C17 N4 C31 126.7(6) . . ?
C23 N4 C31 125.7(6) . . ?
N1 C1 N2 110.1(5) . . ?
N1 C2 C3 131.9(6) . . ?
N1 C2 C7 106.0(5) . . ?
C3 C2 C7 122.1(6) . . ?
C4 C3 C2 115.8(6) . . ?
C3 C4 C5 122.2(6) . . ?
C6 C5 C4 122.4(6) . . ?
C5 C6 C7 116.7(6) . . ?
N2 C7 C6 132.7(6) . . ?
N2 C7 C2 106.5(5) . . ?
C6 C7 C2 120.8(6) . . ?
N1 C8 C9 111.5(5) . . ?
C10 C9 C14 120.3(6) . . ?
C10 C9 C8 120.2(6) . . ?
C14 C9 C8 119.4(6) . . ?
C9 C10 C11 119.7(7) . . ?
C12 C11 C10 120.1(7) . . ?
C11 C12 C13 120.1(7) . . ?
C12 C13 C14 120.5(7) . . ?
C13 C14 C9 119.1(7) . . ?
N2 C15 C16 112.2(6) . . ?
C15 C16 S1 114.5(5) . . ?
N3 C17 N4 110.9(7) . . ?
C19 C18 C23 122.4(7) . . ?
C19 C18 N3 132.1(7) . . ?
C23 C18 N3 105.5(6) . . ?
C18 C19 C20 117.2(7) . . ?
C19 C20 C21 121.0(7) . . ?
C22 C21 C20 121.6(7) . . ?
C21 C22 C23 116.9(7) . . ?
C18 C23 C22 120.9(7) . . ?
C18 C23 N4 107.4(6) . . ?
C22 C23 N4 131.7(6) . . ?
N3 C24 C25 111.2(5) . . ?
C26 C25 C30 119.6(6) . . ?
C26 C25 C24 122.5(7) . . ?
C30 C25 C24 117.9(7) . . ?
C27 C26 C25 119.2(8) . . ?
C26 C27 C28 121.2(8) . . ?
C29 C28 C27 120.6(7) . . ?
C28 C29 C30 120.2(7) . . ?
C29 C30 C25 119.1(7) . . ?
N4 C31 C32 108.7(6) . . ?
C31 C32 S1 113.5(5) . . ?
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
S1 C32 1.819(7) . ?
S1 C16 1.842(7) . ?
N1 C1 1.333(8) . ?
N1 C2 1.395(8) . ?
N1 C8 1.489(8) . ?
N2 C1 1.339(8) . ?
N2 C7 1.392(8) . ?
N2 C15 1.493(8) . ?
N3 C17 1.333(10) . ?
N3 C18 1.420(9) . ?
N3 C24 1.505(9) . ?
N4 C17 1.343(9) . ?
N4 C23 1.415(9) . ?
N4 C31 1.489(9) . ?
C2 C3 1.408(9) . ?
C2 C7 1.411(9) . ?
C3 C4 1.387(10) . ?
C4 C5 1.406(10) . ?
C5 C6 1.376(9) . ?
C6 C7 1.408(9) . ?
C8 C9 1.528(9) . ?
C9 C10 1.384(10) . ?
C9 C14 1.399(9) . ?
C10 C11 1.400(10) . ?
C11 C12 1.378(12) . ?
C12 C13 1.386(11) . ?
C13 C14 1.392(10) . ?
C15 C16 1.513(11) . ?
C18 C19 1.369(10) . ?
C18 C23 1.401(10) . ?
C19 C20 1.388(11) . ?
C20 C21 1.426(11) . ?
C21 C22 1.371(11) . ?
C22 C23 1.407(10) . ?
C24 C25 1.528(9) . ?
C25 C26 1.398(11) . ?
C25 C30 1.427(11) . ?
C26 C27 1.384(11) . ?
C27 C28 1.391(12) . ?
C28 C29 1.365(11) . ?
C29 C30 1.405(10) . ?
C31 C32 1.525(10) . ?
