#------------------------------------------------------------------------------
#$Date: 2016-03-24 17:20:36 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179686 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/08/7000875.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_7000875
loop_
_publ_author_name
'Fliedel, Christophe'
'Schnee, Gilles'
'Braunstein, Pierre'
_publ_section_title
;
 Versatile coordination modes of novel hemilabile S-NHC ligands
;
_journal_issue                   14
_journal_name_full               'Dalton Transactions'
_journal_page_first              2474
_journal_page_last               2476
_journal_paper_doi               10.1039/b902314n
_journal_year                    2009
_chemical_formula_moiety         'C8 H14 Cl2 N2 Pd S'
_chemical_formula_sum            'C8 H14 Cl2 N2 Pd S'
_chemical_formula_weight         347.57
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_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                 118.849(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9199(6)
_cell_length_b                   8.3242(4)
_cell_length_c                   14.8290(9)
_cell_measurement_reflns_used    3634
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.986
_cell_measurement_theta_min      0.998
_cell_volume                     1180.66(12)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    ORTEP-3
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_sigmaI/netI    0.0707
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            4371
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         26.50
_diffrn_reflns_theta_min         2.13
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.164
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.955
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             688
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.844
_refine_diff_density_min         -1.012
_refine_diff_density_rms         0.221
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         2443
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0500
_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)+(0.0891P)²+2.4353P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1379
_refine_ls_wR_factor_ref         0.1671
_reflns_number_gt                1717
_reflns_number_total             2443
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b902314n.txt
_cod_data_source_block           flied27
_cod_original_cell_volume        1180.66(11)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7000875
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Pd1 Pd 0.22831(6) -0.17449(7) -0.09829(4) 0.0209(2) Uani 1 1 d . . .
S1 S 0.2121(2) -0.3658(2) -0.21347(15) 0.0247(5) Uani 1 1 d . . .
C1 C 0.1893(8) -0.0034(9) -0.2018(5) 0.0196(16) Uani 1 1 d . . .
C2 C 0.0889(9) 0.1183(10) -0.3558(6) 0.0284(19) Uani 1 1 d . . .
H2 H 0.0294 0.1389 -0.4252 0.034 Uiso 1 1 calc R . .
C3 C 0.1946(9) 0.2105(10) -0.2903(6) 0.0254(18) Uani 1 1 d . . .
H3 H 0.2226 0.3075 -0.3058 0.030 Uiso 1 1 calc R . .
C4 C 0.0025(9) -0.1596(10) -0.3440(6) 0.0281(19) Uani 1 1 d . . .
H4A H -0.0702 -0.1388 -0.4139 0.034 Uiso 1 1 calc R . .
H4B H -0.0418 -0.1918 -0.3038 0.034 Uiso 1 1 calc R . .
C5 C 0.0985(9) -0.2943(10) -0.3438(6) 0.0279(19) Uani 1 1 d . . .
H5A H 0.1550 -0.2546 -0.3732 0.033 Uiso 1 1 calc R . .
H5B H 0.0421 -0.3826 -0.3861 0.033 Uiso 1 1 calc R . .
C6 C 0.3850(9) -0.3803(11) -0.2053(7) 0.036(2) Uani 1 1 d . . .
H6A H 0.4462 -0.4400 -0.1435 0.043 Uiso 1 1 calc R . .
H6B H 0.3756 -0.4423 -0.2637 0.043 Uiso 1 1 calc R . .
C7 C 0.4544(10) -0.2246(12) -0.2033(7) 0.041(2) Uani 1 1 d . . .
H7A H 0.3902 -0.1575 -0.2586 0.061 Uiso 1 1 calc R . .
H7B H 0.5353 -0.2447 -0.2111 0.061 Uiso 1 1 calc R . .
H7C H 0.4822 -0.1715 -0.1388 0.061 Uiso 1 1 calc R . .
C8 C 0.3799(9) 0.1973(10) -0.1036(7) 0.033(2) Uani 1 1 d . . .
H8A H 0.3556 0.2929 -0.0796 0.049 Uiso 1 1 calc R . .
H8B H 0.4516 0.2218 -0.1213 0.049 Uiso 1 1 calc R . .
H8C H 0.4137 0.1175 -0.0502 0.049 Uiso 1 1 calc R . .
Cl1 Cl 0.2850(2) -0.3908(2) 0.01958(15) 0.0299(5) Uani 1 1 d . . .
Cl2 Cl 0.2274(2) 0.0137(2) 0.01713(15) 0.0290(5) Uani 1 1 d . . .
N1 N 0.0849(6) -0.0144(8) -0.3002(5) 0.0222(14) Uani 1 1 d . . .
N2 N 0.2551(7) 0.1352(8) -0.1953(5) 0.0236(15) 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
Pd Pd -0.9988 1.0072 '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'
C C 0.0033 0.0016 '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'
N N 0.0061 0.0033 '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'
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 S1 90.7(2) . . ?
C1 Pd1 Cl2 90.6(2) . . ?
S1 Pd1 Cl2 175.39(7) . . ?
C1 Pd1 Cl1 175.3(2) . . ?
S1 Pd1 Cl1 85.41(7) . . ?
Cl2 Pd1 Cl1 93.52(7) . . ?
C5 S1 C6 104.1(4) . . ?
C5 S1 Pd1 109.5(3) . . ?
C6 S1 Pd1 106.9(3) . . ?
N2 C1 N1 106.2(6) . . ?
N2 C1 Pd1 131.0(6) . . ?
N1 C1 Pd1 122.8(5) . . ?
C3 C2 N1 106.8(7) . . ?
C3 C2 H2 126.6 . . ?
N1 C2 H2 126.6 . . ?
C2 C3 N2 107.5(7) . . ?
C2 C3 H3 126.2 . . ?
N2 C3 H3 126.2 . . ?
N1 C4 C5 109.3(6) . . ?
N1 C4 H4A 109.8 . . ?
C5 C4 H4A 109.8 . . ?
N1 C4 H4B 109.8 . . ?
C5 C4 H4B 109.8 . . ?
H4A C4 H4B 108.3 . . ?
C4 C5 S1 110.9(5) . . ?
C4 C5 H5A 109.5 . . ?
S1 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
S1 C5 H5B 109.5 . . ?
H5A C5 H5B 108.0 . . ?
C7 C6 S1 116.0(6) . . ?
C7 C6 H6A 108.3 . . ?
S1 C6 H6A 108.3 . . ?
C7 C6 H6B 108.3 . . ?
S1 C6 H6B 108.3 . . ?
H6A C6 H6B 107.4 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N2 C8 H8A 109.5 . . ?
N2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C1 N1 C2 109.5(6) . . ?
C1 N1 C4 123.6(6) . . ?
C2 N1 C4 125.6(7) . . ?
C1 N2 C3 109.9(7) . . ?
C1 N2 C8 126.4(7) . . ?
C3 N2 C8 123.6(7) . . ?
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 1.984(7) . ?
Pd1 S1 2.279(2) . ?
Pd1 Cl2 2.3239(19) . ?
Pd1 Cl1 2.374(2) . ?
S1 C5 1.821(8) . ?
S1 C6 1.837(8) . ?
C1 N2 1.339(10) . ?
C1 N1 1.353(9) . ?
C2 C3 1.335(12) . ?
C2 N1 1.391(10) . ?
C2 H2 0.9300 . ?
C3 N2 1.384(9) . ?
C3 H3 0.9300 . ?
C4 N1 1.459(10) . ?
C4 C5 1.534(11) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C6 C7 1.495(12) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 N2 1.478(10) . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
