#------------------------------------------------------------------------------
#$Date: 2016-03-21 08:03:08 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178592 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/03/4070391.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_4070391
loop_
_publ_author_name
'Liu, Shiuh-Tzung'
'Lee, Chun-I'
'Fu, Ching-Feng'
'Chen, Chang-Hong'
'Liu, Yi-Hung'
'Elsevier, Cornelis J.'
'Peng, Shei-Ming'
'Chen, Jwu-Ting'
_publ_section_title
;
 N-Heterocyclic Carbene Transfer from Gold(I) to Palladium(II)
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              6957
_journal_paper_doi               10.1021/om900776j
_journal_volume                  28
_journal_year                    2009
_chemical_formula_sum            'C14 H18 Cl2 N2 Pd S'
_chemical_formula_weight         423.66
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 108.238(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0299(2)
_cell_length_b                   17.8932(3)
_cell_length_c                   12.3472(3)
_cell_measurement_reflns_used    11719
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      32.6162
_cell_measurement_theta_min      2.8528
_cell_volume                     1684.93(7)
_computing_cell_refinement
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_data_collection
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_data_reduction
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_computing_molecular_graphics    SHELXTL
_computing_publication_material  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  'Oxford Diffraction Gemini R'
_diffrn_measurement_method       CCD
_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  0.0345
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20043
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.86
_exptl_absorpt_coefficient_mu    1.533
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.75435
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlis RED, Oxford Diffraction Ltd., 
Version 1.171.32.24 (release 21-04-2008 CrysAlis171 .NET) 
(compiled Apr 21 2008,18:23:10) 
Empirical absorption correction using spherical harmonics, 
 implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.496
_refine_diff_density_min         -0.453
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.0014(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     182
_refine_ls_number_reflns         3866
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0233
_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)+(0.0322P)²+0.3843P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0583
_refine_ls_wR_factor_ref         0.0609
_reflns_number_gt                3203
_reflns_number_total             3866
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900776j_si_002.cif
_cod_data_source_block           ic13324_complex-15
_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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4070391
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Pd1 Pd 0.93664(2) 0.027434(9) 0.845810(13) 0.03084(7) Uani 1 1 d .
Cl1 Cl 1.16466(7) -0.00775(4) 0.78102(5) 0.04299(14) Uani 1 1 d .
Cl2 Cl 1.06137(9) 0.14536(3) 0.90199(6) 0.05737(19) Uani 1 1 d .
S1 S 0.72209(8) 0.06110(3) 0.91910(5) 0.04129(14) Uani 1 1 d .
N1 N 0.6540(2) -0.07423(10) 0.83095(14) 0.0331(4) Uani 1 1 d .
N2 N 0.7890(2) -0.12077(10) 0.72318(15) 0.0343(4) Uani 1 1 d .
C1 C 0.5651(4) 0.10833(19) 0.8036(3) 0.0721(9) Uani 1 1 d .
H1A H 0.4683 0.1246 0.8276 0.108 Uiso 1 1 calc R
H1B H 0.5235 0.0748 0.7401 0.108 Uiso 1 1 calc R
H1C H 0.6194 0.1509 0.7812 0.108 Uiso 1 1 calc R
C2 C 0.6175(3) -0.02798(13) 0.9164(2) 0.0376(5) Uani 1 1 d .
H2A H 0.6617 -0.0517 0.9905 0.045 Uiso 1 1 calc R
H2B H 0.4920 -0.0213 0.8987 0.045 Uiso 1 1 calc R
C3 C 0.7960(3) -0.06425(12) 0.79613(16) 0.0296(4) Uani 1 1 d .
C4 C 0.6441(3) -0.16537(14) 0.7144(2) 0.0476(6) Uani 1 1 d .
H4A H 0.6116 -0.2080 0.6696 0.057 Uiso 1 1 calc R
C5 C 0.5600(3) -0.13619(15) 0.7817(2) 0.0482(6) Uani 1 1 d .
H5A H 0.4580 -0.1542 0.7930 0.058 Uiso 1 1 calc R
C6 C 0.9015(3) -0.13488(12) 0.65431(18) 0.0340(5) Uani 1 1 d .
C7 C 0.8614(3) -0.09972(13) 0.54908(19) 0.0389(5) Uani 1 1 d .
C8 C 0.9653(3) -0.11663(14) 0.48143(19) 0.0445(6) Uani 1 1 d .
H8A H 0.9415 -0.0938 0.4105 0.053 Uiso 1 1 calc R
C9 C 1.1037(3) -0.16661(14) 0.5167(2) 0.0438(6) Uani 1 1 d .
C10 C 1.1379(3) -0.20020(13) 0.62228(19) 0.0398(5) Uani 1 1 d .
H10A H 1.2292 -0.2345 0.6457 0.048 Uiso 1 1 calc R
C11 C 1.0404(3) -0.18443(12) 0.69411(18) 0.0362(5) Uani 1 1 d .
C12 C 0.7151(4) -0.04439(17) 0.5109(2) 0.0588(8) Uani 1 1 d .
H12A H 0.7078 -0.0262 0.4364 0.088 Uiso 1 1 calc R
H12B H 0.7371 -0.0034 0.5636 0.088 Uiso 1 1 calc R
H12C H 0.6066 -0.0681 0.5082 0.088 Uiso 1 1 calc R
C13 C 1.2175(4) -0.18234(18) 0.4424(2) 0.0627(8) Uani 1 1 d .
H13A H 1.1745 -0.1546 0.3726 0.094 Uiso 1 1 calc R
H13B H 1.2143 -0.2348 0.4256 0.094 Uiso 1 1 calc R
H13C H 1.3360 -0.1676 0.4817 0.094 Uiso 1 1 calc R
C14 C 1.0901(4) -0.21601(15) 0.81346(19) 0.0486(6) Uani 1 1 d .
H14A H 1.1889 -0.2488 0.8256 0.073 Uiso 1 1 calc R
H14B H 0.9928 -0.2434 0.8229 0.073 Uiso 1 1 calc R
H14C H 1.1201 -0.1759 0.8677 0.073 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'
S S 0.1246 0.1234 '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'
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
C3 Pd1 S1 84.99(6)
C3 Pd1 Cl1 95.99(6)
S1 Pd1 Cl1 176.95(2)
C3 Pd1 Cl2 171.02(6)
S1 Pd1 Cl2 87.16(3)
Cl1 Pd1 Cl2 92.08(3)
C1 S1 C2 101.27(14)
C1 S1 Pd1 103.95(11)
C2 S1 Pd1 99.58(7)
C3 N1 C5 111.59(18)
C3 N1 C2 122.85(18)
C5 N1 C2 125.38(19)
C3 N2 C4 110.06(18)
C3 N2 C6 128.61(18)
C4 N2 C6 121.20(18)
N1 C2 S1 108.77(15)
N2 C3 N1 104.58(17)
N2 C3 Pd1 137.09(15)
N1 C3 Pd1 117.91(15)
C5 C4 N2 107.7(2)
C4 C5 N1 106.1(2)
C7 C6 C11 123.1(2)
C7 C6 N2 117.86(19)
C11 C6 N2 118.99(19)
C8 C7 C6 117.2(2)
C8 C7 C12 121.1(2)
C6 C7 C12 121.7(2)
C9 C8 C7 121.7(2)
C10 C9 C8 118.7(2)
C10 C9 C13 120.8(2)
C8 C9 C13 120.5(2)
C9 C10 C11 122.1(2)
C10 C11 C6 117.1(2)
C10 C11 C14 121.3(2)
C6 C11 C14 121.4(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C3 1.977(2)
Pd1 S1 2.2640(6)
Pd1 Cl1 2.3033(6)
Pd1 Cl2 2.3456(6)
S1 C1 1.792(3)
S1 C2 1.797(2)
N1 C3 1.351(3)
N1 C5 1.372(3)
N1 C2 1.442(3)
N2 C3 1.344(3)
N2 C4 1.387(3)
N2 C6 1.443(3)
C4 C5 1.330(3)
C6 C7 1.388(3)
C6 C11 1.389(3)
C7 C8 1.386(3)
C7 C12 1.495(3)
C8 C9 1.386(3)
C9 C10 1.383(3)
C9 C13 1.511(3)
C10 C11 1.383(3)
C11 C14 1.511(3)
