#------------------------------------------------------------------------------
#$Date: 2016-03-26 18:08:36 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180413 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/82/7208291.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_7208291
loop_
_publ_author_name
'Liu, Qing-Xiang'
'Wang, Hong'
'Zhao, Xiao-Jun'
'Yao, Zhao-Quan'
'Wang, Zhi-Qiang'
'Chen, Ai-Hui'
'Wang, Xiu-Guang'
_publ_section_title
;
 N-Heterocyclic carbene silver(i), palladium(ii) and mercury(ii)
 complexes: synthesis, structural studies and catalytic activity
;
_journal_issue                   16
_journal_name_full               CrystEngComm
_journal_page_first              5330
_journal_paper_doi               10.1039/c2ce25365h
_journal_volume                  14
_journal_year                    2012
_chemical_formula_sum            'C39 H44 Ag2 Cl2 N4 O2'
_chemical_formula_weight         887.42
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 105.3440(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.9386(5)
_cell_length_b                   21.6466(11)
_cell_length_c                   16.7369(7)
_cell_measurement_reflns_used    6300
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      0.00
_cell_measurement_theta_min      0.00
_cell_volume                     3821.8(3)
_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      296(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0145
_diffrn_reflns_av_sigmaI/netI    0.0141
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9526
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.15
_exptl_absorpt_coefficient_mu    1.203
_exptl_absorpt_correction_T_max  0.805
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.542
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1800
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.18
_refine_diff_density_max         2.616
_refine_diff_density_min         -0.831
_refine_diff_density_rms         0.150
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     223
_refine_ls_number_reflns         3348
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.0735
_refine_ls_R_factor_gt           0.0670
_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)+(0.1390P)²+35.0215P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2216
_refine_ls_wR_factor_ref         0.2289
_reflns_number_gt                2910
_reflns_number_total             3369
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce25365h.txt
_cod_data_source_block           complex
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7208291
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Ag1 Ag 0.63098(6) 0.02752(3) 0.10892(4) 0.0625(3) Uani 1 1 d .
Cl1 Cl 0.62174(15) -0.07368(7) 0.04633(10) 0.0474(4) Uani 1 1 d U
O1 O 0.8859(5) 0.2297(3) 0.1454(3) 0.0587(13) Uani 1 1 d .
N1 N 0.6605(5) 0.1054(3) 0.2679(4) 0.0484(13) Uani 1 1 d .
N2 N 0.6539(5) 0.1663(3) 0.1645(3) 0.0454(12) Uani 1 1 d .
C1 C 0.6650(6) 0.1658(3) 0.2984(4) 0.0482(16) Uani 1 1 d .
C2 C 0.6616(6) 0.2038(3) 0.2316(4) 0.0470(15) Uani 1 1 d .
C3 C 0.6638(7) 0.2681(4) 0.2401(5) 0.0567(18) Uani 1 1 d .
H3 H 0.6603 0.2942 0.1954 0.068 Uiso 1 1 calc R
C4 C 0.6712(8) 0.2911(4) 0.3187(6) 0.067(2) Uani 1 1 d .
H4 H 0.6745 0.3336 0.3271 0.081 Uiso 1 1 calc R
C5 C 0.6740(8) 0.2518(4) 0.3853(5) 0.063(2) Uani 1 1 d .
H5 H 0.6784 0.2688 0.4370 0.075 Uiso 1 1 calc R
C6 C 0.6702(7) 0.1894(4) 0.3766(5) 0.0559(18) Uani 1 1 d .
H6 H 0.6712 0.1635 0.4211 0.067 Uiso 1 1 calc R
C7 C 0.6526(6) 0.1051(3) 0.1868(4) 0.0495(16) Uani 1 1 d .
C8 C 0.6710(7) 0.0513(4) 0.3204(5) 0.0564(17) Uani 1 1 d .
H8A H 0.6459 0.0151 0.2858 0.068 Uiso 1 1 calc R
H8B H 0.6129 0.0555 0.3550 0.068 Uiso 1 1 calc R
C9 C 0.8050(8) 0.0416(4) 0.3758(5) 0.0588(18) Uani 1 1 d .
H9A H 0.8340 0.0796 0.4055 0.071 Uiso 1 1 calc R
H9B H 0.8030 0.0099 0.4163 0.071 Uiso 1 1 calc R
C10 C 0.8986(9) 0.0228(5) 0.3273(6) 0.076(3) Uani 1 1 d .
H10A H 0.8681 -0.0145 0.2963 0.091 Uiso 1 1 calc R
H10B H 0.9020 0.0551 0.2878 0.091 Uiso 1 1 calc R
C11 C 1.0315(9) 0.0113(5) 0.3817(7) 0.080(3) Uani 1 1 d .
H11A H 1.0653 0.0490 0.4090 0.120 Uiso 1 1 calc R
H11B H 1.0847 -0.0028 0.3480 0.120 Uiso 1 1 calc R
H11C H 1.0287 -0.0195 0.4224 0.120 Uiso 1 1 calc R
C12 C 0.6411(7) 0.1868(4) 0.0791(4) 0.0508(16) Uani 1 1 d .
H12A H 0.6314 0.2314 0.0772 0.061 Uiso 1 1 calc R
H12B H 0.5639 0.1693 0.0439 0.061 Uiso 1 1 calc R
C13 C 0.7492(7) 0.1702(3) 0.0435(4) 0.0505(16) Uani 1 1 d .
C14 C 0.8713(7) 0.1936(3) 0.0767(4) 0.0501(16) Uani 1 1 d .
C15 C 0.9675(8) 0.1802(4) 0.0395(5) 0.062(2) Uani 1 1 d .
H15 H 1.0493 0.1946 0.0628 0.075 Uiso 1 1 calc R
C16 C 0.9414(10) 0.1457(4) -0.0318(6) 0.072(2) Uani 1 1 d .
H16 H 1.0056 0.1378 -0.0573 0.086 Uiso 1 1 calc R
C17 C 0.8220(10) 0.1226(4) -0.0660(5) 0.071(2) Uani 1 1 d .
H17 H 0.8060 0.0985 -0.1137 0.085 Uiso 1 1 calc R
C18 C 0.7251(9) 0.1354(4) -0.0286(5) 0.0607(19) Uani 1 1 d .
H18 H 0.6437 0.1206 -0.0521 0.073 Uiso 1 1 calc R
C19 C 1.0061(7) 0.2601(4) 0.1763(5) 0.063(2) Uani 1 1 d .
H19A H 1.0229 0.2871 0.1342 0.075 Uiso 1 1 calc R
H19B H 1.0736 0.2298 0.1914 0.075 Uiso 1 1 calc R
C20 C 1.0000 0.2967(6) 0.2500 0.068(3) Uani 1 2 d S
H20A H 0.9260 0.3232 0.2348 0.082 Uiso 0.50 1 calc PR
H20B H 1.0740 0.3232 0.2652 0.082 Uiso 0.50 1 calc PR
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ag Ag -0.8971 1.1015 '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
C7 Ag1 Cl1 167.9(2) . .
C14 O1 C19 117.2(6) . .
C7 N1 C1 111.2(6) . .
C7 N1 C8 125.8(6) . .
C1 N1 C8 122.9(6) . .
C2 N2 C7 110.5(6) . .
C2 N2 C12 126.0(6) . .
C7 N2 C12 123.4(6) . .
C2 C1 C6 121.9(7) . .
C2 C1 N1 105.7(6) . .
C6 C1 N1 132.5(7) . .
N2 C2 C1 107.1(6) . .
N2 C2 C3 132.0(7) . .
C1 C2 C3 121.0(7) . .
C4 C3 C2 116.6(8) . .
C4 C3 H3 121.7 . .
C2 C3 H3 121.7 . .
C3 C4 C5 121.5(8) . .
C3 C4 H4 119.3 . .
C5 C4 H4 119.3 . .
C6 C5 C4 121.8(8) . .
C6 C5 H5 119.1 . .
C4 C5 H5 119.1 . .
C5 C6 C1 117.3(8) . .
C5 C6 H6 121.3 . .
C1 C6 H6 121.3 . .
N1 C7 N2 105.5(6) . .
N1 C7 Ag1 126.9(5) . .
N2 C7 Ag1 127.5(5) . .
N1 C8 C9 112.8(6) . .
N1 C8 H8A 109.0 . .
C9 C8 H8A 109.0 . .
N1 C8 H8B 109.0 . .
C9 C8 H8B 109.0 . .
H8A C8 H8B 107.8 . .
C10 C9 C8 112.8(7) . .
C10 C9 H9A 109.0 . .
C8 C9 H9A 109.0 . .
C10 C9 H9B 109.0 . .
C8 C9 H9B 109.0 . .
H9A C9 H9B 107.8 . .
C11 C10 C9 113.5(8) . .
C11 C10 H10A 108.9 . .
C9 C10 H10A 108.9 . .
C11 C10 H10B 108.9 . .
C9 C10 H10B 108.9 . .
H10A C10 H10B 107.7 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
N2 C12 C13 115.6(6) . .
N2 C12 H12A 108.4 . .
C13 C12 H12A 108.4 . .
N2 C12 H12B 108.4 . .
C13 C12 H12B 108.4 . .
H12A C12 H12B 107.5 . .
C18 C13 C14 119.0(7) . .
C18 C13 C12 119.1(7) . .
C14 C13 C12 121.6(7) . .
O1 C14 C15 124.3(7) . .
O1 C14 C13 115.4(6) . .
C15 C14 C13 120.2(7) . .
C16 C15 C14 119.7(8) . .
C16 C15 H15 120.1 . .
C14 C15 H15 120.1 . .
C15 C16 C17 121.1(8) . .
C15 C16 H16 119.4 . .
C17 C16 H16 119.4 . .
C16 C17 C18 119.4(8) . .
C16 C17 H17 120.3 . .
C18 C17 H17 120.3 . .
C13 C18 C17 120.4(8) . .
C13 C18 H18 119.8 . .
C17 C18 H18 119.8 . .
O1 C19 C20 107.8(6) . .
O1 C19 H19A 110.1 . .
C20 C19 H19A 110.1 . .
O1 C19 H19B 110.1 . .
C20 C19 H19B 110.1 . .
H19A C19 H19B 108.5 . .
C19 C20 C19 115.5(11) . 2_755
C19 C20 H20A 108.4 . .
C19 C20 H20A 108.4 2_755 .
C19 C20 H20B 108.4 . .
C19 C20 H20B 108.4 2_755 .
H20A C20 H20B 107.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 C7 2.100(7) .
Ag1 Cl1 2.4187(15) .
O1 C14 1.364(9) .
O1 C19 1.439(9) .
N1 C7 1.337(9) .
N1 C1 1.398(10) .
N1 C8 1.452(10) .
N2 C2 1.370(9) .
N2 C7 1.377(9) .
N2 C12 1.467(9) .
C1 C2 1.381(10) .
C1 C6 1.393(11) .
C2 C3 1.400(11) .
C3 C4 1.388(12) .
C3 H3 0.9300 .
C4 C5 1.397(13) .
C4 H4 0.9300 .
C5 C6 1.358(12) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C8 C9 1.527(11) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 C10 1.520(12) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C11 1.518(13) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 C13 1.503(10) .
C12 H12A 0.9700 .
C12 H12B 0.9700 .
C13 C18 1.386(10) .
C13 C14 1.399(11) .
C14 C15 1.387(11) .
C15 C16 1.373(13) .
C15 H15 0.9300 .
C16 C17 1.374(14) .
C16 H16 0.9300 .
C17 C18 1.395(12) .
C17 H17 0.9300 .
C18 H18 0.9300 .
C19 C20 1.481(11) .
C19 H19A 0.9700 .
C19 H19B 0.9700 .
C20 C19 1.481(11) 2_755
C20 H20A 0.9700 .
C20 H20B 0.9700 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_4
C7 N1 C1 C2 -0.9(7) .
C8 N1 C1 C2 175.6(6) .
C7 N1 C1 C6 178.2(7) .
C8 N1 C1 C6 -5.3(11) .
C7 N2 C2 C1 -0.2(7) .
C12 N2 C2 C1 176.5(6) .
C7 N2 C2 C3 -178.8(7) .
C12 N2 C2 C3 -2.2(12) .
C6 C1 C2 N2 -178.6(6) .
N1 C1 C2 N2 0.7(7) .
C6 C1 C2 C3 0.2(10) .
N1 C1 C2 C3 179.5(6) .
N2 C2 C3 C4 179.4(7) .
C1 C2 C3 C4 0.9(11) .
C2 C3 C4 C5 -1.2(12) .
C3 C4 C5 C6 0.4(13) .
C4 C5 C6 C1 0.7(12) .
C2 C1 C6 C5 -1.0(10) .
N1 C1 C6 C5 179.9(7) .
C1 N1 C7 N2 0.8(7) .
C8 N1 C7 N2 -175.6(6) .
C1 N1 C7 Ag1 -175.6(5) .
C8 N1 C7 Ag1 8.0(10) .
C2 N2 C7 N1 -0.4(7) .
C12 N2 C7 N1 -177.1(5) .
C2 N2 C7 Ag1 176.0(5) .
C12 N2 C7 Ag1 -0.8(9) .
Cl1 Ag1 C7 N1 -18.8(14) .
Cl1 Ag1 C7 N2 165.6(5) .
C7 N1 C8 C9 104.0(8) .
C1 N1 C8 C9 -71.9(9) .
N1 C8 C9 C10 -69.3(9) .
C8 C9 C10 C11 -178.4(8) .
C2 N2 C12 C13 116.8(7) .
C7 N2 C12 C13 -66.9(9) .
N2 C12 C13 C18 122.2(7) .
N2 C12 C13 C14 -63.8(9) .
C19 O1 C14 C15 5.8(10) .
C19 O1 C14 C13 -173.5(6) .
C18 C13 C14 O1 177.0(6) .
C12 C13 C14 O1 3.0(10) .
C18 C13 C14 C15 -2.3(10) .
C12 C13 C14 C15 -176.3(7) .
O1 C14 C15 C16 -176.9(7) .
C13 C14 C15 C16 2.3(11) .
C14 C15 C16 C17 -1.8(13) .
C15 C16 C17 C18 1.3(13) .
C14 C13 C18 C17 1.8(11) .
C12 C13 C18 C17 175.9(7) .
C16 C17 C18 C13 -1.3(12) .
C14 O1 C19 C20 179.7(7) .
O1 C19 C20 C19 68.6(5) 2_755
