#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:55:43 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179084 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/46/4304648.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_4304648
loop_
_publ_author_name
'Manoja K. Samantaray'
'Keliang Pang'
'Mobin M. Shaikh'
'Prasenjit Ghosh'
_publ_section_title
;
From Large 12-Membered Macrometallacycles to Ionic (NHC)2M+Cl- Type
Complexes of Gold and Silver by Modulation of the N-Substituent of
Amido-Functionalized N-Heterocyclic Carbene (NHC) Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4153
_journal_page_last               4165
_journal_paper_doi               10.1021/ic702186g
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C24 H42 Ag Cl N6 O2'
_chemical_formula_weight         589.96
_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                 93.132(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.8308(7)
_cell_length_b                   15.3548(11)
_cell_length_c                   13.3109(8)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      14.1700
_cell_measurement_theta_min      10.1100
_cell_volume                     3026.7(3)
_computing_cell_refinement       'Argus (Nonius, MACH3 software)'
_computing_data_collection       'Argus (Nonius, MACH3 software)'
_computing_data_reduction        'Maxus (Nonius software)'
_computing_molecular_graphics    Ortep
_computing_publication_material  Shelx97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius MACH3'
_diffrn_measurement_method       ω/q-scan
_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  0.0263
_diffrn_reflns_av_sigmaI/netI    0.0643
_diffrn_reflns_limit_h_max       0
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3600
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         1.91
_diffrn_standards_decay_%        <3%
_diffrn_standards_interval_time  3600
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.783
_exptl_absorpt_correction_T_max  0.8284
_exptl_absorpt_correction_T_min  0.7713
_exptl_absorpt_correction_type   psi-scan
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1232
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.540
_refine_diff_density_min         -0.551
_refine_diff_density_rms         0.085
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         3472
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.1064
_refine_ls_R_factor_gt           0.0487
_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)+(0.0523P)²+4.3781P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1044
_refine_ls_wR_factor_ref         0.1228
_reflns_number_gt                2328
_reflns_number_total             3472
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic702186g-file011.cif
_cod_data_source_block           pg100a
_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.

'_exptl_absorpt_correction_type' value 'Psi-scan' changed to
'psi-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      'C 2/c'
_cod_database_code               4304648
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.5000 0.36560(3) 0.2500 0.05105(18) Uani 1 2 d S . .
Cl1 Cl 0.5000 0.06229(11) 0.2500 0.0720(5) Uani 1 2 d S . .
N1 N 0.3024(2) 0.4320(2) 0.2484(3) 0.0517(8) Uani 1 1 d . . .
N2 N 0.30903(19) 0.3103(2) 0.1727(2) 0.0418(7) Uani 1 1 d . . .
N3 N 0.4826(2) 0.1949(3) 0.0592(3) 0.0537(9) Uani 1 1 d . . .
O1 O 0.3946(2) 0.3002(2) -0.0123(2) 0.0643(8) Uani 1 1 d . . .
C1 C 0.3600(2) 0.3696(3) 0.2241(3) 0.0461(9) Uani 1 1 d . . .
C2 C 0.2161(3) 0.4127(3) 0.2125(3) 0.0593(12) Uani 1 1 d . . .
H2 H 0.1647 0.4462 0.2200 0.071 Uiso 1 1 calc R . .
C3 C 0.2201(3) 0.3362(3) 0.1647(3) 0.0548(11) Uani 1 1 d . . .
H3 H 0.1723 0.3064 0.1323 0.066 Uiso 1 1 calc R . .
C4 C 0.3279(4) 0.5114(3) 0.3064(4) 0.0757(15) Uani 1 1 d . . .
H4 H 0.3914 0.4971 0.3231 0.091 Uiso 1 1 calc R . .
C5 C 0.3413(6) 0.5845(4) 0.2429(5) 0.128(3) Uani 1 1 d . . .
H5A H 0.2847 0.6010 0.2098 0.192 Uiso 1 1 calc R . .
H5B H 0.3834 0.5693 0.1934 0.192 Uiso 1 1 calc R . .
H5C H 0.3648 0.6323 0.2826 0.192 Uiso 1 1 calc R . .
C6 C 0.2981(7) 0.5132(5) 0.4023(5) 0.164(4) Uani 1 1 d . . .
H6A H 0.3144 0.5678 0.4335 0.246 Uiso 1 1 calc R . .
H6B H 0.3255 0.4665 0.4409 0.246 Uiso 1 1 calc R . .
H6C H 0.2336 0.5067 0.3996 0.246 Uiso 1 1 calc R . .
C7 C 0.3435(3) 0.2291(3) 0.1332(3) 0.0493(10) Uani 1 1 d . . .
H7A H 0.2936 0.1947 0.1048 0.059 Uiso 1 1 calc R . .
H7B H 0.3729 0.1960 0.1877 0.059 Uiso 1 1 calc R . .
C8 C 0.4105(3) 0.2458(3) 0.0528(3) 0.0430(9) Uani 1 1 d . . .
C9 C 0.5588(3) 0.1947(3) -0.0086(3) 0.0628(13) Uani 1 1 d . . .
C10 C 0.6041(5) 0.2821(5) -0.0024(6) 0.131(3) Uani 1 1 d . . .
H10A H 0.5619 0.3264 -0.0248 0.196 Uiso 1 1 calc R . .
H10B H 0.6547 0.2823 -0.0445 0.196 Uiso 1 1 calc R . .
H10C H 0.6248 0.2935 0.0659 0.196 Uiso 1 1 calc R . .
C11 C 0.6236(5) 0.1271(7) 0.0296(8) 0.206(6) Uani 1 1 d . . .
H11A H 0.6481 0.1434 0.0951 0.309 Uiso 1 1 calc R . .
H11B H 0.6717 0.1219 -0.0155 0.309 Uiso 1 1 calc R . .
H11C H 0.5930 0.0722 0.0337 0.309 Uiso 1 1 calc R . .
C12 C 0.5269(4) 0.1789(6) -0.1151(5) 0.133(3) Uani 1 1 d . . .
H12A H 0.4948 0.1246 -0.1198 0.199 Uiso 1 1 calc R . .
H12B H 0.5778 0.1766 -0.1565 0.199 Uiso 1 1 calc R . .
H12C H 0.4874 0.2253 -0.1377 0.199 Uiso 1 1 calc R . .
H3N H 0.485(3) 0.159(3) 0.102(3) 0.034(11) Uiso 1 1 d . . .
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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
C1 Ag1 C1 176.6(2) . 2_655 ?
C1 N1 C2 110.9(3) . . ?
C1 N1 C4 124.6(4) . . ?
C2 N1 C4 124.5(4) . . ?
C1 N2 C3 110.7(3) . . ?
C1 N2 C7 124.3(3) . . ?
C3 N2 C7 124.9(3) . . ?
C8 N3 C9 126.9(4) . . ?
C8 N3 H3N 117(3) . . ?
C9 N3 H3N 116(3) . . ?
N1 C1 N2 105.0(3) . . ?
N1 C1 Ag1 128.7(3) . . ?
N2 C1 Ag1 126.2(3) . . ?
C3 C2 N1 106.8(4) . . ?
C3 C2 H2 126.6 . . ?
N1 C2 H2 126.6 . . ?
C2 C3 N2 106.5(4) . . ?
C2 C3 H3 126.8 . . ?
N2 C3 H3 126.8 . . ?
C6 C4 C5 126.7(6) . . ?
C6 C4 N1 114.5(5) . . ?
C5 C4 N1 112.2(5) . . ?
C6 C4 H4 98.5 . . ?
C5 C4 H4 98.5 . . ?
N1 C4 H4 98.5 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 C8 111.4(3) . . ?
N2 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
N2 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
O1 C8 N3 125.1(4) . . ?
O1 C8 C7 120.6(4) . . ?
N3 C8 C7 114.2(4) . . ?
N3 C9 C11 107.1(4) . . ?
N3 C9 C12 111.5(4) . . ?
C11 C9 C12 112.1(7) . . ?
N3 C9 C10 108.6(4) . . ?
C11 C9 C10 109.1(7) . . ?
C12 C9 C10 108.4(6) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C9 C11 H11A 109.5 . . ?
C9 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C9 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C9 C12 H12A 109.5 . . ?
C9 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C9 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
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
Ag1 C1 2.087(4) . ?
Ag1 C1 2.087(4) 2_655 ?
N1 C1 1.335(5) . ?
N1 C2 1.374(5) . ?
N1 C4 1.482(6) . ?
N2 C1 1.346(5) . ?
N2 C3 1.376(5) . ?
N2 C7 1.457(5) . ?
N3 C8 1.325(5) . ?
N3 C9 1.484(5) . ?
N3 H3N 0.79(4) . ?
O1 C8 1.217(5) . ?
C2 C3 1.339(6) . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 C6 1.374(8) . ?
C4 C5 1.425(8) . ?
C4 H4 0.9800 . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 C8 1.521(5) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C9 C11 1.486(8) . ?
C9 C12 1.490(7) . ?
C9 C10 1.501(8) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
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_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C2 N1 C1 N2 -0.3(5) . . . . ?
C4 N1 C1 N2 179.6(4) . . . . ?
C2 N1 C1 Ag1 176.1(3) . . . . ?
C4 N1 C1 Ag1 -4.0(6) . . . . ?
C3 N2 C1 N1 0.4(4) . . . . ?
C7 N2 C1 N1 -178.4(3) . . . . ?
C3 N2 C1 Ag1 -176.1(3) . . . . ?
C7 N2 C1 Ag1 5.0(5) . . . . ?
C1 Ag1 C1 N1 -26.4(4) 2_655 . . . ?
C1 Ag1 C1 N2 149.3(3) 2_655 . . . ?
C1 N1 C2 C3 0.0(5) . . . . ?
C4 N1 C2 C3 -179.8(4) . . . . ?
N1 C2 C3 N2 0.2(5) . . . . ?
C1 N2 C3 C2 -0.4(5) . . . . ?
C7 N2 C3 C2 178.4(4) . . . . ?
C1 N1 C4 C6 -109.2(7) . . . . ?
C2 N1 C4 C6 70.6(8) . . . . ?
C1 N1 C4 C5 97.1(6) . . . . ?
C2 N1 C4 C5 -83.0(7) . . . . ?
C1 N2 C7 C8 -64.3(5) . . . . ?
C3 N2 C7 C8 117.0(4) . . . . ?
C9 N3 C8 O1 1.6(7) . . . . ?
C9 N3 C8 C7 179.2(4) . . . . ?
N2 C7 C8 O1 -44.3(5) . . . . ?
N2 C7 C8 N3 138.0(4) . . . . ?
C8 N3 C9 C11 179.4(7) . . . . ?
C8 N3 C9 C12 -57.7(7) . . . . ?
C8 N3 C9 C10 61.7(6) . . . . ?
