#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:16:45 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179888 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/84/7018465.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_7018465
loop_
_publ_author_name
'Humenny, Will J.'
'Mitzinger, Stefan'
'Khadka, Chhatra B.'
'Najafabadi, Bahareh Khalili'
'Vieira, Isabelle'
'Corrigan, John F.'
_publ_section_title
;
 N-heterocyclic carbene stabilized copper- and silver-phenylchalcogenolate
 ring complexes.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4413
_journal_page_last               4422
_journal_paper_doi               10.1039/c2dt11998f
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C15 H21 Ag N2 O2'
_chemical_formula_weight         369.21
_chemical_name_systematic
;
?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 91.544(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.3053(5)
_cell_length_b                   7.3774(4)
_cell_length_c                   11.0119(7)
_cell_measurement_reflns_used    11968
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     755.68(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 19'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi scans + omeage to complete'
_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  0.0275
_diffrn_reflns_av_sigmaI/netI    0.0381
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            3460
_diffrn_reflns_theta_full        27.70
_diffrn_reflns_theta_max         27.70
_diffrn_reflns_theta_min         1.85
_exptl_absorpt_coefficient_mu    1.336
_exptl_absorpt_correction_T_max  0.9362
_exptl_absorpt_correction_T_min  0.7226
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.623
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             376
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.703
_refine_diff_density_min         -1.919
_refine_diff_density_rms         0.294
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1892
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0559
_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)+(0.1216P)²+0.1566P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1534
_refine_ls_wR_factor_ref         0.1776
_reflns_number_gt                1520
_reflns_number_total             1892
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt11998f.txt
_cod_data_source_block           n09170-p2
_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 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      P2(1)/m
_cod_database_code               7018465
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -y-1/2, 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
Ag1 Ag 0.97778(5) 0.7500 0.53950(4) 0.0425(3) Uani 1 2 d S
N1 N 1.0683(5) 0.7500 0.2721(5) 0.0328(12) Uani 1 2 d S
N2 N 1.2553(5) 0.7500 0.3935(5) 0.0285(11) Uani 1 2 d S
C1 C 1.1058(7) 0.7500 0.3887(6) 0.0288(13) Uani 1 2 d S
C2 C 1.1836(7) 0.7500 0.1978(6) 0.0283(13) Uani 1 2 d S
C3 C 1.1990(7) 0.7500 0.0695(5) 0.0320(13) Uani 1 2 d S
H3A H 1.1177 0.7500 0.0154 0.038 Uiso 1 2 calc SR
C4 C 1.3355(8) 0.7500 0.0281(6) 0.0376(15) Uani 1 2 d S
H4A H 1.3487 0.7500 -0.0572 0.045 Uiso 1 2 calc SR
C5 C 1.4573(7) 0.7500 0.1055(6) 0.0383(15) Uani 1 2 d S
H5A H 1.5502 0.7500 0.0718 0.046 Uiso 1 2 calc SR
C6 C 1.4444(7) 0.7500 0.2304(6) 0.0335(13) Uani 1 2 d S
H6A H 1.5266 0.7500 0.2835 0.040 Uiso 1 2 calc SR
C7 C 1.3076(7) 0.7500 0.2742(6) 0.0304(13) Uani 1 2 d S
C8 C 0.9128(6) 0.7500 0.2300(6) 0.0325(13) Uani 1 2 d S
H8A H 0.8536 0.7500 0.3044 0.039 Uiso 1 2 calc SR
C9 C 0.8761(5) 0.9220(8) 0.1601(4) 0.0435(12) Uani 1 1 d .
H9A H 0.9191 1.0265 0.2023 0.065 Uiso 1 1 calc R
H9B H 0.7715 0.9367 0.1547 0.065 Uiso 1 1 calc R
H9C H 0.9141 0.9137 0.0781 0.065 Uiso 1 1 calc R
C10 C 1.3479(7) 0.7500 0.5033(6) 0.0331(13) Uani 1 2 d S
H10A H 1.4494 0.7500 0.4757 0.040 Uiso 1 2 calc SR
C11 C 1.3293(6) 0.9196(8) 0.5768(5) 0.0494(13) Uani 1 1 d .
H11A H 1.3367 1.0257 0.5238 0.074 Uiso 1 1 calc R
H11B H 1.4043 0.9254 0.6408 0.074 Uiso 1 1 calc R
H11C H 1.2346 0.9183 0.6137 0.074 Uiso 1 1 calc R
O1 O 0.8922(7) 0.7500 0.7154(6) 0.0693(19) Uani 1 2 d S
O2 O 0.6828(9) 0.7500 0.6191(6) 0.081(2) Uani 1 2 d S
C12 C 0.7600(9) 0.7500 0.7170(8) 0.0475(19) Uani 1 2 d S
C13 C 0.6870(9) 0.7500 0.8362(7) 0.0419(16) Uani 1 2 d S
H13A H 0.7595 0.7500 0.9024 0.063 Uiso 1 2 calc SR
H13B H 0.6268 0.6415 0.8421 0.063 Uiso 0.50 1 calc PR
H13C H 0.6268 0.8585 0.8421 0.063 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'
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
C1 Ag1 O1 167.0(3) . .
C1 N1 C2 113.0(5) . .
C1 N1 C8 121.7(5) . .
C2 N1 C8 125.3(5) . .
C1 N2 C7 109.5(5) . .
C1 N2 C10 126.7(5) . .
C7 N2 C10 123.8(5) . .
N1 C1 N2 106.0(5) . .
N1 C1 Ag1 129.6(5) . .
N2 C1 Ag1 124.5(5) . .
N1 C2 C7 106.6(5) . .
N1 C2 C3 134.1(6) . .
C7 C2 C3 119.3(6) . .
C4 C3 C2 116.9(6) . .
C4 C3 H3A 121.6 . .
C2 C3 H3A 121.6 . .
C3 C4 C5 122.9(6) . .
C3 C4 H4A 118.5 . .
C5 C4 H4A 118.5 . .
C6 C5 C4 121.0(6) . .
C6 C5 H5A 119.5 . .
C4 C5 H5A 119.5 . .
C7 C6 C5 117.0(6) . .
C7 C6 H6A 121.5 . .
C5 C6 H6A 121.5 . .
C6 C7 C2 122.8(6) . .
C6 C7 N2 132.2(6) . .
C2 C7 N2 104.9(5) . .
N1 C8 C9 110.9(3) . 4_575
N1 C8 C9 110.9(3) . .
C9 C8 C9 113.3(6) 4_575 .
N1 C8 H8A 107.1 . .
C9 C8 H8A 107.1 4_575 .
C9 C8 H8A 107.1 . .
C8 C9 H9A 109.5 . .
C8 C9 H9B 109.5 . .
H9A C9 H9B 109.5 . .
C8 C9 H9C 109.5 . .
H9A C9 H9C 109.5 . .
H9B C9 H9C 109.5 . .
N2 C10 C11 111.7(4) . .
N2 C10 C11 111.7(4) . 4_575
C11 C10 C11 112.8(6) . 4_575
N2 C10 H10A 106.7 . .
C11 C10 H10A 106.7 . .
C11 C10 H10A 106.7 4_575 .
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 . .
C12 O1 Ag1 114.5(7) . .
O1 C12 O2 121.8(9) . .
O1 C12 C13 119.4(9) . .
O2 C12 C13 118.8(7) . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 C1 2.070(6) .
Ag1 O1 2.113(7) .
N1 C1 1.321(9) .
N1 C2 1.367(8) .
N1 C8 1.507(7) .
N2 C1 1.390(8) .
N2 C7 1.414(9) .
N2 C10 1.466(8) .
C2 C7 1.410(9) .
C2 C3 1.424(9) .
C3 C4 1.361(9) .
C3 H3A 0.9500 .
C4 C5 1.400(10) .
C4 H4A 0.9500 .
C5 C6 1.383(9) .
C5 H5A 0.9500 .
C6 C7 1.374(9) .
C6 H6A 0.9500 .
C8 C9 1.518(6) 4_575
C8 C9 1.518(6) .
C8 H8A 1.0000 .
C9 H9A 0.9800 .
C9 H9B 0.9800 .
C9 H9C 0.9800 .
C10 C11 1.503(6) .
C10 C11 1.503(6) 4_575
C10 H10A 1.0000 .
C11 H11A 0.9800 .
C11 H11B 0.9800 .
C11 H11C 0.9800 .
O1 C12 1.231(11) .
O2 C12 1.280(12) .
C12 C13 1.493(11) .
C13 H13A 0.9800 .
C13 H13B 0.9800 .
C13 H13C 0.9800 .
