#------------------------------------------------------------------------------
#$Date: 2016-03-21 10:25:19 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178650 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/61/4076189.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_4076189
loop_
_publ_author_name
'de Frémont, Pierre'
'Scott, Natalie M.'
'Stevens, Edwin D.'
'Ramnial, Taramatee'
'Lightbody, Owen C.'
'Macdonald, Charles L. B.'
'Clyburne, Jason A. C.'
'Abernethy, Colin D.'
'Nolan, Steven P.'
_publ_section_title
;
 Synthesis of Well-DefinedN-Heterocyclic Carbene Silver(I) Complexes
;
_journal_issue                   26
_journal_name_full               Organometallics
_journal_page_first              6301
_journal_paper_doi               10.1021/om050735i
_journal_volume                  24
_journal_year                    2005
_chemical_formula_sum            'C21 H24 Ag Cl N2'
_chemical_formula_weight         447.74
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.0221(11)
_cell_length_b                   14.0448(9)
_cell_length_c                   17.2731(11)
_cell_measurement_reflns_used    6637
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      2.22
_cell_volume                     4129.5(5)
_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    'Bruker SHELXTL'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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     0.71069
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            38340
_diffrn_reflns_theta_full        27.54
_diffrn_reflns_theta_max         27.54
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    1.111
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1824
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         1.832
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.086
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         4772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0547
_refine_ls_R_factor_gt           0.0403
_refine_ls_shift/su_max          0.106
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0758P)²+3.8124P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1217
_refine_ls_wR_factor_ref         0.1334
_reflns_number_gt                3618
_reflns_number_total             4772
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om050735isi20050825_014043.cif
_cod_data_source_block           pbcn
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' 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      Pbcn
_cod_database_code               4076189
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, 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
C11 C 0.5000 0.7366(3) 0.7500 0.0407(10) Uani 1 2 d S
C13 C 0.4607(3) 0.8905(3) 0.7434(3) 0.0682(13) Uani 1 1 d .
H13 H 0.4285 0.9435 0.7379 0.082 Uiso 1 1 calc R
C21 C 0.5000 0.4411(3) 0.7500 0.0326(8) Uani 1 2 d S
C23 C 0.4747(2) 0.2879(2) 0.7794(2) 0.0416(7) Uani 1 1 d .
H23 H 0.4536 0.2348 0.8040 0.050 Uiso 1 1 calc R
C111 C 0.36062(19) 0.7626(2) 0.7216(2) 0.0451(7) Uani 1 1 d .
C112 C 0.3398(2) 0.7565(2) 0.6440(2) 0.0497(8) Uani 1 1 d .
C113 C 0.2669(2) 0.7174(3) 0.6265(2) 0.0533(9) Uani 1 1 d .
H113 H 0.2518 0.7122 0.5750 0.064 Uiso 1 1 calc R
C114 C 0.21620(19) 0.6862(2) 0.6837(2) 0.0518(9) Uani 1 1 d .
C115 C 0.2377(2) 0.6969(3) 0.7598(2) 0.0506(9) Uani 1 1 d .
H115 H 0.2029 0.6781 0.7984 0.061 Uiso 1 1 calc R
C116 C 0.3102(2) 0.7350(2) 0.7811(2) 0.0486(8) Uani 1 1 d .
C117 C 0.3948(3) 0.7900(3) 0.5814(3) 0.0671(11) Uani 1 1 d .
H11A H 0.4017 0.8577 0.5855 0.101 Uiso 1 1 calc R
H11B H 0.3731 0.7748 0.5317 0.101 Uiso 1 1 calc R
H11C H 0.4447 0.7590 0.5872 0.101 Uiso 1 1 calc R
C118 C 0.1393(2) 0.6390(3) 0.6624(3) 0.0689(12) Uani 1 1 d .
H11D H 0.1079 0.6310 0.7081 0.103 Uiso 1 1 calc R
H11E H 0.1495 0.5779 0.6397 0.103 Uiso 1 1 calc R
H11F H 0.1116 0.6782 0.6260 0.103 Uiso 1 1 calc R
C119 C 0.3320(3) 0.7457(3) 0.8647(3) 0.0665(11) Uani 1 1 d .
H11G H 0.3686 0.6966 0.8788 0.100 Uiso 1 1 calc R
H11H H 0.2857 0.7404 0.8961 0.100 Uiso 1 1 calc R
H11I H 0.3558 0.8069 0.8727 0.100 Uiso 1 1 calc R
C211 C 0.40858(18) 0.4141(2) 0.85808(18) 0.0363(6) Uani 1 1 d .
C212 C 0.33575(18) 0.4528(2) 0.83911(19) 0.0401(7) Uani 1 1 d .
C213 C 0.2898(2) 0.4870(2) 0.8992(2) 0.0464(8) Uani 1 1 d .
H213 H 0.2411 0.5137 0.8880 0.056 Uiso 1 1 calc R
C214 C 0.3145(2) 0.4826(2) 0.9754(2) 0.0504(8) Uani 1 1 d .
C215 C 0.3860(2) 0.4404(3) 0.9920(2) 0.0506(8) Uani 1 1 d .
H215 H 0.4019 0.4355 1.0434 0.061 Uiso 1 1 calc R
C216 C 0.4349(2) 0.4050(2) 0.93435(19) 0.0429(7) Uani 1 1 d .
C217 C 0.3074(2) 0.4574(3) 0.75635(19) 0.0477(8) Uani 1 1 d .
H21A H 0.2515 0.4665 0.7557 0.072 Uiso 1 1 calc R
H21B H 0.3203 0.3991 0.7303 0.072 Uiso 1 1 calc R
H21C H 0.3324 0.5097 0.7304 0.072 Uiso 1 1 calc R
C218 C 0.2652(3) 0.5259(3) 1.0390(3) 0.0693(12) Uani 1 1 d .
H21D H 0.2740 0.4919 1.0864 0.104 Uiso 1 1 calc R
H21E H 0.2106 0.5219 1.0252 0.104 Uiso 1 1 calc R
H21F H 0.2795 0.5915 1.0458 0.104 Uiso 1 1 calc R
C219 C 0.5118(2) 0.3580(3) 0.9531(2) 0.0562(9) Uani 1 1 d .
H21G H 0.5254 0.3710 1.0060 0.084 Uiso 1 1 calc R
H21H H 0.5519 0.3825 0.9195 0.084 Uiso 1 1 calc R
H21I H 0.5071 0.2905 0.9458 0.084 Uiso 1 1 calc R
N12 N 0.43811(17) 0.79626(19) 0.73990(18) 0.0465(7) Uani 1 1 d .
N22 N 0.45960(15) 0.38225(17) 0.79679(15) 0.0356(5) Uani 1 1 d .
Cl1 Cl 0.07683(6) 0.57187(7) 0.88872(6) 0.0602(3) Uani 1 1 d .
Ag1 Ag 0.5000 0.58953(2) 0.7500 0.03292(12) Uani 1 2 d S
Ag2 Ag 0.0000 0.5000 1.0000 0.06283(16) Uani 1 2 d S
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'
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
N12 C11 N12 103.8(4) 4_656
N12 C11 Ag1 128.1(2) 4_656
N12 C11 Ag1 128.1(2) .
C13 C13 N12 106.4(2) 4_656
N22 C21 N22 104.1(4) 4_656
N22 C21 Ag1 127.94(18) 4_656
N22 C21 Ag1 127.94(18) .
C23 C23 N22 106.57(17) 4_656
C112 C111 C116 122.5(3) .
C112 C111 N12 117.8(3) .
C116 C111 N12 119.7(4) .
C111 C112 C113 117.5(3) .
C111 C112 C117 121.0(4) .
C113 C112 C117 121.5(4) .
C114 C113 C112 121.8(4) .
C115 C114 C113 118.8(3) .
C115 C114 C118 120.8(4) .
C113 C114 C118 120.4(4) .
C114 C115 C116 122.1(4) .
C115 C116 C111 117.2(4) .
C115 C116 C119 120.8(4) .
C111 C116 C119 122.0(4) .
C212 C211 C216 122.9(3) .
C212 C211 N22 119.0(3) .
C216 C211 N22 118.1(3) .
C213 C212 C211 117.5(3) .
C213 C212 C217 120.9(3) .
C211 C212 C217 121.6(3) .
C214 C213 C212 121.7(3) .
C213 C214 C215 119.0(3) .
C213 C214 C218 120.3(4) .
C215 C214 C218 120.7(4) .
C214 C215 C216 122.0(3) .
C215 C216 C211 116.8(3) .
C215 C216 C219 121.6(3) .
C211 C216 C219 121.6(3) .
C11 N12 C13 111.7(3) .
C11 N12 C111 122.5(3) .
C13 N12 C111 125.6(3) .
C21 N22 C23 111.4(3) .
C21 N22 C211 123.9(3) .
C23 N22 C211 124.7(2) .
C11 Ag1 C21 180.000(1) .
Cl1 Ag2 Cl1 180.0 5_567
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C11 N12 1.357(4) 4_656
C11 N12 1.357(4) .
C11 Ag1 2.066(5) .
C13 C13 1.355(9) 4_656
C13 N12 1.379(5) .
C21 N22 1.345(4) 4_656
C21 N22 1.345(4) .
C21 Ag1 2.084(5) .
C23 C23 1.334(7) 4_656
C23 N22 1.383(4) .
C111 C112 1.388(6) .
C111 C116 1.395(5) .
C111 N12 1.437(4) .
C112 C113 1.390(5) .
C112 C117 1.506(5) .
C113 C114 1.383(5) .
C114 C115 1.373(5) .
C114 C118 1.513(5) .
C115 C116 1.394(5) .
C116 C119 1.498(6) .
C211 C212 1.392(4) .
C211 C216 1.398(5) .
C211 N22 1.441(4) .
C212 C213 1.386(5) .
C212 C217 1.510(5) .
C213 C214 1.383(5) .
C214 C215 1.384(5) .
C214 C218 1.511(5) .
C215 C216 1.391(5) .
C216 C219 1.500(5) .
Cl1 Ag2 2.5345(11) .
Ag2 Cl1 2.5345(11) 5_567
