#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:19:32 +0100 (Fri 25 de Mar de 2016) $
#$Revision: 179963 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/57/7025791.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_7025791
loop_
_publ_author_name
'Rubio, Miguel'
'Siegler, Maxime A.'
'Spek, Anthony L.'
'Reek, Joost N. H.'
_publ_section_title
;
 Heterotopic silver-NHC complexes: from coordination polymers to
 supramolecular assemblies.
;
_journal_issue                   23
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              5432
_journal_page_last               5435
_journal_paper_doi               10.1039/c003352a
_journal_volume                  39
_journal_year                    2010
_chemical_formula_moiety         'C19 H19 Ag F3 N3 O3 S'
_chemical_formula_sum            'C19 H19 Ag F3 N3 O3 S'
_chemical_formula_weight         534.30
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 103.914(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.9067(13)
_cell_length_b                   13.9335(7)
_cell_length_c                   15.7007(5)
_cell_measurement_reflns_used    19911
_cell_measurement_temperature    110(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.80
_cell_volume                     4227.1(4)
_computing_cell_refinement       'PEAKREF (Schreurs, 2005)'
_computing_data_collection       'COLLECT (Nonius, 1999)'
_computing_data_reduction        'EVALCCD (Duisenberg et al., 2003)'
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 2008)'
_diffrn_ambient_temperature      110(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0503
_diffrn_reflns_av_sigmaI/netI    0.0246
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            52806
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.80
_exptl_absorpt_coefficient_mu    1.104
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.81
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular shape'
_exptl_crystal_F_000             2144
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.893
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.077
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4149
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.022
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0272
_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)+(0.0231P)²+12.8578P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0574
_refine_ls_wR_factor_ref         0.0626
_reflns_number_gt                3367
_reflns_number_total             4149
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            c003352a.txt
_cod_data_source_block           4
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7025791
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 0.0000 0.28884(2) 0.7500 0.02131(8) Uani 1 2 d S
Ag2 Ag 0.0000 0.08504(2) 0.2500 0.02736(9) Uani 1 2 d S
C1 C 0.08238(13) 0.28512(19) 0.68980(16) 0.0201(6) Uani 1 1 d .
C2 C 0.15653(14) 0.2377(2) 0.61021(18) 0.0250(6) Uani 1 1 d .
H2 H 0.1777 0.1995 0.5738 0.030 Uiso 1 1 calc R
C3 C 0.17696(15) 0.3256(2) 0.64266(18) 0.0265(6) Uani 1 1 d .
H3 H 0.2154 0.3612 0.6339 0.032 Uiso 1 1 calc R
C4 C 0.05711(14) 0.12734(19) 0.61420(17) 0.0219(6) Uani 1 1 d .
H4A H 0.0336 0.1099 0.6609 0.026 Uiso 1 1 calc R
H4B H 0.0877 0.0734 0.6071 0.026 Uiso 1 1 calc R
C5 C 0.00373(14) 0.14347(19) 0.52913(17) 0.0203(6) Uani 1 1 d .
C6 C -0.05689(15) 0.1934(2) 0.52574(19) 0.0276(6) Uani 1 1 d .
H6 H -0.0670 0.2170 0.5781 0.033 Uiso 1 1 calc R
C7 C -0.10233(15) 0.2087(2) 0.44603(19) 0.0302(7) Uani 1 1 d .
H7 H -0.1440 0.2435 0.4425 0.036 Uiso 1 1 calc R
C8 C -0.08677(15) 0.1728(2) 0.37108(19) 0.0271(6) Uani 1 1 d .
H8 H -0.1187 0.1830 0.3162 0.033 Uiso 1 1 calc R
C9 C 0.01588(14) 0.11042(19) 0.45104(17) 0.0219(6) Uani 1 1 d .
H9 H 0.0575 0.0763 0.4530 0.026 Uiso 1 1 calc R
C10 C 0.13154(14) 0.4446(2) 0.73589(17) 0.0228(6) Uani 1 1 d .
C11 C 0.08494(15) 0.5156(2) 0.69704(18) 0.0280(7) Uani 1 1 d .
C12 C 0.08565(16) 0.6013(2) 0.7422(2) 0.0322(7) Uani 1 1 d .
H12 H 0.0543 0.6507 0.7168 0.039 Uiso 1 1 calc R
C13 C 0.13074(16) 0.6173(2) 0.82336(19) 0.0304(7) Uani 1 1 d .
C14 C 0.17695(16) 0.5458(2) 0.85899(18) 0.0291(7) Uani 1 1 d .
H14 H 0.2085 0.5565 0.9140 0.035 Uiso 1 1 calc R
C15 C 0.17856(14) 0.4582(2) 0.81641(17) 0.0242(6) Uani 1 1 d .
C16 C 0.03568(19) 0.5013(2) 0.6093(2) 0.0448(9) Uani 1 1 d .
H16A H -0.0029 0.4607 0.6160 0.067 Uiso 1 1 calc R
H16B H 0.0599 0.4702 0.5693 0.067 Uiso 1 1 calc R
H16C H 0.0179 0.5637 0.5851 0.067 Uiso 1 1 calc R
C17 C 0.1285(2) 0.7103(2) 0.8717(2) 0.0457(9) Uani 1 1 d .
H17A H 0.0927 0.7520 0.8366 0.069 Uiso 0.50 1 calc PR
H17B H 0.1736 0.7422 0.8816 0.069 Uiso 0.50 1 calc PR
H17C H 0.1177 0.6970 0.9282 0.069 Uiso 0.50 1 calc PR
H17D H 0.1632 0.7088 0.9277 0.069 Uiso 0.50 1 calc PR
H17E H 0.0824 0.7186 0.8827 0.069 Uiso 0.50 1 calc PR
H17F H 0.1383 0.7638 0.8360 0.069 Uiso 0.50 1 calc PR
C18 C 0.22926(17) 0.3823(2) 0.8575(2) 0.0360(7) Uani 1 1 d .
H18A H 0.2050 0.3311 0.8807 0.054 Uiso 1 1 calc R
H18B H 0.2646 0.4105 0.9055 0.054 Uiso 1 1 calc R
H18C H 0.2514 0.3558 0.8133 0.054 Uiso 1 1 calc R
C19 C -0.22011(15) -0.0955(2) 0.13079(18) 0.0281(6) Uani 1 1 d .
N1 N 0.09889(11) 0.21402(16) 0.64025(13) 0.0198(5) Uani 1 1 d .
N2 N 0.13082(11) 0.35354(16) 0.69119(14) 0.0215(5) Uani 1 1 d .
N3 N -0.02833(12) 0.12420(16) 0.37257(14) 0.0241(5) Uani 1 1 d .
F1 F -0.21622(10) -0.13721(14) 0.20747(11) 0.0437(5) Uani 1 1 d .
F2 F -0.20798(10) -0.16175(12) 0.07553(11) 0.0392(4) Uani 1 1 d .
F3 F -0.28478(9) -0.06475(13) 0.10016(13) 0.0411(5) Uani 1 1 d .
S1 S -0.15891(4) 0.00388(5) 0.13998(5) 0.02530(16) Uani 1 1 d .
O1 O -0.09197(10) -0.04150(14) 0.16872(13) 0.0298(5) Uani 1 1 d .
O2 O -0.17712(11) 0.06489(16) 0.20457(15) 0.0411(6) Uani 1 1 d .
O3 O -0.17390(11) 0.04227(16) 0.05242(14) 0.0401(6) Uani 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'
Ag Ag -0.8971 1.1015 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 '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 C1 177.15(15) 2_556 .
N3 Ag2 N3 151.28(12) . 2
N1 C1 N2 104.8(2) . .
N1 C1 Ag1 127.48(19) . .
N2 C1 Ag1 127.72(19) . .
C3 C2 N1 106.7(2) . .
C3 C2 H2 126.7 . .
N1 C2 H2 126.7 . .
C2 C3 N2 106.5(2) . .
C2 C3 H3 126.8 . .
N2 C3 H3 126.8 . .
N1 C4 C5 110.8(2) . .
N1 C4 H4A 109.5 . .
C5 C4 H4A 109.5 . .
N1 C4 H4B 109.5 . .
C5 C4 H4B 109.5 . .
H4A C4 H4B 108.1 . .
C6 C5 C9 118.0(2) . .
C6 C5 C4 122.0(2) . .
C9 C5 C4 119.9(2) . .
C7 C6 C5 119.4(3) . .
C7 C6 H6 120.3 . .
C5 C6 H6 120.3 . .
C6 C7 C8 119.2(3) . .
C6 C7 H7 120.4 . .
C8 C7 H7 120.4 . .
N3 C8 C7 122.6(3) . .
N3 C8 H8 118.7 . .
C7 C8 H8 118.7 . .
N3 C9 C5 123.3(3) . .
N3 C9 H9 118.4 . .
C5 C9 H9 118.4 . .
C11 C10 C15 122.1(3) . .
C11 C10 N2 118.8(2) . .
C15 C10 N2 119.0(2) . .
C12 C11 C10 117.7(3) . .
C12 C11 C16 120.5(3) . .
C10 C11 C16 121.8(3) . .
C11 C12 C13 122.1(3) . .
C11 C12 H12 118.9 . .
C13 C12 H12 118.9 . .
C14 C13 C12 118.5(3) . .
C14 C13 C17 120.9(3) . .
C12 C13 C17 120.5(3) . .
C13 C14 C15 121.8(3) . .
C13 C14 H14 119.1 . .
C15 C14 H14 119.1 . .
C10 C15 C14 117.8(3) . .
C10 C15 C18 122.1(3) . .
C14 C15 C18 120.1(3) . .
C11 C16 H16A 109.5 . .
C11 C16 H16B 109.5 . .
H16A C16 H16B 109.5 . .
C11 C16 H16C 109.5 . .
H16A C16 H16C 109.5 . .
H16B C16 H16C 109.5 . .
C13 C17 H17A 109.5 . .
C13 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C13 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C13 C17 H17D 109.5 . .
H17A C17 H17D 141.1 . .
H17B C17 H17D 56.3 . .
H17C C17 H17D 56.3 . .
C13 C17 H17E 109.5 . .
H17A C17 H17E 56.3 . .
H17B C17 H17E 141.1 . .
H17C C17 H17E 56.3 . .
H17D C17 H17E 109.5 . .
C13 C17 H17F 109.5 . .
H17A C17 H17F 56.3 . .
H17B C17 H17F 56.3 . .
H17C C17 H17F 141.1 . .
H17D C17 H17F 109.5 . .
H17E C17 H17F 109.5 . .
C15 C18 H18A 109.5 . .
C15 C18 H18B 109.5 . .
H18A C18 H18B 109.5 . .
C15 C18 H18C 109.5 . .
H18A C18 H18C 109.5 . .
H18B C18 H18C 109.5 . .
F1 C19 F2 108.0(2) . .
F1 C19 F3 108.1(2) . .
F2 C19 F3 107.4(2) . .
F1 C19 S1 111.7(2) . .
F2 C19 S1 110.9(2) . .
F3 C19 S1 110.7(2) . .
C1 N1 C2 111.1(2) . .
C1 N1 C4 124.4(2) . .
C2 N1 C4 124.3(2) . .
C1 N2 C3 111.0(2) . .
C1 N2 C10 123.3(2) . .
C3 N2 C10 125.7(2) . .
C8 N3 C9 117.5(2) . .
C8 N3 Ag2 120.90(18) . .
C9 N3 Ag2 121.13(18) . .
O2 S1 O3 115.19(14) . .
O2 S1 O1 114.14(12) . .
O3 S1 O1 115.14(13) . .
O2 S1 C19 103.17(14) . .
O3 S1 C19 103.02(13) . .
O1 S1 C19 103.90(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 C1 2.081(3) 2_556
Ag1 C1 2.081(3) .
Ag2 N3 2.200(2) .
Ag2 N3 2.200(2) 2
C1 N1 1.348(3) .
C1 N2 1.352(3) .
C2 C3 1.352(4) .
C2 N1 1.381(3) .
C2 H2 0.9500 .
C3 N2 1.383(4) .
C3 H3 0.9500 .
C4 N1 1.468(3) .
C4 C5 1.510(4) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.383(4) .
C5 C9 1.384(4) .
C6 C7 1.373(4) .
C6 H6 0.9500 .
C7 C8 1.380(4) .
C7 H7 0.9500 .
C8 N3 1.342(4) .
C8 H8 0.9500 .
C9 N3 1.345(3) .
C9 H9 0.9500 .
C10 C11 1.393(4) .
C10 C15 1.393(4) .
C10 N2 1.448(3) .
C11 C12 1.387(4) .
C11 C16 1.500(4) .
C12 C13 1.389(4) .
C12 H12 0.9500 .
C13 C14 1.379(4) .
C13 C17 1.508(4) .
C14 C15 1.395(4) .
C14 H14 0.9500 .
C15 C18 1.497(4) .
C16 H16A 0.9800 .
C16 H16B 0.9800 .
C16 H16C 0.9800 .
C17 H17A 0.9800 .
C17 H17B 0.9800 .
C17 H17C 0.9800 .
C17 H17D 0.9800 .
C17 H17E 0.9800 .
C17 H17F 0.9800 .
C18 H18A 0.9800 .
C18 H18B 0.9800 .
C18 H18C 0.9800 .
C19 F1 1.322(3) .
C19 F2 1.328(3) .
C19 F3 1.332(3) .
C19 S1 1.827(3) .
S1 O2 1.435(2) .
S1 O3 1.438(2) .
S1 O1 1.446(2) .
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
N1 C2 C3 N2 -0.4(3) .
N1 C4 C5 C6 -78.3(3) .
N1 C4 C5 C9 99.6(3) .
C9 C5 C6 C7 -0.2(4) .
C4 C5 C6 C7 177.7(3) .
C5 C6 C7 C8 0.7(4) .
C6 C7 C8 N3 -0.7(5) .
C6 C5 C9 N3 -0.3(4) .
C4 C5 C9 N3 -178.2(2) .
C15 C10 C11 C12 -1.2(4) .
N2 C10 C11 C12 178.6(3) .
C15 C10 C11 C16 178.4(3) .
N2 C10 C11 C16 -1.8(4) .
C10 C11 C12 C13 -0.1(5) .
C16 C11 C12 C13 -179.7(3) .
C11 C12 C13 C14 1.2(5) .
C11 C12 C13 C17 -178.1(3) .
C12 C13 C14 C15 -1.1(5) .
C17 C13 C14 C15 178.2(3) .
C11 C10 C15 C14 1.3(4) .
N2 C10 C15 C14 -178.5(2) .
C11 C10 C15 C18 -179.1(3) .
N2 C10 C15 C18 1.1(4) .
C13 C14 C15 C10 -0.1(4) .
C13 C14 C15 C18 -179.7(3) .
N2 C1 N1 C2 -0.5(3) .
Ag1 C1 N1 C2 179.06(18) .
N2 C1 N1 C4 -174.7(2) .
Ag1 C1 N1 C4 4.9(4) .
C3 C2 N1 C1 0.6(3) .
C3 C2 N1 C4 174.8(2) .
C5 C4 N1 C1 88.8(3) .
C5 C4 N1 C2 -84.7(3) .
N1 C1 N2 C3 0.3(3) .
Ag1 C1 N2 C3 -179.33(19) .
N1 C1 N2 C10 178.4(2) .
Ag1 C1 N2 C10 -1.2(4) .
C2 C3 N2 C1 0.1(3) .
C2 C3 N2 C10 -178.0(2) .
C11 C10 N2 C1 -76.7(3) .
C15 C10 N2 C1 103.0(3) .
C11 C10 N2 C3 101.2(3) .
C15 C10 N2 C3 -79.1(3) .
C7 C8 N3 C9 0.3(4) .
C7 C8 N3 Ag2 -172.1(2) .
C5 C9 N3 C8 0.2(4) .
C5 C9 N3 Ag2 172.54(19) .
N3 Ag2 N3 C8 63.0(2) 2
N3 Ag2 N3 C9 -109.1(2) 2
F1 C19 S1 O2 -56.6(2) .
F2 C19 S1 O2 -177.11(19) .
F3 C19 S1 O2 63.8(2) .
F1 C19 S1 O3 -176.8(2) .
F2 C19 S1 O3 62.7(2) .
F3 C19 S1 O3 -56.4(2) .
F1 C19 S1 O1 62.8(2) .
F2 C19 S1 O1 -57.7(2) .
F3 C19 S1 O1 -176.81(19) .
