#------------------------------------------------------------------------------
#$Date: 2016-03-23 21:18:00 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179446 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/43/4334386.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_4334386
loop_
_publ_author_name
'Juan Gil-Rubio'
'Verónica Cámara'
'Delia Bautista'
'José Vicente'
_publ_section_title
;
 Mono- and Dinuclear Ag(I), Au(I), and Au(III) Metallamacrocycles
 Containing N-Heterocyclic Dicarbene Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4071
_journal_page_last               4083
_journal_paper_doi               10.1021/ic400184p
_journal_volume                  52
_journal_year                    2013
_chemical_formula_sum            'C16 H24 Ag F3 N4 O3 S'
_chemical_formula_weight         517.32
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           62
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_space_group_name_H-M   'P n m a'
_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            4
_cell_length_a                   8.3251(8)
_cell_length_b                   13.3513(12)
_cell_length_c                   18.0199(17)
_cell_measurement_reflns_used    3898
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.55
_cell_measurement_theta_min      2.69
_cell_volume                     2002.9(3)
_computing_cell_refinement       'Bruker SAINT'
_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      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Bruker SMART APEX CCD'
_diffrn_measurement_method       ω-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  0.0437
_diffrn_reflns_av_sigmaI/netI    0.0361
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12523
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         28.56
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    1.163
_exptl_absorpt_correction_T_max  0.9335
_exptl_absorpt_correction_T_min  0.7407
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_description       block
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.579
_refine_diff_density_min         -1.392
_refine_diff_density_rms         0.113
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.176
_refine_ls_hydrogen_treatment    'rigid methyls, others riding'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2528
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.176
_refine_ls_R_factor_all          0.0459
_refine_ls_R_factor_gt           0.0401
_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)+(0.0241P)²+3.5235P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0808
_reflns_number_gt                2324
_reflns_number_total             2528
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic400184p_si_002_6.cif
_cod_data_source_block           vch322s
_cod_database_code               4334386
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -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 0.56631(3) 0.2500 0.925083(16) 0.01291(10) Uani 1 2 d S
C1 C 0.5471(3) 0.0942(2) 0.91560(14) 0.0129(5) Uani 1 1 d .
N1 N 0.6561(3) 0.02431(17) 0.89481(13) 0.0130(5) Uani 1 1 d .
C2 C 0.4267(4) -0.0555(2) 0.89902(17) 0.0190(6) Uani 1 1 d .
H2 H 0.3457 -0.1056 0.8970 0.023 Uiso 1 1 calc R
C3 C 0.5840(3) -0.0677(2) 0.88391(16) 0.0170(6) Uani 1 1 d .
H3 H 0.6354 -0.1279 0.8687 0.020 Uiso 1 1 calc R
N2 N 0.4062(3) 0.04377(18) 0.91809(13) 0.0148(5) Uani 1 1 d .
C4 C 0.8293(3) 0.0409(2) 0.88583(16) 0.0146(6) Uani 1 1 d .
H4A H 0.8880 -0.0178 0.9056 0.018 Uiso 1 1 calc R
H4B H 0.8614 0.1001 0.9155 0.018 Uiso 1 1 calc R
C5 C 0.8782(4) 0.0575(2) 0.80533(16) 0.0175(6) Uani 1 1 d .
H5A H 0.8368 0.0012 0.7752 0.021 Uiso 1 1 calc R
H5B H 0.9969 0.0561 0.8022 0.021 Uiso 1 1 calc R
C6 C 0.8185(4) 0.1553(2) 0.77160(16) 0.0165(6) Uani 1 1 d .
H6A H 0.7000 0.1571 0.7754 0.020 Uiso 1 1 calc R
H6B H 0.8465 0.1559 0.7182 0.020 Uiso 1 1 calc R
C7 C 0.8864(5) 0.2500 0.8076(2) 0.0147(8) Uani 1 2 d S
H7A H 1.0048 0.2500 0.8027 0.018 Uiso 1 2 calc SR
H7B H 0.8598 0.2500 0.8611 0.018 Uiso 1 2 calc SR
C8 C 0.2529(3) 0.0885(2) 0.93835(16) 0.0180(6) Uani 1 1 d .
H8A H 0.2685 0.1345 0.9801 0.027 Uiso 1 1 calc R
H8B H 0.1774 0.0356 0.9528 0.027 Uiso 1 1 calc R
H8C H 0.2095 0.1254 0.8958 0.027 Uiso 1 1 calc R
C99 C 0.9197(5) 0.2500 0.1770(2) 0.0216(9) Uani 1 2 d S
F1 F 0.7604(3) 0.2500 0.18194(16) 0.0317(7) Uani 1 2 d S
F2 F 0.9740(3) 0.16987(16) 0.21321(12) 0.0411(6) Uani 1 1 d .
S1 S 0.98686(12) 0.2500 0.08069(6) 0.0146(2) Uani 1 2 d S
O1 O 0.9195(3) 0.15881(16) 0.05148(13) 0.0239(5) Uani 1 1 d .
O2 O 1.1596(4) 0.2500 0.08752(19) 0.0253(7) 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'
O O 0.0106 0.0060 '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'
S S 0.1246 0.1234 '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 C1 167.17(15) . 7_565
N2 C1 N1 104.3(2) . .
N2 C1 Ag1 123.9(2) . .
N1 C1 Ag1 131.0(2) . .
C1 N1 C3 111.2(2) . .
C1 N1 C4 125.8(2) . .
C3 N1 C4 123.1(2) . .
C3 C2 N2 106.6(3) . .
C2 C3 N1 106.6(3) . .
C1 N2 C2 111.2(2) . .
C1 N2 C8 124.4(2) . .
C2 N2 C8 124.4(2) . .
N1 C4 C5 112.9(2) . .
C4 C5 C6 114.7(2) . .
C5 C6 C7 114.8(2) . .
C6 C7 C6 111.6(3) . 7_565
F1 C99 F2 107.8(3) . .
F1 C99 F2 107.8(3) . 7_565
F2 C99 F2 106.8(4) . 7_565
F1 C99 S1 111.7(3) . .
F2 C99 S1 111.3(2) . .
F2 C99 S1 111.3(2) 7_565 .
O1 S1 O1 115.4(2) . 7_565
O1 S1 O2 114.78(11) . .
O1 S1 O2 114.78(11) 7_565 .
O1 S1 C99 103.21(12) . .
O1 S1 C99 103.21(12) 7_565 .
O2 S1 C99 103.0(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 C1 2.093(3) .
Ag1 C1 2.093(3) 7_565
C1 N2 1.354(3) .
C1 N1 1.355(4) .
N1 C3 1.381(4) .
N1 C4 1.468(3) .
C2 C3 1.348(4) .
C2 N2 1.380(4) .
N2 C8 1.455(4) .
C4 C5 1.523(4) .
C5 C6 1.523(4) .
C6 C7 1.529(3) .
C7 C6 1.529(3) 7_565
C99 F1 1.329(5) .
C99 F2 1.332(3) .
C99 F2 1.333(3) 7_565
C99 S1 1.822(5) .
S1 O1 1.440(2) .
S1 O1 1.440(2) 7_565
S1 O2 1.444(3) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O1 0.95 2.50 3.317(4) 144.4 5_656
C3 H3 O2 0.95 2.49 3.278(4) 140.4 5_756
C4 H4A O1 0.99 2.59 3.572(4) 171.2 5_756
