#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:13:13 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178941 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/70/4117050.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_4117050
loop_
_publ_author_name
'Keith A. Hirsch'
'Scott R. Wilson'
'Jeffrey S. Moore'
_publ_contact_author
; 
Jeffrey S. Moore 
University of Illinois 
School of Chemical Sciences, Box 55-5 
600 South Mathews Avenue 
Urbana, Illinois  61801 
USA 
;
_publ_contact_author_email       moore@aries.scs.uiuc.edu
_publ_contact_author_fax         '1  217 244 8068'
_publ_contact_author_phone       '1  217 244 4024'
_publ_section_title
;
 Association of Dicyanodiphenylacetylenes with Silver(I) Salts in Solution
 and Solid State: Electrospray Ionization Mass Spectrometry Samples
 Aggregates at Subsaturated Concentrations
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10401
_journal_page_last               10412
_journal_paper_doi               10.1021/ja971135g
_journal_volume                  119
_journal_year                    1997
_chemical_formula_moiety         'C17 H8 N2 O3 F3 S Ag'
_chemical_formula_structural     'C17 H8 N2 O3 F3 S Ag'
_chemical_formula_sum            'C17 H8 Ag F3 N2 O3 S'
_chemical_formula_weight         485.18
_chemical_name_systematic
; 
2,4'-dicyanodiphenylacetylene silver(I) triflate 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_audit_update_record
; 
KH, 1/29/97 
;
_cell_angle_alpha                90.00
_cell_angle_beta                 107.4000(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.5845(3)
_cell_length_b                   14.50150(10)
_cell_length_c                   11.9019(3)
_cell_measurement_reflns_used    4061
_cell_measurement_temperature    198(2)
_cell_measurement_theta_max      28
_cell_measurement_theta_min      4
_cell_volume                     1743.24(7)
_computing_cell_refinement       'SAINT (Siemens, 1994)'
_computing_data_collection       'SMART (Siemens, 1994)'
_computing_data_reduction        'SAINT (Siemens, 1994)'
_computing_molecular_graphics    'SHELXTL (Siemens, 1994)'
_computing_publication_material  'CIFTAB (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXTL (Siemens, 1994)'
_computing_structure_solution    'SHELXTL (Siemens, 1994)'
_diffrn_ambient_temperature      198(2)
_diffrn_measurement_device       'Siemens Platform'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_sigmaI/netI    0.0360
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10913
_diffrn_reflns_theta_max         28.31
_diffrn_reflns_theta_min         2.02
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  360
_diffrn_standards_number         237
_exptl_absorpt_coefficient_mu    1.327
_exptl_absorpt_correction_T_max  0.8441
_exptl_absorpt_correction_T_min  0.6402
_exptl_absorpt_correction_type   integration
_exptl_crystal_colour            'colorless         '
_exptl_crystal_density_diffrn    1.849
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    '?                 '
_exptl_crystal_description       'prismatic         '
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.42
_refine_diff_density_max         1.335
_refine_diff_density_min         -0.569
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.043
_refine_ls_goodness_of_fit_obs   1.066
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     268
_refine_ls_number_reflns         4147
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_restrained_S_obs      1.066
_refine_ls_R_factor_all          0.0644
_refine_ls_R_factor_obs          0.0409
_refine_ls_shift/esd_max         -0.004
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0441P)²+2.3643P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1092
_refine_ls_wR_factor_obs         0.0945
_reflns_number_observed          3064
_reflns_number_total             4150
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ja971135g_5.cif
_cod_data_source_block           w39sa(Complex8)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+2.3643P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0441P)^2^+2.3643P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 1 21/c 1 '
_cod_database_code               4117050
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
Ag1 Ag -0.09253(3) -0.11162(2) 1.35089(3) 0.05001(13) Uani 1 d
S1 S -0.21799(9) 0.09555(7) 1.41279(8) 0.0445(2) Uani 1 d
O1 O -0.2289(3) 0.0297(2) 1.3210(2) 0.0586(8) Uani 1 d
O2 O -0.2309(4) 0.1892(2) 1.3737(3) 0.0712(9) Uani 1 d
O3 O -0.1154(3) 0.0744(3) 1.5181(3) 0.0850(11) Uani 1 d
C17 C -0.3662(4) 0.0752(3) 1.4549(4) 0.0581(11) Uani 1 d
F1 F -0.4737(3) 0.0942(2) 1.3689(3) 0.0939(11) Uani 1 d
F2 F -0.3694(4) 0.1243(3) 1.5452(3) 0.1066(13) Uani 1 d
F3 F -0.3727(3) -0.0132(2) 1.4841(3) 0.0769(8) Uani 1 d
N1 N -0.0639(3) -0.1081(2) 1.1726(3) 0.0470(8) Uani 1 d
C1 C -0.0614(3) -0.1091(2) 1.0771(3) 0.0365(7) Uani 1 d
C2 C -0.0577(3) -0.1150(2) 0.9581(3) 0.0344(7) Uani 1 d
C3 C -0.1535(3) -0.0690(3) 0.8682(3) 0.0375(8) Uani 1 d
C4 C -0.1495(4) -0.0802(3) 0.7527(3) 0.0496(10) Uani 1 d
H4 H -0.2075(44) -0.0479(31) 0.6960(40) 0.059 Uiso 1 d
C5 C -0.0538(4) -0.1341(3) 0.7286(4) 0.0547(11) Uani 1 d
H5 H -0.0565(47) -0.1420(32) 0.6537(45) 0.066 Uiso 1 d
C6 C 0.0403(4) -0.1785(3) 0.8176(4) 0.0499(10) Uani 1 d
H6 H 0.1021(44) -0.2143(32) 0.8051(39) 0.060 Uiso 1 d
C7 C 0.0392(4) -0.1692(3) 0.9325(4) 0.0431(9) Uani 1 d
H7 H 0.0978(41) -0.1961(29) 0.9919(37) 0.052 Uiso 1 d
C8 C -0.2497(4) -0.0106(3) 0.8946(3) 0.0415(8) Uani 1 d
C9 C -0.3282(4) 0.0395(3) 0.9174(3) 0.0435(9) Uani 1 d
C10 C -0.4201(3) 0.0990(2) 0.9487(3) 0.0399(8) Uani 1 d
C11 C -0.5275(4) 0.1360(3) 0.8630(3) 0.0449(9) Uani 1 d
H11 H -0.5392(43) 0.1236(28) 0.7788(40) 0.054 Uiso 1 d
C12 C -0.6157(4) 0.1924(3) 0.8945(3) 0.0438(9) Uani 1 d
H12 H -0.6845(42) 0.2187(29) 0.8372(37) 0.053 Uiso 1 d
C13 C -0.5975(3) 0.2135(2) 1.0126(3) 0.0365(8) Uani 1 d
C14 C -0.4891(4) 0.1771(3) 1.0988(3) 0.0453(9) Uani 1 d
H14 H -0.4748(40) 0.1935(30) 1.1789(39) 0.054 Uiso 1 d
C15 C -0.4016(4) 0.1202(3) 1.0665(4) 0.0478(10) Uani 1 d
H15 H -0.3367(47) 0.0989(29) 1.1217(41) 0.057 Uiso 1 d
C16 C -0.6917(4) 0.2696(3) 1.0467(3) 0.0384(8) Uani 1 d
N2 N -0.7670(3) 0.3104(2) 1.0763(3) 0.0468(8) Uani 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'
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_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0.00 -1.00 1.00 0.0700
0.00 1.00 -1.00 0.0700
0.00 1.00 1.00 0.1300
0.00 -1.00 -1.00 0.1300
1.00 0.00 0.00 0.2100
-1.00 0.00 0.00 0.2100
1.00 -1.00 -1.00 0.2400
-1.00 1.00 1.00 0.2400
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
N1 Ag1 N2 132.41(12) . 2_447
N1 Ag1 O3 105.04(13) . 3_558
N2 Ag1 O3 117.26(13) 2_447 3_558
N1 Ag1 O1 94.80(11) . .
N2 Ag1 O1 92.71(11) 2_447 .
O3 Ag1 O1 107.23(13) 3_558 .
O3 S1 O1 113.2(2) . .
O3 S1 O2 117.7(2) . .
O1 S1 O2 114.1(2) . .
O3 S1 C17 102.5(2) . .
O1 S1 C17 102.9(2) . .
O2 S1 C17 103.8(2) . .
S1 O1 Ag1 122.3(2) . .
S1 O3 Ag1 148.4(3) . 3_558
F2 C17 F1 107.4(4) . .
F2 C17 F3 107.1(4) . .
F1 C17 F3 107.7(4) . .
F2 C17 S1 112.3(4) . .
F1 C17 S1 111.8(3) . .
F3 C17 S1 110.3(3) . .
C1 N1 Ag1 173.5(3) . .
N1 C1 C2 177.3(4) . .
C7 C2 C3 120.8(3) . .
C7 C2 C1 119.3(3) . .
C3 C2 C1 119.8(3) . .
C4 C3 C2 117.8(3) . .
C4 C3 C8 121.2(3) . .
C2 C3 C8 121.0(3) . .
C5 C4 C3 120.8(4) . .
C5 C4 H4 121.3(29) . .
C3 C4 H4 117.7(29) . .
C4 C5 C6 120.9(4) . .
C4 C5 H5 118.4(31) . .
C6 C5 H5 120.6(31) . .
C5 C6 C7 119.9(4) . .
C5 C6 H6 123.2(30) . .
C7 C6 H6 116.8(30) . .
C6 C7 C2 119.7(4) . .
C6 C7 H7 122.8(27) . .
C2 C7 H7 117.5(27) . .
C9 C8 C3 178.7(4) . .
C8 C9 C10 178.2(4) . .
C11 C10 C15 119.6(4) . .
C11 C10 C9 120.9(4) . .
C15 C10 C9 119.6(3) . .
C12 C11 C10 120.2(4) . .
C12 C11 H11 119.6(25) . .
C10 C11 H11 120.1(25) . .
C11 C12 C13 120.3(3) . .
C11 C12 H12 119.8(26) . .
C13 C12 H12 119.8(26) . .
C14 C13 C12 119.6(4) . .
C14 C13 C16 119.6(3) . .
C12 C13 C16 120.7(3) . .
C15 C14 C13 119.7(4) . .
C15 C14 H14 120.7(25) . .
C13 C14 H14 119.6(26) . .
C14 C15 C10 120.6(3) . .
C14 C15 H15 117.1(31) . .
C10 C15 H15 122.3(31) . .
N2 C16 C13 176.9(4) . .
C16 N2 Ag1 175.6(3) . 2_457
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N1 2.232(3) .
Ag1 N2 2.238(4) 2_447
Ag1 O3 2.348(3) 3_558
Ag1 O1 2.470(3) .
S1 O3 1.424(3) .
S1 O1 1.429(3) .
S1 O2 1.429(3) .
S1 C17 1.808(5) .
O3 Ag1 2.348(3) 3_558
C17 F2 1.299(6) .
C17 F1 1.312(5) .
C17 F3 1.335(5) .
N1 C1 1.145(5) .
C1 C2 1.431(5) .
C2 C7 1.396(5) .
C2 C3 1.403(5) .
C3 C4 1.398(5) .
C3 C8 1.430(5) .
C4 C5 1.376(7) .
C4 H4 0.90(5) .
C5 C6 1.378(6) .
C5 H5 0.89(5) .
C6 C7 1.378(6) .
C6 H6 0.88(5) .
C7 H7 0.88(4) .
C8 C9 1.194(5) .
C9 C10 1.431(5) .
C10 C11 1.388(5) .
C10 C15 1.392(6) .
C11 C12 1.375(6) .
C11 H11 0.99(5) .
C12 C13 1.395(5) .
C12 H12 0.92(4) .
C13 C14 1.394(5) .
C13 C16 1.436(5) .
C14 C15 1.378(6) .
C14 H14 0.95(4) .
C15 H15 0.85(5) .
C16 N2 1.131(5) .
N2 Ag1 2.238(4) 2_457
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_4
O3 S1 O1 Ag1 4.3(3) . .
O2 S1 O1 Ag1 142.5(2) . .
C17 S1 O1 Ag1 -105.7(2) . .
N1 Ag1 O1 S1 -142.0(2) . .
N2 Ag1 O1 S1 85.1(2) 2_447 .
O3 Ag1 O1 S1 -34.6(2) 3_558 .
O1 S1 O3 Ag1 110.7(5) . 3_558
O2 S1 O3 Ag1 -26.0(6) . 3_558
C17 S1 O3 Ag1 -139.1(5) . 3_558
O3 S1 C17 F2 57.1(4) . .
O1 S1 C17 F2 174.9(3) . .
O2 S1 C17 F2 -65.9(4) . .
O3 S1 C17 F1 177.9(4) . .
O1 S1 C17 F1 -64.3(4) . .
O2 S1 C17 F1 54.9(4) . .
O3 S1 C17 F3 -62.3(4) . .
O1 S1 C17 F3 55.5(4) . .
O2 S1 C17 F3 174.7(3) . .
N2 Ag1 N1 C1 23.1(28) 2_447 .
O3 Ag1 N1 C1 175.7(28) 3_558 .
O1 Ag1 N1 C1 -75.0(28) . .
Ag1 N1 C1 C2 -76.0(88) . .
N1 C1 C2 C7 -47.7(79) . .
N1 C1 C2 C3 130.2(77) . .
C7 C2 C3 C4 0.7(5) . .
C1 C2 C3 C4 -177.2(3) . .
C7 C2 C3 C8 -177.5(3) . .
C1 C2 C3 C8 4.6(5) . .
C2 C3 C4 C5 -0.5(6) . .
C8 C3 C4 C5 177.8(4) . .
C3 C4 C5 C6 0.1(7) . .
C4 C5 C6 C7 0.0(7) . .
C5 C6 C7 C2 0.2(6) . .
C3 C2 C7 C6 -0.6(5) . .
C1 C2 C7 C6 177.3(3) . .
C4 C3 C8 C9 -102.2(176) . .
C2 C3 C8 C9 76.0(177) . .
C3 C8 C9 C10 -71.5(243) . .
C8 C9 C10 C11 -174.8(125) . .
C8 C9 C10 C15 5.2(129) . .
C15 C10 C11 C12 -0.6(6) . .
C9 C10 C11 C12 179.4(4) . .
C10 C11 C12 C13 0.4(6) . .
C11 C12 C13 C14 0.2(6) . .
C11 C12 C13 C16 -177.7(4) . .
C12 C13 C14 C15 -0.5(6) . .
C16 C13 C14 C15 177.4(4) . .
C13 C14 C15 C10 0.3(6) . .
C11 C10 C15 C14 0.3(6) . .
C9 C10 C15 C14 -179.7(4) . .
C14 C13 C16 N2 -60.9(70) . .
C12 C13 C16 N2 117.0(69) . .
C13 C16 N2 Ag1 53.9(95) . 2_457
