#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:10:33 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179560 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/29/4502948.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_4502948
loop_
_publ_author_name
'Lamann-Glees, Alexandra'
'Ruschewitz, Uwe'
_publ_section_title
;
 Effect of Counteranions in Self-Assembled Silver(I)-Coordination Polymers
 of 4-Aminobenzonitrile
;
_journal_issue                   2
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              854
_journal_paper_doi               10.1021/cg201244y
_journal_volume                  12
_journal_year                    2012
_chemical_formula_moiety         'C14 H12 N4 Ag, S1 O3 C1 F3'
_chemical_formula_sum            'C15 H12 Ag F3 N4 O3 S'
_chemical_formula_weight         493.22
_chemical_name_common
Bis(para-aminobenzonitrile)silver(I)-methanesulfonate
_chemical_name_systematic
;
Bis(para-aminobenzonitrile)silver(I)-methanesulfonate
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.266(18)
_cell_angle_beta                 111.231(18)
_cell_angle_gamma                90.15(2)
_cell_formula_units_Z            2
_cell_length_a                   9.9223(17)
_cell_length_b                   10.0790(17)
_cell_length_c                   10.9222(18)
_cell_measurement_reflns_used    1509
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.15
_cell_measurement_theta_min      1.9
_cell_volume                     937.5(3)
_computing_cell_refinement
;
IPDS program system (Stoe IPDS V2.87, 1996/97)
;
_computing_data_collection
;
IPDS program system (Stoe IPDS V2.87, 1996/97)
;
_computing_data_reduction
;
IPDS program system (Stoe IPDS V2.87, 1996/97)
;
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2001)'
_computing_publication_material  'publCIF (Westrip, 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare, 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.896
_diffrn_measured_fraction_theta_max 0.896
_diffrn_measurement_device_type  'Stoe IPDS I'
_diffrn_measurement_method       'φ scans'
_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  0.0729
_diffrn_reflns_av_sigmaI/netI    0.0661
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8851
_diffrn_reflns_theta_full        28.17
_diffrn_reflns_theta_max         28.17
_diffrn_reflns_theta_min         2.88
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.238
_exptl_absorpt_correction_T_max  0.8562
_exptl_absorpt_correction_T_min  0.7100
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
(X-RED; Stoe & Cie, 2001; the crystal shape was optimized by
X-SHAPE; Stoe & Cie, 1999)
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_density_diffrn    1.747
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             488
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.760
_refine_diff_density_min         -0.942
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.321
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     245
_refine_ls_number_reflns         4126
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.321
_refine_ls_R_factor_all          0.0619
_refine_ls_R_factor_gt           0.0511
_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)+(0.0722P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1549
_refine_ls_wR_factor_ref         0.1621
_reflns_number_gt                3267
_reflns_number_total             4126
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            cg201244y_si_003.cif
_cod_data_source_block           alex1
_cod_database_code               4502948
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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 0.32399(4) 0.20568(4) 0.99816(3) 0.07262(19) Uani 1 1 d .
C2 C 0.2706(4) -0.0537(5) 0.6020(4) 0.0519(8) Uani 1 1 d .
H2 H 0.3586 0.0001 0.6240 0.073(4) Uiso 1 1 calc R
C1 C 0.2453(4) -0.0847(4) 0.7067(3) 0.0458(7) Uani 1 1 d .
C3 C 0.1642(5) -0.1036(5) 0.4648(4) 0.0542(9) Uani 1 1 d .
H3 H 0.1813 -0.0840 0.3944 0.073(4) Uiso 1 1 calc R
C4 C 0.0327(4) -0.1822(4) 0.4319(4) 0.0503(8) Uani 1 1 d .
C5 C 0.0084(5) -0.2150(5) 0.5364(4) 0.0576(9) Uani 1 1 d .
H5 H -0.0790 -0.2698 0.5145 0.073(4) Uiso 1 1 calc R
C6 C 0.1151(5) -0.1654(5) 0.6728(4) 0.0562(9) Uani 1 1 d .
H6 H 0.0988 -0.1868 0.7428 0.073(4) Uiso 1 1 calc R
C7 C -0.0784(5) -0.2243(5) 0.2926(4) 0.0621(11) Uani 1 1 d .
C8 C -0.2238(4) -0.2712(4) 0.7308(4) 0.0475(7) Uani 1 1 d .
C9 C -0.3229(5) -0.2304(4) 0.6278(4) 0.0534(9) Uani 1 1 d .
H9 H -0.3449 -0.1370 0.6538 0.073(4) Uiso 1 1 calc R
C10 C -0.3888(4) -0.3262(5) 0.4882(4) 0.0528(8) Uani 1 1 d .
H10 H -0.4541 -0.2973 0.4202 0.073(4) Uiso 1 1 calc R
C11 C -0.3576(4) -0.4658(4) 0.4493(3) 0.0467(7) Uani 1 1 d .
C12 C -0.2580(5) -0.5075(4) 0.5512(4) 0.0554(9) Uani 1 1 d .
H12 H -0.2360 -0.6008 0.5250 0.073(4) Uiso 1 1 calc R
C13 C -0.1915(4) -0.4105(5) 0.6913(4) 0.0540(9) Uani 1 1 d .
H13 H -0.1251 -0.4387 0.7591 0.073(4) Uiso 1 1 calc R
C14 C -0.4314(4) -0.5690(5) 0.3060(4) 0.0547(9) Uani 1 1 d .
C15 C 0.2533(7) -0.3716(6) 1.0295(7) 0.0787(14) Uani 1 1 d .
S1 S 0.28278(12) -0.18136(12) 1.13099(11) 0.0559(3) Uani 1 1 d .
N1 N 0.3503(4) -0.0273(4) 0.8478(3) 0.0539(8) Uani 1 1 d .
H1A H 0.4396 -0.0210 0.8450 0.073(4) Uiso 1 1 calc R
H1B H 0.3470 -0.0897 0.8886 0.073(4) Uiso 1 1 calc R
N2 N -0.1677(5) -0.2542(5) 0.1814(4) 0.0814(14) Uani 1 1 d .
N3 N -0.1641(4) -0.1754(4) 0.8744(3) 0.0574(8) Uani 1 1 d .
H3A H -0.1571 -0.0843 0.8797 0.073(4) Uiso 1 1 calc R
H3B H -0.0736 -0.1923 0.9174 0.073(4) Uiso 1 1 calc R
N4 N -0.4933(4) -0.6520(5) 0.1933(4) 0.0658(10) Uani 1 1 d .
O1 O 0.1391(4) -0.1437(5) 1.1097(5) 0.0883(12) Uani 1 1 d .
O2 O 0.3685(5) -0.1630(5) 1.2757(4) 0.0914(12) Uani 1 1 d .
O3 O 0.3625(6) -0.1208(5) 1.0724(5) 0.1014(15) Uani 1 1 d .
F1 F 0.1804(6) -0.4001(5) 0.8909(4) 0.1249(16) Uani 1 1 d .
F2 F 0.3765(6) -0.4223(5) 1.0414(6) 0.1307(18) Uani 1 1 d .
F3 F 0.1802(9) -0.4428(5) 1.0664(7) 0.161(3) 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'
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
N4 Ag1 N2 129.93(17) 1_666 2_556
N4 Ag1 N1 122.34(14) 1_666 .
N2 Ag1 N1 94.89(14) 2_556 .
N4 Ag1 N3 95.30(13) 1_666 2_557
N2 Ag1 N3 102.51(17) 2_556 2_557
N1 Ag1 N3 109.74(13) . 2_557
C3 C2 C1 119.6(4) . .
C3 C2 H2 120.2 . .
C1 C2 H2 120.2 . .
C6 C1 C2 119.8(3) . .
C6 C1 N1 120.7(3) . .
C2 C1 N1 119.5(4) . .
C4 C3 C2 120.4(3) . .
C4 C3 H3 119.8 . .
C2 C3 H3 119.8 . .
C3 C4 C5 119.8(3) . .
C3 C4 C7 119.3(4) . .
C5 C4 C7 120.8(4) . .
C6 C5 C4 119.4(4) . .
C6 C5 H5 120.3 . .
C4 C5 H5 120.3 . .
C1 C6 C5 120.9(3) . .
C1 C6 H6 119.6 . .
C5 C6 H6 119.6 . .
N2 C7 C4 178.1(5) . .
C13 C8 C9 119.2(3) . .
C13 C8 N3 120.3(3) . .
C9 C8 N3 120.4(4) . .
C10 C9 C8 120.9(4) . .
C10 C9 H9 119.6 . .
C8 C9 H9 119.6 . .
C9 C10 C11 119.8(3) . .
C9 C10 H10 120.1 . .
C11 C10 H10 120.1 . .
C10 C11 C12 119.8(3) . .
C10 C11 C14 120.4(3) . .
C12 C11 C14 119.8(4) . .
C13 C12 C11 120.1(4) . .
C13 C12 H12 119.9 . .
C11 C12 H12 119.9 . .
C12 C13 C8 120.1(4) . .
C12 C13 H13 119.9 . .
C8 C13 H13 119.9 . .
N4 C14 C11 177.9(5) . .
F3 C15 F2 107.6(6) . .
F3 C15 F1 108.0(6) . .
F2 C15 F1 106.5(6) . .
F3 C15 S1 112.7(5) . .
F2 C15 S1 111.9(5) . .
F1 C15 S1 109.9(4) . .
O3 S1 O1 115.0(3) . .
O3 S1 O2 112.5(3) . .
O1 S1 O2 113.6(3) . .
O3 S1 C15 104.4(3) . .
O1 S1 C15 105.0(3) . .
O2 S1 C15 105.0(3) . .
C1 N1 Ag1 115.9(2) . .
C1 N1 H1A 108.3 . .
Ag1 N1 H1A 108.3 . .
C1 N1 H1B 108.3 . .
Ag1 N1 H1B 108.3 . .
H1A N1 H1B 107.4 . .
C7 N2 Ag1 154.3(4) . 2_556
C8 N3 Ag1 110.4(3) . 2_557
C8 N3 H3A 109.6 . .
Ag1 N3 H3A 109.6 2_557 .
C8 N3 H3B 109.6 . .
Ag1 N3 H3B 109.6 2_557 .
H3A N3 H3B 108.1 . .
C14 N4 Ag1 160.3(4) . 1_444
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N4 2.203(4) 1_666
Ag1 N2 2.233(4) 2_556
Ag1 N1 2.407(4) .
Ag1 N3 2.540(4) 2_557
C2 C3 1.385(5) .
C2 C1 1.391(5) .
C2 H2 0.9300 .
C1 C6 1.378(6) .
C1 N1 1.409(4) .
C3 C4 1.381(6) .
C3 H3 0.9300 .
C4 C5 1.394(6) .
C4 C7 1.423(5) .
C5 C6 1.380(5) .
C5 H5 0.9300 .
C6 H6 0.9300 .
C7 N2 1.142(6) .
C8 C13 1.386(6) .
C8 C9 1.392(5) .
C8 N3 1.403(4) .
C9 C10 1.375(5) .
C9 H9 0.9300 .
C10 C11 1.386(6) .
C10 H10 0.9300 .
C11 C12 1.392(5) .
C11 C14 1.433(5) .
C12 C13 1.383(5) .
C12 H12 0.9300 .
C13 H13 0.9300 .
C14 N4 1.138(5) .
C15 F3 1.273(8) .
C15 F2 1.307(7) .
C15 F1 1.337(7) .
C15 S1 1.792(6) .
S1 O3 1.434(4) .
S1 O1 1.435(4) .
S1 O2 1.438(4) .
N1 H1A 0.9000 .
N1 H1B 0.9000 .
N2 Ag1 2.233(4) 2_556
N3 Ag1 2.540(4) 2_557
N3 H3A 0.9000 .
N3 H3B 0.9000 .
N4 Ag1 2.203(4) 1_444
