#------------------------------------------------------------------------------
#$Date: 2016-03-24 02:31:37 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179583 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/48/4504892.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_4504892
loop_
_publ_author_name
'Reger, Daniel L.'
'Semeniuc, Radu F.'
'Smith, Mark D.'
_publ_section_title
;
 Metal Complexes of 2,6-Bis[(pyrazol-1-yl)methyl]pyridine:  The
 Search for Aryl−Pyrazolyl Embrace Interactions as a Synthon for
 Crystal Engineering
;
_journal_issue                   3
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1181
_journal_paper_doi               10.1021/cg049609s
_journal_volume                  5
_journal_year                    2005
_chemical_formula_moiety         'C13 H13 Ag N5, C F3 O3 S, C2 H3 N'
_chemical_formula_sum            'C16 H16 Ag F3 N6 O3 S'
_chemical_formula_weight         537.28
_chemical_name_systematic
; 
 ? 
;
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.9400(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.6491(9)
_cell_length_b                   13.3388(9)
_cell_length_c                   11.2567(7)
_cell_measurement_reflns_used    5912
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      26.357
_cell_measurement_theta_min      2.375
_cell_volume                     2038.4(2)
_computing_cell_refinement       'SAINT+ NT V6.22 (Bruker, 2001)'
_computing_data_collection       'SMART NT V5.625 (Bruker, 1998)'
_computing_data_reduction        'SAINT+ NT V6.22'
_computing_molecular_graphics    'SHELXTL V6.1 (Sheldrick, 2000)'
_computing_publication_material  'SHELXTL V6.1'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(1)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART APEX CCD diffractometer'
_diffrn_measurement_method       'omega 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  0.0258
_diffrn_reflns_av_sigmaI/netI    0.0235
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            18429
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         1.50
_diffrn_standards_decay_%        none
_exptl_absorpt_coefficient_mu    1.149
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.8050
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS, Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.751
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.828
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     285
_refine_ls_number_reflns         4164
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0356
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0465P)²+2.2032P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0872
_refine_ls_wR_factor_ref         0.0894
_reflns_number_gt                3823
_reflns_number_total             4164
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg049609ssi20041118_040602.cif
_cod_data_source_block           cmpd2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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      'P 21/c'
_cod_database_code               4504892
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_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Ag1 Ag 0.382349(16) 0.732785(18) 0.676725(19) 0.03463(10) Uani 1 1 d .
C1 C 0.5618(2) 0.6718(2) 0.5322(2) 0.0295(6) Uani 1 1 d .
C2 C 0.6139(2) 0.6150(2) 0.4572(2) 0.0317(6) Uani 1 1 d .
H2 H 0.6837 0.6106 0.4701 0.035(8) Uiso 1 1 calc R
C3 C 0.5620(2) 0.5648(2) 0.3628(2) 0.0322(6) Uani 1 1 d .
H3 H 0.5958 0.5241 0.3111 0.039(9) Uiso 1 1 calc R
C4 C 0.4608(2) 0.5743(2) 0.3445(2) 0.0296(6) Uani 1 1 d .
H4 H 0.4241 0.5407 0.2801 0.032(8) Uiso 1 1 calc R
C5 C 0.4140(2) 0.6342(2) 0.4224(2) 0.0278(5) Uani 1 1 d .
C6 C 0.6130(2) 0.7273(2) 0.6379(3) 0.0350(6) Uani 1 1 d .
H6A H 0.6837 0.7346 0.6270 0.041(9) Uiso 1 1 calc R
H6B H 0.5845 0.7953 0.6414 0.033(8) Uiso 1 1 calc R
C7 C 0.3045(2) 0.6542(2) 0.4111(2) 0.0353(6) Uani 1 1 d .
H7A H 0.2765 0.6223 0.4794 0.042(9) Uiso 1 1 calc R
H7B H 0.2940 0.7274 0.4172 0.038(9) Uiso 1 1 calc R
C11 C 0.6742(2) 0.6316(2) 0.8252(3) 0.0389(7) Uani 1 1 d .
H11 H 0.7427 0.6308 0.8166 0.058(11) Uiso 1 1 calc R
C12 C 0.6296(2) 0.5886(2) 0.9155(3) 0.0421(7) Uani 1 1 d .
H12 H 0.6601 0.5521 0.9818 0.046(10) Uiso 1 1 calc R
C13 C 0.5295(2) 0.6097(2) 0.8894(2) 0.0353(6) Uani 1 1 d .
H13 H 0.4795 0.5891 0.9369 0.038(9) Uiso 1 1 calc R
C21 C 0.1749(2) 0.5543(2) 0.2899(3) 0.0437(7) Uani 1 1 d .
H21 H 0.1491 0.5181 0.3524 0.052(10) Uiso 1 1 calc R
C22 C 0.1416(2) 0.5500(3) 0.1709(3) 0.0486(8) Uani 1 1 d .
H22 H 0.0887 0.5109 0.1342 0.055(11) Uiso 1 1 calc R
C23 C 0.2017(2) 0.6148(2) 0.1160(3) 0.0380(7) Uani 1 1 d .
H23 H 0.1964 0.6269 0.0324 0.038(9) Uiso 1 1 calc R
N1 N 0.46326(17) 0.68050(17) 0.51550(19) 0.0290(5) Uani 1 1 d .
N11 N 0.51349(18) 0.66282(18) 0.7883(2) 0.0315(5) Uani 1 1 d .
N12 N 0.60351(18) 0.67529(18) 0.7507(2) 0.0326(5) Uani 1 1 d .
N21 N 0.26765(17) 0.65806(18) 0.1945(2) 0.0316(5) Uani 1 1 d .
N22 N 0.25047(17) 0.61891(19) 0.3021(2) 0.0330(5) Uani 1 1 d .
S1 S 0.20249(6) 0.57795(6) 0.76677(7) 0.0427(2) Uani 1 1 d .
O1 O 0.2182(3) 0.5844(2) 0.6443(3) 0.0763(9) Uani 1 1 d .
O2 O 0.2927(2) 0.5750(3) 0.8436(3) 0.0739(9) Uani 1 1 d .
O3 O 0.1285(2) 0.6419(2) 0.8067(2) 0.0624(7) Uani 1 1 d .
C31 C 0.1534(3) 0.4530(3) 0.7796(3) 0.0488(8) Uani 1 1 d .
F1 F 0.1364(2) 0.4348(2) 0.8918(2) 0.0846(8) Uani 1 1 d .
F2 F 0.07008(18) 0.4412(3) 0.7127(3) 0.0979(10) Uani 1 1 d .
F3 F 0.21559(19) 0.38396(17) 0.7473(3) 0.0740(7) Uani 1 1 d .
N41 N 0.1465(3) 0.3281(3) 0.4075(5) 0.0893(14) Uani 1 1 d .
C41 C 0.0765(3) 0.3071(3) 0.4443(4) 0.0633(11) Uani 1 1 d .
C42 C -0.0133(4) 0.2797(5) 0.4918(6) 0.0943(19) Uani 1 1 d .
H42A H -0.0598 0.3359 0.4826 0.142 Uiso 1 1 calc R
H42B H 0.0006 0.2632 0.5768 0.142 Uiso 1 1 calc R
H42C H -0.0422 0.2213 0.4486 0.142 Uiso 1 1 calc R
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
N21 Ag1 N11 139.47(8) 4_576 .
N21 Ag1 N1 132.89(8) 4_576 .
N11 Ag1 N1 84.15(8) . .
N21 Ag1 O1 85.19(9) 4_576 .
N11 Ag1 O1 109.45(9) . .
N1 Ag1 O1 96.71(8) . .
N21 Ag1 O2 93.72(9) 4_576 .
N11 Ag1 O2 74.28(8) . .
N1 Ag1 O2 120.65(8) . .
O1 Ag1 O2 45.32(8) . .
N21 Ag1 O3 61.15(8) 4_576 .
N11 Ag1 O3 109.16(7) . .
N1 Ag1 O3 132.80(7) . .
O1 Ag1 O3 36.13(7) . .
O2 Ag1 O3 36.05(7) . .
N1 C1 C2 122.2(3) . .
N1 C1 C6 116.3(2) . .
C2 C1 C6 121.5(3) . .
C1 C2 C3 118.5(3) . .
C1 C2 H2 120.8 . .
C3 C2 H2 120.8 . .
C4 C3 C2 119.6(3) . .
C4 C3 H3 120.2 . .
C2 C3 H3 120.2 . .
C3 C4 C5 118.5(3) . .
C3 C4 H4 120.7 . .
C5 C4 H4 120.7 . .
N1 C5 C4 122.2(3) . .
N1 C5 C7 113.4(2) . .
C4 C5 C7 124.3(3) . .
N12 C6 C1 112.0(2) . .
N12 C6 H6A 109.2 . .
C1 C6 H6A 109.2 . .
N12 C6 H6B 109.2 . .
C1 C6 H6B 109.2 . .
H6A C6 H6B 107.9 . .
N22 C7 C5 115.3(2) . .
N22 C7 H7A 108.4 . .
C5 C7 H7A 108.4 . .
N22 C7 H7B 108.4 . .
C5 C7 H7B 108.4 . .
H7A C7 H7B 107.5 . .
N12 C11 C12 107.5(3) . .
N12 C11 H11 126.2 . .
C12 C11 H11 126.2 . .
C11 C12 C13 105.1(3) . .
C11 C12 H12 127.5 . .
C13 C12 H12 127.5 . .
N11 C13 C12 110.8(3) . .
N11 C13 H13 124.6 . .
C12 C13 H13 124.6 . .
N22 C21 C22 107.5(3) . .
N22 C21 H21 126.3 . .
C22 C21 H21 126.3 . .
C21 C22 C23 105.0(3) . .
C21 C22 H22 127.5 . .
C23 C22 H22 127.5 . .
N21 C23 C22 111.6(3) . .
N21 C23 H23 124.2 . .
C22 C23 H23 124.2 . .
C5 N1 C1 119.0(2) . .
C5 N1 Ag1 120.60(18) . .
C1 N1 Ag1 117.78(17) . .
C13 N11 N12 105.0(2) . .
C13 N11 Ag1 137.3(2) . .
N12 N11 Ag1 117.69(17) . .
C11 N12 N11 111.6(2) . .
C11 N12 C6 128.6(3) . .
N11 N12 C6 119.7(2) . .
C23 N21 N22 104.9(2) . .
C23 N21 Ag1 132.8(2) . 4_575
N22 N21 Ag1 122.25(18) . 4_575
C21 N22 N21 111.0(3) . .
C21 N22 C7 128.0(3) . .
N21 N22 C7 120.8(2) . .
O1 S1 O3 116.88(18) . .
O1 S1 O2 112.5(2) . .
O3 S1 O2 114.69(18) . .
O1 S1 C31 103.21(18) . .
O3 S1 C31 104.17(17) . .
O2 S1 C31 103.26(19) . .
S1 O1 Ag1 96.25(17) . .
S1 O2 Ag1 89.08(16) . .
S1 O3 Ag1 53.91(11) . .
F2 C31 F3 107.6(3) . .
F2 C31 F1 107.4(3) . .
F3 C31 F1 108.2(3) . .
F2 C31 S1 111.9(3) . .
F3 C31 S1 111.3(2) . .
F1 C31 S1 110.3(3) . .
N41 C41 C42 179.7(6) . .
C41 C42 H42A 109.5 . .
C41 C42 H42B 109.5 . .
H42A C42 H42B 109.5 . .
C41 C42 H42C 109.5 . .
H42A C42 H42C 109.5 . .
H42B C42 H42C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N21 2.162(2) 4_576
Ag1 N11 2.278(2) .
Ag1 N1 2.327(2) .
Ag1 O1 2.983(4) .
Ag1 O2 3.152(3) .
Ag1 O3 4.082(3) .
C1 N1 1.343(4) .
C1 C2 1.384(4) .
C1 C6 1.511(4) .
C2 C3 1.388(4) .
C2 H2 0.9500 .
C3 C4 1.380(4) .
C3 H3 0.9500 .
C4 C5 1.390(4) .
C4 H4 0.9500 .
C5 N1 1.336(4) .
C5 C7 1.511(4) .
C6 N12 1.464(4) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 N22 1.444(4) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C11 N12 1.344(4) .
C11 C12 1.364(5) .
C11 H11 0.9500 .
C12 C13 1.396(4) .
C12 H12 0.9500 .
C13 N11 1.339(4) .
C13 H13 0.9500 .
C21 N22 1.340(4) .
C21 C22 1.371(5) .
C21 H21 0.9500 .
C22 C23 1.380(5) .
C22 H22 0.9500 .
C23 N21 1.327(4) .
C23 H23 0.9500 .
N11 N12 1.351(3) .
N21 N22 1.361(3) .
N21 Ag1 2.162(2) 4_575
S1 O1 1.419(3) .
S1 O3 1.429(3) .
S1 O2 1.430(3) .
S1 C31 1.808(4) .
C31 F2 1.306(4) .
C31 F3 1.329(4) .
C31 F1 1.330(4) .
N41 C41 1.116(5) .
C41 C42 1.435(6) .
C42 H42A 0.9800 .
C42 H42B 0.9800 .
C42 H42C 0.9800 .
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
N1 C1 C2 C3 -0.8(4) . .
C6 C1 C2 C3 179.1(3) . .
C1 C2 C3 C4 1.5(4) . .
C2 C3 C4 C5 -0.3(4) . .
C3 C4 C5 N1 -1.7(4) . .
C3 C4 C5 C7 177.9(3) . .
N1 C1 C6 N12 77.4(3) . .
C2 C1 C6 N12 -102.5(3) . .
N1 C5 C7 N22 170.7(2) . .
C4 C5 C7 N22 -8.9(4) . .
N12 C11 C12 C13 0.0(3) . .
C11 C12 C13 N11 0.0(3) . .
N22 C21 C22 C23 0.1(4) . .
C21 C22 C23 N21 -0.6(4) . .
C4 C5 N1 C1 2.3(4) . .
C7 C5 N1 C1 -177.3(2) . .
C4 C5 N1 Ag1 -158.9(2) . .
C7 C5 N1 Ag1 21.5(3) . .
C2 C1 N1 C5 -1.0(4) . .
C6 C1 N1 C5 179.1(2) . .
C2 C1 N1 Ag1 160.7(2) . .
C6 C1 N1 Ag1 -19.2(3) . .
N21 Ag1 N1 C5 -64.3(2) 4_576 .
N11 Ag1 N1 C5 134.3(2) . .
O1 Ag1 N1 C5 25.3(2) . .
O2 Ag1 N1 C5 66.5(2) . .
O3 Ag1 N1 C5 23.5(2) . .
N21 Ag1 N1 C1 134.23(19) 4_576 .
N11 Ag1 N1 C1 -27.14(19) . .
O1 Ag1 N1 C1 -136.11(19) . .
O2 Ag1 N1 C1 -95.0(2) . .
O3 Ag1 N1 C1 -137.92(17) . .
C12 C13 N11 N12 0.0(3) . .
C12 C13 N11 Ag1 -178.9(2) . .
N21 Ag1 N11 C13 59.3(3) 4_576 .
N1 Ag1 N11 C13 -141.8(3) . .
O1 Ag1 N11 C13 -46.8(3) . .
O2 Ag1 N11 C13 -17.7(3) . .
O3 Ag1 N11 C13 -8.4(3) . .
N21 Ag1 N11 N12 -119.53(19) 4_576 .
N1 Ag1 N11 N12 39.36(19) . .
O1 Ag1 N11 N12 134.43(18) . .
O2 Ag1 N11 N12 163.5(2) . .
O3 Ag1 N11 N12 172.79(17) . .
C12 C11 N12 N11 0.0(3) . .
C12 C11 N12 C6 -177.0(3) . .
C13 N11 N12 C11 0.0(3) . .
Ag1 N11 N12 C11 179.17(18) . .
C13 N11 N12 C6 177.4(2) . .
Ag1 N11 N12 C6 -3.5(3) . .
C1 C6 N12 C11 113.5(3) . .
C1 C6 N12 N11 -63.3(3) . .
C22 C23 N21 N22 0.9(3) . .
C22 C23 N21 Ag1 -179.0(2) . 4_575
C22 C21 N22 N21 0.5(4) . .
C22 C21 N22 C7 174.7(3) . .
C23 N21 N22 C21 -0.9(3) . .
Ag1 N21 N22 C21 179.0(2) 4_575 .
C23 N21 N22 C7 -175.6(3) . .
Ag1 N21 N22 C7 4.3(3) 4_575 .
C5 C7 N22 C21 121.9(3) . .
C5 C7 N22 N21 -64.4(4) . .
O3 S1 O1 Ag1 94.06(19) . .
O2 S1 O1 Ag1 -41.70(19) . .
C31 S1 O1 Ag1 -152.32(13) . .
N21 Ag1 O1 S1 -76.97(15) 4_576 .
N11 Ag1 O1 S1 64.22(16) . .
N1 Ag1 O1 S1 150.36(14) . .
O2 Ag1 O1 S1 23.09(12) . .
O3 Ag1 O1 S1 -31.90(10) . .
O1 S1 O2 Ag1 38.75(18) . .
O3 S1 O2 Ag1 -98.02(16) . .
C31 S1 O2 Ag1 149.33(12) . .
N21 Ag1 O2 S1 56.72(15) 4_576 .
N11 Ag1 O2 S1 -162.66(16) . .
N1 Ag1 O2 S1 -89.50(15) . .
O1 Ag1 O2 S1 -22.77(12) . .
O3 Ag1 O2 S1 32.36(10) . .
O1 S1 O3 Ag1 -63.72(18) . .
O2 S1 O3 Ag1 71.08(17) . .
C31 S1 O3 Ag1 -176.81(15) . .
N21 Ag1 O3 S1 166.54(15) 4_576 .
N11 Ag1 O3 S1 -56.80(14) . .
N1 Ag1 O3 S1 43.26(16) . .
O1 Ag1 O3 S1 40.20(14) . .
O2 Ag1 O3 S1 -41.49(13) . .
O1 S1 C31 F2 -61.8(3) . .
O3 S1 C31 F2 60.8(3) . .
O2 S1 C31 F2 -179.1(3) . .
O1 S1 C31 F3 58.6(3) . .
O3 S1 C31 F3 -178.8(3) . .
O2 S1 C31 F3 -58.7(3) . .
O1 S1 C31 F1 178.8(3) . .
O3 S1 C31 F1 -58.7(3) . .
O2 S1 C31 F1 61.5(3) . .
