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#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/88/4338870.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_4338870
loop_
_publ_author_name
'Liu, Hai-Yan'
'Wu, Hua'
'Ma, Jian-Fang'
'Song, Shu-Yan'
'Yang, Jin'
'Liu, Ying-Ying'
'Su, Zhong-Min'
_publ_section_title
;
 Structural study of silver(I) sulfonate complexes with pyrazine
 derivatives.
;
_journal_issue                   18
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7299
_journal_page_last               7311
_journal_paper_doi               10.1021/ic070147s
_journal_volume                  46
_journal_year                    2007
_chemical_formula_moiety         'C12 H17 Ag N3 O4.50 S'
_chemical_formula_sum            'C12 H17 Ag N3 O4.5 S'
_chemical_formula_weight         415.22
_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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.99(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   13.482(3)
_cell_length_b                   14.254(3)
_cell_length_c                   16.552(3)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     3025.3(12)
_computing_cell_refinement       PROCESS-AUTO
_computing_data_collection       PROCESS-AUTO
_computing_data_reduction        PROCESS-AUTO
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_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  0.0165
_diffrn_reflns_av_sigmaI/netI    0.0141
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            14809
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         3.14
_exptl_absorpt_coefficient_mu    1.493
_exptl_absorpt_correction_T_max  0.7670
_exptl_absorpt_correction_T_min  0.6030
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1672
_exptl_crystal_size_max          0.352
_exptl_crystal_size_mid          0.291
_exptl_crystal_size_min          0.176
_refine_diff_density_max         0.708
_refine_diff_density_min         -0.428
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         3474
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0400
_refine_ls_R_factor_gt           0.0340
_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)+(0.0525P)²+2.1511P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.0949
_reflns_number_gt                2890
_reflns_number_total             3474
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic070147s-file003.cif
_cod_data_source_block           compound-4
_cod_original_cell_volume        3025.5(11)
_cod_original_sg_symbol_H-M      c2/c
_cod_original_formula_sum        'C12 H17 Ag N3 O4.50 S'
_cod_database_code               4338870
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 0.5000 0.110759(18) 0.2500 0.05009(11) Uani 1 2 d S
Ag2 Ag 0.5000 -0.389601(19) 0.2500 0.06087(13) Uani 1 2 d S
C4 C 0.5428(2) -0.03785(18) 0.40497(14) 0.0457(6) Uani 1 1 d .
H4A H 0.5401 0.0284 0.3940 0.068 Uiso 1 1 calc R
H4B H 0.6111 -0.0545 0.4411 0.068 Uiso 1 1 calc R
H4C H 0.4920 -0.0539 0.4325 0.068 Uiso 1 1 calc R
C5 C 0.50746(15) 0.31138(15) 0.32145(13) 0.0314(4) Uani 1 1 d .
C6 C 0.5110(2) 0.25806(18) 0.40000(15) 0.0467(6) Uani 1 1 d .
H6A H 0.5088 0.1920 0.3883 0.070 Uiso 1 1 calc R
H6B H 0.4522 0.2751 0.4180 0.070 Uiso 1 1 calc R
H6C H 0.5743 0.2728 0.4442 0.070 Uiso 1 1 calc R
C8 C 0.50935(17) -0.59178(17) 0.32075(15) 0.0364(5) Uani 1 1 d .
H8 H 0.5174 -0.5596 0.3712 0.044 Uiso 1 1 calc R
C10 C 0.76930(15) 0.01822(16) 0.29342(13) 0.0325(4) Uani 1 1 d .
C11 C 0.76171(16) -0.07743(16) 0.29860(14) 0.0341(4) Uani 1 1 d .
H11 H 0.7709 -0.1054 0.3511 0.041 Uiso 1 1 calc R
C12 C 0.75440(18) 0.06040(17) 0.21448(15) 0.0388(5) Uani 1 1 d .
H12 H 0.7581 0.1253 0.2104 0.047 Uiso 1 1 calc R
C13 C 0.74051(17) -0.13294(17) 0.22619(16) 0.0364(5) Uani 1 1 d .
H13 H 0.7352 -0.1977 0.2304 0.044 Uiso 1 1 calc R
C14 C 0.72708(18) -0.09117(17) 0.14652(14) 0.0382(5) Uani 1 1 d .
C15 C 0.73413(19) 0.00568(18) 0.14248(14) 0.0427(5) Uani 1 1 d .
H15 H 0.7250 0.0343 0.0902 0.051 Uiso 1 1 calc R
N5 N 0.7041(2) -0.1450(2) 0.07485(16) 0.0570(6) Uani 1 1 d .
HN1 H 0.713(2) -0.202(3) 0.083(2) 0.058(9) Uiso 1 1 d .
HN2 H 0.719(3) -0.120(2) 0.030(2) 0.060(9) Uiso 1 1 d .
O1 O 0.88948(17) 0.14582(18) 0.38084(15) 0.0708(7) Uani 1 1 d .
O2 O 0.8219(2) 0.03010(16) 0.45684(12) 0.0791(7) Uani 1 1 d .
O3 O 0.71153(17) 0.14927(17) 0.37616(15) 0.0693(6) Uani 1 1 d .
OW1 O 0.8989(2) -0.12715(17) 0.5508(2) 0.0768(7) Uani 1 1 d D
H1A H 0.878(2) -0.0834(19) 0.5151(18) 0.073(11) Uiso 1 1 d D
H2A H 0.9641(8) -0.124(2) 0.560(2) 0.085(13) Uiso 1 1 d D
OW2 O 0.2793(7) 0.2278(6) 0.4458(6) 0.127(3) Uani 0.50 1 d PD
H1B H 0.223(5) 0.225(8) 0.459(7) 0.14(5) Uiso 0.50 1 d PD
H2B H 0.310(8) 0.272(7) 0.479(8) 0.18(6) Uiso 0.50 1 d PD
C1 C 0.51874(18) -0.18675(16) 0.32178(14) 0.0366(5) Uani 1 1 d .
H1 H 0.5316 -0.2189 0.3729 0.044 Uiso 1 1 calc R
C2 C 0.51966(16) -0.09007(16) 0.32287(14) 0.0313(4) Uani 1 1 d .
N1 N 0.5000 -0.04129(17) 0.2500 0.0284(5) Uani 1 2 d S
N2 N 0.5000 -0.23591(19) 0.2500 0.0386(6) Uani 1 2 d S
N3 N 0.5000 -0.54274(19) 0.2500 0.0362(6) Uani 1 2 d S
N4 N 0.5000 0.26305(17) 0.2500 0.0278(5) Uani 1 2 d S
S1 S 0.80106(5) 0.09037(4) 0.38387(4) 0.03882(15) 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'
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
N1 Ag1 N4 180.0 . .
N3 Ag2 N2 180.0 . .
C2 C4 H4A 109.5 . .
C2 C4 H4B 109.5 . .
H4A C4 H4B 109.5 . .
C2 C4 H4C 109.5 . .
H4A C4 H4C 109.5 . .
H4B C4 H4C 109.5 . .
N4 C5 C8 120.1(2) . 1_565
N4 C5 C6 118.6(2) . .
C8 C5 C6 121.3(2) 1_565 .
C5 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C5 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
N3 C8 C5 122.2(2) . 1_545
N3 C8 H8 118.9 . .
C5 C8 H8 118.9 1_545 .
C11 C10 C12 119.7(2) . .
C11 C10 S1 122.13(17) . .
C12 C10 S1 118.19(19) . .
C10 C11 C13 120.8(2) . .
C10 C11 H11 119.6 . .
C13 C11 H11 119.6 . .
C15 C12 C10 119.9(2) . .
C15 C12 H12 120.1 . .
C10 C12 H12 120.1 . .
C11 C13 C14 120.0(2) . .
C11 C13 H13 120.0 . .
C14 C13 H13 120.0 . .
N5 C14 C15 121.2(2) . .
N5 C14 C13 120.3(2) . .
C15 C14 C13 118.4(2) . .
C12 C15 C14 121.3(2) . .
C12 C15 H15 119.3 . .
C14 C15 H15 119.3 . .
C14 N5 HN1 116(2) . .
C14 N5 HN2 116(2) . .
HN1 N5 HN2 117(3) . .
H1A OW1 H2A 100.8(15) . .
H1B OW2 H2B 99.0(16) . .
N2 C1 C2 122.4(2) . .
N2 C1 H1 118.8 . .
C2 C1 H1 118.8 . .
N1 C2 C1 120.4(2) . .
N1 C2 C4 119.0(2) . .
C1 C2 C4 120.5(2) . .
C2 N1 C2 117.8(3) . 2_655
C2 N1 Ag1 121.11(13) . .
C2 N1 Ag1 121.11(13) 2_655 .
C1 N2 C1 116.7(3) . 2_655
C1 N2 Ag2 121.67(14) . .
C1 N2 Ag2 121.67(14) 2_655 .
C8 N3 C8 116.9(3) . 2_655
C8 N3 Ag2 121.55(14) . .
C8 N3 Ag2 121.55(14) 2_655 .
C5 N4 C5 118.4(3) . 2_655
C5 N4 Ag1 120.80(13) . .
C5 N4 Ag1 120.80(13) 2_655 .
O2 S1 O3 111.29(16) . .
O2 S1 O1 114.02(17) . .
O3 S1 O1 110.82(16) . .
O2 S1 C10 107.40(12) . .
O3 S1 C10 106.74(12) . .
O1 S1 C10 106.10(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N1 2.167(3) .
Ag1 N4 2.171(3) .
Ag2 N3 2.183(3) .
Ag2 N2 2.191(3) .
C4 C2 1.495(3) .
C4 H4A 0.9600 .
C4 H4B 0.9600 .
C4 H4C 0.9600 .
C5 N4 1.345(2) .
C5 C8 1.381(3) 1_565
C5 C6 1.494(3) .
C6 H6A 0.9600 .
C6 H6B 0.9600 .
C6 H6C 0.9600 .
C8 N3 1.336(3) .
C8 C5 1.381(3) 1_545
C8 H8 0.9300 .
C10 C11 1.372(3) .
C10 C12 1.395(3) .
C10 S1 1.757(2) .
C11 C13 1.390(3) .
C11 H11 0.9300 .
C12 C15 1.379(3) .
C12 H12 0.9300 .
C13 C14 1.407(3) .
C13 H13 0.9300 .
C14 N5 1.366(3) .
C14 C15 1.387(3) .
C15 H15 0.9300 .
N5 HN1 0.82(4) .
N5 HN2 0.90(4) .
O1 S1 1.444(2) .
O2 S1 1.437(2) .
O3 S1 1.443(2) .
OW1 H1A 0.845(10) .
OW1 H2A 0.845(10) .
OW2 H1B 0.854(10) .
OW2 H2B 0.853(10) .
C1 N2 1.335(3) .
C1 C2 1.378(3) .
C1 H1 0.9300 .
C2 N1 1.346(3) .
N1 C2 1.346(3) 2_655
N2 C1 1.335(3) 2_655
N3 C8 1.336(3) 2_655
N4 C5 1.345(2) 2_655
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
OW1 H1A O2 0.845(10) 1.916(13) 2.743(3) 166(4) .
OW2 H1B OW1 0.854(10) 2.13(7) 2.813(7) 137(9) 5_656
OW2 H1B OW2 0.854(10) 1.72(9) 2.261(15) 120(9) 7_556
N5 HN1 O3 0.82(4) 2.36(4) 3.159(4) 164(3) 4_645
OW1 H2A O1 0.845(10) 1.939(15) 2.738(4) 157(3) 5_756
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
C12 C10 C11 C13 0.7(3) . .
S1 C10 C11 C13 -177.43(17) . .
C11 C10 C12 C15 -1.2(3) . .
S1 C10 C12 C15 177.02(18) . .
C10 C11 C13 C14 0.3(3) . .
C11 C13 C14 N5 -178.6(2) . .
C11 C13 C14 C15 -0.9(3) . .
C10 C12 C15 C14 0.7(4) . .
N5 C14 C15 C12 178.1(3) . .
C13 C14 C15 C12 0.4(4) . .
N2 C1 C2 N1 0.9(3) . .
N2 C1 C2 C4 -178.96(19) . .
C1 C2 N1 C2 -0.41(14) . 2_655
C4 C2 N1 C2 179.4(2) . 2_655
C1 C2 N1 Ag1 179.59(14) . .
C4 C2 N1 Ag1 -0.6(2) . .
C2 C1 N2 C1 -0.42(15) . 2_655
C2 C1 N2 Ag2 179.58(15) . .
C5 C8 N3 C8 -1.28(14) 1_545 2_655
C5 C8 N3 Ag2 178.72(14) 1_545 .
C8 C5 N4 C5 -1.23(14) 1_565 2_655
C6 C5 N4 C5 177.3(2) . 2_655
C8 C5 N4 Ag1 178.77(14) 1_565 .
C6 C5 N4 Ag1 -2.7(2) . .
C11 C10 S1 O2 3.6(2) . .
C12 C10 S1 O2 -174.6(2) . .
C11 C10 S1 O3 -115.9(2) . .
C12 C10 S1 O3 65.9(2) . .
C11 C10 S1 O1 125.9(2) . .
C12 C10 S1 O1 -52.3(2) . .
