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#$Date: 2016-03-23 22:51:08 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179493 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/90/4339035.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_4339035
loop_
_publ_author_name
'Abu-Youssef, Morsy A M'
'Dey, Raja'
'Gohar, Yousry'
'Massoud, Alshima'a A.'
'Ohrström, Lars'
'Langer, Vratislav'
_publ_section_title
;
 Synthesis and structure of silver complexes with nicotinate-type ligands
 having antibacterial activities against clinically isolated antibiotic
 resistant pathogens.
;
_journal_issue                   15
_journal_name_full               'Inorganic chemistry'
_journal_page_first              5893
_journal_page_last               5903
_journal_paper_doi               10.1021/ic0621594
_journal_volume                  46
_journal_year                    2007
_chemical_formula_sum            'C12 H12 Ag N5 O5'
_chemical_formula_weight         414.14
_chemical_name_systematic
; 
 ? 
;
_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                95.966(1)
_cell_angle_beta                 99.428(1)
_cell_angle_gamma                100.698(1)
_cell_formula_units_Z            2
_cell_length_a                   7.3026(1)
_cell_length_b                   8.9139(2)
_cell_length_c                   11.1363(2)
_cell_measurement_temperature    173(2)
_cell_volume                     695.91(2)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.933
_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  0.0292
_diffrn_reflns_av_sigmaI/netI    0.0343
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            12298
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         32.94
_diffrn_reflns_theta_min         2.35
_exptl_absorpt_coefficient_mu    1.485
_exptl_absorpt_correction_T_max  0.9568
_exptl_absorpt_correction_T_min  0.6023
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.976
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.867
_refine_diff_density_rms         0.099
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         4864
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0352
_refine_ls_R_factor_gt           0.0271
_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)+(0.0315P)²+0.2555P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0624
_refine_ls_wR_factor_ref         0.0664
_reflns_number_gt                4253
_reflns_number_total             4864
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0621594si20061114_033818.cif
_cod_data_source_block           yara14a
_cod_database_code               4339035
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 0.125069(19) 0.539487(16) 0.402557(11) 0.02517(5) Uani 1 1 d .
N1A N -0.0744(2) 0.43657(17) 0.23413(13) 0.0205(3) Uani 1 1 d .
C2A C -0.1118(3) 0.5335(2) 0.15217(16) 0.0252(4) Uani 1 1 d .
H2A H -0.0611 0.6407 0.1753 0.036(7) Uiso 1 1 calc R
C3A C -0.2205(3) 0.4838(2) 0.03630(16) 0.0255(4) Uani 1 1 d .
H3A H -0.2419 0.5555 -0.0192 0.030(6) Uiso 1 1 calc R
C4A C -0.2978(2) 0.32823(19) 0.00189(14) 0.0188(3) Uani 1 1 d .
C5A C -0.2645(2) 0.22778(19) 0.08682(15) 0.0211(3) Uani 1 1 d .
H5A H -0.3187 0.1208 0.0670 0.025(5) Uiso 1 1 calc R
C6A C -0.1510(2) 0.2859(2) 0.20098(15) 0.0206(3) Uani 1 1 d .
H6A H -0.1267 0.2164 0.2578 0.031(6) Uiso 1 1 calc R
C7A C -0.4051(2) 0.27312(19) -0.12756(15) 0.0199(3) Uani 1 1 d .
N2A N -0.5739(2) 0.17746(19) -0.13886(14) 0.0262(3) Uani 1 1 d .
H2A1 H -0.6419 0.1404 -0.2123 0.034(6) Uiso 1 1 calc R
H2A2 H -0.6167 0.1518 -0.0728 0.060(9) Uiso 1 1 calc R
O1A O -0.3358(2) 0.31434(17) -0.21491(12) 0.0286(3) Uani 1 1 d .
N1B N 0.3544(2) 0.65344(17) 0.55163(13) 0.0195(3) Uani 1 1 d .
C2B C 0.4044(2) 0.8081(2) 0.56597(15) 0.0212(3) Uani 1 1 d .
H2B H 0.3380 0.8624 0.5105 0.022(5) Uiso 1 1 calc R
C3B C 0.5493(2) 0.8917(2) 0.65872(15) 0.0195(3) Uani 1 1 d .
H3B H 0.5835 1.0008 0.6654 0.026(6) Uiso 1 1 calc R
C4B C 0.6432(2) 0.81217(18) 0.74160(14) 0.0165(3) Uani 1 1 d .
C5B C 0.5916(2) 0.65216(19) 0.72696(14) 0.0183(3) Uani 1 1 d .
H5B H 0.6538 0.5954 0.7824 0.036(6) Uiso 1 1 calc R
C6B C 0.4487(2) 0.57673(19) 0.63072(14) 0.0190(3) Uani 1 1 d .
H6B H 0.4159 0.4673 0.6200 0.016(5) Uiso 1 1 calc R
C7B C 0.7915(2) 0.89374(19) 0.84919(14) 0.0176(3) Uani 1 1 d .
O1B O 0.79997(18) 0.84015(15) 0.94907(11) 0.0239(3) Uani 1 1 d .
N2B N 0.9081(2) 1.02017(18) 0.83455(13) 0.0235(3) Uani 1 1 d .
H2B1 H 0.9964 1.0703 0.8965 0.034(6) Uiso 1 1 calc R
H2B2 H 0.8975 1.0541 0.7628 0.030(6) Uiso 1 1 calc R
N1 N -0.1010(2) 0.82440(17) 0.42849(14) 0.0230(3) Uani 1 1 d .
O1 O -0.1093(3) 0.7566(2) 0.51968(16) 0.0430(4) Uani 1 1 d .
O2 O -0.2199(2) 0.9014(2) 0.39403(15) 0.0431(4) Uani 1 1 d .
O3 O 0.0306(2) 0.81467(16) 0.36928(12) 0.0279(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'
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_3
N1B Ag1 N1A 171.03(5) .
N1B Ag1 Ag1 88.42(4) 2_566
N1A Ag1 Ag1 100.55(4) 2_566
C6A N1A C2A 117.70(15) .
C6A N1A Ag1 126.17(12) .
C2A N1A Ag1 115.92(12) .
N1A C2A C3A 122.94(16) .
N1A C2A H2A 118.5 .
C3A C2A H2A 118.5 .
C2A C3A C4A 119.24(16) .
C2A C3A H3A 120.4 .
C4A C3A H3A 120.4 .
C3A C4A C5A 118.31(15) .
C3A C4A C7A 119.04(15) .
C5A C4A C7A 122.56(15) .
C4A C5A C6A 119.17(15) .
C4A C5A H5A 120.4 .
C6A C5A H5A 120.4 .
N1A C6A C5A 122.59(15) .
N1A C6A H6A 118.7 .
C5A C6A H6A 118.7 .
O1A C7A N2A 123.94(16) .
O1A C7A C4A 119.99(15) .
N2A C7A C4A 116.06(15) .
C7A N2A H2A1 120.0 .
C7A N2A H2A2 120.0 .
H2A1 N2A H2A2 120.0 .
C2B N1B C6B 118.52(14) .
C2B N1B Ag1 118.30(11) .
C6B N1B Ag1 123.18(12) .
N1B C2B C3B 122.65(15) .
N1B C2B H2B 118.7 .
C3B C2B H2B 118.7 .
C2B C3B C4B 118.53(15) .
C2B C3B H3B 120.7 .
C4B C3B H3B 120.7 .
C3B C4B C5B 118.90(15) .
C3B C4B C7B 122.01(15) .
C5B C4B C7B 119.03(14) .
C6B C5B C4B 119.22(14) .
C6B C5B H5B 120.4 .
C4B C5B H5B 120.4 .
N1B C6B C5B 122.15(15) .
N1B C6B H6B 118.9 .
C5B C6B H6B 118.9 .
O1B C7B N2B 122.76(15) .
O1B C7B C4B 118.92(15) .
N2B C7B C4B 118.32(14) .
C7B N2B H2B1 120.0 .
C7B N2B H2B2 120.0 .
H2B1 N2B H2B2 120.0 .
O1 N1 O2 121.27(18) .
O1 N1 O3 119.40(16) .
O2 N1 O3 119.34(16) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N1B 2.1677(14) .
Ag1 N1A 2.1755(14) .
Ag1 Ag1 3.1115(3) 2_566
N1A C6A 1.343(2) .
N1A C2A 1.350(2) .
C2A C3A 1.381(2) .
C2A H2A 0.9500 .
C3A C4A 1.384(2) .
C3A H3A 0.9500 .
C4A C5A 1.392(2) .
C4A C7A 1.508(2) .
C5A C6A 1.389(2) .
C5A H5A 0.9500 .
C6A H6A 0.9500 .
C7A O1A 1.227(2) .
C7A N2A 1.341(2) .
N2A H2A1 0.8800 .
N2A H2A2 0.8800 .
N1B C2B 1.344(2) .
N1B C6B 1.349(2) .
C2B C3B 1.390(2) .
C2B H2B 0.9500 .
C3B C4B 1.391(2) .
C3B H3B 0.9500 .
C4B C5B 1.391(2) .
C4B C7B 1.496(2) .
C5B C6B 1.383(2) .
C5B H5B 0.9500 .
C6B H6B 0.9500 .
C7B O1B 1.2522(19) .
C7B N2B 1.323(2) .
N2B H2B1 0.8800 .
N2B H2B2 0.8800 .
N1 O1 1.239(2) .
N1 O2 1.241(2) .
N1 O3 1.262(2) .
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
N2A H2A1 O2 0.88 2.07 2.937(2) 167.9 2_465
N2A H2A2 O1B 0.88 2.08 2.8866(19) 152.5 2_566
N2B H2B1 O1B 0.88 2.06 2.9341(19) 172.3 2_777
N2B H2B2 O3 0.88 2.05 2.882(2) 157.9 2_676
C2A H2A O3 0.95 2.44 3.187(2) 135.1 .
C2B H2B O3 0.95 2.46 3.222(2) 137.3 .
C3A H3A O1B 0.95 2.57 3.402(2) 146.7 1_454
C5B H5B O1A 0.95 2.52 3.264(2) 134.9 1_656
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
N1B Ag1 N1A C6A 117.6(3) .
Ag1 Ag1 N1A C6A -64.00(14) 2_566
N1B Ag1 N1A C2A -57.0(4) .
Ag1 Ag1 N1A C2A 121.38(13) 2_566
C6A N1A C2A C3A -1.6(3) .
Ag1 N1A C2A C3A 173.53(15) .
N1A C2A C3A C4A 1.0(3) .
C2A C3A C4A C5A 0.8(3) .
C2A C3A C4A C7A -175.87(17) .
C3A C4A C5A C6A -1.9(3) .
C7A C4A C5A C6A 174.65(16) .
C2A N1A C6A C5A 0.4(3) .
Ag1 N1A C6A C5A -174.15(13) .
C4A C5A C6A N1A 1.3(3) .
C3A C4A C7A O1A 48.6(2) .
C5A C4A C7A O1A -127.89(19) .
C3A C4A C7A N2A -132.39(18) .
C5A C4A C7A N2A 51.1(2) .
N1A Ag1 N1B C2B 69.2(4) .
Ag1 Ag1 N1B C2B -109.22(12) 2_566
N1A Ag1 N1B C6B -111.0(3) .
Ag1 Ag1 N1B C6B 70.58(13) 2_566
C6B N1B C2B C3B 0.1(2) .
Ag1 N1B C2B C3B 179.93(13) .
N1B C2B C3B C4B -1.5(3) .
C2B C3B C4B C5B 1.4(2) .
C2B C3B C4B C7B -175.69(15) .
C3B C4B C5B C6B 0.0(2) .
C7B C4B C5B C6B 177.17(14) .
C2B N1B C6B C5B 1.4(2) .
Ag1 N1B C6B C5B -178.43(12) .
C4B C5B C6B N1B -1.4(2) .
C3B C4B C7B O1B 142.41(17) .
C5B C4B C7B O1B -34.7(2) .
C3B C4B C7B N2B -37.5(2) .
C5B C4B C7B N2B 145.42(16) .
