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#$Date: 2016-03-23 21:18:00 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179446 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/43/4334374.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_4334374
loop_
_publ_author_name
'Alshima'a A. Massoud'
'Vratislav Langer'
'Yousry M. Gohar'
'Morsy A. M. Abu-Youssef'
'Janne Jänis'
'Gabriella Lindberg'
'Karl Hansson'
'Lars Öhrström'
_publ_section_title
;
 Effects of Different Substituents on the Crystal Structures and
 Antimicrobial Activities of Six Ag(I) Quinoline Compounds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4046
_journal_page_last               4060
_journal_paper_doi               10.1021/ic400081v
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C18 H12 Ag N4 O4, N O3'
_chemical_formula_sum            'C18 H12 Ag N5 O7'
_chemical_formula_weight         518.20
_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                 98.665(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.6050(9)
_cell_length_b                   12.8009(12)
_cell_length_c                   14.4899(14)
_cell_measurement_reflns_used    1662
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      27.64
_cell_measurement_theta_min      2.67
_cell_volume                     1761.2(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_detector_area_resol_mean '120 \mm'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Siemens CCD area detector'
_diffrn_measurement_method       'ω 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  0.1458
_diffrn_reflns_av_sigmaI/netI    0.1137
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            15519
_diffrn_reflns_theta_full        31.53
_diffrn_reflns_theta_max         31.53
_diffrn_reflns_theta_min         2.67
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.204
_exptl_absorpt_correction_T_max  0.8307
_exptl_absorpt_correction_T_min  0.7948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.954
_exptl_crystal_description       prism
_exptl_crystal_F_000             1032
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.881
_refine_diff_density_min         -0.808
_refine_diff_density_rms         0.132
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.994
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         2945
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.994
_refine_ls_R_factor_all          0.1202
_refine_ls_R_factor_gt           0.0460
_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)+(0.0239P)²+0.1420P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0704
_refine_ls_wR_factor_ref         0.0833
_reflns_number_gt                1704
_reflns_number_total             2945
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic400081v_si_002_1.cif
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               4334374
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 1.0000 0.65810(3) 1.2500 0.02889(13) Uani 1 2 d S
N1 N 1.0001(3) 0.64679(18) 1.10249(15) 0.0203(6) Uani 1 1 d .
C2 C 1.1203(3) 0.6530(2) 1.07032(19) 0.0225(7) Uani 1 1 d .
H2 H 1.2037 0.6637 1.1136 0.027 Uiso 1 1 calc R
C3 C 1.1320(3) 0.6445(2) 0.9751(2) 0.0230(7) Uani 1 1 d .
H3 H 1.2216 0.6488 0.9550 0.028 Uiso 1 1 calc R
C4 C 1.0128(3) 0.6301(2) 0.91155(19) 0.0208(7) Uani 1 1 d .
H4 H 1.0184 0.6269 0.8467 0.025 Uiso 1 1 calc R
C5 C 0.7494(3) 0.6059(2) 0.88601(18) 0.0181(7) Uani 1 1 d .
C6 C 0.6255(3) 0.5997(2) 0.91924(19) 0.0210(7) Uani 1 1 d .
H6 H 0.5398 0.5900 0.8780 0.025 Uiso 1 1 calc R
C7 C 0.6261(3) 0.6079(2) 1.0167(2) 0.0223(7) Uani 1 1 d .
H7 H 0.5401 0.6034 1.0414 0.027 Uiso 1 1 calc R
C8 C 0.7499(3) 0.6223(2) 1.07525(19) 0.0215(7) Uani 1 1 d .
H8 H 0.7491 0.6273 1.1406 0.026 Uiso 1 1 calc R
C9 C 0.8779(3) 0.6298(2) 1.04075(18) 0.0180(7) Uani 1 1 d .
C10 C 0.8824(3) 0.6200(2) 0.94321(18) 0.0157(6) Uani 1 1 d .
N2 N 0.7454(3) 0.59540(19) 0.78432(16) 0.0199(6) Uani 1 1 d .
O21 O 0.8308(2) 0.53755(17) 0.75527(13) 0.0251(5) Uani 1 1 d .
O22 O 0.6539(2) 0.64484(16) 0.73371(13) 0.0251(5) Uani 1 1 d .
N3 N 0.5000 0.6598(3) 1.2500 0.0202(8) Uani 1 2 d S
O31 O 0.5000 0.5629(3) 1.2500 0.0619(12) Uani 1 2 d S
O32 O 0.6146(2) 0.70851(17) 1.25863(14) 0.0302(5) 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_1
_geom_angle_site_symmetry_3
N1 Ag1 N1 172.25(13) . 2_757
C2 N1 C9 119.1(2) . .
C2 N1 Ag1 118.90(18) . .
C9 N1 Ag1 121.9(2) . .
N1 C2 C3 123.3(3) . .
N1 C2 H2 118.3 . .
C3 C2 H2 118.3 . .
C4 C3 C2 119.2(3) . .
C4 C3 H3 120.4 . .
C2 C3 H3 120.4 . .
C3 C4 C10 119.3(3) . .
C3 C4 H4 120.3 . .
C10 C4 H4 120.3 . .
C6 C5 C10 124.1(3) . .
C6 C5 N2 117.3(2) . .
C10 C5 N2 118.6(3) . .
C5 C6 C7 118.7(3) . .
C5 C6 H6 120.7 . .
C7 C6 H6 120.7 . .
C8 C7 C6 120.1(3) . .
C8 C7 H7 119.9 . .
C6 C7 H7 119.9 . .
C7 C8 C9 121.2(3) . .
C7 C8 H8 119.4 . .
C9 C8 H8 119.4 . .
N1 C9 C8 119.1(2) . .
N1 C9 C10 120.4(3) . .
C8 C9 C10 120.5(3) . .
C4 C10 C9 118.5(3) . .
C4 C10 C5 126.0(2) . .
C9 C10 C5 115.4(3) . .
O21 N2 O22 124.1(2) . .
O21 N2 C5 118.7(2) . .
O22 N2 C5 117.2(2) . .
O31 N3 O32 119.83(19) . 2_657
O31 N3 O32 119.83(19) . .
O32 N3 O32 120.3(4) 2_657 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N1 2.142(2) .
Ag1 N1 2.142(2) 2_757
N1 C2 1.311(4) .
N1 C9 1.381(4) .
C2 C3 1.406(4) .
C2 H2 0.9500 .
C3 C4 1.369(4) .
C3 H3 0.9500 .
C4 C10 1.404(4) .
C4 H4 0.9500 .
C5 C6 1.352(4) .
C5 C10 1.425(4) .
C5 N2 1.474(3) .
C6 C7 1.415(4) .
C6 H6 0.9500 .
C7 C8 1.366(4) .
C7 H7 0.9500 .
C8 C9 1.399(4) .
C8 H8 0.9500 .
C9 C10 1.426(4) .
N2 O21 1.225(3) .
N2 O22 1.231(3) .
N3 O31 1.240(5) .
N3 O32 1.255(3) 2_657
N3 O32 1.255(3) .
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
N1 Ag1 N1 C2 -96.1(2) 2_757
N1 Ag1 N1 C9 81.7(2) 2_757
C9 N1 C2 C3 0.9(4) .
Ag1 N1 C2 C3 178.8(2) .
N1 C2 C3 C4 0.6(5) .
C2 C3 C4 C10 -2.4(4) .
C10 C5 C6 C7 0.2(4) .
N2 C5 C6 C7 179.1(2) .
C5 C6 C7 C8 0.3(4) .
C6 C7 C8 C9 0.3(5) .
C2 N1 C9 C8 179.5(3) .
Ag1 N1 C9 C8 1.7(4) .
C2 N1 C9 C10 -0.6(4) .
Ag1 N1 C9 C10 -178.41(19) .
C7 C8 C9 N1 178.5(3) .
C7 C8 C9 C10 -1.5(4) .
C3 C4 C10 C9 2.6(4) .
C3 C4 C10 C5 179.2(3) .
N1 C9 C10 C4 -1.2(4) .
C8 C9 C10 C4 178.8(3) .
N1 C9 C10 C5 -178.1(2) .
C8 C9 C10 C5 1.8(4) .
C6 C5 C10 C4 -177.9(3) .
N2 C5 C10 C4 3.2(4) .
C6 C5 C10 C9 -1.2(4) .
N2 C5 C10 C9 179.9(2) .
C6 C5 N2 O21 -133.6(3) .
C10 C5 N2 O21 45.4(4) .
C6 C5 N2 O22 45.4(4) .
C10 C5 N2 O22 -135.7(3) .
