#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/23/7202342.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_7202342
loop_
_publ_author_name
'Chandran, Sreekanth K.'
'Thakuria, Ranjit'
'Nangia, Ashwini'
_publ_section_title
;
 Silver(I) complexes of N-4-halophenyl-N′-4-pyridyl ureas.
 Isostructurality, urea⋯nitrate hydrogen bonding, and
 Ag⋯halogen interaction
;
_journal_issue                   12
_journal_name_full               CrystEngComm
_journal_page_first              1891
_journal_paper_doi               10.1039/b810549a
_journal_volume                  10
_journal_year                    2008
_chemical_formula_moiety         '(C24 H20 Ag F2 N6 O2), (C2 H3 N), (N O3)'
_chemical_formula_sum            'C26 H23 Ag F2 N8 O5'
_chemical_formula_weight         673.39
_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                95.3540(10)
_cell_angle_beta                 101.5830(10)
_cell_angle_gamma                112.4090(10)
_cell_formula_units_Z            2
_cell_length_a                   10.3793(9)
_cell_length_b                   11.5395(10)
_cell_length_c                   12.4980(11)
_cell_measurement_reflns_used    9959
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.94
_cell_measurement_theta_min      2.26
_cell_volume                     1331.6(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0289
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            13824
_diffrn_reflns_theta_full        25.94
_diffrn_reflns_theta_max         25.94
_diffrn_reflns_theta_min         1.69
_exptl_absorpt_coefficient_mu    0.825
_exptl_absorpt_correction_T_max  0.9369
_exptl_absorpt_correction_T_min  0.7231
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.679
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             680
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.574
_refine_diff_density_min         -0.376
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         5172
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.053
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0278
_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)+(0.0324P)²+0.5873P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0670
_refine_ls_wR_factor_ref         0.0684
_reflns_number_gt                4760
_reflns_number_total             5172
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B810549A.txt
_cod_data_source_block           4-fluoro
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_Hall     '-P 1 '
_cod_original_sg_symbol_H-M      'P-1 '
_cod_database_code               7202342
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.521395(18) 0.183807(15) 0.157585(13) 0.02126(7) Uani 1 1 d . . .
C1 C -0.0206(2) -0.5092(2) 0.77194(19) 0.0234(5) Uani 1 1 d . . .
C2 C 0.0043(2) -0.5919(2) 0.70119(19) 0.0217(5) Uani 1 1 d . . .
H2A H -0.0358 -0.6792 0.7002 0.026 Uiso 1 1 calc R . .
C3 C 0.0912(2) -0.5416(2) 0.63117(18) 0.0192(4) Uani 1 1 d . . .
H3 H 0.1089 -0.5957 0.5819 0.023 Uiso 1 1 calc R . .
C4 C 0.1521(2) -0.4100(2) 0.63445(17) 0.0162(4) Uani 1 1 d . . .
C5 C 0.1254(2) -0.3293(2) 0.70810(17) 0.0182(4) Uani 1 1 d . . .
H5A H 0.1664 -0.2416 0.7109 0.022 Uiso 1 1 calc R . .
C6 C 0.0379(2) -0.3794(2) 0.77735(18) 0.0217(5) Uani 1 1 d . . .
H6A H 0.0190 -0.3262 0.8266 0.026 Uiso 1 1 calc R . .
C7 C 0.2558(2) -0.25934(19) 0.51725(17) 0.0160(4) Uani 1 1 d . . .
C8 C 0.3912(2) -0.1375(2) 0.39329(17) 0.0160(4) Uani 1 1 d . . .
C9 C 0.4989(2) -0.1255(2) 0.33773(17) 0.0190(4) Uani 1 1 d . . .
H9 H 0.5433 -0.1819 0.3420 0.023 Uiso 1 1 calc R . .
C10 C 0.5389(2) -0.0309(2) 0.27729(18) 0.0199(5) Uani 1 1 d . . .
H10 H 0.6095 -0.0260 0.2402 0.024 Uiso 1 1 calc R . .
C11 C 0.3804(2) 0.0458(2) 0.32476(18) 0.0191(4) Uani 1 1 d . . .
H11 H 0.3416 0.1064 0.3222 0.023 Uiso 1 1 calc R . .
C12 C 0.3315(2) -0.0477(2) 0.38549(18) 0.0183(4) Uani 1 1 d . . .
H12 H 0.2597 -0.0512 0.4208 0.022 Uiso 1 1 calc R . .
C13 C 0.4801(2) 0.2891(2) -0.05661(18) 0.0206(5) Uani 1 1 d . . .
H13 H 0.4020 0.2104 -0.0823 0.025 Uiso 1 1 calc R . .
C14 C 0.5123(2) 0.3711(2) -0.12959(18) 0.0189(4) Uani 1 1 d . . .
H14 H 0.4557 0.3478 -0.2024 0.023 Uiso 1 1 calc R . .
C15 C 0.6297(2) 0.4892(2) -0.09464(17) 0.0151(4) Uani 1 1 d . . .
C16 C 0.7078(2) 0.5193(2) 0.01648(18) 0.0195(5) Uani 1 1 d . . .
H16 H 0.7866 0.5973 0.0442 0.023 Uiso 1 1 calc R . .
C17 C 0.6668(2) 0.4321(2) 0.08441(18) 0.0198(5) Uani 1 1 d . . .
H17 H 0.7191 0.4545 0.1585 0.024 Uiso 1 1 calc R . .
C18 C 0.7710(2) 0.68735(19) -0.15345(17) 0.0157(4) Uani 1 1 d . . .
C19 C 0.8918(2) 0.85402(19) -0.25231(17) 0.0155(4) Uani 1 1 d . . .
C20 C 0.9455(2) 0.8612(2) -0.34603(18) 0.0184(4) Uani 1 1 d . . .
H20 H 0.9111 0.7894 -0.4017 0.022 Uiso 1 1 calc R . .
C21 C 1.0497(2) 0.9745(2) -0.35696(18) 0.0203(5) Uani 1 1 d . . .
H21 H 1.0863 0.9799 -0.4193 0.024 Uiso 1 1 calc R . .
C22 C 1.0979(2) 1.0788(2) -0.27354(19) 0.0221(5) Uani 1 1 d . . .
C23 C 1.0481(2) 1.0747(2) -0.17960(19) 0.0221(5) Uani 1 1 d . . .
H23 H 1.0840 1.1468 -0.1241 0.027 Uiso 1 1 calc R . .
C24 C 0.9432(2) 0.9611(2) -0.16893(18) 0.0192(4) Uani 1 1 d . . .
H24 H 0.9075 0.9566 -0.1062 0.023 Uiso 1 1 calc R . .
C25 C 0.2640(3) 0.8907(2) -0.00234(19) 0.0246(5) Uani 1 1 d . . .
C26 C 0.1980(3) 0.7958(2) 0.0618(2) 0.0260(5) Uani 1 1 d . . .
H26A H 0.2217 0.7240 0.0479 0.039 Uiso 1 1 calc R . .
H26B H 0.0952 0.7681 0.0403 0.039 Uiso 1 1 calc R . .
H26C H 0.2338 0.8327 0.1396 0.039 Uiso 1 1 calc R . .
F1 F -0.10663(16) -0.55754(14) 0.84101(12) 0.0355(4) Uani 1 1 d . . .
F2 F 1.20077(15) 1.19094(13) -0.28361(12) 0.0326(3) Uani 1 1 d . . .
H1 H 0.275(3) -0.408(2) 0.5416(19) 0.012(6) Uiso 1 1 d . . .
H2 H 0.401(3) -0.274(2) 0.456(2) 0.016(6) Uiso 1 1 d . . .
H5 H 0.607(3) 0.543(2) -0.231(2) 0.016(6) Uiso 1 1 d . . .
H6 H 0.742(3) 0.691(2) -0.303(2) 0.015(6) Uiso 1 1 d . . .
N1 N 0.2442(2) -0.36334(18) 0.56482(15) 0.0176(4) Uani 1 1 d . . .
N2 N 0.3529(2) -0.23598(17) 0.45184(15) 0.0167(4) Uani 1 1 d . . .
N3 N 0.48128(19) 0.05535(17) 0.26860(14) 0.0181(4) Uani 1 1 d . . .
N4 N 0.55596(19) 0.31668(17) 0.05046(15) 0.0174(4) Uani 1 1 d . . .
N5 N 0.6597(2) 0.56776(17) -0.17160(15) 0.0168(4) Uani 1 1 d . . .
N6 N 0.7799(2) 0.73716(17) -0.24800(15) 0.0165(4) Uani 1 1 d . . .
N7 N 0.37985(19) 0.40115(17) 0.53505(15) 0.0190(4) Uani 1 1 d . . .
N8 N 0.3163(3) 0.9647(2) -0.0524(2) 0.0386(5) Uani 1 1 d . . .
O1 O 0.19020(16) -0.19364(14) 0.53008(12) 0.0198(3) Uani 1 1 d . . .
O2 O 0.85238(16) 0.74216(14) -0.06214(12) 0.0209(3) Uani 1 1 d . . .
O3 O 0.40482(18) 0.30654(15) 0.50754(15) 0.0313(4) Uani 1 1 d . . .
O4 O 0.31472(16) 0.44055(14) 0.46074(12) 0.0201(3) Uani 1 1 d . . .
O5 O 0.41427(17) 0.45523(17) 0.63352(13) 0.0298(4) 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'
Ag Ag -0.8971 1.1015 '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'
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'
H H 0.0000 0.0000 '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
_geom_angle_publ_flag
N4 Ag1 N3 177.12(7) . . ?
F1 C1 C2 118.8(2) . . ?
F1 C1 C6 118.3(2) . . ?
C2 C1 C6 122.9(2) . . ?
C1 C2 C3 118.2(2) . . ?
C1 C2 H2A 120.9 . . ?
C3 C2 H2A 120.9 . . ?
C2 C3 C4 120.3(2) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 N1 122.11(19) . . ?
C3 C4 N1 118.06(19) . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H5A 120.0 . . ?
C4 C5 H5A 120.0 . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 H6A 120.6 . . ?
C5 C6 H6A 120.6 . . ?
O1 C7 N1 124.9(2) . . ?
O1 C7 N2 123.26(19) . . ?
N1 C7 N2 111.84(18) . . ?
N2 C8 C12 125.11(19) . . ?
N2 C8 C9 117.96(19) . . ?
C12 C8 C9 116.93(19) . . ?
C10 C9 C8 120.1(2) . . ?
C10 C9 H9 119.9 . . ?
C8 C9 H9 119.9 . . ?
N3 C10 C9 123.4(2) . . ?
N3 C10 H10 118.3 . . ?
C9 C10 H10 118.3 . . ?
N3 C11 C12 124.1(2) . . ?
N3 C11 H11 117.9 . . ?
C12 C11 H11 117.9 . . ?
C11 C12 C8 119.0(2) . . ?
C11 C12 H12 120.5 . . ?
C8 C12 H12 120.5 . . ?
N4 C13 C14 123.4(2) . . ?
N4 C13 H13 118.3 . . ?
C14 C13 H13 118.3 . . ?
C13 C14 C15 120.0(2) . . ?
C13 C14 H14 120.0 . . ?
C15 C14 H14 120.0 . . ?
N5 C15 C14 118.03(19) . . ?
N5 C15 C16 124.98(19) . . ?
C14 C15 C16 116.98(19) . . ?
C17 C16 C15 119.2(2) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
N4 C17 C16 124.1(2) . . ?
N4 C17 H17 117.9 . . ?
C16 C17 H17 117.9 . . ?
O2 C18 N6 123.79(19) . . ?
O2 C18 N5 123.12(19) . . ?
N6 C18 N5 113.09(18) . . ?
C24 C19 C20 119.91(19) . . ?
C24 C19 N6 122.06(19) . . ?
C20 C19 N6 117.97(18) . . ?
C21 C20 C19 120.4(2) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 118.4(2) . . ?
C22 C21 H21 120.8 . . ?
C20 C21 H21 120.8 . . ?
F2 C22 C21 118.8(2) . . ?
F2 C22 C23 118.5(2) . . ?
C21 C22 C23 122.7(2) . . ?
C22 C23 C24 118.8(2) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
C23 C24 C19 119.8(2) . . ?
C23 C24 H24 120.1 . . ?
C19 C24 H24 120.1 . . ?
N8 C25 C26 179.5(3) . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C7 N1 C4 124.11(19) . . ?
C7 N1 H1 117.5(18) . . ?
C4 N1 H1 116.7(18) . . ?
C8 N2 C7 126.72(19) . . ?
C8 N2 H2 114.7(18) . . ?
C7 N2 H2 117.7(18) . . ?
C10 N3 C11 116.41(18) . . ?
C10 N3 Ag1 123.01(14) . . ?
C11 N3 Ag1 120.07(14) . . ?
C17 N4 C13 116.29(18) . . ?
C17 N4 Ag1 120.05(14) . . ?
C13 N4 Ag1 123.37(14) . . ?
C18 N5 C15 126.73(18) . . ?
C18 N5 H5 116.7(18) . . ?
C15 N5 H5 116.6(18) . . ?
C18 N6 C19 123.60(18) . . ?
C18 N6 H6 117.2(18) . . ?
C19 N6 H6 115.1(18) . . ?
O5 N7 O3 121.88(19) . . ?
O5 N7 O4 119.33(18) . . ?
O3 N7 O4 118.76(18) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ag1 N4 2.1045(17) . ?
Ag1 N3 2.1073(18) . ?
C1 F1 1.368(2) . ?
C1 C2 1.372(3) . ?
C1 C6 1.374(3) . ?
C2 C3 1.388(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.397(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.390(3) . ?
C4 N1 1.411(3) . ?
C5 C6 1.385(3) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 O1 1.216(2) . ?
C7 N1 1.364(3) . ?
C7 N2 1.387(3) . ?
C8 N2 1.383(3) . ?
C8 C12 1.397(3) . ?
C8 C9 1.401(3) . ?
C9 C10 1.366(3) . ?
C9 H9 0.9300 . ?
C10 N3 1.345(3) . ?
C10 H10 0.9300 . ?
C11 N3 1.350(3) . ?
C11 C12 1.374(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 N4 1.348(3) . ?
C13 C14 1.371(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.394(3) . ?
C14 H14 0.9300 . ?
C15 N5 1.382(3) . ?
C15 C16 1.396(3) . ?
C16 C17 1.375(3) . ?
C16 H16 0.9300 . ?
C17 N4 1.345(3) . ?
C17 H17 0.9300 . ?
C18 O2 1.219(2) . ?
C18 N6 1.366(3) . ?
C18 N5 1.382(3) . ?
C19 C24 1.390(3) . ?
C19 C20 1.391(3) . ?
C19 N6 1.419(3) . ?
C20 C21 1.383(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.372(3) . ?
C21 H21 0.9300 . ?
C22 F2 1.364(2) . ?
C22 C23 1.372(3) . ?
C23 C24 1.387(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 N8 1.139(3) . ?
C25 C26 1.458(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N1 H1 0.76(2) . ?
N2 H2 0.77(2) . ?
N5 H5 0.78(2) . ?
N6 H6 0.76(2) . ?
N7 O5 1.242(2) . ?
N7 O3 1.248(2) . ?
N7 O4 1.260(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139194768
