#------------------------------------------------------------------------------
#$Date: 2025-08-22 15:50:14 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301863 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/20/23/7202339.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_7202339
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 Cl2 N6 O2), (C2 H3 N), (N O3)'
_chemical_formula_sum            'C26 H23 Ag Cl2 N8 O5'
_chemical_formula_weight         706.29
_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                85.5080(10)
_cell_angle_beta                 80.5210(10)
_cell_angle_gamma                72.6230(10)
_cell_formula_units_Z            2
_cell_length_a                   9.3502(6)
_cell_length_b                   12.0861(8)
_cell_length_c                   13.0114(8)
_cell_measurement_reflns_used    5187
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      26.02
_cell_measurement_theta_min      2.31
_cell_volume                     1383.45(15)
_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 0.993
_diffrn_measured_fraction_theta_max 0.993
_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  0.0182
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14435
_diffrn_reflns_theta_full        26.03
_diffrn_reflns_theta_max         26.03
_diffrn_reflns_theta_min         1.59
_exptl_absorpt_coefficient_mu    0.976
_exptl_absorpt_correction_T_max  0.8440
_exptl_absorpt_correction_T_min  0.6679
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker AXS SADABS program'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             712
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.401
_refine_diff_density_min         -0.484
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     400
_refine_ls_number_reflns         5406
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.086
_refine_ls_R_factor_all          0.0258
_refine_ls_R_factor_gt           0.0246
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0298P)²+0.8275P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0598
_refine_ls_wR_factor_ref         0.0605
_reflns_number_gt                5163
_reflns_number_total             5406
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B810549A.txt
_cod_data_source_block           1_chloro
_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               7202339
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 0.726533(15) 0.701144(12) 0.674832(10) 0.01954(6) Uani 1 1 d . . .
C1 C 0.9970(2) 1.15927(15) 1.41007(14) 0.0171(4) Uani 1 1 d . . .
C2 C 0.8931(2) 1.18726(16) 1.34078(14) 0.0184(4) Uani 1 1 d . . .
H2A H 0.8213 1.2597 1.3424 0.022 Uiso 1 1 calc R . .
C3 C 0.8959(2) 1.10747(16) 1.26895(14) 0.0187(4) Uani 1 1 d . . .
H3 H 0.8254 1.1259 1.2229 0.022 Uiso 1 1 calc R . .
C4 C 1.0052(2) 0.99924(15) 1.26595(14) 0.0166(4) Uani 1 1 d . . .
C5 C 1.1087(2) 0.97280(16) 1.33617(14) 0.0183(4) Uani 1 1 d . . .
H5A H 1.1813 0.9007 1.3345 0.022 Uiso 1 1 calc R . .
C6 C 1.1056(2) 1.05207(16) 1.40864(14) 0.0194(4) Uani 1 1 d . . .
H6A H 1.1751 1.0337 1.4554 0.023 Uiso 1 1 calc R . .
C7 C 0.9387(2) 0.92383(16) 1.11280(14) 0.0180(4) Uani 1 1 d . . .
C8 C 0.9181(2) 0.79913(15) 0.97722(14) 0.0174(4) Uani 1 1 d . . .
C9 C 0.7901(2) 0.87299(16) 0.93986(14) 0.0188(4) Uani 1 1 d . . .
H9 H 0.7381 0.9430 0.9715 0.023 Uiso 1 1 calc R . .
C10 C 0.7422(2) 0.84049(16) 0.85542(15) 0.0195(4) Uani 1 1 d . . .
H10 H 0.6565 0.8903 0.8316 0.023 Uiso 1 1 calc R . .
C11 C 0.9360(2) 0.66990(16) 0.84161(14) 0.0194(4) Uani 1 1 d . . .
H11 H 0.9866 0.6007 0.8083 0.023 Uiso 1 1 calc R . .
C12 C 0.9906(2) 0.69530(16) 0.92555(14) 0.0187(4) Uani 1 1 d . . .
H12 H 1.0758 0.6435 0.9482 0.022 Uiso 1 1 calc R . .
C13 C 0.4957(2) 0.69866(16) 0.53329(15) 0.0189(4) Uani 1 1 d . . .
C14 C 0.4358(2) 0.66918(16) 0.45348(14) 0.0188(4) Uani 1 1 d . . .
H14 H 0.3336 0.7014 0.4484 0.023 Uiso 1 1 calc R . .
C15 C 0.5298(2) 0.59019(15) 0.37975(14) 0.0154(3) Uani 1 1 d . . .
C16 C 0.6835(2) 0.54786(15) 0.39054(14) 0.0172(4) Uani 1 1 d . . .
H16 H 0.7511 0.4973 0.3424 0.021 Uiso 1 1 calc R . .
C17 C 0.7333(2) 0.58191(16) 0.47316(14) 0.0185(4) Uani 1 1 d . . .
H17 H 0.8355 0.5523 0.4794 0.022 Uiso 1 1 calc R . .
C18 C 0.5317(2) 0.47230(15) 0.23173(14) 0.0164(4) Uani 1 1 d . . .
C19 C 0.4640(2) 0.39046(15) 0.08340(14) 0.0157(3) Uani 1 1 d . . .
C20 C 0.3546(2) 0.41167(15) 0.01780(14) 0.0167(4) Uani 1 1 d . . .
H20 H 0.2690 0.4753 0.0290 0.020 Uiso 1 1 calc R . .
C21 C 0.3709(2) 0.33990(16) -0.06381(14) 0.0183(4) Uani 1 1 d . . .
H21 H 0.2972 0.3544 -0.1072 0.022 Uiso 1 1 calc R . .
C22 C 0.4997(2) 0.24601(16) -0.07925(14) 0.0191(4) Uani 1 1 d . . .
C23 C 0.6099(2) 0.22324(16) -0.01544(15) 0.0206(4) Uani 1 1 d . . .
H23 H 0.6956 0.1598 -0.0275 0.025 Uiso 1 1 calc R . .
C24 C 0.5927(2) 0.29513(16) 0.06697(14) 0.0186(4) Uani 1 1 d . . .
H24 H 0.6662 0.2798 0.1106 0.022 Uiso 1 1 calc R . .
C25 C 0.4273(2) 0.01195(19) 0.64546(16) 0.0277(4) Uani 1 1 d . . .
C26 C 0.3082(2) 0.11953(19) 0.63396(19) 0.0331(5) Uani 1 1 d . . .
H26A H 0.3186 0.1475 0.5628 0.050 Uiso 1 1 calc R . .
H26B H 0.3164 0.1763 0.6786 0.050 Uiso 1 1 calc R . .
H26C H 0.2112 0.1058 0.6529 0.050 Uiso 1 1 calc R . .
Cl1 Cl 0.99085(5) 1.26213(4) 1.49932(4) 0.02189(10) Uani 1 1 d . . .
Cl2 Cl 0.52340(6) 0.15298(4) -0.18085(4) 0.02974(12) Uani 1 1 d . . .
H1 H 1.070(2) 0.849(2) 1.2073(17) 0.018(5) Uiso 1 1 d . . .
H2 H 1.036(2) 0.7660(19) 1.0880(16) 0.018(5) Uiso 1 1 d . . .
H5 H 0.372(3) 0.5946(19) 0.3006(17) 0.024(6) Uiso 1 1 d . . .
H6 H 0.366(3) 0.5171(19) 0.1679(16) 0.015(5) Uiso 1 1 d . . .
H13 H 0.434(2) 0.7522(18) 0.5820(16) 0.019(5) Uiso 1 1 d . . .
N1 N 1.01620(18) 0.91317(14) 1.19569(12) 0.0190(3) Uani 1 1 d . . .
N2 N 0.97655(18) 0.82043(14) 1.06215(12) 0.0188(3) Uani 1 1 d . . .
N3 N 0.81209(17) 0.74064(13) 0.80496(12) 0.0171(3) Uani 1 1 d . . .
N4 N 0.64276(17) 0.65583(13) 0.54574(12) 0.0175(3) Uani 1 1 d . . .
N5 N 0.46473(18) 0.56100(14) 0.30202(12) 0.0178(3) Uani 1 1 d . . .
N6 N 0.43550(18) 0.46727(14) 0.16530(12) 0.0168(3) Uani 1 1 d . . .
N7 N 0.06907(18) 0.60887(13) 0.25658(12) 0.0213(3) Uani 1 1 d . . .
N8 N 0.5204(2) -0.07190(17) 0.65317(18) 0.0424(5) Uani 1 1 d . . .
O1 O 0.84874(16) 1.01294(12) 1.08661(10) 0.0248(3) Uani 1 1 d . . .
O2 O 0.65982(15) 0.40799(11) 0.23132(10) 0.0229(3) Uani 1 1 d . . .
O3 O 0.16496(15) 0.66017(12) 0.21045(12) 0.0283(3) Uani 1 1 d . . .
O4 O -0.04993(19) 0.62412(15) 0.22168(15) 0.0461(5) Uani 1 1 d . . .
O5 O 0.09983(18) 0.54428(13) 0.33302(11) 0.0344(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'
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
N3 Ag1 N4 178.18(5) . . ?
C2 C1 C6 120.95(17) . . ?
C2 C1 Cl1 118.95(14) . . ?
C6 C1 Cl1 120.10(14) . . ?
C1 C2 C3 120.08(17) . . ?
C1 C2 H2A 120.0 . . ?
C3 C2 H2A 120.0 . . ?
C2 C3 C4 119.76(16) . . ?
C2 C3 H3 120.1 . . ?
C4 C3 H3 120.1 . . ?
C5 C4 C3 119.28(17) . . ?
C5 C4 N1 117.22(16) . . ?
C3 C4 N1 123.50(16) . . ?
C6 C5 C4 121.15(17) . . ?
C6 C5 H5A 119.4 . . ?
C4 C5 H5A 119.4 . . ?
C1 C6 C5 118.78(17) . . ?
C1 C6 H6A 120.6 . . ?
C5 C6 H6A 120.6 . . ?
O1 C7 N1 124.51(17) . . ?
O1 C7 N2 124.09(17) . . ?
N1 C7 N2 111.40(16) . . ?
N2 C8 C9 124.77(17) . . ?
N2 C8 C12 117.94(16) . . ?
C9 C8 C12 117.28(16) . . ?
C10 C9 C8 118.93(17) . . ?
C10 C9 H9 120.5 . . ?
C8 C9 H9 120.5 . . ?
N3 C10 C9 124.06(17) . . ?
N3 C10 H10 118.0 . . ?
C9 C10 H10 118.0 . . ?
N3 C11 C12 123.14(17) . . ?
N3 C11 H11 118.4 . . ?
C12 C11 H11 118.4 . . ?
C11 C12 C8 120.06(17) . . ?
C11 C12 H12 120.0 . . ?
C8 C12 H12 120.0 . . ?
N4 C13 C14 123.61(17) . . ?
N4 C13 H13 116.6(13) . . ?
C14 C13 H13 119.8(13) . . ?
C13 C14 C15 119.64(16) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
N5 C15 C16 125.08(16) . . ?
N5 C15 C14 117.89(16) . . ?
C16 C15 C14 117.03(16) . . ?
C17 C16 C15 119.27(16) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
N4 C17 C16 123.95(16) . . ?
N4 C17 H17 118.0 . . ?
C16 C17 H17 118.0 . . ?
O2 C18 N6 125.19(17) . . ?
O2 C18 N5 123.45(16) . . ?
N6 C18 N5 111.37(15) . . ?
C20 C19 C24 119.62(16) . . ?
C20 C19 N6 116.87(16) . . ?
C24 C19 N6 123.49(16) . . ?
C21 C20 C19 121.24(17) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C20 C21 C22 118.34(17) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
C23 C22 C21 121.53(17) . . ?
C23 C22 Cl2 118.87(14) . . ?
C21 C22 Cl2 119.60(14) . . ?
C22 C23 C24 119.99(17) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C19 119.27(17) . . ?
C23 C24 H24 120.4 . . ?
C19 C24 H24 120.4 . . ?
N8 C25 C26 179.2(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 127.48(16) . . ?
C7 N1 H1 115.7(15) . . ?
C4 N1 H1 116.6(15) . . ?
C7 N2 C8 126.98(16) . . ?
C7 N2 H2 115.2(15) . . ?
C8 N2 H2 117.7(15) . . ?
C10 N3 C11 116.52(16) . . ?
C10 N3 Ag1 120.25(12) . . ?
C11 N3 Ag1 123.23(12) . . ?
C13 N4 C17 116.45(16) . . ?
C13 N4 Ag1 121.57(12) . . ?
C17 N4 Ag1 121.97(12) . . ?
C15 N5 C18 126.67(16) . . ?
C15 N5 H5 117.4(15) . . ?
C18 N5 H5 115.5(15) . . ?
C18 N6 C19 127.58(16) . . ?
C18 N6 H6 114.2(17) . . ?
C19 N6 H6 117.3(17) . . ?
O4 N7 O5 121.98(17) . . ?
O4 N7 O3 118.64(16) . . ?
O5 N7 O3 119.37(16) . . ?
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 N3 2.1296(15) . ?
Ag1 N4 2.1374(15) . ?
C1 C2 1.384(3) . ?
C1 C6 1.386(3) . ?
C1 Cl1 1.7491(18) . ?
C2 C3 1.386(3) . ?
C2 H2A 0.9300 . ?
C3 C4 1.398(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(3) . ?
C4 N1 1.408(2) . ?
C5 C6 1.387(3) . ?
C5 H5A 0.9300 . ?
C6 H6A 0.9300 . ?
C7 O1 1.216(2) . ?
C7 N1 1.373(2) . ?
C7 N2 1.382(2) . ?
C8 N2 1.383(2) . ?
C8 C9 1.397(3) . ?
C8 C12 1.400(3) . ?
C9 C10 1.377(3) . ?
C9 H9 0.9300 . ?
C10 N3 1.351(3) . ?
C10 H10 0.9300 . ?
C11 N3 1.352(2) . ?
C11 C12 1.370(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 N4 1.349(2) . ?
C13 C14 1.374(3) . ?
C13 H13 0.94(2) . ?
C14 C15 1.403(2) . ?
C14 H14 0.9300 . ?
C15 N5 1.380(2) . ?
C15 C16 1.401(2) . ?
C16 C17 1.375(3) . ?
C16 H16 0.9300 . ?
C17 N4 1.350(2) . ?
C17 H17 0.9300 . ?
C18 O2 1.217(2) . ?
C18 N6 1.363(2) . ?
C18 N5 1.394(2) . ?
C19 C20 1.392(2) . ?
C19 C24 1.395(3) . ?
C19 N6 1.408(2) . ?
C20 C21 1.384(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.385(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.379(3) . ?
C22 Cl2 1.7461(18) . ?
C23 C24 1.392(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 N8 1.132(3) . ?
C25 C26 1.453(3) . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
N1 H1 0.80(2) . ?
N2 H2 0.82(2) . ?
N5 H5 0.85(2) . ?
N6 H6 0.74(2) . ?
N7 O4 1.228(2) . ?
N7 O5 1.233(2) . ?
N7 O3 1.283(2) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139194765
