#------------------------------------------------------------------------------
#$Date: 2025-08-19 22:21:09 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301810 $
#$URL: file:///home/coder/svn-repositories/cod/cif/3/00/02/3000219.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_3000219
loop_
_publ_author_name
'Esteban-Parra, Ginés M'
'Méndez-Arriaga, José M'
'Rodríguez-Diéguez, Antonio'
'Quirós, Miguel'
'Salas, Juan M'
'Sánchez-Moreno, Manuel'
_publ_section_title
;
 High antiparasitic activity of silver complexes of
 5,7-dimethyl-1,2,4-triazolo[1,5 a]pyrimidine.
;
_journal_name_full               'Journal of inorganic biochemistry'
_journal_page_first              110810
_journal_paper_doi               10.1016/j.jinorgbio.2019.110810
_journal_volume                  201
_journal_year                    2019
_chemical_formula_moiety         'C14 H16 Ag2 N8 2+, 2(Cl O4 -), H2 O'
_chemical_formula_sum            'C14 H18 Ag2 Cl2 N8 O9'
_chemical_formula_weight         729.00
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                100.5189(16)
_cell_angle_beta                 105.2550(16)
_cell_angle_gamma                93.1937(17)
_cell_formula_units_Z            2
_cell_length_a                   8.9978(4)
_cell_length_b                   10.8619(5)
_cell_length_c                   12.0576(6)
_cell_measurement_reflns_used    18425
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.722
_cell_measurement_theta_min      2.879
_cell_volume                     1111.09(9)
_computing_cell_refinement       'Bruker ApexII'
_computing_data_collection       'Bruker ApexII'
_computing_data_reduction        'Bruker ApexII'
_computing_publication_material  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXL-2018/3 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruler D8 Venture'
_diffrn_measurement_method       'Phi and Omega Scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0200
_diffrn_reflns_av_unetI/netI     0.0182
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_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            24977
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         28.749
_diffrn_reflns_theta_min         2.340
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.070
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.7116
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS 2014/5'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.179
_exptl_crystal_description       irregular
_exptl_crystal_F_000             716
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.100
_refine_diff_density_max         2.349
_refine_diff_density_min         -1.922
_refine_diff_density_rms         0.122
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         5748
_refine_ls_number_restraints     83
_refine_ls_restrained_S_all      1.186
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0326
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0300P)²+4.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0761
_refine_ls_wR_factor_ref         0.0796
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5239
_reflns_number_total             5748
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            agperdmtp.cif
_cod_data_source_block           agperdmtp
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_secondary' value 'diffmap' was changed to
'difmap'.

Automatic conversion script
Id: cif_fix_values 6524 2018-11-02 12:15:13Z antanas 

 Releasing structure 3000219 into public domain as published material.
;
_cod_database_code               3000219
_cod_database_fobs_code          3000219
_shelx_shelxl_version_number     2018/3
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.670
_shelx_estimated_absorpt_t_max   0.820
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag1 Ag 0.49354(3) 0.09057(2) 0.10804(2) 0.02011(6) Uani 1 1 d . . . . .
Ag2 Ag 0.94468(3) 0.42300(2) 0.07901(2) 0.02537(7) Uani 1 1 d . . . . .
N1A N 1.4520(3) 0.7390(2) 0.2156(2) 0.0206(5) Uani 1 1 d . . . . .
C2A C 1.3629(3) 0.7121(3) 0.1063(3) 0.0221(6) Uani 1 1 d . . . . .
H2A H 1.384574 0.750882 0.046945 0.027 Uiso 1 1 calc R U . . .
N3A N 1.2379(3) 0.6253(2) 0.0837(2) 0.0184(5) Uani 1 1 d . . . . .
C3AA C 1.2492(3) 0.5940(3) 0.1868(2) 0.0149(5) Uani 1 1 d . . . . .
N4A N 1.1555(3) 0.5106(2) 0.2149(2) 0.0147(4) Uani 1 1 d . . . . .
C5A C 1.1944(3) 0.4966(3) 0.3268(2) 0.0156(5) Uani 1 1 d . . . . .
C6A C 1.3254(3) 0.5671(3) 0.4118(2) 0.0169(5) Uani 1 1 d . . . . .
H6A H 1.348339 0.555592 0.490522 0.020 Uiso 1 1 calc R U . . .
C7A C 1.4200(3) 0.6520(3) 0.3823(2) 0.0153(5) Uani 1 1 d . . . . .
N8A N 1.3778(3) 0.6620(2) 0.2674(2) 0.0150(4) Uani 1 1 d . . . . .
C51A C 1.0943(4) 0.4028(3) 0.3596(3) 0.0248(6) Uani 1 1 d . . . . .
H51D H 0.985367 0.406489 0.319124 0.037 Uiso 1 1 calc R U . . .
H51E H 1.109403 0.422488 0.444686 0.037 Uiso 1 1 calc R U . . .
H51F H 1.122614 0.318052 0.336420 0.037 Uiso 1 1 calc R U . . .
C71A C 1.5605(3) 0.7308(3) 0.4627(3) 0.0204(5) Uani 1 1 d . . . . .
H71D H 1.651738 0.706792 0.437508 0.031 Uiso 1 1 calc R U . . .
H71E H 1.572757 0.717759 0.542831 0.031 Uiso 1 1 calc R U . . .
H71F H 1.549808 0.819725 0.460965 0.031 Uiso 1 1 calc R U . . .
N1B N 0.8272(3) -0.2941(2) 0.1114(2) 0.0243(5) Uani 1 1 d . . . . .
C2B C 0.7428(4) -0.2688(3) 0.0130(3) 0.0253(6) Uani 1 1 d . . . . .
H2B H 0.735351 -0.320285 -0.061420 0.030 Uiso 1 1 calc R U . . .
N3B N 0.6664(3) -0.1642(2) 0.0241(2) 0.0188(5) Uani 1 1 d . . . . .
C3AB C 0.7064(3) -0.1199(3) 0.1395(2) 0.0156(5) Uani 1 1 d . . . . .
N4B N 0.6632(3) -0.0176(2) 0.2000(2) 0.0163(4) Uani 1 1 d . . . . .
C5B C 0.7203(3) 0.0057(3) 0.3166(2) 0.0185(5) Uani 1 1 d . . . . .
C6B C 0.8181(3) -0.0741(3) 0.3742(3) 0.0197(5) Uani 1 1 d . . . . .
H6B H 0.854513 -0.055523 0.457549 0.024 Uiso 1 1 calc R U . . .
C7B C 0.8616(3) -0.1777(3) 0.3124(3) 0.0189(5) Uani 1 1 d . . . . .
N8B N 0.8028(3) -0.1973(2) 0.1934(2) 0.0171(4) Uani 1 1 d . . . . .
C51B C 0.6776(5) 0.1206(4) 0.3847(3) 0.0352(8) Uani 1 1 d . . . . .
H51A H 0.738343 0.195276 0.378149 0.053 Uiso 1 1 calc R U . . .
H51B H 0.699455 0.114497 0.467461 0.053 Uiso 1 1 calc R U . . .
H51C H 0.566945 0.127422 0.353321 0.053 Uiso 1 1 calc R U . . .
C71B C 0.9651(4) -0.2668(3) 0.3623(3) 0.0286(7) Uani 1 1 d . . . . .
H71A H 0.911240 -0.352409 0.336371 0.043 Uiso 1 1 calc R U . . .
H71B H 0.994032 -0.243631 0.448213 0.043 Uiso 1 1 calc R U . . .
H71C H 1.058669 -0.263603 0.335320 0.043 Uiso 1 1 calc R U . . .
Cl1 Cl 0.61567(8) 0.40859(6) 0.22455(6) 0.01885(13) Uani 1 1 d . . . . .
O11 O 0.7107(3) 0.3193(2) 0.1813(2) 0.0328(5) Uani 1 1 d . . . . .
O21 O 0.4900(3) 0.3414(3) 0.2498(2) 0.0343(6) Uani 1 1 d . . . . .
O31 O 0.5531(4) 0.4781(3) 0.1362(3) 0.0470(7) Uani 1 1 d . . . . .
O41 O 0.7076(3) 0.4907(3) 0.3306(2) 0.0416(7) Uani 1 1 d . . . . .
Cl2 Cl 0.18587(11) 0.01621(8) 0.26841(8) 0.03365(18) Uani 1 1 d D . . . .
O12 O 0.2943(9) -0.0250(8) 0.3653(7) 0.067(2) Uiso 0.5 1 d D . P A 1
O22 O 0.1225(8) -0.0975(6) 0.1865(6) 0.0570(17) Uiso 0.5 1 d D . P A 1
O32 O 0.0675(10) 0.0812(8) 0.2988(9) 0.080(3) Uiso 0.5 1 d D . P A 1
O22' O 0.0548(8) -0.0314(7) 0.1633(6) 0.0576(17) Uiso 0.5 1 d D . P A 2
O12' O 0.2349(10) -0.0789(7) 0.3222(8) 0.074(2) Uiso 0.5 1 d D . P A 2
O32' O 0.1127(6) 0.0937(5) 0.3480(5) 0.0333(11) Uiso 0.5 1 d D . P A 2
O42 O 0.2828(4) 0.0978(3) 0.2325(3) 0.0584(9) Uani 1 1 d D . . . .
O1W O 0.9285(6) 0.1796(3) 0.0607(4) 0.0709(12) Uani 1 1 d D . . . .
H11W H 0.971(7) 0.140(6) 0.113(4) 0.085 Uiso 1 1 d D U . . .
H12W H 0.912(8) 0.126(5) -0.003(3) 0.085 Uiso 1 1 d D U . . .
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'
Cl Cl 0.1484 0.1585 '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
N3B Ag1 N4B 164.44(9) 2_655 .
N3B Ag1 Ag1 80.01(6) 2_655 2_655
N4B Ag1 Ag1 84.47(6) . 2_655
N3A Ag2 N4A 162.59(9) 2_765 .
N3A Ag2 Ag2 76.76(6) 2_765 2_765
N4A Ag2 Ag2 85.89(6) . 2_765
C2A N1A N8A 101.4(2) . .
N1A C2A N3A 116.0(3) . .
N1A C2A H2A 122.0 . .
N3A C2A H2A 122.0 . .
C3AA N3A C2A 103.6(2) . .
C3AA N3A Ag2 130.71(19) . 2_765
C2A N3A Ag2 125.22(19) . 2_765
N3A C3AA N4A 128.9(2) . .
N3A C3AA N8A 108.6(2) . .
N4A C3AA N8A 122.5(2) . .
C5A N4A C3AA 116.6(2) . .
C5A N4A Ag2 125.77(18) . .
C3AA N4A Ag2 117.38(17) . .
N4A C5A C6A 121.8(3) . .
N4A C5A C51A 117.6(2) . .
C6A C5A C51A 120.5(2) . .
C7A C6A C5A 121.1(3) . .
C7A C6A H6A 119.4 . .
C5A C6A H6A 119.4 . .
N8A C7A C6A 115.2(2) . .
N8A C7A C71A 118.5(2) . .
C6A C7A C71A 126.3(3) . .
C7A N8A C3AA 122.7(2) . .
C7A N8A N1A 126.8(2) . .
C3AA N8A N1A 110.5(2) . .
C5A C51A H51D 109.5 . .
C5A C51A H51E 109.5 . .
H51D C51A H51E 109.5 . .
C5A C51A H51F 109.5 . .
H51D C51A H51F 109.5 . .
H51E C51A H51F 109.5 . .
C7A C71A H71D 109.5 . .
C7A C71A H71E 109.5 . .
H71D C71A H71E 109.5 . .
C7A C71A H71F 109.5 . .
H71D C71A H71F 109.5 . .
H71E C71A H71F 109.5 . .
C2B N1B N8B 101.5(2) . .
N1B C2B N3B 115.9(3) . .
N1B C2B H2B 122.0 . .
N3B C2B H2B 122.0 . .
C3AB N3B C2B 103.4(2) . .
C3AB N3B Ag1 126.74(19) . 2_655
C2B N3B Ag1 129.7(2) . 2_655
N3B C3AB N4B 128.8(3) . .
N3B C3AB N8B 108.7(2) . .
N4B C3AB N8B 122.5(3) . .
C5B N4B C3AB 116.6(2) . .
C5B N4B Ag1 123.34(19) . .
C3AB N4B Ag1 119.85(18) . .
N4B C5B C6B 121.8(3) . .
N4B C5B C51B 117.4(3) . .
C6B C5B C51B 120.8(3) . .
C7B C6B C5B 121.2(3) . .
C7B C6B H6B 119.4 . .
C5B C6B H6B 119.4 . .
N8B C7B C6B 115.2(3) . .
N8B C7B C71B 118.5(3) . .
C6B C7B C71B 126.3(3) . .
C7B N8B C3AB 122.6(2) . .
C7B N8B N1B 127.0(2) . .
C3AB N8B N1B 110.4(2) . .
C5B C51B H51A 109.5 . .
C5B C51B H51B 109.5 . .
H51A C51B H51B 109.5 . .
C5B C51B H51C 109.5 . .
H51A C51B H51C 109.5 . .
H51B C51B H51C 109.5 . .
C7B C71B H71A 109.5 . .
C7B C71B H71B 109.5 . .
H71A C71B H71B 109.5 . .
C7B C71B H71C 109.5 . .
H71A C71B H71C 109.5 . .
H71B C71B H71C 109.5 . .
O31 Cl1 O41 111.2(2) . .
O31 Cl1 O21 108.97(18) . .
O41 Cl1 O21 108.97(16) . .
O31 Cl1 O11 109.16(17) . .
O41 Cl1 O11 109.34(17) . .
O21 Cl1 O11 109.16(16) . .
O12' Cl2 O42 124.1(4) . .
O32 Cl2 O42 109.3(4) . .
O32 Cl2 O22 110.4(5) . .
O42 Cl2 O22 115.3(3) . .
O32 Cl2 O12 115.3(5) . .
O42 Cl2 O12 102.8(4) . .
O22 Cl2 O12 103.7(4) . .
O12' Cl2 O32' 105.0(4) . .
O42 Cl2 O32' 107.9(3) . .
O12' Cl2 O22' 110.4(5) . .
O42 Cl2 O22' 104.9(3) . .
O32' Cl2 O22' 102.7(4) . .
H11W O1W H12W 104(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ag1 N3B 2.153(2) 2_655
Ag1 N4B 2.173(2) .
Ag1 Ag1 2.9977(4) 2_655
Ag2 N3A 2.158(2) 2_765
Ag2 N4A 2.187(2) .
Ag2 Ag2 3.0653(5) 2_765
N1A C2A 1.320(4) .
N1A N8A 1.372(3) .
C2A N3A 1.361(4) .
C2A H2A 0.9500 .
N3A C3AA 1.327(3) .
C3AA N4A 1.350(3) .
C3AA N8A 1.371(3) .
N4A C5A 1.341(3) .
C5A C6A 1.415(4) .
C5A C51A 1.496(4) .
C6A C7A 1.376(4) .
C6A H6A 0.9500 .
C7A N8A 1.363(3) .
C7A C71A 1.484(4) .
C51A H51D 0.9800 .
C51A H51E 0.9800 .
C51A H51F 0.9800 .
C71A H71D 0.9800 .
C71A H71E 0.9800 .
C71A H71F 0.9800 .
N1B C2B 1.315(4) .
N1B N8B 1.375(3) .
C2B N3B 1.365(4) .
C2B H2B 0.9500 .
N3B C3AB 1.330(4) .
C3AB N4B 1.349(3) .
C3AB N8B 1.366(3) .
N4B C5B 1.335(4) .
C5B C6B 1.411(4) .
C5B C51B 1.491(4) .
C6B C7B 1.368(4) .
C6B H6B 0.9500 .
C7B N8B 1.364(4) .
C7B C71B 1.478(4) .
C51B H51A 0.9800 .
C51B H51B 0.9800 .
C51B H51C 0.9800 .
C71B H71A 0.9800 .
C71B H71B 0.9800 .
C71B H71C 0.9800 .
Cl1 O31 1.431(3) .
Cl1 O41 1.435(2) .
Cl1 O21 1.441(2) .
Cl1 O11 1.444(2) .
Cl2 O12' 1.352(7) .
Cl2 O32 1.401(7) .
Cl2 O42 1.410(3) .
Cl2 O22 1.417(6) .
Cl2 O12 1.469(7) .
Cl2 O32' 1.471(5) .
Cl2 O22' 1.474(6) .
O1W H11W 0.843(10) .
O1W H12W 0.844(10) .
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
_geom_hbond_publ_flag
O1W H12W O22^a 0.844(10) 2.12(4) 2.855(8) 146(6) 2_655 yes
O1W H11W O22'^b 0.843(10) 2.18(4) 2.942(8) 151(7) 1_655 yes
O1W H12W O22'^b 0.844(10) 2.12(3) 2.926(8) 159(7) 2_655 yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168327384
