#------------------------------------------------------------------------------
#$Date: 2020-04-17 22:04:10 +0200 (vie 17 de abr de 2020) $
#$Revision: 250894 $
#$URL: svn://www.crystallography.net/cod/cif/3/00/00/3000021.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_3000021
loop_
_publ_author_name
'Ana B. Caballero'
'Antonio Rodríguez Diéguez'
'Miguel Quirós'
'Juan M. Salas'
'Óscar Huertas'
'Inmaculada Ramírez Macías'
'Francisco Olmo'
'Clotilde Marín'
'Guillermo Chaves-Lemaur'
'Ramón Gutiérrez Sánchez'
'Manuel Sánchez-Moreno'
_publ_section_title
;
 Triazolopyrimidine Compounds Containing First-Row Transition Metals and
 their Activity against the Neglected Infectious Chagas Disease and
 Leishmaniasis
;
_journal_name_full               'European Journal of Medicinal Chemistry'
_journal_page_first              526
_journal_page_last               534
_journal_paper_doi               10.1016/j.ejmech.2014.08.26
_journal_volume                  85
_journal_year                    2014
_chemical_formula_moiety
'C14 H24 N8 Ni O4 2+, 2(C7 H8 N4), 2(Cl O4 1-), 2(H2 O)'
_chemical_formula_sum            'C28 H44 Cl2 N16 Ni O14'
_chemical_formula_weight         958.40
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 112.121(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   14.8078(8)
_cell_length_b                   8.6073(5)
_cell_length_c                   17.5587(10)
_cell_measurement_reflns_used    6306
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      2.3
_cell_volume                     2073.2(2)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART (Bruker, 1999)'
_computing_data_reduction        'Bruker SAINT (Bruker, 1999)'
_computing_molecular_graphics    'Xtal_GX (Hall & du Boulay, 1997)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device_type  'Bruker SMART APEX CCD system'
_diffrn_measurement_method       'φ and 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  0.0200
_diffrn_reflns_av_sigmaI/netI    0.0156
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            23265
_diffrn_reflns_theta_full        27.40
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         1.54
_diffrn_standards_decay_%        -0.1
_diffrn_standards_number         496
_exptl_absorpt_coefficient_mu    0.680
_exptl_absorpt_correction_T_max  0.871
_exptl_absorpt_correction_T_min  0.777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS (Bruker, 1999)'
_exptl_crystal_colour            light_blue
_exptl_crystal_density_diffrn    1.535
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             996
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.42
_exptl_crystal_size_min          0.21
_refine_diff_density_max         0.471
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     299
_refine_ls_number_reflns         4855
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0354
_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)+(0.0650P)²+0.7000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1027
_refine_ls_wR_factor_ref         0.1056
_reflns_number_gt                4401
_reflns_number_total             4855
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            Compound4.cif
_cod_data_source_block           niperdmtp
_cod_depositor_comments
;
 Changed the '_[local]_cod_data_source_file' and '_[local]_cod_data_source_block'
 data names to '_cod_data_source_file' and '_cod_data_source_block'.

 Antanas Vaitkus,
 2020-04-18

 Releasing structure 3000021 into public domain as published material.
;
_cod_database_code               3000021
_cod_database_fobs_code          3000021
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Ni Ni 0.5000 0.5000 0.5000 0.02990(10) Uani 1 2 d S
N1A N 0.42725(10) 0.33679(17) 0.25496(9) 0.0392(3) Uani 1 1 d .
C2A C 0.41860(12) 0.3595(2) 0.32577(11) 0.0389(4) Uani 1 1 d .
H2A H 0.3689 0.3137 0.3381 0.047 Uiso 1 1 d R
N3A N 0.48522(10) 0.45488(17) 0.37956(8) 0.0331(3) Uani 1 1 d .
C3AA C 0.54191(12) 0.49601(17) 0.33861(9) 0.0303(3) Uani 1 1 d .
N4A N 0.61990(10) 0.58883(17) 0.36382(8) 0.0356(3) Uani 1 1 d .
C5A C 0.66205(12) 0.6122(2) 0.31020(11) 0.0399(4) Uani 1 1 d .
C51A C 0.75114(17) 0.7116(3) 0.33721(14) 0.0641(6) Uani 1 1 d .
H51A H 0.7510 0.7801 0.3803 0.077 Uiso 1 1 d R
H52A H 0.7531 0.7724 0.2921 0.077 Uiso 1 1 d R
H53A H 0.8073 0.6453 0.3571 0.077 Uiso 1 1 d R
C6A C 0.62695(13) 0.5444(2) 0.23086(10) 0.0400(4) Uani 1 1 d .
H6A H 0.6585 0.5656 0.1953 0.048 Uiso 1 1 d R
C7A C 0.54906(12) 0.4473(2) 0.20690(10) 0.0362(3) Uani 1 1 d .
C71A C 0.50788(15) 0.3617(3) 0.12778(11) 0.0518(5) Uani 1 1 d .
H71A H 0.5425 0.3901 0.0935 0.062 Uiso 1 1 d R
H72A H 0.4404 0.3877 0.1008 0.062 Uiso 1 1 d R
H73A H 0.5142 0.2516 0.1382 0.062 Uiso 1 1 d R
N8A N 0.50702(9) 0.42588(16) 0.26339(8) 0.0318(3) Uani 1 1 d .
N1B N 0.52494(13) 0.9533(2) 0.24207(11) 0.0513(4) Uani 1 1 d .
C2B C 0.51959(16) 0.9521(3) 0.31494(13) 0.0535(5) Uani 1 1 d .
H2B H 0.5623 1.0103 0.3579 0.064 Uiso 1 1 d R
N3B N 0.44982(12) 0.86205(19) 0.32457(10) 0.0477(4) Uani 1 1 d .
C3AB C 0.40622(13) 0.8001(2) 0.25058(11) 0.0387(4) Uani 1 1 d .
N4B N 0.33104(11) 0.70067(17) 0.22438(10) 0.0427(3) Uani 1 1 d .
C5B C 0.30316(13) 0.6539(2) 0.14662(12) 0.0441(4) Uani 1 1 d .
C51B C 0.22004(17) 0.5431(3) 0.11529(16) 0.0622(6) Uani 1 1 d .
H51B H 0.1980 0.5193 0.1587 0.075 Uiso 1 1 d R
H52B H 0.2406 0.4490 0.0971 0.075 Uiso 1 1 d R
H53B H 0.1679 0.5895 0.0706 0.075 Uiso 1 1 d R
C6B C 0.34955(14) 0.7048(2) 0.09405(12) 0.0460(4) Uani 1 1 d .
H6B H 0.3277 0.6677 0.0407 0.055 Uiso 1 1 d R
C7B C 0.42499(14) 0.8070(2) 0.12049(11) 0.0429(4) Uani 1 1 d .
C71B C 0.48045(19) 0.8704(3) 0.07216(15) 0.0634(6) Uani 1 1 d .
H71B H 0.4649 0.8110 0.0228 0.076 Uiso 1 1 d R
H72B H 0.5490 0.8638 0.1034 0.076 Uiso 1 1 d R
H73B H 0.4626 0.9774 0.0587 0.076 Uiso 1 1 d R
N8B N 0.45140(11) 0.85370(17) 0.19996(9) 0.0390(3) Uani 1 1 d .
Cl Cl 0.23994(3) 0.77370(6) 0.56522(3) 0.04476(13) Uani 1 1 d .
O1P O 0.18706(15) 0.9157(2) 0.55105(11) 0.0807(6) Uani 1 1 d .
O2P O 0.33093(15) 0.7918(3) 0.55733(15) 0.0950(7) Uani 1 1 d .
O3P O 0.2574(2) 0.7261(3) 0.64534(14) 0.1268(11) Uani 1 1 d .
O4P O 0.18685(17) 0.6594(3) 0.50818(18) 0.1125(9) Uani 1 1 d .
O1W O 0.46186(10) 0.73266(15) 0.47523(8) 0.0434(3) Uani 1 1 d D
H11W H 0.4147(12) 0.759(3) 0.4839(14) 0.052 Uiso 1 1 d D
H12W H 0.4575(16) 0.772(2) 0.4321(9) 0.052 Uiso 1 1 d D
O2W O 0.64484(9) 0.56416(17) 0.53262(7) 0.0404(3) Uani 1 1 d D
H21W H 0.6861(13) 0.508(2) 0.5660(12) 0.048 Uiso 1 1 d D
H22W H 0.6637(15) 0.576(3) 0.4951(10) 0.048 Uiso 1 1 d D
O3W O 0.76689(11) 0.4027(2) 0.66527(10) 0.0591(4) Uani 1 1 d D
H31W H 0.8110(15) 0.341(3) 0.6718(17) 0.071 Uiso 1 1 d D
H32W H 0.7418(18) 0.366(3) 0.6953(14) 0.071 Uiso 1 1 d 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'
Ni Ni 0.3393 1.1124 '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
O2W Ni O2W 180.0 3_666 .
O2W Ni N3A 91.86(5) 3_666 3_666
O2W Ni N3A 88.14(5) . 3_666
O2W Ni N3A 88.14(5) 3_666 .
O2W Ni N3A 91.86(5) . .
N3A Ni N3A 179.999(1) 3_666 .
O2W Ni O1W 91.58(6) 3_666 .
O2W Ni O1W 88.43(6) . .
N3A Ni O1W 87.09(5) 3_666 .
N3A Ni O1W 92.91(5) . .
O2W Ni O1W 88.43(6) 3_666 3_666
O2W Ni O1W 91.57(6) . 3_666
N3A Ni O1W 92.91(5) 3_666 3_666
N3A Ni O1W 87.09(5) . 3_666
O1W Ni O1W 179.998(2) . 3_666
C2A N1A N8A 101.67(13) . .
N1A C2A N3A 116.45(15) . .
N1A C2A H2A 121.8 . .
N3A C2A H2A 121.8 . .
C3AA N3A C2A 102.97(13) . .
C3AA N3A Ni 130.40(11) . .
C2A N3A Ni 126.30(11) . .
N4A C3AA N3A 128.14(14) . .
N4A C3AA N8A 123.40(14) . .
N3A C3AA N8A 108.46(13) . .
C5A N4A C3AA 115.79(14) . .
N4A C5A C6A 122.63(16) . .
N4A C5A C51A 117.23(16) . .
C6A C5A C51A 120.13(16) . .
C5A C51A H51A 109.8 . .
C5A C51A H52A 110.4 . .
H51A C51A H52A 109.0 . .
C5A C51A H53A 108.4 . .
H51A C51A H53A 109.8 . .
H52A C51A H53A 109.5 . .
C7A C6A C5A 120.86(15) . .
C7A C6A H6A 119.8 . .
C5A C6A H6A 119.3 . .
C6A C7A N8A 115.11(14) . .
C6A C7A C71A 126.67(16) . .
N8A C7A C71A 118.20(16) . .
C7A C71A H71A 109.4 . .
C7A C71A H72A 109.3 . .
H71A C71A H72A 109.6 . .
C7A C71A H73A 109.5 . .
H71A C71A H73A 109.5 . .
H72A C71A H73A 109.5 . .
C3AA N8A C7A 122.17(14) . .
C3AA N8A N1A 110.44(13) . .
C7A N8A N1A 127.38(14) . .
C2B N1B N8B 101.23(16) . .
N1B C2B N3B 117.14(19) . .
N1B C2B H2B 121.0 . .
N3B C2B H2B 121.8 . .
C3AB N3B C2B 102.77(16) . .
N3B C3AB N4B 128.91(16) . .
N3B C3AB N8B 108.78(16) . .
N4B C3AB N8B 122.31(16) . .
C5B N4B C3AB 116.21(15) . .
N4B C5B C6B 122.49(17) . .
N4B C5B C51B 117.81(18) . .
C6B C5B C51B 119.70(19) . .
C5B C51B H51B 109.0 . .
C5B C51B H52B 109.9 . .
H51B C51B H52B 109.3 . .
C5B C51B H53B 109.6 . .
H51B C51B H53B 109.4 . .
H52B C51B H53B 109.7 . .
C7B C6B C5B 121.16(17) . .
C7B C6B H6B 119.9 . .
C5B C6B H6B 119.0 . .
C6B C7B N8B 115.06(16) . .
C6B C7B C71B 126.98(18) . .
N8B C7B C71B 117.95(18) . .
C7B C71B H71B 108.9 . .
C7B C71B H72B 110.2 . .
H71B C71B H72B 109.2 . .
C7B C71B H73B 109.4 . .
H71B C71B H73B 109.8 . .
H72B C71B H73B 109.4 . .
C7B N8B N1B 127.17(15) . .
C7B N8B C3AB 122.74(16) . .
N1B N8B C3AB 110.07(15) . .
O3P Cl O4P 110.7(2) . .
O3P Cl O2P 108.07(18) . .
O4P Cl O2P 107.68(14) . .
O3P Cl O1P 108.07(12) . .
O4P Cl O1P 110.59(14) . .
O2P Cl O1P 111.73(15) . .
Ni O1W H11W 115.1(17) . .
Ni O1W H12W 121.1(17) . .
H11W O1W H12W 107(2) . .
Ni O2W H21W 117.0(16) . .
Ni O2W H22W 116.3(16) . .
H21W O2W H22W 105(2) . .
H31W O3W H32W 101(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni O2W 2.0756(12) 3_666
Ni O2W 2.0756(12) .
Ni N3A 2.0791(13) 3_666
Ni N3A 2.0791(13) .
Ni O1W 2.0817(13) .
Ni O1W 2.0818(13) 3_666
N1A C2A 1.312(2) .
N1A N8A 1.3687(19) .
C2A N3A 1.356(2) .
C2A H2A 0.9296 .
N3A C3AA 1.342(2) .
C3AA N4A 1.335(2) .
C3AA N8A 1.365(2) .
N4A C5A 1.326(2) .
C5A C6A 1.416(2) .
C5A C51A 1.492(3) .
C51A H51A 0.9602 .
C51A H52A 0.9581 .
C51A H53A 0.9591 .
C6A C7A 1.357(3) .
C6A H6A 0.9283 .
C7A N8A 1.368(2) .
C7A C71A 1.486(2) .
C71A H71A 0.9586 .
C71A H72A 0.9575 .
C71A H73A 0.9629 .
N1B C2B 1.311(3) .
N1B N8B 1.364(2) .
C2B N3B 1.352(3) .
C2B H2B 0.9275 .
N3B C3AB 1.326(2) .
C3AB N4B 1.341(2) .
C3AB N8B 1.378(2) .
N4B C5B 1.331(2) .
C5B C6B 1.412(3) .
C5B C51B 1.489(3) .
C51B H51B 0.9579 .
C51B H52B 0.9618 .
C51B H53B 0.9569 .
C6B C7B 1.358(3) .
C6B H6B 0.9262 .
C7B N8B 1.361(2) .
C7B C71B 1.489(3) .
C71B H71B 0.9576 .
C71B H72B 0.9571 .
C71B H73B 0.9627 .
Cl O3P 1.393(2) .
Cl O4P 1.413(2) .
Cl O2P 1.4141(18) .
Cl O1P 1.4222(17) .
O1W H11W 0.802(10) .
O1W H12W 0.809(10) .
O2W H21W 0.823(10) .
O2W H22W 0.813(9) .
O3W H31W 0.816(10) .
O3W H32W 0.815(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
O1W H11W O2P 0.802(10) 2.118(14) 2.864(2) 155(2) .
O1W H12W N3B 0.809(10) 2.004(10) 2.813(2) 178(2) .
O2W H21W O3W 0.823(10) 1.930(12) 2.730(2) 164(2) .
O2W H22W N4A 0.813(9) 2.150(15) 2.8534(17) 145(2) .
O3W H32W N4B 0.815(10) 2.151(11) 2.960(2) 172(3) 3_666
O3W H31W N1A 0.816(10) 2.355(16) 3.090(2) 150(3) 4_666
