#------------------------------------------------------------------------------
#$Date: 2025-08-19 16:18:28 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301805 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/22/95/2229521.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2229521
loop_
_publ_author_name
'Caballero, Ana B.'
'Quirós, Miguel'
'Rodríguez-Diéguez, Antonio'
'Salas, Juan M.'
_publ_section_title
;
 Bis(cyanato-κN)bis(5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine-κN³)zinc
;
_journal_coeditor_code           SU2253
_journal_issue                   3
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m345
_journal_paper_doi               10.1107/S1600536811005769
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Zn (N C O)2 (C7 H8 N4)2]'
_chemical_formula_moiety         'C16 H16 N10 O2 Zn'
_chemical_formula_sum            'C16 H16 N10 O2 Zn'
_chemical_formula_weight         445.76
_chemical_name_systematic
;
Bis(cyanato-κN)bis(5,7-dimethyl-1,2,4-triazolo[1,5-a]pyrimidine-
κN³)zinc
;
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                116.772(2)
_cell_angle_beta                 107.226(2)
_cell_angle_gamma                98.557(2)
_cell_formula_units_Z            2
_cell_length_a                   10.0023(15)
_cell_length_b                   10.8168(16)
_cell_length_c                   11.1094(16)
_cell_measurement_reflns_used    3345
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.4
_cell_measurement_theta_min      2.2
_cell_volume                     967.2(2)
_computing_cell_refinement       'SAINT (Bruker, 2007)'
_computing_data_collection       'SMART (Bruker, 2007)'
_computing_data_reduction        'SAINT (Bruker, 2007)'
_computing_molecular_graphics    'Xtal_GX (Hall et al., 1999)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.906
_diffrn_measurement_device_type  'Bruker SMART APEX CCD system'
_diffrn_measurement_method       'φ and ω'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_sigmaI/netI    0.0354
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            11387
_diffrn_reflns_theta_full        26.80
_diffrn_reflns_theta_max         28.38
_diffrn_reflns_theta_min         2.19
_diffrn_standards_decay_%        -0.3
_diffrn_standards_number         123
_exptl_absorpt_coefficient_mu    1.306
_exptl_absorpt_correction_T_max  0.881
_exptl_absorpt_correction_T_min  0.773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.367
_refine_diff_density_min         -0.218
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4403
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0393
_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)+(0.0600P)²+0.0600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0993
_refine_ls_wR_factor_ref         0.1063
_reflns_number_gt                3580
_reflns_number_total             4403
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su2253.cif
_cod_data_source_block           I
_cod_database_code               2229521
_cod_database_fobs_code          2229521
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn 0.36171(3) 0.27490(3) 0.25442(3) 0.04810(12) Uani d . 1 . .
N N1A 0.7252(2) 0.5596(2) 0.2847(2) 0.0566(5) Uani d . 1 . .
C C2A 0.6371(3) 0.5067(3) 0.3287(3) 0.0552(6) Uani d . 1 . .
H H2A 0.6552 0.5497 0.4282 0.066 Uiso d R 1 . .
N N3A 0.5182(2) 0.3860(2) 0.2224(2) 0.0477(4) Uani d . 1 . .
C C3AA 0.5321(2) 0.3589(2) 0.0970(2) 0.0429(5) Uani d . 1 . .
N N4A 0.4440(2) 0.2520(2) -0.0413(2) 0.0485(5) Uani d . 1 . .
C C5A 0.4853(3) 0.2523(3) -0.1441(3) 0.0528(6) Uani d . 1 . .
C C51A 0.3895(4) 0.1323(3) -0.3011(3) 0.0776(9) Uani d . 1 . .
H H51A 0.4437 0.0690 -0.3384 0.093 Uiso d R 1 . .
H H52A 0.3611 0.1745 -0.3605 0.093 Uiso d R 1 . .
H H53A 0.3022 0.0766 -0.3053 0.093 Uiso d R 1 . .
C C6A 0.6140(3) 0.3580(3) -0.1100(3) 0.0578(6) Uani d . 1 . .
H H6A 0.6388 0.3529 -0.1861 0.069 Uiso d R 1 . .
C C7A 0.7020(3) 0.4665(3) 0.0310(3) 0.0514(6) Uani d . 1 . .
C C71A 0.8386(3) 0.5868(3) 0.0821(4) 0.0715(8) Uani d . 1 . .
H H71A 0.8597 0.5736 -0.0010 0.086 Uiso d R 1 . .
H H72A 0.9207 0.5851 0.1522 0.086 Uiso d R 1 . .
H H73A 0.8231 0.6795 0.1281 0.086 Uiso d R 1 . .
N N8A 0.6577(2) 0.4640(2) 0.1343(2) 0.0455(4) Uani d . 1 . .
N N1B 0.2927(2) -0.1274(2) -0.1076(3) 0.0627(6) Uani d . 1 . .
C C2B 0.3459(3) -0.0230(3) 0.0314(3) 0.0560(6) Uani d . 1 . .
H H2B 0.4302 -0.0160 0.1018 0.067 Uiso d R 1 . .
N N3B 0.2735(2) 0.0740(2) 0.0676(2) 0.0463(4) Uani d . 1 . .
C C3AB 0.1626(2) 0.0281(2) -0.0619(2) 0.0436(5) Uani d . 1 . .
N N4B 0.0575(2) 0.0863(2) -0.0882(2) 0.0522(5) Uani d . 1 . .
C C5B -0.0380(3) 0.0186(3) -0.2292(3) 0.0580(6) Uani d . 1 . .
C C51B -0.1560(3) 0.0829(4) -0.2625(4) 0.0837(10) Uani d . 1 . .
H H51B -0.1447 0.1672 -0.1727 0.100 Uiso d R 1 . .
H H52B -0.2519 0.0113 -0.3059 0.100 Uiso d R 1 . .
H H53B -0.1470 0.1118 -0.3305 0.100 Uiso d R 1 . .
C C6B -0.0299(3) -0.1076(3) -0.3424(3) 0.0645(7) Uani d . 1 . .
H H6B -0.0992 -0.1512 -0.4393 0.077 Uiso d R 1 . .
C C7B 0.0770(3) -0.1662(3) -0.3123(3) 0.0598(7) Uani d . 1 . .
C C71B 0.0991(4) -0.2982(3) -0.4201(3) 0.0881(10) Uani d . 1 . .
H H71B 0.1921 -0.2690 -0.4245 0.106 Uiso d R 1 . .
H H72B 0.0200 -0.3420 -0.5161 0.106 Uiso d R 1 . .
H H73B 0.0995 -0.3682 -0.3894 0.106 Uiso d R 1 . .
N N8B 0.1732(2) -0.0941(2) -0.1680(2) 0.0484(4) Uani d . 1 . .
N N1C 0.2232(3) 0.3742(3) 0.2904(3) 0.0697(6) Uani d . 1 . .
C C1C 0.1135(4) 0.3882(3) 0.2404(4) 0.0699(8) Uani d . 1 . .
O O1C -0.0024(3) 0.4026(4) 0.1929(4) 0.1284(11) Uani d . 1 . .
N N1D 0.4708(3) 0.2496(3) 0.4110(3) 0.0750(7) Uani d . 1 . .
C C1D 0.5648(3) 0.2391(3) 0.4912(3) 0.0589(6) Uani d . 1 . .
O O1D 0.6598(3) 0.2288(3) 0.5767(3) 0.0985(8) Uani d . 1 . .
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'
Zn Zn 0.2839 1.4301 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1C Zn N1D . . 115.09(11) ?
N1C Zn N3B . . 114.59(9) ?
N1D Zn N3B . . 106.30(9) ?
N1C Zn N3A . . 111.07(9) ?
N1D Zn N3A . . 105.50(10) ?
N3B Zn N3A . . 103.25(8) ?
C2A N1A N8A . . 101.70(19) ?
N1A C2A N3A . . 116.7(2) ?
N1A C2A H2A . . 121.6 ?
N3A C2A H2A . . 121.6 ?
C3AA N3A C2A . . 103.34(19) ?
C3AA N3A Zn . . 130.18(16) ?
C2A N3A Zn . . 126.47(16) ?
N4A C3AA N3A . . 128.6(2) ?
N4A C3AA N8A . . 123.6(2) ?
N3A C3AA N8A . . 107.82(19) ?
C5A N4A C3AA . . 115.4(2) ?
N4A C5A C6A . . 122.6(2) ?
N4A C5A C51A . . 116.8(2) ?
C6A C5A C51A . . 120.5(2) ?
C5A C51A H51A . . 109.6 ?
C5A C51A H52A . . 109.5 ?
H51A C51A H52A . . 109.4 ?
C5A C51A H53A . . 109.5 ?
H51A C51A H53A . . 109.4 ?
H52A C51A H53A . . 109.4 ?
C7A C6A C5A . . 121.3(2) ?
C7A C6A H6A . . 119.3 ?
C5A C6A H6A . . 119.3 ?
C6A C7A N8A . . 115.0(2) ?
C6A C7A C71A . . 126.8(2) ?
N8A C7A C71A . . 118.1(2) ?
C7A C71A H71A . . 109.7 ?
C7A C71A H72A . . 109.5 ?
H71A C71A H72A . . 109.5 ?
C7A C71A H73A . . 109.3 ?
H71A C71A H73A . . 109.5 ?
H72A C71A H73A . . 109.5 ?
C7A N8A N1A . . 127.6(2) ?
C7A N8A C3AA . . 122.0(2) ?
N1A N8A C3AA . . 110.40(18) ?
C2B N1B N8B . . 101.30(19) ?
N1B C2B N3B . . 116.8(2) ?
N1B C2B H2B . . 121.5 ?
N3B C2B H2B . . 121.6 ?
C3AB N3B C2B . . 103.40(19) ?
C3AB N3B Zn . . 128.57(15) ?
C2B N3B Zn . . 124.47(16) ?
N4B C3AB N3B . . 128.1(2) ?
N4B C3AB N8B . . 124.0(2) ?
N3B C3AB N8B . . 107.9(2) ?
C3AB N4B C5B . . 115.2(2) ?
N4B C5B C6B . . 122.5(2) ?
N4B C5B C51B . . 116.4(3) ?
C6B C5B C51B . . 121.1(3) ?
C5B C51B H51B . . 109.6 ?
C5B C51B H52B . . 109.7 ?
H51B C51B H52B . . 109.5 ?
C5B C51B H53B . . 109.2 ?
H51B C51B H53B . . 109.5 ?
H52B C51B H53B . . 109.5 ?
C7B C6B C5B . . 121.2(2) ?
C7B C6B H6B . . 119.4 ?
C5B C6B H6B . . 119.4 ?
C6B C7B N8B . . 114.9(2) ?
C6B C7B C71B . . 127.0(3) ?
N8B C7B C71B . . 118.1(3) ?
C7B C71B H71B . . 109.2 ?
C7B C71B H72B . . 109.3 ?
H71B C71B H72B . . 109.5 ?
C7B C71B H73B . . 109.9 ?
H71B C71B H73B . . 109.5 ?
H72B C71B H73B . . 109.4 ?
C7B N8B C3AB . . 122.2(2) ?
C7B N8B N1B . . 127.2(2) ?
C3AB N8B N1B . . 110.57(19) ?
C1C N1C Zn . . 146.6(2) ?
N1C C1C O1C . . 177.2(4) ?
C1D N1D Zn . . 161.5(3) ?
N1D C1D O1D . . 178.1(3) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Zn N1C . 1.902(2) ?
Zn N1D . 1.919(2) ?
Zn N3B . 2.0223(19) ?
Zn N3A . 2.0430(19) ?
N1A C2A . 1.304(3) ?
N1A N8A . 1.372(3) ?
C2A N3A . 1.353(3) ?
C2A H2A . 0.9300 ?
N3A C3AA . 1.344(3) ?
C3AA N4A . 1.330(3) ?
C3AA N8A . 1.373(3) ?
N4A C5A . 1.326(3) ?
C5A C6A . 1.411(4) ?
C5A C51A . 1.498(4) ?
C51A H51A . 0.9603 ?
C51A H52A . 0.9604 ?
C51A H53A . 0.9604 ?
C6A C7A . 1.351(4) ?
C6A H6A . 0.9300 ?
C7A N8A . 1.357(3) ?
C7A C71A . 1.493(4) ?
C71A H71A . 0.9601 ?
C71A H72A . 0.9601 ?
C71A H73A . 0.9601 ?
N1B C2B . 1.306(3) ?
N1B N8B . 1.370(3) ?
C2B N3B . 1.344(3) ?
C2B H2B . 0.9300 ?
N3B C3AB . 1.339(3) ?
C3AB N4B . 1.329(3) ?
C3AB N8B . 1.365(3) ?
N4B C5B . 1.332(3) ?
C5B C6B . 1.414(4) ?
C5B C51B . 1.494(4) ?
C51B H51B . 0.9600 ?
C51B H52B . 0.9600 ?
C51B H53B . 0.9601 ?
C6B C7B . 1.356(4) ?
C6B H6B . 0.9300 ?
C7B N8B . 1.357(3) ?
C7B C71B . 1.494(4) ?
C71B H71B . 0.9602 ?
C71B H72B . 0.9602 ?
C71B H73B . 0.9602 ?
N1C C1C . 1.140(4) ?
C1C O1C . 1.188(4) ?
N1D C1D . 1.148(3) ?
C1D O1D . 1.188(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139080763
