#------------------------------------------------------------------------------
#$Date: 2025-08-21 13:25:49 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301846 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/95/7009511.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_7009511
loop_
_publ_author_name
'Yaroslaw D. Lampeka'
'Sergey P. Gavrish'
'Robert W. Hay'
'Tanja Eisenblätter'
'Philip Lightfoot'
_publ_contact_author
;
    Dr Ya.D.Lampeka
    L.V.Pisarzhevskii Institute of Physical Chemistry
    National Academy of Sciences of Ukraine
    Prospekt Nauki 31, Kiev 03039, Ukraine
;
_publ_section_title
;
 The crystal and molecular structures of the nickel(II) complexes of
 malonamide-derived unsubstituted 14- and 13-membered
 tetraazamacrocycles and NMR study of the complexes in aqueous solution
;
_journal_issue                   13
_journal_name_full               'J. Chem. Soc., Dalton Trans.'
_journal_page_first              2023
_journal_page_last               2029
_journal_paper_doi               10.1039/b001510p
_journal_year                    2000
_chemical_formula_sum            'C9 H26 N4 Ni O7'
_chemical_formula_weight         361.03
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_date             'Tue Feb 15 15:40:54 2000'
_audit_creation_method           'from TEXRAY.INF file'
_cell_angle_alpha                94.48(2)
_cell_angle_beta                 102.43(2)
_cell_angle_gamma                83.95(3)
_cell_formula_units_Z            2
_cell_length_a                   9.892(3)
_cell_length_b                   11.279(4)
_cell_length_c                   7.352(2)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293.2
_cell_measurement_theta_max      24.9
_cell_measurement_theta_min      24.2
_cell_volume                     795.3(4)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        teXsan
_computing_publication_material  teXsan
_computing_structure_refinement  teXsan
_diffrn_ambient_temperature      293.2
_diffrn_measurement_device       AFC7S
_diffrn_measurement_method       'omega/2-theta scans'
_diffrn_orient_matrix_UB_11      0.07786
_diffrn_orient_matrix_UB_12      0.00191
_diffrn_orient_matrix_UB_13      0.11207
_diffrn_orient_matrix_UB_21      -0.05386
_diffrn_orient_matrix_UB_22      -0.04363
_diffrn_orient_matrix_UB_23      0.06961
_diffrn_orient_matrix_UB_31      0.04292
_diffrn_orient_matrix_UB_32      -0.07789
_diffrn_orient_matrix_UB_33      -0.04538
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           MoKalpha
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  2.64
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            2976
_diffrn_reflns_theta_max         25.02
_diffrn_standards_decay_%        -0.08
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.256
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   psi-scan
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       plate
_exptl_crystal_F_000             384.00
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.66
_refine_diff_density_min         -0.47
_refine_ls_extinction_coef       21.27434
_refine_ls_extinction_method     Zachariasen_type_2_Gaussian_isotropic
_refine_ls_goodness_of_fit_obs   2.909
_refine_ls_matrix_type           full
_refine_ls_number_parameters     221
_refine_ls_number_reflns         2535
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0407
_refine_ls_shift/esd_max         2.2520
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_obs         0.0398
_reflns_number_observed          2535
_reflns_number_total             2797
_reflns_observed_criterion       3.00
_cod_data_source_file            b001510p.txt
_cod_data_source_block           Lampeka_structure2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_site_thermal_displace_type' tag value 'Uij' was replaced with
'Uani' value 47 times.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      'P -1       '
_cod_original_formula_sum        'C9 H26 N4 O7 Ni '
_cod_database_code               7009511
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
'   -x,   -y,   -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_calc_attached_atom
Ni(1) 0.60415(4) 0.34696(4) 0.74532(6) 0.0346(1) Uani ? ?
O(1) 0.5904(2) 0.7045(2) 0.8328(4) 0.0508(8) Uani ? ?
O(2) 0.2029(2) 0.4784(2) 0.6514(4) 0.0508(8) Uani ? ?
O(3) 0.0256(3) 0.6554(2) 0.4900(5) 0.0599(10) Uani ? ?
O(4) 0.4341(3) 0.9048(3) 0.9083(5) 0.076(1) Uani ? ?
O(5) 0.8200(4) 0.8342(4) 0.9418(7) 0.094(2) Uani ? ?
O(6) 1.0436(4) 0.1285(4) 0.3442(8) 0.140(2) Uani ? ?
O(7) 0.8258(4) -0.0119(3) 0.2623(6) 0.089(1) Uani ? ?
N(1) 0.6414(3) 0.5032(2) 0.8044(4) 0.0366(8) Uani ? ?
N(2) 0.7983(3) 0.3075(3) 0.7824(4) 0.0451(9) Uani ? ?
N(3) 0.5833(3) 0.1819(2) 0.7215(4) 0.0488(9) Uani ? ?
N(4) 0.4133(3) 0.3711(2) 0.6864(4) 0.0359(8) Uani ? ?
C(1) 0.7911(3) 0.5175(3) 0.8666(5) 0.049(1) Uani ? ?
C(2) 0.8636(4) 0.3959(4) 0.9213(6) 0.058(1) Uani ? ?
C(3) 0.8288(4) 0.1789(4) 0.8157(7) 0.064(1) Uani ? ?
C(4) 0.7139(4) 0.1155(3) 0.6917(6) 0.058(1) Uani ? ?
C(5) 0.4525(4) 0.1629(3) 0.5954(6) 0.056(1) Uani ? ?
C(6) 0.3447(3) 0.2594(3) 0.6391(5) 0.046(1) Uani ? ?
C(7) 0.3344(3) 0.4712(3) 0.6885(4) 0.0366(9) Uani ? ?
C(8) 0.3999(3) 0.5887(3) 0.7330(5) 0.0408(10) Uani ? ?
C(9) 0.5543(3) 0.5995(3) 0.7941(4) 0.0368(9) Uani ? ?
H(1) 0.8260 0.5450 0.7682 0.0599 Uani ? ?
H(2) 0.8059 0.5735 0.9710 0.0599 Uani ? ?
H(3) 0.8528 0.3804 1.0418 0.0697 Uani ? ?
H(4) 0.9598 0.3939 0.9201 0.0697 Uani ? ?
H(5) 0.9158 0.1503 0.7868 0.0771 Uani ? ?
H(6) 0.8313 0.1664 0.9434 0.0771 Uani ? ?
H(7) 0.7184 0.0352 0.7247 0.0695 Uani ? ?
H(8) 0.7207 0.1164 0.5649 0.0695 Uani ? ?
H(9) 0.4620 0.1667 0.4702 0.0670 Uani ? ?
H(10) 0.4250 0.0869 0.6118 0.0670 Uani ? ?
H(11) 0.3094 0.2391 0.7416 0.0559 Uani ? ?
H(12) 0.2708 0.2691 0.5334 0.0559 Uani ? ?
H(13) 0.3710 0.6315 0.6228 0.0488 Uani ? ?
H(14) 0.3597 0.6288 0.8296 0.0488 Uani ? ?
H(15) 0.8245 0.3189 0.6687 0.0541 Uani ? ?
H(16) 0.5728 0.1615 0.8406 0.0586 Uani ? ?
H(17) 0.757(4) 0.786(3) 0.915(5) 0.0633 Uani ? ?
H(18) 0.439(4) 0.920(4) 0.779(5) 0.0633 Uani ? ?
H(19) 0.076(4) 0.608(3) 0.562(5) 0.0633 Uani ? ?
H(20) 0.842(4) -0.042(4) 0.157(6) 0.0633 Uani ? ?
H(21) 0.786(5) 0.036(4) 0.202(7) 0.0633 Uani ? ?
H(22) 0.477(4) 0.841(3) 0.853(6) 0.0633 Uani ? ?
H(23) -0.047(4) 0.621(3) 0.456(6) 0.0633 Uani ? ?
H(24) 0.854(5) 0.839(5) 0.878(7) 0.0633 Uani ? ?
H(25) 0.994(4) 0.209(3) 0.342(5) 0.0633 Uani ? ?
H(26) 0.963(4) 0.095(3) 0.275(5) 0.0633 Uani ? ?
loop_
_atom_type_symbol
_atom_type_oxidation_number
_atom_type_number_in_cell
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0 18 0.003 0.002 'International Tables'
H 0 52 0.000 0.000 'International Tables'
Ni 0 2 0.339 1.112 'International Tables'
N 0 8 0.006 0.003 'International Tables'
O 0 14 0.011 0.006 'International Tables'
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
0 -1 1
1 0 1
0 -1 2
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N(1) Ni(1) N(2) 87.4(1) ? ? ? yes
N(1) Ni(1) N(3) 171.1(1) ? ? ? yes
N(1) Ni(1) N(4) 98.2(1) ? ? ? yes
N(2) Ni(1) N(3) 87.8(1) ? ? ? yes
N(2) Ni(1) N(4) 173.1(1) ? ? ? yes
N(3) Ni(1) N(4) 87.1(1) ? ? ? yes
Ni(1) N(1) C(1) 113.2(2) ? ? ? yes
Ni(1) N(1) C(9) 128.7(2) ? ? ? yes
C(1) N(1) C(9) 118.1(3) ? ? ? yes
Ni(1) N(2) C(2) 106.8(2) ? ? ? yes
Ni(1) N(2) C(3) 108.9(2) ? ? ? yes
C(2) N(2) C(3) 119.7(3) ? ? ? yes
Ni(1) N(3) C(4) 109.5(2) ? ? ? yes
Ni(1) N(3) C(5) 108.4(2) ? ? ? yes
C(4) N(3) C(5) 120.9(3) ? ? ? yes
Ni(1) N(4) C(6) 113.4(2) ? ? ? yes
Ni(1) N(4) C(7) 128.6(2) ? ? ? yes
C(6) N(4) C(7) 117.9(3) ? ? ? yes
N(1) C(1) C(2) 107.3(3) ? ? ? yes
N(2) C(2) C(1) 106.9(3) ? ? ? yes
N(2) C(3) C(4) 107.0(3) ? ? ? yes
N(3) C(4) C(3) 105.9(3) ? ? ? yes
N(3) C(5) C(6) 108.3(3) ? ? ? yes
N(4) C(6) C(5) 107.5(3) ? ? ? yes
O(2) C(7) N(4) 124.0(3) ? ? ? yes
O(2) C(7) C(8) 116.1(3) ? ? ? yes
N(4) C(7) C(8) 119.9(3) ? ? ? yes
C(7) C(8) C(9) 124.5(3) ? ? ? yes
O(1) C(9) N(1) 124.1(3) ? ? ? yes
O(1) C(9) C(8) 116.1(3) ? ? ? yes
N(1) C(9) C(8) 119.8(3) ? ? ? yes
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Ni(1) N(1) 1.838(3) ? ? yes
Ni(1) N(2) 1.890(3) ? ? yes
Ni(1) N(3) 1.885(3) ? ? yes
Ni(1) N(4) 1.840(3) ? ? yes
O(1) C(9) 1.267(4) ? ? yes
O(2) C(7) 1.266(4) ? ? yes
N(1) C(1) 1.475(4) ? ? yes
N(1) C(9) 1.309(4) ? ? yes
N(2) C(2) 1.466(4) ? ? yes
N(2) C(3) 1.478(4) ? ? yes
N(3) C(4) 1.473(4) ? ? yes
N(3) C(5) 1.446(4) ? ? yes
N(4) C(6) 1.475(4) ? ? yes
N(4) C(7) 1.304(4) ? ? yes
C(1) C(2) 1.520(5) ? ? yes
C(3) C(4) 1.503(5) ? ? yes
C(5) C(6) 1.508(5) ? ? yes
C(7) C(8) 1.517(4) ? ? yes
C(8) C(9) 1.512(4) ? ? yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139153747
