#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/00/1500033.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_1500033
loop_
_publ_author_name
'Carmen R. Maldonado'
'Miguel Quirós'
'Juan M. Salas'
_publ_contact_author_address
;
     Departamento de Química Inorgánica
     Facultad de Ciencias
     Universidad de Granada
     18071 Granada
     SPAIN
;
_publ_contact_author_email       mquiros@ugr.es
_publ_contact_author_fax         34-58-248526
_publ_contact_author_name        'Miguel Quirós'
_publ_contact_author_phone       34-58-240441
_journal_name_full               Polyhedron
_journal_page_first              911
_journal_page_last               916
_journal_paper_doi               10.1016/j.poly.2009.01.037
_journal_volume                  28
_journal_year                    2009
_chemical_formula_moiety         'C22 H26 N12 Ni O6, 2 (H2 O)'
_chemical_formula_sum            'C22 H30 N12 Ni O8'
_chemical_formula_weight         649.29
_chemical_name_systematic
; 
 ? 
;
_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   mixed
_atom_sites_solution_primary     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                83.422(1)
_cell_angle_beta                 69.440(1)
_cell_angle_gamma                61.375(1)
_cell_formula_units_Z            1
_cell_length_a                   8.4471(4)
_cell_length_b                   8.6061(4)
_cell_length_c                   11.4137(6)
_cell_measurement_reflns_used    6266
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.1
_cell_measurement_theta_min      2.7
_cell_volume                     680.47(6)
_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, 1997a)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997b)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.925
_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  0.0190
_diffrn_reflns_av_sigmaI/netI    0.0195
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7924
_diffrn_reflns_theta_full        26.80
_diffrn_reflns_theta_max         28.10
_diffrn_reflns_theta_min         1.91
_diffrn_standards_decay_%        0.0
_diffrn_standards_number         235
_exptl_absorpt_coefficient_mu    0.784
_exptl_absorpt_correction_T_max  0.859
_exptl_absorpt_correction_T_min  0.743
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS (Bruker, 1999)'
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             338
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.066
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.147
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3077
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.147
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0284
_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)+(0.0400P)²+0.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0773
_reflns_number_gt                3020
_reflns_number_total             3077
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            dmaxpycompound3.cif
_cod_data_source_block           niaxpyr
_cod_database_code               1500033
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
Ni Ni 0.5000 0.5000 0.5000 0.01093(9) Uani 1 2 d S . .
N1 N 0.83659(17) 0.41187(16) 0.27434(11) 0.0153(2) Uani 1 1 d . . .
N2 N 0.66164(17) 0.42992(16) 0.31259(11) 0.0138(2) Uani 1 1 d . . .
N3 N 0.62022(17) 0.37901(16) 0.22333(11) 0.0151(2) Uani 1 1 d . . .
C3A C 0.7825(2) 0.32516(18) 0.12444(13) 0.0144(3) Uani 1 1 d . . .
N4 N 0.81997(18) 0.25761(17) 0.00842(11) 0.0167(2) Uani 1 1 d . . .
C4 C 0.6714(2) 0.2479(2) -0.02346(15) 0.0222(3) Uani 1 1 d . . .
H41 H 0.6344 0.3342 -0.0853 0.027 Uiso 1 1 d R . .
H42 H 0.5591 0.2744 0.0522 0.027 Uiso 1 1 d R . .
H43 H 0.7216 0.1281 -0.0588 0.027 Uiso 1 1 d R . .
C5 C 0.9973(2) 0.20715(19) -0.08081(13) 0.0176(3) Uani 1 1 d . . .
O5 O 1.03566(16) 0.14882(15) -0.18611(10) 0.0230(2) Uani 1 1 d . . .
N6 N 1.13390(18) 0.22448(18) -0.04868(12) 0.0188(3) Uani 1 1 d . . .
C6 C 1.3237(2) 0.1663(2) -0.14685(15) 0.0272(4) Uani 1 1 d . . .
H61 H 1.3755 0.0433 -0.1764 0.033 Uiso 1 1 d R . .
H62 H 1.4109 0.1744 -0.1124 0.033 Uiso 1 1 d R . .
H63 H 1.3106 0.2429 -0.2171 0.033 Uiso 1 1 d R . .
C7 C 1.1054(2) 0.2976(2) 0.06587(14) 0.0177(3) Uani 1 1 d . . .
O7 O 1.23137(16) 0.31511(17) 0.08280(11) 0.0253(3) Uani 1 1 d . . .
C7A C 0.9173(2) 0.34490(19) 0.15360(13) 0.0150(3) Uani 1 1 d . . .
N1P N 0.35328(16) 0.76517(15) 0.46105(11) 0.0130(2) Uani 1 1 d . . .
C2P C 0.2748(2) 0.81106(19) 0.37042(13) 0.0154(3) Uani 1 1 d . . .
H2P H 0.2860 0.7200 0.3233 0.018 Uiso 1 1 d R . .
C3P C 0.1784(2) 0.9855(2) 0.34263(14) 0.0182(3) Uani 1 1 d . . .
H3P H 0.1215 1.0137 0.2794 0.022 Uiso 1 1 d R . .
C4P C 0.1664(2) 1.1182(2) 0.40875(14) 0.0197(3) Uani 1 1 d . . .
H4P H 0.1036 1.2388 0.3905 0.024 Uiso 1 1 d R . .
C5P C 0.2475(2) 1.07200(19) 0.50233(14) 0.0185(3) Uani 1 1 d . . .
H5P H 0.2418 1.1603 0.5490 0.022 Uiso 1 1 d R . .
C6P C 0.3372(2) 0.89487(19) 0.52668(13) 0.0160(3) Uani 1 1 d . . .
H6P H 0.3892 0.8642 0.5925 0.019 Uiso 1 1 d R . .
O1W O 0.70872(14) 0.55642(13) 0.51311(9) 0.0145(2) Uani 1 1 d D . .
H11W H 0.756(2) 0.531(2) 0.5695(14) 0.017 Uiso 1 1 d D . .
H12W H 0.800(2) 0.521(2) 0.4467(12) 0.017 Uiso 1 1 d D . .
O2W O 0.88019(18) 0.47083(16) 0.69068(11) 0.0248(2) Uani 1 1 d D . .
H21W H 0.930(3) 0.3680(16) 0.7154(19) 0.030 Uiso 1 1 d D . .
H22W H 0.821(3) 0.540(2) 0.7554(14) 0.030 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'
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
_geom_angle_publ_flag
N2 Ni N2 179.999(1) 2_666 . ?
N2 Ni N1P 91.03(4) 2_666 2_666 ?
N2 Ni N1P 88.97(4) . 2_666 ?
N2 Ni N1P 88.97(4) 2_666 . ?
N2 Ni N1P 91.03(4) . . ?
N1P Ni N1P 180.00(7) 2_666 . ?
N2 Ni O1W 87.07(4) 2_666 2_666 ?
N2 Ni O1W 92.93(4) . 2_666 ?
N1P Ni O1W 87.78(4) 2_666 2_666 ?
N1P Ni O1W 92.22(4) . 2_666 ?
N2 Ni O1W 92.93(4) 2_666 . ?
N2 Ni O1W 87.08(4) . . ?
N1P Ni O1W 92.22(4) 2_666 . ?
N1P Ni O1W 87.78(4) . . ?
O1W Ni O1W 180.0 2_666 . ?
N2 N1 C7A 105.32(11) . . ?
N1 N2 N3 113.76(11) . . ?
N1 N2 Ni 117.69(9) . . ?
N3 N2 Ni 128.09(9) . . ?
C3A N3 N2 103.41(11) . . ?
N3 C3A N4 127.74(13) . . ?
N3 C3A C7A 110.10(12) . . ?
N4 C3A C7A 122.16(13) . . ?
C5 N4 C3A 119.06(13) . . ?
C5 N4 C4 119.47(12) . . ?
C3A N4 C4 121.39(12) . . ?
N4 C4 H41 109.6 . . ?
N4 C4 H42 109.6 . . ?
H41 C4 H42 109.5 . . ?
N4 C4 H43 109.3 . . ?
H41 C4 H43 109.5 . . ?
H42 C4 H43 109.5 . . ?
O5 C5 N4 121.12(14) . . ?
O5 C5 N6 120.85(14) . . ?
N4 C5 N6 118.03(13) . . ?
C5 N6 C7 126.48(12) . . ?
C5 N6 C6 116.27(13) . . ?
C7 N6 C6 117.20(13) . . ?
N6 C6 H61 109.6 . . ?
N6 C6 H62 109.5 . . ?
H61 C6 H62 109.5 . . ?
N6 C6 H63 109.3 . . ?
H61 C6 H63 109.5 . . ?
H62 C6 H63 109.5 . . ?
O7 C7 N6 121.61(13) . . ?
O7 C7 C7A 126.86(14) . . ?
N6 C7 C7A 111.53(13) . . ?
N1 C7A C3A 107.41(12) . . ?
N1 C7A C7 129.94(13) . . ?
C3A C7A C7 122.65(13) . . ?
C6P N1P C2P 118.07(12) . . ?
C6P N1P Ni 120.01(9) . . ?
C2P N1P Ni 121.92(9) . . ?
N1P C2P C3P 122.80(13) . . ?
N1P C2P H2P 118.6 . . ?
C3P C2P H2P 118.6 . . ?
C4P C3P C2P 118.77(13) . . ?
C4P C3P H3P 120.6 . . ?
C2P C3P H3P 120.7 . . ?
C3P C4P C5P 118.82(14) . . ?
C3P C4P H4P 120.7 . . ?
C5P C4P H4P 120.5 . . ?
C6P C5P C4P 118.92(14) . . ?
C6P C5P H5P 120.5 . . ?
C4P C5P H5P 120.6 . . ?
N1P C6P C5P 122.58(13) . . ?
N1P C6P H6P 118.8 . . ?
C5P C6P H6P 118.7 . . ?
Ni O1W H11W 127.5(13) . . ?
Ni O1W H12W 108.5(13) . . ?
H11W O1W H12W 105.7(18) . . ?
H21W O2W H22W 106(2) . . ?
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
Ni N2 2.0637(12) 2_666 ?
Ni N2 2.0637(12) . ?
Ni N1P 2.0942(12) 2_666 ?
Ni N1P 2.0943(12) . ?
Ni O1W 2.0950(10) 2_666 ?
Ni O1W 2.0950(10) . ?
N1 N2 1.3195(17) . ?
N1 C7A 1.3571(18) . ?
N2 N3 1.3608(16) . ?
N3 C3A 1.3386(18) . ?
C3A N4 1.3774(18) . ?
C3A C7A 1.3785(19) . ?
N4 C5 1.3697(19) . ?
N4 C4 1.4638(19) . ?
C4 H41 0.9800 . ?
C4 H42 0.9800 . ?
C4 H43 0.9800 . ?
C5 O5 1.2290(18) . ?
C5 N6 1.401(2) . ?
N6 C7 1.4092(19) . ?
N6 C6 1.4743(19) . ?
C6 H61 0.9800 . ?
C6 H62 0.9800 . ?
C6 H63 0.9800 . ?
C7 O7 1.2235(19) . ?
C7 C7A 1.4319(19) . ?
N1P C6P 1.3419(18) . ?
N1P C2P 1.3427(18) . ?
C2P C3P 1.385(2) . ?
C2P H2P 0.9500 . ?
C3P C4P 1.384(2) . ?
C3P H3P 0.9500 . ?
C4P C5P 1.387(2) . ?
C4P H4P 0.9500 . ?
C5P C6P 1.385(2) . ?
C5P H5P 0.9500 . ?
C6P H6P 0.9500 . ?
O1W H11W 0.831(9) . ?
O1W H12W 0.825(9) . ?
O2W H21W 0.842(9) . ?
O2W H22W 0.839(9) . ?
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 O2W 0.831(9) 1.899(9) 2.7286(15) 176.4(19) .
O1W H12W N1 0.825(9) 2.137(15) 2.7501(16) 131.0(16) .
O2W H21W O5 0.842(9) 2.056(11) 2.8809(17) 166(2) 1_556
O2W H22W O7 0.839(9) 2.143(12) 2.9467(16) 160(2) 2_766
