#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/00/1500038.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_1500038
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              372
_journal_page_last               378
_journal_paper_doi               10.1016/j.poly.2009.06.002
_journal_volume                  29
_journal_year                    2010
_chemical_formula_moiety         'C16 H28 N14 Ni O4, 3(H2 O)'
_chemical_formula_sum            'C16 H34 N14 Ni O7'
_chemical_formula_weight         593.28
_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                95.215(2)
_cell_angle_beta                 95.770(3)
_cell_angle_gamma                117.933(2)
_cell_formula_units_Z            1
_cell_length_a                   8.1905(19)
_cell_length_b                   8.2396(13)
_cell_length_c                   10.8651(17)
_cell_measurement_reflns_used    4966
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.9
_cell_measurement_theta_min      2.8
_cell_volume                     636.5(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      295(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.907
_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  0.0260
_diffrn_reflns_av_sigmaI/netI    0.0240
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            7343
_diffrn_reflns_theta_full        26.70
_diffrn_reflns_theta_max         28.24
_diffrn_reflns_theta_min         1.91
_diffrn_standards_decay_%        0.2
_diffrn_standards_number         179
_exptl_absorpt_coefficient_mu    0.829
_exptl_absorpt_correction_T_max  0.914
_exptl_absorpt_correction_T_min  0.698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS (Bruker, 1999)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             312
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.582
_refine_diff_density_min         -0.456
_refine_diff_density_rms         0.073
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2851
_refine_ls_number_restraints     5
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0413
_refine_ls_shift/su_max          0.029
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0700P)²+0.3000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1139
_refine_ls_wR_factor_ref         0.1147
_reflns_number_gt                2729
_reflns_number_total             2851
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            niendmax.cif
_cod_data_source_block           nienax
_cod_database_code               1500038
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 0.02831(14) Uani 1 2 d S . .
N1 N 0.2052(2) 0.3169(2) 0.27040(16) 0.0352(4) Uani 1 1 d . . .
N2 N 0.3688(2) 0.4646(2) 0.31403(16) 0.0353(4) Uani 1 1 d . . .
N3 N 0.4351(2) 0.5807(2) 0.22773(16) 0.0337(4) Uani 1 1 d . . .
C3A C 0.3042(3) 0.4972(3) 0.12627(18) 0.0293(4) Uani 1 1 d . . .
N4 N 0.3024(2) 0.5552(2) 0.01151(16) 0.0344(4) Uani 1 1 d . . .
C4 C 0.4531(3) 0.7314(3) -0.0115(2) 0.0453(5) Uani 1 1 d . . .
H41 H 0.5410 0.7086 -0.0520 0.054 Uiso 1 1 d R . .
H42 H 0.5161 0.8130 0.0666 0.054 Uiso 1 1 d R . .
H43 H 0.4010 0.7884 -0.0645 0.054 Uiso 1 1 d R . .
C5 C 0.1556(3) 0.4463(3) -0.08334(19) 0.0334(4) Uani 1 1 d . . .
O5 O 0.1478(3) 0.4921(2) -0.18642(15) 0.0469(4) Uani 1 1 d . . .
N6 N 0.0124(2) 0.2800(2) -0.05720(16) 0.0339(4) Uani 1 1 d . . .
C6 C -0.1372(3) 0.1626(3) -0.1627(2) 0.0434(5) Uani 1 1 d . . .
H61 H -0.1992 0.0367 -0.1466 0.052 Uiso 1 1 d R . .
H62 H -0.0845 0.1667 -0.2382 0.052 Uiso 1 1 d R . .
H63 H -0.2262 0.2074 -0.1725 0.052 Uiso 1 1 d R . .
C7 C 0.0016(3) 0.2137(3) 0.05770(19) 0.0331(4) Uani 1 1 d . . .
O7 O -0.1334(2) 0.0686(2) 0.07098(16) 0.0469(4) Uani 1 1 d . . .
C7A C 0.1610(3) 0.3342(3) 0.15082(18) 0.0308(4) Uani 1 1 d . . .
N1E N 0.4280(4) 0.2184(3) 0.4678(2) 0.0637(7) Uani 1 1 d . . .
H11E H 0.4352 0.1771 0.5410 0.076 Uiso 1 1 d R . .
H12E H 0.3101 0.1503 0.4262 0.076 Uiso 1 1 d R . .
C1E C 0.5608(8) 0.2028(6) 0.3936(3) 0.0865(13) Uani 1 1 d . . .
H13E H 0.5261 0.2080 0.3066 0.104 Uiso 1 1 d R . .
H14E H 0.5585 0.0847 0.3981 0.104 Uiso 1 1 d R . .
C2E C 0.7543(7) 0.3613(7) 0.4448(3) 0.0924(15) Uani 1 1 d . . .
H23E H 0.7926 0.3514 0.5300 0.111 Uiso 1 1 d R . .
H24E H 0.8435 0.3570 0.3940 0.111 Uiso 1 1 d R . .
N2E N 0.7494(3) 0.5359(4) 0.4420(2) 0.0548(6) Uani 1 1 d . . .
H21E H 0.7531 0.5645 0.3640 0.066 Uiso 1 1 d R . .
H22E H 0.8486 0.6290 0.4937 0.066 Uiso 1 1 d R . .
O1W O 0.7897(3) 0.9175(3) 0.2983(2) 0.0696(6) Uani 1 1 d D . .
H11W H 0.811(6) 0.976(5) 0.235(2) 0.084 Uiso 1 1 d D . .
H12W H 0.685(3) 0.818(3) 0.276(3) 0.084 Uiso 1 1 d D . .
O2W O 0.0643(6) 0.9081(6) 0.4655(4) 0.0585(9) Uiso 0.50 1 d PD . .
H21W H 0.006(9) 0.954(9) 0.422(4) 0.070 Uiso 0.50 1 d PD . .
H22W H 0.071(9) 0.953(9) 0.5420(18) 0.070 Uiso 0.50 1 d PD . .
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
N1E Ni N1E 180.0 2_666 . ?
N1E Ni N2E 82.91(11) 2_666 2_666 ?
N1E Ni N2E 97.09(11) . 2_666 ?
N1E Ni N2E 97.09(11) 2_666 . ?
N1E Ni N2E 82.91(11) . . ?
N2E Ni N2E 180.0 2_666 . ?
N1E Ni N2 92.29(9) 2_666 . ?
N1E Ni N2 87.72(9) . . ?
N2E Ni N2 87.47(8) 2_666 . ?
N2E Ni N2 92.53(8) . . ?
N1E Ni N2 87.71(9) 2_666 2_666 ?
N1E Ni N2 92.28(9) . 2_666 ?
N2E Ni N2 92.53(8) 2_666 2_666 ?
N2E Ni N2 87.47(8) . 2_666 ?
N2 Ni N2 180.00(11) . 2_666 ?
N2 N1 C7A 105.63(16) . . ?
N1 N2 N3 112.85(16) . . ?
N1 N2 Ni 120.02(13) . . ?
N3 N2 Ni 127.13(13) . . ?
C3A N3 N2 104.16(16) . . ?
N3 C3A N4 128.12(18) . . ?
N3 C3A C7A 109.60(18) . . ?
N4 C3A C7A 122.28(18) . . ?
C5 N4 C3A 119.42(17) . . ?
C5 N4 C4 119.14(18) . . ?
C3A N4 C4 121.43(18) . . ?
N4 C4 H41 109.6 . . ?
N4 C4 H42 109.6 . . ?
H41 C4 H42 109.4 . . ?
N4 C4 H43 109.3 . . ?
H41 C4 H43 109.5 . . ?
H42 C4 H43 109.4 . . ?
O5 C5 N4 121.7(2) . . ?
O5 C5 N6 120.7(2) . . ?
N4 C5 N6 117.53(17) . . ?
C5 N6 C7 126.51(17) . . ?
C5 N6 C6 115.95(18) . . ?
C7 N6 C6 117.52(18) . . ?
N6 C6 H61 109.5 . . ?
N6 C6 H62 109.6 . . ?
H61 C6 H62 109.4 . . ?
N6 C6 H63 109.5 . . ?
H61 C6 H63 109.4 . . ?
H62 C6 H63 109.4 . . ?
O7 C7 N6 120.93(19) . . ?
O7 C7 C7A 126.75(19) . . ?
N6 C7 C7A 112.32(17) . . ?
N1 C7A C3A 107.76(17) . . ?
N1 C7A C7 130.32(17) . . ?
C3A C7A C7 121.92(18) . . ?
C1E N1E Ni 107.1(2) . . ?
C1E N1E H11E 110.1 . . ?
Ni N1E H11E 110.3 . . ?
C1E N1E H12E 110.5 . . ?
Ni N1E H12E 110.2 . . ?
H11E N1E H12E 108.5 . . ?
N1E C1E C2E 108.7(3) . . ?
N1E C1E H13E 109.8 . . ?
C2E C1E H13E 110.0 . . ?
N1E C1E H14E 109.9 . . ?
C2E C1E H14E 110.1 . . ?
H13E C1E H14E 108.4 . . ?
N2E C2E C1E 108.3(3) . . ?
N2E C2E H23E 110.1 . . ?
C1E C2E H23E 110.1 . . ?
N2E C2E H24E 110.0 . . ?
C1E C2E H24E 109.9 . . ?
H23E C2E H24E 108.4 . . ?
C2E N2E Ni 107.5(2) . . ?
C2E N2E H21E 110.2 . . ?
Ni N2E H21E 110.2 . . ?
C2E N2E H22E 110.2 . . ?
Ni N2E H22E 110.2 . . ?
H21E N2E H22E 108.5 . . ?
H11W O1W H12W 107(4) . . ?
H21W O2W H22W 103.1(16) . . ?
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 N1E 2.093(2) 2_666 ?
Ni N1E 2.093(2) . ?
Ni N2E 2.093(2) 2_666 ?
Ni N2E 2.093(2) . ?
Ni N2 2.1179(17) . ?
Ni N2 2.1179(17) 2_666 ?
N1 N2 1.319(2) . ?
N1 C7A 1.352(3) . ?
N2 N3 1.367(2) . ?
N3 C3A 1.331(3) . ?
C3A N4 1.376(3) . ?
C3A C7A 1.379(2) . ?
N4 C5 1.373(3) . ?
N4 C4 1.464(3) . ?
C4 H41 0.9602 . ?
C4 H42 0.9603 . ?
C4 H43 0.9603 . ?
C5 O5 1.219(3) . ?
C5 N6 1.402(3) . ?
N6 C7 1.402(3) . ?
N6 C6 1.469(3) . ?
C6 H61 0.9605 . ?
C6 H62 0.9605 . ?
C6 H63 0.9605 . ?
C7 O7 1.224(3) . ?
C7 C7A 1.433(3) . ?
N1E C1E 1.463(5) . ?
N1E H11E 0.9000 . ?
N1E H12E 0.9000 . ?
C1E C2E 1.509(7) . ?
C1E H13E 0.9700 . ?
C1E H14E 0.9700 . ?
C2E N2E 1.461(5) . ?
C2E H23E 0.9700 . ?
C2E H24E 0.9700 . ?
N2E H21E 0.9000 . ?
N2E H22E 0.9000 . ?
O1W H11W 0.858(10) . ?
O1W H12W 0.854(10) . ?
O2W H21W 0.863(10) . ?
O2W H22W 0.866(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 H12W N3 0.854(10) 2.034(11) 2.888(3) 178(4) .
O1W H11W O7 0.858(10) 2.016(13) 2.860(3) 168(4) 1_665
N1E H12E O2W 0.90 2.19 2.872(5) 132.5 1_545
N2E H22E O2W 0.90 2.22 2.905(5) 132.3 1_655
N2E H21E O5 0.90 2.26 3.002(3) 139.6 2_665
O2W H21W O1W 0.863(10) 2.00(3) 2.781(5) 150(6) 1_455
O2W H22W O1W 0.866(10) 1.89(3) 2.681(5) 151(6) 2_676
