#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:32:09 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179975 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/69/7026985.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7026985
loop_
_publ_author_name
'Fritsky, Igor O.'
'Kozłowski, Henryk'
'Prisyazhnaya, Elena V.'
'Rzączyńska, Zofia'
'Karaczyn, Aldona'
'Sliva, Tatiana Yu.'
'Głowiak, Tadeusz'
_publ_contact_author             'Igor O.Fritsky'
_publ_section_title
;
 Co-ordination ability of novel tetradentate amide-and-oxime ligands:
 differential binding to CuII and NiII
;
_journal_issue                   21
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3629
_journal_paper_doi               10.1039/a804763d
_journal_year                    1998
_chemical_formula_sum            'C8 H19 Li N4 Ni O8'
_chemical_formula_weight         364.92
_chemical_name_systematic
; 
 Lithium N,N'-bis(2-hydroxyiminopropionyl)-1,2-diaminoethane (3-) nickolate(II) 
tetrahydrate
;
_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     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                100.62(3)
_cell_angle_beta                 96.37(3)
_cell_angle_gamma                97.05(3)
_cell_formula_units_Z            2
_cell_length_a                   6.8340(10)
_cell_length_b                   8.924(2)
_cell_length_c                   12.525(3)
_cell_measurement_reflns_used    50
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      38.8
_cell_measurement_theta_min      23.4
_cell_volume                     738.1(3)
_computing_cell_refinement       'Kuma KM4 software 1996'
_computing_data_collection       'Kuma KM4 software 1996'
_computing_data_reduction        'Kuma KM4 software 1996'
_computing_publication_material  'ORTEP, 1964'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Kuma KM4 automatic diffractometer'
_diffrn_measurement_method       'profile data from omega/2theta scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54180
_diffrn_reflns_av_R_equivalents  0.0127
_diffrn_reflns_av_sigmaI/netI    0.0610
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3179
_diffrn_reflns_theta_max         81.05
_diffrn_reflns_theta_min         3.62
_diffrn_standards_interval_count 100
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    2.336
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'Amber yellow'
_exptl_crystal_density_diffrn    1.642
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             380
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.477
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.067
_refine_ls_extinction_coef       0.0103(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.052
_refine_ls_goodness_of_fit_obs   1.109
_refine_ls_hydrogen_treatment    'see experimental'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     202
_refine_ls_number_reflns         3140
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_restrained_S_obs      1.109
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_obs          0.0347
_refine_ls_shift/esd_max         0.208
_refine_ls_shift/esd_mean        0.006
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0601P)²+0.3542P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1014
_refine_ls_wR_factor_obs         0.0988
_reflns_number_observed          2707
_reflns_number_total             3140
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            804763dsup1.cif
_cod_data_source_block           6a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+0.3542P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0601P)^2^+0.3542P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7026985
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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Ni Ni 0.24344(5) 0.03168(3) 0.44906(2) 0.02365(13) Uani 1 d .
Li Li 0.0126(5) -0.5021(4) 0.1120(3) 0.0304(7) Uani 1 d .
O1 O 0.3162(2) 0.3593(2) 0.48627(12) 0.0359(3) Uani 1 d .
O2 O 0.3541(2) 0.0769(2) 0.76620(11) 0.0367(3) Uani 1 d .
O3 O 0.0837(3) -0.3340(2) 0.22223(13) 0.0430(4) Uani 1 d .
O4 O 0.2275(2) 0.2052(2) 0.28319(11) 0.0339(3) Uani 1 d .
O5 O -0.0595(2) -0.6907(2) 0.15513(15) 0.0444(4) Uani 1 d .
O6 O -0.2130(2) -0.4913(2) -0.00545(11) 0.0300(3) Uani 1 d .
O7 O 0.5421(2) 0.1736(2) 0.15640(13) 0.0409(4) Uani 1 d .
O8 O 0.4645(2) 0.2736(2) 0.96445(12) 0.0342(3) Uani 1 d .
N1 N 0.3063(2) 0.2292(2) 0.53030(13) 0.0263(3) Uani 1 d .
N2 N 0.2749(3) -0.0250(2) 0.58125(13) 0.0279(3) Uani 1 d .
N3 N 0.1830(3) -0.1706(2) 0.38817(13) 0.0292(3) Uani 1 d .
N4 N 0.2020(2) 0.0630(2) 0.30757(13) 0.0269(3) Uani 1 d .
C1 C 0.3995(4) 0.3916(2) 0.7143(2) 0.0398(5) Uani 1 d .
H1A H 0.5321(12) 0.3972(10) 0.7508(12) 0.060 Uiso 1 calc R
H1B H 0.3082(18) 0.3985(10) 0.7674(10) 0.060 Uiso 1 calc R
H1C H 0.3940(29) 0.4753(2) 0.6762(3) 0.060 Uiso 1 calc R
C2 C 0.3442(3) 0.2432(2) 0.6346(2) 0.0270(4) Uani 1 d .
C3 C 0.3243(3) 0.0868(2) 0.66721(15) 0.0255(4) Uani 1 d .
C4 C 0.2381(3) -0.1901(2) 0.5809(2) 0.0310(4) Uani 1 d .
H4A H 0.1299(3) -0.2116(2) 0.6224(2) 0.037 Uiso 1 calc R
H4B H 0.3561(3) -0.2221(2) 0.6152(2) 0.037 Uiso 1 calc R
C5 C 0.1840(3) -0.2804(2) 0.4616(2) 0.0291(4) Uani 1 d .
H5A H 0.2806(3) -0.3491(2) 0.4443(2) 0.035 Uiso 1 calc R
H5B H 0.0538(3) -0.3419(2) 0.4524(2) 0.035 Uiso 1 calc R
C6 C 0.1339(3) -0.2039(2) 0.2815(2) 0.0280(4) Uani 1 d .
C7 C 0.1464(3) -0.0599(2) 0.2335(2) 0.0289(4) Uani 1 d .
C8 C 0.0949(4) -0.0673(3) 0.1145(2) 0.0415(5) Uani 1 d .
H8A H -0.0401(10) -0.0492(22) 0.0996(3) 0.062 Uiso 1 calc R
H8B H 0.1088(28) -0.1673(8) 0.0747(2) 0.062 Uiso 1 calc R
H8C H 0.1825(19) 0.0100(15) 0.0919(4) 0.062 Uiso 1 calc R
H1 H 0.2789 0.3126 0.4011 0.050 Uiso 1 d .
H51 H 0.0217 -0.7298 0.2000 0.050 Uiso 1 d .
H52 H -0.1939 -0.7261 0.1590 0.050 Uiso 1 d .
H61 H -0.3000 -0.5725 -0.0412 0.050 Uiso 1 d .
H62 H -0.2778 -0.4150 -0.0011 0.050 Uiso 1 d .
H71 H 0.5790 0.0961 0.1783 0.050 Uiso 1 d .
H72 H 0.4578 0.2031 0.2017 0.050 Uiso 1 d .
H81 H 0.4240 0.2055 0.9017 0.050 Uiso 1 d .
H82 H 0.4941 0.2302 1.0217 0.050 Uiso 1 d .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Li Li 0.0008 0.0003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 '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
N3 Ni N2 87.25(8) . .
N3 Ni N1 171.73(7) . .
N2 Ni N1 84.51(7) . .
N3 Ni N4 85.50(8) . .
N2 Ni N4 172.74(7) . .
N1 Ni N4 102.74(7) . .
O3 Li O5 116.0(2) . .
O3 Li O6 110.3(2) . 2_545
O5 Li O6 114.6(2) . 2_545
O3 Li O6 116.7(2) . .
O5 Li O6 104.5(2) . .
O6 Li O6 92.49(15) 2_545 .
O3 Li Li 125.1(2) . 2_545
O5 Li Li 118.8(2) . 2_545
O6 Li Li 46.53(11) 2_545 2_545
O6 Li Li 45.95(11) . 2_545
N1 O1 H1 102.11(13) . .
C6 O3 Li 167.9(2) . .
Li O5 H51 123.0(2) . .
Li O5 H52 120.6(2) . .
H51 O5 H52 110.9(2) . .
Li O6 Li 87.51(15) 2_545 .
Li O6 H61 98.31(14) 2_545 .
Li O6 H61 124.0(2) . .
Li O6 H62 115.6(2) 2_545 .
Li O6 H62 122.12(15) . .
H61 O6 H62 105.19(14) . .
H71 O7 H72 103.0(2) . .
H81 O8 H82 113.6(2) . .
C2 N1 O1 119.1(2) . .
C2 N1 Ni 116.67(13) . .
O1 N1 Ni 124.21(12) . .
C3 N2 C4 126.7(2) . .
C3 N2 Ni 116.34(13) . .
C4 N2 Ni 116.92(13) . .
C6 N3 C5 126.4(2) . .
C6 N3 Ni 115.82(14) . .
C5 N3 Ni 117.74(13) . .
C7 N4 O4 122.3(2) . .
C7 N4 Ni 115.18(14) . .
O4 N4 Ni 122.48(12) . .
C2 C1 H1A 109.47(12) . .
C2 C1 H1B 109.47(12) . .
H1A C1 H1B 109.5 . .
C2 C1 H1C 109.47(12) . .
H1A C1 H1C 109.5 . .
H1B C1 H1C 109.5 . .
N1 C2 C1 125.1(2) . .
N1 C2 C3 111.2(2) . .
C1 C2 C3 123.8(2) . .
O2 C3 N2 128.1(2) . .
O2 C3 C2 120.6(2) . .
N2 C3 C2 111.3(2) . .
N2 C4 C5 109.3(2) . .
N2 C4 H4A 109.82(11) . .
C5 C4 H4A 109.82(11) . .
N2 C4 H4B 109.82(11) . .
C5 C4 H4B 109.82(11) . .
H4A C4 H4B 108.3 . .
N3 C5 C4 108.79(15) . .
N3 C5 H5A 109.93(11) . .
C4 C5 H5A 109.93(11) . .
N3 C5 H5B 109.93(11) . .
C4 C5 H5B 109.93(11) . .
H5A C5 H5B 108.3 . .
O3 C6 N3 127.3(2) . .
O3 C6 C7 121.3(2) . .
N3 C6 C7 111.4(2) . .
N4 C7 C8 126.3(2) . .
N4 C7 C6 112.1(2) . .
C8 C7 C6 121.6(2) . .
C7 C8 H8A 109.47(13) . .
C7 C8 H8B 109.47(12) . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.47(13) . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni N3 1.803(2) .
Ni N2 1.816(2) .
Ni N1 1.839(2) .
Ni N4 1.841(2) .
Li O3 1.817(4) .
Li O5 1.886(4) .
Li O6 2.014(4) 2_545
Li O6 2.034(4) .
Li Li 2.800(7) 2_545
O1 N1 1.372(2) .
O1 H1 1.061(2) .
O2 C3 1.255(2) .
O3 C6 1.243(2) .
O4 N4 1.354(2) .
O5 H51 0.892(2) .
O5 H52 0.943(2) .
O6 Li 2.014(4) 2_545
O6 H61 0.8912(14) .
O6 H62 0.8536(13) .
O7 H71 0.845(2) .
O7 H72 0.882(2) .
O8 H81 0.8934(14) .
O8 H82 0.8914(15) .
N1 C2 1.283(2) .
N2 C3 1.307(2) .
N2 C4 1.463(2) .
N3 C6 1.310(2) .
N3 C5 1.462(2) .
N4 C7 1.285(3) .
C1 C2 1.483(3) .
C1 H1A 0.96 .
C1 H1B 0.96 .
C1 H1C 0.96 .
C2 C3 1.519(3) .
C4 C5 1.543(3) .
C4 H4A 0.97 .
C4 H4B 0.97 .
C5 H5A 0.97 .
C5 H5B 0.97 .
C6 C7 1.513(3) .
C7 C8 1.481(3) .
C8 H8A 0.96 .
C8 H8B 0.96 .
C8 H8C 0.96 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
O5 Li O3 C6 -174.8(8) . .
O6 Li O3 C6 52.8(10) 2_545 .
O6 Li O3 C6 -50.9(10) . .
Li Li O3 C6 2.4(11) 2_545 .
O3 Li O6 Li 114.2(2) . 2_545
O5 Li O6 Li -116.2(2) . 2_545
O6 Li O6 Li 0.0 2_545 2_545
Li Li O6 Li 0.0 2_545 2_545
N3 Ni N1 C2 5.3(6) . .
N2 Ni N1 C2 0.7(2) . .
N4 Ni N1 C2 -179.81(14) . .
N3 Ni N1 O1 -175.2(5) . .
N2 Ni N1 O1 -179.8(2) . .
N4 Ni N1 O1 -0.3(2) . .
N3 Ni N2 C3 -179.7(2) . .
N1 Ni N2 C3 -0.33(15) . .
N4 Ni N2 C3 -176.6(5) . .
N3 Ni N2 C4 -1.06(15) . .
N1 Ni N2 C4 178.3(2) . .
N4 Ni N2 C4 2.1(7) . .
N2 Ni N3 C6 177.4(2) . .
N1 Ni N3 C6 172.8(5) . .
N4 Ni N3 C6 -2.2(2) . .
N2 Ni N3 C5 0.3(2) . .
N1 Ni N3 C5 -4.4(6) . .
N4 Ni N3 C5 -179.4(2) . .
N3 Ni N4 C7 2.1(2) . .
N2 Ni N4 C7 -1.0(7) . .
N1 Ni N4 C7 -177.12(14) . .
N3 Ni N4 O4 -178.05(15) . .
N2 Ni N4 O4 178.8(5) . .
N1 Ni N4 O4 2.7(2) . .
O1 N1 C2 C1 -0.1(3) . .
Ni N1 C2 C1 179.4(2) . .
O1 N1 C2 C3 179.66(15) . .
Ni N1 C2 C3 -0.8(2) . .
C4 N2 C3 O2 1.5(3) . .
Ni N2 C3 O2 180.0(2) . .
C4 N2 C3 C2 -178.5(2) . .
Ni N2 C3 C2 0.0(2) . .
N1 C2 C3 O2 -179.4(2) . .
C1 C2 C3 O2 0.3(3) . .
N1 C2 C3 N2 0.5(2) . .
C1 C2 C3 N2 -179.7(2) . .
C3 N2 C4 C5 180.0(2) . .
Ni N2 C4 C5 1.5(2) . .
C6 N3 C5 C4 -176.3(2) . .
Ni N3 C5 C4 0.5(2) . .
N2 C4 C5 N3 -1.2(2) . .
Li O3 C6 N3 -172.6(8) . .
Li O3 C6 C7 6.8(11) . .
C5 N3 C6 O3 -1.8(4) . .
Ni N3 C6 O3 -178.7(2) . .
C5 N3 C6 C7 178.7(2) . .
Ni N3 C6 C7 1.8(2) . .
O4 N4 C7 C8 -2.6(3) . .
Ni N4 C7 C8 177.2(2) . .
O4 N4 C7 C6 178.6(2) . .
Ni N4 C7 C6 -1.6(2) . .
O3 C6 C7 N4 -179.6(2) . .
N3 C6 C7 N4 -0.1(2) . .
O3 C6 C7 C8 1.5(3) . .
N3 C6 C7 C8 -179.0(2) . .
