##############################################################################
#                                                                            #
# This CIF contains the data in a paper accepted for publication in          #
# Acta Crystallographica Section C. It conforms to the requirements of       #
# Notes for Authors for Acta Crystallographica Section C, and has been       #
# peer reviewed under the auspices of the IUCr Commission on Journals.       #
#                                                                            #
# Full details of the Crystallographic Information File format               #
# are given in the paper "The Crystallographic Information File (CIF):       #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H.      #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685].                  #
#                                                                            #
# The current version of the core CIF dictionary is obtainable from          #
# ftp://ftp.iucr.org/pub/cif_core.dic.                                       #
#                                                                            #
# Software is freely available for graphical display of the structure(s)     #
# in this CIF. For information consult the CIF software page                 #
# http://www.iucr.org/resources/cif/software.                                #
#                                                                            #
# This file may be used for bona fide research purposes within the           #
# scientific community so long as proper attribution is given to the journal # 
# article from which it was obtained.                                        #
#                                                                            #
##############################################################################
data_global
_audit_creation_method     SHELXL-97
_journal_date_recd_electronic     2012-10-29
_journal_date_accepted     2012-11-09
_journal_name_full     'Acta Crystallographica, Section C'
_journal_year     2012
_journal_volume     68
_journal_issue     12
_journal_page_first     m359
_journal_page_last     m362
_journal_paper_category     FM
_journal_paper_doi     10.1107/S0108270112046422
_journal_coeditor_code     SK3457
_publ_contact_author_name     'Nina Lah'
_publ_contact_author_address
;
University of Ljubljana
Faculty of Chemistry and Chemical Technology
Aškerčeva 5
1000 Ljubljana
Slovenia
;
_publ_contact_author_email     nina.lah@fkkt.uni-lj.si
_publ_contact_author_fax     '+386 1 2419 220'
_publ_contact_author_phone     '+386 1 2419 114'
_publ_section_title
;\
A new polymorphic form of
bis(acetato-κO)bis[2-(pyridin-2-yl)ethanol-κ²N,O]\
nickel(II)
;
loop_
    _publ_author_name
    _publ_author_address
    'Trdin, Miha'
;
University of Ljubljana
Faculty of Chemistry and Chemical Technology
Aškerčeva 5
1000 Ljubljana
Slovenia
;
    'Lah, Nina'
;
University of Ljubljana
Faculty of Chemistry and Chemical Technology
Aškerčeva 5
1000 Ljubljana
Slovenia
;
data_I
_audit_creation_method     SHELXL-97
_chemical_name_systematic
;
Bis(acetato-κO)bis[2-(pyridin-2-yl)ethanol-
κ²N,O]nickel(II)
;
_chemical_name_common     ?
_chemical_formula_moiety     'C18 H24 N2 Ni O6'
_chemical_formula_sum     'C18 H24 N2 Ni O6'
_chemical_formula_iupac     '[Ni (C2 H3 O2)2 (C7 H9 N O)2]'
_chemical_formula_weight     423.10
_chemical_melting_point     ?
_symmetry_cell_setting     monoclinic
_symmetry_space_group_name_H-M     'P 21/c'
_symmetry_space_group_name_Hall     '-P 2ybc'
loop_
    _symmetry_equiv_pos_as_xyz
    'x, y, z'
    '-x, y+1/2, -z+1/2'
    '-x, -y, -z'
    'x, -y-1/2, z-1/2'
_cell_length_a     8.4292(3)
_cell_length_b     12.4129(4)
_cell_length_c     12.0850(4)
_cell_angle_alpha     90.00
_cell_angle_beta     131.175(2)
_cell_angle_gamma     90.00
_cell_volume     951.76(6)
_cell_formula_units_Z     2
_cell_measurement_reflns_used     2802
_cell_measurement_theta_min     2.7705
_cell_measurement_theta_max     30.3609
_cell_measurement_temperature     150
_exptl_crystal_description     prismatic
_exptl_crystal_colour     'blue'
_exptl_crystal_size_max     0.2
_exptl_crystal_size_mid     0.16
_exptl_crystal_size_min     0.14
_exptl_crystal_density_diffrn     1.476
_exptl_crystal_density_meas     ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_F_000     444
_exptl_absorpt_coefficient_mu     1.056
_exptl_absorpt_correction_type     multi-scan
_exptl_absorpt_process_details     '(CrysAlis PRO; Agilent, 2011)'
_exptl_absorpt_correction_T_min     0.81199
_exptl_absorpt_correction_T_max     1.00000
_exptl_special_details
;
Absorption correction: CrysAlis PRO, Agilent Technologies, Version
1.171.35.11 (release
16--05-2011 CrysAlis171. NET) (compiled May 16 2011,17:55:39) Empirical
absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK
scaling algorithm.
;
_diffrn_ambient_temperature     150.0
_diffrn_radiation_type     MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_source     'SuperNova (Mo) X-ray Source'
_diffrn_radiation_monochromator     'mirror'
_diffrn_measurement_device_type
                                   'Agilent SuperNova (Dual, Cu at zero, Atlas)'
_diffrn_measurement_method     ω
_diffrn_detector_area_resol_mean     10.4933
_diffrn_reflns_number     5104
_diffrn_reflns_av_R_equivalents     0.0318
_diffrn_reflns_av_sigmaI/netI     0.0430
_diffrn_reflns_theta_min     2.78
_diffrn_reflns_theta_max     27.49
_diffrn_reflns_theta_full     27.49
_diffrn_measured_fraction_theta_max     1.000
_diffrn_measured_fraction_theta_full     1.000
_diffrn_reflns_limit_h_min     -10
_diffrn_reflns_limit_h_max     10
_diffrn_reflns_limit_k_min     -16
_diffrn_reflns_limit_k_max     12
_diffrn_reflns_limit_l_min     -15
_diffrn_reflns_limit_l_max     15
_diffrn_standards_number     ?
_diffrn_standards_interval_count     ?
_diffrn_standards_interval_time     ?
_diffrn_standards_decay_%     ?
_refine_special_details
;
Refinement of F² against ALL reflections. The weighted R-factor
wR and goodness of fit S are based on F², conventional
R-factors R are based on F, with F set to zero for
negative F². The threshold expression of F² >
2σ(F²) is used only for calculating R-factors(gt) etc.
and is not relevant to the choice of reflections for refinement.
R-factors based on F² are statistically about twice as large
as those based on F, and R- factors based on ALL data will be
even larger.
;
_reflns_number_total     2178
_reflns_number_gt     1862
_reflns_threshold_expression     I>2σ(I)
_refine_ls_structure_factor_coef     Fsqd
_refine_ls_matrix_type     full
_refine_ls_R_factor_all     0.0389
_refine_ls_R_factor_gt     0.0313
_refine_ls_wR_factor_gt     0.0707
_refine_ls_wR_factor_ref     0.0753
_refine_ls_goodness_of_fit_ref     1.040
_refine_ls_restrained_S_all     1.040
_refine_ls_number_reflns     2178
_refine_ls_number_parameters     126
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment     constr
_refine_ls_weighting_scheme     calc
_refine_ls_weighting_details
         'calc w=1/[σ²(Fo²)+(0.0263P)²+0.3819P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens     geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary     difmap
_refine_ls_shift/su_max     0.025
_refine_ls_shift/su_mean     0.003
_refine_diff_density_max     0.323
_refine_diff_density_min     -0.336
_refine_ls_extinction_method     none
_refine_ls_extinction_coef     ?
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'
_computing_data_collection     'CrysAlis PRO (Agilent, 2011)'
_computing_cell_refinement     'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction     'CrysAlis PRO (Agilent, 2011)'
_computing_structure_solution     'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement     'SHELXL97 (Sheldrick, 2008)'
_computing_molecular_graphics     'ORTEP-3 for Windows (Farrugia, 1997)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), PLATON (Spek, 2009) and
CrystalMaker (CrystalMaker, 2007)
;
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_symmetry_multiplicity
    _atom_site_disorder_assembly
    _atom_site_disorder_group
    Ni Ni1 0.5000 0.0000 0.5000 0.01492(11) Uani d S 1 2 . .
    N N11 0.2163(2) 0.04986(13) 0.29641(15) 0.0169(3) Uani d . 1 1 . .
    C C12 0.1659(3) 0.15434(15) 0.25796(18) 0.0199(4) Uani d . 1 1 . .
    C C13 -0.0312(3) 0.18454(16) 0.12683(19) 0.0243(4) Uani d . 1 1 . .
    H H13 -0.0649 0.2570 0.1033 0.029 Uiso calc R 1 1 . .
    C C14 -0.1762(3) 0.10616(17) 0.03208(19) 0.0259(4) Uani d . 1 1 . .
    H H14 -0.3069 0.1251 -0.0568 0.031 Uiso calc R 1 1 . .
    C C15 -0.1241(3) -0.00049(16) 0.0713(2) 0.0230(4) Uani d . 1 1 . .
    H H15 -0.2191 -0.0547 0.0092 0.028 Uiso calc R 1 1 . .
    C C16 0.0709(3) -0.02575(16) 0.20397(19) 0.0200(4) Uani d . 1 1 . .
    H H16 0.1039 -0.0978 0.2310 0.024 Uiso calc R 1 1 . .
    C C2A 0.3283(3) 0.23731(15) 0.36254(19) 0.0247(4) Uani d . 1 1 . .
    H H2A 0.2743 0.3081 0.3189 0.030 Uiso calc R 1 1 . .
    H H2B 0.4538 0.2250 0.3761 0.030 Uiso calc R 1 1 . .
    C C1A 0.3889(3) 0.23659(15) 0.51194(19) 0.0262(4) Uani d . 1 1 . .
    H H12A 0.4688 0.3011 0.5656 0.031 Uiso calc R 1 1 . .
    H H12B 0.2623 0.2371 0.4987 0.031 Uiso calc R 1 1 . .
    O O1A 0.51246(19) 0.14359(10) 0.59543(13) 0.0224(3) Uani d . 1 1 . .
    H H1A 0.4708 0.1178 0.6348 0.034 Uiso calc R 1 1 . .
    O O31 0.32257(18) -0.07155(10) 0.54228(13) 0.0200(3) Uani d . 1 1 . .
    O O32 0.3705(2) 0.04846(13) 0.70003(14) 0.0315(3) Uani d . 1 1 . .
    C C31 0.2984(3) -0.03858(16) 0.62914(18) 0.0211(4) Uani d . 1 1 . .
    C C32 0.1691(3) -0.10893(19) 0.6463(2) 0.0298(5) Uani d . 1 1 . .
    H H32A 0.1755 -0.0806 0.7231 0.045 Uiso calc R 1 1 . .
    H H32B 0.2245 -0.1809 0.6711 0.045 Uiso calc R 1 1 . .
    H H32C 0.0252 -0.1100 0.5556 0.045 Uiso calc R 1 1 . .
_geom_special_details
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes) are
estimated using the full covariance matrix. The cell s.u.'s are taken into
account individually in the estimation of s.u.'s in distances, angles and
torsion angles; correlations between s.u.'s in cell parameters are only used
when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
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
    Ni1 O31 3_656 2.0719(12) no
    Ni1 O31 . 2.0719(12) no
    Ni1 O1A . 2.0877(13) no
    Ni1 O1A 3_656 2.0877(13) no
    Ni1 N11 3_656 2.0996(13) no
    Ni1 N11 . 2.0996(13) no
    N11 C12 . 1.349(2) no
    N11 C16 . 1.352(2) no
    C12 C13 . 1.395(2) no
    C12 C2A . 1.501(2) no
    C13 C14 . 1.381(3) no
    C13 H13 . 0.9300 no
    C14 C15 . 1.377(3) no
    C14 H14 . 0.9300 no
    C15 C16 . 1.379(3) no
    C15 H15 . 0.9300 no
    C16 H16 . 0.9300 no
    C2A C1A . 1.519(3) no
    C2A H2A . 0.9700 no
    C2A H2B . 0.9700 no
    C1A O1A . 1.432(2) no
    C1A H12A . 0.9700 no
    C1A H12B . 0.9700 no
    O1A H1A . 0.8200 no
    O31 C31 . 1.262(2) no
    O32 C31 . 1.259(2) no
    C31 C32 . 1.514(3) no
    C32 H32A . 0.9600 no
    C32 H32B . 0.9600 no
    C32 H32C . 0.9600 no
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
    O31 Ni1 O31 3_656 . 180.0 ?
    O31 Ni1 O1A . . 90.67(5) no
    O31 Ni1 O1A 3_656 3_656 90.67(5) ?
    O31 Ni1 O1A . 3_656 89.33(5) ?
    O31 Ni1 N11 . . 87.99(5) no
    O31 Ni1 N11 3_656 3_656 87.99(5) ?
    O31 Ni1 N11 . 3_656 92.01(5) ?
    O1A Ni1 N11 . . 89.99(5) no
    O1A Ni1 N11 3_656 3_656 89.99(5) ?
    O31 Ni1 N11 3_656 . 92.01(5) ?
    O31 Ni1 N11 . . 87.99(5) ?
    O1A Ni1 N11 3_656 . 90.01(5) ?
    N11 Ni1 N11 3_656 . 180.0 ?
    C12 N11 C16 . . 118.32(15) ?
    C12 N11 Ni1 . . 123.00(11) ?
    C16 N11 Ni1 . . 118.50(12) ?
    N11 C12 C13 . . 121.28(16) ?
    N11 C12 C2A . . 117.64(15) ?
    C13 C12 C2A . . 121.07(17) ?
    C14 C13 C12 . . 119.63(18) ?
    C14 C13 H13 . . 120.2 ?
    C12 C13 H13 . . 120.2 ?
    C15 C14 C13 . . 118.97(17) ?
    C15 C14 H14 . . 120.5 ?
    C13 C14 H14 . . 120.5 ?
    C14 C15 C16 . . 118.99(17) ?
    C14 C15 H15 . . 120.5 ?
    C16 C15 H15 . . 120.5 ?
    N11 C16 C15 . . 122.76(18) ?
    N11 C16 H16 . . 118.6 ?
    C15 C16 H16 . . 118.6 ?
    C12 C2A C1A . . 113.79(16) ?
    C12 C2A H2A . . 108.8 ?
    C1A C2A H2A . . 108.8 ?
    C12 C2A H2B . . 108.8 ?
    C1A C2A H2B . . 108.8 ?
    H2A C2A H2B . . 107.7 ?
    O1A C1A C2A . . 111.21(15) ?
    O1A C1A H12A . . 109.4 ?
    C2A C1A H12A . . 109.4 ?
    O1A C1A H12B . . 109.4 ?
    C2A C1A H12B . . 109.4 ?
    H12A C1A H12B . . 108.0 ?
    C1A O1A H1A . . 109.5 ?
    C31 O31 Ni1 . . 127.18(12) ?
    O32 C31 O31 . . 125.02(18) ?
    O32 C31 C32 . . 118.08(17) ?
    O31 C31 C32 . . 116.89(17) ?
    C31 C32 H32A . . 109.5 ?
    C31 C32 H32B . . 109.5 ?
    H32A C32 H32B . . 109.5 ?
    C31 C32 H32C . . 109.5 ?
    H32A C32 H32C . . 109.5 ?
    H32B C32 H32C . . 109.5 ?
loop_
    _geom_hbond_atom_site_label_D
    _geom_hbond_atom_site_label_H
    _geom_hbond_atom_site_label_A
    _geom_hbond_site_symmetry_A
    _geom_hbond_distance_DH
    _geom_hbond_distance_HA
    _geom_hbond_distance_DA
    _geom_hbond_angle_DHA
    O1A H1A O31 . 0.82 2.55 2.9585(18) 112
    O1A H1A O32 . 0.82 1.72 2.533(2) 172
