#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/88/2218856.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2218856
loop_
_publ_author_name
'Guo, Hang-Ming'
'Lin, Hong'
_publ_section_title
Bis{2-[3-(dimethylamino)propyliminomethyl]-6-methoxyphenolato-κ³N,N',O¹}nickel(II)
_journal_coeditor_code           AT2571
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1009
_journal_paper_doi               10.1107/S1600536808020497
_journal_volume                  64
_journal_year                    2008
_chemical_formula_iupac          '[Ni (C13 H19 N2 O2)2]'
_chemical_formula_sum            'C26 H38 N4 Ni O4'
_chemical_formula_weight         529.31
_chemical_name_systematic
;
Bis{2-[3-(dimethylamino)propyliminomethyl]-6-methoxyphenolato-\
κ³N,N',O¹}nickel(II)
;
_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-97
_cell_angle_alpha                78.36(3)
_cell_angle_beta                 73.98(3)
_cell_angle_gamma                73.73(3)
_cell_formula_units_Z            1
_cell_length_a                   7.4758(15)
_cell_length_b                   8.5571(17)
_cell_length_c                   10.995(2)
_cell_measurement_reflns_used    10453
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      27.53
_cell_measurement_theta_min      1.94
_cell_volume                     643.0(3)
_computing_cell_refinement       'SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT (Bruker, 2004)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEXII area-detector'
_diffrn_measurement_method       ω
_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  0.0204
_diffrn_reflns_av_sigmaI/netI    0.0196
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10449
_diffrn_reflns_theta_full        27.53
_diffrn_reflns_theta_max         27.53
_diffrn_reflns_theta_min         1.94
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.793
_exptl_absorpt_correction_T_max  0.814
_exptl_absorpt_correction_T_min  0.766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.367
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             282
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.26
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.171
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     160
_refine_ls_number_reflns         2937
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.0313
_refine_ls_R_factor_gt           0.0281
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0466P)²+0.1331P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0749
_refine_ls_wR_factor_ref         0.0769
_reflns_number_gt                2727
_reflns_number_total             2937
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2571.cif
_cod_data_source_block           I
_cod_original_cell_volume        643.0(2)
_cod_database_code               2218856
_cod_database_fobs_code          2218856
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
Ni Ni1 0.5000 0.0000 0.5000 0.03138(10) Uani d S 1
O O1 0.57408(15) 0.09660(13) 0.62529(9) 0.0365(2) Uani d . 1
O O2 0.73982(18) 0.1105(2) 0.80263(12) 0.0627(4) Uani d . 1
N N1 0.22745(17) 0.14317(15) 0.55226(12) 0.0371(3) Uani d . 1
N N2 0.5262(2) 0.22458(15) 0.34548(12) 0.0399(3) Uani d . 1
C C1 0.4656(2) 0.17196(17) 0.71970(13) 0.0346(3) Uani d . 1
C C2 0.5492(2) 0.1879(2) 0.81787(15) 0.0439(4) Uani d . 1
C C3 0.4433(3) 0.2733(2) 0.91789(16) 0.0561(5) Uani d . 1
H H3A 0.5018 0.2827 0.9797 0.067 Uiso calc R 1
C C4 0.2490(3) 0.3462(3) 0.92760(17) 0.0611(5) Uani d . 1
H H4A 0.1790 0.4061 0.9944 0.073 Uiso calc R 1
C C5 0.1622(3) 0.3292(2) 0.83891(16) 0.0502(4) Uani d . 1
H H5A 0.0322 0.3771 0.8463 0.060 Uiso calc R 1
C C6 0.2657(2) 0.24013(18) 0.73553(14) 0.0391(3) Uani d . 1
C C7 0.1632(2) 0.22884(19) 0.64567(15) 0.0404(3) Uani d . 1
H H7A 0.0370 0.2900 0.6562 0.048 Uiso calc R 1
C C8 0.1073(2) 0.1771(2) 0.46023(16) 0.0471(4) Uani d . 1
H H8A -0.0265 0.2136 0.5026 0.057 Uiso calc R 1
H H8B 0.1226 0.0780 0.4246 0.057 Uiso calc R 1
C C9 0.1672(3) 0.3098(2) 0.35454(18) 0.0560(5) Uani d . 1
H H9A 0.1508 0.4073 0.3926 0.067 Uiso calc R 1
H H9B 0.0809 0.3376 0.2976 0.067 Uiso calc R 1
C C10 0.3716(3) 0.2666(2) 0.27522(15) 0.0496(4) Uani d . 1
H H10A 0.3850 0.1740 0.2322 0.059 Uiso calc R 1
H H10B 0.3914 0.3588 0.2098 0.059 Uiso calc R 1
C C11 0.7109(3) 0.1849(2) 0.25224(16) 0.0520(4) Uani d . 1
H H11A 0.7230 0.2777 0.1876 0.078 Uiso calc R 1
H H11B 0.7164 0.0922 0.2135 0.078 Uiso calc R 1
H H11C 0.8137 0.1590 0.2950 0.078 Uiso calc R 1
C C12 0.5251(3) 0.3671(2) 0.40162(16) 0.0506(4) Uani d . 1
H H12A 0.5361 0.4588 0.3357 0.076 Uiso calc R 1
H H12B 0.6311 0.3405 0.4414 0.076 Uiso calc R 1
H H12C 0.4073 0.3950 0.4644 0.076 Uiso calc R 1
C C13 0.8151(3) 0.0722(3) 0.9111(2) 0.0726(6) Uani d . 1
H H13A 0.9487 0.0188 0.8885 0.109 Uiso calc R 1
H H13B 0.7480 0.0003 0.9744 0.109 Uiso calc R 1
H H13C 0.8001 0.1714 0.9449 0.109 Uiso calc R 1
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'
Ni Ni 0.3393 1.1124 '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'
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
O1 Ni1 O1 . 2_656 180.0
O1 Ni1 N1 . . 88.00(5)
O1 Ni1 N1 2_656 . 92.00(5)
O1 Ni1 N1 . 2_656 92.00(5)
O1 Ni1 N1 2_656 2_656 88.00(5)
N1 Ni1 N1 . 2_656 180.00(7)
O1 Ni1 N2 . 2_656 87.10(5)
O1 Ni1 N2 2_656 2_656 92.90(5)
N1 Ni1 N2 . 2_656 98.96(6)
N1 Ni1 N2 2_656 2_656 81.04(6)
O1 Ni1 N2 . . 92.90(5)
O1 Ni1 N2 2_656 . 87.10(5)
N1 Ni1 N2 . . 81.04(6)
N1 Ni1 N2 2_656 . 98.96(6)
N2 Ni1 N2 2_656 . 180.00(5)
C1 O1 Ni1 . . 129.01(10)
C2 O2 C13 . . 117.24(15)
C7 N1 C8 . . 116.00(13)
C7 N1 Ni1 . . 126.39(11)
C8 N1 Ni1 . . 116.42(10)
C12 N2 C11 . . 107.24(14)
C12 N2 C10 . . 110.49(14)
C11 N2 C10 . . 107.71(13)
C12 N2 Ni1 . . 110.96(10)
C11 N2 Ni1 . . 108.89(10)
C10 N2 Ni1 . . 111.39(10)
O1 C1 C6 . . 124.80(13)
O1 C1 C2 . . 118.76(14)
C6 C1 C2 . . 116.44(14)
O2 C2 C3 . . 124.23(16)
O2 C2 C1 . . 114.18(14)
C3 C2 C1 . . 121.60(16)
C2 C3 C4 . . 120.66(17)
C2 C3 H3A . . 119.7
C4 C3 H3A . . 119.7
C5 C4 C3 . . 119.69(16)
C5 C4 H4A . . 120.2
C3 C4 H4A . . 120.2
C4 C5 C6 . . 121.33(17)
C4 C5 H5A . . 119.3
C6 C5 H5A . . 119.3
C5 C6 C1 . . 120.12(15)
C5 C6 C7 . . 117.77(15)
C1 C6 C7 . . 122.05(13)
N1 C7 C6 . . 126.96(14)
N1 C7 H7A . . 116.5
C6 C7 H7A . . 116.5
N1 C8 C9 . . 108.79(14)
N1 C8 H8A . . 109.9
C9 C8 H8A . . 109.9
N1 C8 H8B . . 109.9
C9 C8 H8B . . 109.9
H8A C8 H8B . . 108.3
C8 C9 C10 . . 115.86(14)
C8 C9 H9A . . 108.3
C10 C9 H9A . . 108.3
C8 C9 H9B . . 108.3
C10 C9 H9B . . 108.3
H9A C9 H9B . . 107.4
N2 C10 C9 . . 116.40(13)
N2 C10 H10A . . 108.2
C9 C10 H10A . . 108.2
N2 C10 H10B . . 108.2
C9 C10 H10B . . 108.2
H10A C10 H10B . . 107.3
N2 C11 H11A . . 109.5
N2 C11 H11B . . 109.5
H11A C11 H11B . . 109.5
N2 C11 H11C . . 109.5
H11A C11 H11C . . 109.5
H11B C11 H11C . . 109.5
N2 C12 H12A . . 109.5
N2 C12 H12B . . 109.5
H12A C12 H12B . . 109.5
N2 C12 H12C . . 109.5
H12A C12 H12C . . 109.5
H12B C12 H12C . . 109.5
O2 C13 H13A . . 109.5
O2 C13 H13B . . 109.5
H13A C13 H13B . . 109.5
O2 C13 H13C . . 109.5
H13A C13 H13C . . 109.5
H13B C13 H13C . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1 O1 . 2.0061(11)
Ni1 O1 2_656 2.0061(11)
Ni1 N1 . 2.0547(14)
Ni1 N1 2_656 2.0547(14)
Ni1 N2 2_656 2.3081(15)
Ni1 N2 . 2.3081(15)
O1 C1 . 1.2899(17)
O2 C2 . 1.372(2)
O2 C13 . 1.399(2)
N1 C7 . 1.287(2)
N1 C8 . 1.467(2)
N2 C12 . 1.471(2)
N2 C11 . 1.473(2)
N2 C10 . 1.487(2)
C1 C6 . 1.418(2)
C1 C2 . 1.433(2)
C2 C3 . 1.375(2)
C3 C4 . 1.394(3)
C3 H3A . 0.9300
C4 C5 . 1.361(3)
C4 H4A . 0.9300
C5 C6 . 1.416(2)
C5 H5A . 0.9300
C6 C7 . 1.439(2)
C7 H7A . 0.9300
C8 C9 . 1.518(3)
C8 H8A . 0.9700
C8 H8B . 0.9700
C9 C10 . 1.520(3)
C9 H9A . 0.9700
C9 H9B . 0.9700
C10 H10A . 0.9700
C10 H10B . 0.9700
C11 H11A . 0.9600
C11 H11B . 0.9600
C11 H11C . 0.9600
C12 H12A . 0.9600
C12 H12B . 0.9600
C12 H12C . 0.9600
C13 H13A . 0.9600
C13 H13B . 0.9600
C13 H13C . 0.9600
