#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/53/2215321.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_2215321
loop_
_publ_author_name
'Yun-Peng Diao'
'Yuan-Zhi Wang'
'Ming-Dong Wang'
'Kun Li'
_publ_section_title
{1-[(2-Morpholin-4-ylethylimino-κ²N,N')methyl]naphthalen-2-olato-κO}(thiocyanato-N)nickel(II)
_journal_coeditor_code           AT2382
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2494
_journal_page_last               m2494
_journal_paper_doi               10.1107/S1600536807043073
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '[Ni (C17 H19 N2 O2 ) (N C S )]'
_chemical_formula_moiety         'C18 H19 N3 Ni O2 S'
_chemical_formula_sum            'C18 H19 N3 Ni O2 S'
_chemical_formula_weight         400.13
_chemical_name_systematic
;
{1-[(2-Morpholin-4-ylethylimino-κ²N,N')methyl]naphthalen-2-olato-\kO}
(thiocyanato-N)nickel(II)
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   12.648(3)
_cell_length_b                   12.647(3)
_cell_length_c                   21.915(4)
_cell_measurement_reflns_used    3770
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      25.0
_cell_measurement_theta_min      2.4
_cell_volume                     3505.5(13)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2000)'
_computing_molecular_graphics    'SHELXTL (Bruker, 2000)'
_computing_publication_material  'SHELXTL (Bruker, 2000)'
_computing_structure_refinement  'SHELXTL (Bruker, 2000)'
_computing_structure_solution    'SHELXTL (Bruker, 2000)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker SMART CCD 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  0.0646
_diffrn_reflns_av_sigmaI/netI    0.0435
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            28592
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.86
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.243
_exptl_absorpt_correction_T_max  0.7069
_exptl_absorpt_correction_T_min  0.6919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2000)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1664
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.32
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.669
_refine_diff_density_min         -0.362
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.164
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4028
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.164
_refine_ls_R_factor_all          0.0881
_refine_ls_R_factor_gt           0.0631
_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)+(0.0577P)²+0.5788P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1248
_refine_ls_wR_factor_ref         0.1348
_reflns_number_gt                3012
_reflns_number_total             4028
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            at2382.cif
_cod_data_source_block           I
_cod_original_cell_volume        3505.5(12)
_cod_database_code               2215321
_cod_database_fobs_code          2215321
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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 0.10083(3) 0.38201(3) 0.331471(19) 0.03927(16) Uani d . 1
S S1 -0.00187(9) 0.45522(8) 0.13251(5) 0.0641(3) Uani d . 1
O O1 0.02168(18) 0.49703(19) 0.35297(11) 0.0469(6) Uani d . 1
O O2 0.2686(2) 0.1258(2) 0.21262(13) 0.0623(7) Uani d . 1
N N1 0.1692(2) 0.3770(2) 0.40509(13) 0.0442(7) Uani d . 1
N N2 0.17885(19) 0.2534(2) 0.30999(12) 0.0393(6) Uani d . 1
N N3 0.0480(3) 0.3984(2) 0.25161(14) 0.0513(7) Uani d . 1
C C1 0.1016(2) 0.5384(3) 0.44931(15) 0.0408(8) Uani d . 1
C C2 0.0287(3) 0.5548(3) 0.40201(16) 0.0436(8) Uani d . 1
C C3 -0.0427(3) 0.6417(3) 0.40643(17) 0.0517(9) Uani d . 1
H H3 -0.0959 0.6494 0.3775 0.062 Uiso calc R 1
C C4 -0.0344(3) 0.7124(3) 0.45163(18) 0.0544(10) Uani d . 1
H H4 -0.0813 0.7690 0.4528 0.065 Uiso calc R 1
C C5 0.0436(3) 0.7039(3) 0.49775(18) 0.0513(9) Uani d . 1
C C6 0.0570(4) 0.7847(4) 0.5416(2) 0.0680(12) Uani d . 1
H H6 0.0126 0.8433 0.5407 0.082 Uiso calc R 1
C C7 0.1325(4) 0.7786(4) 0.5847(2) 0.0785(14) Uani d . 1
H H7 0.1422 0.8338 0.6122 0.094 Uiso calc R 1
C C8 0.1962(4) 0.6884(4) 0.5877(2) 0.0780(14) Uani d . 1
H H8 0.2462 0.6826 0.6187 0.094 Uiso calc R 1
C C9 0.1860(3) 0.6079(3) 0.54553(17) 0.0615(11) Uani d . 1
H H9 0.2294 0.5487 0.5483 0.074 Uiso calc R 1
C C10 0.1111(3) 0.6147(3) 0.49864(17) 0.0475(9) Uani d . 1
C C11 0.1660(3) 0.4476(3) 0.44838(16) 0.0467(8) Uani d . 1
H H11 0.2103 0.4370 0.4817 0.056 Uiso calc R 1
C C12 0.2429(3) 0.2881(3) 0.41236(17) 0.0585(10) Uani d . 1
H H12A 0.2412 0.2621 0.4540 0.070 Uiso calc R 1
H H12B 0.3145 0.3104 0.4030 0.070 Uiso calc R 1
C C13 0.2089(3) 0.2043(3) 0.36966(17) 0.0549(10) Uani d . 1
H H13A 0.1489 0.1665 0.3865 0.066 Uiso calc R 1
H H13B 0.2660 0.1542 0.3635 0.066 Uiso calc R 1
C C14 0.2734(3) 0.2859(3) 0.27331(17) 0.0493(9) Uani d . 1
H H14A 0.3200 0.3279 0.2988 0.059 Uiso calc R 1
H H14B 0.2504 0.3300 0.2396 0.059 Uiso calc R 1
C C15 0.3346(3) 0.1926(3) 0.24830(19) 0.0617(11) Uani d . 1
H H15A 0.3926 0.2181 0.2234 0.074 Uiso calc R 1
H H15B 0.3642 0.1523 0.2819 0.074 Uiso calc R 1
C C16 0.1853(3) 0.0866(3) 0.24931(19) 0.0565(10) Uani d . 1
H H16A 0.2145 0.0476 0.2835 0.068 Uiso calc R 1
H H16B 0.1422 0.0384 0.2255 0.068 Uiso calc R 1
C C17 0.1176(2) 0.1755(3) 0.27276(18) 0.0465(9) Uani d . 1
H H17A 0.0856 0.2119 0.2384 0.056 Uiso calc R 1
H H17B 0.0611 0.1464 0.2975 0.056 Uiso calc R 1
C C18 0.0284(3) 0.4230(3) 0.20196(17) 0.0430(8) Uani d . 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 '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_publ_flag
O1 Ni1 N1 93.38(12) y
O1 Ni1 N3 87.57(11) y
N1 Ni1 N3 171.51(13) y
O1 Ni1 N2 176.66(11) y
N1 Ni1 N2 86.86(12) y
N3 Ni1 N2 92.69(12) y
C2 O1 Ni1 128.4(2) ?
C16 O2 C15 109.4(3) ?
C11 N1 C12 117.7(3) ?
C11 N1 Ni1 127.1(2) ?
C12 N1 Ni1 114.9(2) ?
C17 N2 C13 109.5(3) ?
C17 N2 C14 107.5(3) ?
C13 N2 C14 112.3(3) ?
C17 N2 Ni1 114.65(18) ?
C13 N2 Ni1 105.2(2) ?
C14 N2 Ni1 107.7(2) ?
C18 N3 Ni1 167.9(3) ?
C2 C1 C11 119.4(3) ?
C2 C1 C10 120.3(3) ?
C11 C1 C10 120.3(3) ?
O1 C2 C1 124.9(3) ?
O1 C2 C3 116.4(3) ?
C1 C2 C3 118.7(3) ?
C4 C3 C2 121.0(4) ?
C4 C3 H3 119.5 ?
C2 C3 H3 119.5 ?
C3 C4 C5 122.2(4) ?
C3 C4 H4 118.9 ?
C5 C4 H4 118.9 ?
C6 C5 C4 120.9(4) ?
C6 C5 C10 119.7(4) ?
C4 C5 C10 119.4(4) ?
C7 C6 C5 121.4(5) ?
C7 C6 H6 119.3 ?
C5 C6 H6 119.3 ?
C6 C7 C8 119.3(4) ?
C6 C7 H7 120.3 ?
C8 C7 H7 120.3 ?
C9 C8 C7 121.0(4) ?
C9 C8 H8 119.5 ?
C7 C8 H8 119.5 ?
C8 C9 C10 120.6(4) ?
C8 C9 H9 119.7 ?
C10 C9 H9 119.7 ?
C9 C10 C5 117.8(4) ?
C9 C10 C1 124.1(4) ?
C5 C10 C1 118.0(3) ?
N1 C11 C1 125.9(3) ?
N1 C11 H11 117.0 ?
C1 C11 H11 117.0 ?
N1 C12 C13 107.2(3) ?
N1 C12 H12A 110.3 ?
C13 C12 H12A 110.3 ?
N1 C12 H12B 110.3 ?
C13 C12 H12B 110.3 ?
H12A C12 H12B 108.5 ?
C12 C13 N2 109.2(3) ?
C12 C13 H13A 109.8 ?
N2 C13 H13A 109.8 ?
C12 C13 H13B 109.8 ?
N2 C13 H13B 109.8 ?
H13A C13 H13B 108.3 ?
N2 C14 C15 112.9(3) ?
N2 C14 H14A 109.0 ?
C15 C14 H14A 109.0 ?
N2 C14 H14B 109.0 ?
C15 C14 H14B 109.0 ?
H14A C14 H14B 107.8 ?
O2 C15 C14 111.3(3) ?
O2 C15 H15A 109.4 ?
C14 C15 H15A 109.4 ?
O2 C15 H15B 109.4 ?
C14 C15 H15B 109.4 ?
H15A C15 H15B 108.0 ?
O2 C16 C17 110.8(3) ?
O2 C16 H16A 109.5 ?
C17 C16 H16A 109.5 ?
O2 C16 H16B 109.5 ?
C17 C16 H16B 109.5 ?
H16A C16 H16B 108.1 ?
N2 C17 C16 112.6(3) ?
N2 C17 H17A 109.1 ?
C16 C17 H17A 109.1 ?
N2 C17 H17B 109.1 ?
C16 C17 H17B 109.1 ?
H17A C17 H17B 107.8 ?
N3 C18 S1 178.4(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Ni1 O1 1.828(2) y
Ni1 N1 1.832(3) y
Ni1 N3 1.885(3) y
Ni1 N2 1.959(3) y
S1 C18 1.621(4) ?
O1 C2 1.302(4) ?
O2 C16 1.416(4) ?
O2 C15 1.421(5) ?
N1 C11 1.303(4) ?
N1 C12 1.470(4) ?
N2 C17 1.496(4) ?
N2 C13 1.497(4) ?
N2 C14 1.498(4) ?
N3 C18 1.158(4) ?
C1 C2 1.403(5) ?
C1 C11 1.407(5) ?
C1 C10 1.454(5) ?
C2 C3 1.426(5) ?
C3 C4 1.339(5) ?
C3 H3 0.9300 ?
C4 C5 1.416(5) ?
C4 H4 0.9300 ?
C5 C6 1.413(5) ?
C5 C10 1.415(5) ?
C6 C7 1.345(6) ?
C6 H6 0.9300 ?
C7 C8 1.398(7) ?
C7 H7 0.9300 ?
C8 C9 1.382(6) ?
C8 H8 0.9300 ?
C9 C10 1.401(5) ?
C9 H9 0.9300 ?
C11 H11 0.9300 ?
C12 C13 1.478(5) ?
C12 H12A 0.9700 ?
C12 H12B 0.9700 ?
C13 H13A 0.9700 ?
C13 H13B 0.9700 ?
C14 C15 1.514(5) ?
C14 H14A 0.9700 ?
C14 H14B 0.9700 ?
C15 H15A 0.9700 ?
C15 H15B 0.9700 ?
C16 C17 1.504(5) ?
C16 H16A 0.9700 ?
C16 H16B 0.9700 ?
C17 H17A 0.9700 ?
C17 H17B 0.9700 ?
