#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2006283.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_2006283
loop_
_publ_author_name
'Kabak, M.'
'Elmali, A.'
'Elerman, Y.'
_publ_contact_author
;
Yalcin ELERMAN
Dept. of Engineering Pyhsics,
Faculty of Sciences University of Ankara,
06100 Besevler - Ankara, Turkey
;
_publ_section_title
;
 [<i>N</i>-(2-Hydroxybenzyl)salicylaldiminato](piperidine)nickel(II)
;
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              868
_journal_page_last               870
_journal_volume                  53
_journal_year                    1997
_chemical_formula_iupac          '[Ni (C14 H11 N O2) (C5 H11 N) ]'
_chemical_formula_sum            'C19 H22 N2 Ni O2'
_chemical_formula_weight         369.11
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 103.340(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.838(2)
_cell_length_b                   18.347(4)
_cell_length_c                   8.9480(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12
_cell_measurement_theta_min      2
_cell_volume                     1731.3(5)
_computing_cell_refinement       'Enraf-Nonius SDP'
_computing_data_collection
'Enraf-Nonius Structure Determination Package (SDP; Frenz, 1985)'
_computing_data_reduction        'Enraf-Nonius SDP'
_computing_molecular_graphics
'PLATON96 (Spek, 1996a), PLUTON96 (Spek, 1996a)'
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       CAD-4
_diffrn_measurement_method       \w/2\q
_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  0.0396
_diffrn_reflns_av_sigmaI/netI    0.0404
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       5
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            3680
_diffrn_reflns_theta_max         27.29
_diffrn_reflns_theta_min         1.93
_diffrn_standards_decay_%        2.4
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.134
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_type
'\y scans (Kopfman & Huber, 1968; North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.416
_exptl_crystal_density_meas      none
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.42
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   0.736
_refine_ls_goodness_of_fit_obs   0.759
_refine_ls_hydrogen_treatment
'H-atom treatment: isotropic with fixed U~eq~ = 0.10\%A^2^'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2265
_refine_ls_number_restraints     7
_refine_ls_restrained_S_all      0.735
_refine_ls_restrained_S_obs      0.759
_refine_ls_R_factor_all          0.0497
_refine_ls_R_factor_obs          0.0433
_refine_ls_shift/esd_max         0.003
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.108P)^2^+3.7262P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.1289
_refine_ls_wR_factor_obs         0.1233
_reflns_number_observed          1973
_reflns_number_total             2265
_reflns_observed_criterion       >2\s(I)
_[local]_cod_data_source_file    bm1142.cif
_[local]_cod_data_source_block   new
_[local]_cod_cif_authors_sg_H-M  P21/c
_cod_original_cell_volume        1731.3(3)
_cod_database_code               2006283
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'
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Ni1 0.0581(4) 0.0378(3) 0.0703(4) 0.0017(2) 0.0328(3) 0.0064(2)
O1 0.078(2) 0.063(2) 0.056(2) -0.0126(14) 0.0262(15) -0.0014(13)
O2 0.063(2) 0.059(2) 0.090(2) -0.0083(14) 0.027(2) 0.021(2)
N1 0.058(2) 0.036(2) 0.068(2) -0.0006(14) 0.032(2) -0.0016(15)
C1 0.064(3) 0.057(2) 0.058(2) -0.019(2) 0.012(2) -0.010(2)
C2 0.067(3) 0.075(3) 0.085(3) -0.013(2) 0.001(3) 0.011(3)
C3 0.054(3) 0.100(4) 0.125(5) -0.006(3) 0.007(3) 0.014(4)
C4 0.053(3) 0.106(4) 0.109(4) -0.018(3) 0.018(3) 0.008(3)
C5 0.066(3) 0.072(3) 0.081(3) -0.026(2) 0.013(2) 0.004(2)
C6 0.059(2) 0.052(2) 0.062(2) -0.016(2) 0.016(2) -0.008(2)
C7 0.079(3) 0.040(2) 0.075(3) -0.019(2) 0.031(2) -0.005(2)
C8 0.066(2) 0.038(2) 0.069(3) 0.003(2) 0.035(2) 0.006(2)
C9 0.053(2) 0.047(2) 0.069(3) 0.003(2) 0.029(2) 0.003(2)
C10 0.064(3) 0.066(3) 0.078(3) 0.003(2) 0.031(2) 0.009(2)
C11 0.063(3) 0.082(3) 0.082(3) 0.008(2) 0.022(2) 0.008(3)
C12 0.054(3) 0.083(4) 0.105(4) -0.006(2) 0.021(3) 0.002(3)
C13 0.060(3) 0.071(3) 0.106(4) -0.006(2) 0.031(3) 0.013(3)
C14 0.053(2) 0.046(2) 0.080(3) 0.002(2) 0.031(2) 0.003(2)
loop_
_atom_site_label
_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_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
Ni1 0.41806(5) 0.12373(2) 0.05365(6) 0.0525(2) Uani d D 1 1 Ni
O1 0.5704(3) 0.1321(2) 0.1968(3) 0.0637(8) Uani d . 1 1 O
O2 0.2644(3) 0.1023(2) -0.0712(4) 0.0692(8) Uani d . 1 1 O
N1 0.4553(3) 0.1995(2) -0.0687(4) 0.0513(8) Uani d . 1 1 N
N2 0.3942(5) 0.0581(3) 0.2177(6) 0.0482(11) Uiso d PD 0.50 1 N
C1 0.6771(4) 0.1399(2) 0.1458(5) 0.0600(11) Uani d . 1 1 C
C2 0.7796(4) 0.0942(3) 0.1941(6) 0.0787(14) Uani d . 1 1 C
H2 0.7756 0.0564 0.2622 0.100 Uiso calc . 1 1 H
C3 0.8882(5) 0.1047(3) 0.1411(8) 0.095(2) Uani d . 1 1 C
H3 0.9574 0.0743 0.1762 0.100 Uiso calc . 1 1 H
C4 0.8971(5) 0.1583(4) 0.0392(7) 0.089(2) Uani d . 1 1 C
H4 0.9706 0.1637 0.0036 0.100 Uiso calc . 1 1 H
C5 0.7947(4) 0.2047(3) -0.0108(6) 0.0735(13) Uani d . 1 1 C
H5 0.7999 0.2419 -0.0797 0.100 Uiso calc . 1 1 H
C6 0.6857(4) 0.1959(2) 0.0409(5) 0.0573(10) Uani d . 1 1 C
C7 0.5718(4) 0.2434(2) -0.0082(5) 0.0622(11) Uani d . 1 1 C
H71 0.5604 0.2722 0.0786 0.100 Uiso calc . 1 1 H
H72 0.5850 0.2767 -0.0872 0.100 Uiso calc . 1 1 H
C8 0.3853(4) 0.2183(2) -0.2002(5) 0.0543(10) Uani d . 1 1 C
H8 0.4141 0.2569 -0.2502 0.100 Uiso calc . 1 1 H
C9 0.2682(4) 0.1857(2) -0.2767(5) 0.0537(10) Uani d . 1 1 C
C10 0.2052(4) 0.2114(3) -0.4209(6) 0.0669(12) Uani d . 1 1 C
H10 0.2412 0.2493 -0.4653 0.100 Uiso calc . 1 1 H
C11 0.0932(4) 0.1828(3) -0.4985(6) 0.0750(13) Uani d . 1 1 C
H11 0.0542 0.1996 -0.5961 0.100 Uiso calc . 1 1 H
C12 0.0384(4) 0.1282(3) -0.4291(7) 0.0801(14) Uani d . 1 1 C
H12 -0.0394 0.1091 -0.4801 0.100 Uiso calc . 1 1 H
C13 0.0953(4) 0.1018(3) -0.2884(7) 0.0773(14) Uani d . 1 1 C
H13 0.0561 0.0649 -0.2450 0.100 Uiso calc . 1 1 H
C14 0.2129(4) 0.1295(2) -0.2070(5) 0.0574(11) Uani d . 1 1 C
C15 0.2580(6) 0.0625(4) 0.2369(9) 0.0503(14) Uiso d PD 0.50 1 C
H15A 0.2449 0.1096 0.2797 0.100 Uiso calc P 0.50 1 H
H15B 0.2004 0.0588 0.1366 0.100 Uiso calc P 0.50 1 H
C16 0.2264(8) 0.0042(4) 0.3383(10) 0.062(2) Uiso d PD 0.50 1 C
H16A 0.2523 0.0222 0.4427 0.100 Uiso calc P 0.50 1 H
H16B 0.1346 0.0007 0.3151 0.100 Uiso calc P 0.50 1 H
C17 0.2711(8) -0.0654(4) 0.3401(11) 0.065(2) Uiso d PD 0.50 1 C
H17A 0.2157 -0.0933 0.2598 0.100 Uiso calc P 0.50 1 H
H17B 0.2697 -0.0878 0.4378 0.100 Uiso calc P 0.50 1 H
C18 0.4113(7) -0.0681(5) 0.3151(9) 0.0518(14) Uiso d PD 0.50 1 C
H18A 0.4718 -0.0481 0.4026 0.100 Uiso calc P 0.50 1 H
H18B 0.4361 -0.1175 0.2964 0.100 Uiso calc P 0.50 1 H
C19 0.3995(8) -0.0188(3) 0.1686(8) 0.0503(14) Uiso d PD 0.50 1 C
H19A 0.4719 -0.0263 0.1239 0.100 Uiso calc P 0.50 1 H
H19B 0.3231 -0.0312 0.0923 0.100 Uiso calc P 0.50 1 H
N2' 0.3582(5) 0.0428(3) 0.1614(7) 0.0482(11) Uiso d PD 0.50 2 N
C15' 0.2873(7) 0.0698(4) 0.2798(8) 0.0503(14) Uiso d PD 0.50 2 C
H15C 0.3362 0.1094 0.3364 0.100 Uiso calc P 0.50 2 H
H15D 0.2074 0.0904 0.2242 0.100 Uiso calc P 0.50 2 H
C16' 0.2586(8) 0.0171(4) 0.3943(10) 0.062(2) Uiso d PD 0.50 2 C
H16C 0.2784 0.0407 0.4940 0.100 Uiso calc P 0.50 2 H
H16D 0.1680 0.0080 0.3682 0.100 Uiso calc P 0.50 2 H
C17' 0.3185(8) -0.0488(5) 0.4096(10) 0.065(2) Uiso d PD 0.50 2 C
H17C 0.2560 -0.0852 0.4200 0.100 Uiso calc P 0.50 2 H
H17D 0.3813 -0.0479 0.5063 0.100 Uiso calc P 0.50 2 H
C18' 0.3876(8) -0.0779(4) 0.2831(9) 0.0518(14) Uiso d PD 0.50 2 C
H18C 0.4492 -0.1149 0.3273 0.100 Uiso calc P 0.50 2 H
H18D 0.3260 -0.0998 0.1990 0.100 Uiso calc P 0.50 2 H
C19' 0.4562(6) -0.0129(4) 0.2213(9) 0.0503(14) Uiso d PD 0.50 2 C
H19C 0.5217 0.0074 0.3035 0.100 Uiso calc P 0.50 2 H
H19D 0.4953 -0.0295 0.1403 0.100 Uiso calc P 0.50 2 H
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_publ_flag
O2 Ni1 O1 170.86(12) y
O2 Ni1 N1 95.28(14) y
O1 Ni1 N1 93.73(14) y
O2 Ni1 N2 93.8(2) y
O1 Ni1 N2 77.5(2) y
N1 Ni1 N2 167.9(2) y
C1 O1 Ni1 118.4(2) y
C14 O2 Ni1 128.2(3) y
C8 N1 C7 117.2(3) ?
C8 N1 Ni1 124.8(3) ?
C7 N1 Ni1 117.9(3) ?
C19 N2 C15 100.8(5) y
C19 N2 Ni1 110.0(4) ?
C15 N2 Ni1 110.5(4) ?
O1 C1 C2 121.5(4) ?
O1 C1 C6 119.8(4) ?
C2 C1 C6 118.7(4) ?
C1 C2 C3 119.7(5) ?
C4 C3 C2 122.0(5) ?
C3 C4 C5 119.0(5) ?
C6 C5 C4 120.3(5) ?
C5 C6 C1 120.2(4) ?
C5 C6 C7 123.3(4) ?
C1 C6 C7 116.5(4) ?
N1 C7 C6 111.4(3) ?
N1 C8 C9 126.6(4) ?
C10 C9 C14 119.3(4) ?
C10 C9 C8 119.5(4) ?
C14 C9 C8 121.1(4) ?
C11 C10 C9 122.1(4) ?
C10 C11 C12 118.4(5) ?
C11 C12 C13 121.7(5) ?
C12 C13 C14 120.9(4) ?
O2 C14 C9 123.7(4) ?
O2 C14 C13 118.8(4) ?
C9 C14 C13 117.5(4) ?
C16 C15 N2 113.2(6) ?
C17 C16 C15 123.1(8) ?
C16 C17 C18 112.1(8) ?
C19 C18 C17 101.7(6) ?
N2 C19 C18 107.5(5) ?
C19' N2' C15' 113.9(5) y
C16' C15' N2' 118.9(6) ?
C17' C16' C15' 118.3(8) ?
C16' C17' C18' 121.2(8) ?
C19' C18' C17' 109.6(6) ?
N2' C19' C18' 107.0(6) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Ni1 O2 1.822(3)
Ni1 O1 1.848(3)
Ni1 N1 1.871(3)
Ni1 N2 1.961(4)
O1 C1 1.345(5)
O2 C14 1.313(5)
N1 C8 1.291(5)
N1 C7 1.489(5)
N2 C19 1.484(6)
N2 C15 1.528(6)
C1 C2 1.379(7)
C1 C6 1.409(6)
C2 C3 1.380(8)
C3 C4 1.358(8)
C4 C5 1.388(7)
C5 C6 1.375(6)
C6 C7 1.493(6)
C8 C9 1.427(6)
C9 C10 1.396(6)
C9 C14 1.408(6)
C10 C11 1.357(7)
C11 C12 1.383(7)
C12 C13 1.357(8)
C13 C14 1.409(7)
C15 C16 1.493(7)
C16 C17 1.364(8)
C17 C18 1.587(7)
C18 C19 1.573(7)
N2' C19' 1.483(6)
N2' C15' 1.528(6)
C15' C16' 1.493(7)
C16' C17' 1.364(8)
C17' C18' 1.587(7)
C18' C19' 1.572(7)
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
O2 Ni1 O1 C1 126.1(8)
N1 Ni1 O1 C1 -44.4(3)
N2 Ni1 O1 C1 143.9(3)
O1 Ni1 O2 C14 -164.5(7)
N1 Ni1 O2 C14 6.0(4)
N2 Ni1 O2 C14 178.1(4)
O2 Ni1 N1 C8 -3.9(3)
O1 Ni1 N1 C8 174.6(3)
N2 Ni1 N1 C8 -142.8(8)
O2 Ni1 N1 C7 173.8(3)
O1 Ni1 N1 C7 -7.7(3)
N2 Ni1 N1 C7 35.0(10)
O2 Ni1 N2 C19 70.2(5)
O1 Ni1 N2 C19 -107.1(5)
N1 Ni1 N2 C19 -150.9(7)
O2 Ni1 N2 C15 -40.2(5)
O1 Ni1 N2 C15 142.6(5)
N1 Ni1 N2 C15 98.7(10)
Ni1 O1 C1 C2 -126.4(4)
Ni1 O1 C1 C6 53.6(4)
O1 C1 C2 C3 -179.0(5)
C6 C1 C2 C3 1.0(7)
C1 C2 C3 C4 -1.4(9)
C2 C3 C4 C5 1.3(10)
C3 C4 C5 C6 -0.7(9)
C4 C5 C6 C1 0.3(7)
C4 C5 C6 C7 -179.8(5)
O1 C1 C6 C5 179.5(4)
C2 C1 C6 C5 -0.5(6)
O1 C1 C6 C7 -0.4(5)
C2 C1 C6 C7 179.6(4)
C8 N1 C7 C6 -129.8(4)
Ni1 N1 C7 C6 52.4(4)
C5 C6 C7 N1 126.5(4)
C1 C6 C7 N1 -53.6(5)
C7 N1 C8 C9 -177.7(4)
Ni1 N1 C8 C9 0.0(5)
N1 C8 C9 C10 -178.5(4)
N1 C8 C9 C14 3.6(6)
C14 C9 C10 C11 -1.5(6)
C8 C9 C10 C11 -179.5(4)
C9 C10 C11 C12 2.2(7)
C10 C11 C12 C13 -1.6(8)
C11 C12 C13 C14 0.2(8)
Ni1 O2 C14 C9 -4.2(6)
Ni1 O2 C14 C13 176.3(3)
C10 C9 C14 O2 -179.4(4)
C8 C9 C14 O2 -1.4(6)
C10 C9 C14 C13 0.1(6)
C8 C9 C14 C13 178.1(4)
C12 C13 C14 O2 -180.0(5)
C12 C13 C14 C9 0.5(7)
C19 N2 C15 C16 52.8(8)
Ni1 N2 C15 C16 169.1(6)
N2 C15 C16 C17 -37.1(12)
C15 C16 C17 C18 35.6(13)
C16 C17 C18 C19 -49.9(10)
C15 N2 C19 C18 -76.1(6)
Ni1 N2 C19 C18 167.3(5)
C17 C18 C19 N2 75.4(8)
C19' N2' C15' C16' -36.1(9)
N2' C15' C16' C17' 13.2(12)
C15' C16' C17' C18' -15.8(13)
C16' C17' C18' C19' 38.7(12)
C15' N2' C19' C18' 57.4(8)
C17' C18' C19' N2' -57.1(8)