#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/29/2202900.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_2202900
loop_
_publ_author_name
'Hai-Liang Zhu'
'Qing-Fu Zeng'
'Dong-Sheng Xia'
'Xiu-Ying Liu'
'Da-Qi Wang'
_publ_section_title
trans-Bis{2-[(3-cyclohexylaminopropylimino)methyl]phenolato}dithiocyanatonickel(II)
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m777
_journal_page_last               m779
_journal_paper_doi               10.1107/S1600536803018154
_journal_volume                  59
_journal_year                    2003
_chemical_formula_iupac          '[Ni (C16 H23 N2 O)2 (N C S)2]'
_chemical_formula_moiety         'C34 H46 N6 Ni O2 S2'
_chemical_formula_sum            'C34 H46 N6 Ni O2 S2'
_chemical_formula_weight         693.60
_chemical_name_systematic
;
trans-Bis{2-[(3-
cyclohexylaminopropylimino)methyl]phenolato}dithiocyanatonickel(II)
;
_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'
_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                 97.131(11)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.906(7)
_cell_length_b                   7.796(5)
_cell_length_c                   20.721(13)
_cell_measurement_reflns_used    1432
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      18.52
_cell_measurement_theta_min      2.558
_cell_volume                     1748.1(19)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SHELXTL (Bruker, 1997)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_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       'φ and ω scans'
_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  0.0499
_diffrn_reflns_av_sigmaI/netI    0.0761
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8924
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         1.88
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.714
_exptl_absorpt_correction_T_max  0.8883
_exptl_absorpt_correction_T_min  0.8474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.318
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       petal-like
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.484
_refine_diff_density_min         -0.498
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.943
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3085
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.943
_refine_ls_R_factor_all          0.0883
_refine_ls_R_factor_gt           0.0453
_refine_ls_shift/su_max          <0.001
_refine_ls_shift/su_mean         <0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0718P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1023
_refine_ls_wR_factor_ref         0.1453
_reflns_number_gt                1857
_reflns_number_total             3085
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su6042.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        1748.0(18)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2202900
_cod_database_fobs_code          2202900
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_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_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
Ni1 0.5000 0.5000 0.0000 0.0447(3) Uani d S 1 . . Ni
N1 0.4030(3) 0.3537(4) -0.07313(17) 0.0460(9) Uani d . 1 . . N
N2 0.2117(3) 0.2458(4) 0.05256(17) 0.0461(9) Uani d D 1 . . N
N3 0.6557(3) 0.3439(5) -0.01038(19) 0.0588(10) Uani d . 1 . . N
O1 0.5526(2) 0.6577(4) -0.06953(14) 0.0509(7) Uani d . 1 . . O
S1 0.82244(11) 0.17350(15) -0.08026(6) 0.0614(4) Uani d . 1 . . S
C1 0.3780(4) 0.4052(6) -0.1316(2) 0.0530(12) Uani d . 1 . . C
H1 0.3403 0.3260 -0.1612 0.064 Uiso calc R 1 . . H
C2 0.4016(4) 0.5736(6) -0.1573(2) 0.0498(11) Uani d . 1 . . C
C3 0.4856(4) 0.6917(6) -0.1253(2) 0.0480(11) Uani d . 1 . . C
C4 0.4996(4) 0.8487(6) -0.1568(2) 0.0551(12) Uani d . 1 . . C
H4 0.5540 0.9297 -0.1366 0.066 Uiso calc R 1 . . H
C5 0.4361(4) 0.8863(7) -0.2160(2) 0.0622(13) Uani d . 1 . . C
H5 0.4464 0.9926 -0.2350 0.075 Uiso calc R 1 . . H
C6 0.3560(5) 0.7666(8) -0.2480(2) 0.0692(14) Uani d . 1 . . C
H6 0.3136 0.7908 -0.2887 0.083 Uiso calc R 1 . . H
C7 0.3408(4) 0.6137(7) -0.2187(2) 0.0595(13) Uani d . 1 . . C
H7 0.2881 0.5328 -0.2403 0.071 Uiso calc R 1 . . H
C8 0.3659(4) 0.1756(6) -0.0604(2) 0.0605(13) Uani d . 1 . . C
H8A 0.4064 0.1396 -0.0182 0.073 Uiso calc R 1 . . H
H8B 0.3933 0.1004 -0.0930 0.073 Uiso calc R 1 . . H
C9 0.2258(4) 0.1577(6) -0.0615(2) 0.0642(13) Uani d . 1 . . C
H9A 0.1873 0.1765 -0.1056 0.077 Uiso calc R 1 . . H
H9B 0.2078 0.0406 -0.0498 0.077 Uiso calc R 1 . . H
C10 0.1669(4) 0.2766(6) -0.0172(2) 0.0575(12) Uani d . 1 . . C
H10A 0.1847 0.3943 -0.0281 0.069 Uiso calc R 1 . . H
H10B 0.0779 0.2614 -0.0243 0.069 Uiso calc R 1 . . H
C11 0.1355(4) 0.3315(5) 0.0996(2) 0.0471(11) Uani d D 1 . . C
H11 0.1250 0.4525 0.0874 0.057 Uiso calc R 1 . . H
C12 0.0090(4) 0.2500(8) 0.0962(3) 0.0839(17) Uani d . 1 . . C
H12A 0.0178 0.1275 0.1038 0.101 Uiso calc R 1 . . H
H12B -0.0355 0.2669 0.0532 0.101 Uiso calc R 1 . . H
C13 -0.0644(5) 0.3289(9) 0.1471(3) 0.095(2) Uani d . 1 . . C
H13A -0.0819 0.4480 0.1360 0.114 Uiso calc R 1 . . H
H13B -0.1427 0.2693 0.1460 0.114 Uiso calc R 1 . . H
C14 0.0020(5) 0.3198(7) 0.2135(3) 0.0792(16) Uani d . 1 . . C
H14A 0.0109 0.2007 0.2269 0.095 Uiso calc R 1 . . H
H14B -0.0455 0.3784 0.2434 0.095 Uiso calc R 1 . . H
C15 0.1277(5) 0.4011(8) 0.2162(3) 0.0857(17) Uani d . 1 . . C
H15A 0.1720 0.3861 0.2594 0.103 Uiso calc R 1 . . H
H15B 0.1184 0.5232 0.2080 0.103 Uiso calc R 1 . . H
C16 0.2022(4) 0.3223(7) 0.1664(2) 0.0703(14) Uani d . 1 . . C
H16A 0.2804 0.3823 0.1676 0.084 Uiso calc R 1 . . H
H16B 0.2197 0.2033 0.1776 0.084 Uiso calc R 1 . . H
C17 0.7234(4) 0.2723(5) -0.0392(2) 0.0453(10) Uani d . 1 . . C
H2 0.211(3) 0.1303(14) 0.0621(14) 0.038(11) Uiso d D 1 . . 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'
S S 0.1246 0.1234 '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 . 3_665 180.00(11)
O1 Ni1 N1 . . 88.74(13)
O1 Ni1 N1 3_665 . 91.26(13)
O1 Ni1 N1 . 3_665 91.26(13)
O1 Ni1 N1 3_665 3_665 88.74(13)
N1 Ni1 N1 . 3_665 180.00(15)
O1 Ni1 N3 . 3_665 91.43(13)
O1 Ni1 N3 3_665 3_665 88.57(13)
N1 Ni1 N3 . 3_665 92.73(14)
N1 Ni1 N3 3_665 3_665 87.27(14)
O1 Ni1 N3 . . 88.57(13)
O1 Ni1 N3 3_665 . 91.43(13)
N1 Ni1 N3 . . 87.27(14)
N1 Ni1 N3 3_665 . 92.73(14)
N3 Ni1 N3 3_665 . 180.0(2)
C1 N1 C8 . . 115.8(4)
C1 N1 Ni1 . . 123.4(3)
C8 N1 Ni1 . . 120.7(3)
C10 N2 C11 . . 114.5(3)
C17 N3 Ni1 . . 154.8(4)
C3 O1 Ni1 . . 124.8(3)
N1 C1 C2 . . 127.4(4)
C7 C2 C3 . . 119.4(4)
C7 C2 C1 . . 116.8(4)
C3 C2 C1 . . 123.7(4)
O1 C3 C4 . . 120.2(4)
O1 C3 C2 . . 122.7(4)
C4 C3 C2 . . 117.1(4)
C5 C4 C3 . . 122.2(5)
C4 C5 C6 . . 120.3(5)
C7 C6 C5 . . 118.7(5)
C6 C7 C2 . . 122.3(5)
N1 C8 C9 . . 112.2(4)
C10 C9 C8 . . 115.9(4)
N2 C10 C9 . . 112.3(4)
C16 C11 N2 . . 109.6(3)
C16 C11 C12 . . 111.2(4)
N2 C11 C12 . . 110.8(3)
C11 C12 C13 . . 110.6(4)
C14 C13 C12 . . 112.7(5)
C13 C14 C15 . . 110.7(4)
C14 C15 C16 . . 111.4(4)
C11 C16 C15 . . 111.9(4)
N3 C17 S1 . . 178.7(4)
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 O1 . 2.030(3) ?
Ni1 O1 3_665 2.030(3) ?
Ni1 N1 . 2.078(3) ?
Ni1 N1 3_665 2.078(3) ?
Ni1 N3 3_665 2.121(4) ?
Ni1 N3 . 2.121(4) ?
N1 C1 . 1.273(5) ?
N1 C8 . 1.479(5) ?
N2 C10 . 1.488(5) ?
N2 C11 . 1.512(5) ?
N3 C17 . 1.150(5) ?
O1 C3 . 1.316(5) ?
S1 C17 . 1.648(5) ?
C1 C2 . 1.452(7) ?
C2 C7 . 1.395(6) ?
C2 C3 . 1.405(6) ?
C3 C4 . 1.403(6) ?
C4 C5 . 1.364(6) ?
C5 C6 . 1.389(7) ?
C6 C7 . 1.358(6) ?
C8 C9 . 1.531(6) ?
C9 C10 . 1.503(6) ?
C11 C16 . 1.482(6) ?
C11 C12 . 1.513(6) ?
C12 C13 . 1.529(6) ?
C13 C14 . 1.475(7) ?
C14 C15 . 1.505(7) ?
C15 C16 . 1.520(6) ?
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
N2 H2 S1 3_655 0.922(10) 2.433(12) 3.348(4) 171(3)
