#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/77/2207780.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_2207780
loop_
_publ_author_name
'Neil F. Curtis'
'Rebekah Pawley'
'Ward T. Robinson'
_publ_section_title
;C-meso-(3,5,7,7,10,12,12,14-Octamethyl-1,4,8,11-tetraazacyclotetradeca-4,11-diene)nickel(II)
 bis(thiocyanate)
;
_journal_coeditor_code           HG6270
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m80
_journal_page_last               m82
_journal_paper_doi               10.1107/S160053680504078X
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          '[Ni (C18 H36 N4)] (N C S)2'
_chemical_formula_moiety         'C18 H36 N4 Ni 2+, 2C N S -'
_chemical_formula_sum            'C20 H36 N6 Ni S2'
_chemical_formula_weight         483.38
_chemical_name_systematic
;
(1RS,3SR,8SR,10RS-3,5,7,7,10,12,12,14-octamethyl-1,4,8,11-
tetraazacyclotetradeca-4,11-diene-κ⁴N^1,4,8,11^)nickel(II)
bis(thiocyanate)
;
_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                69.9170(10)
_cell_angle_beta                 86.8520(10)
_cell_angle_gamma                88.9650(10)
_cell_formula_units_Z            1
_cell_length_a                   7.3383(6)
_cell_length_b                   8.0955(6)
_cell_length_c                   10.2042(8)
_cell_measurement_reflns_used    2683
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.78
_cell_volume                     568.48(8)
_computing_cell_refinement       'SAINT (Siemens, 1995)'
_computing_data_collection       'SMART (Siemens, 1995)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEP-3.2 (Farrugia, 1997)'
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.862
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and 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  0.0080
_diffrn_reflns_av_sigmaI/netI    0.0159
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            3335
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.42
_diffrn_reflns_theta_min         2.13
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.056
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.412
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             258
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.254
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2472
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0242
_refine_ls_R_factor_gt           0.0234
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0311P)²+0.291P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0600
_refine_ls_wR_factor_ref         0.0607
_reflns_number_gt                2393
_reflns_number_total             2472
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg6270.cif
_cod_data_source_block           I
_cod_database_code               2207780
_cod_database_fobs_code          2207780
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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_type_symbol
Ni1 0.5000 0.5000 0.5000 0.00971(8) Uani d S 1 Ni
N1 0.50725(14) 0.47718(14) 0.69517(11) 0.0120(2) Uani d . 1 N
H1 0.5779 0.5674 0.6971 0.014 Uiso calc R 1 H
N4 0.27883(15) 0.63089(14) 0.49926(11) 0.0128(2) Uani d . 1 N
C5 0.16839(17) 0.69536(17) 0.40027(14) 0.0136(2) Uani d . 1 C
C6 0.20809(18) 0.68678(18) 0.25715(14) 0.0153(3) Uani d . 1 C
H6A 0.1484 0.7858 0.1906 0.018 Uiso calc R 1 H
H6B 0.1526 0.5805 0.2538 0.018 Uiso calc R 1 H
C2 0.32061(18) 0.51070(18) 0.74570(14) 0.0155(3) Uani d . 1 C
H2A 0.3268 0.5375 0.8310 0.019 Uiso calc R 1 H
H2B 0.2448 0.4072 0.7654 0.019 Uiso calc R 1 H
C7 0.40883(18) 0.68814(17) 0.20850(13) 0.0135(3) Uani d . 1 C
C51 -0.00540(18) 0.79061(19) 0.41374(14) 0.0180(3) Uani d . 1 C
H51A -0.0539 0.7461 0.5087 0.027 Uiso calc R 1 H
H51B -0.0926 0.7725 0.3532 0.027 Uiso calc R 1 H
H51C 0.0192 0.9141 0.3880 0.027 Uiso calc R 1 H
C31 0.3210(2) 0.84069(18) 0.62284(15) 0.0192(3) Uani d . 1 C
H31A 0.4514 0.8367 0.6102 0.029 Uiso calc R 1 H
H31B 0.2893 0.8649 0.7070 0.029 Uiso calc R 1 H
H31C 0.2731 0.9317 0.5445 0.029 Uiso calc R 1 H
C72 0.5068(2) 0.85158(18) 0.21209(15) 0.0180(3) Uani d . 1 C
H72A 0.5170 0.8441 0.3074 0.027 Uiso calc R 1 H
H72B 0.4385 0.9547 0.1636 0.027 Uiso calc R 1 H
H72C 0.6265 0.8585 0.1676 0.027 Uiso calc R 1 H
C71 0.41348(19) 0.68588(19) 0.05837(13) 0.0172(3) Uani d . 1 C
H71A 0.5373 0.6976 0.0208 0.026 Uiso calc R 1 H
H71B 0.3422 0.7818 0.0017 0.026 Uiso calc R 1 H
H71C 0.3639 0.5768 0.0588 0.026 Uiso calc R 1 H
C3 0.24005(18) 0.66384(17) 0.63368(13) 0.0147(3) Uani d . 1 C
H3 0.1077 0.6660 0.6521 0.018 Uiso calc R 1 H
N20 0.76296(17) 0.74108(17) 0.72386(13) 0.0221(3) Uani d . 1 N
C20 0.83366(18) 0.77659(18) 0.81043(14) 0.0164(3) Uani d . 1 C
S20 0.93355(5) 0.83066(5) 0.93031(4) 0.02264(10) Uani d . 1 S
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'
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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N4 Ni1 N4 . 2_666 180.00(7) ?
N4 Ni1 N1 . . 86.05(5) y
N4 Ni1 N1 2_666 . 93.95(5) y
N4 Ni1 N1 . 2_666 93.95(5) ?
N4 Ni1 N1 2_666 2_666 86.05(5) ?
N1 Ni1 N1 . 2_666 180.0 ?
C2 N1 C7 . 2_666 112.68(10) ?
C2 N1 Ni1 . . 108.42(8) ?
C7 N1 Ni1 2_666 . 117.01(8) ?
C2 N1 H1 . . 106.0 ?
C7 N1 H1 2_666 . 106.0 ?
Ni1 N1 H1 . . 106.0 ?
C5 N4 C3 . . 118.29(11) ?
C5 N4 Ni1 . . 129.20(10) y
C3 N4 Ni1 . . 112.44(8) ?
N4 C5 C6 . . 121.80(10) y
N4 C5 C51 . . 124.40(10) y
C6 C5 C51 . . 113.72(11) ?
C5 C6 C7 . . 116.80(11) ?
C5 C6 H6A . . 108.1 ?
C7 C6 H6A . . 108.1 ?
C5 C6 H6B . . 108.1 ?
C7 C6 H6B . . 108.1 ?
H6A C6 H6B . . 107.3 ?
N1 C2 C3 . . 108.32(10) ?
N1 C2 H2A . . 110.0 ?
C3 C2 H2A . . 110.0 ?
N1 C2 H2B . . 110.0 ?
C3 C2 H2B . . 110.0 ?
H2A C2 H2B . . 108.4 ?
N1 C7 C6 2_666 . 106.76(10) ?
N1 C7 C72 2_666 . 110.97(11) ?
C6 C7 C72 . . 111.31(11) ?
N1 C7 C71 2_666 . 110.57(10) ?
C6 C7 C71 . . 106.91(10) ?
C72 C7 C71 . . 110.20(11) ?
C5 C51 H51A . . 109.5 ?
C5 C51 H51B . . 109.5 ?
H51A C51 H51B . . 109.5 ?
C5 C51 H51C . . 109.5 ?
H51A C51 H51C . . 109.5 ?
H51B C51 H51C . . 109.5 ?
C3 C31 H31A . . 109.5 ?
C3 C31 H31B . . 109.5 ?
H31A C31 H31B . . 109.5 ?
C3 C31 H31C . . 109.5 ?
H31A C31 H31C . . 109.5 ?
H31B C31 H31C . . 109.5 ?
C7 C72 H72A . . 109.5 ?
C7 C72 H72B . . 109.5 ?
H72A C72 H72B . . 109.5 ?
C7 C72 H72C . . 109.5 ?
H72A C72 H72C . . 109.5 ?
H72B C72 H72C . . 109.5 ?
C7 C71 H71A . . 109.5 ?
C7 C71 H71B . . 109.5 ?
H71A C71 H71B . . 109.5 ?
C7 C71 H71C . . 109.5 ?
H71A C71 H71C . . 109.5 ?
H71B C71 H71C . . 109.5 ?
N4 C3 C2 . . 106.12(10) ?
N4 C3 C31 . . 109.63(11) ?
C2 C3 C31 . . 113.20(11) ?
N4 C3 H3 . . 109.3 ?
C2 C3 H3 . . 109.3 ?
C31 C3 H3 . . 109.3 ?
N20 C20 S20 . . 178.90(10) y
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 N4 . 1.9210(10) y
Ni1 N4 2_666 1.9212(11) ?
Ni1 N1 . 1.9400(10) y
Ni1 N1 2_666 1.9395(11) ?
N1 C2 . 1.4901(16) ?
N1 C7 2_666 1.5066(16) ?
N1 H1 . 0.9100 ?
N4 C5 . 1.289(2) y
N4 C3 . 1.4963(16) ?
C5 C6 . 1.4983(18) ?
C5 C51 . 1.5027(18) ?
C6 C7 . 1.5275(18) ?
C6 H6A . 0.9700 ?
C6 H6B . 0.9700 ?
C2 C3 . 1.5058(18) ?
C2 H2A . 0.9700 ?
C2 H2B . 0.9700 ?
C7 N1 2_666 1.5066(16) ?
C7 C72 . 1.5297(18) ?
C7 C71 . 1.5368(17) ?
C51 H51A . 0.9600 ?
C51 H51B . 0.9600 ?
C51 H51C . 0.9600 ?
C31 C3 . 1.5263(19) ?
C31 H31A . 0.9600 ?
C31 H31B . 0.9600 ?
C31 H31C . 0.9600 ?
C72 H72A . 0.9600 ?
C72 H72B . 0.9600 ?
C72 H72C . 0.9600 ?
C71 H71A . 0.9600 ?
C71 H71B . 0.9600 ?
C71 H71C . 0.9600 ?
C3 H3 . 0.9800 ?
N20 C20 . 1.167(2) y
C20 S20 . 1.644(2) y
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 N20 0.91 2.07 2.968(2) 171
