#------------------------------------------------------------------------------
#$Date: 2022-11-08 21:23:43 +0200 (Tue, 08 Nov 2022) $
#$Revision: 279108 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/24/42/2244207.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_2244207
loop_
_publ_author_name
'Krebs, Christoph'
'Jess, Inke'
'Näther, Christian'
_publ_section_title
;
 Syntheses and crystal structures of the ethanol, acetonitrile and diethyl
 ether Werner clathrates
 bis(isothiocyanato-κN)tetrakis(3-methylpyridine-κN)nickel(II)
;
_journal_coeditor_code           HB8036
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              993
_journal_page_last               998
_journal_paper_doi               10.1107/S2056989022008891
_journal_volume                  78
_journal_year                    2022
_chemical_formula_iupac          '[Ni (N C S )2 (C6 H7 N)4], 2C2 H6 O'
_chemical_formula_moiety         'C26 H28 N6 Ni S2, 2(C2 H6 O)'
_chemical_formula_sum            'C30 H40 N6 Ni O2 S2'
_chemical_formula_weight         639.51
_chemical_name_systematic
;
Bis(isothiocyanato-κN)tetrakis(3-methylpyridine-κN)\
nickel(II) ethanol disolvate
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2020.11.27 svn.r5f609507 for Rigaku Oxford Diffraction, GUI svn.r6214)
;
_cell_angle_alpha                90
_cell_angle_beta                 97.4480(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.57630(10)
_cell_length_b                   11.61790(10)
_cell_length_c                   15.89980(10)
_cell_measurement_reflns_used    28027
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      79.3720
_cell_measurement_theta_min      4.4840
_cell_volume                     3402.51(4)
_computing_cell_refinement
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_data_collection
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_data_reduction
;
CrysAlisPro (Rigaku OD, 2021)
;
_computing_molecular_graphics
;
DIAMOND (Brandenburg & Putz, 1999)
;
_computing_publication_material
;
publCIF (Westrip, 2010)
;
_computing_structure_refinement
;
SHELXL2016/6 (Sheldrick, 2015b)
;
_computing_structure_solution
;
SHELXT2014/5 (Sheldrick, 2015a)
;
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0176
_diffrn_reflns_av_unetI/netI     0.0065
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            36997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         79.679
_diffrn_reflns_theta_min         4.500
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    2.242
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
(CrysAlisPro; Rigaku OD, 2021)
;
_exptl_crystal_colour            'light purple'
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.437
_refine_diff_density_min         -0.381
_refine_ls_extinction_coef       0.00015(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method
;
SHELXL-2016/6 (Sheldrick 2015b)
;
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3672
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.085
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0360
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0454P)²+3.9194P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0973
_refine_ls_wR_factor_ref         0.0976
_reflns_number_gt                3589
_reflns_number_total             3672
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            hb8036sup1.cif
_cod_data_source_block           1
_cod_database_code               2244207
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni1 0.500000 0.25420(2) 0.750000 0.01790(12) Uani d 1 . .
N N1 0.42011(7) 0.25422(10) 0.82854(8) 0.0245(3) Uani d 1 . .
C C1 0.36585(8) 0.25217(11) 0.85683(9) 0.0221(3) Uani d 1 . .
S S1 0.28878(2) 0.24794(3) 0.89699(2) 0.03098(12) Uani d 1 . .
N N11 0.55731(6) 0.38324(10) 0.82555(7) 0.0245(2) Uani d 1 . .
C C11 0.52238(9) 0.47165(12) 0.85584(9) 0.0288(3) Uani d 1 . .
H H11 0.470896 0.473317 0.844620 0.035 Uiso calc 1 . .
C C12 0.55721(10) 0.56143(14) 0.90293(11) 0.0398(4) Uani d 1 . .
C C13 0.63193(12) 0.5568(2) 0.91929(16) 0.0632(7) Uani d 1 . .
H H13 0.657909 0.615808 0.951651 0.076 Uiso calc 1 . .
C C14 0.66863(11) 0.4666(2) 0.88857(16) 0.0678(7) Uani d 1 . .
H H14 0.720101 0.462974 0.899044 0.081 Uiso calc 1 . .
C C15 0.62980(9) 0.38109(16) 0.84226(11) 0.0393(4) Uani d 1 . .
H H15 0.655461 0.318635 0.821579 0.047 Uiso calc 1 . .
C C16 0.51427(13) 0.65865(17) 0.93377(14) 0.0536(5) Uani d 1 . .
H H16A 0.506739 0.718348 0.889971 0.080 Uiso calc 1 . .
H H16B 0.540910 0.691251 0.985543 0.080 Uiso calc 1 . .
H H16C 0.467130 0.629800 0.945930 0.080 Uiso calc 1 . .
N N21 0.44290(6) 0.12465(10) 0.67471(7) 0.0212(2) Uani d 1 . .
C C21 0.43798(7) 0.12692(12) 0.58975(8) 0.0220(3) Uani d 1 . .
H H21 0.460160 0.189164 0.564102 0.026 Uiso calc 1 . .
C C22 0.40237(7) 0.04368(12) 0.53708(8) 0.0248(3) Uani d 1 . .
C C23 0.37036(9) -0.04668(14) 0.57566(10) 0.0329(3) Uani d 1 . .
H H23 0.345507 -0.105716 0.542233 0.039 Uiso calc 1 . .
C C24 0.37492(10) -0.05012(15) 0.66333(10) 0.0381(4) Uani d 1 . .
H H24 0.353266 -0.111351 0.690695 0.046 Uiso calc 1 . .
C C25 0.41140(8) 0.03678(13) 0.71022(9) 0.0294(3) Uani d 1 . .
H H25 0.414269 0.034090 0.770276 0.035 Uiso calc 1 . .
C C26 0.39962(9) 0.05215(14) 0.44214(9) 0.0323(3) Uani d 1 . .
H H26A 0.361753 0.106922 0.419902 0.048 Uiso calc 1 . .
H H26B 0.388635 -0.023684 0.416676 0.048 Uiso calc 1 . .
H H26C 0.446699 0.078720 0.428104 0.048 Uiso calc 1 . .
O O31 0.21100(8) 0.26594(14) 0.69605(11) 0.0553(4) Uani d 1 . .
H H31 0.2297(17) 0.253(2) 0.749(2) 0.081(10) Uiso d 1 . .
C C31 0.2139(2) 0.1760(4) 0.6416(3) 0.0422(8) Uani d 0.5 A 1
H H31A 0.263961 0.165811 0.627965 0.051 Uiso calc 0.5 A 1
H H31B 0.181366 0.190337 0.588223 0.051 Uiso calc 0.5 A 1
C C32 0.1896(3) 0.0696(4) 0.6854(4) 0.0599(13) Uani d 0.5 A 1
H H32A 0.224565 0.052494 0.735440 0.090 Uiso calc 0.5 A 1
H H32B 0.187016 0.004215 0.646123 0.090 Uiso calc 0.5 A 1
H H32C 0.141655 0.083178 0.702817 0.090 Uiso calc 0.5 A 1
C C31' 0.2032(3) 0.1313(6) 0.6797(3) 0.0653(13) Uani d 0.5 A 2
H H31C 0.244289 0.088968 0.711492 0.078 Uiso calc 0.5 A 2
H H31D 0.157185 0.101977 0.696669 0.078 Uiso calc 0.5 A 2
C C32' 0.2038(3) 0.1196(5) 0.5860(3) 0.0780(16) Uani d 0.5 A 2
H H32D 0.162597 0.161779 0.555935 0.117 Uiso calc 0.5 A 2
H H32E 0.200058 0.038053 0.570215 0.117 Uiso calc 0.5 A 2
H H32F 0.249214 0.151212 0.570516 0.117 Uiso calc 0.5 A 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ni Ni -3.0029 0.5091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
N1 Ni1 N1 2_656 . 179.98(6) ?
N1 Ni1 N11 . . 90.27(5) ?
N1 Ni1 N11 2_656 . 89.72(5) ?
N1 Ni1 N11 . 2_656 89.72(5) ?
N1 Ni1 N11 2_656 2_656 90.27(5) ?
N1 Ni1 N21 . 2_656 90.27(4) ?
N1 Ni1 N21 2_656 2_656 89.74(5) ?
N1 Ni1 N21 2_656 . 90.27(4) ?
N1 Ni1 N21 . . 89.74(5) ?
N11 Ni1 N11 2_656 . 89.96(7) ?
N11 Ni1 N21 2_656 . 90.25(5) ?
N11 Ni1 N21 . 2_656 90.25(5) ?
N11 Ni1 N21 . . 179.79(5) ?
N11 Ni1 N21 2_656 2_656 179.79(5) ?
N21 Ni1 N21 2_656 . 89.53(6) ?
C1 N1 Ni1 . . 165.69(12) ?
N1 C1 S1 . . 179.47(12) ?
C11 N11 Ni1 . . 121.04(10) ?
C11 N11 C15 . . 117.74(13) ?
C15 N11 Ni1 . . 121.18(10) ?
N11 C11 H11 . . 118.1 ?
N11 C11 C12 . . 123.72(15) ?
C12 C11 H11 . . 118.1 ?
C11 C12 C16 . . 120.62(17) ?
C13 C12 C11 . . 117.27(16) ?
C13 C12 C16 . . 122.11(17) ?
C12 C13 H13 . . 120.1 ?
C14 C13 C12 . . 119.71(17) ?
C14 C13 H13 . . 120.1 ?
C13 C14 H14 . . 120.4 ?
C13 C14 C15 . . 119.27(18) ?
C15 C14 H14 . . 120.4 ?
N11 C15 C14 . . 122.30(17) ?
N11 C15 H15 . . 118.9 ?
C14 C15 H15 . . 118.9 ?
C12 C16 H16A . . 109.5 ?
C12 C16 H16B . . 109.5 ?
C12 C16 H16C . . 109.5 ?
H16A C16 H16B . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C21 N21 Ni1 . . 121.21(9) ?
C25 N21 Ni1 . . 121.18(9) ?
C25 N21 C21 . . 117.61(12) ?
N21 C21 H21 . . 118.0 ?
N21 C21 C22 . . 123.90(12) ?
C22 C21 H21 . . 118.0 ?
C21 C22 C26 . . 120.66(13) ?
C23 C22 C21 . . 117.25(12) ?
C23 C22 C26 . . 122.09(13) ?
C22 C23 H23 . . 120.2 ?
C24 C23 C22 . . 119.50(14) ?
C24 C23 H23 . . 120.2 ?
C23 C24 H24 . . 120.5 ?
C25 C24 C23 . . 118.95(14) ?
C25 C24 H24 . . 120.5 ?
N21 C25 C24 . . 122.79(13) ?
N21 C25 H25 . . 118.6 ?
C24 C25 H25 . . 118.6 ?
C22 C26 H26A . . 109.5 ?
C22 C26 H26B . . 109.5 ?
C22 C26 H26C . . 109.5 ?
H26A C26 H26B . . 109.5 ?
H26A C26 H26C . . 109.5 ?
H26B C26 H26C . . 109.5 ?
C31 O31 H31 . . 116.0(18) ?
C31' O31 H31 . . 90.7(18) ?
O31 C31 H31A . . 110.3 ?
O31 C31 H31B . . 110.3 ?
O31 C31 C32 . . 107.2(4) ?
H31A C31 H31B . . 108.5 ?
C32 C31 H31A . . 110.3 ?
C32 C31 H31B . . 110.3 ?
C31 C32 H32A . . 109.5 ?
C31 C32 H32B . . 109.5 ?
C31 C32 H32C . . 109.5 ?
H32A C32 H32B . . 109.5 ?
H32A C32 H32C . . 109.5 ?
H32B C32 H32C . . 109.5 ?
O31 C31' H31C . . 111.0 ?
O31 C31' H31D . . 111.0 ?
H31C C31' H31D . . 109.0 ?
C32' C31' O31 . . 103.9(5) ?
C32' C31' H31C . . 111.0 ?
C32' C31' H31D . . 111.0 ?
C31' C32' H32D . . 109.5 ?
C31' C32' H32E . . 109.5 ?
C31' C32' H32F . . 109.5 ?
H32D C32' H32E . . 109.5 ?
H32D C32' H32F . . 109.5 ?
H32E C32' H32F . . 109.5 ?
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 N1 2_656 2.0596(13) ?
Ni1 N1 . 2.0597(13) y
Ni1 N11 2_656 2.1195(12) ?
Ni1 N11 . 2.1196(12) y
Ni1 N21 . 2.1200(11) y
Ni1 N21 2_656 2.1200(11) ?
N1 C1 . 1.156(2) ?
C1 S1 . 1.6423(15) ?
N11 C11 . 1.3375(19) ?
N11 C15 . 1.339(2) ?
C11 H11 . 0.9500 ?
C11 C12 . 1.393(2) ?
C12 C13 . 1.380(3) ?
C12 C16 . 1.501(2) ?
C13 H13 . 0.9500 ?
C13 C14 . 1.375(3) ?
C14 H14 . 0.9500 ?
C14 C15 . 1.382(2) ?
C15 H15 . 0.9500 ?
C16 H16A . 0.9800 ?
C16 H16B . 0.9800 ?
C16 H16C . 0.9800 ?
N21 C21 . 1.3423(16) ?
N21 C25 . 1.3376(17) ?
C21 H21 . 0.9500 ?
C21 C22 . 1.3894(19) ?
C22 C23 . 1.388(2) ?
C22 C26 . 1.5070(19) ?
C23 H23 . 0.9500 ?
C23 C24 . 1.386(2) ?
C24 H24 . 0.9500 ?
C24 C25 . 1.380(2) ?
C25 H25 . 0.9500 ?
C26 H26A . 0.9800 ?
C26 H26B . 0.9800 ?
C26 H26C . 0.9800 ?
O31 H31 . 0.88(4) ?
O31 C31 . 1.362(4) ?
O31 C31' . 1.589(7) ?
C31 H31A . 0.9900 ?
C31 H31B . 0.9900 ?
C31 C32 . 1.515(6) ?
C32 H32A . 0.9800 ?
C32 H32B . 0.9800 ?
C32 H32C . 0.9800 ?
C31' H31C . 0.9900 ?
C31' H31D . 0.9900 ?
C31' C32' . 1.498(7) ?
C32' H32D . 0.9800 ?
C32' H32E . 0.9800 ?
C32' H32F . 0.9800 ?
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
C15 H15 O31 2_656 0.95 2.61 3.373(2) 138.1
O31 H31 S1 . 0.88(4) 2.46(4) 3.3379(17) 172(2)

_cod_database_fobs_code 2244207
