#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/86/2238650.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_2238650
loop_
_publ_author_name
'Lyubartseva, Ganna'
'Parkin, Sean'
'Mallik, Uma Prasad'
_publ_section_title
;
 Bis[1-methoxy-2,2,2-tris(pyrazol-1-yl-κN²)ethane]nickel(II)
 bis(trifluoromethanesulfonate) methanol disolvate
;
_journal_coeditor_code           LH5647
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m537
_journal_paper_doi               10.1107/S1600536813024653
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Ni (C12 H14 N6 O)2] (C F3 O3 S)2, 2C H4 O'
_chemical_formula_moiety
'C24 H28 N12 Ni O2 2_, 2(C F3 O3 S -), 2(C H4 O)'
_chemical_formula_sum            'C28 H36 F6 N12 Ni O10 S2'
_chemical_formula_weight         937.52
_chemical_name_systematic
;
Bis[1-methoxy-2,2,2-tris(pyrazol-1-yl-κN²)ethane]nickel(II)
bis(trifluoromethanesulfonate) methanol disolvate
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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
_cell_angle_alpha                105.2683(8)
_cell_angle_beta                 103.4796(8)
_cell_angle_gamma                102.2596(8)
_cell_formula_units_Z            1
_cell_length_a                   9.0025(2)
_cell_length_b                   9.5921(2)
_cell_length_c                   11.9914(2)
_cell_measurement_reflns_used    4236
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     929.15(3)
_computing_cell_refinement       'SCALEPACK (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP in SHELXTL (Sheldrick, 2008b)'
_computing_publication_material  'SHELXL2013 (Sheldrick, 2008b)'
_computing_structure_refinement  'SHELXL2013 (Sheldrick, 2008b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008b)'
_diffrn_ambient_temperature      90.0(2)
_diffrn_detector_area_resol_mean 9.1
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ and ω scans at fixed χ = 55°'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0396
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            22611
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.490
_diffrn_reflns_theta_min         1.849
_exptl_absorpt_coefficient_mu    0.737
_exptl_absorpt_correction_T_max  0.898
_exptl_absorpt_correction_T_min  0.753
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2008a)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_description       block
_exptl_crystal_F_000             482
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.452
_refine_diff_density_min         -0.482
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4271
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.095
_refine_ls_R_factor_all          0.0639
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0411P)²+1.0985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0953
_refine_ls_wR_factor_ref         0.1052
_reflns_number_gt                3292
_reflns_number_total             4271
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lh5647.cif
_cod_data_source_block           I
_cod_database_code               2238650
#BEGIN Tags that were not found in dictionaries:
_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.
;
_shelx_estimated_absorpt_t_min   0.873
_shelx_estimated_absorpt_t_max   0.897
_shelxl_version_number           .2013
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -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_occupancy
Ni Ni1 0.5000 0.5000 0.5000 0.01541(12) Uani d 1
N N1 0.5656(2) 0.7100(2) 0.63001(18) 0.0170(4) Uani d 1
N N2 0.7195(2) 0.7717(2) 0.70477(17) 0.0146(4) Uani d 1
C C1 0.4910(3) 0.8115(3) 0.6624(2) 0.0183(5) Uani d 1
H H1 0.3814 0.7993 0.6255 0.022 Uiso calc 1
C C2 0.5939(3) 0.9387(3) 0.7576(2) 0.0215(5) Uani d 1
H H2 0.5688 1.0264 0.7968 0.026 Uiso calc 1
C C3 0.7388(3) 0.9105(3) 0.7828(2) 0.0188(5) Uani d 1
H H3 0.8347 0.9757 0.8433 0.023 Uiso calc 1
N N3 0.6331(2) 0.4422(2) 0.63761(18) 0.0166(4) Uani d 1
N N4 0.7765(2) 0.5424(2) 0.71273(17) 0.0148(4) Uani d 1
C C4 0.6123(3) 0.3275(3) 0.6808(2) 0.0199(5) Uani d 1
H H4 0.5224 0.2401 0.6468 0.024 Uiso calc 1
C C5 0.7402(3) 0.3530(3) 0.7828(2) 0.0211(5) Uani d 1
H H5 0.7536 0.2881 0.8296 0.025 Uiso calc 1
C C6 0.8421(3) 0.4903(3) 0.8014(2) 0.0187(5) Uani d 1
H H6 0.9405 0.5400 0.8646 0.022 Uiso calc 1
N N5 0.7151(2) 0.5746(2) 0.47104(17) 0.0162(4) Uani d 1
N N6 0.8478(2) 0.6538(2) 0.56911(17) 0.0156(4) Uani d 1
C C7 0.7638(3) 0.5711(3) 0.3745(2) 0.0195(5) Uani d 1
H H7 0.6968 0.5233 0.2929 0.023 Uiso calc 1
C C8 0.9267(3) 0.6469(3) 0.4085(2) 0.0210(5) Uani d 1
H H8 0.9895 0.6592 0.3563 0.025 Uiso calc 1
C C9 0.9763(3) 0.6993(3) 0.5324(2) 0.0185(5) Uani d 1
H H9 1.0812 0.7569 0.5835 0.022 Uiso calc 1
C C10 0.8346(3) 0.6854(3) 0.6921(2) 0.0150(5) Uani d 1
C C11 0.9962(3) 0.7798(3) 0.7859(2) 0.0170(5) Uani d 1
H H11A 1.0337 0.8761 0.7712 0.020 Uiso calc 1
H H11B 0.9858 0.8034 0.8688 0.020 Uiso calc 1
O O1 1.10620(19) 0.69583(18) 0.77534(15) 0.0191(4) Uani d 1
C C12 1.2450(3) 0.7555(3) 0.8798(2) 0.0267(6) Uani d 1
H H12A 1.3066 0.8544 0.8824 0.040 Uiso calc 1
H H12B 1.3111 0.6864 0.8752 0.040 Uiso calc 1
H H12C 1.2124 0.7667 0.9534 0.040 Uiso calc 1
S S1A 0.85393(7) 0.75255(7) 0.11470(5) 0.02007(15) Uani d 1
O O1A 0.8467(3) 0.6007(2) 0.11115(19) 0.0381(5) Uani d 1
O O2A 0.8839(2) 0.8585(2) 0.23378(15) 0.0252(4) Uani d 1
O O3A 0.9434(2) 0.8109(3) 0.04420(17) 0.0406(6) Uani d 1
C C1A 0.6486(3) 0.7358(3) 0.0358(2) 0.0261(6) Uani d 1
F F1A 0.60356(18) 0.64929(18) -0.08066(13) 0.0306(4) Uani d 1
F F2A 0.6306(3) 0.8709(2) 0.03702(18) 0.0555(6) Uani d 1
F F3A 0.5478(2) 0.6780(2) 0.08729(17) 0.0503(5) Uani d 1
O O1S 0.7190(2) 0.9839(2) 0.38362(17) 0.0275(4) Uani d 1
H H1S 0.7699 0.9374 0.3445 0.041 Uiso calc 1
C C1S 0.7689(3) 0.9892(3) 0.5057(3) 0.0286(6) Uani d 1
H H1S1 0.8850 1.0335 0.5393 0.043 Uiso calc 1
H H1S2 0.7396 0.8866 0.5096 0.043 Uiso calc 1
H H1S3 0.7167 1.0512 0.5529 0.043 Uiso calc 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'
F F 0.0171 0.0103 '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
N5 Ni1 N5 2_666 . 180.0
N5 Ni1 N1 2_666 2_666 85.15(8)
N5 Ni1 N1 . 2_666 94.85(8)
N5 Ni1 N1 2_666 . 94.85(8)
N5 Ni1 N1 . . 85.15(8)
N1 Ni1 N1 2_666 . 180.00(11)
N5 Ni1 N3 2_666 2_666 84.78(8)
N5 Ni1 N3 . 2_666 95.22(8)
N1 Ni1 N3 2_666 2_666 84.50(8)
N1 Ni1 N3 . 2_666 95.50(8)
N5 Ni1 N3 2_666 . 95.22(8)
N5 Ni1 N3 . . 84.78(8)
N1 Ni1 N3 2_666 . 95.50(8)
N1 Ni1 N3 . . 84.50(8)
N3 Ni1 N3 2_666 . 180.00(8)
C1 N1 N2 . . 105.50(19)
C1 N1 Ni1 . . 134.77(17)
N2 N1 Ni1 . . 119.73(14)
C3 N2 N1 . . 110.70(19)
C3 N2 C10 . . 130.25(19)
N1 N2 C10 . . 119.05(18)
N1 C1 C2 . . 111.3(2)
N1 C1 H1 . . 124.4
C2 C1 H1 . . 124.4
C3 C2 C1 . . 105.5(2)
C3 C2 H2 . . 127.2
C1 C2 H2 . . 127.2
N2 C3 C2 . . 107.0(2)
N2 C3 H3 . . 126.5
C2 C3 H3 . . 126.5
C4 N3 N4 . . 105.24(19)
C4 N3 Ni1 . . 135.74(16)
N4 N3 Ni1 . . 118.90(14)
C6 N4 N3 . . 110.88(19)
C6 N4 C10 . . 129.58(19)
N3 N4 C10 . . 119.51(18)
N3 C4 C5 . . 110.9(2)
N3 C4 H4 . . 124.6
C5 C4 H4 . . 124.6
C6 C5 C4 . . 105.9(2)
C6 C5 H5 . . 127.0
C4 C5 H5 . . 127.0
N4 C6 C5 . . 107.1(2)
N4 C6 H6 . . 126.5
C5 C6 H6 . . 126.5
C7 N5 N6 . . 105.39(19)
C7 N5 Ni1 . . 135.53(16)
N6 N5 Ni1 . . 119.02(14)
C9 N6 N5 . . 110.65(18)
C9 N6 C10 . . 129.4(2)
N5 N6 C10 . . 119.86(18)
N5 C7 C8 . . 111.1(2)
N5 C7 H7 . . 124.4
C8 C7 H7 . . 124.4
C9 C8 C7 . . 105.6(2)
C9 C8 H8 . . 127.2
C7 C8 H8 . . 127.2
N6 C9 C8 . . 107.2(2)
N6 C9 H9 . . 126.4
C8 C9 H9 . . 126.4
N6 C10 N4 . . 109.33(18)
N6 C10 N2 . . 109.35(18)
N4 C10 N2 . . 108.62(18)
N6 C10 C11 . . 110.37(19)
N4 C10 C11 . . 110.87(18)
N2 C10 C11 . . 108.27(18)
O1 C11 C10 . . 108.34(18)
O1 C11 H11A . . 110.0
C10 C11 H11A . . 110.0
O1 C11 H11B . . 110.0
C10 C11 H11B . . 110.0
H11A C11 H11B . . 108.4
C11 O1 C12 . . 111.62(18)
O1 C12 H12A . . 109.5
O1 C12 H12B . . 109.5
H12A C12 H12B . . 109.5
O1 C12 H12C . . 109.5
H12A C12 H12C . . 109.5
H12B C12 H12C . . 109.5
O3A S1A O1A . . 115.91(14)
O3A S1A O2A . . 113.55(12)
O1A S1A O2A . . 115.10(12)
O3A S1A C1A . . 103.65(13)
O1A S1A C1A . . 102.79(12)
O2A S1A C1A . . 103.55(12)
F3A C1A F2A . . 107.0(2)
F3A C1A F1A . . 108.1(2)
F2A C1A F1A . . 106.9(2)
F3A C1A S1A . . 111.68(19)
F2A C1A S1A . . 111.05(19)
F1A C1A S1A . . 111.86(18)
C1S O1S H1S . . 109.5
O1S C1S H1S1 . . 109.5
O1S C1S H1S2 . . 109.5
H1S1 C1S H1S2 . . 109.5
O1S C1S H1S3 . . 109.5
H1S1 C1S H1S3 . . 109.5
H1S2 C1S H1S3 . . 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1 N5 2_666 2.0589(19)
Ni1 N5 . 2.059(2)
Ni1 N1 2_666 2.0611(19)
Ni1 N1 . 2.0611(19)
Ni1 N3 2_666 2.0757(19)
Ni1 N3 . 2.0757(19)
N1 C1 . 1.323(3)
N1 N2 . 1.366(3)
N2 C3 . 1.359(3)
N2 C10 . 1.468(3)
C1 C2 . 1.394(3)
C1 H1 . 0.9500
C2 C3 . 1.369(3)
C2 H2 . 0.9500
C3 H3 . 0.9500
N3 C4 . 1.331(3)
N3 N4 . 1.369(3)
N4 C6 . 1.357(3)
N4 C10 . 1.466(3)
C4 C5 . 1.396(3)
C4 H4 . 0.9500
C5 C6 . 1.364(4)
C5 H5 . 0.9500
C6 H6 . 0.9500
N5 C7 . 1.324(3)
N5 N6 . 1.370(3)
N6 C9 . 1.359(3)
N6 C10 . 1.464(3)
C7 C8 . 1.399(3)
C7 H7 . 0.9500
C8 C9 . 1.364(3)
C8 H8 . 0.9500
C9 H9 . 0.9500
C10 C11 . 1.531(3)
C11 O1 . 1.410(3)
C11 H11A . 0.9900
C11 H11B . 0.9900
O1 C12 . 1.431(3)
C12 H12A . 0.9800
C12 H12B . 0.9800
C12 H12C . 0.9800
S1A O3A . 1.432(2)
S1A O1A . 1.433(2)
S1A O2A . 1.4437(18)
S1A C1A . 1.821(3)
C1A F3A . 1.318(3)
C1A F2A . 1.336(3)
C1A F1A . 1.337(3)
O1S C1S . 1.411(3)
O1S H1S . 0.8400
C1S H1S1 . 0.9800
C1S H1S2 . 0.9800
C1S H1S3 . 0.9800
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
O1S H1S O2A 0.84 1.96 2.782(3) 167.8
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
C1 N1 N2 C3 0.1(3)
Ni1 N1 N2 C3 179.31(15)
C1 N1 N2 C10 179.7(2)
Ni1 N1 N2 C10 -1.1(3)
N2 N1 C1 C2 -0.2(3)
Ni1 N1 C1 C2 -179.22(17)
N1 C1 C2 C3 0.2(3)
N1 N2 C3 C2 0.0(3)
C10 N2 C3 C2 -179.5(2)
C1 C2 C3 N2 -0.1(3)
C4 N3 N4 C6 -0.4(3)
Ni1 N3 N4 C6 176.26(15)
C4 N3 N4 C10 -178.5(2)
Ni1 N3 N4 C10 -1.8(3)
N4 N3 C4 C5 0.1(3)
Ni1 N3 C4 C5 -175.75(18)
N3 C4 C5 C6 0.2(3)
N3 N4 C6 C5 0.6(3)
C10 N4 C6 C5 178.4(2)
C4 C5 C6 N4 -0.5(3)
C7 N5 N6 C9 0.5(3)
Ni1 N5 N6 C9 -177.23(15)
C7 N5 N6 C10 177.1(2)
Ni1 N5 N6 C10 -0.6(3)
N6 N5 C7 C8 0.1(3)
Ni1 N5 C7 C8 177.22(17)
N5 C7 C8 C9 -0.6(3)
N5 N6 C9 C8 -0.9(3)
C10 N6 C9 C8 -177.1(2)
C7 C8 C9 N6 0.9(3)
C9 N6 C10 N4 -124.2(2)
N5 N6 C10 N4 59.9(2)
C9 N6 C10 N2 117.0(2)
N5 N6 C10 N2 -58.9(3)
C9 N6 C10 C11 -2.0(3)
N5 N6 C10 C11 -177.94(18)
C6 N4 C10 N6 124.2(2)
N3 N4 C10 N6 -58.1(3)
C6 N4 C10 N2 -116.5(2)
N3 N4 C10 N2 61.2(3)
C6 N4 C10 C11 2.3(3)
N3 N4 C10 C11 -179.97(19)
C3 N2 C10 N6 -120.8(2)
N1 N2 C10 N6 59.7(3)
C3 N2 C10 N4 120.0(2)
N1 N2 C10 N4 -59.5(2)
C3 N2 C10 C11 -0.5(3)
N1 N2 C10 C11 -179.99(19)
N6 C10 C11 O1 -61.4(2)
N4 C10 C11 O1 59.9(2)
N2 C10 C11 O1 178.97(18)
C10 C11 O1 C12 -163.6(2)
O3A S1A C1A F3A 177.87(19)
O1A S1A C1A F3A 56.8(2)
O2A S1A C1A F3A -63.4(2)
O3A S1A C1A F2A -62.8(2)
O1A S1A C1A F2A 176.2(2)
O2A S1A C1A F2A 56.0(2)
O3A S1A C1A F1A 56.6(2)
O1A S1A C1A F1A -64.5(2)
O2A S1A C1A F1A 175.33(18)
