#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/86/2238678.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_2238678
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) dihydrate
;
_journal_coeditor_code           TK5252
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m532
_journal_page_last               m533
_journal_paper_doi               10.1107/S1600536813024252
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Ni (C12 H14 N6 O)2] (C F3 O3 S)2, 2H2 O'
_chemical_formula_moiety
'C24 H28 N12 Ni O2 2+, 2(C F3 O3 S -), 2(H2 O)'
_chemical_formula_sum            'C26 H32 F6 N12 Ni O10 S2'
_chemical_formula_weight         909.46
_chemical_name_systematic
;
Bis[1-methoxy-2,2,2-tris(pyrazol-1-yl-κN²)ethane]nickel(II)
bis(trifluoromethanesulfonate) dihydrate
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                110.3990(10)
_cell_angle_beta                 103.6650(10)
_cell_angle_gamma                97.3170(10)
_cell_formula_units_Z            1
_cell_length_a                   8.5582(2)
_cell_length_b                   9.6515(2)
_cell_length_c                   12.2347(2)
_cell_measurement_reflns_used    25674
_cell_measurement_temperature    90.0(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      1.00
_cell_volume                     895.66(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 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Nonius KappaCCD diffractometer'
_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  0.0234
_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            25573
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.498
_diffrn_reflns_theta_min         1.863
_exptl_absorpt_coefficient_mu    0.762
_exptl_absorpt_correction_T_max  0.862
_exptl_absorpt_correction_T_min  0.760
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2008a)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.686
_exptl_crystal_description       block
_exptl_crystal_F_000             466
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.494
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         4095
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0329
_refine_ls_R_factor_gt           0.0291
_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)+(0.0311P)²+0.6676P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0701
_refine_ls_wR_factor_ref         0.0719
_reflns_number_gt                3708
_reflns_number_total             4095
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            tk5252.cif
_cod_data_source_block           I
_cod_database_code               2238678
#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   0.827
_shelx_estimated_absorpt_t_max   0.894
_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 0.01222(8) Uani d 1
N N1 0.44622(15) 0.29426(14) 0.35443(11) 0.0145(3) Uani d 1
N N2 0.30215(15) 0.25366(14) 0.26196(11) 0.0130(2) Uani d 1
C C1 0.52676(19) 0.18620(17) 0.31824(14) 0.0173(3) Uani d 1
H H1 0.6315 0.1839 0.3649 0.021 Uiso calc 1
C C2 0.43694(19) 0.07609(18) 0.20223(15) 0.0191(3) Uani d 1
H H2 0.4683 -0.0117 0.1563 0.023 Uiso calc 1
C C3 0.29420(19) 0.12165(17) 0.16891(14) 0.0167(3) Uani d 1
H H3 0.2062 0.0707 0.0948 0.020 Uiso calc 1
N N3 0.39074(15) 0.58147(14) 0.37338(11) 0.0149(3) Uani d 1
N N4 0.24408(15) 0.49654(14) 0.28723(11) 0.0130(2) Uani d 1
C C4 0.4154(2) 0.71338(18) 0.36109(14) 0.0173(3) Uani d 1
H H4 0.5085 0.7955 0.4093 0.021 Uiso calc 1
C C5 0.2853(2) 0.71481(18) 0.26739(15) 0.0192(3) Uani d 1
H H5 0.2738 0.7953 0.2407 0.023 Uiso calc 1
C C6 0.17837(19) 0.57573(18) 0.22245(14) 0.0169(3) Uani d 1
H H6 0.0772 0.5411 0.1581 0.020 Uiso calc 1
N N5 0.26178(15) 0.43228(14) 0.50146(11) 0.0139(2) Uani d 1
N N6 0.14141(15) 0.35547(14) 0.39195(11) 0.0125(2) Uani d 1
C C7 0.19545(19) 0.41516(17) 0.58503(14) 0.0160(3) Uani d 1
H H7 0.2508 0.4571 0.6704 0.019 Uiso calc 1
C C8 0.03292(19) 0.32692(18) 0.53068(14) 0.0170(3) Uani d 1
H H8 -0.0406 0.2992 0.5708 0.020 Uiso calc 1
C C9 0.00275(18) 0.28935(17) 0.40787(14) 0.0154(3) Uani d 1
H H9 -0.0963 0.2285 0.3453 0.018 Uiso calc 1
C C10 0.17782(18) 0.34450(16) 0.27853(13) 0.0127(3) Uani d 1
C C11 0.02317(18) 0.26347(17) 0.16833(13) 0.0147(3) Uani d 1
H H11A 0.0485 0.2605 0.0928 0.018 Uiso calc 1
H H11B -0.0137 0.1577 0.1596 0.018 Uiso calc 1
O O1 -0.10362(13) 0.34191(12) 0.18516(10) 0.0167(2) Uani d 1
C C12 -0.25257(19) 0.26218(19) 0.08624(15) 0.0204(3) Uani d 1
H H12A -0.2344 0.2595 0.0095 0.031 Uiso calc 1
H H12B -0.3413 0.3143 0.1009 0.031 Uiso calc 1
H H12C -0.2839 0.1581 0.0807 0.031 Uiso calc 1
S S1A 0.86275(5) 0.86391(4) 0.17962(3) 0.01557(9) Uani d 1
O O1A 0.76221(16) 0.97224(14) 0.17899(12) 0.0287(3) Uani d 1
O O2A 0.98159(15) 0.86458(15) 0.11398(11) 0.0272(3) Uani d 1
O O3A 0.92445(16) 0.85421(15) 0.29641(11) 0.0269(3) Uani d 1
F F1A 0.64625(13) 0.67273(12) -0.02656(9) 0.0292(2) Uani d 1
F F2A 0.79191(16) 0.56755(13) 0.07329(13) 0.0497(4) Uani d 1
F F3A 0.59605(16) 0.65956(16) 0.13326(12) 0.0500(4) Uani d 1
C C1A 0.7161(2) 0.68201(19) 0.08608(16) 0.0220(3) Uani d 1
O O1W 0.76122(18) 0.99331(17) 0.48585(14) 0.0368(3) Uani d 1
H H1W 0.848(3) 1.032(3) 0.563(3) 0.055 Uiso d 1
H H2W 0.812(3) 0.944(3) 0.429(3) 0.055 Uiso d 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'
F F 0.0171 0.0103 '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
N1 Ni1 N1 . 2_666 180.0
N1 Ni1 N3 . 2_666 93.94(5)
N1 Ni1 N3 2_666 2_666 86.06(5)
N1 Ni1 N3 . . 86.06(5)
N1 Ni1 N3 2_666 . 93.94(5)
N3 Ni1 N3 2_666 . 180.0
N1 Ni1 N5 . . 84.59(5)
N1 Ni1 N5 2_666 . 95.41(5)
N3 Ni1 N5 2_666 . 95.27(5)
N3 Ni1 N5 . . 84.73(5)
N1 Ni1 N5 . 2_666 95.41(5)
N1 Ni1 N5 2_666 2_666 84.59(5)
N3 Ni1 N5 2_666 2_666 84.73(5)
N3 Ni1 N5 . 2_666 95.27(5)
N5 Ni1 N5 . 2_666 180.00(7)
C1 N1 N2 . . 105.55(12)
C1 N1 Ni1 . . 135.27(11)
N2 N1 Ni1 . . 118.89(9)
C3 N2 N1 . . 110.80(12)
C3 N2 C10 . . 129.99(12)
N1 N2 C10 . . 118.99(11)
N1 C1 C2 . . 111.08(14)
N1 C1 H1 . . 124.5
C2 C1 H1 . . 124.5
C3 C2 C1 . . 105.45(14)
C3 C2 H2 . . 127.3
C1 C2 H2 . . 127.3
N2 C3 C2 . . 107.11(13)
N2 C3 H3 . . 126.4
C2 C3 H3 . . 126.4
C4 N3 N4 . . 105.69(12)
C4 N3 Ni1 . . 135.09(11)
N4 N3 Ni1 . . 118.51(9)
C6 N4 N3 . . 110.71(12)
C6 N4 C10 . . 129.53(13)
N3 N4 C10 . . 119.72(12)
N3 C4 C5 . . 110.81(14)
N3 C4 H4 . . 124.6
C5 C4 H4 . . 124.6
C6 C5 C4 . . 105.58(14)
C6 C5 H5 . . 127.2
C4 C5 H5 . . 127.2
N4 C6 C5 . . 107.21(14)
N4 C6 H6 . . 126.4
C5 C6 H6 . . 126.4
C7 N5 N6 . . 105.40(12)
C7 N5 Ni1 . . 134.47(10)
N6 N5 Ni1 . . 118.35(9)
C9 N6 N5 . . 110.86(12)
C9 N6 C10 . . 129.46(12)
N5 N6 C10 . . 119.50(12)
N5 C7 C8 . . 111.13(14)
N5 C7 H7 . . 124.4
C8 C7 H7 . . 124.4
C9 C8 C7 . . 105.44(13)
C9 C8 H8 . . 127.3
C7 C8 H8 . . 127.3
N6 C9 C8 . . 107.16(13)
N6 C9 H9 . . 126.4
C8 C9 H9 . . 126.4
N4 C10 N6 . . 109.51(11)
N4 C10 N2 . . 109.13(11)
N6 C10 N2 . . 108.63(11)
N4 C10 C11 . . 111.11(12)
N6 C10 C11 . . 110.71(12)
N2 C10 C11 . . 107.69(11)
O1 C11 C10 . . 109.35(12)
O1 C11 H11A . . 109.8
C10 C11 H11A . . 109.8
O1 C11 H11B . . 109.8
C10 C11 H11B . . 109.8
H11A C11 H11B . . 108.3
C11 O1 C12 . . 110.04(11)
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
O1A S1A O2A . . 114.77(8)
O1A S1A O3A . . 114.93(8)
O2A S1A O3A . . 114.87(8)
O1A S1A C1A . . 103.12(8)
O2A S1A C1A . . 103.04(8)
O3A S1A C1A . . 103.80(8)
F3A C1A F2A . . 108.54(15)
F3A C1A F1A . . 107.47(14)
F2A C1A F1A . . 106.24(14)
F3A C1A S1A . . 112.04(12)
F2A C1A S1A . . 110.88(12)
F1A C1A S1A . . 111.42(11)
H1W O1W H2W . . 104(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Ni1 N1 . 2.0594(12)
Ni1 N1 2_666 2.0594(12)
Ni1 N3 2_666 2.0602(13)
Ni1 N3 . 2.0602(13)
Ni1 N5 . 2.0664(12)
Ni1 N5 2_666 2.0664(12)
N1 C1 . 1.3283(19)
N1 N2 . 1.3648(17)
N2 C3 . 1.3617(19)
N2 C10 . 1.4689(18)
C1 C2 . 1.400(2)
C1 H1 . 0.9500
C2 C3 . 1.370(2)
C2 H2 . 0.9500
C3 H3 . 0.9500
N3 C4 . 1.330(2)
N3 N4 . 1.3671(17)
N4 C6 . 1.3600(19)
N4 C10 . 1.4618(18)
C4 C5 . 1.402(2)
C4 H4 . 0.9500
C5 C6 . 1.370(2)
C5 H5 . 0.9500
C6 H6 . 0.9500
N5 C7 . 1.3278(19)
N5 N6 . 1.3664(17)
N6 C9 . 1.3625(19)
N6 C10 . 1.4643(18)
C7 C8 . 1.403(2)
C7 H7 . 0.9500
C8 C9 . 1.367(2)
C8 H8 . 0.9500
C9 H9 . 0.9500
C10 C11 . 1.529(2)
C11 O1 . 1.4140(18)
C11 H11A . 0.9900
C11 H11B . 0.9900
O1 C12 . 1.4331(18)
C12 H12A . 0.9800
C12 H12B . 0.9800
C12 H12C . 0.9800
S1A O1A . 1.4371(12)
S1A O2A . 1.4378(12)
S1A O3A . 1.4418(12)
S1A C1A . 1.8237(17)
F1A C1A . 1.333(2)
F2A C1A . 1.332(2)
F3A C1A . 1.322(2)
O1W H1W . 0.97(3)
O1W H2W . 0.94(3)
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
O1W H2W O3A . 0.94(3) 2.06(3) 2.994(2) 174(2)
O1W H1W O3A 2_776 0.97(3) 2.12(3) 3.0613(19) 163(2)
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 -0.31(16)
Ni1 N1 N2 C3 174.45(10)
C1 N1 N2 C10 174.92(12)
Ni1 N1 N2 C10 -10.32(16)
N2 N1 C1 C2 0.58(17)
Ni1 N1 C1 C2 -172.90(11)
N1 C1 C2 C3 -0.63(19)
N1 N2 C3 C2 -0.07(17)
C10 N2 C3 C2 -174.63(14)
C1 C2 C3 N2 0.41(18)
C4 N3 N4 C6 -0.20(16)
Ni1 N3 N4 C6 171.53(10)
C4 N3 N4 C10 -178.26(12)
Ni1 N3 N4 C10 -6.53(16)
N4 N3 C4 C5 0.07(17)
Ni1 N3 C4 C5 -169.62(11)
N3 C4 C5 C6 0.09(18)
N3 N4 C6 C5 0.26(17)
C10 N4 C6 C5 178.07(14)
C4 C5 C6 N4 -0.20(17)
C7 N5 N6 C9 -1.01(16)
Ni1 N5 N6 C9 166.00(10)
C7 N5 N6 C10 -176.59(12)
Ni1 N5 N6 C10 -9.58(16)
N6 N5 C7 C8 0.35(17)
Ni1 N5 C7 C8 -163.56(11)
N5 C7 C8 C9 0.41(18)
N5 N6 C9 C8 1.28(17)
C10 N6 C9 C8 176.30(14)
C7 C8 C9 N6 -1.00(17)
C6 N4 C10 N6 -114.34(16)
N3 N4 C10 N6 63.30(16)
C6 N4 C10 N2 126.87(15)
N3 N4 C10 N2 -55.48(16)
C6 N4 C10 C11 8.3(2)
N3 N4 C10 C11 -174.09(12)
C9 N6 C10 N4 132.03(15)
N5 N6 C10 N4 -53.32(16)
C9 N6 C10 N2 -108.88(16)
N5 N6 C10 N2 65.78(16)
C9 N6 C10 C11 9.2(2)
N5 N6 C10 C11 -176.17(12)
C3 N2 C10 N4 -120.06(16)
N1 N2 C10 N4 65.75(16)
C3 N2 C10 N6 120.60(16)
N1 N2 C10 N6 -53.58(16)
C3 N2 C10 C11 0.7(2)
N1 N2 C10 C11 -173.53(12)
N4 C10 C11 O1 -64.66(15)
N6 C10 C11 O1 57.25(15)
N2 C10 C11 O1 175.87(11)
C10 C11 O1 C12 -176.45(12)
O1A S1A C1A F3A -60.94(14)
O2A S1A C1A F3A 179.35(13)
O3A S1A C1A F3A 59.25(14)
O1A S1A C1A F2A 177.62(13)
O2A S1A C1A F2A 57.91(14)
O3A S1A C1A F2A -62.19(14)
O1A S1A C1A F1A 59.51(14)
O2A S1A C1A F1A -60.20(13)
O3A S1A C1A F1A 179.70(12)
