#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:45:00 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179422 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/19/4331965.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_4331965
loop_
_publ_author_name
'González Mantero, Déborah'
'Neels, Antonia'
'Stoeckli-Evans, Helen'
_publ_section_title
;
 Novel 3D, 2D, and 0D First-Row Coordination Compounds with
 4,4‘-Bipyridine-N,N‘-dioxide Incorporating
 Sulfur-Containing Anions
;
_journal_issue                   8
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3287
_journal_page_last               3294
_journal_paper_doi               10.1021/ic051934x
_journal_volume                  45
_journal_year                    2006
_chemical_formula_moiety         'C10 H18 N2 NI O7, O4 S, 2(H2 O)'
_chemical_formula_sum            'C10 H22 N2 Ni O13 S'
_chemical_formula_weight         469.07
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 92.173(9)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.1380(8)
_cell_length_b                   25.244(3)
_cell_length_c                   10.2106(12)
_cell_measurement_reflns_used    11265
_cell_measurement_temperature    253(2)
_cell_measurement_theta_max      26.15
_cell_measurement_theta_min      1.61
_cell_volume                     1838.5(4)
_computing_cell_refinement       'X-Area V1.26'
_computing_data_collection       'X-Area V1.26 (Stoe & Cie, 2005)'
_computing_data_reduction        'X-RED32 V1.26 (Stoe & Cie, 2005)'
_computing_molecular_graphics    'PLATON  (Spek, 2003)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      253(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'STOE IPDS 2'
_diffrn_measurement_method       'rotation method'
_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  0.0287
_diffrn_reflns_av_sigmaI/netI    0.0229
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       30
_diffrn_reflns_limit_k_min       -30
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            12264
_diffrn_reflns_theta_full        25.76
_diffrn_reflns_theta_max         25.76
_diffrn_reflns_theta_min         1.61
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.238
_exptl_absorpt_correction_T_max  0.762
_exptl_absorpt_correction_T_min  0.631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'MULABS (Spek, 2003)'
_exptl_crystal_colour            'light green'
_exptl_crystal_density_diffrn    1.695
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.35
_refine_diff_density_max         0.978
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         3475
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0314
_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)+(0.0605P)²+0.4166P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0888
_reflns_number_gt                2946
_reflns_number_total             3475
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ic051934xsup1.cif
_cod_data_source_block           cpd5
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4331965
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
C1 C 0.8358(3) -0.08538(9) 0.3346(2) 0.0278(5) Uani 1 1 d .
H1 H 0.8721 -0.1204 0.3240 0.033 Uiso 1 1 calc R
C2 C 0.8142(3) -0.06552(9) 0.4581(2) 0.0274(5) Uani 1 1 d .
H2 H 0.8356 -0.0875 0.5303 0.033 Uiso 1 1 calc R
C3 C 0.7611(3) -0.01317(9) 0.4778(2) 0.0226(4) Uani 1 1 d .
C4 C 0.7266(4) 0.01719(9) 0.3657(2) 0.0297(5) Uani 1 1 d .
H4 H 0.6882 0.0522 0.3739 0.036 Uiso 1 1 calc R
C5 C 0.7485(4) -0.00384(9) 0.2430(2) 0.0289(5) Uani 1 1 d .
H5 H 0.7244 0.0171 0.1693 0.035 Uiso 1 1 calc R
C6 C 0.7421(3) 0.00886(9) 0.6113(2) 0.0229(4) Uani 1 1 d .
C7 C 0.7819(4) -0.02125(9) 0.7224(2) 0.0311(5) Uani 1 1 d .
H7 H 0.8214 -0.0561 0.7133 0.037 Uiso 1 1 calc R
C8 C 0.7643(4) -0.00061(10) 0.8460(2) 0.0321(5) Uani 1 1 d .
H8 H 0.7918 -0.0215 0.9192 0.038 Uiso 1 1 calc R
C9 C 0.6673(4) 0.08022(9) 0.7565(2) 0.0307(5) Uani 1 1 d .
H9 H 0.6279 0.1150 0.7684 0.037 Uiso 1 1 calc R
C10 C 0.6838(3) 0.06075(9) 0.6321(2) 0.0295(5) Uani 1 1 d .
H10 H 0.6557 0.0825 0.5606 0.035 Uiso 1 1 calc R
N1 N 0.8045(3) -0.05443(7) 0.22856(17) 0.0240(4) Uani 1 1 d .
N2 N 0.7074(3) 0.04957(8) 0.86133(18) 0.0260(4) Uani 1 1 d .
O1 O 0.8322(3) -0.07149(6) 0.10879(15) 0.0328(4) Uani 1 1 d .
O2 O 0.6912(2) 0.06869(7) 0.98156(15) 0.0318(4) Uani 1 1 d .
O3 O 0.6054(2) -0.11751(7) -0.08978(16) 0.0324(4) Uani 1 1 d D
H11 H 0.565(4) -0.1325(11) -0.166(2) 0.039 Uiso 1 1 d D
H12 H 0.502(3) -0.1036(11) -0.052(3) 0.039 Uiso 1 1 d D
O4 O 0.8087(3) -0.21614(8) -0.0791(2) 0.0418(5) Uani 1 1 d D
H13 H 0.906(4) -0.2372(11) -0.089(3) 0.050 Uiso 1 1 d D
H14 H 0.705(3) -0.2340(12) -0.098(3) 0.050 Uiso 1 1 d D
O5 O 1.0318(2) -0.17509(7) 0.14794(16) 0.0313(4) Uani 1 1 d D
H15 H 1.009(4) -0.1953(10) 0.216(2) 0.038 Uiso 1 1 d D
H16 H 1.130(3) -0.1879(11) 0.106(3) 0.038 Uiso 1 1 d D
O6 O 1.0077(2) -0.11611(7) -0.09610(16) 0.0296(4) Uani 1 1 d D
H17 H 1.045(4) -0.1385(10) -0.155(2) 0.036 Uiso 1 1 d D
H18 H 1.107(3) -0.1039(11) -0.048(2) 0.036 Uiso 1 1 d D
O7 O 0.6154(2) -0.17231(7) 0.14963(16) 0.0281(4) Uani 1 1 d D
H19 H 0.644(4) -0.1939(10) 0.214(2) 0.034 Uiso 1 1 d D
H20 H 0.526(3) -0.1897(10) 0.099(2) 0.034 Uiso 1 1 d D
O8 O 0.4985(3) -0.14003(9) -0.3491(2) 0.0542(6) Uani 1 1 d D
H22 H 0.5712 -0.1662 -0.3859 0.065 Uiso 1 1 d D
H21 H 0.3849 -0.1583 -0.3512 0.065 Uiso 1 1 d D
O9 O 1.1371(3) -0.17647(9) -0.2997(2) 0.0511(5) Uani 1 1 d D
H24 H 1.1522 -0.2094 -0.2545 0.061 Uiso 1 1 d D
H23 H 1.0377 -0.1775 -0.3611 0.061 Uiso 1 1 d D
O10 O 1.1431(3) -0.26751(8) -0.13284(18) 0.0415(5) Uani 1 1 d .
O11 O 1.3151(3) -0.31105(9) 0.0408(2) 0.0557(6) Uani 1 1 d .
O12 O 1.4790(3) -0.26945(9) -0.1308(2) 0.0502(6) Uani 1 1 d .
O13 O 1.3218(2) -0.21635(8) 0.02413(18) 0.0386(4) Uani 1 1 d .
S1 S 1.31593(8) -0.26633(2) -0.04901(5) 0.02654(15) Uani 1 1 d .
Ni1 Ni 0.81797(4) -0.147093(11) 0.02768(3) 0.02301(11) Uani 1 1 d .
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'
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
N1 C1 C2 120.4(2)
N1 C1 H1 119.8
C2 C1 H1 119.8
C1 C2 C3 121.4(2)
C1 C2 H2 119.3
C3 C2 H2 119.3
C2 C3 C4 116.4(2)
C2 C3 C6 121.6(2)
C4 C3 C6 122.0(2)
C5 C4 C3 120.9(2)
C5 C4 H4 119.5
C3 C4 H4 119.5
N1 C5 C4 120.7(2)
N1 C5 H5 119.7
C4 C5 H5 119.7
C7 C6 C10 116.3(2)
C7 C6 C3 121.6(2)
C10 C6 C3 122.1(2)
C8 C7 C6 121.3(2)
C8 C7 H7 119.3
C6 C7 H7 119.3
N2 C8 C7 120.2(2)
N2 C8 H8 119.9
C7 C8 H8 119.9
N2 C9 C10 120.6(2)
N2 C9 H9 119.7
C10 C9 H9 119.7
C9 C10 C6 121.0(2)
C9 C10 H10 119.5
C6 C10 H10 119.5
O1 N1 C1 122.04(19)
O1 N1 C5 117.80(19)
C1 N1 C5 120.14(19)
O2 N2 C8 119.22(19)
O2 N2 C9 120.25(19)
C8 N2 C9 120.53(19)
N1 O1 Ni1 131.44(14)
Ni1 O3 H11 124.0(19)
Ni1 O3 H12 118.9(18)
H11 O3 H12 107(3)
Ni1 O4 H13 124(2)
Ni1 O4 H14 124(2)
H13 O4 H14 109(3)
Ni1 O5 H15 121.0(19)
Ni1 O5 H16 114.6(19)
H15 O5 H16 110(3)
Ni1 O6 H17 113.9(19)
Ni1 O6 H18 108.5(18)
H17 O6 H18 110(3)
Ni1 O7 H19 120.2(18)
Ni1 O7 H20 107.2(17)
H19 O7 H20 105(3)
H22 O8 H21 97.9
H24 O9 H23 111.7
O11 S1 O12 109.96(14)
O11 S1 O13 110.33(13)
O12 S1 O13 109.25(11)
O11 S1 O10 109.08(13)
O12 S1 O10 109.53(12)
O13 S1 O10 108.66(11)
O3 Ni1 O6 89.54(7)
O3 Ni1 O7 86.82(7)
O6 Ni1 O7 175.16(7)
O3 Ni1 O5 178.62(7)
O6 Ni1 O5 90.37(7)
O7 Ni1 O5 93.19(7)
O3 Ni1 O4 89.43(8)
O6 Ni1 O4 90.30(7)
O7 Ni1 O4 92.85(7)
O5 Ni1 O4 91.94(8)
O3 Ni1 O1 85.53(7)
O6 Ni1 O1 82.63(7)
O7 Ni1 O1 93.90(7)
O5 Ni1 O1 93.09(7)
O4 Ni1 O1 171.34(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.347(3)
C1 C2 1.371(3)
C1 H1 0.9300
C2 C3 1.391(3)
C2 H2 0.9300
C3 C4 1.392(3)
C3 C6 1.482(3)
C4 C5 1.375(3)
C4 H4 0.9300
C5 N1 1.348(3)
C5 H5 0.9300
C6 C7 1.387(3)
C6 C10 1.393(3)
C7 C8 1.375(3)
C7 H7 0.9300
C8 N2 1.341(3)
C8 H8 0.9300
C9 N2 1.342(3)
C9 C10 1.372(3)
C9 H9 0.9300
C10 H10 0.9300
N1 O1 1.318(2)
N2 O2 1.328(2)
O1 Ni1 2.0814(16)
O3 Ni1 2.0399(18)
O3 H11 0.904(18)
O3 H12 0.915(17)
O4 Ni1 2.0557(18)
O4 H13 0.883(18)
O4 H14 0.884(18)
O5 Ni1 2.0483(17)
O5 H15 0.882(17)
O5 H16 0.896(17)
O6 Ni1 2.0428(16)
O6 H17 0.876(17)
O6 H18 0.903(18)
O7 Ni1 2.0452(16)
O7 H19 0.871(17)
O7 H20 0.917(17)
O8 H22 0.9290
O8 H21 0.9321
O9 H24 0.9544
O9 H23 0.9297
O10 S1 1.4748(19)
O11 S1 1.455(2)
O12 S1 1.4601(18)
O13 S1 1.4661(18)
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
_geom_hbond_site_symmetry_A
O3 H11 O8 0.904(18) 1.92(2) 2.786(3) 160(3) .
O3 H12 O2 0.915(17) 1.809(18) 2.720(2) 173(3) 3_656
O4 H13 O10 0.883(18) 1.93(2) 2.789(3) 165(3) .
O4 H14 O12 0.884(18) 1.861(19) 2.745(3) 177(3) 1_455
O5 H15 O12 0.882(17) 1.820(18) 2.697(2) 172(3) 4_556
O5 H16 O13 0.896(17) 1.782(18) 2.677(2) 177(3) .
O6 H17 O9 0.876(17) 1.897(18) 2.764(3) 170(3) .
O6 H18 O2 0.903(18) 1.802(19) 2.689(2) 167(3) 3_756
O7 H19 O10 0.871(17) 1.844(19) 2.692(2) 164(3) 4_556
O7 H20 O13 0.917(17) 1.755(18) 2.658(2) 168(3) 1_455
O8 H21 O9 0.93 1.92 2.802(3) 157.1 1_455
O8 H22 O11 0.93 2.00 2.844(3) 149.5 4
O9 H23 O11 0.93 1.87 2.784(3) 168.0 4
O9 H24 O10 0.95 1.93 2.860(3) 165.8 .
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
N1 C1 C2 C3 -0.4(4)
C1 C2 C3 C4 1.6(4)
C1 C2 C3 C6 -178.5(2)
C2 C3 C4 C5 -1.3(4)
C6 C3 C4 C5 178.8(2)
C3 C4 C5 N1 -0.2(4)
C2 C3 C6 C7 2.0(3)
C4 C3 C6 C7 -178.1(2)
C2 C3 C6 C10 -178.1(2)
C4 C3 C6 C10 1.8(3)
C10 C6 C7 C8 0.0(4)
C3 C6 C7 C8 179.9(2)
C6 C7 C8 N2 0.0(4)
N2 C9 C10 C6 0.1(4)
C7 C6 C10 C9 -0.1(4)
C3 C6 C10 C9 180.0(2)
C2 C1 N1 O1 176.8(2)
C2 C1 N1 C5 -1.2(3)
C4 C5 N1 O1 -176.6(2)
C4 C5 N1 C1 1.5(4)
C7 C8 N2 O2 179.9(2)
C7 C8 N2 C9 -0.1(4)
C10 C9 N2 O2 180.0(2)
C10 C9 N2 C8 0.0(4)
C1 N1 O1 Ni1 28.4(3)
C5 N1 O1 Ni1 -153.49(18)
N1 O1 Ni1 O3 117.3(2)
N1 O1 Ni1 O6 -152.5(2)
N1 O1 Ni1 O7 30.8(2)
N1 O1 Ni1 O5 -62.6(2)
