#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:45:00 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179422 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/19/4331961.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_4331961
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         'C20 H18 Cu N4 O5, 2(O3 S), H2 O'
_chemical_formula_sum            'C20 H20 Cu N4 O12 S2'
_chemical_formula_weight         636.06
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yac'
_symmetry_space_group_name_H-M   'P 1 2/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                 90.770(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.7716(9)
_cell_length_b                   9.8378(7)
_cell_length_c                   11.9907(12)
_cell_measurement_reflns_used    24178
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      26.08
_cell_measurement_theta_min      1.70
_cell_volume                     1152.57(18)
_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      173(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0414
_diffrn_reflns_av_sigmaI/netI    0.0208
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            12302
_diffrn_reflns_theta_full        25.63
_diffrn_reflns_theta_max         25.63
_diffrn_reflns_theta_min         2.07
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.207
_exptl_absorpt_correction_T_max  0.910
_exptl_absorpt_correction_T_min  0.597
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'MULABS (Spek, 2003)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.833
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             650
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.450
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         2180
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0308
_refine_ls_R_factor_gt           0.0271
_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)+(0.0306P)²+1.1671P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0659
_refine_ls_wR_factor_ref         0.0674
_reflns_number_gt                1995
_reflns_number_total             2180
_reflns_threshold_expression     I>2sigma(I)
_cod_data_source_file            ic051934xsup1.cif
_cod_data_source_block           cpd1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      'P 2/n'
_cod_database_code               4331961
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, 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 0.1914(2) 0.6013(2) -0.01557(17) 0.0175(4) Uani 1 1 d .
H1 H 0.1937 0.6804 0.0299 0.021 Uiso 1 1 calc R
C2 C 0.2293(2) 0.6084(2) -0.12517(17) 0.0163(4) Uani 1 1 d .
H2 H 0.2577 0.6927 -0.1557 0.020 Uiso 1 1 calc R
C3 C 0.2263(2) 0.4924(2) -0.19196(16) 0.0151(4) Uani 1 1 d .
C4 C 0.1771(2) 0.3728(2) -0.14510(17) 0.0176(4) Uani 1 1 d .
H4 H 0.1689 0.2932 -0.1895 0.021 Uiso 1 1 calc R
C5 C 0.1406(2) 0.3694(2) -0.03542(17) 0.0176(4) Uani 1 1 d .
H5 H 0.1078 0.2873 -0.0037 0.021 Uiso 1 1 calc R
C6 C 0.0652(2) 0.2172(2) 0.32350(17) 0.0178(4) Uani 1 1 d .
H6 H 0.0817 0.2295 0.2463 0.021 Uiso 1 1 calc R
C7 C 0.0377(2) 0.0898(2) 0.36382(17) 0.0185(4) Uani 1 1 d .
H7 H 0.0352 0.0147 0.3140 0.022 Uiso 1 1 calc R
C8 C 0.0134(2) 0.0686(2) 0.47703(16) 0.0152(4) Uani 1 1 d .
C9 C 0.0143(2) 0.1831(2) 0.54468(17) 0.0176(4) Uani 1 1 d .
H9 H -0.0039 0.1738 0.6219 0.021 Uiso 1 1 calc R
C10 C 0.0410(2) 0.3095(2) 0.50199(16) 0.0172(4) Uani 1 1 d .
H10 H 0.0399 0.3868 0.5495 0.021 Uiso 1 1 calc R
N1 N 0.15094(17) 0.48166(18) 0.02716(14) 0.0157(4) Uani 1 1 d .
N2 N 0.06888(17) 0.32479(17) 0.39259(14) 0.0140(3) Uani 1 1 d .
O1 O 0.11246(15) 0.47386(15) 0.13453(11) 0.0185(3) Uani 1 1 d .
O2 O 0.09508(15) 0.45067(14) 0.35508(11) 0.0164(3) Uani 1 1 d .
O3 O 0.2500 0.7107(2) 0.2500 0.0270(5) Uani 1 2 d S
H11 H 0.199(4) 0.759(3) 0.217(3) 0.059(11) Uiso 1 1 d .
O4 O 0.2500 1.0766(3) -0.2500 0.0369(7) Uani 1 2 d S
H12 H 0.228(4) 1.031(3) -0.201(3) 0.050(10) Uiso 1 1 d .
O5 O 0.18015(16) 0.92523(17) -0.05106(13) 0.0254(4) Uani 1 1 d .
O6 O 0.06197(16) 0.86845(15) 0.11950(12) 0.0207(3) Uani 1 1 d .
O7 O 0.14247(17) 1.09887(15) 0.09046(13) 0.0248(4) Uani 1 1 d .
S1 S 0.09569(5) 0.97418(5) 0.03915(4) 0.01546(13) Uani 1 1 d .
Cu1 Cu 0.2500 0.48073(3) 0.2500 0.01249(11) Uani 1 2 d 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'
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'
Cu Cu 0.3201 1.2651 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 C1 C2 119.58(19) . .
N1 C1 H1 120.2 . .
C2 C1 H1 120.2 . .
C1 C2 C3 120.34(19) . .
C1 C2 H2 119.8 . .
C3 C2 H2 119.8 . .
C4 C3 C2 117.68(18) . .
C4 C3 C3 119.73(12) . 2_554
C2 C3 C3 122.59(13) . 2_554
C5 C4 C3 120.31(19) . .
C5 C4 H4 119.8 . .
C3 C4 H4 119.8 . .
N1 C5 C4 120.00(19) . .
N1 C5 H5 120.0 . .
C4 C5 H5 120.0 . .
N2 C6 C7 120.42(19) . .
N2 C6 H6 119.8 . .
C7 C6 H6 119.8 . .
C6 C7 C8 121.04(19) . .
C6 C7 H7 119.5 . .
C8 C7 H7 119.5 . .
C9 C8 C7 116.53(19) . .
C9 C8 C8 121.4(2) . 3_556
C7 C8 C8 122.0(2) . 3_556
C10 C9 C8 121.18(18) . .
C10 C9 H9 119.4 . .
C8 C9 H9 119.4 . .
N2 C10 C9 120.32(19) . .
N2 C10 H10 119.8 . .
C9 C10 H10 119.8 . .
C5 N1 C1 121.94(17) . .
C5 N1 O1 117.93(17) . .
C1 N1 O1 120.04(17) . .
O2 N2 C6 121.56(16) . .
O2 N2 C10 117.97(16) . .
C6 N2 C10 120.43(17) . .
N1 O1 Cu1 119.05(12) . .
N2 O2 Cu1 119.70(11) . .
Cu1 O3 H11 127(3) . .
O7 S1 O5 114.80(10) . .
O7 S1 O6 113.42(9) . .
O5 S1 O6 113.04(9) . .
O7 S1 S1 104.76(7) . 3_575
O5 S1 S1 104.70(7) . 3_575
O6 S1 S1 104.77(7) . 3_575
O1 Cu1 O1 175.96(9) 2 .
O1 Cu1 O2 85.45(6) 2 2
O1 Cu1 O2 93.95(6) . 2
O1 Cu1 O2 93.95(6) 2 .
O1 Cu1 O2 85.45(6) . .
O2 Cu1 O2 163.03(8) 2 .
O1 Cu1 O3 92.02(5) 2 .
O1 Cu1 O3 92.02(5) . .
O2 Cu1 O3 98.48(4) 2 .
O2 Cu1 O3 98.48(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.345(3) .
C1 C2 1.372(3) .
C1 H1 0.9500 .
C2 C3 1.394(3) .
C2 H2 0.9500 .
C3 C4 1.393(3) .
C3 C3 1.473(4) 2_554
C4 C5 1.368(3) .
C4 H4 0.9500 .
C5 N1 1.339(3) .
C5 H5 0.9500 .
C6 N2 1.345(3) .
C6 C7 1.371(3) .
C6 H6 0.9500 .
C7 C8 1.397(3) .
C7 H7 0.9500 .
C8 C9 1.389(3) .
C8 C8 1.482(4) 3_556
C9 C10 1.371(3) .
C9 H9 0.9500 .
C10 N2 1.352(3) .
C10 H10 0.9500 .
N1 O1 1.348(2) .
N2 O2 1.343(2) .
O1 Cu1 1.9178(14) .
O2 Cu1 2.0045(13) .
O3 Cu1 2.263(2) .
O3 H11 0.79(3) .
O4 H12 0.77(3) .
O5 S1 1.4516(15) .
O6 S1 1.4585(15) .
O7 S1 1.4438(16) .
S1 S1 2.1424(10) 3_575
Cu1 O1 1.9178(14) 2
Cu1 O2 2.0045(13) 2
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
O3 H11 O6 0.79(3) 2.07(3) 2.856(2) 175(3)
O4 H12 O5 0.77(3) 2.14(3) 2.901(2) 172(3)
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 C1 C2 C3 -0.1(3) . .
C1 C2 C3 C4 3.3(3) . .
C1 C2 C3 C3 -176.2(2) . 2_554
C2 C3 C4 C5 -3.5(3) . .
C3 C3 C4 C5 176.0(2) 2_554 .
C3 C4 C5 N1 0.5(3) . .
N2 C6 C7 C8 -0.2(3) . .
C6 C7 C8 C9 2.0(3) . .
C6 C7 C8 C8 -178.6(2) . 3_556
C7 C8 C9 C10 -1.5(3) . .
C8 C8 C9 C10 179.0(2) 3_556 .
C8 C9 C10 N2 -0.8(3) . .
C4 C5 N1 C1 2.8(3) . .
C4 C5 N1 O1 179.35(18) . .
C2 C1 N1 C5 -3.0(3) . .
C2 C1 N1 O1 -179.48(18) . .
C7 C6 N2 O2 -179.77(19) . .
C7 C6 N2 C10 -2.3(3) . .
C9 C10 N2 O2 -179.65(18) . .
C9 C10 N2 C6 2.7(3) . .
C5 N1 O1 Cu1 109.15(18) . .
C1 N1 O1 Cu1 -74.2(2) . .
C6 N2 O2 Cu1 -45.8(2) . .
C10 N2 O2 Cu1 136.64(15) . .
N1 O1 Cu1 O2 -13.51(14) . 2
N1 O1 Cu1 O2 -176.50(14) . .
N1 O1 Cu1 O3 85.14(13) . .
N2 O2 Cu1 O1 -78.46(14) . 2
N2 O2 Cu1 O1 97.54(14) . .
N2 O2 Cu1 O3 -171.09(12) . .
