#------------------------------------------------------------------------------
#$Date: 2016-03-23 23:31:47 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179505 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/02/4340298.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4340298
loop_
_publ_author_name
'Lumb, Isha'
'Hundal, Maninder Singh'
'Hundal, Geeta'
_publ_section_title
;
 Copper(II)-Catalyzed Disulfide Scission-Stepwise Aerobic Oxidative
 Cleavage to Sulfinate and Sulfonate and Reductive Anaerobic Cleavage to
 Thiols.
;
_journal_issue                   14
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7770
_journal_page_last               7779
_journal_paper_doi               10.1021/ic501141m
_journal_volume                  53
_journal_year                    2014
_chemical_formula_moiety         'C24 H22 Cu N4 O10 S2'
_chemical_formula_sum            'C24 H22 Cu N4 O10 S2'
_chemical_formula_weight         654.11
_chemical_name_systematic
;
 ?
;
_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   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                96.4000(10)
_cell_angle_beta                 110.313(2)
_cell_angle_gamma                111.8410(10)
_cell_formula_units_Z            1
_cell_length_a                   7.9880(2)
_cell_length_b                   8.8448(2)
_cell_length_c                   10.8541(3)
_cell_measurement_reflns_used    9628
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      40.49
_cell_measurement_theta_min      2.58
_cell_volume                     641.54(3)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR-92 (Altomare et al.,1993)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0207
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            29055
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         42.078
_diffrn_reflns_theta_min         2.581
_exptl_absorpt_coefficient_mu    1.081
_exptl_absorpt_correction_T_max  0.748
_exptl_absorpt_correction_T_min  0.633
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2008/1 - Bruker AXS area detector scaling and absorption correction 
;
_exptl_crystal_density_diffrn    1.693
_exptl_crystal_F_000             335
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.546
_refine_diff_density_min         -0.381
_refine_diff_density_rms         0.065
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.820
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     196
_refine_ls_number_reflns         8916
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      0.820
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0342
_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)+(0.0960P)²+0.1056P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1304
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6135
_reflns_number_total             8916
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ic501141m_si_004.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 4340297--4340301.cif.'
_cod_database_code               4340298
#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   0.838
_shelx_estimated_absorpt_t_max   0.909
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
C1 C 0.74973(18) 0.33170(17) 0.47477(12) 0.0360(2) Uani 1 1 d . . .
H1 H 0.8309 0.3863 0.5670 0.043 Uiso 1 1 calc R U .
C2 C 0.7966(2) 0.2247(2) 0.40435(15) 0.0424(3) Uani 1 1 d . . .
H2 H 0.9074 0.2070 0.4489 0.051 Uiso 1 1 calc R U .
C3 C 0.6767(2) 0.14488(17) 0.26737(14) 0.0388(2) Uani 1 1 d . . .
H3 H 0.7065 0.0734 0.2183 0.047 Uiso 1 1 calc R U .
C4 C 0.51107(17) 0.17209(14) 0.20321(11) 0.03172(18) Uani 1 1 d . . .
H4 H 0.4277 0.1186 0.1111 0.038 Uiso 1 1 calc R U .
C5 C 0.47284(14) 0.28060(12) 0.27945(9) 0.02417(14) Uani 1 1 d . . .
C6 C 0.30106(13) 0.32310(12) 0.22835(8) 0.02404(14) Uani 1 1 d . . .
C7 C 0.00761(14) 0.27483(12) 0.02070(9) 0.02487(14) Uani 1 1 d . . .
C8 C -0.08633(16) 0.33924(15) 0.08394(10) 0.03112(18) Uani 1 1 d . . .
H8 H -0.0316 0.3773 0.1788 0.037 Uiso 1 1 calc R U .
C9 C -0.26022(17) 0.34686(16) 0.00661(12) 0.0350(2) Uani 1 1 d . . .
H9 H -0.3204 0.3916 0.0498 0.042 Uiso 1 1 calc R U .
C10 C -0.34569(18) 0.28842(17) -0.13483(13) 0.0376(2) Uani 1 1 d . . .
H10 H -0.4640 0.2919 -0.1864 0.045 Uiso 1 1 calc R U .
C11 C -0.25311(17) 0.22478(15) -0.19871(11) 0.0346(2) Uani 1 1 d . . .
H11 H -0.3099 0.1861 -0.2936 0.042 Uiso 1 1 calc R U .
C12 C -0.07633(15) 0.21789(12) -0.12302(9) 0.02740(16) Uani 1 1 d . . .
N1 N 0.59053(13) 0.35822(12) 0.41309(8) 0.02722(14) Uani 1 1 d . . .
N2 N 0.18260(13) 0.26141(12) 0.09551(8) 0.02814(15) Uani 1 1 d D . .
H2A H 0.208(3) 0.201(2) 0.0441(16) 0.034 Uiso 1 1 d D U .
O1 O 0.27953(12) 0.41467(10) 0.31245(7) 0.02984(14) Uani 1 1 d . . .
O2 O 0.1652(2) 0.0883(2) -0.12675(11) 0.0645(4) Uani 1 1 d . . .
O3 O 0.1398(3) 0.28938(17) -0.25671(16) 0.0646(4) Uani 1 1 d . . .
O4 O -0.1268(2) 0.01003(19) -0.33308(13) 0.0723(4) Uani 1 1 d . . .
O1W O 0.68515(17) 0.73636(13) 0.44076(10) 0.0449(2) Uani 1 1 d D . .
H11W H 0.747(3) 0.745(3) 0.393(2) 0.054 Uiso 1 1 d D U .
H12W H 0.758(3) 0.823(2) 0.5027(18) 0.054 Uiso 1 1 d D U .
S1 S 0.03545(5) 0.14561(4) -0.21760(2) 0.03404(6) Uani 1 1 d . . .
Cu1 Cu 0.5000 0.5000 0.5000 0.02910(5) Uani 1 2 d S . P
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 121.50(11) . .
N1 C1 H1 119.3 . .
C2 C1 H1 119.3 . .
C3 C2 C1 119.11(11) . .
C3 C2 H2 120.4 . .
C1 C2 H2 120.4 . .
C2 C3 C4 119.45(10) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C5 C4 C3 118.50(10) . .
C5 C4 H4 120.7 . .
C3 C4 H4 120.7 . .
N1 C5 C4 121.74(9) . .
N1 C5 C6 112.33(7) . .
C4 C5 C6 125.92(8) . .
O1 C6 N2 124.66(9) . .
O1 C6 C5 118.24(8) . .
N2 C6 C5 117.10(7) . .
C8 C7 C12 119.30(9) . .
C8 C7 N2 122.37(8) . .
C12 C7 N2 118.31(8) . .
C9 C8 C7 120.47(9) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
C8 C9 C10 120.60(11) . .
C8 C9 H9 119.7 . .
C10 C9 H9 119.7 . .
C9 C10 C11 119.38(11) . .
C9 C10 H10 120.3 . .
C11 C10 H10 120.3 . .
C10 C11 C12 121.05(10) . .
C10 C11 H11 119.5 . .
C12 C11 H11 119.5 . .
C11 C12 C7 119.18(9) . .
C11 C12 S1 116.62(7) . .
C7 C12 S1 124.13(8) . .
C1 N1 C5 119.69(8) . .
C1 N1 Cu1 126.29(7) . .
C5 N1 Cu1 114.01(6) . .
C6 N2 C7 129.49(8) . .
C6 N2 H2A 119.3(12) . .
C7 N2 H2A 111.1(12) . .
C6 O1 Cu1 113.24(6) . .
Cu1 O1W H11W 131.8(15) . .
Cu1 O1W H12W 115.7(15) . .
H11W O1W H12W 101.3(18) . .
O4 S1 O3 112.62(10) . .
O4 S1 O2 112.52(10) . .
O3 S1 O2 113.43(10) . .
O4 S1 C12 105.53(7) . .
O3 S1 C12 105.55(6) . .
O2 S1 C12 106.39(5) . .
N1 Cu1 N1 180.0 2_666 .
N1 Cu1 O1 97.97(3) 2_666 .
N1 Cu1 O1 82.03(3) . .
N1 Cu1 O1 82.03(3) 2_666 2_666
N1 Cu1 O1 97.97(3) . 2_666
O1 Cu1 O1 180.0 . 2_666
N1 Cu1 O1W 90.52(4) 2_666 2_666
N1 Cu1 O1W 89.48(4) . 2_666
O1 Cu1 O1W 89.80(4) . 2_666
O1 Cu1 O1W 90.20(4) 2_666 2_666
N1 Cu1 O1W 89.48(4) 2_666 .
N1 Cu1 O1W 90.52(4) . .
O1 Cu1 O1W 90.20(4) . .
O1 Cu1 O1W 89.80(4) 2_666 .
O1W Cu1 O1W 180.0 2_666 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N1 1.3365(13) .
C1 C2 1.3860(17) .
C1 H1 0.9300 .
C2 C3 1.378(2) .
C2 H2 0.9300 .
C3 C4 1.3886(17) .
C3 H3 0.9300 .
C4 C5 1.3840(12) .
C4 H4 0.9300 .
C5 N1 1.3455(12) .
C5 C6 1.4946(13) .
C6 O1 1.2517(10) .
C6 N2 1.3286(11) .
C7 C8 1.3954(13) .
C7 C12 1.4085(12) .
C7 N2 1.4086(13) .
C8 C9 1.3826(16) .
C8 H8 0.9300 .
C9 C10 1.3866(17) .
C9 H9 0.9300 .
C10 C11 1.3868(19) .
C10 H10 0.9300 .
C11 C12 1.3937(16) .
C11 H11 0.9300 .
C12 S1 1.7819(10) .
N1 Cu1 1.9672(8) .
N2 H2A 0.854(13) .
O1 Cu1 1.9987(7) .
O2 S1 1.4479(12) .
O3 S1 1.4386(13) .
O4 S1 1.4386(12) .
O1W Cu1 2.3729(10) .
O1W H11W 0.83(2) .
O1W H12W 0.810(15) .
Cu1 N1 1.9672(8) 2_666
Cu1 O1 1.9987(7) 2_666
Cu1 O1W 2.3729(10) 2_666
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(2)
C1 C2 C3 C4 -0.5(2)
C2 C3 C4 C5 0.6(2)
C3 C4 C5 N1 -0.55(17)
C3 C4 C5 C6 -179.17(11)
N1 C5 C6 O1 -3.56(14)
C4 C5 C6 O1 175.18(10)
N1 C5 C6 N2 175.86(9)
C4 C5 C6 N2 -5.41(15)
C12 C7 C8 C9 0.15(16)
N2 C7 C8 C9 -178.64(11)
C7 C8 C9 C10 0.95(19)
C8 C9 C10 C11 -1.19(19)
C9 C10 C11 C12 0.33(19)
C10 C11 C12 C7 0.76(17)
C10 C11 C12 S1 -176.25(10)
C8 C7 C12 C11 -0.99(15)
N2 C7 C12 C11 177.85(10)
C8 C7 C12 S1 175.78(8)
N2 C7 C12 S1 -5.38(14)
C2 C1 N1 C5 -0.4(2)
C2 C1 N1 Cu1 177.94(11)
C4 C5 N1 C1 0.45(16)
C6 C5 N1 C1 179.24(10)
C4 C5 N1 Cu1 -178.08(8)
C6 C5 N1 Cu1 0.71(11)
O1 C6 N2 C7 -3.40(18)
C5 C6 N2 C7 177.22(10)
C8 C7 N2 C6 -9.94(17)
C12 C7 N2 C6 171.26(10)
N2 C6 O1 Cu1 -174.89(8)
C5 C6 O1 Cu1 4.47(12)
C11 C12 S1 O4 -39.04(12)
C7 C12 S1 O4 144.11(11)
C11 C12 S1 O3 80.41(12)
C7 C12 S1 O3 -96.44(12)
C11 C12 S1 O2 -158.78(11)
C7 C12 S1 O2 24.37(12)
