#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:17:46 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178893 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/22/4112281.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_4112281
loop_
_publ_author_name
'Seth B. Harkins'
'Jonas C. Peters'
_publ_section_title
;
 Amido-Bridged Cu2N2 Diamond Cores that Minimize Structural Reorganization
 and Facilitate Reversible Redox Behavior between a Cu1Cu1 and a Class III
 Delocalized Cu1.5Cu1.5 Species
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              2885
_journal_page_last               2893
_journal_paper_doi               10.1021/ja037364m
_journal_volume                  126
_journal_year                    2004
_chemical_formula_moiety         'C20 H26 Cl Cu N S2'
_chemical_formula_sum            'C20 H26 Cl Cu N S2'
_chemical_formula_weight         443.53
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.0807(13)
_cell_length_b                   12.3173(10)
_cell_length_c                   19.5782(15)
_cell_measurement_reflns_used    6618
_cell_measurement_temperature    96(2)
_cell_measurement_theta_max      27.888
_cell_measurement_theta_min      2.288
_cell_volume                     4119.0(6)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      96(2)
_diffrn_measured_fraction_theta_full 0.935
_diffrn_measured_fraction_theta_max 0.935
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_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  0.0698
_diffrn_reflns_av_sigmaI/netI    0.0572
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            24577
_diffrn_reflns_theta_full        28.54
_diffrn_reflns_theta_max         28.54
_diffrn_reflns_theta_min         2.08
_exptl_absorpt_coefficient_mu    1.396
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.430
_exptl_crystal_description       prism
_exptl_crystal_F_000             1848
_exptl_crystal_size_max          .19
_exptl_crystal_size_mid          .19
_exptl_crystal_size_min          .19
_refine_diff_density_max         0.506
_refine_diff_density_min         -0.441
_refine_diff_density_rms         0.101
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.235
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         4901
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.235
_refine_ls_R_factor_all          0.0664
_refine_ls_R_factor_gt           0.0381
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0200P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0694
_refine_ls_wR_factor_ref         0.0753
_reflns_number_gt                3390
_reflns_number_total             4901
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja037364msi20031204_074101_3.cif
_cod_data_source_block           4
_cod_database_code               4112281
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu Cu 0.094673(17) 0.30166(2) 0.363629(14) 0.01182(9) Uani 1 1 d .
N N 0.01860(11) 0.22555(18) 0.41717(10) 0.0140(5) Uani 1 1 d .
S1 S 0.18435(3) 0.25517(5) 0.44966(3) 0.01288(14) Uani 1 1 d .
S2 S -0.01113(3) 0.36340(5) 0.29779(3) 0.01165(14) Uani 1 1 d .
Cl Cl 0.18180(3) 0.37354(5) 0.29375(3) 0.01745(15) Uani 1 1 d .
C1 C 0.03364(14) 0.2040(2) 0.48511(12) 0.0120(5) Uani 1 1 d .
C2 C 0.11183(13) 0.2140(2) 0.50883(12) 0.0123(5) Uani 1 1 d .
C3 C 0.13149(15) 0.1985(2) 0.57707(12) 0.0160(6) Uani 1 1 d .
H3 H 0.1843 0.2073 0.5912 0.019 Uiso 1 1 calc R
C4 C 0.07524(15) 0.1704(2) 0.62448(12) 0.0171(6) Uani 1 1 d .
H4 H 0.0890 0.1567 0.6707 0.021 Uiso 1 1 calc R
C5 C -0.00197(16) 0.1628(2) 0.60283(13) 0.0172(6) Uani 1 1 d .
H5 H -0.0415 0.1456 0.6352 0.021 Uiso 1 1 calc R
C6 C -0.02285(15) 0.1795(2) 0.53532(12) 0.0148(6) Uani 1 1 d .
H6 H -0.0764 0.1744 0.5225 0.018 Uiso 1 1 calc R
C7 C -0.05384(14) 0.2030(2) 0.38696(12) 0.0117(5) Uani 1 1 d .
C8 C -0.07905(14) 0.2695(2) 0.33240(12) 0.0119(5) Uani 1 1 d .
C9 C -0.14903(14) 0.2519(2) 0.29854(12) 0.0156(6) Uani 1 1 d .
H11 H -0.1642 0.2986 0.2622 0.019 Uiso 1 1 calc R
C10 C -0.19668(15) 0.1668(2) 0.31749(13) 0.0204(6) Uani 1 1 d .
H10 H -0.2460 0.1564 0.2961 0.024 Uiso 1 1 calc R
C11 C -0.17142(15) 0.0964(2) 0.36847(13) 0.0201(6) Uani 1 1 d .
H9 H -0.2028 0.0354 0.3801 0.024 Uiso 1 1 calc R
C12 C -0.10156(15) 0.1134(2) 0.40254(12) 0.0164(6) Uani 1 1 d .
H8 H -0.0856 0.0638 0.4370 0.020 Uiso 1 1 calc R
C13 C 0.23089(15) 0.1248(2) 0.42136(13) 0.0173(6) Uani 1 1 d .
C14 C 0.17086(17) 0.0516(3) 0.38775(17) 0.0363(8) Uani 1 1 d .
H18A H 0.1956 -0.0172 0.3750 0.054 Uiso 1 1 calc R
H18B H 0.1502 0.0872 0.3467 0.054 Uiso 1 1 calc R
H18C H 0.1279 0.0376 0.4198 0.054 Uiso 1 1 calc R
C15 C 0.26741(18) 0.0701(3) 0.48312(14) 0.0331(8) Uani 1 1 d .
H17A H 0.2969 0.0060 0.4683 0.050 Uiso 1 1 calc R
H17B H 0.2261 0.0479 0.5149 0.050 Uiso 1 1 calc R
H17C H 0.3028 0.1210 0.5060 0.050 Uiso 1 1 calc R
C16 C 0.29398(15) 0.1592(2) 0.37092(13) 0.0214(6) Uani 1 1 d .
H19A H 0.3338 0.2022 0.3947 0.032 Uiso 1 1 calc R
H19B H 0.2704 0.2030 0.3346 0.032 Uiso 1 1 calc R
H19C H 0.3184 0.0946 0.3510 0.032 Uiso 1 1 calc R
C17 C -0.03473(14) 0.5004(2) 0.33376(13) 0.0134(6) Uani 1 1 d .
C18 C -0.00698(16) 0.5098(2) 0.40724(13) 0.0212(6) Uani 1 1 d .
H13A H -0.0207 0.5816 0.4252 0.032 Uiso 1 1 calc R
H13B H 0.0500 0.5003 0.4090 0.032 Uiso 1 1 calc R
H13C H -0.0322 0.4536 0.4350 0.032 Uiso 1 1 calc R
C19 C -0.12283(15) 0.5181(2) 0.32906(14) 0.0222(6) Uani 1 1 d .
H15A H -0.1356 0.5917 0.3445 0.033 Uiso 1 1 calc R
H15B H -0.1498 0.4650 0.3580 0.033 Uiso 1 1 calc R
H15C H -0.1398 0.5089 0.2816 0.033 Uiso 1 1 calc R
C20 C 0.00941(15) 0.5779(2) 0.28620(13) 0.0193(6) Uani 1 1 d .
H14A H -0.0127 0.5732 0.2401 0.029 Uiso 1 1 calc R
H14B H 0.0649 0.5576 0.2849 0.029 Uiso 1 1 calc R
H14C H 0.0043 0.6524 0.3032 0.029 Uiso 1 1 calc R
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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
N Cu Cl 173.44(7)
N Cu S2 86.37(6)
Cl Cu S2 92.80(2)
N Cu S1 86.02(6)
Cl Cu S1 95.89(2)
S2 Cu S1 167.35(3)
C1 N C7 122.3(2)
C1 N Cu 119.69(16)
C7 N Cu 117.76(16)
C2 S1 C13 104.15(12)
C2 S1 Cu 94.75(8)
C13 S1 Cu 105.87(8)
C8 S2 C17 107.67(11)
C8 S2 Cu 94.73(8)
C17 S2 Cu 104.55(8)
N C1 C6 125.8(2)
N C1 C2 118.3(2)
C6 C1 C2 115.7(2)
C3 C2 C1 122.0(2)
C3 C2 S1 119.94(19)
C1 C2 S1 117.97(18)
C4 C3 C2 120.8(2)
C4 C3 H3 119.6
C2 C3 H3 119.6
C3 C4 C5 118.2(2)
C3 C4 H4 120.9
C5 C4 H4 120.9
C6 C5 C4 121.7(2)
C6 C5 H5 119.1
C4 C5 H5 119.1
C5 C6 C1 121.4(2)
C5 C6 H6 119.3
C1 C6 H6 119.3
N C7 C12 125.2(2)
N C7 C8 118.3(2)
C12 C7 C8 116.2(2)
C9 C8 C7 122.4(2)
C9 C8 S2 118.94(19)
C7 C8 S2 117.88(18)
C10 C9 C8 120.0(2)
C10 C9 H11 120.0
C8 C9 H11 120.0
C9 C10 C11 119.0(2)
C9 C10 H10 120.5
C11 C10 H10 120.5
C12 C11 C10 121.3(3)
C12 C11 H9 119.4
C10 C11 H9 119.4
C11 C12 C7 121.0(2)
C11 C12 H8 119.5
C7 C12 H8 119.5
C14 C13 C15 111.1(3)
C14 C13 C16 111.3(2)
C15 C13 C16 110.5(2)
C14 C13 S1 110.54(18)
C15 C13 S1 108.59(18)
C16 C13 S1 104.67(18)
C13 C14 H18A 109.5
C13 C14 H18B 109.5
H18A C14 H18B 109.5
C13 C14 H18C 109.5
H18A C14 H18C 109.5
H18B C14 H18C 109.5
C13 C15 H17A 109.5
C13 C15 H17B 109.5
H17A C15 H17B 109.5
C13 C15 H17C 109.5
H17A C15 H17C 109.5
H17B C15 H17C 109.5
C13 C16 H19A 109.5
C13 C16 H19B 109.5
H19A C16 H19B 109.5
C13 C16 H19C 109.5
H19A C16 H19C 109.5
H19B C16 H19C 109.5
C18 C17 C19 110.8(2)
C18 C17 C20 112.0(2)
C19 C17 C20 111.1(2)
C18 C17 S2 110.97(18)
C19 C17 S2 108.59(18)
C20 C17 S2 103.12(17)
C17 C18 H13A 109.5
C17 C18 H13B 109.5
H13A C18 H13B 109.5
C17 C18 H13C 109.5
H13A C18 H13C 109.5
H13B C18 H13C 109.5
C17 C19 H15A 109.5
C17 C19 H15B 109.5
H15A C19 H15B 109.5
C17 C19 H15C 109.5
H15A C19 H15C 109.5
H15B C19 H15C 109.5
C17 C20 H14A 109.5
C17 C20 H14B 109.5
H14A C20 H14B 109.5
C17 C20 H14C 109.5
H14A C20 H14C 109.5
H14B C20 H14C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu N 1.915(2)
Cu Cl 2.2068(7)
Cu S2 2.3465(7)
Cu S1 2.3476(7)
N C1 1.381(3)
N C7 1.399(3)
S1 C2 1.770(2)
S1 C13 1.875(3)
S2 C8 1.773(2)
S2 C17 1.872(3)
C1 C6 1.410(3)
C1 C2 1.419(3)
C2 C3 1.391(3)
C3 C4 1.380(3)
C3 H3 0.9500
C4 C5 1.388(4)
C4 H4 0.9500
C5 C6 1.385(3)
C5 H5 0.9500
C6 H6 0.9500
C7 C12 1.406(3)
C7 C8 1.413(3)
C8 C9 1.384(3)
C9 C10 1.378(4)
C9 H11 0.9500
C10 C11 1.391(4)
C10 H10 0.9500
C11 C12 1.383(3)
C11 H9 0.9500
C12 H8 0.9500
C13 C14 1.516(4)
C13 C15 1.518(4)
C13 C16 1.522(3)
C14 H18A 0.9800
C14 H18B 0.9800
C14 H18C 0.9800
C15 H17A 0.9800
C15 H17B 0.9800
C15 H17C 0.9800
C16 H19A 0.9800
C16 H19B 0.9800
C16 H19C 0.9800
C17 C18 1.519(3)
C17 C19 1.523(3)
C17 C20 1.532(3)
C18 H13A 0.9800
C18 H13B 0.9800
C18 H13C 0.9800
C19 H15A 0.9800
C19 H15B 0.9800
C19 H15C 0.9800
C20 H14A 0.9800
C20 H14B 0.9800
C20 H14C 0.9800
