#------------------------------------------------------------------------------
#$Date: 2016-03-23 14:44:38 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179304 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/01/4320105.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_4320105
loop_
_publ_author_name
'Carl Ohrenberg'
'Louise M. Liable-Sands'
'Arnold L. Rheingold'
'Charles G. Riordan'
_publ_section_title
;
 Structural Diversity in a Family of Copper(I) Thioether Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4276
_journal_page_last               4283
_journal_paper_doi               10.1021/ic010273a
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C30 H30 B Cu N2 S2'
_chemical_formula_weight         557.03
_chemical_name_systematic
;
   ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 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                 101.5484(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.1694(2)
_cell_length_b                   11.8052(2)
_cell_length_c                   21.8502(4)
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.0
_cell_measurement_theta_min      2.0
_cell_volume                     2822.78(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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      173(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0712
_diffrn_reflns_av_sigmaI/netI    0.1011
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            12741
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.86
_exptl_absorpt_coefficient_mu    0.943
_exptl_absorpt_correction_T_max  0.9116
_exptl_absorpt_correction_T_min  0.7651
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.311
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         4836
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.1117
_refine_ls_R_factor_gt           0.0531
_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)+(0.0300P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0866
_refine_ls_wR_factor_ref         0.1057
_reflns_number_gt                2984
_reflns_number_total             4836
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010273a_5.cif
_cod_data_source_block           cgr54(5)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        2822.79(11)
_cod_database_code               4320105
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.24981(5) 0.41449(4) 0.21395(2) 0.03556(18) Uani 1 1 d . . .
S1 S 0.18893(10) 0.25079(9) 0.25707(5) 0.0276(3) Uani 1 1 d . . .
S2 S 0.37755(10) 0.48597(8) 0.30713(5) 0.0271(3) Uani 1 1 d . . .
N41 N 0.3535(4) 0.3844(3) 0.15172(17) 0.0380(10) Uani 1 1 d . . .
N51 N 0.1342(3) 0.5362(3) 0.18097(16) 0.0410(10) Uani 1 1 d . . .
C1 C 0.3345(4) 0.2205(3) 0.30760(17) 0.0265(10) Uani 1 1 d . . .
H1A H 0.3423 0.1379 0.3149 0.032 Uiso 1 1 calc R . .
H1B H 0.4014 0.2448 0.2869 0.032 Uiso 1 1 calc R . .
C2 C 0.2738(4) 0.1080(3) 0.17288(18) 0.0298(11) Uani 1 1 d . . .
H2A H 0.3544 0.1304 0.1919 0.036 Uiso 1 1 calc R . .
C3 C 0.2549(4) 0.0318(3) 0.12351(19) 0.0355(11) Uani 1 1 d . . .
H3A H 0.3231 -0.0002 0.1099 0.043 Uiso 1 1 calc R . .
C4 C 0.1387(5) 0.0022(4) 0.0940(2) 0.0382(12) Uani 1 1 d . . .
H4A H 0.1265 -0.0477 0.0592 0.046 Uiso 1 1 calc R . .
C5 C 0.0405(5) 0.0454(4) 0.1153(2) 0.0484(14) Uani 1 1 d . . .
H5A H -0.0400 0.0249 0.0951 0.058 Uiso 1 1 calc R . .
C6 C 0.0579(4) 0.1188(4) 0.1660(2) 0.0399(12) Uani 1 1 d . . .
H6A H -0.0104 0.1466 0.1813 0.048 Uiso 1 1 calc R . .
C7 C 0.1743(4) 0.1509(3) 0.19413(18) 0.0257(10) Uani 1 1 d . . .
C11 C 0.3053(4) 0.4209(3) 0.36493(17) 0.0261(10) Uani 1 1 d . . .
H11A H 0.3281 0.4625 0.4049 0.031 Uiso 1 1 calc R . .
H11B H 0.2154 0.4250 0.3511 0.031 Uiso 1 1 calc R . .
C12 C 0.3741(4) 0.6954(4) 0.2567(2) 0.0377(12) Uani 1 1 d . . .
H12A H 0.4220 0.6607 0.2306 0.045 Uiso 1 1 calc R . .
C13 C 0.3445(4) 0.8086(4) 0.2490(2) 0.0422(13) Uani 1 1 d . . .
H13A H 0.3741 0.8519 0.2185 0.051 Uiso 1 1 calc R . .
C14 C 0.2723(5) 0.8593(4) 0.2854(2) 0.0451(13) Uani 1 1 d . . .
H14A H 0.2505 0.9369 0.2795 0.054 Uiso 1 1 calc R . .
C15 C 0.2316(5) 0.7959(4) 0.3306(2) 0.0463(13) Uani 1 1 d . . .
H15A H 0.1817 0.8304 0.3558 0.056 Uiso 1 1 calc R . .
C16 C 0.2636(4) 0.6821(3) 0.33938(18) 0.0340(11) Uani 1 1 d . . .
H16A H 0.2364 0.6394 0.3709 0.041 Uiso 1 1 calc R . .
C17 C 0.3346(4) 0.6316(3) 0.30227(18) 0.0261(10) Uani 1 1 d . . .
C21 C 0.5489(4) 0.3559(3) 0.45496(18) 0.0291(10) Uani 1 1 d . . .
H21A H 0.5059 0.4231 0.4610 0.035 Uiso 1 1 calc R . .
C22 C 0.6673(4) 0.3429(4) 0.48818(19) 0.0349(11) Uani 1 1 d . . .
H22A H 0.7034 0.4011 0.5158 0.042 Uiso 1 1 calc R . .
C23 C 0.7335(4) 0.2470(4) 0.48175(18) 0.0336(11) Uani 1 1 d . . .
H23A H 0.8145 0.2378 0.5049 0.040 Uiso 1 1 calc R . .
C24 C 0.6789(4) 0.1639(4) 0.44054(19) 0.0364(11) Uani 1 1 d . . .
H24A H 0.7225 0.0968 0.4350 0.044 Uiso 1 1 calc R . .
C25 C 0.5604(4) 0.1790(3) 0.40746(18) 0.0318(11) Uani 1 1 d . . .
H25A H 0.5255 0.1209 0.3794 0.038 Uiso 1 1 calc R . .
C26 C 0.4893(4) 0.2746(3) 0.41289(17) 0.0227(9) Uani 1 1 d . . .
C31 C 0.2241(4) 0.2840(3) 0.46895(18) 0.0291(10) Uani 1 1 d . . .
H31A H 0.2440 0.3620 0.4751 0.035 Uiso 1 1 calc R . .
C32 C 0.1593(4) 0.2309(4) 0.50894(19) 0.0342(11) Uani 1 1 d . . .
H32A H 0.1372 0.2728 0.5421 0.041 Uiso 1 1 calc R . .
C33 C 0.1266(4) 0.1189(4) 0.50127(19) 0.0345(11) Uani 1 1 d . . .
H33A H 0.0816 0.0833 0.5285 0.041 Uiso 1 1 calc R . .
C34 C 0.1604(4) 0.0588(3) 0.45298(19) 0.0346(11) Uani 1 1 d . . .
H34A H 0.1388 -0.0188 0.4469 0.042 Uiso 1 1 calc R . .
C35 C 0.2263(4) 0.1125(3) 0.41327(19) 0.0305(11) Uani 1 1 d . . .
H35A H 0.2483 0.0698 0.3804 0.037 Uiso 1 1 calc R . .
C36 C 0.2611(3) 0.2257(3) 0.41977(17) 0.0218(9) Uani 1 1 d . . .
C41 C 0.4096(4) 0.3737(4) 0.1141(2) 0.0340(11) Uani 1 1 d . . .
C42 C 0.4780(4) 0.3613(4) 0.0644(2) 0.0525(14) Uani 1 1 d . . .
H42A H 0.4944 0.2809 0.0586 0.079 Uiso 1 1 calc R . .
H42A H 0.5556 0.4023 0.0756 0.079 Uiso 1 1 calc R . .
H42A H 0.4302 0.3924 0.0255 0.079 Uiso 1 1 calc R . .
C51 C 0.0996(4) 0.6240(4) 0.16624(19) 0.0329(11) Uani 1 1 d . . .
C52 C 0.0612(4) 0.7385(3) 0.14688(19) 0.0368(11) Uani 1 1 d . . .
H52A H 0.1318 0.7819 0.1395 0.055 Uiso 1 1 calc R . .
H52A H 0.0270 0.7752 0.1798 0.055 Uiso 1 1 calc R . .
H52A H -0.0010 0.7355 0.1083 0.055 Uiso 1 1 calc R . .
B1 B 0.3474(4) 0.2872(4) 0.3756(2) 0.0244(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'
B B 0.0013 0.0007 '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'
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
_geom_angle_publ_flag
N51 Cu1 N41 108.01(15) . . ?
N51 Cu1 S1 122.32(12) . . ?
N41 Cu1 S1 112.90(10) . . ?
N51 Cu1 S2 106.82(11) . . ?
N41 Cu1 S2 108.36(11) . . ?
S1 Cu1 S2 97.00(4) . . ?
C7 S1 C1 105.74(18) . . ?
C7 S1 Cu1 103.06(13) . . ?
C1 S1 Cu1 96.44(13) . . ?
C17 S2 C11 107.47(19) . . ?
C17 S2 Cu1 100.47(13) . . ?
C11 S2 Cu1 99.87(13) . . ?
C41 N41 Cu1 175.4(4) . . ?
C51 N51 Cu1 159.3(4) . . ?
B1 C1 S1 111.0(3) . . ?
C3 C2 C7 119.4(4) . . ?
C4 C3 C2 120.9(4) . . ?
C3 C4 C5 119.4(4) . . ?
C4 C5 C6 120.5(5) . . ?
C7 C6 C5 119.8(4) . . ?
C6 C7 C2 120.0(4) . . ?
C6 C7 S1 117.2(3) . . ?
C2 C7 S1 122.8(3) . . ?
B1 C11 S2 110.6(3) . . ?
C13 C12 C17 120.7(4) . . ?
C12 C13 C14 120.3(4) . . ?
C13 C14 C15 119.3(4) . . ?
C14 C15 C16 120.5(5) . . ?
C17 C16 C15 119.9(4) . . ?
C16 C17 C12 119.3(4) . . ?
C16 C17 S2 124.2(3) . . ?
C12 C17 S2 116.4(3) . . ?
C22 C21 C26 123.1(4) . . ?
C23 C22 C21 121.0(4) . . ?
C22 C23 C24 118.2(4) . . ?
C25 C24 C23 119.8(4) . . ?
C24 C25 C26 123.9(4) . . ?
C21 C26 C25 113.9(4) . . ?
C21 C26 B1 123.3(4) . . ?
C25 C26 B1 122.8(3) . . ?
C32 C31 C36 121.9(4) . . ?
C33 C32 C31 121.1(4) . . ?
C32 C33 C34 118.7(4) . . ?
C33 C34 C35 119.9(4) . . ?
C36 C35 C34 122.9(4) . . ?
C35 C36 C31 115.4(4) . . ?
C35 C36 B1 122.9(3) . . ?
C31 C36 B1 121.5(3) . . ?
N41 C41 C42 178.1(5) . . ?
N51 C51 C52 177.1(5) . . ?
C26 B1 C11 112.2(3) . . ?
C26 B1 C36 106.8(3) . . ?
C11 B1 C36 108.6(3) . . ?
C26 B1 C1 107.6(3) . . ?
C11 B1 C1 110.8(3) . . ?
C36 B1 C1 110.8(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N51 1.970(4) . ?
Cu1 N41 1.987(4) . ?
Cu1 S1 2.3112(12) . ?
Cu1 S2 2.3937(12) . ?
S1 C7 1.794(4) . ?
S1 C1 1.809(4) . ?
S2 C17 1.782(4) . ?
S2 C11 1.802(4) . ?
N41 C41 1.135(5) . ?
N51 C51 1.130(5) . ?
C1 B1 1.663(5) . ?
C2 C3 1.388(5) . ?
C2 C7 1.384(5) . ?
C3 C4 1.373(6) . ?
C4 C5 1.373(6) . ?
C5 C6 1.390(6) . ?
C6 C7 1.375(5) . ?
C11 B1 1.649(5) . ?
C12 C13 1.379(6) . ?
C12 C17 1.390(5) . ?
C13 C14 1.378(6) . ?
C14 C15 1.387(6) . ?
C15 C16 1.394(6) . ?
C16 C17 1.378(5) . ?
C21 C22 1.384(5) . ?
C21 C26 1.401(5) . ?
C22 C23 1.375(6) . ?
C23 C24 1.388(6) . ?
C24 C25 1.386(5) . ?
C25 C26 1.399(5) . ?
C26 B1 1.638(6) . ?
C31 C32 1.391(5) . ?
C31 C36 1.406(5) . ?
C32 C33 1.373(5) . ?
C33 C34 1.385(6) . ?
C34 C35 1.397(5) . ?
C35 C36 1.391(5) . ?
C36 B1 1.661(6) . ?
C41 C42 1.456(6) . ?
C51 C52 1.455(6) . ?
