#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:45:19 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179934 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/29/7022909.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_7022909
loop_
_publ_author_name
'Bai, Shi-Qiang'
'Jiang, Lu'
'Zuo, Jing-Lin'
'Hor, T. S. Andy'
_publ_section_title
;
 Hybrid NS ligands supported Cu(I)/(II) complexes for azide-alkyne
 cycloaddition reactions.
;
_journal_issue                   31
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11319
_journal_page_last               11326
_journal_paper_doi               10.1039/c3dt50247c
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C26 H26 Cl2 Cu N2 S2'
_chemical_formula_weight         565.05
_chemical_name_systematic
;
?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                69.5630(10)
_cell_angle_beta                 86.2650(10)
_cell_angle_gamma                70.4570(10)
_cell_formula_units_Z            2
_cell_length_a                   8.6863(4)
_cell_length_b                   12.0925(6)
_cell_length_c                   13.6748(6)
_cell_measurement_reflns_used    6985
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.49
_cell_measurement_theta_min      2.49
_cell_volume                     1266.26(10)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0292
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            16552
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.91
_exptl_absorpt_coefficient_mu    1.256
_exptl_absorpt_correction_T_max  0.8054
_exptl_absorpt_correction_T_min  0.5503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    1.482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.54
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.537
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         5816
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0322
_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)+(0.0390P)²+0.5277P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0812
_refine_ls_wR_factor_ref         0.0845
_reflns_number_gt                5197
_reflns_number_total             5816
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt50247c.txt
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measured' 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-1
_cod_database_code               7022909
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.0000 -0.5000 0.5000 0.02138(8) Uani 1 2 d S
Cu2 Cu -0.5000 0.5000 0.0000 0.02409(8) Uani 1 2 d S
Cl1 Cl 0.07912(5) -0.32161(4) 0.44784(3) 0.02960(10) Uani 1 1 d .
Cl2 Cl -0.41352(6) 0.67246(4) -0.06114(4) 0.03349(11) Uani 1 1 d .
S1 S -0.26703(5) -0.39832(4) 0.60322(3) 0.02765(10) Uani 1 1 d .
S2 S -0.21240(5) 0.35295(4) -0.08394(3) 0.02767(11) Uani 1 1 d .
N1 N -0.17492(17) -0.41136(13) 0.38311(11) 0.0235(3) Uani 1 1 d .
N2 N -0.32587(17) 0.42124(13) 0.11695(11) 0.0227(3) Uani 1 1 d .
C1 C -0.1298(2) -0.38098(17) 0.28403(13) 0.0293(4) Uani 1 1 d .
H1 H -0.0188 -0.4004 0.2723 0.035 Uiso 1 1 calc R
C2 C -0.2409(2) -0.32229(19) 0.19903(15) 0.0387(5) Uani 1 1 d .
H2 H -0.2054 -0.3031 0.1314 0.046 Uiso 1 1 calc R
C3 C -0.4059(3) -0.2924(2) 0.21612(16) 0.0414(5) Uani 1 1 d .
H3 H -0.4837 -0.2541 0.1603 0.050 Uiso 1 1 calc R
C4 C -0.4529(2) -0.32054(18) 0.31761(15) 0.0336(4) Uani 1 1 d .
H4 H -0.5635 -0.2990 0.3308 0.040 Uiso 1 1 calc R
C5 C -0.3354(2) -0.38098(16) 0.40010(14) 0.0247(3) Uani 1 1 d .
C6 C -0.3870(2) -0.41616(17) 0.51070(14) 0.0274(4) Uani 1 1 d .
H6A H -0.3824 -0.5028 0.5343 0.033 Uiso 1 1 calc R
H6B H -0.5002 -0.3653 0.5110 0.033 Uiso 1 1 calc R
C7 C -0.3152(2) -0.22968(17) 0.55204(16) 0.0343(4) Uani 1 1 d .
H7A H -0.2401 -0.2080 0.5855 0.041 Uiso 1 1 calc R
H7B H -0.2982 -0.2036 0.4777 0.041 Uiso 1 1 calc R
C8 C -0.4867(2) -0.15923(16) 0.56838(14) 0.0289(4) Uani 1 1 d .
C9 C -0.6082(2) -0.10727(18) 0.48839(16) 0.0365(4) Uani 1 1 d .
H9 H -0.5833 -0.1192 0.4248 0.044 Uiso 1 1 calc R
C10 C -0.7654(3) -0.0382(2) 0.5020(2) 0.0504(6) Uani 1 1 d .
H10 H -0.8458 -0.0044 0.4481 0.060 Uiso 1 1 calc R
C11 C -0.8027(3) -0.0195(2) 0.5954(2) 0.0583(7) Uani 1 1 d .
H11 H -0.9077 0.0289 0.6038 0.070 Uiso 1 1 calc R
C12 C -0.6858(3) -0.0719(2) 0.6762(2) 0.0546(6) Uani 1 1 d .
H12 H -0.7122 -0.0603 0.7398 0.065 Uiso 1 1 calc R
C13 C -0.5275(3) -0.14244(19) 0.66310(16) 0.0412(5) Uani 1 1 d .
H13 H -0.4487 -0.1785 0.7182 0.049 Uiso 1 1 calc R
C14 C -0.3760(2) 0.40848(17) 0.21375(13) 0.0273(4) Uani 1 1 d .
H14 H -0.4878 0.4327 0.2231 0.033 Uiso 1 1 calc R
C15 C -0.2686(2) 0.36078(18) 0.30034(14) 0.0320(4) Uani 1 1 d .
H15 H -0.3076 0.3540 0.3664 0.038 Uiso 1 1 calc R
C16 C -0.1033(2) 0.32354(19) 0.28704(15) 0.0362(4) Uani 1 1 d .
H16 H -0.0284 0.2915 0.3439 0.043 Uiso 1 1 calc R
C17 C -0.0503(2) 0.33465(18) 0.18752(16) 0.0331(4) Uani 1 1 d .
H17 H 0.0610 0.3088 0.1771 0.040 Uiso 1 1 calc R
C18 C -0.1634(2) 0.38431(16) 0.10361(14) 0.0250(3) Uani 1 1 d .
C19 C -0.1062(2) 0.40070(19) -0.00521(15) 0.0311(4) Uani 1 1 d .
H19A H 0.0095 0.3530 -0.0002 0.037 Uiso 1 1 calc R
H19B H -0.1185 0.4882 -0.0409 0.037 Uiso 1 1 calc R
C20 C -0.1610(2) 0.18819(17) -0.00370(14) 0.0310(4) Uani 1 1 d .
H20A H -0.0460 0.1545 0.0193 0.037 Uiso 1 1 calc R
H20B H -0.2243 0.1804 0.0579 0.037 Uiso 1 1 calc R
C21 C -0.1948(2) 0.11332(16) -0.06260(14) 0.0269(4) Uani 1 1 d .
C22 C -0.2761(2) 0.02858(18) -0.01589(16) 0.0352(4) Uani 1 1 d .
H22 H -0.3110 0.0195 0.0514 0.042 Uiso 1 1 calc R
C23 C -0.3060(2) -0.04230(19) -0.06778(19) 0.0436(5) Uani 1 1 d .
H23 H -0.3598 -0.0992 -0.0352 0.052 Uiso 1 1 calc R
C24 C -0.2561(3) -0.0288(2) -0.16802(19) 0.0457(5) Uani 1 1 d .
H24 H -0.2771 -0.0758 -0.2035 0.055 Uiso 1 1 calc R
C25 C -0.1751(3) 0.0547(2) -0.21497(17) 0.0425(5) Uani 1 1 d .
H25 H -0.1410 0.0639 -0.2824 0.051 Uiso 1 1 calc R
C26 C -0.1437(2) 0.12524(18) -0.16281(15) 0.0336(4) Uani 1 1 d .
H26 H -0.0880 0.1809 -0.1952 0.040 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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
N1 Cu1 N1 180.0 2_546 .
N1 Cu1 Cl1 91.05(4) 2_546 .
N1 Cu1 Cl1 88.95(4) . .
N1 Cu1 Cl1 88.95(4) 2_546 2_546
N1 Cu1 Cl1 91.05(4) . 2_546
Cl1 Cu1 Cl1 180.0 . 2_546
N1 Cu1 S1 101.05(4) 2_546 .
N1 Cu1 S1 78.95(4) . .
Cl1 Cu1 S1 93.615(14) . .
Cl1 Cu1 S1 86.386(14) 2_546 .
N1 Cu1 S1 78.95(4) 2_546 2_546
N1 Cu1 S1 101.05(4) . 2_546
Cl1 Cu1 S1 86.385(15) . 2_546
Cl1 Cu1 S1 93.615(14) 2_546 2_546
S1 Cu1 S1 180.0 . 2_546
N2 Cu2 N2 179.999(1) 2_465 .
N2 Cu2 Cl2 90.83(4) 2_465 .
N2 Cu2 Cl2 89.17(4) . .
N2 Cu2 Cl2 89.17(4) 2_465 2_465
N2 Cu2 Cl2 90.83(4) . 2_465
Cl2 Cu2 Cl2 180.0 . 2_465
C6 S1 C7 99.96(9) . .
C6 S1 Cu1 84.87(6) . .
C7 S1 Cu1 107.34(6) . .
C19 S2 C20 99.03(9) . .
C1 N1 C5 118.61(14) . .
C1 N1 Cu1 118.74(11) . .
C5 N1 Cu1 122.64(11) . .
C14 N2 C18 118.54(15) . .
C14 N2 Cu2 117.07(11) . .
C18 N2 Cu2 124.36(11) . .
N1 C1 C2 122.80(17) . .
C1 C2 C3 118.78(18) . .
C4 C3 C2 118.63(17) . .
C3 C4 C5 119.99(17) . .
N1 C5 C4 121.16(16) . .
N1 C5 C6 118.96(15) . .
C4 C5 C6 119.87(16) . .
C5 C6 S1 115.50(12) . .
C8 C7 S1 113.47(13) . .
C13 C8 C9 118.50(18) . .
C13 C8 C7 120.70(18) . .
C9 C8 C7 120.79(17) . .
C10 C9 C8 120.9(2) . .
C11 C10 C9 119.9(2) . .
C12 C11 C10 120.3(2) . .
C11 C12 C13 120.0(2) . .
C8 C13 C12 120.4(2) . .
N2 C14 C15 122.80(16) . .
C16 C15 C14 118.83(17) . .
C15 C16 C17 118.78(17) . .
C18 C17 C16 119.84(17) . .
N2 C18 C17 121.20(16) . .
N2 C18 C19 118.82(15) . .
C17 C18 C19 119.97(16) . .
C18 C19 S2 115.09(12) . .
C21 C20 S2 111.78(12) . .
C26 C21 C22 118.54(17) . .
C26 C21 C20 121.43(17) . .
C22 C21 C20 120.02(17) . .
C23 C22 C21 120.94(19) . .
C22 C23 C24 120.1(2) . .
C25 C24 C23 119.42(19) . .
C24 C25 C26 120.6(2) . .
C25 C26 C21 120.35(19) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.0107(14) 2_546
Cu1 N1 2.0107(14) .
Cu1 Cl1 2.3426(4) .
Cu1 Cl1 2.3427(4) 2_546
Cu1 S1 2.7860(4) .
Cu1 S1 2.7860(4) 2_546
Cu2 N2 2.0100(14) 2_465
Cu2 N2 2.0100(14) .
Cu2 Cl2 2.3154(4) .
Cu2 Cl2 2.3154(4) 2_465
S1 C6 1.8017(18) .
S1 C7 1.8150(19) .
S2 C19 1.8064(18) .
S2 C20 1.8206(18) .
N1 C1 1.343(2) .
N1 C5 1.345(2) .
N2 C14 1.339(2) .
N2 C18 1.351(2) .
C1 C2 1.378(3) .
C2 C3 1.382(3) .
C3 C4 1.378(3) .
C4 C5 1.387(2) .
C5 C6 1.503(2) .
C7 C8 1.495(2) .
C8 C13 1.386(3) .
C8 C9 1.390(3) .
C9 C10 1.382(3) .
C10 C11 1.373(4) .
C11 C12 1.372(4) .
C12 C13 1.394(3) .
C14 C15 1.383(2) .
C15 C16 1.375(3) .
C16 C17 1.383(3) .
C17 C18 1.383(2) .
C18 C19 1.505(2) .
C20 C21 1.508(2) .
C21 C26 1.386(3) .
C21 C22 1.388(3) .
C22 C23 1.379(3) .
C23 C24 1.381(3) .
C24 C25 1.376(3) .
C25 C26 1.384(3) .
