#------------------------------------------------------------------------------
#$Date: 2017-08-07 04:53:34 +0300 (Mon, 07 Aug 2017) $
#$Revision: 199607 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/58/2005899.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# 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_2005899
loop_
_publ_author_name
'Shibahara, T.'
'Kobayashi, S.'
'Long, D.'
'Xin, X.'
_publ_contact_author
;
    Professor Takashi Shibahara
    Department of Chemistry
    Okayama University of Science
    1-1 Ridai-cho, Okayama 700
    Japan
;
_publ_section_title
;Bis{μ-chloro-[2(3H)-benzothiazolethione](triphenylphosphine)copper(I)}
 Dihydrate
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              58
_journal_page_last               60
_journal_paper_doi               10.1107/S0108270196011961
_journal_volume                  53
_journal_year                    1997
_chemical_formula_moiety         '[Cu2 Cl2 (C7 H5 N S2)2 (C18 H15 P)2], 2H2 O'
_chemical_formula_sum            'C50 H44 Cl2 Cu2 N2 O2 P2 S4'
_chemical_formula_weight         1093.10
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_cell_angle_alpha                90
_cell_angle_beta                 98.60(1)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.133(3)
_cell_length_b                   13.714(1)
_cell_length_c                   10.776(1)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    292.7
_cell_measurement_theta_max      32.4
_cell_measurement_theta_min      31.1
_cell_volume                     2503.5(5)
_computing_cell_refinement       'Rigaku/AFC Diffractometer Control Software'
_computing_data_collection       'Rigaku/AFC Diffractometer Control Software'
_computing_data_reduction
'TEXSAN (Molecular Structure Corporation, 1995)'
_computing_publication_material  TEXSAN
_computing_structure_refinement  TEXSAN
_computing_structure_solution    'SHELXS86 (Sheldrick, 1985)'
_diffrn_ambient_temperature      292.7
_diffrn_measurement_device       'Rigaku AFC7R'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Rigaku rotating anode'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.035
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            3448
_diffrn_reflns_reduction_process 'Lp corrections applied'
_diffrn_reflns_theta_max         60.10
_diffrn_reflns_theta_min         2.61
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    4.516
_exptl_absorpt_correction_T_max  0.215
_exptl_absorpt_correction_T_min  0.067
_exptl_absorpt_correction_type   '\y scans (North, Phillips & Mathews, 1968)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.450
_exptl_crystal_density_meas      ?
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1120.00
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.34
_refine_diff_density_max         1.40
_refine_diff_density_min         -0.35
_refine_ls_extinction_coef       0.003(5)
_refine_ls_extinction_method
'Zachariasen (1967) type 2 Gaussian isotropic'
_refine_ls_goodness_of_fit_obs   1.658
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_constraints    0
_refine_ls_number_parameters     290
_refine_ls_number_reflns         2415
_refine_ls_number_restraints     0
_refine_ls_R_factor_obs          0.0650
_refine_ls_shift/esd_max         0.0170
_refine_ls_shift/esd_mean        0.0040
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w = 1/[σ²(Fo) + 0.00160|Fo|²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0859
_reflns_number_observed          2415
_reflns_number_total             3272
_reflns_observed_criterion       >1.5sigma(I)
_cod_data_source_file            ta1094.cif
_cod_data_source_block           default
_cod_depositor_comments
;
 Marking attached hydrogen atoms.

 Antanas Vaitkus,
 2017-08-07

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 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'w = 1/[\s^2^(Fo) +
0.00160|Fo|^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w = 1/[\s^2^(Fo) + 0.00160|Fo|^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 

2017-05-30
Formula rewritten to be consistent with Z value
                 miguel
;
_cod_original_cell_volume        2503.6(5)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_original_formula_sum        'C25 H22 Cl Cu N O P S2 '
_cod_database_code               2005899
loop_
_symmetry_equiv_pos_as_xyz
'   +x,   +y,   +z'
1/2-x,1/2+y,1/2-z
'   -x,   -y,   -z'
1/2+x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_occupancy
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_attached_hydrogens
Cu1 1.00 0.44377(7) -0.09048(7) 0.0484(1) 0.0570(4) Uani d 0
Cl1 1.00 0.5684(1) -0.0037(1) 0.1408(2) 0.0503(5) Uani d 0
S1 1.00 0.3455(2) -0.0541(2) 0.1655(2) 0.0719(8) Uani d 0
S2 1.00 0.2082(2) 0.0799(2) 0.1624(2) 0.0761(8) Uani d 0
P1 1.00 0.4699(1) -0.2493(1) 0.0329(2) 0.0436(5) Uani d 0
O1 1.00 0.0423(4) -0.4201(4) -0.0342(6) 0.093(2) Uani d 2
N1 1.00 0.2994(4) 0.0893(4) -0.0003(6) 0.055(2) Uani d 0
C11 1.00 0.3845(5) -0.3233(4) -0.0324(6) 0.047(2) Uani d 0
C12 1.00 0.3149(6) -0.3110(6) 0.0219(8) 0.067(3) Uani d 0
C13 1.00 0.2502(5) -0.3698(7) -0.0160(10) 0.076(3) Uani d 0
C14 1.00 0.2522(6) -0.4381(6) -0.1094(10) 0.073(3) Uani d 0
C15 1.00 0.3182(7) -0.4484(6) -0.1628(8) 0.071(3) Uani d 0
C16 1.00 0.3865(5) -0.3922(5) -0.1250(7) 0.058(3) Uani d 0
C21 1.00 0.5437(4) -0.2786(4) -0.0669(6) 0.047(2) Uani d 0
C22 1.00 0.5470(5) -0.2224(6) -0.1726(7) 0.067(3) Uani d 0
C23 1.00 0.6019(7) -0.2425(7) -0.2516(8) 0.087(4) Uani d 0
C24 1.00 0.6544(6) -0.3181(6) -0.2252(8) 0.069(3) Uani d 0
C25 1.00 0.6528(6) -0.3717(6) -0.1229(8) 0.067(3) Uani d 0
C26 1.00 0.5987(5) -0.3548(5) -0.0412(7) 0.055(3) Uani d 0
C31 1.00 0.5055(5) -0.3132(4) 0.1791(6) 0.045(2) Uani d 0
C32 1.00 0.4786(5) -0.4067(5) 0.2064(7) 0.057(2) Uani d 0
C33 1.00 0.5095(6) -0.4524(6) 0.3184(8) 0.067(3) Uani d 0
C34 1.00 0.5658(6) -0.4071(7) 0.4023(8) 0.079(3) Uani d 0
C35 1.00 0.5925(7) -0.3146(7) 0.3768(8) 0.088(4) Uani d 0
C36 1.00 0.5611(6) -0.2680(6) 0.2667(7) 0.068(3) Uani d 0
C41 1.00 0.1898(6) 0.1689(6) 0.0460(9) 0.069(3) Uani d 0
C42 1.00 0.1291(6) 0.2382(8) 0.031(1) 0.100(4) Uani d 0
C43 1.00 0.1279(8) 0.3010(8) -0.073(1) 0.106(5) Uani d 0
C44 1.00 0.1843(7) 0.2957(7) -0.1538(10) 0.086(4) Uani d 0
C45 1.00 0.2444(5) 0.2277(5) -0.1344(8) 0.068(3) Uani d 0
C46 1.00 0.2456(5) 0.1649(5) -0.0353(8) 0.058(3) Uani d 0
C47 1.00 0.2895(5) 0.0379(5) 0.0993(7) 0.056(3) Uani d 0
H1 1.00 0.3349 0.0686 -0.0608 0.0887 Uiso calc 0
H12 1.00 0.3127 -0.2477 0.0856 0.0887 Uiso calc 0
H13 1.00 0.1904 -0.3624 0.0309 0.0887 Uiso calc 0
H14 1.00 0.1997 -0.4708 -0.1388 0.0887 Uiso calc 0
H15 1.00 0.3207 -0.5106 -0.2271 0.0887 Uiso calc 0
H16 1.00 0.4463 -0.3970 -0.1827 0.0887 Uiso calc 0
H22 1.00 0.5126 -0.1661 -0.1870 0.0887 Uiso calc 0
H23 1.00 0.5918 -0.2028 -0.3339 0.0887 Uiso calc 0
H24 1.00 0.7021 -0.3331 -0.2940 0.0887 Uiso calc 0
H25 1.00 0.6856 -0.4294 -0.1052 0.0887 Uiso calc 0
H26 1.00 0.5918 -0.4076 0.0285 0.0887 Uiso calc 0
H32 1.00 0.4449 -0.4365 0.1243 0.0887 Uiso calc 0
H33 1.00 0.4861 -0.5249 0.3378 0.0887 Uiso calc 0
H34 1.00 0.5915 -0.4458 0.4814 0.0887 Uiso calc 0
H35 1.00 0.6295 -0.2790 0.4519 0.0887 Uiso calc 0
H36 1.00 0.5885 -0.1986 0.2521 0.0887 Uiso calc 0
H42 1.00 0.0730 0.2411 0.0807 0.0887 Uiso calc 0
H43 1.00 0.0846 0.3649 -0.0896 0.0887 Uiso calc 0
H44 1.00 0.1818 0.3480 -0.2400 0.0887 Uiso calc 0
H45 1.00 0.2942 0.2141 -0.1926 0.0887 Uiso calc 0
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cu -1.965 0.589
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
S 0.333 0.557
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
P 0.295 0.434
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
O 0.049 0.032
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
N 0.031 0.018
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
C 0.018 0.009
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
H 0.000 0.000
;International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.2)
;
Cl 0.364 0.702
;International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.1)
;
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
1 1 0
-1 -8 4
0 8 5
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
Cu1 Cu1 Cl1 3_655 1_555 1_555 44.75(5) no
Cu1 Cu1 Cl1 3_655 1_555 3_655 47.68 no
Cu1 Cu1 S1 3_655 1_555 1_555 120.2 no
Cu1 Cu1 P1 3_655 1_555 1_555 123.9 no
Cl1 Cu1 Cl1 1_555 1_555 3_655 92.43(7) yes
Cl1 Cu1 S1 1_555 1_555 1_555 109.11(9) yes
Cl1 Cu1 P1 1_555 1_555 1_555 108.83(8) yes
Cl1 Cu1 S1 3_655 1_555 1_555 111.80(8) yes
Cl1 Cu1 P1 3_655 1_555 1_555 117.02(7) yes
S1 Cu1 P1 1_555 1_555 1_555 115.04(8) yes
Cu1 Cl1 Cu1 1_555 1_555 3_655 87.57(7) yes
Cu1 Cl1 H1 3_655 1_555 3_655 81.84 yes
Cu1 S1 C47 1_555 1_555 1_555 110.4(3) yes
C41 S2 C47 1_555 1_555 1_555 91.1(4) no
CU1 P1 C11 1_555 1_555 1_555 114.3(2) no
CU1 P1 C21 1_555 1_555 1_555 115.1(2) no
CU1 P1 C31 1_555 1_555 1_555 116.6(2) no
C11 P1 C21 1_555 1_555 1_555 103.7(3) no
C11 P1 C31 1_555 1_555 1_555 102.1(3) no
C21 P1 C31 1_555 1_555 1_555 103.4(3) no
C46 N1 C47 1_555 1_555 1_555 117.1(7) no
C46 N1 H1 1_555 1_555 1_555 118.4(6) no
C47 N1 H1 1_555 1_555 1_555 123.2(6) no
P1 C11 C12 1_555 1_555 1_555 116.7(6) no
P1 C11 C16 1_555 1_555 1_555 123.6(7) no
C12 C11 C16 1_555 1_555 1_555 119.6(7) no
C11 C12 C13 1_555 1_555 1_555 119.8(8) no
C11 C12 H12 1_555 1_555 1_555 117.2(8) no
C13 C12 H12 1_555 1_555 1_555 122.6(9) no
C12 C13 C14 1_555 1_555 1_555 120.3(9) no
C12 C13 H13 1_555 1_555 1_555 121.2(9) no
C14 C13 H13 1_555 1_555 1_555 118.4(9) no
C13 C14 C15 1_555 1_555 1_555 119.7(8) no
C13 C14 H14 1_555 1_555 1_555 114.0(10) no
C15 C14 H14 1_555 1_555 1_555 125.0(10) no
C14 C15 C16 1_555 1_555 1_555 122.1(8) no
C14 C15 H15 1_555 1_555 1_555 117.5(9) no
C16 C15 H15 1_555 1_555 1_555 119.0(10) no
C11 C16 C15 1_555 1_555 1_555 118.4(8) no
C11 C16 H16 1_555 1_555 1_555 119.7(7) no
C15 C16 H16 1_555 1_555 1_555 121.5(7) no
P1 C21 C22 1_555 1_555 1_555 118.7(6) no
P1 C21 C26 1_555 1_555 1_555 123.4(5) no
C22 C21 C26 1_555 1_555 1_555 118.0(7) no
C21 C22 C23 1_555 1_555 1_555 120.6(8) no
C21 C22 H22 1_555 1_555 1_555 118.5(8) no
C23 C22 H22 1_555 1_555 1_555 120.8(8) no
C22 C23 C24 1_555 1_555 1_555 120.4(8) no
C22 C23 H23 1_555 1_555 1_555 112.3(9) no
C24 C23 H23 1_555 1_555 1_555 126.6(9) no
C23 C24 C25 1_555 1_555 1_555 119.7(8) no
C23 C24 H24 1_555 1_555 1_555 119.1(8) no
C25 C24 H24 1_555 1_555 1_555 121.2(8) no
C24 C25 C26 1_555 1_555 1_555 122.1(8) no
C24 C25 H25 1_555 1_555 1_555 122.1(9) no
C26 C25 H25 1_555 1_555 1_555 115.5(8) no
C21 C26 C25 1_555 1_555 1_555 119.3(7) no
C21 C26 H26 1_555 1_555 1_555 120.2(7) no
C25 C26 H26 1_555 1_555 1_555 119.3(7) no
P1 C31 C32 1_555 1_555 1_555 122.6(5) no
P1 C31 C36 1_555 1_555 1_555 118.8(5) no
C32 C31 C36 1_555 1_555 1_555 118.6(6) no
C31 C32 C33 1_555 1_555 1_555 119.8(7) no
C31 C32 H32 1_555 1_555 1_555 109.3(6) no
C33 C32 H32 1_555 1_555 1_555 129.6(7) no
C32 C33 C34 1_555 1_555 1_555 120.5(7) no
C32 C33 H33 1_555 1_555 1_555 117.9(8) no
C34 C33 H33 1_555 1_555 1_555 121.6(8) no
C33 C34 C35 1_555 1_555 1_555 120.2(7) no
C33 C34 H34 1_555 1_555 1_555 118.6(9) no
C35 C34 H34 1_555 1_555 1_555 120.9(10) no
C34 C35 C36 1_555 1_555 1_555 119.6(8) no
C34 C35 H35 1_555 1_555 1_555 116.2(8) no
C36 C35 H35 1_555 1_555 1_555 123.3(9) no
C31 C36 C35 1_555 1_555 1_555 121.2(7) no
C31 C36 H36 1_555 1_555 1_555 124.3(7) no
C35 C36 H36 1_555 1_555 1_555 114.2(8) no
S2 C41 C42 1_555 1_555 1_555 127.4(9) no
S2 C41 C46 1_555 1_555 1_555 111.0(6) no
C42 C41 C46 1_555 1_555 1_555 121.6(9) no
C41 C42 C43 1_555 1_555 1_555 115.0(10) no
C41 C42 H42 1_555 1_555 1_555 128.0(10) no
C43 C42 H42 1_555 1_555 1_555 115.0(10) no
C42 C43 C44 1_555 1_555 1_555 122.4(10) no
C42 C43 H43 1_555 1_555 1_555 121.0(10) no
C44 C43 H43 1_555 1_555 1_555 115.0(10) no
C43 C44 C45 1_555 1_555 1_555 120.7(9) no
C43 C44 H44 1_555 1_555 1_555 121.0(10) no
C45 C44 H44 1_555 1_555 1_555 118.0(10) no
C44 C45 C46 1_555 1_555 1_555 117.8(9) no
C44 C45 H45 1_555 1_555 1_555 128.7(9) no
C46 C45 H45 1_555 1_555 1_555 113.5(7) no
N1 C46 C41 1_555 1_555 1_555 110.3(7) no
N1 C46 C45 1_555 1_555 1_555 127.4(8) no
C41 C46 C45 1_555 1_555 1_555 122.3(8) no
S1 C47 S2 1_555 1_555 1_555 121.6(5) no
S1 C47 N1 1_555 1_555 1_555 127.9(6) no
S2 C47 N1 1_555 1_555 1_555 110.5(6) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 Cu1 1_555 3_655 3.400(2) yes
Cu1 Cl1 1_555 1_555 2.516(2) yes
Cu1 Cl1 1_555 3_655 2.396(2) yes
Cu1 S1 1_555 1_555 2.304(3) yes
Cu1 P1 1_555 1_555 2.235(2) yes
Cl1 N1 1_555 3_655 3.134(6) yes
Cl1 H1 1_555 3_655 2.169 yes
S1 C47 1_555 1_555 1.678(8) yes
S2 C41 1_555 1_555 1.745(9) yes
S2 C47 1_555 1_555 1.738(8) yes
P1 C11 1_555 1_555 1.832(8) yes
P1 C21 1_555 1_555 1.823(7) yes
P1 C31 1_555 1_555 1.826(6) yes
N1 C46 1_555 1_555 1.402(9) yes
N1 C47 1_555 1_555 1.316(9) yes
N1 H1 1_555 1_555 0.997 yes
C11 C12 1_555 1_555 1.420(10) no
C11 C16 1_555 1_555 1.378(10) no
C12 C13 1_555 1_555 1.380(10) no
C12 H12 1_555 1_555 1.110 no
C13 C14 1_555 1_555 1.380(10) no
C13 H13 1_555 1_555 1.212 no
C14 C15 1_555 1_555 1.350(10) no
C14 H14 1_555 1_555 1.013 no
C15 C16 1_555 1_555 1.410(10) no
C15 H15 1_555 1_555 1.103 no
C16 H16 1_555 1_555 1.277 no
C21 C22 1_555 1_555 1.380(10) no
C21 C26 1_555 1_555 1.407(10) no
C22 C23 1_555 1_555 1.390(10) no
C22 H22 1_555 1_555 0.969 no
C23 C24 1_555 1_555 1.370(10) no
C23 H23 1_555 1_555 1.032 no
C24 C25 1_555 1_555 1.330(10) no
C24 H24 1_555 1_555 1.200 no
C25 C26 1_555 1_555 1.390(10) no
C25 H25 1_555 1_555 0.973 no
C26 H26 1_555 1_555 1.062 no
C31 C32 1_555 1_555 1.409(9) no
C31 C36 1_555 1_555 1.380(10) no
C32 C33 1_555 1_555 1.390(10) no
C32 H32 1_555 1_555 1.063 no
C33 C34 1_555 1_555 1.370(10) no
C33 H33 1_555 1_555 1.104 no
C34 C35 1_555 1_555 1.390(10) no
C34 H34 1_555 1_555 1.044 no
C35 C36 1_555 1_555 1.380(10) no
C35 H35 1_555 1_555 1.069 no
C36 H36 1_555 1_555 1.083 no
C41 C42 1_555 1_555 1.400(10) no
C41 C46 1_555 1_555 1.390(10) no
C42 C43 1_555 1_555 1.41(2) no
C42 H42 1_555 1_555 1.167 no
C43 C44 1_555 1_555 1.40(2) no
C43 H43 1_555 1_555 1.146 no
C44 C45 1_555 1_555 1.380(10) no
C44 H44 1_555 1_555 1.169 no
C45 C46 1_555 1_555 1.370(10) no
C45 H45 1_555 1_555 1.147 no
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
CU1 CL1 2.516(2) 1_555 1_555
