#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:39:18 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179982 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/76/7027683.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# 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_7027683
loop_
_publ_author_name
'Boyle, Philip D.'
'Godfrey, Stephen M.'
'Pritchard, Robin G.'
_publ_section_title
;
 The reaction of N-methylbenzothiazole-2-selone and 1,1-dimethylselenourea
 with sulfuryl chloride and dichlorine †
;
_journal_issue                   23
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              4245
_journal_paper_doi               10.1039/a905552e
_journal_year                    1999
_chemical_formula_sum            'C8 H7 Cl2 N O2 S2'
_chemical_formula_weight         284.17
_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                 95.20(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.516(2)
_cell_length_b                   7.649(2)
_cell_length_c                   18.973(3)
_cell_measurement_temperature    203(2)
_cell_volume                     1086.3(4)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      203(2)
_diffrn_measured_fraction_theta_full 0.914
_diffrn_measured_fraction_theta_max 0.914
_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  0.0271
_diffrn_reflns_av_sigmaI/netI    0.0333
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            2033
_diffrn_reflns_theta_full        24.97
_diffrn_reflns_theta_max         24.97
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    0.958
_exptl_absorpt_correction_T_max  0.8315
_exptl_absorpt_correction_T_min  0.8315
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.524
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.126
_refine_ls_extinction_coef       0.0027(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.218
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     165
_refine_ls_number_reflns         1878
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.218
_refine_ls_R_factor_all          0.0893
_refine_ls_R_factor_gt           0.0689
_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)+(0.0050P)²+12.3719P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1480
_refine_ls_wR_factor_ref         0.1582
_reflns_number_gt                1515
_reflns_number_total             1878
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            905552esup1.cif
_cod_data_source_block           p
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0050P)^2^+12.3719P] where P=(Fo^2^+2Fc^2^)/3'
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^2^)+(0.0050P)^2^+12.3719P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7027683
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.4695(2) 0.9240(2) 0.38031(9) 0.0287(5) Uani 1 d A 1
Cl2 Cl 0.2174(3) 1.2318(3) 0.33688(10) 0.0326(5) Uani 1 d B 1
N1 N 0.6034(8) 0.6054(7) 0.3811(3) 0.0236(13) Uani 1 d A 1
C2 C 0.5773(9) 0.7496(9) 0.4158(4) 0.0230(15) Uani 1 d A 1
S3 S 0.6577(2) 0.7483(2) 0.50236(9) 0.0248(5) Uani 1 d A 1
C4 C 0.7311(9) 0.5349(10) 0.4923(4) 0.0259(16) Uani 1 d A 1
C5 C 0.8153(10) 0.4275(11) 0.5432(4) 0.0275(17) Uani 1 d A 1
C6 C 0.8630(10) 0.2635(10) 0.5208(4) 0.0288(17) Uani 1 d A 1
C7 C 0.8328(11) 0.2087(10) 0.4531(4) 0.0313(18) Uani 1 d A 1
C8 C 0.7466(10) 0.3157(10) 0.4017(4) 0.0279(17) Uani 1 d A 1
C9 C 0.6960(9) 0.4782(9) 0.4240(4) 0.0242(16) Uani 1 d A 1
C10 C 0.5408(13) 0.5753(12) 0.3067(4) 0.0337(19) Uani 1 d A 1
H5 H 0.829(11) 0.458(12) 0.581(5) 0.04(3) Uiso 1 d C 1
H6 H 0.915(9) 0.199(10) 0.551(4) 0.015(19) Uiso 1 d D 1
H7 H 0.855(8) 0.097(9) 0.441(3) 0.007(15) Uiso 1 d E 1
H8 H 0.716(10) 0.270(11) 0.356(4) 0.04(2) Uiso 1 d F 1
H10A H 0.447(16) 0.686(17) 0.289(6) 0.10(4) Uiso 1 d G 1
H10B H 0.634(10) 0.577(11) 0.283(4) 0.03(2) Uiso 1 d H 1
H10C H 0.480(14) 0.482(15) 0.301(6) 0.07(4) Uiso 1 d I 1
S1 S 0.0095(3) 1.4051(3) 0.22653(10) 0.0310(5) Uani 1 d J 2
O1 O 0.1276(9) 1.3867(11) 0.1727(3) 0.062(2) Uani 1 d J 2
O2 O -0.1393(8) 1.2922(8) 0.2225(4) 0.0524(18) Uani 1 d J 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0328(10) 0.0219(9) 0.0304(9) 0.0038(8) -0.0021(7) 0.0027(8)
Cl2 0.0393(10) 0.0317(10) 0.0258(9) -0.0027(8) -0.0027(8) 0.0069(9)
N1 0.030(3) 0.018(3) 0.023(3) -0.003(3) 0.001(3) -0.004(3)
C2 0.021(3) 0.019(4) 0.029(4) 0.002(3) 0.002(3) -0.007(3)
S3 0.0305(10) 0.0198(9) 0.0238(9) -0.0029(7) -0.0001(7) 0.0026(8)
C4 0.026(4) 0.023(4) 0.029(4) -0.008(3) 0.008(3) 0.001(3)
C5 0.023(4) 0.036(5) 0.023(4) 0.001(4) 0.000(3) 0.006(3)
C6 0.030(4) 0.020(4) 0.036(4) 0.007(4) 0.001(3) 0.004(3)
C7 0.034(4) 0.021(4) 0.042(5) 0.000(3) 0.015(4) 0.000(3)
C8 0.028(4) 0.026(4) 0.030(4) -0.006(3) 0.006(3) -0.003(3)
C9 0.026(4) 0.024(4) 0.022(4) 0.004(3) -0.001(3) -0.001(3)
C10 0.049(5) 0.032(5) 0.020(4) -0.009(4) 0.004(4) -0.008(4)
S1 0.0332(10) 0.0305(11) 0.0290(10) 0.0030(8) 0.0011(8) 0.0026(9)
O1 0.060(4) 0.088(6) 0.040(4) 0.024(4) 0.017(3) 0.023(4)
O2 0.041(4) 0.042(4) 0.069(4) 0.017(3) -0.019(3) -0.007(3)
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'
O O 0.0106 0.0060 '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
C2 N1 C9 112.3(6)
C2 N1 C10 124.6(7)
C9 N1 C10 123.1(6)
N1 C2 Cl1 124.0(5)
N1 C2 S3 115.2(5)
Cl1 C2 S3 120.8(4)
C2 S3 C4 89.3(4)
C9 C4 C5 120.8(7)
C9 C4 S3 111.4(6)
C5 C4 S3 127.9(6)
C4 C5 C6 116.2(7)
C7 C6 C5 123.3(8)
C6 C7 C8 120.9(7)
C9 C8 C7 116.1(7)
C4 C9 C8 122.8(7)
C4 C9 N1 111.8(6)
C8 C9 N1 125.4(7)
O2 S1 O1 116.4(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C2 1.670(7)
N1 C2 1.309(9)
N1 C9 1.411(9)
N1 C10 1.464(9)
C2 S3 1.697(7)
S3 C4 1.739(7)
C4 C9 1.370(10)
C4 C5 1.377(11)
C5 C6 1.382(11)
C6 C7 1.351(11)
C7 C8 1.388(11)
C8 C9 1.378(10)
S1 O2 1.410(6)
S1 O1 1.420(6)
