#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/17/2011753.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_2011753
loop_
_publ_author_name
'Richardson, Chris'
'Steel, Peter J.'
_publ_section_title
;
 4,4'-Bis(2-pyridyl)-3,3'-bi-1,2,5-thiadiazole
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              197
_journal_page_last               198
_journal_paper_doi               10.1107/S0108270100017431
_journal_volume                  57
_journal_year                    2001
_chemical_formula_moiety         'C14 H8 N6 S2'
_chemical_formula_sum            'C14 H8 N6 S2'
_chemical_formula_weight         324.38
_chemical_name_systematic
;
4,4'-Di(2-pyridyl)-3,3'-bi-1,2,5-thiadiazole
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                84.427(9)
_cell_angle_beta                 85.113(9)
_cell_angle_gamma                79.425(9)
_cell_formula_units_Z            2
_cell_length_a                   6.330(5)
_cell_length_b                   9.007(7)
_cell_length_c                   12.250(10)
_cell_measurement_reflns_used    2500
_cell_measurement_temperature    163(2)
_cell_measurement_theta_max      26.3
_cell_measurement_theta_min      2.8
_cell_volume                     681.7(9)
_computing_cell_refinement       'SAINT  (Bruker, 1997)'
_computing_data_collection       'SMART  (Bruker, 1997)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    SHELXL97
_computing_publication_material  SHELXL97
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      163(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full .986
_diffrn_measured_fraction_theta_max .986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     .71073
_diffrn_reflns_av_R_equivalents  .0389
_diffrn_reflns_av_sigmaI/netI    .0496
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            8929
_diffrn_reflns_theta_full        26.45
_diffrn_reflns_theta_max         26.45
_diffrn_reflns_theta_min         2.31
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    .395
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  .827
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.580
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       fragment
_exptl_crystal_F_000             332
_exptl_crystal_size_max          .46
_exptl_crystal_size_mid          .34
_exptl_crystal_size_min          .10
_refine_diff_density_max         .307
_refine_diff_density_min         -.277
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   .997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         2772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      .997
_refine_ls_R_factor_all          .0566
_refine_ls_R_factor_gt           .0378
_refine_ls_shift/su_max          .001
_refine_ls_shift/su_mean         .000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0549P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .0988
_reflns_number_gt                2016
_reflns_number_total             2772
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            de1157.cif
_cod_data_source_block           I
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        681.6(9)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               2011753
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_type_symbol
S1 1.02092(10) 1.47534(6) .65833(4) .02750(17) Uani d . 1 . . S
N2 1.1480(3) 1.4958(2) .76517(14) .0262(4) Uani d . 1 . . N
C3 1.2951(4) 1.5803(2) .73078(16) .0221(5) Uani d . 1 . . C
C4 1.2979(3) 1.6236(2) .61533(16) .0215(5) Uani d . 1 . . C
N5 1.1510(3) 1.57081(19) .56533(14) .0250(4) Uani d . 1 . . N
S1' 1.71557(10) 1.59798(7) .93400(5) .03302(19) Uani d . 1 . . S
N2' 1.6058(3) 1.5220(2) .84172(14) .0277(5) Uani d . 1 . . N
C3' 1.4317(4) 1.6197(2) .81288(16) .0227(5) Uani d . 1 . . C
C4' 1.3944(4) 1.7562(2) .86977(17) .0240(5) Uani d . 1 . . C
N5' 1.5441(3) 1.7557(2) .94043(14) .0296(5) Uani d . 1 . . N
N1" 1.5872(3) 1.7645(2) .60468(14) .0268(4) Uani d . 1 . . N
C2" 1.4435(4) 1.7140(2) .54934(17) .0233(5) Uani d . 1 . . C
C3" 1.4289(4) 1.7409(2) .43606(17) .0290(5) Uani d . 1 . . C
H3" 1.3232 1.7044 .4006 .035 Uiso calc R 1 . . H
C4" 1.5715(4) 1.8219(3) .37657(19) .0350(6) Uani d . 1 . . C
H4" 1.5665 1.8418 .2992 .042 Uiso calc R 1 . . H
C5" 1.7224(4) 1.8737(3) .43202(19) .0328(6) Uani d . 1 . . C
H5" 1.8226 1.9297 .3932 .039 Uiso calc R 1 . . H
C6" 1.7244(4) 1.8425(2) .54456(19) .0313(6) Uani d . 1 . . C
H6" 1.8288 1.8782 .5816 .038 Uiso calc R 1 . . H
N1"' 1.0419(3) 1.8628(2) .80906(15) .0279(4) Uani d . 1 . . N
C2"' 1.2170(4) 1.8873(2) .85649(16) .0248(5) Uani d . 1 . . C
C3"' 1.2279(4) 2.0274(2) .89459(17) .0281(5) Uani d . 1 . . C
H3"' 1.3522 2.0413 .9279 .034 Uiso calc R 1 . . H
C4"' 1.0552(4) 2.1448(3) .88290(17) .0317(6) Uani d . 1 . . C
H4"' 1.0610 2.2411 .9069 .038 Uiso calc R 1 . . H
C5"' .8734(4) 2.1217(3) .83603(18) .0318(6) Uani d . 1 . . C
H5"' .7518 2.2003 .8282 .038 Uiso calc R 1 . . H
C6"' .8753(4) 1.9786(3) .80072(17) .0311(6) Uani d . 1 . . C
H6"' .7509 1.9621 .7688 .037 Uiso calc R 1 . . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S .1246 .1234 '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
N5 S1 N2 98.96(11)
C3 N2 S1 107.35(15)
N2 C3 C4 113.15(19)
N2 C3 C3' 118.53(18)
C4 C3 C3' 128.32(18)
N5 C4 C3 113.15(18)
N5 C4 C2" 119.22(19)
C3 C4 C2" 127.62(19)
C4 N5 S1 107.39(15)
N5' S1' N2' 98.92(11)
C3' N2' S1' 107.18(16)
N2' C3' C4' 113.6(2)
N2' C3' C3 119.54(19)
C4' C3' C3 126.8(2)
N5' C4' C3' 112.2(2)
N5' C4' C2"' 120.39(19)
C3' C4' C2"' 127.4(2)
C4' N5' S1' 108.04(15)
C6" N1" C2" 116.51(19)
N1" C2" C3" 123.70(19)
N1" C2" C4 116.31(19)
C3" C2" C4 120.0(2)
C4" C3" C2" 118.5(2)
C3" C4" C5" 118.7(2)
C6" C5" C4" 118.9(2)
N1" C6" C5" 123.7(2)
C6"' N1"' C2"' 117.3(2)
N1"' C2"' C3"' 122.2(2)
N1"' C2"' C4' 116.37(19)
C3"' C2"' C4' 121.4(2)
C4"' C3"' C2"' 119.0(2)
C3"' C4"' C5"' 119.8(2)
C4"' C5"' C6"' 117.6(2)
N1"' C6"' C5"' 124.2(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 N5 . 1.6202(19) ?
S1 N2 . 1.635(2) ?
N2 C3 . 1.325(3) ?
C3 C4 . 1.430(3) ?
C3 C3' . 1.488(3) ?
C4 N5 . 1.334(3) ?
C4 C2" . 1.479(3) ?
S1' N5' . 1.626(2) ?
S1' N2' . 1.639(2) ?
N2' C3' . 1.328(3) ?
C3' C4' . 1.444(3) ?
C4' N5' . 1.336(3) ?
C4' C2"' . 1.479(3) ?
N1" C6" . 1.343(3) ?
N1" C2" . 1.346(3) ?
C2" C3" . 1.393(3) ?
C3" C4" . 1.380(3) ?
C4" C5" . 1.388(3) ?
C5" C6" . 1.381(3) ?
N1"' C6"' . 1.343(3) ?
N1"' C2"' . 1.356(3) ?
C2"' C3"' . 1.402(3) ?
C3"' C4"' . 1.381(3) ?
C4"' C5"' . 1.386(3) ?
C5"' C6"' . 1.396(3) ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
N5 S1 N2 C3 .78(16)
S1 N2 C3 C4 -.7(2)
S1 N2 C3 C3' 178.60(16)
N2 C3 C4 N5 .3(3)
C3' C3 C4 N5 -178.9(2)
N2 C3 C4 C2" -178.5(2)
C3' C3 C4 C2" 2.3(4)
C3 C4 N5 S1 .3(2)
C2" C4 N5 S1 179.16(16)
N2 S1 N5 C4 -.62(16)
N5' S1' N2' C3' .49(15)
S1' N2' C3' C4' -.3(2)
S1' N2' C3' C3 -178.95(14)
N2 C3 C3' N2' 83.5(3)
C4 C3 C3' N2' -97.3(3)
N2 C3 C3' C4' -95.0(3)
C4 C3 C3' C4' 84.2(3)
N2' C3' C4' N5' -.1(2)
C3 C3' C4' N5' 178.45(18)
N2' C3' C4' C2"' 179.57(19)
C3 C3' C4' C2"' -1.9(3)
C3' C4' N5' S1' .4(2)
C2"' C4' N5' S1' -179.26(15)
N2' S1' N5' C4' -.54(15)
C6" N1" C2" C3" -1.2(3)
C6" N1" C2" C4 177.90(19)
N5 C4 C2" N1" 179.71(18)
C3 C4 C2" N1" -1.6(3)
N5 C4 C2" C3" -1.2(3)
C3 C4 C2" C3" 177.5(2)
N1" C2" C3" C4" 1.0(3)
C4 C2" C3" C4" -178.1(2)
C2" C3" C4" C5" -.3(3)
C3" C4" C5" C6" .0(3)
C2" N1" C6" C5" .8(3)
C4" C5" C6" N1" -.2(4)
C6"' N1"' C2"' C3"' -.7(3)
C6"' N1"' C2"' C4' 177.12(18)
N5' C4' C2"' N1"' -161.73(18)
C3' C4' C2"' N1"' 18.6(3)
N5' C4' C2"' C3"' 16.1(3)
C3' C4' C2"' C3"' -163.48(19)
N1"' C2"' C3"' C4"' -.4(3)
C4' C2"' C3"' C4"' -178.16(19)
C2"' C3"' C4"' C5"' 1.3(3)
C3"' C4"' C5"' C6"' -1.0(3)
C2"' N1"' C6"' C5"' 1.1(3)
C4"' C5"' C6"' N1"' -.2(3)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21107315
