#------------------------------------------------------------------------------
#$Date: 2017-10-13 02:08:28 +0200 (vie 13 de oct de 2017) $
#$Revision: 201955 $
#$URL: svn://www.crystallography.net/cod/cif/2/00/80/2008090.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_2008090
loop_
_publ_author_name
'Davidović, Naka'
'Matković-Čalogović, Dubravka'
'Popović, Zora'
'Fišer-Jakić, Lelja'
_publ_section_title
;
 2-(2-Pyrrolyl)-1,3-benzothiazole
;
_journal_issue                   1
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              119
_journal_page_last               120
_journal_paper_doi               10.1107/S0108270198011731
_journal_volume                  55
_journal_year                    1999
_chemical_formula_moiety         'C11 H8 N2 S'
_chemical_formula_sum            'C11 H8 N2 S'
_chemical_formula_weight         200.25
_chemical_name_systematic
;
2-(2-Pyrrolyl)-benzothiazole
;
_space_group_IT_number           96
_symmetry_cell_setting           tetragonal
_symmetry_space_group_name_Hall  'P 4nw 2abw'
_symmetry_space_group_name_H-M   'P 43 21 2'
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   8.0916(9)
_cell_length_b                   8.0916(9)
_cell_length_c                   30.078(4)
_cell_measurement_reflns_used    32
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.1
_cell_measurement_theta_min      7.8
_cell_volume                     1969.3(4)
_computing_cell_refinement       STADI4
_computing_data_collection       'STADI4 (Stoe & Cie, 1995)'
_computing_data_reduction        'XRED (Stoe & Cie, 1995)'
_computing_molecular_graphics
'PLATON97 (Spek, 1990), ORTEPII (Johnson, 1976)'
_computing_publication_material  'SHELXL97, PLATON97'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1990)'
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Philips PW1100 updated by Stoe'
_diffrn_measurement_method       ω-2θ
_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  0.0497
_diffrn_reflns_av_sigmaI/netI    0.1470
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            5310
_diffrn_reflns_theta_full        29.02
_diffrn_reflns_theta_max         28.99
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        3.5
_diffrn_standards_interval_time  120
_diffrn_standards_number         4
_exptl_absorpt_coefficient_mu    0.285
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            bronze
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_density_meas      1.3
_exptl_crystal_density_method    'flotation in benzene/CCl~4~'
_exptl_crystal_description       bipyramid
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.113
_refine_diff_density_max         0.131
_refine_diff_density_min         -0.152
_refine_ls_abs_structure_details 'Flack  (1983)'
_refine_ls_abs_structure_Flack   0.12(12)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.899
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     159
_refine_ls_number_reflns         2590
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.899
_refine_ls_R_factor_all          0.2326
_refine_ls_R_factor_gt           0.0552
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0247P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0865
_reflns_number_gt                1857
_reflns_number_total             2791
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ka1289.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0247P)^2^+0.0000P] 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^)+(0.0247P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               2008090
_cod_database_fobs_code          2008090
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -z+1/2'
'x+1/2, -y+1/2, -z+1/4'
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
S 0.72097(11) 0.15897(10) 0.89129(2) 0.0678(3) Uani d . 1 . . S
N1 0.6298(4) -0.0542(4) 1.01041(8) 0.0611(7) Uani d . 1 . . N
N2 0.8803(3) -0.0475(3) 0.94143(8) 0.0525(7) Uani d . 1 . . N
C1 0.6095(4) 0.0256(3) 0.97046(10) 0.0521(8) Uani d . 1 . . C
C2 0.4828(5) -0.0627(5) 1.03121(12) 0.0706(10) Uani d . 1 . . C
C3 0.3662(5) 0.0088(4) 1.00526(14) 0.0737(11) Uani d . 1 . . C
C4 0.4456(5) 0.0661(4) 0.96704(13) 0.0670(11) Uani d . 1 . . C
C5 0.7432(4) 0.0356(3) 0.93884(9) 0.0515(8) Uani d . 1 . . C
C6 0.9787(4) -0.0186(4) 0.90404(10) 0.0512(8) Uani d . 1 . . C
C7 1.1298(4) -0.0927(4) 0.89598(13) 0.0611(9) Uani d . 1 . . C
C8 1.2084(5) -0.0642(5) 0.85616(14) 0.0724(10) Uani d . 1 . . C
C9 1.1379(6) 0.0399(5) 0.82444(14) 0.0775(12) Uani d . 1 . . C
C10 0.9907(5) 0.1170(5) 0.83248(12) 0.0698(10) Uani d . 1 . . C
C11 0.9115(4) 0.0878(4) 0.87261(10) 0.0546(8) Uani d . 1 . . C
H1 0.731(3) -0.074(3) 1.0198(8) 0.049(10) Uiso d . 1 . . H
H2 0.465(4) -0.113(4) 1.0594(10) 0.099(13) Uiso d . 1 . . H
H3 0.246(4) 0.028(4) 1.0125(10) 0.098(12) Uiso d . 1 . . H
H4 0.401(4) 0.108(4) 0.9436(9) 0.075(12) Uiso d . 1 . . H
H7 1.170(3) -0.169(3) 0.9159(8) 0.060(10) Uiso d . 1 . . H
H8 1.307(3) -0.116(4) 0.8499(10) 0.080(11) Uiso d . 1 . . H
H9 1.179(4) 0.050(3) 0.7980(10) 0.075(12) Uiso d . 1 . . H
H10 0.938(4) 0.181(3) 0.8090(9) 0.085(12) Uiso d . 1 . . H
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
S 0.0809(7) 0.0579(5) 0.0644(5) 0.0138(5) -0.0119(5) 0.0130(5)
N1 0.058(2) 0.073(2) 0.0524(18) 0.0102(16) -0.0073(18) 0.0053(16)
N2 0.0575(17) 0.0518(16) 0.0484(15) 0.0064(15) -0.0089(15) 0.0033(13)
C1 0.061(2) 0.0476(19) 0.0481(18) 0.0018(19) -0.0115(19) 0.0007(17)
C2 0.071(3) 0.084(3) 0.057(2) 0.009(2) 0.004(3) 0.007(2)
C3 0.059(3) 0.079(3) 0.083(3) 0.006(2) -0.001(3) 0.001(2)
C4 0.061(3) 0.073(3) 0.067(2) 0.013(2) -0.015(2) 0.009(2)
C5 0.068(2) 0.0411(18) 0.0456(19) -0.0016(18) -0.018(2) -0.0022(16)
C6 0.058(2) 0.0423(18) 0.0530(19) -0.0052(17) -0.0109(19) 0.0005(18)
C7 0.061(2) 0.063(2) 0.060(2) 0.003(2) -0.010(2) 0.002(2)
C8 0.065(3) 0.075(3) 0.077(3) -0.006(2) 0.006(3) -0.007(2)
C9 0.088(3) 0.081(3) 0.064(3) -0.020(2) 0.009(3) 0.001(3)
C10 0.088(3) 0.057(2) 0.064(2) -0.012(2) -0.003(3) 0.008(2)
C11 0.063(2) 0.0457(19) 0.0549(18) -0.0077(16) -0.0096(19) 0.0039(17)
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'
S S 0.1246 0.1234 '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'
H H 0.0000 0.0000 '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_publ_flag
C11 S C5 89.09(16) yes
C2 N1 C1 109.0(3) yes
C2 N1 H1 131.6(16) no
C1 N1 H1 118.4(17) no
C5 N2 C6 110.6(3) yes
C4 C1 N1 107.1(3) yes
C4 C1 C5 131.5(3) yes
N1 C1 C5 120.9(3) yes
N1 C2 C3 109.0(3) yes
N1 C2 H2 125(2) no
C3 C2 H2 126(2) no
C2 C3 C4 107.2(4) yes
C2 C3 H3 127.8(17) no
C4 C3 H3 124.8(17) no
C1 C4 C3 107.7(4) yes
C1 C4 H4 124(2) no
C3 C4 H4 128(2) no
N2 C5 C1 124.9(3) yes
N2 C5 S 115.5(2) yes
C1 C5 S 119.5(2) yes
C7 C6 C11 119.7(3) yes
C7 C6 N2 124.9(3) yes
C11 C6 N2 115.3(3) yes
C8 C7 C6 119.2(4) yes
C8 C7 H7 121.1(16) no
C6 C7 H7 119.2(17) no
C7 C8 C9 120.5(4) yes
C7 C8 H8 120(2) no
C9 C8 H8 119(2) no
C10 C9 C8 120.8(4) yes
C10 C9 H9 117(2) no
C8 C9 H9 122(2) no
C9 C10 C11 118.6(4) yes
C9 C10 H10 119.6(18) no
C11 C10 H10 121.5(19) no
C10 C11 C6 121.1(3) yes
C10 C11 S 129.4(3) yes
C6 C11 S 109.4(3) yes
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
S C11 . 1.739(3) yes
S C5 . 1.754(3) yes
N1 C2 . 1.346(4) yes
N1 C1 . 1.374(3) yes
N1 H1 . 0.88(2) no
N2 C5 . 1.299(3) yes
N2 C6 . 1.398(3) yes
C1 C4 . 1.370(4) yes
C1 C5 . 1.443(4) yes
C2 C3 . 1.354(5) yes
C2 H2 . 0.95(3) no
C3 C4 . 1.396(5) yes
C3 H3 . 1.01(3) no
C4 H4 . 0.86(3) no
C6 C7 . 1.383(4) yes
C6 C11 . 1.390(4) yes
C7 C8 . 1.375(5) yes
C7 H7 . 0.92(2) no
C8 C9 . 1.395(5) yes
C8 H8 . 0.92(3) no
C9 C10 . 1.366(5) yes
C9 H9 . 0.86(3) no
C10 C11 . 1.387(4) yes
C10 H10 . 0.97(3) no
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1 N2 6_647 0.88(2) 2.169(7) 3.032(9) 166.0(7)
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
_geom_torsion_publ_flag
C2 N1 C1 C4 -0.1(4) no
C2 N1 C1 C5 -172.8(3) no
C1 N1 C2 C3 0.6(4) no
N1 C2 C3 C4 -0.9(4) no
N1 C1 C4 C3 -0.5(4) no
C5 C1 C4 C3 171.2(3) no
C2 C3 C4 C1 0.8(4) no
C6 N2 C5 C1 175.8(2) no
C6 N2 C5 S -0.8(3) no
C4 C1 C5 N2 -159.6(3) yes
N1 C1 C5 N2 11.1(4) yes
C4 C1 C5 S 16.9(5) yes
N1 C1 C5 S -172.4(2) yes
C11 S C5 N2 1.6(2) no
C11 S C5 C1 -175.2(2) no
C5 N2 C6 C7 -177.7(3) no
C5 N2 C6 C11 -0.7(4) no
C11 C6 C7 C8 -2.3(5) no
N2 C6 C7 C8 174.7(3) no
C6 C7 C8 C9 0.8(5) no
C7 C8 C9 C10 0.8(5) no
C8 C9 C10 C11 -1.0(5) no
C9 C10 C11 C6 -0.5(5) no
C9 C10 C11 S -176.7(3) no
C7 C6 C11 C10 2.2(4) no
N2 C6 C11 C10 -175.1(2) no
C7 C6 C11 S 179.0(2) no
N2 C6 C11 S 1.8(3) no
C5 S C11 C10 174.7(3) no
C5 S C11 C6 -1.8(2) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 14369879
