#------------------------------------------------------------------------------
#$Date: 2017-10-13 10:42:48 +0200 (vie 13 de oct de 2017) $
#$Revision: 201978 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/16/2221682.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_2221682
loop_
_publ_author_name
'Camacho, José R.'
'González, Teresa'
_publ_section_title
;
 1H-Pyrazolo[4,3-g]benzothiazol-7-amine
;
_journal_coeditor_code           HB2931
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1049
_journal_paper_doi               10.1107/S1600536809012550
_journal_volume                  65
_journal_year                    2009
_chemical_formula_moiety         'C8 H6 N4 S'
_chemical_formula_sum            'C8 H6 N4 S'
_chemical_formula_weight         190.23
_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                 92.442(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.499(2)
_cell_length_b                   14.979(8)
_cell_length_c                   12.112(7)
_cell_measurement_reflns_used    5546
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.80
_cell_measurement_theta_min      1.36
_cell_volume                     815.5(7)
_computing_cell_refinement       'CrystalClear (Rigaku, 2002)'
_computing_data_collection       'CrystalClear (Rigaku, 2002)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2004)'
_computing_molecular_graphics
'SHELXTL-NT (Sheldrick, 2008) and DIAMOND (Brandenburg, 1999)'
_computing_publication_material
'SHELXTL-NT (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXTL-NT (Sheldrick, 2008)'
_computing_structure_solution    'SHELXTL-NT (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.962
_diffrn_measured_fraction_theta_max 0.813
_diffrn_measurement_device       'Mercury (2x2 bin mode)'
_diffrn_measurement_device_type  'Rigaku AFC7S Mercury'
_diffrn_measurement_method       'ω '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71070
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0243
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8415
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.80
_diffrn_reflns_theta_min         2.16
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.346
_exptl_absorpt_correction_T_max  0.904
_exptl_absorpt_correction_T_min  0.837
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(Jacobson, 1998)'
_exptl_crystal_colour            'light brown'
_exptl_crystal_density_diffrn    1.549
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             392
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.28
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.385
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.119
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     118
_refine_ls_number_reflns         1564
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.119
_refine_ls_R_factor_all          0.0505
_refine_ls_R_factor_gt           0.0433
_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)+(0.0537P)²+0.4259P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1080
_refine_ls_wR_factor_ref         0.1168
_reflns_number_gt                1356
_reflns_number_total             1564
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2931.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_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 2.4.1 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 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from
2010-06-29.

'_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_cell_volume        815.6(7)
_cod_original_sg_symbol_Hall     '-P 2ybc '
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2221682
_cod_database_fobs_code          2221682
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_type_symbol
_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
S S1 1.01959(12) 0.29819(4) 0.80928(4) 0.0375(2) Uani d . 1 . .
N N1 0.4558(5) 0.03847(13) 0.69844(15) 0.0469(5) Uani d . 1 . .
N N2 0.6362(4) 0.11194(12) 0.70868(14) 0.0399(5) Uani d . 1 . .
H H2 0.7275 0.1305 0.6432 0.048 Uiso d R 1 . .
N N3 0.8801(4) 0.31237(12) 1.01512(15) 0.0374(4) Uani d . 1 . .
N N4 1.2153(5) 0.42105(13) 0.95801(16) 0.0467(5) Uani d . 1 . .
H H6 1.3202 0.4479 0.8999 0.056 Uiso d R 1 . .
H H5 1.2408 0.4424 1.0345 0.056 Uiso d R 1 . .
C C1 0.3414(6) 0.02732(16) 0.79596(19) 0.0447(6) Uani d . 1 . .
H H1 0.2103 -0.0183 0.8125 0.054 Uiso calc R 1 . .
C C2 0.4424(5) 0.09335(14) 0.87253(17) 0.0364(5) Uani d . 1 . .
C C3 0.3893(5) 0.11384(15) 0.98363(18) 0.0425(5) Uani d . 1 . .
H H3 0.2600 0.0790 1.0233 0.051 Uiso calc R 1 . .
C C4 0.5305(5) 0.18567(15) 1.03243(18) 0.0408(5) Uani d . 1 . .
H H4 0.4976 0.1996 1.1057 0.049 Uiso calc R 1 . .
C C5 0.7267(5) 0.23892(14) 0.97160(16) 0.0352(5) Uani d . 1 . .
C C6 1.0420(5) 0.34903(14) 0.94037(17) 0.0354(5) Uani d . 1 . .
C C7 0.7767(5) 0.22046(13) 0.86132(16) 0.0319(5) Uani d . 1 . .
C C8 0.6336(5) 0.14676(14) 0.81177(16) 0.0333(5) Uani d . 1 . .
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
S1 0.0429(4) 0.0374(4) 0.0325(4) -0.0007(2) 0.0051(2) 0.00195(19)
N1 0.0621(14) 0.0372(11) 0.0414(11) -0.0055(9) 0.0022(9) -0.0022(8)
N2 0.0526(12) 0.0365(10) 0.0308(10) -0.0003(9) 0.0058(8) -0.0021(7)
N3 0.0424(11) 0.0372(10) 0.0326(10) 0.0027(8) 0.0028(8) -0.0032(7)
N4 0.0574(13) 0.0421(11) 0.0405(11) -0.0088(9) 0.0014(9) 0.0000(8)
C1 0.0550(15) 0.0365(12) 0.0426(13) -0.0047(10) 0.0028(10) 0.0023(9)
C2 0.0414(13) 0.0312(11) 0.0367(11) 0.0028(9) 0.0031(9) 0.0043(8)
C3 0.0489(14) 0.0417(13) 0.0375(12) -0.0020(10) 0.0084(10) 0.0051(9)
C4 0.0503(14) 0.0439(13) 0.0290(11) 0.0011(10) 0.0091(10) 0.0018(8)
C5 0.0385(12) 0.0340(11) 0.0331(11) 0.0060(9) 0.0029(8) 0.0005(8)
C6 0.0363(12) 0.0334(11) 0.0364(11) 0.0055(9) -0.0002(8) 0.0019(8)
C7 0.0346(12) 0.0323(11) 0.0289(10) 0.0054(9) 0.0038(8) 0.0016(8)
C8 0.0384(12) 0.0312(11) 0.0303(10) 0.0083(9) 0.0011(8) 0.0007(8)
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'
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_3
_geom_angle
_geom_angle_publ_flag
C7 S1 C6 . . 88.59(10) ?
C1 N1 N2 . . 105.85(18) ?
C8 N2 N1 . . 111.39(18) ?
C8 N2 H2 . . 132.7 ?
N1 N2 H2 . . 115.8 ?
C6 N3 C5 . . 110.62(18) ?
C6 N4 H6 . . 121.6 ?
C6 N4 H5 . . 117.1 ?
H6 N4 H5 . . 121.2 ?
N1 C1 C2 . . 111.8(2) ?
N1 C1 H1 . . 124.1 ?
C2 C1 H1 . . 124.1 ?
C8 C2 C3 . . 120.5(2) ?
C8 C2 C1 . . 103.94(19) ?
C3 C2 C1 . . 135.5(2) ?
C4 C3 C2 . . 119.2(2) ?
C4 C3 H3 . . 120.4 ?
C2 C3 H3 . . 120.4 ?
C3 C4 C5 . . 120.3(2) ?
C3 C4 H4 . . 119.9 ?
C5 C4 H4 . . 119.9 ?
N3 C5 C7 . . 115.03(19) ?
N3 C5 C4 . . 123.89(19) ?
C7 C5 C4 . . 121.1(2) ?
N3 C6 N4 . . 124.3(2) ?
N3 C6 S1 . . 115.53(17) ?
N4 C6 S1 . . 120.12(16) ?
C5 C7 C8 . . 118.54(19) ?
C5 C7 S1 . . 110.22(16) ?
C8 C7 S1 . . 131.23(16) ?
N2 C8 C7 . . 132.6(2) ?
N2 C8 C2 . . 107.05(19) ?
C7 C8 C2 . . 120.32(19) ?
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 C7 . 1.734(2) ?
S1 C6 . 1.760(2) ?
N1 C1 . 1.319(3) ?
N1 N2 . 1.370(3) ?
N2 C8 . 1.354(3) ?
N2 H2 . 0.9500 ?
N3 C6 . 1.307(3) ?
N3 C5 . 1.391(3) ?
N4 C6 . 1.343(3) ?
N4 H6 . 0.9529 ?
N4 H5 . 0.9822 ?
C1 C2 . 1.418(3) ?
C1 H1 . 0.9300 ?
C2 C8 . 1.405(3) ?
C2 C3 . 1.411(3) ?
C3 C4 . 1.371(3) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.419(3) ?
C4 H4 . 0.9300 ?
C5 C7 . 1.392(3) ?
C7 C8 . 1.400(3) ?
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
_geom_hbond_publ_flag
N2 H2 N3 4_565 0.95 1.92 2.864(3) 170 yes
N4 H5 N1 4_666 0.98 2.19 3.123(3) 158 yes
N4 H6 N1 2_756 0.95 2.09 3.019(3) 164 yes
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 24742117
