#------------------------------------------------------------------------------
#$Date: 2017-10-13 11:03:29 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201974 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/21/46/2214639.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_2214639
loop_
_publ_author_name
'Chen, Lian-Qing'
_publ_section_title
;
 2-(2,4,5-Trimethoxyphenyl)-1,3-benzothiazole
;
_journal_coeditor_code           FL2131
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o3395
_journal_page_last               o3395
_journal_paper_doi               10.1107/S1600536807032114
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          'C16 H15 N O3 S'
_chemical_formula_moiety         'C16 H15 N O3 S'
_chemical_formula_sum            'C16 H15 N O3 S'
_chemical_formula_weight         301.35
_chemical_name_systematic
;
2-(2,4,5-Trimethoxyphenyl)-1,3-benzothiazole
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.9897(6)
_cell_length_b                   12.6809(11)
_cell_length_c                   16.4228(14)
_cell_measurement_temperature    273(2)
_cell_volume                     1455.6(2)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Siemens SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0217
_diffrn_reflns_av_sigmaI/netI    0.0247
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            9473
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.232
_exptl_absorpt_correction_T_max  0.9817
_exptl_absorpt_correction_T_min  0.9595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.182
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   -0.06(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     213
_refine_ls_number_reflns         3309
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0425
_refine_ls_R_factor_gt           0.0337
_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)+(0.047P)²+0.0899P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0836
_refine_ls_wR_factor_ref         0.0888
_reflns_number_gt                2843
_reflns_number_total             3309
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fl2131.cif
_cod_data_source_block           I
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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 'Orthorhombic' changed to
'orthorhombic' 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_database_code               2214639
_cod_database_fobs_code          2214639
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
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
C C1 -0.0446(3) 0.79063(14) 0.78838(11) 0.0448(4) Uani d . 1
C C2 -0.2035(3) 0.72585(17) 0.77923(14) 0.0592(5) Uani d . 1
C C3 -0.3326(3) 0.71829(18) 0.84219(15) 0.0657(6) Uani d . 1
C C4 -0.3062(3) 0.77359(18) 0.91380(15) 0.0638(6) Uani d . 1
C C5 -0.1498(3) 0.83768(17) 0.92492(14) 0.0590(5) Uani d . 1
C C6 -0.0190(3) 0.84597(14) 0.86102(12) 0.0463(4) Uani d . 1
C C7 0.2260(3) 0.87307(13) 0.75684(10) 0.0410(4) Uani d . 1
C C8 0.3898(2) 0.90527(13) 0.70673(10) 0.0399(4) Uani d . 1
C C9 0.5369(3) 0.96957(14) 0.73449(11) 0.0432(4) Uani d . 1
C C10 0.6914(3) 0.99462(14) 0.68413(11) 0.0452(4) Uani d . 1
C C11 0.6967(3) 0.95721(13) 0.60518(11) 0.0423(4) Uani d . 1
C C12 0.5458(3) 0.89504(14) 0.57504(11) 0.0436(4) Uani d . 1
C C13 0.3979(3) 0.86906(13) 0.62575(10) 0.0424(4) Uani d . 1
H H13 0.3000 0.8263 0.6062 0.051 Uiso calc R 1
C C14 0.4136(3) 0.80441(18) 0.46223(13) 0.0669(6) Uani d . 1
H H14A 0.4039 0.7396 0.4921 0.100 Uiso calc R 1
H H14B 0.4411 0.7893 0.4062 0.100 Uiso calc R 1
H H14C 0.2949 0.8422 0.4660 0.100 Uiso calc R 1
C C15 0.9938(3) 1.04209(18) 0.57777(14) 0.0623(6) Uani d . 1
H H15A 0.9456 1.1112 0.5900 0.093 Uiso calc R 1
H H15C 1.0878 1.0470 0.5353 0.093 Uiso calc R 1
H H15B 1.0514 1.0124 0.6256 0.093 Uiso calc R 1
C C16 0.6571(3) 1.07802(17) 0.84273(12) 0.0641(6) Uani d . 1
H H16A 0.7822 1.0469 0.8404 0.096 Uiso calc R 1
H H16B 0.6264 1.0949 0.8982 0.096 Uiso calc R 1
H H16C 0.6552 1.1412 0.8106 0.096 Uiso calc R 1
H H2 -0.222(3) 0.6833(15) 0.7316(14) 0.067(7) Uiso d . 1
H H3 -0.450(4) 0.6731(19) 0.8373(15) 0.082(8) Uiso d . 1
H H4 -0.398(3) 0.7704(18) 0.9581(14) 0.077(7) Uiso d . 1
H H5 -0.128(3) 0.8792(16) 0.9739(14) 0.067(7) Uiso d . 1
H H10 0.788(3) 1.0332(13) 0.7063(11) 0.043(5) Uiso d . 1
N N1 0.0967(2) 0.80764(12) 0.73050(9) 0.0461(4) Uani d . 1
O O1 0.5212(2) 1.00604(12) 0.81193(8) 0.0604(4) Uani d . 1
O O2 0.84061(18) 0.97636(10) 0.55154(8) 0.0537(3) Uani d . 1
O O3 0.5617(2) 0.86625(11) 0.49516(8) 0.0574(4) Uani d . 1
S S1 0.18854(8) 0.91984(4) 0.85636(3) 0.05518(15) Uani d . 1
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'
O O 0.0106 0.0060 '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
_geom_angle_publ_flag
N1 C1 C2 125.93(18) ?
N1 C1 C6 114.58(16) ?
C2 C1 C6 119.49(18) ?
C3 C2 C1 119.0(2) ?
C3 C2 H2 119.0(14) ?
C1 C2 H2 122.0(14) ?
C2 C3 C4 121.1(2) ?
C2 C3 H3 121.0(15) ?
C4 C3 H3 117.9(14) ?
C5 C4 C3 121.3(2) ?
C5 C4 H4 116.7(14) ?
C3 C4 H4 122.0(14) ?
C4 C5 C6 117.8(2) ?
C4 C5 H5 123.6(13) ?
C6 C5 H5 118.6(13) ?
C1 C6 C5 121.38(18) ?
C1 C6 S1 110.02(14) ?
C5 C6 S1 128.60(16) ?
N1 C7 C8 122.20(15) ?
N1 C7 S1 114.88(14) ?
C8 C7 S1 122.92(13) ?
C9 C8 C13 118.13(15) ?
C9 C8 C7 123.81(15) ?
C13 C8 C7 118.05(15) ?
O1 C9 C8 116.58(16) ?
O1 C9 C10 122.66(16) ?
C8 C9 C10 120.76(16) ?
C11 C10 C9 119.88(17) ?
C11 C10 H10 122.8(11) ?
C9 C10 H10 117.2(11) ?
O2 C11 C10 124.53(17) ?
O2 C11 C12 115.28(15) ?
C10 C11 C12 120.20(17) ?
O3 C12 C13 125.58(17) ?
O3 C12 C11 115.25(16) ?
C13 C12 C11 119.17(17) ?
C12 C13 C8 121.80(17) ?
C12 C13 H13 119.1 ?
C8 C13 H13 119.1 ?
O3 C14 H14A 109.5 ?
O3 C14 H14B 109.5 ?
H14A C14 H14B 109.5 ?
O3 C14 H14C 109.5 ?
H14A C14 H14C 109.5 ?
H14B C14 H14C 109.5 ?
O2 C15 H15A 109.5 ?
O2 C15 H15C 109.5 ?
H15A C15 H15C 109.5 ?
O2 C15 H15B 109.5 ?
H15A C15 H15B 109.5 ?
H15C C15 H15B 109.5 ?
O1 C16 H16A 109.5 ?
O1 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
O1 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
C7 N1 C1 111.47(15) y
C9 O1 C16 120.09(15) y
C11 O2 C15 117.73(15) y
C12 O3 C14 117.27(15) y
C6 S1 C7 89.04(9) y
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 1.388(2) y
C1 C2 1.389(3) ?
C1 C6 1.396(3) ?
C2 C3 1.376(3) ?
C2 H2 0.96(2) ?
C3 C4 1.382(3) ?
C3 H3 1.00(3) ?
C4 C5 1.374(3) ?
C4 H4 0.97(2) ?
C5 C6 1.396(3) ?
C5 H5 0.97(2) ?
C6 S1 1.7283(19) y
C7 N1 1.301(2) y
C7 C8 1.468(2) ?
C7 S1 1.7583(17) y
C8 C9 1.389(2) ?
C8 C13 1.408(2) ?
C9 O1 1.358(2) y
C9 C10 1.397(3) ?
C10 C11 1.381(3) ?
C10 H10 0.909(19) ?
C11 O2 1.359(2) y
C11 C12 1.407(3) ?
C12 O3 1.366(2) y
C12 C13 1.368(2) ?
C13 H13 0.9300 ?
C14 O3 1.407(2) y
C14 H14A 0.9600 ?
C14 H14B 0.9600 ?
C14 H14C 0.9600 ?
C15 O2 1.424(2) y
C15 H15A 0.9600 ?
C15 H15C 0.9600 ?
C15 H15B 0.9600 ?
C16 O1 1.411(2) y
C16 H16A 0.9600 ?
C16 H16B 0.9600 ?
C16 H16C 0.9600 ?
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
N1 C1 C2 C3 -179.2(2) ?
C6 C1 C2 C3 0.3(3) ?
C1 C2 C3 C4 -0.2(4) ?
C2 C3 C4 C5 -0.3(4) ?
C3 C4 C5 C6 0.6(3) ?
N1 C1 C6 C5 179.53(18) ?
C2 C1 C6 C5 0.0(3) ?
N1 C1 C6 S1 -0.5(2) ?
C2 C1 C6 S1 179.92(15) ?
C4 C5 C6 C1 -0.5(3) ?
C4 C5 C6 S1 179.64(17) ?
N1 C7 C8 C9 -175.75(17) ?
S1 C7 C8 C9 4.5(2) ?
N1 C7 C8 C13 4.4(2) ?
S1 C7 C8 C13 -175.33(13) ?
C13 C8 C9 O1 177.79(16) ?
C7 C8 C9 O1 -2.1(3) ?
C13 C8 C9 C10 -2.0(3) ?
C7 C8 C9 C10 178.11(16) ?
O1 C9 C10 C11 -178.34(16) ?
C8 C9 C10 C11 1.5(3) ?
C9 C10 C11 O2 -179.56(16) ?
C9 C10 C11 C12 0.8(3) ?
O2 C11 C12 O3 -2.5(2) ?
C10 C11 C12 O3 177.22(16) ?
O2 C11 C12 C13 177.91(15) ?
C10 C11 C12 C13 -2.4(3) ?
O3 C12 C13 C8 -177.75(17) ?
C11 C12 C13 C8 1.8(3) ?
C9 C8 C13 C12 0.4(3) ?
C7 C8 C13 C12 -179.76(16) ?
C8 C7 N1 C1 -179.19(15) ?
S1 C7 N1 C1 0.6(2) ?
C2 C1 N1 C7 179.49(18) ?
C6 C1 N1 C7 0.0(2) ?
C8 C9 O1 C16 -175.31(17) y
C10 C9 O1 C16 4.5(3) y
C10 C11 O2 C15 -1.9(3) y
C12 C11 O2 C15 177.74(15) y
C13 C12 O3 C14 -0.1(3) y
C11 C12 O3 C14 -179.71(17) y
C1 C6 S1 C7 0.69(14) ?
C5 C6 S1 C7 -179.4(2) ?
N1 C7 S1 C6 -0.75(15) ?
C8 C7 S1 C6 179.01(15) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 926889
