#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/88/2208857.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_2208857
loop_
_publ_author_name
'Bing-Yi Qin'
'Gui-Long Zhao'
_publ_section_title
;
 2,3-Dihydro-1,5-benzothiazepin-4(5H)-one
;
_journal_coeditor_code           CV2035
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1831
_journal_page_last               o1832
_journal_paper_doi               10.1107/S1600536806012682
_journal_volume                  62
_journal_year                    2006
_chemical_formula_iupac          'C9 H9 N O S'
_chemical_formula_moiety         'C9 H9 N O S'
_chemical_formula_sum            'C9 H9 N O S'
_chemical_formula_weight         179.23
_chemical_name_systematic
;
2,3-dihydro-1,5-benzothiazepin-4(5H)-one
;
_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           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 92.509(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   24.292(4)
_cell_length_b                   7.7382(12)
_cell_length_c                   9.1824(15)
_cell_measurement_reflns_used    1528
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      22.43
_cell_measurement_theta_min      2.42
_cell_volume                     1724.4(5)
_computing_cell_refinement       'SAINT (Bruker, 1999)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Bruker, 1999)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker 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  0.0318
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8354
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         0.84
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.322
_exptl_absorpt_correction_T_max  0.9385
_exptl_absorpt_correction_T_min  0.8688
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.382
_refine_diff_density_min         -0.289
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     217
_refine_ls_number_reflns         3039
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0431
_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)+(0.0468P)²+0.6434P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1040
_refine_ls_wR_factor_ref         0.1080
_reflns_number_gt                2647
_reflns_number_total             3039
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            cv2035.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.

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.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2208857
_cod_database_fobs_code          2208857
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
S S1 0.32784(2) 0.69128(8) 0.71573(7) 0.05053(19) Uani d . 1
S S2 0.16148(2) 0.28757(8) 0.26108(7) 0.0527(2) Uani d . 1
O O1 -0.00341(6) 0.3154(2) 0.2558(2) 0.0537(4) Uani d . 1
O O2 0.49223(7) 0.7484(2) 0.7629(2) 0.0585(5) Uani d . 1
N N1 0.05818(6) 0.5002(2) 0.17047(19) 0.0395(4) Uani d . 1
H H1A 0.0401 0.5836 0.2076 0.047 Uiso calc R 1
N N2 0.44216(6) 0.5387(2) 0.65657(18) 0.0366(4) Uani d . 1
H H2A 0.4646 0.4655 0.6974 0.044 Uiso calc R 1
C C1 0.20229(9) 0.5019(3) 0.0571(3) 0.0553(6) Uani d . 1
H H1B 0.2346 0.4385 0.0712 0.066 Uiso calc R 1
C C2 0.20177(12) 0.6437(4) -0.0322(3) 0.0672(8) Uani d . 1
H H2B 0.2336 0.6761 -0.0777 0.081 Uiso calc R 1
C C3 0.15422(13) 0.7379(4) -0.0544(3) 0.0654(8) Uani d . 1
H H3A 0.1541 0.8352 -0.1138 0.079 Uiso calc R 1
C C4 0.10668(10) 0.6883(3) 0.0113(2) 0.0476(6) Uani d . 1
H H4A 0.0745 0.7518 -0.0046 0.057 Uiso calc R 1
C C5 0.10685(8) 0.5443(3) 0.1006(2) 0.0339(4) Uani d . 1
C C6 0.15564(8) 0.4514(3) 0.1267(2) 0.0374(5) Uani d . 1
C C7 0.11453(10) 0.1228(3) 0.1927(3) 0.0525(6) Uani d . 1
H H7A 0.1342 0.0447 0.1308 0.063 Uiso calc R 1
H H7B 0.1018 0.0564 0.2742 0.063 Uiso calc R 1
C C8 0.06514(9) 0.1947(3) 0.1069(2) 0.0437(5) Uani d . 1
H H8A 0.0769 0.2362 0.0135 0.052 Uiso calc R 1
H H8B 0.0387 0.1026 0.0882 0.052 Uiso calc R 1
C C9 0.03737(8) 0.3402(3) 0.1846(2) 0.0383(5) Uani d . 1
C C10 0.30102(9) 0.4514(3) 0.5058(3) 0.0510(6) Uani d . 1
H H10A 0.2653 0.4937 0.5104 0.061 Uiso calc R 1
C C11 0.31079(11) 0.3098(3) 0.4199(3) 0.0579(7) Uani d . 1
H H11A 0.2818 0.2562 0.3683 0.069 Uiso calc R 1
C C12 0.36341(11) 0.2479(3) 0.4107(2) 0.0535(6) Uani d . 1
H H12A 0.3700 0.1521 0.3528 0.064 Uiso calc R 1
C C13 0.40627(9) 0.3268(3) 0.4866(2) 0.0425(5) Uani d . 1
H H13A 0.4419 0.2842 0.4797 0.051 Uiso calc R 1
C C14 0.39711(7) 0.4695(2) 0.5738(2) 0.0314(4) Uani d . 1
C C15 0.34367(8) 0.5326(3) 0.5859(2) 0.0354(5) Uani d . 1
C C16 0.36591(10) 0.8793(3) 0.6610(3) 0.0535(6) Uani d . 1
H H16A 0.3432 0.9452 0.5915 0.064 Uiso calc R 1
H H16B 0.3733 0.9519 0.7457 0.064 Uiso calc R 1
C C17 0.41979(9) 0.8368(3) 0.5933(2) 0.0442(5) Uani d . 1
H H17A 0.4121 0.7924 0.4957 0.053 Uiso calc R 1
H H17B 0.4410 0.9422 0.5847 0.053 Uiso calc R 1
C C18 0.45385(8) 0.7069(3) 0.6785(2) 0.0387(5) 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
C15 S1 C16 104.07(10) yes
C6 S2 C7 103.49(11) yes
C9 N1 C5 126.29(17) yes
C9 N1 H1A 116.9 ?
C5 N1 H1A 116.9 ?
C18 N2 C14 126.98(17) yes
C18 N2 H2A 116.5 ?
C14 N2 H2A 116.5 ?
C2 C1 C6 121.1(2) ?
C2 C1 H1B 119.4 ?
C6 C1 H1B 119.4 ?
C1 C2 C3 120.0(2) ?
C1 C2 H2B 120.0 ?
C3 C2 H2B 120.0 ?
C2 C3 C4 120.1(2) ?
C2 C3 H3A 119.9 ?
C4 C3 H3A 119.9 ?
C3 C4 C5 120.1(2) ?
C3 C4 H4A 119.9 ?
C5 C4 H4A 119.9 ?
C4 C5 C6 119.74(19) ?
C4 C5 N1 118.91(19) ?
C6 C5 N1 121.25(18) ?
C1 C6 C5 118.8(2) ?
C1 C6 S2 118.84(18) ?
C5 C6 S2 121.94(15) ?
C8 C7 S2 113.34(15) ?
C8 C7 H7A 108.9 ?
S2 C7 H7A 108.9 ?
C8 C7 H7B 108.9 ?
S2 C7 H7B 108.9 ?
H7A C7 H7B 107.7 ?
C9 C8 C7 112.91(18) ?
C9 C8 H8A 109.0 ?
C7 C8 H8A 109.0 ?
C9 C8 H8B 109.0 ?
C7 C8 H8B 109.0 ?
H8A C8 H8B 107.8 ?
O1 C9 N1 120.7(2) ?
O1 C9 C8 121.63(19) ?
N1 C9 C8 117.62(17) ?
C11 C10 C15 121.2(2) ?
C11 C10 H10A 119.4 ?
C15 C10 H10A 119.4 ?
C12 C11 C10 119.9(2) ?
C12 C11 H11A 120.1 ?
C10 C11 H11A 120.1 ?
C11 C12 C13 120.1(2) ?
C11 C12 H12A 119.9 ?
C13 C12 H12A 119.9 ?
C12 C13 C14 120.7(2) ?
C12 C13 H13A 119.6 ?
C14 C13 H13A 119.6 ?
C13 C14 C15 119.83(18) ?
C13 C14 N2 118.21(17) ?
C15 C14 N2 121.79(18) ?
C10 C15 C14 118.2(2) ?
C10 C15 S1 119.42(16) ?
C14 C15 S1 121.85(15) ?
C17 C16 S1 113.74(15) ?
C17 C16 H16A 108.8 ?
S1 C16 H16A 108.8 ?
C17 C16 H16B 108.8 ?
S1 C16 H16B 108.8 ?
H16A C16 H16B 107.7 ?
C18 C17 C16 113.55(18) ?
C18 C17 H17A 108.9 ?
C16 C17 H17A 108.9 ?
C18 C17 H17B 108.9 ?
C16 C17 H17B 108.9 ?
H17A C17 H17B 107.7 ?
O2 C18 N2 119.8(2) ?
O2 C18 C17 122.7(2) ?
N2 C18 C17 117.52(18) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
S1 C15 1.766(2) yes
S1 C16 1.807(2) yes
S2 C6 1.771(2) yes
S2 C7 1.805(2) yes
O1 C9 1.226(2) ?
O2 C18 1.229(3) ?
N1 C9 1.346(3) yes
N1 C5 1.411(2) yes
N1 H1A 0.8600 ?
N2 C18 1.345(3) yes
N2 C14 1.410(2) yes
N2 H2A 0.8600 ?
C1 C2 1.369(4) ?
C1 C6 1.381(3) ?
C1 H1B 0.9300 ?
C2 C3 1.373(4) ?
C2 H2B 0.9300 ?
C3 C4 1.380(3) ?
C3 H3A 0.9300 ?
C4 C5 1.384(3) ?
C4 H4A 0.9300 ?
C5 C6 1.398(3) ?
C7 C8 1.512(3) ?
C7 H7A 0.9700 ?
C7 H7B 0.9700 ?
C8 C9 1.508(3) ?
C8 H8A 0.9700 ?
C8 H8B 0.9700 ?
C10 C11 1.377(4) ?
C10 C15 1.394(3) ?
C10 H10A 0.9300 ?
C11 C12 1.371(4) ?
C11 H11A 0.9300 ?
C12 C13 1.371(3) ?
C12 H12A 0.9300 ?
C13 C14 1.388(3) ?
C13 H13A 0.9300 ?
C14 C15 1.396(3) ?
C16 C17 1.510(3) ?
C16 H16A 0.9700 ?
C16 H16B 0.9700 ?
C17 C18 1.500(3) ?
C17 H17A 0.9700 ?
C17 H17B 0.9700 ?
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 H1A O1 2 0.86 2.04 2.873(2) 164
N2 H2A O2 2_646 0.86 2.01 2.834(2) 161
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
C6 C1 C2 C3 -0.3(4)
C1 C2 C3 C4 -1.1(4)
C2 C3 C4 C5 0.5(4)
C3 C4 C5 C6 1.4(3)
C3 C4 C5 N1 177.8(2)
C9 N1 C5 C4 137.5(2)
C9 N1 C5 C6 -46.2(3)
C2 C1 C6 C5 2.2(3)
C2 C1 C6 S2 -170.72(19)
C4 C5 C6 C1 -2.7(3)
N1 C5 C6 C1 -178.98(19)
C4 C5 C6 S2 169.97(16)
N1 C5 C6 S2 -6.3(3)
C7 S2 C6 C1 -121.50(18)
C7 S2 C6 C5 65.82(19)
C6 S2 C7 C8 -32.08(19)
S2 C7 C8 C9 -48.8(2)
C5 N1 C9 O1 175.20(19)
C5 N1 C9 C8 -6.2(3)
C7 C8 C9 O1 -97.4(2)
C7 C8 C9 N1 84.0(2)
C15 C10 C11 C12 -0.9(4)
C10 C11 C12 C13 -0.1(4)
C11 C12 C13 C14 0.1(3)
C12 C13 C14 C15 0.8(3)
C12 C13 C14 N2 176.04(19)
C18 N2 C14 C13 139.3(2)
C18 N2 C14 C15 -45.5(3)
C11 C10 C15 C14 1.8(3)
C11 C10 C15 S1 -170.12(18)
C13 C14 C15 C10 -1.7(3)
N2 C14 C15 C10 -176.80(18)
C13 C14 C15 S1 170.02(15)
N2 C14 C15 S1 -5.1(3)
C16 S1 C15 C10 -124.13(18)
C16 S1 C15 C14 64.23(19)
C15 S1 C16 C17 -32.9(2)
S1 C16 C17 C18 -47.4(2)
C14 N2 C18 O2 174.25(19)
C14 N2 C18 C17 -7.7(3)
C16 C17 C18 O2 -98.6(3)
C16 C17 C18 N2 83.4(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 87091
