#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/39/2013953.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_2013953
loop_
_publ_author_name
'Muthukumar, Manivannan '
'Thanikasalam, Kanagasabapathy'
'Mohamed, E. Mothi'
'Low, John N.'
'Glidewell, Christopher'
_publ_section_title
;
 Molecular conformation and supramolecular aggregation in four
 2,3,4,5-tetrahydro-3,4-diphenylbenzothiazepines
;
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              o421
_journal_page_last               o426
_journal_paper_doi               10.1107/S0108270104008753
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C28 H23 N O S'
_chemical_formula_moiety         'C28 H23 N O S'
_chemical_formula_sum            'C28 H23 N O S'
_chemical_formula_weight         421.53
_chemical_name_systematic
;
(2RS,4RS)-N-Benzoyl-2,3,4,5-tetrahydro-2,4-diphenyl-1,5-benzothiazepine
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 102.2570(16)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   30.1891(8)
_cell_length_b                   14.8005(3)
_cell_length_c                   9.7965(3)
_cell_measurement_reflns_used    4894
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.52
_cell_measurement_theta_min      2.97
_cell_volume                     4277.4(2)
_computing_cell_refinement       'DENZO--SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'KappaCCD Server Software (Nonius, 1997)'
_computing_data_reduction        DENZO--SMN
_computing_molecular_graphics    'PLATON (Spek, 2003)'
_computing_publication_material  'SHELXL97 and PRPKAPPA (Ferguson, 1999)'
_computing_structure_refinement  'OSCAIL  and SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution
'OSCAIL (McArdle, 2003) and SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      120(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'φ scans, and ω scans with κ offsets'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_sigmaI/netI    0.0531
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            21732
_diffrn_reflns_theta_full        27.52
_diffrn_reflns_theta_max         27.52
_diffrn_reflns_theta_min         2.97
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.172
_exptl_absorpt_correction_T_max  0.973
_exptl_absorpt_correction_T_min  0.937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SORTAV; Blessing, 1995, 1997)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1776
_exptl_crystal_size_max          0.36
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.208
_refine_diff_density_min         -0.381
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4894
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.0704
_refine_ls_R_factor_gt           0.0428
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0545P)²+1.1026P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.1088
_reflns_number_gt                3535
_reflns_number_total             4894
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            fa1057.cif
_cod_data_source_block           III
_cod_depositor_comments
;
The following automatic conversions were performed:

'_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        4277.43(19)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2013953
_cod_database_fobs_code          2013953
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z+1/2'
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 0.094107(14) 0.42954(3) 0.77386(4) 0.02642(13) Uani d . 1 . . S
O5 0.17444(4) 0.15956(8) 0.69736(13) 0.0315(3) Uani d . 1 . . O
N5 0.12068(4) 0.26493(8) 0.62342(14) 0.0208(3) Uani d . 1 . . N
C2 0.14420(5) 0.46165(11) 0.70379(17) 0.0232(4) Uani d . 1 . . C
C3 0.14544(6) 0.41805(10) 0.56286(17) 0.0228(3) Uani d . 1 . . C
C4 0.15486(5) 0.31680(10) 0.56536(16) 0.0213(3) Uani d . 1 . . C
C6 0.04472(6) 0.24342(11) 0.47728(17) 0.0252(4) Uani d . 1 . . C
C7 0.00021(6) 0.27212(12) 0.43145(18) 0.0289(4) Uani d . 1 . . C
C8 -0.01450(6) 0.35052(12) 0.48598(18) 0.0297(4) Uani d . 1 . . C
C9 0.01483(6) 0.39916(11) 0.58627(18) 0.0256(4) Uani d . 1 . . C
C10 0.05930(5) 0.37055(11) 0.63496(17) 0.0222(3) Uani d . 1 . . C
C11 0.07424(5) 0.29148(10) 0.57957(16) 0.0212(3) Uani d . 1 . . C
C21 0.18738(5) 0.44868(10) 0.81379(16) 0.0211(3) Uani d . 1 . . C
C22 0.22147(6) 0.51296(11) 0.82174(18) 0.0258(4) Uani d . 1 . . C
C23 0.26166(6) 0.50527(12) 0.92018(19) 0.0300(4) Uani d . 1 . . C
C24 0.26810(6) 0.43394(12) 1.01364(19) 0.0290(4) Uani d . 1 . . C
C25 0.23471(6) 0.36931(11) 1.00595(17) 0.0274(4) Uani d . 1 . . C
C26 0.19454(6) 0.37592(11) 0.90624(17) 0.0234(4) Uani d . 1 . . C
C41 0.15783(5) 0.27965(10) 0.42232(16) 0.0205(3) Uani d . 1 . . C
C42 0.12596(6) 0.30039(11) 0.30132(17) 0.0237(4) Uani d . 1 . . C
C43 0.12925(6) 0.26244(12) 0.17391(18) 0.0270(4) Uani d . 1 . . C
C44 0.16410(6) 0.20381(11) 0.16507(18) 0.0285(4) Uani d . 1 . . C
C45 0.19614(6) 0.18313(12) 0.28431(18) 0.0291(4) Uani d . 1 . . C
C46 0.19296(6) 0.22055(11) 0.41200(18) 0.0251(4) Uani d . 1 . . C
C51 0.10328(6) 0.12645(10) 0.74628(17) 0.0239(4) Uani d . 1 . . C
C52 0.07184(6) 0.15941(11) 0.81872(18) 0.0290(4) Uani d . 1 . . C
C53 0.04732(7) 0.10049(13) 0.8830(2) 0.0378(5) Uani d . 1 . . C
C54 0.05359(7) 0.00808(13) 0.8753(2) 0.0428(5) Uani d . 1 . . C
C55 0.08459(7) -0.02543(12) 0.8026(2) 0.0427(5) Uani d . 1 . . C
C56 0.10975(6) 0.03312(11) 0.7399(2) 0.0332(4) Uani d . 1 . . C
C57 0.13505(6) 0.18430(11) 0.68621(17) 0.0243(4) Uani d . 1 . . C
H2 0.1415 0.5282 0.6860 0.028 Uiso calc R 1 . . H
H22 0.2171 0.5627 0.7589 0.031 Uiso calc R 1 . . H
H23 0.2849 0.5491 0.9236 0.036 Uiso calc R 1 . . H
H24 0.2954 0.4295 1.0827 0.035 Uiso calc R 1 . . H
H25 0.2392 0.3199 1.0693 0.033 Uiso calc R 1 . . H
H26 0.1719 0.3307 0.9011 0.028 Uiso calc R 1 . . H
H3A 0.1159 0.4292 0.4985 0.027 Uiso calc R 1 . . H
H3B 0.1690 0.4489 0.5235 0.027 Uiso calc R 1 . . H
H4 0.1850 0.3068 0.6292 0.026 Uiso calc R 1 . . H
H42 0.1018 0.3407 0.3058 0.028 Uiso calc R 1 . . H
H43 0.1073 0.2770 0.0921 0.032 Uiso calc R 1 . . H
H44 0.1661 0.1779 0.0778 0.034 Uiso calc R 1 . . H
H45 0.2204 0.1433 0.2789 0.035 Uiso calc R 1 . . H
H46 0.2150 0.2057 0.4934 0.030 Uiso calc R 1 . . H
H52 0.0672 0.2227 0.8240 0.035 Uiso calc R 1 . . H
H53 0.0260 0.1235 0.9329 0.045 Uiso calc R 1 . . H
H54 0.0366 -0.0322 0.9198 0.051 Uiso calc R 1 . . H
H55 0.0886 -0.0888 0.7958 0.051 Uiso calc R 1 . . H
H56 0.1316 0.0099 0.6922 0.040 Uiso calc R 1 . . H
H6 0.0550 0.1906 0.4384 0.030 Uiso calc R 1 . . H
H7 -0.0201 0.2382 0.3630 0.035 Uiso calc R 1 . . H
H8 -0.0448 0.3706 0.4541 0.036 Uiso calc R 1 . . H
H9 0.0046 0.4529 0.6226 0.031 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 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
C10 S1 C2 103.94(7) no
C21 C2 C3 113.92(13) no
C21 C2 S1 110.53(11) no
C3 C2 S1 113.85(11) no
C21 C2 H2 105.9 no
C3 C2 H2 105.9 no
S1 C2 H2 105.9 no
C22 C21 C26 118.75(15) no
C22 C21 C2 117.84(14) no
C26 C21 C2 123.41(14) no
C23 C22 C21 120.73(16) no
C23 C22 H22 119.6 no
C21 C22 H22 119.6 no
C24 C23 C22 120.18(16) no
C24 C23 H23 119.9 no
C22 C23 H23 119.9 no
C25 C24 C23 119.61(16) no
C25 C24 H24 120.2 no
C23 C24 H24 120.2 no
C24 C25 C26 120.52(16) no
C24 C25 H25 119.7 no
C26 C25 H25 119.7 no
C25 C26 C21 120.18(15) no
C25 C26 H26 119.9 no
C21 C26 H26 119.9 no
C4 C3 C2 116.10(13) no
C4 C3 H3A 108.3 no
C2 C3 H3A 108.3 no
C4 C3 H3B 108.3 no
C2 C3 H3B 108.3 no
H3A C3 H3B 107.4 no
N5 C4 C3 111.71(13) no
N5 C4 C41 110.18(12) no
C3 C4 C41 112.75(13) no
N5 C4 H4 107.3 no
C3 C4 H4 107.3 no
C41 C4 H4 107.3 no
C42 C41 C46 118.36(15) no
C42 C41 C4 122.51(14) no
C46 C41 C4 119.11(15) no
C43 C42 C41 120.42(15) no
C43 C42 H42 119.8 no
C41 C42 H42 119.8 no
C44 C43 C42 120.70(16) no
C44 C43 H43 119.7 no
C42 C43 H43 119.7 no
C43 C44 C45 119.45(16) no
C43 C44 H44 120.3 no
C45 C44 H44 120.3 no
C44 C45 C46 120.14(16) no
C44 C45 H45 119.9 no
C46 C45 H45 119.9 no
C45 C46 C41 120.93(16) no
C45 C46 H46 119.5 no
C41 C46 H46 119.5 no
C57 N5 C11 124.79(13) no
C57 N5 C4 116.13(13) no
C11 N5 C4 117.18(12) no
O5 C57 N5 120.57(15) no
O5 C57 C51 118.97(14) no
N5 C57 C51 120.43(14) no
C52 C51 C56 119.12(15) no
C52 C51 C57 124.39(14) no
C56 C51 C57 116.14(15) no
C53 C52 C51 120.17(15) no
C53 C52 H52 119.9 no
C51 C52 H52 119.9 no
C52 C53 C54 120.42(17) no
C52 C53 H53 119.8 no
C54 C53 H53 119.8 no
C55 C54 C53 119.84(17) no
C55 C54 H54 120.1 no
C53 C54 H54 120.1 no
C56 C55 C54 120.05(17) no
C56 C55 H55 120.0 no
C54 C55 H55 120.0 no
C55 C56 C51 120.37(16) no
C55 C56 H56 119.8 no
C51 C56 H56 119.8 no
C11 C6 C7 120.36(15) no
C11 C6 H6 119.8 no
C7 C6 H6 119.8 no
C8 C7 C6 119.82(16) no
C8 C7 H7 120.1 no
C6 C7 H7 120.1 no
C9 C8 C7 120.07(16) no
C9 C8 H8 120.0 no
C7 C8 H8 120.0 no
C8 C9 C10 120.83(16) no
C8 C9 H9 119.6 no
C10 C9 H9 119.6 no
C9 C10 C11 119.13(15) no
C9 C10 S1 119.14(13) no
C11 C10 S1 121.54(12) no
C6 C11 C10 119.77(15) no
C6 C11 N5 120.93(14) no
C10 C11 N5 119.17(14) no
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 C10 . 1.7637(16) no
S1 C2 . 1.8507(16) no
C2 C21 . 1.517(2) no
C2 C3 . 1.532(2) no
C2 H2 . 1.00 no
C21 C22 . 1.391(2) no
C21 C26 . 1.394(2) no
C22 C23 . 1.385(3) no
C22 H22 . 0.95 no
C23 C24 . 1.384(3) no
C23 H23 . 0.95 no
C24 C25 . 1.380(2) no
C24 H24 . 0.95 no
C25 C26 . 1.390(2) no
C25 H25 . 0.95 no
C26 H26 . 0.95 no
C3 C4 . 1.525(2) no
C3 H3A . 0.99 no
C3 H3B . 0.99 no
C4 N5 . 1.492(2) no
C4 C41 . 1.526(2) no
C4 H4 . 1.00 no
C41 C42 . 1.393(2) no
C41 C46 . 1.395(2) no
C42 C43 . 1.391(2) no
C42 H42 . 0.95 no
C43 C44 . 1.381(2) no
C43 H43 . 0.95 no
C44 C45 . 1.384(2) no
C44 H44 . 0.95 no
C45 C46 . 1.390(2) no
C45 H45 . 0.95 no
C46 H46 . 0.95 no
N5 C57 . 1.370(2) no
N5 C11 . 1.431(2) no
C57 O5 . 1.227(2) no
C57 C51 . 1.496(2) no
C51 C52 . 1.389(2) no
C51 C56 . 1.398(2) no
C52 C53 . 1.380(3) no
C52 H52 . 0.95 no
C53 C54 . 1.385(3) no
C53 H53 . 0.95 no
C54 C55 . 1.383(3) no
C54 H54 . 0.95 no
C55 C56 . 1.379(3) no
C55 H55 . 0.95 no
C56 H56 . 0.95 no
C6 C11 . 1.388(2) no
C6 C7 . 1.390(2) no
C6 H6 . 0.95 no
C7 C8 . 1.389(3) no
C7 H7 . 0.95 no
C8 C9 . 1.378(2) no
C8 H8 . 0.95 no
C9 C10 . 1.392(2) no
C9 H9 . 0.95 no
C10 C11 . 1.404(2) 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
_geom_hbond_publ_flag
C23 H23 O5 6_556 0.95 2.49 3.347(2) 150 y
C24 H24 O5 7_557 0.95 2.53 3.295(2) 138 y
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
C10 S1 C2 C21 -138.65(11) no
C10 S1 C2 C3 -9.0(2) no
C3 C2 C21 C22 89.28(17) no
S1 C2 C21 C22 -141.05(12) no
C3 C2 C21 C26 -90.52(18) no
S1 C2 C21 C26 39.15(19) no
C26 C21 C22 C23 -0.4(2) no
C2 C21 C22 C23 179.76(14) no
C21 C22 C23 C24 -1.0(3) no
C22 C23 C24 C25 1.6(3) no
C23 C24 C25 C26 -0.7(2) no
C24 C25 C26 C21 -0.7(2) no
C22 C21 C26 C25 1.3(2) no
C2 C21 C26 C25 -178.91(15) no
C21 C2 C3 C4 57.31(18) no
S1 C2 C3 C4 -70.67(16) no
C2 C3 C4 N5 58.11(18) no
C2 C3 C4 C41 -177.16(13) no
N5 C4 C41 C42 78.61(18) no
C3 C4 C41 C42 -47.0(2) no
N5 C4 C41 C46 -99.49(16) no
C3 C4 C41 C46 134.95(15) no
C46 C41 C42 C43 0.3(2) no
C4 C41 C42 C43 -177.82(14) no
C41 C42 C43 C44 -0.1(2) no
C42 C43 C44 C45 -0.3(3) no
C43 C44 C45 C46 0.6(3) no
C44 C45 C46 C41 -0.4(3) no
C42 C41 C46 C45 -0.1(2) no
C4 C41 C46 C45 178.12(15) no
C3 C4 N5 C57 -152.61(14) no
C41 C4 N5 C57 81.25(17) no
C3 C4 N5 C11 42.3(2) no
C41 C4 N5 C11 -83.85(16) no
C11 N5 C57 O5 166.53(15) no
C4 N5 C57 O5 2.7(2) no
C11 N5 C57 C51 -15.4(2) no
C4 N5 C57 C51 -179.24(13) no
O5 C57 C51 C52 138.48(18) no
N5 C57 C51 C52 -39.6(2) no
O5 C57 C51 C56 -34.6(2) no
N5 C57 C51 C56 147.28(16) no
C56 C51 C52 C53 -0.2(3) no
C57 C51 C52 C53 -173.12(17) no
C51 C52 C53 C54 -0.4(3) no
C52 C53 C54 C55 -0.1(3) no
C53 C54 C55 C56 1.1(3) no
C54 C55 C56 C51 -1.7(3) no
C52 C51 C56 C55 1.2(3) no
C57 C51 C56 C55 174.73(18) no
C11 C6 C7 C8 1.5(3) no
C6 C7 C8 C9 -0.7(3) no
C7 C8 C9 C10 -0.4(3) no
C8 C9 C10 C11 0.6(2) no
C8 C9 C10 S1 -174.59(13) no
C2 S1 C10 C9 -124.66(14) no
C2 S1 C10 C11 60.3(2) no
C7 C6 C11 C10 -1.3(2) no
C7 C6 C11 N5 -177.27(15) no
C9 C10 C11 C6 0.2(2) no
S1 C10 C11 C6 175.31(12) no
C9 C10 C11 N5 176.30(14) no
S1 C10 C11 N5 -8.6(2) no
C57 N5 C11 C6 -62.8(2) no
C4 N5 C11 C6 100.87(17) no
C57 N5 C11 C10 121.19(17) no
C4 N5 C11 C10 -75.1(2) no
