# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_3a
_database_code_depnum_ccdc_archive 'CCDC 1023625'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2015-05-13 downloaded from the CCDC.
;
_chemical_name_systematic        
2-Methyl-6-phenylthio-N-(quinolin-8-yl)benzamide
_chemical_formula_moiety         'C23 H18 N2 O S'

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C23 H18 N2 O S'
_chemical_formula_weight         370.47
_chemical_melting_point          425
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_Int_Tables_number      14
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 2yn'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 1/2+X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   16.1194(3)
_cell_length_b                   8.06430(15)
_cell_length_c                   16.6212(3)
_cell_angle_alpha                90.0000
_cell_angle_beta                 118.7846(7)
_cell_angle_gamma                90.0000
_cell_volume                     1893.64(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    32721
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      71.58
_cell_measurement_temperature    123
_exptl_crystal_size_max          0.600
_exptl_crystal_size_mid          0.450
_exptl_crystal_size_min          0.400
_exptl_crystal_density_diffrn    1.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             776.00
_exptl_absorpt_coefficient_mu    1.626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.446
_exptl_absorpt_correction_T_max  0.522
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            35567
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_theta_max         71.58
_diffrn_reflns_theta_full        71.58
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3683
_reflns_number_gt                3417
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.1013
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         3683
_refine_ls_number_parameters     305
_refine_ls_goodness_of_fit_ref   1.113
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0449P)²+1.1052P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.330
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.77051(3) 0.57873(5) 0.54139(3) 0.02671(13) Uani 1.0 4 d . . .
O1 O 0.59234(9) 0.54314(16) 0.31379(10) 0.0340(4) Uani 1.0 4 d . . .
N1 N 0.59011(9) 0.80479(17) 0.36498(9) 0.0179(3) Uani 1.0 4 d . . .
N2 N 0.54341(9) 1.09665(16) 0.40396(9) 0.0188(3) Uani 1.0 4 d . . .
C1 C 0.52279(12) 1.2423(2) 0.42569(11) 0.0228(4) Uani 1.0 4 d . . .
C2 C 0.43574(13) 1.2792(3) 0.42275(11) 0.0246(4) Uani 1.0 4 d . . .
C3 C 0.36805(12) 1.1583(3) 0.39581(11) 0.0229(4) Uani 1.0 4 d . . .
C4 C 0.38635(11) 0.9995(2) 0.37185(10) 0.0187(4) Uani 1.0 4 d . . .
C5 C 0.32069(11) 0.8669(3) 0.34358(11) 0.0230(4) Uani 1.0 4 d . . .
C6 C 0.34378(11) 0.7177(3) 0.32121(11) 0.0234(4) Uani 1.0 4 d . . .
C7 C 0.43288(11) 0.6908(2) 0.32584(11) 0.0199(4) Uani 1.0 4 d . . .
C8 C 0.49835(10) 0.81701(19) 0.35408(10) 0.0164(3) Uani 1.0 4 d . . .
C9 C 0.47604(10) 0.97538(19) 0.37726(10) 0.0155(3) Uani 1.0 4 d . . .
C10 C 0.63184(11) 0.6738(2) 0.34743(11) 0.0193(4) Uani 1.0 4 d . . .
C11 C 0.73394(11) 0.70178(19) 0.37341(11) 0.0179(3) Uani 1.0 4 d . . .
C12 C 0.80413(11) 0.65103(19) 0.45969(11) 0.0196(4) Uani 1.0 4 d . . .
C13 C 0.89929(12) 0.6653(3) 0.48323(13) 0.0269(4) Uani 1.0 4 d . . .
C14 C 0.92326(13) 0.7322(3) 0.42057(14) 0.0320(5) Uani 1.0 4 d . . .
C15 C 0.85372(13) 0.7849(3) 0.33521(14) 0.0302(4) Uani 1.0 4 d . . .
C16 C 0.75782(12) 0.7698(2) 0.30936(12) 0.0232(4) Uani 1.0 4 d . . .
C17 C 0.68194(15) 0.8210(3) 0.21516(13) 0.0364(5) Uani 1.0 4 d . . .
C18 C 0.81872(11) 0.3756(2) 0.56462(10) 0.0181(3) Uani 1.0 4 d . . .
C19 C 0.88826(11) 0.3380(3) 0.65345(11) 0.0215(4) Uani 1.0 4 d . . .
C20 C 0.92422(12) 0.1780(3) 0.67486(12) 0.0265(4) Uani 1.0 4 d . . .
C21 C 0.89212(13) 0.0567(3) 0.60749(13) 0.0289(4) Uani 1.0 4 d . . .
C22 C 0.82330(13) 0.0952(3) 0.51857(13) 0.0291(4) Uani 1.0 4 d . . .
C23 C 0.78541(11) 0.2533(3) 0.49695(11) 0.0228(4) Uani 1.0 4 d . . .
H1 H 0.5731(15) 1.331(3) 0.4468(14) 0.029(6) Uiso 1.0 4 d . . .
H2 H 0.4270(16) 1.389(3) 0.4413(15) 0.037(6) Uiso 1.0 4 d . . .
H3 H 0.3082(15) 1.175(3) 0.3940(14) 0.032(6) Uiso 1.0 4 d . . .
H4 H 0.2636(14) 0.884(3) 0.3424(13) 0.024(5) Uiso 1.0 4 d . . .
H5 H 0.2971(14) 0.622(3) 0.3023(13) 0.025(5) Uiso 1.0 4 d . . .
H6 H 0.4456(14) 0.581(3) 0.3098(14) 0.026(5) Uiso 1.0 4 d . . .
H7 H 0.6224(14) 0.893(3) 0.3879(14) 0.024(5) Uiso 1.0 4 d . . .
H8 H 0.9477(16) 0.626(3) 0.5446(15) 0.035(6) Uiso 1.0 4 d . . .
H9 H 0.9889(18) 0.742(3) 0.4361(17) 0.049(7) Uiso 1.0 4 d . . .
H10 H 0.8714(15) 0.835(3) 0.2915(15) 0.033(6) Uiso 1.0 4 d . . .
H14 H 0.9131(15) 0.428(3) 0.7032(15) 0.033(6) Uiso 1.0 4 d . . .
H15 H 0.9757(15) 0.153(3) 0.7375(15) 0.036(6) Uiso 1.0 4 d . . .
H16 H 0.9167(16) -0.051(3) 0.6228(15) 0.039(6) Uiso 1.0 4 d . . .
H17 H 0.8029(15) 0.013(3) 0.4705(15) 0.037(6) Uiso 1.0 4 d . . .
H17A H 0.6501 0.7220 0.1793 0.0437 Uiso 1.0 4 calc R . .
H17B H 0.7107 0.8824 0.1840 0.0437 Uiso 1.0 4 calc R . .
H17C H 0.6357 0.8918 0.2209 0.0437 Uiso 1.0 4 calc R . .
H18 H 0.7360(16) 0.280(3) 0.4350(16) 0.038(6) Uiso 1.0 4 d . . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C12 1.785(3) yes . .
S1 C18 1.7738(17) yes . .
O1 C10 1.219(2) yes . .
N1 C8 1.404(3) yes . .
N1 C10 1.357(3) yes . .
N2 C1 1.318(3) yes . .
N2 C9 1.367(2) yes . .
C1 C2 1.412(3) yes . .
C2 C3 1.368(3) yes . .
C3 C4 1.414(3) yes . .
C4 C5 1.416(3) yes . .
C4 C9 1.418(3) yes . .
C5 C6 1.363(3) yes . .
C6 C7 1.417(3) yes . .
C7 C8 1.376(3) yes . .
C8 C9 1.429(3) yes . .
C10 C11 1.504(3) yes . .
C11 C12 1.393(2) yes . .
C11 C16 1.406(3) yes . .
C12 C13 1.393(3) yes . .
C13 C14 1.383(4) yes . .
C14 C15 1.385(3) yes . .
C15 C16 1.396(3) yes . .
C16 C17 1.508(3) yes . .
C18 C19 1.3910(19) yes . .
C18 C23 1.395(3) yes . .
C19 C20 1.388(3) yes . .
C20 C21 1.386(3) yes . .
C21 C22 1.390(3) yes . .
C22 C23 1.384(3) yes . .
N1 H7 0.86(2) no . .
C1 H1 1.01(2) no . .
C2 H2 0.97(3) no . .
C3 H3 0.96(3) no . .
C5 H4 0.92(3) no . .
C6 H5 1.02(2) no . .
C7 H6 0.97(3) no . .
C13 H8 0.991(19) no . .
C14 H9 0.96(3) no . .
C15 H10 0.99(3) no . .
C17 H17A 0.980 no . .
C17 H17B 0.980 no . .
C17 H17C 0.980 no . .
C19 H14 1.03(2) no . .
C20 H15 0.991(19) no . .
C21 H16 0.94(3) no . .
C22 H17 0.96(3) no . .
C23 H18 0.97(2) no . .

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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C12 S1 C18 101.86(9) yes . . .
C8 N1 C10 128.84(14) yes . . .
C1 N2 C9 117.45(16) yes . . .
N2 C1 C2 123.77(16) yes . . .
C1 C2 C3 118.95(18) yes . . .
C2 C3 C4 119.74(19) yes . . .
C3 C4 C5 123.60(18) yes . . .
C3 C4 C9 116.82(15) yes . . .
C5 C4 C9 119.58(16) yes . . .
C4 C5 C6 119.90(18) yes . . .
C5 C6 C7 121.52(16) yes . . .
C6 C7 C8 119.75(17) yes . . .
N1 C8 C7 125.41(16) yes . . .
N1 C8 C9 114.46(14) yes . . .
C7 C8 C9 120.11(17) yes . . .
N2 C9 C4 123.28(15) yes . . .
N2 C9 C8 117.59(16) yes . . .
C4 C9 C8 119.13(14) yes . . .
O1 C10 N1 124.60(17) yes . . .
O1 C10 C11 121.26(17) yes . . .
N1 C10 C11 114.13(14) yes . . .
C10 C11 C12 119.05(18) yes . . .
C10 C11 C16 120.12(13) yes . . .
C12 C11 C16 120.74(17) yes . . .
S1 C12 C11 119.04(15) yes . . .
S1 C12 C13 120.65(13) yes . . .
C11 C12 C13 120.2(2) yes . . .
C12 C13 C14 119.32(15) yes . . .
C13 C14 C15 120.6(2) yes . . .
C14 C15 C16 121.2(3) yes . . .
C11 C16 C15 117.86(15) yes . . .
C11 C16 C17 120.80(18) yes . . .
C15 C16 C17 121.3(2) yes . . .
S1 C18 C19 118.52(13) yes . . .
S1 C18 C23 121.29(11) yes . . .
C19 C18 C23 120.14(15) yes . . .
C18 C19 C20 119.91(16) yes . . .
C19 C20 C21 120.09(15) yes . . .
C20 C21 C22 119.82(17) yes . . .
C21 C22 C23 120.56(17) yes . . .
C18 C23 C22 119.45(14) yes . . .
C8 N1 H7 112.1(17) no . . .
C10 N1 H7 119.0(17) no . . .
N2 C1 H1 117.4(14) no . . .
C2 C1 H1 118.8(14) no . . .
C1 C2 H2 118.3(15) no . . .
C3 C2 H2 122.7(15) no . . .
C2 C3 H3 123.0(13) no . . .
C4 C3 H3 117.3(13) no . . .
C4 C5 H4 118.5(13) no . . .
C6 C5 H4 121.6(13) no . . .
C5 C6 H5 119.8(14) no . . .
C7 C6 H5 118.7(14) no . . .
C6 C7 H6 117.8(14) no . . .
C8 C7 H6 122.5(13) no . . .
C12 C13 H8 118.5(17) no . . .
C14 C13 H8 122.2(17) no . . .
C13 C14 H9 120.0(16) no . . .
C15 C14 H9 119.4(16) no . . .
C14 C15 H10 120.2(11) no . . .
C16 C15 H10 118.6(11) no . . .
C16 C17 H17A 109.471 no . . .
C16 C17 H17B 109.467 no . . .
C16 C17 H17C 109.471 no . . .
H17A C17 H17B 109.480 no . . .
H17A C17 H17C 109.474 no . . .
H17B C17 H17C 109.465 no . . .
C18 C19 H14 120.1(11) no . . .
C20 C19 H14 120.0(11) no . . .
C19 C20 H15 119.6(14) no . . .
C21 C20 H15 120.2(14) no . . .
C20 C21 H16 119.4(13) no . . .
C22 C21 H16 120.8(13) no . . .
C21 C22 H17 120.4(13) no . . .
C23 C22 H17 119.0(13) no . . .
C18 C23 H18 119.9(14) no . . .
C22 C23 H18 120.7(14) no . . .

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C12 S1 C18 C19 117.42(14) no . . . .
C12 S1 C18 C23 -65.32(15) no . . . .
C18 S1 C12 C11 121.65(11) no . . . .
C18 S1 C12 C13 -61.84(12) no . . . .
C8 N1 C10 O1 3.8(3) no . . . .
C8 N1 C10 C11 -176.08(14) no . . . .
C10 N1 C8 C7 2.8(3) no . . . .
C10 N1 C8 C9 -178.67(15) no . . . .
C1 N2 C9 C4 0.2(3) no . . . .
C1 N2 C9 C8 -179.70(13) no . . . .
C9 N2 C1 C2 -0.1(3) no . . . .
N2 C1 C2 C3 -0.1(3) no . . . .
C1 C2 C3 C4 0.2(3) no . . . .
C2 C3 C4 C5 179.74(14) no . . . .
C2 C3 C4 C9 -0.1(3) no . . . .
C3 C4 C5 C6 179.67(14) no . . . .
C3 C4 C9 N2 -0.1(3) no . . . .
C3 C4 C9 C8 179.80(13) no . . . .
C5 C4 C9 N2 -179.94(14) no . . . .
C5 C4 C9 C8 -0.1(3) no . . . .
C9 C4 C5 C6 -0.5(3) no . . . .
C4 C5 C6 C7 0.3(3) no . . . .
C5 C6 C7 C8 0.5(3) no . . . .
C6 C7 C8 N1 177.45(14) no . . . .
C6 C7 C8 C9 -1.0(3) no . . . .
N1 C8 C9 N2 2.1(2) no . . . .
N1 C8 C9 C4 -177.80(12) no . . . .
C7 C8 C9 N2 -179.33(14) no . . . .
C7 C8 C9 C4 0.8(3) no . . . .
O1 C10 C11 C12 -86.3(3) no . . . .
O1 C10 C11 C16 90.2(2) no . . . .
N1 C10 C11 C12 93.57(17) no . . . .
N1 C10 C11 C16 -89.93(19) no . . . .
C10 C11 C12 S1 -7.8(2) no . . . .
C10 C11 C12 C13 175.71(13) no . . . .
C10 C11 C16 C15 -176.62(13) no . . . .
C10 C11 C16 C17 2.1(3) no . . . .
C12 C11 C16 C15 -0.2(3) no . . . .
C12 C11 C16 C17 178.54(14) no . . . .
C16 C11 C12 S1 175.76(13) no . . . .
C16 C11 C12 C13 -0.8(3) no . . . .
S1 C12 C13 C14 -175.66(11) no . . . .
C11 C12 C13 C14 0.8(3) no . . . .
C12 C13 C14 C15 0.1(3) no . . . .
C13 C14 C15 C16 -1.1(3) no . . . .
C14 C15 C16 C11 1.1(3) no . . . .
C14 C15 C16 C17 -177.61(16) no . . . .
S1 C18 C19 C20 176.97(13) no . . . .
S1 C18 C23 C22 -178.35(13) no . . . .
C19 C18 C23 C22 -1.1(3) no . . . .
C23 C18 C19 C20 -0.3(3) no . . . .
C18 C19 C20 C21 1.1(4) no . . . .
C19 C20 C21 C22 -0.5(4) no . . . .
C20 C21 C22 C23 -1.0(4) no . . . .
C21 C22 C23 C18 1.8(4) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 O1 3.4898(13) no . .
S1 N1 3.4879(13) no . .
S1 C10 3.0063(15) no . .
O1 C7 2.926(3) no . .
O1 C8 2.932(3) no . .
O1 C12 3.2124(18) no . .
O1 C16 3.263(3) no . .
O1 C17 3.475(3) no . .
N1 N2 2.645(2) no . .
N1 C12 3.269(2) no . .
N1 C16 3.263(3) no . .
N1 C17 3.458(4) no . .
N2 C3 2.808(3) no . .
C1 C4 2.752(3) no . .
C1 C8 3.589(3) no . .
C2 C9 2.733(3) no . .
C4 C7 2.810(3) no . .
C5 C8 2.813(3) no . .
C6 C9 2.796(3) no . .
C7 C10 3.054(3) no . .
C10 C17 2.933(4) no . .
C11 C14 2.772(3) no . .
C12 C15 2.771(4) no . .
C12 C23 3.308(3) no . .
C13 C16 2.813(3) no . .
C13 C18 3.266(3) no . .
C18 C21 2.777(3) no . .
C19 C22 2.774(3) no . .
C20 C23 2.783(2) no . .
S1 C3 3.581(3) no . 3_676
O1 C1 3.551(3) no . 1_545
O1 C20 3.135(2) no . 4_454
O1 C21 3.488(2) no . 4_454
N2 C3 3.573(3) no . 3_676
N2 C4 3.421(3) no . 3_676
C1 O1 3.551(3) no . 1_565
C1 C4 3.539(3) no . 3_676
C1 C5 3.540(2) no . 3_676
C2 C8 3.420(3) no . 3_676
C2 C9 3.568(3) no . 3_676
C3 S1 3.581(3) no . 3_676
C3 N2 3.573(3) no . 3_676
C3 C9 3.546(2) no . 3_676
C4 N2 3.421(3) no . 3_676
C4 C1 3.539(3) no . 3_676
C5 C1 3.540(2) no . 3_676
C8 C2 3.420(3) no . 3_676
C9 C2 3.568(3) no . 3_676
C9 C3 3.546(2) no . 3_676
C14 C20 3.583(4) no . 3_766
C20 O1 3.135(2) no . 4_555
C20 C14 3.583(4) no . 3_766
C21 O1 3.488(2) no . 4_555
S1 H7 3.573(19) no . .
S1 H8 2.86(3) no . .
S1 H14 2.834(18) no . .
S1 H18 2.88(3) no . .
O1 H6 2.35(3) no . .
O1 H7 3.02(3) no . .
O1 H17A 3.1539 no . .
O1 H17C 3.4371 no . .
O1 H18 3.07(2) no . .
N1 H6 2.73(2) no . .
N1 H17C 2.9084 no . .
N2 H2 3.26(3) no . .
N2 H7 2.17(3) no . .
C1 H3 3.28(3) no . .
C1 H7 3.45(3) no . .
C3 H1 3.30(3) no . .
C3 H4 2.66(2) no . .
C4 H2 3.30(3) no . .
C4 H5 3.33(2) no . .
C5 H3 2.66(3) no . .
C5 H6 3.28(3) no . .
C7 H4 3.27(3) no . .
C7 H7 3.17(3) no . .
C8 H5 3.32(3) no . .
C9 H1 3.20(2) no . .
C9 H3 3.27(3) no . .
C9 H4 3.27(3) no . .
C9 H6 3.33(2) no . .
C9 H7 2.37(3) no . .
C10 H6 2.86(3) no . .
C10 H17A 2.9726 no . .
C10 H17C 2.7640 no . .
C10 H18 3.56(3) no . .
C11 H7 2.47(3) no . .
C11 H8 3.301(19) no . .
C11 H10 3.29(3) no . .
C11 H17A 2.8390 no . .
C11 H17B 3.3224 no . .
C11 H17C 2.7231 no . .
C11 H18 3.55(3) no . .
C12 H7 3.23(2) no . .
C12 H9 3.27(4) no . .
C12 H18 3.15(3) no . .
C13 H10 3.29(3) no . .
C15 H8 3.31(3) no . .
C15 H17A 3.0906 no . .
C15 H17B 2.5822 no . .
C15 H17C 3.2056 no . .
C16 H7 3.19(3) no . .
C16 H9 3.29(3) no . .
C17 H7 3.49(3) no . .
C17 H10 2.69(3) no . .
C18 H8 3.03(3) no . .
C18 H15 3.30(2) no . .
C18 H17 3.27(3) no . .
C19 H8 3.36(3) no . .
C19 H16 3.25(3) no . .
C19 H18 3.29(2) no . .
C20 H17 3.28(3) no . .
C21 H14 3.33(3) no . .
C21 H18 3.29(2) no . .
C22 H15 3.30(2) no . .
C23 H14 3.34(2) no . .
C23 H16 3.26(3) no . .
H1 H2 2.36(4) no . .
H2 H3 2.42(4) no . .
H3 H4 2.48(3) no . .
H4 H5 2.35(3) no . .
H5 H6 2.36(4) no . .
H6 H7 3.54(3) no . .
H7 H17C 2.8849 no . .
H8 H9 2.39(5) no . .
H8 H14 3.35(4) no . .
H9 H10 2.35(3) no . .
H10 H17A 3.2597 no . .
H10 H17B 2.3635 no . .
H10 H17C 3.4245 no . .
H14 H15 2.39(3) no . .
H15 H16 2.35(4) no . .
H16 H17 2.36(3) no . .
H17 H18 2.35(4) no . .
S1 H1 3.43(2) no . 1_545
S1 H2 3.34(3) no . 3_676
S1 H3 2.83(3) no . 3_676
O1 H1 2.93(3) no . 1_545
O1 H10 2.68(3) no . 2_645
O1 H15 2.31(2) no . 4_454
O1 H16 3.072(19) no . 4_454
O1 H17B 3.4125 no . 2_645
N1 H3 3.53(2) no . 3_676
N1 H14 3.551(19) no . 4_464
N1 H17 3.45(3) no . 1_565
N2 H14 2.973(19) no . 4_464
N2 H15 3.16(3) no . 4_464
N2 H18 3.25(3) no . 1_565
C1 H2 3.56(3) no . 3_686
C1 H6 3.23(2) no . 1_565
C1 H14 3.52(2) no . 4_464
C1 H15 2.96(3) no . 4_464
C1 H18 3.38(3) no . 1_565
C2 H2 3.51(2) no . 3_686
C2 H5 3.511(19) no . 1_565
C2 H6 3.13(3) no . 1_565
C2 H15 3.48(3) no . 4_464
C3 H5 3.094(17) no . 2_555
C3 H7 3.55(3) no . 3_676
C4 H5 3.139(17) no . 2_555
C4 H14 3.09(3) no . 4_464
C5 H1 3.45(2) no . 3_676
C5 H5 3.046(19) no . 2_555
C6 H1 3.44(3) no . 3_676
C6 H2 3.20(3) no . 1_545
C6 H3 3.237(18) no . 2_545
C7 H2 3.13(3) no . 1_545
C7 H2 3.48(2) no . 3_676
C7 H15 3.36(3) no . 4_454
C7 H16 3.45(3) no . 4_454
C8 H2 3.44(3) no . 3_676
C8 H14 3.01(2) no . 4_464
C9 H14 2.68(3) no . 4_464
C10 H1 3.57(3) no . 1_545
C10 H10 3.56(3) no . 2_645
C10 H15 3.49(2) no . 4_454
C11 H17 2.90(3) no . 1_565
C11 H17B 3.0262 no . 2_645
C12 H16 3.42(3) no . 1_565
C12 H17 2.93(3) no . 1_565
C12 H17B 3.1469 no . 2_645
C13 H8 3.60(3) no . 3_766
C13 H16 3.17(3) no . 1_565
C13 H17 3.17(3) no . 1_565
C13 H17B 3.3657 no . 2_645
C14 H8 3.44(3) no . 3_766
C14 H17 3.34(3) no . 1_565
C14 H17B 3.4678 no . 2_645
C14 H17C 3.4375 no . 2_645
C15 H15 3.53(3) no . 3_766
C15 H17 3.30(3) no . 1_565
C15 H17A 3.5318 no . 2_655
C15 H17B 3.3758 no . 2_645
C15 H17C 3.3324 no . 2_645
C16 H17 3.11(3) no . 1_565
C16 H17B 3.1576 no . 2_645
C17 H8 3.489(19) no . 4_464
C17 H18 3.36(3) no . 2_655
C18 H1 3.49(2) no . 1_545
C18 H4 3.24(3) no . 3_666
C18 H5 3.52(3) no . 3_666
C18 H9 3.25(3) no . 3_766
C19 H4 3.06(3) no . 3_666
C19 H5 3.42(3) no . 3_666
C19 H9 3.06(4) no . 3_766
C20 H4 2.94(3) no . 3_666
C20 H6 2.96(3) no . 4_555
C20 H9 2.87(4) no . 3_766
C20 H10 3.07(3) no . 3_766
C21 H4 3.04(3) no . 3_666
C21 H6 3.24(3) no . 4_555
C21 H9 2.86(3) no . 3_766
C21 H10 3.46(2) no . 3_766
C22 H4 3.23(3) no . 3_666
C22 H7 3.330(19) no . 1_545
C22 H9 3.04(3) no . 3_766
C23 H1 3.17(3) no . 1_545
C23 H4 3.32(3) no . 3_666
C23 H9 3.25(3) no . 3_766
C23 H17A 3.5584 no . 2_645
C23 H17B 3.2118 no . 2_645
H1 S1 3.43(2) no . 1_565
H1 O1 2.93(3) no . 1_565
H1 C5 3.45(2) no . 3_676
H1 C6 3.44(3) no . 3_676
H1 C10 3.57(3) no . 1_565
H1 C18 3.49(2) no . 1_565
H1 C23 3.17(3) no . 1_565
H1 H2 2.92(4) no . 3_686
H1 H6 3.00(3) no . 1_565
H1 H15 3.05(3) no . 4_464
H1 H18 2.76(4) no . 1_565
H2 S1 3.34(3) no . 3_676
H2 C1 3.56(3) no . 3_686
H2 C2 3.51(2) no . 3_686
H2 C6 3.20(3) no . 1_565
H2 C7 3.13(3) no . 1_565
H2 C7 3.48(2) no . 3_676
H2 C8 3.44(3) no . 3_676
H2 H1 2.92(4) no . 3_686
H2 H2 2.85(3) no . 3_686
H2 H5 2.93(3) no . 1_565
H2 H6 2.81(4) no . 1_565
H3 S1 2.83(3) no . 3_676
H3 N1 3.53(2) no . 3_676
H3 C6 3.237(18) no . 2_555
H3 H5 2.89(3) no . 2_555
H3 H7 3.28(3) no . 3_676
H4 C18 3.24(3) no . 3_666
H4 C19 3.06(3) no . 3_666
H4 C20 2.94(3) no . 3_666
H4 C21 3.04(3) no . 3_666
H4 C22 3.23(3) no . 3_666
H4 C23 3.32(3) no . 3_666
H4 H5 2.86(3) no . 2_555
H4 H6 3.48(3) no . 2_555
H4 H14 3.60(3) no . 3_666
H4 H15 3.43(4) no . 3_666
H4 H16 3.50(4) no . 3_666
H5 C2 3.511(19) no . 1_545
H5 C3 3.094(17) no . 2_545
H5 C4 3.139(17) no . 2_545
H5 C5 3.046(19) no . 2_545
H5 C18 3.52(3) no . 3_666
H5 C19 3.42(3) no . 3_666
H5 H2 2.93(3) no . 1_545
H5 H3 2.89(3) no . 2_545
H5 H4 2.86(3) no . 2_545
H5 H14 3.37(4) no . 3_666
H6 C1 3.23(2) no . 1_545
H6 C2 3.13(3) no . 1_545
H6 C20 2.96(3) no . 4_454
H6 C21 3.24(3) no . 4_454
H6 H1 3.00(3) no . 1_545
H6 H2 2.81(4) no . 1_545
H6 H4 3.48(3) no . 2_545
H6 H15 2.41(4) no . 4_454
H6 H16 2.92(4) no . 4_454
H7 C3 3.55(3) no . 3_676
H7 C22 3.330(19) no . 1_565
H7 H3 3.28(3) no . 3_676
H7 H14 3.59(3) no . 4_464
H7 H17 2.73(3) no . 1_565
H7 H18 3.51(3) no . 1_565
H8 C13 3.60(3) no . 3_766
H8 C14 3.44(3) no . 3_766
H8 C17 3.489(19) no . 4_565
H8 H8 3.41(4) no . 3_766
H8 H9 3.11(4) no . 3_766
H8 H16 3.05(4) no . 1_565
H8 H17A 3.1820 no . 4_565
H8 H17C 3.0399 no . 4_565
H9 C18 3.25(3) no . 3_766
H9 C19 3.06(4) no . 3_766
H9 C20 2.87(4) no . 3_766
H9 C21 2.86(3) no . 3_766
H9 C22 3.04(3) no . 3_766
H9 C23 3.25(3) no . 3_766
H9 H8 3.11(4) no . 3_766
H9 H15 3.31(5) no . 3_766
H9 H16 3.31(4) no . 3_766
H9 H17 3.54(4) no . 3_766
H10 O1 2.68(3) no . 2_655
H10 C10 3.56(3) no . 2_655
H10 C20 3.07(3) no . 3_766
H10 C21 3.46(2) no . 3_766
H10 H15 2.73(4) no . 3_766
H10 H16 3.47(4) no . 3_766
H10 H17A 3.2007 no . 2_655
H10 H17C 3.5810 no . 2_645
H10 H18 3.33(4) no . 2_655
H14 N1 3.551(19) no . 4_565
H14 N2 2.973(19) no . 4_565
H14 C1 3.52(2) no . 4_565
H14 C4 3.09(3) no . 4_565
H14 C8 3.01(2) no . 4_565
H14 C9 2.68(3) no . 4_565
H14 H4 3.60(3) no . 3_666
H14 H5 3.37(4) no . 3_666
H14 H7 3.59(3) no . 4_565
H15 O1 2.31(2) no . 4_555
H15 N2 3.16(3) no . 4_565
H15 C1 2.96(3) no . 4_565
H15 C2 3.48(3) no . 4_565
H15 C7 3.36(3) no . 4_555
H15 C10 3.49(2) no . 4_555
H15 C15 3.53(3) no . 3_766
H15 H1 3.05(3) no . 4_565
H15 H4 3.43(4) no . 3_666
H15 H6 2.41(4) no . 4_555
H15 H9 3.31(5) no . 3_766
H15 H10 2.73(4) no . 3_766
H16 O1 3.072(19) no . 4_555
H16 C7 3.45(3) no . 4_555
H16 C12 3.42(3) no . 1_545
H16 C13 3.17(3) no . 1_545
H16 H4 3.50(4) no . 3_666
H16 H6 2.92(4) no . 4_555
H16 H8 3.05(4) no . 1_545
H16 H9 3.31(4) no . 3_766
H16 H10 3.47(4) no . 3_766
H17 N1 3.45(3) no . 1_545
H17 C11 2.90(3) no . 1_545
H17 C12 2.93(3) no . 1_545
H17 C13 3.17(3) no . 1_545
H17 C14 3.34(3) no . 1_545
H17 C15 3.30(3) no . 1_545
H17 C16 3.11(3) no . 1_545
H17 H7 2.73(3) no . 1_545
H17 H9 3.54(4) no . 3_766
H17 H17A 3.3808 no . 2_645
H17A C15 3.5318 no . 2_645
H17A C23 3.5584 no . 2_655
H17A H8 3.1820 no . 4_464
H17A H10 3.2007 no . 2_645
H17A H17 3.3808 no . 2_655
H17A H17B 3.5752 no . 2_645
H17A H18 3.2506 no . 2_655
H17B O1 3.4125 no . 2_655
H17B C11 3.0262 no . 2_655
H17B C12 3.1469 no . 2_655
H17B C13 3.3657 no . 2_655
H17B C14 3.4678 no . 2_655
H17B C15 3.3758 no . 2_655
H17B C16 3.1576 no . 2_655
H17B C23 3.2118 no . 2_655
H17B H17A 3.5752 no . 2_655
H17B H18 2.6416 no . 2_655
H17C C14 3.4375 no . 2_655
H17C C15 3.3324 no . 2_655
H17C H8 3.0399 no . 4_464
H17C H10 3.5810 no . 2_655
H18 N2 3.25(3) no . 1_545
H18 C1 3.38(3) no . 1_545
H18 C17 3.36(3) no . 2_645
H18 H1 2.76(4) no . 1_545
H18 H7 3.51(3) no . 1_545
H18 H10 3.33(4) no . 2_645
H18 H17A 3.2506 no . 2_645
H18 H17B 2.6416 no . 2_645

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H7 N2 . . . 2.645(2) 0.855 2.17(2) 114.6(19) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-Ts-6-Me-benzoylaminoqino
_database_code_depnum_ccdc_archive 'CCDC 1023627'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2015-05-13 downloaded from the CCDC.
;
_chemical_name_systematic        
2-(4-Methylbenzenesulfonyl)-6-methyl-N-(quinolin-8-yl)benzamide
_chemical_formula_moiety         'C24 H20 N2 O3 S'

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C24 H20 N2 O3 S'
_chemical_formula_weight         416.49
_chemical_melting_point          505
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   7.84222(14)
_cell_length_b                   10.50484(19)
_cell_length_c                   12.7128(3)
_cell_angle_alpha                98.8440(10)
_cell_angle_beta                 95.2486(11)
_cell_angle_gamma                107.1016(10)
_cell_volume                     978.68(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    15279
_cell_measurement_theta_min      3.56
_cell_measurement_theta_max      71.67
_cell_measurement_temperature    123
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.050
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             436.00
_exptl_absorpt_coefficient_mu    1.717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.763
_exptl_absorpt_correction_T_max  0.918
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            19529
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_theta_max         71.66
_diffrn_reflns_theta_full        71.67
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measured_fraction_theta_full 0.971
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3721
_reflns_number_gt                3001
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1903
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         3721
_refine_ls_number_parameters     276
_refine_ls_goodness_of_fit_ref   1.075
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1354P)²+0.0287P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.610
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.21486(8) 0.21434(6) 0.35435(5) 0.0264(3) Uani 1.0 2 d . . .
O1 O 0.0785(3) 0.45163(19) 0.22425(14) 0.0323(5) Uani 1.0 2 d . . .
O2 O 0.3052(3) 0.24371(18) 0.26333(14) 0.0308(5) Uani 1.0 2 d . . .
O3 O 0.2719(3) 0.13282(18) 0.42276(15) 0.0326(5) Uani 1.0 2 d . . .
N1 N 0.7123(3) 0.6870(3) 0.20088(17) 0.0282(5) Uani 1.0 2 d . . .
N2 N 0.3829(3) 0.5532(2) 0.23702(17) 0.0263(5) Uani 1.0 2 d . . .
C1 C 0.8749(4) 0.7520(3) 0.1830(3) 0.0345(7) Uani 1.0 2 d . . .
C2 C 0.9152(4) 0.8007(3) 0.0893(3) 0.0362(7) Uani 1.0 2 d . . .
C3 C 0.7773(4) 0.7790(3) 0.0072(3) 0.0314(7) Uani 1.0 2 d . . .
C4 C 0.5997(4) 0.7088(3) 0.0216(2) 0.0247(6) Uani 1.0 2 d . . .
C5 C 0.4499(4) 0.6819(3) -0.0592(2) 0.0279(6) Uani 1.0 2 d . . .
C6 C 0.2816(4) 0.6151(3) -0.0400(2) 0.0279(6) Uani 1.0 2 d . . .
C7 C 0.2529(4) 0.5689(3) 0.0568(2) 0.0252(6) Uani 1.0 2 d . . .
C8 C 0.3962(4) 0.5921(3) 0.1362(2) 0.0236(6) Uani 1.0 2 d . . .
C9 C 0.5735(3) 0.6640(3) 0.11901(19) 0.0232(6) Uani 1.0 2 d . . .
C10 C 0.2304(4) 0.4927(3) 0.2770(2) 0.0252(6) Uani 1.0 2 d . . .
C11 C 0.2502(3) 0.4906(3) 0.39501(19) 0.0245(6) Uani 1.0 2 d . . .
C12 C 0.2312(3) 0.3713(3) 0.4373(2) 0.0253(6) Uani 1.0 2 d . . .
C13 C 0.2249(4) 0.3718(3) 0.5464(2) 0.0268(6) Uani 1.0 2 d . . .
C14 C 0.2347(4) 0.4909(3) 0.6152(2) 0.0291(6) Uani 1.0 2 d . . .
C15 C 0.2556(4) 0.6084(3) 0.5750(2) 0.0301(6) Uani 1.0 2 d . . .
C16 C 0.2637(4) 0.6112(3) 0.4662(2) 0.0260(6) Uani 1.0 2 d . . .
C17 C 0.2808(4) 0.7414(3) 0.4268(3) 0.0351(7) Uani 1.0 2 d . . .
C18 C -0.0164(4) 0.1341(3) 0.3070(2) 0.0262(6) Uani 1.0 2 d . . .
C19 C -0.0898(4) 0.1484(3) 0.2068(2) 0.0286(6) Uani 1.0 2 d . . .
C20 C -0.2723(4) 0.0858(3) 0.1714(3) 0.0316(7) Uani 1.0 2 d . . .
C21 C -0.3847(4) 0.0117(3) 0.2338(3) 0.0290(6) Uani 1.0 2 d . . .
C22 C -0.3083(4) -0.0016(3) 0.3336(3) 0.0333(7) Uani 1.0 2 d . . .
C23 C -0.1256(4) 0.0583(3) 0.3704(3) 0.0306(6) Uani 1.0 2 d . . .
C24 C -0.5845(4) -0.0511(3) 0.1944(3) 0.0372(7) Uani 1.0 2 d . . .
H1 H 0.9725 0.7670 0.2383 0.0413 Uiso 1.0 2 calc R . .
H2 H 1.0359 0.8481 0.0824 0.0435 Uiso 1.0 2 calc R . .
H3 H 0.8007 0.8104 -0.0578 0.0377 Uiso 1.0 2 calc R . .
H4 H 0.495(4) 0.574(3) 0.283(3) 0.026(7) Uiso 1.0 2 d . . .
H5 H 0.4666 0.7101 -0.1261 0.0335 Uiso 1.0 2 calc R . .
H6 H 0.1811 0.5994 -0.0936 0.0335 Uiso 1.0 2 calc R . .
H7 H 0.1344 0.5215 0.0676 0.0303 Uiso 1.0 2 calc R . .
H13 H 0.2139 0.2910 0.5737 0.0322 Uiso 1.0 2 calc R . .
H14 H 0.2272 0.4913 0.6894 0.0349 Uiso 1.0 2 calc R . .
H15 H 0.2647 0.6898 0.6228 0.0361 Uiso 1.0 2 calc R . .
H17A H 0.3918 0.8110 0.4641 0.0421 Uiso 1.0 2 calc R . .
H17B H 0.1768 0.7714 0.4414 0.0421 Uiso 1.0 2 calc R . .
H17C H 0.2850 0.7268 0.3492 0.0421 Uiso 1.0 2 calc R . .
H19 H -0.0157 0.2003 0.1636 0.0343 Uiso 1.0 2 calc R . .
H20 H -0.3217 0.0939 0.1026 0.0379 Uiso 1.0 2 calc R . .
H22 H -0.3830 -0.0526 0.3772 0.0399 Uiso 1.0 2 calc R . .
H23 H -0.0754 0.0477 0.4381 0.0367 Uiso 1.0 2 calc R . .
H24A H -0.6050 -0.1335 0.1406 0.0446 Uiso 1.0 2 calc R . .
H24B H -0.6297 0.0137 0.1620 0.0446 Uiso 1.0 2 calc R . .
H24C H -0.6481 -0.0740 0.2551 0.0446 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 O2 1.438(2) yes . .
S1 O3 1.440(3) yes . .
S1 C12 1.779(3) yes . .
S1 C18 1.763(3) yes . .
O1 C10 1.232(3) yes . .
N1 C1 1.316(4) yes . .
N1 C9 1.374(3) yes . .
N2 C8 1.408(4) yes . .
N2 C10 1.362(4) yes . .
C1 C2 1.393(5) yes . .
C2 C3 1.373(4) yes . .
C3 C4 1.415(4) yes . .
C4 C5 1.418(4) yes . .
C4 C9 1.402(4) yes . .
C5 C6 1.364(4) yes . .
C6 C7 1.404(4) yes . .
C7 C8 1.377(4) yes . .
C8 C9 1.428(4) yes . .
C10 C11 1.499(4) yes . .
C11 C12 1.411(4) yes . .
C11 C16 1.409(4) yes . .
C12 C13 1.392(4) yes . .
C13 C14 1.389(4) yes . .
C14 C15 1.379(5) yes . .
C15 C16 1.395(4) yes . .
C16 C17 1.501(4) yes . .
C18 C19 1.397(4) yes . .
C18 C23 1.392(4) yes . .
C19 C20 1.386(4) yes . .
C20 C21 1.388(4) yes . .
C21 C22 1.398(4) yes . .
C21 C24 1.512(4) yes . .
C22 C23 1.387(4) yes . .
N2 H4 0.96(3) no . .
C1 H1 0.950 no . .
C2 H2 0.950 no . .
C3 H3 0.950 no . .
C5 H5 0.950 no . .
C6 H6 0.950 no . .
C7 H7 0.950 no . .
C13 H13 0.950 no . .
C14 H14 0.950 no . .
C15 H15 0.950 no . .
C17 H17A 0.980 no . .
C17 H17B 0.980 no . .
C17 H17C 0.980 no . .
C19 H19 0.950 no . .
C20 H20 0.950 no . .
C22 H22 0.950 no . .
C23 H23 0.950 no . .
C24 H24A 0.980 no . .
C24 H24B 0.980 no . .
C24 H24C 0.980 no . .

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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
O2 S1 O3 119.46(13) yes . . .
O2 S1 C12 107.91(12) yes . . .
O2 S1 C18 107.97(12) yes . . .
O3 S1 C12 107.22(12) yes . . .
O3 S1 C18 107.35(12) yes . . .
C12 S1 C18 106.22(13) yes . . .
C1 N1 C9 116.5(3) yes . . .
C8 N2 C10 127.8(3) yes . . .
N1 C1 C2 125.2(3) yes . . .
C1 C2 C3 118.8(3) yes . . .
C2 C3 C4 118.6(3) yes . . .
C3 C4 C5 122.1(3) yes . . .
C3 C4 C9 118.2(3) yes . . .
C5 C4 C9 119.7(3) yes . . .
C4 C5 C6 119.3(3) yes . . .
C5 C6 C7 121.8(3) yes . . .
C6 C7 C8 120.1(3) yes . . .
N2 C8 C7 125.0(3) yes . . .
N2 C8 C9 115.7(2) yes . . .
C7 C8 C9 119.3(3) yes . . .
N1 C9 C4 122.8(2) yes . . .
N1 C9 C8 117.4(3) yes . . .
C4 C9 C8 119.8(3) yes . . .
O1 C10 N2 123.8(3) yes . . .
O1 C10 C11 119.1(3) yes . . .
N2 C10 C11 116.7(2) yes . . .
C10 C11 C12 123.6(2) yes . . .
C10 C11 C16 117.4(3) yes . . .
C12 C11 C16 118.4(3) yes . . .
S1 C12 C11 121.86(19) yes . . .
S1 C12 C13 117.0(2) yes . . .
C11 C12 C13 121.2(3) yes . . .
C12 C13 C14 119.8(3) yes . . .
C13 C14 C15 119.6(3) yes . . .
C14 C15 C16 121.9(3) yes . . .
C11 C16 C15 119.2(3) yes . . .
C11 C16 C17 121.4(3) yes . . .
C15 C16 C17 119.4(3) yes . . .
S1 C18 C19 119.9(2) yes . . .
S1 C18 C23 119.8(2) yes . . .
C19 C18 C23 120.3(3) yes . . .
C18 C19 C20 119.1(3) yes . . .
C19 C20 C21 121.8(3) yes . . .
C20 C21 C22 118.1(3) yes . . .
C20 C21 C24 120.4(3) yes . . .
C22 C21 C24 121.5(3) yes . . .
C21 C22 C23 121.3(3) yes . . .
C18 C23 C22 119.4(3) yes . . .
C8 N2 H4 115.6(18) no . . .
C10 N2 H4 116.5(18) no . . .
N1 C1 H1 117.399 no . . .
C2 C1 H1 117.401 no . . .
C1 C2 H2 120.620 no . . .
C3 C2 H2 120.619 no . . .
C2 C3 H3 120.720 no . . .
C4 C3 H3 120.725 no . . .
C4 C5 H5 120.347 no . . .
C6 C5 H5 120.348 no . . .
C5 C6 H6 119.114 no . . .
C7 C6 H6 119.110 no . . .
C6 C7 H7 119.933 no . . .
C8 C7 H7 119.934 no . . .
C12 C13 H13 120.111 no . . .
C14 C13 H13 120.114 no . . .
C13 C14 H14 120.217 no . . .
C15 C14 H14 120.214 no . . .
C14 C15 H15 119.051 no . . .
C16 C15 H15 119.050 no . . .
C16 C17 H17A 109.474 no . . .
C16 C17 H17B 109.478 no . . .
C16 C17 H17C 109.471 no . . .
H17A C17 H17B 109.467 no . . .
H17A C17 H17C 109.468 no . . .
H17B C17 H17C 109.470 no . . .
C18 C19 H19 120.446 no . . .
C20 C19 H19 120.449 no . . .
C19 C20 H20 119.120 no . . .
C21 C20 H20 119.117 no . . .
C21 C22 H22 119.358 no . . .
C23 C22 H22 119.362 no . . .
C18 C23 H23 120.316 no . . .
C22 C23 H23 120.314 no . . .
C21 C24 H24A 109.471 no . . .
C21 C24 H24B 109.471 no . . .
C21 C24 H24C 109.475 no . . .
H24A C24 H24B 109.466 no . . .
H24A C24 H24C 109.473 no . . .
H24B C24 H24C 109.471 no . . .

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 S1 C12 C11 26.6(2) no . . . .
O2 S1 C12 C13 -153.31(15) no . . . .
O2 S1 C18 C19 -20.6(3) no . . . .
O2 S1 C18 C23 160.40(18) no . . . .
O3 S1 C12 C11 156.46(17) no . . . .
O3 S1 C12 C13 -23.43(19) no . . . .
O3 S1 C18 C19 -150.58(18) no . . . .
O3 S1 C18 C23 30.4(3) no . . . .
C12 S1 C18 C19 95.0(2) no . . . .
C12 S1 C18 C23 -84.1(2) no . . . .
C18 S1 C12 C11 -89.00(19) no . . . .
C18 S1 C12 C13 91.11(19) no . . . .
C1 N1 C9 C4 -1.2(4) no . . . .
C1 N1 C9 C8 179.3(3) no . . . .
C9 N1 C1 C2 1.3(5) no . . . .
C8 N2 C10 O1 7.0(5) no . . . .
C8 N2 C10 C11 -166.5(3) no . . . .
C10 N2 C8 C7 -3.4(4) no . . . .
C10 N2 C8 C9 175.0(3) no . . . .
N1 C1 C2 C3 -0.9(5) no . . . .
C1 C2 C3 C4 0.5(5) no . . . .
C2 C3 C4 C5 -179.8(3) no . . . .
C2 C3 C4 C9 -0.4(4) no . . . .
C3 C4 C5 C6 -179.3(3) no . . . .
C3 C4 C9 N1 0.8(4) no . . . .
C3 C4 C9 C8 -179.6(3) no . . . .
C5 C4 C9 N1 -179.8(3) no . . . .
C5 C4 C9 C8 -0.3(4) no . . . .
C9 C4 C5 C6 1.4(4) no . . . .
C4 C5 C6 C7 -1.7(4) no . . . .
C5 C6 C7 C8 0.9(4) no . . . .
C6 C7 C8 N2 178.6(3) no . . . .
C6 C7 C8 C9 0.3(4) no . . . .
N2 C8 C9 N1 0.5(4) no . . . .
N2 C8 C9 C4 -179.0(2) no . . . .
C7 C8 C9 N1 179.0(3) no . . . .
C7 C8 C9 C4 -0.6(4) no . . . .
O1 C10 C11 C12 75.1(4) no . . . .
O1 C10 C11 C16 -95.9(3) no . . . .
N2 C10 C11 C12 -111.1(3) no . . . .
N2 C10 C11 C16 77.9(3) no . . . .
C10 C11 C12 S1 9.6(4) no . . . .
C10 C11 C12 C13 -170.6(2) no . . . .
C10 C11 C16 C15 170.67(19) no . . . .
C10 C11 C16 C17 -7.4(4) no . . . .
C12 C11 C16 C15 -0.8(4) no . . . .
C12 C11 C16 C17 -178.90(19) no . . . .
C16 C11 C12 S1 -179.51(18) no . . . .
C16 C11 C12 C13 0.4(4) no . . . .
S1 C12 C13 C14 -179.20(15) no . . . .
C11 C12 C13 C14 0.9(4) no . . . .
C12 C13 C14 C15 -1.7(4) no . . . .
C13 C14 C15 C16 1.3(4) no . . . .
C14 C15 C16 C11 0.0(4) no . . . .
C14 C15 C16 C17 178.1(2) no . . . .
S1 C18 C19 C20 -179.27(17) no . . . .
S1 C18 C23 C22 178.35(18) no . . . .
C19 C18 C23 C22 -0.7(4) no . . . .
C23 C18 C19 C20 -0.2(4) no . . . .
C18 C19 C20 C21 1.4(4) no . . . .
C19 C20 C21 C22 -1.5(4) no . . . .
C19 C20 C21 C24 177.8(3) no . . . .
C20 C21 C22 C23 0.5(4) no . . . .
C24 C21 C22 C23 -178.8(3) no . . . .
C21 C22 C23 C18 0.5(4) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 O1 3.550(3) no . .
S1 C10 3.199(3) no . .
O1 O2 3.261(3) no . .
O1 C7 2.875(4) no . .
O1 C8 2.914(3) no . .
O1 C12 3.191(4) no . .
O1 C16 3.247(3) no . .
O1 C17 3.523(3) no . .
O1 C18 3.542(4) no . .
O1 C19 3.032(3) no . .
O2 N2 3.203(3) no . .
O2 C10 2.828(4) no . .
O2 C11 3.028(4) no . .
O2 C19 2.943(4) no . .
O3 C13 2.889(4) no . .
O3 C23 2.966(4) no . .
N1 N2 2.672(3) no . .
N1 C3 2.816(4) no . .
N2 C12 3.501(4) no . .
N2 C16 3.165(4) no . .
N2 C17 3.192(4) no . .
C1 C4 2.720(4) no . .
C1 C8 3.583(4) no . .
C2 C9 2.734(4) no . .
C4 C7 2.798(4) no . .
C5 C8 2.814(4) no . .
C6 C9 2.781(4) no . .
C7 C10 3.033(4) no . .
C10 C17 2.886(4) no . .
C11 C14 2.812(4) no . .
C12 C15 2.761(4) no . .
C12 C23 3.558(3) no . .
C13 C16 2.802(4) no . .
C13 C18 3.594(3) no . .
C18 C21 2.796(4) no . .
C19 C22 2.778(4) no . .
C20 C23 2.773(5) no . .
O1 C6 3.328(3) no . 2_565
O1 C14 3.461(4) no . 2_566
O2 C3 3.399(4) no . 2_665
O2 C5 3.418(4) no . 2_665
O2 C24 3.462(4) no . 1_655
O3 C22 3.599(4) no . 2_556
N1 C6 3.516(4) no . 2_665
N1 C13 3.383(4) no . 2_666
N1 C14 3.279(4) no . 2_666
N1 C22 3.499(4) no . 1_665
N2 C14 3.576(4) no . 2_666
C3 O2 3.399(4) no . 2_665
C3 C7 3.552(4) no . 2_665
C4 C7 3.485(4) no . 2_665
C4 C8 3.485(4) no . 2_665
C5 O2 3.418(4) no . 2_665
C5 C8 3.478(4) no . 2_665
C5 C9 3.543(4) no . 2_665
C5 C20 3.554(5) no . 2_565
C6 O1 3.328(3) no . 2_565
C6 N1 3.516(4) no . 2_665
C6 C9 3.487(4) no . 2_665
C7 C3 3.552(4) no . 2_665
C7 C4 3.485(4) no . 2_665
C8 C4 3.485(4) no . 2_665
C8 C5 3.478(4) no . 2_665
C9 C5 3.543(4) no . 2_665
C9 C6 3.487(4) no . 2_665
C9 C24 3.595(5) no . 1_665
C13 N1 3.383(4) no . 2_666
C14 O1 3.461(4) no . 2_566
C14 N1 3.279(4) no . 2_666
C14 N2 3.576(4) no . 2_666
C20 C5 3.554(5) no . 2_565
C22 O3 3.599(4) no . 2_556
C22 N1 3.499(4) no . 1_445
C24 O2 3.462(4) no . 1_455
C24 C9 3.595(5) no . 1_445
S1 H13 2.7829 no . .
S1 H19 2.8468 no . .
S1 H23 2.8378 no . .
O1 H4 3.11(3) no . .
O1 H7 2.2622 no . .
O1 H17C 2.9771 no . .
O1 H19 2.4966 no . .
O2 H4 3.31(3) no . .
O2 H19 2.5908 no . .
O3 H13 2.5051 no . .
O3 H23 2.6411 no . .
N1 H2 3.2453 no . .
N1 H4 2.22(3) no . .
N2 H7 2.6793 no . .
N2 H17C 2.4843 no . .
C1 H3 3.2480 no . .
C1 H4 3.49(3) no . .
C3 H1 3.2244 no . .
C3 H5 2.6769 no . .
C4 H2 3.2656 no . .
C4 H6 3.2594 no . .
C5 H3 2.6816 no . .
C5 H7 3.2671 no . .
C7 H4 3.28(3) no . .
C7 H5 3.2753 no . .
C8 H6 3.2598 no . .
C8 H17C 3.1733 no . .
C9 H1 3.1459 no . .
C9 H3 3.2831 no . .
C9 H4 2.48(3) no . .
C9 H5 3.2973 no . .
C9 H7 3.2839 no . .
C10 H7 2.7855 no . .
C10 H17A 3.5988 no . .
C10 H17B 3.4812 no . .
C10 H17C 2.3844 no . .
C10 H19 3.1434 no . .
C11 H4 2.52(3) no . .
C11 H13 3.2973 no . .
C11 H15 3.2739 no . .
C11 H17A 3.1698 no . .
C11 H17B 3.1480 no . .
C11 H17C 2.5781 no . .
C12 H4 3.47(3) no . .
C12 H14 3.2654 no . .
C12 H23 3.5423 no . .
C13 H15 3.2457 no . .
C13 H23 3.5044 no . .
C15 H13 3.2508 no . .
C15 H17A 2.7420 no . .
C15 H17B 2.7435 no . .
C15 H17C 3.3005 no . .
C16 H4 3.12(3) no . .
C16 H14 3.2795 no . .
C17 H4 3.25(4) no . .
C17 H15 2.6372 no . .
C18 H13 3.5904 no . .
C18 H20 3.2541 no . .
C18 H22 3.2555 no . .
C19 H23 3.2778 no . .
C20 H22 3.2488 no . .
C20 H24A 2.8759 no . .
C20 H24B 2.6662 no . .
C20 H24C 3.2944 no . .
C21 H19 3.2780 no . .
C21 H23 3.2835 no . .
C22 H20 3.2488 no . .
C22 H24A 3.0611 no . .
C22 H24B 3.2376 no . .
C22 H24C 2.6008 no . .
C23 H13 3.5660 no . .
C23 H19 3.2780 no . .
C24 H20 2.6584 no . .
C24 H22 2.6929 no . .
H1 H2 2.3147 no . .
H2 H3 2.3423 no . .
H3 H5 2.5316 no . .
H4 H17A 3.4488 no . .
H4 H17C 2.7157 no . .
H5 H6 2.3067 no . .
H6 H7 2.3401 no . .
H13 H14 2.3436 no . .
H13 H23 3.0278 no . .
H14 H15 2.3188 no . .
H15 H17A 2.6642 no . .
H15 H17B 2.6830 no . .
H15 H17C 3.5723 no . .
H19 H20 2.3294 no . .
H20 H24A 2.8819 no . .
H20 H24B 2.5389 no . .
H20 H24C 3.5675 no . .
H22 H23 2.3325 no . .
H22 H24A 3.1916 no . .
H22 H24B 3.4824 no . .
H22 H24C 2.4104 no . .
S1 H24B 3.5187 no . 1_655
S1 H24C 3.5928 no . 1_655
O1 H6 2.3790 no . 2_565
O1 H14 2.9047 no . 2_566
O1 H15 3.5672 no . 2_566
O2 H3 2.5896 no . 2_665
O2 H5 2.6082 no . 2_665
O2 H15 3.3717 no . 2_666
O2 H24B 2.7653 no . 1_655
O2 H24C 3.4500 no . 1_655
O3 H17A 2.7393 no . 2_666
O3 H22 2.9364 no . 2_556
O3 H23 2.9851 no . 2_556
O3 H24B 3.5936 no . 1_655
O3 H24C 3.0460 no . 1_655
N1 H6 3.4686 no . 2_665
N1 H13 2.8305 no . 2_666
N1 H14 2.6237 no . 2_666
N1 H22 3.5621 no . 1_665
N2 H5 3.4724 no . 2_665
N2 H13 3.5808 no . 2_666
N2 H14 3.3010 no . 2_666
C1 H6 3.5743 no . 2_665
C1 H13 3.3003 no . 2_666
C1 H14 3.1809 no . 2_666
C2 H7 3.5489 no . 2_665
C2 H19 3.3779 no . 2_665
C2 H24A 3.5980 no . 1_765
C2 H24B 3.5579 no . 1_765
C3 H7 3.4397 no . 2_665
C3 H19 2.9835 no . 2_665
C4 H24A 2.9732 no . 1_665
C5 H14 3.4968 no . 1_554
C5 H20 2.9241 no . 2_565
C5 H24A 3.0937 no . 1_665
C5 H24B 3.5899 no . 2_565
C6 H7 3.1156 no . 2_565
C6 H14 3.4262 no . 1_554
C6 H20 3.2104 no . 2_565
C6 H24A 3.0684 no . 1_665
C7 H6 3.4547 no . 2_565
C7 H7 3.0967 no . 2_565
C7 H24A 2.9763 no . 1_665
C8 H24A 2.8766 no . 1_665
C9 H24A 2.8632 no . 1_665
C10 H6 3.5892 no . 2_565
C13 H1 3.5614 no . 2_666
C13 H4 2.80(3) no . 2_666
C13 H17B 3.0958 no . 2_566
C14 H1 3.6000 no . 2_666
C14 H4 2.69(4) no . 2_666
C14 H17B 3.5013 no . 2_566
C17 H1 3.3431 no . 1_455
C17 H22 3.0662 no . 1_665
C17 H23 3.4474 no . 2_566
C17 H24C 3.1180 no . 1_665
C18 H15 3.1526 no . 2_566
C19 H3 3.0618 no . 2_665
C19 H6 3.4216 no . 2_565
C19 H15 3.2003 no . 2_566
C20 H5 3.0639 no . 2_565
C20 H6 3.4886 no . 2_565
C20 H15 3.2238 no . 2_566
C21 H15 3.1989 no . 2_566
C22 H15 3.1462 no . 2_566
C22 H17A 3.3397 no . 1_445
C22 H17A 3.2475 no . 2_566
C22 H17B 3.3106 no . 2_566
C23 H1 3.5801 no . 1_445
C23 H15 3.1373 no . 2_566
C23 H17A 3.5033 no . 2_566
C23 H17B 2.8933 no . 2_566
C23 H23 3.2891 no . 2_556
C24 H1 3.5801 no . 1_345
C24 H2 2.9869 no . 1_345
C24 H17C 3.2774 no . 1_445
H1 C13 3.5614 no . 2_666
H1 C14 3.6000 no . 2_666
H1 C17 3.3431 no . 1_655
H1 C23 3.5801 no . 1_665
H1 C24 3.5801 no . 1_765
H1 H13 2.9623 no . 2_666
H1 H14 3.0313 no . 2_666
H1 H17B 2.8968 no . 1_655
H1 H17C 2.8860 no . 1_655
H1 H24A 3.5687 no . 1_765
H1 H24C 2.9224 no . 1_765
H2 C24 2.9869 no . 1_765
H2 H3 3.5097 no . 2_775
H2 H19 3.0707 no . 2_665
H2 H20 3.3950 no . 2_665
H2 H24A 2.7882 no . 1_765
H2 H24B 2.6864 no . 1_765
H2 H24C 2.9822 no . 1_765
H3 O2 2.5896 no . 2_665
H3 C19 3.0618 no . 2_665
H3 H2 3.5097 no . 2_775
H3 H19 2.2671 no . 2_665
H3 H24B 2.9743 no . 2_565
H4 C13 2.80(3) no . 2_666
H4 C14 2.69(4) no . 2_666
H4 H5 3.4352 no . 2_665
H4 H13 2.6605 no . 2_666
H4 H14 2.4818 no . 2_666
H5 O2 2.6082 no . 2_665
H5 N2 3.4724 no . 2_665
H5 C20 3.0639 no . 2_565
H5 H4 3.4352 no . 2_665
H5 H14 3.0511 no . 1_554
H5 H15 3.3773 no . 1_554
H5 H20 2.6202 no . 2_565
H5 H24B 2.9312 no . 2_565
H6 O1 2.3790 no . 2_565
H6 N1 3.4686 no . 2_665
H6 C1 3.5743 no . 2_665
H6 C7 3.4547 no . 2_565
H6 C10 3.5892 no . 2_565
H6 C19 3.4216 no . 2_565
H6 C20 3.4886 no . 2_565
H6 H7 2.5049 no . 2_565
H6 H14 2.9145 no . 1_554
H6 H19 2.9790 no . 2_565
H6 H20 3.1077 no . 2_565
H7 C2 3.5489 no . 2_665
H7 C3 3.4397 no . 2_665
H7 C6 3.1156 no . 2_565
H7 C7 3.0967 no . 2_565
H7 H6 2.5049 no . 2_565
H7 H7 2.4773 no . 2_565
H7 H24A 3.5263 no . 1_665
H13 N1 2.8305 no . 2_666
H13 N2 3.5808 no . 2_666
H13 C1 3.3003 no . 2_666
H13 H1 2.9623 no . 2_666
H13 H4 2.6605 no . 2_666
H13 H17B 2.9194 no . 2_566
H13 H22 3.2710 no . 2_556
H13 H23 3.3756 no . 2_556
H14 O1 2.9047 no . 2_566
H14 N1 2.6237 no . 2_666
H14 N2 3.3010 no . 2_666
H14 C1 3.1809 no . 2_666
H14 C5 3.4968 no . 1_556
H14 C6 3.4262 no . 1_556
H14 H1 3.0313 no . 2_666
H14 H4 2.4818 no . 2_666
H14 H5 3.0511 no . 1_556
H14 H6 2.9145 no . 1_556
H14 H17B 3.5915 no . 2_566
H15 O1 3.5672 no . 2_566
H15 O2 3.3717 no . 2_666
H15 C18 3.1526 no . 2_566
H15 C19 3.2003 no . 2_566
H15 C20 3.2238 no . 2_566
H15 C21 3.1989 no . 2_566
H15 C22 3.1462 no . 2_566
H15 C23 3.1373 no . 2_566
H15 H5 3.3773 no . 1_556
H17A O3 2.7393 no . 2_666
H17A C22 3.3397 no . 1_665
H17A C22 3.2475 no . 2_566
H17A C23 3.5033 no . 2_566
H17A H22 2.3979 no . 1_665
H17A H22 3.0124 no . 2_566
H17A H23 3.4735 no . 2_566
H17A H24C 3.1101 no . 1_665
H17B C13 3.0958 no . 2_566
H17B C14 3.5013 no . 2_566
H17B C22 3.3106 no . 2_566
H17B C23 2.8933 no . 2_566
H17B H1 2.8968 no . 1_455
H17B H13 2.9194 no . 2_566
H17B H14 3.5915 no . 2_566
H17B H22 3.3281 no . 2_566
H17B H23 2.6084 no . 2_566
H17B H24C 3.2548 no . 1_665
H17C C24 3.2774 no . 1_665
H17C H1 2.8860 no . 1_455
H17C H22 2.8819 no . 1_665
H17C H24A 3.2865 no . 1_665
H17C H24C 2.5145 no . 1_665
H19 C2 3.3779 no . 2_665
H19 C3 2.9835 no . 2_665
H19 H2 3.0707 no . 2_665
H19 H3 2.2671 no . 2_665
H19 H6 2.9790 no . 2_565
H20 C5 2.9241 no . 2_565
H20 C6 3.2104 no . 2_565
H20 H2 3.3950 no . 2_665
H20 H5 2.6202 no . 2_565
H20 H6 3.1077 no . 2_565
H20 H20 3.5152 no . 2_455
H20 H24A 3.2049 no . 2_455
H20 H24B 3.3284 no . 2_455
H22 O3 2.9364 no . 2_556
H22 N1 3.5621 no . 1_445
H22 C17 3.0662 no . 1_445
H22 H13 3.2710 no . 2_556
H22 H17A 2.3979 no . 1_445
H22 H17A 3.0124 no . 2_566
H22 H17B 3.3281 no . 2_566
H22 H17C 2.8819 no . 1_445
H23 O3 2.9851 no . 2_556
H23 C17 3.4474 no . 2_566
H23 C23 3.2891 no . 2_556
H23 H13 3.3756 no . 2_556
H23 H17A 3.4735 no . 2_566
H23 H17B 2.6084 no . 2_566
H23 H23 2.3922 no . 2_556
H24A C2 3.5980 no . 1_345
H24A C4 2.9732 no . 1_445
H24A C5 3.0937 no . 1_445
H24A C6 3.0684 no . 1_445
H24A C7 2.9763 no . 1_445
H24A C8 2.8766 no . 1_445
H24A C9 2.8632 no . 1_445
H24A H1 3.5687 no . 1_345
H24A H2 2.7882 no . 1_345
H24A H7 3.5263 no . 1_445
H24A H17C 3.2865 no . 1_445
H24A H20 3.2049 no . 2_455
H24B S1 3.5187 no . 1_455
H24B O2 2.7653 no . 1_455
H24B O3 3.5936 no . 1_455
H24B C2 3.5579 no . 1_345
H24B C5 3.5899 no . 2_565
H24B H2 2.6864 no . 1_345
H24B H3 2.9743 no . 2_565
H24B H5 2.9312 no . 2_565
H24B H20 3.3284 no . 2_455
H24C S1 3.5928 no . 1_455
H24C O2 3.4500 no . 1_455
H24C O3 3.0460 no . 1_455
H24C C17 3.1180 no . 1_445
H24C H1 2.9224 no . 1_345
H24C H2 2.9822 no . 1_345
H24C H17A 3.1101 no . 1_445
H24C H17B 3.2548 no . 1_445
H24C H17C 2.5145 no . 1_445

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N2 H4 N1 . . . 2.672(3) 0.958 2.22(3) 108(2) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_(2-Ts-6-Me-benzoyl)-5-Ts-a
_database_code_depnum_ccdc_archive 'CCDC 1023628'
_audit_update_record             
;
2014-09-10 deposited with the CCDC.
2015-05-13 downloaded from the CCDC.
;
_chemical_name_systematic        
2-(4-Methylbenzenesulfonyl)-6-methyl-N-(5-(4-methylbenzenesulfonyl)quinolin-8-yl)benzamide
_chemical_formula_moiety         'C31 H26 N2 O5 S2'

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C31 H26 N2 O5 S2'
_chemical_formula_weight         570.68
_chemical_melting_point          549
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_Int_Tables_number      2
_chemical_absolute_configuration ?
_symmetry_space_group_name_Hall  '-P 1'
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,-Y,-Z
#------------------------------------------------------------------------------
_cell_length_a                   10.24960(19)
_cell_length_b                   10.78136(19)
_cell_length_c                   13.5184(3)
_cell_angle_alpha                65.7836(10)
_cell_angle_beta                 78.6515(11)
_cell_angle_gamma                89.8471(12)
_cell_volume                     1330.66(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    21953
_cell_measurement_theta_min      3.67
_cell_measurement_theta_max      71.67
_cell_measurement_temperature    123
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.090
_exptl_crystal_density_diffrn    1.424
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             596.00
_exptl_absorpt_coefficient_mu    2.196
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_T_max  0.821
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            30171
_diffrn_reflns_av_R_equivalents  0.0406
_diffrn_reflns_theta_max         71.74
_diffrn_reflns_theta_full        71.74
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.970
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             5068
_reflns_number_gt                4382
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0403
_refine_ls_wR_factor_ref         0.1212
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         5068
_refine_ls_number_parameters     443
_refine_ls_goodness_of_fit_ref   1.110
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0630P)²+0.6269P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.360
_refine_diff_density_min         -0.460
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.3331 0.5567
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.91578(5) 0.45730(5) 0.31563(5) 0.02917(15) Uani 1.0 2 d . . .
S2 S 0.37095(5) 0.21326(5) -0.06587(4) 0.02151(14) Uani 1.0 2 d . . .
O1 O 0.71657(16) 0.19200(16) 0.33022(13) 0.0318(4) Uani 1.0 2 d . . .
O2 O 0.87805(16) 0.48897(16) 0.21169(13) 0.0362(4) Uani 1.0 2 d . . .
O3 O 0.99406(18) 0.55982(17) 0.32696(17) 0.0467(5) Uani 1.0 2 d . . .
O4 O 0.46255(14) 0.12383(15) -0.09189(11) 0.0261(4) Uani 1.0 2 d . . .
O5 O 0.34536(15) 0.33403(15) -0.15636(11) 0.0264(4) Uani 1.0 2 d . . .
N1 N 0.56344(18) 0.34486(19) 0.27180(15) 0.0251(4) Uani 1.0 2 d . . .
N2 N 0.36635(18) 0.47667(18) 0.18656(15) 0.0254(4) Uani 1.0 2 d . . .
C1 C 0.6527(2) 0.2854(2) 0.33599(17) 0.0236(5) Uani 1.0 2 d . . .
C2 C 0.6577(2) 0.3369(2) 0.42366(17) 0.0247(5) Uani 1.0 2 d . . .
C3 C 0.7702(3) 0.4108(3) 0.42350(18) 0.0267(5) Uani 1.0 2 d . . .
C4 C 0.7731(3) 0.4483(3) 0.5099(3) 0.0401(6) Uani 1.0 2 d . . .
C5 C 0.6630(4) 0.4119(4) 0.5972(3) 0.0495(8) Uani 1.0 2 d . . .
C6 C 0.5532(3) 0.3378(4) 0.5991(2) 0.0459(7) Uani 1.0 2 d . . .
C7 C 0.5480(3) 0.2987(3) 0.51352(19) 0.0344(6) Uani 1.0 2 d . . .
C8 C 0.4274(3) 0.2128(4) 0.5214(3) 0.0515(8) Uani 1.0 2 d . . .
C9 C 1.0043(2) 0.3106(2) 0.34591(17) 0.0238(5) Uani 1.0 2 d . . .
C10 C 1.0371(3) 0.2602(3) 0.26565(18) 0.0269(5) Uani 1.0 2 d . . .
C11 C 1.1181(3) 0.1541(3) 0.28332(18) 0.0286(5) Uani 1.0 2 d . . .
C12 C 1.1643(2) 0.0940(3) 0.38122(17) 0.0273(5) Uani 1.0 2 d . . .
C13 C 1.1257(3) 0.1428(3) 0.46233(18) 0.0306(5) Uani 1.0 2 d . . .
C14 C 1.0477(3) 0.2515(3) 0.44550(18) 0.0295(5) Uani 1.0 2 d . . .
C15 C 1.2541(3) -0.0197(3) 0.3975(3) 0.0381(6) Uani 1.0 2 d . . .
C16 C 0.5193(2) 0.3076(2) 0.19576(16) 0.0223(5) Uani 1.0 2 d . . .
C17 C 0.5680(2) 0.2056(2) 0.16593(17) 0.0236(5) Uani 1.0 2 d . . .
C18 C 0.5198(2) 0.1814(3) 0.08460(17) 0.0248(5) Uani 1.0 2 d . . .
C19 C 0.4267(2) 0.2578(2) 0.03205(16) 0.0215(5) Uani 1.0 2 d . . .
C20 C 0.3702(2) 0.3628(2) 0.06284(16) 0.0213(5) Uani 1.0 2 d . . .
C21 C 0.2718(2) 0.4462(2) 0.01567(17) 0.0248(5) Uani 1.0 2 d . . .
C22 C 0.2227(3) 0.5377(3) 0.05643(18) 0.0273(5) Uani 1.0 2 d . . .
C23 C 0.2724(3) 0.5492(3) 0.14242(19) 0.0284(5) Uani 1.0 2 d . . .
C24 C 0.4159(2) 0.3838(2) 0.14739(16) 0.0219(5) Uani 1.0 2 d . . .
C25 C 0.2175(2) 0.1171(2) 0.01251(16) 0.0228(5) Uani 1.0 2 d . . .
C26 C 0.2194(3) -0.0171(3) 0.09054(17) 0.0260(5) Uani 1.0 2 d . . .
C27 C 0.1004(3) -0.0881(3) 0.16000(18) 0.0292(5) Uani 1.0 2 d . . .
C28 C -0.0197(3) -0.0282(3) 0.15361(18) 0.0282(5) Uani 1.0 2 d . . .
C29 C -0.0194(3) 0.1051(3) 0.07400(18) 0.0284(5) Uani 1.0 2 d . . .
C30 C 0.0982(3) 0.1780(3) 0.00275(17) 0.0260(5) Uani 1.0 2 d . . .
C31 C -0.1476(3) -0.1020(3) 0.2338(2) 0.0394(6) Uani 1.0 2 d . . .
H1 H 0.847(4) 0.504(4) 0.506(3) 0.056(10) Uiso 1.0 2 d . . .
H2 H 0.667(4) 0.438(4) 0.649(3) 0.059(10) Uiso 1.0 2 d . . .
H3 H 0.480(4) 0.309(4) 0.658(3) 0.069(10) Uiso 1.0 2 d . . .
H7 H 1.001(3) 0.298(3) 0.197(3) 0.035(7) Uiso 1.0 2 d . . .
H8 H 1.143(3) 0.120(3) 0.226(3) 0.036(7) Uiso 1.0 2 d . . .
H8A H 0.3633 0.2723 0.4840 0.0617 Uiso 1.0 2 calc R . .
H8B H 0.3853 0.1589 0.5997 0.0617 Uiso 1.0 2 calc R . .
H8C H 0.4549 0.1513 0.4857 0.0617 Uiso 1.0 2 calc R . .
H9 H 1.154(3) 0.100(3) 0.530(2) 0.030(7) Uiso 1.0 2 d . . .
H10 H 1.021(3) 0.288(3) 0.503(3) 0.037(7) Uiso 1.0 2 d . . .
H11 H 1.346(4) 0.012(4) 0.353(4) 0.082(12) Uiso 1.0 2 d . . .
H12 H 1.228(4) -0.090(5) 0.374(4) 0.092(13) Uiso 1.0 2 d . . .
H13 H 1.252(4) -0.069(4) 0.474(3) 0.069(10) Uiso 1.0 2 d . . .
H14 H 0.632(3) 0.155(3) 0.1976(19) 0.027(6) Uiso 1.0 2 d . . .
H15 H 0.550(3) 0.112(3) 0.067(2) 0.033(7) Uiso 1.0 2 d . . .
H16 H 0.237(3) 0.436(3) -0.042(2) 0.030(7) Uiso 1.0 2 d . . .
H17 H 0.152(3) 0.599(3) 0.0266(19) 0.025(6) Uiso 1.0 2 d . . .
H18 H 0.242(3) 0.610(3) 0.172(3) 0.038(7) Uiso 1.0 2 d . . .
H19 H 0.531(3) 0.412(3) 0.279(3) 0.044(8) Uiso 1.0 2 d . . .
H20 H 0.299(3) -0.059(3) 0.097(2) 0.034(7) Uiso 1.0 2 d . . .
H21 H 0.102(3) -0.186(3) 0.213(2) 0.033(7) Uiso 1.0 2 d . . .
H22 H -0.104(3) 0.147(3) 0.0672(17) 0.019(6) Uiso 1.0 2 d . . .
H23 H 0.099(3) 0.267(3) -0.055(2) 0.029(7) Uiso 1.0 2 d . . .
H31A H -0.1685 -0.0675 0.2913 0.0473 Uiso 1.0 2 calc R . .
H31B H -0.1372 -0.2000 0.2684 0.0473 Uiso 1.0 2 calc R . .
H31C H -0.2204 -0.0866 0.1938 0.0473 Uiso 1.0 2 calc R . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 O2 1.435(2) yes . .
S1 O3 1.443(3) yes . .
S1 C3 1.775(2) yes . .
S1 C9 1.761(3) yes . .
S2 O4 1.4416(18) yes . .
S2 O5 1.4417(14) yes . .
S2 C19 1.769(3) yes . .
S2 C25 1.767(2) yes . .
O1 C1 1.221(3) yes . .
N1 C1 1.361(3) yes . .
N1 C16 1.395(4) yes . .
N2 C23 1.317(3) yes . .
N2 C24 1.367(4) yes . .
C1 C2 1.510(4) yes . .
C2 C3 1.403(4) yes . .
C2 C7 1.401(3) yes . .
C3 C4 1.389(5) yes . .
C4 C5 1.386(4) yes . .
C5 C6 1.371(5) yes . .
C6 C7 1.395(5) yes . .
C7 C8 1.507(5) yes . .
C9 C10 1.387(4) yes . .
C9 C14 1.395(4) yes . .
C10 C11 1.380(4) yes . .
C11 C12 1.391(4) yes . .
C12 C13 1.391(4) yes . .
C12 C15 1.500(4) yes . .
C13 C14 1.383(4) yes . .
C16 C17 1.379(4) yes . .
C16 C24 1.433(3) yes . .
C17 C18 1.404(4) yes . .
C18 C19 1.370(3) yes . .
C19 C20 1.441(4) yes . .
C20 C21 1.418(3) yes . .
C20 C24 1.414(4) yes . .
C21 C22 1.366(4) yes . .
C22 C23 1.407(4) yes . .
C25 C26 1.401(3) yes . .
C25 C30 1.390(4) yes . .
C26 C27 1.386(3) yes . .
C27 C28 1.390(4) yes . .
C28 C29 1.397(3) yes . .
C28 C31 1.505(3) yes . .
C29 C30 1.388(3) yes . .
N1 H19 0.83(4) no . .
C4 H1 0.95(4) no . .
C5 H2 0.86(5) no . .
C6 H3 0.93(4) no . .
C8 H8A 0.980 no . .
C8 H8B 0.980 no . .
C8 H8C 0.980 no . .
C10 H7 0.99(3) no . .
C11 H8 0.97(4) no . .
C13 H9 0.94(3) no . .
C14 H10 1.00(4) no . .
C15 H11 0.99(4) no . .
C15 H12 0.99(6) no . .
C15 H13 0.95(4) no . .
C17 H14 0.91(3) no . .
C18 H15 0.91(3) no . .
C21 H16 0.96(4) no . .
C22 H17 1.00(3) no . .
C23 H18 0.92(4) no . .
C26 H20 0.93(3) no . .
C27 H21 1.01(3) no . .
C29 H22 0.98(3) no . .
C30 H23 0.96(3) no . .
C31 H31A 0.980 no . .
C31 H31B 0.980 no . .
C31 H31C 0.980 no . .

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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
O2 S1 O3 118.80(11) yes . . .
O2 S1 C3 109.48(11) yes . . .
O2 S1 C9 107.90(12) yes . . .
O3 S1 C3 106.29(13) yes . . .
O3 S1 C9 107.89(12) yes . . .
C3 S1 C9 105.75(10) yes . . .
O4 S2 O5 118.11(9) yes . . .
O4 S2 C19 107.81(10) yes . . .
O4 S2 C25 108.61(10) yes . . .
O5 S2 C19 110.23(11) yes . . .
O5 S2 C25 108.97(10) yes . . .
C19 S2 C25 101.86(11) yes . . .
C1 N1 C16 128.6(3) yes . . .
C23 N2 C24 117.7(3) yes . . .
O1 C1 N1 124.1(3) yes . . .
O1 C1 C2 121.9(2) yes . . .
N1 C1 C2 113.8(2) yes . . .
C1 C2 C3 123.09(19) yes . . .
C1 C2 C7 117.5(3) yes . . .
C3 C2 C7 119.2(3) yes . . .
S1 C3 C2 122.0(2) yes . . .
S1 C3 C4 117.09(19) yes . . .
C2 C3 C4 120.9(2) yes . . .
C3 C4 C5 119.3(3) yes . . .
C4 C5 C6 120.3(4) yes . . .
C5 C6 C7 121.5(3) yes . . .
C2 C7 C6 118.8(3) yes . . .
C2 C7 C8 121.6(3) yes . . .
C6 C7 C8 119.5(3) yes . . .
S1 C9 C10 118.46(17) yes . . .
S1 C9 C14 120.7(2) yes . . .
C10 C9 C14 120.7(2) yes . . .
C9 C10 C11 119.2(3) yes . . .
C10 C11 C12 121.4(3) yes . . .
C11 C12 C13 118.3(3) yes . . .
C11 C12 C15 120.3(3) yes . . .
C13 C12 C15 121.4(3) yes . . .
C12 C13 C14 121.4(3) yes . . .
C9 C14 C13 118.9(3) yes . . .
N1 C16 C17 124.7(2) yes . . .
N1 C16 C24 115.4(2) yes . . .
C17 C16 C24 119.9(3) yes . . .
C16 C17 C18 119.6(2) yes . . .
C17 C18 C19 121.9(3) yes . . .
S2 C19 C18 117.3(2) yes . . .
S2 C19 C20 122.15(16) yes . . .
C18 C19 C20 120.4(3) yes . . .
C19 C20 C21 125.3(3) yes . . .
C19 C20 C24 117.45(19) yes . . .
C21 C20 C24 117.3(3) yes . . .
C20 C21 C22 119.0(3) yes . . .
C21 C22 C23 119.5(3) yes . . .
N2 C23 C22 123.6(3) yes . . .
N2 C24 C16 116.6(3) yes . . .
N2 C24 C20 122.9(2) yes . . .
C16 C24 C20 120.6(3) yes . . .
S2 C25 C26 118.84(17) yes . . .
S2 C25 C30 120.08(15) yes . . .
C26 C25 C30 120.89(18) yes . . .
C25 C26 C27 119.0(2) yes . . .
C26 C27 C28 121.10(19) yes . . .
C27 C28 C29 118.86(18) yes . . .
C27 C28 C31 121.10(19) yes . . .
C29 C28 C31 120.0(2) yes . . .
C28 C29 C30 121.2(2) yes . . .
C25 C30 C29 118.94(19) yes . . .
C1 N1 H19 116(3) no . . .
C16 N1 H19 116(3) no . . .
C3 C4 H1 120(2) no . . .
C5 C4 H1 121(3) no . . .
C4 C5 H2 117(2) no . . .
C6 C5 H2 122(2) no . . .
C5 C6 H3 122(3) no . . .
C7 C6 H3 117(3) no . . .
C7 C8 H8A 109.473 no . . .
C7 C8 H8B 109.478 no . . .
C7 C8 H8C 109.473 no . . .
H8A C8 H8B 109.466 no . . .
H8A C8 H8C 109.471 no . . .
H8B C8 H8C 109.467 no . . .
C9 C10 H7 120.5(18) no . . .
C11 C10 H7 120.3(18) no . . .
C10 C11 H8 119.1(16) no . . .
C12 C11 H8 119.5(16) no . . .
C12 C13 H9 118.5(18) no . . .
C14 C13 H9 120.1(18) no . . .
C9 C14 H10 119.5(15) no . . .
C13 C14 H10 121.6(15) no . . .
C12 C15 H11 113(3) no . . .
C12 C15 H12 116(3) no . . .
C12 C15 H13 110(3) no . . .
H11 C15 H12 101(4) no . . .
H11 C15 H13 113(4) no . . .
H12 C15 H13 104(4) no . . .
C16 C17 H14 121(2) no . . .
C18 C17 H14 120(2) no . . .
C17 C18 H15 119.7(18) no . . .
C19 C18 H15 118.4(18) no . . .
C20 C21 H16 120.4(16) no . . .
C22 C21 H16 120.5(16) no . . .
C21 C22 H17 122.4(18) no . . .
C23 C22 H17 118.1(18) no . . .
N2 C23 H18 114.6(18) no . . .
C22 C23 H18 121.9(18) no . . .
C25 C26 H20 121.4(13) no . . .
C27 C26 H20 119.5(13) no . . .
C26 C27 H21 118.5(14) no . . .
C28 C27 H21 120.3(14) no . . .
C28 C29 H22 119.6(11) no . . .
C30 C29 H22 119.2(11) no . . .
C25 C30 H23 119.3(15) no . . .
C29 C30 H23 121.6(15) no . . .
C28 C31 H31A 109.471 no . . .
C28 C31 H31B 109.471 no . . .
C28 C31 H31C 109.469 no . . .
H31A C31 H31B 109.474 no . . .
H31A C31 H31C 109.475 no . . .
H31B C31 H31C 109.468 no . . .

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 S1 C3 C2 35.84(19) no . . . .
O2 S1 C3 C4 -145.46(14) no . . . .
O2 S1 C9 C10 7.37(17) no . . . .
O2 S1 C9 C14 -176.63(13) no . . . .
O3 S1 C3 C2 165.32(15) no . . . .
O3 S1 C3 C4 -15.98(18) no . . . .
O3 S1 C9 C10 -122.15(16) no . . . .
O3 S1 C9 C14 53.85(17) no . . . .
C3 S1 C9 C10 124.44(15) no . . . .
C3 S1 C9 C14 -59.55(18) no . . . .
C9 S1 C3 C2 -80.16(18) no . . . .
C9 S1 C3 C4 98.53(17) no . . . .
O4 S2 C19 C18 -14.76(14) no . . . .
O4 S2 C19 C20 170.04(11) no . . . .
O4 S2 C25 C26 37.3(2) no . . . .
O4 S2 C25 C30 -147.87(17) no . . . .
O5 S2 C19 C18 -145.00(11) no . . . .
O5 S2 C19 C20 39.81(15) no . . . .
O5 S2 C25 C26 167.18(16) no . . . .
O5 S2 C25 C30 -18.0(3) no . . . .
C19 S2 C25 C26 -76.35(19) no . . . .
C19 S2 C25 C30 98.52(19) no . . . .
C25 S2 C19 C18 99.44(13) no . . . .
C25 S2 C19 C20 -75.75(14) no . . . .
C1 N1 C16 C17 -5.1(3) no . . . .
C1 N1 C16 C24 175.02(15) no . . . .
C16 N1 C1 O1 5.4(3) no . . . .
C16 N1 C1 C2 -169.39(15) no . . . .
C23 N2 C24 C16 179.15(14) no . . . .
C23 N2 C24 C20 -0.3(3) no . . . .
C24 N2 C23 C22 -1.1(3) no . . . .
O1 C1 C2 C3 70.7(3) no . . . .
O1 C1 C2 C7 -104.0(3) no . . . .
N1 C1 C2 C3 -114.3(2) no . . . .
N1 C1 C2 C7 71.0(2) no . . . .
C1 C2 C3 S1 2.9(3) no . . . .
C1 C2 C3 C4 -175.77(17) no . . . .
C1 C2 C7 C6 176.19(17) no . . . .
C1 C2 C7 C8 -1.7(3) no . . . .
C3 C2 C7 C6 1.3(3) no . . . .
C3 C2 C7 C8 -176.62(18) no . . . .
C7 C2 C3 S1 177.48(17) no . . . .
C7 C2 C3 C4 -1.2(3) no . . . .
S1 C3 C4 C5 -178.68(16) no . . . .
C2 C3 C4 C5 0.0(4) no . . . .
C3 C4 C5 C6 1.0(4) no . . . .
C4 C5 C6 C7 -0.9(5) no . . . .
C5 C6 C7 C2 -0.3(4) no . . . .
C5 C6 C7 C8 177.7(3) no . . . .
S1 C9 C10 C11 173.37(13) no . . . .
S1 C9 C14 C13 -175.06(13) no . . . .
C10 C9 C14 C13 0.9(3) no . . . .
C14 C9 C10 C11 -2.6(3) no . . . .
C9 C10 C11 C12 1.9(3) no . . . .
C10 C11 C12 C13 0.6(3) no . . . .
C10 C11 C12 C15 -179.00(18) no . . . .
C11 C12 C13 C14 -2.4(3) no . . . .
C15 C12 C13 C14 177.15(19) no . . . .
C12 C13 C14 C9 1.7(4) no . . . .
N1 C16 C17 C18 -177.15(14) no . . . .
N1 C16 C24 N2 -4.4(2) no . . . .
N1 C16 C24 C20 175.03(13) no . . . .
C17 C16 C24 N2 175.66(14) no . . . .
C17 C16 C24 C20 -4.9(3) no . . . .
C24 C16 C17 C18 2.8(3) no . . . .
C16 C17 C18 C19 1.1(3) no . . . .
C17 C18 C19 S2 -178.21(14) no . . . .
C17 C18 C19 C20 -2.9(3) no . . . .
S2 C19 C20 C21 -3.8(3) no . . . .
S2 C19 C20 C24 175.81(10) no . . . .
C18 C19 C20 C21 -178.82(15) no . . . .
C18 C19 C20 C24 0.8(3) no . . . .
C19 C20 C21 C22 177.05(15) no . . . .
C19 C20 C24 N2 -177.52(14) no . . . .
C19 C20 C24 C16 3.1(3) no . . . .
C21 C20 C24 N2 2.1(3) no . . . .
C21 C20 C24 C16 -177.31(14) no . . . .
C24 C20 C21 C22 -2.5(3) no . . . .
C20 C21 C22 C23 1.3(3) no . . . .
C21 C22 C23 N2 0.6(3) no . . . .
S2 C25 C26 C27 173.50(17) no . . . .
S2 C25 C30 C29 -172.86(17) no . . . .
C26 C25 C30 C29 1.9(4) no . . . .
C30 C25 C26 C27 -1.3(4) no . . . .
C25 C26 C27 C28 -0.3(4) no . . . .
C26 C27 C28 C29 1.3(5) no . . . .
C26 C27 C28 C31 -176.1(3) no . . . .
C27 C28 C29 C30 -0.7(5) no . . . .
C31 C28 C29 C30 176.7(3) no . . . .
C28 C29 C30 C25 -0.9(5) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 O1 3.435(2) no . .
S1 C1 3.178(3) no . .
S2 C21 3.220(3) no . .
O1 O2 3.215(3) no . .
O1 C3 3.190(4) no . .
O1 C7 3.330(4) no . .
O1 C9 3.296(3) no . .
O1 C10 3.234(3) no . .
O1 C16 2.919(3) no . .
O1 C17 2.887(4) no . .
O2 N1 3.381(3) no . .
O2 C1 2.907(3) no . .
O2 C2 3.101(3) no . .
O2 C10 2.872(3) no . .
O3 C4 2.840(3) no . .
O3 C14 3.145(3) no . .
O4 C18 2.861(4) no . .
O4 C26 3.022(3) no . .
O5 C20 3.161(3) no . .
O5 C21 3.008(4) no . .
O5 C30 2.964(3) no . .
N1 N2 2.643(3) no . .
N1 C3 3.481(4) no . .
N1 C7 3.068(4) no . .
N1 C8 3.095(4) no . .
N2 C21 2.809(4) no . .
C1 C8 2.890(4) no . .
C1 C17 3.032(4) no . .
C2 C5 2.787(5) no . .
C2 C9 3.546(3) no . .
C3 C6 2.758(4) no . .
C3 C14 3.319(4) no . .
C4 C7 2.799(5) no . .
C9 C12 2.782(4) no . .
C10 C13 2.771(4) no . .
C11 C14 2.773(4) no . .
C16 C19 2.809(4) no . .
C16 C23 3.585(3) no . .
C17 C20 2.842(3) no . .
C18 C24 2.787(4) no . .
C18 C25 3.575(4) no . .
C19 C26 3.373(4) no . .
C20 C23 2.747(4) no . .
C20 C25 3.442(4) no . .
C21 C30 3.482(4) no . .
C22 C24 2.730(3) no . .
C25 C28 2.783(3) no . .
C26 C29 2.780(4) no . .
C27 C30 2.786(3) no . .
O1 C15 3.451(4) no . 2_756
O2 O5 2.987(3) no . 2_665
O2 C21 3.519(3) no . 2_665
O2 C30 3.542(3) no . 2_665
O3 C4 3.533(4) no . 2_766
O3 C23 3.436(3) no . 1_655
O3 C27 3.566(3) no . 1_665
O4 O4 3.0313(19) no . 2_655
O4 C18 3.257(3) no . 2_655
O4 C26 3.455(3) no . 2_655
O5 O2 2.987(3) no . 2_665
O5 N1 3.210(3) no . 2_665
O5 N2 3.455(3) no . 2_665
O5 C6 3.547(4) no . 1_554
N1 O5 3.210(3) no . 2_665
N2 O5 3.455(3) no . 2_665
N2 C5 3.551(5) no . 2_666
N2 C19 3.472(3) no . 2_665
C2 C15 3.524(4) no . 2_756
C4 O3 3.533(4) no . 2_766
C5 N2 3.551(5) no . 2_666
C6 O5 3.547(4) no . 1_556
C7 C15 3.546(4) no . 2_756
C8 C13 3.499(5) no . 1_455
C10 C21 3.535(3) no . 1_655
C10 C22 3.397(3) no . 1_655
C10 C23 3.536(3) no . 1_655
C11 C20 3.481(3) no . 1_655
C11 C24 3.595(3) no . 1_655
C11 C28 3.571(5) no . 1_655
C13 C8 3.499(5) no . 1_655
C15 O1 3.451(4) no . 2_756
C15 C2 3.524(4) no . 2_756
C15 C7 3.546(4) no . 2_756
C16 C21 3.346(3) no . 2_665
C17 C22 3.459(3) no . 2_665
C18 O4 3.257(3) no . 2_655
C18 C23 3.541(3) no . 2_665
C19 N2 3.472(3) no . 2_665
C19 C23 3.542(3) no . 2_665
C20 C11 3.481(3) no . 1_455
C20 C20 3.586(3) no . 2_665
C20 C24 3.400(3) no . 2_665
C21 O2 3.519(3) no . 2_665
C21 C10 3.535(3) no . 1_455
C21 C16 3.346(3) no . 2_665
C21 C24 3.522(3) no . 2_665
C22 C10 3.397(3) no . 1_455
C22 C17 3.459(3) no . 2_665
C23 O3 3.436(3) no . 1_455
C23 C10 3.536(3) no . 1_455
C23 C18 3.541(3) no . 2_665
C23 C19 3.542(3) no . 2_665
C24 C11 3.595(3) no . 1_455
C24 C20 3.400(3) no . 2_665
C24 C21 3.522(3) no . 2_665
C26 O4 3.455(3) no . 2_655
C27 O3 3.566(3) no . 1_445
C27 C29 3.498(4) no . 2_555
C28 C11 3.571(5) no . 1_455
C28 C29 3.453(4) no . 2_555
C28 C30 3.347(4) no . 2_555
C29 C27 3.498(4) no . 2_555
C29 C28 3.453(4) no . 2_555
C29 C29 3.563(5) no . 2_555
C30 O2 3.542(3) no . 2_665
C30 C28 3.347(4) no . 2_555
C30 C31 3.558(5) no . 2_555
C31 C30 3.558(5) no . 2_555
S1 H1 2.78(4) no . .
S1 H7 2.82(4) no . .
S1 H10 2.86(3) no . .
S2 H15 2.73(3) no . .
S2 H16 2.86(3) no . .
S2 H20 2.84(3) no . .
S2 H23 2.84(3) no . .
O1 H7 3.05(3) no . .
O1 H8C 2.9723 no . .
O1 H14 2.31(3) no . .
O1 H19 2.98(3) no . .
O2 H7 2.47(3) no . .
O2 H19 3.50(3) no . .
O3 H1 2.42(3) no . .
O3 H10 2.98(3) no . .
O4 H15 2.43(3) no . .
O4 H20 2.73(2) no . .
O5 H16 2.35(3) no . .
O5 H23 2.57(3) no . .
N1 H8A 2.9830 no . .
N1 H8C 2.7843 no . .
N1 H14 2.67(3) no . .
N2 H17 3.28(3) no . .
N2 H19 2.24(3) no . .
C1 H8A 3.2020 no . .
C1 H8C 2.5094 no . .
C1 H14 2.80(3) no . .
C2 H1 3.28(4) no . .
C2 H3 3.23(4) no . .
C2 H8A 2.9715 no . .
C2 H8B 3.2873 no . .
C2 H8C 2.6433 no . .
C2 H19 2.42(4) no . .
C3 H2 3.15(4) no . .
C3 H10 3.07(3) no . .
C3 H19 3.42(4) no . .
C4 H3 3.24(3) no . .
C4 H10 3.08(3) no . .
C6 H1 3.25(3) no . .
C6 H8A 2.9683 no . .
C6 H8B 2.5847 no . .
C6 H8C 3.2493 no . .
C7 H2 3.19(5) no . .
C7 H19 2.94(3) no . .
C8 H3 2.60(5) no . .
C8 H19 3.06(3) no . .
C9 H8 3.26(4) no . .
C9 H9 3.25(3) no . .
C10 H10 3.31(4) no . .
C11 H9 3.24(3) no . .
C11 H11 2.89(4) no . .
C11 H12 2.75(4) no . .
C11 H13 3.26(4) no . .
C12 H7 3.31(3) no . .
C12 H10 3.33(3) no . .
C13 H8 3.27(4) no . .
C13 H11 3.11(5) no . .
C13 H12 3.29(5) no . .
C13 H13 2.58(4) no . .
C14 H7 3.31(3) no . .
C15 H8 2.67(3) no . .
C15 H9 2.66(3) no . .
C16 H8C 3.4944 no . .
C16 H15 3.22(4) no . .
C17 H19 3.16(4) no . .
C18 H20 3.37(3) no . .
C19 H14 3.23(3) no . .
C19 H16 2.76(3) no . .
C19 H20 3.35(3) no . .
C20 H15 3.25(3) no . .
C20 H17 3.33(3) no . .
C21 H18 3.23(4) no . .
C21 H23 3.16(3) no . .
C23 H16 3.27(4) no . .
C23 H19 3.50(3) no . .
C24 H14 3.26(3) no . .
C24 H16 3.30(3) no . .
C24 H18 3.10(3) no . .
C24 H19 2.43(4) no . .
C25 H16 3.20(3) no . .
C25 H21 3.31(2) no . .
C25 H22 3.28(3) no . .
C26 H15 3.57(3) no . .
C26 H23 3.29(3) no . .
C27 H22 3.29(3) no . .
C27 H31A 3.0316 no . .
C27 H31B 2.5871 no . .
C27 H31C 3.2300 no . .
C28 H20 3.25(3) no . .
C28 H23 3.30(2) no . .
C29 H21 3.32(3) no . .
C29 H31A 2.8621 no . .
C29 H31B 3.2962 no . .
C29 H31C 2.6648 no . .
C30 H16 2.90(3) no . .
C30 H20 3.27(3) no . .
C31 H21 2.71(3) no . .
C31 H22 2.673(18) no . .
H1 H2 2.26(4) no . .
H1 H10 2.95(5) no . .
H2 H3 2.32(6) no . .
H3 H8A 3.0055 no . .
H3 H8B 2.3589 no . .
H3 H8C 3.4518 no . .
H7 H8 2.35(4) no . .
H8 H11 2.90(5) no . .
H8 H12 2.62(5) no . .
H8 H13 3.53(5) no . .
H8A H19 2.7633 no . .
H8C H19 3.0086 no . .
H9 H10 2.38(4) no . .
H9 H11 3.25(6) no . .
H9 H12 3.49(7) no . .
H9 H13 2.39(5) no . .
H14 H15 2.31(5) no . .
H14 H19 3.47(5) no . .
H15 H20 3.03(4) no . .
H16 H17 2.39(4) no . .
H16 H23 2.39(5) no . .
H17 H18 2.37(5) no . .
H20 H21 2.33(4) no . .
H21 H31A 3.2196 no . .
H21 H31B 2.4023 no . .
H21 H31C 3.4952 no . .
H22 H23 2.37(3) no . .
H22 H31A 2.9064 no . .
H22 H31B 3.5824 no . .
H22 H31C 2.5284 no . .
S1 H18 3.53(3) no . 1_655
S1 H23 3.58(3) no . 2_665
S1 H31B 3.5415 no . 1_665
S2 H3 3.38(4) no . 1_554
S2 H31C 3.1994 no . 2_555
O1 H9 3.37(3) no . 2_756
O1 H13 2.51(4) no . 2_756
O1 H31A 3.2309 no . 1_655
O2 H16 2.62(3) no . 2_665
O2 H17 3.22(2) no . 1_655
O2 H23 2.58(3) no . 2_665
O3 H1 2.90(4) no . 2_766
O3 H2 3.55(4) no . 2_766
O3 H10 3.31(4) no . 2_766
O3 H18 2.85(3) no . 1_655
O3 H21 2.64(3) no . 1_665
O3 H31B 2.8033 no . 1_665
O4 H3 3.11(4) no . 1_554
O4 H15 2.42(3) no . 2_655
O4 H20 2.54(3) no . 2_655
O4 H31C 3.1661 no . 2_555
O5 H3 2.73(4) no . 1_554
O5 H19 2.70(3) no . 2_665
O5 H31B 3.4668 no . 2_555
O5 H31C 3.2239 no . 2_555
N1 H16 3.30(2) no . 2_665
N2 H2 2.70(5) no . 2_666
C1 H13 3.01(4) no . 2_756
C2 H12 3.35(4) no . 2_756
C2 H13 2.89(4) no . 2_756
C3 H12 3.42(4) no . 2_756
C3 H13 3.35(4) no . 2_756
C4 H8A 3.3429 no . 2_666
C4 H10 3.47(3) no . 2_766
C4 H12 3.52(5) no . 2_756
C5 H8A 3.1492 no . 2_666
C5 H12 3.53(5) no . 2_756
C5 H18 3.37(4) no . 2_666
C5 H19 3.41(4) no . 2_666
C6 H12 3.43(5) no . 2_756
C7 H11 3.38(4) no . 2_756
C7 H12 3.34(4) no . 2_756
C7 H13 3.18(4) no . 2_756
C8 H9 3.01(3) no . 1_455
C8 H11 3.51(4) no . 2_756
C8 H31A 3.1664 no . 2_556
C9 H13 3.45(3) no . 2_756
C12 H9 3.60(3) no . 2_756
C13 H8A 2.9325 no . 1_655
C13 H8B 3.5738 no . 1_655
C13 H8C 3.4554 no . 1_655
C13 H31A 3.2091 no . 2_656
C14 H1 3.20(4) no . 2_766
C14 H8A 3.3979 no . 1_655
C14 H12 3.29(4) no . 2_756
C14 H13 3.38(4) no . 2_756
C15 H8C 3.4421 no . 1_655
C16 H11 3.29(4) no . 1_455
C16 H16 3.39(3) no . 2_665
C17 H11 3.06(4) no . 1_455
C17 H17 3.47(2) no . 2_665
C17 H22 3.52(3) no . 1_655
C18 H11 3.42(4) no . 1_455
C18 H20 3.48(3) no . 2_655
C19 H8 3.38(3) no . 1_455
C20 H8 3.23(3) no . 1_455
C21 H7 3.22(3) no . 1_455
C21 H8 3.54(3) no . 1_455
C22 H7 3.12(3) no . 1_455
C22 H22 3.45(2) no . 2_565
C23 H2 3.07(4) no . 2_666
C25 H8 2.86(3) no . 1_455
C25 H31C 2.9339 no . 2_555
C26 H8 2.80(4) no . 1_455
C26 H12 3.60(5) no . 1_455
C26 H15 3.31(3) no . 2_655
C26 H22 3.37(3) no . 2_555
C26 H31C 3.5334 no . 2_555
C27 H8 2.80(4) no . 1_455
C27 H12 3.39(5) no . 1_455
C27 H18 3.52(3) no . 1_545
C27 H22 3.38(3) no . 2_555
C28 H8 2.87(4) no . 1_455
C28 H23 3.51(4) no . 2_555
C29 H7 3.19(4) no . 1_455
C29 H8 2.94(4) no . 1_455
C29 H17 3.32(3) no . 2_565
C30 H7 3.37(4) no . 1_455
C30 H8 2.95(3) no . 1_455
C30 H17 3.48(3) no . 2_565
C30 H31B 3.5161 no . 2_555
C30 H31C 3.2295 no . 2_555
C31 H8B 2.8454 no . 2_556
C31 H9 3.19(3) no . 2_656
C31 H14 3.51(3) no . 1_455
C31 H23 3.51(4) no . 2_555
H1 O3 2.90(4) no . 2_766
H1 C14 3.20(4) no . 2_766
H1 H1 3.11(5) no . 2_766
H1 H8A 3.2537 no . 2_666
H1 H10 2.57(5) no . 2_766
H1 H31B 3.4469 no . 1_665
H2 O3 3.55(4) no . 2_766
H2 N2 2.70(5) no . 2_666
H2 C23 3.07(4) no . 2_666
H2 H8A 2.9505 no . 2_666
H2 H18 2.63(5) no . 2_666
H2 H19 2.86(5) no . 2_666
H3 S2 3.38(4) no . 1_556
H3 O4 3.11(4) no . 1_556
H3 O5 2.73(4) no . 1_556
H3 H19 3.44(6) no . 2_666
H3 H31B 3.5231 no . 2_556
H3 H31C 3.2927 no . 2_556
H7 C21 3.22(3) no . 1_655
H7 C22 3.12(3) no . 1_655
H7 C29 3.19(4) no . 1_655
H7 C30 3.37(4) no . 1_655
H7 H16 3.40(4) no . 1_655
H7 H17 3.27(3) no . 1_655
H7 H17 3.46(4) no . 2_665
H7 H22 3.16(5) no . 1_655
H7 H23 3.52(5) no . 1_655
H8 C19 3.38(3) no . 1_655
H8 C20 3.23(3) no . 1_655
H8 C21 3.54(3) no . 1_655
H8 C25 2.86(3) no . 1_655
H8 C26 2.80(4) no . 1_655
H8 C27 2.80(4) no . 1_655
H8 C28 2.87(4) no . 1_655
H8 C29 2.94(4) no . 1_655
H8 C30 2.95(3) no . 1_655
H8 H20 3.31(5) no . 1_655
H8 H21 3.41(5) no . 1_655
H8 H22 3.57(4) no . 1_655
H8 H23 3.60(4) no . 1_655
H8 H31A 3.5369 no . 1_655
H8A C4 3.3429 no . 2_666
H8A C5 3.1492 no . 2_666
H8A C13 2.9325 no . 1_455
H8A C14 3.3979 no . 1_455
H8A H1 3.2537 no . 2_666
H8A H2 2.9505 no . 2_666
H8A H9 2.6388 no . 1_455
H8A H10 3.4743 no . 1_455
H8A H31A 3.1974 no . 2_556
H8A H31B 3.4640 no . 2_556
H8B C13 3.5738 no . 1_455
H8B C31 2.8454 no . 2_556
H8B H9 2.8755 no . 1_455
H8B H11 3.3278 no . 2_756
H8B H14 3.3439 no . 2_656
H8B H31A 2.3691 no . 2_556
H8B H31B 2.9497 no . 2_556
H8B H31C 2.7606 no . 2_556
H8C C13 3.4554 no . 1_455
H8C C15 3.4421 no . 1_455
H8C H8C 3.2761 no . 2_656
H8C H9 3.0265 no . 1_455
H8C H11 3.1259 no . 1_455
H8C H11 3.2570 no . 2_756
H8C H13 3.2337 no . 1_455
H8C H13 3.2171 no . 2_756
H8C H31A 3.5801 no . 2_556
H9 O1 3.37(3) no . 2_756
H9 C8 3.01(3) no . 1_655
H9 C12 3.60(3) no . 2_756
H9 C31 3.19(3) no . 2_656
H9 H8A 2.6388 no . 1_655
H9 H8B 2.8755 no . 1_655
H9 H8C 3.0265 no . 1_655
H9 H31A 2.3293 no . 2_656
H9 H31B 3.2924 no . 2_656
H10 O3 3.31(4) no . 2_766
H10 C4 3.47(3) no . 2_766
H10 H1 2.57(5) no . 2_766
H10 H8A 3.4743 no . 1_655
H10 H12 3.05(5) no . 2_756
H10 H13 3.55(5) no . 2_756
H10 H21 3.49(4) no . 2_656
H10 H31A 3.4443 no . 2_656
H10 H31B 3.3019 no . 2_656
H11 C7 3.38(4) no . 2_756
H11 C8 3.51(4) no . 2_756
H11 C16 3.29(4) no . 1_655
H11 C17 3.06(4) no . 1_655
H11 C18 3.42(4) no . 1_655
H11 H8B 3.3278 no . 2_756
H11 H8C 3.1259 no . 1_655
H11 H8C 3.2570 no . 2_756
H11 H14 3.21(4) no . 1_655
H12 C2 3.35(4) no . 2_756
H12 C3 3.42(4) no . 2_756
H12 C4 3.52(5) no . 2_756
H12 C5 3.53(5) no . 2_756
H12 C6 3.43(5) no . 2_756
H12 C7 3.34(4) no . 2_756
H12 C14 3.29(4) no . 2_756
H12 C26 3.60(5) no . 1_655
H12 C27 3.39(5) no . 1_655
H12 H10 3.05(5) no . 2_756
H12 H20 3.54(6) no . 1_655
H12 H21 3.23(7) no . 1_655
H13 O1 2.51(4) no . 2_756
H13 C1 3.01(4) no . 2_756
H13 C2 2.89(4) no . 2_756
H13 C3 3.35(4) no . 2_756
H13 C7 3.18(4) no . 2_756
H13 C9 3.45(3) no . 2_756
H13 C14 3.38(4) no . 2_756
H13 H8C 3.2337 no . 1_655
H13 H8C 3.2171 no . 2_756
H13 H10 3.55(5) no . 2_756
H14 C31 3.51(3) no . 1_655
H14 H8B 3.3439 no . 2_656
H14 H11 3.21(4) no . 1_455
H14 H17 3.45(3) no . 2_665
H14 H22 2.95(4) no . 1_655
H14 H31A 3.1692 no . 1_655
H14 H31C 3.0210 no . 1_655
H15 O4 2.42(3) no . 2_655
H15 C26 3.31(3) no . 2_655
H15 H20 2.71(4) no . 2_655
H15 H22 3.57(4) no . 1_655
H15 H31C 3.4130 no . 1_655
H16 O2 2.62(3) no . 2_665
H16 N1 3.30(2) no . 2_665
H16 C16 3.39(3) no . 2_665
H16 H7 3.40(4) no . 1_455
H16 H19 3.36(4) no . 2_665
H17 O2 3.22(2) no . 1_455
H17 C17 3.47(2) no . 2_665
H17 C29 3.32(3) no . 2_565
H17 C30 3.48(3) no . 2_565
H17 H7 3.27(3) no . 1_455
H17 H7 3.46(4) no . 2_665
H17 H14 3.45(3) no . 2_665
H17 H22 2.60(3) no . 2_565
H17 H23 2.98(4) no . 2_565
H18 S1 3.53(3) no . 1_455
H18 O3 2.85(3) no . 1_455
H18 C5 3.37(4) no . 2_666
H18 C27 3.52(3) no . 1_565
H18 H2 2.63(5) no . 2_666
H18 H20 3.31(4) no . 1_565
H18 H21 2.81(5) no . 1_565
H19 O5 2.70(3) no . 2_665
H19 C5 3.41(4) no . 2_666
H19 H2 2.86(5) no . 2_666
H19 H3 3.44(6) no . 2_666
H19 H16 3.36(4) no . 2_665
H20 O4 2.54(3) no . 2_655
H20 C18 3.48(3) no . 2_655
H20 H8 3.31(5) no . 1_455
H20 H12 3.54(6) no . 1_455
H20 H15 2.71(4) no . 2_655
H20 H18 3.31(4) no . 1_545
H21 O3 2.64(3) no . 1_445
H21 H8 3.41(5) no . 1_455
H21 H10 3.49(4) no . 2_656
H21 H12 3.23(7) no . 1_455
H21 H18 2.81(5) no . 1_545
H21 H23 3.58(5) no . 2_555
H22 C17 3.52(3) no . 1_455
H22 C22 3.45(2) no . 2_565
H22 C26 3.37(3) no . 2_555
H22 C27 3.38(3) no . 2_555
H22 H7 3.16(5) no . 1_455
H22 H8 3.57(4) no . 1_455
H22 H14 2.95(4) no . 1_455
H22 H15 3.57(4) no . 1_455
H22 H17 2.60(3) no . 2_565
H23 S1 3.58(3) no . 2_665
H23 O2 2.58(3) no . 2_665
H23 C28 3.51(4) no . 2_555
H23 C31 3.51(4) no . 2_555
H23 H7 3.52(5) no . 1_455
H23 H8 3.60(4) no . 1_455
H23 H17 2.98(4) no . 2_565
H23 H21 3.58(5) no . 2_555
H23 H31B 3.2014 no . 2_555
H23 H31C 3.3052 no . 2_555
H31A O1 3.2309 no . 1_455
H31A C8 3.1664 no . 2_556
H31A C13 3.2091 no . 2_656
H31A H8 3.5369 no . 1_455
H31A H8A 3.1974 no . 2_556
H31A H8B 2.3691 no . 2_556
H31A H8C 3.5801 no . 2_556
H31A H9 2.3293 no . 2_656
H31A H10 3.4443 no . 2_656
H31A H14 3.1692 no . 1_455
H31B S1 3.5415 no . 1_445
H31B O3 2.8033 no . 1_445
H31B O5 3.4668 no . 2_555
H31B C30 3.5161 no . 2_555
H31B H1 3.4469 no . 1_445
H31B H3 3.5231 no . 2_556
H31B H8A 3.4640 no . 2_556
H31B H8B 2.9497 no . 2_556
H31B H9 3.2924 no . 2_656
H31B H10 3.3019 no . 2_656
H31B H23 3.2014 no . 2_555
H31C S2 3.1994 no . 2_555
H31C O4 3.1661 no . 2_555
H31C O5 3.2239 no . 2_555
H31C C25 2.9339 no . 2_555
H31C C26 3.5334 no . 2_555
H31C C30 3.2295 no . 2_555
H31C H3 3.2927 no . 2_556
H31C H8B 2.7606 no . 2_556
H31C H14 3.0210 no . 1_455
H31C H15 3.4130 no . 1_455
H31C H23 3.3052 no . 2_555

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H19 N2 . . . 2.643(3) 0.830 2.24(4) 110(3) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================

_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_2-methylthio-6-methylbenzo
_database_code_depnum_ccdc_archive 'CCDC 1030338'
_audit_update_record             
;
2014-10-21 deposited with the CCDC.
2015-05-13 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C18 H16 N2 O S'
_chemical_formula_moiety         'C18 H16 N2 O S'
_chemical_formula_weight         308.40
_chemical_melting_point          369

#==============================================================================
# CRYSTAL DATA
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,1/2-Y,1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   7.2995(4)
_cell_length_b                   8.9313(4)
_cell_length_c                   23.2132(12)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.8321(17)
_cell_angle_gamma                90.0000
_cell_volume                     1513.20(14)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    11322
_cell_measurement_theta_min      3.32
_cell_measurement_theta_max      27.48
_cell_measurement_temperature    123
#------------------------------------------------------------------------------
_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.290
_exptl_crystal_size_min          0.210
_exptl_crystal_density_diffrn    1.354
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             648.00
_exptl_absorpt_coefficient_mu    0.217
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_absorpt_correction_T_min  0.735
_exptl_absorpt_correction_T_max  0.955

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      123
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            14456
_diffrn_reflns_av_R_equivalents  0.0458
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_reflns_number_total             3457
_reflns_number_gt                3052
_reflns_threshold_expression     F²>2.0σ(F²)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1090
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_number_reflns         3457
_refine_ls_number_parameters     263
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0573P)²+0.4540P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.220
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(1992, Vol. C, Table 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
S S 0.1246 0.1234
;
International Tables for Crystallography
(1992, Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.50557(5) 0.25978(4) 0.290054(15) 0.03193(13) Uani 1.0 4 d . . .
O1 O 0.68401(17) 0.02108(11) 0.40386(4) 0.0379(3) Uani 1.0 4 d . . .
N1 N 0.78084(16) 0.26333(12) 0.40649(5) 0.0210(3) Uani 1.0 4 d . . .
N2 N 0.83704(14) 0.54927(12) 0.43108(5) 0.0226(3) Uani 1.0 4 d . . .
C1 C 0.75510(18) 0.12898(14) 0.38080(5) 0.0226(3) Uani 1.0 4 d . . .
C2 C 0.82560(18) 0.12062(14) 0.32007(5) 0.0212(3) Uani 1.0 4 d . . .
C3 C 0.99563(19) 0.05351(15) 0.31031(6) 0.0244(3) Uani 1.0 4 d . . .
C4 C 1.0511(2) 0.03309(16) 0.25350(6) 0.0285(3) Uani 1.0 4 d . . .
C5 C 0.9413(2) 0.07856(16) 0.20788(6) 0.0296(3) Uani 1.0 4 d . . .
C6 C 0.7747(2) 0.14834(16) 0.21769(6) 0.0269(3) Uani 1.0 4 d . . .
C7 C 0.71521(19) 0.17071(14) 0.27382(5) 0.0233(3) Uani 1.0 4 d . . .
C8 C 1.1183(2) 0.00209(17) 0.35913(6) 0.0288(3) Uani 1.0 4 d . . .
C9 C 0.4000(3) 0.28744(19) 0.22051(7) 0.0333(4) Uani 1.0 4 d . . .
C10 C 0.73246(16) 0.30900(14) 0.46228(5) 0.0196(3) Uani 1.0 4 d . . .
C11 C 0.65877(18) 0.21830(15) 0.50371(6) 0.0217(3) Uani 1.0 4 d . . .
C12 C 0.61298(18) 0.27871(16) 0.55804(5) 0.0241(3) Uani 1.0 4 d . . .
C13 C 0.64345(18) 0.42649(16) 0.57059(5) 0.0244(3) Uani 1.0 4 d . . .
C14 C 0.72226(17) 0.52207(15) 0.52900(5) 0.0214(3) Uani 1.0 4 d . . .
C15 C 0.75737(19) 0.67566(16) 0.53868(6) 0.0259(3) Uani 1.0 4 d . . .
C16 C 0.8280(2) 0.76046(16) 0.49533(7) 0.0275(3) Uani 1.0 4 d . . .
C17 C 0.86436(19) 0.69258(16) 0.44213(6) 0.0259(3) Uani 1.0 4 d . . .
C18 C 0.76615(16) 0.46380(14) 0.47425(5) 0.0194(3) Uani 1.0 4 d . . .
H1 H 1.169(3) -0.010(2) 0.2470(8) 0.032(5) Uiso 1.0 4 d . . .
H2 H 0.978(3) 0.065(2) 0.1686(8) 0.035(5) Uiso 1.0 4 d . . .
H3 H 0.699(3) 0.180(2) 0.1865(8) 0.033(5) Uiso 1.0 4 d . . .
H4 H 1.069(3) 0.029(3) 0.3945(10) 0.055(6) Uiso 1.0 4 d . . .
H5 H 1.244(3) 0.044(3) 0.3547(8) 0.043(5) Uiso 1.0 4 d . . .
H6 H 1.126(3) -0.107(3) 0.3606(9) 0.047(6) Uiso 1.0 4 d . . .
H7 H 0.278(4) 0.327(3) 0.2271(9) 0.051(6) Uiso 1.0 4 d . . .
H8 H 0.471(3) 0.360(3) 0.1964(9) 0.049(6) Uiso 1.0 4 d . . .
H9 H 0.387(3) 0.197(3) 0.1994(8) 0.034(5) Uiso 1.0 4 d . . .
H10 H 0.824(3) 0.332(2) 0.3881(7) 0.023(4) Uiso 1.0 4 d . . .
H11 H 0.636(3) 0.1178(19) 0.4957(7) 0.026(4) Uiso 1.0 4 d . . .
H12 H 0.554(3) 0.2121(18) 0.5863(7) 0.023(4) Uiso 1.0 4 d . . .
H13 H 0.608(3) 0.470(2) 0.6067(8) 0.035(5) Uiso 1.0 4 d . . .
H14 H 0.727(3) 0.715(2) 0.5759(8) 0.034(5) Uiso 1.0 4 d . . .
H15 H 0.852(3) 0.864(3) 0.4995(8) 0.039(5) Uiso 1.0 4 d . . .
H16 H 0.910(3) 0.7531(18) 0.4092(8) 0.028(5) Uiso 1.0 4 d . . .



#==============================================================================
_computing_data_collection       'RAPID AUTO (Rigaku, ????)'
_computing_cell_refinement       'RAPID AUTO'
_computing_data_reduction        'RAPID AUTO'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.0 (Rigaku, 2010)'
_computing_molecular_graphics    'CrystalStructure 4.0'

#==============================================================================
# MOLECULAR GEOMETRY

_geom_special_details            
;
    ENTER SPECIAL DETAILS OF THE MOLECULAR GEOMETRY
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
S1 C7 1.7701(14) yes . .
S1 C9 1.7959(17) yes . .
O1 C1 1.2217(17) yes . .
N1 C1 1.3518(17) yes . .
N1 C10 1.4077(17) yes . .
N2 C17 1.3200(18) yes . .
N2 C18 1.3674(17) yes . .
C1 C2 1.5096(17) yes . .
C2 C3 1.3997(19) yes . .
C2 C7 1.4060(18) yes . .
C3 C4 1.397(2) yes . .
C3 C8 1.506(2) yes . .
C4 C5 1.380(2) yes . .
C5 C6 1.388(2) yes . .
C6 C7 1.3938(19) yes . .
C10 C11 1.3731(19) yes . .
C10 C18 1.4308(18) yes . .
C11 C12 1.4162(19) yes . .
C12 C13 1.369(2) yes . .
C13 C14 1.4170(18) yes . .
C14 C15 1.413(2) yes . .
C14 C18 1.4144(17) yes . .
C15 C16 1.366(2) yes . .
C16 C17 1.404(3) yes . .
N1 H10 0.812(18) no . .
C4 H1 0.960(18) no . .
C5 H2 0.962(19) no . .
C6 H3 0.946(18) no . .
C8 H4 0.93(3) no . .
C8 H5 1.00(2) no . .
C8 H6 0.97(3) no . .
C9 H7 0.97(3) no . .
C9 H8 1.01(2) no . .
C9 H9 0.951(19) no . .
C11 H11 0.931(17) no . .
C12 H12 0.989(17) no . .
C13 H13 0.961(19) no . .
C15 H14 0.963(18) no . .
C16 H15 0.94(2) no . .
C17 H16 0.997(17) no . .

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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
C7 S1 C9 103.39(7) yes . . .
C1 N1 C10 128.90(11) yes . . .
C17 N2 C18 117.17(12) yes . . .
O1 C1 N1 124.34(12) yes . . .
O1 C1 C2 121.53(12) yes . . .
N1 C1 C2 114.13(11) yes . . .
C1 C2 C3 119.17(12) yes . . .
C1 C2 C7 119.87(12) yes . . .
C3 C2 C7 120.82(12) yes . . .
C2 C3 C4 118.58(13) yes . . .
C2 C3 C8 121.85(12) yes . . .
C4 C3 C8 119.57(13) yes . . .
C3 C4 C5 120.88(14) yes . . .
C4 C5 C6 120.43(14) yes . . .
C5 C6 C7 120.22(13) yes . . .
S1 C7 C2 117.91(10) yes . . .
S1 C7 C6 123.06(10) yes . . .
C2 C7 C6 119.03(13) yes . . .
N1 C10 C11 125.41(12) yes . . .
N1 C10 C18 114.45(11) yes . . .
C11 C10 C18 120.13(12) yes . . .
C10 C11 C12 119.93(13) yes . . .
C11 C12 C13 121.13(12) yes . . .
C12 C13 C14 120.14(12) yes . . .
C13 C14 C15 123.44(12) yes . . .
C13 C14 C18 119.34(12) yes . . .
C15 C14 C18 117.21(12) yes . . .
C14 C15 C16 119.38(13) yes . . .
C15 C16 C17 119.10(14) yes . . .
N2 C17 C16 124.02(13) yes . . .
N2 C18 C10 117.58(11) yes . . .
N2 C18 C14 123.10(12) yes . . .
C10 C18 C14 119.31(11) yes . . .
C1 N1 H10 119.3(12) no . . .
C10 N1 H10 111.7(12) no . . .
C3 C4 H1 118.3(11) no . . .
C5 C4 H1 120.8(11) no . . .
C4 C5 H2 121.5(11) no . . .
C6 C5 H2 118.1(11) no . . .
C5 C6 H3 120.7(11) no . . .
C7 C6 H3 119.1(11) no . . .
C3 C8 H4 110.6(14) no . . .
C3 C8 H5 110.1(11) no . . .
C3 C8 H6 111.4(12) no . . .
H4 C8 H5 111.0(18) no . . .
H4 C8 H6 104.7(18) no . . .
H5 C8 H6 108.8(17) no . . .
S1 C9 H7 106.9(12) no . . .
S1 C9 H8 111.8(12) no . . .
S1 C9 H9 112.5(11) no . . .
H7 C9 H8 109.7(18) no . . .
H7 C9 H9 107.9(17) no . . .
H8 C9 H9 108.0(17) no . . .
C10 C11 H11 119.9(10) no . . .
C12 C11 H11 120.1(10) no . . .
C11 C12 H12 118.2(10) no . . .
C13 C12 H12 120.6(10) no . . .
C12 C13 H13 122.0(11) no . . .
C14 C13 H13 117.8(11) no . . .
C14 C15 H14 117.0(11) no . . .
C16 C15 H14 123.6(11) no . . .
C15 C16 H15 122.6(12) no . . .
C17 C16 H15 118.3(12) no . . .
N2 C17 H16 115.3(10) no . . .
C16 C17 H16 120.6(10) no . . .

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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C9 S1 C7 C2 -174.36(9) no . . . .
C9 S1 C7 C6 5.61(12) no . . . .
C1 N1 C10 C11 5.0(2) no . . . .
C1 N1 C10 C18 -175.06(12) no . . . .
C10 N1 C1 O1 -1.0(3) no . . . .
C10 N1 C1 C2 -179.92(11) no . . . .
C17 N2 C18 C10 178.72(10) no . . . .
C17 N2 C18 C14 -0.05(17) no . . . .
C18 N2 C17 C16 1.11(19) no . . . .
O1 C1 C2 C3 -79.28(16) no . . . .
O1 C1 C2 C7 96.43(15) no . . . .
N1 C1 C2 C3 99.71(13) no . . . .
N1 C1 C2 C7 -84.58(14) no . . . .
C1 C2 C3 C4 173.73(10) no . . . .
C1 C2 C3 C8 -5.73(18) no . . . .
C1 C2 C7 S1 6.37(17) no . . . .
C1 C2 C7 C6 -173.60(10) no . . . .
C3 C2 C7 S1 -177.99(10) no . . . .
C3 C2 C7 C6 2.04(19) no . . . .
C7 C2 C3 C4 -1.94(19) no . . . .
C7 C2 C3 C8 178.60(11) no . . . .
C2 C3 C4 C5 0.3(2) no . . . .
C8 C3 C4 C5 179.76(12) no . . . .
C3 C4 C5 C6 1.3(2) no . . . .
C4 C5 C6 C7 -1.2(2) no . . . .
C5 C6 C7 S1 179.56(11) no . . . .
C5 C6 C7 C2 -0.5(2) no . . . .
N1 C10 C11 C12 -178.91(11) no . . . .
N1 C10 C18 N2 1.03(15) no . . . .
N1 C10 C18 C14 179.84(10) no . . . .
C11 C10 C18 N2 -179.01(11) no . . . .
C11 C10 C18 C14 -0.19(17) no . . . .
C18 C10 C11 C12 1.13(18) no . . . .
C10 C11 C12 C13 -1.01(19) no . . . .
C11 C12 C13 C14 -0.08(19) no . . . .
C12 C13 C14 C15 179.82(11) no . . . .
C12 C13 C14 C18 1.02(18) no . . . .
C13 C14 C15 C16 -177.77(11) no . . . .
C13 C14 C18 N2 177.86(11) no . . . .
C13 C14 C18 C10 -0.88(17) no . . . .
C15 C14 C18 N2 -1.01(18) no . . . .
C15 C14 C18 C10 -179.76(10) no . . . .
C18 C14 C15 C16 1.05(18) no . . . .
C14 C15 C16 C17 -0.1(2) no . . . .
C15 C16 C17 N2 -1.0(3) no . . . .

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_publ_flag
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
S1 N1 3.3446(13) no . .
S1 C1 3.0014(13) no . .
O1 C3 3.1808(18) no . .
O1 C7 3.3121(16) no . .
O1 C8 3.3541(19) no . .
O1 C10 2.9262(16) no . .
O1 C11 2.9191(17) no . .
N1 N2 2.6475(16) no . .
N1 C3 3.3251(18) no . .
N1 C7 3.2180(17) no . .
N1 C8 3.5774(19) no . .
N2 C15 2.8095(19) no . .
C1 C8 2.933(2) no . .
C1 C11 3.0544(19) no . .
C2 C5 2.7750(19) no . .
C3 C6 2.800(2) no . .
C4 C7 2.789(2) no . .
C6 C9 3.006(3) no . .
C10 C13 2.8093(17) no . .
C10 C17 3.5910(19) no . .
C11 C14 2.8129(19) no . .
C12 C18 2.7981(18) no . .
C14 C17 2.7427(19) no . .
C16 C18 2.7308(19) no . .
O1 C12 3.5646(18) no . 3_656
O1 C16 3.3116(18) no . 1_545
O1 C17 3.3311(18) no . 1_545
N2 C13 3.5137(17) no . 3_666
N2 C14 3.3951(17) no . 3_766
C2 C9 3.523(2) no . 2_645
C4 C9 3.506(3) no . 1_655
C6 C13 3.5958(19) no . 4_554
C7 C9 3.528(3) no . 2_645
C9 C2 3.523(2) no . 2_655
C9 C4 3.506(3) no . 1_455
C9 C7 3.528(3) no . 2_655
C10 C15 3.5779(19) no . 3_666
C10 C16 3.3992(19) no . 3_766
C11 C15 3.317(2) no . 3_666
C11 C16 3.559(2) no . 3_666
C12 O1 3.5646(18) no . 3_656
C12 C15 3.5127(19) no . 3_666
C12 C16 3.450(2) no . 3_666
C12 C17 3.494(2) no . 3_666
C13 N2 3.5137(17) no . 3_666
C13 C6 3.5958(19) no . 4_555
C13 C14 3.5359(18) no . 3_666
C13 C18 3.3004(18) no . 3_666
C14 N2 3.3951(17) no . 3_766
C14 C13 3.5359(18) no . 3_666
C14 C14 3.5171(18) no . 3_666
C14 C18 3.5671(18) no . 3_666
C15 C10 3.5779(19) no . 3_666
C15 C11 3.317(2) no . 3_666
C15 C12 3.5127(19) no . 3_666
C16 O1 3.3116(18) no . 1_565
C16 C10 3.3992(19) no . 3_766
C16 C11 3.559(2) no . 3_666
C16 C12 3.450(2) no . 3_666
C17 O1 3.3311(18) no . 1_565
C17 C12 3.494(2) no . 3_666
C17 C18 3.5834(19) no . 3_766
C18 C13 3.3004(18) no . 3_666
C18 C14 3.5671(18) no . 3_666
C18 C17 3.5834(19) no . 3_766
S1 H3 2.894(18) no . .
S1 H10 3.294(17) no . .
O1 H4 2.82(3) no . .
O1 H6 3.58(2) no . .
O1 H10 2.982(18) no . .
O1 H11 2.331(17) no . .
N1 H4 2.98(3) no . .
N1 H11 2.675(17) no . .
N2 H10 2.185(18) no . .
N2 H15 3.228(19) no . .
C1 H4 2.48(3) no . .
C1 H6 3.47(2) no . .
C1 H11 2.818(17) no . .
C2 H1 3.265(18) no . .
C2 H3 3.264(18) no . .
C2 H4 2.59(3) no . .
C2 H5 3.22(2) no . .
C2 H6 3.12(2) no . .
C2 H10 2.460(18) no . .
C3 H2 3.291(19) no . .
C3 H10 3.327(18) no . .
C4 H3 3.258(18) no . .
C4 H4 3.27(3) no . .
C4 H5 2.721(19) no . .
C4 H6 2.83(2) no . .
C6 H1 3.272(18) no . .
C6 H8 2.95(2) no . .
C6 H9 2.887(19) no . .
C7 H2 3.268(19) no . .
C7 H8 3.03(2) no . .
C7 H9 2.941(18) no . .
C7 H10 3.112(17) no . .
C8 H1 2.637(18) no . .
C9 H3 2.523(18) no . .
C10 H12 3.293(17) no . .
C11 H10 3.127(17) no . .
C11 H13 3.305(19) no . .
C13 H11 3.260(17) no . .
C13 H14 2.651(18) no . .
C14 H12 3.315(16) no . .
C14 H15 3.27(2) no . .
C15 H13 2.665(18) no . .
C15 H16 3.294(18) no . .
C17 H10 3.469(18) no . .
C17 H14 3.284(18) no . .
C18 H10 2.364(17) no . .
C18 H11 3.273(17) no . .
C18 H13 3.299(19) no . .
C18 H14 3.273(18) no . .
C18 H16 3.179(17) no . .
H1 H2 2.37(3) no . .
H1 H4 3.53(3) no . .
H1 H5 2.60(3) no . .
H1 H6 2.80(3) no . .
H2 H3 2.32(3) no . .
H3 H7 3.49(3) no . .
H3 H8 2.33(3) no . .
H3 H9 2.31(3) no . .
H4 H10 3.24(3) no . .
H10 H11 3.45(3) no . .
H11 H12 2.35(3) no . .
H12 H13 2.38(3) no . .
H13 H14 2.46(3) no . .
H14 H15 2.41(3) no . .
H15 H16 2.36(3) no . .
S1 H1 3.573(18) no . 1_455
S1 H1 3.264(18) no . 2_755
S1 H5 3.12(2) no . 1_455
S1 H8 3.59(2) no . 2_645
S1 H13 3.511(18) no . 3_666
S1 H14 3.571(18) no . 3_666
O1 H5 3.40(2) no . 1_455
O1 H7 3.51(2) no . 2_645
O1 H8 2.95(2) no . 2_645
O1 H11 3.548(17) no . 3_656
O1 H12 2.724(17) no . 3_656
O1 H15 2.886(19) no . 1_545
O1 H16 2.911(17) no . 1_545
N2 H2 2.700(19) no . 2_755
N2 H12 3.581(17) no . 3_666
N2 H13 3.359(18) no . 3_666
C1 H8 3.41(2) no . 2_645
C2 H7 2.94(3) no . 2_645
C2 H8 3.20(2) no . 2_645
C3 H7 2.96(3) no . 2_645
C3 H16 3.592(17) no . 1_545
C4 H7 3.17(3) no . 1_655
C4 H7 3.06(3) no . 2_645
C4 H9 3.133(19) no . 1_655
C5 H6 3.26(3) no . 2_755
C5 H7 3.34(3) no . 1_655
C5 H7 3.15(3) no . 2_645
C5 H9 3.429(19) no . 1_655
C5 H10 3.587(17) no . 2_745
C5 H13 3.384(18) no . 4_554
C5 H16 3.328(17) no . 2_745
C6 H1 3.183(18) no . 2_755
C6 H6 2.94(3) no . 2_755
C6 H7 3.17(3) no . 2_645
C6 H13 3.024(19) no . 4_554
C7 H1 3.013(18) no . 2_755
C7 H7 3.07(3) no . 2_645
C7 H8 3.17(2) no . 2_645
C8 H3 3.347(18) no . 2_745
C8 H8 3.52(2) no . 2_745
C8 H12 3.301(17) no . 3_756
C8 H14 3.144(18) no . 3_766
C8 H15 3.497(19) no . 3_766
C8 H16 2.942(17) no . 1_545
C9 H1 3.211(18) no . 1_455
C9 H12 3.327(17) no . 4_554
C10 H13 3.540(18) no . 3_666
C10 H14 3.460(18) no . 3_666
C10 H15 3.505(19) no . 3_766
C11 H14 3.395(18) no . 3_666
C11 H15 3.47(2) no . 1_545
C12 H3 3.062(18) no . 4_555
C12 H6 3.07(2) no . 3_756
C12 H16 3.562(18) no . 3_766
C13 H2 3.315(18) no . 4_555
C13 H3 2.879(18) no . 4_555
C15 H4 3.30(3) no . 3_766
C15 H5 3.521(19) no . 3_766
C15 H10 3.474(17) no . 3_766
C15 H11 3.494(17) no . 3_666
C16 H4 3.25(3) no . 3_766
C16 H11 3.486(17) no . 1_565
C16 H11 3.565(17) no . 3_666
C16 H12 3.358(17) no . 3_666
C17 H2 3.054(19) no . 2_755
C17 H4 3.54(3) no . 1_565
C17 H6 3.25(2) no . 1_565
C17 H12 3.230(17) no . 3_666
C18 H13 3.347(18) no . 3_666
H1 S1 3.573(18) no . 1_655
H1 S1 3.264(18) no . 2_745
H1 C6 3.183(18) no . 2_745
H1 C7 3.013(18) no . 2_745
H1 C9 3.211(18) no . 1_655
H1 H3 3.30(3) no . 2_745
H1 H7 3.15(3) no . 1_655
H1 H8 3.14(3) no . 2_745
H1 H9 2.68(3) no . 1_655
H1 H10 3.44(3) no . 2_745
H2 N2 2.700(19) no . 2_745
H2 C13 3.315(18) no . 4_554
H2 C17 3.054(19) no . 2_745
H2 H6 3.11(3) no . 2_755
H2 H7 3.47(3) no . 1_655
H2 H9 3.28(3) no . 1_655
H2 H10 2.86(3) no . 2_745
H2 H13 3.06(3) no . 4_554
H2 H16 2.61(3) no . 2_745
H3 C8 3.347(18) no . 2_755
H3 C12 3.062(18) no . 4_554
H3 C13 2.879(18) no . 4_554
H3 H1 3.30(3) no . 2_755
H3 H5 3.41(3) no . 2_755
H3 H6 2.55(3) no . 2_755
H3 H12 2.72(3) no . 4_554
H3 H13 2.38(3) no . 4_554
H4 C15 3.30(3) no . 3_766
H4 C16 3.25(3) no . 3_766
H4 C17 3.54(3) no . 1_545
H4 H11 3.56(3) no . 3_756
H4 H12 3.52(3) no . 3_756
H4 H14 2.81(3) no . 3_766
H4 H15 3.28(3) no . 1_545
H4 H15 2.69(3) no . 3_766
H4 H16 2.75(3) no . 1_545
H5 S1 3.12(2) no . 1_655
H5 O1 3.40(2) no . 1_655
H5 C15 3.521(19) no . 3_766
H5 H3 3.41(3) no . 2_745
H5 H8 2.92(3) no . 2_745
H5 H12 3.04(3) no . 3_756
H5 H14 2.69(3) no . 3_766
H5 H15 3.56(3) no . 3_766
H6 C5 3.26(3) no . 2_745
H6 C6 2.94(3) no . 2_745
H6 C12 3.07(2) no . 3_756
H6 C17 3.25(2) no . 1_545
H6 H2 3.11(3) no . 2_745
H6 H3 2.55(3) no . 2_745
H6 H8 3.25(3) no . 2_745
H6 H12 2.79(3) no . 3_756
H6 H16 2.32(3) no . 1_545
H7 O1 3.51(2) no . 2_655
H7 C2 2.94(3) no . 2_655
H7 C3 2.96(3) no . 2_655
H7 C4 3.17(3) no . 1_455
H7 C4 3.06(3) no . 2_655
H7 C5 3.34(3) no . 1_455
H7 C5 3.15(3) no . 2_655
H7 C6 3.17(3) no . 2_655
H7 C7 3.07(3) no . 2_655
H7 H1 3.15(3) no . 1_455
H7 H2 3.47(3) no . 1_455
H7 H16 3.50(3) no . 2_645
H8 S1 3.59(2) no . 2_655
H8 O1 2.95(2) no . 2_655
H8 C1 3.41(2) no . 2_655
H8 C2 3.20(2) no . 2_655
H8 C7 3.17(2) no . 2_655
H8 C8 3.52(2) no . 2_755
H8 H1 3.14(3) no . 2_755
H8 H5 2.92(3) no . 2_755
H8 H6 3.25(3) no . 2_755
H8 H12 2.71(3) no . 4_554
H9 C4 3.133(19) no . 1_455
H9 C5 3.429(19) no . 1_455
H9 H1 2.68(3) no . 1_455
H9 H2 3.28(3) no . 1_455
H9 H12 3.02(3) no . 4_554
H9 H13 3.09(3) no . 4_554
H9 H16 3.34(3) no . 2_645
H10 C5 3.587(17) no . 2_755
H10 C15 3.474(17) no . 3_766
H10 H1 3.44(3) no . 2_755
H10 H2 2.86(3) no . 2_755
H10 H14 3.40(3) no . 3_766
H11 O1 3.548(17) no . 3_656
H11 C15 3.494(17) no . 3_666
H11 C16 3.486(17) no . 1_545
H11 C16 3.565(17) no . 3_666
H11 H4 3.56(3) no . 3_756
H11 H11 2.90(3) no . 3_656
H11 H14 3.44(3) no . 3_666
H11 H15 2.76(3) no . 1_545
H11 H15 3.57(3) no . 3_666
H12 O1 2.724(17) no . 3_656
H12 N2 3.581(17) no . 3_666
H12 C8 3.301(17) no . 3_756
H12 C9 3.327(17) no . 4_555
H12 C16 3.358(17) no . 3_666
H12 C17 3.230(17) no . 3_666
H12 H3 2.72(3) no . 4_555
H12 H4 3.52(3) no . 3_756
H12 H5 3.04(3) no . 3_756
H12 H6 2.79(3) no . 3_756
H12 H8 2.71(3) no . 4_555
H12 H9 3.02(3) no . 4_555
H12 H16 3.41(3) no . 3_666
H13 S1 3.511(18) no . 3_666
H13 N2 3.359(18) no . 3_666
H13 C5 3.384(18) no . 4_555
H13 C6 3.024(19) no . 4_555
H13 C10 3.540(18) no . 3_666
H13 C18 3.347(18) no . 3_666
H13 H2 3.06(3) no . 4_555
H13 H3 2.38(3) no . 4_555
H13 H9 3.09(3) no . 4_555
H14 S1 3.571(18) no . 3_666
H14 C8 3.144(18) no . 3_766
H14 C10 3.460(18) no . 3_666
H14 C11 3.395(18) no . 3_666
H14 H4 2.81(3) no . 3_766
H14 H5 2.69(3) no . 3_766
H14 H10 3.40(3) no . 3_766
H14 H11 3.44(3) no . 3_666
H15 O1 2.886(19) no . 1_565
H15 C8 3.497(19) no . 3_766
H15 C10 3.505(19) no . 3_766
H15 C11 3.47(2) no . 1_565
H15 H4 3.28(3) no . 1_565
H15 H4 2.69(3) no . 3_766
H15 H5 3.56(3) no . 3_766
H15 H11 2.76(3) no . 1_565
H15 H11 3.57(3) no . 3_666
H15 H15 3.25(3) no . 3_776
H16 O1 2.911(17) no . 1_565
H16 C3 3.592(17) no . 1_565
H16 C5 3.328(17) no . 2_755
H16 C8 2.942(17) no . 1_565
H16 C12 3.562(18) no . 3_766
H16 H2 2.61(3) no . 2_755
H16 H4 2.75(3) no . 1_565
H16 H6 2.32(3) no . 1_565
H16 H7 3.50(3) no . 2_655
H16 H9 3.34(3) no . 2_655
H16 H12 3.41(3) no . 3_666

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H10 N2 . . . 2.6475(16) 0.812 2.185(18) 116.4(15) no

#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.

#==============================================================================
#     End of CIF
#==============================================================================

_chemical_name_systematic        
6-Methyl-2-(methylsulfanyl)-N-(quinolin-8-yl)benzamide
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: toluene'
