# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2020

####################################################################### 
# 
# 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_20181204e
_database_code_depnum_ccdc_archive 'CCDC 1991926'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;Beijing Normal University
China
;
_audit_update_record             
;
2020-03-22 deposited with the CCDC.	2020-10-02 downloaded from the CCDC.
;
_audit_creation_date             2018-12-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H28 N2 O4 S'
_chemical_formula_sum            'C33 H28 N2 O4 S'
_chemical_formula_weight         548.63
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1s1
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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   8.0643(3)
_cell_length_b                   9.5772(5)
_cell_length_c                   9.7272(5)
_cell_angle_alpha                71.192(4)
_cell_angle_beta                 74.716(4)
_cell_angle_gamma                76.923(4)
_cell_volume                     677.74(6)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3619
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.7370
_cell_measurement_theta_min      4.9080
_shelx_estimated_absorpt_T_max   0.872
_shelx_estimated_absorpt_T_min   0.604
_exptl_absorpt_coefficient_mu    1.404
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65039
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             288
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0362
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4408
_diffrn_reflns_point_group_measured_fraction_full 0.603
_diffrn_reflns_point_group_measured_fraction_max 0.583
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.791
_diffrn_reflns_theta_min         4.909
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.971
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -111.00  -5.00   1.00    1.00    --  -41.49 -19.00-120.00  106
  2  ω   -115.00 -22.00   1.00    1.00    --  -41.49 -37.00-180.00   93
  3  ω    -93.00 -16.00   1.00    1.00    --  -41.49 125.00 -30.00   77
  4  ω     25.00  79.00   1.00    1.00    --   41.49-125.00-180.00   54
  5  ω    118.00 175.00   1.00    1.00    --  104.69 125.00 -30.00   57
  6  ω     75.00 101.00   1.00    1.00    --  104.69 -94.00   0.00   26
  7  ω     76.00 133.00   1.00    1.00    --  104.69 -30.00 -60.00   57
  8  ω     77.00 173.00   1.00    1.00    --  104.69  61.00   0.00   96
  9  ω    111.00 167.00   1.00    1.00    --  104.69  77.00  60.00   56
 10  ω     94.00 152.00   1.00    1.00    --  104.69 125.00-120.00   58
 11  ω     55.00 115.00   1.00    1.00    --  104.69-125.00 120.00   60
 12  ω    135.00 172.00   1.00    1.00    --  104.69 125.00 -90.00   37
 13  ω     46.00 130.00   1.00    1.00    --  104.69 -61.00 -90.00   84
 14  ω     31.00 117.00   1.00    1.00    --  104.69-125.00 -60.00   86
 15  ω     72.00 175.00   1.00    1.00    --  104.69  77.00 -60.00  103
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0081804000
_diffrn_orient_matrix_UB_12      0.0010030000
_diffrn_orient_matrix_UB_13      0.1597142000
_diffrn_orient_matrix_UB_21      -0.0562629000
_diffrn_orient_matrix_UB_22      0.1705589000
_diffrn_orient_matrix_UB_23      -0.0435866000
_diffrn_orient_matrix_UB_31      -0.1922217000
_diffrn_orient_matrix_UB_32      -0.0222121000
_diffrn_orient_matrix_UB_33      0.0428334000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.201
_reflns_Friedel_fraction_full    0.208
_reflns_Friedel_fraction_max     0.195
_reflns_number_gt                3045
_reflns_number_total             3099
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.196
_refine_diff_density_min         -0.380
_refine_diff_density_rms         0.050
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.013(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     362
_refine_ls_number_reflns         3099
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0323
_refine_ls_R_factor_gt           0.0318
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0600P)²+0.0436P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0851
_refine_ls_wR_factor_ref         0.0857
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C15(H15), C16(H16)
2.b Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C19(H19A,H19B)
2.c Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C10(H10), C11(H11), C12(H12), C13(H13),
 C14(H14), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C28(H28), C29(H29),
  C31(H31), C32(H32)
2.d Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2068(3) 1.2476(3) 0.1746(3) 0.0174(5) Uani 1 1 d . . . . .
C2 C 0.1439(4) 1.3971(3) 0.1160(3) 0.0210(5) Uani 1 1 d . . . . .
H2 H 0.0304 1.4258 0.1011 0.025 Uiso 1 1 calc R . . . .
C3 C 0.2520(4) 1.5032(3) 0.0800(3) 0.0225(6) Uani 1 1 d . . . . .
H3 H 0.2113 1.6035 0.0402 0.027 Uiso 1 1 calc R . . . .
C4 C 0.4211(4) 1.4597(3) 0.1033(3) 0.0249(6) Uani 1 1 d . . . . .
H4 H 0.4932 1.5312 0.0784 0.030 Uiso 1 1 calc R . . . .
C5 C 0.4838(4) 1.3101(3) 0.1637(3) 0.0208(5) Uani 1 1 d . . . . .
H5 H 0.5966 1.2815 0.1803 0.025 Uiso 1 1 calc R . . . .
C6 C 0.3756(3) 1.2045(3) 0.1986(3) 0.0165(5) Uani 1 1 d . . . . .
C7 C 0.1026(3) 1.1216(3) 0.2167(3) 0.0165(5) Uani 1 1 d . . . . .
H7 H -0.0217 1.1616 0.2278 0.020 Uiso 1 1 calc R . . . .
C8 C 0.1386(3) 1.0105(3) 0.3631(3) 0.0164(5) Uani 1 1 d . . . . .
C9 C -0.0069(3) 0.9506(3) 0.4831(3) 0.0175(5) Uani 1 1 d . . . . .
C10 C 0.0246(4) 0.8719(3) 0.6249(3) 0.0227(6) Uani 1 1 d . . . . .
H10 H 0.1361 0.8572 0.6424 0.027 Uiso 1 1 calc R . . . .
C11 C -0.1074(4) 0.8161(3) 0.7389(3) 0.0260(6) Uani 1 1 d . . . . .
H11 H -0.0844 0.7644 0.8325 0.031 Uiso 1 1 calc R . . . .
C12 C -0.2755(4) 0.8368(3) 0.7147(3) 0.0239(6) Uani 1 1 d . . . . .
H12 H -0.3644 0.7988 0.7915 0.029 Uiso 1 1 calc R . . . .
C13 C -0.3084(4) 0.9143(3) 0.5751(3) 0.0243(6) Uani 1 1 d . . . . .
H13 H -0.4201 0.9289 0.5582 0.029 Uiso 1 1 calc R . . . .
C14 C -0.1754(4) 0.9706(3) 0.4601(3) 0.0217(6) Uani 1 1 d . . . . .
H14 H -0.1991 1.0223 0.3668 0.026 Uiso 1 1 calc R . . . .
C15 C 0.4288(3) 1.0381(3) 0.2588(3) 0.0179(5) Uani 1 1 d . . . . .
H15 H 0.5356 1.0220 0.2956 0.022 Uiso 1 1 calc R . . . .
C16 C 0.4693(3) 0.9633(3) 0.1329(3) 0.0161(5) Uani 1 1 d . . . . .
H16 H 0.5760 0.9961 0.0656 0.019 Uiso 1 1 calc R . . . .
C17 C 0.3334(3) 0.9985(3) 0.0382(3) 0.0167(5) Uani 1 1 d . . . . .
C18 C 0.5064(3) 0.7906(3) 0.1870(3) 0.0184(5) Uani 1 1 d . . . . .
H18A H 0.4050 0.7547 0.2582 0.022 Uiso 1 1 calc R . . . .
H18B H 0.5240 0.7513 0.1030 0.022 Uiso 1 1 calc R . . . .
C19 C 0.6646(3) 0.7297(3) 0.2586(3) 0.0196(5) Uani 1 1 d . . . . .
H19A H 0.7690 0.7572 0.1864 0.024 Uiso 1 1 calc R . . . .
H19B H 0.6519 0.7716 0.3400 0.024 Uiso 1 1 calc R . . . .
C20 C 0.6792(3) 0.5614(3) 0.3156(3) 0.0196(5) Uani 1 1 d . . . . .
C21 C 0.5997(3) 0.4929(3) 0.4735(3) 0.0201(5) Uani 1 1 d . . . . .
C22 C 0.6430(4) 0.3390(3) 0.5349(3) 0.0251(6) Uani 1 1 d . . . . .
H22 H 0.7202 0.2817 0.4771 0.030 Uiso 1 1 calc R . . . .
C23 C 0.5714(4) 0.2716(3) 0.6812(4) 0.0303(7) Uani 1 1 d . . . . .
H23 H 0.6022 0.1696 0.7219 0.036 Uiso 1 1 calc R . . . .
C24 C 0.4543(5) 0.3560(4) 0.7668(3) 0.0303(7) Uani 1 1 d . . . . .
H24 H 0.4064 0.3105 0.8650 0.036 Uiso 1 1 calc R . . . .
C25 C 0.4077(5) 0.5086(4) 0.7065(3) 0.0316(7) Uani 1 1 d . . . . .
H25 H 0.3267 0.5645 0.7636 0.038 Uiso 1 1 calc R . . . .
C26 C 0.4821(4) 0.5774(3) 0.5610(3) 0.0249(6) Uani 1 1 d . . . . .
H26 H 0.4536 0.6799 0.5217 0.030 Uiso 1 1 calc R . . . .
C27 C 0.0255(3) 1.1839(3) -0.1569(3) 0.0174(5) Uani 1 1 d . . . . .
C28 C -0.0797(4) 1.3195(3) -0.1516(3) 0.0235(6) Uani 1 1 d . . . . .
H28 H -0.1556 1.3302 -0.0639 0.028 Uiso 1 1 calc R . . . .
C29 C -0.0699(4) 1.4381(3) -0.2786(3) 0.0260(6) Uani 1 1 d . . . . .
H29 H -0.1403 1.5290 -0.2758 0.031 Uiso 1 1 calc R . . . .
C30 C 0.0431(4) 1.4245(3) -0.4109(3) 0.0227(6) Uani 1 1 d . . . . .
C31 C 0.1456(4) 1.2868(3) -0.4136(3) 0.0237(6) Uani 1 1 d . . . . .
H31 H 0.2206 1.2758 -0.5015 0.028 Uiso 1 1 calc R . . . .
C32 C 0.1378(4) 1.1655(3) -0.2875(3) 0.0218(6) Uani 1 1 d . . . . .
H32 H 0.2063 1.0739 -0.2905 0.026 Uiso 1 1 calc R . . . .
C33 C 0.0553(5) 1.5565(4) -0.5468(3) 0.0310(7) Uani 1 1 d . . . . .
H33A H -0.0340 1.6375 -0.5283 0.046 Uiso 1 1 calc GR . . . .
H33B H 0.0404 1.5292 -0.6290 0.046 Uiso 1 1 calc GR . . . .
H33C H 0.1673 1.5870 -0.5697 0.046 Uiso 1 1 calc GR . . . .
N1 N 0.2948(3) 0.9703(2) 0.3833(2) 0.0167(4) Uani 1 1 d . . . . .
N2 N 0.1571(3) 1.0400(2) 0.0984(2) 0.0163(4) Uani 1 1 d . . . . .
O1 O 0.3765(2) 0.9802(2) -0.0842(2) 0.0220(4) Uani 1 1 d . . . . .
O2 O 0.7484(2) 0.4843(2) 0.2317(2) 0.0235(4) Uani 1 1 d . . . . .
O3 O 0.0522(3) 0.8949(2) -0.0279(2) 0.0243(4) Uani 1 1 d . . . . .
O4 O -0.1564(2) 1.0669(2) 0.1014(2) 0.0233(4) Uani 1 1 d . . . . .
S1 S 0.00827(6) 1.03470(6) 0.00615(6) 0.01722(15) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.389(4) . ?
C1 C6 1.390(4) . ?
C1 C7 1.513(3) . ?
C2 C3 1.388(4) . ?
C3 C4 1.389(4) . ?
C4 C5 1.392(4) . ?
C5 C6 1.386(4) . ?
C6 C15 1.513(4) . ?
C7 C8 1.531(4) . ?
C7 N2 1.512(3) . ?
C8 C9 1.490(3) . ?
C8 N1 1.279(3) . ?
C9 C10 1.401(4) . ?
C9 C14 1.396(4) . ?
C10 C11 1.379(4) . ?
C11 C12 1.396(4) . ?
C12 C13 1.384(4) . ?
C13 C14 1.390(4) . ?
C15 C16 1.539(4) . ?
C15 N1 1.475(3) . ?
C16 C17 1.526(3) . ?
C16 C18 1.549(3) . ?
C17 N2 1.406(3) . ?
C17 O1 1.207(3) . ?
C18 C19 1.525(4) . ?
C19 C20 1.514(4) . ?
C20 C21 1.490(4) . ?
C20 O2 1.219(3) . ?
C21 C22 1.400(4) . ?
C21 C26 1.396(4) . ?
C22 C23 1.385(4) . ?
C23 C24 1.383(5) . ?
C24 C25 1.392(4) . ?
C25 C26 1.388(4) . ?
C27 C28 1.389(4) . ?
C27 C32 1.390(4) . ?
C27 S1 1.758(3) . ?
C28 C29 1.381(4) . ?
C29 C30 1.392(4) . ?
C30 C31 1.394(4) . ?
C30 C33 1.505(4) . ?
C31 C32 1.390(4) . ?
N2 S1 1.695(2) . ?
O3 S1 1.427(2) . ?
O4 S1 1.438(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.5(2) . . ?
C2 C1 C7 124.4(2) . . ?
C6 C1 C7 115.1(2) . . ?
C3 C2 C1 119.4(3) . . ?
C2 C3 C4 120.0(3) . . ?
C3 C4 C5 120.7(2) . . ?
C6 C5 C4 119.0(3) . . ?
C1 C6 C15 114.9(2) . . ?
C5 C6 C1 120.4(2) . . ?
C5 C6 C15 124.6(2) . . ?
C1 C7 C8 109.4(2) . . ?
N2 C7 C1 109.9(2) . . ?
N2 C7 C8 108.2(2) . . ?
C9 C8 C7 120.6(2) . . ?
N1 C8 C7 119.7(2) . . ?
N1 C8 C9 119.7(2) . . ?
C10 C9 C8 119.4(2) . . ?
C14 C9 C8 122.4(2) . . ?
C14 C9 C10 118.2(2) . . ?
C11 C10 C9 120.9(3) . . ?
C10 C11 C12 120.4(3) . . ?
C13 C12 C11 119.3(3) . . ?
C12 C13 C14 120.4(3) . . ?
C13 C14 C9 120.8(3) . . ?
C6 C15 C16 109.7(2) . . ?
N1 C15 C6 111.9(2) . . ?
N1 C15 C16 111.0(2) . . ?
C15 C16 C18 113.4(2) . . ?
C17 C16 C15 117.5(2) . . ?
C17 C16 C18 105.0(2) . . ?
N2 C17 C16 119.9(2) . . ?
O1 C17 C16 119.5(2) . . ?
O1 C17 N2 120.4(2) . . ?
C19 C18 C16 113.9(2) . . ?
C20 C19 C18 108.6(2) . . ?
C21 C20 C19 118.8(2) . . ?
O2 C20 C19 120.2(2) . . ?
O2 C20 C21 120.9(2) . . ?
C22 C21 C20 118.8(3) . . ?
C26 C21 C20 121.9(2) . . ?
C26 C21 C22 119.2(3) . . ?
C23 C22 C21 120.4(3) . . ?
C24 C23 C22 120.0(3) . . ?
C23 C24 C25 120.3(3) . . ?
C26 C25 C24 120.0(3) . . ?
C25 C26 C21 120.1(3) . . ?
C28 C27 C32 121.2(3) . . ?
C28 C27 S1 117.8(2) . . ?
C32 C27 S1 120.9(2) . . ?
C29 C28 C27 118.9(3) . . ?
C28 C29 C30 121.4(3) . . ?
C29 C30 C31 118.5(3) . . ?
C29 C30 C33 120.5(3) . . ?
C31 C30 C33 121.0(3) . . ?
C32 C31 C30 121.3(3) . . ?
C31 C32 C27 118.7(3) . . ?
C8 N1 C15 115.4(2) . . ?
C7 N2 S1 119.40(17) . . ?
C17 N2 C7 121.6(2) . . ?
C17 N2 S1 117.37(18) . . ?
N2 S1 C27 107.09(11) . . ?
O3 S1 C27 110.88(12) . . ?
O3 S1 N2 107.14(12) . . ?
O3 S1 O4 118.96(12) . . ?
O4 S1 C27 107.85(13) . . ?
O4 S1 N2 104.15(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.788
_oxdiff_exptl_absorpt_empirical_full_min 0.546
####################################################################### 
# 
# 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_20181225c
_database_code_depnum_ccdc_archive 'CCDC 1991928'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;Beijing Normal University
China
;
_audit_update_record             
;
2020-03-22 deposited with the CCDC.	2020-10-02 downloaded from the CCDC.
;
_audit_creation_date             2018-12-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C37 H30 N2 O4'
_chemical_formula_sum            'C37 H30 N2 O4'
_chemical_formula_weight         566.63
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1s1
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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_H-M_alt        'P 1 n 1'
_space_group_name_Hall           'P -2yac'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'x+1/2, -y, z+1/2'

_cell_length_a                   5.30440(10)
_cell_length_b                   18.4193(3)
_cell_length_c                   14.2352(2)
_cell_angle_alpha                90
_cell_angle_beta                 97.8080(10)
_cell_angle_gamma                90
_cell_volume                     1377.93(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    5997
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      71.8220
_cell_measurement_theta_min      4.7980
_shelx_estimated_absorpt_T_max   0.979
_shelx_estimated_absorpt_T_min   0.815
_exptl_absorpt_coefficient_mu    0.712
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62252
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46e (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             596
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.03
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_av_unetI/netI     0.0363
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9415
_diffrn_reflns_point_group_measured_fraction_full 0.793
_diffrn_reflns_point_group_measured_fraction_max 0.773
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.046
_diffrn_reflns_theta_min         3.948
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3127
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -116.00 -32.00   1.00    1.00    --  -41.49 -37.00-120.00   84
  2  ω   -117.00  -6.00   1.00    1.00    --  -41.49 -19.00 -60.00  111
  3  ω    -45.00  -8.00   1.00    1.00    --  -41.49 125.00  30.00   37
  4  ω     23.00  98.00   1.00    1.00    --   41.49-125.00-150.00   75
  5  ω     53.00  80.00   1.00    1.00    --   41.49-140.00  56.00   27
  6  ω    111.00 139.00   1.00    1.50    --  104.69 125.00   0.00   28
  7  ω     94.00 167.00   1.00    1.50    --  104.69 125.00-180.00   73
  8  ω     22.00 109.00   1.00    1.50    --  104.69 -94.00-150.00   87
  9  ω     80.00 178.00   1.00    1.50    --  104.69  45.00 -60.00   98
 10  ω     44.00 108.00   1.00    1.50    --  104.69 -94.00 -60.00   64
 11  ω     24.00 105.00   1.00    1.50    --  104.69 -94.00 120.00   81
 12  ω    130.00 156.00   1.00    1.50    --  104.69 125.00 -90.00   26
 13  ω     91.00 144.00   1.00    1.50    --  104.69  45.00 150.00   53
 14  ω     63.00 105.00   1.00    1.50    --  104.69 -94.00  30.00   42
 15  ω    101.00 177.00   1.00    1.50    --  104.69  45.00   0.00   76
 16  ω     48.00 129.00   1.00    1.50    --  104.69 -45.00 -90.00   81
 17  ω     73.00 145.00   1.00    1.50    --  104.69  77.00-120.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.2182451000
_diffrn_orient_matrix_UB_12      0.0057819000
_diffrn_orient_matrix_UB_13      0.0608137000
_diffrn_orient_matrix_UB_21      0.0229212000
_diffrn_orient_matrix_UB_22      0.0833765000
_diffrn_orient_matrix_UB_23      -0.0006585000
_diffrn_orient_matrix_UB_31      -0.1942695000
_diffrn_orient_matrix_UB_32      0.0032424000
_diffrn_orient_matrix_UB_33      -0.0907649000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.562
_reflns_Friedel_fraction_full    0.584
_reflns_Friedel_fraction_max     0.558
_reflns_number_gt                4064
_reflns_number_total             4206
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46e (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    ?
_refine_diff_density_max         0.149
_refine_diff_density_min         -0.183
_refine_diff_density_rms         0.040
_refine_ls_abs_structure_details 
;
 Flack x determined using 1390 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.00(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     388
_refine_ls_number_reflns         4206
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0297
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0421P)²+0.1172P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0743
_refine_ls_wR_factor_ref         0.0756
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C17(H17A,H17B), C18(H18A,H18B), C28(H28A,H28B), C29(H29A,H29B), C30(H30A,H30B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C7(H7), C10(H10), C11(H11), C12(H12),
 C13(H13), C14(H14), C21(H21), C22(H22), C23(H23), C24(H24), C25(H25), C33(H33),
  C34(H34), C35(H35), C36(H36), C37(H37)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5246(4) 0.93277(11) 0.57811(15) 0.0150(4) Uani 1 1 d . . . . .
C2 C 0.5142(4) 1.00218(11) 0.61956(16) 0.0181(4) Uani 1 1 d . . . . .
H2 H 0.3782 1.0329 0.5997 0.022 Uiso 1 1 calc R . . . .
C3 C 0.7037(4) 1.02479(12) 0.68904(16) 0.0196(5) Uani 1 1 d . . . . .
H3 H 0.6948 1.0704 0.7164 0.023 Uiso 1 1 calc R . . . .
C4 C 0.9101(4) 0.97907(12) 0.71849(16) 0.0192(4) Uani 1 1 d . . . . .
H4 H 1.0398 0.9950 0.7645 0.023 Uiso 1 1 calc R . . . .
C5 C 0.9230(4) 0.91041(11) 0.67985(15) 0.0162(4) Uani 1 1 d . . . . .
H5 H 1.0614 0.8806 0.6998 0.019 Uiso 1 1 calc R . . . .
C6 C 0.7279(4) 0.88562(11) 0.61064(14) 0.0137(4) Uani 1 1 d . . . . .
C7 C 0.3373(4) 0.91070(11) 0.50152(15) 0.0160(4) Uani 1 1 d . . . . .
H7 H 0.2066 0.9429 0.4806 0.019 Uiso 1 1 calc R . . . .
C8 C 0.3399(4) 0.84520(11) 0.45771(14) 0.0136(4) Uani 1 1 d . . . . .
C9 C 0.1540(4) 0.82583(11) 0.37423(15) 0.0150(4) Uani 1 1 d . . . . .
C10 C 0.2063(4) 0.77748(11) 0.30351(15) 0.0170(4) Uani 1 1 d . . . . .
H10 H 0.3579 0.7514 0.3115 0.020 Uiso 1 1 calc R . . . .
C11 C 0.0346(4) 0.76786(12) 0.22144(16) 0.0206(4) Uani 1 1 d . . . . .
H11 H 0.0728 0.7355 0.1752 0.025 Uiso 1 1 calc R . . . .
C12 C -0.1921(4) 0.80588(12) 0.20801(17) 0.0223(5) Uani 1 1 d . . . . .
H12 H -0.3049 0.8002 0.1525 0.027 Uiso 1 1 calc R . . . .
C13 C -0.2489(4) 0.85265(12) 0.27866(17) 0.0208(5) Uani 1 1 d . . . . .
H13 H -0.4029 0.8775 0.2709 0.025 Uiso 1 1 calc R . . . .
C14 C -0.0795(4) 0.86278(11) 0.36048(15) 0.0172(4) Uani 1 1 d . . . . .
H14 H -0.1209 0.8944 0.4069 0.021 Uiso 1 1 calc R . . . .
C15 C 0.7257(4) 0.81445(11) 0.56796(15) 0.0130(4) Uani 1 1 d . . . . .
C16 C 0.8832(4) 0.75348(11) 0.58278(14) 0.0138(4) Uani 1 1 d . . . . .
C17 C 1.1082(4) 0.74309(11) 0.65813(15) 0.0150(4) Uani 1 1 d . . . . .
H17A H 1.0673 0.7636 0.7170 0.018 Uiso 1 1 calc R . . . .
H17B H 1.2508 0.7703 0.6401 0.018 Uiso 1 1 calc R . . . .
C18 C 1.1915(4) 0.66411(11) 0.67630(14) 0.0141(4) Uani 1 1 d . . . . .
H18A H 1.2079 0.6410 0.6162 0.017 Uiso 1 1 calc R . . . .
H18B H 1.3576 0.6635 0.7144 0.017 Uiso 1 1 calc R . . . .
C19 C 1.0065(4) 0.62053(11) 0.72663(14) 0.0140(4) Uani 1 1 d . . . . .
C20 C 1.0387(4) 0.53968(11) 0.73333(14) 0.0135(4) Uani 1 1 d . . . . .
C21 C 0.8733(4) 0.50003(12) 0.78257(15) 0.0163(4) Uani 1 1 d . . . . .
H21 H 0.7465 0.5240 0.8095 0.020 Uiso 1 1 calc R . . . .
C22 C 0.8971(4) 0.42522(12) 0.79157(16) 0.0186(4) Uani 1 1 d . . . . .
H22 H 0.7877 0.3993 0.8249 0.022 Uiso 1 1 calc R . . . .
C23 C 1.0863(4) 0.38903(11) 0.75035(16) 0.0192(4) Uani 1 1 d . . . . .
H23 H 1.1024 0.3389 0.7560 0.023 Uiso 1 1 calc R . . . .
C24 C 1.2505(4) 0.42804(12) 0.70092(16) 0.0179(4) Uani 1 1 d . . . . .
H24 H 1.3759 0.4039 0.6734 0.021 Uiso 1 1 calc R . . . .
C25 C 1.2274(4) 0.50305(11) 0.69257(14) 0.0157(4) Uani 1 1 d . . . . .
H25 H 1.3380 0.5289 0.6597 0.019 Uiso 1 1 calc R . . . .
C26 C 0.7760(4) 0.70638(11) 0.51141(15) 0.0147(4) Uani 1 1 d . . . . .
C27 C 0.7439(4) 0.57870(11) 0.50247(14) 0.0143(4) Uani 1 1 d . . . . .
C28 C 0.8762(4) 0.51351(11) 0.46913(14) 0.0147(4) Uani 1 1 d . . . . .
H28A H 1.0533 0.5139 0.4972 0.018 Uiso 1 1 calc R . . . .
H28B H 0.8704 0.5156 0.4008 0.018 Uiso 1 1 calc R . . . .
C29 C 0.7508(4) 0.44335(11) 0.49629(15) 0.0155(4) Uani 1 1 d . . . . .
H29A H 0.7606 0.4409 0.5648 0.019 Uiso 1 1 calc R . . . .
H29B H 0.5724 0.4439 0.4698 0.019 Uiso 1 1 calc R . . . .
C30 C 0.8769(4) 0.37629(11) 0.46086(15) 0.0153(4) Uani 1 1 d . . . . .
H30A H 0.8836 0.3812 0.3934 0.018 Uiso 1 1 calc R . . . .
H30B H 1.0502 0.3729 0.4926 0.018 Uiso 1 1 calc R . . . .
C31 C 0.7349(4) 0.30746(11) 0.47862(15) 0.0156(4) Uani 1 1 d . . . . .
C32 C 0.8322(4) 0.23662(11) 0.44594(15) 0.0164(4) Uani 1 1 d . . . . .
C33 C 1.0264(4) 0.23350(12) 0.38922(16) 0.0191(5) Uani 1 1 d . . . . .
H33 H 1.1043 0.2760 0.3728 0.023 Uiso 1 1 calc R . . . .
C34 C 1.1036(5) 0.16705(13) 0.35715(17) 0.0236(5) Uani 1 1 d . . . . .
H34 H 1.2307 0.1653 0.3182 0.028 Uiso 1 1 calc R . . . .
C35 C 0.9921(5) 0.10316(13) 0.38290(18) 0.0256(5) Uani 1 1 d . . . . .
H35 H 1.0444 0.0588 0.3611 0.031 Uiso 1 1 calc R . . . .
C36 C 0.8030(5) 0.10563(13) 0.44108(18) 0.0281(5) Uani 1 1 d . . . . .
H36 H 0.7308 0.0628 0.4595 0.034 Uiso 1 1 calc R . . . .
C37 C 0.7207(5) 0.17251(12) 0.47203(17) 0.0222(5) Uani 1 1 d . . . . .
H37 H 0.5915 0.1742 0.5101 0.027 Uiso 1 1 calc R . . . .
N1 N 0.5373(3) 0.79817(9) 0.49324(12) 0.0128(3) Uani 1 1 d . . . . .
N2 N 0.5687(3) 0.73075(9) 0.45763(12) 0.0147(4) Uani 1 1 d . . . . .
O1 O 0.8404(3) 0.65062(8) 0.76405(12) 0.0204(3) Uani 1 1 d . . . . .
O2 O 0.8769(3) 0.64062(7) 0.48728(11) 0.0166(3) Uani 1 1 d . . . . .
O3 O 0.5532(3) 0.57927(8) 0.53784(12) 0.0230(4) Uani 1 1 d . . . . .
O4 O 0.5464(3) 0.30913(8) 0.51864(12) 0.0212(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.412(3) . ?
C1 C6 1.413(3) . ?
C1 C7 1.431(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.375(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.399(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.384(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.404(3) . ?
C6 C15 1.444(3) . ?
C7 H7 0.9300 . ?
C7 C8 1.359(3) . ?
C8 C9 1.481(3) . ?
C8 N1 1.399(3) . ?
C9 C10 1.400(3) . ?
C9 C14 1.404(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.392(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.382(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.384(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.399(3) . ?
C15 N1 1.389(3) . ?
C16 C17 1.505(3) . ?
C16 C26 1.397(3) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C17 C18 1.532(3) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.520(3) . ?
C19 C20 1.500(3) . ?
C19 O1 1.223(3) . ?
C20 C21 1.401(3) . ?
C20 C25 1.397(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.388(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.398(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.392(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.391(3) . ?
C25 H25 0.9300 . ?
C26 N2 1.330(3) . ?
C26 O2 1.386(2) . ?
C27 C28 1.500(3) . ?
C27 O2 1.374(2) . ?
C27 O3 1.190(3) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C28 C29 1.527(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C30 1.523(3) . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.513(3) . ?
C31 C32 1.500(3) . ?
C31 O4 1.217(3) . ?
C32 C33 1.394(3) . ?
C32 C37 1.393(3) . ?
C33 H33 0.9300 . ?
C33 C34 1.387(3) . ?
C34 H34 0.9300 . ?
C34 C35 1.388(3) . ?
C35 H35 0.9300 . ?
C35 C36 1.386(3) . ?
C36 H36 0.9300 . ?
C36 C37 1.398(3) . ?
C37 H37 0.9300 . ?
N1 N2 1.360(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 119.4(2) . . ?
C2 C1 C7 120.9(2) . . ?
C6 C1 C7 119.69(18) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(2) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 120.0 . . ?
C2 C3 C4 119.9(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 119.7 . . ?
C5 C4 C3 120.6(2) . . ?
C5 C4 H4 119.7 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.3(2) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C15 117.24(19) . . ?
C5 C6 C1 119.13(18) . . ?
C5 C6 C15 123.61(19) . . ?
C1 C7 H7 118.2 . . ?
C8 C7 C1 123.53(19) . . ?
C8 C7 H7 118.2 . . ?
C7 C8 C9 122.32(18) . . ?
C7 C8 N1 115.95(19) . . ?
N1 C8 C9 121.66(17) . . ?
C10 C9 C8 123.70(19) . . ?
C10 C9 C14 117.7(2) . . ?
C14 C9 C8 118.29(19) . . ?
C9 C10 H10 119.5 . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 119.7 . . ?
C12 C11 C10 120.6(2) . . ?
C12 C11 H11 119.7 . . ?
C11 C12 H12 120.5 . . ?
C11 C12 C13 119.0(2) . . ?
C13 C12 H12 120.5 . . ?
C12 C13 H13 119.6 . . ?
C14 C13 C12 120.9(2) . . ?
C14 C13 H13 119.6 . . ?
C9 C14 H14 119.6 . . ?
C13 C14 C9 120.8(2) . . ?
C13 C14 H14 119.6 . . ?
C16 C15 C6 134.0(2) . . ?
N1 C15 C6 118.81(18) . . ?
N1 C15 C16 107.16(17) . . ?
C15 C16 C17 127.55(19) . . ?
C26 C16 C15 102.30(18) . . ?
C26 C16 C17 130.14(18) . . ?
C16 C17 H17A 108.5 . . ?
C16 C17 H17B 108.5 . . ?
C16 C17 C18 115.07(17) . . ?
H17A C17 H17B 107.5 . . ?
C18 C17 H17A 108.5 . . ?
C18 C17 H17B 108.5 . . ?
C17 C18 H18A 109.0 . . ?
C17 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C19 C18 C17 113.02(16) . . ?
C19 C18 H18A 109.0 . . ?
C19 C18 H18B 109.0 . . ?
C20 C19 C18 118.60(17) . . ?
O1 C19 C18 121.02(18) . . ?
O1 C19 C20 120.32(19) . . ?
C21 C20 C19 118.40(18) . . ?
C25 C20 C19 122.33(19) . . ?
C25 C20 C21 119.26(19) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.6(2) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 120.1 . . ?
C21 C22 C23 119.7(2) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 120.0 . . ?
C24 C23 C22 120.0(2) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.1(2) . . ?
C25 C24 H24 119.9 . . ?
C20 C25 H25 119.9 . . ?
C24 C25 C20 120.28(19) . . ?
C24 C25 H25 119.9 . . ?
N2 C26 C16 115.61(18) . . ?
N2 C26 O2 117.98(18) . . ?
O2 C26 C16 126.17(19) . . ?
O2 C27 C28 110.05(16) . . ?
O3 C27 C28 127.02(19) . . ?
O3 C27 O2 122.93(19) . . ?
C27 C28 H28A 109.4 . . ?
C27 C28 H28B 109.4 . . ?
C27 C28 C29 111.04(16) . . ?
H28A C28 H28B 108.0 . . ?
C29 C28 H28A 109.4 . . ?
C29 C28 H28B 109.4 . . ?
C28 C29 H29A 109.2 . . ?
C28 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
C30 C29 C28 112.13(16) . . ?
C30 C29 H29A 109.2 . . ?
C30 C29 H29B 109.2 . . ?
C29 C30 H30A 109.2 . . ?
C29 C30 H30B 109.2 . . ?
H30A C30 H30B 107.9 . . ?
C31 C30 C29 111.92(17) . . ?
C31 C30 H30A 109.2 . . ?
C31 C30 H30B 109.2 . . ?
C32 C31 C30 118.50(18) . . ?
O4 C31 C30 121.09(18) . . ?
O4 C31 C32 120.41(18) . . ?
C33 C32 C31 121.86(19) . . ?
C37 C32 C31 118.58(19) . . ?
C37 C32 C33 119.5(2) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 C32 120.1(2) . . ?
C34 C33 H33 120.0 . . ?
C33 C34 H34 119.8 . . ?
C33 C34 C35 120.4(2) . . ?
C35 C34 H34 119.8 . . ?
C34 C35 H35 120.0 . . ?
C36 C35 C34 119.9(2) . . ?
C36 C35 H35 120.0 . . ?
C35 C36 H36 120.0 . . ?
C35 C36 C37 120.0(2) . . ?
C37 C36 H36 120.0 . . ?
C32 C37 C36 120.1(2) . . ?
C32 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C15 N1 C8 124.61(17) . . ?
N2 N1 C8 123.64(17) . . ?
N2 N1 C15 111.75(16) . . ?
C26 N2 N1 103.13(16) . . ?
C27 O2 C26 117.57(16) . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 0.6(3) . . . . ?
C1 C6 C15 C16 -177.4(2) . . . . ?
C1 C6 C15 N1 4.8(3) . . . . ?
C1 C7 C8 C9 -175.59(18) . . . . ?
C1 C7 C8 N1 1.3(3) . . . . ?
C2 C1 C6 C5 -3.5(3) . . . . ?
C2 C1 C6 C15 178.17(18) . . . . ?
C2 C1 C7 C8 178.8(2) . . . . ?
C2 C3 C4 C5 -1.4(3) . . . . ?
C3 C4 C5 C6 -0.2(3) . . . . ?
C4 C5 C6 C1 2.7(3) . . . . ?
C4 C5 C6 C15 -179.09(19) . . . . ?
C5 C6 C15 C16 4.3(3) . . . . ?
C5 C6 C15 N1 -173.40(18) . . . . ?
C6 C1 C2 C3 1.9(3) . . . . ?
C6 C1 C7 C8 1.0(3) . . . . ?
C6 C15 C16 C17 4.7(4) . . . . ?
C6 C15 C16 C26 -175.9(2) . . . . ?
C6 C15 N1 C8 -2.6(3) . . . . ?
C6 C15 N1 N2 176.78(17) . . . . ?
C7 C1 C2 C3 -175.8(2) . . . . ?
C7 C1 C6 C5 174.22(18) . . . . ?
C7 C1 C6 C15 -4.1(3) . . . . ?
C7 C8 C9 C10 150.8(2) . . . . ?
C7 C8 C9 C14 -23.2(3) . . . . ?
C7 C8 N1 C15 -0.5(3) . . . . ?
C7 C8 N1 N2 -179.82(18) . . . . ?
C8 C9 C10 C11 -172.52(19) . . . . ?
C8 C9 C14 C13 172.98(18) . . . . ?
C8 N1 N2 C26 179.66(18) . . . . ?
C9 C8 N1 C15 176.44(17) . . . . ?
C9 C8 N1 N2 -2.9(3) . . . . ?
C9 C10 C11 C12 -0.1(3) . . . . ?
C10 C9 C14 C13 -1.4(3) . . . . ?
C10 C11 C12 C13 -1.5(3) . . . . ?
C11 C12 C13 C14 1.6(3) . . . . ?
C12 C13 C14 C9 -0.2(3) . . . . ?
C14 C9 C10 C11 1.5(3) . . . . ?
C15 C16 C17 C18 161.83(19) . . . . ?
C15 C16 C26 N2 -2.1(2) . . . . ?
C15 C16 C26 O2 172.17(19) . . . . ?
C15 N1 N2 C26 0.2(2) . . . . ?
C16 C15 N1 C8 179.06(18) . . . . ?
C16 C15 N1 N2 -1.5(2) . . . . ?
C16 C17 C18 C19 -71.6(2) . . . . ?
C16 C26 N2 N1 1.2(2) . . . . ?
C16 C26 O2 C27 114.4(2) . . . . ?
C17 C16 C26 N2 177.33(19) . . . . ?
C17 C16 C26 O2 -8.4(3) . . . . ?
C17 C18 C19 C20 169.15(18) . . . . ?
C17 C18 C19 O1 -13.5(3) . . . . ?
C18 C19 C20 C21 177.84(18) . . . . ?
C18 C19 C20 C25 -2.0(3) . . . . ?
C19 C20 C21 C22 -179.3(2) . . . . ?
C19 C20 C25 C24 179.8(2) . . . . ?
C20 C21 C22 C23 -0.6(3) . . . . ?
C21 C20 C25 C24 0.0(3) . . . . ?
C21 C22 C23 C24 0.3(3) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C20 -0.3(3) . . . . ?
C25 C20 C21 C22 0.5(3) . . . . ?
C26 C16 C17 C18 -17.5(3) . . . . ?
C27 C28 C29 C30 178.41(17) . . . . ?
C28 C27 O2 C26 177.97(16) . . . . ?
C28 C29 C30 C31 -173.85(17) . . . . ?
C29 C30 C31 C32 178.77(17) . . . . ?
C29 C30 C31 O4 -1.4(3) . . . . ?
C30 C31 C32 C33 -8.7(3) . . . . ?
C30 C31 C32 C37 172.5(2) . . . . ?
C31 C32 C33 C34 -177.3(2) . . . . ?
C31 C32 C37 C36 178.6(2) . . . . ?
C32 C33 C34 C35 -1.4(4) . . . . ?
C33 C32 C37 C36 -0.3(4) . . . . ?
C33 C34 C35 C36 -0.1(4) . . . . ?
C34 C35 C36 C37 1.4(4) . . . . ?
C35 C36 C37 C32 -1.2(4) . . . . ?
C37 C32 C33 C34 1.6(3) . . . . ?
N1 C8 C9 C10 -26.0(3) . . . . ?
N1 C8 C9 C14 160.05(18) . . . . ?
N1 C15 C16 C17 -177.41(18) . . . . ?
N1 C15 C16 C26 2.0(2) . . . . ?
N2 C26 O2 C27 -71.5(2) . . . . ?
O1 C19 C20 C21 0.5(3) . . . . ?
O1 C19 C20 C25 -179.3(2) . . . . ?
O2 C26 N2 N1 -173.55(16) . . . . ?
O2 C27 C28 C29 172.96(16) . . . . ?
O3 C27 C28 C29 -6.5(3) . . . . ?
O3 C27 O2 C26 -2.5(3) . . . . ?
O4 C31 C32 C33 171.4(2) . . . . ?
O4 C31 C32 C37 -7.4(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.420
_oxdiff_exptl_absorpt_empirical_full_min 0.661
####################################################################### 
# 
# 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_20200816a
_database_code_depnum_ccdc_archive 'CCDC 2024858'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;Beijing Normal University
China
;
_audit_update_record             
;
2020-08-23 deposited with the CCDC.	2020-10-02 downloaded from the CCDC.
;
_audit_creation_date             2020-08-19
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H32 N2 O4 S'
_chemical_formula_sum            'C34 H32 N2 O4 S'
_chemical_formula_weight         564.67
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         CHONS
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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.98984(6)
_cell_length_b                   13.05864(11)
_cell_length_c                   32.2030(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2939.42(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    34722
_cell_measurement_temperature    277(8)
_cell_measurement_theta_max      75.7520
_cell_measurement_theta_min      3.6600
_shelx_estimated_absorpt_T_max   0.974
_shelx_estimated_absorpt_T_min   0.561
_exptl_absorpt_coefficient_mu    1.308
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.70349
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.276
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1192
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0771
_diffrn_reflns_av_unetI/netI     0.0292
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            56786
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.995
_diffrn_reflns_theta_min         3.652
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      277(8)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -40.00  25.00   0.50    0.50    --  -47.95  37.00 -30.00  130
  2  ω    -24.00  80.00   0.50    0.50    --   47.95 -96.00-120.00  208
  3  ω     32.00 109.00   0.50    2.00    --  104.75 -96.00-120.00  154
  4  ω     32.00 117.00   0.50    2.00    --  104.75-125.00-120.00  170
  5  ω     32.00  73.00   0.50    2.00    --  104.75 -61.00  60.00   82
  6  ω     32.00 109.00   0.50    2.00    --  104.75 -94.00 120.00  154
  7  ω     91.00 178.00   0.50    2.00    --  104.75  15.00  90.00  174
  8  ω     86.00 178.00   0.50    2.00    --  104.75  96.00 -11.00  184
  9  ω     92.00 177.00   0.50    2.00    --  104.75  45.00 -30.00  170
 10  ω     32.00  73.00   0.50    2.00    --  104.75 -61.00 120.00   82
 11  ω     32.00 109.00   0.50    2.00    --  104.75 -94.00  60.00  154
 12  ω     32.00 108.00   0.50    2.00    --  104.75 -77.00 120.00  152
 13  ω     32.00 117.00   0.50    2.00    --  104.75-125.00   0.00  170
 14  ω     32.00  73.00   0.50    2.00    --  104.75 -61.00-120.00   82
 15  ω     32.00 108.00   0.50    2.00    --  104.75 -77.00-120.00  152
 16  ω     32.00  73.00   0.50    2.00    --  104.75 -61.00  30.00   82
 17  ω     32.00 117.00   0.50    2.00    --  104.75-125.00  90.00  170
 18  ω     15.00  96.00   0.50    0.50    --   47.95-125.00 120.00  162
 19  ω    -23.00  63.00   0.50    0.50    --   47.95 -57.00 120.00  172
 20  ω    -26.00  28.00   0.50    0.50    --   47.95 -19.00 150.00  108
 21  ω    -80.00  25.00   0.50    0.50    --  -47.95  96.00 -11.00  210
 22  ω    -26.00  28.00   0.50    0.50    --   47.95 -19.00-150.00  108
 23  ω     33.00 119.00   0.50    0.50    --   47.95  57.00-150.00  172
 24  ω    -69.00 -29.00   0.50    2.00    -- -102.00  61.00-150.00   80
 25  ω   -109.00 -29.00   0.50    2.00    -- -102.00  96.00 -11.00  160
 26  ω    -69.00 -29.00   0.50    2.00    -- -102.00  61.00  60.00   80
 27  ω   -117.00 -29.00   0.50    2.00    -- -102.00 125.00  90.00  176
 28  ω   -117.00 -29.00   0.50    2.00    -- -102.00 125.00 -30.00  176
 29  ω   -174.00 -30.00   0.50    2.00    -- -102.00   0.00-120.00  288
 30  ω   -120.00 -51.00   0.50    0.50    --  -47.95 -77.00   0.00  138
 31  ω   -175.00 -82.00   0.50    2.00    -- -102.00 -96.00-120.00  186
 32  ω   -174.00 -30.00   0.50    2.00    -- -102.00   0.00-120.00  288
 33  ω   -175.00 -89.00   0.50    2.00    -- -102.00 -30.00 120.00  172
 34  ω   -175.00 -85.00   0.50    2.00    -- -102.00 -61.00 -30.00  180
 35  ω   -175.00 -89.00   0.50    2.00    -- -102.00 -30.00 -90.00  172
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0762135000
_diffrn_orient_matrix_UB_12      -0.1006604000
_diffrn_orient_matrix_UB_13      -0.0186702000
_diffrn_orient_matrix_UB_21      0.0456313000
_diffrn_orient_matrix_UB_22      -0.0560635000
_diffrn_orient_matrix_UB_23      0.0409104000
_diffrn_orient_matrix_UB_31      -0.2017303000
_diffrn_orient_matrix_UB_32      0.0253039000
_diffrn_orient_matrix_UB_33      0.0163142000
_diffrn_oxdiff_digest_frames     
;
0199114ef2e849019f7e6f9fd6d436df4c000461f0c
;
_diffrn_oxdiff_digest_hkl        
;
0161c225a7946d9ad8e5cdb996c235a3784123
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.736
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.979
_reflns_number_gt                5733
_reflns_number_total             6060
_reflns_odcompleteness_completeness 99.93
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 2301 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.004(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     364
_refine_ls_number_reflns         6060
_refine_ls_number_restraints     48
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0451
_refine_ls_restrained_S_all      1.148
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0796P)²+0.4403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1280
_refine_ls_wR_factor_ref         0.1303
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C14) \\sim Ueq, Uanis(C15) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 C13, C18, C17, C16, C15, C14
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4.a Ternary CH refined with riding coordinates:
 C9(H9), C19(H19), C26(H26), C27(H27)
4.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B)
4.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C29(H29), C30(H30), C32(H32),
  C33(H33)
4.d Fitted hexagon refined as free rotating group:
 C13(C14,C15,C16,C17,C18)
4.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.0616(7) 1.0082(3) 0.22614(13) 0.0798(11) Uani 1 1 d . . . . .
H1A H 1.0098 0.9764 0.2017 0.120 Uiso 1 1 calc GR . . . .
H1B H 1.1887 0.9829 0.2310 0.120 Uiso 1 1 calc GR . . . .
H1C H 1.0658 1.0810 0.2223 0.120 Uiso 1 1 calc GR . . . .
C2 C 0.9374(5) 0.9834(2) 0.26287(10) 0.0601(7) Uani 1 1 d . . . . .
C3 C 0.7535(6) 0.9485(3) 0.25775(10) 0.0641(8) Uani 1 1 d . . . . .
H3 H 0.7056 0.9398 0.2310 0.077 Uiso 1 1 calc R . . . .
C4 C 0.6377(5) 0.9260(3) 0.29142(9) 0.0581(7) Uani 1 1 d . . . . .
H4 H 0.5127 0.9037 0.2875 0.070 Uiso 1 1 calc R . . . .
C5 C 0.7107(4) 0.9373(2) 0.33080(9) 0.0479(6) Uani 1 1 d . . . . .
C6 C 0.8969(5) 0.9713(3) 0.33698(10) 0.0614(8) Uani 1 1 d . . . . .
H6 H 0.9456 0.9785 0.3637 0.074 Uiso 1 1 calc R . . . .
C7 C 1.0081(5) 0.9943(3) 0.30292(11) 0.0681(9) Uani 1 1 d . . . . .
H7 H 1.1326 1.0176 0.3068 0.082 Uiso 1 1 calc R . . . .
C8 C 0.6654(4) 0.7201(2) 0.38107(8) 0.0466(6) Uani 1 1 d . . . . .
C9 C 0.6334(4) 0.6169(2) 0.40276(9) 0.0467(6) Uani 1 1 d . . . . .
H9 H 0.6578 0.6284 0.4324 0.056 Uiso 1 1 calc R . . . .
C10 C 0.7858(4) 0.5411(2) 0.38785(10) 0.0550(7) Uani 1 1 d . . . . .
H10A H 0.7527 0.5180 0.3601 0.066 Uiso 1 1 calc R . . . .
H10B H 0.9078 0.5763 0.3861 0.066 Uiso 1 1 calc R . . . .
C11 C 0.8076(5) 0.4484(2) 0.41592(11) 0.0581(7) Uani 1 1 d . . . . .
H11A H 0.8277 0.4718 0.4442 0.070 Uiso 1 1 calc R . . . .
H11B H 0.6895 0.4095 0.4154 0.070 Uiso 1 1 calc R . . . .
C12 C 0.9698(5) 0.3792(2) 0.40387(11) 0.0598(7) Uani 1 1 d . . . . .
C13 C 0.9936(4) 0.28081(18) 0.42701(9) 0.0658(8) Uani 1 1 d . U . . .
C14 C 0.8706(5) 0.2538(2) 0.45911(12) 0.131(2) Uani 1 1 d G U . . .
H14 H 0.7728 0.2980 0.4670 0.158 Uiso 1 1 calc R . . . .
C15 C 0.8939(7) 0.1608(3) 0.47947(14) 0.158(3) Uani 1 1 d G U . . .
H15 H 0.8116 0.1428 0.5010 0.189 Uiso 1 1 calc R . . . .
C16 C 1.0402(7) 0.0948(2) 0.46773(13) 0.126(2) Uani 1 1 d G U . . .
H16 H 1.0557 0.0325 0.4814 0.151 Uiso 1 1 calc R . . . .
C17 C 1.1632(6) 0.1217(2) 0.43563(12) 0.115(2) Uani 1 1 d G U . . .
H17 H 1.2610 0.0776 0.4278 0.138 Uiso 1 1 calc R . . . .
C18 C 1.1399(5) 0.2148(2) 0.41527(10) 0.1043(17) Uani 1 1 d G U . . .
H18 H 1.2222 0.2328 0.3938 0.125 Uiso 1 1 calc R . . . .
C19 C 0.4300(4) 0.5721(2) 0.39955(8) 0.0471(6) Uani 1 1 d . . . . .
H19 H 0.4364 0.5002 0.4082 0.057 Uiso 1 1 calc R . . . .
C20 C 0.2923(4) 0.6257(3) 0.42800(8) 0.0515(7) Uani 1 1 d . . . . .
C21 C 0.2208(5) 0.5833(3) 0.46475(9) 0.0671(9) Uani 1 1 d . . . . .
H21 H 0.2571 0.5177 0.4728 0.081 Uiso 1 1 calc R . . . .
C22 C 0.0958(6) 0.6394(5) 0.48895(10) 0.0828(13) Uani 1 1 d . . . . .
H22 H 0.0468 0.6112 0.5132 0.099 Uiso 1 1 calc R . . . .
C23 C 0.0428(5) 0.7381(4) 0.47713(10) 0.0801(12) Uani 1 1 d . . . . .
H23 H -0.0391 0.7760 0.4939 0.096 Uiso 1 1 calc R . . . .
C24 C 0.1116(4) 0.7799(3) 0.44058(9) 0.0635(8) Uani 1 1 d . . . . .
H24 H 0.0747 0.8453 0.4325 0.076 Uiso 1 1 calc R . . . .
C25 C 0.2368(4) 0.7228(3) 0.41597(8) 0.0494(6) Uani 1 1 d . . . . .
C26 C 0.3067(3) 0.7555(2) 0.37380(8) 0.0447(5) Uani 1 1 d . . . . .
H26 H 0.2304 0.8146 0.3650 0.054 Uiso 1 1 calc R . . . .
C27 C 0.2716(4) 0.6684(2) 0.34280(8) 0.0446(6) Uani 1 1 d . . . . .
H27 H 0.1341 0.6538 0.3435 0.054 Uiso 1 1 calc R . . . .
C28 C 0.3200(4) 0.6944(2) 0.29822(8) 0.0475(6) Uani 1 1 d . . . . .
C29 C 0.1823(5) 0.7401(2) 0.27309(9) 0.0598(8) Uani 1 1 d . . . . .
H29 H 0.0647 0.7585 0.2844 0.072 Uiso 1 1 calc R . . . .
C30 C 0.2184(7) 0.7584(3) 0.23171(11) 0.0775(11) Uani 1 1 d . . . . .
H30 H 0.1233 0.7878 0.2154 0.093 Uiso 1 1 calc R . . . .
C31 C 0.3914(8) 0.7344(3) 0.21383(10) 0.0814(12) Uani 1 1 d . . . . .
C32 C 0.5308(7) 0.6916(3) 0.23914(11) 0.0785(11) Uani 1 1 d . . . . .
H32 H 0.6504 0.6764 0.2281 0.094 Uiso 1 1 calc R . . . .
C33 C 0.4946(5) 0.6711(3) 0.28061(10) 0.0624(8) Uani 1 1 d . . . . .
H33 H 0.5895 0.6412 0.2968 0.075 Uiso 1 1 calc R . . . .
C34 C 0.4294(14) 0.7523(5) 0.16806(13) 0.144(3) Uani 1 1 d . . . . .
H34A H 0.5224 0.7038 0.1584 0.215 Uiso 1 1 calc GR . . . .
H34B H 0.4773 0.8206 0.1641 0.215 Uiso 1 1 calc GR . . . .
H34C H 0.3127 0.7440 0.1527 0.215 Uiso 1 1 calc GR . . . .
N1 N 0.5114(3) 0.78732(17) 0.37452(7) 0.0442(5) Uani 1 1 d . . . . .
N2 N 0.3694(4) 0.5739(2) 0.35578(7) 0.0494(5) Uani 1 1 d . . . . .
O1 O 0.3851(4) 0.96282(18) 0.36775(9) 0.0704(6) Uani 1 1 d . . . . .
O2 O 0.6720(4) 0.9352(2) 0.41081(7) 0.0742(7) Uani 1 1 d . . . . .
O3 O 0.8249(3) 0.74707(17) 0.37163(8) 0.0611(6) Uani 1 1 d . . . . .
O4 O 1.0771(4) 0.4008(2) 0.37544(10) 0.0871(8) Uani 1 1 d . . . . .
S1 S 0.56520(10) 0.91341(5) 0.37415(2) 0.05072(19) Uani 1 1 d . . . . .
H2 H 0.290(6) 0.526(3) 0.3503(11) 0.055(9) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.502(5) . ?
C2 C3 1.374(5) . ?
C2 C7 1.388(5) . ?
C3 C4 1.384(5) . ?
C4 C5 1.375(4) . ?
C5 C6 1.389(5) . ?
C5 S1 1.755(3) . ?
C6 C7 1.378(5) . ?
C8 C9 1.534(4) . ?
C8 N1 1.405(3) . ?
C8 O3 1.208(3) . ?
C9 C10 1.531(4) . ?
C9 C19 1.542(4) . ?
C10 C11 1.518(4) . ?
C11 C12 1.501(5) . ?
C12 C13 1.494(4) . ?
C12 O4 1.217(4) . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C15 C16 1.3900 . ?
C16 C17 1.3900 . ?
C17 C18 1.3900 . ?
C19 C20 1.502(4) . ?
C19 N2 1.472(3) . ?
C20 C21 1.399(4) . ?
C20 C25 1.381(5) . ?
C21 C22 1.381(6) . ?
C22 C23 1.394(7) . ?
C23 C24 1.383(5) . ?
C24 C25 1.396(4) . ?
C25 C26 1.505(4) . ?
C26 C27 1.533(4) . ?
C26 N1 1.490(3) . ?
C27 C28 1.514(4) . ?
C27 N2 1.471(4) . ?
C28 C29 1.392(4) . ?
C28 C33 1.379(4) . ?
C29 C30 1.377(5) . ?
C30 C31 1.375(7) . ?
C31 C32 1.388(7) . ?
C31 C34 1.516(5) . ?
C32 C33 1.385(4) . ?
N1 S1 1.689(2) . ?
O1 S1 1.430(3) . ?
O2 S1 1.426(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C2 C1 121.2(3) . . ?
C3 C2 C7 118.6(3) . . ?
C7 C2 C1 120.2(4) . . ?
C2 C3 C4 121.6(3) . . ?
C5 C4 C3 118.9(3) . . ?
C4 C5 C6 120.9(3) . . ?
C4 C5 S1 120.0(2) . . ?
C6 C5 S1 119.1(2) . . ?
C7 C6 C5 119.0(3) . . ?
C6 C7 C2 121.1(3) . . ?
N1 C8 C9 120.4(2) . . ?
O3 C8 C9 120.3(2) . . ?
O3 C8 N1 119.2(2) . . ?
C8 C9 C19 115.9(2) . . ?
C10 C9 C8 108.9(2) . . ?
C10 C9 C19 112.1(2) . . ?
C11 C10 C9 113.5(2) . . ?
C12 C11 C10 113.7(3) . . ?
C13 C12 C11 118.2(3) . . ?
O4 C12 C11 121.3(3) . . ?
O4 C12 C13 120.4(3) . . ?
C14 C13 C12 121.3(2) . . ?
C14 C13 C18 120.0 . . ?
C18 C13 C12 118.7(2) . . ?
C13 C14 C15 120.0 . . ?
C14 C15 C16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C16 C17 C18 120.0 . . ?
C17 C18 C13 120.0 . . ?
C20 C19 C9 111.9(2) . . ?
N2 C19 C9 108.8(2) . . ?
N2 C19 C20 113.1(2) . . ?
C21 C20 C19 124.0(3) . . ?
C25 C20 C19 115.9(2) . . ?
C25 C20 C21 120.1(3) . . ?
C22 C21 C20 119.5(4) . . ?
C21 C22 C23 120.3(3) . . ?
C24 C23 C22 120.3(4) . . ?
C23 C24 C25 119.4(4) . . ?
C20 C25 C24 120.4(3) . . ?
C20 C25 C26 115.0(2) . . ?
C24 C25 C26 124.4(3) . . ?
C25 C26 C27 109.0(2) . . ?
N1 C26 C25 112.1(2) . . ?
N1 C26 C27 111.8(2) . . ?
C28 C27 C26 114.6(2) . . ?
N2 C27 C26 111.2(2) . . ?
N2 C27 C28 110.7(2) . . ?
C29 C28 C27 119.5(3) . . ?
C33 C28 C27 122.6(3) . . ?
C33 C28 C29 117.9(3) . . ?
C30 C29 C28 120.6(4) . . ?
C31 C30 C29 121.8(4) . . ?
C30 C31 C32 117.6(3) . . ?
C30 C31 C34 121.7(5) . . ?
C32 C31 C34 120.7(5) . . ?
C33 C32 C31 121.0(4) . . ?
C28 C33 C32 121.0(4) . . ?
C8 N1 C26 124.3(2) . . ?
C8 N1 S1 116.09(18) . . ?
C26 N1 S1 119.05(17) . . ?
C27 N2 C19 114.8(2) . . ?
N1 S1 C5 107.93(12) . . ?
O1 S1 C5 108.38(15) . . ?
O1 S1 N1 104.19(13) . . ?
O2 S1 C5 108.63(15) . . ?
O2 S1 N1 107.80(13) . . ?
O2 S1 O1 119.37(17) . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -179.6(3) . . . . ?
C1 C2 C7 C6 -179.6(3) . . . . ?
C2 C3 C4 C5 -1.2(5) . . . . ?
C3 C2 C7 C6 -0.3(5) . . . . ?
C3 C4 C5 C6 0.5(5) . . . . ?
C3 C4 C5 S1 177.9(3) . . . . ?
C4 C5 C6 C7 0.3(5) . . . . ?
C4 C5 S1 N1 66.1(3) . . . . ?
C4 C5 S1 O1 -46.2(3) . . . . ?
C4 C5 S1 O2 -177.3(3) . . . . ?
C5 C6 C7 C2 -0.4(5) . . . . ?
C6 C5 S1 N1 -116.4(2) . . . . ?
C6 C5 S1 O1 131.3(3) . . . . ?
C6 C5 S1 O2 0.2(3) . . . . ?
C7 C2 C3 C4 1.1(5) . . . . ?
C8 C9 C10 C11 162.5(3) . . . . ?
C8 C9 C19 C20 -76.0(3) . . . . ?
C8 C9 C19 N2 49.7(3) . . . . ?
C8 N1 S1 C5 65.9(2) . . . . ?
C8 N1 S1 O1 -179.0(2) . . . . ?
C8 N1 S1 O2 -51.3(2) . . . . ?
C9 C8 N1 C26 -21.6(4) . . . . ?
C9 C8 N1 S1 149.8(2) . . . . ?
C9 C10 C11 C12 -174.2(3) . . . . ?
C9 C19 C20 C21 -106.2(3) . . . . ?
C9 C19 C20 C25 73.7(3) . . . . ?
C9 C19 N2 C27 -89.6(3) . . . . ?
C10 C9 C19 C20 158.2(2) . . . . ?
C10 C9 C19 N2 -76.1(3) . . . . ?
C10 C11 C12 C13 -174.6(3) . . . . ?
C10 C11 C12 O4 3.7(5) . . . . ?
C11 C12 C13 C14 -0.5(4) . . . . ?
C11 C12 C13 C18 178.1(3) . . . . ?
C12 C13 C14 C15 178.6(3) . . . . ?
C12 C13 C18 C17 -178.7(3) . . . . ?
C13 C14 C15 C16 0.0 . . . . ?
C14 C13 C18 C17 0.0 . . . . ?
C14 C15 C16 C17 0.0 . . . . ?
C15 C16 C17 C18 0.0 . . . . ?
C16 C17 C18 C13 0.0 . . . . ?
C18 C13 C14 C15 0.0 . . . . ?
C19 C9 C10 C11 -67.9(3) . . . . ?
C19 C20 C21 C22 179.4(3) . . . . ?
C19 C20 C25 C24 -179.0(3) . . . . ?
C19 C20 C25 C26 6.3(4) . . . . ?
C20 C19 N2 C27 35.4(3) . . . . ?
C20 C21 C22 C23 -0.7(6) . . . . ?
C20 C25 C26 C27 46.5(3) . . . . ?
C20 C25 C26 N1 -77.8(3) . . . . ?
C21 C20 C25 C24 1.0(4) . . . . ?
C21 C20 C25 C26 -173.8(3) . . . . ?
C21 C22 C23 C24 1.4(6) . . . . ?
C22 C23 C24 C25 -1.0(5) . . . . ?
C23 C24 C25 C20 -0.2(5) . . . . ?
C23 C24 C25 C26 174.0(3) . . . . ?
C24 C25 C26 C27 -128.1(3) . . . . ?
C24 C25 C26 N1 107.6(3) . . . . ?
C25 C20 C21 C22 -0.5(5) . . . . ?
C25 C26 C27 C28 175.1(2) . . . . ?
C25 C26 C27 N2 -58.5(3) . . . . ?
C25 C26 N1 C8 68.8(3) . . . . ?
C25 C26 N1 S1 -102.3(2) . . . . ?
C26 C27 C28 C29 -87.6(3) . . . . ?
C26 C27 C28 C33 94.9(3) . . . . ?
C26 C27 N2 C19 16.9(3) . . . . ?
C26 N1 S1 C5 -122.3(2) . . . . ?
C26 N1 S1 O1 -7.2(2) . . . . ?
C26 N1 S1 O2 120.6(2) . . . . ?
C27 C26 N1 C8 -53.9(3) . . . . ?
C27 C26 N1 S1 135.01(19) . . . . ?
C27 C28 C29 C30 -175.7(3) . . . . ?
C27 C28 C33 C32 176.9(3) . . . . ?
C28 C27 N2 C19 145.5(2) . . . . ?
C28 C29 C30 C31 -1.3(6) . . . . ?
C29 C28 C33 C32 -0.7(5) . . . . ?
C29 C30 C31 C32 -0.6(6) . . . . ?
C29 C30 C31 C34 178.6(4) . . . . ?
C30 C31 C32 C33 1.8(6) . . . . ?
C31 C32 C33 C28 -1.2(6) . . . . ?
C33 C28 C29 C30 1.9(5) . . . . ?
C34 C31 C32 C33 -177.4(5) . . . . ?
N1 C8 C9 C10 152.8(3) . . . . ?
N1 C8 C9 C19 25.4(4) . . . . ?
N1 C26 C27 C28 -60.4(3) . . . . ?
N1 C26 C27 N2 66.0(3) . . . . ?
N2 C19 C20 C21 130.4(3) . . . . ?
N2 C19 C20 C25 -49.6(3) . . . . ?
N2 C27 C28 C29 145.7(3) . . . . ?
N2 C27 C28 C33 -31.8(4) . . . . ?
O3 C8 C9 C10 -31.6(4) . . . . ?
O3 C8 C9 C19 -159.0(3) . . . . ?
O3 C8 N1 C26 162.8(3) . . . . ?
O3 C8 N1 S1 -25.9(4) . . . . ?
O4 C12 C13 C14 -178.9(3) . . . . ?
O4 C12 C13 C18 -0.3(5) . . . . ?
S1 C5 C6 C7 -177.2(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.611
_oxdiff_exptl_absorpt_empirical_full_min 0.404
####################################################################### 
# 
# 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_20190612a
_database_code_depnum_ccdc_archive 'CCDC 1991927'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;Beijing Normal University
China
;
_audit_update_record             
;
2020-03-22 deposited with the CCDC.	2020-10-02 downloaded from the CCDC.
;
_audit_creation_date             2019-06-26
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H30 N2 O4 S'
_chemical_formula_sum            'C34 H30 N2 O4 S'
_chemical_formula_weight         562.66
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         c1h1n1o1s1
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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   10.52860(10)
_cell_length_b                   10.84520(10)
_cell_length_c                   23.4899(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2682.19(4)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12461
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      75.6510
_cell_measurement_theta_min      3.7630
_shelx_estimated_absorpt_T_max   0.763
_shelx_estimated_absorpt_T_min   0.673
_exptl_absorpt_coefficient_mu    1.433
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.35a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.393
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0317
_diffrn_reflns_av_unetI/netI     0.0317
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            14855
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.788
_diffrn_reflns_theta_min         3.764
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -171.00 -90.00   0.50    0.05    -- -102.00 -27.00 129.00  162
  2  ω    106.00 132.00   0.50    0.05    --  104.75-146.00 -96.00   52
  3  ω     33.00  73.00   0.50    0.05    --  104.75 -97.00 -36.00   80
  4  ω     61.00  87.00   0.50    0.05    --  104.75-146.00 -96.00   52
  5  ω   -120.00 -36.00   0.50    0.05    --  -47.70 -27.00 129.00  168
  6  ω   -118.00 -77.00   0.50    0.05    --  -47.70-125.00 -60.00   82
  7  ω    -23.00  60.00   0.50    0.05    --   47.70 -37.00 -60.00  166
  8  ω   -116.00 -35.00   0.50    0.05    -- -102.00  61.00  90.00  162
  9  ω     81.00 117.00   0.50    0.05    --  104.75 -45.00  30.00   72
 10  ω     39.00 118.00   0.50    0.05    --  104.75 -30.00 -60.00  158
 11  ω     39.00  75.00   0.50    0.05    --  104.75 -45.00  30.00   72
 12  ω     40.00 107.00   0.50    0.05    --  104.75 -30.00  90.00  134
 13  ω     41.00  91.00   0.50    0.05    --  104.75 -94.00 -30.00  100
 14  ω     78.00 109.00   0.50    0.05    --  104.75 -97.00 -36.00   62
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0435470000
_diffrn_orient_matrix_UB_12      0.0467306000
_diffrn_orient_matrix_UB_13      0.0587935000
_diffrn_orient_matrix_UB_21      0.0260329000
_diffrn_orient_matrix_UB_22      -0.1337005000
_diffrn_orient_matrix_UB_23      0.0187787000
_diffrn_orient_matrix_UB_31      0.1372497000
_diffrn_orient_matrix_UB_32      0.0106691000
_diffrn_orient_matrix_UB_33      -0.0221959000
_diffrn_oxdiff_digest_frames     
;
01e406dfeb9ec87a9ca6d97dcee3cc82cf001627306
;
_diffrn_oxdiff_digest_hkl        
;
0101b0b236ea65eeb78c3eccd4838d7c48225e
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.732
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.936
_reflns_number_gt                5151
_reflns_number_total             5354
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.35a (Rigaku OD, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.389
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details 
;
 Flack x determined using 2108 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.005(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     372
_refine_ls_number_reflns         5354
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0370
_refine_ls_R_factor_gt           0.0330
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0521P)²+0.8008P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0850
_refine_ls_wR_factor_ref         0.0906
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C19(H19), C26(H26)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C29(H29), C30(H30), C32(H32),
  C33(H33)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C34(H34A,H34B,H34C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.2367(2) 1.0747(3) 0.42131(12) 0.0268(6) Uani 1 1 d . . . . .
H1A H 0.1689 1.0289 0.4386 0.040 Uiso 1 1 calc GR . . . .
H1B H 0.2086 1.1074 0.3855 0.040 Uiso 1 1 calc GR . . . .
H1C H 0.2613 1.1412 0.4459 0.040 Uiso 1 1 calc GR . . . .
C2 C 0.3484(2) 0.9910(2) 0.41171(11) 0.0206(5) Uani 1 1 d . . . . .
C3 C 0.3927(2) 0.9149(2) 0.45555(11) 0.0205(5) Uani 1 1 d . . . . .
H3 H 0.3487 0.9126 0.4899 0.025 Uiso 1 1 calc R . . . .
C4 C 0.5001(2) 0.8431(2) 0.44903(11) 0.0204(5) Uani 1 1 d . . . . .
H4 H 0.5297 0.7945 0.4788 0.024 Uiso 1 1 calc R . . . .
C5 C 0.5634(2) 0.8451(2) 0.39679(10) 0.0178(5) Uani 1 1 d . . . . .
C6 C 0.5198(3) 0.9168(2) 0.35177(11) 0.0217(5) Uani 1 1 d . . . . .
H6 H 0.5617 0.9160 0.3169 0.026 Uiso 1 1 calc R . . . .
C7 C 0.4126(2) 0.9897(2) 0.35970(11) 0.0224(5) Uani 1 1 d . . . . .
H7 H 0.3832 1.0384 0.3299 0.027 Uiso 1 1 calc R . . . .
C8 C 0.6231(2) 0.5361(2) 0.41368(10) 0.0191(5) Uani 1 1 d . . . . .
C9 C 0.6258(2) 0.3967(2) 0.40374(10) 0.0178(5) Uani 1 1 d . . . . .
H9 H 0.7127 0.3699 0.4123 0.021 Uiso 1 1 calc R . . . .
C10 C 0.5393(2) 0.3307(2) 0.44676(11) 0.0200(5) Uani 1 1 d . . . . .
H10A H 0.5254 0.3840 0.4793 0.024 Uiso 1 1 calc R . . . .
H10B H 0.4576 0.3146 0.4292 0.024 Uiso 1 1 calc R . . . .
C11 C 0.5973(2) 0.2093(2) 0.46689(11) 0.0197(5) Uani 1 1 d . . . . .
H11A H 0.5960 0.1507 0.4357 0.024 Uiso 1 1 calc R . . . .
H11B H 0.6853 0.2232 0.4773 0.024 Uiso 1 1 calc R . . . .
C12 C 0.5280(2) 0.1540(2) 0.51731(10) 0.0187(5) Uani 1 1 d . . . . .
C13 C 0.5895(2) 0.0501(2) 0.54864(10) 0.0195(5) Uani 1 1 d . . . . .
C14 C 0.7102(2) 0.0060(2) 0.53390(11) 0.0221(5) Uani 1 1 d . . . . .
H14 H 0.7572 0.0461 0.5060 0.026 Uiso 1 1 calc R . . . .
C15 C 0.7602(2) -0.0975(3) 0.56082(11) 0.0249(5) Uani 1 1 d . . . . .
H15 H 0.8402 -0.1267 0.5508 0.030 Uiso 1 1 calc R . . . .
C16 C 0.6901(3) -0.1571(2) 0.60256(11) 0.0265(6) Uani 1 1 d . . . . .
H16 H 0.7227 -0.2272 0.6201 0.032 Uiso 1 1 calc R . . . .
C17 C 0.5720(3) -0.1128(3) 0.61823(12) 0.0275(6) Uani 1 1 d . . . . .
H17 H 0.5259 -0.1525 0.6466 0.033 Uiso 1 1 calc R . . . .
C18 C 0.5223(3) -0.0096(3) 0.59178(11) 0.0230(5) Uani 1 1 d . . . . .
H18 H 0.4432 0.0203 0.6028 0.028 Uiso 1 1 calc R . . . .
C19 C 0.6425(2) 0.5846(2) 0.30832(10) 0.0175(5) Uani 1 1 d . . . . .
H19 H 0.6576 0.6584 0.2852 0.021 Uiso 1 1 calc R . . . .
C20 C 0.5078(2) 0.5412(2) 0.29961(10) 0.0188(5) Uani 1 1 d . . . . .
C21 C 0.4132(2) 0.6126(2) 0.27533(10) 0.0212(5) Uani 1 1 d . . . . .
H21 H 0.4302 0.6927 0.2635 0.025 Uiso 1 1 calc R . . . .
C22 C 0.2918(2) 0.5624(3) 0.26892(11) 0.0246(5) Uani 1 1 d . . . . .
H22 H 0.2275 0.6092 0.2525 0.030 Uiso 1 1 calc R . . . .
C23 C 0.2671(2) 0.4431(3) 0.28693(11) 0.0249(6) Uani 1 1 d . . . . .
H23 H 0.1858 0.4106 0.2829 0.030 Uiso 1 1 calc R . . . .
C24 C 0.3630(2) 0.3715(2) 0.31107(11) 0.0230(5) Uani 1 1 d . . . . .
H24 H 0.3460 0.2914 0.3229 0.028 Uiso 1 1 calc R . . . .
C25 C 0.4838(2) 0.4203(2) 0.31734(10) 0.0191(5) Uani 1 1 d . . . . .
C26 C 0.5980(2) 0.3536(2) 0.34190(10) 0.0193(5) Uani 1 1 d . . . . .
H26 H 0.5784 0.2653 0.3430 0.023 Uiso 1 1 calc R . . . .
C27 C 0.7320(2) 0.4814(2) 0.28908(10) 0.0184(5) Uani 1 1 d . . . . .
C28 C 0.8370(2) 0.5088(2) 0.24879(10) 0.0186(5) Uani 1 1 d . . . . .
C29 C 0.8881(2) 0.6273(2) 0.24293(11) 0.0204(5) Uani 1 1 d . . . . .
H29 H 0.8581 0.6914 0.2656 0.024 Uiso 1 1 calc R . . . .
C30 C 0.9839(2) 0.6497(2) 0.20334(11) 0.0215(5) Uani 1 1 d . . . . .
H30 H 1.0180 0.7286 0.2003 0.026 Uiso 1 1 calc R . . . .
C31 C 1.0297(2) 0.5562(2) 0.16811(10) 0.0207(5) Uani 1 1 d . . . . .
C32 C 0.9773(2) 0.4383(2) 0.17372(11) 0.0216(5) Uani 1 1 d . . . . .
H32 H 1.0061 0.3749 0.1504 0.026 Uiso 1 1 calc R . . . .
C33 C 0.8830(2) 0.4146(2) 0.21344(11) 0.0207(5) Uani 1 1 d . . . . .
H33 H 0.8498 0.3354 0.2167 0.025 Uiso 1 1 calc R . . . .
C34 C 1.1316(2) 0.5823(3) 0.12470(11) 0.0252(5) Uani 1 1 d . . . . .
H34A H 1.1242 0.6660 0.1118 0.038 Uiso 1 1 calc GR . . . .
H34B H 1.1218 0.5273 0.0930 0.038 Uiso 1 1 calc GR . . . .
H34C H 1.2136 0.5701 0.1417 0.038 Uiso 1 1 calc GR . . . .
N1 N 0.66546(19) 0.61401(19) 0.36977(9) 0.0190(4) Uani 1 1 d . . . . .
N2 N 0.7116(2) 0.37089(19) 0.30547(9) 0.0195(4) Uani 1 1 d . . . . .
O1 O 0.77687(16) 0.75729(17) 0.43806(8) 0.0241(4) Uani 1 1 d . . . . .
O2 O 0.76240(16) 0.80800(16) 0.33582(8) 0.0217(4) Uani 1 1 d . . . . .
O3 O 0.59552(18) 0.57858(17) 0.45983(7) 0.0238(4) Uani 1 1 d . . . . .
O4 O 0.42274(17) 0.19096(17) 0.53088(8) 0.0242(4) Uani 1 1 d . . . . .
S1 S 0.70494(5) 0.76136(5) 0.38674(2) 0.01812(14) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.502(4) . ?
C2 C3 1.400(4) . ?
C2 C7 1.396(4) . ?
C3 C4 1.382(4) . ?
C4 C5 1.396(3) . ?
C5 C6 1.390(4) . ?
C5 S1 1.762(2) . ?
C6 C7 1.391(4) . ?
C8 C9 1.530(3) . ?
C8 N1 1.406(3) . ?
C8 O3 1.213(3) . ?
C9 C10 1.537(3) . ?
C9 C26 1.554(3) . ?
C10 C11 1.526(3) . ?
C11 C12 1.514(3) . ?
C12 C13 1.493(3) . ?
C12 O4 1.221(3) . ?
C13 C14 1.401(4) . ?
C13 C18 1.396(4) . ?
C14 C15 1.392(4) . ?
C15 C16 1.387(4) . ?
C16 C17 1.383(4) . ?
C17 C18 1.383(4) . ?
C19 C20 1.508(3) . ?
C19 C27 1.532(3) . ?
C19 N1 1.498(3) . ?
C20 C21 1.384(4) . ?
C20 C25 1.398(4) . ?
C21 C22 1.397(4) . ?
C22 C23 1.386(4) . ?
C23 C24 1.395(4) . ?
C24 C25 1.385(4) . ?
C25 C26 1.518(3) . ?
C26 N2 1.482(3) . ?
C27 C28 1.486(3) . ?
C27 N2 1.277(3) . ?
C28 C29 1.400(3) . ?
C28 C33 1.403(3) . ?
C29 C30 1.393(4) . ?
C30 C31 1.395(4) . ?
C31 C32 1.399(4) . ?
C31 C34 1.507(3) . ?
C32 C33 1.387(3) . ?
N1 S1 1.699(2) . ?
O1 S1 1.4242(18) . ?
O2 S1 1.4328(18) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 C2 C1 120.4(2) . . ?
C7 C2 C1 121.1(2) . . ?
C7 C2 C3 118.4(2) . . ?
C4 C3 C2 121.6(2) . . ?
C3 C4 C5 118.6(2) . . ?
C4 C5 S1 120.87(19) . . ?
C6 C5 C4 121.4(2) . . ?
C6 C5 S1 117.73(19) . . ?
C5 C6 C7 118.9(2) . . ?
C6 C7 C2 121.1(2) . . ?
N1 C8 C9 118.4(2) . . ?
O3 C8 C9 121.1(2) . . ?
O3 C8 N1 120.2(2) . . ?
C8 C9 C10 110.4(2) . . ?
C8 C9 C26 115.9(2) . . ?
C10 C9 C26 111.3(2) . . ?
C11 C10 C9 111.6(2) . . ?
C12 C11 C10 113.1(2) . . ?
C13 C12 C11 118.4(2) . . ?
O4 C12 C11 120.7(2) . . ?
O4 C12 C13 120.8(2) . . ?
C14 C13 C12 121.9(2) . . ?
C18 C13 C12 119.2(2) . . ?
C18 C13 C14 118.8(2) . . ?
C15 C14 C13 120.4(2) . . ?
C16 C15 C14 119.8(2) . . ?
C17 C16 C15 120.3(2) . . ?
C18 C17 C16 120.1(3) . . ?
C17 C18 C13 120.7(2) . . ?
C20 C19 C27 108.1(2) . . ?
N1 C19 C20 110.45(19) . . ?
N1 C19 C27 109.89(19) . . ?
C21 C20 C19 123.9(2) . . ?
C21 C20 C25 121.2(2) . . ?
C25 C20 C19 115.0(2) . . ?
C20 C21 C22 119.0(2) . . ?
C23 C22 C21 120.2(2) . . ?
C22 C23 C24 120.5(2) . . ?
C25 C24 C23 119.7(2) . . ?
C20 C25 C26 114.6(2) . . ?
C24 C25 C20 119.5(2) . . ?
C24 C25 C26 125.9(2) . . ?
C25 C26 C9 111.2(2) . . ?
N2 C26 C9 110.48(19) . . ?
N2 C26 C25 111.1(2) . . ?
C28 C27 C19 120.0(2) . . ?
N2 C27 C19 119.6(2) . . ?
N2 C27 C28 120.3(2) . . ?
C29 C28 C27 122.2(2) . . ?
C29 C28 C33 118.6(2) . . ?
C33 C28 C27 119.2(2) . . ?
C30 C29 C28 120.3(2) . . ?
C29 C30 C31 121.3(2) . . ?
C30 C31 C32 118.2(2) . . ?
C30 C31 C34 120.8(2) . . ?
C32 C31 C34 121.1(2) . . ?
C33 C32 C31 121.0(2) . . ?
C32 C33 C28 120.7(2) . . ?
C8 N1 C19 121.9(2) . . ?
C8 N1 S1 118.09(17) . . ?
C19 N1 S1 117.77(16) . . ?
C27 N2 C26 115.4(2) . . ?
N1 S1 C5 108.03(11) . . ?
O1 S1 C5 110.64(11) . . ?
O1 S1 N1 107.44(10) . . ?
O1 S1 O2 119.54(11) . . ?
O2 S1 C5 106.68(11) . . ?
O2 S1 N1 103.86(10) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.456
_oxdiff_exptl_absorpt_empirical_full_min 0.739
####################################################################### 
# 
# 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_20200727i
_database_code_depnum_ccdc_archive 'CCDC 2019566'
loop_
_audit_author_name
_audit_author_address
'Xue-Bin Deng'
;Beijing Normal University
China
;
_audit_update_record             
;
2020-07-28 deposited with the CCDC.	2020-10-02 downloaded from the CCDC.
;
_audit_creation_date             2020-07-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H28 N2 O4 S'
_chemical_formula_sum            'C33 H28 N2 O4 S'
_chemical_formula_weight         548.63
_chemical_melting_point          ?
_chemical_oxdiff_formula         C1H1N1O1S1
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 Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.47632(19)
_cell_length_b                   11.6836(2)
_cell_length_c                   15.0430(2)
_cell_angle_alpha                68.2289(16)
_cell_angle_beta                 85.3090(17)
_cell_angle_gamma                72.4618(19)
_cell_volume                     1318.44(5)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    10252
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      75.2390
_cell_measurement_theta_min      4.2090
_shelx_estimated_absorpt_T_max   0.761
_shelx_estimated_absorpt_T_min   0.761
_exptl_absorpt_coefficient_mu    1.444
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.78290
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.382
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             576
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15701
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.959
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.745
_diffrn_reflns_theta_min         4.261
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -5.00  25.00   0.50    0.05    --  -47.95  19.00  30.00   60
  2  ω    -57.00   2.00   0.50    0.05    --  -47.95 108.00 142.00  118
  3  ω    -55.00 -30.00   0.50    0.05    -- -102.00  77.00 -90.00   50
  4  ω    -65.00 -33.00   0.50    0.05    -- -102.00  61.00 -90.00   64
  5  ω    -38.00 -11.00   0.50    0.05    --  -47.95  37.00-150.00   54
  6  ω      0.00  25.00   0.50    0.05    --  -47.95  37.00-150.00   50
  7  ω    -25.00  40.00   0.50    0.05    --   47.95 -37.00-120.00  130
  8  ω     70.00 107.00   0.50    0.05    --  104.75 -94.00-120.00   74
  9  ω     54.00 113.00   0.50    0.05    --  104.75-125.00-180.00  118
 10  ω     53.00 104.00   0.50    0.05    --  104.75 -94.00 -60.00  102
 11  ω     57.00  95.00   0.50    0.05    --  104.75-108.00  45.00   76
 12  ω     76.00 108.00   0.50    0.05    --  104.75 -94.00  60.00   64
 13  ω     60.00 116.00   0.50    0.05    --  104.75-125.00  30.00  112
 14  ω     47.00  73.00   0.50    0.05    --  104.75 -61.00 -90.00   52
 15  ω     43.00  73.00   0.50    0.05    --  104.75 -61.00 -30.00   60
 16  ω     32.00 104.00   0.50    0.05    --  104.75 -77.00  30.00  144
 17  ω     36.00  70.00   0.50    0.05    --  104.75 -61.00 150.00   68
 18  ω     13.00  78.00   0.50    0.05    --   47.95-108.00  45.00  130
 19  ω     36.00 115.00   0.50    0.05    --  104.75-125.00-120.00  158
 20  ω     35.00  61.00   0.50    0.05    --  104.75 -94.00-120.00   52
 21  ω     38.00  69.00   0.50    0.05    --  104.75 -61.00-120.00   62
 22  ω     92.00 176.00   0.50    0.05    --  104.75  45.00 -60.00  168
 23  ω    100.00 133.00   0.50    0.05    --  104.75  30.00  90.00   66
 24  ω    147.00 177.00   0.50    0.05    --  104.75  30.00  90.00   60
 25  ω     88.00 143.00   0.50    0.05    --  104.75 108.00 142.00  110
 26  ω    -60.00  21.00   0.50    0.05    --  -47.95  57.00  90.00  162
 27  ω    -68.00 -36.00   0.50    0.05    -- -102.00  61.00 150.00   64
 28  ω    -63.00 -38.00   0.50    0.05    -- -102.00  61.00 120.00   50
 29  ω   -100.00 -74.00   0.50    0.05    -- -102.00 108.00 142.00   52
 30  ω   -116.00 -90.00   0.50    0.05    -- -102.00 125.00 -60.00   52
 31  ω    -74.00 -30.00   0.50    0.05    -- -102.00 125.00 -60.00   88
 32  ω    -98.00 -73.00   0.50    0.05    -- -102.00  77.00 -90.00   50
 33  ω    -63.00 -30.00   0.50    0.05    -- -102.00  61.00-180.00   66
 34  ω   -133.00 -87.00   0.50    0.05    -- -102.00-108.00  45.00   92
 35  ω   -107.00 -77.00   0.50    0.05    --  -47.95-125.00  90.00   60
 36  ω   -150.00 -98.00   0.50    0.05    -- -102.00 -94.00  90.00  104
 37  ω   -173.00-106.00   0.50    0.05    -- -102.00 -30.00  60.00  134
 38  ω   -170.00 -90.00   0.50    0.05    -- -102.00 -45.00 120.00  160
 39  ω   -108.00 -75.00   0.50    0.05    --  -47.95-125.00-180.00   66
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0905214000
_diffrn_orient_matrix_UB_12      -0.0926938000
_diffrn_orient_matrix_UB_13      -0.0071175000
_diffrn_orient_matrix_UB_21      -0.0371576000
_diffrn_orient_matrix_UB_22      -0.0363591000
_diffrn_orient_matrix_UB_23      0.1072872000
_diffrn_orient_matrix_UB_31      -0.1637031000
_diffrn_orient_matrix_UB_32      0.1101634000
_diffrn_orient_matrix_UB_33      -0.0247695000
_diffrn_oxdiff_digest_frames     
;
01a75802970c46aad441d9f21f9ff49a39034020f12
;
_diffrn_oxdiff_digest_hkl        
;
0197ef7d40ace0d4401eacb0b56126b6d025c4
;
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4748
_reflns_number_total             5265
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.397
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0021(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     367
_refine_ls_number_reflns         5265
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0361
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0466P)²+0.3944P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.0980
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C14(H14), C15(H15), C16(H16), C17(H17),
 C18(H18), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C29(H29), C30(H30),
  C31(H31), C32(H32), C33(H33)
2.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C -0.1420(2) 0.70734(16) 0.71375(11) 0.0286(3) Uani 1 1 d . . . . .
H1A H -0.1577 0.7755 0.7376 0.043 Uiso 1 1 calc GR . . . .
H1B H -0.0702 0.6291 0.7574 0.043 Uiso 1 1 calc GR . . . .
H1C H -0.2470 0.6950 0.7078 0.043 Uiso 1 1 calc GR . . . .
C2 C -0.06528(18) 0.74242(14) 0.61734(10) 0.0212(3) Uani 1 1 d . . . . .
C3 C -0.12514(18) 0.86612(14) 0.54845(10) 0.0222(3) Uani 1 1 d . . . . .
H3 H -0.2129 0.9265 0.5626 0.027 Uiso 1 1 calc R . . . .
C4 C -0.05573(17) 0.89990(14) 0.45962(10) 0.0208(3) Uani 1 1 d . . . . .
H4 H -0.0963 0.9823 0.4140 0.025 Uiso 1 1 calc R . . . .
C5 C 0.07587(16) 0.80887(13) 0.43919(10) 0.0175(3) Uani 1 1 d . . . . .
C6 C 0.13662(18) 0.68578(14) 0.50597(11) 0.0223(3) Uani 1 1 d . . . . .
H6 H 0.2240 0.6255 0.4915 0.027 Uiso 1 1 calc R . . . .
C7 C 0.06594(19) 0.65325(14) 0.59455(11) 0.0246(3) Uani 1 1 d . . . . .
H7 H 0.1066 0.5705 0.6397 0.029 Uiso 1 1 calc R . . . .
C8 C -0.02841(16) 0.72978(13) 0.27706(9) 0.0166(3) Uani 1 1 d . . . . .
C9 C -0.19681(16) 0.75685(13) 0.23217(10) 0.0172(3) Uani 1 1 d . . . . .
H9 H -0.2112 0.6744 0.2376 0.021 Uiso 1 1 calc R . . . .
C10 C -0.33151(17) 0.81696(13) 0.29127(10) 0.0191(3) Uani 1 1 d . . . . .
H10A H -0.3165 0.8977 0.2874 0.023 Uiso 1 1 calc R . . . .
H10B H -0.4392 0.8366 0.2622 0.023 Uiso 1 1 calc R . . . .
C11 C -0.33133(17) 0.73210(13) 0.39675(10) 0.0189(3) Uani 1 1 d . . . . .
H11A H -0.3645 0.6574 0.4019 0.023 Uiso 1 1 calc R . . . .
H11B H -0.2202 0.7019 0.4245 0.023 Uiso 1 1 calc R . . . .
C12 C -0.44875(16) 0.80598(13) 0.45184(10) 0.0183(3) Uani 1 1 d . . . . .
C13 C -0.48884(16) 0.73504(13) 0.55264(10) 0.0183(3) Uani 1 1 d . . . . .
C14 C -0.43916(18) 0.60127(14) 0.59553(10) 0.0224(3) Uani 1 1 d . . . . .
H14 H -0.3745 0.5517 0.5623 0.027 Uiso 1 1 calc R . . . .
C15 C -0.48592(19) 0.54133(14) 0.68811(11) 0.0254(3) Uani 1 1 d . . . . .
H15 H -0.4536 0.4519 0.7162 0.031 Uiso 1 1 calc R . . . .
C16 C -0.58051(19) 0.61486(15) 0.73836(11) 0.0251(3) Uani 1 1 d . . . . .
H16 H -0.6124 0.5747 0.8000 0.030 Uiso 1 1 calc R . . . .
C17 C -0.62754(19) 0.74805(15) 0.69688(11) 0.0249(3) Uani 1 1 d . . . . .
H17 H -0.6902 0.7973 0.7309 0.030 Uiso 1 1 calc R . . . .
C18 C -0.58144(18) 0.80810(14) 0.60474(10) 0.0216(3) Uani 1 1 d . . . . .
H18 H -0.6124 0.8976 0.5774 0.026 Uiso 1 1 calc R . . . .
C19 C -0.22409(16) 0.84586(13) 0.12744(10) 0.0160(3) Uani 1 1 d . . . . .
C20 C -0.28700(16) 0.81213(13) 0.05839(10) 0.0169(3) Uani 1 1 d . . . . .
C21 C -0.32601(17) 0.69496(13) 0.07917(10) 0.0200(3) Uani 1 1 d . . . . .
H21 H -0.3113 0.6347 0.1414 0.024 Uiso 1 1 calc R . . . .
C22 C -0.38497(18) 0.67017(14) 0.00844(11) 0.0217(3) Uani 1 1 d . . . . .
H22 H -0.4115 0.5936 0.0232 0.026 Uiso 1 1 calc R . . . .
C23 C -0.40603(17) 0.75956(14) -0.08677(10) 0.0216(3) Uani 1 1 d . . . . .
H23 H -0.4442 0.7408 -0.1345 0.026 Uiso 1 1 calc R . . . .
C24 C -0.37065(17) 0.87347(14) -0.10915(10) 0.0198(3) Uani 1 1 d . . . . .
H24 H -0.3848 0.9318 -0.1720 0.024 Uiso 1 1 calc R . . . .
C25 C -0.31234(16) 0.90329(13) -0.03690(10) 0.0171(3) Uani 1 1 d . . . . .
C26 C -0.27899(16) 1.02146(13) -0.05688(10) 0.0175(3) Uani 1 1 d . . . . .
H26 H -0.2957 1.0824 -0.1189 0.021 Uiso 1 1 calc R . . . .
C27 C -0.22206(16) 1.04726(13) 0.01443(10) 0.0161(3) Uani 1 1 d . . . . .
C28 C -0.18741(16) 1.17085(13) -0.00186(10) 0.0165(3) Uani 1 1 d . . . . .
C29 C -0.22103(17) 1.27137(13) -0.09112(10) 0.0202(3) Uani 1 1 d . . . . .
H29 H -0.2659 1.2607 -0.1409 0.024 Uiso 1 1 calc R . . . .
C30 C -0.18866(18) 1.38671(13) -0.10682(11) 0.0224(3) Uani 1 1 d . . . . .
H30 H -0.2115 1.4522 -0.1668 0.027 Uiso 1 1 calc R . . . .
C31 C -0.12253(18) 1.40499(13) -0.03370(11) 0.0228(3) Uani 1 1 d . . . . .
H31 H -0.1006 1.4823 -0.0443 0.027 Uiso 1 1 calc R . . . .
C32 C -0.08941(19) 1.30687(14) 0.05538(11) 0.0255(3) Uani 1 1 d . . . . .
H32 H -0.0457 1.3186 0.1050 0.031 Uiso 1 1 calc R . . . .
C33 C -0.12101(18) 1.19090(14) 0.07120(10) 0.0217(3) Uani 1 1 d . . . . .
H33 H -0.0976 1.1257 0.1313 0.026 Uiso 1 1 calc R . . . .
N1 N 0.01861(14) 0.83980(11) 0.25855(8) 0.0181(2) Uani 1 1 d . . . . .
N2 N -0.19461(14) 0.95802(11) 0.10608(8) 0.0166(2) Uani 1 1 d . . . . .
O1 O 0.31109(12) 0.75833(10) 0.32483(7) 0.0235(2) Uani 1 1 d . . . . .
O2 O 0.14376(13) 0.98545(10) 0.28619(7) 0.0231(2) Uani 1 1 d . . . . .
O3 O 0.04920(12) 0.62402(9) 0.33025(7) 0.0213(2) Uani 1 1 d . . . . .
O4 O -0.50958(13) 0.92223(9) 0.41510(7) 0.0251(2) Uani 1 1 d . . . . .
S1 S 0.15581(4) 0.85119(3) 0.32412(2) 0.01770(11) Uani 1 1 d . . . . .
H1 H -0.042(2) 0.9103(19) 0.2141(15) 0.034(5) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.503(2) . ?
C2 C3 1.398(2) . ?
C2 C7 1.394(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.381(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.393(2) . ?
C5 C6 1.3817(19) . ?
C5 S1 1.7537(14) . ?
C6 H6 0.9300 . ?
C6 C7 1.382(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.5234(18) . ?
C8 N1 1.3834(17) . ?
C8 O3 1.2093(16) . ?
C9 H9 0.9800 . ?
C9 C10 1.5495(19) . ?
C9 C19 1.5220(18) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.5275(18) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.5167(19) . ?
C12 C13 1.5016(19) . ?
C12 O4 1.2181(17) . ?
C13 C14 1.391(2) . ?
C13 C18 1.397(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.393(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.384(2) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(2) . ?
C18 H18 0.9300 . ?
C19 C20 1.4281(19) . ?
C19 N2 1.3247(17) . ?
C20 C21 1.4211(19) . ?
C20 C25 1.4197(19) . ?
C21 H21 0.9300 . ?
C21 C22 1.367(2) . ?
C22 H22 0.9300 . ?
C22 C23 1.412(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.366(2) . ?
C24 H24 0.9300 . ?
C24 C25 1.4211(19) . ?
C25 C26 1.4107(19) . ?
C26 H26 0.9300 . ?
C26 C27 1.373(2) . ?
C27 C28 1.4875(18) . ?
C27 N2 1.3718(17) . ?
C28 C29 1.3981(19) . ?
C28 C33 1.397(2) . ?
C29 H29 0.9300 . ?
C29 C30 1.387(2) . ?
C30 H30 0.9300 . ?
C30 C31 1.385(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.385(2) . ?
C32 H32 0.9300 . ?
C32 C33 1.390(2) . ?
C33 H33 0.9300 . ?
N1 S1 1.6497(12) . ?
N1 H1 0.89(2) . ?
O1 S1 1.4292(10) . ?
O2 S1 1.4302(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.18(13) . . ?
C7 C2 C1 121.16(13) . . ?
C7 C2 C3 118.66(13) . . ?
C2 C3 H3 119.6 . . ?
C4 C3 C2 120.86(13) . . ?
C4 C3 H3 119.6 . . ?
C3 C4 H4 120.4 . . ?
C3 C4 C5 119.13(13) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 S1 118.41(10) . . ?
C6 C5 C4 121.06(13) . . ?
C6 C5 S1 120.44(11) . . ?
C5 C6 H6 120.4 . . ?
C5 C6 C7 119.21(13) . . ?
C7 C6 H6 120.4 . . ?
C2 C7 H7 119.5 . . ?
C6 C7 C2 121.09(13) . . ?
C6 C7 H7 119.5 . . ?
N1 C8 C9 113.29(11) . . ?
O3 C8 C9 122.96(12) . . ?
O3 C8 N1 123.46(12) . . ?
C8 C9 H9 108.1 . . ?
C8 C9 C10 107.97(11) . . ?
C10 C9 H9 108.1 . . ?
C19 C9 C8 115.68(11) . . ?
C19 C9 H9 108.1 . . ?
C19 C9 C10 108.55(11) . . ?
C9 C10 H10A 108.6 . . ?
C9 C10 H10B 108.6 . . ?
H10A C10 H10B 107.5 . . ?
C11 C10 C9 114.79(11) . . ?
C11 C10 H10A 108.6 . . ?
C11 C10 H10B 108.6 . . ?
C10 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C12 C11 C10 110.98(11) . . ?
C12 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C13 C12 C11 119.57(11) . . ?
O4 C12 C11 120.47(12) . . ?
O4 C12 C13 119.96(13) . . ?
C14 C13 C12 123.14(13) . . ?
C14 C13 C18 119.11(13) . . ?
C18 C13 C12 117.74(12) . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.24(14) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 C14 120.07(14) . . ?
C16 C15 H15 120.0 . . ?
C15 C16 H16 120.0 . . ?
C17 C16 C15 120.01(14) . . ?
C17 C16 H16 120.0 . . ?
C16 C17 H17 119.9 . . ?
C16 C17 C18 120.12(14) . . ?
C18 C17 H17 119.9 . . ?
C13 C18 H18 119.8 . . ?
C17 C18 C13 120.42(13) . . ?
C17 C18 H18 119.8 . . ?
C20 C19 C9 121.27(12) . . ?
N2 C19 C9 115.96(12) . . ?
N2 C19 C20 122.67(12) . . ?
C21 C20 C19 124.40(12) . . ?
C25 C20 C19 116.93(12) . . ?
C25 C20 C21 118.67(13) . . ?
C20 C21 H21 119.7 . . ?
C22 C21 C20 120.53(13) . . ?
C22 C21 H21 119.7 . . ?
C21 C22 H22 119.7 . . ?
C21 C22 C23 120.68(13) . . ?
C23 C22 H22 119.7 . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.32(13) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.8 . . ?
C23 C24 C25 120.38(13) . . ?
C25 C24 H24 119.8 . . ?
C20 C25 C24 119.38(12) . . ?
C26 C25 C20 118.69(12) . . ?
C26 C25 C24 121.93(12) . . ?
C25 C26 H26 119.7 . . ?
C27 C26 C25 120.57(12) . . ?
C27 C26 H26 119.7 . . ?
C26 C27 C28 123.04(12) . . ?
N2 C27 C26 120.65(12) . . ?
N2 C27 C28 116.31(12) . . ?
C29 C28 C27 120.92(12) . . ?
C33 C28 C27 121.39(12) . . ?
C33 C28 C29 117.68(13) . . ?
C28 C29 H29 119.4 . . ?
C30 C29 C28 121.21(13) . . ?
C30 C29 H29 119.4 . . ?
C29 C30 H30 119.8 . . ?
C31 C30 C29 120.41(13) . . ?
C31 C30 H30 119.8 . . ?
C30 C31 H31 120.4 . . ?
C32 C31 C30 119.23(13) . . ?
C32 C31 H31 120.4 . . ?
C31 C32 H32 119.8 . . ?
C31 C32 C33 120.48(14) . . ?
C33 C32 H32 119.8 . . ?
C28 C33 H33 119.5 . . ?
C32 C33 C28 120.99(13) . . ?
C32 C33 H33 119.5 . . ?
C8 N1 S1 124.37(10) . . ?
C8 N1 H1 115.4(13) . . ?
S1 N1 H1 119.5(13) . . ?
C19 N2 C27 120.47(12) . . ?
N1 S1 C5 103.35(6) . . ?
O1 S1 C5 109.20(6) . . ?
O1 S1 N1 109.32(6) . . ?
O1 S1 O2 119.69(6) . . ?
O2 S1 C5 110.30(6) . . ?
O2 S1 N1 103.63(6) . . ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 179.85(14) . . . . ?
C1 C2 C7 C6 -179.81(14) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C3 C2 C7 C6 0.3(2) . . . . ?
C3 C4 C5 C6 0.5(2) . . . . ?
C3 C4 C5 S1 177.02(11) . . . . ?
C4 C5 C6 C7 -0.4(2) . . . . ?
C4 C5 S1 N1 -77.27(12) . . . . ?
C4 C5 S1 O1 166.45(11) . . . . ?
C4 C5 S1 O2 32.97(13) . . . . ?
C5 C6 C7 C2 0.1(2) . . . . ?
C6 C5 S1 N1 99.30(12) . . . . ?
C6 C5 S1 O1 -16.98(13) . . . . ?
C6 C5 S1 O2 -150.46(11) . . . . ?
C7 C2 C3 C4 -0.2(2) . . . . ?
C8 C9 C10 C11 -59.75(15) . . . . ?
C8 C9 C19 C20 130.79(13) . . . . ?
C8 C9 C19 N2 -52.73(16) . . . . ?
C8 N1 S1 C5 -56.42(12) . . . . ?
C8 N1 S1 O1 59.77(12) . . . . ?
C8 N1 S1 O2 -171.54(11) . . . . ?
C9 C8 N1 S1 157.99(10) . . . . ?
C9 C10 C11 C12 171.38(11) . . . . ?
C9 C19 C20 C21 -1.3(2) . . . . ?
C9 C19 C20 C25 178.30(12) . . . . ?
C9 C19 N2 C27 -177.29(11) . . . . ?
C10 C9 C19 C20 -107.71(14) . . . . ?
C10 C9 C19 N2 68.77(14) . . . . ?
C10 C11 C12 C13 169.89(11) . . . . ?
C10 C11 C12 O4 -10.61(18) . . . . ?
C11 C12 C13 C14 -7.9(2) . . . . ?
C11 C12 C13 C18 172.57(12) . . . . ?
C12 C13 C14 C15 -177.54(13) . . . . ?
C12 C13 C18 C17 177.62(13) . . . . ?
C13 C14 C15 C16 -0.8(2) . . . . ?
C14 C13 C18 C17 -2.0(2) . . . . ?
C14 C15 C16 C17 -0.5(2) . . . . ?
C15 C16 C17 C18 0.6(2) . . . . ?
C16 C17 C18 C13 0.7(2) . . . . ?
C18 C13 C14 C15 2.0(2) . . . . ?
C19 C9 C10 C11 174.14(11) . . . . ?
C19 C20 C21 C22 -179.65(13) . . . . ?
C19 C20 C25 C24 178.37(12) . . . . ?
C19 C20 C25 C26 -1.79(18) . . . . ?
C20 C19 N2 C27 -0.86(19) . . . . ?
C20 C21 C22 C23 0.9(2) . . . . ?
C20 C25 C26 C27 0.44(19) . . . . ?
C21 C20 C25 C24 -1.98(19) . . . . ?
C21 C20 C25 C26 177.86(12) . . . . ?
C21 C22 C23 C24 -1.3(2) . . . . ?
C22 C23 C24 C25 0.0(2) . . . . ?
C23 C24 C25 C20 1.6(2) . . . . ?
C23 C24 C25 C26 -178.19(13) . . . . ?
C24 C25 C26 C27 -179.72(13) . . . . ?
C25 C20 C21 C22 0.7(2) . . . . ?
C25 C26 C27 C28 -178.94(12) . . . . ?
C25 C26 C27 N2 0.8(2) . . . . ?
C26 C27 C28 C29 3.8(2) . . . . ?
C26 C27 C28 C33 -176.44(13) . . . . ?
C26 C27 N2 C19 -0.62(19) . . . . ?
C27 C28 C29 C30 -179.85(12) . . . . ?
C27 C28 C33 C32 -179.84(13) . . . . ?
C28 C27 N2 C19 179.15(11) . . . . ?
C28 C29 C30 C31 -0.3(2) . . . . ?
C29 C28 C33 C32 -0.1(2) . . . . ?
C29 C30 C31 C32 -0.1(2) . . . . ?
C30 C31 C32 C33 0.5(2) . . . . ?
C31 C32 C33 C28 -0.3(2) . . . . ?
C33 C28 C29 C30 0.4(2) . . . . ?
N1 C8 C9 C10 -74.20(14) . . . . ?
N1 C8 C9 C19 47.61(16) . . . . ?
N2 C19 C20 C21 -177.57(12) . . . . ?
N2 C19 C20 C25 2.06(19) . . . . ?
N2 C27 C28 C29 -175.95(12) . . . . ?
N2 C27 C28 C33 3.79(19) . . . . ?
O3 C8 C9 C10 99.80(15) . . . . ?
O3 C8 C9 C19 -138.39(14) . . . . ?
O3 C8 N1 S1 -15.97(19) . . . . ?
O4 C12 C13 C14 172.63(14) . . . . ?
O4 C12 C13 C18 -6.9(2) . . . . ?
S1 C5 C6 C7 -176.91(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.747
_oxdiff_exptl_absorpt_empirical_full_min 0.594
