# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_exp_1403
_database_code_depnum_ccdc_archive 'CCDC 1917872'
loop_
_audit_author_name
_audit_author_address
'Xiong-Li Liu'
;guizhou university
China
;
_audit_update_record             
;
2019-05-22 deposited with the CCDC.	2019-06-13 downloaded from the CCDC.
;
_audit_creation_date             2018-04-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.18 svn.r3501 for OlexSys, GUI svn.r5488)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H24 N5 O5 S, C2 H5.5 O, C2 H6 O'
_chemical_formula_sum            'C34 H35.51 N5 O7 S'
_chemical_formula_weight         658.24
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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                   10.69410(10)
_cell_length_b                   16.3625(2)
_cell_length_c                   18.2683(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3196.63(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    20644
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      73.4220
_cell_measurement_theta_min      2.6640
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.382
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.54186
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1386
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            27624
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.626
_diffrn_reflns_theta_min         3.626
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -66.00  33.00   1.00    1.00    --  -41.11  38.00 -90.00   99
  2  ω     16.00  52.00   1.00    1.00    --   41.11 -99.00  60.00   36
  3  ω     34.00 134.00   1.00    1.00    --  106.95 -30.00   0.00  100
  4  ω    106.00 165.00   1.00    1.00    --  106.95  30.00 -60.00   59
  5  ω    145.00 171.00   1.00    1.00    --  106.95 125.00 -60.00   26
  6  ω    108.00 161.00   1.00    1.00    --  106.95 125.00  90.00   53
  7  ω     97.00 137.00   1.00    1.00    --  106.95 125.00 120.00   40
  8  ω     87.00 167.00   1.00    1.00    --  106.95  30.00-120.00   80
  9  ω     81.00 172.00   1.00    1.00    --  106.95  45.00-180.00   91
 10  ω     60.00  97.00   1.00    1.00    --   41.11-125.00-150.00   37
 11  ω     46.00 115.00   1.00    1.00    --  106.95 -45.00-180.00   69
 12  ω     53.00 109.00   1.00    1.00    --  106.95 -95.00 -60.00   56
 13  ω     38.00 137.00   1.00    1.00    --  106.95 -77.00  30.00   99
 14  ω     95.00 121.00   1.00    1.00    --  106.95-125.00 150.00   26
 15  ω     37.00  96.00   1.00    1.00    --  106.95 -95.00  30.00   59
 16  ω     25.00 106.00   1.00    1.00    --  106.95 -95.00-150.00   81
 17  ω    -72.00  26.00   1.00    1.00    --  -41.11  77.00   0.00   98
 18  ω   -107.00 -17.00   1.00    1.00    --  -41.11 -38.00  90.00   90
 19  ω   -117.00  -9.00   1.00    1.00    --  -41.23 -77.00 -60.00  108
 20  ω   -117.00  -9.00   1.00    1.00    --  -41.23 -77.00-150.00  108
 21  ω   -113.00 -13.00   1.00    1.00    --  -41.23 -57.00   0.00  100
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0332358000
_diffrn_orient_matrix_UB_12      -0.0880274000
_diffrn_orient_matrix_UB_13      -0.0228103000
_diffrn_orient_matrix_UB_21      -0.0253217000
_diffrn_orient_matrix_UB_22      0.0294845000
_diffrn_orient_matrix_UB_23      -0.0786637000
_diffrn_orient_matrix_UB_31      0.1378809000
_diffrn_orient_matrix_UB_32      -0.0158247000
_diffrn_orient_matrix_UB_33      -0.0199638000
_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         0.773
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.980
_reflns_number_gt                6250
_reflns_number_total             6388
_reflns_odcompleteness_completeness 100.00
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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         0.554
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.051
_refine_ls_abs_structure_details 
;
 Flack x determined using 2651 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     440
_refine_ls_number_reflns         6388
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0383
_refine_ls_restrained_S_all      1.042
_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)+(0.0638P)²+0.9697P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1012
_refine_ls_wR_factor_ref         0.1020
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H4SA,H4SB,H4S} of C4S, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All O(H) groups, {H29A,H29B,H29C} of C29, {H3SA,H3SB,H3SC} of C3S, {H1SA,
  H1SB,H1SC} of C1S, {H30A,H30B,H30C} of C30
2. Others
 Sof(H4S)=Sof(C3T)=Sof(H3TA)=Sof(H3TB)=1-FVAR(1)
 Sof(H4SA)=Sof(H4SB)=Sof(C3S)=Sof(H3SA)=Sof(H3SB)=Sof(H3SC)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C9(H9)
3.b Secondary CH2 refined with riding coordinates:
 C19(H19A,H19B), C2S(H2SA,H2SB), C4S(H4SA,H4SB)
3.c Aromatic/amide H refined with riding coordinates:
 N2(H2), N4(H4), C2(H2A), C18(H18), C16(H16), C15(H15), C5(H5), C3(H3),
 C21(H21), C17(H17), C22(H22), C25(H25), C4(H4A), C24(H24), C23(H23), C4S(H4S)
3.d X=CH2 refined with riding coordinates:
 C3T(H3TA,H3TB)
3.e Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C1S(H1SA,H1SB,H1SC), C30(H30A,H30B,H30C), C3S(H3SA,H3SB,
 H3SC)
3.f Idealised tetrahedral OH refined as rotating group:
 O2S(H2S), O1S(H1S)
;
_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
S1 S 0.75234(6) 0.48026(4) 0.37762(3) 0.01861(15) Uani 1 1 d . . . . .
O2 O 0.81821(17) 0.26552(11) 0.32380(10) 0.0205(4) Uani 1 1 d . . . . .
O1 O 0.52336(17) 0.21119(12) 0.43335(10) 0.0220(4) Uani 1 1 d . . . . .
O3 O 0.40853(17) 0.32690(11) 0.19183(10) 0.0200(4) Uani 1 1 d . . . . .
O2S O 0.4521(2) 0.43591(15) 0.52674(11) 0.0343(5) Uani 1 1 d . . . . .
H2S H 0.479459 0.412081 0.562843 0.051 Uiso 1 1 calc GR . . . .
O4 O 0.6131(2) 0.12323(12) 0.25235(11) 0.0298(5) Uani 1 1 d . . . . .
O1S O 0.5144(2) 0.35089(14) 0.64948(12) 0.0343(5) Uani 1 1 d . . . . .
H1S H 0.465264 0.314672 0.661124 0.051 Uiso 1 1 calc GR . . . .
N1 N 0.3204(2) 0.25791(13) 0.43249(11) 0.0186(4) Uani 1 1 d . . . . .
N3 N 0.8419(2) 0.34092(13) 0.21823(11) 0.0181(4) Uani 1 1 d . . . . .
O5 O 0.5508(2) 0.07786(13) 0.14723(13) 0.0373(5) Uani 1 1 d . . . . .
N2 N 0.54450(19) 0.39089(12) 0.39006(11) 0.0162(4) Uani 1 1 d . . . . .
H2 H 0.526711 0.413015 0.431476 0.019 Uiso 1 1 calc R . . . .
N5 N 0.5561(2) 0.13094(13) 0.19442(13) 0.0220(5) Uani 1 1 d . . . . .
N4 N 0.3679(2) 0.29511(14) 0.12333(12) 0.0223(5) Uani 1 1 d . . . . .
H4 H 0.319245 0.318748 0.092388 0.027 Uiso 1 1 calc R . . . .
C1 C 0.3303(2) 0.36099(15) 0.34702(13) 0.0160(5) Uani 1 1 d . . . . .
C7 C 0.4420(2) 0.25777(16) 0.41296(13) 0.0172(5) Uani 1 1 d . . . . .
C12 C 0.7815(2) 0.31595(15) 0.27975(13) 0.0161(5) Uani 1 1 d . . . . .
C28 C 0.4187(2) 0.22327(16) 0.11673(14) 0.0199(5) Uani 1 1 d . . . . .
C27 C 0.4918(2) 0.20587(16) 0.17981(14) 0.0182(5) Uani 1 1 d . . . . .
C9 C 0.5464(2) 0.29663(15) 0.29353(12) 0.0150(5) Uani 1 1 d . . . . .
H9 H 0.586678 0.247052 0.312227 0.018 Uiso 1 1 calc R . . . .
C6 C 0.2527(2) 0.31817(15) 0.39453(13) 0.0187(5) Uani 1 1 d . . . . .
C14 C 0.6586(2) 0.41327(15) 0.21453(13) 0.0162(5) Uani 1 1 d . . . . .
C26 C 0.4837(2) 0.27258(15) 0.22444(13) 0.0163(5) Uani 1 1 d . . . . .
C2 C 0.2820(2) 0.42501(16) 0.30631(14) 0.0195(5) Uani 1 1 d . . . . .
H2A H 0.333103 0.454772 0.274925 0.023 Uiso 1 1 calc R . . . .
C18 C 0.8005(3) 0.43457(16) 0.11256(14) 0.0221(5) Uani 1 1 d . . . . .
H18 H 0.874558 0.422191 0.088284 0.026 Uiso 1 1 calc R . . . .
C13 C 0.7699(2) 0.39750(15) 0.17814(13) 0.0183(5) Uani 1 1 d . . . . .
C8 C 0.4628(2) 0.32933(15) 0.35723(13) 0.0156(5) Uani 1 1 d . . . . .
C20 C 0.9545(3) 0.24271(16) 0.13822(13) 0.0197(5) Uani 1 1 d . . . . .
C10 C 0.6537(2) 0.36108(15) 0.28343(13) 0.0157(5) Uani 1 1 d . . . . .
C19 C 0.9632(2) 0.30969(17) 0.19541(14) 0.0215(5) Uani 1 1 d . . . . .
H19A H 1.006744 0.288576 0.237963 0.026 Uiso 1 1 calc R . . . .
H19B H 1.012317 0.354438 0.175792 0.026 Uiso 1 1 calc R . . . .
C16 C 0.6066(3) 0.50986(16) 0.12096(14) 0.0240(6) Uani 1 1 d . . . . .
H16 H 0.552394 0.548651 0.101563 0.029 Uiso 1 1 calc R . . . .
C15 C 0.5767(2) 0.47130(15) 0.18661(14) 0.0200(5) Uani 1 1 d . . . . .
H15 H 0.503288 0.484182 0.211303 0.024 Uiso 1 1 calc R . . . .
C5 C 0.1268(3) 0.33629(18) 0.40231(15) 0.0227(5) Uani 1 1 d . . . . .
H5 H 0.075872 0.306760 0.433988 0.027 Uiso 1 1 calc R . . . .
C11 C 0.6465(2) 0.41124(15) 0.35378(13) 0.0155(5) Uani 1 1 d . . . . .
C3 C 0.1556(3) 0.44412(17) 0.31308(15) 0.0232(5) Uani 1 1 d . . . . .
H3 H 0.121881 0.486449 0.285453 0.028 Uiso 1 1 calc R . . . .
C21 C 1.0582(3) 0.2253(2) 0.09501(16) 0.0283(6) Uani 1 1 d . . . . .
H21 H 1.130199 0.256862 0.099175 0.034 Uiso 1 1 calc R . . . .
C17 C 0.7162(3) 0.49115(17) 0.08424(14) 0.0248(6) Uani 1 1 d . . . . .
H17 H 0.733669 0.516762 0.039971 0.030 Uiso 1 1 calc R . . . .
C29 C 0.3977(3) 0.17389(19) 0.04901(15) 0.0277(6) Uani 1 1 d . . . . .
H29A H 0.355069 0.124174 0.061457 0.042 Uiso 1 1 calc GR . . . .
H29B H 0.476812 0.161088 0.026935 0.042 Uiso 1 1 calc GR . . . .
H29C H 0.347841 0.204682 0.015129 0.042 Uiso 1 1 calc GR . . . .
C22 C 1.0541(3) 0.1607(2) 0.04549(17) 0.0361(7) Uani 1 1 d . . . . .
H22 H 1.123912 0.148996 0.017013 0.043 Uiso 1 1 calc R . . . .
C2S C 0.5699(3) 0.38507(19) 0.71411(16) 0.0300(6) Uani 1 1 d . . . . .
H2SA H 0.514268 0.376478 0.755331 0.036 Uiso 1 1 calc R . . . .
H2SB H 0.579964 0.443530 0.707541 0.036 Uiso 1 1 calc R . . . .
C25 C 0.8477(3) 0.19591(19) 0.13003(17) 0.0320(7) Uani 1 1 d . . . . .
H25 H 0.777238 0.207672 0.157932 0.038 Uiso 1 1 calc R . . . .
C4 C 0.0798(3) 0.40062(18) 0.36065(16) 0.0255(6) Uani 1 1 d . . . . .
H4A H -0.004156 0.414650 0.364834 0.031 Uiso 1 1 calc R . . . .
C1S C 0.6952(3) 0.34762(19) 0.73096(16) 0.0285(6) Uani 1 1 d . . . . .
H1SA H 0.749968 0.354832 0.689840 0.043 Uiso 1 1 calc GR . . . .
H1SB H 0.684898 0.290333 0.740590 0.043 Uiso 1 1 calc GR . . . .
H1SC H 0.730534 0.373792 0.773184 0.043 Uiso 1 1 calc GR . . . .
C30 C 0.2668(3) 0.20272(17) 0.48673(14) 0.0244(6) Uani 1 1 d . . . . .
H30A H 0.329235 0.164372 0.502363 0.037 Uiso 1 1 calc GR . . . .
H30B H 0.197675 0.173760 0.465455 0.037 Uiso 1 1 calc GR . . . .
H30C H 0.238092 0.233702 0.528079 0.037 Uiso 1 1 calc GR . . . .
C24 C 0.8447(4) 0.1311(2) 0.08023(18) 0.0377(8) Uani 1 1 d . . . . .
H24 H 0.772793 0.099580 0.075531 0.045 Uiso 1 1 calc R . . . .
C23 C 0.9479(3) 0.1139(2) 0.03822(17) 0.0351(7) Uani 1 1 d . . . . .
H23 H 0.946053 0.070865 0.004999 0.042 Uiso 1 1 calc R . . . .
C4S C 0.3228(4) 0.4546(3) 0.5377(2) 0.0569(12) Uani 1 1 d . . . . .
H4SA H 0.279106 0.404972 0.551553 0.068 Uiso 0.75(2) 1 calc R . P A 1
H4SB H 0.287463 0.473502 0.491857 0.068 Uiso 0.75(2) 1 calc R . P A 1
H4S H 0.280912 0.461783 0.493584 0.068 Uiso 0.25(2) 1 calc R . P A 2
C3S C 0.3014(8) 0.5169(5) 0.5941(3) 0.051(2) Uani 0.75(2) 1 d . . P A 1
H3SA H 0.339985 0.499997 0.639077 0.077 Uiso 0.75(2) 1 calc GR . P A 1
H3SB H 0.213168 0.523653 0.601609 0.077 Uiso 0.75(2) 1 calc GR . P A 1
H3SC H 0.337103 0.567853 0.578518 0.077 Uiso 0.75(2) 1 calc GR . P A 1
C3T C 0.258(2) 0.463(3) 0.5862(13) 0.079(14) Uani 0.25(2) 1 d . . P A 2
H3TA H 0.289413 0.457126 0.633480 0.095 Uiso 0.25(2) 1 calc R . P A 2
H3TB H 0.174591 0.475267 0.578774 0.095 Uiso 0.25(2) 1 calc R . P A 2


_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
S1 C11 1.657(3) . ?
O2 C12 1.218(3) . ?
O1 C7 1.215(3) . ?
O3 N4 1.423(3) . ?
O3 C26 1.339(3) . ?
O2S H2S 0.8200 . ?
O2S C4S 1.430(5) . ?
O4 N5 1.228(3) . ?
O1S H1S 0.8200 . ?
O1S C2S 1.435(4) . ?
N1 C7 1.349(3) . ?
N1 C6 1.406(3) . ?
N1 C30 1.458(3) . ?
N3 C12 1.359(3) . ?
N3 C13 1.409(3) . ?
N3 C19 1.455(3) . ?
O5 N5 1.225(3) . ?
N2 H2 0.8600 . ?
N2 C8 1.462(3) . ?
N2 C11 1.319(3) . ?
N5 C27 1.431(3) . ?
N4 H4 0.8600 . ?
N4 C28 1.301(4) . ?
C1 C6 1.390(4) . ?
C1 C2 1.385(4) . ?
C1 C8 1.521(3) . ?
C7 C8 1.568(3) . ?
C12 C10 1.555(3) . ?
C28 C27 1.421(4) . ?
C28 C29 1.495(4) . ?
C27 C26 1.365(4) . ?
C9 H9 0.9800 . ?
C9 C26 1.482(3) . ?
C9 C8 1.562(3) . ?
C9 C10 1.569(3) . ?
C6 C5 1.386(4) . ?
C14 C13 1.388(4) . ?
C14 C10 1.522(3) . ?
C14 C15 1.388(4) . ?
C2 H2A 0.9300 . ?
C2 C3 1.392(4) . ?
C18 H18 0.9300 . ?
C18 C13 1.382(3) . ?
C18 C17 1.392(4) . ?
C20 C19 1.517(3) . ?
C20 C21 1.390(4) . ?
C20 C25 1.383(4) . ?
C10 C11 1.527(3) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C16 H16 0.9300 . ?
C16 C15 1.392(4) . ?
C16 C17 1.384(4) . ?
C15 H15 0.9300 . ?
C5 H5 0.9300 . ?
C5 C4 1.393(4) . ?
C3 H3 0.9300 . ?
C3 C4 1.385(4) . ?
C21 H21 0.9300 . ?
C21 C22 1.393(4) . ?
C17 H17 0.9300 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C22 H22 0.9300 . ?
C22 C23 1.375(5) . ?
C2S H2SA 0.9700 . ?
C2S H2SB 0.9700 . ?
C2S C1S 1.505(4) . ?
C25 H25 0.9300 . ?
C25 C24 1.398(4) . ?
C4 H4A 0.9300 . ?
C1S H1SA 0.9600 . ?
C1S H1SB 0.9600 . ?
C1S H1SC 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C24 H24 0.9300 . ?
C24 C23 1.373(5) . ?
C23 H23 0.9300 . ?
C4S H4SA 0.9700 . ?
C4S H4SB 0.9700 . ?
C4S H4S 0.9300 . ?
C4S C3S 1.467(7) . ?
C4S C3T 1.129(18) . ?
C3S H3SA 0.9600 . ?
C3S H3SB 0.9600 . ?
C3S H3SC 0.9600 . ?
C3T H3TA 0.9300 . ?
C3T H3TB 0.9300 . ?

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
C26 O3 N4 109.40(19) . . ?
C4S O2S H2S 109.5 . . ?
C2S O1S H1S 109.5 . . ?
C7 N1 C6 111.5(2) . . ?
C7 N1 C30 123.9(2) . . ?
C6 N1 C30 124.5(2) . . ?
C12 N3 C13 111.6(2) . . ?
C12 N3 C19 123.7(2) . . ?
C13 N3 C19 124.7(2) . . ?
C8 N2 H2 121.2 . . ?
C11 N2 H2 121.2 . . ?
C11 N2 C8 117.5(2) . . ?
O4 N5 C27 119.2(2) . . ?
O5 N5 O4 123.9(2) . . ?
O5 N5 C27 117.0(2) . . ?
O3 N4 H4 126.7 . . ?
C28 N4 O3 106.5(2) . . ?
C28 N4 H4 126.7 . . ?
C6 C1 C8 107.9(2) . . ?
C2 C1 C6 119.6(2) . . ?
C2 C1 C8 132.2(2) . . ?
O1 C7 N1 127.6(2) . . ?
O1 C7 C8 124.5(2) . . ?
N1 C7 C8 107.9(2) . . ?
O2 C12 N3 126.7(2) . . ?
O2 C12 C10 125.2(2) . . ?
N3 C12 C10 108.1(2) . . ?
N4 C28 C27 109.6(2) . . ?
N4 C28 C29 120.2(2) . . ?
C27 C28 C29 130.2(3) . . ?
C28 C27 N5 126.0(2) . . ?
C26 C27 N5 127.2(2) . . ?
C26 C27 C28 106.8(2) . . ?
C26 C9 H9 106.0 . . ?
C26 C9 C8 117.8(2) . . ?
C26 C9 C10 114.13(19) . . ?
C8 C9 H9 106.0 . . ?
C8 C9 C10 106.02(19) . . ?
C10 C9 H9 106.0 . . ?
C1 C6 N1 110.8(2) . . ?
C5 C6 N1 126.8(2) . . ?
C5 C6 C1 122.4(2) . . ?
C13 C14 C10 108.7(2) . . ?
C13 C14 C15 119.5(2) . . ?
C15 C14 C10 131.8(2) . . ?
O3 C26 C27 107.6(2) . . ?
O3 C26 C9 118.3(2) . . ?
C27 C26 C9 133.8(2) . . ?
C1 C2 H2A 120.5 . . ?
C1 C2 C3 119.0(2) . . ?
C3 C2 H2A 120.5 . . ?
C13 C18 H18 121.3 . . ?
C13 C18 C17 117.4(2) . . ?
C17 C18 H18 121.3 . . ?
C14 C13 N3 110.0(2) . . ?
C18 C13 N3 127.6(2) . . ?
C18 C13 C14 122.5(2) . . ?
N2 C8 C1 111.9(2) . . ?
N2 C8 C7 109.45(19) . . ?
N2 C8 C9 101.53(19) . . ?
C1 C8 C7 101.65(19) . . ?
C1 C8 C9 124.0(2) . . ?
C9 C8 C7 108.0(2) . . ?
C21 C20 C19 119.3(2) . . ?
C25 C20 C19 121.7(2) . . ?
C25 C20 C21 118.9(3) . . ?
C12 C10 C9 109.19(19) . . ?
C14 C10 C12 101.58(19) . . ?
C14 C10 C9 119.9(2) . . ?
C14 C10 C11 113.3(2) . . ?
C11 C10 C12 109.64(19) . . ?
C11 C10 C9 103.02(19) . . ?
N3 C19 C20 113.4(2) . . ?
N3 C19 H19A 108.9 . . ?
N3 C19 H19B 108.9 . . ?
C20 C19 H19A 108.9 . . ?
C20 C19 H19B 108.9 . . ?
H19A C19 H19B 107.7 . . ?
C15 C16 H16 119.6 . . ?
C17 C16 H16 119.6 . . ?
C17 C16 C15 120.8(3) . . ?
C14 C15 C16 118.8(2) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C6 C5 H5 121.4 . . ?
C6 C5 C4 117.1(3) . . ?
C4 C5 H5 121.4 . . ?
N2 C11 S1 127.20(19) . . ?
N2 C11 C10 109.2(2) . . ?
C10 C11 S1 123.58(18) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 119.9(3) . . ?
C22 C21 H21 120.0 . . ?
C18 C17 H17 119.5 . . ?
C16 C17 C18 121.0(2) . . ?
C16 C17 H17 119.5 . . ?
C28 C29 H29A 109.5 . . ?
C28 C29 H29B 109.5 . . ?
C28 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C21 C22 H22 119.6 . . ?
C23 C22 C21 120.8(3) . . ?
C23 C22 H22 119.6 . . ?
O1S C2S H2SA 109.2 . . ?
O1S C2S H2SB 109.2 . . ?
O1S C2S C1S 112.2(3) . . ?
H2SA C2S H2SB 107.9 . . ?
C1S C2S H2SA 109.2 . . ?
C1S C2S H2SB 109.2 . . ?
C20 C25 H25 119.7 . . ?
C20 C25 C24 120.6(3) . . ?
C24 C25 H25 119.7 . . ?
C5 C4 H4A 119.3 . . ?
C3 C4 C5 121.3(3) . . ?
C3 C4 H4A 119.3 . . ?
C2S C1S H1SA 109.5 . . ?
C2S C1S H1SB 109.5 . . ?
C2S C1S H1SC 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
N1 C30 H30A 109.5 . . ?
N1 C30 H30B 109.5 . . ?
N1 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C25 C24 H24 120.0 . . ?
C23 C24 C25 120.0(3) . . ?
C23 C24 H24 120.0 . . ?
C22 C23 H23 120.2 . . ?
C24 C23 C22 119.7(3) . . ?
C24 C23 H23 120.1 . . ?
O2S C4S H4SA 108.9 . . ?
O2S C4S H4SB 108.9 . . ?
O2S C4S H4S 111.8 . . ?
O2S C4S C3S 113.4(5) . . ?
H4SA C4S H4SB 107.7 . . ?
C3S C4S H4SA 108.9 . . ?
C3S C4S H4SB 108.9 . . ?
C3T C4S O2S 136.4(12) . . ?
C3T C4S H4S 111.8 . . ?
C4S C3S H3SA 109.5 . . ?
C4S C3S H3SB 109.5 . . ?
C4S C3S H3SC 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
C4S C3T H3TA 120.0 . . ?
C4S C3T H3TB 120.0 . . ?
H3TA C3T H3TB 120.0 . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.052 0.070 0.365 192.8 55.3 ?
2 0.052 0.570 0.135 192.8 55.1 ?
3 0.448 0.430 0.635 192.8 55.2 ?
4 0.552 0.930 0.865 192.8 54.9 ?


_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.790
_oxdiff_exptl_absorpt_empirical_full_min 0.615
####################################################################### 
# 
# 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_wgl-f
_database_code_depnum_ccdc_archive 'CCDC 1917873'
loop_
_audit_author_name
_audit_author_address
'Xiong-Li Liu'
;guizhou university
China
;
_audit_update_record             
;
2019-05-22 deposited with the CCDC.	2019-06-13 downloaded from the CCDC.
;
_audit_creation_date             2018-04-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.04.26 svn.r3504 for OlexSys, GUI svn.r5492)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H21 N5 O5 S, 2(C2 H6 O)'
_chemical_formula_sum            'C33 H33 N5 O7 S'
_chemical_formula_weight         643.70
_chemical_absolute_configuration ad
_chemical_melting_point          ?
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                   11.1703(2)
_cell_length_b                   15.8824(3)
_cell_length_c                   18.1124(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3213.34(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    12203
_cell_measurement_temperature    100.00(10)
_cell_measurement_theta_max      73.4680
_cell_measurement_theta_min      2.4070
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.363
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56982
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
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    1.331
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            18187
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.806
_diffrn_reflns_theta_min         3.701
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -121.00   0.00   1.00    1.00    --  -40.98 -19.00-150.00  121
  2  ω    -69.00  32.00   1.00    1.00    --  -40.98  57.00  60.00  101
  3  ω     23.00  97.00   1.00    1.00    --   40.98-125.00  90.00   74
  4  ω     94.00 178.00   1.00    1.00    --  106.95 125.00  30.00   84
  5  ω     74.00 178.00   1.00    1.00    --  106.95  77.00  90.00  104
  6  ω     34.00 133.00   1.00    1.00    --  106.95 -45.00  60.00   99
  7  ω     74.00 178.00   1.00    1.00    --  106.95  77.00  60.00  104
  8  ω     81.00 178.00   1.00    1.00    --  106.95  45.00-120.00   97
  9  ω     94.00 178.00   1.00    1.00    --  106.95 125.00-180.00   84
 10  ω   -117.00  -8.00   1.00    1.00    --  -40.98 -77.00  60.00  109
 11  ω   -113.00 -90.00   1.00    1.00    --  -40.98 -57.00 150.00   23
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0350362000
_diffrn_orient_matrix_UB_12      -0.0829703000
_diffrn_orient_matrix_UB_13      0.0384957000
_diffrn_orient_matrix_UB_21      0.0836976000
_diffrn_orient_matrix_UB_22      -0.0488105000
_diffrn_orient_matrix_UB_23      -0.0523214000
_diffrn_orient_matrix_UB_31      0.1038497000
_diffrn_orient_matrix_UB_32      0.0113049000
_diffrn_orient_matrix_UB_33      0.0550193000
_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         0.768
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.963
_reflns_number_gt                6169
_reflns_number_total             6341
_reflns_odcompleteness_completeness 99.97
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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         0.261
_refine_diff_density_min         -0.251
_refine_diff_density_rms         0.047
_refine_ls_abs_structure_details 
;
 Flack x determined using 2545 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.006(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     421
_refine_ls_number_reflns         6341
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0386
_refine_ls_R_factor_gt           0.0376
_refine_ls_restrained_S_all      1.048
_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)+(0.0625P)²+0.3461P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0971
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C2S(H2SA,H2SB), C4S(H4SA,H4SB)
2.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C17(H17), C3(H3), C5(H5), C14(H14), C15(H15), C16(H16),
 C4(H4), C20(H20), C24(H24), C23(H23), C22(H22), C21(H21)
2.d Idealised Me refined as rotating group:
 C29(H29A,H29B,H29C), C28(H28A,H28B,H28C), C3S(H3SA,H3SB,H3SC), C1S(H1SA,H1SB,
 H1SC)
2.e Idealised tetrahedral OH refined as rotating group:
 O1S(H1S), O2S(H2S)
;
_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
S1 S 0.24766(5) 0.47719(4) 0.62152(3) 0.02586(14) Uani 1 1 d . . . . .
O2 O 0.20372(15) 0.25516(12) 0.68409(10) 0.0292(4) Uani 1 1 d . . . . .
O3 O 0.59592(16) 0.33649(11) 0.80799(9) 0.0277(4) Uani 1 1 d . . . . .
O1 O 0.48729(15) 0.22013(11) 0.55995(10) 0.0272(4) Uani 1 1 d . . . . .
O5 O 0.38973(17) 0.12975(12) 0.75540(11) 0.0347(4) Uani 1 1 d . . . . .
N1 N 0.68122(17) 0.26857(13) 0.56318(11) 0.0240(4) Uani 1 1 d . . . . .
O1S O 0.5569(2) 0.44384(16) 0.47597(11) 0.0462(5) Uani 1 1 d . . . . .
H1S H 0.542419 0.419508 0.437056 0.069 Uiso 1 1 calc GR . . . .
N3 N 0.20161(19) 0.32265(14) 0.79679(11) 0.0278(5) Uani 1 1 d . . . . .
N4 N 0.4485(2) 0.13749(14) 0.81261(13) 0.0301(5) Uani 1 1 d . . . . .
N2 N 0.45976(17) 0.39979(12) 0.61029(10) 0.0212(4) Uani 1 1 d . . . . .
H2 H 0.476533 0.426873 0.570496 0.025 Uiso 1 1 calc R . . . .
O4 O 0.4512(2) 0.08465(13) 0.86221(12) 0.0474(6) Uani 1 1 d . . . . .
N5 N 0.6327(2) 0.30743(14) 0.87896(12) 0.0309(5) Uani 1 1 d . . . . .
C1 C 0.6692(2) 0.37218(15) 0.65207(13) 0.0216(5) Uani 1 1 d . . . . .
C6 C 0.7450(2) 0.32962(15) 0.60369(13) 0.0238(5) Uani 1 1 d . . . . .
O2S O 0.5023(2) 0.35622(19) 0.35036(14) 0.0651(8) Uani 1 1 d . . . . .
H2S H 0.555581 0.326285 0.333631 0.098 Uiso 1 1 calc GR . . . .
C25 C 0.5261(2) 0.27910(15) 0.77602(13) 0.0226(5) Uani 1 1 d . . . . .
C7 C 0.5649(2) 0.26740(15) 0.58244(12) 0.0216(5) Uani 1 1 d . . . . .
C12 C 0.3567(2) 0.41615(16) 0.78468(12) 0.0235(5) Uani 1 1 d . . . . .
C13 C 0.2645(2) 0.39011(16) 0.83048(13) 0.0265(5) Uani 1 1 d . . . . .
C18 C 0.2439(2) 0.30626(15) 0.72758(12) 0.0230(5) Uani 1 1 d . . . . .
C10 C 0.3574(2) 0.36145(15) 0.71622(12) 0.0203(4) Uani 1 1 d . . . . .
C8 C 0.5435(2) 0.33820(15) 0.64125(12) 0.0203(5) Uani 1 1 d . . . . .
C2 C 0.7154(2) 0.43513(16) 0.69654(14) 0.0259(5) Uani 1 1 d . . . . .
H2A H 0.665793 0.465053 0.728368 0.031 Uiso 1 1 calc R . . . .
C26 C 0.5162(2) 0.21215(15) 0.82344(13) 0.0254(5) Uani 1 1 d . . . . .
C19 C 0.1136(2) 0.27307(18) 0.83513(14) 0.0305(6) Uani 1 1 d . . . . .
C17 C 0.4278(2) 0.48337(16) 0.80497(13) 0.0258(5) Uani 1 1 d . . . . .
H17 H 0.488289 0.502259 0.773838 0.031 Uiso 1 1 calc R . . . .
C3 C 0.8371(2) 0.45292(18) 0.69284(15) 0.0318(6) Uani 1 1 d . . . . .
H3 H 0.869037 0.494592 0.723047 0.038 Uiso 1 1 calc R . . . .
C27 C 0.5852(2) 0.23305(16) 0.88696(14) 0.0274(5) Uani 1 1 d . . . . .
C9 C 0.4668(2) 0.30009(15) 0.70521(12) 0.0217(5) Uani 1 1 d . . . . .
H9 H 0.433481 0.247242 0.686263 0.026 Uiso 1 1 calc R . . . .
C11 C 0.3577(2) 0.41243(15) 0.64539(12) 0.0211(5) Uani 1 1 d . . . . .
C5 C 0.8662(2) 0.34710(17) 0.59883(15) 0.0305(6) Uani 1 1 d . . . . .
H5 H 0.915524 0.318267 0.566101 0.037 Uiso 1 1 calc R . . . .
C14 C 0.2415(3) 0.42870(17) 0.89745(13) 0.0323(6) Uani 1 1 d . . . . .
H14 H 0.178919 0.411064 0.927546 0.039 Uiso 1 1 calc R . . . .
C15 C 0.3159(3) 0.49498(17) 0.91796(15) 0.0346(6) Uani 1 1 d . . . . .
H15 H 0.303596 0.521398 0.963153 0.041 Uiso 1 1 calc R . . . .
C16 C 0.4078(2) 0.52255(17) 0.87259(14) 0.0306(5) Uani 1 1 d . . . . .
H16 H 0.456084 0.567192 0.887328 0.037 Uiso 1 1 calc R . . . .
C4 C 0.9111(2) 0.40978(18) 0.64511(15) 0.0335(6) Uani 1 1 d . . . . .
H4 H 0.992330 0.422667 0.643754 0.040 Uiso 1 1 calc R . . . .
C20 C 0.0012(2) 0.3061(2) 0.84828(17) 0.0403(7) Uani 1 1 d . . . . .
H20 H -0.020288 0.358433 0.829463 0.048 Uiso 1 1 calc R . . . .
C29 C 0.7329(2) 0.21466(16) 0.50666(15) 0.0308(5) Uani 1 1 d . . . . .
H29A H 0.764629 0.248810 0.467541 0.046 Uiso 1 1 calc GR . . . .
H29B H 0.672217 0.178023 0.487296 0.046 Uiso 1 1 calc GR . . . .
H29C H 0.796113 0.181545 0.527834 0.046 Uiso 1 1 calc GR . . . .
C28 C 0.6093(3) 0.18310(19) 0.95495(14) 0.0373(6) Uani 1 1 d . . . . .
H28A H 0.662508 0.213970 0.986574 0.056 Uiso 1 1 calc GR . . . .
H28B H 0.645582 0.130434 0.941667 0.056 Uiso 1 1 calc GR . . . .
H28C H 0.535414 0.172697 0.980418 0.056 Uiso 1 1 calc GR . . . .
C24 C 0.1441(3) 0.1946(2) 0.86166(18) 0.0456(8) Uani 1 1 d . . . . .
H24 H 0.219430 0.172482 0.851711 0.055 Uiso 1 1 calc R . . . .
C23 C 0.0627(3) 0.1484(2) 0.9032(2) 0.0525(9) Uani 1 1 d . . . . .
H23 H 0.083518 0.095612 0.921324 0.063 Uiso 1 1 calc R . . . .
C22 C -0.0488(3) 0.1813(2) 0.91733(18) 0.0480(8) Uani 1 1 d . . . . .
H22 H -0.103583 0.150731 0.945190 0.058 Uiso 1 1 calc R . . . .
C21 C -0.0794(3) 0.2593(3) 0.89033(19) 0.0518(9) Uani 1 1 d . . . . .
H21 H -0.154931 0.281163 0.900285 0.062 Uiso 1 1 calc R . . . .
C3S C 0.3192(3) 0.3409(2) 0.27981(19) 0.0445(7) Uani 1 1 d . . . . .
H3SA H 0.274753 0.364914 0.239627 0.067 Uiso 1 1 calc GR . . . .
H3SB H 0.271975 0.343211 0.324044 0.067 Uiso 1 1 calc GR . . . .
H3SC H 0.338243 0.283356 0.268670 0.067 Uiso 1 1 calc GR . . . .
C2S C 0.6530(3) 0.5014(2) 0.4652(2) 0.0564(9) Uani 1 1 d . . . . .
H2SA H 0.683012 0.518474 0.513148 0.068 Uiso 1 1 calc R . . . .
H2SB H 0.621927 0.551294 0.440935 0.068 Uiso 1 1 calc R . . . .
C1S C 0.7537(3) 0.4687(2) 0.4213(2) 0.0575(9) Uani 1 1 d . . . . .
H1SA H 0.727282 0.457579 0.371850 0.086 Uiso 1 1 calc GR . . . .
H1SB H 0.782647 0.417531 0.443210 0.086 Uiso 1 1 calc GR . . . .
H1SC H 0.816936 0.509623 0.420342 0.086 Uiso 1 1 calc GR . . . .
C4S C 0.4317(3) 0.3893(2) 0.29078(19) 0.0486(8) Uani 1 1 d . . . . .
H4SA H 0.478341 0.387766 0.245645 0.058 Uiso 1 1 calc R . . . .
H4SB H 0.412056 0.447622 0.301078 0.058 Uiso 1 1 calc R . . . .


_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
S1 C11 1.660(2) . ?
O2 C18 1.217(3) . ?
O3 N5 1.426(3) . ?
O3 C25 1.332(3) . ?
O1 C7 1.217(3) . ?
O5 N4 1.233(3) . ?
N1 C6 1.409(3) . ?
N1 C7 1.345(3) . ?
N1 C29 1.454(3) . ?
O1S H1S 0.8200 . ?
O1S C2S 1.423(4) . ?
N3 C13 1.419(3) . ?
N3 C18 1.365(3) . ?
N3 C19 1.438(3) . ?
N4 O4 1.230(3) . ?
N4 C26 1.420(3) . ?
N2 H2 0.8600 . ?
N2 C8 1.465(3) . ?
N2 C11 1.320(3) . ?
N5 C27 1.303(3) . ?
C1 C6 1.393(3) . ?
C1 C8 1.517(3) . ?
C1 C2 1.383(3) . ?
C6 C5 1.385(4) . ?
O2S H2S 0.8200 . ?
O2S C4S 1.436(4) . ?
C25 C26 1.371(3) . ?
C25 C9 1.482(3) . ?
C7 C8 1.567(3) . ?
C12 C13 1.386(3) . ?
C12 C10 1.514(3) . ?
C12 C17 1.380(3) . ?
C13 C14 1.383(3) . ?
C18 C10 1.555(3) . ?
C10 C9 1.575(3) . ?
C10 C11 1.517(3) . ?
C8 C9 1.563(3) . ?
C2 H2A 0.9300 . ?
C2 C3 1.390(4) . ?
C26 C27 1.424(4) . ?
C19 C20 1.382(4) . ?
C19 C24 1.378(4) . ?
C17 H17 0.9300 . ?
C17 C16 1.392(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(4) . ?
C27 C28 1.489(3) . ?
C9 H9 0.9800 . ?
C5 H5 0.9300 . ?
C5 C4 1.395(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.391(4) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(4) . ?
C16 H16 0.9300 . ?
C4 H4 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.394(4) . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C24 H24 0.9300 . ?
C24 C23 1.390(4) . ?
C23 H23 0.9300 . ?
C23 C22 1.374(5) . ?
C22 H22 0.9300 . ?
C22 C21 1.375(5) . ?
C21 H21 0.9300 . ?
C3S H3SA 0.9600 . ?
C3S H3SB 0.9600 . ?
C3S H3SC 0.9600 . ?
C3S C4S 1.486(5) . ?
C2S H2SA 0.9700 . ?
C2S H2SB 0.9700 . ?
C2S C1S 1.472(5) . ?
C1S H1SA 0.9600 . ?
C1S H1SB 0.9600 . ?
C1S H1SC 0.9600 . ?
C4S H4SA 0.9700 . ?
C4S H4SB 0.9700 . ?

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
C25 O3 N5 109.80(18) . . ?
C6 N1 C29 124.8(2) . . ?
C7 N1 C6 111.2(2) . . ?
C7 N1 C29 123.9(2) . . ?
C2S O1S H1S 109.5 . . ?
C13 N3 C19 123.0(2) . . ?
C18 N3 C13 111.6(2) . . ?
C18 N3 C19 125.2(2) . . ?
O5 N4 C26 118.9(2) . . ?
O4 N4 O5 124.0(2) . . ?
O4 N4 C26 117.1(2) . . ?
C8 N2 H2 121.0 . . ?
C11 N2 H2 121.0 . . ?
C11 N2 C8 117.93(19) . . ?
C27 N5 O3 106.1(2) . . ?
C6 C1 C8 107.9(2) . . ?
C2 C1 C6 119.4(2) . . ?
C2 C1 C8 132.6(2) . . ?
C1 C6 N1 110.8(2) . . ?
C5 C6 N1 126.8(2) . . ?
C5 C6 C1 122.4(2) . . ?
C4S O2S H2S 109.5 . . ?
O3 C25 C26 107.8(2) . . ?
O3 C25 C9 119.0(2) . . ?
C26 C25 C9 132.9(2) . . ?
O1 C7 N1 127.6(2) . . ?
O1 C7 C8 124.1(2) . . ?
N1 C7 C8 108.3(2) . . ?
C13 C12 C10 108.8(2) . . ?
C17 C12 C13 119.9(2) . . ?
C17 C12 C10 131.2(2) . . ?
C12 C13 N3 109.6(2) . . ?
C14 C13 N3 128.3(2) . . ?
C14 C13 C12 122.1(2) . . ?
O2 C18 N3 126.4(2) . . ?
O2 C18 C10 126.3(2) . . ?
N3 C18 C10 107.24(19) . . ?
C12 C10 C18 102.17(18) . . ?
C12 C10 C9 117.57(18) . . ?
C12 C10 C11 112.72(19) . . ?
C18 C10 C9 107.46(18) . . ?
C11 C10 C18 114.49(18) . . ?
C11 C10 C9 102.79(17) . . ?
N2 C8 C1 113.76(19) . . ?
N2 C8 C7 108.46(17) . . ?
N2 C8 C9 101.07(17) . . ?
C1 C8 C7 101.63(18) . . ?
C1 C8 C9 123.34(19) . . ?
C9 C8 C7 108.04(18) . . ?
C1 C2 H2A 120.6 . . ?
C1 C2 C3 118.9(2) . . ?
C3 C2 H2A 120.6 . . ?
N4 C26 C27 126.5(2) . . ?
C25 C26 N4 127.1(2) . . ?
C25 C26 C27 106.4(2) . . ?
C20 C19 N3 119.8(3) . . ?
C24 C19 N3 119.6(3) . . ?
C24 C19 C20 120.5(3) . . ?
C12 C17 H17 120.4 . . ?
C12 C17 C16 119.2(2) . . ?
C16 C17 H17 120.4 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.1(3) . . ?
C4 C3 H3 119.5 . . ?
N5 C27 C26 110.0(2) . . ?
N5 C27 C28 120.1(2) . . ?
C26 C27 C28 129.9(2) . . ?
C25 C9 C10 112.12(18) . . ?
C25 C9 C8 118.89(19) . . ?
C25 C9 H9 106.3 . . ?
C10 C9 H9 106.3 . . ?
C8 C9 C10 106.23(18) . . ?
C8 C9 H9 106.3 . . ?
N2 C11 S1 127.44(18) . . ?
N2 C11 C10 109.15(19) . . ?
C10 C11 S1 123.32(17) . . ?
C6 C5 H5 121.4 . . ?
C6 C5 C4 117.2(2) . . ?
C4 C5 H5 121.4 . . ?
C13 C14 H14 121.3 . . ?
C13 C14 C15 117.3(2) . . ?
C15 C14 H14 121.3 . . ?
C14 C15 H15 119.2 . . ?
C16 C15 C14 121.5(2) . . ?
C16 C15 H15 119.2 . . ?
C17 C16 H16 120.0 . . ?
C15 C16 C17 119.9(2) . . ?
C15 C16 H16 120.0 . . ?
C3 C4 C5 121.0(2) . . ?
C3 C4 H4 119.5 . . ?
C5 C4 H4 119.5 . . ?
C19 C20 H20 120.7 . . ?
C19 C20 C21 118.6(3) . . ?
C21 C20 H20 120.7 . . ?
N1 C29 H29A 109.5 . . ?
N1 C29 H29B 109.5 . . ?
N1 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C19 C24 H24 119.8 . . ?
C19 C24 C23 120.3(3) . . ?
C23 C24 H24 119.8 . . ?
C24 C23 H23 120.2 . . ?
C22 C23 C24 119.5(3) . . ?
C22 C23 H23 120.2 . . ?
C23 C22 H22 120.0 . . ?
C23 C22 C21 120.1(3) . . ?
C21 C22 H22 120.0 . . ?
C20 C21 H21 119.5 . . ?
C22 C21 C20 120.9(3) . . ?
C22 C21 H21 119.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
C4S C3S H3SA 109.5 . . ?
C4S C3S H3SB 109.5 . . ?
C4S C3S H3SC 109.5 . . ?
O1S C2S H2SA 108.5 . . ?
O1S C2S H2SB 108.5 . . ?
O1S C2S C1S 115.1(3) . . ?
H2SA C2S H2SB 107.5 . . ?
C1S C2S H2SA 108.5 . . ?
C1S C2S H2SB 108.5 . . ?
C2S C1S H1SA 109.5 . . ?
C2S C1S H1SB 109.5 . . ?
C2S C1S H1SC 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?
O2S C4S C3S 112.1(3) . . ?
O2S C4S H4SA 109.2 . . ?
O2S C4S H4SB 109.2 . . ?
C3S C4S H4SA 109.2 . . ?
C3S C4S H4SB 109.2 . . ?
H4SA C4S H4SB 107.9 . . ?


_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
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.892
_oxdiff_exptl_absorpt_empirical_full_min 0.635
