# Electronic Supplementary Material (ESI) for CrystEngComm.
# 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. 
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data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1853317'
_audit_update_record             
;
2018-10-29 deposited with the CCDC.
2019-01-25 downloaded from the CCDC.
;
_audit_creation_date             2018-10-27
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        gliquidone
_chemical_formula_moiety         'C27 H32 N3 O6 S, C2 H6 N, C H4 O'
_chemical_formula_sum            'C30 H42 N4 O7 S'
_chemical_formula_weight         602.73
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   6.5899(13)
_cell_length_b                   15.349(3)
_cell_length_c                   15.887(3)
_cell_angle_alpha                102.55(3)
_cell_angle_beta                 92.36(3)
_cell_angle_gamma                92.73(3)
_cell_volume                     1564.6(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3829
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9384
_cell_measurement_theta_min      1.3614
_shelx_estimated_absorpt_T_max   0.982
_shelx_estimated_absorpt_T_min   0.970
_exptl_absorpt_coefficient_mu    0.155
_exptl_absorpt_correction_T_max  0.9817
_exptl_absorpt_correction_T_min  0.9697
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.279
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0602
_diffrn_reflns_av_unetI/netI     0.0855
_diffrn_reflns_Laue_measured_fraction_full 0.999
_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       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18842
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.802
_diffrn_reflns_theta_min         1.315
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4651
_reflns_number_total             7376
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.279
_refine_diff_density_min         -0.335
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       0.0184(15)
_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   0.977
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     396
_refine_ls_number_reflns         7376
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0516
_refine_ls_restrained_S_all      0.977
_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)+(0.0533P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1076
_refine_ls_wR_factor_ref         0.1237
_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:
 C22(H22)
2.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C26(H26A,H26B), C25(H25A,H25B), C24(H24A,H24B), C23(H23A,
 H23B), C14(H14A,H14B), C13(H13A,H13B), C1P(H1PA,H1PB), C2P(H2PA,H2PB)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C20(H20), C16(H16), C17(H17), C4(H4), C3(H3A), C0AA(H0AA)
2.d Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C10(H10A,H10B,H10C), C1S(H1SA,H1SB,
 H1SC)
2.e Idealised tetrahedral OH refined as rotating group:
 O1S(H1S)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.00911(7) 0.77943(3) 0.48369(3) 0.02127(14) Uani 1 1 d . . . . .
O6 O 0.26618(18) 0.87998(9) 0.62686(8) 0.0240(3) Uani 1 1 d . . . . .
O4 O -0.1718(2) 0.75126(9) 0.42814(8) 0.0293(3) Uani 1 1 d . . . . .
O5 O 0.1847(2) 0.81041(9) 0.44392(9) 0.0275(3) Uani 1 1 d . . . . .
O2 O 0.7096(2) 0.43296(11) 0.70287(10) 0.0439(4) Uani 1 1 d . . . . .
O3 O 0.2073(2) 0.50623(10) 0.88710(10) 0.0350(4) Uani 1 1 d . . . . .
O1 O 0.3019(2) 0.32429(10) 1.11735(9) 0.0355(4) Uani 1 1 d . . . . .
N3 N -0.0013(3) 0.94195(11) 0.69842(10) 0.0250(4) Uani 1 1 d . . . . .
N2 N -0.0632(2) 0.85239(10) 0.56379(10) 0.0204(4) Uani 1 1 d . . . . .
N1 N 0.4507(3) 0.46543(11) 0.79144(11) 0.0283(4) Uani 1 1 d . . . . .
C22 C 0.1242(3) 0.98972(13) 0.77367(12) 0.0246(4) Uani 1 1 d . . . . .
H22 H 0.2636 1.0005 0.7541 0.029 Uiso 1 1 calc R . . . .
C27 C 0.0407(3) 1.08094(15) 0.80961(14) 0.0382(6) Uani 1 1 d . . . . .
H27A H -0.0987 1.0727 0.8287 0.046 Uiso 1 1 calc R . . . .
H27B H 0.0339 1.1155 0.7639 0.046 Uiso 1 1 calc R . . . .
C26 C 0.1788(4) 1.13249(15) 0.88614(14) 0.0408(6) Uani 1 1 d . . . . .
H26A H 0.3141 1.1458 0.8655 0.049 Uiso 1 1 calc R . . . .
H26B H 0.1199 1.1901 0.9108 0.049 Uiso 1 1 calc R . . . .
C25 C 0.2036(4) 1.07929(16) 0.95632(14) 0.0425(6) Uani 1 1 d . . . . .
H25A H 0.3011 1.1125 1.0026 0.051 Uiso 1 1 calc R . . . .
H25B H 0.0711 1.0724 0.9820 0.051 Uiso 1 1 calc R . . . .
C24 C 0.2801(3) 0.98750(16) 0.91998(14) 0.0411(6) Uani 1 1 d . . . . .
H24A H 0.2842 0.9529 0.9658 0.049 Uiso 1 1 calc R . . . .
H24B H 0.4203 0.9944 0.9013 0.049 Uiso 1 1 calc R . . . .
C23 C 0.1441(3) 0.93613(14) 0.84346(13) 0.0324(5) Uani 1 1 d . . . . .
H23A H 0.2026 0.8784 0.8192 0.039 Uiso 1 1 calc R . . . .
H23B H 0.0076 0.9233 0.8633 0.039 Uiso 1 1 calc R . . . .
C21 C 0.0778(3) 0.88970(12) 0.62919(12) 0.0197(4) Uani 1 1 d . . . . .
C18 C 0.0826(3) 0.68820(12) 0.52758(12) 0.0205(4) Uani 1 1 d . . . . .
C19 C -0.0601(3) 0.64712(14) 0.56969(13) 0.0274(5) Uani 1 1 d . . . . .
H19 H -0.1960 0.6653 0.5709 0.033 Uiso 1 1 calc R . . . .
C20 C -0.0058(3) 0.57925(14) 0.61028(13) 0.0299(5) Uani 1 1 d . . . . .
H20 H -0.1048 0.5513 0.6391 0.036 Uiso 1 1 calc R . . . .
C15 C 0.1929(3) 0.55222(13) 0.60892(13) 0.0264(5) Uani 1 1 d . . . . .
C16 C 0.3326(3) 0.59268(13) 0.56445(14) 0.0293(5) Uani 1 1 d . . . . .
H16 H 0.4677 0.5737 0.5618 0.035 Uiso 1 1 calc R . . . .
C17 C 0.2793(3) 0.66055(13) 0.52355(13) 0.0261(5) Uani 1 1 d . . . . .
H17 H 0.3769 0.6875 0.4933 0.031 Uiso 1 1 calc R . . . .
C14 C 0.2572(3) 0.48387(14) 0.65901(14) 0.0334(5) Uani 1 1 d . . . . .
H14A H 0.3388 0.4393 0.6226 0.040 Uiso 1 1 calc R . . . .
H14B H 0.1353 0.4521 0.6748 0.040 Uiso 1 1 calc R . . . .
C13 C 0.3832(3) 0.53032(13) 0.74066(14) 0.0329(5) Uani 1 1 d . . . . .
H13A H 0.5039 0.5627 0.7245 0.039 Uiso 1 1 calc R . . . .
H13B H 0.3008 0.5747 0.7768 0.039 Uiso 1 1 calc R . . . .
C6 C 0.6160(3) 0.41543(14) 0.76226(14) 0.0297(5) Uani 1 1 d . . . . .
C5 C 0.6634(3) 0.33560(13) 0.80083(13) 0.0254(4) Uani 1 1 d . . . . .
C9 C 0.5800(3) 0.34100(12) 0.88904(12) 0.0228(4) Uani 1 1 d . . . . .
C4 C 0.6468(3) 0.28588(13) 0.94327(13) 0.0278(5) Uani 1 1 d . . . . .
H4 H 0.7575 0.2494 0.9273 0.033 Uiso 1 1 calc R . . . .
C3 C 0.5548(3) 0.28370(13) 1.01906(13) 0.0280(5) Uani 1 1 d . . . . .
H3A H 0.6047 0.2470 1.0554 0.034 Uiso 1 1 calc R . . . .
C2 C 0.3883(3) 0.33512(13) 1.04285(12) 0.0267(5) Uani 1 1 d . . . . .
C0AA C 0.3233(3) 0.39215(13) 0.99223(13) 0.0259(5) Uani 1 1 d . . . . .
H0AA H 0.2137 0.4291 1.0088 0.031 Uiso 1 1 calc R . . . .
C8 C 0.4211(3) 0.39488(12) 0.91613(12) 0.0234(4) Uani 1 1 d . . . . .
C7 C 0.3485(3) 0.45925(13) 0.86519(13) 0.0260(5) Uani 1 1 d . . . . .
C11 C 0.5546(3) 0.25478(14) 0.73685(13) 0.0362(5) Uani 1 1 d . . . . .
H11A H 0.5802 0.1998 0.7564 0.054 Uiso 1 1 calc GR . . . .
H11B H 0.6067 0.2507 0.6793 0.054 Uiso 1 1 calc GR . . . .
H11C H 0.4079 0.2626 0.7343 0.054 Uiso 1 1 calc GR . . . .
C12 C 0.8939(3) 0.32568(16) 0.80065(15) 0.0397(6) Uani 1 1 d . . . . .
H12A H 0.9627 0.3749 0.8437 0.060 Uiso 1 1 calc GR . . . .
H12B H 0.9413 0.3273 0.7433 0.060 Uiso 1 1 calc GR . . . .
H12C H 0.9249 0.2686 0.8148 0.060 Uiso 1 1 calc GR . . . .
C10 C 0.1147(3) 0.36526(16) 1.13690(14) 0.0412(6) Uani 1 1 d . . . . .
H10A H 0.1386 0.4304 1.1499 0.062 Uiso 1 1 calc GR . . . .
H10B H 0.0597 0.3467 1.1871 0.062 Uiso 1 1 calc GR . . . .
H10C H 0.0173 0.3468 1.0872 0.062 Uiso 1 1 calc GR . . . .
C1P C 0.5826(3) 1.01620(12) 0.58798(12) 0.0216(4) Uani 1 1 d . . . . .
H1PA H 0.7147 1.0483 0.5844 0.026 Uiso 1 1 calc R . . . .
H1PB H 0.5694 1.0108 0.6485 0.026 Uiso 1 1 calc R . . . .
N1P N 0.5770(3) 0.92524(10) 0.53032(10) 0.0199(4) Uani 1 1 d . . . . .
H1PC H 0.701(3) 0.8932(13) 0.5441(12) 0.024 Uiso 1 1 d R . . . .
C2P C 0.5887(3) 0.93119(13) 0.43810(12) 0.0221(4) Uani 1 1 d . . . . .
H2PA H 0.5798 0.8703 0.4008 0.026 Uiso 1 1 calc R . . . .
H2PB H 0.7210 0.9607 0.4299 0.026 Uiso 1 1 calc R . . . .
O1S O 0.4078(2) 0.11252(10) 0.26493(10) 0.0347(4) Uani 1 1 d . . . . .
H1S H 0.5176 0.1144 0.2942 0.052 Uiso 1 1 calc GR . . . .
C1S C 0.3851(4) 0.19572(18) 0.24237(19) 0.0570(8) Uani 1 1 d . . . . .
H1SA H 0.2428 0.2113 0.2471 0.085 Uiso 1 1 calc GR . . . .
H1SB H 0.4242 0.1917 0.1829 0.085 Uiso 1 1 calc GR . . . .
H1SC H 0.4724 0.2419 0.2815 0.085 Uiso 1 1 calc GR . . . .
H3 H -0.136(3) 0.9362(15) 0.7052(14) 0.039(7) Uiso 1 1 d . . . . .
H1PD H 0.461(3) 0.8944(15) 0.5381(14) 0.037(6) 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
S1 O4 1.4442(14) . ?
S1 O5 1.4502(15) . ?
S1 N2 1.6071(16) . ?
S1 C18 1.7729(19) . ?
O6 C21 1.258(2) . ?
O2 C6 1.219(2) . ?
O3 C7 1.220(2) . ?
O1 C2 1.373(2) . ?
O1 C10 1.426(2) . ?
N3 C22 1.460(2) . ?
N3 C21 1.352(2) . ?
N3 H3 0.90(2) . ?
N2 C21 1.372(2) . ?
N1 C13 1.484(2) . ?
N1 C6 1.399(3) . ?
N1 C7 1.394(3) . ?
C22 H22 1.0000 . ?
C22 C27 1.530(3) . ?
C22 C23 1.522(3) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C26 1.535(3) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C25 1.527(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C24 1.520(3) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C23 1.526(3) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C18 C19 1.381(3) . ?
C18 C17 1.383(3) . ?
C19 H19 0.9500 . ?
C19 C20 1.392(3) . ?
C20 H20 0.9500 . ?
C20 C15 1.392(3) . ?
C15 C16 1.386(3) . ?
C15 C14 1.514(3) . ?
C16 H16 0.9500 . ?
C16 C17 1.393(3) . ?
C17 H17 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.527(3) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C6 C5 1.524(3) . ?
C5 C9 1.513(3) . ?
C5 C11 1.547(3) . ?
C5 C12 1.534(3) . ?
C9 C4 1.405(3) . ?
C9 C8 1.390(3) . ?
C4 H4 0.9500 . ?
C4 C3 1.376(3) . ?
C3 H3A 0.9500 . ?
C3 C2 1.399(3) . ?
C2 C0AA 1.382(3) . ?
C0AA H0AA 0.9500 . ?
C0AA C8 1.401(3) . ?
C8 C7 1.490(3) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C1P H1PA 0.9900 . ?
C1P H1PB 0.9900 . ?
C1P N1P 1.492(2) . ?
C1P C2P 1.514(3) 2_676 ?
N1P H1PC 1.011(19) . ?
N1P C2P 1.493(2) . ?
N1P H1PD 0.91(2) . ?
C2P C1P 1.514(3) 2_676 ?
C2P H2PA 0.9900 . ?
C2P H2PB 0.9900 . ?
O1S H1S 0.8400 . ?
O1S C1S 1.412(3) . ?
C1S H1SA 0.9800 . ?
C1S H1SB 0.9800 . ?
C1S H1SC 0.9800 . ?

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
O4 S1 O5 116.49(9) . . ?
O4 S1 N2 105.11(8) . . ?
O4 S1 C18 108.41(9) . . ?
O5 S1 N2 113.39(9) . . ?
O5 S1 C18 107.30(9) . . ?
N2 S1 C18 105.54(9) . . ?
C2 O1 C10 117.03(16) . . ?
C22 N3 H3 116.6(14) . . ?
C21 N3 C22 122.57(17) . . ?
C21 N3 H3 118.8(14) . . ?
C21 N2 S1 118.26(13) . . ?
C6 N1 C13 117.22(17) . . ?
C7 N1 C13 118.32(17) . . ?
C7 N1 C6 124.46(16) . . ?
N3 C22 H22 107.6 . . ?
N3 C22 C27 110.20(16) . . ?
N3 C22 C23 112.53(17) . . ?
C27 C22 H22 107.6 . . ?
C23 C22 H22 107.6 . . ?
C23 C22 C27 110.99(17) . . ?
C22 C27 H27A 109.7 . . ?
C22 C27 H27B 109.7 . . ?
C22 C27 C26 109.91(17) . . ?
H27A C27 H27B 108.2 . . ?
C26 C27 H27A 109.7 . . ?
C26 C27 H27B 109.7 . . ?
C27 C26 H26A 109.3 . . ?
C27 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?
C25 C26 C27 111.6(2) . . ?
C25 C26 H26A 109.3 . . ?
C25 C26 H26B 109.3 . . ?
C26 C25 H25A 109.4 . . ?
C26 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
C24 C25 C26 111.22(19) . . ?
C24 C25 H25A 109.4 . . ?
C24 C25 H25B 109.4 . . ?
C25 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
C25 C24 C23 111.56(19) . . ?
H24A C24 H24B 108.0 . . ?
C23 C24 H24A 109.3 . . ?
C23 C24 H24B 109.3 . . ?
C22 C23 C24 110.86(18) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
H23A C23 H23B 108.1 . . ?
O6 C21 N3 120.90(17) . . ?
O6 C21 N2 124.96(17) . . ?
N3 C21 N2 114.11(16) . . ?
C19 C18 S1 118.24(14) . . ?
C19 C18 C17 120.16(17) . . ?
C17 C18 S1 121.55(15) . . ?
C18 C19 H19 119.8 . . ?
C18 C19 C20 120.33(18) . . ?
C20 C19 H19 119.8 . . ?
C19 C20 H20 119.8 . . ?
C15 C20 C19 120.30(19) . . ?
C15 C20 H20 119.8 . . ?
C20 C15 C14 120.55(19) . . ?
C16 C15 C20 118.49(18) . . ?
C16 C15 C14 120.87(18) . . ?
C15 C16 H16 119.2 . . ?
C15 C16 C17 121.52(18) . . ?
C17 C16 H16 119.2 . . ?
C18 C17 C16 119.16(18) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C15 C14 H14A 109.7 . . ?
C15 C14 H14B 109.7 . . ?
C15 C14 C13 109.87(17) . . ?
H14A C14 H14B 108.2 . . ?
C13 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
N1 C13 C14 111.60(16) . . ?
N1 C13 H13A 109.3 . . ?
N1 C13 H13B 109.3 . . ?
C14 C13 H13A 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
O2 C6 N1 119.33(18) . . ?
O2 C6 C5 121.63(19) . . ?
N1 C6 C5 118.86(18) . . ?
C6 C5 C11 104.13(16) . . ?
C6 C5 C12 108.23(17) . . ?
C9 C5 C6 113.25(16) . . ?
C9 C5 C11 108.63(17) . . ?
C9 C5 C12 112.90(16) . . ?
C12 C5 C11 109.29(18) . . ?
C4 C9 C5 121.41(17) . . ?
C8 C9 C5 121.02(17) . . ?
C8 C9 C4 117.31(18) . . ?
C9 C4 H4 119.4 . . ?
C3 C4 C9 121.26(18) . . ?
C3 C4 H4 119.4 . . ?
C4 C3 H3A 119.8 . . ?
C4 C3 C2 120.41(18) . . ?
C2 C3 H3A 119.8 . . ?
O1 C2 C3 115.50(17) . . ?
O1 C2 C0AA 124.90(18) . . ?
C0AA C2 C3 119.60(19) . . ?
C2 C0AA H0AA 120.4 . . ?
C2 C0AA C8 119.21(18) . . ?
C8 C0AA H0AA 120.4 . . ?
C9 C8 C0AA 122.07(17) . . ?
C9 C8 C7 120.94(18) . . ?
C0AA C8 C7 116.98(17) . . ?
O3 C7 N1 120.50(18) . . ?
O3 C7 C8 122.03(19) . . ?
N1 C7 C8 117.46(17) . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
H1PA C1P H1PB 108.1 . . ?
N1P C1P H1PA 109.6 . . ?
N1P C1P H1PB 109.6 . . ?
N1P C1P C2P 110.44(15) . 2_676 ?
C2P C1P H1PA 109.6 2_676 . ?
C2P C1P H1PB 109.6 2_676 . ?
C1P N1P H1PC 109.7(11) . . ?
C1P N1P C2P 110.82(15) . . ?
C1P N1P H1PD 109.0(14) . . ?
H1PC N1P H1PD 110.6(18) . . ?
C2P N1P H1PC 106.0(11) . . ?
C2P N1P H1PD 110.7(14) . . ?
C1P C2P H2PA 109.5 2_676 . ?
C1P C2P H2PB 109.5 2_676 . ?
N1P C2P C1P 110.61(15) . 2_676 ?
N1P C2P H2PA 109.5 . . ?
N1P C2P H2PB 109.5 . . ?
H2PA C2P H2PB 108.1 . . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1SA 109.5 . . ?
O1S C1S H1SB 109.5 . . ?
O1S C1S H1SC 109.5 . . ?
H1SA C1S H1SB 109.5 . . ?
H1SA C1S H1SC 109.5 . . ?
H1SB C1S H1SC 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C1P H1PA O5 0.99 2.38 3.155(2) 134.8 2_676
N1P H1PC N2 1.011(19) 1.747(19) 2.749(2) 170.8(18) 1_655
O1S H1S O6 0.84 1.84 2.678(2) 171.1 2_666
N3 H3 O1S 0.90(2) 2.02(2) 2.888(2) 161(2) 2_566
N1P H1PD O6 0.91(2) 1.99(2) 2.760(2) 142.3(19) .

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
S1 N2 C21 O6 9.5(2) . . . . ?
S1 N2 C21 N3 -172.39(13) . . . . ?
S1 C18 C19 C20 -175.62(15) . . . . ?
S1 C18 C17 C16 175.45(15) . . . . ?
O4 S1 N2 C21 178.26(14) . . . . ?
O4 S1 C18 C19 -53.72(18) . . . . ?
O4 S1 C18 C17 129.02(16) . . . . ?
O5 S1 N2 C21 -53.40(16) . . . . ?
O5 S1 C18 C19 179.70(15) . . . . ?
O5 S1 C18 C17 2.43(18) . . . . ?
O2 C6 C5 C9 162.28(19) . . . . ?
O2 C6 C5 C11 -79.9(2) . . . . ?
O2 C6 C5 C12 36.3(3) . . . . ?
O1 C2 C0AA C8 -178.03(18) . . . . ?
N3 C22 C27 C26 -177.46(18) . . . . ?
N3 C22 C23 C24 178.73(17) . . . . ?
N2 S1 C18 C19 58.48(17) . . . . ?
N2 S1 C18 C17 -118.79(17) . . . . ?
N1 C6 C5 C9 -22.8(3) . . . . ?
N1 C6 C5 C11 95.1(2) . . . . ?
N1 C6 C5 C12 -148.73(18) . . . . ?
C22 N3 C21 O6 0.0(3) . . . . ?
C22 N3 C21 N2 -178.21(16) . . . . ?
C22 C27 C26 C25 -56.1(3) . . . . ?
C27 C22 C23 C24 -57.2(2) . . . . ?
C27 C26 C25 C24 55.0(3) . . . . ?
C26 C25 C24 C23 -54.5(3) . . . . ?
C25 C24 C23 C22 55.7(3) . . . . ?
C23 C22 C27 C26 57.2(2) . . . . ?
C21 N3 C22 C27 143.30(19) . . . . ?
C21 N3 C22 C23 -92.2(2) . . . . ?
C18 S1 N2 C21 63.77(16) . . . . ?
C18 C19 C20 C15 0.1(3) . . . . ?
C19 C18 C17 C16 -1.8(3) . . . . ?
C19 C20 C15 C16 -1.7(3) . . . . ?
C19 C20 C15 C14 174.98(19) . . . . ?
C20 C15 C16 C17 1.6(3) . . . . ?
C20 C15 C14 C13 -104.1(2) . . . . ?
C15 C16 C17 C18 0.1(3) . . . . ?
C15 C14 C13 N1 -179.59(17) . . . . ?
C16 C15 C14 C13 72.5(3) . . . . ?
C17 C18 C19 C20 1.7(3) . . . . ?
C14 C15 C16 C17 -175.04(19) . . . . ?
C13 N1 C6 O2 7.3(3) . . . . ?
C13 N1 C6 C5 -167.76(17) . . . . ?
C13 N1 C7 O3 0.0(3) . . . . ?
C13 N1 C7 C8 -178.92(16) . . . . ?
C6 N1 C13 C14 78.1(2) . . . . ?
C6 N1 C7 O3 178.89(18) . . . . ?
C6 N1 C7 C8 0.0(3) . . . . ?
C6 C5 C9 C4 -164.87(18) . . . . ?
C6 C5 C9 C8 21.1(3) . . . . ?
C5 C9 C4 C3 -172.61(19) . . . . ?
C5 C9 C8 C0AA 171.35(18) . . . . ?
C5 C9 C8 C7 -9.3(3) . . . . ?
C9 C4 C3 C2 1.6(3) . . . . ?
C9 C8 C7 O3 178.89(18) . . . . ?
C9 C8 C7 N1 -2.2(3) . . . . ?
C4 C9 C8 C0AA -2.9(3) . . . . ?
C4 C9 C8 C7 176.45(17) . . . . ?
C4 C3 C2 O1 176.73(18) . . . . ?
C4 C3 C2 C0AA -3.6(3) . . . . ?
C3 C2 C0AA C8 2.4(3) . . . . ?
C2 C0AA C8 C9 1.0(3) . . . . ?
C2 C0AA C8 C7 -178.45(18) . . . . ?
C0AA C8 C7 O3 -1.7(3) . . . . ?
C0AA C8 C7 N1 177.17(17) . . . . ?
C8 C9 C4 C3 1.7(3) . . . . ?
C7 N1 C13 C14 -102.9(2) . . . . ?
C7 N1 C6 O2 -171.62(19) . . . . ?
C7 N1 C6 C5 13.3(3) . . . . ?
C11 C5 C9 C4 80.0(2) . . . . ?
C11 C5 C9 C8 -94.1(2) . . . . ?
C12 C5 C9 C4 -41.4(3) . . . . ?
C12 C5 C9 C8 144.53(19) . . . . ?
C10 O1 C2 C3 -171.04(18) . . . . ?
C10 O1 C2 C0AA 9.3(3) . . . . ?
C1P N1P C2P C1P -57.2(2) . . . 2_676 ?
C2P C1P N1P C2P 57.1(2) 2_676 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_shelxl_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1853319'
_audit_update_record             
;
2018-10-29 deposited with the CCDC.
2019-01-25 downloaded from the CCDC.
;
_audit_creation_date             2018-07-04
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        gliquidone
_chemical_formula_moiety         'C27 H32 N3 O6 S, C2 H6 N, C4 H10 O'
_chemical_formula_sum            'C33 H48 N4 O7 S'
_chemical_formula_weight         644.81
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   6.5593(13)
_cell_length_b                   16.171(3)
_cell_length_c                   16.454(3)
_cell_angle_alpha                74.56(3)
_cell_angle_beta                 89.11(3)
_cell_angle_gamma                86.78(3)
_cell_volume                     1679.7(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3739
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9223
_cell_measurement_theta_min      2.0625
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    0.149
_exptl_absorpt_correction_T_max  0.9853
_exptl_absorpt_correction_T_min  0.9568
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0914
_diffrn_reflns_av_unetI/netI     0.1331
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16055
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        24.998
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_min         2.062
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3088
_reflns_number_total             5852
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.878
_refine_diff_density_min         -0.327
_refine_diff_density_rms         0.095
_refine_ls_extinction_coef       0.016(2)
_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   0.940
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     424
_refine_ls_number_reflns         5852
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1237
_refine_ls_R_factor_gt           0.0835
_refine_ls_restrained_S_all      0.940
_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)+(0.1132P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1953
_refine_ls_wR_factor_ref         0.2132
_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, All N(H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C22(H22), C2S(H2S)
2.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C26(H26A,H26B), C25(H25A,H25B), C24(H24A,H24B), C23(H23A,
 H23B), C14(H14A,H14B), C13(H13A,H13B), C1P(H1PC,H1PD), C2P(H2PA,H2PB),
 C1S(H1SA,H1SB)
2.c Aromatic/amide H refined with riding coordinates:
 C19(H19), C20(H20), C16(H16), C17(H17), C4(H4), C3(H3A), C1(H1)
2.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C11(H11A,H11B,H11C), C10(H10A,H10B,H10C), C3S(H3SA,H3SB,
 H3SC), C4S(H4SA,H4SB,H4SC)
2.e Idealised tetrahedral OH refined as rotating group:
 O1S(H1S)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 1.00062(16) 0.29884(7) 0.99549(6) 0.0219(3) Uani 1 1 d . . . . .
O6 O 0.7701(4) 0.41358(18) 0.85815(16) 0.0244(7) Uani 1 1 d . . . . .
O5 O 0.8221(4) 0.33059(18) 1.03348(17) 0.0268(7) Uani 1 1 d . . . . .
O4 O 1.1714(5) 0.26632(18) 1.05025(17) 0.0293(8) Uani 1 1 d . . . . .
O2 O 0.3072(5) -0.0486(2) 0.8328(2) 0.0405(9) Uani 1 1 d . . . . .
O3 O 0.8164(5) 0.0086(2) 0.64010(19) 0.0366(8) Uani 1 1 d . . . . .
O1 O 0.6244(5) -0.1360(2) 0.41359(17) 0.0332(8) Uani 1 1 d . . . . .
N3 N 1.0579(6) 0.4616(2) 0.7867(2) 0.0265(9) Uani 1 1 d . . . . .
H3 H 1.187(7) 0.450(3) 0.780(3) 0.040 Uiso 1 1 d R . . . .
N2 N 1.0919(5) 0.3679(2) 0.9169(2) 0.0224(8) Uani 1 1 d . . . . .
N1 N 0.5685(6) -0.0240(2) 0.7403(2) 0.0264(9) Uani 1 1 d . . . . .
C27 C 1.0634(8) 0.5215(3) 0.6329(3) 0.0342(11) Uani 1 1 d . . . . .
H27A H 1.0795 0.4626 0.6258 0.041 Uiso 1 1 calc R . . . .
H27B H 1.2014 0.5426 0.6354 0.041 Uiso 1 1 calc R . . . .
C26 C 0.9477(8) 0.5800(3) 0.5572(3) 0.0363(12) Uani 1 1 d . . . . .
H26A H 1.0283 0.5826 0.5052 0.044 Uiso 1 1 calc R . . . .
H26B H 0.8158 0.5553 0.5511 0.044 Uiso 1 1 calc R . . . .
C25 C 0.9086(8) 0.6693(3) 0.5670(3) 0.0380(12) Uani 1 1 d . . . . .
H25A H 0.8226 0.7036 0.5197 0.046 Uiso 1 1 calc R . . . .
H25B H 1.0400 0.6971 0.5646 0.046 Uiso 1 1 calc R . . . .
C24 C 0.8024(9) 0.6686(3) 0.6499(3) 0.0517(16) Uani 1 1 d . . . . .
H24A H 0.6629 0.6484 0.6490 0.062 Uiso 1 1 calc R . . . .
H24B H 0.7900 0.7278 0.6563 0.062 Uiso 1 1 calc R . . . .
C23 C 0.9204(9) 0.6099(3) 0.7254(3) 0.0398(13) Uani 1 1 d . . . . .
H23A H 1.0549 0.6332 0.7299 0.048 Uiso 1 1 calc R . . . .
H23B H 0.8436 0.6082 0.7780 0.048 Uiso 1 1 calc R . . . .
C22 C 0.9508(7) 0.5196(3) 0.7144(2) 0.0249(10) Uani 1 1 d . . . . .
H22 H 0.8130 0.4973 0.7108 0.030 Uiso 1 1 calc R . . . .
C21 C 0.9616(6) 0.4135(2) 0.8546(2) 0.0187(9) Uani 1 1 d . . . . .
C18 C 0.9226(7) 0.2126(2) 0.9573(2) 0.0228(10) Uani 1 1 d . . . . .
C19 C 1.0688(7) 0.1698(3) 0.9193(3) 0.0364(12) Uani 1 1 d . . . . .
H19 H 1.2048 0.1879 0.9127 0.044 Uiso 1 1 calc R . . . .
C20 C 1.0157(8) 0.1009(3) 0.8912(3) 0.0360(12) Uani 1 1 d . . . . .
H20 H 1.1169 0.0710 0.8664 0.043 Uiso 1 1 calc R . . . .
C15 C 0.8158(7) 0.0745(3) 0.8987(3) 0.0299(11) Uani 1 1 d . . . . .
C16 C 0.6741(7) 0.1176(3) 0.9375(3) 0.0326(11) Uani 1 1 d . . . . .
H16 H 0.5384 0.0992 0.9447 0.039 Uiso 1 1 calc R . . . .
C17 C 0.7239(7) 0.1875(3) 0.9666(3) 0.0279(10) Uani 1 1 d . . . . .
H17 H 0.6236 0.2171 0.9922 0.034 Uiso 1 1 calc R . . . .
C14 C 0.7555(8) 0.0029(3) 0.8616(3) 0.0349(12) Uani 1 1 d . . . . .
H14A H 0.6695 -0.0369 0.9023 0.042 Uiso 1 1 calc R . . . .
H14B H 0.8792 -0.0300 0.8500 0.042 Uiso 1 1 calc R . . . .
C13 C 0.6373(8) 0.0419(3) 0.7801(3) 0.0318(11) Uani 1 1 d . . . . .
H13A H 0.5167 0.0763 0.7923 0.038 Uiso 1 1 calc R . . . .
H13B H 0.7253 0.0812 0.7399 0.038 Uiso 1 1 calc R . . . .
C6 C 0.3988(7) -0.0675(3) 0.7752(3) 0.0284(11) Uani 1 1 d . . . . .
C5 C 0.3440(7) -0.1448(2) 0.7447(2) 0.0223(10) Uani 1 1 d . . . . .
C9 C 0.4080(6) -0.1343(3) 0.6533(2) 0.0236(10) Uani 1 1 d . . . . .
C4 C 0.3127(7) -0.1783(3) 0.6024(3) 0.0305(11) Uani 1 1 d . . . . .
H4 H 0.1969 -0.2103 0.6230 0.037 Uiso 1 1 calc R . . . .
C3 C 0.3874(7) -0.1750(3) 0.5223(3) 0.0315(11) Uani 1 1 d . . . . .
H3A H 0.3180 -0.2027 0.4875 0.038 Uiso 1 1 calc R . . . .
C2 C 0.5619(7) -0.1321(3) 0.4922(3) 0.0259(10) Uani 1 1 d . . . . .
C1 C 0.6535(6) -0.0863(3) 0.5408(3) 0.0246(10) Uani 1 1 d . . . . .
H1 H 0.7701 -0.0548 0.5204 0.029 Uiso 1 1 calc R . . . .
C8 C 0.5726(6) -0.0869(3) 0.6200(2) 0.0230(10) Uani 1 1 d . . . . .
C7 C 0.6668(7) -0.0314(3) 0.6661(3) 0.0252(10) Uani 1 1 d . . . . .
C12 C 0.1166(7) -0.1597(3) 0.7614(3) 0.0325(11) Uani 1 1 d . . . . .
H12A H 0.0346 -0.1145 0.7218 0.049 Uiso 1 1 calc GR . . . .
H12B H 0.0832 -0.1584 0.8193 0.049 Uiso 1 1 calc GR . . . .
H12C H 0.0866 -0.2158 0.7536 0.049 Uiso 1 1 calc GR . . . .
C11 C 0.4734(8) -0.2218(3) 0.7995(3) 0.0340(11) Uani 1 1 d . . . . .
H11A H 0.4477 -0.2737 0.7821 0.051 Uiso 1 1 calc GR . . . .
H11B H 0.4359 -0.2302 0.8589 0.051 Uiso 1 1 calc GR . . . .
H11C H 0.6185 -0.2103 0.7921 0.051 Uiso 1 1 calc GR . . . .
C10 C 0.8153(7) -0.1020(3) 0.3853(3) 0.0376(12) Uani 1 1 d . . . . .
H10A H 0.8062 -0.0396 0.3773 0.056 Uiso 1 1 calc GR . . . .
H10B H 0.8512 -0.1147 0.3317 0.056 Uiso 1 1 calc GR . . . .
H10C H 0.9205 -0.1282 0.4274 0.056 Uiso 1 1 calc GR . . . .
N1P N 0.4426(6) 0.4323(2) -0.0360(2) 0.0208(8) Uani 1 1 d . . . . .
C1P C 0.4023(6) 0.4287(3) 0.0543(2) 0.0227(10) Uani 1 1 d . . . . .
H1PC H 0.4073 0.3680 0.0881 0.027 Uiso 1 1 calc R . . . .
H1PD H 0.2637 0.4542 0.0599 0.027 Uiso 1 1 calc R . . . .
C2P C 0.5570(7) 0.4766(3) 0.0879(2) 0.0237(10) Uani 1 1 d . . . . .
H2PA H 0.5239 0.4751 0.1472 0.028 Uiso 1 1 calc R . . . .
H2PB H 0.6945 0.4484 0.0867 0.028 Uiso 1 1 calc R . . . .
O1S O 0.4671(5) 0.4013(2) 0.7547(2) 0.0366(8) Uani 1 1 d . . . . .
H1S H 0.5752 0.4020 0.7811 0.055 Uiso 1 1 calc GR . . . .
C1S C 0.4455(8) 0.3168(3) 0.7448(3) 0.0456(14) Uani 1 1 d . . . . .
H1SA H 0.3002 0.3101 0.7339 0.055 Uiso 1 1 calc R . . . .
H1SB H 0.4844 0.2741 0.7983 0.055 Uiso 1 1 calc R . . . .
C2S C 0.5725(8) 0.2976(3) 0.6747(3) 0.0392(13) Uani 1 1 d . . . . .
H2S H 0.5346 0.2405 0.6686 0.047 Uiso 1 1 calc R . . . .
C3S C 0.7985(8) 0.2912(3) 0.6931(3) 0.0473(14) Uani 1 1 d . . . . .
H3SA H 0.8410 0.3467 0.6983 0.071 Uiso 1 1 calc GR . . . .
H3SB H 0.8741 0.2757 0.6470 0.071 Uiso 1 1 calc GR . . . .
H3SC H 0.8270 0.2471 0.7460 0.071 Uiso 1 1 calc GR . . . .
C4S C 0.5268(10) 0.3640(4) 0.5909(3) 0.0610(17) Uani 1 1 d . . . . .
H4SA H 0.3802 0.3669 0.5790 0.091 Uiso 1 1 calc GR . . . .
H4SB H 0.6035 0.3472 0.5457 0.091 Uiso 1 1 calc GR . . . .
H4SC H 0.5672 0.4204 0.5943 0.091 Uiso 1 1 calc GR . . . .
H1PA H 0.339(10) 0.402(4) -0.058(4) 0.08(2) Uiso 1 1 d . . . . .
H1PB H 0.581(7) 0.407(3) -0.041(2) 0.021(11) 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
S1 O5 1.451(3) . ?
S1 O4 1.434(3) . ?
S1 N2 1.600(3) . ?
S1 C18 1.778(4) . ?
O6 C21 1.256(5) . ?
O2 C6 1.212(5) . ?
O3 C7 1.215(5) . ?
O1 C2 1.367(5) . ?
O1 C10 1.418(5) . ?
N3 H3 0.87(5) . ?
N3 C22 1.464(5) . ?
N3 C21 1.350(5) . ?
N2 C21 1.371(5) . ?
N1 C13 1.483(5) . ?
N1 C6 1.384(6) . ?
N1 C7 1.403(5) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C26 1.530(6) . ?
C27 C22 1.516(6) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C25 1.504(6) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C24 1.518(7) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C23 1.537(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C22 1.521(6) . ?
C22 H22 1.0000 . ?
C18 C19 1.388(6) . ?
C18 C17 1.381(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.377(6) . ?
C20 H20 0.9500 . ?
C20 C15 1.396(7) . ?
C15 C16 1.381(6) . ?
C15 C14 1.517(6) . ?
C16 H16 0.9500 . ?
C16 C17 1.394(6) . ?
C17 H17 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.525(6) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C6 C5 1.527(6) . ?
C5 C9 1.523(6) . ?
C5 C12 1.533(6) . ?
C5 C11 1.546(6) . ?
C9 C4 1.408(6) . ?
C9 C8 1.380(6) . ?
C4 H4 0.9500 . ?
C4 C3 1.388(6) . ?
C3 H3A 0.9500 . ?
C3 C2 1.388(6) . ?
C2 C1 1.388(6) . ?
C1 H1 0.9500 . ?
C1 C8 1.398(6) . ?
C8 C7 1.482(6) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
N1P C1P 1.493(5) . ?
N1P C2P 1.494(5) 2_665 ?
N1P H1PA 0.99(7) . ?
N1P H1PB 0.98(4) . ?
C1P H1PC 0.9900 . ?
C1P H1PD 0.9900 . ?
C1P C2P 1.507(6) . ?
C2P N1P 1.494(5) 2_665 ?
C2P H2PA 0.9900 . ?
C2P H2PB 0.9900 . ?
O1S H1S 0.8400 . ?
O1S C1S 1.434(6) . ?
C1S H1SA 0.9900 . ?
C1S H1SB 0.9900 . ?
C1S C2S 1.501(7) . ?
C2S H2S 1.0000 . ?
C2S C3S 1.510(7) . ?
C2S C4S 1.528(7) . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?
C4S H4SA 0.9800 . ?
C4S H4SB 0.9800 . ?
C4S H4SC 0.9800 . ?

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
O5 S1 N2 114.25(18) . . ?
O5 S1 C18 106.8(2) . . ?
O4 S1 O5 116.29(18) . . ?
O4 S1 N2 105.01(19) . . ?
O4 S1 C18 106.96(18) . . ?
N2 S1 C18 107.03(18) . . ?
C2 O1 C10 116.9(4) . . ?
C22 N3 H3 117(3) . . ?
C21 N3 H3 118(3) . . ?
C21 N3 C22 123.5(4) . . ?
C21 N2 S1 118.8(3) . . ?
C6 N1 C13 116.9(4) . . ?
C6 N1 C7 125.0(4) . . ?
C7 N1 C13 117.8(4) . . ?
H27A C27 H27B 108.0 . . ?
C26 C27 H27A 109.4 . . ?
C26 C27 H27B 109.4 . . ?
C22 C27 H27A 109.4 . . ?
C22 C27 H27B 109.4 . . ?
C22 C27 C26 111.0(4) . . ?
C27 C26 H26A 109.3 . . ?
C27 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?
C25 C26 C27 111.6(4) . . ?
C25 C26 H26A 109.3 . . ?
C25 C26 H26B 109.3 . . ?
C26 C25 H25A 109.3 . . ?
C26 C25 H25B 109.3 . . ?
C26 C25 C24 111.7(4) . . ?
H25A C25 H25B 107.9 . . ?
C24 C25 H25A 109.3 . . ?
C24 C25 H25B 109.3 . . ?
C25 C24 H24A 109.3 . . ?
C25 C24 H24B 109.3 . . ?
C25 C24 C23 111.5(4) . . ?
H24A C24 H24B 108.0 . . ?
C23 C24 H24A 109.3 . . ?
C23 C24 H24B 109.3 . . ?
C24 C23 H23A 109.6 . . ?
C24 C23 H23B 109.6 . . ?
H23A C23 H23B 108.1 . . ?
C22 C23 C24 110.2(4) . . ?
C22 C23 H23A 109.6 . . ?
C22 C23 H23B 109.6 . . ?
N3 C22 C27 111.1(3) . . ?
N3 C22 C23 111.4(3) . . ?
N3 C22 H22 108.0 . . ?
C27 C22 C23 110.2(4) . . ?
C27 C22 H22 108.0 . . ?
C23 C22 H22 108.0 . . ?
O6 C21 N3 121.2(4) . . ?
O6 C21 N2 125.2(4) . . ?
N3 C21 N2 113.6(4) . . ?
C19 C18 S1 118.0(3) . . ?
C17 C18 S1 121.3(3) . . ?
C17 C18 C19 120.8(4) . . ?
C18 C19 H19 120.2 . . ?
C20 C19 C18 119.7(5) . . ?
C20 C19 H19 120.2 . . ?
C19 C20 H20 119.5 . . ?
C19 C20 C15 121.1(4) . . ?
C15 C20 H20 119.5 . . ?
C20 C15 C14 120.6(4) . . ?
C16 C15 C20 118.0(4) . . ?
C16 C15 C14 121.4(4) . . ?
C15 C16 H16 119.0 . . ?
C15 C16 C17 122.0(4) . . ?
C17 C16 H16 119.0 . . ?
C18 C17 C16 118.4(4) . . ?
C18 C17 H17 120.8 . . ?
C16 C17 H17 120.8 . . ?
C15 C14 H14A 109.9 . . ?
C15 C14 H14B 109.9 . . ?
C15 C14 C13 109.1(4) . . ?
H14A C14 H14B 108.3 . . ?
C13 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
N1 C13 C14 112.8(3) . . ?
N1 C13 H13A 109.0 . . ?
N1 C13 H13B 109.0 . . ?
C14 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
O2 C6 N1 120.4(4) . . ?
O2 C6 C5 121.3(4) . . ?
N1 C6 C5 118.0(4) . . ?
C6 C5 C12 109.0(3) . . ?
C6 C5 C11 105.2(3) . . ?
C9 C5 C6 111.2(3) . . ?
C9 C5 C12 114.1(4) . . ?
C9 C5 C11 107.4(3) . . ?
C12 C5 C11 109.5(4) . . ?
C4 C9 C5 121.1(4) . . ?
C8 C9 C5 120.8(4) . . ?
C8 C9 C4 117.8(4) . . ?
C9 C4 H4 119.9 . . ?
C3 C4 C9 120.2(4) . . ?
C3 C4 H4 119.9 . . ?
C4 C3 H3A 119.5 . . ?
C2 C3 C4 121.1(4) . . ?
C2 C3 H3A 119.5 . . ?
O1 C2 C3 115.6(4) . . ?
O1 C2 C1 125.3(4) . . ?
C1 C2 C3 119.1(4) . . ?
C2 C1 H1 120.3 . . ?
C2 C1 C8 119.5(4) . . ?
C8 C1 H1 120.3 . . ?
C9 C8 C1 122.1(4) . . ?
C9 C8 C7 120.9(4) . . ?
C1 C8 C7 117.0(4) . . ?
O3 C7 N1 120.8(4) . . ?
O3 C7 C8 122.6(4) . . ?
N1 C7 C8 116.5(4) . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C1P N1P C2P 110.4(3) . 2_665 ?
C1P N1P H1PA 111(3) . . ?
C1P N1P H1PB 109(2) . . ?
C2P N1P H1PA 110(3) 2_665 . ?
C2P N1P H1PB 106(2) 2_665 . ?
H1PA N1P H1PB 111(4) . . ?
N1P C1P H1PC 109.4 . . ?
N1P C1P H1PD 109.4 . . ?
N1P C1P C2P 111.2(3) . . ?
H1PC C1P H1PD 108.0 . . ?
C2P C1P H1PC 109.4 . . ?
C2P C1P H1PD 109.4 . . ?
N1P C2P C1P 110.4(3) 2_665 . ?
N1P C2P H2PA 109.6 2_665 . ?
N1P C2P H2PB 109.6 2_665 . ?
C1P C2P H2PA 109.6 . . ?
C1P C2P H2PB 109.6 . . ?
H2PA C2P H2PB 108.1 . . ?
C1S O1S H1S 109.5 . . ?
O1S C1S H1SA 108.8 . . ?
O1S C1S H1SB 108.8 . . ?
O1S C1S C2S 113.7(4) . . ?
H1SA C1S H1SB 107.7 . . ?
C2S C1S H1SA 108.8 . . ?
C2S C1S H1SB 108.8 . . ?
C1S C2S H2S 107.5 . . ?
C1S C2S C3S 112.6(4) . . ?
C1S C2S C4S 111.3(4) . . ?
C3S C2S H2S 107.5 . . ?
C3S C2S C4S 110.0(5) . . ?
C4S C2S H2S 107.5 . . ?
C2S C3S H3SA 109.5 . . ?
C2S C3S H3SB 109.5 . . ?
C2S C3S H3SC 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?
C2S C4S H4SA 109.5 . . ?
C2S C4S H4SB 109.5 . . ?
C2S C4S H4SC 109.5 . . ?
H4SA C4S H4SB 109.5 . . ?
H4SA C4S H4SC 109.5 . . ?
H4SB C4S H4SC 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1S 0.87(5) 2.04(5) 2.892(5) 166(5) 1_655
C2P H2PB O5 0.99 2.40 3.165(5) 133.2 1_554
O1S H1S O6 0.84 1.87 2.687(4) 165.5 .
N1P H1PA N2 0.99(7) 1.83(7) 2.780(5) 161(5) 1_454
N1P H1PB O6 0.98(4) 2.04(4) 2.798(5) 132(3) 1_554
N1P H1PB O5 0.98(4) 2.14(4) 2.972(5) 142(3) 1_554

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
S1 N2 C21 O6 9.2(5) . . . . ?
S1 N2 C21 N3 -172.0(3) . . . . ?
S1 C18 C19 C20 178.0(4) . . . . ?
S1 C18 C17 C16 -178.0(3) . . . . ?
O5 S1 N2 C21 -48.6(3) . . . . ?
O5 S1 C18 C19 -178.7(3) . . . . ?
O5 S1 C18 C17 -0.1(4) . . . . ?
O4 S1 N2 C21 -177.1(3) . . . . ?
O4 S1 C18 C19 -53.5(4) . . . . ?
O4 S1 C18 C17 125.0(3) . . . . ?
O2 C6 C5 C9 155.4(4) . . . . ?
O2 C6 C5 C12 28.8(6) . . . . ?
O2 C6 C5 C11 -88.6(5) . . . . ?
O1 C2 C1 C8 179.2(4) . . . . ?
N2 S1 C18 C19 58.6(4) . . . . ?
N2 S1 C18 C17 -122.8(3) . . . . ?
N1 C6 C5 C9 -30.4(5) . . . . ?
N1 C6 C5 C12 -157.0(4) . . . . ?
N1 C6 C5 C11 85.6(4) . . . . ?
C27 C26 C25 C24 -53.7(6) . . . . ?
C26 C27 C22 N3 178.2(4) . . . . ?
C26 C27 C22 C23 -57.8(5) . . . . ?
C26 C25 C24 C23 54.1(6) . . . . ?
C25 C24 C23 C22 -56.0(6) . . . . ?
C24 C23 C22 N3 -178.4(4) . . . . ?
C24 C23 C22 C27 57.8(5) . . . . ?
C22 N3 C21 O6 2.6(6) . . . . ?
C22 N3 C21 N2 -176.2(3) . . . . ?
C22 C27 C26 C25 55.8(6) . . . . ?
C21 N3 C22 C27 -145.0(4) . . . . ?
C21 N3 C22 C23 91.7(5) . . . . ?
C18 S1 N2 C21 69.4(3) . . . . ?
C18 C19 C20 C15 1.4(7) . . . . ?
C19 C18 C17 C16 0.5(6) . . . . ?
C19 C20 C15 C16 -2.1(7) . . . . ?
C19 C20 C15 C14 175.4(4) . . . . ?
C20 C15 C16 C17 2.0(7) . . . . ?
C20 C15 C14 C13 -103.3(5) . . . . ?
C15 C16 C17 C18 -1.2(7) . . . . ?
C15 C14 C13 N1 -178.8(4) . . . . ?
C16 C15 C14 C13 74.0(6) . . . . ?
C17 C18 C19 C20 -0.6(7) . . . . ?
C14 C15 C16 C17 -175.4(4) . . . . ?
C13 N1 C6 O2 3.6(6) . . . . ?
C13 N1 C6 C5 -170.7(3) . . . . ?
C13 N1 C7 O3 7.3(6) . . . . ?
C13 N1 C7 C8 -170.0(3) . . . . ?
C6 N1 C13 C14 77.9(5) . . . . ?
C6 N1 C7 O3 -179.3(4) . . . . ?
C6 N1 C7 C8 3.4(6) . . . . ?
C6 C5 C9 C4 -156.5(4) . . . . ?
C6 C5 C9 C8 28.9(5) . . . . ?
C5 C9 C4 C3 -173.2(4) . . . . ?
C5 C9 C8 C1 170.5(4) . . . . ?
C5 C9 C8 C7 -11.9(6) . . . . ?
C9 C4 C3 C2 3.0(7) . . . . ?
C9 C8 C7 O3 177.2(4) . . . . ?
C9 C8 C7 N1 -5.6(6) . . . . ?
C4 C9 C8 C1 -4.3(6) . . . . ?
C4 C9 C8 C7 173.4(4) . . . . ?
C4 C3 C2 O1 177.8(4) . . . . ?
C4 C3 C2 C1 -4.9(7) . . . . ?
C3 C2 C1 C8 2.2(6) . . . . ?
C2 C1 C8 C9 2.4(6) . . . . ?
C2 C1 C8 C7 -175.3(4) . . . . ?
C1 C8 C7 O3 -5.1(6) . . . . ?
C1 C8 C7 N1 172.1(4) . . . . ?
C8 C9 C4 C3 1.6(6) . . . . ?
C7 N1 C13 C14 -108.2(4) . . . . ?
C7 N1 C6 O2 -169.9(4) . . . . ?
C7 N1 C6 C5 15.9(6) . . . . ?
C12 C5 C9 C4 -32.7(5) . . . . ?
C12 C5 C9 C8 152.7(4) . . . . ?
C11 C5 C9 C4 88.8(5) . . . . ?
C11 C5 C9 C8 -85.7(5) . . . . ?
C10 O1 C2 C3 -172.4(4) . . . . ?
C10 O1 C2 C1 10.5(6) . . . . ?
N1P C1P C2P N1P 57.1(5) . . . 2_665 ?
C2P N1P C1P C2P -57.1(5) 2_665 . . . ?
O1S C1S C2S C3S 68.3(5) . . . . ?
O1S C1S C2S C4S -55.8(6) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_shelxl_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 1853318'
_audit_update_record             
;
2018-10-29 deposited with the CCDC.
2019-01-25 downloaded from the CCDC.
;
_audit_creation_date             2018-07-04
_audit_creation_method           
;
Olex2 1.2-beta
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5335)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        gliquidone
_chemical_formula_moiety         'C27 H32 N3 O6 S, C2 H6 N, C3 H8 O'
_chemical_formula_sum            'C32 H46 N4 O7 S'
_chemical_formula_weight         630.79
_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 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   6.5017(13)
_cell_length_b                   16.269(3)
_cell_length_c                   16.495(3)
_cell_angle_alpha                105.54(3)
_cell_angle_beta                 90.98(3)
_cell_angle_gamma                93.01(3)
_cell_volume                     1677.7(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3428
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.8426
_cell_measurement_theta_min      1.5617
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.147
_exptl_absorpt_correction_T_max  0.9826
_exptl_absorpt_correction_T_min  0.9712
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            white
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.249
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0857
_diffrn_reflns_av_unetI/netI     0.0971
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            16270
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.058
_diffrn_ambient_temperature      113.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_diffrn_source                   ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3915
_reflns_number_total             5904
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_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-97 (Sheldrick, 2008)'
_refine_diff_density_max         0.289
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     413
_refine_ls_number_reflns         5904
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1093
_refine_ls_R_factor_gt           0.0694
_refine_ls_restrained_S_all      1.048
_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)+(0.0675P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1415
_refine_ls_wR_factor_ref         0.1617
_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:
 C22(H22), C1S(H1SA)
2.b Secondary CH2 refined with riding coordinates:
 C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B), C26(H26A,H26B), C27(H27A,
 H27B), C14(H14A,H14B), C13(H13A,H13B), C1P(H1PC,H1PD), C2P(H2PA,H2PB)
2.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C16(H16), C20(H20), C19(H19), C1(H1), C3(H3A), C4(H4)
2.d Idealised Me refined as rotating group:
 C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C12(H12A,H12B,H12C), C2S(H2SA,H2SB,
 H2SC), C3S(H3SA,H3SB,H3SC)
2.e Idealised tetrahedral OH refined as rotating group:
 O1S(H1S)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S 0.99909(12) 0.70143(5) 0.49407(5) 0.0231(2) Uani 1 1 d . . . . .
O6 O 0.7602(3) 0.58323(14) 0.35697(13) 0.0284(6) Uani 1 1 d . . . . .
O5 O 0.8236(3) 0.66886(13) 0.53192(13) 0.0272(5) Uani 1 1 d . . . . .
O4 O 1.1762(3) 0.73419(14) 0.54977(13) 0.0295(6) Uani 1 1 d . . . . .
O3 O 0.7933(3) 0.98791(15) 0.14972(15) 0.0357(6) Uani 1 1 d . . . . .
O2 O 0.2706(4) 1.05307(16) 0.32906(16) 0.0415(6) Uani 1 1 d . . . . .
O1 O 0.6419(3) 1.13274(15) -0.08147(14) 0.0342(6) Uani 1 1 d . . . . .
N3 N 1.0446(4) 0.54270(18) 0.28355(17) 0.0288(7) Uani 1 1 d . . . . .
H3 H 1.166(5) 0.556(2) 0.277(2) 0.035 Uiso 1 1 d R . . . .
N2 N 1.0866(4) 0.63305(16) 0.41566(16) 0.0222(6) Uani 1 1 d . . . . .
N1 N 0.5370(4) 1.02356(16) 0.24257(17) 0.0280(7) Uani 1 1 d . . . . .
C22 C 0.9325(5) 0.4840(2) 0.2120(2) 0.0286(8) Uani 1 1 d . . . . .
H22 H 0.7919 0.5050 0.2079 0.034 Uiso 1 1 calc R . . . .
C23 C 0.9089(7) 0.3951(2) 0.2230(2) 0.0539(12) Uani 1 1 d . . . . .
H23A H 0.8381 0.3967 0.2760 0.065 Uiso 1 1 calc R . . . .
H23B H 1.0468 0.3731 0.2270 0.065 Uiso 1 1 calc R . . . .
C24 C 0.7840(8) 0.3348(3) 0.1485(2) 0.0662(14) Uani 1 1 d . . . . .
H24A H 0.7768 0.2763 0.1558 0.079 Uiso 1 1 calc R . . . .
H24B H 0.6417 0.3536 0.1484 0.079 Uiso 1 1 calc R . . . .
C25 C 0.8778(7) 0.3333(2) 0.0658(2) 0.0489(11) Uani 1 1 d . . . . .
H25A H 1.0090 0.3045 0.0616 0.059 Uiso 1 1 calc R . . . .
H25B H 0.7836 0.3000 0.0194 0.059 Uiso 1 1 calc R . . . .
C26 C 0.9181(8) 0.4215(3) 0.0559(2) 0.0687(15) Uani 1 1 d . . . . .
H26A H 0.7849 0.4460 0.0489 0.082 Uiso 1 1 calc R . . . .
H26B H 0.9961 0.4180 0.0042 0.082 Uiso 1 1 calc R . . . .
C27 C 1.0391(8) 0.4808(3) 0.1308(2) 0.0666(15) Uani 1 1 d . . . . .
H27A H 1.1790 0.4604 0.1338 0.080 Uiso 1 1 calc R . . . .
H27B H 1.0533 0.5391 0.1229 0.080 Uiso 1 1 calc R . . . .
C21 C 0.9522(5) 0.58704(19) 0.3526(2) 0.0231(7) Uani 1 1 d . . . . .
C18 C 0.9144(5) 0.78649(19) 0.4566(2) 0.0237(7) Uani 1 1 d . . . . .
C17 C 0.7164(5) 0.8148(2) 0.4693(2) 0.0306(8) Uani 1 1 d . . . . .
H17 H 0.6193 0.7872 0.4971 0.037 Uiso 1 1 calc R . . . .
C16 C 0.6621(5) 0.8838(2) 0.4409(2) 0.0340(9) Uani 1 1 d . . . . .
H16 H 0.5271 0.9034 0.4502 0.041 Uiso 1 1 calc R . . . .
C15 C 0.7993(5) 0.9251(2) 0.3995(2) 0.0311(8) Uani 1 1 d . . . . .
C20 C 0.9961(5) 0.8962(2) 0.3881(3) 0.0470(11) Uani 1 1 d . . . . .
H20 H 1.0932 0.9239 0.3602 0.056 Uiso 1 1 calc R . . . .
C19 C 1.0536(5) 0.8282(2) 0.4162(3) 0.0447(10) Uani 1 1 d . . . . .
H19 H 1.1897 0.8097 0.4079 0.054 Uiso 1 1 calc R . . . .
C14 C 0.7319(5) 0.9961(2) 0.3633(2) 0.0363(9) Uani 1 1 d . . . . .
H14A H 0.8545 1.0279 0.3495 0.044 Uiso 1 1 calc R . . . .
H14B H 0.6534 1.0367 0.4055 0.044 Uiso 1 1 calc R . . . .
C13 C 0.5975(5) 0.9581(2) 0.2842(2) 0.0341(9) Uani 1 1 d . . . . .
H13A H 0.6737 0.9146 0.2442 0.041 Uiso 1 1 calc R . . . .
H13B H 0.4719 0.9292 0.2992 0.041 Uiso 1 1 calc R . . . .
C7 C 0.6436(5) 1.0298(2) 0.1714(2) 0.0272(8) Uani 1 1 d . . . . .
C8 C 0.5624(5) 1.08652(19) 0.12329(19) 0.0228(7) Uani 1 1 d . . . . .
C1 C 0.6509(5) 1.0840(2) 0.0460(2) 0.0246(8) Uani 1 1 d . . . . .
H1 H 0.7660 1.0507 0.0286 0.030 Uiso 1 1 calc R . . . .
C2 C 0.5700(5) 1.1302(2) -0.0049(2) 0.0256(8) Uani 1 1 d . . . . .
C3 C 0.3981(5) 1.1776(2) 0.0210(2) 0.0320(8) Uani 1 1 d . . . . .
H3A H 0.3374 1.2074 -0.0146 0.038 Uiso 1 1 calc R . . . .
C4 C 0.3163(5) 1.1811(2) 0.0990(2) 0.0311(8) Uani 1 1 d . . . . .
H4 H 0.2022 1.2149 0.1167 0.037 Uiso 1 1 calc R . . . .
C9 C 0.3976(5) 1.13633(19) 0.15182(19) 0.0226(7) Uani 1 1 d . . . . .
C5 C 0.3262(5) 1.1473(2) 0.24066(19) 0.0241(7) Uani 1 1 d . . . . .
C6 C 0.3681(5) 1.0705(2) 0.2734(2) 0.0289(8) Uani 1 1 d . . . . .
C10 C 0.8353(5) 1.0964(2) -0.1040(2) 0.0375(9) Uani 1 1 d . . . . .
H10A H 0.9401 1.1235 -0.0603 0.056 Uiso 1 1 calc GR . . . .
H10B H 0.8762 1.1060 -0.1578 0.056 Uiso 1 1 calc GR . . . .
H10C H 0.8220 1.0349 -0.1095 0.056 Uiso 1 1 calc GR . . . .
C11 C 0.0974(5) 1.1657(2) 0.2509(2) 0.0356(9) Uani 1 1 d . . . . .
H11A H 0.0757 1.2221 0.2426 0.053 Uiso 1 1 calc GR . . . .
H11B H 0.0565 1.1647 0.3075 0.053 Uiso 1 1 calc GR . . . .
H11C H 0.0140 1.1220 0.2089 0.053 Uiso 1 1 calc GR . . . .
C12 C 0.4568(5) 1.2230(2) 0.2989(2) 0.0331(9) Uani 1 1 d . . . . .
H12A H 0.6029 1.2109 0.2950 0.050 Uiso 1 1 calc GR . . . .
H12B H 0.4147 1.2312 0.3572 0.050 Uiso 1 1 calc GR . . . .
H12C H 0.4356 1.2751 0.2815 0.050 Uiso 1 1 calc GR . . . .
N1P N 0.4394(4) 0.56688(16) 0.46409(16) 0.0207(6) Uani 1 1 d . . . . .
H1PA H 0.570(5) 0.5947(19) 0.4573(19) 0.025 Uiso 1 1 d R . . . .
C1P C 0.4090(5) 0.5718(2) 0.55462(19) 0.0238(7) Uani 1 1 d . . . . .
H1PC H 0.2694 0.5475 0.5612 0.029 Uiso 1 1 calc R . . . .
H1PD H 0.4190 0.6324 0.5879 0.029 Uiso 1 1 calc R . . . .
C2P C 0.5677(5) 0.52358(19) 0.58776(19) 0.0228(7) Uani 1 1 d . . . . .
H2PA H 0.7066 0.5509 0.5860 0.027 Uiso 1 1 calc R . . . .
H2PB H 0.5401 0.5255 0.6471 0.027 Uiso 1 1 calc R . . . .
O1S O 0.4595(3) 0.60621(17) 0.24929(17) 0.0423(7) Uani 1 1 d . . . . .
H1S H 0.5588 0.5965 0.2779 0.063 Uiso 1 1 calc GR . . . .
C2S C 0.6852(8) 0.6945(4) 0.1886(4) 0.102(2) Uani 1 1 d . . . . .
H2SA H 0.8022 0.6801 0.2194 0.153 Uiso 1 1 calc GR . . . .
H2SB H 0.7097 0.7525 0.1826 0.153 Uiso 1 1 calc GR . . . .
H2SC H 0.6696 0.6539 0.1327 0.153 Uiso 1 1 calc GR . . . .
C1S C 0.4926(6) 0.6900(3) 0.2362(3) 0.0521(11) Uani 1 1 d . . . . .
H1SA H 0.5123 0.7322 0.2927 0.062 Uiso 1 1 calc R . . . .
C3S C 0.3111(7) 0.7113(3) 0.1952(4) 0.0878(19) Uani 1 1 d . . . . .
H3SA H 0.2825 0.6683 0.1414 0.132 Uiso 1 1 calc GR . . . .
H3SB H 0.3356 0.7676 0.1852 0.132 Uiso 1 1 calc GR . . . .
H3SC H 0.1928 0.7122 0.2314 0.132 Uiso 1 1 calc GR . . . .
H1PB H 0.332(5) 0.597(2) 0.448(2) 0.042(10) 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
S1 O5 1.453(2) . ?
S1 O4 1.446(2) . ?
S1 N2 1.598(3) . ?
S1 C18 1.768(3) . ?
O6 C21 1.251(3) . ?
O3 C7 1.221(4) . ?
O2 C6 1.210(4) . ?
O1 C2 1.364(4) . ?
O1 C10 1.430(4) . ?
N3 H3 0.83(3) . ?
N3 C22 1.459(4) . ?
N3 C21 1.344(4) . ?
N2 C21 1.375(4) . ?
N1 C13 1.478(4) . ?
N1 C7 1.397(4) . ?
N1 C6 1.395(4) . ?
C22 H22 1.0000 . ?
C22 C23 1.506(5) . ?
C22 C27 1.508(5) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C23 C24 1.538(5) . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.500(6) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.496(6) . ?
C26 H26A 0.9900 . ?
C26 H26B 0.9900 . ?
C26 C27 1.525(5) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C18 C17 1.391(4) . ?
C18 C19 1.386(5) . ?
C17 H17 0.9500 . ?
C17 C16 1.386(5) . ?
C16 H16 0.9500 . ?
C16 C15 1.384(5) . ?
C15 C20 1.385(5) . ?
C15 C14 1.516(5) . ?
C20 H20 0.9500 . ?
C20 C19 1.376(5) . ?
C19 H19 0.9500 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C13 1.524(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C7 C8 1.480(5) . ?
C8 C1 1.399(4) . ?
C8 C9 1.389(4) . ?
C1 H1 0.9500 . ?
C1 C2 1.383(5) . ?
C2 C3 1.399(4) . ?
C3 H3A 0.9500 . ?
C3 C4 1.389(5) . ?
C4 H4 0.9500 . ?
C4 C9 1.390(5) . ?
C9 C5 1.512(4) . ?
C5 C6 1.524(5) . ?
C5 C11 1.536(4) . ?
C5 C12 1.546(4) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
N1P H1PA 0.97(3) . ?
N1P C1P 1.491(4) . ?
N1P C2P 1.489(4) 2_666 ?
N1P H1PB 0.95(4) . ?
C1P H1PC 0.9900 . ?
C1P H1PD 0.9900 . ?
C1P C2P 1.508(4) . ?
C2P N1P 1.489(4) 2_666 ?
C2P H2PA 0.9900 . ?
C2P H2PB 0.9900 . ?
O1S H1S 0.8400 . ?
O1S C1S 1.442(5) . ?
C2S H2SA 0.9800 . ?
C2S H2SB 0.9800 . ?
C2S H2SC 0.9800 . ?
C2S C1S 1.498(6) . ?
C1S H1SA 1.0000 . ?
C1S C3S 1.453(6) . ?
C3S H3SA 0.9800 . ?
C3S H3SB 0.9800 . ?
C3S H3SC 0.9800 . ?

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
O5 S1 N2 114.08(14) . . ?
O5 S1 C18 106.95(14) . . ?
O4 S1 O5 115.72(14) . . ?
O4 S1 N2 105.04(13) . . ?
O4 S1 C18 107.38(14) . . ?
N2 S1 C18 107.24(15) . . ?
C2 O1 C10 116.8(3) . . ?
C22 N3 H3 117(2) . . ?
C21 N3 H3 119(2) . . ?
C21 N3 C22 123.2(3) . . ?
C21 N2 S1 119.2(2) . . ?
C7 N1 C13 117.6(3) . . ?
C6 N1 C13 117.7(3) . . ?
C6 N1 C7 124.5(3) . . ?
N3 C22 H22 108.3 . . ?
N3 C22 C23 111.4(3) . . ?
N3 C22 C27 111.2(3) . . ?
C23 C22 H22 108.3 . . ?
C23 C22 C27 109.1(3) . . ?
C27 C22 H22 108.3 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 C24 110.8(3) . . ?
H23A C23 H23B 108.1 . . ?
C24 C23 H23A 109.5 . . ?
C24 C23 H23B 109.5 . . ?
C23 C24 H24A 109.2 . . ?
C23 C24 H24B 109.2 . . ?
H24A C24 H24B 107.9 . . ?
C25 C24 C23 112.0(3) . . ?
C25 C24 H24A 109.2 . . ?
C25 C24 H24B 109.2 . . ?
C24 C25 H25A 109.3 . . ?
C24 C25 H25B 109.3 . . ?
H25A C25 H25B 107.9 . . ?
C26 C25 C24 111.8(3) . . ?
C26 C25 H25A 109.3 . . ?
C26 C25 H25B 109.3 . . ?
C25 C26 H26A 109.0 . . ?
C25 C26 H26B 109.0 . . ?
C25 C26 C27 112.7(4) . . ?
H26A C26 H26B 107.8 . . ?
C27 C26 H26A 109.0 . . ?
C27 C26 H26B 109.0 . . ?
C22 C27 C26 111.0(4) . . ?
C22 C27 H27A 109.4 . . ?
C22 C27 H27B 109.4 . . ?
C26 C27 H27A 109.4 . . ?
C26 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?
O6 C21 N3 120.9(3) . . ?
O6 C21 N2 125.0(3) . . ?
N3 C21 N2 114.1(3) . . ?
C17 C18 S1 122.2(3) . . ?
C19 C18 S1 118.5(3) . . ?
C19 C18 C17 119.3(3) . . ?
C18 C17 H17 120.3 . . ?
C16 C17 C18 119.3(3) . . ?
C16 C17 H17 120.3 . . ?
C17 C16 H16 119.1 . . ?
C15 C16 C17 121.8(3) . . ?
C15 C16 H16 119.1 . . ?
C16 C15 C20 117.9(3) . . ?
C16 C15 C14 120.9(3) . . ?
C20 C15 C14 121.1(3) . . ?
C15 C20 H20 119.4 . . ?
C19 C20 C15 121.2(4) . . ?
C19 C20 H20 119.4 . . ?
C18 C19 H19 119.8 . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 H19 119.8 . . ?
C15 C14 H14A 109.8 . . ?
C15 C14 H14B 109.8 . . ?
C15 C14 C13 109.5(3) . . ?
H14A C14 H14B 108.2 . . ?
C13 C14 H14A 109.8 . . ?
C13 C14 H14B 109.8 . . ?
N1 C13 C14 112.4(3) . . ?
N1 C13 H13A 109.1 . . ?
N1 C13 H13B 109.1 . . ?
C14 C13 H13A 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
O3 C7 N1 120.5(3) . . ?
O3 C7 C8 122.5(3) . . ?
N1 C7 C8 117.0(3) . . ?
C1 C8 C7 117.1(3) . . ?
C9 C8 C7 121.0(3) . . ?
C9 C8 C1 121.8(3) . . ?
C8 C1 H1 120.2 . . ?
C2 C1 C8 119.7(3) . . ?
C2 C1 H1 120.2 . . ?
O1 C2 C1 125.2(3) . . ?
O1 C2 C3 115.4(3) . . ?
C1 C2 C3 119.3(3) . . ?
C2 C3 H3A 120.0 . . ?
C4 C3 C2 119.9(3) . . ?
C4 C3 H3A 120.0 . . ?
C3 C4 H4 119.2 . . ?
C3 C4 C9 121.6(3) . . ?
C9 C4 H4 119.2 . . ?
C8 C9 C4 117.6(3) . . ?
C8 C9 C5 120.0(3) . . ?
C4 C9 C5 122.1(3) . . ?
C9 C5 C6 112.2(3) . . ?
C9 C5 C11 113.5(3) . . ?
C9 C5 C12 107.8(3) . . ?
C6 C5 C11 109.1(3) . . ?
C6 C5 C12 105.3(3) . . ?
C11 C5 C12 108.7(3) . . ?
O2 C6 N1 119.4(3) . . ?
O2 C6 C5 122.5(3) . . ?
N1 C6 C5 117.9(3) . . ?
O1 C10 H10A 109.5 . . ?
O1 C10 H10B 109.5 . . ?
O1 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C5 C11 H11A 109.5 . . ?
C5 C11 H11B 109.5 . . ?
C5 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C5 C12 H12A 109.5 . . ?
C5 C12 H12B 109.5 . . ?
C5 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
H1PA N1P H1PB 109(3) . . ?
C1P N1P H1PA 110.3(18) . . ?
C1P N1P H1PB 106(2) . . ?
C2P N1P H1PA 109.1(18) 2_666 . ?
C2P N1P C1P 111.0(3) 2_666 . ?
C2P N1P H1PB 111(2) 2_666 . ?
N1P C1P H1PC 109.4 . . ?
N1P C1P H1PD 109.4 . . ?
N1P C1P C2P 111.2(3) . . ?
H1PC C1P H1PD 108.0 . . ?
C2P C1P H1PC 109.4 . . ?
C2P C1P H1PD 109.4 . . ?
N1P C2P C1P 110.0(2) 2_666 . ?
N1P C2P H2PA 109.7 2_666 . ?
N1P C2P H2PB 109.7 2_666 . ?
C1P C2P H2PA 109.7 . . ?
C1P C2P H2PB 109.7 . . ?
H2PA C2P H2PB 108.2 . . ?
C1S O1S H1S 109.5 . . ?
H2SA C2S H2SB 109.5 . . ?
H2SA C2S H2SC 109.5 . . ?
H2SB C2S H2SC 109.5 . . ?
C1S C2S H2SA 109.5 . . ?
C1S C2S H2SB 109.5 . . ?
C1S C2S H2SC 109.5 . . ?
O1S C1S C2S 110.2(4) . . ?
O1S C1S H1SA 107.8 . . ?
O1S C1S C3S 109.8(3) . . ?
C2S C1S H1SA 107.8 . . ?
C3S C1S C2S 113.1(4) . . ?
C3S C1S H1SA 107.8 . . ?
C1S C3S H3SA 109.5 . . ?
C1S C3S H3SB 109.5 . . ?
C1S C3S H3SC 109.5 . . ?
H3SA C3S H3SB 109.5 . . ?
H3SA C3S H3SC 109.5 . . ?
H3SB C3S H3SC 109.5 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1S 0.83(3) 2.14(3) 2.955(4) 170(4) 1_655
N1P H1PA O6 0.97(3) 2.06(3) 2.804(4) 133(2) .
N1P H1PA O5 0.97(3) 2.15(3) 2.953(3) 140(2) .
C2P H2PA O5 0.99 2.42 3.164(4) 131.7 .
O1S H1S O6 0.84 1.89 2.726(3) 171.2 .
N1P H1PB N2 0.95(4) 1.84(4) 2.778(4) 167(3) 1_455

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
S1 N2 C21 O6 -12.6(4) . . . . ?
S1 N2 C21 N3 169.1(2) . . . . ?
S1 C18 C17 C16 177.7(3) . . . . ?
S1 C18 C19 C20 -178.2(3) . . . . ?
O5 S1 N2 C21 49.2(3) . . . . ?
O5 S1 C18 C17 3.5(3) . . . . ?
O5 S1 C18 C19 -179.1(3) . . . . ?
O4 S1 N2 C21 176.9(2) . . . . ?
O4 S1 C18 C17 -121.3(3) . . . . ?
O4 S1 C18 C19 56.1(3) . . . . ?
O3 C7 C8 C1 6.5(4) . . . . ?
O3 C7 C8 C9 -177.0(3) . . . . ?
O1 C2 C3 C4 -178.3(3) . . . . ?
N3 C22 C23 C24 178.0(3) . . . . ?
N3 C22 C27 C26 -178.3(4) . . . . ?
N2 S1 C18 C17 126.3(3) . . . . ?
N2 S1 C18 C19 -56.3(3) . . . . ?
N1 C7 C8 C1 -171.5(3) . . . . ?
N1 C7 C8 C9 5.0(4) . . . . ?
C22 N3 C21 O6 -3.7(5) . . . . ?
C22 N3 C21 N2 174.7(3) . . . . ?
C22 C23 C24 C25 56.1(5) . . . . ?
C23 C22 C27 C26 58.3(5) . . . . ?
C23 C24 C25 C26 -51.6(6) . . . . ?
C24 C25 C26 C27 51.4(6) . . . . ?
C25 C26 C27 C22 -55.3(6) . . . . ?
C27 C22 C23 C24 -58.8(5) . . . . ?
C21 N3 C22 C23 -88.9(4) . . . . ?
C21 N3 C22 C27 149.2(4) . . . . ?
C18 S1 N2 C21 -69.0(3) . . . . ?
C18 C17 C16 C15 0.6(5) . . . . ?
C17 C18 C19 C20 -0.8(6) . . . . ?
C17 C16 C15 C20 -1.0(5) . . . . ?
C17 C16 C15 C14 175.4(3) . . . . ?
C16 C15 C20 C19 0.5(6) . . . . ?
C16 C15 C14 C13 -73.9(4) . . . . ?
C15 C20 C19 C18 0.3(6) . . . . ?
C15 C14 C13 N1 -176.4(3) . . . . ?
C20 C15 C14 C13 102.4(4) . . . . ?
C19 C18 C17 C16 0.3(5) . . . . ?
C14 C15 C20 C19 -175.9(4) . . . . ?
C13 N1 C7 O3 -6.6(4) . . . . ?
C13 N1 C7 C8 171.4(3) . . . . ?
C13 N1 C6 O2 -4.2(4) . . . . ?
C13 N1 C6 C5 170.2(3) . . . . ?
C7 N1 C13 C14 101.7(3) . . . . ?
C7 N1 C6 O2 170.9(3) . . . . ?
C7 N1 C6 C5 -14.6(4) . . . . ?
C7 C8 C1 C2 174.6(3) . . . . ?
C7 C8 C9 C4 -173.5(3) . . . . ?
C7 C8 C9 C5 12.5(4) . . . . ?
C8 C1 C2 O1 -179.8(3) . . . . ?
C8 C1 C2 C3 -1.1(5) . . . . ?
C8 C9 C5 C6 -28.9(4) . . . . ?
C8 C9 C5 C11 -153.1(3) . . . . ?
C8 C9 C5 C12 86.5(3) . . . . ?
C1 C8 C9 C4 2.9(4) . . . . ?
C1 C8 C9 C5 -171.2(3) . . . . ?
C1 C2 C3 C4 2.9(5) . . . . ?
C2 C3 C4 C9 -1.9(5) . . . . ?
C3 C4 C9 C8 -1.0(5) . . . . ?
C3 C4 C9 C5 172.9(3) . . . . ?
C4 C9 C5 C6 157.3(3) . . . . ?
C4 C9 C5 C11 33.1(4) . . . . ?
C4 C9 C5 C12 -87.2(4) . . . . ?
C9 C8 C1 C2 -1.8(5) . . . . ?
C9 C5 C6 O2 -156.1(3) . . . . ?
C9 C5 C6 N1 29.6(4) . . . . ?
C6 N1 C13 C14 -82.8(4) . . . . ?
C6 N1 C7 O3 178.2(3) . . . . ?
C6 N1 C7 C8 -3.7(4) . . . . ?
C10 O1 C2 C1 -10.9(5) . . . . ?
C10 O1 C2 C3 170.4(3) . . . . ?
C11 C5 C6 O2 -29.5(4) . . . . ?
C11 C5 C6 N1 156.2(3) . . . . ?
C12 C5 C6 O2 86.9(4) . . . . ?
C12 C5 C6 N1 -87.3(3) . . . . ?
N1P C1P C2P N1P -56.6(4) . . . 2_666 ?
C2P N1P C1P C2P 57.2(3) 2_666 . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_god-b05
_database_code_depnum_ccdc_archive 'CCDC 1861519'
_audit_update_record             
;
2018-12-24 deposited with the CCDC.
2019-01-25 downloaded from the CCDC.
;
_audit_creation_date             2018-12-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        gliquidone
_chemical_formula_moiety         'C27 H32 N3 O6 S, C2 H6 O, C2 H6 N'
_chemical_formula_sum            'C31 H44 N4 O7 S'
_chemical_formula_weight         616.76
_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      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                   6.38180(10)
_cell_length_b                   11.7984(2)
_cell_length_c                   22.1415(3)
_cell_angle_alpha                88.7720(10)
_cell_angle_beta                 84.4160(10)
_cell_angle_gamma                78.1010(10)
_cell_volume                     1623.58(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    20715
_cell_measurement_temperature    159.99(10)
_cell_measurement_theta_max      74.4650
_cell_measurement_theta_min      1.9750
_shelx_estimated_absorpt_T_max   0.938
_shelx_estimated_absorpt_T_min   0.828
_exptl_absorpt_coefficient_mu    1.306
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81848
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.45g (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    1.262
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             660
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            34065
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.668
_diffrn_reflns_theta_min         2.005
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      159.99(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     49.00  75.00   0.50    0.33    --   46.12  38.00 -30.00   52
  2  ω     88.00 116.00   0.50    0.33    --   46.12  38.00 -30.00   56
  3  ω     68.00 117.00   0.50    1.31    --  101.75 -20.00-128.39   98
  4  ω     77.00 118.00   0.50    1.31    --  101.75 -61.00-150.00   82
  5  ω     79.00 104.00   0.50    1.31    --  101.75 -94.00-180.00   50
  6  ω     79.00 113.00   0.50    1.31    --  101.75-125.00-150.00   68
  7  ω     66.00 108.00   0.50    1.31    --  101.75 -94.00-120.00   84
  8  ω     58.00 107.00   0.50    1.31    --  101.75 -94.00 -30.00   98
  9  ω     86.00 117.00   0.50    1.31    --  101.75-125.00  30.00   62
 10  ω     81.00 117.00   0.50    1.31    --  101.75-125.00  90.00   72
 11  ω     92.00 117.00   0.50    1.31    --  101.75-125.00 120.00   50
 12  ω     75.00 106.00   0.50    1.31    --  101.75 -94.00 150.00   62
 13  ω     80.00 114.00   0.50    1.31    --  101.75 -45.00  90.00   68
 14  ω     91.00 120.00   0.50    1.31    --  101.75 -15.00 150.00   58
 15  ω     87.00 131.00   0.50    1.31    --  101.75  30.00  90.00   88
 16  ω    140.00 165.00   0.50    1.31    --  101.75  30.00  90.00   50
 17  ω    122.00 148.00   0.50    1.31    --  101.75  61.00  90.00   52
 18  ω    102.00 144.00   0.50    1.31    --  101.75  77.00  90.00   84
 19  ω    100.00 126.00   0.50    1.31    --  101.75  45.00  90.00   52
 20  ω     90.00 166.00   0.50    1.31    --  101.75  45.00  30.00  152
 21  ω    138.00 174.00   0.50    1.31    --  101.75  45.00   0.00   72
 22  ω    104.00 129.00   0.50    1.31    --  101.75  86.00-156.00   50
 23  ω    103.00 152.00   0.50    1.31    --  101.75  61.00-180.00   98
 24  ω    125.00 150.00   0.50    1.31    --  101.75  30.00-180.00   50
 25  ω     88.00 116.00   0.50    1.31    --  101.75  45.00 -30.00   56
 26  ω     60.00  88.00   0.50    1.31    --  101.75 -34.00 -20.82   56
 27  ω     66.00 104.00   0.50    1.31    --  101.75 -45.00 -30.00   76
 28  ω     81.00 107.00   0.50    1.31    --  101.75 -94.00   0.00   52
 29  ω     65.00 115.00   0.50    1.31    --  101.75-125.00  60.00  100
 30  ω     55.00  80.00   0.50    1.31    --  101.75 -86.00  85.00   50
 31  ω     36.00  70.00   0.50    1.31    --  101.75 -94.00 150.00   68
 32  ω     41.00  67.00   0.50    1.31    --  101.75 -45.00  90.00   52
 33  ω     52.00  78.00   0.50    1.31    --  101.75 -15.00  90.00   52
 34  ω     84.00 164.00   0.50    1.31    --  101.75  15.00 150.00  160
 35  ω     84.00 116.00   0.50    1.31    --  101.75  61.00  90.00   64
 36  ω     87.00 113.00   0.50    1.31    --  101.75  30.00 150.00   52
 37  ω     84.00 163.00   0.50    1.31    --  101.75  61.00 150.00  158
 38  ω     63.00  89.00   0.50    1.31    --  101.75 -61.00 -60.00   52
 39  ω     45.00  71.00   0.50    1.31    --  101.75 -45.00-120.00   52
 40  ω     31.00 119.00   0.50    1.31    --  101.75 -62.00 -35.13  176
 41  ω     63.00  89.00   0.50    1.31    --  101.75 -94.00-150.00   52
 42  ω     59.00  95.00   0.50    1.31    --  101.75-125.00-120.00   72
 43  ω     46.00  95.00   0.50    1.31    --  101.75-125.00 -30.00   98
 44  ω     32.00  72.00   0.50    1.31    --  101.75 -30.00  30.00   80
 45  ω     30.00  98.00   0.50    1.31    --  101.75 -77.00 -30.00  136
 46  ω     28.00  64.00   0.50    1.31    --  101.75 -20.00-128.39   72
 47  ω     36.00  62.00   0.50    1.31    --  101.75 -61.00 -90.00   52
 48  ω     30.00  58.00   0.50    1.31    --  101.75 -45.00 -30.00   56
 49  ω     34.00 117.00   0.50    1.31    --  101.75-125.00 -90.00  166
 50  ω     29.00  61.00   0.50    1.31    --  101.75 -94.00-180.00   64
 51  ω     33.00 114.00   0.50    1.31    --  101.75-125.00-180.00  162
 52  ω     31.00 108.00   0.50    1.31    --  101.75 -45.00-180.00  154
 53  ω     30.00  56.00   0.50    1.31    --  101.75-125.00-150.00   52
 54  ω     -8.00  78.00   0.50    0.33    --   46.12 -99.00 -60.00  172
 55  ω     27.00  86.00   0.50    1.31    --  101.75 -30.00-150.00  118
 56  ω    -26.00  74.00   0.50    0.33    --   46.12 -86.00  85.00  200
 57  ω     33.00  61.00   0.50    1.31    --  101.75 -15.00 150.00   56
 58  ω    -74.00  27.00   0.50    0.33    --  -46.12  86.00-156.00  202
 59  ω    -61.00  28.00   0.50    0.33    --  -46.12  38.00 120.00  178
 60  ω   -113.00 -73.00   0.50    0.33    --  -46.12-125.00 -30.00   80
 61  ω   -117.00 -87.00   0.50    0.33    --  -46.12-125.00-150.00   60
 62  ω   -158.00 -99.00   0.50    1.31    -- -100.00 -86.00  85.00  118
 63  ω   -128.00 -27.00   0.50    1.31    -- -100.00  86.00-156.00  202
 64  ω   -127.00 -89.00   0.50    1.31    -- -100.00 139.00-143.68   76
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'ROD, Synergy Custom system, HyPix'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0046583000
_diffrn_orient_matrix_UB_12      -0.0917324000
_diffrn_orient_matrix_UB_13      0.0504152000
_diffrn_orient_matrix_UB_21      0.1848872000
_diffrn_orient_matrix_UB_22      -0.0832543000
_diffrn_orient_matrix_UB_23      -0.0362667000
_diffrn_orient_matrix_UB_31      0.1649516000
_diffrn_orient_matrix_UB_32      0.0496040000
_diffrn_orient_matrix_UB_33      0.0321002000
_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                6018
_reflns_number_total             6603
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.45g (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.45g (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         0.416
_refine_diff_density_min         -0.404
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0015(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     503
_refine_ls_number_reflns         6603
_refine_ls_number_restraints     451
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0468
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0665P)²+0.7213P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1272
_refine_ls_wR_factor_ref         0.1302
_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,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 C2A-C3A \\sim C3A-C4A \\sim C4A-C5A
 with sigma of 0.02
 C3A-C5A \\sim C2A-C4A
 with sigma of 0.04
 C21-C26A \\sim C21-C26
 with sigma of 0.02
 C22-C23A \\sim C22-C23
 with sigma of 0.02
 C23A-C24A \\sim C23-C24
 with sigma of 0.02
 C26A-C25A \\sim C26-C25
 with sigma of 0.02
 C25A-C24A \\sim C25-C24
 with sigma of 0.02
 C21-C25A \\sim C21-C25
 with sigma of 0.04
 C22-C24A \\sim C22-C24
 with sigma of 0.04
 C23A-C25A \\sim C23-C25
 with sigma of 0.04
 C26A-C24A \\sim C26-C24
 with sigma of 0.04
 C6A-C5A \\sim C4A-C3A \\sim C2A-C1A
 with sigma of 0.02
 C6-C5 \\sim C4-C3 \\sim C2-C1
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C2A \\sim C3A \\sim C4A \\sim C5A: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 C2A, C3A, C4A, C5A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Sof(H3A)=Sof(C23A)=Sof(H23A)=Sof(C24A)=Sof(H24A)=Sof(C25A)=Sof(C26A)=
 Sof(H26A)=Sof(C6A)=Sof(H6A)=Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(C2A)=Sof(H2AA)=
 Sof(H2AB)=Sof(C3A)=Sof(H3AA)=Sof(H3AB)=Sof(C4A)=Sof(H4AA)=Sof(H4AB)=Sof(C5A)=
 Sof(H5AA)=Sof(H5AB)=Sof(O1A)=Sof(C27A)=Sof(H27D)=Sof(H27E)=Sof(H27F)=1-FVAR(1)
 Sof(H3B)=Sof(C23)=Sof(H23)=Sof(C24)=Sof(H24)=Sof(C25)=Sof(C26)=Sof(H26)=
 Sof(C6)=Sof(H6)=Sof(C5)=Sof(H5A)=Sof(H5B)=Sof(C3)=Sof(H3C)=Sof(H3D)=Sof(C1)=
 Sof(H1A)=Sof(H1B)=Sof(C4)=Sof(H4A)=Sof(H4B)=Sof(C2)=Sof(H2A)=Sof(H2B)=Sof(O1)=
 Sof(C27)=Sof(H27A)=Sof(H27B)=Sof(H27C)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C6(H6), C6A(H6A)
6.b Secondary CH2 refined with riding coordinates:
 C29(H29A,H29B), C28(H28A,H28B), C15(H15A,H15B), C14(H14A,H14B), C30(H30A,
 H30B), C5(H5A,H5B), C3(H3C,H3D), C1(H1A,H1B), C4(H4A,H4B), C2(H2A,H2B),
 C1A(H1AA,H1AB), C2A(H2AA,H2AB), C3A(H3AA,H3AB), C4A(H4AA,H4AB), C5A(H5AA,H5AB)
6.c Aromatic/amide H refined with riding coordinates:
 N3(H3B), N3(H3A), C9(H9), C23A(H23A), C24A(H24A), C26A(H26A), C23(H23),
 C24(H24), C26(H26), C10(H10), C11(H11), C12(H12)
6.d Fitted hexagon refined as free rotating group:
 C21(C22,C23A,C24A,C25A,C26A)
6.e Idealised Me refined as rotating group:
 C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C31(H31A,H31B,H31C), C27(H27A,H27B,
 H27C), C27A(H27D,H27E,H27F)
;
_atom_sites_solution_hydrogens   mixed
_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
S1 S -0.14176(6) 0.61928(3) 0.86850(2) 0.02744(12) Uani 1 1 d . U . . .
O5 O -0.00820(19) 0.63827(10) 0.91495(5) 0.0327(3) Uani 1 1 d . U . . .
O4 O -0.34649(18) 0.69899(10) 0.86893(6) 0.0367(3) Uani 1 1 d . U . . .
O6 O 0.15905(18) 0.40174(10) 0.87665(5) 0.0348(3) Uani 1 1 d . U . . .
N2 N -0.1984(2) 0.49375(11) 0.87018(6) 0.0288(3) Uani 1 1 d . U . . .
O1S O 0.5149(2) 0.29907(14) 0.80532(8) 0.0526(4) Uani 1 1 d . U . . .
N4 N 0.4091(2) 0.50563(12) 0.94278(6) 0.0299(3) Uani 1 1 d . U . . .
N1 N 0.5079(2) 0.78985(13) 0.54829(6) 0.0356(3) Uani 1 1 d . U . . .
O3 O 0.2152(2) 0.93096(14) 0.53816(8) 0.0592(4) Uani 1 1 d . U . . .
O2 O 0.7961(3) 0.64751(16) 0.55920(7) 0.0652(5) Uani 1 1 d . U . . .
N3 N -0.0942(3) 0.29729(12) 0.86517(7) 0.0391(3) Uani 1 1 d . U . . .
H3B H -0.226224 0.297355 0.860209 0.047 Uiso 0.759(3) 1 calc R . P A 2
H3A H -0.222893 0.304768 0.854895 0.047 Uiso 0.241(3) 1 calc R . P A 1
C7 C -0.0328(2) 0.39853(13) 0.87076(7) 0.0285(3) Uani 1 1 d . U . . .
C8 C 0.0041(2) 0.63244(13) 0.79742(7) 0.0285(3) Uani 1 1 d . U . . .
C29 C 0.4472(3) 0.39582(15) 0.97818(7) 0.0325(3) Uani 1 1 d . U . . .
H29A H 0.480039 0.330461 0.950570 0.039 Uiso 1 1 calc R . . . .
H29B H 0.317740 0.390328 1.003966 0.039 Uiso 1 1 calc R . . . .
C9 C 0.1933(3) 0.67325(14) 0.79298(8) 0.0330(3) Uani 1 1 d . U . . .
H9 H 0.251628 0.690233 0.827753 0.040 Uiso 1 1 calc R . . . .
C28 C 0.3687(3) 0.60895(15) 0.98309(7) 0.0329(3) Uani 1 1 d . U . . .
H28A H 0.236211 0.611648 1.009042 0.039 Uiso 1 1 calc R . . . .
H28B H 0.352105 0.678803 0.958582 0.039 Uiso 1 1 calc R . . . .
C21 C 0.4493(2) 0.88138(13) 0.44891(8) 0.0362(3) Uani 1 1 d D U . . .
C22 C 0.6386(2) 0.81184(14) 0.42333(7) 0.0357(3) Uani 1 1 d DG U . A .
C23A C 0.7040(10) 0.8229(7) 0.36213(13) 0.054(7) Uani 0.241(3) 1 d DG U P A 1
H23A H 0.830691 0.776407 0.345020 0.065 Uiso 0.241(3) 1 calc R . P A 1
C24A C 0.5800(18) 0.9036(13) 0.3265(2) 0.074(7) Uani 0.241(3) 1 d DG U P A 1
H24A H 0.623758 0.911000 0.285569 0.089 Uiso 0.241(3) 1 calc R . P A 1
C25A C 0.3907(18) 0.9731(13) 0.3521(3) 0.066(5) Uani 0.241(3) 1 d DG U P A 1
C26A C 0.3253(9) 0.9620(6) 0.41329(19) 0.050(7) Uani 0.241(3) 1 d DG U P A 1
H26A H 0.198599 1.008555 0.430400 0.060 Uiso 0.241(3) 1 calc R . P A 1
C23 C 0.6899(7) 0.8315(4) 0.36157(13) 0.0523(18) Uani 0.759(3) 1 d D U P A 2
H23 H 0.815920 0.788403 0.342082 0.063 Uiso 0.759(3) 1 calc R . P A 2
C24 C 0.5581(8) 0.9137(4) 0.32847(15) 0.0618(12) Uani 0.759(3) 1 d D U P A 2
H24 H 0.598027 0.925081 0.287620 0.074 Uiso 0.759(3) 1 calc R . P A 2
C25 C 0.3696(8) 0.9782(3) 0.35561(18) 0.0602(11) Uani 0.759(3) 1 d D U P A 2
C26 C 0.3160(6) 0.9627(3) 0.41549(17) 0.0514(18) Uani 0.759(3) 1 d D U P A 2
H26 H 0.189629 1.006456 0.434429 0.062 Uiso 0.759(3) 1 calc R . P A 2
C16 C 0.6962(3) 0.71651(16) 0.52562(8) 0.0386(4) Uani 1 1 d . U . . .
C10 C -0.0811(3) 0.60486(15) 0.74547(8) 0.0343(3) Uani 1 1 d . U . . .
H10 H -0.207170 0.576377 0.748775 0.041 Uiso 1 1 calc R . . . .
C13 C 0.2110(3) 0.66256(17) 0.68321(8) 0.0400(4) Uani 1 1 d . U . . .
C20 C 0.3784(3) 0.87145(15) 0.51409(9) 0.0376(4) Uani 1 1 d . U . . .
C17 C 0.7738(3) 0.71899(16) 0.45882(8) 0.0368(4) Uani 1 1 d . U . . .
C11 C 0.2952(3) 0.68858(17) 0.73574(8) 0.0398(4) Uani 1 1 d . U . . .
H11 H 0.421716 0.716691 0.732539 0.048 Uiso 1 1 calc R . . . .
C12 C 0.0218(3) 0.61986(16) 0.68910(8) 0.0376(4) Uani 1 1 d . U . . .
H12 H -0.035647 0.601246 0.654499 0.045 Uiso 1 1 calc R . . . .
C6 C 0.0628(6) 0.1846(3) 0.8674(2) 0.0392(7) Uani 0.759(3) 1 d D U P A 2
H6 H 0.199983 0.192124 0.845332 0.047 Uiso 0.759(3) 1 calc R . P A 2
C15 C 0.4337(4) 0.77673(19) 0.61282(8) 0.0459(4) Uani 1 1 d . U . . .
H15A H 0.337495 0.847609 0.627334 0.055 Uiso 1 1 calc R . . . .
H15B H 0.556034 0.762371 0.636750 0.055 Uiso 1 1 calc R . . . .
C14 C 0.3176(4) 0.6767(2) 0.62023(9) 0.0531(5) Uani 1 1 d . U . . .
H14A H 0.208618 0.687299 0.591821 0.064 Uiso 1 1 calc R . . . .
H14B H 0.419993 0.605644 0.609322 0.064 Uiso 1 1 calc R . . . .
C18 C 1.0055(3) 0.7376(3) 0.45547(11) 0.0617(6) Uani 1 1 d . U . . .
H18A H 1.067207 0.731509 0.414063 0.093 Uiso 1 1 calc GR . . . .
H18B H 1.088993 0.679851 0.479518 0.093 Uiso 1 1 calc GR . . . .
H18C H 1.005472 0.813177 0.470741 0.093 Uiso 1 1 calc GR . . . .
C30 C 0.5044(4) 0.3724(3) 0.75350(12) 0.0665(6) Uani 1 1 d . U . . .
H30A H 0.492390 0.451968 0.765964 0.080 Uiso 1 1 calc R . . . .
H30B H 0.377871 0.367976 0.733395 0.080 Uiso 1 1 calc R . . . .
C19 C 0.7654(5) 0.60054(19) 0.43362(12) 0.0652(6) Uani 1 1 d . U . . .
H19A H 0.620360 0.588746 0.439337 0.098 Uiso 1 1 calc GR . . . .
H19B H 0.857300 0.541050 0.454593 0.098 Uiso 1 1 calc GR . . . .
H19C H 0.813228 0.597448 0.391105 0.098 Uiso 1 1 calc GR . . . .
C31 C 0.7012(5) 0.3365(3) 0.71057(13) 0.0737(7) Uani 1 1 d . U . . .
H31A H 0.693304 0.387176 0.675973 0.111 Uiso 1 1 calc GR . . . .
H31B H 0.710741 0.258415 0.697529 0.111 Uiso 1 1 calc GR . . . .
H31C H 0.826100 0.340985 0.730577 0.111 Uiso 1 1 calc GR . . . .
C5 C 0.0995(6) 0.1490(2) 0.93280(14) 0.0551(8) Uani 0.759(3) 1 d D U P A 2
H5A H -0.036251 0.142729 0.955058 0.066 Uiso 0.759(3) 1 calc R . P A 2
H5B H 0.155869 0.207759 0.952214 0.066 Uiso 0.759(3) 1 calc R . P A 2
C3 C 0.1900(6) -0.0602(2) 0.90182(16) 0.0642(8) Uani 0.759(3) 1 d D U P A 2
H3C H 0.066541 -0.081106 0.924992 0.077 Uiso 0.759(3) 1 calc R . P A 2
H3D H 0.305668 -0.128107 0.899303 0.077 Uiso 0.759(3) 1 calc R . P A 2
C1 C -0.0242(9) 0.0912(3) 0.83781(19) 0.0717(11) Uani 0.759(3) 1 d D U P A 2
H1A H -0.048616 0.113161 0.796207 0.086 Uiso 0.759(3) 1 calc R . P A 2
H1B H -0.161031 0.084428 0.859256 0.086 Uiso 0.759(3) 1 calc R . P A 2
C4 C 0.2580(7) 0.0328(3) 0.93450(19) 0.0748(10) Uani 0.759(3) 1 d D U P A 2
H4A H 0.398104 0.042128 0.916420 0.090 Uiso 0.759(3) 1 calc R . P A 2
H4B H 0.272201 0.009542 0.976443 0.090 Uiso 0.759(3) 1 calc R . P A 2
C2 C 0.1319(13) -0.0254(4) 0.8385(3) 0.100(2) Uani 0.759(3) 1 d D U P A 2
H2A H 0.067315 -0.084161 0.822094 0.120 Uiso 0.759(3) 1 calc R . P A 2
H2B H 0.261850 -0.021172 0.812665 0.120 Uiso 0.759(3) 1 calc R . P A 2
C6A C 0.006(3) 0.1864(14) 0.8725(11) 0.061(3) Uani 0.241(3) 1 d D U P A 1
H6A H 0.135782 0.182681 0.893434 0.073 Uiso 0.241(3) 1 calc R . P A 1
C1A C 0.058(3) 0.1231(11) 0.8161(7) 0.081(3) Uani 0.241(3) 1 d D U P A 1
H1AA H 0.140734 0.163513 0.787298 0.097 Uiso 0.241(3) 1 calc R . P A 1
H1AB H -0.073346 0.116703 0.798872 0.097 Uiso 0.241(3) 1 calc R . P A 1
C2A C 0.191(4) -0.0006(13) 0.8291(11) 0.107(6) Uani 0.241(3) 1 d D U P A 1
H2AA H 0.252269 -0.039654 0.791375 0.128 Uiso 0.241(3) 1 calc R . P A 1
H2AB H 0.307660 0.004829 0.853319 0.128 Uiso 0.241(3) 1 calc R . P A 1
C3A C 0.034(4) -0.0673(14) 0.8639(11) 0.153(7) Uani 0.241(3) 1 d D U P A 1
H3AA H -0.088914 -0.066725 0.841147 0.184 Uiso 0.241(3) 1 calc R . P A 1
H3AB H 0.104434 -0.147148 0.870122 0.184 Uiso 0.241(3) 1 calc R . P A 1
C4A C -0.040(4) -0.0067(11) 0.9250(9) 0.158(8) Uani 0.241(3) 1 d D U P A 1
H4AA H 0.082942 -0.005608 0.947461 0.189 Uiso 0.241(3) 1 calc R . P A 1
H4AB H -0.137011 -0.046977 0.949135 0.189 Uiso 0.241(3) 1 calc R . P A 1
C5A C -0.158(3) 0.1202(10) 0.9108(9) 0.125(6) Uani 0.241(3) 1 d D U P A 1
H5AA H -0.211808 0.161193 0.948483 0.150 Uiso 0.241(3) 1 calc R . P A 1
H5AB H -0.278885 0.118076 0.887945 0.150 Uiso 0.241(3) 1 calc R . P A 1
O1 O 0.2214(5) 1.0659(2) 0.32914(14) 0.0689(7) Uani 0.759(3) 1 d . U P A 2
C27 C 0.2638(7) 1.0808(3) 0.26716(17) 0.0763(10) Uani 0.759(3) 1 d . U P A 2
H27A H 0.286217 1.007327 0.247161 0.114 Uiso 0.759(3) 1 calc GR . P A 2
H27B H 0.390536 1.112785 0.259505 0.114 Uiso 0.759(3) 1 calc GR . P A 2
H27C H 0.143917 1.132687 0.251932 0.114 Uiso 0.759(3) 1 calc GR . P A 2
O1A O 0.3102(9) 1.0217(5) 0.3010(2) 0.0376(14) Uani 0.241(3) 1 d . U P A 1
C27A C 0.0875(13) 1.0850(6) 0.3206(3) 0.0336(16) Uani 0.241(3) 1 d . U P A 1
H27D H 0.024249 1.124899 0.286449 0.050 Uiso 0.241(3) 1 calc GR . P A 1
H27E H 0.092289 1.140098 0.351461 0.050 Uiso 0.241(3) 1 calc GR . P A 1
H27F H 0.002620 1.030872 0.336480 0.050 Uiso 0.241(3) 1 calc GR . P A 1
H4C H 0.293(4) 0.506(2) 0.9209(11) 0.051(6) Uiso 1 1 d . . . . .
H4D H 0.532(4) 0.5071(19) 0.9147(10) 0.046(6) Uiso 1 1 d . . . . .
H1S H 0.403(5) 0.325(3) 0.8294(14) 0.078(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
S1 O5 1.4470(12) . ?
S1 O4 1.4432(12) . ?
S1 N2 1.5942(14) . ?
S1 C8 1.7697(16) . ?
O6 C7 1.252(2) . ?
N2 C7 1.376(2) . ?
O1S C30 1.420(3) . ?
O1S H1S 0.86(3) . ?
N4 C29 1.489(2) . ?
N4 C28 1.491(2) . ?
N4 H4C 0.92(2) . ?
N4 H4D 0.96(2) . ?
N1 C16 1.385(2) . ?
N1 C20 1.395(2) . ?
N1 C15 1.476(2) . ?
O3 C20 1.212(2) . ?
O2 C16 1.214(2) . ?
N3 H3B 0.8600 . ?
N3 H3A 0.8600 . ?
N3 C7 1.343(2) . ?
N3 C6 1.494(4) . ?
N3 C6A 1.347(16) . ?
C8 C9 1.383(2) . ?
C8 C10 1.391(2) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C29 C28 1.512(2) 2_667 ?
C9 H9 0.9300 . ?
C9 C11 1.393(2) . ?
C28 H28A 0.9700 . ?
C28 H28B 0.9700 . ?
C21 C22 1.3900 . ?
C21 C26A 1.3900 . ?
C21 C26 1.395(3) . ?
C21 C20 1.479(2) . ?
C22 C23A 1.3900 . ?
C22 C23 1.401(3) . ?
C22 C17 1.506(2) . ?
C23A H23A 0.9300 . ?
C23A C24A 1.3900 . ?
C24A H24A 0.9300 . ?
C24A C25A 1.3900 . ?
C25A C26A 1.3900 . ?
C25A O1A 1.355(6) . ?
C26A H26A 0.9300 . ?
C23 H23 0.9300 . ?
C23 C24 1.392(5) . ?
C24 H24 0.9300 . ?
C24 C25 1.374(6) . ?
C25 C26 1.355(5) . ?
C25 O1 1.410(4) . ?
C26 H26 0.9300 . ?
C16 C17 1.515(2) . ?
C10 H10 0.9300 . ?
C10 C12 1.378(2) . ?
C13 C11 1.393(3) . ?
C13 C12 1.395(3) . ?
C13 C14 1.512(2) . ?
C17 C18 1.534(3) . ?
C17 C19 1.529(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C6 H6 0.9800 . ?
C6 C5 1.525(6) . ?
C6 C1 1.519(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C14 1.515(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C30 H30A 0.9700 . ?
C30 H30B 0.9700 . ?
C30 C31 1.492(3) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.529(4) . ?
C3 H3C 0.9700 . ?
C3 H3D 0.9700 . ?
C3 C4 1.485(5) . ?
C3 C2 1.511(6) . ?
C1 H1A 0.9700 . ?
C1 H1B 0.9700 . ?
C1 C2 1.524(5) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C6A H6A 0.9800 . ?
C6A C1A 1.44(3) . ?
C6A C5A 1.599(15) . ?
C1A H1AA 0.9700 . ?
C1A H1AB 0.9700 . ?
C1A C2A 1.567(16) . ?
C2A H2AA 0.9700 . ?
C2A H2AB 0.9700 . ?
C2A C3A 1.542(17) . ?
C3A H3AA 0.9700 . ?
C3A H3AB 0.9700 . ?
C3A C4A 1.530(17) . ?
C4A H4AA 0.9700 . ?
C4A H4AB 0.9700 . ?
C4A C5A 1.571(15) . ?
C5A H5AA 0.9700 . ?
C5A H5AB 0.9700 . ?
O1 C27 1.387(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O1A C27A 1.490(9) . ?
C27A H27D 0.9600 . ?
C27A H27E 0.9600 . ?
C27A H27F 0.9600 . ?

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
O5 S1 N2 114.17(7) . . ?
O5 S1 C8 107.30(7) . . ?
O4 S1 O5 115.45(7) . . ?
O4 S1 N2 105.01(7) . . ?
O4 S1 C8 107.72(7) . . ?
N2 S1 C8 106.73(7) . . ?
C7 N2 S1 118.46(11) . . ?
C30 O1S H1S 107(2) . . ?
C29 N4 C28 111.56(12) . . ?
C29 N4 H4C 107.8(15) . . ?
C29 N4 H4D 109.1(14) . . ?
C28 N4 H4C 111.0(15) . . ?
C28 N4 H4D 109.4(14) . . ?
H4C N4 H4D 108(2) . . ?
C16 N1 C20 124.88(15) . . ?
C16 N1 C15 117.40(16) . . ?
C20 N1 C15 117.66(16) . . ?
C7 N3 H3B 119.4 . . ?
C7 N3 H3A 113.7 . . ?
C7 N3 C6 121.1(2) . . ?
C7 N3 C6A 132.6(10) . . ?
C6 N3 H3B 119.4 . . ?
C6A N3 H3A 113.7 . . ?
O6 C7 N2 125.08(14) . . ?
O6 C7 N3 121.12(14) . . ?
N3 C7 N2 113.80(14) . . ?
C9 C8 S1 121.37(12) . . ?
C9 C8 C10 120.48(15) . . ?
C10 C8 S1 118.11(12) . . ?
N4 C29 H29A 109.5 . . ?
N4 C29 H29B 109.5 . . ?
N4 C29 C28 110.79(14) . 2_667 ?
H29A C29 H29B 108.1 . . ?
C28 C29 H29A 109.5 2_667 . ?
C28 C29 H29B 109.5 2_667 . ?
C8 C9 H9 120.4 . . ?
C8 C9 C11 119.14(16) . . ?
C11 C9 H9 120.4 . . ?
N4 C28 C29 110.63(13) . 2_667 ?
N4 C28 H28A 109.5 . . ?
N4 C28 H28B 109.5 . . ?
C29 C28 H28A 109.5 2_667 . ?
C29 C28 H28B 109.5 2_667 . ?
H28A C28 H28B 108.1 . . ?
C22 C21 C26A 120.0 . . ?
C22 C21 C26 122.8(2) . . ?
C22 C21 C20 120.69(15) . . ?
C26A C21 C20 119.31(15) . . ?
C26 C21 C20 116.5(2) . . ?
C21 C22 C23 115.0(2) . . ?
C21 C22 C17 122.41(14) . . ?
C23A C22 C21 120.0 . . ?
C23A C22 C17 117.52(15) . . ?
C23 C22 C17 122.5(2) . . ?
C22 C23A H23A 120.0 . . ?
C22 C23A C24A 120.0 . . ?
C24A C23A H23A 120.0 . . ?
C23A C24A H24A 120.0 . . ?
C25A C24A C23A 120.0 . . ?
C25A C24A H24A 120.0 . . ?
C24A C25A C26A 120.0 . . ?
O1A C25A C24A 99.6(4) . . ?
O1A C25A C26A 139.4(5) . . ?
C21 C26A H26A 120.0 . . ?
C25A C26A C21 120.0 . . ?
C25A C26A H26A 120.0 . . ?
C22 C23 H23 119.0 . . ?
C24 C23 C22 122.0(3) . . ?
C24 C23 H23 119.0 . . ?
C23 C24 H24 119.7 . . ?
C25 C24 C23 120.6(3) . . ?
C25 C24 H24 119.7 . . ?
C24 C25 O1 127.7(3) . . ?
C26 C25 C24 119.1(3) . . ?
C26 C25 O1 113.2(4) . . ?
C21 C26 H26 119.8 . . ?
C25 C26 C21 120.4(3) . . ?
C25 C26 H26 119.8 . . ?
N1 C16 C17 120.39(15) . . ?
O2 C16 N1 119.69(17) . . ?
O2 C16 C17 119.88(17) . . ?
C8 C10 H10 120.1 . . ?
C12 C10 C8 119.84(15) . . ?
C12 C10 H10 120.1 . . ?
C11 C13 C12 118.44(16) . . ?
C11 C13 C14 122.91(17) . . ?
C12 C13 C14 118.65(16) . . ?
N1 C20 C21 117.51(14) . . ?
O3 C20 N1 119.80(18) . . ?
O3 C20 C21 122.69(17) . . ?
C22 C17 C16 113.91(14) . . ?
C22 C17 C18 110.11(16) . . ?
C22 C17 C19 108.97(16) . . ?
C16 C17 C18 106.41(16) . . ?
C16 C17 C19 106.03(17) . . ?
C19 C17 C18 111.36(19) . . ?
C9 C11 C13 121.17(16) . . ?
C9 C11 H11 119.4 . . ?
C13 C11 H11 119.4 . . ?
C10 C12 C13 120.93(16) . . ?
C10 C12 H12 119.5 . . ?
C13 C12 H12 119.5 . . ?
N3 C6 H6 109.3 . . ?
N3 C6 C5 111.0(3) . . ?
N3 C6 C1 109.3(3) . . ?
C5 C6 H6 109.3 . . ?
C1 C6 H6 109.3 . . ?
C1 C6 C5 108.7(3) . . ?
N1 C15 H15A 109.7 . . ?
N1 C15 H15B 109.7 . . ?
N1 C15 C14 109.84(15) . . ?
H15A C15 H15B 108.2 . . ?
C14 C15 H15A 109.7 . . ?
C14 C15 H15B 109.7 . . ?
C13 C14 C15 115.14(16) . . ?
C13 C14 H14A 108.5 . . ?
C13 C14 H14B 108.5 . . ?
C15 C14 H14A 108.5 . . ?
C15 C14 H14B 108.5 . . ?
H14A C14 H14B 107.5 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O1S C30 H30A 109.6 . . ?
O1S C30 H30B 109.6 . . ?
O1S C30 C31 110.1(2) . . ?
H30A C30 H30B 108.2 . . ?
C31 C30 H30A 109.6 . . ?
C31 C30 H30B 109.6 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C6 C5 H5A 109.6 . . ?
C6 C5 H5B 109.6 . . ?
C6 C5 C4 110.4(3) . . ?
H5A C5 H5B 108.1 . . ?
C4 C5 H5A 109.6 . . ?
C4 C5 H5B 109.6 . . ?
H3C C3 H3D 107.8 . . ?
C4 C3 H3C 108.9 . . ?
C4 C3 H3D 108.9 . . ?
C4 C3 C2 113.2(3) . . ?
C2 C3 H3C 108.9 . . ?
C2 C3 H3D 108.9 . . ?
C6 C1 H1A 109.4 . . ?
C6 C1 H1B 109.4 . . ?
C6 C1 C2 111.2(4) . . ?
H1A C1 H1B 108.0 . . ?
C2 C1 H1A 109.4 . . ?
C2 C1 H1B 109.4 . . ?
C5 C4 H4A 109.0 . . ?
C5 C4 H4B 109.0 . . ?
C3 C4 C5 112.8(3) . . ?
C3 C4 H4A 109.0 . . ?
C3 C4 H4B 109.0 . . ?
H4A C4 H4B 107.8 . . ?
C3 C2 C1 111.9(4) . . ?
C3 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
N3 C6A H6A 110.5 . . ?
N3 C6A C1A 113.0(17) . . ?
N3 C6A C5A 108.4(11) . . ?
C1A C6A H6A 110.5 . . ?
C1A C6A C5A 103.8(16) . . ?
C5A C6A H6A 110.5 . . ?
C6A C1A H1AA 110.0 . . ?
C6A C1A H1AB 110.0 . . ?
C6A C1A C2A 108.6(15) . . ?
H1AA C1A H1AB 108.3 . . ?
C2A C1A H1AA 110.0 . . ?
C2A C1A H1AB 110.0 . . ?
C1A C2A H2AA 110.4 . . ?
C1A C2A H2AB 110.4 . . ?
H2AA C2A H2AB 108.6 . . ?
C3A C2A C1A 106.4(17) . . ?
C3A C2A H2AA 110.4 . . ?
C3A C2A H2AB 110.4 . . ?
C2A C3A H3AA 110.3 . . ?
C2A C3A H3AB 110.3 . . ?
H3AA C3A H3AB 108.5 . . ?
C4A C3A C2A 107.3(16) . . ?
C4A C3A H3AA 110.3 . . ?
C4A C3A H3AB 110.3 . . ?
C3A C4A H4AA 110.4 . . ?
C3A C4A H4AB 110.4 . . ?
C3A C4A C5A 106.8(15) . . ?
H4AA C4A H4AB 108.6 . . ?
C5A C4A H4AA 110.4 . . ?
C5A C4A H4AB 110.4 . . ?
C6A C5A H5AA 109.7 . . ?
C6A C5A H5AB 109.7 . . ?
C4A C5A C6A 109.8(13) . . ?
C4A C5A H5AA 109.7 . . ?
C4A C5A H5AB 109.7 . . ?
H5AA C5A H5AB 108.2 . . ?
C27 O1 C25 115.2(4) . . ?
O1 C27 H27A 109.5 . . ?
O1 C27 H27B 109.5 . . ?
O1 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C25A O1A C27A 105.6(5) . . ?
O1A C27A H27D 109.5 . . ?
O1A C27A H27E 109.5 . . ?
O1A C27A H27F 109.5 . . ?
H27D C27A H27E 109.5 . . ?
H27D C27A H27F 109.5 . . ?
H27E C27A H27F 109.5 . . ?

_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 2.266
_oxdiff_exptl_absorpt_empirical_full_min 0.750
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
