data_a_pl
_audit_creation_date               2021-08-17
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number       '2014/7'
_audit_contact_author_address      ?
_audit_contact_author_email        ?
_audit_contact_author_name         ''
_audit_contact_author_phone        ?
_publ_contact_author_id_orcid      ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.
;
_chemical_name_common              ?
_chemical_name_systematic          ?
_chemical_formula_moiety           'C23 H18 N4 O6 S'
_chemical_formula_sum              'C23 H18 N4 O6 S'
_chemical_formula_weight           478.47
_chemical_absolute_configuration   ad
_chemical_melting_point            ?
loop_
  _atom_type_symbol
  _atom_type_description
  _atom_type_scat_dispersion_real
  _atom_type_scat_dispersion_imag
  _atom_type_scat_source
 'C' 'C' 0.0033 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        'orthorhombic'
_space_group_IT_number             18
_space_group_name_H-M_alt          'P 21 21 2'
_space_group_name_Hall             'P 2 2ab'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, z'
 'x+1/2, -y+1/2, -z'
 '-x+1/2, y+1/2, -z'

_cell_length_a                     11.3802(14)
_cell_length_b                     23.550(3)
_cell_length_c                     8.4398(10)
_cell_angle_alpha                  90
_cell_angle_beta                   90
_cell_angle_gamma                  90
_cell_volume                       2261.9(5)
_cell_formula_units_Z              4
_cell_measurement_reflns_used      8759
_cell_measurement_temperature      296.15
_cell_measurement_theta_max        24.20
_cell_measurement_theta_min        2.41
_shelx_estimated_absorpt_T_max     ?
_shelx_estimated_absorpt_T_min     ?
_exptl_absorpt_coefficient_mu      0.191
_exptl_absorpt_correction_T_max    ?
_exptl_absorpt_correction_T_min    ?
_exptl_absorpt_correction_type     none
_exptl_absorpt_process_details     ?
_exptl_absorpt_special_details     ?
_exptl_crystal_colour              ?
_exptl_crystal_density_diffrn      1.405
_exptl_crystal_density_meas        .
_exptl_crystal_density_method      ?
_exptl_crystal_description         block
_exptl_crystal_F_000               992
_exptl_crystal_size_max            0.23
_exptl_crystal_size_mid            0.21
_exptl_crystal_size_min            0.20
_exptl_transmission_factor_max     ?
_exptl_transmission_factor_min     ?
_diffrn_reflns_av_R_equivalents    0.0395
_diffrn_reflns_av_unetI/netI       0.0245
_diffrn_reflns_Laue_measured_fraction_full  0.999
_diffrn_reflns_Laue_measured_fraction_max  0.999
_diffrn_reflns_limit_h_max         13
_diffrn_reflns_limit_h_min         -13
_diffrn_reflns_limit_k_max         27
_diffrn_reflns_limit_k_min         -27
_diffrn_reflns_limit_l_max         9
_diffrn_reflns_limit_l_min         -9
_diffrn_reflns_number              21215
_diffrn_reflns_point_group_measured_fraction_full  0.998
_diffrn_reflns_point_group_measured_fraction_max  0.998
_diffrn_reflns_theta_full          24.712
_diffrn_reflns_theta_max           24.712
_diffrn_reflns_theta_min           1.987
_diffrn_ambient_temperature        296.15
_diffrn_detector_area_resol_mean   ?
_diffrn_measured_fraction_theta_full  0.999
_diffrn_measured_fraction_theta_max  0.999
_diffrn_measurement_device_type    'CCD area detector'
_diffrn_measurement_method         'phi and omega scans'
_diffrn_radiation_monochromator    graphite
_diffrn_radiation_type             MoK\a
_diffrn_radiation_wavelength       0.71073
_diffrn_source                     ?
_diffrn_source_current             35.0
_diffrn_source_power               1.575
_diffrn_source_voltage             45.0
_reflns_Friedel_coverage           0.735
_reflns_Friedel_fraction_full      0.998
_reflns_Friedel_fraction_max       0.998
_reflns_number_gt                  3484
_reflns_number_total               3857
_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         'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection         ?
_computing_data_reduction          'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics      'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement    'XL  (Sheldrick, 2008)'
_computing_structure_solution      'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max           0.214
_refine_diff_density_min           -0.178
_refine_diff_density_rms           0.032
_refine_ls_abs_structure_details
;
 Flack x determined using 1305 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack     0.02(3)
_refine_ls_extinction_coef         .
_refine_ls_extinction_method       none
_refine_ls_goodness_of_fit_ref     1.065
_refine_ls_hydrogen_treatment      constr
_refine_ls_matrix_type             full
_refine_ls_number_parameters       382
_refine_ls_number_reflns           3857
_refine_ls_number_restraints       290
_refine_ls_R_factor_all            0.0506
_refine_ls_R_factor_gt             0.0453
_refine_ls_restrained_S_all        1.106
_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)+(0.0429P)²+1.0133P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme        calc
_refine_ls_wR_factor_gt            0.1101
_refine_ls_wR_factor_ref           0.1131
_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
2. Restrained distances
 N4-C21 = N4A-C21A
 1.45 with sigma of 0.02
 C23A-C22A = C23-C22 = C22A-C21A = C22-C21 = C21-C20 = C21A-C20A = C20-C19 =
 C20A-C19A = C19-C18 = C19A-C18 = C23A-C18 = C23-C18
 1.39 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C23 \\sim C23A \\sim C19 \\sim C19A \\sim C20A \\sim C20 \\sim C21A \\sim C21
\\sim C22A \\sim C22 \\sim N4 \\sim O6 \\sim O6A \\sim N4A \\sim O5 \\sim O5A:
within 1.7A with sigma of 0.01 and sigma for terminal atoms of 0.01 within 1.7A
Uanis(C23) \\sim Ueq, Uanis(C23A) \\sim Ueq, Uanis(C22) \\sim Ueq, Uanis(C22A)
\\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C21A) \\sim Ueq, Uanis(C20) \\sim Ueq,
Uanis(C20A) \\sim Ueq, Uanis(C19A) \\sim Ueq, Uanis(C19) \\sim Ueq, Uanis(N4)
\\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(O6A) \\sim Ueq, Uanis(N4A) \\sim Ueq,
Uanis(O5) \\sim Ueq, Uanis(O5A) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.01
4. Others
 Sof(O5A)=Sof(O6A)=Sof(N4A)=Sof(C19A)=Sof(H19A)=Sof(C20A)=Sof(H20A)=Sof(C22A)=
 Sof(H22A)=Sof(C21A)=Sof(C23A)=Sof(H23A)=1-FVAR(1)
 Sof(C21)=Sof(C22)=Sof(H22)=Sof(C23)=Sof(H23)=Sof(O6)=Sof(N4)=Sof(O5)=Sof(C20)=
 Sof(H20)=Sof(C19)=Sof(H19)=FVAR(1)
5.a Riding coordinates:
 N1(H1)
5.b Ternary CH refined with riding coordinates:
 C10(H10)
5.c Secondary CH2 refined with riding coordinates:
 C7(H7A,H7B)
5.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C19A(H19A), C20A(H20A), C22(H22), C23(H23),
 C22A(H22A), C23A(H23A), C20(H20), C19(H19)
5.e Idealised Me refined as rotating group:
 C15(H15A,H15B,H15C), C17(H17A,H17B,H17C)
;
_atom_sites_solution_hydrogens     mixed
_atom_sites_solution_primary       direct
_atom_sites_solution_secondary     ?
loop_
  _atom_site_label
  _atom_site_type_symbol
  _atom_site_fract_x
  _atom_site_fract_y
  _atom_site_fract_z
  _atom_site_U_iso_or_equiv
  _atom_site_adp_type
  _atom_site_occupancy
  _atom_site_site_symmetry_order
  _atom_site_calc_flag
  _atom_site_refinement_flags_posn
  _atom_site_refinement_flags_adp
  _atom_site_refinement_flags_occupancy
  _atom_site_disorder_assembly
  _atom_site_disorder_group
 S1 S 0.63761(12) 0.32837(6) 0.38262(19) 0.0864(4) Uani 1 1 d . . . . .
 O1 O 0.7850(3) 0.15487(12) 0.6410(3) 0.0710(8) Uani 1 1 d . . . . .
 O2 O 0.9446(3) 0.29624(13) 0.3941(4) 0.0711(9) Uani 1 1 d . . . . .
 O3 O 0.6631(4) 0.22024(18) 0.0409(4) 0.0988(14) Uani 1 1 d . . . . .
 O4 O 0.8939(3) 0.36718(15) -0.0960(4) 0.0833(10) Uani 1 1 d . . . . .
 O5A O 1.1795(10) -0.0070(4) 0.0513(12) 0.092(3) Uani 0.504(6) 1 d . U P A 2
 O6A O 1.2249(8) 0.0596(4) -0.1085(11) 0.104(2) Uani 0.504(6) 1 d . U P A 2
 N1 N 0.6517(3) 0.21552(15) 0.4041(4) 0.0590(9) Uani 1 1 d . . . . .
 H1 H 0.5889 0.2136 0.4585 0.071 Uiso 1 1 d R U . . .
 N2 N 0.9165(3) 0.33352(13) 0.1518(4) 0.0521(8) Uani 1 1 d . . . . .
 N3 N 0.7874(3) 0.28958(14) -0.0324(3) 0.0515(8) Uani 1 1 d . . . . .
 N4A N 1.1737(12) 0.0440(4) -0.0040(16) 0.082(2) Uani 0.504(6) 1 d D U P A 2
 C1 C 0.7185(4) 0.07294(17) 0.4987(5) 0.0562(10) Uani 1 1 d . . . . .
 C2 C 0.7353(5) 0.0273(2) 0.6003(7) 0.0811(14) Uani 1 1 d . . . . .
 H2 H 0.7651 0.0328 0.7018 0.097 Uiso 1 1 calc R U . . .
 C3 C 0.7068(6) -0.0268(2) 0.5470(9) 0.099(2) Uani 1 1 d . . . . .
 H3 H 0.7172 -0.0580 0.6129 0.119 Uiso 1 1 calc R U . . .
 C4 C 0.6631(6) -0.0339(2) 0.3969(10) 0.102(2) Uani 1 1 d . . . . .
 H4 H 0.6448 -0.0704 0.3626 0.123 Uiso 1 1 calc R U . . .
 C5 C 0.6456(5) 0.0106(2) 0.2958(7) 0.0866(15) Uani 1 1 d . . . . .
 H5 H 0.6161 0.0045 0.1945 0.104 Uiso 1 1 calc R U . . .
 C6 C 0.6723(4) 0.06482(19) 0.3468(5) 0.0608(10) Uani 1 1 d . . . . .
 C7 C 0.6584(4) 0.12062(19) 0.2628(5) 0.0689(12) Uani 1 1 d . . . . .
 H7A H 0.5759 0.1300 0.2503 0.083 Uiso 1 1 calc R U . . .
 H7B H 0.6946 0.1192 0.1588 0.083 Uiso 1 1 calc R U . . .
 C8 C 0.7199(3) 0.16457(17) 0.3676(4) 0.0526(9) Uani 1 1 d . . . . .
 C9 C 0.7469(4) 0.13223(17) 0.5241(4) 0.0531(10) Uani 1 1 d . . . . .
 C10 C 0.8349(3) 0.19264(15) 0.3033(4) 0.0456(8) Uani 1 1 d . . . . .
 H10 H 0.8821 0.2007 0.3978 0.055 Uiso 1 1 calc R U . . .
 C11 C 0.7964(3) 0.25174(16) 0.2410(4) 0.0477(9) Uani 1 1 d . . . . .
 C12 C 0.6908(3) 0.26453(18) 0.3497(5) 0.0556(10) Uani 1 1 d . . . . .
 C13 C 0.8924(4) 0.29539(17) 0.2691(4) 0.0512(9) Uani 1 1 d . . . . .
 C14 C 0.7434(4) 0.2519(2) 0.0742(5) 0.0600(11) Uani 1 1 d . . . . .
 C15 C 0.7409(5) 0.2871(2) -0.1965(5) 0.0730(13) Uani 1 1 d . . . . .
 H15A H 0.7183 0.2489 -0.2210 0.110 Uiso 1 1 calc R U . . .
 H15B H 0.8006 0.2994 -0.2692 0.110 Uiso 1 1 calc R U . . .
 H15C H 0.6737 0.3116 -0.2053 0.110 Uiso 1 1 calc R U . . .
 C16 C 0.8678(4) 0.33228(17) 0.0018(5) 0.0540(9) Uani 1 1 d . . . . .
 C17 C 1.0039(5) 0.37792(19) 0.1842(6) 0.0751(13) Uani 1 1 d . . . . .
 H17A H 0.9932 0.3920 0.2899 0.113 Uiso 1 1 calc R U . . .
 H17B H 0.9942 0.4084 0.1098 0.113 Uiso 1 1 calc R U . . .
 H17C H 1.0815 0.3623 0.1739 0.113 Uiso 1 1 calc R U . . .
 C18 C 0.9108(4) 0.15363(16) 0.2033(5) 0.0546(10) Uani 1 1 d D . . . .
 C19A C 0.9699(14) 0.1086(7) 0.294(2) 0.055(3) Uani 0.504(6) 1 d D U P A 2
 H19A H 0.9517 0.1054 0.4013 0.066 Uiso 0.504(6) 1 calc R U P A 2
 C20A C 1.0514(13) 0.0701(6) 0.2318(14) 0.060(3) Uani 0.504(6) 1 d D U P A 2
 H20A H 1.0835 0.0408 0.2915 0.071 Uiso 0.504(6) 1 calc R U P A 2
 C21 C 1.0317(10) 0.0806(5) 0.0162(12) 0.060(2) Uani 0.496(6) 1 d D U P A 1
 C22 C 0.9529(9) 0.1149(4) -0.0569(11) 0.062(2) Uani 0.496(6) 1 d D U P A 1
 H22 H 0.9430 0.1132 -0.1662 0.074 Uiso 0.496(6) 1 calc R U P A 1
 C23 C 0.8879(10) 0.1521(5) 0.0325(11) 0.057(2) Uani 0.496(6) 1 d D U P A 1
 H23 H 0.8315 0.1755 -0.0135 0.069 Uiso 0.496(6) 1 calc R U P A 1
 O6 O 1.0613(8) 0.0280(4) -0.2083(11) 0.121(3) Uani 0.496(6) 1 d . U P A 1
 N4 N 1.0978(10) 0.0406(4) -0.0809(14) 0.091(2) Uani 0.496(6) 1 d D U P A 1
 O5 O 1.1771(13) 0.0140(6) -0.0119(17) 0.109(3) Uani 0.496(6) 1 d . U P A 1
 C22A C 1.0297(10) 0.1206(4) -0.0170(12) 0.069(2) Uani 0.504(6) 1 d D U P A 2
 H22A H 1.0478 0.1239 -0.1240 0.082 Uiso 0.504(6) 1 calc R U P A 2
 C21A C 1.0807(10) 0.0790(4) 0.0748(14) 0.064(2) Uani 0.504(6) 1 d D U P A 2
 C23A C 0.9501(10) 0.1580(5) 0.0543(12) 0.061(2) Uani 0.504(6) 1 d D U P A 2
 H23A H 0.9224 0.1881 -0.0065 0.073 Uiso 0.504(6) 1 calc R U P A 2
 C20 C 1.0502(14) 0.0816(6) 0.1771(16) 0.064(3) Uani 0.496(6) 1 d D U P A 1
 H20 H 1.1039 0.0569 0.2233 0.077 Uiso 0.496(6) 1 calc R U P A 1
 C19 C 0.9881(15) 0.1198(7) 0.270(2) 0.063(4) Uani 0.496(6) 1 d D U P A 1
 H19 H 1.0010 0.1214 0.3786 0.076 Uiso 0.496(6) 1 calc R U P A 1


_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 C12 1.645(4) . ?
 O1 C9 1.202(5) . ?
 O2 C13 1.211(5) . ?
 O3 C14 1.213(5) . ?
 O4 C16 1.202(5) . ?
 O5A N4A 1.290(15) . ?
 O6A N4A 1.118(14) . ?
 N1 H1 0.8500 . ?
 N1 C8 1.462(5) . ?
 N1 C12 1.320(5) . ?
 N2 C13 1.364(5) . ?
 N2 C16 1.382(5) . ?
 N2 C17 1.469(5) . ?
 N3 C14 1.359(5) . ?
 N3 C15 1.483(5) . ?
 N3 C16 1.390(5) . ?
 N4A C21A 1.497(14) . ?
 C1 C2 1.388(6) . ?
 C1 C6 1.398(6) . ?
 C1 C9 1.449(6) . ?
 C2 H2 0.9300 . ?
 C2 C3 1.390(7) . ?
 C3 H3 0.9300 . ?
 C3 C4 1.371(9) . ?
 C4 H4 0.9300 . ?
 C4 C5 1.366(8) . ?
 C5 H5 0.9300 . ?
 C5 C6 1.382(7) . ?
 C6 C7 1.502(6) . ?
 C7 H7A 0.9700 . ?
 C7 H7B 0.9700 . ?
 C7 C8 1.531(6) . ?
 C8 C9 1.556(5) . ?
 C8 C10 1.563(5) . ?
 C10 H10 0.9800 . ?
 C10 C11 1.551(5) . ?
 C10 C18 1.518(5) . ?
 C11 C12 1.541(6) . ?
 C11 C13 1.519(6) . ?
 C11 C14 1.532(5) . ?
 C15 H15A 0.9600 . ?
 C15 H15B 0.9600 . ?
 C15 H15C 0.9600 . ?
 C17 H17A 0.9600 . ?
 C17 H17B 0.9600 . ?
 C17 H17C 0.9600 . ?
 C18 C19A 1.473(15) . ?
 C18 C23 1.465(10) . ?
 C18 C23A 1.339(10) . ?
 C18 C19 1.314(16) . ?
 C19A H19A 0.9300 . ?
 C19A C20A 1.399(16) . ?
 C20A H20A 0.9300 . ?
 C20A C21A 1.382(14) . ?
 C21 C22 1.356(14) . ?
 C21 N4 1.456(12) . ?
 C21 C20 1.375(14) . ?
 C22 H22 0.9300 . ?
 C22 C23 1.373(12) . ?
 C23 H23 0.9300 . ?
 O6 N4 1.190(13) . ?
 N4 O5 1.244(16) . ?
 C22A H22A 0.9300 . ?
 C22A C21A 1.378(14) . ?
 C22A C23A 1.398(13) . ?
 C23A H23A 0.9300 . ?
 C20 H20 0.9300 . ?
 C20 C19 1.386(17) . ?
 C19 H19 0.9300 . ?

loop_
  _geom_angle_atom_site_label_1
  _geom_angle_atom_site_label_2
  _geom_angle_atom_site_label_3
  _geom_angle
  _geom_angle_site_symmetry_1
  _geom_angle_site_symmetry_3
  _geom_angle_publ_flag
 C8 N1 H1 121.0 . . ?
 C12 N1 H1 121.2 . . ?
 C12 N1 C8 117.7(3) . . ?
 C13 N2 C16 124.8(3) . . ?
 C13 N2 C17 118.0(3) . . ?
 C16 N2 C17 117.2(3) . . ?
 C14 N3 C15 117.5(4) . . ?
 C14 N3 C16 125.2(3) . . ?
 C16 N3 C15 117.2(3) . . ?
 O5A N4A C21A 112.7(10) . . ?
 O6A N4A O5A 124.4(11) . . ?
 O6A N4A C21A 122.5(11) . . ?
 C2 C1 C6 120.8(4) . . ?
 C2 C1 C9 128.6(4) . . ?
 C6 C1 C9 110.6(4) . . ?
 C1 C2 H2 120.7 . . ?
 C1 C2 C3 118.5(5) . . ?
 C3 C2 H2 120.7 . . ?
 C2 C3 H3 120.1 . . ?
 C4 C3 C2 119.8(6) . . ?
 C4 C3 H3 120.1 . . ?
 C3 C4 H4 118.8 . . ?
 C5 C4 C3 122.4(6) . . ?
 C5 C4 H4 118.8 . . ?
 C4 C5 H5 120.6 . . ?
 C4 C5 C6 118.9(5) . . ?
 C6 C5 H5 120.6 . . ?
 C1 C6 C7 110.7(4) . . ?
 C5 C6 C1 119.6(5) . . ?
 C5 C6 C7 129.7(4) . . ?
 C6 C7 H7A 110.6 . . ?
 C6 C7 H7B 110.6 . . ?
 C6 C7 C8 105.7(3) . . ?
 H7A C7 H7B 108.7 . . ?
 C8 C7 H7A 110.6 . . ?
 C8 C7 H7B 110.6 . . ?
 N1 C8 C7 115.7(3) . . ?
 N1 C8 C9 109.1(3) . . ?
 N1 C8 C10 99.8(3) . . ?
 C7 C8 C9 104.5(3) . . ?
 C7 C8 C10 117.9(3) . . ?
 C9 C8 C10 109.6(3) . . ?
 O1 C9 C1 129.0(4) . . ?
 O1 C9 C8 123.4(4) . . ?
 C1 C9 C8 107.6(3) . . ?
 C8 C10 H10 104.9 . . ?
 C11 C10 C8 105.1(3) . . ?
 C11 C10 H10 104.9 . . ?
 C18 C10 C8 114.4(3) . . ?
 C18 C10 H10 104.9 . . ?
 C18 C10 C11 121.0(3) . . ?
 C12 C11 C10 101.2(3) . . ?
 C13 C11 C10 110.6(3) . . ?
 C13 C11 C12 109.6(3) . . ?
 C13 C11 C14 115.1(3) . . ?
 C14 C11 C10 115.2(3) . . ?
 C14 C11 C12 103.9(3) . . ?
 N1 C12 S1 128.1(3) . . ?
 N1 C12 C11 107.4(3) . . ?
 C11 C12 S1 124.5(3) . . ?
 O2 C13 N2 121.5(4) . . ?
 O2 C13 C11 120.0(4) . . ?
 N2 C13 C11 118.5(3) . . ?
 O3 C14 N3 121.7(4) . . ?
 O3 C14 C11 120.5(4) . . ?
 N3 C14 C11 117.7(4) . . ?
 N3 C15 H15A 109.5 . . ?
 N3 C15 H15B 109.5 . . ?
 N3 C15 H15C 109.5 . . ?
 H15A C15 H15B 109.5 . . ?
 H15A C15 H15C 109.5 . . ?
 H15B C15 H15C 109.5 . . ?
 O4 C16 N2 121.0(4) . . ?
 O4 C16 N3 121.0(4) . . ?
 N2 C16 N3 118.0(3) . . ?
 N2 C17 H17A 109.5 . . ?
 N2 C17 H17B 109.5 . . ?
 N2 C17 H17C 109.5 . . ?
 H17A C17 H17B 109.5 . . ?
 H17A C17 H17C 109.5 . . ?
 H17B C17 H17C 109.5 . . ?
 C19A C18 C10 114.0(8) . . ?
 C23 C18 C10 117.5(5) . . ?
 C23A C18 C10 131.8(6) . . ?
 C23A C18 C19A 113.1(9) . . ?
 C19 C18 C10 120.7(9) . . ?
 C19 C18 C23 121.7(10) . . ?
 C18 C19A H19A 117.5 . . ?
 C20A C19A C18 125.0(14) . . ?
 C20A C19A H19A 117.5 . . ?
 C19A C20A H20A 122.5 . . ?
 C21A C20A C19A 115.1(12) . . ?
 C21A C20A H20A 122.5 . . ?
 C22 C21 N4 118.1(9) . . ?
 C22 C21 C20 122.7(10) . . ?
 C20 C21 N4 119.2(11) . . ?
 C21 C22 H22 120.4 . . ?
 C21 C22 C23 119.2(9) . . ?
 C23 C22 H22 120.4 . . ?
 C18 C23 H23 121.3 . . ?
 C22 C23 C18 117.4(9) . . ?
 C22 C23 H23 121.3 . . ?
 O6 N4 C21 119.3(10) . . ?
 O6 N4 O5 123.4(11) . . ?
 O5 N4 C21 115.9(12) . . ?
 C21A C22A H22A 120.7 . . ?
 C21A C22A C23A 118.6(9) . . ?
 C23A C22A H22A 120.7 . . ?
 C20A C21A N4A 120.9(11) . . ?
 C22A C21A N4A 116.1(10) . . ?
 C22A C21A C20A 123.0(10) . . ?
 C18 C23A C22A 124.9(9) . . ?
 C18 C23A H23A 117.5 . . ?
 C22A C23A H23A 117.5 . . ?
 C21 C20 H20 120.3 . . ?
 C21 C20 C19 119.4(13) . . ?
 C19 C20 H20 120.3 . . ?
 C18 C19 C20 119.6(16) . . ?
 C18 C19 H19 120.2 . . ?
 C20 C19 H19 120.2 . . ?

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
 O5A N4A C21A C20A 31.6(17) . . . . ?
 O5A N4A C21A C22A -150.1(12) . . . . ?
 O6A N4A C21A C20A -154.8(14) . . . . ?
 O6A N4A C21A C22A 23.5(19) . . . . ?
 N1 C8 C9 O1 -48.1(5) . . . . ?
 N1 C8 C9 C1 132.2(3) . . . . ?
 N1 C8 C10 C11 -25.4(3) . . . . ?
 N1 C8 C10 C18 -160.5(3) . . . . ?
 C1 C2 C3 C4 0.1(10) . . . . ?
 C1 C6 C7 C8 9.2(5) . . . . ?
 C2 C1 C6 C5 -1.4(7) . . . . ?
 C2 C1 C6 C7 177.9(4) . . . . ?
 C2 C1 C9 O1 -4.4(8) . . . . ?
 C2 C1 C9 C8 175.2(5) . . . . ?
 C2 C3 C4 C5 -0.4(11) . . . . ?
 C3 C4 C5 C6 -0.2(10) . . . . ?
 C4 C5 C6 C1 1.1(8) . . . . ?
 C4 C5 C6 C7 -178.0(5) . . . . ?
 C5 C6 C7 C8 -171.6(5) . . . . ?
 C6 C1 C2 C3 0.8(8) . . . . ?
 C6 C1 C9 O1 177.9(4) . . . . ?
 C6 C1 C9 C8 -2.4(5) . . . . ?
 C6 C7 C8 N1 -130.0(4) . . . . ?
 C6 C7 C8 C9 -10.0(4) . . . . ?
 C6 C7 C8 C10 112.0(4) . . . . ?
 C7 C8 C9 O1 -172.5(4) . . . . ?
 C7 C8 C9 C1 7.8(4) . . . . ?
 C7 C8 C10 C11 100.8(4) . . . . ?
 C7 C8 C10 C18 -34.4(5) . . . . ?
 C8 N1 C12 S1 -175.4(3) . . . . ?
 C8 N1 C12 C11 6.6(4) . . . . ?
 C8 C10 C11 C12 29.2(3) . . . . ?
 C8 C10 C11 C13 145.3(3) . . . . ?
 C8 C10 C11 C14 -82.1(4) . . . . ?
 C8 C10 C18 C19A -71.0(8) . . . . ?
 C8 C10 C18 C23 89.4(6) . . . . ?
 C8 C10 C18 C23A 122.3(8) . . . . ?
 C8 C10 C18 C19 -85.9(10) . . . . ?
 C9 C1 C2 C3 -176.6(5) . . . . ?
 C9 C1 C6 C5 176.4(4) . . . . ?
 C9 C1 C6 C7 -4.3(5) . . . . ?
 C9 C8 C10 C11 -139.9(3) . . . . ?
 C9 C8 C10 C18 85.0(4) . . . . ?
 C10 C8 C9 O1 60.2(5) . . . . ?
 C10 C8 C9 C1 -119.4(4) . . . . ?
 C10 C11 C12 S1 159.5(3) . . . . ?
 C10 C11 C12 N1 -22.4(4) . . . . ?
 C10 C11 C13 O2 -42.8(5) . . . . ?
 C10 C11 C13 N2 138.1(3) . . . . ?
 C10 C11 C14 O3 52.3(6) . . . . ?
 C10 C11 C14 N3 -129.4(4) . . . . ?
 C10 C18 C19A C20A -174.8(12) . . . . ?
 C10 C18 C23 C22 -177.1(7) . . . . ?
 C10 C18 C23A C22A 173.3(8) . . . . ?
 C10 C18 C19 C20 175.3(11) . . . . ?
 C11 C10 C18 C19A 161.6(8) . . . . ?
 C11 C10 C18 C23 -38.0(7) . . . . ?
 C11 C10 C18 C23A -5.1(9) . . . . ?
 C11 C10 C18 C19 146.7(10) . . . . ?
 C12 N1 C8 C7 -115.4(4) . . . . ?
 C12 N1 C8 C9 127.1(4) . . . . ?
 C12 N1 C8 C10 12.2(4) . . . . ?
 C12 C11 C13 O2 67.9(5) . . . . ?
 C12 C11 C13 N2 -111.2(4) . . . . ?
 C12 C11 C14 O3 -57.4(6) . . . . ?
 C12 C11 C14 N3 121.0(4) . . . . ?
 C13 N2 C16 O4 -179.5(4) . . . . ?
 C13 N2 C16 N3 0.8(6) . . . . ?
 C13 C11 C12 S1 42.7(4) . . . . ?
 C13 C11 C12 N1 -139.2(3) . . . . ?
 C13 C11 C14 O3 -177.2(4) . . . . ?
 C13 C11 C14 N3 1.1(6) . . . . ?
 C14 N3 C16 O4 -172.9(4) . . . . ?
 C14 N3 C16 N2 6.8(6) . . . . ?
 C14 C11 C12 S1 -80.8(4) . . . . ?
 C14 C11 C12 N1 97.3(4) . . . . ?
 C14 C11 C13 O2 -175.5(4) . . . . ?
 C14 C11 C13 N2 5.4(5) . . . . ?
 C15 N3 C14 O3 -5.4(7) . . . . ?
 C15 N3 C14 C11 176.3(4) . . . . ?
 C15 N3 C16 O4 3.4(6) . . . . ?
 C15 N3 C16 N2 -176.9(4) . . . . ?
 C16 N2 C13 O2 174.3(4) . . . . ?
 C16 N2 C13 C11 -6.6(6) . . . . ?
 C16 N3 C14 O3 170.9(4) . . . . ?
 C16 N3 C14 C11 -7.4(6) . . . . ?
 C17 N2 C13 O2 -3.1(6) . . . . ?
 C17 N2 C13 C11 176.0(4) . . . . ?
 C17 N2 C16 O4 -2.1(6) . . . . ?
 C17 N2 C16 N3 178.2(4) . . . . ?
 C18 C10 C11 C12 160.6(3) . . . . ?
 C18 C10 C11 C13 -83.3(4) . . . . ?
 C18 C10 C11 C14 49.4(5) . . . . ?
 C18 C19A C20A C21A 4(2) . . . . ?
 C19A C18 C23A C22A 6.5(15) . . . . ?
 C19A C20A C21A N4A 175.1(12) . . . . ?
 C19A C20A C21A C22A -3.1(19) . . . . ?
 C21 C22 C23 C18 1.9(15) . . . . ?
 C21 C20 C19 C18 1(2) . . . . ?
 C22 C21 N4 O6 -19.9(17) . . . . ?
 C22 C21 N4 O5 173.1(13) . . . . ?
 C22 C21 C20 C19 -1(2) . . . . ?
 C23 C18 C19 C20 0.2(19) . . . . ?
 N4 C21 C22 C23 178.7(10) . . . . ?
 N4 C21 C20 C19 179.6(13) . . . . ?
 C21A C22A C23A C18 -6.2(17) . . . . ?
 C23A C18 C19A C20A -5.5(18) . . . . ?
 C23A C22A C21A N4A -174.2(10) . . . . ?
 C23A C22A C21A C20A 4.1(18) . . . . ?
 C20 C21 C22 C23 -0.4(18) . . . . ?
 C20 C21 N4 O6 159.2(14) . . . . ?
 C20 C21 N4 O5 -7.8(18) . . . . ?
 C19 C18 C23 C22 -1.8(15) . . . . ?

_olex2_submission_special_instructions  'No special instructions were received'
