# Supplementary Information (SI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2025

####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 2405158'
loop_
_audit_author_name
_audit_author_address
'Miquel Barcelo-Oliver'
;University of the Balearic Islands
Spain
;
_audit_update_record             
;
2025-03-05 deposited with the CCDC.	2025-03-31 downloaded from the CCDC.
;
_audit_creation_date             2025-01-30
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H25 N4 O2 S, C5 H3 N2 O4, 0.5[C3H8O]'
_chemical_formula_sum            'C27.50 H32 N6 O6.50 S'
_chemical_formula_weight         582.65
_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                   7.0067(9)
_cell_length_b                   11.6243(15)
_cell_length_c                   17.481(2)
_cell_angle_alpha                100.627(5)
_cell_angle_beta                 97.557(5)
_cell_angle_gamma                98.458(5)
_cell_volume                     1365.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9957
_cell_measurement_temperature    100.00
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.37
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.175
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7022
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.417
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             614
_exptl_crystal_size_max          0.811
_exptl_crystal_size_mid          0.303
_exptl_crystal_size_min          0.175
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0545
_diffrn_reflns_av_unetI/netI     0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            56404
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.373
_diffrn_reflns_theta_min         2.372
_diffrn_ambient_temperature      100.00
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'high brilliance microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6376
_reflns_number_total             6797
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _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       'Bruker Apex5, 2024'
_computing_data_collection       'Bruker Apex5, 2024'
_computing_data_reduction        'SAINT v8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.446
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.102
_refine_ls_extinction_coef       0.0112(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.296
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     449
_refine_ls_number_reflns         6797
_refine_ls_number_restraints     138
_refine_ls_R_factor_all          0.0927
_refine_ls_R_factor_gt           0.0889
_refine_ls_restrained_S_all      1.290
_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)+6.1431P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1985
_refine_ls_wR_factor_ref         0.2001
_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, All N(H,H,H,H) groups
 At 1.5 times of:
  All O(H) groups
2. Restrained distances
 O2-C15
 1.4 with sigma of 0.01
 C21-C20 = C20A-C21A = C21A-C16A = C21-C16 = C17A-C16A = C17-C16 = C19A-C20A =
 C20-C19 = C18-C17 = C17A-C18A = C19-C18 = C18A-C19A
 1.36 with sigma of 0.02
 C15A-C14A = C15-C14A
 1.5 with sigma of 0.02
 C16-C15 = C16A-C15A
 1.5 with sigma of 0.02
 C14-C15
 1.5 with sigma of 0.02
 N4-C14 = N4-C14A
 1.5 with sigma of 0.02
 N1-H1B = N1-H1A
 0.93 with sigma of 0.02
 N3-H3
 0.93 with sigma of 0.02
 N4-C15 \\sim N4-C15A
 with sigma of 0.04
3. Restrained planarity
 H1B, H1A, N1, C1
 with sigma of 0.1
4. Rigid body (RIGU) restrains
 N4, C14A, C15A, C16A, C21A, C20A, C19A, C18A, C17A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N4, C14, C15, C16, C17, C18, C19, C20, C21
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
5. Others
 Sof(H4BC)=Sof(H4BD)=Sof(C14A)=Sof(H14A)=Sof(H14B)=Sof(C15A)=Sof(H15A)=
 Sof(O2A)=Sof(H2A)=Sof(C21A)=Sof(H21A)=Sof(C18A)=Sof(H18A)=Sof(C17A)=Sof(H17A)=
 Sof(C20A)=Sof(H20A)=Sof(C16A)=Sof(C19A)=Sof(H19A)=1-FVAR(1)
 Sof(H4AA)=Sof(H4AB)=Sof(O2)=Sof(H2)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(C17)=
 Sof(H17)=Sof(C18)=Sof(H18)=Sof(C19)=Sof(H19)=Sof(C20)=Sof(H20)=Sof(C21)=
 Sof(H21)=Sof(C14)=Sof(H14C)=Sof(H14D)=FVAR(1)
6.a Ternary CH refined with riding coordinates:
 C15(H15), C15A(H15A)
6.b Secondary CH2 refined with riding coordinates:
 N4(H4BC,H4BD), N4(H4AA,H4AB), C4(H4A,H4B), C12(H12A,H12B), C13(H13A,H13B),
 C14A(H14A,H14B), C14(H14C,H14D)
6.c Aromatic/amide H refined with riding coordinates:
 N5(H5), N6(H6), C3(H3A), C7(H7), C8(H8), C10(H10), C11(H11), C17(H17),
 C18(H18), C19(H19), C20(H20), C21(H21), C26(H26), C21A(H21A), C18A(H18A),
 C17A(H17A), C20A(H20A), C19A(H19A)
6.d Idealised tetrahedral OH refined as rotating group:
 O2(H2), O2A(H2A)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.75987(13) -0.59295(8) -0.04387(5) 0.0176(2) Uani 1 1 d . . . . .
O1 O -0.5008(4) -0.1699(2) -0.01599(15) 0.0213(5) Uani 1 1 d . . . . .
O3 O 0.3759(5) 0.7699(3) 0.53931(17) 0.0331(7) Uani 1 1 d . . . . .
O4 O 0.5717(4) 0.6347(2) 0.54694(15) 0.0246(6) Uani 1 1 d . . . . .
O5 O 0.4744(4) 0.4329(2) 0.26918(15) 0.0205(5) Uani 1 1 d . . . . .
O6 O 0.4453(4) 0.8190(2) 0.25877(16) 0.0227(6) Uani 1 1 d . . . . .
N1 N -0.6824(5) -0.6436(3) 0.1003(2) 0.0231(7) Uani 1 1 d D . . . .
N2 N -0.7073(4) -0.4447(3) 0.09027(17) 0.0157(6) Uani 1 1 d . . . . .
N3 N -0.4288(5) -0.1446(3) 0.11802(18) 0.0176(6) Uani 1 1 d D . . . .
N4 N 0.6201(4) 0.2227(3) 0.30556(17) 0.0172(6) Uani 1 1 d D . . . .
H4BC H 0.660589 0.228105 0.357943 0.021 Uiso 0.511(8) 1 calc R U P A 2
H4BD H 0.578040 0.291506 0.299741 0.021 Uiso 0.511(8) 1 calc R U P A 2
H4AA H 0.586675 0.287473 0.288405 0.021 Uiso 0.489(8) 1 calc R U P A 1
H4AB H 0.638401 0.240461 0.359222 0.021 Uiso 0.489(8) 1 calc R U P A 1
N5 N 0.4747(4) 0.5647(3) 0.38363(17) 0.0165(6) Uani 1 1 d . . . . .
H5 H 0.481259 0.508844 0.411175 0.020 Uiso 1 1 calc R U . . .
N6 N 0.4591(4) 0.6270(2) 0.26483(17) 0.0155(6) Uani 1 1 d . . . . .
H6 H 0.452753 0.610095 0.213270 0.019 Uiso 1 1 calc R U . . .
O2 O 1.1430(8) 0.2629(5) 0.3208(4) 0.0264(17) Uani 0.489(8) 1 d D . P A 1
H2 H 1.128488 0.229179 0.273074 0.040 Uiso 0.489(8) 1 calc R U P A 1
C15 C 0.9652(10) 0.2956(7) 0.3382(5) 0.0182(16) Uani 0.489(8) 1 d D . P A 1
H15 H 0.952669 0.287416 0.393389 0.022 Uiso 0.489(8) 1 calc R U P A 1
C1 C -0.7090(5) -0.5567(3) 0.0586(2) 0.0161(6) Uani 1 1 d . . . . .
C2 C -0.7498(5) -0.3826(3) 0.0310(2) 0.0151(6) Uani 1 1 d . . . . .
C3 C -0.7803(5) -0.4472(3) -0.0438(2) 0.0169(7) Uani 1 1 d . . . . .
H3A H -0.809047 -0.416311 -0.089878 0.020 Uiso 1 1 calc R U . . .
C4 C -0.7490(5) -0.2513(3) 0.0525(2) 0.0185(7) Uani 1 1 d . . . . .
H4A H -0.778334 -0.230028 0.106649 0.022 Uiso 1 1 calc R U . . .
H4B H -0.850962 -0.229347 0.015807 0.022 Uiso 1 1 calc R U . . .
C5 C -0.5482(5) -0.1836(3) 0.0477(2) 0.0180(7) Uani 1 1 d . . . . .
C6 C -0.2324(5) -0.0851(3) 0.1312(2) 0.0174(7) Uani 1 1 d . . . . .
C7 C -0.1072(5) -0.1039(3) 0.1947(2) 0.0221(8) Uani 1 1 d . . . . .
H7 H -0.152937 -0.159149 0.224926 0.027 Uiso 1 1 calc R U . . .
C8 C 0.0849(5) -0.0423(3) 0.2143(2) 0.0220(7) Uani 1 1 d . . . . .
H8 H 0.169846 -0.056625 0.257227 0.026 Uiso 1 1 calc R U . . .
C9 C 0.1527(5) 0.0405(3) 0.1709(2) 0.0187(7) Uani 1 1 d . . . . .
C10 C 0.0269(6) 0.0565(3) 0.1075(2) 0.0233(8) Uani 1 1 d . . . . .
H10 H 0.072560 0.111303 0.076979 0.028 Uiso 1 1 calc R U . . .
C11 C -0.1641(6) -0.0050(3) 0.0868(2) 0.0231(8) Uani 1 1 d . . . . .
H11 H -0.247228 0.007464 0.042698 0.028 Uiso 1 1 calc R U . . .
C12 C 0.3576(5) 0.1143(3) 0.1926(2) 0.0183(7) Uani 1 1 d . . . . .
H12A H 0.441329 0.079618 0.156420 0.022 Uiso 1 1 calc R U . . .
H12B H 0.351242 0.195876 0.184657 0.022 Uiso 1 1 calc R U . . .
C13 C 0.4523(5) 0.1214(3) 0.2769(2) 0.0212(7) Uani 1 1 d . . . . .
H13A H 0.352721 0.130124 0.311848 0.025 Uiso 1 1 calc R U . . .
H13B H 0.499438 0.046022 0.280515 0.025 Uiso 1 1 calc R U . . .
C14A C 0.7939(13) 0.2104(14) 0.2621(6) 0.015(2) Uani 0.511(8) 1 d D . P A 2
H14A H 0.812114 0.126415 0.253936 0.018 Uiso 0.511(8) 1 calc R U P A 2
H14B H 0.761191 0.228955 0.209429 0.018 Uiso 0.511(8) 1 calc R U P A 2
C16 C 0.962(3) 0.4235(11) 0.3323(8) 0.019(2) Uani 0.489(8) 1 d D . P A 1
C17 C 0.995(4) 0.4621(14) 0.2632(11) 0.023(3) Uani 0.489(8) 1 d D . P A 1
H17 H 1.016693 0.406469 0.219348 0.027 Uiso 0.489(8) 1 calc R U P A 1
C18 C 0.999(4) 0.5797(14) 0.2573(12) 0.025(3) Uani 0.489(8) 1 d D . P A 1
H18 H 1.016394 0.603849 0.209243 0.030 Uiso 0.489(8) 1 calc R U P A 1
C19 C 0.976(4) 0.6620(17) 0.3229(10) 0.023(3) Uani 0.489(8) 1 d D . P A 1
H19 H 0.982725 0.743362 0.320381 0.027 Uiso 0.489(8) 1 calc R U P A 1
C20 C 0.944(4) 0.6246(13) 0.3922(11) 0.021(3) Uani 0.489(8) 1 d D . P A 1
H20 H 0.925936 0.680391 0.436562 0.026 Uiso 0.489(8) 1 calc R U P A 1
C21 C 0.938(3) 0.5065(11) 0.3964(9) 0.019(2) Uani 0.489(8) 1 d D . P A 1
H21 H 0.917679 0.482026 0.444099 0.022 Uiso 0.489(8) 1 calc R U P A 1
C22 C 0.4726(6) 0.6954(3) 0.5107(2) 0.0206(7) Uani 1 1 d . . . . .
C23 C 0.4691(5) 0.6772(3) 0.4224(2) 0.0163(7) Uani 1 1 d . . . . .
C24 C 0.4707(5) 0.5351(3) 0.3039(2) 0.0164(7) Uani 1 1 d . . . . .
C25 C 0.4566(5) 0.7439(3) 0.2996(2) 0.0166(7) Uani 1 1 d . . . . .
C26 C 0.4631(5) 0.7673(3) 0.3838(2) 0.0179(7) Uani 1 1 d . . . . .
H26 H 0.463214 0.845435 0.411886 0.022 Uiso 1 1 calc R U . . .
C15A C 0.9871(11) 0.2886(7) 0.3031(6) 0.0213(16) Uani 0.511(8) 1 d D . P A 2
H15A H 1.088020 0.273392 0.268773 0.026 Uiso 0.511(8) 1 calc R U P A 2
O2A O 1.0421(8) 0.2515(5) 0.3750(3) 0.0277(16) Uani 0.511(8) 1 d . . P A 2
H2A H 1.163736 0.270636 0.389185 0.042 Uiso 0.511(8) 1 calc R U P A 2
C21A C 0.935(3) 0.4807(11) 0.3846(9) 0.023(3) Uani 0.511(8) 1 d D . P A 2
H21A H 0.912382 0.439122 0.425436 0.028 Uiso 0.511(8) 1 calc R U P A 2
C18A C 0.982(3) 0.5995(12) 0.2636(10) 0.020(2) Uani 0.511(8) 1 d D . P A 2
H18A H 0.996391 0.639503 0.221434 0.024 Uiso 0.511(8) 1 calc R U P A 2
C17A C 0.992(3) 0.4797(12) 0.2530(9) 0.021(2) Uani 0.511(8) 1 d D . P A 2
H17A H 1.012514 0.437998 0.203481 0.025 Uiso 0.511(8) 1 calc R U P A 2
C20A C 0.928(4) 0.6019(12) 0.3970(10) 0.023(3) Uani 0.511(8) 1 d D . P A 2
H20A H 0.908553 0.643444 0.446677 0.028 Uiso 0.511(8) 1 calc R U P A 2
C16A C 0.973(3) 0.4199(11) 0.3144(8) 0.020(2) Uani 0.511(8) 1 d D . P A 2
C19A C 0.951(3) 0.6616(15) 0.3353(9) 0.021(3) Uani 0.511(8) 1 d D . P A 2
H19A H 0.944413 0.743867 0.342390 0.025 Uiso 0.511(8) 1 calc R U P A 2
C14 C 0.8067(15) 0.2025(14) 0.2807(7) 0.015(2) Uani 0.489(8) 1 d D . P A 1
H14C H 0.808042 0.212945 0.225845 0.018 Uiso 0.489(8) 1 calc R U P A 1
H14D H 0.828301 0.121069 0.283724 0.018 Uiso 0.489(8) 1 calc R U P A 1
H1A H -0.653(6) -0.712(3) 0.072(2) 0.028(12) Uiso 1 1 d D . . . .
H1B H -0.649(6) -0.610(4) 0.1537(12) 0.019(11) Uiso 1 1 d D . . . .
H3 H -0.477(6) -0.175(4) 0.1581(19) 0.017(10) Uiso 1 1 d 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 C1 1.738(4) . ?
S1 C3 1.721(4) . ?
O1 C5 1.233(4) . ?
O3 C22 1.250(5) . ?
O4 C22 1.255(5) . ?
O5 C24 1.236(4) . ?
O6 C25 1.230(4) . ?
N1 C1 1.370(5) . ?
N1 H1A 0.921(19) . ?
N1 H1B 0.925(19) . ?
N2 C1 1.315(4) . ?
N2 C2 1.393(4) . ?
N3 C5 1.353(5) . ?
N3 C6 1.416(5) . ?
N3 H3 0.922(19) . ?
N4 H4BC 0.9100 . ?
N4 H4BD 0.9100 . ?
N4 H4AA 0.9100 . ?
N4 H4AB 0.9100 . ?
N4 C13 1.497(5) . ?
N4 C14A 1.528(10) . ?
N4 C14 1.468(11) . ?
N5 H5 0.8800 . ?
N5 C23 1.365(4) . ?
N5 C24 1.369(4) . ?
N6 H6 0.8800 . ?
N6 C24 1.376(4) . ?
N6 C25 1.387(4) . ?
O2 H2 0.8400 . ?
O2 C15 1.410(7) . ?
C15 H15 1.0000 . ?
C15 C16 1.512(12) . ?
C15 C14 1.539(12) . ?
C2 C3 1.356(5) . ?
C2 C4 1.502(5) . ?
C3 H3A 0.9500 . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.529(5) . ?
C6 C7 1.393(5) . ?
C6 C11 1.390(5) . ?
C7 H7 0.9500 . ?
C7 C8 1.395(5) . ?
C8 H8 0.9500 . ?
C8 C9 1.400(5) . ?
C9 C10 1.381(5) . ?
C9 C12 1.522(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.389(5) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.517(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14A H14A 0.9900 . ?
C14A H14B 0.9900 . ?
C14A C15A 1.521(11) . ?
C16 C17 1.400(11) . ?
C16 C21 1.383(11) . ?
C17 H17 0.9500 . ?
C17 C18 1.387(12) . ?
C18 H18 0.9500 . ?
C18 C19 1.394(12) . ?
C19 H19 0.9500 . ?
C19 C20 1.394(12) . ?
C20 H20 0.9500 . ?
C20 C21 1.384(11) . ?
C21 H21 0.9500 . ?
C22 C23 1.516(5) . ?
C23 C26 1.349(5) . ?
C25 C26 1.439(5) . ?
C26 H26 0.9500 . ?
C15A H15A 1.0000 . ?
C15A O2A 1.428(10) . ?
C15A C16A 1.521(11) . ?
O2A H2A 0.8400 . ?
C21A H21A 0.9500 . ?
C21A C20A 1.394(11) . ?
C21A C16A 1.378(11) . ?
C18A H18A 0.9500 . ?
C18A C17A 1.384(11) . ?
C18A C19A 1.387(11) . ?
C17A H17A 0.9500 . ?
C17A C16A 1.392(11) . ?
C20A H20A 0.9500 . ?
C20A C19A 1.399(11) . ?
C19A H19A 0.9500 . ?
C14 H14C 0.9900 . ?
C14 H14D 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 S1 C1 88.89(17) . . ?
C1 N1 H1A 115(3) . . ?
C1 N1 H1B 110(3) . . ?
H1A N1 H1B 130(4) . . ?
C1 N2 C2 109.6(3) . . ?
C5 N3 C6 126.8(3) . . ?
C5 N3 H3 113(3) . . ?
C6 N3 H3 119(3) . . ?
H4BC N4 H4BD 107.7 . . ?
H4AA N4 H4AB 107.4 . . ?
C13 N4 H4BC 108.9 . . ?
C13 N4 H4BD 108.9 . . ?
C13 N4 H4AA 108.3 . . ?
C13 N4 H4AB 108.3 . . ?
C13 N4 C14A 113.5(6) . . ?
C14A N4 H4BC 108.9 . . ?
C14A N4 H4BD 108.9 . . ?
C14 N4 H4AA 108.3 . . ?
C14 N4 H4AB 108.3 . . ?
C14 N4 C13 115.7(6) . . ?
C23 N5 H5 118.5 . . ?
C23 N5 C24 122.9(3) . . ?
C24 N5 H5 118.5 . . ?
C24 N6 H6 117.1 . . ?
C24 N6 C25 125.7(3) . . ?
C25 N6 H6 117.1 . . ?
C15 O2 H2 109.5 . . ?
O2 C15 H15 108.7 . . ?
O2 C15 C16 110.5(10) . . ?
O2 C15 C14 104.4(7) . . ?
C16 C15 H15 108.7 . . ?
C16 C15 C14 115.5(11) . . ?
C14 C15 H15 108.7 . . ?
N1 C1 S1 119.9(3) . . ?
N2 C1 S1 115.2(3) . . ?
N2 C1 N1 124.8(3) . . ?
N2 C2 C4 119.6(3) . . ?
C3 C2 N2 115.6(3) . . ?
C3 C2 C4 124.7(3) . . ?
S1 C3 H3A 124.7 . . ?
C2 C3 S1 110.6(3) . . ?
C2 C3 H3A 124.7 . . ?
C2 C4 H4A 109.8 . . ?
C2 C4 H4B 109.8 . . ?
C2 C4 C5 109.4(3) . . ?
H4A C4 H4B 108.3 . . ?
C5 C4 H4A 109.8 . . ?
C5 C4 H4B 109.8 . . ?
O1 C5 N3 124.1(3) . . ?
O1 C5 C4 121.6(3) . . ?
N3 C5 C4 114.2(3) . . ?
C7 C6 N3 117.4(3) . . ?
C11 C6 N3 123.0(3) . . ?
C11 C6 C7 119.5(3) . . ?
C6 C7 H7 119.7 . . ?
C6 C7 C8 120.5(3) . . ?
C8 C7 H7 119.7 . . ?
C7 C8 H8 119.9 . . ?
C7 C8 C9 120.2(3) . . ?
C9 C8 H8 119.9 . . ?
C8 C9 C12 122.0(3) . . ?
C10 C9 C8 118.3(3) . . ?
C10 C9 C12 119.7(3) . . ?
C9 C10 H10 118.9 . . ?
C9 C10 C11 122.2(3) . . ?
C11 C10 H10 118.9 . . ?
C6 C11 H11 120.3 . . ?
C10 C11 C6 119.3(4) . . ?
C10 C11 H11 120.3 . . ?
C9 C12 H12A 108.8 . . ?
C9 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C9 113.8(3) . . ?
C13 C12 H12A 108.8 . . ?
C13 C12 H12B 108.8 . . ?
N4 C13 C12 113.0(3) . . ?
N4 C13 H13A 109.0 . . ?
N4 C13 H13B 109.0 . . ?
C12 C13 H13A 109.0 . . ?
C12 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
N4 C14A H14A 108.4 . . ?
N4 C14A H14B 108.4 . . ?
H14A C14A H14B 107.4 . . ?
C15A C14A N4 115.7(9) . . ?
C15A C14A H14A 108.4 . . ?
C15A C14A H14B 108.4 . . ?
C17 C16 C15 120.5(10) . . ?
C21 C16 C15 120.9(9) . . ?
C21 C16 C17 118.4(11) . . ?
C16 C17 H17 119.2 . . ?
C18 C17 C16 121.5(15) . . ?
C18 C17 H17 119.2 . . ?
C17 C18 H18 120.5 . . ?
C17 C18 C19 119.0(17) . . ?
C19 C18 H18 120.5 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 119.9(16) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.1(15) . . ?
C21 C20 H20 119.9 . . ?
C16 C21 C20 120.9(13) . . ?
C16 C21 H21 119.5 . . ?
C20 C21 H21 119.5 . . ?
O3 C22 O4 127.2(3) . . ?
O3 C22 C23 115.9(3) . . ?
O4 C22 C23 116.9(3) . . ?
N5 C23 C22 116.5(3) . . ?
C26 C23 N5 121.4(3) . . ?
C26 C23 C22 122.0(3) . . ?
O5 C24 N5 122.5(3) . . ?
O5 C24 N6 122.3(3) . . ?
N5 C24 N6 115.1(3) . . ?
O6 C25 N6 120.2(3) . . ?
O6 C25 C26 124.5(3) . . ?
N6 C25 C26 115.4(3) . . ?
C23 C26 C25 119.4(3) . . ?
C23 C26 H26 120.3 . . ?
C25 C26 H26 120.3 . . ?
C14A C15A H15A 108.1 . . ?
C14A C15A C16A 111.3(12) . . ?
O2A C15A C14A 107.4(7) . . ?
O2A C15A H15A 108.1 . . ?
O2A C15A C16A 113.7(8) . . ?
C16A C15A H15A 108.1 . . ?
C15A O2A H2A 109.5 . . ?
C20A C21A H21A 119.3 . . ?
C16A C21A H21A 119.3 . . ?
C16A C21A C20A 121.5(13) . . ?
C17A C18A H18A 119.7 . . ?
C17A C18A C19A 120.6(16) . . ?
C19A C18A H18A 119.7 . . ?
C18A C17A H17A 119.8 . . ?
C18A C17A C16A 120.5(14) . . ?
C16A C17A H17A 119.8 . . ?
C21A C20A H20A 120.4 . . ?
C21A C20A C19A 119.1(15) . . ?
C19A C20A H20A 120.4 . . ?
C21A C16A C15A 120.7(9) . . ?
C21A C16A C17A 118.8(11) . . ?
C17A C16A C15A 120.5(10) . . ?
C18A C19A C20A 119.4(15) . . ?
C18A C19A H19A 120.3 . . ?
C20A C19A H19A 120.3 . . ?
N4 C14 C15 105.7(8) . . ?
N4 C14 H14C 110.6 . . ?
N4 C14 H14D 110.6 . . ?
C15 C14 H14C 110.6 . . ?
C15 C14 H14D 110.6 . . ?
H14C C14 H14D 108.7 . . ?

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
_geom_hbond_publ_flag
N4 H4BD O5 0.91 2.02 2.925(4) 171.3 . yes
N4 H4AB O3 0.91 1.81 2.694(4) 161.6 2_666 yes
N5 H5 O4 0.88 1.95 2.806(4) 164.2 2_666 yes
N6 H6 N2 0.88 2.22 3.034(4) 153.3 1_665 yes
C13 H13A O2 0.99 2.28 3.002(6) 128.8 1_455 yes
O2A H2A O4 0.84 2.07 2.871(6) 158.6 2_766 yes
N1 H1A O1 0.921(19) 2.05(2) 2.942(4) 162(4) 2_445 yes
N1 H1B O5 0.925(19) 2.03(2) 2.933(4) 165(4) 1_445 yes
N3 H3 O6 0.922(19) 1.92(2) 2.803(4) 160(4) 1_445 yes

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
O3 C22 C23 N5 -145.7(3) . . . . ?
O3 C22 C23 C26 35.1(5) . . . . ?
O4 C22 C23 N5 34.4(5) . . . . ?
O4 C22 C23 C26 -144.8(4) . . . . ?
O6 C25 C26 C23 177.9(4) . . . . ?
N2 C2 C3 S1 0.7(4) . . . . ?
N2 C2 C4 C5 94.0(4) . . . . ?
N3 C6 C7 C8 -175.9(3) . . . . ?
N3 C6 C11 C10 175.1(3) . . . . ?
N4 C14A C15A O2A 64.4(12) . . . . ?
N4 C14A C15A C16A -60.7(12) . . . . ?
N5 C23 C26 C25 1.9(5) . . . . ?
N6 C25 C26 C23 -0.7(5) . . . . ?
O2 C15 C16 C17 54.5(16) . . . . ?
O2 C15 C16 C21 -121.0(13) . . . . ?
O2 C15 C14 N4 171.4(8) . . . . ?
C15 C16 C17 C18 -178.0(17) . . . . ?
C15 C16 C21 C20 176.9(15) . . . . ?
C1 S1 C3 C2 -0.4(3) . . . . ?
C1 N2 C2 C3 -0.7(4) . . . . ?
C1 N2 C2 C4 -177.7(3) . . . . ?
C2 N2 C1 S1 0.4(4) . . . . ?
C2 N2 C1 N1 -176.7(3) . . . . ?
C2 C4 C5 O1 79.0(4) . . . . ?
C2 C4 C5 N3 -99.0(4) . . . . ?
C3 S1 C1 N1 177.2(3) . . . . ?
C3 S1 C1 N2 0.0(3) . . . . ?
C3 C2 C4 C5 -82.6(4) . . . . ?
C4 C2 C3 S1 177.5(3) . . . . ?
C5 N3 C6 C7 -148.5(4) . . . . ?
C5 N3 C6 C11 35.1(5) . . . . ?
C6 N3 C5 O1 -1.4(6) . . . . ?
C6 N3 C5 C4 176.6(3) . . . . ?
C6 C7 C8 C9 0.9(6) . . . . ?
C7 C6 C11 C10 -1.3(6) . . . . ?
C7 C8 C9 C10 -1.9(6) . . . . ?
C7 C8 C9 C12 176.8(3) . . . . ?
C8 C9 C10 C11 1.3(6) . . . . ?
C8 C9 C12 C13 -19.4(5) . . . . ?
C9 C10 C11 C6 0.3(6) . . . . ?
C9 C12 C13 N4 -161.3(3) . . . . ?
C10 C9 C12 C13 159.3(3) . . . . ?
C11 C6 C7 C8 0.6(6) . . . . ?
C12 C9 C10 C11 -177.5(4) . . . . ?
C13 N4 C14A C15A -162.6(8) . . . . ?
C13 N4 C14 C15 -160.9(6) . . . . ?
C14A N4 C13 C12 -65.8(7) . . . . ?
C14A C15A C16A C21A 95.9(14) . . . . ?
C14A C15A C16A C17A -82.1(14) . . . . ?
C16 C15 C14 N4 -67.1(12) . . . . ?
C16 C17 C18 C19 3(2) . . . . ?
C17 C16 C21 C20 1(2) . . . . ?
C17 C18 C19 C20 -2(2) . . . . ?
C18 C19 C20 C21 1(2) . . . . ?
C19 C20 C21 C16 -1(2) . . . . ?
C21 C16 C17 C18 -2(2) . . . . ?
C22 C23 C26 C25 -178.9(3) . . . . ?
C23 N5 C24 O5 -179.4(3) . . . . ?
C23 N5 C24 N6 -0.4(5) . . . . ?
C24 N5 C23 C22 179.4(3) . . . . ?
C24 N5 C23 C26 -1.4(5) . . . . ?
C24 N6 C25 O6 -179.8(3) . . . . ?
C24 N6 C25 C26 -1.2(5) . . . . ?
C25 N6 C24 O5 -179.2(3) . . . . ?
C25 N6 C24 N5 1.8(5) . . . . ?
O2A C15A C16A C21A -25.6(17) . . . . ?
O2A C15A C16A C17A 156.4(11) . . . . ?
C21A C20A C19A C18A -1(2) . . . . ?
C18A C17A C16A C15A -179.1(16) . . . . ?
C18A C17A C16A C21A 2.8(19) . . . . ?
C17A C18A C19A C20A 0(2) . . . . ?
C20A C21A C16A C15A 177.6(16) . . . . ?
C20A C21A C16A C17A -4(2) . . . . ?
C16A C21A C20A C19A 3(2) . . . . ?
C19A C18A C17A C16A -1(2) . . . . ?
C14 N4 C13 C12 -80.4(7) . . . . ?
C14 C15 C16 C17 -63.7(16) . . . . ?
C14 C15 C16 C21 120.8(13) . . . . ?

_smtbx_masks_special_details     
;
A solvent mask was calculated and 35 electrons were 
found in a volume of 139Å³ in 1 void per unit cell. 
This is consistent with the presence of 
0.5[C3H8O] per formula unit 
which account for 34 electrons 
per unit cell.
;
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.071 0.000 0.500 138.9 35.2 '1 C3H8O'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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_2
_database_code_depnum_ccdc_archive 'CCDC 2405164'
loop_
_audit_author_name
_audit_author_address
'Miquel Barcelo-Oliver'
;University of the Balearic Islands
Spain
;
_audit_update_record             
;
2025-03-05 deposited with the CCDC.	2025-03-31 downloaded from the CCDC.
;
_audit_creation_date             2025-03-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H25 N4 O2 S, C4 H7 O2, C2 H3 N'
_chemical_formula_sum            'C27 H35 N5 O4 S'
_chemical_formula_weight         525.66
_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                   7.9585(6)
_cell_length_b                   9.7595(8)
_cell_length_c                   18.6559(16)
_cell_angle_alpha                81.610(4)
_cell_angle_beta                 88.461(4)
_cell_angle_gamma                83.493(3)
_cell_volume                     1424.2(2)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9968
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.24
_cell_measurement_theta_min      2.25
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.153
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6975
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             560
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.101
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_unetI/netI     0.0332
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7062
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.321
_diffrn_reflns_theta_min         2.122
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'high brilliance microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5911
_reflns_number_total             7062
_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       'Bruker Apex5, 2024'
_computing_data_collection       'Bruker Apex5, 2024'
_computing_data_reduction        'SAINT v8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.822
_refine_diff_density_min         -0.959
_refine_diff_density_rms         0.085
_refine_ls_extinction_coef       0.0081(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.177
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     432
_refine_ls_number_reflns         7062
_refine_ls_number_restraints     606
_refine_ls_R_factor_all          0.1098
_refine_ls_R_factor_gt           0.0955
_refine_ls_restrained_S_all      1.205
_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)+5.6596P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1957
_refine_ls_wR_factor_ref         0.2012
_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, All N(H,H) groups, All
  O(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 O1-H1
 0.9 with sigma of 0.01
 H1-O4_$2
 1.9 with sigma of 0.01
 O1-C15
 1.45 with sigma of 0.01
 O3-H1A_$1 = C9-C10 = C11-C10 = C6-C11 = C9-C8
 1.39 with sigma of 0.02
 C6-C11A = C11A-C10A = C9-C10A = C9-C8A = C8A-C7A = C7A-C6
 1.39 with sigma of 0.02
 C6-C11 \\sim C6-C11A
 with sigma of 0.02
 C8-C9 \\sim C8A-C9
 with sigma of 0.02
 C9-C10 \\sim C9-C10A
 with sigma of 0.02
 C10-C11 \\sim C10A-C11A
 with sigma of 0.02
 C6-C8 \\sim C6-C8A
 with sigma of 0.04
 C6-C10 \\sim C6-C10A
 with sigma of 0.04
 C9-C11 \\sim C9-C11A
 with sigma of 0.04
 C23-C24 \\sim C23-C24A
 with sigma of 0.02
 C23-C25 \\sim C23-C25A
 with sigma of 0.02
 C3N-H3NA \\sim C6N-H6NA
 with sigma of 0.02
 C3N-H3NB \\sim C6N-H6NB
 with sigma of 0.02
 C3N-H3NC \\sim C6N-H6NC
 with sigma of 0.02
 C3N-C2N \\sim C6N-C5N
 with sigma of 0.02
 C2N-N1N \\sim C5N-N4N
 with sigma of 0.02
 C3N-N1N \\sim C6N-N4N
 with sigma of 0.04
 H3NA-H3NB \\sim H6NA-H6NB
 with sigma of 0.04
 H3NA-H3NC \\sim H6NA-H6NC
 with sigma of 0.04
 H3NA-C2N \\sim H6NA-C5N
 with sigma of 0.04
 H3NB-H3NC \\sim H6NB-H6NC
 with sigma of 0.04
 H3NB-C2N \\sim H6NB-C5N
 with sigma of 0.04
 H3NC-C2N \\sim H6NC-C5N
 with sigma of 0.04
3. Restrained planarity
 C11, C10, C12, C9, C8, C6, N2
 with sigma of 0.1
 C6, C8, C9, C10, C11, N2, C12
 with sigma of 0.1
 C6, C9, C7A, C10A, C8A, C11A, N2, C12
 with sigma of 0.1
4. Uiso/Uaniso restraints and constraints
C24A \\sim C24 \\sim C23 \\sim C25 \\sim C25A \\sim C22: within 5A with sigma
of 0.002 and sigma for terminal atoms of 0.004 within 5A
N1N \\sim C2N \\sim N4N \\sim C5N \\sim C3N \\sim C6N: within 5A with sigma of
0.002 and sigma for terminal atoms of 0.004 within 5A
C8 \\sim C8A \\sim C9 \\sim C10 \\sim C10A \\sim C11 \\sim C11A \\sim C6 \\sim
C7A \\sim C7: within 5A with sigma of 0.002 and sigma for terminal atoms of
0.004 within 5A
5. Rigid body (RIGU) restrains
 C9, C8, C7, C6, C11, C10
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C11A, C10A, C9, C8A, C7A, C6
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C24, C23, C25
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C24A, C23, C25A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N4N, C5N, C6N
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N1N, C2N, C3N
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
6. Others
 Sof(C11A)=Sof(H11A)=Sof(C10A)=Sof(H10A)=Sof(C8A)=Sof(H8A)=Sof(C7A)=Sof(H7A)=1-
 FVAR(1)
 Sof(C8)=Sof(H8)=Sof(C10)=Sof(H10)=Sof(C11)=Sof(H11)=Sof(C7)=Sof(H7)=FVAR(1)
 Sof(H23A)=Sof(C25A)=Sof(H25D)=Sof(H25E)=Sof(H25F)=Sof(C24A)=Sof(H24D)=
 Sof(H24E)=Sof(H24F)=1-FVAR(2)
 Sof(H23)=Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(H24C)=Sof(C25)=Sof(H25A)=Sof(H25B)=
 Sof(H25C)=FVAR(2)
 Sof(O1')=Sof(H1')=1-FVAR(3)
 Sof(O1)=Sof(H1)=FVAR(3)
 Sof(N4N)=Sof(C5N)=Sof(C6N)=Sof(H6NA)=Sof(H6NB)=Sof(H6NC)=1-FVAR(4)
 Sof(C3N)=Sof(H3NA)=Sof(H3NB)=Sof(H3NC)=Sof(C2N)=Sof(N1N)=FVAR(4)
 Fixed Sof: H15(0.5) H15A(0.5)
7.a Ternary CH refined with riding coordinates:
 C15(H15), C15(H15A), C23(H23), C23(H23A)
7.b Secondary CH2 refined with riding coordinates:
 N1(H1A,H1B), C4(H4C,H4D), C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B)
7.c Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C11A(H11A), C10A(H10A), C8A(H8A), C7A(H7A), C8(H8), C10(H10),
  C11(H11), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21), C7(H7)
7.d Fitted hexagon refined as free rotating group:
 C6(C11A,C10A,C9,C8A,C7A)
7.e X=CH2 refined with riding coordinates:
 N4(H4A,H4B)
7.f Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C25(H25A,H25B,H25C), C25A(H25D,H25E,H25F), C24A(H24D,
 H24E,H24F), C3N(H3NA,H3NB,H3NC), C6N(H6NA,H6NB,H6NC)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.13237(12) 0.75681(10) -0.29416(6) 0.0321(3) Uani 1 1 d . . . . .
O1 O 0.6316(7) 0.9093(6) 0.3287(3) 0.0333(16) Uani 0.506(7) 1 d D . P A 1
H1 H 0.660(8) 0.934(9) 0.2816(14) 0.040 Uiso 0.506(7) 1 d D U P A 1
O1' O 0.4735(7) 0.9425(5) 0.2566(3) 0.0265(14) Uani 0.494(7) 1 d . . P A 2
H1' H 0.584(12) 0.950(9) 0.231(5) 0.032 Uiso 0.494(7) 1 d . U P A 2
O2 O 0.5570(3) 0.5704(3) -0.23063(14) 0.0255(5) Uani 1 1 d . . . . .
N1 N 0.6602(3) 0.6707(3) 0.24049(16) 0.0198(6) Uani 1 1 d . . . . .
H1A H 0.743025 0.726380 0.244066 0.024 Uiso 1 1 calc R U . . .
H1B H 0.708932 0.580841 0.247403 0.024 Uiso 1 1 calc R U . . .
N2 N 0.4440(4) 0.7522(3) -0.17574(15) 0.0207(6) Uani 1 1 d . . . . .
H2 H 0.369921 0.826858 -0.182264 0.025 Uiso 1 1 calc R U . . .
N3 N 0.1458(4) 0.5934(3) -0.27046(17) 0.0241(6) Uani 1 1 d . . . . .
N4 N -0.1003(4) 0.4799(3) -0.2505(3) 0.0472(11) Uani 1 1 d . . . . .
H4A H -0.042739 0.397402 -0.239074 0.057 Uiso 1 1 calc R U . . .
H4B H -0.211532 0.488113 -0.250201 0.057 Uiso 1 1 calc R U . . .
C1 C -0.0183(5) 0.5931(4) -0.2682(2) 0.0280(8) Uani 1 1 d . . . . .
C2 C 0.0587(5) 0.8277(4) -0.3087(2) 0.0258(7) Uani 1 1 d . . . . .
H2A H 0.069483 0.923284 -0.324625 0.031 Uiso 1 1 calc R U . . .
C3 C 0.1884(4) 0.7280(3) -0.29406(18) 0.0195(6) Uani 1 1 d . . . . .
C4 C 0.3733(4) 0.7467(4) -0.30025(18) 0.0216(7) Uani 1 1 d . . . . .
H4C H 0.386551 0.847437 -0.309559 0.026 Uiso 1 1 calc R U . . .
H4D H 0.423411 0.703589 -0.341881 0.026 Uiso 1 1 calc R U . . .
C28 C 0.4672(4) 0.6812(3) -0.23184(18) 0.0188(6) Uani 1 1 d . . . . .
C6 C 0.5233(4) 0.7232(3) -0.10644(12) 0.0221(5) Uani 1 1 d DG U . . .
C11A C 0.4975(6) 0.8291(3) -0.06362(18) 0.0223(5) Uani 0.581(9) 1 d DG U P B 2
H11A H 0.435105 0.915405 -0.081878 0.027 Uiso 0.581(9) 1 calc R U P B 2
C10A C 0.5630(6) 0.8087(3) 0.00593(17) 0.0225(6) Uani 0.581(9) 1 d DG U P B 2
H10A H 0.545339 0.881059 0.035203 0.027 Uiso 0.581(9) 1 calc R U P B 2
C9 C 0.6542(4) 0.6824(3) 0.03265(12) 0.0231(5) Uani 1 1 d DG U . B .
C8A C 0.6800(6) 0.5766(3) -0.01017(18) 0.0214(5) Uani 0.581(9) 1 d DG U P B 2
H8A H 0.742400 0.490259 0.008090 0.026 Uiso 0.581(9) 1 calc R U P B 2
C7A C 0.6145(6) 0.5970(3) -0.07972(17) 0.0217(6) Uani 0.581(9) 1 d DG U P B 2
H7A H 0.632167 0.524603 -0.108991 0.026 Uiso 0.581(9) 1 calc R U P B 2
C8 C 0.7059(11) 0.5943(8) -0.0147(4) 0.0215(6) Uani 0.419(9) 1 d D U P B 1
H8 H 0.789205 0.518359 -0.000019 0.026 Uiso 0.419(9) 1 calc R U P B 1
C10 C 0.5097(10) 0.7781(8) 0.0170(4) 0.0222(6) Uani 0.419(9) 1 d D U P B 1
H10 H 0.456729 0.827046 0.053465 0.027 Uiso 0.419(9) 1 calc R U P B 1
C11 C 0.4453(11) 0.8000(8) -0.0533(4) 0.0222(6) Uani 0.419(9) 1 d D U P B 1
H11 H 0.349652 0.866103 -0.065332 0.027 Uiso 0.419(9) 1 calc R U P B 1
C12 C 0.7204(5) 0.6560(4) 0.1105(2) 0.0300(8) Uani 1 1 d . . . . .
H12A H 0.756023 0.555136 0.123737 0.036 Uiso 1 1 calc R U . B .
H12B H 0.821367 0.705899 0.112520 0.036 Uiso 1 1 calc R U . . .
C13 C 0.5906(4) 0.7027(4) 0.16584(19) 0.0237(7) Uani 1 1 d . . . . .
H13A H 0.557525 0.804242 0.154099 0.028 Uiso 1 1 calc R U . . .
H13B H 0.488189 0.654723 0.163504 0.028 Uiso 1 1 calc R U . . .
C14 C 0.5327(5) 0.6897(4) 0.2999(2) 0.0253(7) Uani 1 1 d . . . . .
H14A H 0.425144 0.658545 0.286561 0.030 Uiso 1 1 calc R U . . .
H14B H 0.573398 0.629433 0.344786 0.030 Uiso 1 1 calc R U . . .
C15 C 0.4991(5) 0.8369(4) 0.3150(2) 0.0289(8) Uani 1 1 d D . . . .
H15 H 0.442794 0.890967 0.270732 0.035 Uiso 0.5 1 calc R U P A 1
H15A H 0.606740 0.854572 0.336711 0.035 Uiso 0.5 1 calc R U P A 2
C16 C 0.3716(5) 0.8456(4) 0.3752(2) 0.0300(9) Uani 1 1 d . . . . .
C17 C 0.2042(6) 0.8299(4) 0.3630(2) 0.0351(9) Uani 1 1 d . . . . .
H17 H 0.170541 0.817824 0.316079 0.042 Uiso 1 1 calc R U . . .
C18 C 0.0858(6) 0.8316(5) 0.4186(3) 0.0468(12) Uani 1 1 d . . . . .
H18 H -0.028510 0.821614 0.409091 0.056 Uiso 1 1 calc R U . . .
C19 C 0.1300(8) 0.8473(7) 0.4864(3) 0.0634(17) Uani 1 1 d . . . . .
H19 H 0.047252 0.846989 0.524096 0.076 Uiso 1 1 calc R U . . .
C20 C 0.2955(9) 0.8637(7) 0.5008(3) 0.071(2) Uani 1 1 d . . . . .
H20 H 0.327219 0.874121 0.548241 0.085 Uiso 1 1 calc R U . . .
C21 C 0.4181(7) 0.8647(5) 0.4437(2) 0.0428(11) Uani 1 1 d . . . . .
H21 H 0.531564 0.878477 0.452574 0.051 Uiso 1 1 calc R U . . .
O3 O -0.0595(3) 0.8090(3) 0.22807(17) 0.0333(7) Uani 1 1 d D . . . .
O4 O -0.2409(3) 0.9904(3) 0.18924(16) 0.0316(6) Uani 1 1 d . . . . .
C22 C -0.0946(5) 0.9283(4) 0.1916(2) 0.0276(6) Uani 1 1 d . U . . .
C23 C 0.0476(5) 0.9970(4) 0.1509(2) 0.0364(7) Uani 1 1 d D U . . .
H23 H 0.150995 0.980926 0.181622 0.044 Uiso 0.461(11) 1 calc R U P C 1
H23A H 0.126479 1.012825 0.188963 0.044 Uiso 0.539(11) 1 calc R U P C 2
C24 C 0.0227(14) 1.1425(11) 0.1177(8) 0.0348(11) Uani 0.461(11) 1 d D U P C 1
H24A H -0.065271 1.154347 0.080853 0.052 Uiso 0.461(11) 1 calc R U P C 1
H24B H 0.128806 1.169444 0.094935 0.052 Uiso 0.461(11) 1 calc R U P C 1
H24C H -0.012008 1.201409 0.154926 0.052 Uiso 0.461(11) 1 calc R U P C 1
C25 C 0.0836(14) 0.9201(11) 0.0790(6) 0.0362(10) Uani 0.461(11) 1 d D U P C 1
H25A H -0.017001 0.937734 0.048424 0.054 Uiso 0.461(11) 1 calc R U P C 1
H25B H 0.109859 0.819588 0.093739 0.054 Uiso 0.461(11) 1 calc R U P C 1
H25C H 0.179550 0.957022 0.051652 0.054 Uiso 0.461(11) 1 calc R U P C 1
C7 C 0.6415(12) 0.6103(9) -0.0848(5) 0.0214(6) Uani 0.419(9) 1 d . U P B 1
H7 H 0.678009 0.545374 -0.116863 0.026 Uiso 0.419(9) 1 calc R U P B 1
C25A C 0.1471(11) 0.8916(9) 0.1084(5) 0.0362(10) Uani 0.539(11) 1 d D U P C 2
H25D H 0.079103 0.876655 0.067780 0.054 Uiso 0.539(11) 1 calc R U P C 2
H25E H 0.173540 0.803153 0.140342 0.054 Uiso 0.539(11) 1 calc R U P C 2
H25F H 0.252375 0.927452 0.089806 0.054 Uiso 0.539(11) 1 calc R U P C 2
C24A C -0.0243(12) 1.1476(9) 0.1133(6) 0.0347(11) Uani 0.539(11) 1 d D U P C 2
H24D H -0.069839 1.203556 0.150404 0.052 Uiso 0.539(11) 1 calc R U P C 2
H24E H -0.114399 1.139711 0.079848 0.052 Uiso 0.539(11) 1 calc R U P C 2
H24F H 0.066874 1.192720 0.086415 0.052 Uiso 0.539(11) 1 calc R U P C 2
C3N C 0.2716(17) 0.4540(18) 0.4423(6) 0.087(2) Uani 0.696(9) 1 d D U P D 1
H3NA H 0.186601 0.511824 0.410721 0.130 Uiso 0.696(9) 1 calc DR U P D 1
H3NB H 0.287366 0.359719 0.429160 0.130 Uiso 0.696(9) 1 calc DR U P D 1
H3NC H 0.379054 0.494703 0.436383 0.130 Uiso 0.696(9) 1 calc DR U P D 1
C2N C 0.2155(17) 0.4478(16) 0.5164(5) 0.086(2) Uani 0.696(9) 1 d D U P D 1
N1N N 0.1807(12) 0.4364(11) 0.5762(4) 0.088(2) Uani 0.696(9) 1 d D U P D 1
N4N N 0.299(3) 0.530(2) 0.5498(10) 0.087(2) Uani 0.304(9) 1 d D U P D 2
C5N C 0.258(4) 0.484(3) 0.5004(12) 0.087(2) Uani 0.304(9) 1 d D U P D 2
C6N C 0.225(4) 0.443(4) 0.4320(12) 0.086(2) Uani 0.304(9) 1 d D U P D 2
H6NA H 0.294235 0.490551 0.394161 0.13(10) Uiso 0.304(9) 1 calc DR . P D 2
H6NB H 0.105201 0.467189 0.420436 0.04(4) Uiso 0.304(9) 1 calc DR . P D 2
H6NC H 0.253573 0.341581 0.434600 0.16(14) Uiso 0.304(9) 1 calc DR . P D 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.755(4) . ?
S1 C2 1.739(4) . ?
O1 H1 0.907(9) . ?
O1 C15 1.382(6) . ?
O1' H1' 0.99(10) . ?
O1' C15 1.388(6) . ?
O2 C28 1.225(4) . ?
N1 H1A 0.9100 . ?
N1 H1B 0.9100 . ?
N1 C13 1.490(4) . ?
N1 C14 1.500(4) . ?
N2 H2 0.8800 . ?
N2 C28 1.335(4) . ?
N2 C6 1.430(3) . ?
N3 C1 1.306(5) . ?
N3 C3 1.400(4) . ?
N4 H4A 0.8800 . ?
N4 H4B 0.8800 . ?
N4 C1 1.342(5) . ?
C2 H2A 0.9500 . ?
C2 C3 1.340(5) . ?
C3 C4 1.503(5) . ?
C4 H4C 0.9900 . ?
C4 H4D 0.9900 . ?
C4 C28 1.517(5) . ?
C6 C11A 1.3900 . ?
C6 C7A 1.3900 . ?
C6 C11 1.417(8) . ?
C6 C7 1.385(10) . ?
C11A H11A 0.9500 . ?
C11A C10A 1.3900 . ?
C10A H10A 0.9500 . ?
C10A C9 1.3900 . ?
C9 C8A 1.3900 . ?
C9 C8 1.347(8) . ?
C9 C10 1.405(8) . ?
C9 C12 1.534(4) . ?
C8A H8A 0.9500 . ?
C8A C7A 1.3900 . ?
C7A H7A 0.9500 . ?
C8 H8 0.9500 . ?
C8 C7 1.398(11) . ?
C10 H10 0.9500 . ?
C10 C11 1.399(9) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.521(5) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.497(5) . ?
C15 H15 1.0000 . ?
C15 H15A 1.0000 . ?
C15 C16 1.499(5) . ?
C16 C17 1.387(6) . ?
C16 C21 1.383(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.382(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.358(8) . ?
C19 H19 0.9500 . ?
C19 C20 1.382(9) . ?
C20 H20 0.9500 . ?
C20 C21 1.425(7) . ?
C21 H21 0.9500 . ?
O3 C22 1.265(5) . ?
O4 C22 1.249(4) . ?
C22 C23 1.512(5) . ?
C23 H23 1.0000 . ?
C23 H23A 1.0000 . ?
C23 C24 1.458(11) . ?
C23 C25 1.634(10) . ?
C23 C25A 1.527(8) . ?
C23 C24A 1.584(10) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C7 H7 0.9500 . ?
C25A H25D 0.9800 . ?
C25A H25E 0.9800 . ?
C25A H25F 0.9800 . ?
C24A H24D 0.9800 . ?
C24A H24E 0.9800 . ?
C24A H24F 0.9800 . ?
C3N H3NA 0.9800 . ?
C3N H3NB 0.9800 . ?
C3N H3NC 0.9800 . ?
C3N C2N 1.437(13) . ?
C2N N1N 1.134(11) . ?
N4N C5N 1.154(17) . ?
C5N C6N 1.433(16) . ?
C6N H6NA 0.9800 . ?
C6N H6NB 0.9800 . ?
C6N H6NC 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
C2 S1 C1 88.78(18) . . ?
C15 O1 H1 96(4) . . ?
C15 O1' H1' 107(5) . . ?
H1A N1 H1B 107.6 . . ?
C13 N1 H1A 108.6 . . ?
C13 N1 H1B 108.6 . . ?
C13 N1 C14 114.8(3) . . ?
C14 N1 H1A 108.6 . . ?
C14 N1 H1B 108.6 . . ?
C28 N2 H2 115.6 . . ?
C28 N2 C6 128.8(3) . . ?
C6 N2 H2 115.6 . . ?
C1 N3 C3 110.4(3) . . ?
H4A N4 H4B 120.0 . . ?
C1 N4 H4A 120.0 . . ?
C1 N4 H4B 120.0 . . ?
N3 C1 S1 114.5(3) . . ?
N3 C1 N4 125.3(3) . . ?
N4 C1 S1 120.1(3) . . ?
S1 C2 H2A 124.9 . . ?
C3 C2 S1 110.2(3) . . ?
C3 C2 H2A 124.9 . . ?
N3 C3 C4 117.3(3) . . ?
C2 C3 N3 116.1(3) . . ?
C2 C3 C4 126.6(3) . . ?
C3 C4 H4C 109.3 . . ?
C3 C4 H4D 109.3 . . ?
C3 C4 C28 111.6(3) . . ?
H4C C4 H4D 108.0 . . ?
C28 C4 H4C 109.3 . . ?
C28 C4 H4D 109.3 . . ?
O2 C28 N2 124.3(3) . . ?
O2 C28 C4 120.1(3) . . ?
N2 C28 C4 115.5(3) . . ?
C11A C6 N2 115.6(2) . . ?
C11A C6 C7A 120.0 . . ?
C7A C6 N2 124.3(2) . . ?
C11 C6 N2 114.8(4) . . ?
C7 C6 N2 124.9(4) . . ?
C7 C6 C11 118.9(5) . . ?
C6 C11A H11A 120.0 . . ?
C10A C11A C6 120.0 . . ?
C10A C11A H11A 120.0 . . ?
C11A C10A H10A 120.0 . . ?
C11A C10A C9 120.0 . . ?
C9 C10A H10A 120.0 . . ?
C10A C9 C12 120.6(2) . . ?
C8A C9 C10A 120.0 . . ?
C8A C9 C12 119.4(2) . . ?
C8 C9 C10 119.2(5) . . ?
C8 C9 C12 120.7(4) . . ?
C10 C9 C12 118.3(4) . . ?
C9 C8A H8A 120.0 . . ?
C9 C8A C7A 120.0 . . ?
C7A C8A H8A 120.0 . . ?
C6 C7A H7A 120.0 . . ?
C8A C7A C6 120.0 . . ?
C8A C7A H7A 120.0 . . ?
C9 C8 H8 118.8 . . ?
C9 C8 C7 122.4(7) . . ?
C7 C8 H8 118.8 . . ?
C9 C10 H10 120.6 . . ?
C11 C10 C9 118.8(6) . . ?
C11 C10 H10 120.6 . . ?
C6 C11 H11 120.1 . . ?
C10 C11 C6 119.8(6) . . ?
C10 C11 H11 120.1 . . ?
C9 C12 H12A 108.9 . . ?
C9 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C13 C12 C9 113.4(3) . . ?
C13 C12 H12A 108.9 . . ?
C13 C12 H12B 108.9 . . ?
N1 C13 C12 111.0(3) . . ?
N1 C13 H13A 109.4 . . ?
N1 C13 H13B 109.4 . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N1 C14 H14A 108.8 . . ?
N1 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C15 C14 N1 113.7(3) . . ?
C15 C14 H14A 108.8 . . ?
C15 C14 H14B 108.8 . . ?
O1 C15 C14 120.3(4) . . ?
O1 C15 H15 105.8 . . ?
O1 C15 C16 108.3(4) . . ?
O1' C15 C14 118.3(4) . . ?
O1' C15 H15A 104.0 . . ?
O1' C15 C16 114.7(4) . . ?
C14 C15 H15 105.8 . . ?
C14 C15 H15A 104.0 . . ?
C14 C15 C16 109.9(3) . . ?
C16 C15 H15 105.8 . . ?
C16 C15 H15A 104.0 . . ?
C17 C16 C15 119.6(4) . . ?
C21 C16 C15 121.4(4) . . ?
C21 C16 C17 119.0(4) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(4) . . ?
C18 C17 H17 119.7 . . ?
C17 C18 H18 119.4 . . ?
C19 C18 C17 121.2(5) . . ?
C19 C18 H18 119.4 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0(5) . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 120.3 . . ?
C19 C20 C21 119.4(5) . . ?
C21 C20 H20 120.3 . . ?
C16 C21 C20 119.8(5) . . ?
C16 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
O3 C22 C23 118.0(3) . . ?
O4 C22 O3 122.2(3) . . ?
O4 C22 C23 119.8(4) . . ?
C22 C23 H23 109.6 . . ?
C22 C23 H23A 105.4 . . ?
C22 C23 C25 105.8(4) . . ?
C22 C23 C25A 108.5(4) . . ?
C22 C23 C24A 108.9(5) . . ?
C24 C23 C22 120.9(6) . . ?
C24 C23 H23 109.6 . . ?
C24 C23 C25 100.5(8) . . ?
C25 C23 H23 109.6 . . ?
C25A C23 H23A 105.4 . . ?
C25A C23 C24A 121.9(7) . . ?
C24A C23 H23A 105.4 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C25 H25A 109.5 . . ?
C23 C25 H25B 109.5 . . ?
C23 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C6 C7 C8 118.4(7) . . ?
C6 C7 H7 120.8 . . ?
C8 C7 H7 120.8 . . ?
C23 C25A H25D 109.5 . . ?
C23 C25A H25E 109.5 . . ?
C23 C25A H25F 109.5 . . ?
H25D C25A H25E 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?
C23 C24A H24D 109.5 . . ?
C23 C24A H24E 109.5 . . ?
C23 C24A H24F 109.5 . . ?
H24D C24A H24E 109.5 . . ?
H24D C24A H24F 109.5 . . ?
H24E C24A H24F 109.5 . . ?
H3NA C3N H3NB 109.5 . . ?
H3NA C3N H3NC 109.5 . . ?
H3NB C3N H3NC 109.5 . . ?
C2N C3N H3NA 109.5 . . ?
C2N C3N H3NB 109.5 . . ?
C2N C3N H3NC 109.5 . . ?
N1N C2N C3N 175.3(15) . . ?
N4N C5N C6N 170(3) . . ?
C5N C6N H6NA 109.5 . . ?
C5N C6N H6NB 109.5 . . ?
C5N C6N H6NC 109.5 . . ?
H6NA C6N H6NB 109.5 . . ?
H6NA C6N H6NC 109.5 . . ?
H6NB C6N H6NC 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
_geom_hbond_publ_flag
O1 H1 O4 0.907(9) 1.908(9) 2.805(6) 170(6) 1_655 yes
O1' H1' O4 0.99(10) 1.64(10) 2.623(6) 171(8) 1_655 yes
N1 H1A O3 0.91 1.84 2.723(4) 161.6 1_655 yes
N1 H1B N3 0.91 1.94 2.840(4) 167.3 2_665 yes
N2 H2 O4 0.88 1.94 2.811(4) 168.8 2_575 yes
N4 H4A O3 0.88 2.07 2.935(4) 167.8 2_565 yes
N4 H4B O2 0.88 1.97 2.802(4) 157.0 1_455 yes
C7A H7A O2 0.95 2.33 2.918(4) 119.6 . yes
C13 H13B O2 0.99 2.42 3.104(4) 125.4 2_665 yes

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 C2 C3 N3 -0.6(4) . . . . ?
S1 C2 C3 C4 179.6(3) . . . . ?
O1 C15 C16 C17 155.8(4) . . . . ?
O1 C15 C16 C21 -26.3(5) . . . . ?
O1' C15 C16 C17 65.2(5) . . . . ?
O1' C15 C16 C21 -116.8(5) . . . . ?
N1 C14 C15 O1 -52.9(5) . . . . ?
N1 C14 C15 O1' 45.9(5) . . . . ?
N1 C14 C15 C16 -179.6(3) . . . . ?
N2 C6 C11A C10A 177.1(3) . . . . ?
N2 C6 C7A C8A -176.9(3) . . . . ?
N2 C6 C11 C10 178.6(4) . . . . ?
N2 C6 C7 C8 -178.9(5) . . . . ?
N3 C3 C4 C28 -49.9(4) . . . . ?
C1 S1 C2 C3 0.3(3) . . . . ?
C1 N3 C3 C2 0.7(5) . . . . ?
C1 N3 C3 C4 -179.6(3) . . . . ?
C2 S1 C1 N3 0.1(3) . . . . ?
C2 S1 C1 N4 -177.9(4) . . . . ?
C2 C3 C4 C28 129.9(4) . . . . ?
C3 N3 C1 S1 -0.4(4) . . . . ?
C3 N3 C1 N4 177.4(4) . . . . ?
C3 C4 C28 O2 104.2(4) . . . . ?
C3 C4 C28 N2 -75.8(4) . . . . ?
C28 N2 C6 C11A 168.5(4) . . . . ?
C28 N2 C6 C7A -14.5(5) . . . . ?
C28 N2 C6 C11 -166.7(5) . . . . ?
C28 N2 C6 C7 -0.8(7) . . . . ?
C6 N2 C28 O2 4.9(5) . . . . ?
C6 N2 C28 C4 -175.1(3) . . . . ?
C6 C11A C10A C9 0.0 . . . . ?
C11A C6 C7A C8A 0.0 . . . . ?
C11A C10A C9 C8A 0.0 . . . . ?
C11A C10A C9 C12 -177.2(3) . . . . ?
C10A C9 C8A C7A 0.0 . . . . ?
C10A C9 C12 C13 44.6(4) . . . . ?
C9 C8A C7A C6 0.0 . . . . ?
C9 C8 C7 C6 1.6(12) . . . . ?
C9 C10 C11 C6 1.7(7) . . . . ?
C9 C12 C13 N1 178.3(3) . . . . ?
C8A C9 C12 C13 -132.6(3) . . . . ?
C7A C6 C11A C10A 0.0 . . . . ?
C8 C9 C10 C11 -13.6(7) . . . . ?
C8 C9 C12 C13 -146.3(5) . . . . ?
C10 C9 C8 C7 12.2(10) . . . . ?
C10 C9 C12 C13 18.0(6) . . . . ?
C11 C6 C7 C8 -13.5(10) . . . . ?
C12 C9 C8A C7A 177.3(3) . . . . ?
C12 C9 C8 C7 176.3(6) . . . . ?
C12 C9 C10 C11 -178.1(4) . . . . ?
C13 N1 C14 C15 -83.5(4) . . . . ?
C14 N1 C13 C12 -169.8(3) . . . . ?
C14 C15 C16 C17 -71.0(4) . . . . ?
C14 C15 C16 C21 106.9(4) . . . . ?
C15 C16 C17 C18 177.2(4) . . . . ?
C15 C16 C21 C20 -176.0(4) . . . . ?
C16 C17 C18 C19 -0.6(7) . . . . ?
C17 C16 C21 C20 1.9(7) . . . . ?
C17 C18 C19 C20 0.8(8) . . . . ?
C18 C19 C20 C21 0.4(9) . . . . ?
C19 C20 C21 C16 -1.7(8) . . . . ?
C21 C16 C17 C18 -0.7(6) . . . . ?
O3 C22 C23 C24 -169.9(8) . . . . ?
O3 C22 C23 C25 77.1(6) . . . . ?
O3 C22 C23 C25A 48.5(7) . . . . ?
O3 C22 C23 C24A -176.9(6) . . . . ?
O4 C22 C23 C24 9.2(9) . . . . ?
O4 C22 C23 C25 -103.8(6) . . . . ?
O4 C22 C23 C25A -132.4(6) . . . . ?
O4 C22 C23 C24A 2.3(7) . . . . ?
C7 C6 C11 C10 11.8(8) . . . . ?

_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_1a
_database_code_depnum_ccdc_archive 'CCDC 2405169'
loop_
_audit_author_name
_audit_author_address
'Miquel Barcelo-Oliver'
;University of the Balearic Islands
Spain
;
_audit_update_record             
;
2025-03-05 deposited with the CCDC.	2025-03-31 downloaded from the CCDC.
;
_audit_creation_date             2025-03-05
_audit_creation_method           
;
Olex2 1.5
(compiled 2024.01.12 svn.r2f8d729c for OlexSys, GUI svn.r6928)
;
_shelx_SHELXL_version_number     2019/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H25 N4 O2 S, C5 H3 N2 O4, C3 H6 O'
_chemical_formula_sum            'C29 H34 N6 O7 S'
_chemical_formula_weight         610.68
_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                   10.6139(6)
_cell_length_b                   13.0164(11)
_cell_length_c                   13.2023(8)
_cell_angle_alpha                111.948(3)
_cell_angle_beta                 95.785(2)
_cell_angle_gamma                114.007(2)
_cell_volume                     1474.99(18)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9994
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.29
_cell_measurement_theta_min      2.59
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.167
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.7063
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            coloueless
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             644
_exptl_crystal_size_max          0.610
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.166
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_unetI/netI     0.0195
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            58823
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.369
_diffrn_reflns_theta_min         2.201
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  multilayer
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'high brilliance microfocus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6877
_reflns_number_total             7375
_reflns_special_details          
;
 _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       'Bruker Apex5, 2024'
_computing_data_collection       'Bruker Apex5, 2024'
_computing_data_reduction        'SAINT v8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         1.583
_refine_diff_density_min         -1.270
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       0.0054(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_goodness_of_fit_ref   1.166
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     451
_refine_ls_number_reflns         7375
_refine_ls_number_restraints     1108
_refine_ls_R_factor_all          0.0925
_refine_ls_R_factor_gt           0.0881
_refine_ls_restrained_S_all      1.111
_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)+(0.0403P)²+4.7706P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1976
_refine_ls_wR_factor_ref         0.2000
_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, All N(H,H) groups, All
  N(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 N4-C13
 1.45 with sigma of 0.02
 O2B-C15A = O2A-C15
 1.45 with sigma of 0.01
 N4-C14A = N4-C14 = C15-C14 = C15A-C14A
 1.45 with sigma of 0.005
 C16-C15 = C16A-C15A = O2A-C15 = O2B-C15A
 1.45 with sigma of 0.005
 N4-C14 \\sim N4-C14A
 with sigma of 0.02
 O2A-C15 \\sim O2B-C15A
 with sigma of 0.02
 C14-C15 \\sim C14A-C15A
 with sigma of 0.02
 C15-C16 \\sim C15A-C16A
 with sigma of 0.02
 C16-C17 \\sim C16A-C17A
 with sigma of 0.02
 C16-C21 \\sim C16A-C21A
 with sigma of 0.02
 C17-C18 \\sim C17A-C18A
 with sigma of 0.02
 C18-C19 \\sim C18A-C19A
 with sigma of 0.02
 C19-C20 \\sim C19A-C20A
 with sigma of 0.02
 C20-C21 \\sim C20A-C21A
 with sigma of 0.02
 N4-C15 \\sim N4-C15A
 with sigma of 0.04
 O2A-C14 \\sim O2B-C14A
 with sigma of 0.04
 O2A-C16 \\sim O2B-C16A
 with sigma of 0.04
 C14-C16 \\sim C14A-C16A
 with sigma of 0.04
 C15-C17 \\sim C15A-C17A
 with sigma of 0.04
 C15-C21 \\sim C15A-C21A
 with sigma of 0.04
 C16-C18 \\sim C16A-C18A
 with sigma of 0.04
 C16-C20 \\sim C16A-C20A
 with sigma of 0.04
 C17-C19 \\sim C17A-C19A
 with sigma of 0.04
 C17-C21 \\sim C17A-C21A
 with sigma of 0.04
 C18-C20 \\sim C18A-C20A
 with sigma of 0.04
 C19-C21 \\sim C19A-C21A
 with sigma of 0.04
3. Rigid bond restraints
 C24, C25
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
O2B \\sim O2A \\sim C15A \\sim C15 \\sim C14A \\sim C14 \\sim N4 \\sim C16A
\\sim C16 \\sim C17A \\sim C17 \\sim C18A \\sim C18 \\sim C19A \\sim C19 \\sim
C20 \\sim C21A \\sim C21 \\sim C20A: within 5A with sigma of 0.002 and sigma
for terminal atoms of 0.004 within 5A
5. Rigid body (RIGU) restrains
 O2A, C15, C14, N4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C15, C16, C17, C18, C19, C20, C21
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O2B, C15A, C14A, N4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C15A, C16A, C17A, C18A, C19A, C20A, C21A
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
6. Others
 Sof(H4BC)=Sof(H4BD)=Sof(O2B)=Sof(H2B)=Sof(C14A)=Sof(H14C)=Sof(H14D)=Sof(C15A)=
 Sof(H15A)=Sof(C16A)=Sof(C17A)=Sof(H17A)=Sof(C18A)=Sof(H18A)=Sof(C19A)=
 Sof(H19A)=Sof(C20A)=Sof(H20A)=Sof(C21A)=Sof(H21A)=1-FVAR(1)
 Sof(H4AA)=Sof(H4AB)=Sof(O2A)=Sof(H2A)=Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(C15)=
 Sof(H15)=Sof(C16)=Sof(C17)=Sof(H17)=Sof(C18)=Sof(H18)=Sof(C19)=Sof(H19)=
 Sof(C20)=Sof(H20)=Sof(C21)=Sof(H21)=FVAR(1)
7.a Ternary CH refined with riding coordinates:
 C15(H15), C15A(H15A)
7.b Secondary CH2 refined with riding coordinates:
 N4(H4AA,H4AB), N4(H4BC,H4BD), C4(H4A,H4B), C12(H12A,H12B), C13(H13A,H13B),
 C14(H14A,H14B), C14A(H14C,H14D)
7.c Aromatic/amide H refined with riding coordinates:
 N3(H3), C2(H2), C7(H7), C8(H8), C10(H10), C11(H11), C17(H17), C18(H18),
 C19(H19), C20(H20), C21(H21), N5(H5), N6(H6), C24(H24), C17A(H17A), C18A(H18A),
  C19A(H19A), C20A(H20A), C21A(H21A)
7.d Fitted hexagon refined as free rotating group:
 C16(C17,C18,C19,C20,C21), C16A(C17A,C18A,C19A,C20A,C21A)
7.e X=CH2 refined with riding coordinates:
 N1(H1A,H1B)
7.f Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C30(H30A,H30B,H30C)
7.g Idealised tetrahedral OH refined as rotating group:
 O2A(H2A), O2B(H2B)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S -0.22525(8) 0.51570(8) 0.79623(7) 0.0262(2) Uani 1 1 d . . . . .
O1 O 0.2261(3) 0.6507(2) 0.6880(2) 0.0311(5) Uani 1 1 d . . . . .
N1 N -0.2493(3) 0.3214(3) 0.8369(3) 0.0316(6) Uani 1 1 d . . . . .
H1A H -0.214326 0.276962 0.853626 0.038 Uiso 1 1 calc R U . . .
H1B H -0.342574 0.295950 0.822145 0.038 Uiso 1 1 calc R U . . .
N2 N -0.0192(3) 0.4730(2) 0.8549(2) 0.0182(5) Uani 1 1 d . . . . .
N3 N 0.2754(3) 0.5158(2) 0.7339(2) 0.0213(5) Uani 1 1 d . . . . .
H3 H 0.280398 0.492794 0.788297 0.026 Uiso 1 1 calc R U . . .
N4 N 0.3910(3) 0.0527(3) 0.2034(2) 0.0252(4) Uani 1 1 d D U . . .
H4AA H 0.319609 -0.026785 0.154040 0.030 Uiso 0.487(5) 1 calc R U P A 1
H4AB H 0.420569 0.097826 0.163863 0.030 Uiso 0.487(5) 1 calc R U P A 1
H4BC H 0.330677 -0.031980 0.172193 0.030 Uiso 0.513(5) 1 calc R U P A 2
H4BD H 0.378564 0.076678 0.148283 0.030 Uiso 0.513(5) 1 calc R U P A 2
C1 C -0.1600(3) 0.4283(3) 0.8339(3) 0.0202(6) Uani 1 1 d . . . . .
C2 C -0.0503(3) 0.6225(3) 0.8164(3) 0.0239(6) Uani 1 1 d . . . . .
H2 H -0.023339 0.697271 0.807979 0.029 Uiso 1 1 calc R U . . .
C3 C 0.0431(3) 0.5853(3) 0.8458(2) 0.0189(5) Uani 1 1 d . . . . .
C4 C 0.2036(3) 0.6515(3) 0.8666(3) 0.0207(6) Uani 1 1 d . . . . .
H4A H 0.251547 0.632415 0.920037 0.025 Uiso 1 1 calc R U . . .
H4B H 0.240880 0.744018 0.901701 0.025 Uiso 1 1 calc R U . . .
C5 C 0.2375(3) 0.6078(3) 0.7541(3) 0.0199(6) Uani 1 1 d . . . . .
C6 C 0.3079(3) 0.4523(3) 0.6356(3) 0.0202(6) Uani 1 1 d . . . . .
C7 C 0.2663(4) 0.4482(3) 0.5299(3) 0.0247(6) Uani 1 1 d . . . . .
H7 H 0.211649 0.488197 0.520365 0.030 Uiso 1 1 calc R U . . .
C8 C 0.3052(4) 0.3856(3) 0.4388(3) 0.0262(6) Uani 1 1 d . . . . .
H8 H 0.277821 0.384473 0.367461 0.031 Uiso 1 1 calc R U . . .
C9 C 0.3833(3) 0.3242(3) 0.4489(3) 0.0247(6) Uani 1 1 d . . . . .
C10 C 0.4215(4) 0.3272(3) 0.5535(3) 0.0280(7) Uani 1 1 d . . . . .
H10 H 0.473632 0.284878 0.562032 0.034 Uiso 1 1 calc R U . . .
C11 C 0.3857(3) 0.3903(3) 0.6460(3) 0.0254(6) Uani 1 1 d . . . . .
H11 H 0.414142 0.391603 0.717260 0.031 Uiso 1 1 calc R U . . .
C12 C 0.4280(4) 0.2596(3) 0.3496(3) 0.0273(7) Uani 1 1 d . . . . .
H12A H 0.531978 0.286410 0.376258 0.033 Uiso 1 1 calc R U . . .
H12B H 0.414416 0.286541 0.290320 0.033 Uiso 1 1 calc R U . . .
C13 C 0.3411(4) 0.1157(3) 0.2969(3) 0.0296(7) Uani 1 1 d D . . . .
H13A H 0.350349 0.089016 0.357084 0.036 Uiso 1 1 calc R U . . .
H13B H 0.237733 0.088470 0.266306 0.036 Uiso 1 1 calc R U . . .
O2A O 0.4653(9) -0.1349(6) 0.1035(5) 0.0301(9) Uani 0.487(5) 1 d D U P A 1
H2A H 0.396584 -0.200533 0.098458 0.045 Uiso 0.487(5) 1 calc R U P A 1
C14 C 0.5114(6) 0.0497(6) 0.2636(6) 0.0268(5) Uani 0.487(5) 1 d D U P A 1
H14A H 0.599067 0.127720 0.278573 0.032 Uiso 0.487(5) 1 calc R U P A 1
H14B H 0.497917 0.059657 0.339189 0.032 Uiso 0.487(5) 1 calc R U P A 1
C15 C 0.5482(5) -0.0486(5) 0.2241(5) 0.0284(5) Uani 0.487(5) 1 d D U P A 1
H15 H 0.495406 -0.100355 0.261027 0.034 Uiso 0.487(5) 1 calc R U P A 1
C16 C 0.6948(4) -0.0267(5) 0.2654(5) 0.0284(5) Uani 0.487(5) 1 d DG U P A 1
C17 C 0.7058(4) -0.1105(4) 0.3024(5) 0.0287(5) Uani 0.487(5) 1 d DG U P A 1
H17 H 0.621420 -0.175084 0.303020 0.034 Uiso 0.487(5) 1 calc R U P A 1
C18 C 0.8401(5) -0.0998(5) 0.3385(5) 0.0290(5) Uani 0.487(5) 1 d DG U P A 1
H18 H 0.847629 -0.157033 0.363815 0.035 Uiso 0.487(5) 1 calc R U P A 1
C19 C 0.9635(4) -0.0052(6) 0.3377(5) 0.0284(6) Uani 0.487(5) 1 d DG U P A 1
H19 H 1.055383 0.002104 0.362340 0.034 Uiso 0.487(5) 1 calc R U P A 1
C20 C 0.9526(4) 0.0786(5) 0.3007(5) 0.0292(5) Uani 0.487(5) 1 d DG U P A 1
H20 H 1.036929 0.143191 0.300071 0.035 Uiso 0.487(5) 1 calc R U P A 1
C21 C 0.8182(5) 0.0679(5) 0.2646(5) 0.0288(5) Uani 0.487(5) 1 d DG U P A 1
H21 H 0.810721 0.125142 0.239275 0.035 Uiso 0.487(5) 1 calc R U P A 1
O3 O -0.1650(3) -0.0547(3) -0.0532(3) 0.0456(8) Uani 1 1 d . . . . .
O4 O -0.3920(3) -0.1614(3) -0.0543(2) 0.0375(6) Uani 1 1 d . . . . .
O5 O 0.1234(2) -0.1790(2) 0.1193(2) 0.0269(5) Uani 1 1 d . . . . .
O6 O -0.3317(2) -0.4678(2) 0.0761(2) 0.0291(5) Uani 1 1 d . . . . .
N5 N -0.3094(3) -0.3071(3) 0.0236(3) 0.0363(7) Uani 1 1 d . . . . .
H5 H -0.402635 -0.332764 0.002973 0.044 Uiso 1 1 calc R U . . .
N6 N -0.1065(3) -0.3236(2) 0.0959(2) 0.0214(5) Uani 1 1 d . . . . .
H6 H -0.071191 -0.362964 0.121258 0.026 Uiso 1 1 calc R U . . .
C22 C -0.2603(4) -0.1321(3) -0.0335(3) 0.0301(7) Uani 1 1 d . . . . .
C23 C -0.2137(3) -0.2041(3) 0.0158(3) 0.0227(6) Uani 1 1 d . . . . .
C24 C -0.0687(3) -0.1618(2) 0.0489(2) 0.0141(5) Uani 1 1 d . U . . .
H24 H -0.005752 -0.088631 0.043335 0.017 Uiso 1 1 calc R U . . .
C25 C -0.0094(3) -0.2194(3) 0.0895(3) 0.0206(6) Uani 1 1 d . U . . .
C26 C -0.2565(3) -0.3732(3) 0.0656(3) 0.0215(6) Uani 1 1 d . . . . .
O7 O 0.6381(5) 0.1894(5) 0.5204(5) 0.1051(18) Uani 1 1 d . . . . .
C28 C 0.8742(7) 0.3286(5) 0.5485(4) 0.0711(17) Uani 1 1 d . . . . .
H28A H 0.893170 0.404809 0.616107 0.107 Uiso 1 1 calc R U . . .
H28B H 0.842458 0.333933 0.479202 0.107 Uiso 1 1 calc R U . . .
H28C H 0.962736 0.321533 0.549636 0.107 Uiso 1 1 calc R U . . .
C29 C 0.7614(6) 0.2177(4) 0.5495(4) 0.0481(11) Uani 1 1 d . . . . .
C30 C 0.8100(9) 0.1441(7) 0.5887(5) 0.085(2) Uani 1 1 d . . . . .
H30A H 0.725679 0.067595 0.578499 0.127 Uiso 1 1 calc R U . . .
H30B H 0.866081 0.195325 0.669751 0.127 Uiso 1 1 calc R U . . .
H30C H 0.870443 0.120253 0.543762 0.127 Uiso 1 1 calc R U . . .
O2B O 0.4670(8) -0.1524(5) 0.1143(6) 0.0290(8) Uani 0.513(5) 1 d D U P A 2
H2B H 0.474703 -0.187877 0.049213 0.044 Uiso 0.513(5) 1 calc R U P A 2
C14A C 0.5398(5) 0.0735(5) 0.2290(6) 0.0292(5) Uani 0.513(5) 1 d D U P A 2
H14C H 0.599586 0.148161 0.218703 0.035 Uiso 0.513(5) 1 calc R U P A 2
H14D H 0.572134 0.098318 0.311496 0.035 Uiso 0.513(5) 1 calc R U P A 2
C15A C 0.5774(5) -0.0194(4) 0.1716(5) 0.0272(5) Uani 0.513(5) 1 d D U P A 2
H15A H 0.604697 -0.001936 0.107144 0.033 Uiso 0.513(5) 1 calc R U P A 2
C16A C 0.7101(4) -0.0071(4) 0.2354(4) 0.0278(5) Uani 0.513(5) 1 d DG U P A 2
C17A C 0.6959(4) -0.1015(4) 0.2661(5) 0.0283(5) Uani 0.513(5) 1 d DG U P A 2
H17A H 0.603052 -0.170804 0.246614 0.034 Uiso 0.513(5) 1 calc R U P A 2
C18A C 0.8174(5) -0.0946(5) 0.3253(5) 0.0290(5) Uani 0.513(5) 1 d DG U P A 2
H18A H 0.807604 -0.159126 0.346329 0.035 Uiso 0.513(5) 1 calc R U P A 2
C19A C 0.9532(4) 0.0068(5) 0.3539(5) 0.0288(6) Uani 0.513(5) 1 d DG U P A 2
H19A H 1.036202 0.011562 0.394362 0.035 Uiso 0.513(5) 1 calc R U P A 2
C20A C 0.9674(3) 0.1013(4) 0.3232(5) 0.0292(5) Uani 0.513(5) 1 d DG U P A 2
H20A H 1.060250 0.170573 0.342679 0.035 Uiso 0.513(5) 1 calc R U P A 2
C21A C 0.8459(5) 0.0943(4) 0.2639(5) 0.0293(5) Uani 0.513(5) 1 d DG U P A 2
H21A H 0.855699 0.158898 0.242964 0.035 Uiso 0.513(5) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
S1 C1 1.736(3) . ?
S1 C2 1.725(3) . ?
O1 C5 1.220(4) . ?
N1 H1A 0.8800 . ?
N1 H1B 0.8800 . ?
N1 C1 1.346(4) . ?
N2 C1 1.317(4) . ?
N2 C3 1.395(4) . ?
N3 H3 0.8800 . ?
N3 C5 1.357(4) . ?
N3 C6 1.417(4) . ?
N4 H4AA 0.9100 . ?
N4 H4AB 0.9100 . ?
N4 H4BC 0.9100 . ?
N4 H4BD 0.9100 . ?
N4 C13 1.484(4) . ?
N4 C14 1.459(4) . ?
N4 C14A 1.469(4) . ?
C2 H2 0.9500 . ?
C2 C3 1.350(4) . ?
C3 C4 1.502(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C4 C5 1.517(4) . ?
C6 C7 1.396(4) . ?
C6 C11 1.397(4) . ?
C7 H7 0.9500 . ?
C7 C8 1.387(4) . ?
C8 H8 0.9500 . ?
C8 C9 1.392(5) . ?
C9 C10 1.381(5) . ?
C9 C12 1.509(4) . ?
C10 H10 0.9500 . ?
C10 C11 1.382(5) . ?
C11 H11 0.9500 . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.528(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
O2A H2A 0.8400 . ?
O2A C15 1.465(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.417(4) . ?
C15 H15 1.0000 . ?
C15 C16 1.467(4) . ?
C16 C17 1.3900 . ?
C16 C21 1.3900 . ?
C17 H17 0.9500 . ?
C17 C18 1.3900 . ?
C18 H18 0.9500 . ?
C18 C19 1.3900 . ?
C19 H19 0.9500 . ?
C19 C20 1.3900 . ?
C20 H20 0.9500 . ?
C20 C21 1.3900 . ?
C21 H21 0.9500 . ?
O3 C22 1.235(4) . ?
O4 C22 1.259(4) . ?
O5 C25 1.245(4) . ?
O6 C26 1.234(4) . ?
N5 H5 0.8800 . ?
N5 C23 1.362(4) . ?
N5 C26 1.432(4) . ?
N6 H6 0.8800 . ?
N6 C25 1.368(4) . ?
N6 C26 1.398(4) . ?
C22 C23 1.522(4) . ?
C23 C24 1.363(4) . ?
C24 H24 0.9500 . ?
C24 C25 1.364(4) . ?
O7 C29 1.182(6) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C28 C29 1.458(8) . ?
C29 C30 1.474(6) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
O2B H2B 0.8400 . ?
O2B C15A 1.461(4) . ?
C14A H14C 0.9900 . ?
C14A H14D 0.9900 . ?
C14A C15A 1.401(4) . ?
C15A H15A 1.0000 . ?
C15A C16A 1.482(4) . ?
C16A C17A 1.3900 . ?
C16A C21A 1.3900 . ?
C17A H17A 0.9500 . ?
C17A C18A 1.3900 . ?
C18A H18A 0.9500 . ?
C18A C19A 1.3900 . ?
C19A H19A 0.9500 . ?
C19A C20A 1.3900 . ?
C20A H20A 0.9500 . ?
C20A C21A 1.3900 . ?
C21A H21A 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 S1 C1 89.07(14) . . ?
H1A N1 H1B 120.0 . . ?
C1 N1 H1A 120.0 . . ?
C1 N1 H1B 120.0 . . ?
C1 N2 C3 110.2(2) . . ?
C5 N3 H3 116.1 . . ?
C5 N3 C6 127.8(2) . . ?
C6 N3 H3 116.1 . . ?
H4AA N4 H4AB 109.0 . . ?
H4BC N4 H4BD 107.0 . . ?
C13 N4 H4AA 111.1 . . ?
C13 N4 H4AB 111.1 . . ?
C13 N4 H4BC 107.5 . . ?
C13 N4 H4BD 107.5 . . ?
C14 N4 H4AA 111.1 . . ?
C14 N4 H4AB 111.1 . . ?
C14 N4 C13 103.5(3) . . ?
C14A N4 H4BC 107.5 . . ?
C14A N4 H4BD 107.5 . . ?
C14A N4 C13 119.5(3) . . ?
N1 C1 S1 121.5(2) . . ?
N2 C1 S1 114.6(2) . . ?
N2 C1 N1 123.9(3) . . ?
S1 C2 H2 124.6 . . ?
C3 C2 S1 110.7(2) . . ?
C3 C2 H2 124.6 . . ?
N2 C3 C4 118.5(2) . . ?
C2 C3 N2 115.3(3) . . ?
C2 C3 C4 126.2(3) . . ?
C3 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C3 C4 C5 109.7(2) . . ?
H4A C4 H4B 108.2 . . ?
C5 C4 H4A 109.7 . . ?
C5 C4 H4B 109.7 . . ?
O1 C5 N3 124.5(3) . . ?
O1 C5 C4 121.4(3) . . ?
N3 C5 C4 114.1(2) . . ?
C7 C6 N3 123.6(3) . . ?
C7 C6 C11 118.8(3) . . ?
C11 C6 N3 117.6(3) . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.6(3) . . ?
C8 C7 H7 120.2 . . ?
C7 C8 H8 119.1 . . ?
C7 C8 C9 121.8(3) . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C12 121.0(3) . . ?
C10 C9 C8 117.9(3) . . ?
C10 C9 C12 121.1(3) . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.4(3) . . ?
C11 C10 H10 119.3 . . ?
C6 C11 H11 119.8 . . ?
C10 C11 C6 120.5(3) . . ?
C10 C11 H11 119.8 . . ?
C9 C12 H12A 109.2 . . ?
C9 C12 H12B 109.2 . . ?
C9 C12 C13 112.2(3) . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
N4 C13 C12 111.9(3) . . ?
N4 C13 H13A 109.2 . . ?
N4 C13 H13B 109.2 . . ?
C12 C13 H13A 109.2 . . ?
C12 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C15 O2A H2A 109.5 . . ?
N4 C14 H14A 105.8 . . ?
N4 C14 H14B 105.8 . . ?
H14A C14 H14B 106.2 . . ?
C15 C14 N4 126.0(4) . . ?
C15 C14 H14A 105.8 . . ?
C15 C14 H14B 105.8 . . ?
O2A C15 H15 100.4 . . ?
O2A C15 C16 119.2(5) . . ?
C14 C15 O2A 109.2(5) . . ?
C14 C15 H15 100.4 . . ?
C14 C15 C16 121.9(4) . . ?
C16 C15 H15 100.4 . . ?
C17 C16 C15 116.2(4) . . ?
C17 C16 C21 120.0 . . ?
C21 C16 C15 123.7(4) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 C16 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 120.0 . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 120.0 . . ?
C20 C19 C18 120.0 . . ?
C20 C19 H19 120.0 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.0 . . ?
C21 C20 H20 120.0 . . ?
C16 C21 H21 120.0 . . ?
C20 C21 C16 120.0 . . ?
C20 C21 H21 120.0 . . ?
C23 N5 H5 120.4 . . ?
C23 N5 C26 119.3(3) . . ?
C26 N5 H5 120.4 . . ?
C25 N6 H6 117.0 . . ?
C25 N6 C26 125.9(3) . . ?
C26 N6 H6 117.0 . . ?
O3 C22 O4 127.2(3) . . ?
O3 C22 C23 115.8(3) . . ?
O4 C22 C23 116.9(3) . . ?
N5 C23 C22 122.9(3) . . ?
N5 C23 C24 121.2(3) . . ?
C24 C23 C22 115.8(3) . . ?
C23 C24 H24 118.4 . . ?
C23 C24 C25 123.2(3) . . ?
C25 C24 H24 118.4 . . ?
O5 C25 N6 122.8(3) . . ?
O5 C25 C24 122.1(3) . . ?
C24 C25 N6 115.1(3) . . ?
O6 C26 N5 125.5(3) . . ?
O6 C26 N6 119.3(3) . . ?
N6 C26 N5 115.2(3) . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C29 C28 H28A 109.5 . . ?
C29 C28 H28B 109.5 . . ?
C29 C28 H28C 109.5 . . ?
O7 C29 C28 121.3(5) . . ?
O7 C29 C30 122.3(6) . . ?
C28 C29 C30 116.4(5) . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C15A O2B H2B 109.5 . . ?
N4 C14A H14C 106.6 . . ?
N4 C14A H14D 106.6 . . ?
H14C C14A H14D 106.6 . . ?
C15A C14A N4 122.9(4) . . ?
C15A C14A H14C 106.6 . . ?
C15A C14A H14D 106.6 . . ?
O2B C15A H15A 103.5 . . ?
O2B C15A C16A 108.8(5) . . ?
C14A C15A O2B 119.6(6) . . ?
C14A C15A H15A 103.5 . . ?
C14A C15A C16A 115.6(4) . . ?
C16A C15A H15A 103.5 . . ?
C17A C16A C15A 117.9(4) . . ?
C17A C16A C21A 120.0 . . ?
C21A C16A C15A 122.1(4) . . ?
C16A C17A H17A 120.0 . . ?
C18A C17A C16A 120.0 . . ?
C18A C17A H17A 120.0 . . ?
C17A C18A H18A 120.0 . . ?
C19A C18A C17A 120.0 . . ?
C19A C18A H18A 120.0 . . ?
C18A C19A H19A 120.0 . . ?
C20A C19A C18A 120.0 . . ?
C20A C19A H19A 120.0 . . ?
C19A C20A H20A 120.0 . . ?
C19A C20A C21A 120.0 . . ?
C21A C20A H20A 120.0 . . ?
C16A C21A H21A 120.0 . . ?
C20A C21A C16A 120.0 . . ?
C20A C21A H21A 120.0 . . ?

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
_geom_hbond_publ_flag
N1 H1A O5 0.88 1.99 2.867(4) 174.2 2_556 yes
N3 H3 O6 0.88 2.00 2.865(3) 168.8 2_556 yes
N4 H4AA O5 0.91 2.06 2.878(3) 149.1 . yes
N4 H4BD O4 0.91 1.92 2.819(4) 167.1 2 yes
O2A H2A N1 0.84 2.22 3.004(9) 155.9 2_556 yes
N6 H6 N2 0.88 2.11 2.978(3) 167.0 2_556 yes
C24 H24 O3 0.95 1.95 2.874(4) 163.6 2 yes
O2B H2B O4 0.84 2.08 2.798(9) 142.8 1_655 yes
C14A H14C O1 0.99 2.23 3.084(7) 143.5 2_666 yes

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 C2 C3 N2 -0.8(3) . . . . ?
S1 C2 C3 C4 177.9(2) . . . . ?
N2 C3 C4 C5 92.4(3) . . . . ?
N3 C6 C7 C8 178.9(3) . . . . ?
N3 C6 C11 C10 -179.7(3) . . . . ?
N4 C14 C15 O2A 11.4(10) . . . . ?
N4 C14 C15 C16 157.0(6) . . . . ?
N4 C14A C15A O2B -22.0(10) . . . . ?
N4 C14A C15A C16A -155.2(6) . . . . ?
C1 S1 C2 C3 1.8(2) . . . . ?
C1 N2 C3 C2 -1.2(4) . . . . ?
C1 N2 C3 C4 -179.9(3) . . . . ?
C2 S1 C1 N1 179.5(3) . . . . ?
C2 S1 C1 N2 -2.6(2) . . . . ?
C2 C3 C4 C5 -86.2(4) . . . . ?
C3 N2 C1 S1 2.6(3) . . . . ?
C3 N2 C1 N1 -179.6(3) . . . . ?
C3 C4 C5 O1 80.2(4) . . . . ?
C3 C4 C5 N3 -97.6(3) . . . . ?
C5 N3 C6 C7 -19.4(5) . . . . ?
C5 N3 C6 C11 160.8(3) . . . . ?
C6 N3 C5 O1 -0.3(5) . . . . ?
C6 N3 C5 C4 177.5(3) . . . . ?
C6 C7 C8 C9 1.0(5) . . . . ?
C7 C6 C11 C10 0.5(5) . . . . ?
C7 C8 C9 C10 0.1(5) . . . . ?
C7 C8 C9 C12 -178.3(3) . . . . ?
C8 C9 C10 C11 -0.9(5) . . . . ?
C8 C9 C12 C13 -107.7(4) . . . . ?
C9 C10 C11 C6 0.6(5) . . . . ?
C9 C12 C13 N4 -176.9(3) . . . . ?
C10 C9 C12 C13 74.0(4) . . . . ?
C11 C6 C7 C8 -1.3(5) . . . . ?
C12 C9 C10 C11 177.5(3) . . . . ?
C13 N4 C14 C15 144.2(7) . . . . ?
C13 N4 C14A C15A 147.0(6) . . . . ?
O2A C15 C16 C17 -87.6(7) . . . . ?
O2A C15 C16 C21 89.6(7) . . . . ?
C14 N4 C13 C12 84.8(4) . . . . ?
C14 C15 C16 C17 130.1(6) . . . . ?
C14 C15 C16 C21 -52.6(9) . . . . ?
C15 C16 C17 C18 177.3(5) . . . . ?
C15 C16 C21 C20 -177.1(6) . . . . ?
C16 C17 C18 C19 0.0 . . . . ?
C17 C16 C21 C20 0.0 . . . . ?
C17 C18 C19 C20 0.0 . . . . ?
C18 C19 C20 C21 0.0 . . . . ?
C19 C20 C21 C16 0.0 . . . . ?
C21 C16 C17 C18 0.0 . . . . ?
O3 C22 C23 N5 -168.2(3) . . . . ?
O3 C22 C23 C24 9.6(5) . . . . ?
O4 C22 C23 N5 8.8(5) . . . . ?
O4 C22 C23 C24 -173.4(3) . . . . ?
N5 C23 C24 C25 1.2(5) . . . . ?
C22 C23 C24 C25 -176.7(3) . . . . ?
C23 N5 C26 O6 -179.6(3) . . . . ?
C23 N5 C26 N6 0.1(4) . . . . ?
C23 C24 C25 O5 -180.0(3) . . . . ?
C23 C24 C25 N6 -0.4(4) . . . . ?
C25 N6 C26 O6 -179.6(3) . . . . ?
C25 N6 C26 N5 0.6(4) . . . . ?
C26 N5 C23 C22 176.8(3) . . . . ?
C26 N5 C23 C24 -1.0(5) . . . . ?
C26 N6 C25 O5 179.0(3) . . . . ?
C26 N6 C25 C24 -0.5(4) . . . . ?
O2B C15A C16A C17A -22.9(7) . . . . ?
O2B C15A C16A C21A 156.6(5) . . . . ?
C14A N4 C13 C12 61.8(5) . . . . ?
C14A C15A C16A C17A 115.0(6) . . . . ?
C14A C15A C16A C21A -65.4(7) . . . . ?
C15A C16A C17A C18A 179.5(5) . . . . ?
C15A C16A C21A C20A -179.5(5) . . . . ?
C16A C17A C18A C19A 0.0 . . . . ?
C17A C16A C21A C20A 0.0 . . . . ?
C17A C18A C19A C20A 0.0 . . . . ?
C18A C19A C20A C21A 0.0 . . . . ?
C19A C20A C21A C16A 0.0 . . . . ?
C21A C16A C17A C18A 0.0 . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
