# Supplementary Information (SI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_t
_database_code_depnum_ccdc_archive 'CCDC 2367465'
loop_
_audit_author_name
_audit_author_address
'You Zhou'
;Central China Normal University
China
;
_audit_update_record             
;
2024-07-03 deposited with the CCDC.	2024-08-12 downloaded from the CCDC.
;
_audit_creation_date             2023-06-30
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C31 H22 N4 O2'
_chemical_formula_sum            'C31 H22 N4 O2'
_chemical_formula_weight         482.52
_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'

_shelx_space_group_comment       
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   18.947(3)
_cell_length_b                   16.244(3)
_cell_length_c                   15.993(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.238(2)
_cell_angle_gamma                90
_cell_volume                     4771.1(13)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    7865
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.31
_cell_measurement_theta_min      2.29
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6809
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.344
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2016
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0275
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            18327
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.475
_diffrn_reflns_theta_min         1.674
_diffrn_ambient_temperature      296(1)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3773
_reflns_number_total             4920
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.237
_refine_diff_density_min         -0.197
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.0008(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     337
_refine_ls_number_reflns         4920
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0599
_refine_ls_R_factor_gt           0.0444
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0817P)²+2.0812P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1291
_refine_ls_wR_factor_ref         0.1456
_refine_special_details          ?
_olex2_refinement_description    
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups, All O(H) groups 
2.a Aromatic/amide H refined with riding coordinates: 
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C12(H12), C13(H13), C15(H15), 
 C16(H16), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C28(H28), C29(H29), 
  C30(H30), C31(H31) 
2.b Idealised Me refined as rotating group: 
 C17(H17A,H17B,H17C) 
2.c Idealised tetrahedral OH refined as rotating group: 
 O2(H2A) 
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
; 
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.056 
;
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.51201(9) 0.34840(10) 0.62856(11) 0.0465(4) Uani 1 1 d . . . . .
C2 C 0.45237(11) 0.38073(12) 0.56974(14) 0.0611(5) Uani 1 1 d . . . . .
H2 H 0.4196 0.3459 0.5335 0.073 Uiso 1 1 calc R . . . .
C3 C 0.44174(14) 0.46503(14) 0.56504(18) 0.0774(7) Uani 1 1 d . . . . .
H3 H 0.4012 0.4869 0.5264 0.093 Uiso 1 1 calc R . . . .
C4 C 0.49098(15) 0.51636(13) 0.61732(19) 0.0827(8) Uani 1 1 d . . . . .
H4 H 0.4841 0.5731 0.6140 0.099 Uiso 1 1 calc R . . . .
C5 C 0.55005(14) 0.48402(13) 0.67419(19) 0.0822(7) Uani 1 1 d . . . . .
H5 H 0.5836 0.5193 0.7089 0.099 Uiso 1 1 calc R . . . .
C6 C 0.56133(11) 0.39961(12) 0.68154(15) 0.0639(5) Uani 1 1 d . . . . .
H6 H 0.6013 0.3781 0.7214 0.077 Uiso 1 1 calc R . . . .
C7 C 0.46853(8) 0.20755(10) 0.64197(10) 0.0411(3) Uani 1 1 d . . . . .
C8 C 0.49459(8) 0.12276(9) 0.62884(10) 0.0406(3) Uani 1 1 d . . . . .
C9 C 0.56433(8) 0.13151(9) 0.62033(11) 0.0420(4) Uani 1 1 d . . . . .
C10 C 0.58962(8) 0.22030(9) 0.62341(11) 0.0421(4) Uani 1 1 d . . . . .
C11 C 0.60930(8) 0.24775(9) 0.54120(11) 0.0421(4) Uani 1 1 d . . . . .
C12 C 0.66749(10) 0.29866(11) 0.54276(12) 0.0540(4) Uani 1 1 d . . . . .
H12 H 0.6968 0.3158 0.5954 0.065 Uiso 1 1 calc R . . . .
C13 C 0.68287(11) 0.32464(12) 0.46672(13) 0.0617(5) Uani 1 1 d . . . . .
H13 H 0.7224 0.3593 0.4693 0.074 Uiso 1 1 calc R . . . .
C14 C 0.64137(10) 0.30056(11) 0.38772(13) 0.0553(4) Uani 1 1 d . . . . .
C15 C 0.58340(13) 0.24893(14) 0.38691(14) 0.0695(6) Uani 1 1 d . . . . .
H15 H 0.5544 0.2313 0.3343 0.083 Uiso 1 1 calc R . . . .
C16 C 0.56745(11) 0.22273(13) 0.46230(13) 0.0652(5) Uani 1 1 d . . . . .
H16 H 0.5281 0.1879 0.4598 0.078 Uiso 1 1 calc R . . . .
C17 C 0.66037(15) 0.32625(16) 0.30520(15) 0.0800(7) Uani 1 1 d . . . . .
H17A H 0.6762 0.3826 0.3098 0.120 Uiso 1 1 calc GR . . . .
H17B H 0.6182 0.3208 0.2578 0.120 Uiso 1 1 calc GR . . . .
H17C H 0.6987 0.2918 0.2955 0.120 Uiso 1 1 calc GR . . . .
C18 C 0.46352(8) 0.04249(10) 0.62792(10) 0.0408(3) Uani 1 1 d . . . . .
C19 C 0.38815(8) 0.02572(10) 0.63487(10) 0.0425(4) Uani 1 1 d . . . . .
C20 C 0.33055(9) 0.07834(11) 0.60122(13) 0.0532(4) Uani 1 1 d . . . . .
H20 H 0.3386 0.1266 0.5737 0.064 Uiso 1 1 calc R . . . .
C21 C 0.26120(10) 0.05925(13) 0.60838(16) 0.0677(6) Uani 1 1 d . . . . .
H21 H 0.2229 0.0952 0.5864 0.081 Uiso 1 1 calc R . . . .
C22 C 0.24836(11) -0.01263(15) 0.64793(15) 0.0690(6) Uani 1 1 d . . . . .
H22 H 0.2016 -0.0251 0.6528 0.083 Uiso 1 1 calc R . . . .
C23 C 0.30441(12) -0.06532(14) 0.67993(14) 0.0708(6) Uani 1 1 d . . . . .
H23 H 0.2957 -0.1141 0.7061 0.085 Uiso 1 1 calc R . . . .
C24 C 0.37397(10) -0.04687(12) 0.67379(13) 0.0580(5) Uani 1 1 d . . . . .
H24 H 0.4118 -0.0833 0.6959 0.070 Uiso 1 1 calc R . . . .
C25 C 0.57226(9) -0.01327(10) 0.61397(11) 0.0445(4) Uani 1 1 d . . . . .
C26 C 0.62793(9) -0.06905(11) 0.61021(12) 0.0497(4) Uani 1 1 d . . . . .
C27 C 0.68875(9) -0.01938(11) 0.60878(12) 0.0505(4) Uani 1 1 d . . . . .
C28 C 0.75711(10) -0.05612(13) 0.61088(14) 0.0619(5) Uani 1 1 d . . . . .
H28 H 0.7976 -0.0242 0.6100 0.074 Uiso 1 1 calc R . . . .
C29 C 0.76134(11) -0.13966(14) 0.61420(15) 0.0689(6) Uani 1 1 d . . . . .
H29 H 0.8058 -0.1648 0.6161 0.083 Uiso 1 1 calc R . . . .
C30 C 0.70074(13) -0.18928(13) 0.61483(16) 0.0733(6) Uani 1 1 d . . . . .
H30 H 0.7060 -0.2462 0.6166 0.088 Uiso 1 1 calc R . . . .
C31 C 0.63412(11) -0.15574(12) 0.61283(14) 0.0632(5) Uani 1 1 d . . . . .
H31 H 0.5942 -0.1889 0.6132 0.076 Uiso 1 1 calc R . . . .
N1 N 0.52195(7) 0.26090(8) 0.63323(9) 0.0443(3) Uani 1 1 d . . . . .
N2 N 0.50365(7) -0.02302(8) 0.62034(9) 0.0461(3) Uani 1 1 d . . . . .
N3 N 0.60451(7) 0.06472(8) 0.61362(9) 0.0442(3) Uani 1 1 d . . . . .
N4 N 0.67506(7) 0.06290(9) 0.60955(10) 0.0514(4) Uani 1 1 d . . . . .
O1 O 0.41176(6) 0.22811(7) 0.65954(8) 0.0496(3) Uani 1 1 d . . . . .
O2 O 0.64830(6) 0.23497(8) 0.69412(8) 0.0508(3) Uani 1 1 d . . . . .
H2A H 0.6358 0.2260 0.7389 0.076 Uiso 1 1 calc GR . . . .


_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.384(3) . ?
C1 C6 1.376(3) . ?
C1 N1 1.433(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.372(4) . ?
C4 H4 0.9300 . ?
C4 C5 1.362(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.388(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.495(2) . ?
C7 N1 1.365(2) . ?
C7 O1 1.2233(18) . ?
C8 C9 1.369(2) . ?
C8 C18 1.429(2) . ?
C9 C10 1.517(2) . ?
C9 N3 1.345(2) . ?
C10 C11 1.519(2) . ?
C10 N1 1.4841(18) . ?
C10 O2 1.3976(19) . ?
C11 C12 1.374(2) . ?
C11 C16 1.376(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.384(3) . ?
C13 H13 0.9300 . ?
C13 C14 1.371(3) . ?
C14 C15 1.379(3) . ?
C14 C17 1.510(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.380(3) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 C19 1.484(2) . ?
C18 N2 1.331(2) . ?
C19 C20 1.387(2) . ?
C19 C24 1.390(2) . ?
C20 H20 0.9300 . ?
C20 C21 1.382(2) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(3) . ?
C22 H22 0.9300 . ?
C22 C23 1.362(3) . ?
C23 H23 0.9300 . ?
C23 C24 1.379(3) . ?
C24 H24 0.9300 . ?
C25 C26 1.403(2) . ?
C25 N2 1.338(2) . ?
C25 N3 1.407(2) . ?
C26 C27 1.412(2) . ?
C26 C31 1.413(3) . ?
C27 C28 1.419(2) . ?
C27 N4 1.362(2) . ?
C28 H28 0.9300 . ?
C28 C29 1.360(3) . ?
C29 H29 0.9300 . ?
C29 C30 1.405(3) . ?
C30 H30 0.9300 . ?
C30 C31 1.368(3) . ?
C31 H31 0.9300 . ?
N3 N4 1.3544(18) . ?
O2 H2A 0.8200 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 N1 119.12(16) . . ?
C6 C1 C2 120.43(17) . . ?
C6 C1 N1 120.45(17) . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.8(2) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3 120.0 . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3 120.0 . . ?
C3 C4 H4 120.1 . . ?
C5 C4 C3 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(2) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 118.5(2) . . ?
C1 C6 H6 120.7 . . ?
C5 C6 H6 120.7 . . ?
N1 C7 C8 106.95(12) . . ?
O1 C7 C8 128.54(14) . . ?
O1 C7 N1 124.48(15) . . ?
C9 C8 C7 106.16(13) . . ?
C9 C8 C18 119.94(14) . . ?
C18 C8 C7 133.82(14) . . ?
C8 C9 C10 113.62(13) . . ?
N3 C9 C8 120.22(14) . . ?
N3 C9 C10 126.11(13) . . ?
C9 C10 C11 113.19(13) . . ?
N1 C10 C9 98.73(11) . . ?
N1 C10 C11 111.31(13) . . ?
O2 C10 C9 111.75(14) . . ?
O2 C10 C11 109.54(12) . . ?
O2 C10 N1 112.01(13) . . ?
C12 C11 C10 121.86(15) . . ?
C12 C11 C16 118.25(17) . . ?
C16 C11 C10 119.89(15) . . ?
C11 C12 H12 119.7 . . ?
C11 C12 C13 120.60(17) . . ?
C13 C12 H12 119.7 . . ?
C12 C13 H13 119.1 . . ?
C14 C13 C12 121.72(17) . . ?
C14 C13 H13 119.1 . . ?
C13 C14 C15 117.20(18) . . ?
C13 C14 C17 121.38(19) . . ?
C15 C14 C17 121.4(2) . . ?
C14 C15 H15 119.2 . . ?
C14 C15 C16 121.61(19) . . ?
C16 C15 H15 119.2 . . ?
C11 C16 C15 120.62(18) . . ?
C11 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C8 C18 C19 124.61(14) . . ?
N2 C18 C8 119.17(13) . . ?
N2 C18 C19 116.23(14) . . ?
C20 C19 C18 122.53(15) . . ?
C20 C19 C24 118.44(15) . . ?
C24 C19 C18 118.98(15) . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.21(18) . . ?
C21 C20 H20 119.9 . . ?
C20 C21 H21 119.8 . . ?
C22 C21 C20 120.47(19) . . ?
C22 C21 H21 119.8 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.71(17) . . ?
C23 C22 H22 120.1 . . ?
C22 C23 H23 119.8 . . ?
C22 C23 C24 120.49(19) . . ?
C24 C23 H23 119.8 . . ?
C19 C24 H24 119.7 . . ?
C23 C24 C19 120.65(18) . . ?
C23 C24 H24 119.7 . . ?
C26 C25 N3 104.45(14) . . ?
N2 C25 C26 132.96(16) . . ?
N2 C25 N3 122.54(14) . . ?
C25 C26 C27 104.88(15) . . ?
C25 C26 C31 134.44(17) . . ?
C27 C26 C31 120.54(16) . . ?
C26 C27 C28 120.21(17) . . ?
N4 C27 C26 113.74(14) . . ?
N4 C27 C28 125.97(17) . . ?
C27 C28 H28 121.1 . . ?
C29 C28 C27 117.74(19) . . ?
C29 C28 H28 121.1 . . ?
C28 C29 H29 118.9 . . ?
C28 C29 C30 122.17(18) . . ?
C30 C29 H29 118.9 . . ?
C29 C30 H30 119.3 . . ?
C31 C30 C29 121.49(19) . . ?
C31 C30 H30 119.3 . . ?
C26 C31 H31 121.1 . . ?
C30 C31 C26 117.83(19) . . ?
C30 C31 H31 121.1 . . ?
C1 N1 C10 122.75(12) . . ?
C7 N1 C1 122.92(13) . . ?
C7 N1 C10 114.22(12) . . ?
C18 N2 C25 119.99(14) . . ?
C9 N3 C25 118.11(13) . . ?
C9 N3 N4 127.31(13) . . ?
N4 N3 C25 114.54(13) . . ?
N3 N4 C27 102.37(13) . . ?
C10 O2 H2A 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
O2 H2A O1 0.82 2.04 2.8452(17) 165.7 2_656

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 1.3(3) . . . . ?
C2 C1 C6 C5 -0.4(3) . . . . ?
C2 C1 N1 C7 -51.6(2) . . . . ?
C2 C1 N1 C10 124.46(18) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C4 C5 C6 -0.9(4) . . . . ?
C4 C5 C6 C1 1.3(3) . . . . ?
C6 C1 C2 C3 -0.9(3) . . . . ?
C6 C1 N1 C7 128.79(18) . . . . ?
C6 C1 N1 C10 -55.2(2) . . . . ?
C7 C8 C9 C10 -2.16(19) . . . . ?
C7 C8 C9 N3 175.36(15) . . . . ?
C7 C8 C18 C19 4.9(3) . . . . ?
C7 C8 C18 N2 -175.16(16) . . . . ?
C8 C7 N1 C1 170.25(15) . . . . ?
C8 C7 N1 C10 -6.08(18) . . . . ?
C8 C9 C10 C11 -118.91(15) . . . . ?
C8 C9 C10 N1 -1.15(18) . . . . ?
C8 C9 C10 O2 116.85(15) . . . . ?
C8 C9 N3 C25 1.2(2) . . . . ?
C8 C9 N3 N4 -176.16(16) . . . . ?
C8 C18 C19 C20 33.2(2) . . . . ?
C8 C18 C19 C24 -149.22(17) . . . . ?
C8 C18 N2 C25 0.2(2) . . . . ?
C9 C8 C18 C19 -178.74(15) . . . . ?
C9 C8 C18 N2 1.2(2) . . . . ?
C9 C10 C11 C12 -141.49(16) . . . . ?
C9 C10 C11 C16 39.7(2) . . . . ?
C9 C10 N1 C1 -171.79(15) . . . . ?
C9 C10 N1 C7 4.54(17) . . . . ?
C9 N3 N4 C27 176.38(16) . . . . ?
C10 C9 N3 C25 178.38(15) . . . . ?
C10 C9 N3 N4 1.0(3) . . . . ?
C10 C11 C12 C13 -178.09(16) . . . . ?
C10 C11 C16 C15 178.23(18) . . . . ?
C11 C10 N1 C1 -52.61(19) . . . . ?
C11 C10 N1 C7 123.72(15) . . . . ?
C11 C12 C13 C14 -0.3(3) . . . . ?
C12 C11 C16 C15 -0.6(3) . . . . ?
C12 C13 C14 C15 -0.2(3) . . . . ?
C12 C13 C14 C17 -177.38(19) . . . . ?
C13 C14 C15 C16 0.3(3) . . . . ?
C14 C15 C16 C11 0.1(3) . . . . ?
C16 C11 C12 C13 0.7(3) . . . . ?
C17 C14 C15 C16 177.5(2) . . . . ?
C18 C8 C9 C10 -179.45(14) . . . . ?
C18 C8 C9 N3 -1.9(2) . . . . ?
C18 C19 C20 C21 179.08(17) . . . . ?
C18 C19 C24 C23 -178.74(18) . . . . ?
C19 C18 N2 C25 -179.82(14) . . . . ?
C19 C20 C21 C22 -0.9(3) . . . . ?
C20 C19 C24 C23 -1.0(3) . . . . ?
C20 C21 C22 C23 -0.2(3) . . . . ?
C21 C22 C23 C24 0.6(3) . . . . ?
C22 C23 C24 C19 0.0(3) . . . . ?
C24 C19 C20 C21 1.5(3) . . . . ?
C25 C26 C27 C28 175.73(17) . . . . ?
C25 C26 C27 N4 -1.3(2) . . . . ?
C25 C26 C31 C30 -174.4(2) . . . . ?
C25 N3 N4 C27 -1.05(19) . . . . ?
C26 C25 N2 C18 175.89(18) . . . . ?
C26 C25 N3 C9 -177.36(15) . . . . ?
C26 C25 N3 N4 0.32(19) . . . . ?
C26 C27 C28 C29 0.0(3) . . . . ?
C26 C27 N4 N3 1.4(2) . . . . ?
C27 C26 C31 C30 0.7(3) . . . . ?
C27 C28 C29 C30 0.6(3) . . . . ?
C28 C27 N4 N3 -175.39(18) . . . . ?
C28 C29 C30 C31 -0.5(4) . . . . ?
C29 C30 C31 C26 -0.1(3) . . . . ?
C31 C26 C27 C28 -0.7(3) . . . . ?
C31 C26 C27 N4 -177.67(18) . . . . ?
N1 C1 C2 C3 179.44(17) . . . . ?
N1 C1 C6 C5 179.28(18) . . . . ?
N1 C7 C8 C9 4.91(18) . . . . ?
N1 C7 C8 C18 -178.35(17) . . . . ?
N1 C10 C11 C12 108.36(17) . . . . ?
N1 C10 C11 C16 -70.4(2) . . . . ?
N2 C18 C19 C20 -146.80(17) . . . . ?
N2 C18 C19 C24 30.8(2) . . . . ?
N2 C25 C26 C27 -176.73(18) . . . . ?
N2 C25 C26 C31 -1.1(4) . . . . ?
N2 C25 N3 C9 0.3(2) . . . . ?
N2 C25 N3 N4 177.95(15) . . . . ?
N3 C9 C10 C11 63.7(2) . . . . ?
N3 C9 C10 N1 -178.50(16) . . . . ?
N3 C9 C10 O2 -60.5(2) . . . . ?
N3 C25 C26 C27 0.54(18) . . . . ?
N3 C25 C26 C31 176.2(2) . . . . ?
N3 C25 N2 C18 -1.0(2) . . . . ?
N4 C27 C28 C29 176.7(2) . . . . ?
O1 C7 C8 C9 -173.27(17) . . . . ?
O1 C7 C8 C18 3.5(3) . . . . ?
O1 C7 N1 C1 -11.5(3) . . . . ?
O1 C7 N1 C10 172.19(15) . . . . ?
O2 C10 C11 C12 -16.1(2) . . . . ?
O2 C10 C11 C16 165.17(16) . . . . ?
O2 C10 N1 C1 70.4(2) . . . . ?
O2 C10 N1 C7 -113.26(15) . . . . ?


_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_t_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2367548'
loop_
_audit_author_name
_audit_author_address
'You Zhou'
;Central China Normal University
China
;
_audit_update_record             
;
2024-07-03 deposited with the CCDC.	2024-08-12 downloaded from the CCDC.
;
_audit_creation_date             2023-08-31
_audit_creation_method           
; 
Olex2 1.2 
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506) 
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C30 H20 F N4 O2, C2 H6 O S'
_chemical_formula_sum            'C32 H26 F N4 O3 S'
_chemical_formula_weight         565.63
_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'
F F 0.0171 0.0103 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.761(2)
_cell_length_b                   11.663(2)
_cell_length_c                   19.570(3)
_cell_angle_alpha                90
_cell_angle_beta                 107.371(3)
_cell_angle_gamma                90
_cell_volume                     2779.6(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3089
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      22.63
_cell_measurement_theta_min      2.42
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.949
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_correction_T_min  0.6710
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS-2008/1 (Bruker,2008)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.352
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1180
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0644
_diffrn_reflns_av_unetI/netI     0.0575
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            19231
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         1.702
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3049
_reflns_number_total             4899
_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 v7.68A (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.627
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     387
_refine_ls_number_reflns         4899
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.1187
_refine_ls_R_factor_gt           0.0702
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0760P)²+2.4177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1588
_refine_ls_wR_factor_ref         0.1845
_refine_special_details          ?
_olex2_refinement_description    
; 
1. Fixed Uiso 
 At 1.2 times of: 
  All C(H) groups, All N(H) groups 
 At 1.5 times of: 
  All C(H,H,H) groups, All O(H) groups 
2. Restrained distances 
 S1-O3 \\sim S1A-O3A 
 with sigma of 0.02 
 S1-C31 \\sim S1A-C31A 
 with sigma of 0.02 
 O3-C31 \\sim O3A-C31A 
 with sigma of 0.04 
 S1-C32 \\sim S1A-C32A 
 with sigma of 0.02 
 O3-C32 \\sim O3A-C32A 
 with sigma of 0.04 
 C32-C31 \\sim C32A-C31A 
 with sigma of 0.04 
3. Uiso/Uaniso restraints and constraints 
Uanis(S1) = Uanis(S1A) 
Uanis(C32) = Uanis(C31A) 
Uanis(O3) = Uanis(O3A) 
Uanis(C32A) = Uanis(C31) 
4. Others 
 Sof(C31A)=Sof(H31D)=Sof(H31E)=Sof(H31F)=Sof(C32A)=Sof(H32D)=Sof(H32E)= 
 Sof(H32F)=Sof(O3A)=Sof(S1A)=1-FVAR(1) 
 Sof(C31)=Sof(H31A)=Sof(H31B)=Sof(H31C)=Sof(C32)=Sof(H32A)=Sof(H32B)=Sof(H32C)= 
 Sof(O3)=Sof(S1)=FVAR(1) 
5.a Riding coordinates: 
 C32A(H32D,H32E,H32F) 
5.b Aromatic/amide H refined with riding coordinates: 
 C2(H2), C3(H3), C4(H4), C5(H5), C12(H12), C13(H13), C14(H14), C15(H15), 
 C16(H16), C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), C26(H26), C27(H27), 
  C29(H29), C30(H30), N1(H1) 
5.c Idealised Me refined as rotating group: 
 C31(H31A,H31B,H31C), C32(H32A,H32B,H32C), C31A(H31D,H31E,H31F) 
5.d Idealised tetrahedral OH refined as rotating group: 
 O2(H2A) 
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
; 
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.050 
;
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1360(3) -0.0727(3) 0.50092(18) 0.0381(8) Uani 1 1 d . . . . .
C2 C 0.0444(3) -0.1458(3) 0.4857(2) 0.0466(9) Uani 1 1 d . . . . .
H2 H 0.0309 -0.1915 0.5211 0.056 Uiso 1 1 calc R . . . .
C3 C -0.0241(3) -0.1473(4) 0.4172(2) 0.0537(11) Uani 1 1 d . . . . .
H3 H -0.0852 -0.1951 0.4056 0.064 Uiso 1 1 calc R . . . .
C4 C -0.0036(3) -0.0776(4) 0.3640(2) 0.0600(12) Uani 1 1 d . . . . .
H4 H -0.0521 -0.0806 0.3179 0.072 Uiso 1 1 calc R . . . .
C5 C 0.0838(4) -0.0065(4) 0.3770(2) 0.0571(11) Uani 1 1 d . . . . .
H5 H 0.0956 0.0387 0.3409 0.069 Uiso 1 1 calc R . . . .
C6 C 0.1563(3) -0.0028(3) 0.44722(18) 0.0407(9) Uani 1 1 d . . . . .
C7 C 0.2198(3) -0.0459(3) 0.56329(18) 0.0351(8) Uani 1 1 d . . . . .
C8 C 0.3791(3) 0.0804(3) 0.58992(18) 0.0353(8) Uani 1 1 d . . . . .
C9 C 0.3950(3) 0.0459(3) 0.65892(17) 0.0347(8) Uani 1 1 d . . . . .
C10 C 0.3250(3) -0.0332(3) 0.67670(18) 0.0351(8) Uani 1 1 d . . . . .
C11 C 0.4503(3) 0.1575(3) 0.56336(18) 0.0385(8) Uani 1 1 d . . . . .
C12 C 0.5583(3) 0.1292(4) 0.5737(3) 0.0673(13) Uani 1 1 d . . . . .
H12 H 0.5862 0.0610 0.5965 0.081 Uiso 1 1 calc R . . . .
C13 C 0.6251(4) 0.2016(5) 0.5501(3) 0.0860(17) Uani 1 1 d . . . . .
H13 H 0.6976 0.1809 0.5558 0.103 Uiso 1 1 calc R . . . .
C14 C 0.5860(4) 0.3042(5) 0.5184(3) 0.0746(14) Uani 1 1 d . . . . .
H14 H 0.6322 0.3536 0.5035 0.089 Uiso 1 1 calc R . . . .
C15 C 0.4797(4) 0.3330(4) 0.5087(3) 0.0722(14) Uani 1 1 d . . . . .
H15 H 0.4527 0.4025 0.4874 0.087 Uiso 1 1 calc R . . . .
C16 C 0.4119(3) 0.2598(3) 0.5303(2) 0.0560(11) Uani 1 1 d . . . . .
H16 H 0.3386 0.2795 0.5225 0.067 Uiso 1 1 calc R . . . .
C17 C 0.4800(3) 0.0807(3) 0.72632(18) 0.0384(8) Uani 1 1 d . . . . .
C18 C 0.3617(3) -0.0590(3) 0.75714(17) 0.0345(8) Uani 1 1 d . . . . .
C19 C 0.5208(3) 0.0347(3) 0.85415(18) 0.0359(8) Uani 1 1 d . . . . .
C20 C 0.5514(3) 0.1430(3) 0.8820(2) 0.0449(9) Uani 1 1 d . . . . .
H20 H 0.5277 0.2076 0.8537 0.054 Uiso 1 1 calc R . . . .
C21 C 0.6177(3) 0.1547(4) 0.9521(2) 0.0506(10) Uani 1 1 d . . . . .
H21 H 0.6403 0.2273 0.9702 0.061 Uiso 1 1 calc R . . . .
C22 C 0.6500(3) 0.0604(4) 0.9947(2) 0.0533(11) Uani 1 1 d . . . . .
H22 H 0.6939 0.0689 1.0418 0.064 Uiso 1 1 calc R . . . .
C23 C 0.6175(3) -0.0465(4) 0.9678(2) 0.0572(11) Uani 1 1 d . . . . .
H23 H 0.6385 -0.1105 0.9971 0.069 Uiso 1 1 calc R . . . .
C24 C 0.5540(3) -0.0604(3) 0.8977(2) 0.0482(10) Uani 1 1 d . . . . .
H24 H 0.5335 -0.1335 0.8796 0.058 Uiso 1 1 calc R . . . .
C25 C 0.2708(3) -0.0351(3) 0.79025(17) 0.0343(8) Uani 1 1 d . . . . .
C26 C 0.2535(3) 0.0727(3) 0.81499(18) 0.0399(8) Uani 1 1 d . . . . .
H26 H 0.3028 0.1316 0.8153 0.048 Uiso 1 1 calc R . . . .
C27 C 0.1643(3) 0.0935(3) 0.83920(19) 0.0469(9) Uani 1 1 d . . . . .
H27 H 0.1529 0.1658 0.8557 0.056 Uiso 1 1 calc R . . . .
C28 C 0.0932(3) 0.0064(4) 0.8384(2) 0.0508(10) Uani 1 1 d . . . . .
C29 C 0.1066(3) -0.1009(4) 0.8145(2) 0.0528(10) Uani 1 1 d . . . . .
H29 H 0.0563 -0.1588 0.8143 0.063 Uiso 1 1 calc R . . . .
C30 C 0.1965(3) -0.1220(3) 0.7904(2) 0.0469(9) Uani 1 1 d . . . . .
H30 H 0.2072 -0.1948 0.7743 0.056 Uiso 1 1 calc R . . . .
F1 F 0.0044(2) 0.0259(2) 0.86123(15) 0.0824(8) Uani 1 1 d . . . . .
N1 N 0.2479(2) 0.0613(3) 0.47209(15) 0.0459(8) Uani 1 1 d . . . . .
H1 H 0.2761 0.1081 0.4484 0.055 Uiso 1 1 calc R . . . .
N2 N 0.2853(2) 0.0356(2) 0.54240(14) 0.0368(7) Uani 1 1 d . . . . .
N3 N 0.2400(2) -0.0821(2) 0.63154(14) 0.0358(7) Uani 1 1 d . . . . .
N4 N 0.4556(2) 0.0226(2) 0.78114(14) 0.0358(7) Uani 1 1 d . . . . .
O1 O 0.5546(2) 0.1479(2) 0.73296(13) 0.0533(7) Uani 1 1 d . . . . .
O2 O 0.39346(19) -0.17336(19) 0.76993(13) 0.0418(6) Uani 1 1 d . . . . .
H2A H 0.4421 -0.1876 0.7517 0.063 Uiso 1 1 calc GR . . . .
C31 C 0.7469(7) -0.1210(9) 0.7704(6) 0.153(4) Uani 0.850(3) 1 d D . P A 1
H31A H 0.7494 -0.0714 0.7318 0.230 Uiso 0.850(3) 1 calc GR . P A 1
H31B H 0.8193 -0.1493 0.7940 0.230 Uiso 0.850(3) 1 calc GR . P A 1
H31C H 0.7201 -0.0791 0.8039 0.230 Uiso 0.850(3) 1 calc GR . P A 1
C32 C 0.7036(6) -0.2598(9) 0.6623(4) 0.117(3) Uani 0.850(3) 1 d D . P A 1
H32A H 0.7191 -0.1870 0.6446 0.175 Uiso 0.850(3) 1 calc GR . P A 1
H32B H 0.6481 -0.2988 0.6256 0.175 Uiso 0.850(3) 1 calc GR . P A 1
H32C H 0.7692 -0.3054 0.6760 0.175 Uiso 0.850(3) 1 calc GR . P A 1
O3 O 0.5459(5) -0.1874(13) 0.7040(9) 0.101(2) Uani 0.850(3) 1 d D . P A 1
S1 S 0.65755(13) -0.23864(18) 0.73576(11) 0.0913(6) Uani 0.850(3) 1 d D . P A 1
C31A C 0.679(4) -0.316(2) 0.681(3) 0.117(3) Uani 0.150(3) 1 d D . P A 2
H31D H 0.6241 -0.3382 0.6373 0.175 Uiso 0.150(3) 1 calc GR . P A 2
H31E H 0.6737 -0.3633 0.7193 0.175 Uiso 0.150(3) 1 calc GR . P A 2
H31F H 0.7505 -0.3235 0.6745 0.175 Uiso 0.150(3) 1 calc GR . P A 2
C32A C 0.722(4) -0.196(4) 0.7933(14) 0.153(4) Uani 0.150(3) 1 d D . P A 2
H32D H 0.7529 -0.2711 0.7971 0.230 Uiso 0.150(3) 1 d R . P A 2
H32E H 0.6687 -0.1924 0.8191 0.230 Uiso 0.150(3) 1 d R . P A 2
H32F H 0.7790 -0.1407 0.8130 0.230 Uiso 0.150(3) 1 d R . P A 2
O3A O 0.539(2) -0.169(8) 0.701(5) 0.101(2) Uani 0.150(3) 1 d D . P A 2
S1A S 0.6572(8) -0.1697(11) 0.7001(7) 0.0913(6) Uani 0.150(3) 1 d D . 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
C1 C2 1.405(5) . ?
C1 C6 1.414(5) . ?
C1 C7 1.397(5) . ?
C2 C3 1.364(5) . ?
C3 C4 1.407(6) . ?
C4 C5 1.352(6) . ?
C5 C6 1.409(5) . ?
C6 N1 1.351(4) . ?
C7 N2 1.405(4) . ?
C7 N3 1.350(4) . ?
C8 C9 1.365(5) . ?
C8 C11 1.479(5) . ?
C8 N2 1.380(4) . ?
C9 C10 1.399(5) . ?
C9 C17 1.492(5) . ?
C10 C18 1.532(5) . ?
C10 N3 1.308(4) . ?
C11 C12 1.372(5) . ?
C11 C16 1.375(5) . ?
C12 C13 1.373(6) . ?
C13 C14 1.372(7) . ?
C14 C15 1.355(6) . ?
C15 C16 1.369(6) . ?
C17 N4 1.380(4) . ?
C17 O1 1.210(4) . ?
C18 C25 1.514(5) . ?
C18 N4 1.493(4) . ?
C18 O2 1.395(4) . ?
C19 C20 1.385(5) . ?
C19 C24 1.385(5) . ?
C19 N4 1.429(4) . ?
C20 C21 1.387(5) . ?
C21 C22 1.368(5) . ?
C22 C23 1.370(5) . ?
C23 C24 1.379(5) . ?
C25 C26 1.388(5) . ?
C25 C30 1.388(5) . ?
C26 C27 1.380(5) . ?
C27 C28 1.360(5) . ?
C28 C29 1.365(6) . ?
C28 F1 1.355(4) . ?
C29 C30 1.386(5) . ?
N1 N2 1.349(4) . ?
C31 S1 1.783(8) . ?
C32 S1 1.725(7) . ?
O3 S1 1.498(8) . ?
C31A S1A 1.78(2) . ?
C32A S1A 1.79(2) . ?
O3A S1A 1.51(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.2(3) . . ?
C7 C1 C2 133.8(3) . . ?
C7 C1 C6 105.0(3) . . ?
C3 C2 C1 117.7(4) . . ?
C2 C3 C4 120.9(4) . . ?
C5 C4 C3 122.7(4) . . ?
C4 C5 C6 117.9(4) . . ?
C5 C6 C1 119.6(4) . . ?
N1 C6 C1 112.5(3) . . ?
N1 C6 C5 127.9(4) . . ?
C1 C7 N2 105.3(3) . . ?
N3 C7 C1 131.7(3) . . ?
N3 C7 N2 123.0(3) . . ?
C9 C8 C11 127.0(3) . . ?
C9 C8 N2 113.4(3) . . ?
N2 C8 C11 119.6(3) . . ?
C8 C9 C10 121.6(3) . . ?
C8 C9 C17 130.4(3) . . ?
C10 C9 C17 108.0(3) . . ?
C9 C10 C18 111.3(3) . . ?
N3 C10 C9 125.6(3) . . ?
N3 C10 C18 123.1(3) . . ?
C12 C11 C8 119.8(3) . . ?
C12 C11 C16 118.7(4) . . ?
C16 C11 C8 121.5(3) . . ?
C11 C12 C13 120.0(4) . . ?
C14 C13 C12 120.7(4) . . ?
C15 C14 C13 119.5(4) . . ?
C14 C15 C16 120.1(4) . . ?
C15 C16 C11 121.1(4) . . ?
N4 C17 C9 106.3(3) . . ?
O1 C17 C9 127.7(3) . . ?
O1 C17 N4 125.9(3) . . ?
C25 C18 C10 111.4(3) . . ?
N4 C18 C10 99.7(2) . . ?
N4 C18 C25 113.2(3) . . ?
O2 C18 C10 110.8(3) . . ?
O2 C18 C25 108.6(3) . . ?
O2 C18 N4 112.9(3) . . ?
C20 C19 C24 119.3(3) . . ?
C20 C19 N4 119.6(3) . . ?
C24 C19 N4 121.0(3) . . ?
C19 C20 C21 119.8(4) . . ?
C22 C21 C20 120.5(4) . . ?
C21 C22 C23 119.7(4) . . ?
C22 C23 C24 120.7(4) . . ?
C23 C24 C19 119.9(4) . . ?
C26 C25 C18 122.5(3) . . ?
C26 C25 C30 118.7(3) . . ?
C30 C25 C18 118.5(3) . . ?
C27 C26 C25 120.8(3) . . ?
C28 C27 C26 118.8(4) . . ?
C27 C28 C29 122.5(4) . . ?
F1 C28 C27 119.4(4) . . ?
F1 C28 C29 118.0(4) . . ?
C28 C29 C30 118.7(4) . . ?
C29 C30 C25 120.5(4) . . ?
N2 N1 C6 104.4(3) . . ?
C8 N2 C7 122.1(3) . . ?
N1 N2 C7 112.8(3) . . ?
N1 N2 C8 125.1(3) . . ?
C10 N3 C7 114.0(3) . . ?
C17 N4 C18 114.5(3) . . ?
C17 N4 C19 122.0(3) . . ?
C19 N4 C18 123.4(3) . . ?
C32 S1 C31 95.1(4) . . ?
O3 S1 C31 105.8(7) . . ?
O3 S1 C32 103.3(7) . . ?
C31A S1A C32A 90.2(16) . . ?
O3A S1A C31A 103(3) . . ?
O3A S1A C32A 98(3) . . ?

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
C24 H24 O2 0.93 2.39 3.020(4) 124.7 .
O2 H2A O3 0.82 1.83 2.640(10) 167.6 .
O2 H2A O3A 0.82 1.81 2.60(6) 160.2 .

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
C1 C2 C3 C4 -0.2(6) . . . . ?
C1 C6 N1 N2 -1.7(4) . . . . ?
C1 C7 N2 C8 -178.1(3) . . . . ?
C1 C7 N2 N1 0.3(4) . . . . ?
C1 C7 N3 C10 -176.9(3) . . . . ?
C2 C1 C6 C5 -0.1(5) . . . . ?
C2 C1 C6 N1 179.9(3) . . . . ?
C2 C1 C7 N2 -179.0(4) . . . . ?
C2 C1 C7 N3 -0.7(7) . . . . ?
C2 C3 C4 C5 0.2(6) . . . . ?
C3 C4 C5 C6 -0.1(6) . . . . ?
C4 C5 C6 C1 0.1(6) . . . . ?
C4 C5 C6 N1 180.0(4) . . . . ?
C5 C6 N1 N2 178.4(4) . . . . ?
C6 C1 C2 C3 0.2(5) . . . . ?
C6 C1 C7 N2 -1.3(3) . . . . ?
C6 C1 C7 N3 177.0(3) . . . . ?
C6 N1 N2 C7 0.8(4) . . . . ?
C6 N1 N2 C8 179.2(3) . . . . ?
C7 C1 C2 C3 177.6(4) . . . . ?
C7 C1 C6 C5 -178.2(3) . . . . ?
C7 C1 C6 N1 1.9(4) . . . . ?
C8 C9 C10 C18 179.1(3) . . . . ?
C8 C9 C10 N3 0.5(5) . . . . ?
C8 C9 C17 N4 177.8(3) . . . . ?
C8 C9 C17 O1 -0.9(6) . . . . ?
C8 C11 C12 C13 -178.9(4) . . . . ?
C8 C11 C16 C15 177.1(4) . . . . ?
C9 C8 C11 C12 58.5(5) . . . . ?
C9 C8 C11 C16 -119.3(4) . . . . ?
C9 C8 N2 C7 -5.6(4) . . . . ?
C9 C8 N2 N1 176.1(3) . . . . ?
C9 C10 C18 C25 123.7(3) . . . . ?
C9 C10 C18 N4 3.9(3) . . . . ?
C9 C10 C18 O2 -115.3(3) . . . . ?
C9 C10 N3 C7 -3.0(5) . . . . ?
C9 C17 N4 C18 3.8(4) . . . . ?
C9 C17 N4 C19 179.7(3) . . . . ?
C10 C9 C17 N4 -1.0(4) . . . . ?
C10 C9 C17 O1 -179.7(3) . . . . ?
C10 C18 C25 C26 -86.5(4) . . . . ?
C10 C18 C25 C30 88.0(4) . . . . ?
C10 C18 N4 C17 -4.7(3) . . . . ?
C10 C18 N4 C19 179.5(3) . . . . ?
C11 C8 C9 C10 -176.0(3) . . . . ?
C11 C8 C9 C17 5.3(6) . . . . ?
C11 C8 N2 C7 174.3(3) . . . . ?
C11 C8 N2 N1 -4.0(5) . . . . ?
C11 C12 C13 C14 2.1(8) . . . . ?
C12 C11 C16 C15 -0.7(6) . . . . ?
C12 C13 C14 C15 -1.5(9) . . . . ?
C13 C14 C15 C16 -0.3(8) . . . . ?
C14 C15 C16 C11 1.4(7) . . . . ?
C16 C11 C12 C13 -1.0(7) . . . . ?
C17 C9 C10 C18 -2.0(4) . . . . ?
C17 C9 C10 N3 179.4(3) . . . . ?
C18 C10 N3 C7 178.6(3) . . . . ?
C18 C25 C26 C27 174.4(3) . . . . ?
C18 C25 C30 C29 -174.4(3) . . . . ?
C19 C20 C21 C22 -2.2(6) . . . . ?
C20 C19 C24 C23 -0.4(5) . . . . ?
C20 C19 N4 C17 46.6(5) . . . . ?
C20 C19 N4 C18 -138.0(3) . . . . ?
C20 C21 C22 C23 0.6(6) . . . . ?
C21 C22 C23 C24 1.1(6) . . . . ?
C22 C23 C24 C19 -1.2(6) . . . . ?
C24 C19 C20 C21 2.1(5) . . . . ?
C24 C19 N4 C17 -133.4(4) . . . . ?
C24 C19 N4 C18 42.1(5) . . . . ?
C25 C18 N4 C17 -123.2(3) . . . . ?
C25 C18 N4 C19 61.1(4) . . . . ?
C25 C26 C27 C28 0.0(5) . . . . ?
C26 C25 C30 C29 0.4(5) . . . . ?
C26 C27 C28 C29 -0.2(6) . . . . ?
C26 C27 C28 F1 -179.2(3) . . . . ?
C27 C28 C29 C30 0.4(6) . . . . ?
C28 C29 C30 C25 -0.5(6) . . . . ?
C30 C25 C26 C27 -0.2(5) . . . . ?
F1 C28 C29 C30 179.5(3) . . . . ?
N2 C7 N3 C10 1.1(4) . . . . ?
N2 C8 C9 C10 3.8(5) . . . . ?
N2 C8 C9 C17 -174.9(3) . . . . ?
N2 C8 C11 C12 -121.4(4) . . . . ?
N2 C8 C11 C16 60.8(5) . . . . ?
N3 C7 N2 C8 3.4(5) . . . . ?
N3 C7 N2 N1 -178.1(3) . . . . ?
N3 C10 C18 C25 -57.7(4) . . . . ?
N3 C10 C18 N4 -177.5(3) . . . . ?
N3 C10 C18 O2 63.3(4) . . . . ?
N4 C18 C25 C26 24.9(4) . . . . ?
N4 C18 C25 C30 -160.5(3) . . . . ?
N4 C19 C20 C21 -177.9(3) . . . . ?
N4 C19 C24 C23 179.5(3) . . . . ?
O1 C17 N4 C18 -177.4(3) . . . . ?
O1 C17 N4 C19 -1.6(5) . . . . ?
O2 C18 C25 C26 151.1(3) . . . . ?
O2 C18 C25 C30 -34.3(4) . . . . ?
O2 C18 N4 C17 112.9(3) . . . . ?
O2 C18 N4 C19 -62.8(4) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
