# Supplementary Information (SI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_gz_A
_database_code_depnum_ccdc_archive 'CCDC 2489778'
loop_
_audit_author_name
_audit_author_address
SFTBzoCz
;Xinyang Noirmal University
China
;
_audit_update_record             
;
2025-09-19 deposited with the CCDC.	2026-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C44 H27 N O S'
_chemical_formula_weight         617.72

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.894(2)
_cell_length_b                   14.375(3)
_cell_length_c                   24.265(5)
_cell_angle_alpha                90
_cell_angle_beta                 77.03
_cell_angle_gamma                90
_cell_volume                     3703.1(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9968
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      22.41

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.108
_exptl_crystal_F_000             1288
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.120
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6828
_exptl_absorpt_correction_T_max  0.7281
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17770
_diffrn_reflns_av_unetI/netI     0.0497
_diffrn_reflns_av_R_equivalents  0.0478
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.658
_diffrn_reflns_theta_max         22.464
_diffrn_reflns_theta_full        22.464
_diffrn_measured_fraction_theta_max 0.670
_diffrn_measured_fraction_theta_full 0.670
_diffrn_reflns_Laue_measured_fraction_max 0.670
_diffrn_reflns_Laue_measured_fraction_full 0.670
_diffrn_reflns_point_group_measured_fraction_max 0.670
_diffrn_reflns_point_group_measured_fraction_full 0.670
_reflns_number_total             3241
_reflns_number_gt                2340
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3241
_refine_ls_number_parameters     424
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1739
_refine_ls_R_factor_gt           0.1322
_refine_ls_wR_factor_ref         0.3673
_refine_ls_wR_factor_gt          0.3508
_refine_ls_goodness_of_fit_ref   2.507
_refine_ls_restrained_S_all      2.507
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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 0.02814(19) 0.42795(16) 0.29834(10) 0.0671(8) Uani 1 1 d . . . . .
O1 O 0.6081(6) 0.4530(6) 0.1336(3) 0.096(2) Uani 1 1 d . . . . .
N1 N 0.8107(6) 0.4441(4) 0.1978(3) 0.0635(19) Uani 1 1 d . . . . .
C3 C 0.3449(8) 0.4453(5) 0.1801(4) 0.058(2) Uani 1 1 d . . . . .
H3 H 0.369472 0.430408 0.141882 0.069 Uiso 1 1 calc R U . . .
C27 C 0.6445(7) 0.5587(5) 0.2037(3) 0.056(2) Uani 1 1 d . . . . .
C8 C 0.2433(7) 0.4977(5) 0.3603(3) 0.0504(19) Uani 1 1 d . . . . .
C6 C 0.2719(7) 0.4827(5) 0.2965(3) 0.0479(18) Uani 1 1 d . . . . .
C25 C -0.1165(9) 0.5130(7) 0.3880(4) 0.074(3) Uani 1 1 d . . . . .
H25 H -0.181091 0.496253 0.370596 0.088 Uiso 1 1 calc R U . . .
C1 C 0.5640(8) 0.4932(6) 0.1789(4) 0.062(2) Uani 1 1 d . . . . .
C2 C 0.4317(7) 0.4789(5) 0.2091(3) 0.0512(19) Uani 1 1 d . . . . .
C32 C 0.7627(8) 0.5365(5) 0.2107(4) 0.060(2) Uani 1 1 d . . . . .
C22 C 0.0748(8) 0.5736(6) 0.4359(3) 0.063(2) Uani 1 1 d . . . . .
H22 H 0.138601 0.595820 0.452209 0.075 Uiso 1 1 calc R U . . .
C28 C 0.5989(8) 0.6487(6) 0.2192(4) 0.064(2) Uani 1 1 d . . . . .
H28 H 0.517704 0.664834 0.216620 0.077 Uiso 1 1 calc R U . . .
C21 C 0.1053(7) 0.5225(5) 0.3843(3) 0.053(2) Uani 1 1 d . . . . .
C4 C 0.2213(8) 0.4343(5) 0.2090(4) 0.059(2) Uani 1 1 d . . . . .
H4 H 0.161384 0.414628 0.189658 0.070 Uiso 1 1 calc R U . . .
C7 C 0.3970(7) 0.4969(5) 0.2657(3) 0.0460(17) Uani 1 1 d . . . . .
H7 H 0.456883 0.518891 0.284433 0.055 Uiso 1 1 calc R U . . .
C23 C -0.0490(9) 0.5901(6) 0.4615(4) 0.074(3) Uani 1 1 d . . . . .
H23 H -0.068466 0.623899 0.495049 0.088 Uiso 1 1 calc R U . . .
C5 C 0.1854(7) 0.4522(5) 0.2664(3) 0.0517(19) Uani 1 1 d . . . . .
C9 C 0.3343(8) 0.5655(6) 0.3766(3) 0.057(2) Uani 1 1 d . . . . .
C26 C 0.0050(8) 0.4926(6) 0.3627(4) 0.062(2) Uani 1 1 d . . . . .
C20 C 0.2764(8) 0.4059(6) 0.3893(3) 0.060(2) Uani 1 1 d . . . . .
C14 C 0.4119(8) 0.5195(8) 0.4064(3) 0.069(3) Uani 1 1 d . . . . .
C33 C 0.9077(9) 0.4187(6) 0.1550(4) 0.071(3) Uani 1 1 d . . . . .
C10 C 0.3505(8) 0.6581(7) 0.3632(4) 0.068(2) Uani 1 1 d . . . . .
H10 H 0.297822 0.687592 0.343343 0.082 Uiso 1 1 calc R U . . .
C16 C 0.4217(12) 0.3496(10) 0.4413(4) 0.088(3) Uani 1 1 d . . . . .
H16 H 0.488855 0.361278 0.458185 0.105 Uiso 1 1 calc R U . . .
C41 C 0.7600(14) 0.2048(7) 0.2941(6) 0.094(3) Uani 1 1 d . . . . .
H41 H 0.751373 0.149192 0.314241 0.113 Uiso 1 1 calc R U . . .
C24 C -0.1436(9) 0.5577(8) 0.4384(5) 0.081(3) Uani 1 1 d . . . . .
H24 H -0.227090 0.566159 0.457331 0.098 Uiso 1 1 calc R U . . .
C40 C 0.8480(11) 0.2109(7) 0.2455(5) 0.082(3) Uani 1 1 d . . . . .
H40 H 0.900022 0.160554 0.232312 0.098 Uiso 1 1 calc R U . . .
C29 C 0.6735(10) 0.7132(6) 0.2382(4) 0.073(3) Uani 1 1 d . . . . .
H29 H 0.643664 0.773238 0.246910 0.088 Uiso 1 1 calc R U . . .
C15 C 0.3763(8) 0.4204(7) 0.4145(3) 0.069(3) Uani 1 1 d . . . . .
C13 C 0.5103(12) 0.5685(12) 0.4208(5) 0.101(4) Uani 1 1 d . . . . .
H13 H 0.564189 0.538343 0.439773 0.121 Uiso 1 1 calc R U . . .
C11 C 0.4449(10) 0.7066(9) 0.3792(4) 0.087(3) Uani 1 1 d . . . . .
H11 H 0.454999 0.769925 0.371703 0.105 Uiso 1 1 calc R U . . .
C17 C 0.3763(19) 0.2693(14) 0.4441(5) 0.135(8) Uani 1 1 d . . . . .
H17 H 0.410337 0.222579 0.462662 0.162 Uiso 1 1 calc R U . . .
C43 C 0.6885(8) 0.3629(6) 0.2848(4) 0.068(2) Uani 1 1 d . . . . .
H43 H 0.634044 0.412358 0.296765 0.082 Uiso 1 1 calc R U . . .
C19 C 0.2188(10) 0.3199(6) 0.3906(4) 0.074(3) Uani 1 1 d . . . . .
H19 H 0.150558 0.310069 0.374186 0.088 Uiso 1 1 calc R U . . .
C31 C 0.8322(9) 0.6000(6) 0.2298(5) 0.082(3) Uani 1 1 d . . . . .
H31 H 0.912399 0.583256 0.233483 0.098 Uiso 1 1 calc R U . . .
C38 C 0.9402(9) 0.3240(7) 0.1647(5) 0.077(3) Uani 1 1 d . . . . .
C44 C 0.7786(8) 0.3679(5) 0.2369(4) 0.060(2) Uani 1 1 d . . . . .
C34 C 0.9704(13) 0.4693(8) 0.1105(5) 0.096(4) Uani 1 1 d . . . . .
H34 H 0.947658 0.530212 0.104463 0.115 Uiso 1 1 calc R U . . .
C12 C 0.5283(12) 0.6584(13) 0.4078(5) 0.112(4) Uani 1 1 d . . . . .
H12 H 0.595097 0.690124 0.417189 0.134 Uiso 1 1 calc R U . . .
C42 C 0.6801(11) 0.2805(7) 0.3157(5) 0.087(3) Uani 1 1 d . . . . .
H42 H 0.622538 0.275155 0.350228 0.104 Uiso 1 1 calc R U . . .
C39 C 0.8595(8) 0.2935(5) 0.2156(4) 0.062(2) Uani 1 1 d . . . . .
C37 C 1.0388(12) 0.2832(9) 0.1251(5) 0.099(4) Uani 1 1 d . . . . .
H37 H 1.058362 0.220877 0.128837 0.119 Uiso 1 1 calc R U . . .
C18 C 0.2693(16) 0.2481(8) 0.4183(5) 0.103(4) Uani 1 1 d . . . . .
H18 H 0.235709 0.188432 0.420225 0.123 Uiso 1 1 calc R U . . .
C30 C 0.7909(12) 0.6892(7) 0.2444(6) 0.092(3) Uani 1 1 d . . . . .
H30 H 0.841389 0.731647 0.258047 0.110 Uiso 1 1 calc R U . . .
C36 C 1.1057(15) 0.3332(11) 0.0814(6) 0.117(5) Uani 1 1 d . . . . .
H36 H 1.174148 0.306554 0.056561 0.140 Uiso 1 1 calc R U . . .
C35 C 1.0716(15) 0.4250(15) 0.0739(6) 0.137(6) Uani 1 1 d . . . . .
H35 H 1.117880 0.458293 0.043384 0.165 Uiso 1 1 calc R U . . .


_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 C5 1.749(7) . ?
S1 C26 1.786(9) . ?
O1 C1 1.239(11) . ?
N1 C33 1.355(11) . ?
N1 C32 1.435(11) . ?
N1 C44 1.440(11) . ?
C3 C4 1.381(11) . ?
C3 C2 1.386(12) . ?
C27 C32 1.374(13) . ?
C27 C28 1.406(12) . ?
C27 C1 1.501(12) . ?
C8 C9 1.506(12) . ?
C8 C6 1.525(11) . ?
C8 C21 1.528(11) . ?
C8 C20 1.576(12) . ?
C6 C5 1.386(11) . ?
C6 C7 1.414(10) . ?
C25 C24 1.355(15) . ?
C25 C26 1.360(12) . ?
C1 C2 1.477(12) . ?
C2 C7 1.366(11) . ?
C32 C31 1.334(13) . ?
C22 C23 1.373(13) . ?
C22 C21 1.425(11) . ?
C28 C29 1.379(14) . ?
C21 C26 1.382(13) . ?
C4 C5 1.383(12) . ?
C23 C24 1.362(16) . ?
C9 C10 1.372(13) . ?
C9 C14 1.397(13) . ?
C20 C15 1.377(13) . ?
C20 C19 1.383(13) . ?
C14 C13 1.392(17) . ?
C14 C15 1.478(14) . ?
C33 C34 1.354(15) . ?
C33 C38 1.439(14) . ?
C10 C11 1.370(14) . ?
C16 C17 1.25(2) . ?
C16 C15 1.360(15) . ?
C41 C40 1.346(17) . ?
C41 C42 1.418(17) . ?
C40 C39 1.383(14) . ?
C29 C30 1.365(16) . ?
C13 C12 1.334(19) . ?
C11 C12 1.437(19) . ?
C17 C18 1.47(2) . ?
C43 C44 1.343(12) . ?
C43 C42 1.395(14) . ?
C19 C18 1.408(16) . ?
C31 C30 1.379(14) . ?
C38 C37 1.399(15) . ?
C38 C39 1.415(14) . ?
C44 C39 1.408(12) . ?
C34 C35 1.403(19) . ?
C37 C36 1.350(19) . ?
C36 C35 1.39(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
C5 S1 C26 102.4(4) . . ?
C33 N1 C32 126.8(7) . . ?
C33 N1 C44 109.4(7) . . ?
C32 N1 C44 122.6(7) . . ?
C4 C3 C2 118.7(7) . . ?
C32 C27 C28 117.7(8) . . ?
C32 C27 C1 123.5(7) . . ?
C28 C27 C1 118.8(8) . . ?
C9 C8 C6 111.2(6) . . ?
C9 C8 C21 113.4(6) . . ?
C6 C8 C21 112.4(7) . . ?
C9 C8 C20 101.2(7) . . ?
C6 C8 C20 108.7(6) . . ?
C21 C8 C20 109.2(6) . . ?
C5 C6 C7 117.2(7) . . ?
C5 C6 C8 124.8(7) . . ?
C7 C6 C8 118.0(7) . . ?
C24 C25 C26 120.2(10) . . ?
O1 C1 C2 121.0(8) . . ?
O1 C1 C27 120.2(7) . . ?
C2 C1 C27 118.8(7) . . ?
C7 C2 C3 120.7(7) . . ?
C7 C2 C1 119.4(8) . . ?
C3 C2 C1 119.9(7) . . ?
C31 C32 C27 120.3(8) . . ?
C31 C32 N1 120.1(8) . . ?
C27 C32 N1 119.6(8) . . ?
C23 C22 C21 119.9(9) . . ?
C29 C28 C27 120.6(9) . . ?
C26 C21 C22 116.5(7) . . ?
C26 C21 C8 125.2(7) . . ?
C22 C21 C8 118.1(7) . . ?
C3 C4 C5 120.9(8) . . ?
C2 C7 C6 121.3(7) . . ?
C24 C23 C22 120.8(9) . . ?
C4 C5 C6 121.1(7) . . ?
C4 C5 S1 115.9(6) . . ?
C6 C5 S1 122.9(6) . . ?
C10 C9 C14 121.5(9) . . ?
C10 C9 C8 128.5(8) . . ?
C14 C9 C8 109.9(7) . . ?
C25 C26 C21 122.2(8) . . ?
C25 C26 S1 116.0(8) . . ?
C21 C26 S1 121.7(6) . . ?
C15 C20 C19 121.7(9) . . ?
C15 C20 C8 110.7(8) . . ?
C19 C20 C8 127.6(9) . . ?
C13 C14 C9 118.7(11) . . ?
C13 C14 C15 130.5(10) . . ?
C9 C14 C15 110.7(8) . . ?
C34 C33 N1 129.3(9) . . ?
C34 C33 C38 122.7(9) . . ?
N1 C33 C38 107.9(8) . . ?
C11 C10 C9 119.4(10) . . ?
C17 C16 C15 122.3(14) . . ?
C40 C41 C42 122.1(10) . . ?
C25 C24 C23 120.2(9) . . ?
C41 C40 C39 118.6(9) . . ?
C30 C29 C28 120.3(8) . . ?
C16 C15 C20 120.5(11) . . ?
C16 C15 C14 132.2(10) . . ?
C20 C15 C14 107.3(8) . . ?
C12 C13 C14 120.7(12) . . ?
C10 C11 C12 119.2(11) . . ?
C16 C17 C18 120.5(13) . . ?
C44 C43 C42 117.2(9) . . ?
C20 C19 C18 116.2(11) . . ?
C32 C31 C30 123.3(10) . . ?
C37 C38 C39 134.4(11) . . ?
C37 C38 C33 117.6(11) . . ?
C39 C38 C33 107.9(7) . . ?
C43 C44 C39 123.5(8) . . ?
C43 C44 N1 129.2(7) . . ?
C39 C44 N1 107.2(8) . . ?
C33 C34 C35 116.4(13) . . ?
C13 C12 C11 120.4(12) . . ?
C43 C42 C41 119.5(11) . . ?
C40 C39 C44 119.0(9) . . ?
C40 C39 C38 133.6(9) . . ?
C44 C39 C38 107.5(8) . . ?
C36 C37 C38 120.8(12) . . ?
C19 C18 C17 118.9(13) . . ?
C29 C30 C31 117.7(11) . . ?
C37 C36 C35 119.6(12) . . ?
C36 C35 C34 122.8(14) . . ?

_refine_diff_density_max         1.005
_refine_diff_density_min         -0.510
_refine_diff_density_rms         0.206



####################################################################### 
# 
# 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_gz_A_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2490191'
loop_
_audit_author_name
_audit_author_address
zxh
;Xinyang normal university
China
;
_audit_update_record             
;
2025-11-08 deposited with the CCDC.	2026-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H19 F N0 O2'
_chemical_formula_weight         454.47

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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.
;

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                   7.634(3)
_cell_length_b                   27.924(12)
_cell_length_c                   10.796(5)
_cell_angle_alpha                90
_cell_angle_beta                 96.678(13)
_cell_angle_gamma                90
_cell_volume                     2285.8(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8719
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      26.04

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.321
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.15
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6693
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   
;
 The following wavelength and cell were deduced by SADABS from the
 direction cosines etc. They are given here for emergency use only:
 CELL 0.71067    7.618   27.887   10.759   89.986   97.050   90.003
;
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST ECO'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21757
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.395
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measured_fraction_theta_full 0.951
_diffrn_reflns_Laue_measured_fraction_max 0.951
_diffrn_reflns_Laue_measured_fraction_full 0.951
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_point_group_measured_fraction_full 0.951
_reflns_number_total             3825
_reflns_number_gt                2870
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0619P)²+0.4551P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0193(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3825
_refine_ls_number_parameters     317
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0632
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1255
_refine_ls_wR_factor_gt          0.1131
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O2 O 0.2480(2) 0.50872(5) 0.57794(13) 0.0588(4) Uani 1 1 d . . . . .
O1 O 0.1873(2) 0.29223(5) 0.41907(14) 0.0628(4) Uani 1 1 d . . . . .
F1 F 0.8736(2) 0.25214(7) 0.17488(17) 0.1156(6) Uani 1 1 d . . . . .
C4 C 0.4604(2) 0.30389(6) 0.34403(16) 0.0430(4) Uani 1 1 d . . . . .
C13 C 0.2177(2) 0.37814(6) 0.56267(15) 0.0413(4) Uani 1 1 d . . . . .
H13 H 0.169901 0.352484 0.602206 0.050 Uiso 1 1 calc R U . . .
C21 C -0.0219(3) 0.39828(7) 0.75418(16) 0.0457(5) Uani 1 1 d . . . . .
C7 C 0.3084(3) 0.31999(7) 0.40853(16) 0.0436(4) Uani 1 1 d . . . . .
C19 C 0.0764(3) 0.48508(6) 0.74280(16) 0.0443(5) Uani 1 1 d . . . . .
C12 C 0.2001(2) 0.42389(6) 0.60939(15) 0.0404(4) Uani 1 1 d . . . . .
C8 C 0.3043(2) 0.36935(6) 0.45875(15) 0.0416(4) Uani 1 1 d . . . . .
C9 C 0.3722(3) 0.40817(7) 0.39856(17) 0.0469(5) Uani 1 1 d . . . . .
H9 H 0.434116 0.402939 0.330518 0.056 Uiso 1 1 calc R U . . .
C20 C 0.1265(3) 0.43275(6) 0.73323(15) 0.0422(4) Uani 1 1 d . . . . .
C27 C 0.2115(3) 0.38021(7) 0.90693(16) 0.0507(5) Uani 1 1 d . . . . .
C3 C 0.4295(3) 0.27325(7) 0.24195(17) 0.0508(5) Uani 1 1 d . . . . .
H3 H 0.314740 0.264143 0.213222 0.061 Uiso 1 1 calc R U . . .
C32 C 0.2681(3) 0.41947(6) 0.84161(15) 0.0442(5) Uani 1 1 d . . . . .
C14 C 0.1446(3) 0.51973(7) 0.67127(17) 0.0472(5) Uani 1 1 d . . . . .
C11 C 0.2633(3) 0.46158(6) 0.54332(17) 0.0442(4) Uani 1 1 d . . . . .
C26 C 0.0309(3) 0.36759(7) 0.85386(17) 0.0511(5) Uani 1 1 d . . . . .
C10 C 0.3484(3) 0.45402(7) 0.43904(17) 0.0492(5) Uani 1 1 d . . . . .
H10 H 0.389308 0.479887 0.396390 0.059 Uiso 1 1 calc R U . . .
C31 C 0.4268(3) 0.44117(8) 0.87890(18) 0.0568(5) Uani 1 1 d . . . . .
H31 H 0.462607 0.467698 0.836226 0.068 Uiso 1 1 calc R U . . .
C18 C -0.0288(3) 0.50072(8) 0.83193(18) 0.0582(6) Uani 1 1 d . . . . .
H18 H -0.080208 0.478215 0.879912 0.070 Uiso 1 1 calc R U . . .
C5 C 0.6318(3) 0.31647(8) 0.3878(2) 0.0583(5) Uani 1 1 d . . . . .
H5 H 0.652760 0.337263 0.455176 0.070 Uiso 1 1 calc R U . . .
C15 C 0.1169(3) 0.56812(7) 0.6892(2) 0.0576(5) Uani 1 1 d . . . . .
H15 H 0.165751 0.590779 0.640240 0.069 Uiso 1 1 calc R U . . .
C22 C -0.1889(3) 0.39508(8) 0.69030(19) 0.0587(6) Uani 1 1 d . . . . .
H22 H -0.222599 0.415264 0.623234 0.070 Uiso 1 1 calc R U . . .
C16 C 0.0161(3) 0.58227(8) 0.7804(2) 0.0638(6) Uani 1 1 d . . . . .
H16 H -0.001675 0.614678 0.794398 0.077 Uiso 1 1 calc R U . . .
C28 C 0.3211(4) 0.36161(8) 1.0078(2) 0.0673(7) Uani 1 1 d . . . . .
H28 H 0.286454 0.334835 1.050044 0.081 Uiso 1 1 calc R U . . .
C17 C -0.0584(3) 0.54854(8) 0.8507(2) 0.0667(7) Uani 1 1 d . . . . .
H17 H -0.128765 0.558084 0.910999 0.080 Uiso 1 1 calc R U . . .
C29 C 0.4804(4) 0.38313(10) 1.0443(2) 0.0749(8) Uani 1 1 d . . . . .
H29 H 0.553264 0.370817 1.111849 0.090 Uiso 1 1 calc R U . . .
C2 C 0.5684(4) 0.25638(8) 0.1833(2) 0.0660(6) Uani 1 1 d . . . . .
H2 H 0.548807 0.236762 0.113485 0.079 Uiso 1 1 calc R U . . .
C1 C 0.7357(3) 0.26928(9) 0.2307(2) 0.0705(7) Uani 1 1 d . . . . .
C25 C -0.0873(4) 0.33365(8) 0.8902(2) 0.0686(7) Uani 1 1 d . . . . .
H25 H -0.053944 0.313110 0.956575 0.082 Uiso 1 1 calc R U . . .
C6 C 0.7718(3) 0.29843(9) 0.3324(2) 0.0728(7) Uani 1 1 d . . . . .
H6 H 0.887490 0.305871 0.363215 0.087 Uiso 1 1 calc R U . . .
C23 C -0.3057(3) 0.36143(9) 0.7273(2) 0.0715(7) Uani 1 1 d . . . . .
H23 H -0.419056 0.359261 0.685463 0.086 Uiso 1 1 calc R U . . .
C30 C 0.5344(3) 0.42282(10) 0.9822(2) 0.0709(7) Uani 1 1 d . . . . .
H30 H 0.641800 0.437329 1.008921 0.085 Uiso 1 1 calc R U . . .
C24 C -0.2544(4) 0.33102(9) 0.8262(3) 0.0766(7) Uani 1 1 d . . . . .
H24 H -0.333759 0.308467 0.849822 0.092 Uiso 1 1 calc R U . . .


_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
O2 C11 1.377(2) . ?
O2 C14 1.385(2) . ?
O1 C7 1.222(2) . ?
F1 C1 1.360(3) . ?
C4 C5 1.384(3) . ?
C4 C3 1.393(3) . ?
C4 C7 1.491(3) . ?
C13 C12 1.386(2) . ?
C13 C8 1.389(2) . ?
C21 C22 1.380(3) . ?
C21 C26 1.398(3) . ?
C21 C20 1.523(3) . ?
C7 C8 1.483(3) . ?
C19 C14 1.377(3) . ?
C19 C18 1.393(3) . ?
C19 C20 1.517(2) . ?
C12 C11 1.389(3) . ?
C12 C20 1.530(2) . ?
C8 C9 1.394(3) . ?
C9 C10 1.372(3) . ?
C20 C32 1.543(3) . ?
C27 C28 1.394(3) . ?
C27 C32 1.399(3) . ?
C27 C26 1.473(3) . ?
C3 C2 1.379(3) . ?
C32 C31 1.372(3) . ?
C14 C15 1.385(3) . ?
C11 C10 1.380(3) . ?
C26 C25 1.396(3) . ?
C31 C30 1.403(3) . ?
C18 C17 1.373(3) . ?
C5 C6 1.380(3) . ?
C15 C16 1.376(3) . ?
C22 C23 1.386(3) . ?
C16 C17 1.374(3) . ?
C28 C29 1.373(4) . ?
C29 C30 1.382(4) . ?
C2 C1 1.368(4) . ?
C1 C6 1.369(4) . ?
C25 C24 1.380(4) . ?
C23 C24 1.385(4) . ?

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
C11 O2 C14 118.89(15) . . ?
C5 C4 C3 119.51(17) . . ?
C5 C4 C7 121.37(16) . . ?
C3 C4 C7 119.02(17) . . ?
C12 C13 C8 122.16(17) . . ?
C22 C21 C26 120.78(19) . . ?
C22 C21 C20 128.78(18) . . ?
C26 C21 C20 110.44(17) . . ?
O1 C7 C8 120.48(17) . . ?
O1 C7 C4 119.40(17) . . ?
C8 C7 C4 120.12(16) . . ?
C14 C19 C18 116.92(18) . . ?
C14 C19 C20 121.60(17) . . ?
C18 C19 C20 121.26(17) . . ?
C13 C12 C11 117.24(16) . . ?
C13 C12 C20 121.88(16) . . ?
C11 C12 C20 120.75(16) . . ?
C13 C8 C9 118.48(16) . . ?
C13 C8 C7 119.47(16) . . ?
C9 C8 C7 121.82(16) . . ?
C10 C9 C8 120.44(17) . . ?
C19 C20 C21 113.66(16) . . ?
C19 C20 C12 109.66(14) . . ?
C21 C20 C12 112.51(15) . . ?
C19 C20 C32 109.86(14) . . ?
C21 C20 C32 101.71(15) . . ?
C12 C20 C32 109.11(15) . . ?
C28 C27 C32 119.6(2) . . ?
C28 C27 C26 131.6(2) . . ?
C32 C27 C26 108.75(16) . . ?
C2 C3 C4 120.3(2) . . ?
C31 C32 C27 120.80(18) . . ?
C31 C32 C20 129.27(18) . . ?
C27 C32 C20 109.90(17) . . ?
C19 C14 C15 122.22(19) . . ?
C19 C14 O2 122.44(16) . . ?
C15 C14 O2 115.33(18) . . ?
O2 C11 C10 115.49(16) . . ?
O2 C11 C12 122.65(16) . . ?
C10 C11 C12 121.85(17) . . ?
C25 C26 C21 119.7(2) . . ?
C25 C26 C27 131.3(2) . . ?
C21 C26 C27 109.00(17) . . ?
C9 C10 C11 119.68(17) . . ?
C32 C31 C30 119.1(2) . . ?
C17 C18 C19 121.6(2) . . ?
C6 C5 C4 120.6(2) . . ?
C16 C15 C14 119.2(2) . . ?
C21 C22 C23 119.2(2) . . ?
C17 C16 C15 120.0(2) . . ?
C29 C28 C27 119.5(2) . . ?
C18 C17 C16 120.0(2) . . ?
C28 C29 C30 121.0(2) . . ?
C1 C2 C3 118.2(2) . . ?
F1 C1 C2 118.6(2) . . ?
F1 C1 C6 118.1(2) . . ?
C2 C1 C6 123.3(2) . . ?
C24 C25 C26 119.0(2) . . ?
C1 C6 C5 118.1(2) . . ?
C24 C23 C22 120.3(2) . . ?
C29 C30 C31 119.9(2) . . ?
C25 C24 C23 121.0(2) . . ?

_refine_diff_density_max         0.174
_refine_diff_density_min         -0.200
_refine_diff_density_rms         0.053



####################################################################### 
# 
# 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_gz_A_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2490196'
loop_
_audit_author_name
_audit_author_address
zxh
;Xinyang normal university
China
;
_audit_update_record             
;
2025-11-08 deposited with the CCDC.	2026-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C44 H27 N O2'
_chemical_formula_sum            'C44 H27 N O2'
_chemical_formula_weight         601.66

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   9.2911(17)
_cell_length_b                   17.261(3)
_cell_length_c                   19.348(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3102.9(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    3623
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      24.64

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_F_000             1256
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_exptl_absorpt_coefficient_mu    0.078
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6885
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker D8 QUEST ECO'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33781
_diffrn_reflns_av_unetI/netI     0.0822
_diffrn_reflns_av_R_equivalents  0.1151
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.360
_diffrn_reflns_theta_max         25.997
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6088
_reflns_number_gt                3510
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.775
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0557P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.0081(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1144 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -2.4(10)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         6088
_refine_ls_number_parameters     425
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1203
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1300
_refine_ls_wR_factor_gt          0.1032
_refine_ls_goodness_of_fit_ref   0.978
_refine_ls_restrained_S_all      0.978
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
O1 O 0.3824(4) 0.6048(2) 0.90320(18) 0.0829(12) Uani 1 1 d . . . . .
O2 O 0.9530(3) 0.64751(18) 0.73486(16) 0.0609(9) Uani 1 1 d . . . . .
N1 N 0.0131(4) 0.3553(2) 0.73830(19) 0.0536(10) Uani 1 1 d . . . . .
C1 C 0.4941(5) 0.5117(3) 0.5067(3) 0.0607(13) Uani 1 1 d . . . . .
H1 H 0.444459 0.532619 0.469360 0.073 Uiso 1 1 calc R U . . .
C2 C 0.4861(6) 0.4335(3) 0.5210(3) 0.0762(17) Uani 1 1 d . . . . .
H2 H 0.430168 0.401690 0.492999 0.091 Uiso 1 1 calc R U . . .
C3 C 0.5591(6) 0.4017(3) 0.5760(3) 0.0723(16) Uani 1 1 d . . . . .
H3 H 0.551324 0.348949 0.585155 0.087 Uiso 1 1 calc R U . . .
C4 C 0.6441(5) 0.4481(3) 0.6176(3) 0.0570(13) Uani 1 1 d . . . . .
H4 H 0.694219 0.426733 0.654599 0.068 Uiso 1 1 calc R U . . .
C5 C 0.6539(5) 0.5263(2) 0.6037(2) 0.0420(11) Uani 1 1 d . . . . .
C6 C 0.5776(5) 0.5586(2) 0.5489(2) 0.0451(11) Uani 1 1 d . . . . .
C7 C 0.6026(5) 0.6425(2) 0.5480(2) 0.0462(11) Uani 1 1 d . . . . .
C8 C 0.5460(6) 0.7002(3) 0.5063(3) 0.0642(14) Uani 1 1 d . . . . .
H8 H 0.480128 0.687888 0.471857 0.077 Uiso 1 1 calc R U . . .
C9 C 0.5878(7) 0.7756(3) 0.5163(3) 0.0708(16) Uani 1 1 d . . . . .
H9 H 0.552044 0.814413 0.487725 0.085 Uiso 1 1 calc R U . . .
C10 C 0.6837(6) 0.7942(3) 0.5691(3) 0.0659(15) Uani 1 1 d . . . . .
H10 H 0.710130 0.845648 0.575909 0.079 Uiso 1 1 calc R U . . .
C11 C 0.7403(5) 0.7373(2) 0.6117(3) 0.0529(12) Uani 1 1 d . . . . .
H11 H 0.804870 0.749791 0.646681 0.063 Uiso 1 1 calc R U . . .
C12 C 0.6981(4) 0.6609(2) 0.6008(2) 0.0426(11) Uani 1 1 d . . . . .
C13 C 0.7442(4) 0.5875(2) 0.6405(2) 0.0398(11) Uani 1 1 d . . . . .
C14 C 0.9051(5) 0.5751(2) 0.6299(2) 0.0438(11) Uani 1 1 d . . . . .
C15 C 0.9631(5) 0.5358(2) 0.5735(3) 0.0525(12) Uani 1 1 d . . . . .
H15 H 0.901846 0.512021 0.541894 0.063 Uiso 1 1 calc R U . . .
C16 C 1.1101(6) 0.5316(3) 0.5637(3) 0.0595(13) Uani 1 1 d . . . . .
H16 H 1.147619 0.504186 0.526502 0.071 Uiso 1 1 calc R U . . .
C17 C 1.2010(6) 0.5685(3) 0.6096(3) 0.0667(15) Uani 1 1 d . . . . .
H17 H 1.299884 0.566971 0.602305 0.080 Uiso 1 1 calc R U . . .
C18 C 1.1473(5) 0.6073(3) 0.6658(3) 0.0661(14) Uani 1 1 d . . . . .
H18 H 1.208902 0.631759 0.696780 0.079 Uiso 1 1 calc R U . . .
C19 C 1.0011(5) 0.6093(3) 0.6756(2) 0.0509(12) Uani 1 1 d . . . . .
C20 C 0.7150(5) 0.5951(2) 0.7171(2) 0.0419(11) Uani 1 1 d . . . . .
C21 C 0.8198(5) 0.6266(2) 0.7600(2) 0.0476(11) Uani 1 1 d . . . . .
C22 C 0.7972(5) 0.6393(3) 0.8299(3) 0.0588(13) Uani 1 1 d . . . . .
H22 H 0.869349 0.661017 0.856986 0.071 Uiso 1 1 calc R U . . .
C23 C 0.6671(5) 0.6195(3) 0.8586(2) 0.0557(13) Uani 1 1 d . . . . .
H23 H 0.651154 0.628349 0.905377 0.067 Uiso 1 1 calc R U . . .
C24 C 0.5580(5) 0.5862(2) 0.8182(2) 0.0471(11) Uani 1 1 d . . . . .
C25 C 0.5839(5) 0.5752(2) 0.7481(2) 0.0439(11) Uani 1 1 d . . . . .
H25 H 0.511657 0.553859 0.720785 0.053 Uiso 1 1 calc R U . . .
C26 C 0.4173(5) 0.5695(3) 0.8511(2) 0.0542(12) Uani 1 1 d . . . . .
C27 C 0.3166(5) 0.5111(3) 0.8214(2) 0.0472(11) Uani 1 1 d . . . . .
C28 C 0.3609(5) 0.4442(3) 0.7873(2) 0.0519(12) Uani 1 1 d . . . . .
H28 H 0.458589 0.434752 0.781295 0.062 Uiso 1 1 calc R U . . .
C29 C 0.2615(5) 0.3917(3) 0.7623(2) 0.0511(12) Uani 1 1 d . . . . .
H29 H 0.292554 0.346069 0.741662 0.061 Uiso 1 1 calc R U . . .
C30 C 0.1150(5) 0.4071(3) 0.7681(2) 0.0489(12) Uani 1 1 d . . . . .
C31 C 0.0695(5) 0.4732(3) 0.8026(2) 0.0559(12) Uani 1 1 d . . . . .
H31 H -0.028351 0.483089 0.807759 0.067 Uiso 1 1 calc R U . . .
C32 C 0.1697(5) 0.5244(3) 0.8293(2) 0.0530(12) Uani 1 1 d . . . . .
H32 H 0.138504 0.568304 0.852834 0.064 Uiso 1 1 calc R U . . .
C33 C 0.0154(5) 0.3299(2) 0.6697(2) 0.0501(12) Uani 1 1 d . . . . .
C34 C 0.1170(6) 0.3428(3) 0.6184(2) 0.0620(14) Uani 1 1 d . . . . .
H34 H 0.201261 0.369942 0.627650 0.074 Uiso 1 1 calc R U . . .
C35 C 0.0892(7) 0.3142(3) 0.5536(3) 0.0726(16) Uani 1 1 d . . . . .
H35 H 0.155533 0.322299 0.518341 0.087 Uiso 1 1 calc R U . . .
C36 C -0.0363(8) 0.2732(3) 0.5398(3) 0.0798(18) Uani 1 1 d . . . . .
H36 H -0.052558 0.254527 0.495366 0.096 Uiso 1 1 calc R U . . .
C37 C -0.1369(6) 0.2598(3) 0.5905(3) 0.0687(16) Uani 1 1 d . . . . .
H37 H -0.219886 0.231584 0.581019 0.082 Uiso 1 1 calc R U . . .
C38 C -0.1117(6) 0.2893(2) 0.6563(3) 0.0528(12) Uani 1 1 d . . . . .
C39 C -0.1968(5) 0.2915(3) 0.7186(3) 0.0539(13) Uani 1 1 d . . . . .
C40 C -0.3326(5) 0.2626(3) 0.7362(3) 0.0666(15) Uani 1 1 d . . . . .
H40 H -0.387163 0.235785 0.703854 0.080 Uiso 1 1 calc R U . . .
C41 C -0.3835(6) 0.2742(3) 0.8009(4) 0.0747(16) Uani 1 1 d . . . . .
H41 H -0.473955 0.255314 0.812731 0.090 Uiso 1 1 calc R U . . .
C42 C -0.3031(6) 0.3138(3) 0.8498(3) 0.0772(17) Uani 1 1 d . . . . .
H42 H -0.339897 0.320032 0.894158 0.093 Uiso 1 1 calc R U . . .
C43 C -0.1700(6) 0.3441(3) 0.8343(3) 0.0690(15) Uani 1 1 d . . . . .
H43 H -0.116689 0.370961 0.867116 0.083 Uiso 1 1 calc R U . . .
C44 C -0.1185(5) 0.3330(3) 0.7681(2) 0.0511(12) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C26 1.223(5) . ?
O2 C21 1.378(5) . ?
O2 C19 1.396(5) . ?
N1 C33 1.398(6) . ?
N1 C44 1.406(6) . ?
N1 C30 1.423(6) . ?
C1 C2 1.381(7) . ?
C1 C6 1.386(6) . ?
C1 H1 0.9300 . ?
C2 C3 1.376(7) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(6) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(6) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(6) . ?
C5 C13 1.525(6) . ?
C6 C7 1.468(6) . ?
C7 C8 1.384(6) . ?
C7 C12 1.390(6) . ?
C8 C9 1.372(7) . ?
C8 H8 0.9300 . ?
C9 C10 1.393(8) . ?
C9 H9 0.9300 . ?
C10 C11 1.386(7) . ?
C10 H10 0.9300 . ?
C11 C12 1.391(6) . ?
C11 H11 0.9300 . ?
C12 C13 1.543(6) . ?
C13 C20 1.512(6) . ?
C13 C14 1.524(6) . ?
C14 C19 1.387(6) . ?
C14 C15 1.394(6) . ?
C15 C16 1.380(6) . ?
C15 H15 0.9300 . ?
C16 C17 1.381(7) . ?
C16 H16 0.9300 . ?
C17 C18 1.371(7) . ?
C17 H17 0.9300 . ?
C18 C19 1.372(6) . ?
C18 H18 0.9300 . ?
C20 C21 1.391(6) . ?
C20 C25 1.400(6) . ?
C21 C22 1.384(6) . ?
C22 C23 1.374(7) . ?
C22 H22 0.9300 . ?
C23 C24 1.403(6) . ?
C23 H23 0.9300 . ?
C24 C25 1.392(6) . ?
C24 C26 1.482(7) . ?
C25 H25 0.9300 . ?
C26 C27 1.490(6) . ?
C27 C28 1.391(6) . ?
C27 C32 1.393(6) . ?
C28 C29 1.381(6) . ?
C28 H28 0.9300 . ?
C29 C30 1.391(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.388(6) . ?
C31 C32 1.384(7) . ?
C31 H31 0.9300 . ?
C32 H32 0.9300 . ?
C33 C34 1.388(6) . ?
C33 C38 1.397(6) . ?
C34 C35 1.372(7) . ?
C34 H34 0.9300 . ?
C35 C36 1.390(8) . ?
C35 H35 0.9300 . ?
C36 C37 1.375(7) . ?
C36 H36 0.9300 . ?
C37 C38 1.391(7) . ?
C37 H37 0.9300 . ?
C38 C39 1.443(7) . ?
C39 C40 1.398(7) . ?
C39 C44 1.399(6) . ?
C40 C41 1.353(7) . ?
C40 H40 0.9300 . ?
C41 C42 1.386(8) . ?
C41 H41 0.9300 . ?
C42 C43 1.376(7) . ?
C42 H42 0.9300 . ?
C43 C44 1.380(6) . ?
C43 H43 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C21 O2 C19 117.0(3) . . ?
C33 N1 C44 108.4(4) . . ?
C33 N1 C30 124.9(4) . . ?
C44 N1 C30 125.8(4) . . ?
C2 C1 C6 118.9(5) . . ?
C2 C1 H1 120.6 . . ?
C6 C1 H1 120.6 . . ?
C3 C2 C1 121.3(5) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C2 C3 C4 120.0(5) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 119.4(5) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 H4 120.3 . . ?
C4 C5 C6 120.4(4) . . ?
C4 C5 C13 128.5(4) . . ?
C6 C5 C13 111.0(4) . . ?
C1 C6 C5 120.0(4) . . ?
C1 C6 C7 131.1(4) . . ?
C5 C6 C7 108.8(4) . . ?
C8 C7 C12 120.4(4) . . ?
C8 C7 C6 131.0(5) . . ?
C12 C7 C6 108.5(4) . . ?
C9 C8 C7 119.5(5) . . ?
C9 C8 H8 120.2 . . ?
C7 C8 H8 120.2 . . ?
C8 C9 C10 120.2(5) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C11 C10 C9 121.0(5) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C10 C11 C12 118.3(5) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 H11 120.8 . . ?
C7 C12 C11 120.5(4) . . ?
C7 C12 C13 110.9(4) . . ?
C11 C12 C13 128.6(4) . . ?
C20 C13 C14 108.7(3) . . ?
C20 C13 C5 114.7(3) . . ?
C14 C13 C5 112.3(3) . . ?
C20 C13 C12 111.6(3) . . ?
C14 C13 C12 108.7(3) . . ?
C5 C13 C12 100.5(3) . . ?
C19 C14 C15 117.3(4) . . ?
C19 C14 C13 119.0(4) . . ?
C15 C14 C13 123.6(4) . . ?
C16 C15 C14 120.9(5) . . ?
C16 C15 H15 119.5 . . ?
C14 C15 H15 119.5 . . ?
C17 C16 C15 119.6(5) . . ?
C17 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
C18 C17 C16 120.8(5) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C17 C18 C19 118.8(5) . . ?
C17 C18 H18 120.6 . . ?
C19 C18 H18 120.6 . . ?
C18 C19 C14 122.5(5) . . ?
C18 C19 O2 116.2(4) . . ?
C14 C19 O2 121.3(4) . . ?
C21 C20 C25 116.7(4) . . ?
C21 C20 C13 119.6(4) . . ?
C25 C20 C13 123.7(4) . . ?
O2 C21 C22 116.1(4) . . ?
O2 C21 C20 121.3(4) . . ?
C22 C21 C20 122.6(4) . . ?
C23 C22 C21 119.2(5) . . ?
C23 C22 H22 120.4 . . ?
C21 C22 H22 120.4 . . ?
C22 C23 C24 120.8(4) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 H23 119.6 . . ?
C25 C24 C23 118.3(4) . . ?
C25 C24 C26 123.0(4) . . ?
C23 C24 C26 118.6(4) . . ?
C24 C25 C20 122.3(4) . . ?
C24 C25 H25 118.8 . . ?
C20 C25 H25 118.8 . . ?
O1 C26 C24 119.3(4) . . ?
O1 C26 C27 119.3(5) . . ?
C24 C26 C27 121.4(4) . . ?
C28 C27 C32 118.6(4) . . ?
C28 C27 C26 123.9(4) . . ?
C32 C27 C26 117.5(4) . . ?
C29 C28 C27 120.8(4) . . ?
C29 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?
C28 C29 C30 120.1(4) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
C31 C30 C29 119.5(4) . . ?
C31 C30 N1 120.6(4) . . ?
C29 C30 N1 119.9(4) . . ?
C32 C31 C30 120.0(5) . . ?
C32 C31 H31 120.0 . . ?
C30 C31 H31 120.0 . . ?
C31 C32 C27 120.8(4) . . ?
C31 C32 H32 119.6 . . ?
C27 C32 H32 119.6 . . ?
C34 C33 C38 121.5(5) . . ?
C34 C33 N1 129.7(5) . . ?
C38 C33 N1 108.7(4) . . ?
C35 C34 C33 117.9(5) . . ?
C35 C34 H34 121.1 . . ?
C33 C34 H34 121.1 . . ?
C34 C35 C36 121.1(5) . . ?
C34 C35 H35 119.4 . . ?
C36 C35 H35 119.4 . . ?
C37 C36 C35 121.2(5) . . ?
C37 C36 H36 119.4 . . ?
C35 C36 H36 119.4 . . ?
C36 C37 C38 118.5(5) . . ?
C36 C37 H37 120.8 . . ?
C38 C37 H37 120.8 . . ?
C37 C38 C33 119.7(5) . . ?
C37 C38 C39 133.1(5) . . ?
C33 C38 C39 107.1(4) . . ?
C40 C39 C44 119.0(5) . . ?
C40 C39 C38 133.5(5) . . ?
C44 C39 C38 107.5(4) . . ?
C41 C40 C39 119.2(5) . . ?
C41 C40 H40 120.4 . . ?
C39 C40 H40 120.4 . . ?
C40 C41 C42 121.0(5) . . ?
C40 C41 H41 119.5 . . ?
C42 C41 H41 119.5 . . ?
C43 C42 C41 121.5(5) . . ?
C43 C42 H42 119.2 . . ?
C41 C42 H42 119.2 . . ?
C42 C43 C44 117.5(5) . . ?
C42 C43 H43 121.2 . . ?
C44 C43 H43 121.2 . . ?
C43 C44 C39 121.7(4) . . ?
C43 C44 N1 130.1(5) . . ?
C39 C44 N1 108.2(4) . . ?

_refine_diff_density_max         0.238
_refine_diff_density_min         -0.170
_refine_diff_density_rms         0.037



