# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# 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. 
# 
#######################################################################

data_1_a
_database_code_depnum_ccdc_archive 'CCDC 2417328'
loop_
_audit_author_name
_audit_author_address
'long Zhu'
;Zhejiang university
China
;
_audit_update_record             
;
2025-01-16 deposited with the CCDC.	2026-02-02 downloaded from the CCDC.
;
_audit_creation_date             2024-01-23
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H39 N O4'
_chemical_formula_sum            'C36 H39 N O4'
_chemical_formula_weight         549.68
_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'

_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                   15.532(7)
_cell_length_b                   11.970(5)
_cell_length_c                   17.168(6)
_cell_angle_alpha                90
_cell_angle_beta                 104.089(9)
_cell_angle_gamma                90
_cell_volume                     3096(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    3960
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      21.14
_cell_measurement_theta_min      2.33
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6331
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0971 before and 0.0745 after correction.
The Ratio of minimum to maximum transmission is 0.8496.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.179
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1139
_diffrn_reflns_av_unetI/netI     0.1151
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            33160
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.079
_diffrn_reflns_theta_max         25.079
_diffrn_reflns_theta_min         2.327
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2428
_reflns_number_total             5428
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.204
_refine_diff_density_min         -0.191
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     376
_refine_ls_number_reflns         5428
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2001
_refine_ls_R_factor_gt           0.0779
_refine_ls_restrained_S_all      0.982
_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)+(0.0769P)²+1.9274P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1473
_refine_ls_wR_factor_ref         0.2060
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C17(H17A,H17B), C23(H23A,H23B), C24(H24A,H24B), C25(H25A,H25B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C5(H5), C11(H11), C32(H32), C33(H33),
 C34(H34), C35(H35), C36(H36)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C)
;
_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
C1 C 0.5903(3) 0.5021(4) 0.8575(3) 0.0739(13) Uani 1 1 d . . . . .
H1 H 0.6077 0.4547 0.8212 0.089 Uiso 1 1 calc R U . . .
C2 C 0.6412(3) 0.5097(5) 0.9352(3) 0.0899(16) Uani 1 1 d . . . . .
H2 H 0.6935 0.4687 0.9504 0.108 Uiso 1 1 calc R U . . .
C3 C 0.6164(4) 0.5752(5) 0.9892(3) 0.0862(15) Uani 1 1 d . . . . .
H3 H 0.6511 0.5794 1.0416 0.103 Uiso 1 1 calc R U . . .
C4 C 0.5401(4) 0.6355(4) 0.9668(3) 0.0820(14) Uani 1 1 d . . . . .
H4 H 0.5224 0.6803 1.0043 0.098 Uiso 1 1 calc R U . . .
C5 C 0.4890(3) 0.6311(4) 0.8895(3) 0.0682(12) Uani 1 1 d . . . . .
H5 H 0.4373 0.6733 0.8748 0.082 Uiso 1 1 calc R U . . .
C6 C 0.5142(3) 0.5640(3) 0.8334(2) 0.0508(10) Uani 1 1 d . . . . .
C7 C 0.4624(3) 0.5601(3) 0.7523(2) 0.0499(10) Uani 1 1 d . . . . .
C8 C 0.4174(2) 0.5598(3) 0.6853(2) 0.0469(10) Uani 1 1 d . . . . .
C9 C 0.3612(2) 0.5553(3) 0.6047(2) 0.0421(9) Uani 1 1 d . . . . .
C10 C 0.2863(2) 0.6246(3) 0.5797(2) 0.0450(9) Uani 1 1 d . . . . .
C11 C 0.2325(2) 0.6105(3) 0.5028(2) 0.0477(10) Uani 1 1 d . . . . .
H11 H 0.1833 0.6567 0.4864 0.057 Uiso 1 1 calc R U . . .
C12 C 0.2484(2) 0.5302(3) 0.4486(2) 0.0471(10) Uani 1 1 d . . . . .
C13 C 0.3232(2) 0.4631(3) 0.4747(2) 0.0431(9) Uani 1 1 d . . . . .
C14 C 0.3786(2) 0.4750(3) 0.5515(2) 0.0440(9) Uani 1 1 d . . . . .
C15 C 0.4514(2) 0.3895(3) 0.5667(2) 0.0499(10) Uani 1 1 d . . . . .
H15A H 0.4605 0.3577 0.6201 0.060 Uiso 1 1 calc R U . . .
H15B H 0.5067 0.4215 0.5606 0.060 Uiso 1 1 calc R U . . .
C16 C 0.4157(2) 0.3009(3) 0.5012(2) 0.0467(10) Uani 1 1 d . . . . .
C17 C 0.3572(3) 0.3685(3) 0.4315(2) 0.0540(11) Uani 1 1 d . . . . .
H17A H 0.3917 0.3968 0.3957 0.065 Uiso 1 1 calc R U . . .
H17B H 0.3087 0.3235 0.4009 0.065 Uiso 1 1 calc R U . . .
C18 C 0.4885(3) 0.2381(3) 0.4762(3) 0.0546(11) Uani 1 1 d . . . . .
C19 C 0.6145(3) 0.1251(4) 0.5217(3) 0.0977(18) Uani 1 1 d . . . . .
H19A H 0.5903 0.0626 0.4886 0.147 Uiso 1 1 calc R U . . .
H19B H 0.6518 0.0986 0.5714 0.147 Uiso 1 1 calc R U . . .
H19C H 0.6490 0.1702 0.4943 0.147 Uiso 1 1 calc R U . . .
C20 C 0.3584(3) 0.2134(4) 0.5273(3) 0.0545(11) Uani 1 1 d . . . . .
C21 C 0.2870(5) 0.1447(6) 0.6225(3) 0.166(3) Uani 1 1 d . . . . .
H21A H 0.2282 0.1497 0.5883 0.249 Uiso 1 1 calc R U . . .
H21B H 0.2851 0.1596 0.6770 0.249 Uiso 1 1 calc R U . . .
H21C H 0.3101 0.0710 0.6189 0.249 Uiso 1 1 calc R U . . .
C22 C 0.1991(3) 0.5920(4) 0.3061(2) 0.0588(11) Uani 1 1 d . . . . .
C23 C 0.1570(3) 0.5380(4) 0.2251(2) 0.0817(15) Uani 1 1 d . . . . .
H23A H 0.1559 0.5921 0.1828 0.098 Uiso 1 1 calc R U . . .
H23B H 0.1936 0.4757 0.2166 0.098 Uiso 1 1 calc R U . . .
C24 C 0.0632(3) 0.4963(5) 0.2188(3) 0.0964(17) Uani 1 1 d . . . . .
H24A H 0.0249 0.5583 0.2243 0.116 Uiso 1 1 calc R U . . .
H24B H 0.0399 0.4618 0.1669 0.116 Uiso 1 1 calc R U . . .
C25 C 0.0658(3) 0.4122(4) 0.2849(3) 0.0894(16) Uani 1 1 d . . . . .
H25A H 0.1015 0.3488 0.2766 0.107 Uiso 1 1 calc R U . . .
H25B H 0.0060 0.3853 0.2813 0.107 Uiso 1 1 calc R U . . .
C26 C 0.1036(3) 0.4586(4) 0.3695(2) 0.0652(12) Uani 1 1 d . . . . .
C27 C 0.1186(3) 0.3613(4) 0.4283(3) 0.0963(17) Uani 1 1 d . . . . .
H27A H 0.0633 0.3234 0.4250 0.145 Uiso 1 1 calc R U . . .
H27B H 0.1412 0.3889 0.4819 0.145 Uiso 1 1 calc R U . . .
H27C H 0.1606 0.3103 0.4151 0.145 Uiso 1 1 calc R U . . .
C28 C 0.0343(3) 0.5362(5) 0.3928(3) 0.0916(16) Uani 1 1 d . . . . .
H28A H 0.0221 0.5981 0.3562 0.137 Uiso 1 1 calc R U . . .
H28B H 0.0573 0.5635 0.4464 0.137 Uiso 1 1 calc R U . . .
H28C H -0.0194 0.4952 0.3902 0.137 Uiso 1 1 calc R U . . .
C29 C 0.2980(3) 0.6094(4) 0.3110(2) 0.0744(13) Uani 1 1 d . . . . .
H29A H 0.3257 0.5384 0.3079 0.112 Uiso 1 1 calc R U . . .
H29B H 0.3256 0.6450 0.3609 0.112 Uiso 1 1 calc R U . . .
H29C H 0.3046 0.6557 0.2672 0.112 Uiso 1 1 calc R U . . .
C30 C 0.1576(3) 0.7077(4) 0.3111(3) 0.0801(14) Uani 1 1 d . . . . .
H30A H 0.1716 0.7561 0.2713 0.120 Uiso 1 1 calc R U . . .
H30B H 0.1811 0.7388 0.3635 0.120 Uiso 1 1 calc R U . . .
H30C H 0.0944 0.7003 0.3016 0.120 Uiso 1 1 calc R U . . .
C31 C 0.2636(3) 0.7108(3) 0.6340(2) 0.0490(10) Uani 1 1 d . . . . .
C32 C 0.3258(3) 0.7860(3) 0.6750(2) 0.0571(11) Uani 1 1 d . . . . .
H32 H 0.3839 0.7823 0.6696 0.069 Uiso 1 1 calc R U . . .
C33 C 0.3030(3) 0.8662(4) 0.7237(2) 0.0742(13) Uani 1 1 d . . . . .
H33 H 0.3459 0.9158 0.7511 0.089 Uiso 1 1 calc R U . . .
C34 C 0.2179(4) 0.8739(4) 0.7324(3) 0.0845(15) Uani 1 1 d . . . . .
H34 H 0.2030 0.9288 0.7651 0.101 Uiso 1 1 calc R U . . .
C35 C 0.1548(3) 0.8004(5) 0.6926(3) 0.0790(14) Uani 1 1 d . . . . .
H35 H 0.0968 0.8054 0.6980 0.095 Uiso 1 1 calc R U . . .
C36 C 0.1776(3) 0.7187(4) 0.6441(2) 0.0626(12) Uani 1 1 d . . . . .
H36 H 0.1347 0.6682 0.6179 0.075 Uiso 1 1 calc R U . . .
N1 N 0.1911(2) 0.5109(3) 0.37029(17) 0.0510(8) Uani 1 1 d . . . . .
O1 O 0.49739(19) 0.2318(3) 0.40936(19) 0.0862(10) Uani 1 1 d . . . . .
O2 O 0.5433(2) 0.1910(3) 0.53806(17) 0.0801(9) Uani 1 1 d . . . . .
O3 O 0.3261(2) 0.1384(3) 0.4844(2) 0.1059(13) Uani 1 1 d . . . . .
O4 O 0.3443(3) 0.2266(3) 0.59695(19) 0.1121(14) 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
C1 H1 0.9300 . ?
C1 C2 1.379(6) . ?
C1 C6 1.370(5) . ?
C2 H2 0.9300 . ?
C2 C3 1.340(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.361(6) . ?
C4 H4 0.9300 . ?
C4 C5 1.371(6) . ?
C5 H5 0.9300 . ?
C5 C6 1.382(5) . ?
C6 C7 1.429(5) . ?
C7 C8 1.192(5) . ?
C8 C9 1.447(5) . ?
C9 C10 1.408(5) . ?
C9 C14 1.396(5) . ?
C10 C11 1.391(5) . ?
C10 C31 1.490(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.400(5) . ?
C12 C13 1.393(5) . ?
C12 N1 1.439(4) . ?
C13 C14 1.395(5) . ?
C13 C17 1.518(5) . ?
C14 C15 1.501(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C15 C16 1.546(5) . ?
C16 C17 1.544(5) . ?
C16 C18 1.505(5) . ?
C16 C20 1.511(5) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 O1 1.192(4) . ?
C18 O2 1.315(4) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 O2 1.441(5) . ?
C20 O3 1.191(4) . ?
C20 O4 1.277(4) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C21 O4 1.461(5) . ?
C22 C23 1.529(5) . ?
C22 C29 1.531(6) . ?
C22 C30 1.538(6) . ?
C22 N1 1.497(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C23 C24 1.519(6) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C24 C25 1.511(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C26 1.532(5) . ?
C26 C27 1.522(6) . ?
C26 C28 1.547(6) . ?
C26 N1 1.492(5) . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C30 H30A 0.9600 . ?
C30 H30B 0.9600 . ?
C30 H30C 0.9600 . ?
C31 C32 1.382(5) . ?
C31 C36 1.391(5) . ?
C32 H32 0.9300 . ?
C32 C33 1.375(5) . ?
C33 H33 0.9300 . ?
C33 C34 1.369(6) . ?
C34 H34 0.9300 . ?
C34 C35 1.370(6) . ?
C35 H35 0.9300 . ?
C35 C36 1.384(6) . ?
C36 H36 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
C2 C1 H1 119.8 . . ?
C6 C1 H1 119.8 . . ?
C6 C1 C2 120.4(4) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 C1 120.9(5) . . ?
C3 C2 H2 119.5 . . ?
C2 C3 H3 120.3 . . ?
C2 C3 C4 119.5(4) . . ?
C4 C3 H3 120.3 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.8(4) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 H5 119.9 . . ?
C4 C5 C6 120.1(4) . . ?
C6 C5 H5 119.9 . . ?
C1 C6 C5 118.2(4) . . ?
C1 C6 C7 121.1(4) . . ?
C5 C6 C7 120.7(4) . . ?
C8 C7 C6 177.7(4) . . ?
C7 C8 C9 177.8(4) . . ?
C10 C9 C8 122.0(3) . . ?
C14 C9 C8 118.9(3) . . ?
C14 C9 C10 118.9(3) . . ?
C9 C10 C31 121.5(3) . . ?
C11 C10 C9 118.6(3) . . ?
C11 C10 C31 120.0(3) . . ?
C10 C11 H11 118.2 . . ?
C10 C11 C12 123.5(3) . . ?
C12 C11 H11 118.2 . . ?
C11 C12 N1 124.2(3) . . ?
C13 C12 C11 116.7(3) . . ?
C13 C12 N1 119.1(3) . . ?
C12 C13 C17 129.4(3) . . ?
C14 C13 C12 121.3(3) . . ?
C14 C13 C17 109.3(3) . . ?
C9 C14 C15 127.8(3) . . ?
C13 C14 C9 121.0(3) . . ?
C13 C14 C15 111.1(3) . . ?
C14 C15 H15A 111.2 . . ?
C14 C15 H15B 111.2 . . ?
C14 C15 C16 102.7(3) . . ?
H15A C15 H15B 109.1 . . ?
C16 C15 H15A 111.2 . . ?
C16 C15 H15B 111.2 . . ?
C17 C16 C15 104.1(3) . . ?
C18 C16 C15 112.9(3) . . ?
C18 C16 C17 112.5(3) . . ?
C18 C16 C20 106.0(3) . . ?
C20 C16 C15 113.1(3) . . ?
C20 C16 C17 108.4(3) . . ?
C13 C17 C16 102.7(3) . . ?
C13 C17 H17A 111.2 . . ?
C13 C17 H17B 111.2 . . ?
C16 C17 H17A 111.2 . . ?
C16 C17 H17B 111.2 . . ?
H17A C17 H17B 109.1 . . ?
O1 C18 C16 125.3(4) . . ?
O1 C18 O2 123.1(4) . . ?
O2 C18 C16 111.6(3) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C19 H19A 109.5 . . ?
O2 C19 H19B 109.5 . . ?
O2 C19 H19C 109.5 . . ?
O3 C20 C16 122.0(4) . . ?
O3 C20 O4 121.9(4) . . ?
O4 C20 C16 116.1(4) . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
C23 C22 C29 108.0(3) . . ?
C23 C22 C30 109.8(3) . . ?
C29 C22 C30 107.6(4) . . ?
N1 C22 C23 107.5(3) . . ?
N1 C22 C29 108.1(3) . . ?
N1 C22 C30 115.6(3) . . ?
C22 C23 H23A 108.9 . . ?
C22 C23 H23B 108.9 . . ?
H23A C23 H23B 107.8 . . ?
C24 C23 C22 113.2(4) . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
C23 C24 H24A 110.0 . . ?
C23 C24 H24B 110.0 . . ?
H24A C24 H24B 108.4 . . ?
C25 C24 C23 108.4(4) . . ?
C25 C24 H24A 110.0 . . ?
C25 C24 H24B 110.0 . . ?
C24 C25 H25A 108.8 . . ?
C24 C25 H25B 108.8 . . ?
C24 C25 C26 113.8(4) . . ?
H25A C25 H25B 107.7 . . ?
C26 C25 H25A 108.8 . . ?
C26 C25 H25B 108.8 . . ?
C25 C26 C28 109.4(4) . . ?
C27 C26 C25 108.2(4) . . ?
C27 C26 C28 106.9(4) . . ?
N1 C26 C25 107.4(3) . . ?
N1 C26 C27 108.9(3) . . ?
N1 C26 C28 115.8(4) . . ?
C26 C27 H27A 109.5 . . ?
C26 C27 H27B 109.5 . . ?
C26 C27 H27C 109.5 . . ?
H27A C27 H27B 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C26 C28 H28A 109.5 . . ?
C26 C28 H28B 109.5 . . ?
C26 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C22 C29 H29A 109.5 . . ?
C22 C29 H29B 109.5 . . ?
C22 C29 H29C 109.5 . . ?
H29A C29 H29B 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C22 C30 H30A 109.5 . . ?
C22 C30 H30B 109.5 . . ?
C22 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C32 C31 C10 121.8(3) . . ?
C32 C31 C36 117.8(4) . . ?
C36 C31 C10 120.4(4) . . ?
C31 C32 H32 119.6 . . ?
C33 C32 C31 120.8(4) . . ?
C33 C32 H32 119.6 . . ?
C32 C33 H33 119.6 . . ?
C34 C33 C32 120.8(4) . . ?
C34 C33 H33 119.6 . . ?
C33 C34 H34 120.2 . . ?
C35 C34 C33 119.6(4) . . ?
C35 C34 H34 120.2 . . ?
C34 C35 H35 120.1 . . ?
C34 C35 C36 119.9(4) . . ?
C36 C35 H35 120.1 . . ?
C31 C36 H36 119.5 . . ?
C35 C36 C31 121.0(4) . . ?
C35 C36 H36 119.5 . . ?
C12 N1 C22 116.1(3) . . ?
C12 N1 C26 115.5(3) . . ?
C26 N1 C22 120.3(3) . . ?
C18 O2 C19 117.0(3) . . ?
C20 O4 C21 117.0(4) . . ?

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 -0.3(8) . . . . ?
C2 C1 C6 C5 -1.8(7) . . . . ?
C2 C1 C6 C7 177.8(4) . . . . ?
C2 C3 C4 C5 -0.8(8) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
C4 C5 C6 C1 0.7(6) . . . . ?
C4 C5 C6 C7 -178.9(4) . . . . ?
C6 C1 C2 C3 1.7(8) . . . . ?
C8 C9 C10 C11 -176.0(3) . . . . ?
C8 C9 C10 C31 3.2(5) . . . . ?
C8 C9 C14 C13 176.2(3) . . . . ?
C8 C9 C14 C15 -0.8(5) . . . . ?
C9 C10 C11 C12 0.4(5) . . . . ?
C9 C10 C31 C32 49.6(5) . . . . ?
C9 C10 C31 C36 -131.2(4) . . . . ?
C9 C14 C15 C16 159.2(3) . . . . ?
C10 C9 C14 C13 0.1(5) . . . . ?
C10 C9 C14 C15 -176.9(3) . . . . ?
C10 C11 C12 C13 -0.6(5) . . . . ?
C10 C11 C12 N1 176.9(3) . . . . ?
C10 C31 C32 C33 178.8(4) . . . . ?
C10 C31 C36 C35 -178.1(4) . . . . ?
C11 C10 C31 C32 -131.1(4) . . . . ?
C11 C10 C31 C36 48.0(5) . . . . ?
C11 C12 C13 C14 0.6(5) . . . . ?
C11 C12 C13 C17 178.8(3) . . . . ?
C11 C12 N1 C22 78.9(4) . . . . ?
C11 C12 N1 C26 -70.0(5) . . . . ?
C12 C13 C14 C9 -0.4(5) . . . . ?
C12 C13 C14 C15 177.0(3) . . . . ?
C12 C13 C17 C16 -158.0(4) . . . . ?
C13 C12 N1 C22 -103.7(4) . . . . ?
C13 C12 N1 C26 107.5(4) . . . . ?
C13 C14 C15 C16 -18.0(4) . . . . ?
C14 C9 C10 C11 -0.1(5) . . . . ?
C14 C9 C10 C31 179.2(3) . . . . ?
C14 C13 C17 C16 20.3(4) . . . . ?
C14 C15 C16 C17 29.7(4) . . . . ?
C14 C15 C16 C18 151.9(3) . . . . ?
C14 C15 C16 C20 -87.8(3) . . . . ?
C15 C16 C17 C13 -30.5(4) . . . . ?
C15 C16 C18 O1 -123.4(4) . . . . ?
C15 C16 C18 O2 55.7(4) . . . . ?
C15 C16 C20 O3 -179.4(4) . . . . ?
C15 C16 C20 O4 2.8(5) . . . . ?
C16 C18 O2 C19 178.0(4) . . . . ?
C16 C20 O4 C21 178.3(5) . . . . ?
C17 C13 C14 C9 -178.9(3) . . . . ?
C17 C13 C14 C15 -1.4(4) . . . . ?
C17 C16 C18 O1 -5.9(6) . . . . ?
C17 C16 C18 O2 173.1(3) . . . . ?
C17 C16 C20 O3 65.7(5) . . . . ?
C17 C16 C20 O4 -112.1(4) . . . . ?
C18 C16 C17 C13 -153.0(3) . . . . ?
C18 C16 C20 O3 -55.2(5) . . . . ?
C18 C16 C20 O4 127.0(4) . . . . ?
C20 C16 C17 C13 90.2(3) . . . . ?
C20 C16 C18 O1 112.3(5) . . . . ?
C20 C16 C18 O2 -68.7(4) . . . . ?
C22 C23 C24 C25 -58.7(5) . . . . ?
C23 C22 N1 C12 162.3(3) . . . . ?
C23 C22 N1 C26 -50.4(4) . . . . ?
C23 C24 C25 C26 58.4(5) . . . . ?
C24 C25 C26 C27 -169.5(4) . . . . ?
C24 C25 C26 C28 74.3(5) . . . . ?
C24 C25 C26 N1 -52.1(5) . . . . ?
C25 C26 N1 C12 -162.7(3) . . . . ?
C25 C26 N1 C22 49.8(5) . . . . ?
C27 C26 N1 C12 -45.8(5) . . . . ?
C27 C26 N1 C22 166.8(3) . . . . ?
C28 C26 N1 C12 74.7(4) . . . . ?
C28 C26 N1 C22 -72.8(4) . . . . ?
C29 C22 C23 C24 169.2(4) . . . . ?
C29 C22 N1 C12 46.0(4) . . . . ?
C29 C22 N1 C26 -166.7(3) . . . . ?
C30 C22 C23 C24 -73.8(5) . . . . ?
C30 C22 N1 C12 -74.7(4) . . . . ?
C30 C22 N1 C26 72.6(5) . . . . ?
C31 C10 C11 C12 -178.9(3) . . . . ?
C31 C32 C33 C34 -0.4(6) . . . . ?
C32 C31 C36 C35 1.1(6) . . . . ?
C32 C33 C34 C35 0.5(7) . . . . ?
C33 C34 C35 C36 0.2(7) . . . . ?
C34 C35 C36 C31 -1.1(6) . . . . ?
C36 C31 C32 C33 -0.4(6) . . . . ?
N1 C12 C13 C14 -177.0(3) . . . . ?
N1 C12 C13 C17 1.1(6) . . . . ?
N1 C22 C23 C24 52.8(5) . . . . ?
O1 C18 O2 C19 -2.9(6) . . . . ?
O3 C20 O4 C21 0.5(7) . . . . ?

_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_1
_database_code_depnum_ccdc_archive 'CCDC 2470156'
loop_
_audit_author_name
_audit_author_address
'long Zhu'
;Zhejiang university
China
;
_audit_update_record             
;
2025-07-05 deposited with the CCDC.	2026-02-02 downloaded from the CCDC.
;
_audit_creation_date             2025-06-05
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6403)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H35 F2 N O5'
_chemical_formula_sum            'C36 H35 F2 N O5'
_chemical_formula_weight         599.65
_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'
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'

_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                   10.7387(5)
_cell_length_b                   11.1188(6)
_cell_length_c                   14.8160(7)
_cell_angle_alpha                77.588(2)
_cell_angle_beta                 72.7770(10)
_cell_angle_gamma                69.889(2)
_cell_volume                     1574.03(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    6963
_cell_measurement_temperature    296.15
_cell_measurement_theta_max      24.45
_cell_measurement_theta_min      2.59
_shelx_estimated_absorpt_T_max   0.984
_shelx_estimated_absorpt_T_min   0.980
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7452
_exptl_absorpt_correction_T_min  0.6222
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0748 before and 0.0531 after correction.
The Ratio of minimum to maximum transmission is 0.8349.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear whiteish colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   whiteish
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.265
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             632
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0408
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21143
_diffrn_reflns_point_group_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_theta_full        25.067
_diffrn_reflns_theta_max         25.067
_diffrn_reflns_theta_min         2.292
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.983
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_current           30.0
_diffrn_source_power             1.5
_diffrn_source_voltage           50.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3382
_reflns_number_total             5494
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.273
_refine_diff_density_min         -0.212
_refine_diff_density_rms         0.032
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         5494
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1048
_refine_ls_R_factor_gt           0.0554
_refine_ls_restrained_S_all      1.030
_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)+(0.0655P)²+0.4605P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1279
_refine_ls_wR_factor_ref         0.1523
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 C018(H01L,H01M,H01N)
2.b Secondary CH2 refined with riding coordinates:
 C00F(H00A,H00B), C00N(H00C,H00D), C010(H01A,H01B)
2.c Aromatic/amide H refined with riding coordinates:
 N003(H003), C00E(H00E), C00M(H00M), C00O(H00O), C00R(H00R), C00U(H00U),
 C00W(H00W), C00X(H00X), C00Z(H00Z), C012(H012), C013(H013)
2.d Idealised Me refined as rotating group:
 C00V(H00F,H00G,H00H), C00Y(H00I,H00J,H00K), C015(H01C,H01D,H01E), C016(H01F,
 H01G,H01H), C017(H01I,H01J,H01K)
;
_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
O001 O 0.62491(18) 0.3843(2) 0.13221(13) 0.0884(6) Uani 1 1 d . . . . .
O002 O 0.3807(2) 0.62161(18) 0.16628(14) 0.0806(6) Uani 1 1 d . . . . .
N003 N -0.02523(18) 0.43090(19) 0.34119(13) 0.0569(5) Uani 1 1 d . . . . .
H003 H 0.0019 0.4793 0.2907 0.068 Uiso 1 1 calc R U . . .
F004 F 0.88163(18) -0.11176(19) 0.77459(13) 0.1119(7) Uani 1 1 d . . . . .
F005 F 0.0354(2) -0.0081(2) 0.89902(12) 0.1243(8) Uani 1 1 d . . . . .
O006 O 0.4875(2) 0.3092(2) 0.08960(15) 0.1047(8) Uani 1 1 d . . . . .
O007 O -0.0713(2) 0.5247(2) 0.15880(13) 0.1054(8) Uani 1 1 d . . . . .
O008 O 0.4386(2) 0.5685(2) 0.30518(15) 0.0979(7) Uani 1 1 d . . . . .
C009 C 0.2107(2) 0.3565(2) 0.34086(15) 0.0458(5) Uani 1 1 d . . . . .
C00A C 0.0749(2) 0.3599(2) 0.38810(15) 0.0464(5) Uani 1 1 d . . . . .
C00B C 0.3160(2) 0.2965(2) 0.38473(15) 0.0468(5) Uani 1 1 d . . . . .
C00C C 0.2958(2) 0.2327(2) 0.47800(15) 0.0459(5) Uani 1 1 d . . . . .
C00D C 0.4071(2) 0.1793(2) 0.52350(15) 0.0503(6) Uani 1 1 d . . . . .
C00E C 0.0560(2) 0.2934(2) 0.48023(16) 0.0503(6) Uani 1 1 d . . . . .
H00E H -0.0317 0.2908 0.5129 0.060 Uiso 1 1 calc R U . . .
C00F C 0.2601(2) 0.4127(2) 0.24016(15) 0.0541(6) Uani 1 1 d . . . . .
H00A H 0.2044 0.5010 0.2274 0.065 Uiso 1 1 calc R U . . .
H00B H 0.2584 0.3619 0.1951 0.065 Uiso 1 1 calc R U . . .
C00G C 0.5988(2) 0.0762(2) 0.61702(16) 0.0502(6) Uani 1 1 d . . . . .
C00H C 0.1616(2) 0.2312(2) 0.52502(15) 0.0479(6) Uani 1 1 d . . . . .
C00I C 0.5076(3) 0.3616(3) 0.14331(18) 0.0632(7) Uani 1 1 d . . . . .
C00J C 0.4982(2) 0.1369(2) 0.56305(16) 0.0541(6) Uani 1 1 d . . . . .
C00K C 0.4088(2) 0.4070(2) 0.23416(15) 0.0533(6) Uani 1 1 d . . . . .
C00L C 0.1297(2) 0.1660(2) 0.62425(15) 0.0509(6) Uani 1 1 d . . . . .
C00M C 0.2044(3) 0.0409(2) 0.65173(17) 0.0593(6) Uani 1 1 d . . . . .
H00M H 0.2775 -0.0038 0.6071 0.071 Uiso 1 1 calc R U . . .
C00N C 0.4494(2) 0.3088(3) 0.32063(16) 0.0610(7) Uani 1 1 d . . . . .
H00C H 0.5085 0.2262 0.3004 0.073 Uiso 1 1 calc R U . . .
H00D H 0.4960 0.3411 0.3526 0.073 Uiso 1 1 calc R U . . .
C00O C 0.5633(3) 0.0084(2) 0.70591(17) 0.0612(7) Uani 1 1 d . . . . .
H00O H 0.4738 0.0058 0.7303 0.073 Uiso 1 1 calc R U . . .
C00P C 0.4123(2) 0.5395(3) 0.24193(19) 0.0638(7) Uani 1 1 d . . . . .
C00Q C -0.1698(2) 0.4394(2) 0.36133(16) 0.0533(6) Uani 1 1 d . . . . .
C00R C 0.7319(3) 0.0806(3) 0.58358(18) 0.0655(7) Uani 1 1 d . . . . .
H00R H 0.7574 0.1268 0.5246 0.079 Uiso 1 1 calc R U . . .
C00S C -0.1749(3) 0.5977(3) 0.20227(18) 0.0672(7) Uani 1 1 d . . . . .
C00T C 0.7880(3) -0.0486(3) 0.7224(2) 0.0691(7) Uani 1 1 d . . . . .
C00U C 0.0219(3) 0.2305(3) 0.69257(18) 0.0658(7) Uani 1 1 d . . . . .
H00U H -0.0300 0.3142 0.6758 0.079 Uiso 1 1 calc R U . . .
C00V C -0.1822(3) 0.3234(3) 0.3293(2) 0.0836(9) Uani 1 1 d . . . . .
H00F H -0.1451 0.3245 0.2618 0.125 Uiso 1 1 calc R U . . .
H00G H -0.2768 0.3274 0.3443 0.125 Uiso 1 1 calc R U . . .
H00H H -0.1326 0.2453 0.3616 0.125 Uiso 1 1 calc R U . . .
C00W C 0.1728(3) -0.0185(3) 0.74360(19) 0.0722(8) Uani 1 1 d . . . . .
H00W H 0.2227 -0.1027 0.7610 0.087 Uiso 1 1 calc R U . . .
C00X C 0.6586(3) -0.0551(2) 0.75872(19) 0.0699(7) Uani 1 1 d . . . . .
H00X H 0.6346 -0.1014 0.8180 0.084 Uiso 1 1 calc R U . . .
C00Y C -0.2444(3) 0.4483(3) 0.46638(18) 0.0737(8) Uani 1 1 d . . . . .
H00I H -0.2271 0.3634 0.5015 0.111 Uiso 1 1 calc R U . . .
H00J H -0.3409 0.4859 0.4718 0.111 Uiso 1 1 calc R U . . .
H00K H -0.2121 0.5013 0.4917 0.111 Uiso 1 1 calc R U . . .
C00Z C 0.8277(3) 0.0173(3) 0.6365(2) 0.0734(8) Uani 1 1 d . . . . .
H00Z H 0.9174 0.0199 0.6136 0.088 Uiso 1 1 calc R U . . .
C010 C -0.2370(2) 0.5665(2) 0.30577(17) 0.0624(7) Uani 1 1 d . . . . .
H01A H -0.3301 0.5688 0.3115 0.075 Uiso 1 1 calc R U . . .
H01B H -0.2426 0.6361 0.3381 0.075 Uiso 1 1 calc R U . . .
C011 C 0.0676(3) 0.0485(3) 0.80775(19) 0.0779(8) Uani 1 1 d . . . . .
C012 C -0.0092(3) 0.1718(3) 0.78538(19) 0.0817(9) Uani 1 1 d . . . . .
H012 H -0.0808 0.2155 0.8313 0.098 Uiso 1 1 calc R U . . .
C013 C -0.2439(3) 0.7238(3) 0.1578(2) 0.0824(9) Uani 1 1 d . . . . .
H013 H -0.3092 0.7790 0.1998 0.099 Uiso 1 1 calc R U . . .
C014 C -0.2275(3) 0.7711(3) 0.0670(2) 0.0793(8) Uani 1 1 d . . . . .
C015 C 0.7314(3) 0.3482(4) 0.0476(2) 0.1198(14) Uani 1 1 d . . . . .
H01C H 0.7035 0.4013 -0.0075 0.180 Uiso 1 1 calc R U . . .
H01D H 0.7477 0.2592 0.0424 0.180 Uiso 1 1 calc R U . . .
H01E H 0.8139 0.3601 0.0518 0.180 Uiso 1 1 calc R U . . .
C016 C -0.3066(4) 0.9066(4) 0.0349(3) 0.1217(14) Uani 1 1 d . . . . .
H01F H -0.3664 0.9037 -0.0011 0.183 Uiso 1 1 calc R U . . .
H01G H -0.2441 0.9523 -0.0043 0.183 Uiso 1 1 calc R U . . .
H01H H -0.3597 0.9502 0.0895 0.183 Uiso 1 1 calc R U . . .
C017 C 0.3887(4) 0.7507(3) 0.1599(3) 0.1124(12) Uani 1 1 d . . . . .
H01I H 0.3547 0.8038 0.1069 0.169 Uiso 1 1 calc R U . . .
H01J H 0.4821 0.7471 0.1510 0.169 Uiso 1 1 calc R U . . .
H01K H 0.3346 0.7868 0.2176 0.169 Uiso 1 1 calc R U . . .
C018 C -0.1327(5) 0.6992(4) -0.0115(3) 0.167(2) Uani 1 1 d . . . . .
H01L H -0.0528 0.6427 0.0087 0.250 Uiso 1 1 d R U . . .
H01M H -0.1067 0.7588 -0.0653 0.250 Uiso 1 1 d R U . . .
H01N H -0.1769 0.6490 -0.0292 0.250 Uiso 1 1 d 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
O001 C00I 1.325(3) . ?
O001 C015 1.447(3) . ?
O002 C00P 1.333(3) . ?
O002 C017 1.448(3) . ?
N003 H003 0.8600 . ?
N003 C00A 1.373(3) . ?
N003 C00Q 1.465(3) . ?
F004 C00T 1.358(3) . ?
F005 C011 1.361(3) . ?
O006 C00I 1.187(3) . ?
O007 C00S 1.221(3) . ?
O008 C00P 1.188(3) . ?
C009 C00A 1.409(3) . ?
C009 C00B 1.370(3) . ?
C009 C00F 1.502(3) . ?
C00A C00E 1.399(3) . ?
C00B C00C 1.402(3) . ?
C00B C00N 1.499(3) . ?
C00C C00D 1.433(3) . ?
C00C C00H 1.407(3) . ?
C00D C00J 1.194(3) . ?
C00E H00E 0.9300 . ?
C00E C00H 1.384(3) . ?
C00F H00A 0.9700 . ?
C00F H00B 0.9700 . ?
C00F C00K 1.553(3) . ?
C00G C00J 1.429(3) . ?
C00G C00O 1.386(3) . ?
C00G C00R 1.382(3) . ?
C00H C00L 1.489(3) . ?
C00I C00K 1.507(3) . ?
C00K C00N 1.557(3) . ?
C00K C00P 1.516(4) . ?
C00L C00M 1.387(3) . ?
C00L C00U 1.388(3) . ?
C00M H00M 0.9300 . ?
C00M C00W 1.378(3) . ?
C00N H00C 0.9700 . ?
C00N H00D 0.9700 . ?
C00O H00O 0.9300 . ?
C00O C00X 1.377(3) . ?
C00Q C00V 1.525(4) . ?
C00Q C00Y 1.532(3) . ?
C00Q C010 1.532(3) . ?
C00R H00R 0.9300 . ?
C00R C00Z 1.382(3) . ?
C00S C010 1.497(4) . ?
C00S C013 1.458(4) . ?
C00T C00X 1.355(4) . ?
C00T C00Z 1.353(4) . ?
C00U H00U 0.9300 . ?
C00U C012 1.386(4) . ?
C00V H00F 0.9600 . ?
C00V H00G 0.9600 . ?
C00V H00H 0.9600 . ?
C00W H00W 0.9300 . ?
C00W C011 1.351(4) . ?
C00X H00X 0.9300 . ?
C00Y H00I 0.9600 . ?
C00Y H00J 0.9600 . ?
C00Y H00K 0.9600 . ?
C00Z H00Z 0.9300 . ?
C010 H01A 0.9700 . ?
C010 H01B 0.9700 . ?
C011 C012 1.363(4) . ?
C012 H012 0.9300 . ?
C013 H013 0.9300 . ?
C013 C014 1.319(4) . ?
C014 C016 1.506(4) . ?
C014 C018 1.472(5) . ?
C015 H01C 0.9600 . ?
C015 H01D 0.9600 . ?
C015 H01E 0.9600 . ?
C016 H01F 0.9600 . ?
C016 H01G 0.9600 . ?
C016 H01H 0.9600 . ?
C017 H01I 0.9600 . ?
C017 H01J 0.9600 . ?
C017 H01K 0.9600 . ?
C018 H01L 0.9600 . ?
C018 H01M 0.9601 . ?
C018 H01N 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00I O001 C015 117.8(2) . . ?
C00P O002 C017 116.6(2) . . ?
C00A N003 H003 114.1 . . ?
C00A N003 C00Q 131.83(19) . . ?
C00Q N003 H003 114.1 . . ?
C00A C009 C00F 126.70(18) . . ?
C00B C009 C00A 121.6(2) . . ?
C00B C009 C00F 111.71(18) . . ?
N003 C00A C009 117.44(19) . . ?
N003 C00A C00E 126.7(2) . . ?
C00E C00A C009 115.87(19) . . ?
C009 C00B C00C 122.2(2) . . ?
C009 C00B C00N 111.39(19) . . ?
C00C C00B C00N 126.39(19) . . ?
C00B C00C C00D 120.29(19) . . ?
C00B C00C C00H 116.96(18) . . ?
C00H C00C C00D 122.64(19) . . ?
C00J C00D C00C 178.4(2) . . ?
C00A C00E H00E 118.4 . . ?
C00H C00E C00A 123.1(2) . . ?
C00H C00E H00E 118.4 . . ?
C009 C00F H00A 111.0 . . ?
C009 C00F H00B 111.0 . . ?
C009 C00F C00K 103.93(17) . . ?
H00A C00F H00B 109.0 . . ?
C00K C00F H00A 111.0 . . ?
C00K C00F H00B 111.0 . . ?
C00O C00G C00J 119.3(2) . . ?
C00R C00G C00J 122.5(2) . . ?
C00R C00G C00O 118.1(2) . . ?
C00C C00H C00L 121.02(19) . . ?
C00E C00H C00C 120.2(2) . . ?
C00E C00H C00L 118.8(2) . . ?
O001 C00I C00K 110.4(2) . . ?
O006 C00I O001 123.6(3) . . ?
O006 C00I C00K 126.0(2) . . ?
C00D C00J C00G 173.4(3) . . ?
C00F C00K C00N 105.35(17) . . ?
C00I C00K C00F 112.9(2) . . ?
C00I C00K C00N 109.40(19) . . ?
C00I C00K C00P 109.0(2) . . ?
C00P C00K C00F 109.58(19) . . ?
C00P C00K C00N 110.6(2) . . ?
C00M C00L C00H 122.2(2) . . ?
C00M C00L C00U 117.9(2) . . ?
C00U C00L C00H 119.9(2) . . ?
C00L C00M H00M 119.3 . . ?
C00W C00M C00L 121.5(2) . . ?
C00W C00M H00M 119.3 . . ?
C00B C00N C00K 104.33(17) . . ?
C00B C00N H00C 110.9 . . ?
C00B C00N H00D 110.9 . . ?
C00K C00N H00C 110.9 . . ?
C00K C00N H00D 110.9 . . ?
H00C C00N H00D 108.9 . . ?
C00G C00O H00O 119.5 . . ?
C00X C00O C00G 121.0(2) . . ?
C00X C00O H00O 119.5 . . ?
O002 C00P C00K 109.9(2) . . ?
O008 C00P O002 123.8(3) . . ?
O008 C00P C00K 126.3(3) . . ?
N003 C00Q C00V 109.4(2) . . ?
N003 C00Q C00Y 113.38(19) . . ?
N003 C00Q C010 106.02(19) . . ?
C00V C00Q C00Y 110.0(2) . . ?
C00V C00Q C010 111.7(2) . . ?
C010 C00Q C00Y 106.29(19) . . ?
C00G C00R H00R 119.5 . . ?
C00G C00R C00Z 121.0(2) . . ?
C00Z C00R H00R 119.5 . . ?
O007 C00S C010 122.5(2) . . ?
O007 C00S C013 122.3(3) . . ?
C013 C00S C010 115.2(2) . . ?
C00X C00T F004 118.2(3) . . ?
C00Z C00T F004 118.9(3) . . ?
C00Z C00T C00X 122.9(2) . . ?
C00L C00U H00U 119.6 . . ?
C012 C00U C00L 120.9(3) . . ?
C012 C00U H00U 119.6 . . ?
C00Q C00V H00F 109.5 . . ?
C00Q C00V H00G 109.5 . . ?
C00Q C00V H00H 109.5 . . ?
H00F C00V H00G 109.5 . . ?
H00F C00V H00H 109.5 . . ?
H00G C00V H00H 109.5 . . ?
C00M C00W H00W 120.8 . . ?
C011 C00W C00M 118.5(3) . . ?
C011 C00W H00W 120.8 . . ?
C00O C00X H00X 120.8 . . ?
C00T C00X C00O 118.5(2) . . ?
C00T C00X H00X 120.8 . . ?
C00Q C00Y H00I 109.5 . . ?
C00Q C00Y H00J 109.5 . . ?
C00Q C00Y H00K 109.5 . . ?
H00I C00Y H00J 109.5 . . ?
H00I C00Y H00K 109.5 . . ?
H00J C00Y H00K 109.5 . . ?
C00R C00Z H00Z 120.8 . . ?
C00T C00Z C00R 118.4(3) . . ?
C00T C00Z H00Z 120.8 . . ?
C00Q C010 H01A 107.3 . . ?
C00Q C010 H01B 107.3 . . ?
C00S C010 C00Q 120.0(2) . . ?
C00S C010 H01A 107.3 . . ?
C00S C010 H01B 107.3 . . ?
H01A C010 H01B 106.9 . . ?
F005 C011 C012 117.8(3) . . ?
C00W C011 F005 119.3(3) . . ?
C00W C011 C012 122.9(2) . . ?
C00U C012 H012 120.8 . . ?
C011 C012 C00U 118.4(3) . . ?
C011 C012 H012 120.8 . . ?
C00S C013 H013 115.2 . . ?
C014 C013 C00S 129.6(3) . . ?
C014 C013 H013 115.2 . . ?
C013 C014 C016 121.8(3) . . ?
C013 C014 C018 124.3(3) . . ?
C018 C014 C016 114.0(3) . . ?
O001 C015 H01C 109.5 . . ?
O001 C015 H01D 109.5 . . ?
O001 C015 H01E 109.5 . . ?
H01C C015 H01D 109.5 . . ?
H01C C015 H01E 109.5 . . ?
H01D C015 H01E 109.5 . . ?
C014 C016 H01F 109.5 . . ?
C014 C016 H01G 109.5 . . ?
C014 C016 H01H 109.5 . . ?
H01F C016 H01G 109.5 . . ?
H01F C016 H01H 109.5 . . ?
H01G C016 H01H 109.5 . . ?
O002 C017 H01I 109.5 . . ?
O002 C017 H01J 109.5 . . ?
O002 C017 H01K 109.5 . . ?
H01I C017 H01J 109.5 . . ?
H01I C017 H01K 109.5 . . ?
H01J C017 H01K 109.5 . . ?
C014 C018 H01L 109.5 . . ?
C014 C018 H01M 109.5 . . ?
C014 C018 H01N 109.5 . . ?
H01L C018 H01M 109.5 . . ?
H01L C018 H01N 109.5 . . ?
H01M C018 H01N 109.5 . . ?

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
O001 C00I C00K C00F 166.7(2) . . . . ?
O001 C00I C00K C00N -76.3(3) . . . . ?
O001 C00I C00K C00P 44.7(3) . . . . ?
N003 C00A C00E C00H -175.4(2) . . . . ?
N003 C00Q C010 C00S 50.1(3) . . . . ?
F004 C00T C00X C00O -179.8(2) . . . . ?
F004 C00T C00Z C00R 179.6(2) . . . . ?
F005 C011 C012 C00U -179.7(2) . . . . ?
O006 C00I C00K C00F -15.4(4) . . . . ?
O006 C00I C00K C00N 101.5(3) . . . . ?
O006 C00I C00K C00P -137.4(3) . . . . ?
O007 C00S C010 C00Q 0.5(4) . . . . ?
O007 C00S C013 C014 13.4(5) . . . . ?
C009 C00A C00E C00H 2.2(3) . . . . ?
C009 C00B C00C C00D -175.5(2) . . . . ?
C009 C00B C00C C00H 0.9(3) . . . . ?
C009 C00B C00N C00K 9.3(3) . . . . ?
C009 C00F C00K C00I 137.0(2) . . . . ?
C009 C00F C00K C00N 17.7(2) . . . . ?
C009 C00F C00K C00P -101.2(2) . . . . ?
C00A N003 C00Q C00V -79.1(3) . . . . ?
C00A N003 C00Q C00Y 44.1(3) . . . . ?
C00A N003 C00Q C010 160.3(2) . . . . ?
C00A C009 C00B C00C 1.3(3) . . . . ?
C00A C009 C00B C00N -178.7(2) . . . . ?
C00A C009 C00F C00K 168.1(2) . . . . ?
C00A C00E C00H C00C 0.0(3) . . . . ?
C00A C00E C00H C00L 178.4(2) . . . . ?
C00B C009 C00A N003 175.0(2) . . . . ?
C00B C009 C00A C00E -2.8(3) . . . . ?
C00B C009 C00F C00K -12.9(3) . . . . ?
C00B C00C C00H C00E -1.6(3) . . . . ?
C00B C00C C00H C00L -180.0(2) . . . . ?
C00C C00B C00N C00K -170.7(2) . . . . ?
C00C C00H C00L C00M -49.6(3) . . . . ?
C00C C00H C00L C00U 130.5(2) . . . . ?
C00D C00C C00H C00E 174.7(2) . . . . ?
C00D C00C C00H C00L -3.7(3) . . . . ?
C00E C00H C00L C00M 132.0(2) . . . . ?
C00E C00H C00L C00U -47.9(3) . . . . ?
C00F C009 C00A N003 -6.1(3) . . . . ?
C00F C009 C00A C00E 176.1(2) . . . . ?
C00F C009 C00B C00C -177.7(2) . . . . ?
C00F C009 C00B C00N 2.3(3) . . . . ?
C00F C00K C00N C00B -16.6(2) . . . . ?
C00F C00K C00P O002 -65.9(2) . . . . ?
C00F C00K C00P O008 113.9(3) . . . . ?
C00G C00O C00X C00T 0.8(4) . . . . ?
C00G C00R C00Z C00T -0.5(4) . . . . ?
C00H C00L C00M C00W -179.4(2) . . . . ?
C00H C00L C00U C012 -179.8(2) . . . . ?
C00I C00K C00N C00B -138.2(2) . . . . ?
C00I C00K C00P O002 58.1(3) . . . . ?
C00I C00K C00P O008 -122.1(3) . . . . ?
C00J C00G C00O C00X 177.8(2) . . . . ?
C00J C00G C00R C00Z -177.9(2) . . . . ?
C00L C00M C00W C011 -0.9(4) . . . . ?
C00L C00U C012 C011 -0.7(4) . . . . ?
C00M C00L C00U C012 0.4(4) . . . . ?
C00M C00W C011 F005 -179.5(2) . . . . ?
C00M C00W C011 C012 0.5(4) . . . . ?
C00N C00B C00C C00D 4.5(3) . . . . ?
C00N C00B C00C C00H -179.0(2) . . . . ?
C00N C00K C00P O002 178.45(19) . . . . ?
C00N C00K C00P O008 -1.7(3) . . . . ?
C00O C00G C00R C00Z 1.2(4) . . . . ?
C00P C00K C00N C00B 101.7(2) . . . . ?
C00Q N003 C00A C009 169.0(2) . . . . ?
C00Q N003 C00A C00E -13.4(4) . . . . ?
C00R C00G C00O C00X -1.3(4) . . . . ?
C00S C013 C014 C016 -178.2(3) . . . . ?
C00S C013 C014 C018 1.8(6) . . . . ?
C00U C00L C00M C00W 0.5(4) . . . . ?
C00V C00Q C010 C00S -69.0(3) . . . . ?
C00W C011 C012 C00U 0.3(5) . . . . ?
C00X C00T C00Z C00R -0.1(4) . . . . ?
C00Y C00Q C010 C00S 171.0(2) . . . . ?
C00Z C00T C00X C00O -0.1(4) . . . . ?
C010 C00S C013 C014 -168.8(3) . . . . ?
C013 C00S C010 C00Q -177.3(2) . . . . ?
C015 O001 C00I O006 2.9(4) . . . . ?
C015 O001 C00I C00K -179.2(3) . . . . ?
C017 O002 C00P O008 4.3(4) . . . . ?
C017 O002 C00P C00K -175.9(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
