# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_sust_3209_0m
_database_code_depnum_ccdc_archive 'CCDC 2130079'
loop_
_audit_author_name
_audit_author_address
'Tuanli Yao'
;Shaanxi University of Science and Technology
China
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-03-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C29 H28 Cl N O4'
_chemical_formula_sum            'C29 H28 Cl N O4'
_chemical_formula_weight         489.97
_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'
Cl Cl 0.1484 0.1585 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   10.0582(6)
_cell_length_b                   11.3137(7)
_cell_length_c                   11.3744(7)
_cell_angle_alpha                85.422(2)
_cell_angle_beta                 89.974(2)
_cell_angle_gamma                77.443(2)
_cell_volume                     1259.17(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9948
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.29
_cell_measurement_theta_min      2.46
_exptl_absorpt_coefficient_mu    0.187
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6729
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0798 before and 0.0663 after correction.
The Ratio of minimum to maximum transmission is 0.9025.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.292
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             516
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0741
_diffrn_reflns_av_unetI/netI     0.0422
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            42032
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.46
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3216
_reflns_number_total             4436
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.254
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         4436
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0597
_refine_ls_restrained_S_all      1.103
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0365P)²+1.2735P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1249
_refine_ls_wR_factor_ref         0.1338
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H27b-H4a
 2.2 with sigma of 0.02
 H28b-H4a
 2.45 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C11(H11), C12(H12), C14(H14), C15(H15), C17(H17),
 C21(H21)
3.b Idealised Me refined as rotating group:
 C23(H23a,H23b,H23c), C24(H24a,H24b,H24c), C25(H25a,H25b,H25c), C27(H27a,H27b,
 H27c), C28(H28a,H28b,H28c), C29(H29a,H29b,H29c)
3.c Idealised tetrahedral OH refined as rotating group:
 O4(H4a)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C1 C 0.4003(3) 0.5744(2) 0.1565(3) 0.0358(7) Uani 1 d . . .
C2 C 0.2958(3) 0.6459(3) 0.0888(3) 0.0404(7) Uani 1 d . . .
H2 H 0.2741 0.7299 0.0914 0.048 Uiso 1 calc . . R
C3 C 0.2236(3) 0.5877(3) 0.0162(3) 0.0448(8) Uani 1 d . . .
C4 C 0.2548(3) 0.4638(3) 0.0105(3) 0.0516(9) Uani 1 d . . .
H4 H 0.2049 0.4278 -0.0393 0.062 Uiso 1 calc . . R
C5 C 0.3605(3) 0.3927(3) 0.0793(3) 0.0516(9) Uani 1 d . . .
H5 H 0.3822 0.3088 0.0764 0.062 Uiso 1 calc . . R
C6 C 0.4329(3) 0.4483(3) 0.1518(3) 0.0408(7) Uani 1 d . . .
C7 C 0.5477(3) 0.3997(3) 0.2355(3) 0.0436(8) Uani 1 d . . .
C8 C 0.5809(3) 0.5068(2) 0.2897(3) 0.0367(7) Uani 1 d . . .
C9 C 0.4967(3) 0.6090(2) 0.2402(3) 0.0345(7) Uani 1 d . . .
C10 C 0.6807(3) 0.4933(3) 0.3866(3) 0.0399(7) Uani 1 d . . .
C11 C 0.6616(4) 0.5729(3) 0.4757(3) 0.0514(8) Uani 1 d . . .
H11 H 0.5872 0.6384 0.4711 0.062 Uiso 1 calc . . R
C12 C 0.7506(4) 0.5562(4) 0.5698(3) 0.0600(10) Uani 1 d . . .
H12 H 0.7374 0.6100 0.6286 0.072 Uiso 1 calc . . R
C13 C 0.8594(4) 0.4590(4) 0.5760(3) 0.0596(10) Uani 1 d . . .
C14 C 0.8827(4) 0.3790(3) 0.4904(4) 0.0643(10) Uani 1 d . . .
H14 H 0.9580 0.3142 0.4959 0.077 Uiso 1 calc . . R
C15 C 0.7932(3) 0.3957(3) 0.3959(3) 0.0553(9) Uani 1 d . . .
H15 H 0.8079 0.3414 0.3376 0.066 Uiso 1 calc . . R
C16 C 0.4975(3) 0.7373(2) 0.2513(2) 0.0306(6) Uani 1 d . . .
C17 C 0.3853(3) 0.8159(2) 0.2940(2) 0.0347(7) Uani 1 d . . .
H17 H 0.3113 0.7849 0.3207 0.042 Uiso 1 calc . . R
C18 C 0.3802(3) 0.9383(2) 0.2982(2) 0.0295(6) Uani 1 d . . .
C19 C 0.4909(3) 0.9826(2) 0.2506(2) 0.0295(6) Uani 1 d . . .
C20 C 0.6052(3) 0.9077(2) 0.2049(2) 0.0267(6) Uani 1 d . . .
C21 C 0.6067(3) 0.7843(2) 0.2098(2) 0.0303(6) Uani 1 d . . .
H21 H 0.6835 0.7314 0.1844 0.036 Uiso 1 calc . . R
C22 C 0.2584(3) 1.0231(3) 0.3513(3) 0.0405(7) Uani 1 d . . .
C23 C 0.3073(4) 1.0861(3) 0.4527(3) 0.0613(10) Uani 1 d . . .
H23A H 0.2301 1.1344 0.4887 0.092 Uiso 1 calc . . GR
H23B H 0.3661 1.1372 0.4223 0.092 Uiso 1 calc . . GR
H23C H 0.3563 1.0258 0.5104 0.092 Uiso 1 calc . . GR
C24 C 0.1814(3) 1.1172(3) 0.2567(3) 0.0610(10) Uani 1 d . . .
H24A H 0.1496 1.0762 0.1953 0.092 Uiso 1 calc . . GR
H24B H 0.2413 1.1662 0.2240 0.092 Uiso 1 calc . . GR
H24C H 0.1050 1.1680 0.2915 0.092 Uiso 1 calc . . GR
C25 C 0.1574(4) 0.9511(3) 0.4033(4) 0.0691(11) Uani 1 d . . .
H25A H 0.1236 0.9109 0.3423 0.104 Uiso 1 calc . . GR
H25B H 0.0827 1.0054 0.4368 0.104 Uiso 1 calc . . GR
H25C H 0.2022 0.8916 0.4637 0.104 Uiso 1 calc . . GR
C26 C 0.7241(3) 0.9570(2) 0.1488(2) 0.0323(6) Uani 1 d . . .
C27 C 0.6728(3) 1.0550(3) 0.0478(3) 0.0514(9) Uani 1 d . . .
H27A H 0.7488 1.0820 0.0125 0.077 Uiso 1 calc . . GR
H27B H 0.6115 1.1225 0.0784 0.077 Uiso 1 calc . . DGR
H27C H 0.6260 1.0216 -0.0105 0.077 Uiso 1 calc . . GR
C28 C 0.8017(3) 1.0073(3) 0.2423(3) 0.0504(8) Uani 1 d . . .
H28A H 0.8194 0.9503 0.3106 0.076 Uiso 1 calc . . GR
H28B H 0.7479 1.0831 0.2641 0.076 Uiso 1 calc . . DGR
H28C H 0.8865 1.0200 0.2107 0.076 Uiso 1 calc . . GR
C29 C 0.8276(3) 0.8574(3) 0.0941(3) 0.0542(9) Uani 1 d . . .
H29A H 0.8649 0.7945 0.1542 0.081 Uiso 1 calc . . GR
H29B H 0.8995 0.8914 0.0597 0.081 Uiso 1 calc . . GR
H29C H 0.7833 0.8239 0.0342 0.081 Uiso 1 calc . . GR
Cl1 Cl 0.09012(10) 0.67559(9) -0.06919(9) 0.0684(3) Uani 1 d . . .
N1 N 0.9548(4) 0.4403(5) 0.6773(4) 0.0887(13) Uani 1 d . . .
O1 O 1.0520(5) 0.3530(4) 0.6792(4) 0.1405(17) Uani 1 d . . .
O2 O 0.9363(4) 0.5141(5) 0.7503(3) 0.1219(15) Uani 1 d . . .
O3 O 0.6040(2) 0.29417(19) 0.2567(3) 0.0696(8) Uani 1 d . . .
O4 O 0.4760(2) 1.10577(16) 0.2479(2) 0.0490(6) Uani 1 d . . .
H4A H 0.5438 1.1215 0.2773 0.074 Uiso 1 calc . . DGR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.372(4) . ?
C1 C6 1.397(4) . ?
C1 C9 1.492(4) . ?
C2 C3 1.393(4) . ?
C3 C4 1.375(4) . ?
C3 Cl1 1.732(3) . ?
C4 C5 1.385(5) . ?
C5 C6 1.374(4) . ?
C6 C7 1.477(4) . ?
C7 C8 1.502(4) . ?
C7 O3 1.211(3) . ?
C8 C9 1.358(4) . ?
C8 C10 1.467(4) . ?
C9 C16 1.469(4) . ?
C10 C11 1.394(4) . ?
C10 C15 1.396(4) . ?
C11 C12 1.371(5) . ?
C12 C13 1.369(5) . ?
C13 C14 1.368(5) . ?
C13 N1 1.472(5) . ?
C14 C15 1.377(5) . ?
C16 C17 1.390(4) . ?
C16 C21 1.387(4) . ?
C17 C18 1.380(4) . ?
C18 C19 1.408(4) . ?
C18 C22 1.538(4) . ?
C19 C20 1.399(4) . ?
C19 O4 1.367(3) . ?
C20 C21 1.390(4) . ?
C20 C26 1.542(4) . ?
C22 C23 1.537(4) . ?
C22 C24 1.533(4) . ?
C22 C25 1.526(4) . ?
C26 C27 1.537(4) . ?
C26 C28 1.535(4) . ?
C26 C29 1.530(4) . ?
N1 O1 1.228(6) . ?
N1 O2 1.211(5) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 121.1(3) . . ?
C2 C1 C9 130.0(3) . . ?
C6 C1 C9 108.9(3) . . ?
C1 C2 C3 117.3(3) . . ?
C2 C3 Cl1 118.3(2) . . ?
C4 C3 C2 122.2(3) . . ?
C4 C3 Cl1 119.5(2) . . ?
C3 C4 C5 119.9(3) . . ?
C6 C5 C4 118.9(3) . . ?
C1 C6 C7 107.1(2) . . ?
C5 C6 C1 120.7(3) . . ?
C5 C6 C7 132.2(3) . . ?
C6 C7 C8 106.7(2) . . ?
O3 C7 C6 126.8(3) . . ?
O3 C7 C8 126.5(3) . . ?
C9 C8 C7 108.1(3) . . ?
C9 C8 C10 129.2(3) . . ?
C10 C8 C7 122.5(3) . . ?
C8 C9 C1 109.1(2) . . ?
C8 C9 C16 130.0(3) . . ?
C16 C9 C1 120.7(2) . . ?
C11 C10 C8 121.1(3) . . ?
C11 C10 C15 118.1(3) . . ?
C15 C10 C8 120.7(3) . . ?
C12 C11 C10 121.1(3) . . ?
C13 C12 C11 118.9(4) . . ?
C12 C13 N1 119.2(4) . . ?
C14 C13 C12 122.0(3) . . ?
C14 C13 N1 118.8(4) . . ?
C13 C14 C15 119.0(3) . . ?
C14 C15 C10 120.8(3) . . ?
C17 C16 C9 121.0(2) . . ?
C21 C16 C9 120.0(2) . . ?
C21 C16 C17 118.7(2) . . ?
C18 C17 C16 122.1(2) . . ?
C17 C18 C19 117.0(2) . . ?
C17 C18 C22 121.6(2) . . ?
C19 C18 C22 121.4(2) . . ?
C20 C19 C18 123.0(2) . . ?
O4 C19 C18 114.8(2) . . ?
O4 C19 C20 122.1(2) . . ?
C19 C20 C26 122.9(2) . . ?
C21 C20 C19 116.7(2) . . ?
C21 C20 C26 120.4(2) . . ?
C16 C21 C20 122.3(2) . . ?
C23 C22 C18 110.1(2) . . ?
C24 C22 C18 111.0(2) . . ?
C24 C22 C23 110.7(3) . . ?
C25 C22 C18 110.7(2) . . ?
C25 C22 C23 107.0(3) . . ?
C25 C22 C24 107.3(3) . . ?
C27 C26 C20 111.1(2) . . ?
C28 C26 C20 110.6(2) . . ?
C28 C26 C27 110.5(2) . . ?
C29 C26 C20 111.8(2) . . ?
C29 C26 C27 106.0(2) . . ?
C29 C26 C28 106.7(2) . . ?
O1 N1 C13 117.4(5) . . ?
O2 N1 C13 118.4(5) . . ?
O2 N1 O1 124.1(4) . . ?

_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_sust_3208_0m
_database_code_depnum_ccdc_archive 'CCDC 2130286'
loop_
_audit_author_name
_audit_author_address
'Tuanli Yao'
;Shaanxi University of Science and Technology
China
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-03-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H28 F3 N O4'
_chemical_formula_sum            'C30 H28 F3 N O4'
_chemical_formula_weight         523.53
_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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   25.520(8)
_cell_length_b                   11.215(3)
_cell_length_c                   20.049(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 112.806(9)
_cell_angle_gamma                90.00
_cell_volume                     5290(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    6068
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.74
_cell_measurement_theta_min      2.45
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6324
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0827 before and 0.0644 after correction.
The Ratio of minimum to maximum transmission is 0.8482.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2192
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.17
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0919
_diffrn_reflns_av_unetI/netI     0.0620
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            38214
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.01
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3138
_reflns_number_total             4667
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.611
_refine_diff_density_min         -0.495
_refine_diff_density_rms         0.071
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     350
_refine_ls_number_reflns         4667
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.1691
_refine_ls_R_factor_gt           0.1225
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0873P)²+35.9231P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2644
_refine_ls_wR_factor_ref         0.2859
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F2) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(O1) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C4(H4), C5(H5), C12(H12), C13(H13), C15(H15), C18(H18),
 C22(H22)
3.b Idealised Me refined as rotating group:
 C24(H24a,H24b,H24c), C25(H25a,H25b,H25c), C26(H26a,H26b,H26c), C28(H28a,H28b,
 H28c), C29(H29a,H29b,H29c), C30(H30a,H30b,H30c)
3.c Idealised tetrahedral OH refined as rotating group:
 O4(H4a)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
C1 C 0.5415(3) -0.0245(6) 0.6444(3) 0.0489(16) Uani 1 d . . . .
H1 H 0.5389 -0.0757 0.6795 0.059 Uiso 1 calc . . R .
C2 C 0.5864(3) -0.0373(7) 0.6217(3) 0.0593(19) Uani 1 d . . . .
H2 H 0.6136 -0.0966 0.6408 0.071 Uiso 1 calc . . R .
C3 C 0.5891(3) 0.0397(6) 0.5706(3) 0.0507(16) Uani 1 d . . . .
C4 C 0.5488(3) 0.1258(6) 0.5387(3) 0.0503(16) Uani 1 d . . . .
H4 H 0.5515 0.1757 0.5031 0.060 Uiso 1 calc . . R .
C5 C 0.5044(3) 0.1359(5) 0.5607(3) 0.0454(15) Uani 1 d . . . .
H5 H 0.4761 0.1922 0.5388 0.054 Uiso 1 calc . . R .
C6 C 0.5009(2) 0.0630(5) 0.6156(3) 0.0356(13) Uani 1 d . . . .
C7 C 0.4276(3) -0.0396(5) 0.6570(3) 0.0431(14) Uani 1 d . . . .
C8 C 0.4522(2) 0.0709(5) 0.6380(3) 0.0352(13) Uani 1 d . . . .
C9 C 0.4213(2) 0.1667(5) 0.6415(3) 0.0361(13) Uani 1 d . . . .
C10 C 0.3747(2) 0.1248(5) 0.6654(3) 0.0373(13) Uani 1 d . . . .
C11 C 0.3765(3) 0.0019(5) 0.6716(3) 0.0447(14) Uani 1 d . . . .
C12 C 0.3391(3) -0.0602(6) 0.6918(3) 0.0585(18) Uani 1 d . . . .
H12 H 0.3405 -0.1429 0.6949 0.070 Uiso 1 calc . . R .
C13 C 0.2987(3) 0.0041(6) 0.7075(3) 0.0524(16) Uani 1 d . . . .
H13 H 0.2724 -0.0366 0.7206 0.063 Uiso 1 calc . . R .
C14 C 0.2967(2) 0.1242(6) 0.7041(3) 0.0477(15) Uani 1 d . . . .
C15 C 0.3350(2) 0.1892(5) 0.6817(3) 0.0468(15) Uani 1 d . . . .
H15 H 0.3334 0.2719 0.6782 0.056 Uiso 1 calc . . R .
C16 C 0.2565(3) 0.1901(8) 0.7240(5) 0.077(2) Uani 1 d . . . .
C17 C 0.4273(2) 0.2927(4) 0.6259(3) 0.0319(12) Uani 1 d . . . .
C18 C 0.4807(2) 0.3482(5) 0.6488(3) 0.0364(13) Uani 1 d . . . .
H18 H 0.5129 0.3040 0.6753 0.044 Uiso 1 calc . . R .
C19 C 0.4872(2) 0.4669(4) 0.6334(3) 0.0299(12) Uani 1 d . . . .
C20 C 0.4372(2) 0.5305(5) 0.5954(3) 0.0326(12) Uani 1 d . . . .
C21 C 0.3825(2) 0.4773(5) 0.5710(3) 0.0356(13) Uani 1 d . . . .
C22 C 0.3797(2) 0.3588(5) 0.5872(3) 0.0384(13) Uani 1 d . . . .
H22 H 0.3443 0.3220 0.5713 0.046 Uiso 1 calc . . R .
C23 C 0.5470(2) 0.5236(5) 0.6557(3) 0.0340(12) Uani 1 d . . . .
C24 C 0.5550(3) 0.6249(6) 0.7097(4) 0.0598(18) Uani 1 d . . . .
H24A H 0.5296 0.6890 0.6864 0.090 Uiso 1 calc . . GR .
H24B H 0.5935 0.6531 0.7266 0.090 Uiso 1 calc . . GR .
H24C H 0.5471 0.5964 0.7499 0.090 Uiso 1 calc . . GR .
C25 C 0.5556(3) 0.5688(7) 0.5884(3) 0.0583(18) Uani 1 d . . . .
H25A H 0.5281 0.6298 0.5653 0.087 Uiso 1 calc . . GR .
H25B H 0.5508 0.5039 0.5553 0.087 Uiso 1 calc . . GR .
H25C H 0.5932 0.6011 0.6025 0.087 Uiso 1 calc . . GR .
C26 C 0.5933(3) 0.4310(7) 0.6924(4) 0.070(2) Uani 1 d . . . .
H26A H 0.6299 0.4655 0.7021 0.105 Uiso 1 calc . . GR .
H26B H 0.5878 0.3633 0.6610 0.105 Uiso 1 calc . . GR .
H26C H 0.5911 0.4060 0.7370 0.105 Uiso 1 calc . . GR .
C27 C 0.3271(2) 0.5479(6) 0.5290(3) 0.0455(15) Uani 1 d . . . .
C28 C 0.3279(3) 0.6023(7) 0.4589(3) 0.0598(18) Uani 1 d . . . .
H28A H 0.3305 0.5396 0.4277 0.090 Uiso 1 calc . . GR .
H28B H 0.3601 0.6544 0.4704 0.090 Uiso 1 calc . . GR .
H28C H 0.2936 0.6468 0.4348 0.090 Uiso 1 calc . . GR .
C29 C 0.3192(3) 0.6457(7) 0.5780(4) 0.071(2) Uani 1 d . . . .
H29A H 0.2828 0.6829 0.5542 0.106 Uiso 1 calc . . GR .
H29B H 0.3486 0.7045 0.5878 0.106 Uiso 1 calc . . GR .
H29C H 0.3213 0.6109 0.6227 0.106 Uiso 1 calc . . GR .
C30 C 0.2747(3) 0.4660(7) 0.5059(4) 0.074(2) Uani 1 d . . . .
H30A H 0.2814 0.3963 0.4827 0.110 Uiso 1 calc . . GR .
H30B H 0.2422 0.5079 0.4729 0.110 Uiso 1 calc . . GR .
H30C H 0.2677 0.4428 0.5478 0.110 Uiso 1 calc . . GR .
F1 F 0.2202(4) 0.1332(7) 0.7367(7) 0.220(5) Uani 1 d . . . .
F2 F 0.2276(5) 0.2649(13) 0.6804(6) 0.300(9) Uani 1 d . . . U
F3 F 0.2761(3) 0.2530(11) 0.7780(7) 0.249(6) Uani 1 d . . . .
N1 N 0.6347(3) 0.0240(8) 0.5441(4) 0.090(2) Uani 1 d . . . .
O1 O 0.6658(4) -0.0569(11) 0.5665(7) 0.240(7) Uani 1 d . . . U
O2 O 0.6387(2) 0.0910(6) 0.4993(3) 0.0904(18) Uani 1 d . . . .
O3 O 0.4435(2) -0.1413(4) 0.6616(3) 0.0633(13) Uani 1 d . . . .
O4 O 0.44144(18) 0.6478(3) 0.5794(2) 0.0454(10) Uani 1 d . . . .
H4A H 0.4485 0.6883 0.6159 0.068 Uiso 1 calc . . GR .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.394(8) . ?
C1 C6 1.381(8) . ?
C2 C3 1.362(9) . ?
C3 C4 1.374(8) . ?
C3 N1 1.466(9) . ?
C4 C5 1.372(8) . ?
C5 C6 1.403(8) . ?
C6 C8 1.478(7) . ?
C7 C8 1.503(8) . ?
C7 C11 1.517(8) . ?
C7 O3 1.202(7) . ?
C8 C9 1.350(7) . ?
C9 C10 1.518(7) . ?
C9 C17 1.468(7) . ?
C10 C11 1.382(8) . ?
C10 C15 1.383(8) . ?
C11 C12 1.363(8) . ?
C12 C13 1.391(9) . ?
C13 C14 1.348(9) . ?
C14 C15 1.424(8) . ?
C14 C16 1.441(10) . ?
C16 F1 1.231(9) . ?
C16 F2 1.230(11) . ?
C16 F3 1.224(10) . ?
C17 C18 1.404(7) . ?
C17 C22 1.377(7) . ?
C18 C19 1.392(7) . ?
C19 C20 1.401(7) . ?
C19 C23 1.552(7) . ?
C20 C21 1.418(7) . ?
C20 O4 1.369(6) . ?
C21 C22 1.376(8) . ?
C21 C27 1.553(7) . ?
C23 C24 1.528(8) . ?
C23 C25 1.534(8) . ?
C23 C26 1.529(8) . ?
C27 C28 1.539(8) . ?
C27 C29 1.539(9) . ?
C27 C30 1.539(9) . ?
N1 O1 1.176(10) . ?
N1 O2 1.206(8) . ?

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
C6 C1 C2 121.1(6) . . ?
C3 C2 C1 117.8(6) . . ?
C2 C3 C4 123.3(6) . . ?
C2 C3 N1 118.3(6) . . ?
C4 C3 N1 118.1(6) . . ?
C5 C4 C3 118.1(5) . . ?
C4 C5 C6 121.1(6) . . ?
C1 C6 C5 118.4(5) . . ?
C1 C6 C8 120.0(5) . . ?
C5 C6 C8 121.3(5) . . ?
C8 C7 C11 105.7(5) . . ?
O3 C7 C8 129.9(6) . . ?
O3 C7 C11 124.4(5) . . ?
C6 C8 C7 120.6(5) . . ?
C9 C8 C6 129.8(5) . . ?
C9 C8 C7 109.5(5) . . ?
C8 C9 C10 108.3(5) . . ?
C8 C9 C17 130.0(5) . . ?
C17 C9 C10 121.6(5) . . ?
C11 C10 C9 109.6(5) . . ?
C11 C10 C15 120.0(5) . . ?
C15 C10 C9 130.4(5) . . ?
C10 C11 C7 106.8(5) . . ?
C12 C11 C7 130.8(6) . . ?
C12 C11 C10 122.3(6) . . ?
C11 C12 C13 117.9(6) . . ?
C14 C13 C12 121.5(6) . . ?
C13 C14 C15 120.7(6) . . ?
C13 C14 C16 121.0(6) . . ?
C15 C14 C16 118.3(6) . . ?
C10 C15 C14 117.5(5) . . ?
F1 C16 C14 117.8(8) . . ?
F2 C16 C14 116.7(8) . . ?
F2 C16 F1 102.0(10) . . ?
F3 C16 C14 116.7(8) . . ?
F3 C16 F1 101.4(9) . . ?
F3 C16 F2 99.3(11) . . ?
C18 C17 C9 121.7(5) . . ?
C22 C17 C9 119.8(5) . . ?
C22 C17 C18 118.5(5) . . ?
C19 C18 C17 122.4(5) . . ?
C18 C19 C20 116.5(5) . . ?
C18 C19 C23 121.1(5) . . ?
C20 C19 C23 122.4(5) . . ?
C19 C20 C21 122.7(5) . . ?
O4 C20 C19 118.5(5) . . ?
O4 C20 C21 118.7(5) . . ?
C20 C21 C27 122.6(5) . . ?
C22 C21 C20 117.3(5) . . ?
C22 C21 C27 120.1(5) . . ?
C21 C22 C17 122.6(5) . . ?
C24 C23 C19 110.8(4) . . ?
C24 C23 C25 110.6(5) . . ?
C24 C23 C26 107.4(5) . . ?
C25 C23 C19 110.0(4) . . ?
C26 C23 C19 110.5(5) . . ?
C26 C23 C25 107.5(5) . . ?
C28 C27 C21 111.5(5) . . ?
C28 C27 C30 106.3(5) . . ?
C29 C27 C21 109.5(5) . . ?
C29 C27 C28 110.7(6) . . ?
C29 C27 C30 107.6(5) . . ?
C30 C27 C21 111.2(5) . . ?
O1 N1 C3 117.9(7) . . ?
O1 N1 O2 121.7(7) . . ?
O2 N1 C3 120.3(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_sust_3231_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2130411'
loop_
_audit_author_name
_audit_author_address
'Tuanli Yao'
;Shaanxi University of Science and Technology
China
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C32 H33 F O4'
_chemical_formula_sum            'C32 H33 F O4'
_chemical_formula_weight         500.58
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   10.7537(13)
_cell_length_b                   11.4253(14)
_cell_length_c                   11.8372(15)
_cell_angle_alpha                83.875(4)
_cell_angle_beta                 77.861(4)
_cell_angle_gamma                68.433(4)
_cell_volume                     1321.6(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3910
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.29
_cell_measurement_theta_min      2.65
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6975
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0750 before and 0.0686 after correction.
The Ratio of minimum to maximum transmission is 0.9355.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             532
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1147
_diffrn_reflns_av_unetI/netI     0.0742
_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       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            39967
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.07
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                2505
_reflns_number_total             4644
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.300
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.972
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4644
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.1405
_refine_ls_R_factor_gt           0.0623
_refine_ls_restrained_S_all      0.975
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0929P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1492
_refine_ls_wR_factor_ref         0.1746
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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, All O(H) groups
2. Restrained distances
 H1a-H31c
 2.45 with sigma of 0.02
 H1a-H32a
 2.2 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C17(H17a,H17b)
3.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C11(H11), C12(H12), C14(H14), C15(H15), C20(H20),
 C24(H24)
3.c Idealised Me refined as rotating group:
 C18(H18a,H18b,H18c), C26(H26a,H26b,H26c), C27(H27a,H27b,H27c), C28(H28a,H28b,
 H28c), C30(H30a,H30b,H30c), C31(H31a,H31b,H31c), C32(H32a,H32b,H32c)
3.d Idealised tetrahedral OH refined as rotating group:
 O1(H1a)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C1 C 0.5601(3) 0.0801(3) 0.7995(3) 0.0502(9) Uani 1 d . . .
H1 H 0.4729 0.1147 0.8425 0.060 Uiso 1 calc . . R
C2 C 0.6717(4) 0.0164(3) 0.8508(3) 0.0600(10) Uani 1 d . . .
C3 C 0.8015(3) -0.0341(3) 0.7939(3) 0.0625(10) Uani 1 d . . .
H3 H 0.8723 -0.0743 0.8340 0.075 Uiso 1 calc . . R
C4 C 0.8262(3) -0.0242(3) 0.6737(3) 0.0531(9) Uani 1 d . . .
H4 H 0.9142 -0.0571 0.6316 0.064 Uiso 1 calc . . R
C5 C 0.7186(3) 0.0349(3) 0.6190(3) 0.0399(7) Uani 1 d . . .
C6 C 0.5865(3) 0.0891(3) 0.6801(2) 0.0378(7) Uani 1 d . . .
C7 C 0.4955(3) 0.1554(2) 0.5968(2) 0.0342(7) Uani 1 d . . .
C8 C 0.5666(3) 0.1347(2) 0.4869(2) 0.0346(7) Uani 1 d . . .
C9 C 0.7126(3) 0.0570(3) 0.4945(3) 0.0399(7) Uani 1 d . . .
C10 C 0.5184(3) 0.1789(3) 0.3773(2) 0.0354(7) Uani 1 d . . .
C11 C 0.6075(3) 0.1876(3) 0.2751(3) 0.0449(8) Uani 1 d . . .
H11 H 0.7002 0.1605 0.2757 0.054 Uiso 1 calc . . R
C12 C 0.5618(3) 0.2353(3) 0.1735(3) 0.0470(8) Uani 1 d . . .
H12 H 0.6236 0.2395 0.1067 0.056 Uiso 1 calc . . R
C13 C 0.4237(3) 0.2772(3) 0.1704(2) 0.0427(8) Uani 1 d . . .
C14 C 0.3352(3) 0.2636(3) 0.2694(3) 0.0457(8) Uani 1 d . . .
H14 H 0.2431 0.2880 0.2676 0.055 Uiso 1 calc . . R
C15 C 0.3808(3) 0.2145(3) 0.3710(3) 0.0415(8) Uani 1 d . . .
H15 H 0.3193 0.2048 0.4362 0.050 Uiso 1 calc . . R
C16 C 0.3667(3) 0.3417(3) 0.0680(3) 0.0513(9) Uani 1 d . . .
C17 C 0.4088(3) 0.4192(4) -0.1228(3) 0.0644(10) Uani 1 d . . .
H17A H 0.3508 0.5044 -0.1013 0.077 Uiso 1 calc . . R
H17B H 0.3557 0.3806 -0.1521 0.077 Uiso 1 calc . . R
C18 C 0.5275(3) 0.4212(4) -0.2128(3) 0.0665(10) Uani 1 d . . .
H18A H 0.5793 0.4595 -0.1830 0.100 Uiso 1 calc . . GR
H18B H 0.4960 0.4687 -0.2797 0.100 Uiso 1 calc . . GR
H18C H 0.5838 0.3365 -0.2340 0.100 Uiso 1 calc . . GR
C19 C 0.3558(3) 0.2427(3) 0.6373(2) 0.0352(7) Uani 1 d . . .
C20 C 0.3197(3) 0.3671(3) 0.5989(2) 0.0363(7) Uani 1 d . . .
H20 H 0.3827 0.3912 0.5444 0.044 Uiso 1 calc . . R
C21 C 0.1941(3) 0.4576(3) 0.6378(2) 0.0336(7) Uani 1 d . . .
C22 C 0.1023(3) 0.4163(3) 0.7192(2) 0.0368(7) Uani 1 d . . .
C23 C 0.1320(3) 0.2904(3) 0.7602(2) 0.0368(7) Uani 1 d . . .
C24 C 0.2613(3) 0.2063(3) 0.7175(2) 0.0378(7) Uani 1 d . . .
H24 H 0.2853 0.1226 0.7436 0.045 Uiso 1 calc . . R
C25 C 0.1594(3) 0.5963(3) 0.5963(2) 0.0397(7) Uani 1 d . . .
C26 C 0.2777(3) 0.6163(3) 0.5101(3) 0.0614(10) Uani 1 d . . .
H26A H 0.3564 0.5907 0.5456 0.092 Uiso 1 calc . . GR
H26B H 0.2534 0.7038 0.4870 0.092 Uiso 1 calc . . GR
H26C H 0.2975 0.5670 0.4434 0.092 Uiso 1 calc . . GR
C27 C 0.0375(3) 0.6399(3) 0.5339(3) 0.0537(9) Uani 1 d . . .
H27A H 0.0593 0.5897 0.4675 0.081 Uiso 1 calc . . GR
H27B H 0.0174 0.7268 0.5097 0.081 Uiso 1 calc . . GR
H27C H -0.0402 0.6304 0.5856 0.081 Uiso 1 calc . . GR
C28 C 0.1281(3) 0.6796(3) 0.6995(3) 0.0586(9) Uani 1 d . . .
H28A H 0.0450 0.6796 0.7489 0.088 Uiso 1 calc . . GR
H28B H 0.1186 0.7641 0.6721 0.088 Uiso 1 calc . . GR
H28C H 0.2012 0.6473 0.7421 0.088 Uiso 1 calc . . GR
C29 C 0.0291(3) 0.2459(3) 0.8475(2) 0.0448(8) Uani 1 d . . .
C30 C 0.0853(3) 0.1030(3) 0.8700(3) 0.0634(10) Uani 1 d . . .
H30A H 0.1046 0.0610 0.7988 0.095 Uiso 1 calc . . GR
H30B H 0.0192 0.0782 0.9248 0.095 Uiso 1 calc . . GR
H30C H 0.1674 0.0803 0.9004 0.095 Uiso 1 calc . . GR
C31 C -0.0021(4) 0.3080(3) 0.9647(3) 0.0651(10) Uani 1 d . . .
H31A H 0.0547 0.3568 0.9618 0.098 Uiso 1 calc . . GR
H31B H 0.0157 0.2438 1.0248 0.098 Uiso 1 calc . . GR
H31C H -0.0959 0.3619 0.9806 0.098 Uiso 1 calc . . DGR
C32 C -0.1025(3) 0.2746(4) 0.8006(3) 0.0684(11) Uani 1 d . . .
H32A H -0.1409 0.3634 0.7838 0.103 Uiso 1 calc . . DGR
H32B H -0.1664 0.2492 0.8576 0.103 Uiso 1 calc . . GR
H32C H -0.0821 0.2293 0.7313 0.103 Uiso 1 calc . . GR
F1 F 0.6477(2) 0.0042(2) 0.96858(17) 0.0999(9) Uani 1 d . . .
O1 O -0.0213(2) 0.50840(19) 0.75531(18) 0.0580(7) Uani 1 d . . .
H1A H -0.0517 0.4926 0.8223 0.087 Uiso 1 calc . . DGR
O2 O 0.8085(2) 0.0200(2) 0.41544(19) 0.0602(7) Uani 1 d . . .
O3 O 0.4595(2) 0.3473(2) -0.02300(17) 0.0561(6) Uani 1 d . . .
O4 O 0.2475(2) 0.3879(3) 0.0664(2) 0.0873(9) Uani 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 C2 1.382(4) . ?
C1 C6 1.382(4) . ?
C2 C3 1.353(5) . ?
C2 F1 1.365(4) . ?
C3 C4 1.391(4) . ?
C4 C5 1.365(4) . ?
C5 C6 1.394(4) . ?
C5 C9 1.479(4) . ?
C6 C7 1.485(4) . ?
C7 C8 1.359(4) . ?
C7 C19 1.476(4) . ?
C8 C9 1.510(4) . ?
C8 C10 1.468(4) . ?
C9 O2 1.216(3) . ?
C10 C11 1.396(4) . ?
C10 C15 1.399(4) . ?
C11 C12 1.377(4) . ?
C12 C13 1.390(4) . ?
C13 C14 1.380(4) . ?
C13 C16 1.476(4) . ?
C14 C15 1.380(4) . ?
C16 O3 1.319(3) . ?
C16 O4 1.197(4) . ?
C17 C18 1.487(4) . ?
C17 O3 1.450(4) . ?
C19 C20 1.382(4) . ?
C19 C24 1.389(4) . ?
C20 C21 1.385(4) . ?
C21 C22 1.404(4) . ?
C21 C25 1.539(4) . ?
C22 C23 1.408(4) . ?
C22 O1 1.373(3) . ?
C23 C24 1.392(4) . ?
C23 C29 1.540(4) . ?
C25 C26 1.526(4) . ?
C25 C27 1.536(4) . ?
C25 C28 1.534(4) . ?
C29 C30 1.534(4) . ?
C29 C31 1.543(4) . ?
C29 C32 1.538(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
C2 C1 C6 115.7(3) . . ?
C3 C2 C1 125.3(3) . . ?
C3 C2 F1 118.0(3) . . ?
F1 C2 C1 116.7(3) . . ?
C2 C3 C4 118.3(3) . . ?
C5 C4 C3 118.6(3) . . ?
C4 C5 C6 121.9(3) . . ?
C4 C5 C9 130.9(3) . . ?
C6 C5 C9 107.3(3) . . ?
C1 C6 C5 120.3(3) . . ?
C1 C6 C7 130.9(3) . . ?
C5 C6 C7 108.8(2) . . ?
C8 C7 C6 109.8(2) . . ?
C8 C7 C19 128.8(3) . . ?
C19 C7 C6 120.8(2) . . ?
C7 C8 C9 107.3(2) . . ?
C7 C8 C10 129.0(3) . . ?
C10 C8 C9 123.7(2) . . ?
C5 C9 C8 106.6(2) . . ?
O2 C9 C5 125.6(3) . . ?
O2 C9 C8 127.8(3) . . ?
C11 C10 C8 121.6(3) . . ?
C11 C10 C15 117.1(3) . . ?
C15 C10 C8 121.3(3) . . ?
C12 C11 C10 121.8(3) . . ?
C11 C12 C13 120.4(3) . . ?
C12 C13 C16 123.0(3) . . ?
C14 C13 C12 118.4(3) . . ?
C14 C13 C16 118.5(3) . . ?
C15 C14 C13 121.3(3) . . ?
C14 C15 C10 120.8(3) . . ?
O3 C16 C13 113.9(3) . . ?
O4 C16 C13 124.1(3) . . ?
O4 C16 O3 122.0(3) . . ?
O3 C17 C18 108.1(3) . . ?
C20 C19 C7 118.9(2) . . ?
C20 C19 C24 118.6(3) . . ?
C24 C19 C7 122.5(3) . . ?
C19 C20 C21 123.0(3) . . ?
C20 C21 C22 116.3(3) . . ?
C20 C21 C25 121.5(2) . . ?
C22 C21 C25 122.2(2) . . ?
C21 C22 C23 123.4(2) . . ?
O1 C22 C21 114.7(2) . . ?
O1 C22 C23 121.9(3) . . ?
C22 C23 C29 122.8(2) . . ?
C24 C23 C22 116.3(3) . . ?
C24 C23 C29 120.9(3) . . ?
C19 C24 C23 122.4(3) . . ?
C26 C25 C21 111.5(2) . . ?
C26 C25 C27 106.5(2) . . ?
C26 C25 C28 107.8(3) . . ?
C27 C25 C21 111.1(2) . . ?
C28 C25 C21 109.9(2) . . ?
C28 C25 C27 109.9(2) . . ?
C23 C29 C31 110.3(3) . . ?
C30 C29 C23 111.4(2) . . ?
C30 C29 C31 107.1(2) . . ?
C30 C29 C32 106.3(3) . . ?
C32 C29 C23 110.9(2) . . ?
C32 C29 C31 110.7(3) . . ?
C16 O3 C17 116.1(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sust_3210_0m
_database_code_depnum_ccdc_archive 'CCDC 2130409'
loop_
_audit_author_name
_audit_author_address
'Tuanli Yao'
;Shaanxi University of Science and Technology
China
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-14
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C32 H33 Cl O4'
_chemical_formula_sum            'C32 H33 Cl O4'
_chemical_formula_weight         517.03
_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'
Cl Cl 0.1484 0.1585 '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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.1084(5)
_cell_length_b                   11.8341(7)
_cell_length_c                   13.8157(8)
_cell_angle_alpha                94.809(2)
_cell_angle_beta                 107.322(2)
_cell_angle_gamma                91.397(2)
_cell_volume                     1414.74(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8257
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.45
_cell_measurement_theta_min      2.35
_exptl_absorpt_coefficient_mu    0.169
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6937
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0638 before and 0.0587 after correction.
The Ratio of minimum to maximum transmission is 0.9304.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.214
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             548
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.17
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_unetI/netI     0.0411
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            42560
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.21
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                3255
_reflns_number_total             4972
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.438
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.074
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     342
_refine_ls_number_reflns         4972
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0601
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0772P)²+0.5213P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1536
_refine_ls_wR_factor_ref         0.1699
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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, All O(H) groups
2. Restrained distances
 H4-H28a
 2.2 with sigma of 0.02
 H4-H27c
 2.45 with sigma of 0.02
3.a Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b)
3.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C6(H6), C8(H8), C9(H9), C13(H13), C14(H14), C16(H16), C20(H20),
 C24(H24)
3.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C26(H26a,H26b,H26c), C27(H27a,H27b,H27c), C28(H28a,H28b,
 H28c), C30(H30a,H30b,H30c), C31(H31a,H31b,H31c), C32(H32a,H32b,H32c)
3.d Idealised tetrahedral OH refined as rotating group:
 O4(H4)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
C1 C 0.7689(6) -0.1604(4) 0.1082(3) 0.1019(14) Uani 1 d . . .
H1A H 0.6604 -0.1793 0.0906 0.153 Uiso 1 calc . . GR
H1B H 0.8248 -0.2277 0.1233 0.153 Uiso 1 calc . . GR
H1C H 0.7914 -0.1289 0.0521 0.153 Uiso 1 calc . . GR
C2 C 0.8121(6) -0.0812(3) 0.1932(3) 0.1066(16) Uani 1 d . . .
H2A H 0.9215 -0.0612 0.2110 0.128 Uiso 1 calc . . R
H2B H 0.7921 -0.1133 0.2507 0.128 Uiso 1 calc . . R
C3 C 0.7367(4) 0.0979(3) 0.2461(3) 0.0605(8) Uani 1 d . . .
C4 C 0.6533(3) 0.2016(2) 0.2179(2) 0.0485(7) Uani 1 d . . .
C5 C 0.5855(4) 0.2231(3) 0.1180(2) 0.0561(8) Uani 1 d . . .
H5 H 0.5873 0.1693 0.0653 0.067 Uiso 1 calc . . R
C6 C 0.5151(3) 0.3236(3) 0.0958(2) 0.0521(7) Uani 1 d . . .
H6 H 0.4696 0.3368 0.0283 0.063 Uiso 1 calc . . R
C7 C 0.5110(3) 0.4054(2) 0.1728(2) 0.0417(6) Uani 1 d . . .
C8 C 0.5764(3) 0.3817(2) 0.2732(2) 0.0503(7) Uani 1 d . . .
H8 H 0.5721 0.4342 0.3261 0.060 Uiso 1 calc . . R
C9 C 0.6471(3) 0.2818(2) 0.2950(2) 0.0524(8) Uani 1 d . . .
H9 H 0.6914 0.2679 0.3625 0.063 Uiso 1 calc . . R
C10 C 0.4392(3) 0.5140(2) 0.1492(2) 0.0415(6) Uani 1 d . . .
C11 C 0.2915(3) 0.5226(3) 0.0657(2) 0.0502(7) Uani 1 d . . .
C12 C 0.2546(3) 0.6436(3) 0.0702(2) 0.0479(7) Uani 1 d . . .
C13 C 0.1344(3) 0.6999(3) 0.0123(2) 0.0627(9) Uani 1 d . . .
H13 H 0.0558 0.6603 -0.0394 0.075 Uiso 1 calc . . R
C14 C 0.1317(4) 0.8169(3) 0.0322(3) 0.0677(10) Uani 1 d . . .
H14 H 0.0512 0.8564 -0.0063 0.081 Uiso 1 calc . . R
C15 C 0.2487(4) 0.8738(3) 0.1090(2) 0.0564(8) Uani 1 d . . .
C16 C 0.3718(3) 0.8179(2) 0.1686(2) 0.0485(7) Uani 1 d . . .
H16 H 0.4505 0.8577 0.2201 0.058 Uiso 1 calc . . R
C17 C 0.3729(3) 0.7023(2) 0.1488(2) 0.0425(7) Uani 1 d . . .
C18 C 0.4866(3) 0.6197(2) 0.19695(19) 0.0393(6) Uani 1 d . . .
C19 C 0.6276(3) 0.6540(2) 0.28024(19) 0.0372(6) Uani 1 d . . .
C20 C 0.6228(3) 0.7227(2) 0.3649(2) 0.0403(6) Uani 1 d . . .
H20 H 0.5279 0.7468 0.3681 0.048 Uiso 1 calc . . R
C21 C 0.7533(3) 0.7576(2) 0.44553(19) 0.0388(6) Uani 1 d . . .
C22 C 0.8938(3) 0.7232(2) 0.43412(19) 0.0382(6) Uani 1 d . . .
C23 C 0.9051(3) 0.6505(2) 0.35086(19) 0.0351(6) Uani 1 d . . .
C24 C 0.7693(3) 0.6176(2) 0.27549(19) 0.0373(6) Uani 1 d . . .
H24 H 0.7729 0.5694 0.2196 0.045 Uiso 1 calc . . R
C25 C 0.7395(3) 0.8296(2) 0.5402(2) 0.0475(7) Uani 1 d . . .
C26 C 0.5703(4) 0.8438(3) 0.5352(3) 0.0732(10) Uani 1 d . . .
H26A H 0.5191 0.7704 0.5284 0.110 Uiso 1 calc . . GR
H26B H 0.5206 0.8839 0.4777 0.110 Uiso 1 calc . . GR
H26C H 0.5655 0.8861 0.5966 0.110 Uiso 1 calc . . GR
C27 C 0.8113(4) 0.9505(2) 0.5475(3) 0.0615(9) Uani 1 d . . .
H27A H 0.7494 1.0042 0.5711 0.092 Uiso 1 calc . . GR
H27B H 0.8158 0.9670 0.4816 0.092 Uiso 1 calc . . GR
H27C H 0.9135 0.9555 0.5945 0.092 Uiso 1 calc . . DGR
C28 C 0.8137(5) 0.7720(3) 0.6376(2) 0.0700(10) Uani 1 d . . .
H28A H 0.9187 0.7576 0.6421 0.105 Uiso 1 calc . . DGR
H28B H 0.7578 0.7015 0.6355 0.105 Uiso 1 calc . . GR
H28C H 0.8110 0.8209 0.6960 0.105 Uiso 1 calc . . GR
C29 C 1.0605(3) 0.6110(2) 0.3421(2) 0.0424(7) Uani 1 d . . .
C30 C 1.1620(4) 0.7141(3) 0.3350(3) 0.0705(10) Uani 1 d . . .
H30A H 1.1103 0.7522 0.2766 0.106 Uiso 1 calc . . GR
H30B H 1.2583 0.6888 0.3285 0.106 Uiso 1 calc . . GR
H30C H 1.1807 0.7654 0.3955 0.106 Uiso 1 calc . . GR
C31 C 1.1438(4) 0.5466(3) 0.4333(2) 0.0609(9) Uani 1 d . . .
H31A H 1.1609 0.5952 0.4952 0.091 Uiso 1 calc . . GR
H31B H 1.2409 0.5237 0.4264 0.091 Uiso 1 calc . . GR
H31C H 1.0815 0.4806 0.4351 0.091 Uiso 1 calc . . GR
C32 C 1.0396(3) 0.5288(3) 0.2466(2) 0.0611(9) Uani 1 d . . .
H32A H 0.9747 0.4644 0.2484 0.092 Uiso 1 calc . . GR
H32B H 1.1382 0.5039 0.2445 0.092 Uiso 1 calc . . GR
H32C H 0.9929 0.5667 0.1871 0.092 Uiso 1 calc . . GR
Cl1 Cl 0.24517(13) 1.01931(8) 0.13570(8) 0.0905(4) Uani 1 d . . .
O1 O 0.7235(3) 0.0207(2) 0.16989(18) 0.0852(8) Uani 1 d . . .
O2 O 0.8118(4) 0.0830(2) 0.3311(2) 0.0990(10) Uani 1 d . . .
O3 O 0.2156(3) 0.4452(2) 0.00736(18) 0.0752(7) Uani 1 d . . .
O4 O 1.0318(2) 0.75632(17) 0.50535(15) 0.0577(6) Uani 1 d . . .
H4 H 1.0266 0.8202 0.5316 0.087 Uiso 1 calc . . DGR


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.391(5) . ?
C2 O1 1.473(4) . ?
C3 C4 1.479(4) . ?
C3 O1 1.309(4) . ?
C3 O2 1.200(4) . ?
C4 C5 1.382(4) . ?
C4 C9 1.381(4) . ?
C5 C6 1.379(4) . ?
C6 C7 1.386(4) . ?
C7 C8 1.392(4) . ?
C7 C10 1.473(4) . ?
C8 C9 1.373(4) . ?
C10 C11 1.501(4) . ?
C10 C18 1.361(4) . ?
C11 C12 1.479(4) . ?
C11 O3 1.217(3) . ?
C12 C13 1.373(4) . ?
C12 C17 1.401(4) . ?
C13 C14 1.392(5) . ?
C14 C15 1.373(5) . ?
C15 C16 1.397(4) . ?
C15 Cl1 1.734(3) . ?
C16 C17 1.374(4) . ?
C17 C18 1.490(4) . ?
C18 C19 1.468(3) . ?
C19 C20 1.379(4) . ?
C19 C24 1.389(3) . ?
C20 C21 1.391(4) . ?
C21 C22 1.401(4) . ?
C21 C25 1.539(4) . ?
C22 C23 1.408(3) . ?
C22 O4 1.370(3) . ?
C23 C24 1.381(3) . ?
C23 C29 1.537(3) . ?
C25 C26 1.536(4) . ?
C25 C27 1.540(4) . ?
C25 C28 1.539(4) . ?
C29 C30 1.539(4) . ?
C29 C31 1.538(4) . ?
C29 C32 1.532(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
C1 C2 O1 109.0(3) . . ?
O1 C3 C4 114.6(3) . . ?
O2 C3 C4 124.2(3) . . ?
O2 C3 O1 121.1(3) . . ?
C5 C4 C3 122.9(3) . . ?
C9 C4 C3 118.3(3) . . ?
C9 C4 C5 118.8(3) . . ?
C6 C5 C4 120.5(3) . . ?
C5 C6 C7 121.0(3) . . ?
C6 C7 C8 118.0(3) . . ?
C6 C7 C10 121.0(2) . . ?
C8 C7 C10 121.0(2) . . ?
C9 C8 C7 120.8(3) . . ?
C8 C9 C4 120.8(3) . . ?
C7 C10 C11 123.0(2) . . ?
C18 C10 C7 128.5(2) . . ?
C18 C10 C11 108.5(2) . . ?
C12 C11 C10 106.3(2) . . ?
O3 C11 C10 126.9(3) . . ?
O3 C11 C12 126.8(3) . . ?
C13 C12 C11 131.6(3) . . ?
C13 C12 C17 120.9(3) . . ?
C17 C12 C11 107.5(2) . . ?
C12 C13 C14 119.1(3) . . ?
C15 C14 C13 119.6(3) . . ?
C14 C15 C16 122.1(3) . . ?
C14 C15 Cl1 120.0(2) . . ?
C16 C15 Cl1 117.8(3) . . ?
C17 C16 C15 117.8(3) . . ?
C12 C17 C18 108.7(2) . . ?
C16 C17 C12 120.5(2) . . ?
C16 C17 C18 130.8(3) . . ?
C10 C18 C17 109.1(2) . . ?
C10 C18 C19 128.2(2) . . ?
C19 C18 C17 122.7(2) . . ?
C20 C19 C18 121.1(2) . . ?
C20 C19 C24 118.4(2) . . ?
C24 C19 C18 120.5(2) . . ?
C19 C20 C21 123.1(2) . . ?
C20 C21 C22 115.9(2) . . ?
C20 C21 C25 120.6(2) . . ?
C22 C21 C25 123.5(2) . . ?
C21 C22 C23 123.3(2) . . ?
O4 C22 C21 122.0(2) . . ?
O4 C22 C23 114.7(2) . . ?
C22 C23 C29 122.2(2) . . ?
C24 C23 C22 116.8(2) . . ?
C24 C23 C29 121.0(2) . . ?
C23 C24 C19 122.3(2) . . ?
C21 C25 C27 110.9(2) . . ?
C26 C25 C21 111.4(2) . . ?
C26 C25 C27 106.1(2) . . ?
C26 C25 C28 106.4(3) . . ?
C28 C25 C21 110.8(2) . . ?
C28 C25 C27 110.9(3) . . ?
C23 C29 C30 109.8(2) . . ?
C23 C29 C31 111.1(2) . . ?
C31 C29 C30 110.2(2) . . ?
C32 C29 C23 111.5(2) . . ?
C32 C29 C30 107.8(3) . . ?
C32 C29 C31 106.3(2) . . ?
C3 O1 C2 116.6(3) . . ?

_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_sust_3207_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2130401'
loop_
_audit_author_name
_audit_author_address
'Tuanli Yao'
;Shaanxi University of Science and Technology
China
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C33 H33 F3 O4'
_chemical_formula_sum            'C33 H33 F3 O4'
_chemical_formula_weight         550.59
_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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   9.1533(13)
_cell_length_b                   12.2143(16)
_cell_length_c                   13.953(2)
_cell_angle_alpha                96.106(5)
_cell_angle_beta                 106.461(5)
_cell_angle_gamma                90.549(5)
_cell_volume                     1486.3(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    3740
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.35
_cell_measurement_theta_min      2.39
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6850
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0918 before and 0.0720 after correction.
The Ratio of minimum to maximum transmission is 0.9187.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             580
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.15
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.1761
_diffrn_reflns_av_unetI/netI     0.1155
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            42190
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.14
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                2878
_reflns_number_total             5232
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.580
_refine_diff_density_min         -0.555
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     369
_refine_ls_number_reflns         5232
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.2180
_refine_ls_R_factor_gt           0.1361
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1060P)²+4.8748P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2789
_refine_ls_wR_factor_ref         0.3186
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_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, All O(H) groups
2. Restrained distances
 H1-H27A
 2.45 with sigma of 0.02
 H25C-H1
 2.45 with sigma of 0.02
3. Rigid bond restraints
 C2, C1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C2, C3
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4.a Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B)
4.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C7(H7), C14(H14), C17(H17), C18(H18), C19(H19), C20(H20), C21(H21),
 C24(H24)
4.c Idealised Me refined as rotating group:
 C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,H27C), C28(H28A,H28B,
 H28C), C29(H29A,H29B,H29C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C)
4.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O 1.0240(5) 0.7502(4) 0.4977(3) 0.0496(13) Uani 1 d . . . .
H1 H 1.0137 0.7528 0.5544 0.074 Uiso 1 calc . . DGR .
O2 O 0.7285(6) 0.0145(4) 0.1838(4) 0.0626(15) Uani 1 d . . . .
O3 O 0.2302(6) 0.4249(4) 0.0134(4) 0.0679(17) Uani 1 d . . . .
O4 O 0.8300(7) 0.0880(4) 0.3400(4) 0.086(2) Uani 1 d . . . .
C1 C 0.8893(7) 0.7145(5) 0.4283(4) 0.0315(14) Uani 1 d . . . U
C2 C 0.9058(7) 0.6403(5) 0.3484(4) 0.0316(14) Uani 1 d . . . U
C3 C 0.7734(7) 0.6044(5) 0.2737(4) 0.0329(15) Uani 1 d . . . U
H3 H 0.7805 0.5563 0.2190 0.039 Uiso 1 calc . . R .
C4 C 0.6312(6) 0.6379(5) 0.2780(4) 0.0296(14) Uani 1 d . . . .
C5 C 0.3032(7) 0.5010(6) 0.0689(5) 0.0435(17) Uani 1 d . . . .
C6 C 1.0637(7) 0.6031(6) 0.3403(5) 0.0400(16) Uani 1 d . . . .
C7 C 0.6226(7) 0.7085(5) 0.3602(4) 0.0350(15) Uani 1 d . . . .
H7 H 0.5271 0.7311 0.3633 0.042 Uiso 1 calc . . R .
C8 C 0.4512(6) 0.4953(5) 0.1505(4) 0.0349(15) Uani 1 d . . . .
C9 C 0.4941(7) 0.5999(5) 0.1958(4) 0.0345(15) Uani 1 d . . . .
C10 C 0.3796(7) 0.6789(5) 0.1482(4) 0.0361(15) Uani 1 d . . . .
C11 C 0.5233(7) 0.3924(5) 0.1773(5) 0.0367(16) Uani 1 d . . . .
C12 C 0.7498(7) 0.7477(5) 0.4387(4) 0.0345(15) Uani 1 d . . . .
C13 C 0.7495(8) 0.0967(6) 0.2573(6) 0.0505(19) Uani 1 d . . . .
C14 C 0.3750(7) 0.7895(5) 0.1664(5) 0.0409(17) Uani 1 d . . . .
H14 H 0.4515 0.8293 0.2169 0.049 Uiso 1 calc . . R .
C15 C 0.2647(7) 0.6189(5) 0.0721(5) 0.0386(16) Uani 1 d . . . .
C16 C 0.6694(7) 0.1955(5) 0.2266(5) 0.0428(17) Uani 1 d . . . .
C17 C 0.5281(8) 0.3075(6) 0.1031(5) 0.0456(17) Uani 1 d . . . .
H17 H 0.4821 0.3163 0.0359 0.055 Uiso 1 calc . . R .
C18 C 0.6620(8) 0.2801(6) 0.3008(5) 0.0481(18) Uani 1 d . . . .
H18 H 0.7079 0.2715 0.3680 0.058 Uiso 1 calc . . R .
C19 C 0.5992(8) 0.2113(6) 0.1269(5) 0.0481(18) Uani 1 d . . . .
H19 H 0.6005 0.1561 0.0758 0.058 Uiso 1 calc . . R .
C20 C 0.1423(8) 0.6701(6) 0.0151(5) 0.0515(19) Uani 1 d . . . .
H20 H 0.0653 0.6300 -0.0348 0.062 Uiso 1 calc . . R .
C21 C 0.5900(8) 0.3742(6) 0.2777(5) 0.0503(19) Uani 1 d . . . .
H21 H 0.5846 0.4276 0.3292 0.060 Uiso 1 calc . . R .
C22 C 0.2516(7) 0.8433(6) 0.1072(5) 0.0440(17) Uani 1 d . . . .
C23 C 0.7298(8) 0.8228(6) 0.5291(5) 0.0431(17) Uani 1 d . . . .
C24 C 0.1374(8) 0.7833(7) 0.0347(5) 0.056(2) Uani 1 d . . . .
H24 H 0.0549 0.8194 -0.0022 0.068 Uiso 1 calc . . R .
C25 C 0.8007(10) 0.7718(6) 0.6274(5) 0.063(2) Uani 1 d . . . .
H25A H 0.8504 0.7058 0.6130 0.095 Uiso 1 calc . . GR .
H25B H 0.7220 0.7543 0.6571 0.095 Uiso 1 calc . . GR .
H25C H 0.8739 0.8235 0.6733 0.095 Uiso 1 calc . . DGR .
C26 C 1.0460(8) 0.5213(7) 0.2465(5) 0.057(2) Uani 1 d . . . .
H26A H 0.9827 0.4590 0.2488 0.085 Uiso 1 calc . . GR .
H26B H 1.1445 0.4969 0.2443 0.085 Uiso 1 calc . . GR .
H26C H 0.9997 0.5565 0.1876 0.085 Uiso 1 calc . . GR .
C27 C 0.8013(9) 0.9392(5) 0.5338(6) 0.057(2) Uani 1 d . . . .
H27A H 0.9081 0.9340 0.5400 0.085 Uiso 1 calc . . DGR .
H27B H 0.7881 0.9849 0.5908 0.085 Uiso 1 calc . . GR .
H27C H 0.7521 0.9710 0.4734 0.085 Uiso 1 calc . . GR .
C28 C 1.1467(8) 0.5448(7) 0.4307(5) 0.061(2) Uani 1 d . . . .
H28A H 1.1575 0.5930 0.4915 0.091 Uiso 1 calc . . GR .
H28B H 1.2458 0.5255 0.4254 0.091 Uiso 1 calc . . GR .
H28C H 1.0891 0.4791 0.4320 0.091 Uiso 1 calc . . GR .
C29 C 1.1594(9) 0.7041(7) 0.3317(7) 0.071(2) Uani 1 d . . . .
H29A H 1.1098 0.7359 0.2713 0.106 Uiso 1 calc . . GR .
H29B H 1.2587 0.6817 0.3295 0.106 Uiso 1 calc . . GR .
H29C H 1.1692 0.7578 0.3889 0.106 Uiso 1 calc . . GR .
C30 C 0.7676(11) -0.1657(6) 0.1203(6) 0.072(2) Uani 1 d . . . .
H30A H 0.8038 -0.1390 0.0685 0.108 Uiso 1 calc . . GR .
H30B H 0.6588 -0.1768 0.0969 0.108 Uiso 1 calc . . GR .
H30C H 0.8132 -0.2343 0.1368 0.108 Uiso 1 calc . . GR .
C31 C 0.5616(9) 0.8379(7) 0.5227(6) 0.072(3) Uani 1 d . . . .
H31A H 0.5137 0.8735 0.4644 0.107 Uiso 1 calc . . GR .
H31B H 0.5540 0.8824 0.5819 0.107 Uiso 1 calc . . GR .
H31C H 0.5117 0.7671 0.5178 0.107 Uiso 1 calc . . GR .
C32 C 0.8086(11) -0.0854(6) 0.2094(6) 0.074(3) Uani 1 d . . . .
H32A H 0.9179 -0.0697 0.2308 0.089 Uiso 1 calc . . R .
H32B H 0.7797 -0.1141 0.2639 0.089 Uiso 1 calc . . R .
F1 F 0.3058(15) 1.0047(6) 0.2156(6) 0.233(6) Uani 1 d . . . .
F2 F 0.1203(8) 1.0051(5) 0.0981(10) 0.224(6) Uani 1 d . . . .
C33 C 0.2447(13) 0.9621(7) 0.1274(8) 0.080(3) Uani 1 d . . . .
F3 F 0.3263(13) 1.0142(6) 0.0824(9) 0.197(5) Uani 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 C1 1.368(7) . ?
O2 C13 1.327(8) . ?
O2 C32 1.455(9) . ?
O3 C5 1.205(7) . ?
O4 C13 1.197(8) . ?
C1 C2 1.403(8) . ?
C1 C12 1.385(8) . ?
C2 C3 1.387(8) . ?
C2 C6 1.550(8) . ?
C3 C4 1.384(8) . ?
C4 C7 1.382(8) . ?
C4 C9 1.472(8) . ?
C5 C8 1.510(8) . ?
C5 C15 1.485(9) . ?
C6 C26 1.528(9) . ?
C6 C28 1.528(9) . ?
C6 C29 1.542(10) . ?
C7 C12 1.391(8) . ?
C8 C9 1.364(8) . ?
C8 C11 1.460(9) . ?
C9 C10 1.493(8) . ?
C10 C14 1.351(9) . ?
C10 C15 1.399(8) . ?
C11 C17 1.396(9) . ?
C11 C21 1.403(9) . ?
C12 C23 1.535(8) . ?
C13 C16 1.459(9) . ?
C14 C22 1.411(9) . ?
C15 C20 1.376(9) . ?
C16 C18 1.399(9) . ?
C16 C19 1.393(9) . ?
C17 C19 1.376(9) . ?
C18 C21 1.353(9) . ?
C20 C24 1.384(10) . ?
C22 C24 1.372(9) . ?
C22 C33 1.454(11) . ?
C23 C25 1.541(9) . ?
C23 C27 1.547(10) . ?
C23 C31 1.530(10) . ?
C30 C32 1.455(10) . ?
F1 C33 1.251(10) . ?
F2 C33 1.238(11) . ?
C33 F3 1.304(13) . ?

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
C13 O2 C32 116.5(5) . . ?
O1 C1 C2 114.2(5) . . ?
O1 C1 C12 122.0(5) . . ?
C12 C1 C2 123.8(5) . . ?
C1 C2 C6 122.4(5) . . ?
C3 C2 C1 116.8(5) . . ?
C3 C2 C6 120.8(5) . . ?
C4 C3 C2 122.0(5) . . ?
C3 C4 C9 120.2(5) . . ?
C7 C4 C3 118.2(5) . . ?
C7 C4 C9 121.5(5) . . ?
O3 C5 C8 126.9(6) . . ?
O3 C5 C15 127.0(6) . . ?
C15 C5 C8 106.1(5) . . ?
C26 C6 C2 110.7(5) . . ?
C26 C6 C29 108.0(6) . . ?
C28 C6 C2 111.1(5) . . ?
C28 C6 C26 106.9(6) . . ?
C28 C6 C29 110.6(6) . . ?
C29 C6 C2 109.3(6) . . ?
C4 C7 C12 123.3(6) . . ?
C9 C8 C5 107.7(6) . . ?
C9 C8 C11 128.5(5) . . ?
C11 C8 C5 123.6(5) . . ?
C4 C9 C10 121.4(5) . . ?
C8 C9 C4 128.6(6) . . ?
C8 C9 C10 110.0(5) . . ?
C14 C10 C9 131.2(5) . . ?
C14 C10 C15 120.7(6) . . ?
C15 C10 C9 108.0(6) . . ?
C17 C11 C8 120.8(6) . . ?
C17 C11 C21 117.2(6) . . ?
C21 C11 C8 122.0(6) . . ?
C1 C12 C7 115.8(5) . . ?
C1 C12 C23 124.2(5) . . ?
C7 C12 C23 120.0(5) . . ?
O2 C13 C16 114.0(6) . . ?
O4 C13 O2 121.2(7) . . ?
O4 C13 C16 124.8(7) . . ?
C10 C14 C22 118.6(6) . . ?
C10 C15 C5 108.1(5) . . ?
C20 C15 C5 130.7(6) . . ?
C20 C15 C10 121.2(6) . . ?
C18 C16 C13 118.8(6) . . ?
C19 C16 C13 123.7(6) . . ?
C19 C16 C18 117.5(6) . . ?
C19 C17 C11 121.6(6) . . ?
C21 C18 C16 121.9(6) . . ?
C17 C19 C16 120.7(6) . . ?
C15 C20 C24 117.8(6) . . ?
C18 C21 C11 121.0(6) . . ?
C14 C22 C33 118.9(6) . . ?
C24 C22 C14 120.1(6) . . ?
C24 C22 C33 120.9(7) . . ?
C12 C23 C25 110.4(5) . . ?
C12 C23 C27 110.6(6) . . ?
C25 C23 C27 110.8(6) . . ?
C31 C23 C12 112.0(5) . . ?
C31 C23 C25 106.4(6) . . ?
C31 C23 C27 106.6(6) . . ?
C22 C24 C20 121.5(6) . . ?
C30 C32 O2 108.0(6) . . ?
F1 C33 C22 117.2(8) . . ?
F1 C33 F3 98.5(10) . . ?
F2 C33 C22 118.8(9) . . ?
F2 C33 F1 106.9(11) . . ?
F2 C33 F3 101.0(10) . . ?
F3 C33 C22 111.6(10) . . ?

_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_sust_3232_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2130380'
loop_
_audit_author_name
_audit_author_address
'Tuanli Yao'
;Shaanxi University of Science and Technology
China
;
_audit_update_record             
;
2021-12-22 deposited with the CCDC.	2022-03-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C30 H31 N O4'
_chemical_formula_sum            'C30 H31 N O4'
_chemical_formula_weight         469.56
_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'

_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_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'

_cell_length_a                   11.4176(5)
_cell_length_b                   11.6040(5)
_cell_length_c                   22.5633(10)
_cell_angle_alpha                98.223(2)
_cell_angle_beta                 92.734(2)
_cell_angle_gamma                119.2730(10)
_cell_volume                     2556.78(19)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9929
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      26.82
_cell_measurement_theta_min      2.40
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6896
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0715 before and 0.0657 after correction.
The Ratio of minimum to maximum transmission is 0.9249.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.220
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1000
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0882
_diffrn_reflns_av_unetI/netI     0.0526
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            79310
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.05
_diffrn_ambient_temperature      273.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         0
_reflns_number_gt                5475
_reflns_number_total             9018
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.270
_refine_diff_density_rms         0.045
_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     647
_refine_ls_number_reflns         9018
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.1081
_refine_ls_R_factor_gt           0.0556
_refine_ls_restrained_S_all      1.083
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0774P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1320
_refine_ls_wR_factor_ref         0.1501
_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H5-H59c
 2.45 with sigma of 0.02
 H1-H37a
 2.45 with sigma of 0.02
 H1-H40c
 2.2 with sigma of 0.02
 H5-H58a
 2.2 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(O8) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4.a Aromatic/amide H refined with riding coordinates:
 C4(H4), C6(H6), C7(H7), C20(H20), C23(H23), C26(H26), C30(H30), C34(H34),
 C39(H39), C41(H41), C42(H42), C44(H44), C45(H45), C46(H46), C47(H47), C49(H49),
  C50(H50), C51(H51)
4.b Idealised Me refined as rotating group:
 C36(H36a,H36b,H36c), C37(H37a,H37b,H37c), C40(H40a,H40b,H40c), C43(H43a,H43b,
 H43c), C48(H48a,H48b,H48c), C52(H52a,H52b,H52c), C53(H53a,H53b,H53c), C54(H54a,
 H54b,H54c), C55(H55a,H55b,H55c), C56(H56a,H56b,H56c), C57(H57a,H57b,H57c),
 C58(H58a,H58b,H58c), C59(H59a,H59b,H59c), C60(H60a,H60b,H60c)
4.c Idealised tetrahedral OH refined as rotating group:
 O1(H1), O5(H5)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1 O -0.01209(17) 0.23481(18) -0.03615(6) 0.0560(5) Uani 1 d . . . .
H1 H -0.0824 0.1621 -0.0459 0.084 Uiso 1 calc . . DGR .
C1 C -0.0652(2) 0.2820(2) 0.06336(9) 0.0340(5) Uani 1 d . . . .
N1 N 0.3238(2) 0.3617(2) 0.75627(13) 0.0656(7) Uani 1 d . . . .
O2 O 0.2961(2) 0.3274(2) 0.80480(11) 0.0958(8) Uani 1 d . . . .
O3 O 0.30536(18) 0.54498(18) 0.35927(7) 0.0616(5) Uani 1 d . . . .
O4 O 0.6484(2) 1.0752(2) 0.21648(10) 0.0852(7) Uani 1 d . . . .
N2 N 0.5538(3) 0.9851(2) 0.18126(12) 0.0711(7) Uani 1 d . . . .
O5 O 0.35024(17) 0.6695(2) 0.48747(7) 0.0701(6) Uani 1 d . . . .
H5 H 0.3651 0.7107 0.4595 0.105 Uiso 1 calc . . DGR .
O6 O 0.79603(19) 0.9957(2) 0.85444(8) 0.0767(6) Uani 1 d . . . .
O7 O 0.2779(2) 0.2828(2) 0.70783(11) 0.0887(7) Uani 1 d . . . .
C2 C 0.1470(2) 0.2812(2) 0.04823(9) 0.0351(5) Uani 1 d . . . .
C3 C 0.0215(2) 0.2647(2) 0.02588(9) 0.0361(5) Uani 1 d . . . .
C4 C 0.4656(2) 0.8417(2) 0.64266(10) 0.0389(6) Uani 1 d . . . .
H4 H 0.4283 0.8508 0.6776 0.047 Uiso 1 calc . . R .
C5 C 0.0968(2) 0.3266(2) 0.14937(9) 0.0362(5) Uani 1 d . . . .
C6 C -0.0246(2) 0.3114(2) 0.12508(9) 0.0370(6) Uani 1 d . . . .
H6 H -0.0811 0.3214 0.1512 0.044 Uiso 1 calc . . R .
C7 C 0.1817(2) 0.3129(2) 0.11056(9) 0.0378(6) Uani 1 d . . . .
H7 H 0.2643 0.3253 0.1268 0.045 Uiso 1 calc . . R .
C8 C 0.6052(2) 0.9105(2) 0.64494(9) 0.0371(6) Uani 1 d . . . .
C9 C 0.3793(2) 0.7599(2) 0.59027(10) 0.0398(6) Uani 1 d . . . .
C10 C 0.1374(2) 0.3581(2) 0.21592(9) 0.0371(6) Uani 1 d . . . .
C11 C -0.2001(2) 0.2686(2) 0.03757(10) 0.0402(6) Uani 1 d . . . .
C12 C 0.6919(2) 0.9773(2) 0.70382(10) 0.0382(6) Uani 1 d . . . .
C13 C 0.1420(2) 0.3170(3) 0.31417(10) 0.0437(6) Uani 1 d . . . .
C14 C 0.5865(2) 0.7723(2) 0.75362(10) 0.0405(6) Uani 1 d . . . .
C15 C 0.6781(2) 0.9151(2) 0.75162(9) 0.0398(6) Uani 1 d . . . .
C16 C 0.2297(2) 0.4792(2) 0.25014(9) 0.0387(6) Uani 1 d . . . .
C17 C 0.8077(2) 1.1193(2) 0.72016(10) 0.0401(6) Uani 1 d . . . .
C18 C 0.0808(2) 0.2529(2) 0.25462(10) 0.0403(6) Uani 1 d . . . .
C19 C 0.3116(2) 0.6093(2) 0.23181(10) 0.0417(6) Uani 1 d . . . .
C20 C 0.6598(2) 0.9009(2) 0.59222(9) 0.0401(6) Uani 1 d . . . .
H20 H 0.7535 0.9482 0.5934 0.048 Uiso 1 calc . . R .
C21 C 0.2406(2) 0.2621(3) 0.00600(10) 0.0449(6) Uani 1 d . . . .
C22 C 0.2365(2) 0.4602(3) 0.31432(10) 0.0428(6) Uani 1 d . . . .
C23 C 0.5263(2) 0.7329(3) 0.80475(10) 0.0480(6) Uani 1 d . . . .
H23 H 0.5434 0.7980 0.8385 0.058 Uiso 1 calc . . R .
C24 C 0.5800(2) 0.8235(2) 0.53761(9) 0.0419(6) Uani 1 d . . . .
C25 C 0.4393(2) 0.7526(2) 0.53816(10) 0.0459(6) Uani 1 d . . . .
C26 C 0.5586(2) 0.6719(2) 0.70372(10) 0.0455(6) Uani 1 d . . . .
H26 H 0.5997 0.6959 0.6694 0.055 Uiso 1 calc . . R .
C27 C 0.4142(2) 0.5039(2) 0.75545(11) 0.0461(6) Uani 1 d . . . .
C28 C 0.4710(3) 0.8558(2) 0.19937(11) 0.0507(7) Uani 1 d . . . .
C29 C 0.2246(2) 0.6759(3) 0.59118(11) 0.0504(7) Uani 1 d . . . .
C30 C 0.4721(2) 0.5392(3) 0.70436(11) 0.0496(7) Uani 1 d . . . .
H30 H 0.4528 0.4737 0.6705 0.060 Uiso 1 calc . . R .
C31 C 0.8639(2) 1.1388(2) 0.77976(10) 0.0466(6) Uani 1 d . . . .
C32 C 0.8595(2) 1.2254(2) 0.68911(11) 0.0467(6) Uani 1 d . . . .
C33 C -0.0095(2) 0.1158(3) 0.24090(11) 0.0487(6) Uani 1 d . . . .
C34 C 0.4415(3) 0.5991(3) 0.80628(11) 0.0525(7) Uani 1 d . . . .
H34 H 0.4033 0.5734 0.8410 0.063 Uiso 1 calc . . R .
C35 C 0.7822(2) 1.0133(3) 0.80334(11) 0.0500(7) Uani 1 d . . . .
C36 C -0.2692(2) 0.3037(3) 0.08806(11) 0.0579(7) Uani 1 d . . . .
H36A H -0.2898 0.2425 0.1155 0.087 Uiso 1 calc . . GR .
H36B H -0.3514 0.2967 0.0708 0.087 Uiso 1 calc . . GR .
H36C H -0.2095 0.3941 0.1095 0.087 Uiso 1 calc . . GR .
C37 C -0.3009(2) 0.1238(3) 0.00527(12) 0.0583(7) Uani 1 d . . . .
H37A H -0.2707 0.1043 -0.0319 0.087 Uiso 1 calc . . DGR .
H37B H -0.3887 0.1143 -0.0033 0.087 Uiso 1 calc . . GR .
H37C H -0.3063 0.0624 0.0308 0.087 Uiso 1 calc . . GR .
C38 C 0.6457(3) 0.8154(3) 0.48037(10) 0.0553(7) Uani 1 d . . . .
C39 C 0.1154(3) 0.2489(3) 0.36114(12) 0.0575(7) Uani 1 d . . . .
H39 H 0.1568 0.2931 0.4004 0.069 Uiso 1 calc . . R .
C40 C -0.1767(3) 0.3664(3) -0.00530(12) 0.0574(7) Uani 1 d . . . .
H40A H -0.1155 0.4568 0.0157 0.086 Uiso 1 calc . . GR .
H40B H -0.2615 0.3586 -0.0193 0.086 Uiso 1 calc . . GR .
H40C H -0.1382 0.3454 -0.0392 0.086 Uiso 1 calc . . DGR .
O8 O 0.5224(3) 0.9990(2) 0.13192(12) 0.1393(13) Uani 1 d . . . U
C41 C 0.4300(3) 0.7101(3) 0.26805(11) 0.0562(7) Uani 1 d . . . .
H41 H 0.4560 0.6940 0.3042 0.067 Uiso 1 calc . . R .
C42 C 0.5096(3) 0.8325(3) 0.25222(11) 0.0575(7) Uani 1 d . . . .
H42 H 0.5884 0.8982 0.2771 0.069 Uiso 1 calc . . R .
C43 C 0.1870(3) 0.6992(3) 0.65377(12) 0.0666(8) Uani 1 d . . . .
H43A H 0.2337 0.6764 0.6823 0.100 Uiso 1 calc . . GR .
H43B H 0.0909 0.6438 0.6530 0.100 Uiso 1 calc . . GR .
H43C H 0.2125 0.7922 0.6655 0.100 Uiso 1 calc . . GR .
C44 C 0.2751(3) 0.6392(3) 0.17888(11) 0.0586(7) Uani 1 d . . . .
H44 H 0.1957 0.5751 0.1539 0.070 Uiso 1 calc . . R .
C45 C 0.9719(3) 1.3462(3) 0.71976(13) 0.0614(8) Uani 1 d . . . .
H45 H 1.0101 1.4187 0.6999 0.074 Uiso 1 calc . . R .
C46 C -0.0360(3) 0.0480(3) 0.28970(13) 0.0632(8) Uani 1 d . . . .
H46 H -0.0970 -0.0441 0.2822 0.076 Uiso 1 calc . . R .
C47 C 0.9728(3) 1.2577(3) 0.80906(12) 0.0644(8) Uani 1 d . . . .
H47 H 1.0086 1.2679 0.8486 0.077 Uiso 1 calc . . R .
C48 C -0.0784(3) 0.0365(3) 0.17877(12) 0.0645(8) Uani 1 d . . . .
H48A H -0.1403 0.0633 0.1646 0.097 Uiso 1 calc . . GR .
H48B H -0.1272 -0.0577 0.1801 0.097 Uiso 1 calc . . GR .
H48C H -0.0116 0.0531 0.1518 0.097 Uiso 1 calc . . GR .
C49 C 0.0240(3) 0.1114(3) 0.34786(13) 0.0672(8) Uani 1 d . . . .
H49 H 0.0034 0.0621 0.3787 0.081 Uiso 1 calc . . R .
C50 C 0.3537(3) 0.7609(3) 0.16270(12) 0.0660(8) Uani 1 d . . . .
H50 H 0.3278 0.7791 0.1271 0.079 Uiso 1 calc . . R .
C51 C 1.0278(3) 1.3623(3) 0.77740(13) 0.0694(9) Uani 1 d . . . .
H51 H 1.1033 1.4440 0.7955 0.083 Uiso 1 calc . . R .
C52 C 0.2830(3) 0.3614(3) -0.03735(13) 0.0754(9) Uani 1 d . . . .
H52A H 0.2040 0.3463 -0.0619 0.113 Uiso 1 calc . . GR .
H52B H 0.3423 0.3485 -0.0628 0.113 Uiso 1 calc . . GR .
H52C H 0.3295 0.4518 -0.0145 0.113 Uiso 1 calc . . GR .
C53 C 0.8025(3) 1.2218(3) 0.62676(12) 0.0676(8) Uani 1 d . . . .
H53A H 0.8410 1.1877 0.5970 0.101 Uiso 1 calc . . GR .
H53B H 0.8246 1.3112 0.6226 0.101 Uiso 1 calc . . GR .
H53C H 0.7059 1.1644 0.6209 0.101 Uiso 1 calc . . GR .
C54 C 0.3709(3) 0.2871(3) 0.04156(12) 0.0719(9) Uani 1 d . . . .
H54A H 0.4179 0.3770 0.0649 0.108 Uiso 1 calc . . GR .
H54B H 0.4278 0.2762 0.0140 0.108 Uiso 1 calc . . GR .
H54C H 0.3488 0.2238 0.0681 0.108 Uiso 1 calc . . GR .
C55 C 0.1477(3) 0.7140(3) 0.54732(13) 0.0784(10) Uani 1 d . . . .
H55A H 0.1752 0.8073 0.5594 0.118 Uiso 1 calc . . GR .
H55B H 0.0520 0.6599 0.5480 0.118 Uiso 1 calc . . GR .
H55C H 0.1679 0.6984 0.5071 0.118 Uiso 1 calc . . GR .
C56 C 0.8007(3) 0.9055(3) 0.49234(12) 0.0798(10) Uani 1 d . . . .
H56A H 0.8240 0.9967 0.5074 0.120 Uiso 1 calc . . GR .
H56B H 0.8379 0.9009 0.4554 0.120 Uiso 1 calc . . GR .
H56C H 0.8371 0.8749 0.5217 0.120 Uiso 1 calc . . GR .
C57 C 0.1787(3) 0.5251(3) 0.57457(14) 0.0776(9) Uani 1 d . . . .
H57A H 0.1940 0.5047 0.5339 0.116 Uiso 1 calc . . GR .
H57B H 0.0840 0.4725 0.5777 0.116 Uiso 1 calc . . GR .
H57C H 0.2297 0.5041 0.6018 0.116 Uiso 1 calc . . GR .
C58 C 0.5978(3) 0.8671(3) 0.43070(12) 0.0803(10) Uani 1 d . . . .
H58A H 0.5089 0.7986 0.4115 0.120 Uiso 1 calc . . DGR .
H58B H 0.6595 0.8890 0.4012 0.120 Uiso 1 calc . . GR .
H58C H 0.5953 0.9461 0.4484 0.120 Uiso 1 calc . . GR .
C59 C 0.6151(3) 0.6709(3) 0.45778(13) 0.0822(10) Uani 1 d . . . .
H59A H 0.6462 0.6411 0.4894 0.123 Uiso 1 calc . . GR .
H59B H 0.6609 0.6687 0.4234 0.123 Uiso 1 calc . . GR .
H59C H 0.5192 0.6127 0.4464 0.123 Uiso 1 calc . . DGR .
C60 C 0.1698(3) 0.1170(3) -0.02896(14) 0.0816(10) Uani 1 d . . . .
H60A H 0.1449 0.0565 -0.0010 0.122 Uiso 1 calc . . GR .
H60B H 0.2301 0.1048 -0.0539 0.122 Uiso 1 calc . . GR .
H60C H 0.0899 0.0986 -0.0539 0.122 Uiso 1 calc . . GR .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C3 1.381(2) . ?
C1 C3 1.401(3) . ?
C1 C6 1.385(3) . ?
C1 C11 1.545(3) . ?
N1 O2 1.221(3) . ?
N1 O7 1.223(3) . ?
N1 C27 1.461(3) . ?
O3 C22 1.223(3) . ?
O4 N2 1.211(3) . ?
N2 C28 1.462(3) . ?
N2 O8 1.210(3) . ?
O5 C25 1.374(3) . ?
O6 C35 1.216(3) . ?
C2 C3 1.407(3) . ?
C2 C7 1.388(3) . ?
C2 C21 1.538(3) . ?
C4 C8 1.384(3) . ?
C4 C9 1.387(3) . ?
C5 C6 1.384(3) . ?
C5 C7 1.386(3) . ?
C5 C10 1.488(3) . ?
C8 C12 1.475(3) . ?
C8 C20 1.385(3) . ?
C9 C25 1.401(3) . ?
C9 C29 1.548(3) . ?
C10 C16 1.358(3) . ?
C10 C18 1.503(3) . ?
C11 C36 1.534(3) . ?
C11 C37 1.535(3) . ?
C11 C40 1.529(3) . ?
C12 C15 1.355(3) . ?
C12 C17 1.499(3) . ?
C13 C18 1.401(3) . ?
C13 C22 1.473(3) . ?
C13 C39 1.369(3) . ?
C14 C15 1.474(3) . ?
C14 C23 1.390(3) . ?
C14 C26 1.397(3) . ?
C15 C35 1.496(3) . ?
C16 C19 1.470(3) . ?
C16 C22 1.500(3) . ?
C17 C31 1.400(3) . ?
C17 C32 1.389(3) . ?
C18 C33 1.383(3) . ?
C19 C41 1.392(3) . ?
C19 C44 1.390(3) . ?
C20 C24 1.390(3) . ?
C21 C52 1.530(4) . ?
C21 C54 1.530(3) . ?
C21 C60 1.529(4) . ?
C23 C34 1.378(3) . ?
C24 C25 1.404(3) . ?
C24 C38 1.538(3) . ?
C26 C30 1.366(3) . ?
C27 C30 1.370(3) . ?
C27 C34 1.378(3) . ?
C28 C42 1.359(3) . ?
C28 C50 1.371(3) . ?
C29 C43 1.521(3) . ?
C29 C55 1.538(4) . ?
C29 C57 1.541(4) . ?
C31 C35 1.488(4) . ?
C31 C47 1.367(3) . ?
C32 C45 1.403(3) . ?
C32 C53 1.508(3) . ?
C33 C46 1.404(3) . ?
C33 C48 1.499(3) . ?
C38 C56 1.538(4) . ?
C38 C58 1.539(4) . ?
C38 C59 1.536(4) . ?
C39 C49 1.389(4) . ?
C41 C42 1.373(4) . ?
C44 C50 1.368(4) . ?
C45 C51 1.367(4) . ?
C46 C49 1.370(4) . ?
C47 C51 1.387(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
C3 C1 C11 122.02(19) . . ?
C6 C1 C3 116.71(19) . . ?
C6 C1 C11 121.26(19) . . ?
O2 N1 O7 123.2(3) . . ?
O2 N1 C27 118.8(3) . . ?
O7 N1 C27 117.9(2) . . ?
O4 N2 C28 119.2(2) . . ?
O8 N2 O4 122.5(3) . . ?
O8 N2 C28 118.3(2) . . ?
C3 C2 C21 121.93(19) . . ?
C7 C2 C3 116.8(2) . . ?
C7 C2 C21 121.2(2) . . ?
O1 C3 C1 120.17(19) . . ?
O1 C3 C2 116.77(19) . . ?
C1 C3 C2 123.03(19) . . ?
C8 C4 C9 122.5(2) . . ?
C6 C5 C7 118.9(2) . . ?
C6 C5 C10 121.1(2) . . ?
C7 C5 C10 120.01(19) . . ?
C5 C6 C1 122.5(2) . . ?
C5 C7 C2 122.0(2) . . ?
C4 C8 C12 119.8(2) . . ?
C4 C8 C20 118.5(2) . . ?
C20 C8 C12 121.3(2) . . ?
C4 C9 C25 117.0(2) . . ?
C4 C9 C29 120.6(2) . . ?
C25 C9 C29 122.4(2) . . ?
C5 C10 C18 122.51(19) . . ?
C16 C10 C5 127.1(2) . . ?
C16 C10 C18 110.35(18) . . ?
C36 C11 C1 111.17(18) . . ?
C36 C11 C37 106.6(2) . . ?
C37 C11 C1 111.34(19) . . ?
C40 C11 C1 111.32(19) . . ?
C40 C11 C36 106.0(2) . . ?
C40 C11 C37 110.2(2) . . ?
C8 C12 C17 126.7(2) . . ?
C15 C12 C8 123.5(2) . . ?
C15 C12 C17 109.80(19) . . ?
C18 C13 C22 108.2(2) . . ?
C39 C13 C18 122.4(2) . . ?
C39 C13 C22 129.4(2) . . ?
C23 C14 C15 121.6(2) . . ?
C23 C14 C26 118.0(2) . . ?
C26 C14 C15 120.4(2) . . ?
C12 C15 C14 127.9(2) . . ?
C12 C15 C35 108.6(2) . . ?
C14 C15 C35 123.3(2) . . ?
C10 C16 C19 129.5(2) . . ?
C10 C16 C22 107.4(2) . . ?
C19 C16 C22 123.1(2) . . ?
C31 C17 C12 107.4(2) . . ?
C32 C17 C12 132.8(2) . . ?
C32 C17 C31 119.8(2) . . ?
C13 C18 C10 107.1(2) . . ?
C33 C18 C10 132.3(2) . . ?
C33 C18 C13 120.6(2) . . ?
C41 C19 C16 120.6(2) . . ?
C44 C19 C16 122.6(2) . . ?
C44 C19 C41 116.8(2) . . ?
C8 C20 C24 122.5(2) . . ?
C52 C21 C2 111.0(2) . . ?
C54 C21 C2 111.50(19) . . ?
C54 C21 C52 106.8(2) . . ?
C60 C21 C2 109.9(2) . . ?
C60 C21 C52 110.8(2) . . ?
C60 C21 C54 106.7(2) . . ?
O3 C22 C13 125.1(2) . . ?
O3 C22 C16 128.0(2) . . ?
C13 C22 C16 106.92(19) . . ?
C34 C23 C14 121.1(2) . . ?
C20 C24 C25 116.7(2) . . ?
C20 C24 C38 120.5(2) . . ?
C25 C24 C38 122.7(2) . . ?
O5 C25 C9 115.1(2) . . ?
O5 C25 C24 122.1(2) . . ?
C9 C25 C24 122.8(2) . . ?
C30 C26 C14 121.3(2) . . ?
C30 C27 N1 119.0(2) . . ?
C30 C27 C34 121.5(2) . . ?
C34 C27 N1 119.5(2) . . ?
C42 C28 N2 119.9(2) . . ?
C42 C28 C50 121.3(2) . . ?
C50 C28 N2 118.8(2) . . ?
C43 C29 C9 111.64(19) . . ?
C43 C29 C55 107.5(2) . . ?
C43 C29 C57 106.9(2) . . ?
C55 C29 C9 110.7(2) . . ?
C55 C29 C57 110.9(2) . . ?
C57 C29 C9 109.2(2) . . ?
C26 C30 C27 119.3(2) . . ?
C17 C31 C35 108.3(2) . . ?
C47 C31 C17 123.0(2) . . ?
C47 C31 C35 128.7(2) . . ?
C17 C32 C45 116.4(2) . . ?
C17 C32 C53 125.5(2) . . ?
C45 C32 C53 118.2(2) . . ?
C18 C33 C46 116.2(2) . . ?
C18 C33 C48 125.1(2) . . ?
C46 C33 C48 118.7(2) . . ?
C23 C34 C27 118.8(2) . . ?
O6 C35 C15 127.3(2) . . ?
O6 C35 C31 126.9(2) . . ?
C31 C35 C15 105.7(2) . . ?
C24 C38 C56 111.7(2) . . ?
C24 C38 C58 110.8(2) . . ?
C56 C38 C58 105.6(2) . . ?
C59 C38 C24 110.6(2) . . ?
C59 C38 C56 106.9(2) . . ?
C59 C38 C58 111.0(2) . . ?
C13 C39 C49 117.4(2) . . ?
C42 C41 C19 122.3(2) . . ?
C28 C42 C41 118.7(2) . . ?
C50 C44 C19 121.4(2) . . ?
C51 C45 C32 123.0(3) . . ?
C49 C46 C33 122.9(3) . . ?
C31 C47 C51 117.3(3) . . ?
C46 C49 C39 120.5(3) . . ?
C44 C50 C28 119.5(2) . . ?
C45 C51 C47 120.5(3) . . ?

_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_sust_3261_0m_a_sq
_database_code_depnum_ccdc_archive 'CCDC 2130298'
loop_
_audit_author_name
_audit_author_address
'Tuanli Yao'
;Shaanxi University of Science and Technology
China
;
_audit_update_record             
;
2021-12-21 deposited with the CCDC.	2022-03-15 downloaded from the CCDC.
;
_audit_creation_date             2021-12-15
# end Validation Reply Form
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H28 F N O4'
_chemical_formula_sum            'C29 H28 F N O4'
_chemical_formula_weight         473.52
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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                   9.4344(4)
_cell_length_b                   10.4959(5)
_cell_length_c                   14.3304(6)
_cell_angle_alpha                96.736(2)
_cell_angle_beta                 104.101(2)
_cell_angle_gamma                94.205(2)
_cell_volume                     1359.10(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9979
_cell_measurement_temperature    301(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.35
_shelx_estimated_absorpt_T_max   0.986
_shelx_estimated_absorpt_T_min   0.983
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6863
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.157
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_av_unetI/netI     0.0329
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            40874
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.999
_diffrn_reflns_theta_max         24.999
_diffrn_reflns_theta_min         2.238
_diffrn_ambient_temperature      301.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3380
_reflns_number_total             4795
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         0.257
_refine_diff_density_min         -0.385
_refine_diff_density_rms         0.061
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     323
_refine_ls_number_reflns         4795
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0851
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.056
_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)+(0.1200P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1697
_refine_ls_wR_factor_ref         0.1845
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 H1-H26A
 2.2 with sigma of 0.02
3.a Aromatic/amide H refined with riding coordinates:
 C3(H3), C9(H9), C15(H15), C16(H16), C19(H19), C20(H20), C22(H22), C23(H23),
 C24(H24)
3.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C25(H25A,H25B,H25C), C26(H26A,H26B,H26C), C27(H27A,H27B,
 H27C), C28(H28A,H28B,H28C), C29(H29A,H29B,H29C)
3.c Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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
O1 O 0.20754(19) 0.61622(15) 0.93655(10) 0.0536(4) Uani 1 1 d . . . . .
H1 H 0.123896 0.637626 0.923143 0.080 Uiso 1 1 calc DGR . . . .
O2 O 0.5208(2) 0.21091(16) 0.45129(11) 0.0623(5) Uani 1 1 d . . . . .
F1 F 0.13966(19) 0.45658(17) 0.21034(10) 0.0823(5) Uani 1 1 d . . . . .
N1 N 0.7702(3) 0.0291(2) 0.87142(17) 0.0653(6) Uani 1 1 d . . . . .
C1 C 0.2519(2) 0.43221(19) 0.83997(14) 0.0362(5) Uani 1 1 d . . . . .
C2 C 0.2414(2) 0.56584(19) 0.85357(14) 0.0385(5) Uani 1 1 d . . . . .
C3 C 0.2870(2) 0.38193(19) 0.75602(15) 0.0394(5) Uani 1 1 d . . . . .
H3 H 0.293709 0.293747 0.744954 0.047 Uiso 1 1 calc R . . . .
C4 C 0.4417(2) 0.30885(19) 0.59021(15) 0.0393(5) Uani 1 1 d . . . . .
O3 O 0.8322(3) 0.0862(2) 0.95211(16) 0.0963(7) Uani 1 1 d . . . . .
C5 C 0.3127(2) 0.45812(19) 0.68706(15) 0.0387(5) Uani 1 1 d . . . . .
C6 C 0.5298(2) 0.2404(2) 0.66406(15) 0.0415(5) Uani 1 1 d . . . . .
C7 C 0.2670(2) 0.64732(19) 0.78655(15) 0.0406(5) Uani 1 1 d . . . . .
C8 C 0.2266(2) 0.3451(2) 0.91522(15) 0.0439(5) Uani 1 1 d . . . . .
C9 C 0.3018(2) 0.58948(19) 0.70414(15) 0.0420(5) Uani 1 1 d . . . . .
H9 H 0.318545 0.640799 0.658427 0.050 Uiso 1 1 calc R . . . .
C10 C 0.4467(3) 0.2834(2) 0.48628(15) 0.0446(5) Uani 1 1 d . . . . .
C11 C 0.3519(2) 0.40192(19) 0.59904(15) 0.0409(5) Uani 1 1 d . . . . .
C12 C 0.3428(2) 0.3660(2) 0.43296(15) 0.0444(5) Uani 1 1 d . . . . .
O4 O 0.7694(3) -0.0861(2) 0.84862(18) 0.1031(8) Uani 1 1 d . . . . .
C13 C 0.6889(3) 0.1036(2) 0.79971(16) 0.0493(6) Uani 1 1 d . . . . .
C14 C 0.2589(3) 0.79418(19) 0.80380(16) 0.0467(6) Uani 1 1 d . . . . .
C15 C 0.2961(3) 0.3703(2) 0.33493(16) 0.0531(6) Uani 1 1 d . . . . .
H15 H 0.334434 0.321552 0.290332 0.064 Uiso 1 1 calc R . . . .
C16 C 0.6034(2) 0.3005(2) 0.75724(16) 0.0452(5) Uani 1 1 d . . . . .
H16 H 0.599110 0.388186 0.773817 0.054 Uiso 1 1 calc R . . . .
C17 C 0.2864(2) 0.4381(2) 0.50116(15) 0.0440(5) Uani 1 1 d . . . . .
C18 C 0.1905(3) 0.4499(3) 0.30635(17) 0.0578(7) Uani 1 1 d . . . . .
C19 C 0.6817(2) 0.2329(2) 0.82464(16) 0.0503(6) Uani 1 1 d . . . . .
H19 H 0.729521 0.274110 0.886607 0.060 Uiso 1 1 calc R . . . .
C20 C 0.5412(3) 0.1091(2) 0.64166(17) 0.0532(6) Uani 1 1 d . . . . .
H20 H 0.494003 0.066853 0.579902 0.064 Uiso 1 1 calc R . . . .
C21 C 0.1037(3) 0.8248(2) 0.81070(19) 0.0581(7) Uani 1 1 d . . . . .
H21A H 0.033049 0.788507 0.751463 0.087 Uiso 1 1 calc GR . . . .
H21B H 0.101485 0.916614 0.820740 0.087 Uiso 1 1 calc GR . . . .
H21C H 0.080325 0.788343 0.864176 0.087 Uiso 1 1 calc GR . . . .
C22 C 0.6201(3) 0.0411(2) 0.70826(18) 0.0570(6) Uani 1 1 d . . . . .
H22 H 0.627171 -0.046186 0.691988 0.068 Uiso 1 1 calc R . . . .
C23 C 0.1792(3) 0.5173(2) 0.46960(18) 0.0560(6) Uani 1 1 d . . . . .
H23 H 0.139755 0.565983 0.513683 0.067 Uiso 1 1 calc R . . . .
C24 C 0.1315(3) 0.5229(3) 0.3704(2) 0.0638(7) Uani 1 1 d . . . . .
H24 H 0.059751 0.575878 0.347525 0.077 Uiso 1 1 calc R . . . .
C25 C 0.3774(3) 0.8551(2) 0.8952(2) 0.0670(7) Uani 1 1 d . . . . .
H25A H 0.362990 0.816453 0.950152 0.100 Uiso 1 1 calc GR . . . .
H25B H 0.370415 0.946165 0.906469 0.100 Uiso 1 1 calc GR . . . .
H25C H 0.472810 0.840842 0.886204 0.100 Uiso 1 1 calc GR . . . .
C26 C 0.0692(3) 0.3458(3) 0.9250(2) 0.0772(9) Uani 1 1 d . . . . .
H26A H 0.050062 0.432860 0.942160 0.116 Uiso 1 1 calc DGR . . . .
H26B H 0.056376 0.295466 0.974712 0.116 Uiso 1 1 calc GR . . . .
H26C H 0.002083 0.309402 0.864302 0.116 Uiso 1 1 calc GR . . . .
C27 C 0.2523(4) 0.2069(2) 0.8862(2) 0.0737(8) Uani 1 1 d . . . . .
H27A H 0.178747 0.170344 0.828422 0.111 Uiso 1 1 calc GR . . . .
H27B H 0.246598 0.157654 0.937817 0.111 Uiso 1 1 calc GR . . . .
H27C H 0.347883 0.205152 0.874095 0.111 Uiso 1 1 calc GR . . . .
C28 C 0.3354(4) 0.3902(3) 1.01489(19) 0.0729(8) Uani 1 1 d . . . . .
H28A H 0.433966 0.382312 1.009519 0.109 Uiso 1 1 calc GR . . . .
H28B H 0.314368 0.337652 1.061368 0.109 Uiso 1 1 calc GR . . . .
H28C H 0.325750 0.478657 1.035897 0.109 Uiso 1 1 calc GR . . . .
C29 C 0.2884(4) 0.8574(2) 0.7192(2) 0.0805(9) Uani 1 1 d . . . . .
H29A H 0.386093 0.845157 0.713849 0.121 Uiso 1 1 calc GR . . . .
H29B H 0.278993 0.948037 0.730172 0.121 Uiso 1 1 calc GR . . . .
H29C H 0.218662 0.818914 0.660128 0.121 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.363(2) . ?
O2 C10 1.216(3) . ?
F1 C18 1.354(3) . ?
N1 O3 1.222(3) . ?
N1 O4 1.214(3) . ?
N1 C13 1.466(3) . ?
C1 C2 1.407(3) . ?
C1 C3 1.381(3) . ?
C1 C8 1.543(3) . ?
C2 C7 1.410(3) . ?
C3 C5 1.396(3) . ?
C4 C6 1.472(3) . ?
C4 C10 1.495(3) . ?
C4 C11 1.353(3) . ?
C5 C9 1.388(3) . ?
C5 C11 1.470(3) . ?
C6 C16 1.396(3) . ?
C6 C20 1.396(3) . ?
C7 C9 1.386(3) . ?
C7 C14 1.543(3) . ?
C8 C26 1.526(3) . ?
C8 C27 1.515(3) . ?
C8 C28 1.541(4) . ?
C10 C12 1.487(3) . ?
C11 C17 1.493(3) . ?
C12 C15 1.373(3) . ?
C12 C17 1.396(3) . ?
C13 C19 1.374(3) . ?
C13 C22 1.375(3) . ?
C14 C21 1.545(3) . ?
C14 C25 1.536(4) . ?
C14 C29 1.521(3) . ?
C15 C18 1.364(4) . ?
C16 C19 1.368(3) . ?
C17 C23 1.382(3) . ?
C18 C24 1.373(4) . ?
C20 C22 1.365(3) . ?
C23 C24 1.392(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
O3 N1 C13 118.0(2) . . ?
O4 N1 O3 123.5(2) . . ?
O4 N1 C13 118.5(2) . . ?
C2 C1 C8 121.97(17) . . ?
C3 C1 C2 116.93(18) . . ?
C3 C1 C8 121.09(17) . . ?
O1 C2 C1 117.23(18) . . ?
O1 C2 C7 120.00(17) . . ?
C7 C2 C1 122.76(17) . . ?
C1 C3 C5 122.64(18) . . ?
C6 C4 C10 120.87(18) . . ?
C11 C4 C6 130.54(18) . . ?
C11 C4 C10 108.55(19) . . ?
C3 C5 C9 118.19(18) . . ?
C3 C5 C11 121.33(17) . . ?
C9 C5 C11 120.48(18) . . ?
C16 C6 C4 123.04(19) . . ?
C16 C6 C20 117.5(2) . . ?
C20 C6 C4 119.49(19) . . ?
C2 C7 C14 122.11(17) . . ?
C9 C7 C2 116.79(18) . . ?
C9 C7 C14 121.09(19) . . ?
C1 C8 C28 110.87(19) . . ?
C26 C8 C1 110.18(19) . . ?
C26 C8 C28 109.8(2) . . ?
C27 C8 C1 111.65(17) . . ?
C27 C8 C26 108.2(2) . . ?
C27 C8 C28 106.0(2) . . ?
C7 C9 C5 122.68(19) . . ?
O2 C10 C4 127.6(2) . . ?
O2 C10 C12 126.2(2) . . ?
C12 C10 C4 106.15(17) . . ?
C4 C11 C5 128.2(2) . . ?
C4 C11 C17 109.33(18) . . ?
C5 C11 C17 122.38(19) . . ?
C15 C12 C10 129.7(2) . . ?
C15 C12 C17 122.7(2) . . ?
C17 C12 C10 107.42(18) . . ?
C19 C13 N1 120.0(2) . . ?
C19 C13 C22 121.3(2) . . ?
C22 C13 N1 118.7(2) . . ?
C7 C14 C25 109.81(19) . . ?
C21 C14 C7 111.21(18) . . ?
C21 C14 C25 111.63(19) . . ?
C29 C14 C7 110.83(18) . . ?
C29 C14 C21 106.1(2) . . ?
C29 C14 C25 107.2(2) . . ?
C12 C15 C18 116.6(2) . . ?
C19 C16 C6 121.4(2) . . ?
C12 C17 C11 108.45(19) . . ?
C23 C17 C11 132.1(2) . . ?
C23 C17 C12 119.2(2) . . ?
F1 C18 C15 118.8(2) . . ?
F1 C18 C24 118.1(2) . . ?
C24 C18 C15 123.1(2) . . ?
C16 C19 C13 119.2(2) . . ?
C22 C20 C6 121.6(2) . . ?
C20 C22 C13 119.1(2) . . ?
C17 C23 C24 118.6(2) . . ?
C18 C24 C23 119.9(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
# start Validation Reply Form
_vrf_PLAT420_sust_3261_0m_a_sq   
;
PROBLEM: D-H Bond Without Acceptor  O1       --H1       .     Please Check  
RESPONSE: Because of diffused electron density and large thermal motions, it is
difficult to locate the hydrogen atoms precise coordinates.
;
