# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2023

####################################################################### 
# 
# 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_exp_6309
_database_code_depnum_ccdc_archive 'CCDC 2252111'
loop_
_audit_author_name
_audit_author_address
'Fangfang Jia'
;Beijing University of Chinese Medicine
China
;
_audit_update_record             
;
2023-03-28 deposited with the CCDC.	2023-08-04 downloaded from the CCDC.
;
_audit_creation_date             2023-03-28
_audit_creation_method           
;
Olex2 1.5
(compiled 2023.03.06 svn.rbb2c1857 for OlexSys, GUI svn.r6748)
;
_chemical_name_systematic        peniciterpenolide
_chemical_formula_moiety         'C24 H30 O5, C H4 O'
_chemical_formula_sum            'C25 H34 O6'
_chemical_formula_weight         430.545
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.01920 0.00962 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.21560 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.00304 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.05239 0.03377 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.25080 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           ' P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z

_symmetry_Int_Tables_number      4
_cell_length_a                   10.0536(2)
_cell_length_b                   7.97887(15)
_cell_length_c                   13.6703(3)
_cell_angle_alpha                90
_cell_angle_beta                 93.4580(19)
_cell_angle_gamma                90
_cell_volume                     1094.59(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4148
_cell_measurement_temperature    110.55(10)
_cell_measurement_theta_max      71.0550
_cell_measurement_theta_min      4.4110
_exptl_absorpt_coefficient_mu    0.748
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83790
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_description       plate
_exptl_crystal_F_000             465.589
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.13
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_unetI/netI     0.0356
_diffrn_reflns_Laue_measured_fraction_full 0.9981
_diffrn_reflns_Laue_measured_fraction_max 0.9887
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6953
_diffrn_reflns_point_group_measured_fraction_full 0.9965
_diffrn_reflns_point_group_measured_fraction_max 0.9725
_diffrn_reflns_theta_full        67.6840
_diffrn_reflns_theta_max         71.29
_diffrn_reflns_theta_min         5.63
_diffrn_ambient_temperature      110.55(10)
_diffrn_detector_area_resol_mean 16.0971
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9981
_diffrn_measured_fraction_theta_max 0.9887
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   30.00   57.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   57.0000    0.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega   61.00   93.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   57.0000    0.0000 32

#__ type_ start__ end____ width___ exp.time_
  3 omega   25.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -37.0000    0.0000 30

#__ type_ start__ end____ width___ exp.time_
  4 omega   22.00   56.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -77.0000    0.0000 34

#__ type_ start__ end____ width___ exp.time_
  5 omega   43.00  109.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000   90.0000 66

#__ type_ start__ end____ width___ exp.time_
  6 omega   57.00   85.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 28

#__ type_ start__ end____ width___ exp.time_
  7 omega   50.00   88.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 38

#__ type_ start__ end____ width___ exp.time_
  8 omega   72.00  110.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   15.0000    0.0000 38

#__ type_ start__ end____ width___ exp.time_
  9 omega   90.00  158.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000    0.0000 68

#__ type_ start__ end____ width___ exp.time_
 10 omega  132.00  167.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 35

#__ type_ start__ end____ width___ exp.time_
 11 omega  130.00  169.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  111.0000 -120.0000 39

#__ type_ start__ end____ width___ exp.time_
 12 omega   92.00  166.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -180.0000 74

#__ type_ start__ end____ width___ exp.time_
 13 omega   90.00  175.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000 -120.0000 85

#__ type_ start__ end____ width___ exp.time_
 14 omega   90.00  121.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000  -60.0000 31

#__ type_ start__ end____ width___ exp.time_
 15 omega   82.00  107.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  -60.0000 25

#__ type_ start__ end____ width___ exp.time_
 16 omega   65.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  178.0000 -180.0000 36

#__ type_ start__ end____ width___ exp.time_
 17 omega   15.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   77.0000 -120.0000 89

#__ type_ start__ end____ width___ exp.time_
 18 omega   28.00   82.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919   57.0000 -180.0000 54

#__ type_ start__ end____ width___ exp.time_
 19 omega   24.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -19.0000 -180.0000 39

#__ type_ start__ end____ width___ exp.time_
 20 omega   40.00   91.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 51

#__ type_ start__ end____ width___ exp.time_
 21 omega   67.00  102.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -60.0000 35

#__ type_ start__ end____ width___ exp.time_
 22 omega   50.00  123.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  120.0000 73

#__ type_ start__ end____ width___ exp.time_
 23 omega   82.00  107.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 25

#__ type_ start__ end____ width___ exp.time_
 24 omega  111.00  151.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   77.0000  150.0000 40

#__ type_ start__ end____ width___ exp.time_
 25 omega   61.00  147.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000  150.0000 86

#__ type_ start__ end____ width___ exp.time_
 26 omega  -27.00   51.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -37.0000   90.0000 78

#__ type_ start__ end____ width___ exp.time_
 27 omega  -28.00   -2.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -77.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 28 omega  -30.00    1.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.7919  -37.0000    0.0000 31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_reflns_Friedel_coverage         0.954
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              9
_reflns_limit_k_min              -9
_reflns_limit_l_max              16
_reflns_limit_l_min              -16
_reflns_number_gt                4052
_reflns_number_total             4141
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine 1.5 (Bourhis et al., 2015)'
_computing_structure_solution    'A short history of SHELX (Sheldrick, 2007)'
_refine_diff_density_max         0.2666
_refine_diff_density_min         -0.2206
_refine_diff_density_rms         0.0429
_refine_ls_abs_structure_details 
'Hooft, R.W.W., Straver, L.H., Spek, A.L. (2010). J. Appl. Cryst., 43, 665-668.'
_refine_ls_abs_structure_Flack   -0.04(8)
_refine_ls_d_res_high            0.8139
_refine_ls_d_res_low             7.8613
_refine_ls_extinction_coef       0.0097(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0503
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    50
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4141
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0363
_refine_ls_restrained_S_all      1.0503
_refine_ls_shift/su_max          -0.0006
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0610P)²+0.1623P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0956
_refine_ls_wR_factor_ref         0.0967
_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.a Ternary CH refined with riding coordinates:
 C13(H13), C17(H17), C4(H4)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12a,H12b), C11(H11a,H11b), C15(H15a,H15b), C16(H16a,H16b)
2.c Aromatic/amide H refined with riding coordinates:
 C8(H8)
2.d Idealised Me refined as rotating group:
 C22(H22a,H22b,H22c), C23(H23a,H23b,H23c), C21(H21a,H21b,H21c), C24(H24a,H24b,
 H24c), C20(H20a,H20b,H20c), C25(H25a,H25b,H25c), C5(H5a,H5b,H5c)
2.e Idealised tetrahedral OH refined as rotating group:
 O6(H6)
;
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_refinement_flags_posn
O2 O -0.94525(11) -0.83157(15) -0.02006(8) 0.0183(3) Uani 1.000000 .
O3 O -0.57682(12) -0.32628(16) -0.22575(8) 0.0209(3) Uani 1.000000 .
O6 O -1.32660(12) -0.81648(18) -0.18411(10) 0.0268(3) Uani 1.000000 .
H6 H -1.2522(3) -0.786(3) -0.1634(11) 0.0401(4) Uiso 1.000000 GR
O5 O -0.51928(12) -0.46524(17) -0.46239(9) 0.0244(3) Uani 1.000000 .
C3 C -0.58565(16) -0.3800(2) -0.30780(11) 0.0147(3) Uani 1.000000 .
O1 O -1.04676(11) -0.74638(16) -0.15860(9) 0.0224(3) Uani 1.000000 .
O4 O -0.70437(12) -0.57959(15) -0.52872(8) 0.0219(3) Uani 1.000000 .
C19 C -0.94549(15) -0.7505(2) -0.10676(11) 0.0155(3) Uani 1.000000 .
C12 C -0.68166(16) -0.8824(2) -0.22122(11) 0.0154(3) Uani 1.000000 .
H12a H -0.61057(16) -0.9646(2) -0.21531(11) 0.0185(4) Uiso 1.000000 R
H12b H -0.76293(16) -0.9390(2) -0.24441(11) 0.0185(4) Uiso 1.000000 R
C14 C -0.81291(15) -0.66615(19) -0.12470(11) 0.0123(3) Uani 1.000000 .
C2 C -0.70750(16) -0.4605(2) -0.36327(11) 0.0147(3) Uani 1.000000 .
C18 C -0.71949(16) -0.92827(19) -0.03699(12) 0.0156(3) Uani 1.000000 .
C13 C -0.70038(15) -0.80196(18) -0.12180(11) 0.0123(3) Uani 1.000000 .
H13 H -0.61720(15) -0.74219(18) -0.10421(11) 0.0148(4) Uiso 1.000000 R
C11 C -0.64708(16) -0.7463(2) -0.29355(11) 0.0160(3) Uani 1.000000 .
H11a H -0.56777(16) -0.6875(2) -0.26836(11) 0.0192(4) Uiso 1.000000 R
H11b H -0.62742(16) -0.7978(2) -0.35529(11) 0.0192(4) Uiso 1.000000 R
C17 C -0.81366(16) -0.8426(2) 0.03223(11) 0.0165(3) Uani 1.000000 .
H17 H -0.81987(16) -0.9105(2) 0.09151(11) 0.0198(4) Uiso 1.000000 R
C6 C -0.81380(16) -0.3233(2) -0.37817(11) 0.0160(3) Uani 1.000000 .
C8 C -0.89101(15) -0.4163(2) -0.22172(12) 0.0147(3) Uani 1.000000 .
H8 H -0.93524(15) -0.3841(2) -0.16692(12) 0.0177(4) Uiso 1.000000 R
C15 C -0.78295(15) -0.55455(19) -0.03228(11) 0.0136(3) Uani 1.000000 .
H15a H -0.69992(15) -0.49461(19) -0.03836(11) 0.0164(4) Uiso 1.000000 R
H15b H -0.85357(15) -0.47278(19) -0.02706(11) 0.0164(4) Uiso 1.000000 R
C10 C -0.76149(15) -0.6193(2) -0.31156(11) 0.0138(3) Uani 1.000000 .
C22 C -0.87676(17) -0.7030(2) -0.37434(12) 0.0192(3) Uani 1.000000 .
H22a H -0.8422(3) -0.7526(15) -0.4315(5) 0.0288(5) Uiso 1.000000 GR
H22b H -0.9173(9) -0.7881(12) -0.3364(4) 0.0288(5) Uiso 1.000000 GR
H22c H -0.9421(7) -0.6199(4) -0.3939(9) 0.0288(5) Uiso 1.000000 GR
C4 C -0.47194(17) -0.3713(2) -0.37651(12) 0.0206(3) Uani 1.000000 .
H4 H -0.45878(17) -0.2542(2) -0.39532(12) 0.0248(4) Uiso 1.000000 R
C9 C -0.82188(15) -0.55923(19) -0.21728(11) 0.0129(3) Uani 1.000000 .
C23 C -0.58523(17) -0.9673(2) 0.01695(12) 0.0209(3) Uani 1.000000 .
H23a H -0.5479(7) -0.8661(4) 0.0449(9) 0.0313(5) Uiso 1.000000 GR
H23b H -0.5980(3) -1.0470(14) 0.0682(7) 0.0313(5) Uiso 1.000000 GR
H23c H -0.5256(5) -1.0132(17) -0.0284(3) 0.0313(5) Uiso 1.000000 GR
C21 C -1.01110(17) -0.1777(2) -0.31164(13) 0.0199(3) Uani 1.000000 .
H21a H -0.9868(6) -0.0879(8) -0.2674(7) 0.0299(5) Uiso 1.000000 GR
H21b H -1.0245(9) -0.1343(13) -0.3770(3) 0.0299(5) Uiso 1.000000 GR
H21c H -1.0919(4) -0.2290(5) -0.2925(10) 0.0299(5) Uiso 1.000000 GR
C24 C -0.78233(18) -1.0951(2) -0.07146(12) 0.0205(3) Uani 1.000000 .
H24a H -0.8635(7) -1.0735(2) -0.1100(9) 0.0307(5) Uiso 1.000000 GR
H24b H -0.7215(6) -1.1544(8) -0.1105(9) 0.0307(5) Uiso 1.000000 GR
H24c H -0.8013(13) -1.1617(8) -0.01550(13) 0.0307(5) Uiso 1.000000 GR
C7 C -0.90113(16) -0.3066(2) -0.30862(12) 0.0160(3) Uani 1.000000 .
C1 C -0.64952(17) -0.5094(2) -0.46018(12) 0.0170(3) Uani 1.000000 .
C16 C -0.77268(17) -0.6651(2) 0.06049(11) 0.0178(3) Uani 1.000000 .
H16a H -0.83066(17) -0.6217(2) 0.10872(11) 0.0214(4) Uiso 1.000000 R
H16b H -0.68194(17) -0.6645(2) 0.08895(11) 0.0214(4) Uiso 1.000000 R
C20 C -0.80380(19) -0.2104(2) -0.46575(13) 0.0236(4) Uani 1.000000 .
H20a H -0.7129(3) -0.1762(15) -0.4705(6) 0.0354(6) Uiso 1.000000 GR
H20b H -0.8335(14) -0.2697(6) -0.52413(17) 0.0354(6) Uiso 1.000000 GR
H20c H -0.8587(12) -0.1132(9) -0.4584(5) 0.0354(6) Uiso 1.000000 GR
C25 C -1.31602(18) -0.9112(2) -0.27127(13) 0.0247(4) Uani 1.000000 .
H25a H -1.3825(10) -0.8743(13) -0.3199(4) 0.0370(6) Uiso 1.000000 GR
H25b H -1.2291(6) -0.8954(15) -0.2953(6) 0.0370(6) Uiso 1.000000 GR
H25c H -1.3292(15) -1.0278(3) -0.2575(3) 0.0370(6) Uiso 1.000000 GR
C5 C -0.34151(18) -0.4405(3) -0.33313(14) 0.0282(4) Uani 1.000000 .
H5a H -0.3534(4) -0.5554(7) -0.3147(11) 0.0423(6) Uiso 1.000000 GR
H5b H -0.2754(5) -0.4338(19) -0.3808(4) 0.0423(6) Uiso 1.000000 GR
H5c H -0.3129(8) -0.3762(13) -0.2763(7) 0.0423(6) Uiso 1.000000 GR


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C19 1.350(2) . ?
O2 C17 1.4680(19) . ?
O3 C3 1.199(2) . ?
O6 H6 0.8200 . ?
O6 C25 1.420(2) . ?
O5 C4 1.449(2) . ?
O5 C1 1.358(2) . ?
C3 C2 1.541(2) . ?
C3 C4 1.524(2) . ?
O1 C19 1.205(2) . ?
O4 C1 1.197(2) . ?
C19 C14 1.526(2) . ?
C12 H12a 0.9700 . ?
C12 H12b 0.9700 . ?
C12 C13 1.525(2) . ?
C12 C11 1.523(2) . ?
C14 C13 1.565(2) . ?
C14 C15 1.560(2) . ?
C14 C9 1.524(2) . ?
C2 C6 1.535(2) . ?
C2 C10 1.564(2) . ?
C2 C1 1.530(2) . ?
C18 C13 1.557(2) . ?
C18 C17 1.539(2) . ?
C18 C23 1.530(2) . ?
C18 C24 1.535(2) . ?
C13 H13 0.9800 . ?
C11 H11a 0.9700 . ?
C11 H11b 0.9700 . ?
C11 C10 1.541(2) . ?
C17 H17 0.9800 . ?
C17 C16 1.518(2) . ?
C6 C7 1.339(2) . ?
C6 C20 1.506(2) . ?
C8 H8 0.9300 . ?
C8 C9 1.335(2) . ?
C8 C7 1.474(2) . ?
C15 H15a 0.9700 . ?
C15 H15b 0.9700 . ?
C15 C16 1.543(2) . ?
C10 C22 1.551(2) . ?
C10 C9 1.534(2) . ?
C22 H22a 0.9600 . ?
C22 H22b 0.9600 . ?
C22 H22c 0.9600 . ?
C4 H4 0.9800 . ?
C4 C5 1.511(3) . ?
C23 H23a 0.9600 . ?
C23 H23b 0.9600 . ?
C23 H23c 0.9600 . ?
C21 H21a 0.9600 . ?
C21 H21b 0.9600 . ?
C21 H21c 0.9600 . ?
C21 C7 1.509(2) . ?
C24 H24a 0.9600 . ?
C24 H24b 0.9600 . ?
C24 H24c 0.9600 . ?
C16 H16a 0.9700 . ?
C16 H16b 0.9700 . ?
C20 H20a 0.9600 . ?
C20 H20b 0.9600 . ?
C20 H20c 0.9600 . ?
C25 H25a 0.9600 . ?
C25 H25b 0.9600 . ?
C25 H25c 0.9600 . ?
C5 H5a 0.9600 . ?
C5 H5b 0.9600 . ?
C5 H5c 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C17 O2 C19 114.20(12) . . ?
C25 O6 H6 109.5 . . ?
C1 O5 C4 112.72(12) . . ?
C2 C3 O3 128.38(15) . . ?
C4 C3 O3 122.96(15) . . ?
C4 C3 C2 108.62(13) . . ?
O1 C19 O2 119.08(14) . . ?
C14 C19 O2 113.39(13) . . ?
C14 C19 O1 127.47(15) . . ?
H12b C12 H12a 108.3 . . ?
C13 C12 H12a 109.91(8) . . ?
C13 C12 H12b 109.91(8) . . ?
C11 C12 H12a 109.91(8) . . ?
C11 C12 H12b 109.91(9) . . ?
C11 C12 C13 108.88(13) . . ?
C13 C14 C19 109.11(12) . . ?
C15 C14 C19 104.45(12) . . ?
C15 C14 C13 105.71(11) . . ?
C9 C14 C19 111.82(12) . . ?
C9 C14 C13 114.51(12) . . ?
C9 C14 C15 110.60(12) . . ?
C6 C2 C3 107.15(13) . . ?
C10 C2 C3 113.71(12) . . ?
C10 C2 C6 112.34(12) . . ?
C1 C2 C3 101.50(13) . . ?
C1 C2 C6 111.46(12) . . ?
C1 C2 C10 110.18(13) . . ?
C17 C18 C13 106.17(12) . . ?
C23 C18 C13 110.22(13) . . ?
C23 C18 C17 110.58(13) . . ?
C24 C18 C13 113.56(13) . . ?
C24 C18 C17 108.47(13) . . ?
C24 C18 C23 107.83(14) . . ?
C14 C13 C12 113.38(12) . . ?
C18 C13 C12 114.75(12) . . ?
C18 C13 C14 110.21(12) . . ?
H13 C13 C12 105.91(8) . . ?
H13 C13 C14 105.91(8) . . ?
H13 C13 C18 105.91(8) . . ?
H11a C11 C12 109.21(9) . . ?
H11b C11 C12 109.21(8) . . ?
H11b C11 H11a 107.9 . . ?
C10 C11 C12 112.03(13) . . ?
C10 C11 H11a 109.21(8) . . ?
C10 C11 H11b 109.21(8) . . ?
C18 C17 O2 107.28(12) . . ?
H17 C17 O2 109.59(7) . . ?
H17 C17 C18 109.59(8) . . ?
C16 C17 O2 106.90(13) . . ?
C16 C17 C18 113.79(13) . . ?
C16 C17 H17 109.59(8) . . ?
C7 C6 C2 117.23(14) . . ?
C20 C6 C2 116.92(14) . . ?
C20 C6 C7 125.66(15) . . ?
C9 C8 H8 118.17(9) . . ?
C7 C8 H8 118.17(9) . . ?
C7 C8 C9 123.65(14) . . ?
H15a C15 C14 109.70(8) . . ?
H15b C15 C14 109.70(8) . . ?
H15b C15 H15a 108.2 . . ?
C16 C15 C14 109.84(12) . . ?
C16 C15 H15a 109.70(8) . . ?
C16 C15 H15b 109.70(8) . . ?
C11 C10 C2 109.19(12) . . ?
C22 C10 C2 111.51(12) . . ?
C22 C10 C11 109.35(13) . . ?
C9 C10 C2 106.97(12) . . ?
C9 C10 C11 113.61(12) . . ?
C9 C10 C22 106.20(12) . . ?
H22a C22 C10 109.5 . . ?
H22b C22 C10 109.5 . . ?
H22b C22 H22a 109.5 . . ?
H22c C22 C10 109.5 . . ?
H22c C22 H22a 109.5 . . ?
H22c C22 H22b 109.5 . . ?
C3 C4 O5 104.70(13) . . ?
H4 C4 O5 108.88(9) . . ?
H4 C4 C3 108.88(9) . . ?
C5 C4 O5 111.34(15) . . ?
C5 C4 C3 114.01(14) . . ?
C5 C4 H4 108.88(10) . . ?
C8 C9 C14 121.36(13) . . ?
C10 C9 C14 121.06(13) . . ?
C10 C9 C8 117.40(14) . . ?
H23a C23 C18 109.5 . . ?
H23b C23 C18 109.5 . . ?
H23b C23 H23a 109.5 . . ?
H23c C23 C18 109.5 . . ?
H23c C23 H23a 109.5 . . ?
H23c C23 H23b 109.5 . . ?
H21b C21 H21a 109.5 . . ?
H21c C21 H21a 109.5 . . ?
H21c C21 H21b 109.5 . . ?
C7 C21 H21a 109.5 . . ?
C7 C21 H21b 109.5 . . ?
C7 C21 H21c 109.5 . . ?
H24a C24 C18 109.5 . . ?
H24b C24 C18 109.5 . . ?
H24b C24 H24a 109.5 . . ?
H24c C24 C18 109.5 . . ?
H24c C24 H24a 109.5 . . ?
H24c C24 H24b 109.5 . . ?
C8 C7 C6 119.80(14) . . ?
C21 C7 C6 123.99(15) . . ?
C21 C7 C8 116.20(14) . . ?
O4 C1 O5 120.21(15) . . ?
C2 C1 O5 111.78(14) . . ?
C2 C1 O4 128.00(16) . . ?
C15 C16 C17 108.69(12) . . ?
H16a C16 C17 109.95(9) . . ?
H16a C16 C15 109.95(8) . . ?
H16b C16 C17 109.95(9) . . ?
H16b C16 C15 109.95(8) . . ?
H16b C16 H16a 108.3 . . ?
H20a C20 C6 109.5 . . ?
H20b C20 C6 109.5 . . ?
H20b C20 H20a 109.5 . . ?
H20c C20 C6 109.5 . . ?
H20c C20 H20a 109.5 . . ?
H20c C20 H20b 109.5 . . ?
H25a C25 O6 109.5 . . ?
H25b C25 O6 109.5 . . ?
H25b C25 H25a 109.5 . . ?
H25c C25 O6 109.5 . . ?
H25c C25 H25a 109.5 . . ?
H25c C25 H25b 109.5 . . ?
H5a C5 C4 109.5 . . ?
H5b C5 C4 109.5 . . ?
H5b C5 H5a 109.5 . . ?
H5c C5 C4 109.5 . . ?
H5c C5 H5a 109.5 . . ?
H5c C5 H5b 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C19 C14 C13 58.99(14) . . . . ?
O2 C19 C14 C15 -53.66(14) . . . . ?
O2 C19 C14 C9 -173.30(13) . . . . ?
O2 C17 C18 C13 68.50(13) . . . . ?
O2 C17 C18 C23 -171.94(12) . . . . ?
O2 C17 C18 C24 -53.89(13) . . . . ?
O2 C17 C16 C15 -53.33(12) . . . . ?
O3 C3 C2 C6 66.19(18) . . . . ?
O3 C3 C2 C10 -58.56(19) . . . . ?
O3 C3 C2 C1 -176.84(19) . . . . ?
O3 C3 C4 O5 173.97(18) . . . . ?
O3 C3 C4 C5 52.05(19) . . . . ?
O5 C4 C3 C2 -8.09(15) . . . . ?
O5 C1 C2 C3 -0.57(14) . . . . ?
O5 C1 C2 C6 113.21(14) . . . . ?
O5 C1 C2 C10 -121.37(13) . . . . ?
C3 C2 C6 C7 -90.69(14) . . . . ?
C3 C2 C6 C20 84.58(14) . . . . ?
C3 C2 C10 C11 -54.62(14) . . . . ?
C3 C2 C10 C22 -175.57(13) . . . . ?
C3 C2 C10 C9 68.72(14) . . . . ?
C3 C2 C1 O4 178.65(11) . . . . ?
O1 C19 C14 C13 -123.90(17) . . . . ?
O1 C19 C14 C15 123.45(18) . . . . ?
O1 C19 C14 C9 3.82(19) . . . . ?
O4 C1 C2 C6 -67.57(19) . . . . ?
O4 C1 C2 C10 57.86(18) . . . . ?
C19 C14 C13 C12 88.91(13) . . . . ?
C19 C14 C13 C18 -41.26(13) . . . . ?
C19 C14 C15 C16 60.18(13) . . . . ?
C19 C14 C9 C8 70.35(14) . . . . ?
C19 C14 C9 C10 -104.49(13) . . . . ?
C12 C13 C14 C15 -159.27(13) . . . . ?
C12 C13 C14 C9 -37.27(14) . . . . ?
C12 C13 C18 C17 -147.08(14) . . . . ?
C12 C13 C18 C23 93.12(14) . . . . ?
C12 C13 C18 C24 -27.98(15) . . . . ?
C12 C11 C10 C2 165.31(13) . . . . ?
C12 C11 C10 C22 -72.43(14) . . . . ?
C12 C11 C10 C9 46.01(15) . . . . ?
C14 C13 C18 C17 -17.64(13) . . . . ?
C14 C13 C18 C23 -137.44(13) . . . . ?
C14 C13 C18 C24 101.46(13) . . . . ?
C14 C15 C16 C17 -7.57(13) . . . . ?
C14 C9 C8 C7 178.90(13) . . . . ?
C14 C9 C10 C2 -145.25(14) . . . . ?
C14 C9 C10 C11 -24.68(15) . . . . ?
C14 C9 C10 C22 95.55(15) . . . . ?
C2 C6 C7 C8 0.89(17) . . . . ?
C2 C6 C7 C21 179.64(13) . . . . ?
C2 C10 C9 C8 39.71(14) . . . . ?
C18 C17 C16 C15 64.91(14) . . . . ?
C11 C10 C9 C8 160.28(13) . . . . ?
C6 C7 C8 C9 -17.28(18) . . . . ?
C8 C9 C10 C22 -79.49(15) . . . . ?


_olex2_submission_special_instructions 'No special instructions were received'
