# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_ja
_database_code_depnum_ccdc_archive 'CCDC 2080106'
loop_
_audit_author_name
_audit_author_address
'cys yxysyz' 'the Cambridge crystallographic data centre'
_audit_update_record             
;
2021-04-26 deposited with the CCDC.	2021-07-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C1.55 H1.45 O0.45'
_chemical_formula_weight         27.30

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)

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

_cell_length_a                   9.9700(3)
_cell_length_b                   11.9190(3)
_cell_length_c                   12.5827(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1495.23(8)
_cell_formula_units_Z            44
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3498
_cell_measurement_theta_min      2.35
_cell_measurement_theta_max      27.83

_exptl_crystal_description       BAR
_exptl_crystal_colour            COLORLESS
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.334
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             632
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18335
_diffrn_reflns_av_R_equivalents  0.0172
_diffrn_reflns_av_sigmaI/netI    0.0116
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.35
_diffrn_reflns_theta_max         27.83
_reflns_number_total             3498
_reflns_number_gt                3242
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0863P)²+0.1522P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.1(10)
_refine_ls_number_reflns         3498
_refine_ls_number_parameters     199
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0407
_refine_ls_wR_factor_ref         0.1239
_refine_ls_wR_factor_gt          0.1198
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O3 O 0.20504(13) 0.97432(14) 0.16292(11) 0.0621(4) Uani 1 1 d . . .
O2 O 0.30043(16) 1.11311(16) -0.26248(11) 0.0653(4) Uani 1 1 d . . .
C19 C 0.19763(15) 1.15153(12) -0.05288(12) 0.0367(3) Uani 1 1 d . . .
H19A H 0.2048 1.2332 -0.0456 0.044 Uiso 1 1 calc R . .
C18 C 0.11049(17) 1.12809(15) -0.14794(13) 0.0430(3) Uani 1 1 d . . .
C17 C 0.3800(2) 1.09101(16) -0.17397(15) 0.0505(4) Uani 1 1 d . . .
C16 C 0.33700(15) 1.10638(13) -0.06988(13) 0.0390(3) Uani 1 1 d . . .
O1 O 0.20406(15) 1.25536(15) 0.14500(13) 0.0691(4) Uani 1 1 d . . .
C15 C 0.10959(14) 1.10773(13) 0.04159(12) 0.0364(3) Uani 1 1 d . . .
O4 O 0.1037(2) 1.1286(2) -0.33667(13) 0.0861(6) Uani 1 1 d . . .
C13 C -0.03605(15) 1.10267(13) -0.00538(13) 0.0418(3) Uani 1 1 d . . .
H13A H -0.0811 1.0341 0.0159 0.050 Uiso 1 1 calc R . .
H13B H -0.0888 1.1664 0.0180 0.050 Uiso 1 1 calc R . .
C12 C 0.15518(15) 0.99183(15) 0.07750(14) 0.0439(3) Uani 1 1 d . . .
C11 C -0.01531(18) 1.10556(15) -0.12270(15) 0.0461(4) Uani 1 1 d . . .
H11A H -0.0829 1.0930 -0.1722 0.055 Uiso 1 1 calc R . .
O5 O 0.13515(17) 0.91612(11) 0.00276(12) 0.0605(4) Uani 1 1 d . . .
C9 C 0.1657(2) 1.12460(18) -0.25535(14) 0.0554(5) Uani 1 1 d . . .
C8 C 0.42816(16) 1.08509(15) 0.01110(16) 0.0473(4) Uani 1 1 d . . .
H8A H 0.4028 1.0973 0.0813 0.057 Uiso 1 1 calc R . .
C7 C 0.11764(16) 1.18488(16) 0.13898(13) 0.0474(4) Uani 1 1 d . . .
C6 C 0.55707(17) 1.04571(19) -0.0109(2) 0.0613(5) Uani 1 1 d . . .
H6A H 0.6163 1.0292 0.0440 0.074 Uiso 1 1 calc R . .
C5 C 0.5087(2) 1.0541(2) -0.19691(19) 0.0672(6) Uani 1 1 d . . .
H5A H 0.5359 1.0446 -0.2671 0.081 Uiso 1 1 calc R . .
C4 C 0.5951(2) 1.0316(2) -0.1154(2) 0.0726(7) Uani 1 1 d . . .
H4A H 0.6813 1.0064 -0.1307 0.087 Uiso 1 1 calc R . .
C3 C 0.0151(2) 1.1707(2) 0.22463(17) 0.0654(6) Uani 1 1 d . . .
H3A H 0.0317 1.2241 0.2802 0.098 Uiso 1 1 calc R . .
H3B H 0.0207 1.0961 0.2530 0.098 Uiso 1 1 calc R . .
H3C H -0.0727 1.1829 0.1957 0.098 Uiso 1 1 calc R . .
C2 C 0.1813(4) 0.8025(2) 0.0242(3) 0.1043(13) Uani 1 1 d . . .
H2A H 0.2239 0.8004 0.0935 0.125 Uiso 1 1 calc R . .
H2B H 0.1047 0.7523 0.0261 0.125 Uiso 1 1 calc R . .
C1 C 0.2696(6) 0.7658(4) -0.0504(3) 0.143(2) Uani 1 1 d . . .
H1A H 0.2987 0.6914 -0.0327 0.215 Uiso 1 1 calc R . .
H1B H 0.3457 0.8151 -0.0524 0.215 Uiso 1 1 calc R . .
H1C H 0.2267 0.7651 -0.1187 0.215 Uiso 1 1 calc R . .


_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
O3 C12 1.203(2) . ?
O2 C9 1.354(3) . ?
O2 C17 1.392(3) . ?
C19 C18 1.504(2) . ?
C19 C16 1.505(2) . ?
C19 C15 1.567(2) . ?
C19 H19A 0.9800 . ?
C18 C11 1.321(3) . ?
C18 C9 1.460(2) . ?
C17 C5 1.387(3) . ?
C17 C16 1.390(2) . ?
C16 C8 1.389(2) . ?
O1 C7 1.206(2) . ?
C15 C12 1.523(2) . ?
C15 C7 1.534(2) . ?
C15 C13 1.569(2) . ?
O4 C9 1.196(3) . ?
C13 C11 1.491(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C12 O5 1.318(3) . ?
C11 H11A 0.9300 . ?
O5 C2 1.456(2) . ?
C8 C6 1.396(2) . ?
C8 H8A 0.9300 . ?
C7 C3 1.495(3) . ?
C6 C4 1.379(4) . ?
C6 H6A 0.9300 . ?
C5 C4 1.366(4) . ?
C5 H5A 0.9300 . ?
C4 H4A 0.9300 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C2 C1 1.358(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 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
C9 O2 C17 122.11(14) . . ?
C18 C19 C16 110.71(13) . . ?
C18 C19 C15 102.58(12) . . ?
C16 C19 C15 120.38(12) . . ?
C18 C19 H19A 107.5 . . ?
C16 C19 H19A 107.5 . . ?
C15 C19 H19A 107.5 . . ?
C11 C18 C9 125.06(16) . . ?
C11 C18 C19 113.25(15) . . ?
C9 C18 C19 121.59(15) . . ?
C5 C17 C16 121.53(19) . . ?
C5 C17 O2 114.87(18) . . ?
C16 C17 O2 123.58(17) . . ?
C8 C16 C17 117.75(16) . . ?
C8 C16 C19 124.40(15) . . ?
C17 C16 C19 117.74(15) . . ?
C12 C15 C7 106.93(14) . . ?
C12 C15 C19 111.10(12) . . ?
C7 C15 C19 112.14(13) . . ?
C12 C15 C13 110.68(12) . . ?
C7 C15 C13 111.86(12) . . ?
C19 C15 C13 104.21(12) . . ?
C11 C13 C15 104.11(14) . . ?
C11 C13 H13A 110.9 . . ?
C15 C13 H13A 110.9 . . ?
C11 C13 H13B 110.9 . . ?
C15 C13 H13B 110.9 . . ?
H13A C13 H13B 109.0 . . ?
O3 C12 O5 125.55(18) . . ?
O3 C12 C15 123.09(18) . . ?
O5 C12 C15 111.35(14) . . ?
C18 C11 C13 111.98(15) . . ?
C18 C11 H11A 124.0 . . ?
C13 C11 H11A 124.0 . . ?
C12 O5 C2 117.2(2) . . ?
O4 C9 O2 117.38(19) . . ?
O4 C9 C18 126.6(2) . . ?
O2 C9 C18 115.99(16) . . ?
C16 C8 C6 121.23(18) . . ?
C16 C8 H8A 119.4 . . ?
C6 C8 H8A 119.4 . . ?
O1 C7 C3 121.47(17) . . ?
O1 C7 C15 120.34(16) . . ?
C3 C7 C15 118.19(16) . . ?
C4 C6 C8 118.9(2) . . ?
C4 C6 H6A 120.5 . . ?
C8 C6 H6A 120.5 . . ?
C4 C5 C17 119.3(2) . . ?
C4 C5 H5A 120.3 . . ?
C17 C5 H5A 120.3 . . ?
C5 C4 C6 121.23(19) . . ?
C5 C4 H4A 119.4 . . ?
C6 C4 H4A 119.4 . . ?
C7 C3 H3A 109.5 . . ?
C7 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C7 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C2 O5 112.1(2) . . ?
C1 C2 H2A 109.2 . . ?
O5 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
O5 C2 H2B 109.2 . . ?
H2A C2 H2B 107.9 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 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
C16 C19 C18 C11 144.32(15) . . . . ?
C15 C19 C18 C11 14.65(18) . . . . ?
C16 C19 C18 C9 -32.1(2) . . . . ?
C15 C19 C18 C9 -161.79(17) . . . . ?
C9 O2 C17 C5 164.6(2) . . . . ?
C9 O2 C17 C16 -16.8(3) . . . . ?
C5 C17 C16 C8 1.0(3) . . . . ?
O2 C17 C16 C8 -177.64(17) . . . . ?
C5 C17 C16 C19 177.38(17) . . . . ?
O2 C17 C16 C19 -1.2(3) . . . . ?
C18 C19 C16 C8 -160.51(14) . . . . ?
C15 C19 C16 C8 -41.1(2) . . . . ?
C18 C19 C16 C17 23.3(2) . . . . ?
C15 C19 C16 C17 142.77(15) . . . . ?
C18 C19 C15 C12 100.21(14) . . . . ?
C16 C19 C15 C12 -23.21(19) . . . . ?
C18 C19 C15 C7 -140.19(14) . . . . ?
C16 C19 C15 C7 96.39(16) . . . . ?
C18 C19 C15 C13 -19.01(15) . . . . ?
C16 C19 C15 C13 -142.43(13) . . . . ?
C12 C15 C13 C11 -101.91(15) . . . . ?
C7 C15 C13 C11 138.96(15) . . . . ?
C19 C15 C13 C11 17.60(16) . . . . ?
C7 C15 C12 O3 -9.5(2) . . . . ?
C19 C15 C12 O3 113.18(16) . . . . ?
C13 C15 C12 O3 -131.55(16) . . . . ?
C7 C15 C12 O5 171.76(14) . . . . ?
C19 C15 C12 O5 -65.58(17) . . . . ?
C13 C15 C12 O5 49.69(18) . . . . ?
C9 C18 C11 C13 172.90(18) . . . . ?
C19 C18 C11 C13 -3.4(2) . . . . ?
C15 C13 C11 C18 -9.51(19) . . . . ?
O3 C12 O5 C2 -2.1(3) . . . . ?
C15 C12 O5 C2 176.59(19) . . . . ?
C17 O2 C9 O4 -170.3(2) . . . . ?
C17 O2 C9 C18 8.2(3) . . . . ?
C11 C18 C9 O4 19.6(4) . . . . ?
C19 C18 C9 O4 -164.4(2) . . . . ?
C11 C18 C9 O2 -158.77(19) . . . . ?
C19 C18 C9 O2 17.2(3) . . . . ?
C17 C16 C8 C6 -2.3(3) . . . . ?
C19 C16 C8 C6 -178.43(16) . . . . ?
C12 C15 C7 O1 107.85(19) . . . . ?
C19 C15 C7 O1 -14.2(2) . . . . ?
C13 C15 C7 O1 -130.83(18) . . . . ?
C12 C15 C7 C3 -72.76(19) . . . . ?
C19 C15 C7 C3 165.22(16) . . . . ?
C13 C15 C7 C3 48.6(2) . . . . ?
C16 C8 C6 C4 2.2(3) . . . . ?
C16 C17 C5 C4 0.4(3) . . . . ?
O2 C17 C5 C4 179.1(2) . . . . ?
C17 C5 C4 C6 -0.4(4) . . . . ?
C8 C6 C4 C5 -0.9(4) . . . . ?
C12 O5 C2 C1 -122.5(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.990
_diffrn_reflns_theta_full        27.83
_diffrn_measured_fraction_theta_full 0.990
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.039
####################################################################### 
# 
# 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_xiao_1113_0m
_database_code_depnum_ccdc_archive 'CCDC 2080977'
loop_
_audit_author_name
_audit_author_address
yixianbt
;the Cambridge crytallographic data centre
China
;
_audit_update_record             
;
2021-04-29 deposited with the CCDC.	2021-07-27 downloaded from the CCDC.
;
_audit_creation_date             2020-11-16
_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         '2(C16 H14 O4)'
_chemical_formula_sum            'C32 H28 O8'
_chemical_formula_weight         540.54
_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'
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                   10.2334(13)
_cell_length_b                   12.1426(15)
_cell_length_c                   12.2272(15)
_cell_angle_alpha                115.446(4)
_cell_angle_beta                 93.730(4)
_cell_angle_gamma                103.262(4)
_cell_volume                     1312.0(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9588
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.944
_cell_measurement_theta_min      3.022
_exptl_absorpt_coefficient_mu    0.098
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7067
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0686 before and 0.0557 after correction.
The Ratio of minimum to maximum transmission is 0.9478.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BAR
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.408
_exptl_crystal_size_mid          0.312
_exptl_crystal_size_min          0.065
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0463
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            27398
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         3.02
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3735
_reflns_number_total             6038
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.040
_refine_ls_extinction_coef       0.022(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     366
_refine_ls_number_reflns         6038
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0996
_refine_ls_R_factor_gt           0.0494
_refine_ls_restrained_S_all      1.017
_refine_ls_shift/su_max          0.017
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0614P)²+0.2391P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1122
_refine_ls_wR_factor_ref         0.1323
_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
2.a Ternary CH refined with riding coordinates:
 C25(H25), C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C27(H27A,H27B), C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C17(H17), C26(H26), C19(H19), C18(H18), C1(H1), C4(H4), C3(H3),
 C2(H2), C10(H10)
2.d Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C31(H31A,H31B,H31C), C15(H15A,H15B,H15C), C16(H16A,H16B,
 H16C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O5 O 0.60248(12) 0.86760(11) 0.05871(12) 0.0436(3) Uani 1 d . . .
O6 O 0.75576(14) 0.77113(12) -0.01862(13) 0.0513(4) Uani 1 d . . .
O7 O 0.87801(15) 1.36842(13) 0.41621(12) 0.0569(4) Uani 1 d . . .
O8 O 0.85492(15) 1.35791(13) 0.14393(14) 0.0599(4) Uani 1 d . . .
C25 C 0.78794(17) 1.11472(15) 0.12648(15) 0.0333(4) Uani 1 d . . .
H25 H 0.7826 1.1260 0.0518 0.040 Uiso 1 calc . . R
C22 C 0.64705(17) 1.09941(16) 0.15868(15) 0.0341(4) Uani 1 d . . .
C24 C 0.83136(18) 0.99697(16) 0.09724(15) 0.0350(4) Uani 1 d . . .
C29 C 0.88699(17) 1.26265(17) 0.35497(16) 0.0366(4) Uani 1 d . . .
C23 C 0.73218(19) 0.87095(17) 0.04005(16) 0.0380(4) Uani 1 d . . .
C27 C 1.03288(18) 1.16095(17) 0.20188(17) 0.0402(4) Uani 1 d . . .
H27A H 1.0899 1.1869 0.1519 0.048 Uiso 1 calc . . R
H27B H 1.0890 1.1842 0.2798 0.048 Uiso 1 calc . . R
C21 C 0.56427(18) 0.97804(16) 0.12544(15) 0.0354(4) Uani 1 d . . .
C28 C 0.91296(17) 1.22352(16) 0.22295(15) 0.0330(4) Uani 1 d . . .
C20 C 0.43389(19) 0.95607(19) 0.15070(17) 0.0441(5) Uani 1 d . . .
H20 H 0.3810 0.8737 0.1281 0.053 Uiso 1 calc . . R
C17 C 0.59206(19) 1.19988(18) 0.21542(17) 0.0433(5) Uani 1 d . . .
H17 H 0.6437 1.2822 0.2363 0.052 Uiso 1 calc . . R
C26 C 0.96351(18) 1.02190(17) 0.13662(17) 0.0402(4) Uani 1 d . . .
H26 H 1.0077 0.9598 0.1248 0.048 Uiso 1 calc . . R
C30 C 0.9418(2) 1.34284(17) 0.20335(17) 0.0417(5) Uani 1 d . . .
C19 C 0.3835(2) 1.0581(2) 0.20989(19) 0.0493(5) Uani 1 d . . .
H19 H 0.2964 1.0449 0.2286 0.059 Uiso 1 calc . . R
C18 C 0.4618(2) 1.1796(2) 0.24146(19) 0.0500(5) Uani 1 d . . .
H18 H 0.4270 1.2482 0.2804 0.060 Uiso 1 calc . . R
C32 C 0.8719(2) 1.1692(2) 0.40496(18) 0.0508(5) Uani 1 d . . .
H32A H 0.8683 1.2109 0.4911 0.076 Uiso 1 calc . . GR
H32B H 0.9485 1.1349 0.3944 0.076 Uiso 1 calc . . GR
H32C H 0.7891 1.1016 0.3617 0.076 Uiso 1 calc . . GR
C31 C 1.0794(2) 1.4389(2) 0.2594(2) 0.0630(6) Uani 1 d . . .
H31A H 1.1450 1.4089 0.2102 0.094 Uiso 1 calc . . GR
H31B H 1.1067 1.4511 0.3414 0.094 Uiso 1 calc . . GR
H31C H 1.0747 1.5183 0.2626 0.094 Uiso 1 calc . . GR
O2 O 0.82922(14) 0.54547(12) 0.02630(11) 0.0471(3) Uani 1 d . . .
O3 O 0.73462(15) 0.78742(14) 0.52437(12) 0.0573(4) Uani 1 d . . .
O1 O 0.65485(15) 0.37386(13) -0.07260(13) 0.0598(4) Uani 1 d . . .
C6 C 0.83034(18) 0.72409(16) 0.22289(16) 0.0342(4) Uani 1 d . . .
C12 C 0.60880(17) 0.68321(16) 0.31900(16) 0.0349(4) Uani 1 d . . .
O4 O 0.60676(17) 0.89089(14) 0.35273(15) 0.0671(5) Uani 1 d . . .
C9 C 0.7009(2) 0.47463(18) 0.01795(17) 0.0430(5) Uani 1 d . . .
C7 C 0.67764(17) 0.67114(16) 0.20502(15) 0.0340(4) Uani 1 d . . .
H7 H 0.6345 0.7112 0.1641 0.041 Uiso 1 calc . . R
C1 C 0.9089(2) 0.83824(17) 0.32002(17) 0.0424(5) Uani 1 d . . .
H1 H 0.8666 0.8874 0.3800 0.051 Uiso 1 calc . . R
C5 C 0.89737(19) 0.65667(17) 0.13342(17) 0.0383(4) Uani 1 d . . .
C14 C 0.70738(18) 0.69398(17) 0.42568(16) 0.0382(4) Uani 1 d . . .
C8 C 0.63386(18) 0.53050(16) 0.12157(16) 0.0368(4) Uani 1 d . . .
C4 C 1.0367(2) 0.6974(2) 0.1418(2) 0.0499(5) Uani 1 d . . .
H4 H 1.0792 0.6499 0.0809 0.060 Uiso 1 calc . . R
C13 C 0.5564(2) 0.8013(2) 0.36947(18) 0.0462(5) Uani 1 d . . .
C3 C 1.1122(2) 0.8090(2) 0.2414(2) 0.0533(5) Uani 1 d . . .
H3 H 1.2065 0.8360 0.2490 0.064 Uiso 1 calc . . R
C11 C 0.49245(19) 0.55461(19) 0.26639(18) 0.0468(5) Uani 1 d . . .
H11A H 0.4860 0.5211 0.3256 0.056 Uiso 1 calc . . R
H11B H 0.4050 0.5662 0.2462 0.056 Uiso 1 calc . . R
C2 C 1.0485(2) 0.88042(19) 0.32944(19) 0.0494(5) Uani 1 d . . .
H2 H 1.0993 0.9571 0.3953 0.059 Uiso 1 calc . . R
C10 C 0.5330(2) 0.46776(18) 0.15364(18) 0.0462(5) Uani 1 d . . .
H10 H 0.4925 0.3803 0.1111 0.055 Uiso 1 calc . . R
C15 C 0.7684(2) 0.5882(2) 0.4059(2) 0.0620(6) Uani 1 d . . .
H15A H 0.8417 0.6160 0.4733 0.093 Uiso 1 calc . . GR
H15B H 0.8030 0.5637 0.3303 0.093 Uiso 1 calc . . GR
H15C H 0.6997 0.5167 0.4012 0.093 Uiso 1 calc . . GR
C16 C 0.4419(3) 0.8008(3) 0.4403(2) 0.0737(7) Uani 1 d . . .
H16A H 0.3559 0.7650 0.3844 0.110 Uiso 1 calc . . GR
H16B H 0.4489 0.8864 0.4994 0.110 Uiso 1 calc . . GR
H16C H 0.4476 0.7506 0.4824 0.110 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
O5 C23 1.356(2) . ?
O5 C21 1.400(2) . ?
O6 C23 1.205(2) . ?
O7 C29 1.206(2) . ?
O8 C30 1.207(2) . ?
C25 H25 0.9800 . ?
C25 C22 1.511(2) . ?
C25 C24 1.498(2) . ?
C25 C28 1.569(2) . ?
C22 C21 1.387(2) . ?
C22 C17 1.387(3) . ?
C24 C23 1.462(3) . ?
C24 C26 1.325(2) . ?
C29 C28 1.535(2) . ?
C29 C32 1.487(3) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C27 C28 1.565(2) . ?
C27 C26 1.487(3) . ?
C21 C20 1.381(3) . ?
C28 C30 1.535(2) . ?
C20 H20 0.9300 . ?
C20 C19 1.376(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.382(3) . ?
C26 H26 0.9300 . ?
C30 C31 1.499(3) . ?
C19 H19 0.9300 . ?
C19 C18 1.378(3) . ?
C18 H18 0.9300 . ?
C32 H32A 0.9600 . ?
C32 H32B 0.9600 . ?
C32 H32C 0.9600 . ?
C31 H31A 0.9600 . ?
C31 H31B 0.9600 . ?
C31 H31C 0.9600 . ?
O2 C9 1.365(2) . ?
O2 C5 1.398(2) . ?
O3 C14 1.207(2) . ?
O1 C9 1.204(2) . ?
C6 C7 1.509(2) . ?
C6 C1 1.389(2) . ?
C6 C5 1.387(2) . ?
C12 C7 1.568(2) . ?
C12 C14 1.536(2) . ?
C12 C13 1.536(3) . ?
C12 C11 1.567(3) . ?
O4 C13 1.200(2) . ?
C9 C8 1.458(3) . ?
C7 H7 0.9800 . ?
C7 C8 1.500(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.382(3) . ?
C5 C4 1.379(3) . ?
C14 C15 1.489(3) . ?
C8 C10 1.322(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.377(3) . ?
C13 C16 1.502(3) . ?
C3 H3 0.9300 . ?
C3 C2 1.373(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.487(3) . ?
C2 H2 0.9300 . ?
C10 H10 0.9300 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 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
C23 O5 C21 122.32(14) . . ?
C22 C25 H25 107.4 . . ?
C22 C25 C28 120.01(14) . . ?
C24 C25 H25 107.4 . . ?
C24 C25 C22 110.74(14) . . ?
C24 C25 C28 103.13(13) . . ?
C28 C25 H25 107.4 . . ?
C21 C22 C25 118.90(15) . . ?
C21 C22 C17 117.24(16) . . ?
C17 C22 C25 123.79(16) . . ?
C23 C24 C25 121.45(15) . . ?
C26 C24 C25 112.79(16) . . ?
C26 C24 C23 125.58(17) . . ?
O7 C29 C28 119.45(16) . . ?
O7 C29 C32 121.02(17) . . ?
C32 C29 C28 119.53(16) . . ?
O5 C23 C24 115.94(15) . . ?
O6 C23 O5 117.76(16) . . ?
O6 C23 C24 126.27(17) . . ?
H27A C27 H27B 108.9 . . ?
C28 C27 H27A 110.9 . . ?
C28 C27 H27B 110.9 . . ?
C26 C27 H27A 110.9 . . ?
C26 C27 H27B 110.9 . . ?
C26 C27 C28 104.26(14) . . ?
C22 C21 O5 123.21(15) . . ?
C20 C21 O5 114.34(15) . . ?
C20 C21 C22 122.39(17) . . ?
C29 C28 C25 110.96(14) . . ?
C29 C28 C27 110.37(14) . . ?
C27 C28 C25 103.47(13) . . ?
C30 C28 C25 111.78(14) . . ?
C30 C28 C29 107.59(14) . . ?
C30 C28 C27 112.70(14) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 C21 118.95(18) . . ?
C19 C20 H20 120.5 . . ?
C22 C17 H17 119.4 . . ?
C18 C17 C22 121.10(18) . . ?
C18 C17 H17 119.5 . . ?
C24 C26 C27 111.97(16) . . ?
C24 C26 H26 124.0 . . ?
C27 C26 H26 124.0 . . ?
O8 C30 C28 120.18(17) . . ?
O8 C30 C31 121.35(18) . . ?
C31 C30 C28 118.47(17) . . ?
C20 C19 H19 119.9 . . ?
C20 C19 C18 120.12(18) . . ?
C18 C19 H19 119.9 . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.14(18) . . ?
C19 C18 H18 119.9 . . ?
C29 C32 H32A 109.5 . . ?
C29 C32 H32B 109.5 . . ?
C29 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C9 O2 C5 121.84(14) . . ?
C1 C6 C7 124.98(16) . . ?
C5 C6 C7 117.91(16) . . ?
C5 C6 C1 117.07(17) . . ?
C14 C12 C7 112.49(14) . . ?
C14 C12 C13 107.20(14) . . ?
C14 C12 C11 109.24(14) . . ?
C13 C12 C7 111.37(14) . . ?
C13 C12 C11 113.55(15) . . ?
C11 C12 C7 103.06(13) . . ?
O2 C9 C8 115.57(16) . . ?
O1 C9 O2 117.66(18) . . ?
O1 C9 C8 126.8(2) . . ?
C6 C7 C12 119.95(14) . . ?
C6 C7 H7 107.6 . . ?
C12 C7 H7 107.6 . . ?
C8 C7 C6 110.44(14) . . ?
C8 C7 C12 103.20(14) . . ?
C8 C7 H7 107.6 . . ?
C6 C1 H1 119.3 . . ?
C2 C1 C6 121.42(18) . . ?
C2 C1 H1 119.3 . . ?
C6 C5 O2 122.96(17) . . ?
C4 C5 O2 114.90(16) . . ?
C4 C5 C6 122.10(18) . . ?
O3 C14 C12 119.99(17) . . ?
O3 C14 C15 120.66(17) . . ?
C15 C14 C12 119.35(16) . . ?
C9 C8 C7 120.95(17) . . ?
C10 C8 C9 125.98(17) . . ?
C10 C8 C7 113.07(16) . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.30(19) . . ?
C3 C4 H4 120.3 . . ?
O4 C13 C12 120.33(17) . . ?
O4 C13 C16 121.64(19) . . ?
C16 C13 C12 118.03(18) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 C4 120.12(19) . . ?
C2 C3 H3 119.9 . . ?
C12 C11 H11A 110.8 . . ?
C12 C11 H11B 110.8 . . ?
H11A C11 H11B 108.9 . . ?
C10 C11 C12 104.78(15) . . ?
C10 C11 H11A 110.8 . . ?
C10 C11 H11B 110.8 . . ?
C1 C2 H2 120.0 . . ?
C3 C2 C1 119.91(19) . . ?
C3 C2 H2 120.0 . . ?
C8 C10 C11 111.47(17) . . ?
C8 C10 H10 124.3 . . ?
C11 C10 H10 124.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 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
O5 C21 C20 C19 -176.41(16) . . . . ?
O7 C29 C28 C25 -114.94(18) . . . . ?
O7 C29 C28 C27 130.96(17) . . . . ?
O7 C29 C28 C30 7.6(2) . . . . ?
C25 C22 C21 O5 -2.7(2) . . . . ?
C25 C22 C21 C20 -179.49(16) . . . . ?
C25 C22 C17 C18 179.34(16) . . . . ?
C25 C24 C23 O5 -25.0(2) . . . . ?
C25 C24 C23 O6 156.97(18) . . . . ?
C25 C24 C26 C27 1.2(2) . . . . ?
C25 C28 C30 O8 18.5(2) . . . . ?
C25 C28 C30 C31 -161.47(17) . . . . ?
C22 C25 C24 C23 32.0(2) . . . . ?
C22 C25 C24 C26 -143.47(16) . . . . ?
C22 C25 C28 C29 25.1(2) . . . . ?
C22 C25 C28 C27 143.49(15) . . . . ?
C22 C25 C28 C30 -94.97(18) . . . . ?
C22 C21 C20 C19 0.7(3) . . . . ?
C22 C17 C18 C19 -0.7(3) . . . . ?
C24 C25 C22 C21 -17.7(2) . . . . ?
C24 C25 C22 C17 165.28(16) . . . . ?
C24 C25 C28 C29 -98.56(16) . . . . ?
C24 C25 C28 C27 19.80(16) . . . . ?
C24 C25 C28 C30 141.34(14) . . . . ?
C29 C28 C30 O8 -103.56(19) . . . . ?
C29 C28 C30 C31 76.5(2) . . . . ?
C23 O5 C21 C22 12.0(2) . . . . ?
C23 O5 C21 C20 -170.95(15) . . . . ?
C23 C24 C26 C27 -174.02(16) . . . . ?
C27 C28 C30 O8 134.54(18) . . . . ?
C27 C28 C30 C31 -45.4(2) . . . . ?
C21 O5 C23 O6 -179.94(16) . . . . ?
C21 O5 C23 C24 1.9(2) . . . . ?
C21 C22 C17 C18 2.3(3) . . . . ?
C21 C20 C19 C18 1.0(3) . . . . ?
C28 C25 C22 C21 -137.63(16) . . . . ?
C28 C25 C22 C17 45.3(2) . . . . ?
C28 C25 C24 C23 161.57(15) . . . . ?
C28 C25 C24 C26 -13.87(19) . . . . ?
C28 C27 C26 C24 12.1(2) . . . . ?
C20 C19 C18 C17 -0.9(3) . . . . ?
C17 C22 C21 O5 174.58(16) . . . . ?
C17 C22 C21 C20 -2.3(3) . . . . ?
C26 C24 C23 O5 149.82(18) . . . . ?
C26 C24 C23 O6 -28.2(3) . . . . ?
C26 C27 C28 C25 -19.43(17) . . . . ?
C26 C27 C28 C29 99.35(16) . . . . ?
C26 C27 C28 C30 -140.34(15) . . . . ?
C32 C29 C28 C25 64.4(2) . . . . ?
C32 C29 C28 C27 -49.7(2) . . . . ?
C32 C29 C28 C30 -173.00(16) . . . . ?
O2 C9 C8 C7 21.8(2) . . . . ?
O2 C9 C8 C10 -157.58(18) . . . . ?
O2 C5 C4 C3 177.26(17) . . . . ?
O1 C9 C8 C7 -158.23(18) . . . . ?
O1 C9 C8 C10 22.4(3) . . . . ?
C6 C7 C8 C9 -36.0(2) . . . . ?
C6 C7 C8 C10 143.40(16) . . . . ?
C6 C1 C2 C3 0.1(3) . . . . ?
C6 C5 C4 C3 -0.6(3) . . . . ?
C12 C7 C8 C9 -165.43(15) . . . . ?
C12 C7 C8 C10 14.0(2) . . . . ?
C12 C11 C10 C8 -12.2(2) . . . . ?
C9 O2 C5 C6 -19.9(3) . . . . ?
C9 O2 C5 C4 162.26(16) . . . . ?
C9 C8 C10 C11 178.17(17) . . . . ?
C7 C6 C1 C2 -179.70(17) . . . . ?
C7 C6 C5 O2 2.5(3) . . . . ?
C7 C6 C5 C4 -179.87(17) . . . . ?
C7 C12 C14 O3 119.19(18) . . . . ?
C7 C12 C14 C15 -60.9(2) . . . . ?
C7 C12 C13 O4 -24.9(3) . . . . ?
C7 C12 C13 C16 155.47(18) . . . . ?
C7 C12 C11 C10 19.57(18) . . . . ?
C7 C8 C10 C11 -1.2(2) . . . . ?
C1 C6 C7 C12 -39.7(2) . . . . ?
C1 C6 C7 C8 -159.46(17) . . . . ?
C1 C6 C5 O2 -175.09(16) . . . . ?
C1 C6 C5 C4 2.6(3) . . . . ?
C5 O2 C9 O1 -172.76(16) . . . . ?
C5 O2 C9 C8 7.2(2) . . . . ?
C5 C6 C7 C12 142.90(16) . . . . ?
C5 C6 C7 C8 23.2(2) . . . . ?
C5 C6 C1 C2 -2.3(3) . . . . ?
C5 C4 C3 C2 -1.8(3) . . . . ?
C14 C12 C7 C6 -25.6(2) . . . . ?
C14 C12 C7 C8 97.68(16) . . . . ?
C14 C12 C13 O4 98.5(2) . . . . ?
C14 C12 C13 C16 -81.1(2) . . . . ?
C14 C12 C11 C10 -100.23(17) . . . . ?
C4 C3 C2 C1 2.0(3) . . . . ?
C13 C12 C7 C6 94.76(18) . . . . ?
C13 C12 C7 C8 -141.93(15) . . . . ?
C13 C12 C14 O3 -3.6(2) . . . . ?
C13 C12 C14 C15 176.35(18) . . . . ?
C13 C12 C11 C10 140.17(16) . . . . ?
C11 C12 C7 C6 -143.15(16) . . . . ?
C11 C12 C7 C8 -19.85(17) . . . . ?
C11 C12 C14 O3 -127.01(18) . . . . ?
C11 C12 C14 C15 52.9(2) . . . . ?
C11 C12 C13 O4 -140.7(2) . . . . ?
C11 C12 C13 C16 39.7(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_xja_922b_0m
_database_code_depnum_ccdc_archive 'CCDC 2081221'
loop_
_audit_author_name
_audit_author_address
biluot
;the cambridge crystallographic data centre 
China
;
_audit_update_record             
;
2021-04-30 deposited with the CCDC.	2021-07-27 downloaded from the CCDC.
;
_audit_creation_date             2020-09-24
_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         'C21 H16 N2 O3'
_chemical_formula_sum            'C21 H16 N2 O3'
_chemical_formula_weight         344.36
_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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x+1/2, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   8.9293(5)
_cell_length_b                   10.0916(6)
_cell_length_c                   18.8422(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.1923(16)
_cell_angle_gamma                90.00
_cell_volume                     1687.98(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9887
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.497
_cell_measurement_theta_min      2.967
_exptl_absorpt_coefficient_mu    0.092
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.7020
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0546 before and 0.0501 after correction.
The Ratio of minimum to maximum transmission is 0.9415.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            COLORLESS
_exptl_crystal_density_diffrn    1.355
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BAR
_exptl_crystal_F_000             720
_exptl_crystal_size_max          0.313
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.112
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_av_unetI/netI     0.0247
_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       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            26137
_diffrn_reflns_theta_full        27.56
_diffrn_reflns_theta_max         27.56
_diffrn_reflns_theta_min         3.16
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71076
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3020
_reflns_number_total             3883
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 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    'XS (Sheldrick, 2008)'
_refine_diff_density_max         0.214
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3883
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0454
_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     
'calc w=1/[σ²(Fo²)+(0.0561P)²+0.3344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1070
_refine_ls_wR_factor_ref         0.1149
_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
2.a Ternary CH refined with riding coordinates:
 C7(H7)
2.b Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C20(H20), C18(H18), C16(H16), C4(H4), C12(H12), C3(H3), C19(H19),
 C17(H17), C2(H2)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_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
O1 O 0.14038(12) 0.59980(10) 0.05947(6) 0.0483(3) Uani 1 d . . .
N1 N 0.03185(12) 0.67590(11) 0.15788(6) 0.0335(3) Uani 1 d . . .
O3 O 0.47423(12) 1.10742(11) 0.06630(6) 0.0502(3) Uani 1 d . . .
N2 N 0.07349(13) 0.76213(11) 0.21595(6) 0.0373(3) Uani 1 d . . .
C14 C 0.20065(15) 0.81433(13) 0.20646(7) 0.0343(3) Uani 1 d . . .
C15 C -0.09588(14) 0.59262(12) 0.16056(7) 0.0327(3) Uani 1 d . . .
C7 C 0.30823(14) 0.86972(12) 0.08705(7) 0.0317(3) Uani 1 d . . .
H7 H 0.2920 0.8312 0.0391 0.038 Uiso 1 calc . . R
C6 C 0.23284(15) 1.00284(12) 0.08472(7) 0.0332(3) Uani 1 d . . .
C10 C 0.26418(14) 0.76349(12) 0.14115(7) 0.0321(3) Uani 1 d . . .
C13 C 0.14028(15) 0.66954(12) 0.11168(7) 0.0322(3) Uani 1 d . . .
C1 C 0.08030(16) 1.02245(14) 0.08897(8) 0.0402(3) Uani 1 d . . .
H1 H 0.0191 0.9500 0.0957 0.048 Uiso 1 calc . . R
C8 C 0.47528(15) 0.88257(14) 0.10683(7) 0.0375(3) Uani 1 d . . .
C5 C 0.31961(16) 1.11374(14) 0.07377(7) 0.0394(3) Uani 1 d . . .
O2 O 0.69244(13) 1.00679(14) 0.08694(7) 0.0633(3) Uani 1 d . . .
C20 C -0.15934(16) 0.52949(15) 0.09950(8) 0.0425(3) Uani 1 d . . .
H20 H -0.1226 0.5452 0.0559 0.051 Uiso 1 calc . . R
C18 C -0.33515(17) 0.42045(16) 0.16747(10) 0.0525(4) Uani 1 d . . .
H18 H -0.4143 0.3613 0.1699 0.063 Uiso 1 calc . . R
C16 C -0.15462(16) 0.57260(15) 0.22498(8) 0.0422(3) Uani 1 d . . .
H16 H -0.1139 0.6166 0.2659 0.051 Uiso 1 calc . . R
C21 C 0.2763(2) 0.91109(16) 0.25798(8) 0.0512(4) Uani 1 d . . .
H21A H 0.2869 0.9944 0.2344 0.077 Uiso 1 calc . . GR
H21B H 0.3740 0.8782 0.2758 0.077 Uiso 1 calc . . GR
H21C H 0.2168 0.9232 0.2970 0.077 Uiso 1 calc . . GR
C11 C 0.41438(16) 0.68678(15) 0.16135(9) 0.0470(4) Uani 1 d . . .
H11A H 0.4255 0.6624 0.2114 0.056 Uiso 1 calc . . R
H11B H 0.4185 0.6072 0.1327 0.056 Uiso 1 calc . . R
C4 C 0.2580(2) 1.23908(15) 0.06708(9) 0.0519(4) Uani 1 d . . .
H4 H 0.3184 1.3117 0.0594 0.062 Uiso 1 calc . . R
C12 C 0.53292(16) 0.78265(16) 0.14569(9) 0.0471(4) Uani 1 d . . .
H12 H 0.6348 0.7733 0.1613 0.057 Uiso 1 calc . . R
C9 C 0.55864(16) 0.99865(16) 0.08665(8) 0.0430(4) Uani 1 d . . .
C3 C 0.1069(2) 1.25568(15) 0.07182(9) 0.0542(4) Uani 1 d . . .
H3 H 0.0645 1.3398 0.0673 0.065 Uiso 1 calc . . R
C19 C -0.27791(18) 0.44274(16) 0.10370(10) 0.0523(4) Uani 1 d . . .
H19 H -0.3195 0.3989 0.0628 0.063 Uiso 1 calc . . R
C17 C -0.27444(17) 0.48637(16) 0.22759(9) 0.0505(4) Uani 1 d . . .
H17 H -0.3144 0.4729 0.2706 0.061 Uiso 1 calc . . R
C2 C 0.01765(18) 1.14797(15) 0.08332(9) 0.0498(4) Uani 1 d . . .
H2 H -0.0844 1.1596 0.0873 0.060 Uiso 1 calc . . R


_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 C13 1.2097(16) . ?
N1 N2 1.4159(15) . ?
N1 C15 1.4220(17) . ?
N1 C13 1.3715(17) . ?
O3 C5 1.4043(17) . ?
O3 C9 1.3630(19) . ?
N2 C14 1.2816(17) . ?
C14 C10 1.5000(18) . ?
C14 C21 1.487(2) . ?
C15 C20 1.382(2) . ?
C15 C16 1.3881(19) . ?
C7 H7 0.9800 . ?
C7 C6 1.5012(18) . ?
C7 C10 1.5587(17) . ?
C7 C8 1.5036(18) . ?
C6 C1 1.3872(19) . ?
C6 C5 1.3892(18) . ?
C10 C13 1.5161(18) . ?
C10 C11 1.5598(19) . ?
C1 H1 0.9300 . ?
C1 C2 1.384(2) . ?
C8 C12 1.318(2) . ?
C8 C9 1.460(2) . ?
C5 C4 1.380(2) . ?
O2 C9 1.1971(17) . ?
C20 H20 0.9300 . ?
C20 C19 1.383(2) . ?
C18 H18 0.9300 . ?
C18 C19 1.374(2) . ?
C18 C17 1.374(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.384(2) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C12 1.487(2) . ?
C4 H4 0.9300 . ?
C4 C3 1.373(2) . ?
C12 H12 0.9300 . ?
C3 H3 0.9300 . ?
C3 C2 1.379(2) . ?
C19 H19 0.9300 . ?
C17 H17 0.9300 . ?
C2 H2 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 N1 C15 118.72(10) . . ?
C13 N1 N2 112.01(10) . . ?
C13 N1 C15 128.22(11) . . ?
C9 O3 C5 121.88(11) . . ?
C14 N2 N1 107.91(10) . . ?
N2 C14 C10 113.14(12) . . ?
N2 C14 C21 121.73(12) . . ?
C21 C14 C10 125.09(12) . . ?
C20 C15 N1 120.09(12) . . ?
C20 C15 C16 120.08(13) . . ?
C16 C15 N1 119.82(12) . . ?
C6 C7 H7 107.9 . . ?
C6 C7 C10 119.38(10) . . ?
C6 C7 C8 111.09(11) . . ?
C10 C7 H7 107.9 . . ?
C8 C7 H7 107.9 . . ?
C8 C7 C10 102.17(11) . . ?
C1 C6 C7 124.47(12) . . ?
C1 C6 C5 117.42(13) . . ?
C5 C6 C7 118.02(12) . . ?
C14 C10 C7 116.47(10) . . ?
C14 C10 C13 100.88(10) . . ?
C14 C10 C11 111.16(12) . . ?
C7 C10 C11 103.29(10) . . ?
C13 C10 C7 114.59(11) . . ?
C13 C10 C11 110.69(11) . . ?
O1 C13 N1 127.30(12) . . ?
O1 C13 C10 126.66(12) . . ?
N1 C13 C10 105.99(11) . . ?
C6 C1 H1 119.4 . . ?
C2 C1 C6 121.15(13) . . ?
C2 C1 H1 119.4 . . ?
C12 C8 C7 112.91(12) . . ?
C12 C8 C9 125.38(13) . . ?
C9 C8 C7 121.65(13) . . ?
C6 C5 O3 123.26(13) . . ?
C4 C5 O3 114.76(13) . . ?
C4 C5 C6 121.94(14) . . ?
C15 C20 H20 120.3 . . ?
C15 C20 C19 119.47(14) . . ?
C19 C20 H20 120.3 . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C17 C18 C19 119.40(14) . . ?
C15 C16 H16 120.4 . . ?
C17 C16 C15 119.28(15) . . ?
C17 C16 H16 120.4 . . ?
C14 C21 H21A 109.5 . . ?
C14 C21 H21B 109.5 . . ?
C14 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C11 H11A 111.0 . . ?
C10 C11 H11B 111.0 . . ?
H11A C11 H11B 109.0 . . ?
C12 C11 C10 103.91(11) . . ?
C12 C11 H11A 111.0 . . ?
C12 C11 H11B 111.0 . . ?
C5 C4 H4 120.3 . . ?
C3 C4 C5 119.40(14) . . ?
C3 C4 H4 120.3 . . ?
C8 C12 C11 111.37(13) . . ?
C8 C12 H12 124.3 . . ?
C11 C12 H12 124.3 . . ?
O3 C9 C8 115.94(12) . . ?
O2 C9 O3 117.86(14) . . ?
O2 C9 C8 126.20(16) . . ?
C4 C3 H3 119.9 . . ?
C4 C3 C2 120.21(14) . . ?
C2 C3 H3 119.9 . . ?
C20 C19 H19 119.6 . . ?
C18 C19 C20 120.87(16) . . ?
C18 C19 H19 119.6 . . ?
C18 C17 C16 120.86(15) . . ?
C18 C17 H17 119.6 . . ?
C16 C17 H17 119.6 . . ?
C1 C2 H2 120.1 . . ?
C3 C2 C1 119.87(15) . . ?
C3 C2 H2 120.1 . . ?

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
N1 N2 C14 C10 -2.67(15) . . . . ?
N1 N2 C14 C21 179.62(12) . . . . ?
N1 C15 C20 C19 176.22(13) . . . . ?
N1 C15 C16 C17 -176.93(12) . . . . ?
O3 C5 C4 C3 178.47(14) . . . . ?
N2 N1 C15 C20 165.79(12) . . . . ?
N2 N1 C15 C16 -15.62(17) . . . . ?
N2 N1 C13 O1 176.00(13) . . . . ?
N2 N1 C13 C10 -1.51(14) . . . . ?
N2 C14 C10 C7 126.41(12) . . . . ?
N2 C14 C10 C13 1.72(14) . . . . ?
N2 C14 C10 C11 -115.68(13) . . . . ?
C14 C10 C13 O1 -177.56(14) . . . . ?
C14 C10 C13 N1 -0.02(13) . . . . ?
C14 C10 C11 C12 -102.36(14) . . . . ?
C15 N1 N2 C14 171.90(11) . . . . ?
C15 N1 C13 O1 8.0(2) . . . . ?
C15 N1 C13 C10 -169.47(12) . . . . ?
C15 C20 C19 C18 1.2(2) . . . . ?
C15 C16 C17 C18 0.2(2) . . . . ?
C7 C6 C1 C2 -177.14(14) . . . . ?
C7 C6 C5 O3 -1.3(2) . . . . ?
C7 C6 C5 C4 176.49(14) . . . . ?
C7 C10 C13 O1 56.49(18) . . . . ?
C7 C10 C13 N1 -125.97(11) . . . . ?
C7 C10 C11 C12 23.27(15) . . . . ?
C7 C8 C12 C11 -2.04(19) . . . . ?
C7 C8 C9 O3 16.6(2) . . . . ?
C7 C8 C9 O2 -163.95(14) . . . . ?
C6 C7 C10 C14 -24.66(17) . . . . ?
C6 C7 C10 C13 92.72(14) . . . . ?
C6 C7 C10 C11 -146.80(12) . . . . ?
C6 C7 C8 C12 145.47(13) . . . . ?
C6 C7 C8 C9 -31.84(18) . . . . ?
C6 C1 C2 C3 1.3(2) . . . . ?
C6 C5 C4 C3 0.5(2) . . . . ?
C10 C7 C6 C1 -41.75(19) . . . . ?
C10 C7 C6 C5 141.84(13) . . . . ?
C10 C7 C8 C12 17.07(15) . . . . ?
C10 C7 C8 C9 -160.23(12) . . . . ?
C10 C11 C12 C8 -14.01(18) . . . . ?
C13 N1 N2 C14 2.67(15) . . . . ?
C13 N1 C15 C20 -27.0(2) . . . . ?
C13 N1 C15 C16 151.63(14) . . . . ?
C13 C10 C11 C12 146.38(12) . . . . ?
C1 C6 C5 O3 -178.01(12) . . . . ?
C1 C6 C5 C4 -0.2(2) . . . . ?
C8 C7 C6 C1 -160.21(13) . . . . ?
C8 C7 C6 C5 23.39(17) . . . . ?
C8 C7 C10 C14 98.28(13) . . . . ?
C8 C7 C10 C13 -144.34(11) . . . . ?
C8 C7 C10 C11 -23.85(13) . . . . ?
C5 O3 C9 C8 8.58(19) . . . . ?
C5 O3 C9 O2 -170.88(13) . . . . ?
C5 C6 C1 C2 -0.7(2) . . . . ?
C5 C4 C3 C2 0.1(3) . . . . ?
C20 C15 C16 C17 1.7(2) . . . . ?
C16 C15 C20 C19 -2.4(2) . . . . ?
C21 C14 C10 C7 -55.97(18) . . . . ?
C21 C14 C10 C13 179.34(13) . . . . ?
C21 C14 C10 C11 61.94(17) . . . . ?
C11 C10 C13 O1 -59.81(18) . . . . ?
C11 C10 C13 N1 117.72(12) . . . . ?
C4 C3 C2 C1 -1.0(3) . . . . ?
C12 C8 C9 O3 -160.31(15) . . . . ?
C12 C8 C9 O2 19.1(3) . . . . ?
C9 O3 C5 C6 -16.8(2) . . . . ?
C9 O3 C5 C4 165.27(14) . . . . ?
C9 C8 C12 C11 175.14(14) . . . . ?
C19 C18 C17 C16 -1.4(2) . . . . ?
C17 C18 C19 C20 0.6(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
