# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_171215_s3_wh
_database_code_depnum_ccdc_archive 'CCDC 1974253'
loop_
_audit_author_name
_audit_author_address
wanghao
;Sichuan University
China
;
_audit_update_record             
;
2019-12-27 deposited with the CCDC.	2020-03-18 downloaded from the CCDC.
;
_audit_creation_date             2017-12-18
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C18 H26 N2 O8'
_chemical_formula_sum            'C18 H26 N2 O8'
_chemical_formula_weight         398.41
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         c12h12n2o3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   9.4436(6)
_cell_length_b                   9.3899(6)
_cell_length_c                   11.6167(8)
_cell_angle_alpha                90
_cell_angle_beta                 91.155(6)
_cell_angle_gamma                90
_cell_volume                     1029.89(12)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1031
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.1180
_cell_measurement_theta_min      4.0710
_shelx_estimated_absorpt_T_max   0.975
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.101
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83553
_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_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.285
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.25
_exptl_special_details           
;
 ? 
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0160
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4893
_diffrn_reflns_point_group_measured_fraction_full 0.842
_diffrn_reflns_point_group_measured_fraction_max 0.825
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.367
_diffrn_reflns_theta_min         3.060
_diffrn_ambient_temperature      293.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0874
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   -2.00   85.50   0.7000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       16.6856   38.0000  -30.0000 125

#__ type_ start__ end____ width___ exp.time_
  2 omega  -52.00   21.50   0.7000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       16.6856  -38.0000 -180.0000 105

#__ type_ start__ end____ width___ exp.time_
  3 omega   -7.00   22.40   0.7000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       16.6856   77.0000 -120.0000 42

#__ type_ start__ end____ width___ exp.time_
  4 omega  -50.00  -22.00   0.7000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       16.6856  -77.0000 -180.0000 40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0750065000
_diffrn_orient_matrix_UB_12      -0.0020141000
_diffrn_orient_matrix_UB_13      -0.0039848000
_diffrn_orient_matrix_UB_21      0.0031203000
_diffrn_orient_matrix_UB_22      0.0076257000
_diffrn_orient_matrix_UB_23      -0.0606441000
_diffrn_orient_matrix_UB_31      0.0023710000
_diffrn_orient_matrix_UB_32      -0.0751354000
_diffrn_orient_matrix_UB_33      -0.0060661000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.556
_reflns_Friedel_fraction_full    0.665
_reflns_Friedel_fraction_max     0.629
_reflns_number_gt                2581
_reflns_number_total             3483
_reflns_odcompleteness_completeness 99.64
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
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 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    
;
Superflip (Palatinus & Chapuis, 2007;Palatinus & van der Lee, 2008;
Palatinus et al., 2012)
;
_refine_diff_density_max         0.133
_refine_diff_density_min         -0.139
_refine_diff_density_rms         0.031
_refine_ls_abs_structure_details 
;
 Flack x determined using 736 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.5(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     277
_refine_ls_number_reflns         3483
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0479
_refine_ls_restrained_S_all      1.066
_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)+(0.0457P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0951
_refine_ls_wR_factor_ref         0.1109
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(C18) = Uanis(C18A)
Uanis(C14) = Uanis(C14A)
Uanis(C13) = Uanis(C13A)
Uanis(O8) = Uanis(O8A)
3. Others
 Sof(C18A)=Sof(H18D)=Sof(H18E)=Sof(H18F)=1-FVAR(1)
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(H18C)=FVAR(1)
 Sof(C14A)=Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(2)
 Sof(C14)=Sof(H14A)=Sof(H14B)=Sof(H14C)=FVAR(2)
 Sof(C13A)=Sof(H13D)=Sof(H13E)=Sof(H13F)=1-FVAR(3)
 Sof(C13)=Sof(H13A)=Sof(H13B)=Sof(H13C)=FVAR(3)
 Sof(O8A)=1-FVAR(4)
 Sof(O8)=FVAR(4)
4.a Ternary CH refined with riding coordinates:
 C1(H1A), C4(H4), C7(H7), C9(H9)
4.b Secondary CH2 refined with riding coordinates:
 C3(H3A,H3B), C5(H5A,H5B), C6(H6A,H6B)
4.c Aromatic/amide H refined with riding coordinates:
 N1(H1)
4.d Idealised Me refined as rotating group:
 C12(H12A,H12B,H12C), C16(H16A,H16B,H16C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C18(H18A,H18B,H18C), C13A(H13D,H13E,H13F), C14A(H14D,H14E,H14F),
 C18A(H18D,H18E,H18F)
;
_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 0.6927(3) 0.6068(2) 0.7118(2) 0.0535(7) Uani 1 1 d . . . . .
O2 O 0.3414(4) 0.8462(4) 0.8583(3) 0.0909(11) Uani 1 1 d . . . . .
O3 O 0.6823(3) 0.0113(3) 0.7783(3) 0.0952(12) Uani 1 1 d . . . . .
O4 O 0.8596(3) 0.1583(3) 0.8268(3) 0.0661(8) Uani 1 1 d . . . . .
O5 O 0.7469(4) 0.2786(4) 0.5702(3) 0.1024(13) Uani 1 1 d . . . . .
O6 O 0.5939(3) 0.4558(3) 0.5421(2) 0.0782(9) Uani 1 1 d . . . . .
O7 O 0.9835(3) 0.4871(4) 0.7882(3) 0.0822(10) Uani 1 1 d . . . . .
N1 N 0.5535(3) 0.7492(3) 0.8321(3) 0.0611(8) Uani 1 1 d . . . . .
H1 H 0.5850 0.8330 0.8172 0.073 Uiso 1 1 calc R . . . .
N2 N 0.6418(3) 0.2459(3) 0.8069(3) 0.0523(8) Uani 1 1 d . . . . .
C1 C 0.6546(4) 0.6342(4) 0.8296(3) 0.0483(9) Uani 1 1 d . . . . .
H1A H 0.7393 0.6598 0.8752 0.058 Uiso 1 1 calc R . . . .
C2 C 0.4140(4) 0.7386(5) 0.8556(3) 0.0643(11) Uani 1 1 d . . . . .
C3 C 0.3572(4) 0.5934(5) 0.8790(4) 0.0652(11) Uani 1 1 d . . . . .
H3A H 0.2609 0.5869 0.8488 0.078 Uiso 1 1 calc R . . . .
H3B H 0.3548 0.5784 0.9616 0.078 Uiso 1 1 calc R . . . .
C4 C 0.4462(3) 0.4781(4) 0.8251(3) 0.0517(9) Uani 1 1 d . . . . .
H4 H 0.4464 0.4952 0.7419 0.062 Uiso 1 1 calc R . . . .
C5 C 0.3990(4) 0.3267(4) 0.8439(4) 0.0699(12) Uani 1 1 d . . . . .
H5A H 0.4055 0.3039 0.9252 0.084 Uiso 1 1 calc R . . . .
H5B H 0.3010 0.3162 0.8188 0.084 Uiso 1 1 calc R . . . .
C6 C 0.4902(4) 0.2259(4) 0.7775(4) 0.0689(12) Uani 1 1 d . . . . .
H6A H 0.4630 0.1287 0.7945 0.083 Uiso 1 1 calc R . . . .
H6B H 0.4750 0.2417 0.6956 0.083 Uiso 1 1 calc R . . . .
C7 C 0.7005(3) 0.3891(3) 0.8184(3) 0.0430(8) Uani 1 1 d . . . . .
H7 H 0.7832 0.3832 0.8704 0.052 Uiso 1 1 calc R . . . .
C8 C 0.7486(4) 0.4668(4) 0.7052(3) 0.0474(8) Uani 1 1 d . . . . .
C9 C 0.5974(3) 0.4945(4) 0.8704(3) 0.0448(8) Uani 1 1 d . . . . .
H9 H 0.6010 0.4892 0.9546 0.054 Uiso 1 1 calc R . . . .
C10 C 0.7265(4) 0.1287(4) 0.8009(4) 0.0571(10) Uani 1 1 d . . . . .
C11 C 0.9726(4) 0.0489(4) 0.8261(4) 0.0640(11) Uani 1 1 d . . . . .
C12 C 0.9425(6) -0.0672(6) 0.9079(6) 0.128(2) Uani 1 1 d . . . . .
H12A H 0.9210 -0.0274 0.9816 0.192 Uiso 1 1 calc GR . . . .
H12B H 1.0239 -0.1280 0.9155 0.192 Uiso 1 1 calc GR . . . .
H12C H 0.8631 -0.1217 0.8798 0.192 Uiso 1 1 calc GR . . . .
C15 C 0.6980(4) 0.3896(5) 0.5971(3) 0.0623(11) Uani 1 1 d . . . . .
C16 C 0.5379(6) 0.3814(8) 0.4391(4) 0.123(2) Uani 1 1 d . . . . .
H16A H 0.6141 0.3609 0.3882 0.184 Uiso 1 1 calc GR . . . .
H16B H 0.4694 0.4408 0.4002 0.184 Uiso 1 1 calc GR . . . .
H16C H 0.4938 0.2939 0.4617 0.184 Uiso 1 1 calc GR . . . .
C17 C 0.9106(4) 0.4857(5) 0.7050(4) 0.0611(10) Uani 1 1 d . . . . .
O8 O 0.959(2) 0.453(3) 0.6006(19) 0.100(4) Uani 0.35(2) 1 d . . P A 1
C13 C 0.9663(14) -0.0378(16) 0.7102(10) 0.121(4) Uani 0.624(12) 1 d . . P B 1
H13A H 0.8751 -0.0823 0.7015 0.181 Uiso 0.624(12) 1 calc GR . P B 1
H13B H 1.0387 -0.1096 0.7117 0.181 Uiso 0.624(12) 1 calc GR . P B 1
H13C H 0.9811 0.0255 0.6467 0.181 Uiso 0.624(12) 1 calc GR . P B 1
C14 C 1.1010(12) 0.1276(15) 0.8276(15) 0.082(3) Uani 0.471(10) 1 d . . P B 1
H14A H 1.1132 0.1721 0.7541 0.123 Uiso 0.471(10) 1 calc GR . P B 1
H14B H 1.1791 0.0646 0.8434 0.123 Uiso 0.471(10) 1 calc GR . P B 1
H14C H 1.0976 0.1994 0.8863 0.123 Uiso 0.471(10) 1 calc GR . P B 1
C18 C 1.106(4) 0.474(8) 0.583(4) 0.155(10) Uani 0.28(4) 1 d . . P A 1
H18A H 1.1244 0.5729 0.5704 0.233 Uiso 0.28(4) 1 calc GR . P A 1
H18B H 1.1343 0.4199 0.5171 0.233 Uiso 0.28(4) 1 calc GR . P A 1
H18C H 1.1585 0.4419 0.6498 0.233 Uiso 0.28(4) 1 calc GR . P A 1
O8A O 0.9540(11) 0.536(2) 0.6061(9) 0.100(4) Uani 0.65(2) 1 d . . P A 2
C13A C 1.039(2) 0.060(3) 0.7145(17) 0.121(4) Uani 0.376(12) 1 d . . P B 2
H13D H 0.9693 0.0425 0.6547 0.181 Uiso 0.376(12) 1 calc GR . P B 2
H13E H 1.1131 -0.0098 0.7096 0.181 Uiso 0.376(12) 1 calc GR . P B 2
H13F H 1.0779 0.1533 0.7055 0.181 Uiso 0.376(12) 1 calc GR . P B 2
C14A C 1.0886(11) 0.1247(13) 0.9097(13) 0.082(3) Uani 0.529(10) 1 d . . P B 2
H14D H 1.1149 0.2149 0.8776 0.123 Uiso 0.529(10) 1 calc GR . P B 2
H14E H 1.1709 0.0651 0.9169 0.123 Uiso 0.529(10) 1 calc GR . P B 2
H14F H 1.0490 0.1392 0.9842 0.123 Uiso 0.529(10) 1 calc GR . P B 2
C18A C 1.1074(15) 0.569(4) 0.6030(13) 0.155(10) Uani 0.72(4) 1 d . . P A 2
H18D H 1.1252 0.6317 0.5393 0.233 Uiso 0.72(4) 1 calc GR . P A 2
H18E H 1.1602 0.4829 0.5941 0.233 Uiso 0.72(4) 1 calc GR . P A 2
H18F H 1.1362 0.6154 0.6735 0.233 Uiso 0.72(4) 1 calc GR . P A 2


_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 1.445(4) . ?
O1 C8 1.419(4) . ?
O2 C2 1.222(5) . ?
O3 C10 1.206(5) . ?
O4 C10 1.316(4) . ?
O4 C11 1.482(4) . ?
O5 C15 1.184(5) . ?
O6 C15 1.318(5) . ?
O6 C16 1.474(6) . ?
O7 C17 1.175(4) . ?
N1 C1 1.442(5) . ?
N1 C2 1.354(5) . ?
N2 C6 1.477(4) . ?
N2 C7 1.460(4) . ?
N2 C10 1.363(5) . ?
C1 C9 1.499(5) . ?
C2 C3 1.492(6) . ?
C3 C4 1.513(5) . ?
C4 C5 1.507(5) . ?
C4 C9 1.520(4) . ?
C5 C6 1.503(6) . ?
C7 C8 1.579(5) . ?
C7 C9 1.522(5) . ?
C8 C15 1.519(5) . ?
C8 C17 1.540(5) . ?
C11 C12 1.478(7) . ?
C11 C13 1.573(12) . ?
C11 C14 1.420(13) . ?
C11 C13A 1.45(2) . ?
C11 C14A 1.615(13) . ?
C17 O8 1.34(2) . ?
C17 O8A 1.317(11) . ?
O8 C18 1.42(4) . ?
O8A C18A 1.484(18) . ?

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
C8 O1 C1 108.4(2) . . ?
C10 O4 C11 122.5(3) . . ?
C15 O6 C16 115.0(4) . . ?
C2 N1 C1 126.6(3) . . ?
C7 N2 C6 120.2(3) . . ?
C10 N2 C6 116.9(3) . . ?
C10 N2 C7 121.8(3) . . ?
O1 C1 C9 104.0(3) . . ?
N1 C1 O1 109.3(3) . . ?
N1 C1 C9 113.9(3) . . ?
O2 C2 N1 119.5(4) . . ?
O2 C2 C3 123.2(4) . . ?
N1 C2 C3 117.3(3) . . ?
C2 C3 C4 111.9(3) . . ?
C3 C4 C9 108.1(3) . . ?
C5 C4 C3 116.6(3) . . ?
C5 C4 C9 108.9(3) . . ?
C6 C5 C4 110.2(3) . . ?
N2 C6 C5 111.3(3) . . ?
N2 C7 C8 117.7(3) . . ?
N2 C7 C9 113.0(3) . . ?
C9 C7 C8 103.1(3) . . ?
O1 C8 C7 105.6(3) . . ?
O1 C8 C15 112.1(3) . . ?
O1 C8 C17 105.3(3) . . ?
C15 C8 C7 112.1(3) . . ?
C15 C8 C17 110.5(3) . . ?
C17 C8 C7 110.9(3) . . ?
C1 C9 C4 108.8(3) . . ?
C1 C9 C7 101.9(3) . . ?
C4 C9 C7 113.7(3) . . ?
O3 C10 O4 124.6(4) . . ?
O3 C10 N2 123.3(3) . . ?
O4 C10 N2 112.1(3) . . ?
O4 C11 C13 110.4(5) . . ?
O4 C11 C14A 99.8(5) . . ?
C12 C11 O4 111.1(4) . . ?
C12 C11 C13 99.4(7) . . ?
C12 C11 C14A 94.3(6) . . ?
C14 C11 O4 104.7(6) . . ?
C14 C11 C12 123.5(8) . . ?
C14 C11 C13 107.3(9) . . ?
C13A C11 O4 106.2(9) . . ?
C13A C11 C12 135.8(10) . . ?
C13A C11 C14A 101.9(11) . . ?
O5 C15 O6 125.3(4) . . ?
O5 C15 C8 121.3(4) . . ?
O6 C15 C8 113.3(4) . . ?
O7 C17 C8 124.5(4) . . ?
O7 C17 O8 123.0(10) . . ?
O7 C17 O8A 121.8(6) . . ?
O8 C17 C8 109.2(9) . . ?
O8A C17 C8 111.6(5) . . ?
C17 O8 C18 117(3) . . ?
C17 O8A C18A 114.7(9) . . ?

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
O1 C1 C9 C4 -79.1(3) . . . . ?
O1 C1 C9 C7 41.2(3) . . . . ?
O1 C8 C15 O5 170.8(4) . . . . ?
O1 C8 C15 O6 -11.6(4) . . . . ?
O1 C8 C17 O7 90.6(5) . . . . ?
O1 C8 C17 O8 -109.6(13) . . . . ?
O1 C8 C17 O8A -73.1(10) . . . . ?
O2 C2 C3 C4 156.9(4) . . . . ?
O7 C17 O8 C18 -24(4) . . . . ?
O7 C17 O8A C18A 11(2) . . . . ?
N1 C1 C9 C4 39.7(4) . . . . ?
N1 C1 C9 C7 160.0(3) . . . . ?
N1 C2 C3 C4 -24.2(5) . . . . ?
N2 C7 C8 O1 134.0(3) . . . . ?
N2 C7 C8 C15 11.6(4) . . . . ?
N2 C7 C8 C17 -112.4(4) . . . . ?
N2 C7 C9 C1 -158.1(3) . . . . ?
N2 C7 C9 C4 -41.2(4) . . . . ?
C1 O1 C8 C7 17.2(3) . . . . ?
C1 O1 C8 C15 139.5(3) . . . . ?
C1 O1 C8 C17 -100.3(3) . . . . ?
C1 N1 C2 O2 177.6(3) . . . . ?
C1 N1 C2 C3 -1.3(5) . . . . ?
C2 N1 C1 O1 108.6(4) . . . . ?
C2 N1 C1 C9 -7.1(5) . . . . ?
C2 C3 C4 C5 179.7(3) . . . . ?
C2 C3 C4 C9 56.7(4) . . . . ?
C3 C4 C5 C6 175.4(3) . . . . ?
C3 C4 C9 C1 -64.4(4) . . . . ?
C3 C4 C9 C7 -177.2(3) . . . . ?
C4 C5 C6 N2 55.1(5) . . . . ?
C5 C4 C9 C1 168.1(3) . . . . ?
C5 C4 C9 C7 55.3(4) . . . . ?
C6 N2 C7 C8 -84.5(4) . . . . ?
C6 N2 C7 C9 35.7(4) . . . . ?
C6 N2 C10 O3 -3.5(6) . . . . ?
C6 N2 C10 O4 178.9(3) . . . . ?
C7 N2 C6 C5 -42.9(5) . . . . ?
C7 N2 C10 O3 -171.2(4) . . . . ?
C7 N2 C10 O4 11.2(5) . . . . ?
C7 C8 C15 O5 -70.6(5) . . . . ?
C7 C8 C15 O6 107.0(4) . . . . ?
C7 C8 C17 O7 -23.2(6) . . . . ?
C7 C8 C17 O8 136.6(13) . . . . ?
C7 C8 C17 O8A 173.1(10) . . . . ?
C8 O1 C1 N1 -159.2(3) . . . . ?
C8 O1 C1 C9 -37.2(3) . . . . ?
C8 C7 C9 C1 -29.9(3) . . . . ?
C8 C7 C9 C4 86.9(3) . . . . ?
C8 C17 O8 C18 176(3) . . . . ?
C8 C17 O8A C18A 174.7(18) . . . . ?
C9 C4 C5 C6 -62.1(4) . . . . ?
C9 C7 C8 O1 8.8(3) . . . . ?
C9 C7 C8 C15 -113.5(3) . . . . ?
C9 C7 C8 C17 122.4(3) . . . . ?
C10 O4 C11 C12 -59.6(5) . . . . ?
C10 O4 C11 C13 49.7(8) . . . . ?
C10 O4 C11 C14 164.9(8) . . . . ?
C10 O4 C11 C13A 96.2(12) . . . . ?
C10 O4 C11 C14A -158.2(6) . . . . ?
C10 N2 C6 C5 149.1(4) . . . . ?
C10 N2 C7 C8 82.9(4) . . . . ?
C10 N2 C7 C9 -157.0(3) . . . . ?
C11 O4 C10 O3 2.6(6) . . . . ?
C11 O4 C10 N2 -179.8(3) . . . . ?
C15 C8 C17 O7 -148.2(5) . . . . ?
C15 C8 C17 O8 11.7(13) . . . . ?
C15 C8 C17 O8A 48.2(10) . . . . ?
C16 O6 C15 O5 -0.2(7) . . . . ?
C16 O6 C15 C8 -177.7(4) . . . . ?
C17 C8 C15 O5 53.7(5) . . . . ?
C17 C8 C15 O6 -128.7(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
