# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_gxm-ii-246
_audit_block_doi                 10.5517/ccdc.csd.cc24ng9l
_database_code_depnum_ccdc_archive 'CCDC 1985869'
loop_
_audit_author_name
_audit_author_address
'Yuan Y'
;Fujian Normal University
China
;
_audit_update_record             
;
2020-02-24 deposited with the CCDC.	2020-09-01 downloaded from the CCDC.
;
_audit_creation_date             2018-02-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelxl_version_number           2013-2
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H25 N O5'
_chemical_formula_sum            'C24 H25 N O5'
_chemical_formula_weight         407.45
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C N H O'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'

_cell_length_a                   11.8560(3)
_cell_length_b                   14.5868(4)
_cell_length_c                   23.9797(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4147.08(18)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    4053
_cell_measurement_temperature    289.46(10)
_cell_measurement_theta_max      71.9230
_cell_measurement_theta_min      5.1150
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.67834
_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            colourless
_exptl_crystal_density_diffrn    1.305
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1728
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0434
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            16243
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.946
_diffrn_reflns_theta_min         3.687
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      289.46(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.5148
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -114.00  -63.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4499 -142.0000  -72.0000 51

#__ type_ start__ end____ width___ exp.time_
  2 omega  -50.00   33.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4499   38.0000  -60.0000 83

#__ type_ start__ end____ width___ exp.time_
  3 omega  -50.00   33.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4499   38.0000   30.0000 83

#__ type_ start__ end____ width___ exp.time_
  4 omega   30.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -30.0000 -150.0000 61

#__ type_ start__ end____ width___ exp.time_
  5 omega   33.00   98.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -45.0000 -180.0000 65

#__ type_ start__ end____ width___ exp.time_
  6 omega   30.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -30.0000  -90.0000 61

#__ type_ start__ end____ width___ exp.time_
  7 omega   78.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615   30.0000 -180.0000 100

#__ type_ start__ end____ width___ exp.time_
  8 omega   30.00   91.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615  -30.0000  -30.0000 61

#__ type_ start__ end____ width___ exp.time_
  9 omega   94.00  178.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3615  125.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
 10 omega -118.00  -93.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.4499  -77.0000  -30.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0558875000
_diffrn_orient_matrix_UB_12      0.0758769000
_diffrn_orient_matrix_UB_13      -0.0351369000
_diffrn_orient_matrix_UB_21      0.0503979000
_diffrn_orient_matrix_UB_22      -0.0732858000
_diffrn_orient_matrix_UB_23      -0.0389977000
_diffrn_orient_matrix_UB_31      -0.1060066000
_diffrn_orient_matrix_UB_32      0.0050767000
_diffrn_orient_matrix_UB_33      -0.0369866000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2990
_reflns_number_total             4152
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.057
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         4152
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0690
_refine_ls_R_factor_gt           0.0470
_refine_ls_restrained_S_all      1.027
_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)+(0.0650P)²+0.7010P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1117
_refine_ls_wR_factor_ref         0.1295
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C14(H14A,H14B,H14C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_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
O2 O 0.17472(11) 0.08927(9) 0.49466(5) 0.0421(3) Uani 1 1 d . . . . .
O1 O 0.36035(11) 0.08174(10) 0.51063(6) 0.0460(3) Uani 1 1 d . . . . .
O4 O 0.28689(13) 0.14665(9) 0.61871(6) 0.0480(4) Uani 1 1 d . . . . .
O5 O 0.07983(13) -0.08899(11) 0.61530(6) 0.0516(4) Uani 1 1 d . . . . .
N1 N 0.40831(14) -0.11906(12) 0.45431(7) 0.0413(4) Uani 1 1 d . . . . .
O3 O 0.13244(13) 0.08156(11) 0.65336(7) 0.0585(4) Uani 1 1 d . . . . .
C7 C 0.22690(15) -0.11709(12) 0.48285(8) 0.0367(4) Uani 1 1 d . . . . .
C16 C 0.36752(15) -0.05199(13) 0.65001(7) 0.0363(4) Uani 1 1 d . . . . .
C17 C 0.32726(14) -0.05395(12) 0.59541(7) 0.0331(4) Uani 1 1 d . . . . .
C4 C 0.34418(17) -0.11603(13) 0.40672(8) 0.0392(4) Uani 1 1 d . . . . .
C5 C 0.22864(16) -0.11562(12) 0.42294(8) 0.0382(4) Uani 1 1 d . . . . .
C24 C 0.26541(14) 0.06194(12) 0.52300(7) 0.0344(4) Uani 1 1 d . . . . .
C21 C 0.20886(15) 0.08214(13) 0.62035(8) 0.0370(4) Uani 1 1 d . . . . .
C12 C 0.45780(16) -0.10627(13) 0.66757(8) 0.0391(4) Uani 1 1 d . . . . .
C8 C 0.33736(15) -0.11808(13) 0.49989(7) 0.0360(4) Uani 1 1 d . . . . .
C9 C 0.37822(15) -0.11413(12) 0.55726(7) 0.0350(4) Uani 1 1 d . . . . .
C6 C 0.14570(19) -0.11384(14) 0.38160(9) 0.0475(5) Uani 1 1 d . . . . .
C22 C 0.23033(14) 0.00802(12) 0.57583(7) 0.0328(4) Uani 1 1 d . . . . .
C18 C 0.12881(17) -0.12259(15) 0.52167(9) 0.0431(5) Uani 1 1 d . . . . .
C3 C 0.3770(2) -0.11436(16) 0.35103(9) 0.0519(5) Uani 1 1 d . . . . .
C11 C 0.50713(17) -0.16430(15) 0.62901(9) 0.0453(5) Uani 1 1 d . . . . .
C1 C 0.1786(2) -0.11191(17) 0.32642(9) 0.0592(6) Uani 1 1 d . . . . .
C19 C 0.11841(15) -0.04633(13) 0.56560(7) 0.0372(4) Uani 1 1 d . . . . .
C10 C 0.46815(17) -0.16853(14) 0.57481(8) 0.0427(5) Uani 1 1 d . . . . .
C2 C 0.2932(3) -0.11223(17) 0.31135(9) 0.0609(6) Uani 1 1 d . . . . .
C13 C 0.49772(19) -0.10203(16) 0.72787(8) 0.0492(5) Uani 1 1 d . . . . .
C15 C 0.6243(2) -0.1165(2) 0.73345(11) 0.0590(6) Uani 1 1 d . . . . .
C20 C 0.1977(2) 0.13970(19) 0.44347(10) 0.0558(6) Uani 1 1 d . . . . .
C23 C 0.2791(3) 0.21904(17) 0.66008(11) 0.0602(6) Uani 1 1 d . . . . .
C14 C 0.4366(2) -0.1744(3) 0.76266(11) 0.0862(10) Uani 1 1 d . . . . .
H14A H 0.3568 -0.1638 0.7611 0.129 Uiso 1 1 calc GR . . . .
H14B H 0.4617 -0.1708 0.8007 0.129 Uiso 1 1 calc GR . . . .
H14C H 0.4531 -0.2343 0.7481 0.129 Uiso 1 1 calc GR . . . .
H16 H 0.3330(17) -0.0125(14) 0.6782(8) 0.037(5) Uiso 1 1 d . . . . .
H10 H 0.5025(19) -0.2111(16) 0.5485(9) 0.050(6) Uiso 1 1 d . . . . .
H18A H 0.130(2) -0.1809(17) 0.5429(9) 0.057(7) Uiso 1 1 d . . . . .
H11 H 0.569(2) -0.2050(15) 0.6396(9) 0.053(6) Uiso 1 1 d . . . . .
H13 H 0.477(2) -0.0386(17) 0.7449(10) 0.058(7) Uiso 1 1 d . . . . .
H6 H 0.064(2) -0.1154(17) 0.3921(11) 0.068(8) Uiso 1 1 d . . . . .
H18B H 0.057(2) -0.1271(16) 0.5016(10) 0.057(7) Uiso 1 1 d . . . . .
H3 H 0.458(2) -0.1170(16) 0.3407(10) 0.061(7) Uiso 1 1 d . . . . .
H23A H 0.296(2) 0.192(2) 0.6963(12) 0.078(9) Uiso 1 1 d . . . . .
H1A H 0.118(3) -0.114(2) 0.2964(13) 0.095(10) Uiso 1 1 d . . . . .
H2 H 0.316(2) -0.1084(16) 0.2715(11) 0.063(7) Uiso 1 1 d . . . . .
H20A H 0.126(3) 0.148(2) 0.4253(13) 0.093(10) Uiso 1 1 d . . . . .
H23B H 0.206(3) 0.243(2) 0.6575(14) 0.104(12) Uiso 1 1 d . . . . .
H23C H 0.341(3) 0.260(2) 0.6489(14) 0.110(12) Uiso 1 1 d . . . . .
H15A H 0.646(2) -0.1036(18) 0.7742(13) 0.079(9) Uiso 1 1 d . . . . .
H15B H 0.670(3) -0.073(2) 0.7099(14) 0.113(12) Uiso 1 1 d . . . . .
H15C H 0.643(3) -0.188(3) 0.7226(14) 0.119(12) Uiso 1 1 d . . . . .
H20B H 0.238(3) 0.199(2) 0.4538(12) 0.097(10) Uiso 1 1 d . . . . .
H20C H 0.249(3) 0.101(2) 0.4196(14) 0.096(11) Uiso 1 1 d . . . . .
H1 H 0.478(2) -0.1069(16) 0.4570(10) 0.052(7) Uiso 1 1 d . . . . .
H19 H 0.0495(16) -0.0021(12) 0.5575(8) 0.032(5) Uiso 1 1 d . . . . .
H5 H 0.060(4) -0.037(3) 0.6401(17) 0.145(15) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C24 1.333(2) . ?
O2 C20 1.457(3) . ?
O1 C24 1.199(2) . ?
O4 C21 1.320(2) . ?
O4 C23 1.452(3) . ?
O5 C19 1.420(2) . ?
O5 H5 0.99(4) . ?
N1 C4 1.372(2) . ?
N1 C8 1.379(2) . ?
N1 H1 0.85(3) . ?
O3 C21 1.203(2) . ?
C7 C5 1.437(3) . ?
C7 C8 1.372(3) . ?
C7 C18 1.492(3) . ?
C16 C17 1.394(2) . ?
C16 C12 1.396(3) . ?
C16 H16 0.98(2) . ?
C17 C9 1.405(2) . ?
C17 C22 1.536(2) . ?
C4 C5 1.424(3) . ?
C4 C3 1.391(3) . ?
C5 C6 1.397(3) . ?
C24 C22 1.548(2) . ?
C21 C22 1.541(3) . ?
C12 C11 1.383(3) . ?
C12 C13 1.523(3) . ?
C8 C9 1.460(2) . ?
C9 C10 1.394(3) . ?
C6 C1 1.380(3) . ?
C6 H6 1.00(3) . ?
C22 C19 1.565(2) . ?
C18 C19 1.537(3) . ?
C18 H18A 0.99(2) . ?
C18 H18B 0.98(3) . ?
C3 C2 1.375(3) . ?
C3 H3 1.00(3) . ?
C11 C10 1.381(3) . ?
C11 H11 0.97(2) . ?
C1 C2 1.406(4) . ?
C1 H1A 1.02(3) . ?
C19 H19 1.059(19) . ?
C10 H10 0.97(2) . ?
C2 H2 0.99(3) . ?
C13 C15 1.521(3) . ?
C13 C14 1.528(4) . ?
C13 H13 1.04(2) . ?
C15 H15A 1.03(3) . ?
C15 H15B 1.01(4) . ?
C15 H15C 1.10(4) . ?
C20 H20A 0.96(4) . ?
C20 H20B 1.01(4) . ?
C20 H20C 1.01(3) . ?
C23 H23A 0.97(3) . ?
C23 H23B 0.93(4) . ?
C23 H23C 0.98(4) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 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
C24 O2 C20 115.46(16) . . ?
C21 O4 C23 116.98(18) . . ?
C19 O5 H5 104(2) . . ?
C4 N1 C8 108.71(16) . . ?
C4 N1 H1 126.7(16) . . ?
C8 N1 H1 122.1(16) . . ?
C5 C7 C18 129.48(17) . . ?
C8 C7 C5 106.52(16) . . ?
C8 C7 C18 123.90(17) . . ?
C17 C16 C12 122.28(17) . . ?
C17 C16 H16 121.2(11) . . ?
C12 C16 H16 116.5(11) . . ?
C16 C17 C9 118.51(16) . . ?
C16 C17 C22 122.11(16) . . ?
C9 C17 C22 119.38(15) . . ?
N1 C4 C5 107.82(16) . . ?
N1 C4 C3 130.11(19) . . ?
C3 C4 C5 122.07(19) . . ?
C4 C5 C7 106.66(16) . . ?
C6 C5 C7 134.42(19) . . ?
C6 C5 C4 118.91(19) . . ?
O2 C24 C22 110.64(14) . . ?
O1 C24 O2 123.98(17) . . ?
O1 C24 C22 125.23(16) . . ?
O4 C21 C22 111.33(15) . . ?
O3 C21 O4 123.53(18) . . ?
O3 C21 C22 125.12(17) . . ?
C16 C12 C13 120.10(18) . . ?
C11 C12 C16 118.01(17) . . ?
C11 C12 C13 121.89(17) . . ?
N1 C8 C9 123.02(16) . . ?
C7 C8 N1 110.26(16) . . ?
C7 C8 C9 126.66(17) . . ?
C17 C9 C8 119.73(16) . . ?
C10 C9 C17 119.21(16) . . ?
C10 C9 C8 121.06(17) . . ?
C5 C6 H6 120.1(15) . . ?
C1 C6 C5 118.8(2) . . ?
C1 C6 H6 121.1(15) . . ?
C17 C22 C24 110.38(14) . . ?
C17 C22 C21 108.95(14) . . ?
C17 C22 C19 112.60(15) . . ?
C24 C22 C19 110.91(14) . . ?
C21 C22 C24 104.76(14) . . ?
C21 C22 C19 108.91(14) . . ?
C7 C18 C19 116.83(16) . . ?
C7 C18 H18A 110.8(14) . . ?
C7 C18 H18B 111.9(14) . . ?
C19 C18 H18A 105.7(13) . . ?
C19 C18 H18B 108.4(14) . . ?
H18A C18 H18B 101.9(19) . . ?
C4 C3 H3 120.6(14) . . ?
C2 C3 C4 117.6(2) . . ?
C2 C3 H3 121.8(14) . . ?
C12 C11 H11 121.1(13) . . ?
C10 C11 C12 120.99(18) . . ?
C10 C11 H11 117.9(13) . . ?
C6 C1 C2 121.3(2) . . ?
C6 C1 H1A 118.6(18) . . ?
C2 C1 H1A 120.0(18) . . ?
O5 C19 C22 111.31(15) . . ?
O5 C19 C18 106.49(16) . . ?
O5 C19 H19 99.9(10) . . ?
C22 C19 H19 112.0(10) . . ?
C18 C19 C22 113.96(15) . . ?
C18 C19 H19 112.2(10) . . ?
C9 C10 H10 119.1(13) . . ?
C11 C10 C9 120.98(18) . . ?
C11 C10 H10 119.9(13) . . ?
C3 C2 C1 121.3(2) . . ?
C3 C2 H2 118.3(16) . . ?
C1 C2 H2 120.3(15) . . ?
C12 C13 C14 110.05(19) . . ?
C12 C13 H13 109.5(13) . . ?
C15 C13 C12 112.62(19) . . ?
C15 C13 C14 108.9(2) . . ?
C15 C13 H13 108.8(13) . . ?
C14 C13 H13 106.8(13) . . ?
C13 C15 H15A 108.0(17) . . ?
C13 C15 H15B 113(2) . . ?
C13 C15 H15C 108.2(19) . . ?
H15A C15 H15B 106(2) . . ?
H15A C15 H15C 110(2) . . ?
H15B C15 H15C 111(3) . . ?
O2 C20 H20A 106.4(19) . . ?
O2 C20 H20B 108.1(17) . . ?
O2 C20 H20C 108.0(19) . . ?
H20A C20 H20B 115(3) . . ?
H20A C20 H20C 110(3) . . ?
H20B C20 H20C 109(3) . . ?
O4 C23 H23A 107.9(17) . . ?
O4 C23 H23B 106(2) . . ?
O4 C23 H23C 102(2) . . ?
H23A C23 H23B 113(3) . . ?
H23A C23 H23C 110(3) . . ?
H23B C23 H23C 117(3) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 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 C24 C22 C17 157.91(15) . . . . ?
O2 C24 C22 C21 -84.95(17) . . . . ?
O2 C24 C22 C19 32.4(2) . . . . ?
O1 C24 C22 C17 -26.4(3) . . . . ?
O1 C24 C22 C21 90.8(2) . . . . ?
O1 C24 C22 C19 -151.89(18) . . . . ?
O4 C21 C22 C17 75.95(18) . . . . ?
O4 C21 C22 C24 -42.17(18) . . . . ?
O4 C21 C22 C19 -160.88(15) . . . . ?
N1 C4 C5 C7 0.9(2) . . . . ?
N1 C4 C5 C6 -179.23(17) . . . . ?
N1 C4 C3 C2 179.4(2) . . . . ?
N1 C8 C9 C17 134.99(19) . . . . ?
N1 C8 C9 C10 -44.3(3) . . . . ?
O3 C21 C22 C17 -102.8(2) . . . . ?
O3 C21 C22 C24 139.08(19) . . . . ?
O3 C21 C22 C19 20.4(2) . . . . ?
C7 C5 C6 C1 179.4(2) . . . . ?
C7 C8 C9 C17 -41.8(3) . . . . ?
C7 C8 C9 C10 138.9(2) . . . . ?
C7 C18 C19 O5 -141.57(18) . . . . ?
C7 C18 C19 C22 -18.4(3) . . . . ?
C16 C17 C9 C8 179.62(17) . . . . ?
C16 C17 C9 C10 -1.1(3) . . . . ?
C16 C17 C22 C24 127.30(18) . . . . ?
C16 C17 C22 C21 12.8(2) . . . . ?
C16 C17 C22 C19 -108.16(19) . . . . ?
C16 C12 C11 C10 -0.1(3) . . . . ?
C16 C12 C13 C15 -146.8(2) . . . . ?
C16 C12 C13 C14 91.5(3) . . . . ?
C17 C16 C12 C11 -0.7(3) . . . . ?
C17 C16 C12 C13 -179.47(18) . . . . ?
C17 C9 C10 C11 0.3(3) . . . . ?
C17 C22 C19 O5 61.3(2) . . . . ?
C17 C22 C19 C18 -59.2(2) . . . . ?
C4 N1 C8 C7 1.7(2) . . . . ?
C4 N1 C8 C9 -175.54(17) . . . . ?
C4 C5 C6 C1 -0.4(3) . . . . ?
C4 C3 C2 C1 -0.1(4) . . . . ?
C5 C7 C8 N1 -1.1(2) . . . . ?
C5 C7 C8 C9 176.02(18) . . . . ?
C5 C7 C18 C19 -124.3(2) . . . . ?
C5 C4 C3 C2 0.0(3) . . . . ?
C5 C6 C1 C2 0.4(4) . . . . ?
C24 C22 C19 O5 -174.46(15) . . . . ?
C24 C22 C19 C18 65.1(2) . . . . ?
C21 C22 C19 O5 -59.67(19) . . . . ?
C21 C22 C19 C18 179.88(15) . . . . ?
C12 C16 C17 C9 1.3(3) . . . . ?
C12 C16 C17 C22 -178.08(17) . . . . ?
C12 C11 C10 C9 0.3(3) . . . . ?
C8 N1 C4 C5 -1.6(2) . . . . ?
C8 N1 C4 C3 179.0(2) . . . . ?
C8 C7 C5 C4 0.1(2) . . . . ?
C8 C7 C5 C6 -179.7(2) . . . . ?
C8 C7 C18 C19 59.9(3) . . . . ?
C8 C9 C10 C11 179.60(19) . . . . ?
C9 C17 C22 C24 -52.1(2) . . . . ?
C9 C17 C22 C21 -166.62(16) . . . . ?
C9 C17 C22 C19 72.4(2) . . . . ?
C6 C1 C2 C3 -0.1(4) . . . . ?
C22 C17 C9 C8 -1.0(3) . . . . ?
C22 C17 C9 C10 178.32(17) . . . . ?
C18 C7 C5 C4 -176.20(19) . . . . ?
C18 C7 C5 C6 4.0(4) . . . . ?
C18 C7 C8 N1 175.47(18) . . . . ?
C18 C7 C8 C9 -7.4(3) . . . . ?
C3 C4 C5 C7 -179.63(19) . . . . ?
C3 C4 C5 C6 0.2(3) . . . . ?
C11 C12 C13 C15 34.5(3) . . . . ?
C11 C12 C13 C14 -87.2(3) . . . . ?
C13 C12 C11 C10 178.6(2) . . . . ?
C20 O2 C24 O1 5.1(3) . . . . ?
C20 O2 C24 C22 -179.10(17) . . . . ?
C23 O4 C21 O3 1.1(3) . . . . ?
C23 O4 C21 C22 -177.63(18) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
