# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# 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_20190231
_database_code_depnum_ccdc_archive 'CCDC 1941065'
loop_
_audit_author_name
_audit_author_address
'Lei Chuanwen'
;The University of Chinese Academy of Sciences
China
;
_audit_update_record             
;
2019-07-17 deposited with the CCDC.	2019-12-30 downloaded from the CCDC.
;
_audit_creation_date             2019-02-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H13 N O5'
_chemical_formula_sum            'C19 H13 N O5'
_chemical_formula_weight         335.30
_chemical_melting_point          ?
_chemical_oxdiff_formula         C28H31ON5
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                   13.9043(5)
_cell_length_b                   10.8551(4)
_cell_length_c                   20.2244(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3052.52(19)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    2471
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9870
_cell_measurement_theta_min      4.3550
_shelx_estimated_absorpt_T_max   0.924
_shelx_estimated_absorpt_T_min   0.849
_exptl_absorpt_coefficient_mu    0.894
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81368
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.19
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.09
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0372
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7243
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.064
_diffrn_reflns_theta_max         67.064
_diffrn_reflns_theta_min         4.372
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -87.00  -47.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -77.0000 -150.0000 40

#__ type_ start__ end____ width___ exp.time_
  2 omega  -51.00  -24.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   57.0000  -30.0000 27

#__ type_ start__ end____ width___ exp.time_
  3 omega  -66.00  -33.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  178.0000  -30.0000 33

#__ type_ start__ end____ width___ exp.time_
  4 omega   65.00  107.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  120.0000 42

#__ type_ start__ end____ width___ exp.time_
  5 omega   64.00  110.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  -30.0000 46

#__ type_ start__ end____ width___ exp.time_
  6 omega   74.00   99.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000 -180.0000 25

#__ type_ start__ end____ width___ exp.time_
  7 omega   14.00  104.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   37.0000 -180.0000 90

#__ type_ start__ end____ width___ exp.time_
  8 omega   74.00  102.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -150.0000 28

#__ type_ start__ end____ width___ exp.time_
  9 omega   40.00   70.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -150.0000 30

#__ type_ start__ end____ width___ exp.time_
 10 omega   39.00   85.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 46

#__ type_ start__ end____ width___ exp.time_
 11 omega   92.00  176.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -180.0000 84

#__ type_ start__ end____ width___ exp.time_
 12 omega   37.00   62.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
 13 omega   37.00  115.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000  120.0000 78

#__ type_ start__ end____ width___ exp.time_
 14 omega  118.00  148.00   1.0000    8.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   90.0000 30
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1039207000
_diffrn_orient_matrix_UB_12      -0.0132264000
_diffrn_orient_matrix_UB_13      -0.0253913000
_diffrn_orient_matrix_UB_21      -0.0382795000
_diffrn_orient_matrix_UB_22      -0.0442659000
_diffrn_orient_matrix_UB_23      -0.0673740000
_diffrn_orient_matrix_UB_31      -0.0022746000
_diffrn_orient_matrix_UB_32      0.1343017000
_diffrn_orient_matrix_UB_33      -0.0247815000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2235
_reflns_number_total             2722
_reflns_odcompleteness_completeness 99.87
_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         0.171
_refine_diff_density_min         -0.236
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       0.00145(16)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         2722
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0543
_refine_ls_R_factor_gt           0.0446
_refine_ls_restrained_S_all      1.028
_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)+(0.0638P)²+0.4398P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1149
_refine_ls_wR_factor_ref         0.1253
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C15(H15), C16(H16), C17(H17), C18(H18)
2.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_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
C1 C 0.26593(14) 0.60525(18) 0.57558(10) 0.0414(5) Uani 1 1 d . . . . .
H1 H 0.3154 0.6624 0.5716 0.050 Uiso 1 1 calc R . . . .
C2 C 0.21248(16) 0.5742(2) 0.52066(10) 0.0476(5) Uani 1 1 d . . . . .
H2 H 0.2268 0.6093 0.4799 0.057 Uiso 1 1 calc R . . . .
C3 C 0.13762(16) 0.4910(2) 0.52621(11) 0.0509(5) Uani 1 1 d . . . . .
H3 H 0.1014 0.4701 0.4892 0.061 Uiso 1 1 calc R . . . .
C4 C 0.11683(16) 0.4390(2) 0.58674(11) 0.0481(5) Uani 1 1 d . . . . .
H4 H 0.0658 0.3842 0.5909 0.058 Uiso 1 1 calc R . . . .
C5 C 0.17200(14) 0.46855(17) 0.64123(9) 0.0382(4) Uani 1 1 d . . . . .
C6 C 0.24695(13) 0.55231(16) 0.63726(9) 0.0333(4) Uani 1 1 d . . . . .
C7 C 0.30368(13) 0.58411(16) 0.69763(8) 0.0329(4) Uani 1 1 d . . . . .
H7 H 0.3133 0.6735 0.6985 0.040 Uiso 1 1 calc R . . . .
C8 C 0.25481(15) 0.54568(17) 0.76217(9) 0.0390(4) Uani 1 1 d . . . . .
H8 H 0.2145 0.6137 0.7779 0.047 Uiso 1 1 calc R . . . .
C9 C 0.19428(15) 0.42965(18) 0.75803(10) 0.0424(5) Uani 1 1 d . . . . .
C10 C 0.33869(16) 0.52941(18) 0.80912(10) 0.0442(5) Uani 1 1 d . . . . .
C11 C 0.40103(13) 0.38545(17) 0.68024(9) 0.0362(4) Uani 1 1 d . . . . .
C12 C 0.40335(14) 0.52082(16) 0.70377(9) 0.0350(4) Uani 1 1 d . . . . .
C13 C 0.48230(13) 0.57486(17) 0.66354(9) 0.0353(4) Uani 1 1 d . . . . .
C14 C 0.51198(13) 0.48684(17) 0.61790(10) 0.0381(4) Uani 1 1 d . . . . .
C15 C 0.58083(16) 0.5115(2) 0.57095(12) 0.0509(5) Uani 1 1 d . . . . .
H15 H 0.5987 0.4527 0.5398 0.061 Uiso 1 1 calc R . . . .
C16 C 0.62260(16) 0.6274(2) 0.57184(13) 0.0566(6) Uani 1 1 d . . . . .
H16 H 0.6698 0.6465 0.5409 0.068 Uiso 1 1 calc R . . . .
C17 C 0.59560(16) 0.7153(2) 0.61760(12) 0.0527(6) Uani 1 1 d . . . . .
H17 H 0.6253 0.7921 0.6175 0.063 Uiso 1 1 calc R . . . .
C18 C 0.52410(14) 0.68990(18) 0.66404(11) 0.0436(5) Uani 1 1 d . . . . .
H18 H 0.5051 0.7492 0.6946 0.052 Uiso 1 1 calc R . . . .
C19 C 0.48588(18) 0.2592(2) 0.59647(12) 0.0568(6) Uani 1 1 d . . . . .
H19A H 0.4764 0.2675 0.5497 0.085 Uiso 1 1 calc GR . . . .
H19B H 0.4448 0.1953 0.6132 0.085 Uiso 1 1 calc GR . . . .
H19C H 0.5518 0.2383 0.6051 0.085 Uiso 1 1 calc GR . . . .
N1 N 0.46278(12) 0.37473(14) 0.62883(8) 0.0409(4) Uani 1 1 d . . . . .
O1 O 0.14860(10) 0.40807(13) 0.69973(7) 0.0463(4) Uani 1 1 d . . . . .
O2 O 0.18024(12) 0.36031(15) 0.80253(8) 0.0582(4) Uani 1 1 d . . . . .
O3 O 0.33920(13) 0.52481(17) 0.86789(7) 0.0637(5) Uani 1 1 d . . . . .
O4 O 0.42208(10) 0.52178(13) 0.77424(7) 0.0442(4) Uani 1 1 d . . . . .
O5 O 0.35155(11) 0.30461(12) 0.70444(8) 0.0482(4) Uani 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
C1 H1 0.9300 . ?
C1 C2 1.378(3) . ?
C1 C6 1.399(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.379(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.380(3) . ?
C5 C6 1.385(3) . ?
C5 O1 1.392(2) . ?
C6 C7 1.494(2) . ?
C7 H7 0.9800 . ?
C7 C8 1.529(2) . ?
C7 C12 1.552(3) . ?
C8 H8 0.9800 . ?
C8 C9 1.517(3) . ?
C8 C10 1.514(3) . ?
C9 O1 1.360(3) . ?
C9 O2 1.189(2) . ?
C10 O3 1.190(2) . ?
C10 O4 1.360(3) . ?
C11 C12 1.545(2) . ?
C11 N1 1.353(2) . ?
C11 O5 1.218(2) . ?
C12 C13 1.487(3) . ?
C12 O4 1.449(2) . ?
C13 C14 1.391(3) . ?
C13 C18 1.377(3) . ?
C14 C15 1.375(3) . ?
C14 N1 1.413(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.386(3) . ?
C16 H16 0.9300 . ?
C16 C17 1.381(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.395(3) . ?
C18 H18 0.9300 . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 0.9600 . ?
C19 N1 1.451(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 119.4 . . ?
C2 C1 C6 121.11(19) . . ?
C6 C1 H1 119.4 . . ?
C1 C2 H2 120.0 . . ?
C1 C2 C3 120.0(2) . . ?
C3 C2 H2 120.0 . . ?
C2 C3 H3 120.1 . . ?
C4 C3 C2 119.8(2) . . ?
C4 C3 H3 120.1 . . ?
C3 C4 H4 120.1 . . ?
C3 C4 C5 119.8(2) . . ?
C5 C4 H4 120.1 . . ?
C4 C5 C6 121.61(19) . . ?
C4 C5 O1 116.05(18) . . ?
C6 C5 O1 122.33(17) . . ?
C1 C6 C7 122.31(17) . . ?
C5 C6 C1 117.60(18) . . ?
C5 C6 C7 120.09(17) . . ?
C6 C7 H7 108.4 . . ?
C6 C7 C8 113.58(16) . . ?
C6 C7 C12 115.76(14) . . ?
C8 C7 H7 108.4 . . ?
C8 C7 C12 101.99(14) . . ?
C12 C7 H7 108.4 . . ?
C7 C8 H8 109.0 . . ?
C9 C8 C7 115.19(15) . . ?
C9 C8 H8 109.0 . . ?
C10 C8 C7 102.99(16) . . ?
C10 C8 H8 109.0 . . ?
C10 C8 C9 111.41(16) . . ?
O1 C9 C8 116.75(16) . . ?
O2 C9 C8 125.1(2) . . ?
O2 C9 O1 118.06(19) . . ?
O3 C10 C8 129.5(2) . . ?
O3 C10 O4 120.7(2) . . ?
O4 C10 C8 109.79(16) . . ?
N1 C11 C12 107.77(16) . . ?
O5 C11 C12 124.99(17) . . ?
O5 C11 N1 127.25(18) . . ?
C11 C12 C7 112.19(15) . . ?
C13 C12 C7 116.16(15) . . ?
C13 C12 C11 102.83(15) . . ?
O4 C12 C7 103.65(14) . . ?
O4 C12 C11 108.27(14) . . ?
O4 C12 C13 113.75(15) . . ?
C14 C13 C12 108.12(16) . . ?
C18 C13 C12 131.69(18) . . ?
C18 C13 C14 120.16(19) . . ?
C13 C14 N1 110.13(17) . . ?
C15 C14 C13 122.09(19) . . ?
C15 C14 N1 127.78(19) . . ?
C14 C15 H15 121.3 . . ?
C14 C15 C16 117.3(2) . . ?
C16 C15 H15 121.3 . . ?
C15 C16 H16 119.3 . . ?
C17 C16 C15 121.5(2) . . ?
C17 C16 H16 119.3 . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.5(2) . . ?
C18 C17 H17 119.7 . . ?
C13 C18 C17 118.4(2) . . ?
C13 C18 H18 120.8 . . ?
C17 C18 H18 120.8 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C19 H19A 109.5 . . ?
N1 C19 H19B 109.5 . . ?
N1 C19 H19C 109.5 . . ?
C11 N1 C14 110.68(16) . . ?
C11 N1 C19 124.15(18) . . ?
C14 N1 C19 124.52(17) . . ?
C9 O1 C5 123.14(15) . . ?
C10 O4 C12 110.94(15) . . ?

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
C1 C2 C3 C4 -0.2(3) . . . . ?
C1 C6 C7 C8 163.64(17) . . . . ?
C1 C6 C7 C12 -78.8(2) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
C2 C1 C6 C7 179.98(17) . . . . ?
C2 C3 C4 C5 -1.2(3) . . . . ?
C3 C4 C5 C6 1.7(3) . . . . ?
C3 C4 C5 O1 -177.42(19) . . . . ?
C4 C5 C6 C1 -0.8(3) . . . . ?
C4 C5 C6 C7 178.63(17) . . . . ?
C4 C5 O1 C9 -178.05(18) . . . . ?
C5 C6 C7 C8 -15.8(2) . . . . ?
C5 C6 C7 C12 101.76(19) . . . . ?
C6 C1 C2 C3 1.1(3) . . . . ?
C6 C5 O1 C9 2.8(3) . . . . ?
C6 C7 C8 C9 32.4(2) . . . . ?
C6 C7 C8 C10 153.93(15) . . . . ?
C6 C7 C12 C11 -39.2(2) . . . . ?
C6 C7 C12 C13 78.7(2) . . . . ?
C6 C7 C12 O4 -155.75(15) . . . . ?
C7 C8 C9 O1 -33.1(2) . . . . ?
C7 C8 C9 O2 150.8(2) . . . . ?
C7 C8 C10 O3 162.8(2) . . . . ?
C7 C8 C10 O4 -16.1(2) . . . . ?
C7 C12 C13 C14 -116.36(17) . . . . ?
C7 C12 C13 C18 61.8(3) . . . . ?
C7 C12 O4 C10 23.63(19) . . . . ?
C8 C7 C12 C11 84.66(17) . . . . ?
C8 C7 C12 C13 -157.45(16) . . . . ?
C8 C7 C12 O4 -31.93(17) . . . . ?
C8 C9 O1 C5 15.5(3) . . . . ?
C8 C10 O4 C12 -5.0(2) . . . . ?
C9 C8 C10 O3 -73.1(3) . . . . ?
C9 C8 C10 O4 107.97(18) . . . . ?
C10 C8 C9 O1 -149.89(17) . . . . ?
C10 C8 C9 O2 34.0(3) . . . . ?
C11 C12 C13 C14 6.57(19) . . . . ?
C11 C12 C13 C18 -175.3(2) . . . . ?
C11 C12 O4 C10 -95.68(18) . . . . ?
C12 C7 C8 C9 -92.84(19) . . . . ?
C12 C7 C8 C10 28.66(17) . . . . ?
C12 C11 N1 C14 4.1(2) . . . . ?
C12 C11 N1 C19 175.21(18) . . . . ?
C12 C13 C14 C15 176.38(18) . . . . ?
C12 C13 C14 N1 -4.6(2) . . . . ?
C12 C13 C18 C17 -177.41(19) . . . . ?
C13 C12 O4 C10 150.69(16) . . . . ?
C13 C14 C15 C16 2.0(3) . . . . ?
C13 C14 N1 C11 0.2(2) . . . . ?
C13 C14 N1 C19 -170.87(19) . . . . ?
C14 C13 C18 C17 0.5(3) . . . . ?
C14 C15 C16 C17 -0.6(4) . . . . ?
C15 C14 N1 C11 179.2(2) . . . . ?
C15 C14 N1 C19 8.1(3) . . . . ?
C15 C16 C17 C18 -0.8(4) . . . . ?
C16 C17 C18 C13 0.8(3) . . . . ?
C18 C13 C14 C15 -2.0(3) . . . . ?
C18 C13 C14 N1 177.06(17) . . . . ?
N1 C11 C12 C7 119.03(17) . . . . ?
N1 C11 C12 C13 -6.52(19) . . . . ?
N1 C11 C12 O4 -127.19(17) . . . . ?
N1 C14 C15 C16 -176.9(2) . . . . ?
O1 C5 C6 C1 178.27(17) . . . . ?
O1 C5 C6 C7 -2.3(3) . . . . ?
O2 C9 O1 C5 -168.12(19) . . . . ?
O3 C10 O4 C12 176.01(19) . . . . ?
O4 C12 C13 C14 123.41(17) . . . . ?
O4 C12 C13 C18 -58.5(3) . . . . ?
O5 C11 C12 C7 -60.8(2) . . . . ?
O5 C11 C12 C13 173.65(18) . . . . ?
O5 C11 C12 O4 53.0(2) . . . . ?
O5 C11 N1 C14 -176.04(18) . . . . ?
O5 C11 N1 C19 -5.0(3) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
