# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2024

####################################################################### 
# 
# 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_y
_database_code_depnum_ccdc_archive 'CCDC 2307698'
loop_
_audit_author_name
_audit_author_address
'Meng Xianggao'
;Central China Normal University
China
;
_audit_update_record             
;
2023-11-14 deposited with the CCDC.	2024-06-12 downloaded from the CCDC.
;
_audit_creation_date             2022-07-29
_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 H16 F N O3'
_chemical_formula_sum            'C19 H16 F N O3'
_chemical_formula_weight         325.33
_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'
F F 0.0171 0.0103 '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           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_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'
'-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                   20.904(3)
_cell_length_b                   8.9557(13)
_cell_length_c                   18.757(3)
_cell_angle_alpha                90
_cell_angle_beta                 114.114(2)
_cell_angle_gamma                90
_cell_volume                     3205.2(8)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9934
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      31.49
_cell_measurement_theta_min      2.38
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.971
_exptl_absorpt_coefficient_mu    0.099
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6706
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2008/1 (Bruker,2008) was used for absorption correction. wR2(int) was 0.1340 before and 0.0503 after correction. The Ratio of minimum to maximum transmission is 0.8986. The λ/2 correction factor is 0.0015.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       ?
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            33134
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.942
_diffrn_reflns_theta_min         2.135
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.931
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4041
_reflns_number_total             5150
_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       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_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    'XM (Sheldrick, 2008)'
_refine_diff_density_max         0.272
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.063
_refine_ls_extinction_coef       0.0077(10)
_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   1.087
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     220
_refine_ls_number_reflns         5150
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0775
_refine_ls_R_factor_gt           0.0612
_refine_ls_restrained_S_all      1.087
_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)+(0.0905P)²+1.7720P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1672
_refine_ls_wR_factor_ref         0.1901
_refine_special_details          ?
_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 Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C13(H13), C14(H14), C15(H15), C16(H16)
2.c Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C19(H19A,H19B,H19C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.3, Nqual =  -1, Ralpha = 0.056
;
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 0.20685(12) 1.1902(2) 0.37805(14) 0.0738(6) Uani 1 1 d . . . . .
H1A H 0.2349 1.2715 0.3735 0.111 Uiso 1 1 calc GR . . . .
H1B H 0.1944 1.2082 0.4212 0.111 Uiso 1 1 calc GR . . . .
H1C H 0.1651 1.1822 0.3308 0.111 Uiso 1 1 calc GR . . . .
C2 C 0.24791(8) 1.04729(18) 0.39157(10) 0.0527(4) Uani 1 1 d . . . . .
C3 C 0.26506(10) 0.9863(2) 0.33343(10) 0.0585(4) Uani 1 1 d . . . . .
H3 H 0.2520 1.0361 0.2861 0.070 Uiso 1 1 calc R . . . .
C4 C 0.30107(9) 0.8533(2) 0.34472(9) 0.0526(4) Uani 1 1 d . . . . .
H4 H 0.3109 0.8136 0.3045 0.063 Uiso 1 1 calc R . . . .
C5 C 0.32289(7) 0.77767(16) 0.41572(8) 0.0420(3) Uani 1 1 d . . . . .
C6 C 0.30673(8) 0.83957(18) 0.47446(8) 0.0449(3) Uani 1 1 d . . . . .
H6 H 0.3213 0.7919 0.5226 0.054 Uiso 1 1 calc R . . . .
C7 C 0.26907(8) 0.97181(19) 0.46177(10) 0.0506(4) Uani 1 1 d . . . . .
H7 H 0.2578 1.0104 0.5013 0.061 Uiso 1 1 calc R . . . .
C8 C 0.35585(8) 0.62691(17) 0.42340(9) 0.0464(3) Uani 1 1 d . . . . .
C9 C 0.40845(7) 0.57713(15) 0.49845(8) 0.0398(3) Uani 1 1 d . . . . .
C10 C 0.45305(7) 0.65828(15) 0.56372(8) 0.0392(3) Uani 1 1 d . . . . .
C11 C 0.49652(7) 0.56647(15) 0.62228(8) 0.0412(3) Uani 1 1 d . . . . .
C12 C 0.42698(7) 0.42600(15) 0.51828(8) 0.0402(3) Uani 1 1 d . . . . .
C13 C 0.40346(9) 0.29137(17) 0.47779(11) 0.0510(4) Uani 1 1 d . . . . .
H13 H 0.3685 0.2919 0.4273 0.061 Uiso 1 1 calc R . . . .
C14 C 0.43217(10) 0.15935(19) 0.51289(13) 0.0606(4) Uani 1 1 d . . . . .
H14 H 0.4173 0.0698 0.4861 0.073 Uiso 1 1 calc R . . . .
C15 C 0.48440(11) 0.15937(19) 0.58984(13) 0.0638(5) Uani 1 1 d . . . . .
H15 H 0.5034 0.0693 0.6138 0.077 Uiso 1 1 calc R . . . .
C16 C 0.50716(10) 0.28841(17) 0.62917(11) 0.0552(4) Uani 1 1 d . . . . .
H16 H 0.5417 0.2872 0.6799 0.066 Uiso 1 1 calc R . . . .
C17 C 0.55058(8) 0.59836(19) 0.69985(9) 0.0490(3) Uani 1 1 d . . . . .
C18 C 0.61557(13) 0.7899(3) 0.78482(12) 0.0780(6) Uani 1 1 d . . . . .
H18A H 0.6613 0.7567 0.7896 0.094 Uiso 1 1 calc R . . . .
H18B H 0.6061 0.7445 0.8265 0.094 Uiso 1 1 calc R . . . .
C19 C 0.61496(18) 0.9511(3) 0.79116(15) 0.1004(9) Uani 1 1 d . . . . .
H19A H 0.6228 0.9953 0.7488 0.151 Uiso 1 1 calc GR . . . .
H19B H 0.6513 0.9817 0.8399 0.151 Uiso 1 1 calc GR . . . .
H19C H 0.5703 0.9829 0.7890 0.151 Uiso 1 1 calc GR . . . .
F1 F 0.45553(5) 0.80715(10) 0.56849(5) 0.0520(3) Uani 1 1 d . . . . .
N1 N 0.47899(6) 0.42157(13) 0.59395(7) 0.0416(3) Uani 1 1 d . . . . .
O1 O 0.33667(9) 0.54441(17) 0.36639(8) 0.0781(5) Uani 1 1 d . . . . .
O2 O 0.57995(8) 0.50707(16) 0.74915(8) 0.0743(4) Uani 1 1 d . . . . .
O3 O 0.56248(7) 0.74514(14) 0.70979(7) 0.0582(3) 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 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C1 C2 1.504(2) . ?
C2 C3 1.392(3) . ?
C2 C7 1.382(2) . ?
C3 H3 0.9300 . ?
C3 C4 1.378(2) . ?
C4 H4 0.9300 . ?
C4 C5 1.394(2) . ?
C5 C6 1.393(2) . ?
C5 C8 1.496(2) . ?
C6 H6 0.9300 . ?
C6 C7 1.388(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.4576(19) . ?
C8 O1 1.2247(19) . ?
C9 C10 1.4013(18) . ?
C9 C12 1.4151(18) . ?
C10 C11 1.3758(19) . ?
C10 F1 1.3358(15) . ?
C11 C17 1.460(2) . ?
C11 N1 1.3935(17) . ?
C12 C13 1.403(2) . ?
C12 N1 1.3918(19) . ?
C13 H13 0.9300 . ?
C13 C14 1.367(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.410(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.349(3) . ?
C16 H16 0.9300 . ?
C16 N1 1.3739(18) . ?
C17 O2 1.199(2) . ?
C17 O3 1.337(2) . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C18 C19 1.448(4) . ?
C18 O3 1.448(2) . ?
C19 H19A 0.9600 . ?
C19 H19B 0.9600 . ?
C19 H19C 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
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C3 C2 C1 120.94(17) . . ?
C7 C2 C1 121.02(18) . . ?
C7 C2 C3 118.03(15) . . ?
C2 C3 H3 119.4 . . ?
C4 C3 C2 121.22(15) . . ?
C4 C3 H3 119.4 . . ?
C3 C4 H4 119.6 . . ?
C3 C4 C5 120.77(16) . . ?
C5 C4 H4 119.6 . . ?
C4 C5 C8 119.25(14) . . ?
C6 C5 C4 118.15(14) . . ?
C6 C5 C8 122.29(13) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.53(14) . . ?
C7 C6 H6 119.7 . . ?
C2 C7 C6 121.27(16) . . ?
C2 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C9 C8 C5 120.34(12) . . ?
O1 C8 C5 119.14(13) . . ?
O1 C8 C9 120.50(14) . . ?
C10 C9 C8 130.94(13) . . ?
C10 C9 C12 104.68(12) . . ?
C12 C9 C8 124.32(13) . . ?
C11 C10 C9 111.98(12) . . ?
F1 C10 C9 124.74(12) . . ?
F1 C10 C11 123.24(12) . . ?
C10 C11 C17 131.96(13) . . ?
C10 C11 N1 105.49(12) . . ?
N1 C11 C17 122.55(13) . . ?
C13 C12 C9 133.01(14) . . ?
N1 C12 C9 108.14(11) . . ?
N1 C12 C13 118.86(13) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.66(16) . . ?
C14 C13 H13 120.2 . . ?
C13 C14 H14 120.1 . . ?
C13 C14 C15 119.80(16) . . ?
C15 C14 H14 120.1 . . ?
C14 C15 H15 119.6 . . ?
C16 C15 C14 120.84(16) . . ?
C16 C15 H15 119.6 . . ?
C15 C16 H16 120.2 . . ?
C15 C16 N1 119.64(17) . . ?
N1 C16 H16 120.2 . . ?
O2 C17 C11 125.41(16) . . ?
O2 C17 O3 123.76(15) . . ?
O3 C17 C11 110.82(13) . . ?
H18A C18 H18B 108.3 . . ?
C19 C18 H18A 109.9 . . ?
C19 C18 H18B 109.9 . . ?
O3 C18 H18A 109.9 . . ?
O3 C18 H18B 109.9 . . ?
O3 C18 C19 109.1(2) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C12 N1 C11 109.66(11) . . ?
C16 N1 C11 129.10(13) . . ?
C16 N1 C12 121.19(13) . . ?
C17 O3 C18 115.66(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 -178.28(18) . . . . ?
C1 C2 C7 C6 179.75(16) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C3 C2 C7 C6 0.4(3) . . . . ?
C3 C4 C5 C6 0.6(2) . . . . ?
C3 C4 C5 C8 174.30(15) . . . . ?
C4 C5 C6 C7 0.9(2) . . . . ?
C4 C5 C8 C9 149.31(15) . . . . ?
C4 C5 C8 O1 -32.7(2) . . . . ?
C5 C6 C7 C2 -1.4(2) . . . . ?
C5 C8 C9 C10 -23.2(2) . . . . ?
C5 C8 C9 C12 159.97(14) . . . . ?
C6 C5 C8 C9 -37.2(2) . . . . ?
C6 C5 C8 O1 140.79(18) . . . . ?
C7 C2 C3 C4 1.0(3) . . . . ?
C8 C5 C6 C7 -172.65(14) . . . . ?
C8 C9 C10 C11 -178.31(15) . . . . ?
C8 C9 C10 F1 -0.6(3) . . . . ?
C8 C9 C12 C13 -0.6(3) . . . . ?
C8 C9 C12 N1 179.57(14) . . . . ?
C9 C10 C11 C17 -179.69(16) . . . . ?
C9 C10 C11 N1 -0.40(16) . . . . ?
C9 C12 C13 C14 179.72(17) . . . . ?
C9 C12 N1 C11 -2.41(16) . . . . ?
C9 C12 N1 C16 179.70(14) . . . . ?
C10 C9 C12 C13 -178.11(16) . . . . ?
C10 C9 C12 N1 2.06(16) . . . . ?
C10 C11 C17 O2 171.44(18) . . . . ?
C10 C11 C17 O3 -7.3(2) . . . . ?
C10 C11 N1 C12 1.73(16) . . . . ?
C10 C11 N1 C16 179.40(15) . . . . ?
C11 C17 O3 C18 -179.73(17) . . . . ?
C12 C9 C10 C11 -1.03(16) . . . . ?
C12 C9 C10 F1 176.73(13) . . . . ?
C12 C13 C14 C15 0.9(3) . . . . ?
C13 C12 N1 C11 177.72(13) . . . . ?
C13 C12 N1 C16 -0.2(2) . . . . ?
C13 C14 C15 C16 -0.8(3) . . . . ?
C14 C15 C16 N1 0.2(3) . . . . ?
C15 C16 N1 C11 -177.14(17) . . . . ?
C15 C16 N1 C12 0.3(3) . . . . ?
C17 C11 N1 C12 -178.90(14) . . . . ?
C17 C11 N1 C16 -1.2(2) . . . . ?
C19 C18 O3 C17 -171.4(2) . . . . ?
F1 C10 C11 C17 2.5(3) . . . . ?
F1 C10 C11 N1 -178.19(13) . . . . ?
N1 C11 C17 O2 -7.8(3) . . . . ?
N1 C11 C17 O3 173.48(13) . . . . ?
N1 C12 C13 C14 -0.5(2) . . . . ?
O1 C8 C9 C10 158.81(18) . . . . ?
O1 C8 C9 C12 -18.0(3) . . . . ?
O2 C17 O3 C18 1.5(3) . . . . ?


_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_y_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2307706'
loop_
_audit_author_name
_audit_author_address
'Meng Xianggao'
;Central China Normal University
China
;
_audit_update_record             
;
2023-11-14 deposited with the CCDC.	2024-06-12 downloaded from the CCDC.
;
_audit_creation_date             2022-07-26
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        Y
_chemical_formula_moiety         'C28 H25 N O4'
_chemical_formula_sum            'C28 H25 N O4'
_chemical_formula_weight         439.49
_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'

_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      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.4887(19)
_cell_length_b                   11.208(2)
_cell_length_c                   11.879(2)
_cell_angle_alpha                78.444(3)
_cell_angle_beta                 73.977(3)
_cell_angle_gamma                82.966(3)
_cell_volume                     1186.6(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4385
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      31.13
_cell_measurement_theta_min      2.24
_shelx_estimated_absorpt_T_max   0.992
_shelx_estimated_absorpt_T_min   0.984
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_T_max  0.7462
_exptl_absorpt_correction_T_min  0.6396
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2008/1 (Bruker,2008) was used for absorption correction.
wR2(int) was 0.0958 before and 0.0467 after correction.
The Ratio of minimum to maximum transmission is 0.8571.
The λ/2 correction factor is 0.0015.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             464
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method CHCl3-hexane
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.910
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            11459
_diffrn_reflns_point_group_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.910
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.585
_diffrn_reflns_theta_min         1.811
_diffrn_ambient_temperature      296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.910
_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     0.71073
_diffrn_source                   ?
_diffrn_source_current           0.0
_diffrn_source_power             0.0
_diffrn_source_voltage           0.0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4304
_reflns_number_total             7240
_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       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         7240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0668
_refine_ls_restrained_S_all      1.060
_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)+(0.1198P)²+0.1092P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1932
_refine_ls_wR_factor_ref         0.2331
_refine_special_details          ?
_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 Secondary CH2 refined with riding coordinates:
 C9(H9a,H9b), C13(H13a,H13b)
2.b Aromatic/amide H refined with riding coordinates:
 C7(H7), C23(H23), C20(H20), C4(H4), C17(H17), C24(H24), C5(H5), C18(H18),
 C19(H19), C3(H3), C27(H27), C28(H28)
2.c Idealised Me refined as rotating group:
 C1(H1a,H1b,H1c), C14(H14a,H14b,H14c), C26(H26a,H26b,H26c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_special_details      
;
The structure was solved using Direct Methods (ShelXS). RE = 0.2, Nqual =  -1, Ralpha = 0.046
;
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 0.62100(14) 0.44852(15) 0.80982(12) 0.0765(4) Uani 1 1 d . . . . .
N1 N 0.67012(14) 0.38034(12) 0.44685(11) 0.0501(3) Uani 1 1 d . . . . .
O3 O 0.79012(16) 0.65554(12) 0.49588(14) 0.0738(4) Uani 1 1 d . . . . .
O1 O 0.87888(16) 0.17342(16) 0.74107(14) 0.0861(5) Uani 1 1 d . . . . .
O4 O 0.6866(2) 0.63731(14) 0.35357(15) 0.0878(5) Uani 1 1 d . . . . .
C6 C 0.80335(17) 0.54327(14) 0.85271(14) 0.0492(3) Uani 1 1 d . . . . .
C8 C 0.74595(17) 0.47815(14) 0.77890(14) 0.0499(3) Uani 1 1 d . . . . .
C16 C 0.67861(17) 0.26546(15) 0.51641(14) 0.0506(4) Uani 1 1 d . . . . .
C10 C 0.77864(17) 0.39727(15) 0.58912(14) 0.0508(4) Uani 1 1 d . . . . .
C15 C 0.74351(17) 0.27575(15) 0.60721(14) 0.0522(4) Uani 1 1 d . . . . .
C22 C 0.6572(2) 0.08798(15) 0.76119(15) 0.0555(4) Uani 1 1 d . . . . .
C11 C 0.73094(17) 0.46210(15) 0.49208(14) 0.0517(4) Uani 1 1 d . . . . .
C12 C 0.73210(19) 0.59149(16) 0.43847(17) 0.0598(4) Uani 1 1 d . . . . .
C7 C 0.71817(19) 0.55372(17) 0.96685(15) 0.0580(4) Uani 1 1 d . . . . .
H7 H 0.628624 0.518271 0.995945 0.070 Uiso 1 1 calc R U . . .
C21 C 0.7687(2) 0.17822(17) 0.70418(16) 0.0598(4) Uani 1 1 d . . . . .
C23 C 0.5096(2) 0.11804(16) 0.77028(16) 0.0608(4) Uani 1 1 d . . . . .
H23 H 0.478668 0.194849 0.734948 0.073 Uiso 1 1 calc R U . . .
C9 C 0.85104(18) 0.44750(17) 0.66520(15) 0.0565(4) Uani 1 1 d . . . . .
H9A H 0.897609 0.520710 0.619531 0.068 Uiso 1 1 calc R U . . .
H9B H 0.927536 0.388185 0.685465 0.068 Uiso 1 1 calc R U . . .
C20 C 0.6093(2) 0.39915(18) 0.35152(15) 0.0612(4) Uani 1 1 d . . . . .
H20 H 0.600328 0.477236 0.308060 0.073 Uiso 1 1 calc R U . . .
C2 C 0.8973(2) 0.66964(17) 0.99757(18) 0.0641(5) Uani 1 1 d . . . . .
C4 C 0.7651(2) 0.61591(18) 1.03696(17) 0.0644(5) Uani 1 1 d . . . . .
H4 H 0.706309 0.621885 1.112791 0.077 Uiso 1 1 calc R U . . .
C17 C 0.6329(2) 0.16647(17) 0.48185(16) 0.0607(4) Uani 1 1 d . . . . .
H17 H 0.640407 0.088220 0.525365 0.073 Uiso 1 1 calc R U . . .
C24 C 0.4069(3) 0.0336(2) 0.83225(18) 0.0738(5) Uani 1 1 d . . . . .
H24 H 0.307470 0.054894 0.838741 0.089 Uiso 1 1 calc R U . . .
C5 C 0.9371(2) 0.59526(19) 0.81370(18) 0.0683(5) Uani 1 1 d . . . . .
H5 H 0.996935 0.588201 0.738433 0.082 Uiso 1 1 calc R U . . .
C18 C 0.5779(2) 0.18503(19) 0.38537(18) 0.0703(5) Uani 1 1 d . . . . .
H18 H 0.550102 0.119290 0.361518 0.084 Uiso 1 1 calc R U . . .
C19 C 0.5628(2) 0.3037(2) 0.32140(17) 0.0705(5) Uani 1 1 d . . . . .
H19 H 0.520478 0.316595 0.257700 0.085 Uiso 1 1 calc R U . . .
C3 C 0.9831(2) 0.6574(2) 0.8849(2) 0.0759(6) Uani 1 1 d . . . . .
H3 H 1.073397 0.691783 0.856619 0.091 Uiso 1 1 calc R U . . .
C27 C 0.5983(4) -0.1106(2) 0.8739(2) 0.0880(7) Uani 1 1 d . . . . .
H27 H 0.629636 -0.188031 0.907606 0.106 Uiso 1 1 calc R U . . .
C28 C 0.7001(3) -0.02714(18) 0.81461(19) 0.0735(5) Uani 1 1 d . . . . .
H28 H 0.799079 -0.048200 0.810258 0.088 Uiso 1 1 calc R U . . .
C25 C 0.4510(3) -0.0816(2) 0.88433(17) 0.0819(7) Uani 1 1 d . . . . .
C13 C 0.8007(2) 0.78528(18) 0.4479(2) 0.0834(7) Uani 1 1 d . . . . .
H13A H 0.704569 0.824284 0.444331 0.100 Uiso 1 1 calc R U . . .
H13B H 0.865700 0.797078 0.368204 0.100 Uiso 1 1 calc R U . . .
C1 C 0.9479(3) 0.7387(2) 1.0739(2) 0.0897(7) Uani 1 1 d . . . . .
H1A H 0.937309 0.824715 1.044697 0.135 Uiso 1 1 calc R U . . .
H1B H 1.049227 0.714605 1.071171 0.135 Uiso 1 1 calc R U . . .
H1C H 0.889373 0.720785 1.154455 0.135 Uiso 1 1 calc R U . . .
C14 C 0.8603(3) 0.8384(2) 0.5291(3) 0.1088(9) Uani 1 1 d . . . . .
H14A H 0.880844 0.921608 0.495220 0.163 Uiso 1 1 calc R U . . .
H14B H 0.949203 0.792159 0.539809 0.163 Uiso 1 1 calc R U . . .
H14C H 0.789250 0.835491 0.604735 0.163 Uiso 1 1 calc R U . . .
C26 C 0.3387(4) -0.1723(3) 0.9524(2) 0.1242(13) Uani 1 1 d . . . . .
H26A H 0.271192 -0.138445 1.016559 0.186 Uiso 1 1 calc R U . . .
H26B H 0.387745 -0.246262 0.983894 0.186 Uiso 1 1 calc R U . . .
H26C H 0.285858 -0.189676 0.900034 0.186 Uiso 1 1 calc R U . . .


_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 C8 1.2075(19) . ?
N1 C16 1.390(2) . ?
N1 C11 1.400(2) . ?
N1 C20 1.376(2) . ?
O3 C12 1.336(2) . ?
O3 C13 1.457(2) . ?
O1 C21 1.232(2) . ?
O4 C12 1.202(2) . ?
C6 C8 1.488(2) . ?
C6 C7 1.393(2) . ?
C6 C5 1.383(2) . ?
C8 C9 1.515(2) . ?
C16 C15 1.411(2) . ?
C16 C17 1.410(2) . ?
C10 C15 1.402(2) . ?
C10 C11 1.391(2) . ?
C10 C9 1.499(2) . ?
C15 C21 1.471(2) . ?
C22 C21 1.481(3) . ?
C22 C23 1.379(3) . ?
C22 C28 1.385(3) . ?
C11 C12 1.462(2) . ?
C7 H7 0.9300 . ?
C7 C4 1.375(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.392(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C20 H20 0.9300 . ?
C20 C19 1.350(3) . ?
C2 C4 1.379(3) . ?
C2 C3 1.385(3) . ?
C2 C1 1.504(3) . ?
C4 H4 0.9300 . ?
C17 H17 0.9300 . ?
C17 C18 1.355(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.384(3) . ?
C5 H5 0.9300 . ?
C5 C3 1.380(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.405(3) . ?
C19 H19 0.9300 . ?
C3 H3 0.9300 . ?
C27 H27 0.9300 . ?
C27 C28 1.373(3) . ?
C27 C25 1.372(4) . ?
C28 H28 0.9300 . ?
C25 C26 1.510(3) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.490(4) . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 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
C16 N1 C11 108.42(13) . . ?
C20 N1 C16 121.17(14) . . ?
C20 N1 C11 130.41(15) . . ?
C12 O3 C13 116.43(17) . . ?
C7 C6 C8 118.73(14) . . ?
C5 C6 C8 123.44(15) . . ?
C5 C6 C7 117.83(15) . . ?
O2 C8 C6 121.18(15) . . ?
O2 C8 C9 121.19(15) . . ?
C6 C8 C9 117.61(13) . . ?
N1 C16 C15 107.87(14) . . ?
N1 C16 C17 118.20(15) . . ?
C17 C16 C15 133.80(17) . . ?
C15 C10 C9 124.94(16) . . ?
C11 C10 C15 108.40(14) . . ?
C11 C10 C9 126.63(15) . . ?
C16 C15 C21 126.78(15) . . ?
C10 C15 C16 107.36(15) . . ?
C10 C15 C21 125.86(16) . . ?
C23 C22 C21 121.73(15) . . ?
C23 C22 C28 118.64(18) . . ?
C28 C22 C21 119.46(17) . . ?
N1 C11 C12 120.41(15) . . ?
C10 C11 N1 107.90(14) . . ?
C10 C11 C12 131.67(16) . . ?
O3 C12 C11 111.74(17) . . ?
O4 C12 O3 122.77(18) . . ?
O4 C12 C11 125.49(18) . . ?
C6 C7 H7 119.7 . . ?
C4 C7 C6 120.69(16) . . ?
C4 C7 H7 119.7 . . ?
O1 C21 C15 120.71(17) . . ?
O1 C21 C22 119.77(16) . . ?
C15 C21 C22 119.47(15) . . ?
C22 C23 H23 119.9 . . ?
C22 C23 C24 120.12(18) . . ?
C24 C23 H23 119.9 . . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 . . ?
C10 C9 C8 113.65(13) . . ?
C10 C9 H9A 108.8 . . ?
C10 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
N1 C20 H20 120.2 . . ?
C19 C20 N1 119.69(18) . . ?
C19 C20 H20 120.2 . . ?
C4 C2 C3 117.68(17) . . ?
C4 C2 C1 121.58(19) . . ?
C3 C2 C1 120.7(2) . . ?
C7 C4 C2 121.62(17) . . ?
C7 C4 H4 119.2 . . ?
C2 C4 H4 119.2 . . ?
C16 C17 H17 119.9 . . ?
C18 C17 C16 120.17(18) . . ?
C18 C17 H17 119.9 . . ?
C23 C24 H24 119.6 . . ?
C25 C24 C23 120.8(2) . . ?
C25 C24 H24 119.6 . . ?
C6 C5 H5 119.5 . . ?
C3 C5 C6 120.95(18) . . ?
C3 C5 H5 119.5 . . ?
C17 C18 H18 120.0 . . ?
C17 C18 C19 119.95(18) . . ?
C19 C18 H18 120.0 . . ?
C20 C19 C18 120.64(18) . . ?
C20 C19 H19 119.7 . . ?
C18 C19 H19 119.7 . . ?
C2 C3 H3 119.4 . . ?
C5 C3 C2 121.21(18) . . ?
C5 C3 H3 119.4 . . ?
C28 C27 H27 119.5 . . ?
C25 C27 H27 119.5 . . ?
C25 C27 C28 121.1(2) . . ?
C22 C28 H28 119.6 . . ?
C27 C28 C22 120.9(2) . . ?
C27 C28 H28 119.6 . . ?
C24 C25 C26 120.5(3) . . ?
C27 C25 C24 118.49(19) . . ?
C27 C25 C26 121.0(3) . . ?
O3 C13 H13A 110.3 . . ?
O3 C13 H13B 110.3 . . ?
O3 C13 C14 106.9(2) . . ?
H13A C13 H13B 108.6 . . ?
C14 C13 H13A 110.3 . . ?
C14 C13 H13B 110.3 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
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 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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 C8 C9 C10 9.2(3) . . . . ?
N1 C16 C15 C10 -1.99(18) . . . . ?
N1 C16 C15 C21 177.36(15) . . . . ?
N1 C16 C17 C18 -2.1(3) . . . . ?
N1 C11 C12 O3 177.99(13) . . . . ?
N1 C11 C12 O4 -1.7(3) . . . . ?
N1 C20 C19 C18 -0.9(3) . . . . ?
C6 C8 C9 C10 -172.32(14) . . . . ?
C6 C7 C4 C2 -0.2(3) . . . . ?
C6 C5 C3 C2 0.2(3) . . . . ?
C8 C6 C7 C4 -178.27(16) . . . . ?
C8 C6 C5 C3 178.25(18) . . . . ?
C16 N1 C11 C10 0.65(16) . . . . ?
C16 N1 C11 C12 -177.86(13) . . . . ?
C16 N1 C20 C19 -3.0(2) . . . . ?
C16 C15 C21 O1 144.48(19) . . . . ?
C16 C15 C21 C22 -38.1(2) . . . . ?
C16 C17 C18 C19 -1.7(3) . . . . ?
C10 C15 C21 O1 -36.3(3) . . . . ?
C10 C15 C21 C22 141.17(17) . . . . ?
C10 C11 C12 O3 -0.1(2) . . . . ?
C10 C11 C12 O4 -179.78(18) . . . . ?
C15 C16 C17 C18 -177.40(18) . . . . ?
C15 C10 C11 N1 -1.89(17) . . . . ?
C15 C10 C11 C12 176.38(16) . . . . ?
C15 C10 C9 C8 -80.7(2) . . . . ?
C22 C23 C24 C25 -0.7(3) . . . . ?
C11 N1 C16 C15 0.84(17) . . . . ?
C11 N1 C16 C17 -175.60(14) . . . . ?
C11 N1 C20 C19 177.10(16) . . . . ?
C11 C10 C15 C16 2.40(18) . . . . ?
C11 C10 C15 C21 -176.96(15) . . . . ?
C11 C10 C9 C8 97.18(19) . . . . ?
C12 O3 C13 C14 177.00(17) . . . . ?
C7 C6 C8 O2 9.5(2) . . . . ?
C7 C6 C8 C9 -168.94(15) . . . . ?
C7 C6 C5 C3 -1.2(3) . . . . ?
C21 C22 C23 C24 -175.18(17) . . . . ?
C21 C22 C28 C27 176.37(19) . . . . ?
C23 C22 C21 O1 146.7(2) . . . . ?
C23 C22 C21 C15 -30.8(2) . . . . ?
C23 C22 C28 C27 1.0(3) . . . . ?
C23 C24 C25 C27 0.3(3) . . . . ?
C23 C24 C25 C26 179.41(19) . . . . ?
C9 C10 C15 C16 -179.40(14) . . . . ?
C9 C10 C15 C21 1.2(3) . . . . ?
C9 C10 C11 N1 179.94(14) . . . . ?
C9 C10 C11 C12 -1.8(3) . . . . ?
C20 N1 C16 C15 -179.11(14) . . . . ?
C20 N1 C16 C17 4.4(2) . . . . ?
C20 N1 C11 C10 -179.41(15) . . . . ?
C20 N1 C11 C12 2.1(2) . . . . ?
C4 C2 C3 C5 0.9(3) . . . . ?
C17 C16 C15 C10 173.67(18) . . . . ?
C17 C16 C15 C21 -7.0(3) . . . . ?
C17 C18 C19 C20 3.2(3) . . . . ?
C5 C6 C8 O2 -169.96(19) . . . . ?
C5 C6 C8 C9 11.6(3) . . . . ?
C5 C6 C7 C4 1.2(3) . . . . ?
C3 C2 C4 C7 -0.9(3) . . . . ?
C28 C22 C21 O1 -28.5(3) . . . . ?
C28 C22 C21 C15 154.02(17) . . . . ?
C28 C22 C23 C24 0.1(3) . . . . ?
C28 C27 C25 C24 0.8(3) . . . . ?
C28 C27 C25 C26 -178.3(2) . . . . ?
C25 C27 C28 C22 -1.5(3) . . . . ?
C13 O3 C12 O4 -2.0(3) . . . . ?
C13 O3 C12 C11 178.29(15) . . . . ?
C1 C2 C4 C7 179.40(18) . . . . ?
C1 C2 C3 C5 -179.4(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
