# Electronic Supplementary Material (ESI) for ChemComm.
# 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_20190366
_database_code_depnum_ccdc_archive 'CCDC 1976505'
loop_
_audit_author_name
_audit_author_address
'Sihan Zhao'
;Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-01-08 deposited with the CCDC.	2020-03-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H14 N2 O4'
_chemical_formula_weight         322.31

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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.
;

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

_cell_length_a                   8.8208(5)
_cell_length_b                   11.9769(12)
_cell_length_c                   14.7126(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1554.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_F_000             672
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_absorpt_coefficient_mu    0.821
_shelx_estimated_absorpt_T_min   0.847
_shelx_estimated_absorpt_T_max   0.901
_exptl_absorpt_correction_type   ?
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5902
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         4.761
_diffrn_reflns_theta_max         70.932
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             2927
_reflns_number_gt                2604
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.705
_reflns_Friedel_fraction_max     0.954
_reflns_Friedel_fraction_full    0.992

_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.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0596P)²+0.0964P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 945 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         2927
_refine_ls_number_parameters     219
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0434
_refine_ls_wR_factor_ref         0.1181
_refine_ls_wR_factor_gt          0.1111
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.3616(3) 0.3537(3) 0.6803(2) 0.0567(7) Uani 1 1 d . . . . .
H1 H 0.3905 0.3774 0.7380 0.068 Uiso 1 1 calc R U . . .
C2 C 0.2777(4) 0.2567(3) 0.6692(3) 0.0661(9) Uani 1 1 d . . . . .
H2 H 0.2508 0.2148 0.7199 0.079 Uiso 1 1 calc R U . . .
C3 C 0.2337(4) 0.2218(3) 0.5836(3) 0.0703(9) Uani 1 1 d . . . . .
H3 H 0.1767 0.1569 0.5775 0.084 Uiso 1 1 calc R U . . .
C4 C 0.2729(4) 0.2820(3) 0.5069(2) 0.0628(8) Uani 1 1 d . . . . .
H4 H 0.2435 0.2581 0.4494 0.075 Uiso 1 1 calc R U . . .
C5 C 0.3575(3) 0.3791(3) 0.5177(2) 0.0490(6) Uani 1 1 d . . . . .
C6 C 0.4018(3) 0.4148(2) 0.6041(2) 0.0467(6) Uani 1 1 d . . . . .
C7 C 0.4857(3) 0.5258(2) 0.59441(19) 0.0452(6) Uani 1 1 d . . . . .
C8 C 0.4276(3) 0.5610(2) 0.49834(19) 0.0460(6) Uani 1 1 d . . . . .
H8 H 0.3297 0.5989 0.5042 0.055 Uiso 1 1 calc R U . . .
C9 C 0.5362(3) 0.6345(3) 0.4490(2) 0.0503(6) Uani 1 1 d . . . . .
C10 C 0.6853(3) 0.6258(3) 0.4586(2) 0.0552(7) Uani 1 1 d . . . . .
H10 H 0.7501 0.6669 0.4217 0.066 Uiso 1 1 calc R U . . .
C11 C 0.7461(3) 0.5515(3) 0.5274(2) 0.0519(7) Uani 1 1 d . . . . .
C12 C 0.6580(3) 0.5075(2) 0.5930(2) 0.0485(6) Uani 1 1 d . . . . .
C13 C 0.7317(4) 0.4495(3) 0.6707(2) 0.0622(8) Uani 1 1 d . . . . .
C14 C 0.8943(4) 0.4219(3) 0.6625(3) 0.0725(10) Uani 1 1 d . . . . .
H14 H 0.9381 0.3746 0.7052 0.087 Uiso 1 1 calc R U . . .
C15 C 0.9785(4) 0.4622(4) 0.5968(3) 0.0756(11) Uani 1 1 d . . . . .
H15 H 1.0808 0.4436 0.5943 0.091 Uiso 1 1 calc R U . . .
C16 C 0.9147(4) 0.5355(3) 0.5278(3) 0.0649(9) Uani 1 1 d . . . . .
C17 C 0.4456(4) 0.6144(3) 0.6661(2) 0.0592(8) Uani 1 1 d . . . . .
H17A H 0.4912 0.6843 0.6497 0.089 Uiso 1 1 calc R U . . .
H17B H 0.4831 0.5911 0.7243 0.089 Uiso 1 1 calc R U . . .
H17C H 0.3375 0.6230 0.6690 0.089 Uiso 1 1 calc R U . . .
C18 C 0.3272(4) 0.4547(3) 0.3638(2) 0.0689(9) Uani 1 1 d . . . . .
H18A H 0.2234 0.4759 0.3730 0.103 Uiso 1 1 calc R U . . .
H18B H 0.3312 0.3817 0.3369 0.103 Uiso 1 1 calc R U . . .
H18C H 0.3752 0.5076 0.3240 0.103 Uiso 1 1 calc R U . . .
N1 N 0.4065(3) 0.4533(2) 0.45131(16) 0.0505(6) Uani 1 1 d . . . . .
N2 N 0.4743(4) 0.7175(2) 0.38590(19) 0.0622(7) Uani 1 1 d . . . . .
O1 O 0.6638(3) 0.4271(3) 0.74018(18) 0.0892(10) Uani 1 1 d . . . . .
O2 O 0.9936(3) 0.5836(3) 0.4718(2) 0.0901(9) Uani 1 1 d . . . . .
O3 O 0.5616(4) 0.7719(2) 0.3395(2) 0.0856(8) Uani 1 1 d . . . . .
O4 O 0.3359(3) 0.7288(2) 0.38430(18) 0.0797(8) 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 C6 1.384(4) . ?
C1 C2 1.387(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.383(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.383(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.391(4) . ?
C4 H4 0.9300 . ?
C5 N1 1.389(4) . ?
C5 C6 1.397(4) . ?
C6 C7 1.529(4) . ?
C7 C12 1.536(4) . ?
C7 C17 1.537(4) . ?
C7 C8 1.561(4) . ?
C8 N1 1.475(4) . ?
C8 C9 1.490(4) . ?
C8 H8 0.9800 . ?
C9 C10 1.327(4) . ?
C9 N2 1.465(4) . ?
C10 C11 1.449(5) . ?
C10 H10 0.9300 . ?
C11 C12 1.347(4) . ?
C11 C16 1.499(4) . ?
C12 C13 1.488(4) . ?
C13 O1 1.215(4) . ?
C13 C14 1.476(5) . ?
C14 C15 1.311(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.456(6) . ?
C15 H15 0.9300 . ?
C16 O2 1.222(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 N1 1.466(4) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
N2 O3 1.219(4) . ?
N2 O4 1.228(4) . ?

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
C6 C1 C2 118.9(3) . . ?
C6 C1 H1 120.5 . . ?
C2 C1 H1 120.5 . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H2 119.7 . . ?
C1 C2 H2 119.7 . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C2 C3 H3 119.5 . . ?
C3 C4 C5 118.5(3) . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
N1 C5 C4 128.4(3) . . ?
N1 C5 C6 110.9(3) . . ?
C4 C5 C6 120.6(3) . . ?
C1 C6 C5 120.3(3) . . ?
C1 C6 C7 131.2(3) . . ?
C5 C6 C7 108.4(3) . . ?
C6 C7 C12 110.9(2) . . ?
C6 C7 C17 115.2(2) . . ?
C12 C7 C17 109.6(2) . . ?
C6 C7 C8 99.2(2) . . ?
C12 C7 C8 110.5(2) . . ?
C17 C7 C8 111.1(2) . . ?
N1 C8 C9 111.7(2) . . ?
N1 C8 C7 103.3(2) . . ?
C9 C8 C7 112.9(2) . . ?
N1 C8 H8 109.6 . . ?
C9 C8 H8 109.6 . . ?
C7 C8 H8 109.6 . . ?
C10 C9 N2 119.4(3) . . ?
C10 C9 C8 122.6(3) . . ?
N2 C9 C8 118.0(3) . . ?
C9 C10 C11 119.3(3) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C12 C11 C10 121.8(3) . . ?
C12 C11 C16 121.3(3) . . ?
C10 C11 C16 116.6(3) . . ?
C11 C12 C13 118.8(3) . . ?
C11 C12 C7 121.7(3) . . ?
C13 C12 C7 119.3(3) . . ?
O1 C13 C14 119.9(3) . . ?
O1 C13 C12 122.3(3) . . ?
C14 C13 C12 117.8(3) . . ?
C15 C14 C13 121.9(4) . . ?
C15 C14 H14 119.0 . . ?
C13 C14 H14 119.0 . . ?
C14 C15 C16 121.1(3) . . ?
C14 C15 H15 119.4 . . ?
C16 C15 H15 119.4 . . ?
O2 C16 C15 122.2(3) . . ?
O2 C16 C11 120.2(4) . . ?
C15 C16 C11 117.6(3) . . ?
C7 C17 H17A 109.5 . . ?
C7 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C7 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C5 N1 C18 118.5(3) . . ?
C5 N1 C8 105.6(2) . . ?
C18 N1 C8 117.6(3) . . ?
O3 N2 O4 124.0(3) . . ?
O3 N2 C9 118.8(3) . . ?
O4 N2 C9 117.2(3) . . ?

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
C6 C1 C2 C3 -0.5(5) . . . . ?
C1 C2 C3 C4 0.5(6) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C3 C4 C5 N1 -178.5(3) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C2 C1 C6 C5 0.3(4) . . . . ?
C2 C1 C6 C7 176.7(3) . . . . ?
N1 C5 C6 C1 178.7(3) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
N1 C5 C6 C7 1.5(3) . . . . ?
C4 C5 C6 C7 -177.3(3) . . . . ?
C1 C6 C7 C12 86.2(4) . . . . ?
C5 C6 C7 C12 -97.0(3) . . . . ?
C1 C6 C7 C17 -38.9(4) . . . . ?
C5 C6 C7 C17 137.8(3) . . . . ?
C1 C6 C7 C8 -157.5(3) . . . . ?
C5 C6 C7 C8 19.2(3) . . . . ?
C6 C7 C8 N1 -32.0(2) . . . . ?
C12 C7 C8 N1 84.6(3) . . . . ?
C17 C7 C8 N1 -153.6(2) . . . . ?
C6 C7 C8 C9 -152.8(2) . . . . ?
C12 C7 C8 C9 -36.3(3) . . . . ?
C17 C7 C8 C9 85.6(3) . . . . ?
N1 C8 C9 C10 -83.2(4) . . . . ?
C7 C8 C9 C10 32.7(4) . . . . ?
N1 C8 C9 N2 95.2(3) . . . . ?
C7 C8 C9 N2 -148.8(3) . . . . ?
N2 C9 C10 C11 174.1(3) . . . . ?
C8 C9 C10 C11 -7.6(5) . . . . ?
C9 C10 C11 C12 -13.0(5) . . . . ?
C9 C10 C11 C16 173.3(3) . . . . ?
C10 C11 C12 C13 -168.8(3) . . . . ?
C16 C11 C12 C13 4.6(4) . . . . ?
C10 C11 C12 C7 5.1(4) . . . . ?
C16 C11 C12 C7 178.5(3) . . . . ?
C6 C7 C12 C11 128.9(3) . . . . ?
C17 C7 C12 C11 -102.9(3) . . . . ?
C8 C7 C12 C11 19.8(4) . . . . ?
C6 C7 C12 C13 -57.3(3) . . . . ?
C17 C7 C12 C13 70.9(4) . . . . ?
C8 C7 C12 C13 -166.3(3) . . . . ?
C11 C12 C13 O1 165.5(4) . . . . ?
C7 C12 C13 O1 -8.6(5) . . . . ?
C11 C12 C13 C14 -12.8(5) . . . . ?
C7 C12 C13 C14 173.2(3) . . . . ?
O1 C13 C14 C15 -167.2(4) . . . . ?
C12 C13 C14 C15 11.1(6) . . . . ?
C13 C14 C15 C16 -0.8(6) . . . . ?
C14 C15 C16 O2 171.9(4) . . . . ?
C14 C15 C16 C11 -7.7(6) . . . . ?
C12 C11 C16 O2 -174.1(3) . . . . ?
C10 C11 C16 O2 -0.3(5) . . . . ?
C12 C11 C16 C15 5.6(5) . . . . ?
C10 C11 C16 C15 179.4(3) . . . . ?
C4 C5 N1 C18 21.0(5) . . . . ?
C6 C5 N1 C18 -157.7(3) . . . . ?
C4 C5 N1 C8 155.3(3) . . . . ?
C6 C5 N1 C8 -23.4(3) . . . . ?
C9 C8 N1 C5 156.6(2) . . . . ?
C7 C8 N1 C5 34.9(3) . . . . ?
C9 C8 N1 C18 -68.7(3) . . . . ?
C7 C8 N1 C18 169.6(2) . . . . ?
C10 C9 N2 O3 4.5(5) . . . . ?
C8 C9 N2 O3 -174.0(3) . . . . ?
C10 C9 N2 O4 -174.5(3) . . . . ?
C8 C9 N2 O4 7.1(4) . . . . ?

_refine_diff_density_max         0.132
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.037

####################################################################### 
# 
# 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_20190366_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1976506'
loop_
_audit_author_name
_audit_author_address
'Sihan Zhao'
;Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences
China
;
_audit_update_record             
;
2020-01-08 deposited with the CCDC.	2020-03-05 downloaded from the CCDC.
;
_audit_creation_date             2019-03-22
_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         'C18 H14 N2 O4'
_chemical_formula_sum            'C18 H14 N2 O4'
_chemical_formula_weight         322.31
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H20N4O4
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           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   8.8208(5)
_cell_length_b                   11.9769(12)
_cell_length_c                   14.7126(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1554.3(2)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1452
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.4980
_cell_measurement_theta_min      4.7520
_shelx_estimated_absorpt_T_max   0.901
_shelx_estimated_absorpt_T_min   0.847
_exptl_absorpt_coefficient_mu    0.821
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87992
_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            black
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             672
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.991
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            5902
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         70.932
_diffrn_reflns_theta_min         4.761
_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 1.000
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega -102.00  -39.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000  -30.0000 63

#__ type_ start__ end____ width___ exp.time_
  2 omega  -45.00    0.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000   37.0000  -60.0000 45

#__ type_ start__ end____ width___ exp.time_
  3 omega   56.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  -60.0000 49

#__ type_ start__ end____ width___ exp.time_
  4 omega   25.00   51.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  -60.0000 26

#__ type_ start__ end____ width___ exp.time_
  5 omega   18.00   71.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000   60.0000 53

#__ type_ start__ end____ width___ exp.time_
  6 omega   59.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000    0.0000 49

#__ type_ start__ end____ width___ exp.time_
  7 omega   68.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  178.0000  150.0000 26

#__ type_ start__ end____ width___ exp.time_
  8 omega   20.00   45.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734  -99.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
  9 omega   20.00   87.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4734   57.0000  120.0000 67

#__ type_ start__ end____ width___ exp.time_
 10 omega   42.00   88.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 46

#__ type_ start__ end____ width___ exp.time_
 11 omega   43.00   73.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 30

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00   88.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000  -60.0000 50

#__ type_ start__ end____ width___ exp.time_
 13 omega   60.00  108.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -60.0000 48

#__ type_ start__ end____ width___ exp.time_
 14 omega   48.00   81.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000    0.0000 33

#__ type_ start__ end____ width___ exp.time_
 15 omega   38.00   90.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 52

#__ type_ start__ end____ width___ exp.time_
 16 omega   41.00  115.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000 -150.0000 74

#__ type_ start__ end____ width___ exp.time_
 17 omega   39.00   90.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -120.0000 51

#__ type_ start__ end____ width___ exp.time_
 18 omega  106.00  143.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000 -150.0000 37

#__ type_ start__ end____ width___ exp.time_
 19 omega   45.00   98.00   1.0000    3.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -15.0000 -150.0000 53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0164753000
_diffrn_orient_matrix_UB_12      0.1083490000
_diffrn_orient_matrix_UB_13      -0.0554736000
_diffrn_orient_matrix_UB_21      -0.0523773000
_diffrn_orient_matrix_UB_22      0.0620652000
_diffrn_orient_matrix_UB_23      0.0860616000
_diffrn_orient_matrix_UB_31      0.1660279000
_diffrn_orient_matrix_UB_32      0.0301799000
_diffrn_orient_matrix_UB_33      0.0219332000
_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         0.705
_reflns_Friedel_fraction_full    0.992
_reflns_Friedel_fraction_max     0.954
_reflns_number_gt                2604
_reflns_number_total             2927
_reflns_odcompleteness_completeness 99.94
_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    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.184
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 945 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(2)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         2927
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0434
_refine_ls_restrained_S_all      1.033
_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)+(0.0596P)²+0.0964P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1111
_refine_ls_wR_factor_ref         0.1181
_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:
 C8(H8)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C10(H10), C14(H14), C15(H15)
2.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.3616(3) 0.3537(3) 0.6803(2) 0.0567(7) Uani 1 1 d . . . . .
H1 H 0.3905 0.3774 0.7380 0.068 Uiso 1 1 calc R . . . .
C2 C 0.2777(4) 0.2567(3) 0.6692(3) 0.0661(9) Uani 1 1 d . . . . .
H2 H 0.2508 0.2148 0.7199 0.079 Uiso 1 1 calc R . . . .
C3 C 0.2337(4) 0.2218(3) 0.5836(3) 0.0703(9) Uani 1 1 d . . . . .
H3 H 0.1767 0.1569 0.5775 0.084 Uiso 1 1 calc R . . . .
C4 C 0.2729(4) 0.2820(3) 0.5069(2) 0.0628(8) Uani 1 1 d . . . . .
H4 H 0.2435 0.2581 0.4494 0.075 Uiso 1 1 calc R . . . .
C5 C 0.3575(3) 0.3791(3) 0.5177(2) 0.0490(6) Uani 1 1 d . . . . .
C6 C 0.4018(3) 0.4148(2) 0.6041(2) 0.0467(6) Uani 1 1 d . . . . .
C7 C 0.4857(3) 0.5258(2) 0.59441(19) 0.0452(6) Uani 1 1 d . . . . .
C8 C 0.4276(3) 0.5610(2) 0.49834(19) 0.0460(6) Uani 1 1 d . . . . .
H8 H 0.3297 0.5989 0.5042 0.055 Uiso 1 1 calc R . . . .
C9 C 0.5362(3) 0.6345(3) 0.4490(2) 0.0503(6) Uani 1 1 d . . . . .
C10 C 0.6853(3) 0.6258(3) 0.4586(2) 0.0552(7) Uani 1 1 d . . . . .
H10 H 0.7501 0.6669 0.4217 0.066 Uiso 1 1 calc R . . . .
C11 C 0.7461(3) 0.5515(3) 0.5274(2) 0.0519(7) Uani 1 1 d . . . . .
C12 C 0.6580(3) 0.5075(2) 0.5930(2) 0.0485(6) Uani 1 1 d . . . . .
C13 C 0.7317(4) 0.4495(3) 0.6707(2) 0.0622(8) Uani 1 1 d . . . . .
C14 C 0.8943(4) 0.4219(3) 0.6625(3) 0.0725(10) Uani 1 1 d . . . . .
H14 H 0.9381 0.3746 0.7052 0.087 Uiso 1 1 calc R . . . .
C15 C 0.9785(4) 0.4622(4) 0.5968(3) 0.0756(11) Uani 1 1 d . . . . .
H15 H 1.0808 0.4436 0.5943 0.091 Uiso 1 1 calc R . . . .
C16 C 0.9147(4) 0.5355(3) 0.5278(3) 0.0649(9) Uani 1 1 d . . . . .
C17 C 0.4456(4) 0.6144(3) 0.6661(2) 0.0592(8) Uani 1 1 d . . . . .
H17A H 0.4912 0.6843 0.6497 0.089 Uiso 1 1 calc GR . . . .
H17B H 0.4831 0.5911 0.7243 0.089 Uiso 1 1 calc GR . . . .
H17C H 0.3375 0.6230 0.6690 0.089 Uiso 1 1 calc GR . . . .
C18 C 0.3272(4) 0.4547(3) 0.3638(2) 0.0689(9) Uani 1 1 d . . . . .
H18A H 0.2234 0.4759 0.3730 0.103 Uiso 1 1 calc GR . . . .
H18B H 0.3312 0.3817 0.3369 0.103 Uiso 1 1 calc GR . . . .
H18C H 0.3752 0.5076 0.3240 0.103 Uiso 1 1 calc GR . . . .
N1 N 0.4065(3) 0.4533(2) 0.45131(16) 0.0505(6) Uani 1 1 d . . . . .
N2 N 0.4743(4) 0.7175(2) 0.38590(19) 0.0622(7) Uani 1 1 d . . . . .
O1 O 0.6638(3) 0.4271(3) 0.74018(18) 0.0892(10) Uani 1 1 d . . . . .
O2 O 0.9936(3) 0.5836(3) 0.4718(2) 0.0901(9) Uani 1 1 d . . . . .
O3 O 0.5616(4) 0.7719(2) 0.3395(2) 0.0856(8) Uani 1 1 d . . . . .
O4 O 0.3359(3) 0.7288(2) 0.38430(18) 0.0797(8) 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 1.387(5) . ?
C1 C6 1.384(4) . ?
C2 H2 0.9300 . ?
C2 C3 1.383(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.383(5) . ?
C4 H4 0.9300 . ?
C4 C5 1.391(4) . ?
C5 C6 1.397(4) . ?
C5 N1 1.389(4) . ?
C6 C7 1.529(4) . ?
C7 C8 1.561(4) . ?
C7 C12 1.536(4) . ?
C7 C17 1.537(4) . ?
C8 H8 0.9800 . ?
C8 C9 1.490(4) . ?
C8 N1 1.475(4) . ?
C9 C10 1.327(4) . ?
C9 N2 1.465(4) . ?
C10 H10 0.9300 . ?
C10 C11 1.449(5) . ?
C11 C12 1.347(4) . ?
C11 C16 1.499(4) . ?
C12 C13 1.488(4) . ?
C13 C14 1.476(5) . ?
C13 O1 1.215(4) . ?
C14 H14 0.9300 . ?
C14 C15 1.311(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.456(6) . ?
C16 O2 1.222(5) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C18 N1 1.466(4) . ?
N2 O3 1.219(4) . ?
N2 O4 1.228(4) . ?

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 120.5 . . ?
C6 C1 H1 120.5 . . ?
C6 C1 C2 118.9(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 C1 120.6(3) . . ?
C3 C2 H2 119.7 . . ?
C2 C3 H3 119.5 . . ?
C4 C3 C2 121.0(3) . . ?
C4 C3 H3 119.5 . . ?
C3 C4 H4 120.8 . . ?
C3 C4 C5 118.5(3) . . ?
C5 C4 H4 120.8 . . ?
C4 C5 C6 120.6(3) . . ?
N1 C5 C4 128.4(3) . . ?
N1 C5 C6 110.9(3) . . ?
C1 C6 C5 120.3(3) . . ?
C1 C6 C7 131.2(3) . . ?
C5 C6 C7 108.4(3) . . ?
C6 C7 C8 99.2(2) . . ?
C6 C7 C12 110.9(2) . . ?
C6 C7 C17 115.2(2) . . ?
C12 C7 C8 110.5(2) . . ?
C12 C7 C17 109.6(2) . . ?
C17 C7 C8 111.1(2) . . ?
C7 C8 H8 109.6 . . ?
C9 C8 C7 112.9(2) . . ?
C9 C8 H8 109.6 . . ?
N1 C8 C7 103.3(2) . . ?
N1 C8 H8 109.6 . . ?
N1 C8 C9 111.7(2) . . ?
C10 C9 C8 122.6(3) . . ?
C10 C9 N2 119.4(3) . . ?
N2 C9 C8 118.0(3) . . ?
C9 C10 H10 120.3 . . ?
C9 C10 C11 119.3(3) . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C16 116.6(3) . . ?
C12 C11 C10 121.8(3) . . ?
C12 C11 C16 121.3(3) . . ?
C11 C12 C7 121.7(3) . . ?
C11 C12 C13 118.8(3) . . ?
C13 C12 C7 119.3(3) . . ?
C14 C13 C12 117.8(3) . . ?
O1 C13 C12 122.3(3) . . ?
O1 C13 C14 119.9(3) . . ?
C13 C14 H14 119.0 . . ?
C15 C14 C13 121.9(4) . . ?
C15 C14 H14 119.0 . . ?
C14 C15 H15 119.4 . . ?
C14 C15 C16 121.1(3) . . ?
C16 C15 H15 119.4 . . ?
C15 C16 C11 117.6(3) . . ?
O2 C16 C11 120.2(4) . . ?
O2 C16 C15 122.2(3) . . ?
C7 C17 H17A 109.5 . . ?
C7 C17 H17B 109.5 . . ?
C7 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
N1 C18 H18A 109.5 . . ?
N1 C18 H18B 109.5 . . ?
N1 C18 H18C 109.5 . . ?
C5 N1 C8 105.6(2) . . ?
C5 N1 C18 118.5(3) . . ?
C18 N1 C8 117.6(3) . . ?
O3 N2 C9 118.8(3) . . ?
O3 N2 O4 124.0(3) . . ?
O4 N2 C9 117.2(3) . . ?

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 0.5(6) . . . . ?
C1 C6 C7 C8 -157.5(3) . . . . ?
C1 C6 C7 C12 86.2(4) . . . . ?
C1 C6 C7 C17 -38.9(4) . . . . ?
C2 C1 C6 C5 0.3(4) . . . . ?
C2 C1 C6 C7 176.7(3) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C3 C4 C5 C6 0.1(5) . . . . ?
C3 C4 C5 N1 -178.5(3) . . . . ?
C4 C5 C6 C1 -0.1(4) . . . . ?
C4 C5 C6 C7 -177.3(3) . . . . ?
C4 C5 N1 C8 155.3(3) . . . . ?
C4 C5 N1 C18 21.0(5) . . . . ?
C5 C6 C7 C8 19.2(3) . . . . ?
C5 C6 C7 C12 -97.0(3) . . . . ?
C5 C6 C7 C17 137.8(3) . . . . ?
C6 C1 C2 C3 -0.5(5) . . . . ?
C6 C5 N1 C8 -23.4(3) . . . . ?
C6 C5 N1 C18 -157.7(3) . . . . ?
C6 C7 C8 C9 -152.8(2) . . . . ?
C6 C7 C8 N1 -32.0(2) . . . . ?
C6 C7 C12 C11 128.9(3) . . . . ?
C6 C7 C12 C13 -57.3(3) . . . . ?
C7 C8 C9 C10 32.7(4) . . . . ?
C7 C8 C9 N2 -148.8(3) . . . . ?
C7 C8 N1 C5 34.9(3) . . . . ?
C7 C8 N1 C18 169.6(2) . . . . ?
C7 C12 C13 C14 173.2(3) . . . . ?
C7 C12 C13 O1 -8.6(5) . . . . ?
C8 C7 C12 C11 19.8(4) . . . . ?
C8 C7 C12 C13 -166.3(3) . . . . ?
C8 C9 C10 C11 -7.6(5) . . . . ?
C8 C9 N2 O3 -174.0(3) . . . . ?
C8 C9 N2 O4 7.1(4) . . . . ?
C9 C8 N1 C5 156.6(2) . . . . ?
C9 C8 N1 C18 -68.7(3) . . . . ?
C9 C10 C11 C12 -13.0(5) . . . . ?
C9 C10 C11 C16 173.3(3) . . . . ?
C10 C9 N2 O3 4.5(5) . . . . ?
C10 C9 N2 O4 -174.5(3) . . . . ?
C10 C11 C12 C7 5.1(4) . . . . ?
C10 C11 C12 C13 -168.8(3) . . . . ?
C10 C11 C16 C15 179.4(3) . . . . ?
C10 C11 C16 O2 -0.3(5) . . . . ?
C11 C12 C13 C14 -12.8(5) . . . . ?
C11 C12 C13 O1 165.5(4) . . . . ?
C12 C7 C8 C9 -36.3(3) . . . . ?
C12 C7 C8 N1 84.6(3) . . . . ?
C12 C11 C16 C15 5.6(5) . . . . ?
C12 C11 C16 O2 -174.1(3) . . . . ?
C12 C13 C14 C15 11.1(6) . . . . ?
C13 C14 C15 C16 -0.8(6) . . . . ?
C14 C15 C16 C11 -7.7(6) . . . . ?
C14 C15 C16 O2 171.9(4) . . . . ?
C16 C11 C12 C7 178.5(3) . . . . ?
C16 C11 C12 C13 4.6(4) . . . . ?
C17 C7 C8 C9 85.6(3) . . . . ?
C17 C7 C8 N1 -153.6(2) . . . . ?
C17 C7 C12 C11 -102.9(3) . . . . ?
C17 C7 C12 C13 70.9(4) . . . . ?
N1 C5 C6 C1 178.7(3) . . . . ?
N1 C5 C6 C7 1.5(3) . . . . ?
N1 C8 C9 C10 -83.2(4) . . . . ?
N1 C8 C9 N2 95.2(3) . . . . ?
N2 C9 C10 C11 174.1(3) . . . . ?
O1 C13 C14 C15 -167.2(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
