# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_170310_jn_zqg_1_twin1_hklf4_pl
_database_code_depnum_ccdc_archive 'CCDC 1822247'
_audit_update_record             
;
2018-02-06 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2017-03-13
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H18 N2 O'
_chemical_formula_sum            'C28 H18 N2 O'
_chemical_formula_weight         398.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 n2 o8'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.4630(14)
_cell_length_b                   23.830(5)
_cell_length_c                   11.556(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.301(18)
_cell_angle_gamma                90
_cell_volume                     2015.3(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1081
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2598
_cell_measurement_theta_min      2.9904
_shelx_estimated_absorpt_T_max   0.970
_shelx_estimated_absorpt_T_min   0.965
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.77113
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            red
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.313
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.38
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_av_unetI/netI     0.0990
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            5511
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.347
_diffrn_reflns_theta_min         2.783
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -48.00   28.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8433  -38.0000  -60.0000 76

#__ type_ start__ end____ width___ exp.time_
  2 omega  -22.00   82.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8433   77.0000   90.0000 104
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0182342000
_diffrn_orient_matrix_UB_12      0.0189468000
_diffrn_orient_matrix_UB_13      0.0481629000
_diffrn_orient_matrix_UB_21      -0.0096047000
_diffrn_orient_matrix_UB_22      0.0228983000
_diffrn_orient_matrix_UB_23      -0.0398887000
_diffrn_orient_matrix_UB_31      -0.0944650000
_diffrn_orient_matrix_UB_32      0.0013546000
_diffrn_orient_matrix_UB_33      0.0008027000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2397
_reflns_number_total             5511
_reflns_odcompleteness_completeness 99.55
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 _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 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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    ?
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.237
_refine_diff_density_rms         0.053
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.935
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         5511
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1707
_refine_ls_R_factor_gt           0.0688
_refine_ls_restrained_S_all      0.935
_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)+(0.1029P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1620
_refine_ls_wR_factor_ref         0.2031
_refine_special_details          
;
 Refined as a 2-component twin.
;
_olex2_refinement_description    
;
1. Twinned data refinement
 Scales: 0.7277(17)
 0.2723(17)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
3.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C10(H10), C11(H11), C14(H14), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.7898(5) -0.09425(14) 0.5071(3) 0.0799(11) Uani 1 1 d . . . . .
N1 N 0.9083(5) 0.07558(15) 0.7209(3) 0.0607(11) Uani 1 1 d . . . . .
N2 N 0.4777(4) 0.16833(14) 0.2219(3) 0.0514(9) Uani 1 1 d . . . . .
C1 C 0.9984(7) 0.0463(3) 0.8122(5) 0.0764(15) Uani 1 1 d . . . . .
H1 H 1.047970 0.065934 0.880518 0.092 Uiso 1 1 calc R . . . .
C2 C 1.0234(6) -0.0111(2) 0.8128(5) 0.0705(14) Uani 1 1 d . . . . .
H2 H 1.088633 -0.029170 0.879235 0.085 Uiso 1 1 calc R . . . .
C3 C 0.9515(6) -0.0403(2) 0.7153(5) 0.0609(13) Uani 1 1 d . . . . .
H3 H 0.965577 -0.079049 0.713348 0.073 Uiso 1 1 calc R . . . .
C4 C 0.8549(5) -0.01168(18) 0.6166(4) 0.0455(11) Uani 1 1 d . . . . .
C5 C 0.8386(5) 0.04597(19) 0.6230(4) 0.0451(10) Uani 1 1 d . . . . .
C6 C 0.7415(5) 0.07813(17) 0.5216(3) 0.0421(10) Uani 1 1 d . . . . .
C7 C 0.6652(5) 0.04859(17) 0.4169(4) 0.0397(10) Uani 1 1 d . . . . .
C8 C 0.6772(5) -0.01088(17) 0.4108(4) 0.0452(11) Uani 1 1 d . . . . .
C9 C 0.7756(6) -0.04286(19) 0.5115(4) 0.0519(12) Uani 1 1 d . . . . .
C10 C 0.7246(5) 0.13503(18) 0.5243(4) 0.0532(12) Uani 1 1 d . . . . .
H10 H 0.772786 0.154458 0.593167 0.064 Uiso 1 1 calc R . . . .
C11 C 0.6364(5) 0.16441(17) 0.4256(4) 0.0542(12) Uani 1 1 d . . . . .
H11 H 0.627495 0.203259 0.429845 0.065 Uiso 1 1 calc R . . . .
C12 C 0.5628(5) 0.13806(18) 0.3233(4) 0.0450(11) Uani 1 1 d . . . . .
C13 C 0.5732(5) 0.07868(17) 0.3176(4) 0.0426(10) Uani 1 1 d . . . . .
C14 C 0.4913(5) 0.0480(2) 0.2175(4) 0.0512(12) Uani 1 1 d . . . . .
H14 H 0.427504 0.067108 0.151990 0.061 Uiso 1 1 calc R . . . .
C15 C 0.5029(6) -0.00907(19) 0.2136(4) 0.0582(13) Uani 1 1 d . . . . .
H15 H 0.447293 -0.028374 0.146121 0.070 Uiso 1 1 calc R . . . .
C16 C 0.5971(6) -0.03822(19) 0.3099(4) 0.0585(13) Uani 1 1 d . . . . .
H16 H 0.606195 -0.077071 0.305995 0.070 Uiso 1 1 calc R . . . .
C17 C 0.3462(5) 0.20923(17) 0.2324(4) 0.0481(11) Uani 1 1 d . . . . .
C18 C 0.3185(6) 0.25583(18) 0.1593(4) 0.0561(12) Uani 1 1 d . . . . .
H18 H 0.389240 0.260896 0.102203 0.067 Uiso 1 1 calc R . . . .
C19 C 0.1865(7) 0.2947(2) 0.1711(4) 0.0682(14) Uani 1 1 d . . . . .
H19 H 0.167283 0.325521 0.120869 0.082 Uiso 1 1 calc R . . . .
C20 C 0.0841(6) 0.2883(2) 0.2553(5) 0.0725(15) Uani 1 1 d . . . . .
H20 H -0.003167 0.315102 0.263429 0.087 Uiso 1 1 calc R . . . .
C21 C 0.1093(6) 0.2426(2) 0.3279(4) 0.0608(13) Uani 1 1 d . . . . .
H21 H 0.039152 0.238366 0.385599 0.073 Uiso 1 1 calc R . . . .
C22 C 0.2383(6) 0.20287(18) 0.3159(4) 0.0538(12) Uani 1 1 d . . . . .
H22 H 0.252987 0.171425 0.364553 0.065 Uiso 1 1 calc R . . . .
C23 C 0.5606(6) 0.16637(16) 0.1216(4) 0.0491(11) Uani 1 1 d . . . . .
C24 C 0.7455(7) 0.1669(2) 0.1354(5) 0.0767(15) Uani 1 1 d . . . . .
H24 H 0.818205 0.169534 0.210386 0.092 Uiso 1 1 calc R . . . .
C25 C 0.8242(8) 0.1634(3) 0.0379(7) 0.106(2) Uani 1 1 d . . . . .
H25 H 0.950884 0.164161 0.047509 0.127 Uiso 1 1 calc R . . . .
C26 C 0.7230(11) 0.1589(3) -0.0704(6) 0.102(2) Uani 1 1 d . . . . .
H26 H 0.779497 0.155502 -0.134970 0.123 Uiso 1 1 calc R . . . .
C27 C 0.5384(10) 0.1593(2) -0.0868(5) 0.0829(17) Uani 1 1 d . . . . .
H27 H 0.467543 0.157406 -0.162481 0.099 Uiso 1 1 calc R . . . .
C28 C 0.4570(7) 0.1625(2) 0.0102(4) 0.0632(13) Uani 1 1 d . . . . .
H28 H 0.330200 0.162076 -0.000146 0.076 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.231(5) . ?
N1 C1 1.332(6) . ?
N1 C5 1.348(5) . ?
N2 C12 1.416(5) . ?
N2 C17 1.405(5) . ?
N2 C23 1.418(5) . ?
C1 H1 0.9300 . ?
C1 C2 1.380(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.343(6) . ?
C3 H3 0.9300 . ?
C3 C4 1.402(6) . ?
C4 C5 1.382(5) . ?
C4 C9 1.448(6) . ?
C5 C6 1.467(5) . ?
C6 C7 1.419(5) . ?
C6 C10 1.363(6) . ?
C7 C8 1.423(5) . ?
C7 C13 1.412(5) . ?
C8 C9 1.463(6) . ?
C8 C16 1.367(6) . ?
C10 H10 0.9300 . ?
C10 C11 1.389(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.356(6) . ?
C12 C13 1.419(5) . ?
C13 C14 1.403(5) . ?
C14 H14 0.9300 . ?
C14 C15 1.364(6) . ?
C15 H15 0.9300 . ?
C15 C16 1.381(6) . ?
C16 H16 0.9300 . ?
C17 C18 1.386(6) . ?
C17 C22 1.380(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.378(6) . ?
C19 H19 0.9300 . ?
C19 C20 1.358(7) . ?
C20 H20 0.9300 . ?
C20 C21 1.365(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.378(6) . ?
C22 H22 0.9300 . ?
C23 C24 1.358(6) . ?
C23 C28 1.369(6) . ?
C24 H24 0.9300 . ?
C24 C25 1.372(7) . ?
C25 H25 0.9300 . ?
C25 C26 1.333(9) . ?
C26 H26 0.9300 . ?
C26 C27 1.353(8) . ?
C27 H27 0.9300 . ?
C27 C28 1.378(7) . ?
C28 H28 0.9300 . ?

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
C1 N1 C5 116.3(4) . . ?
C12 N2 C23 117.6(3) . . ?
C17 N2 C12 119.3(4) . . ?
C17 N2 C23 121.2(3) . . ?
N1 C1 H1 117.6 . . ?
N1 C1 C2 124.8(5) . . ?
C2 C1 H1 117.6 . . ?
C1 C2 H2 120.7 . . ?
C3 C2 C1 118.5(5) . . ?
C3 C2 H2 120.7 . . ?
C2 C3 H3 120.4 . . ?
C2 C3 C4 119.2(5) . . ?
C4 C3 H3 120.4 . . ?
C3 C4 C9 119.6(4) . . ?
C5 C4 C3 118.5(4) . . ?
C5 C4 C9 122.0(4) . . ?
N1 C5 C4 122.8(4) . . ?
N1 C5 C6 116.5(4) . . ?
C4 C5 C6 120.7(4) . . ?
C7 C6 C5 118.3(4) . . ?
C10 C6 C5 122.3(4) . . ?
C10 C6 C7 119.3(4) . . ?
C6 C7 C8 121.2(4) . . ?
C13 C7 C6 119.4(4) . . ?
C13 C7 C8 119.4(4) . . ?
C7 C8 C9 120.4(4) . . ?
C16 C8 C7 119.7(4) . . ?
C16 C8 C9 119.8(4) . . ?
O1 C9 C4 121.4(4) . . ?
O1 C9 C8 121.3(4) . . ?
C4 C9 C8 117.3(4) . . ?
C6 C10 H10 119.5 . . ?
C6 C10 C11 120.9(4) . . ?
C11 C10 H10 119.5 . . ?
C10 C11 H11 119.1 . . ?
C12 C11 C10 121.9(4) . . ?
C12 C11 H11 119.1 . . ?
N2 C12 C13 119.3(4) . . ?
C11 C12 N2 121.7(4) . . ?
C11 C12 C13 119.1(4) . . ?
C7 C13 C12 119.4(4) . . ?
C14 C13 C7 118.0(4) . . ?
C14 C13 C12 122.6(4) . . ?
C13 C14 H14 119.1 . . ?
C15 C14 C13 121.7(4) . . ?
C15 C14 H14 119.1 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 120.0(4) . . ?
C16 C15 H15 120.0 . . ?
C8 C16 C15 121.1(4) . . ?
C8 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C18 C17 N2 121.7(4) . . ?
C22 C17 N2 119.8(4) . . ?
C22 C17 C18 118.5(4) . . ?
C17 C18 H18 119.9 . . ?
C19 C18 C17 120.1(4) . . ?
C19 C18 H18 119.9 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.6(5) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.0 . . ?
C19 C20 C21 120.1(5) . . ?
C21 C20 H20 120.0 . . ?
C20 C21 H21 120.0 . . ?
C20 C21 C22 120.1(5) . . ?
C22 C21 H21 120.0 . . ?
C17 C22 H22 119.7 . . ?
C21 C22 C17 120.6(4) . . ?
C21 C22 H22 119.7 . . ?
C24 C23 N2 120.0(4) . . ?
C24 C23 C28 119.0(5) . . ?
C28 C23 N2 121.0(4) . . ?
C23 C24 H24 120.3 . . ?
C23 C24 C25 119.5(5) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 119.3 . . ?
C26 C25 C24 121.4(6) . . ?
C26 C25 H25 119.3 . . ?
C25 C26 H26 119.8 . . ?
C25 C26 C27 120.4(6) . . ?
C27 C26 H26 119.8 . . ?
C26 C27 H27 120.5 . . ?
C26 C27 C28 119.0(6) . . ?
C28 C27 H27 120.5 . . ?
C23 C28 C27 120.7(5) . . ?
C23 C28 H28 119.6 . . ?
C27 C28 H28 119.6 . . ?

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
N1 C1 C2 C3 -0.6(8) . . . . ?
N1 C5 C6 C7 -179.7(4) . . . . ?
N1 C5 C6 C10 1.3(6) . . . . ?
N2 C12 C13 C7 177.2(3) . . . . ?
N2 C12 C13 C14 -4.4(6) . . . . ?
N2 C17 C18 C19 179.1(4) . . . . ?
N2 C17 C22 C21 179.7(4) . . . . ?
N2 C23 C24 C25 178.2(5) . . . . ?
N2 C23 C28 C27 -178.5(4) . . . . ?
C1 N1 C5 C4 1.3(6) . . . . ?
C1 N1 C5 C6 -179.2(4) . . . . ?
C1 C2 C3 C4 0.4(7) . . . . ?
C2 C3 C4 C5 0.6(6) . . . . ?
C2 C3 C4 C9 -179.5(4) . . . . ?
C3 C4 C5 N1 -1.5(6) . . . . ?
C3 C4 C5 C6 179.0(3) . . . . ?
C3 C4 C9 O1 0.6(6) . . . . ?
C3 C4 C9 C8 -179.6(4) . . . . ?
C4 C5 C6 C7 -0.2(5) . . . . ?
C4 C5 C6 C10 -179.2(4) . . . . ?
C5 N1 C1 C2 -0.3(7) . . . . ?
C5 C4 C9 O1 -179.5(4) . . . . ?
C5 C4 C9 C8 0.3(6) . . . . ?
C5 C6 C7 C8 1.9(5) . . . . ?
C5 C6 C7 C13 -179.1(3) . . . . ?
C5 C6 C10 C11 178.1(4) . . . . ?
C6 C7 C8 C9 -2.5(6) . . . . ?
C6 C7 C8 C16 177.9(4) . . . . ?
C6 C7 C13 C12 1.6(5) . . . . ?
C6 C7 C13 C14 -176.8(4) . . . . ?
C6 C10 C11 C12 0.4(7) . . . . ?
C7 C6 C10 C11 -1.0(6) . . . . ?
C7 C8 C9 O1 -178.9(4) . . . . ?
C7 C8 C9 C4 1.4(6) . . . . ?
C7 C8 C16 C15 -0.6(6) . . . . ?
C7 C13 C14 C15 -1.6(6) . . . . ?
C8 C7 C13 C12 -179.4(3) . . . . ?
C8 C7 C13 C14 2.2(5) . . . . ?
C9 C4 C5 N1 178.6(4) . . . . ?
C9 C4 C5 C6 -0.9(6) . . . . ?
C9 C8 C16 C15 179.8(4) . . . . ?
C10 C6 C7 C8 -179.0(4) . . . . ?
C10 C6 C7 C13 0.0(5) . . . . ?
C10 C11 C12 N2 -178.1(4) . . . . ?
C10 C11 C12 C13 1.2(6) . . . . ?
C11 C12 C13 C7 -2.2(6) . . . . ?
C11 C12 C13 C14 176.2(4) . . . . ?
C12 N2 C17 C18 150.3(4) . . . . ?
C12 N2 C17 C22 -30.9(5) . . . . ?
C12 N2 C23 C24 -38.0(6) . . . . ?
C12 N2 C23 C28 140.3(4) . . . . ?
C12 C13 C14 C15 180.0(4) . . . . ?
C13 C7 C8 C9 178.5(4) . . . . ?
C13 C7 C8 C16 -1.2(6) . . . . ?
C13 C14 C15 C16 0.0(7) . . . . ?
C14 C15 C16 C8 1.2(7) . . . . ?
C16 C8 C9 O1 0.8(6) . . . . ?
C16 C8 C9 C4 -179.0(4) . . . . ?
C17 N2 C12 C11 -49.4(6) . . . . ?
C17 N2 C12 C13 131.2(4) . . . . ?
C17 N2 C23 C24 126.1(4) . . . . ?
C17 N2 C23 C28 -55.6(5) . . . . ?
C17 C18 C19 C20 1.1(7) . . . . ?
C18 C17 C22 C21 -1.5(6) . . . . ?
C18 C19 C20 C21 -1.2(7) . . . . ?
C19 C20 C21 C22 -0.1(7) . . . . ?
C20 C21 C22 C17 1.4(6) . . . . ?
C22 C17 C18 C19 0.3(6) . . . . ?
C23 N2 C12 C11 115.0(5) . . . . ?
C23 N2 C12 C13 -64.4(5) . . . . ?
C23 N2 C17 C18 -13.5(6) . . . . ?
C23 N2 C17 C22 165.3(4) . . . . ?
C23 C24 C25 C26 -0.7(9) . . . . ?
C24 C23 C28 C27 -0.1(7) . . . . ?
C24 C25 C26 C27 1.9(10) . . . . ?
C25 C26 C27 C28 -2.1(10) . . . . ?
C26 C27 C28 C23 1.2(8) . . . . ?
C28 C23 C24 C25 -0.1(8) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.7277(17)
2 0.2723(17)

####################################################################### 
# 
# 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_170310_jn_zqg_2
_database_code_depnum_ccdc_archive 'CCDC 1822250'
_audit_update_record             
;
2018-02-06 deposited with the CCDC.
2018-04-24 downloaded from the CCDC.
;
_audit_creation_date             2017-03-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H18 N2 O'
_chemical_formula_sum            'C28 H18 N2 O'
_chemical_formula_weight         398.44
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 n2 o8'
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                   7.1516(4)
_cell_length_b                   8.5555(5)
_cell_length_c                   16.6112(10)
_cell_angle_alpha                100.052(5)
_cell_angle_beta                 95.016(5)
_cell_angle_gamma                90.498(5)
_cell_volume                     996.63(10)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1728
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.3114
_cell_measurement_theta_min      2.8543
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.962
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68515
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.28
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_unetI/netI     0.0461
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            6460
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_min         2.860
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -49.00  -22.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -       10.8433  138.0000 -141.0000 27

#__ type_ start__ end____ width___ exp.time_
  2 omega  -76.00   -5.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -12.5621  138.0000   37.0000 71

#__ type_ start__ end____ width___ exp.time_
  3 omega  -87.00   12.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -12.5621  -38.0000 -180.0000 99

#__ type_ start__ end____ width___ exp.time_
  4 omega  -36.00   61.00   1.0000   13.0000
omega____ theta____ kappa____ phi______ frames
    -      -12.5621   58.0000  -24.0000 97
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0031588000
_diffrn_orient_matrix_UB_12      0.0153418000
_diffrn_orient_matrix_UB_13      0.0432176000
_diffrn_orient_matrix_UB_21      -0.0967616000
_diffrn_orient_matrix_UB_22      0.0169514000
_diffrn_orient_matrix_UB_23      -0.0052476000
_diffrn_orient_matrix_UB_31      -0.0233598000
_diffrn_orient_matrix_UB_32      -0.0810610000
_diffrn_orient_matrix_UB_33      -0.0008799000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2442
_reflns_number_total             3643
_reflns_odcompleteness_completeness 99.61
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_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         -0.163
_refine_diff_density_rms         0.043
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.044
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         3643
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0549
_refine_ls_restrained_S_all      1.044
_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)+(0.0767P)²+0.0527P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1659
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C10(H10), C11(H11), C12(H12), C15(H15), C16(H16),
 C18(H18), C19(H19), C20(H20), C21(H21), C22(H22), C24(H24), C25(H25), C26(H26),
  C27(H27), C28(H28)
;
_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
O1 O 0.3123(2) 1.01307(15) -0.06714(8) 0.0564(4) Uani 1 1 d . . . . .
N1 N 0.2662(3) 0.47733(19) -0.02585(11) 0.0526(5) Uani 1 1 d . . . . .
N2 N 0.0351(2) 1.12723(17) 0.29531(9) 0.0461(4) Uani 1 1 d . . . . .
C1 C 0.3094(3) 0.4266(3) -0.10159(14) 0.0608(6) Uani 1 1 d . . . . .
H1 H 0.313976 0.317571 -0.119427 0.073 Uiso 1 1 calc R . . . .
C2 C 0.3482(3) 0.5249(3) -0.15589(14) 0.0625(6) Uani 1 1 d . . . . .
H2 H 0.379195 0.482684 -0.208379 0.075 Uiso 1 1 calc R . . . .
C3 C 0.3403(3) 0.6861(3) -0.13099(13) 0.0544(6) Uani 1 1 d . . . . .
H3 H 0.366869 0.755186 -0.166156 0.065 Uiso 1 1 calc R . . . .
C4 C 0.2918(3) 0.7444(2) -0.05197(11) 0.0417(5) Uani 1 1 d . . . . .
C5 C 0.2566(3) 0.6358(2) -0.00135(11) 0.0402(5) Uani 1 1 d . . . . .
C6 C 0.2074(3) 0.6909(2) 0.08247(11) 0.0395(5) Uani 1 1 d . . . . .
C7 C 0.1823(2) 0.8551(2) 0.11048(11) 0.0347(4) Uani 1 1 d . . . . .
C8 C 0.2157(2) 0.9681(2) 0.05955(11) 0.0357(4) Uani 1 1 d . . . . .
C9 C 0.2763(3) 0.9172(2) -0.02316(12) 0.0418(5) Uani 1 1 d . . . . .
C10 C 0.1877(3) 0.5859(2) 0.13483(13) 0.0507(5) Uani 1 1 d . . . . .
H10 H 0.204076 0.478255 0.116494 0.061 Uiso 1 1 calc R . . . .
C11 C 0.1438(3) 0.6374(2) 0.21497(13) 0.0519(6) Uani 1 1 d . . . . .
H11 H 0.134199 0.564173 0.249819 0.062 Uiso 1 1 calc R . . . .
C12 C 0.1148(3) 0.7927(2) 0.24275(12) 0.0432(5) Uani 1 1 d . . . . .
H12 H 0.085517 0.825098 0.296493 0.052 Uiso 1 1 calc R . . . .
C13 C 0.1285(2) 0.9068(2) 0.19091(11) 0.0362(4) Uani 1 1 d . . . . .
C14 C 0.0978(3) 1.0713(2) 0.21705(11) 0.0391(5) Uani 1 1 d . . . . .
C15 C 0.1312(3) 1.1769(2) 0.16580(11) 0.0447(5) Uani 1 1 d . . . . .
H15 H 0.112880 1.284508 0.183326 0.054 Uiso 1 1 calc R . . . .
C16 C 0.1918(3) 1.1261(2) 0.08845(12) 0.0435(5) Uani 1 1 d . . . . .
H16 H 0.216574 1.200462 0.055831 0.052 Uiso 1 1 calc R . . . .
C17 C -0.1234(3) 1.0555(2) 0.32142(11) 0.0445(5) Uani 1 1 d . . . . .
C18 C -0.2632(3) 0.9797(2) 0.26454(12) 0.0485(5) Uani 1 1 d . . . . .
H18 H -0.258064 0.981768 0.208985 0.058 Uiso 1 1 calc R . . . .
C19 C -0.4097(3) 0.9013(3) 0.29043(15) 0.0629(6) Uani 1 1 d . . . . .
H19 H -0.501859 0.848633 0.252038 0.076 Uiso 1 1 calc R . . . .
C20 C -0.4207(4) 0.9004(3) 0.37234(17) 0.0742(8) Uani 1 1 d . . . . .
H20 H -0.519418 0.846601 0.389352 0.089 Uiso 1 1 calc R . . . .
C21 C -0.2857(4) 0.9793(3) 0.42923(15) 0.0713(7) Uani 1 1 d . . . . .
H21 H -0.294881 0.980961 0.484873 0.086 Uiso 1 1 calc R . . . .
C22 C -0.1364(3) 1.0560(2) 0.40415(13) 0.0578(6) Uani 1 1 d . . . . .
H22 H -0.044461 1.108008 0.442846 0.069 Uiso 1 1 calc R . . . .
C23 C 0.1024(3) 1.2780(2) 0.33936(12) 0.0498(6) Uani 1 1 d . . . . .
C24 C 0.2928(4) 1.3070(3) 0.35595(14) 0.0667(7) Uani 1 1 d . . . . .
H24 H 0.376932 1.228921 0.338117 0.080 Uiso 1 1 calc R . . . .
C25 C 0.3582(5) 1.4534(4) 0.39944(16) 0.0879(9) Uani 1 1 d . . . . .
H25 H 0.486723 1.473641 0.410261 0.106 Uiso 1 1 calc R . . . .
C26 C 0.2356(6) 1.5677(3) 0.42644(16) 0.0962(12) Uani 1 1 d . . . . .
H26 H 0.280576 1.664856 0.456369 0.115 Uiso 1 1 calc R . . . .
C27 C 0.0476(5) 1.5399(3) 0.40969(16) 0.0845(10) Uani 1 1 d . . . . .
H27 H -0.035881 1.618320 0.427844 0.101 Uiso 1 1 calc R . . . .
C28 C -0.0196(4) 1.3953(2) 0.36569(14) 0.0652(7) Uani 1 1 d . . . . .
H28 H -0.148243 1.377122 0.353827 0.078 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.229(2) . ?
N1 C1 1.321(3) . ?
N1 C5 1.350(2) . ?
N2 C14 1.417(2) . ?
N2 C17 1.420(2) . ?
N2 C23 1.425(2) . ?
C1 H1 0.9300 . ?
C1 C2 1.379(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.372(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.395(3) . ?
C4 C5 1.393(3) . ?
C4 C9 1.480(3) . ?
C5 C6 1.464(3) . ?
C6 C7 1.419(2) . ?
C6 C10 1.369(3) . ?
C7 C8 1.423(2) . ?
C7 C13 1.420(2) . ?
C8 C9 1.471(3) . ?
C8 C16 1.371(3) . ?
C10 H10 0.9300 . ?
C10 C11 1.391(3) . ?
C11 H11 0.9300 . ?
C11 C12 1.353(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.418(2) . ?
C13 C14 1.424(2) . ?
C14 C15 1.377(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.390(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.386(3) . ?
C17 C22 1.385(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.379(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.371(3) . ?
C20 H20 0.9300 . ?
C20 C21 1.374(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.380(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.377(3) . ?
C23 C28 1.374(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.387(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.363(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.359(4) . ?
C27 H27 0.9300 . ?
C27 C28 1.382(3) . ?
C28 H28 0.9300 . ?

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
C1 N1 C5 117.20(18) . . ?
C14 N2 C17 120.78(14) . . ?
C14 N2 C23 118.89(13) . . ?
C17 N2 C23 118.65(15) . . ?
N1 C1 H1 117.9 . . ?
N1 C1 C2 124.3(2) . . ?
C2 C1 H1 117.9 . . ?
C1 C2 H2 120.6 . . ?
C3 C2 C1 118.7(2) . . ?
C3 C2 H2 120.6 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.8(2) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 C9 120.77(18) . . ?
C5 C4 C3 118.23(18) . . ?
C5 C4 C9 121.00(17) . . ?
N1 C5 C4 122.75(18) . . ?
N1 C5 C6 116.84(17) . . ?
C4 C5 C6 120.41(16) . . ?
C7 C6 C5 119.87(16) . . ?
C10 C6 C5 120.75(17) . . ?
C10 C6 C7 119.37(18) . . ?
C6 C7 C8 120.55(17) . . ?
C6 C7 C13 119.45(16) . . ?
C13 C7 C8 119.97(16) . . ?
C7 C8 C9 120.77(16) . . ?
C16 C8 C7 119.30(17) . . ?
C16 C8 C9 119.93(16) . . ?
O1 C9 C4 120.86(18) . . ?
O1 C9 C8 121.92(17) . . ?
C8 C9 C4 117.21(16) . . ?
C6 C10 H10 119.4 . . ?
C6 C10 C11 121.19(18) . . ?
C11 C10 H10 119.4 . . ?
C10 C11 H11 119.6 . . ?
C12 C11 C10 120.73(18) . . ?
C12 C11 H11 119.6 . . ?
C11 C12 H12 119.6 . . ?
C11 C12 C13 120.79(18) . . ?
C13 C12 H12 119.6 . . ?
C7 C13 C14 118.72(16) . . ?
C12 C13 C7 118.34(16) . . ?
C12 C13 C14 122.90(17) . . ?
N2 C14 C13 120.65(15) . . ?
C15 C14 N2 119.94(16) . . ?
C15 C14 C13 119.41(16) . . ?
C14 C15 H15 119.3 . . ?
C14 C15 C16 121.46(17) . . ?
C16 C15 H15 119.3 . . ?
C8 C16 C15 121.01(16) . . ?
C8 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C18 C17 N2 120.58(17) . . ?
C22 C17 N2 120.06(18) . . ?
C22 C17 C18 119.33(17) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 119.93(19) . . ?
C19 C18 H18 120.0 . . ?
C18 C19 H19 119.7 . . ?
C20 C19 C18 120.5(2) . . ?
C20 C19 H19 119.7 . . ?
C19 C20 H20 120.1 . . ?
C19 C20 C21 119.9(2) . . ?
C21 C20 H20 120.1 . . ?
C20 C21 H21 119.9 . . ?
C20 C21 C22 120.3(2) . . ?
C22 C21 H21 119.9 . . ?
C17 C22 H22 120.0 . . ?
C21 C22 C17 120.1(2) . . ?
C21 C22 H22 120.0 . . ?
C24 C23 N2 119.6(2) . . ?
C28 C23 N2 121.1(2) . . ?
C28 C23 C24 119.36(19) . . ?
C23 C24 H24 120.2 . . ?
C23 C24 C25 119.5(3) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.5(3) . . ?
C26 C25 H25 119.7 . . ?
C25 C26 H26 120.0 . . ?
C27 C26 C25 120.1(2) . . ?
C27 C26 H26 120.0 . . ?
C26 C27 H27 120.0 . . ?
C26 C27 C28 120.0(3) . . ?
C28 C27 H27 120.0 . . ?
C23 C28 C27 120.5(3) . . ?
C23 C28 H28 119.8 . . ?
C27 C28 H28 119.8 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
