# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2019

####################################################################### 
# 
# 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_as1545_bis
_database_code_depnum_ccdc_archive 'CCDC 1905851'
loop_
_audit_author_name
_audit_author_address
'Jeremy Forte'
;Sorbonne Universite - CNRS - IPCM
France
;
_audit_update_record             
;
2019-03-26 deposited with the CCDC.	2019-11-01 downloaded from the CCDC.
;
_audit_creation_date             2018-12-06
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H23 N O4'
_chemical_formula_sum            'C23 H23 N O4'
_chemical_formula_weight         377.42
_chemical_absolute_configuration ad
_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 0.0181 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      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   10.9543(3)
_cell_length_b                   7.5524(2)
_cell_length_c                   24.3467(6)
_cell_angle_alpha                90
_cell_angle_beta                 101.5450(10)
_cell_angle_gamma                90
_cell_volume                     1973.48(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9753
_cell_measurement_temperature    200
_cell_measurement_theta_max      66.41
_cell_measurement_theta_min      4.84
_shelx_estimated_absorpt_T_max   0.959
_shelx_estimated_absorpt_T_min   0.646
_exptl_absorpt_coefficient_mu    0.704
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.4857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1358 before and 0.0734 after correction. The Ratio of minimum to maximum transmission is 0.6452. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.270
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.68
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0439
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            27498
_diffrn_reflns_point_group_measured_fraction_full 0.978
_diffrn_reflns_point_group_measured_fraction_max 0.978
_diffrn_reflns_theta_full        66.657
_diffrn_reflns_theta_max         66.657
_diffrn_reflns_theta_min         4.119
_diffrn_ambient_temperature      200
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_source                   micro-focus
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.814
_reflns_Friedel_fraction_full    0.958
_reflns_Friedel_fraction_max     0.958
_reflns_number_gt                6610
_reflns_number_total             6805
_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_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_refine_diff_density_max         0.199
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 2832 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.01(7)
_refine_ls_extinction_coef       0.0019(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     598
_refine_ls_number_reflns         6805
_refine_ls_number_restraints     97
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0341
_refine_ls_restrained_S_all      1.031
_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)+(0.0594P)²+0.1547P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0921
_refine_ls_wR_factor_ref         0.0929
_refine_special_details          
;         
'2 molecules are present in the asymmetric unit. 
A naphtalenyl group of one of the molecule is disordered over 2 positions with an occupancy rate of 80/20 respectively. 
A SAME command and restraint commands are applied on the minor naphtalenyl group position to have correct ADPs on its atoms, and correct distances and angles between its atoms.'
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_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 0.41404(17) 0.6456(2) 0.39653(7) 0.0456(4) Uani 1 1 d . . . . .
O2 O 0.44085(17) 0.6465(2) 0.30761(7) 0.0408(4) Uani 1 1 d . . . . .
O3 O 0.57458(16) 0.2370(2) 0.29229(7) 0.0442(4) Uani 1 1 d . . . . .
O4 O 0.65604(13) 0.3965(2) 0.36883(6) 0.0375(4) Uani 1 1 d . . . . .
N1 N 0.0175(3) 0.5325(6) 0.25735(11) 0.0842(10) Uani 1 1 d . . . . .
C1 C 0.0714(2) 0.4786(4) 0.29896(10) 0.0476(6) Uani 1 1 d . . . . .
C2 C 0.1432(2) 0.4064(3) 0.35135(9) 0.0355(5) Uani 1 1 d . . . . .
H2A H 0.085145 0.364975 0.375000 0.043 Uiso 1 1 calc R . . . .
H2B H 0.195526 0.501328 0.372008 0.043 Uiso 1 1 calc R . . . .
C3 C 0.22731(18) 0.2511(3) 0.34090(8) 0.0287(4) Uani 1 1 d . . . . .
H3 H 0.174480 0.152173 0.321910 0.034 Uiso 1 1 calc R . . . .
C4 C 0.32495(18) 0.3022(3) 0.30616(8) 0.0276(4) Uani 1 1 d . . . . .
H4A H 0.292470 0.396717 0.278971 0.033 Uiso 1 1 calc R . . . .
H4B H 0.347173 0.198376 0.285345 0.033 Uiso 1 1 calc R . . . .
C5 C 0.43962(18) 0.3685(3) 0.34895(8) 0.0268(4) Uani 1 1 d . . . . .
C6 C 0.43102(18) 0.5690(3) 0.35574(8) 0.0283(4) Uani 1 1 d . . . . .
C7 C 0.4291(3) 0.8369(4) 0.30439(12) 0.0498(6) Uani 1 1 d . . . . .
H7A H 0.438018 0.876990 0.267116 0.075 Uiso 1 1 calc R . . . .
H7B H 0.347019 0.871756 0.310967 0.075 Uiso 1 1 calc R . . . .
H7C H 0.494189 0.891156 0.332904 0.075 Uiso 1 1 calc R . . . .
C8 C 0.56277(19) 0.3264(3) 0.33134(8) 0.0298(4) Uani 1 1 d . . . . .
C9 C 0.7815(2) 0.3512(4) 0.36280(12) 0.0490(6) Uani 1 1 d . . . . .
H9A H 0.841891 0.409675 0.392371 0.074 Uiso 1 1 calc R . . . .
H9B H 0.792782 0.222641 0.365909 0.074 Uiso 1 1 calc R . . . .
H9C H 0.794424 0.390782 0.326062 0.074 Uiso 1 1 calc R . . . .
C10 C 0.43469(18) 0.2661(3) 0.40336(8) 0.0292(4) Uani 1 1 d . . . . .
H10A H 0.499038 0.172175 0.409748 0.035 Uiso 1 1 calc R . . . .
H10B H 0.449778 0.347314 0.435930 0.035 Uiso 1 1 calc R . . . .
C11 C 0.30558(18) 0.1852(3) 0.39587(8) 0.0263(4) Uani 1 1 d . . . . .
C12 C 0.26894(18) 0.0754(3) 0.43199(8) 0.0255(4) Uani 1 1 d . . . . .
C13 C 0.35513(19) 0.0094(3) 0.48390(8) 0.0323(4) Uani 1 1 d . . . . .
H13A H 0.316328 0.027109 0.516425 0.048 Uiso 1 1 calc GR . . . .
H13B H 0.433784 0.075131 0.489349 0.048 Uiso 1 1 calc GR . . . .
H13C H 0.371459 -0.116940 0.479757 0.048 Uiso 1 1 calc GR . . . .
C14 C 0.13688(18) 0.0117(3) 0.42427(8) 0.0260(4) Uani 1 1 d . . . . .
C15 C 0.08195(19) -0.0989(3) 0.37894(8) 0.0289(4) Uani 1 1 d . . . . .
H15 H 0.129928 -0.135314 0.352480 0.035 Uiso 1 1 calc R . . . .
C16 C -0.03912(19) -0.1540(3) 0.37272(8) 0.0289(4) Uani 1 1 d . . . . .
H16 H -0.074021 -0.228047 0.342031 0.035 Uiso 1 1 calc R . . . .
C17 C -0.11316(18) -0.1017(3) 0.41167(8) 0.0263(4) Uani 1 1 d . . . . .
C18 C -0.23988(19) -0.1536(3) 0.40608(9) 0.0317(4) Uani 1 1 d . . . . .
H18 H -0.277321 -0.226813 0.375620 0.038 Uiso 1 1 calc R . . . .
C19 C -0.30819(19) -0.0990(3) 0.44411(9) 0.0345(5) Uani 1 1 d . . . . .
H19 H -0.392671 -0.134839 0.439955 0.041 Uiso 1 1 calc R . . . .
C20 C -0.2543(2) 0.0102(3) 0.48952(9) 0.0354(5) Uani 1 1 d . . . . .
H20 H -0.302813 0.047798 0.515637 0.042 Uiso 1 1 calc R . . . .
C21 C -0.1325(2) 0.0624(3) 0.49618(8) 0.0319(4) Uani 1 1 d . . . . .
H21 H -0.097007 0.135872 0.526930 0.038 Uiso 1 1 calc R . . . .
C22 C -0.05876(18) 0.0075(3) 0.45745(8) 0.0263(4) Uani 1 1 d . . . . .
C23 C 0.06710(19) 0.0612(3) 0.46260(8) 0.0276(4) Uani 1 1 d . . . . .
H23 H 0.104063 0.133261 0.493437 0.033 Uiso 1 1 calc R . . . .
O5 O 0.65079(19) -0.9358(3) 0.13084(9) 0.0577(5) Uani 1 1 d . . . . .
O6 O 0.82034(19) -0.8221(3) 0.18606(7) 0.0515(5) Uani 1 1 d . . . . .
O7 O 0.9211(3) -0.6068(4) 0.05601(12) 0.0815(8) Uani 1 1 d . . . . .
O8 O 0.87984(16) -0.8886(3) 0.06991(7) 0.0484(4) Uani 1 1 d . . . . .
N2 N 0.7105(2) -0.3245(3) 0.26941(8) 0.0519(6) Uani 1 1 d . . . . .
C24 C 0.6538(2) -0.4007(3) 0.23242(9) 0.0372(5) Uani 1 1 d . . . . .
C25 C 0.5826(2) -0.4941(3) 0.18392(8) 0.0354(5) Uani 1 1 d . . . . .
H25A H 0.492922 -0.466832 0.180224 0.043 Uiso 1 1 calc R . . . .
H25B H 0.593722 -0.623312 0.189587 0.043 Uiso 1 1 calc R . . . .
C26 C 0.6256(2) -0.4393(3) 0.12954(8) 0.0336(5) Uani 1 1 d . . . . .
H26 H 0.617296 -0.308144 0.124449 0.040 Uiso 1 1 calc R . . . .
C27 C 0.7598(2) -0.4954(3) 0.12869(9) 0.0351(5) Uani 1 1 d . . . . .
H27A H 0.799976 -0.409025 0.107371 0.042 Uiso 1 1 calc R . . . .
H27B H 0.809629 -0.503843 0.167295 0.042 Uiso 1 1 calc R . . . .
C28 C 0.7491(2) -0.6771(3) 0.09999(8) 0.0345(5) Uani 1 1 d . . . . .
C29 C 0.8611(2) -0.7166(4) 0.07344(10) 0.0420(6) Uani 1 1 d . . . . .
C30 C 0.9776(3) -0.9412(5) 0.04080(11) 0.0614(8) Uani 1 1 d . . . . .
H30A H 0.983730 -1.070602 0.040573 0.092 Uiso 1 1 calc R . . . .
H30B H 0.957771 -0.897388 0.002145 0.092 Uiso 1 1 calc R . . . .
H30C H 1.057192 -0.890923 0.060044 0.092 Uiso 1 1 calc R . . . .
C31 C 0.7318(2) -0.8273(3) 0.13951(10) 0.0384(5) Uani 1 1 d . . . . .
C32 C 0.8145(4) -0.9592(5) 0.22688(14) 0.0734(10) Uani 1 1 d . . . . .
H32A H 0.882996 -0.943601 0.259199 0.110 Uiso 1 1 calc R . . . .
H32B H 0.734759 -0.951600 0.239202 0.110 Uiso 1 1 calc R . . . .
H32C H 0.821630 -1.075434 0.209897 0.110 Uiso 1 1 calc R . . . .
C33 C 0.6308(2) -0.6551(4) 0.05368(9) 0.0404(5) Uani 1 1 d . . . . .
H33A H 0.651759 -0.602206 0.019527 0.048 Uiso 1 1 calc R . . . .
H33B H 0.589853 -0.770850 0.043834 0.048 Uiso 1 1 calc R . . . .
C34 C 0.5470(2) -0.5329(3) 0.07875(8) 0.0349(5) Uani 1 1 d . . . . .
C35 C 0.4232(2) -0.5192(4) 0.05958(9) 0.0404(5) Uani 1 1 d D . . . .
C36 C 0.3568(3) -0.6342(4) 0.01198(10) 0.0489(6) Uani 1 1 d . . . . .
H36A H 0.418250 -0.701198 -0.003785 0.073 Uiso 1 1 calc GR . . . .
H36B H 0.307822 -0.559253 -0.017202 0.073 Uiso 1 1 calc GR . . . .
H36C H 0.301193 -0.716665 0.026106 0.073 Uiso 1 1 calc GR . . . .
C37A C 0.3392(7) -0.4051(11) 0.0854(4) 0.0369(15) Uani 0.8 1 d D . P A 1
C38A C 0.2292(4) -0.4753(7) 0.09959(17) 0.0472(10) Uani 0.8 1 d D . P A 1
H38A H 0.204111 -0.592716 0.088811 0.057 Uiso 0.8 1 calc R . P A 1
C39A C 0.1597(3) -0.3766(7) 0.12833(15) 0.0529(9) Uani 0.8 1 d D . P A 1
H39A H 0.088151 -0.428026 0.138373 0.063 Uiso 0.8 1 calc R . P A 1
C40A C 0.1904(5) -0.2013(8) 0.1436(3) 0.0424(12) Uani 0.8 1 d D . P A 1
C41A C 0.1204(4) -0.0920(8) 0.17365(16) 0.0576(10) Uani 0.8 1 d D . P A 1
H41A H 0.048988 -0.139471 0.184933 0.069 Uiso 0.8 1 calc R . P A 1
C42A C 0.1537(6) 0.0791(8) 0.18656(19) 0.0581(13) Uani 0.8 1 d D . P A 1
H42A H 0.105385 0.149106 0.206622 0.070 Uiso 0.8 1 calc R . P A 1
C43A C 0.2591(4) 0.1529(6) 0.17045(14) 0.0544(9) Uani 0.8 1 d D . P A 1
H43A H 0.281127 0.272552 0.179511 0.065 Uiso 0.8 1 calc R . P A 1
C44A C 0.3293(3) 0.0545(5) 0.14213(13) 0.0440(7) Uani 0.8 1 d D . P A 1
H44A H 0.400562 0.105844 0.131766 0.053 Uiso 0.8 1 calc R . P A 1
C45A C 0.2980(4) -0.1248(6) 0.12761(15) 0.0374(9) Uani 0.8 1 d D . P A 1
C46A C 0.3688(5) -0.2317(8) 0.09832(19) 0.0377(10) Uani 0.8 1 d D . P A 1
H46A H 0.439576 -0.181894 0.087099 0.045 Uiso 0.8 1 calc R . P A 1
C37B C 0.367(3) -0.357(4) 0.0876(16) 0.048(9) Uani 0.2 1 d D U P A 2
C38B C 0.4142(19) -0.179(3) 0.0945(7) 0.044(4) Uani 0.2 1 d D U P A 2
H38B H 0.484678 -0.150195 0.078941 0.053 Uiso 0.2 1 calc R . P A 2
C39B C 0.3638(15) -0.048(2) 0.1220(5) 0.052(4) Uani 0.2 1 d D U P A 2
H39B H 0.400335 0.067002 0.126301 0.062 Uiso 0.2 1 calc R . P A 2
C40B C 0.2591(16) -0.085(3) 0.1434(7) 0.057(5) Uani 0.2 1 d D U P A 2
C41B C 0.2053(17) 0.050(2) 0.1737(6) 0.048(4) Uani 0.2 1 d D U P A 2
H41B H 0.241140 0.165154 0.179138 0.058 Uiso 0.2 1 calc R . P A 2
C42B C 0.1048(15) 0.009(3) 0.1935(8) 0.055(4) Uani 0.2 1 d D U P A 2
H42B H 0.066409 0.097115 0.212054 0.065 Uiso 0.2 1 calc R . P A 2
C43B C 0.0537(16) -0.162(2) 0.1877(8) 0.071(4) Uani 0.2 1 d D U P A 2
H43B H -0.015404 -0.188628 0.204421 0.085 Uiso 0.2 1 calc R . P A 2
C44B C 0.0995(16) -0.286(2) 0.1597(8) 0.075(5) Uani 0.2 1 d D U P A 2
H44B H 0.059784 -0.398250 0.155118 0.090 Uiso 0.2 1 calc R . P A 2
C45B C 0.206(2) -0.258(3) 0.1360(14) 0.067(9) Uani 0.2 1 d D U P A 2
C46B C 0.2588(17) -0.390(3) 0.1061(7) 0.054(5) Uani 0.2 1 d D U P A 2
H46B H 0.218640 -0.500972 0.098783 0.065 Uiso 0.2 1 calc R . P A 2


_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 C6 1.196(3) . ?
O2 C6 1.333(3) . ?
O2 C7 1.445(3) . ?
O3 C8 1.194(3) . ?
O4 C8 1.336(3) . ?
O4 C9 1.452(3) . ?
N1 C1 1.141(4) . ?
C1 C2 1.463(3) . ?
C2 C3 1.544(3) . ?
C3 C4 1.540(3) . ?
C3 C11 1.521(3) . ?
C4 C5 1.546(3) . ?
C5 C6 1.528(3) . ?
C5 C8 1.529(3) . ?
C5 C10 1.544(3) . ?
C10 C11 1.518(3) . ?
C11 C12 1.328(3) . ?
C12 C13 1.503(3) . ?
C12 C14 1.500(3) . ?
C14 C15 1.418(3) . ?
C14 C23 1.371(3) . ?
C15 C16 1.369(3) . ?
C16 C17 1.422(3) . ?
C17 C18 1.422(3) . ?
C17 C22 1.419(3) . ?
C18 C19 1.366(3) . ?
C19 C20 1.411(3) . ?
C20 C21 1.370(3) . ?
C21 C22 1.421(3) . ?
C22 C23 1.418(3) . ?
O5 C31 1.195(3) . ?
O6 C31 1.337(3) . ?
O6 C32 1.446(4) . ?
O7 C29 1.188(3) . ?
O8 C29 1.321(3) . ?
O8 C30 1.453(3) . ?
N2 C24 1.142(3) . ?
C24 C25 1.460(3) . ?
C25 C26 1.548(3) . ?
C26 C27 1.535(3) . ?
C26 C34 1.531(3) . ?
C27 C28 1.533(3) . ?
C28 C29 1.526(3) . ?
C28 C31 1.524(3) . ?
C28 C33 1.547(3) . ?
C33 C34 1.513(3) . ?
C34 C35 1.347(3) . ?
C35 C36 1.513(3) . ?
C35 C37A 1.489(6) . ?
C35 C37B 1.58(2) . ?
C37A C38A 1.420(7) . ?
C37A C46A 1.370(8) . ?
C38A C39A 1.356(6) . ?
C39A C40A 1.398(7) . ?
C40A C41A 1.425(7) . ?
C40A C45A 1.434(6) . ?
C41A C42A 1.362(8) . ?
C42A C43A 1.406(8) . ?
C43A C44A 1.353(5) . ?
C44A C45A 1.423(6) . ?
C45A C46A 1.408(7) . ?
C37B C38B 1.44(2) . ?
C37B C46B 1.37(2) . ?
C38B C39B 1.38(2) . ?
C39B C40B 1.380(18) . ?
C40B C41B 1.45(2) . ?
C40B C45B 1.43(2) . ?
C41B C42B 1.325(19) . ?
C42B C43B 1.40(2) . ?
C43B C44B 1.317(19) . ?
C44B C45B 1.42(2) . ?
C45B C46B 1.42(2) . ?

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 O2 C7 117.5(2) . . ?
C8 O4 C9 116.58(19) . . ?
N1 C1 C2 178.1(3) . . ?
C1 C2 C3 111.95(18) . . ?
C4 C3 C2 113.79(18) . . ?
C11 C3 C2 110.71(16) . . ?
C11 C3 C4 103.54(15) . . ?
C3 C4 C5 105.72(15) . . ?
C6 C5 C4 109.54(17) . . ?
C6 C5 C8 108.26(16) . . ?
C6 C5 C10 112.97(17) . . ?
C8 C5 C4 112.77(16) . . ?
C8 C5 C10 108.71(16) . . ?
C10 C5 C4 104.63(15) . . ?
O1 C6 O2 124.8(2) . . ?
O1 C6 C5 126.33(19) . . ?
O2 C6 C5 108.80(17) . . ?
O3 C8 O4 125.34(19) . . ?
O3 C8 C5 125.7(2) . . ?
O4 C8 C5 108.85(17) . . ?
C11 C10 C5 106.87(15) . . ?
C10 C11 C3 108.76(16) . . ?
C12 C11 C3 126.51(18) . . ?
C12 C11 C10 124.72(17) . . ?
C11 C12 C13 122.79(18) . . ?
C11 C12 C14 121.94(17) . . ?
C14 C12 C13 115.26(16) . . ?
C15 C14 C12 122.32(17) . . ?
C23 C14 C12 118.83(17) . . ?
C23 C14 C15 118.85(18) . . ?
C16 C15 C14 121.06(18) . . ?
C15 C16 C17 120.73(18) . . ?
C16 C17 C18 122.41(19) . . ?
C22 C17 C16 118.66(18) . . ?
C22 C17 C18 118.92(18) . . ?
C19 C18 C17 120.6(2) . . ?
C18 C19 C20 120.52(19) . . ?
C21 C20 C19 120.41(19) . . ?
C20 C21 C22 120.47(19) . . ?
C17 C22 C21 119.09(18) . . ?
C23 C22 C17 118.92(17) . . ?
C23 C22 C21 121.98(18) . . ?
C14 C23 C22 121.77(18) . . ?
C31 O6 C32 115.9(2) . . ?
C29 O8 C30 116.1(2) . . ?
N2 C24 C25 178.2(2) . . ?
C24 C25 C26 111.00(19) . . ?
C27 C26 C25 113.20(18) . . ?
C34 C26 C25 110.46(18) . . ?
C34 C26 C27 104.28(17) . . ?
C28 C27 C26 105.49(18) . . ?
C27 C28 C33 102.27(19) . . ?
C29 C28 C27 111.90(19) . . ?
C29 C28 C33 109.84(17) . . ?
C31 C28 C27 112.74(17) . . ?
C31 C28 C29 109.5(2) . . ?
C31 C28 C33 110.39(19) . . ?
O7 C29 O8 124.0(2) . . ?
O7 C29 C28 124.3(3) . . ?
O8 C29 C28 111.6(2) . . ?
O5 C31 O6 123.9(2) . . ?
O5 C31 C28 125.5(2) . . ?
O6 C31 C28 110.6(2) . . ?
C34 C33 C28 104.99(17) . . ?
C33 C34 C26 108.62(18) . . ?
C35 C34 C26 127.5(2) . . ?
C35 C34 C33 123.8(2) . . ?
C34 C35 C36 121.2(2) . . ?
C34 C35 C37A 124.2(4) . . ?
C34 C35 C37B 111.1(12) . . ?
C36 C35 C37B 127.3(12) . . ?
C37A C35 C36 114.4(4) . . ?
C38A C37A C35 120.8(5) . . ?
C46A C37A C35 120.8(6) . . ?
C46A C37A C38A 118.3(5) . . ?
C39A C38A C37A 120.7(4) . . ?
C38A C39A C40A 121.9(4) . . ?
C39A C40A C41A 124.0(4) . . ?
C39A C40A C45A 118.5(5) . . ?
C41A C40A C45A 117.5(5) . . ?
C42A C41A C40A 121.4(5) . . ?
C41A C42A C43A 120.6(5) . . ?
C44A C43A C42A 120.4(4) . . ?
C43A C44A C45A 121.0(4) . . ?
C44A C45A C40A 119.1(4) . . ?
C46A C45A C40A 118.1(4) . . ?
C46A C45A C44A 122.8(5) . . ?
C37A C46A C45A 122.4(5) . . ?
C38B C37B C35 127.9(18) . . ?
C46B C37B C35 115.9(18) . . ?
C46B C37B C38B 116.1(17) . . ?
C39B C38B C37B 124.3(18) . . ?
C38B C39B C40B 118.9(17) . . ?
C39B C40B C41B 120.1(17) . . ?
C39B C40B C45B 119.1(16) . . ?
C45B C40B C41B 120.8(15) . . ?
C42B C41B C40B 118.0(16) . . ?
C41B C42B C43B 121.7(17) . . ?
C44B C43B C42B 121.3(18) . . ?
C43B C44B C45B 122.3(17) . . ?
C44B C45B C40B 115.7(15) . . ?
C44B C45B C46B 123.7(19) . . ?
C46B C45B C40B 120.6(17) . . ?
C37B C46B C45B 120.6(19) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
