# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# 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_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1554488'
_audit_update_record             
;
2017-06-06 deposited with the CCDC.
2017-07-31 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C46 H40 N2 O3'
_chemical_formula_weight         668.80

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           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 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+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   24.2686(5)
_cell_length_b                   10.8127(2)
_cell_length_c                   29.2829(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     7684.1(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    292(2)
_cell_measurement_reflns_used    7860
_cell_measurement_theta_min      4.1580
_cell_measurement_theta_max      70.9090

_exptl_crystal_description       block
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.156
_exptl_crystal_F_000             2832
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.564
_shelx_estimated_absorpt_T_min   0.853
_shelx_estimated_absorpt_T_max   0.896
_exptl_absorpt_correction_T_min  0.89108
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      292(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.2169
_diffrn_reflns_number            26548
_diffrn_reflns_av_unetI/netI     0.0199
_diffrn_reflns_av_R_equivalents  0.0261
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         3.526
_diffrn_reflns_theta_max         71.337
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             7365
_reflns_number_gt                5509
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'CrysAlisPro (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 (L. J. Farrugia, 2001)'
_computing_publication_material  SHELXL-97

_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)+(0.0732P)²+1.4317P] 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_number_reflns         7365
_refine_ls_number_parameters     464
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0692
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1515
_refine_ls_wR_factor_gt          0.1369
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_refine_ls_shift/su_max          0.001
_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
O2 O 0.04295(5) 0.11750(14) 0.54535(5) 0.0744(4) Uani 1 1 d . . . . .
O3 O 0.25152(6) 0.51801(11) 0.70739(5) 0.0756(4) Uani 1 1 d . . . . .
N2 N 0.12959(5) 0.17436(14) 0.56021(5) 0.0530(3) Uani 1 1 d . . . . .
N1 N 0.18709(5) 0.15595(14) 0.55699(5) 0.0554(4) Uani 1 1 d . . . . .
C14 C 0.24423(6) 0.31497(13) 0.67859(5) 0.0426(3) Uani 1 1 d . . . . .
H14 H 0.2475 0.2315 0.6914 0.051 Uiso 1 1 calc R U . . .
C10 C 0.17235(6) 0.26834(14) 0.62064(5) 0.0456(4) Uani 1 1 d . . . . .
C15 C 0.18355(6) 0.33712(14) 0.66397(5) 0.0455(4) Uani 1 1 d . . . . .
H15 H 0.1790 0.4256 0.6578 0.055 Uiso 1 1 calc R U . . .
C30 C 0.14420(7) 0.30233(15) 0.70205(6) 0.0500(4) Uani 1 1 d . . . . .
C13 C 0.28391(6) 0.32713(14) 0.63772(5) 0.0460(4) Uani 1 1 d . . . . .
H13 H 0.2768 0.4073 0.6233 0.055 Uiso 1 1 calc R U . . .
C23 C 0.34460(7) 0.32320(14) 0.65028(6) 0.0472(4) Uani 1 1 d . . . . .
C11 C 0.21104(6) 0.21748(16) 0.59493(5) 0.0493(4) Uani 1 1 d . . . . .
C9 C 0.11618(6) 0.25356(15) 0.59987(6) 0.0489(4) Uani 1 1 d . . . . .
H9 H 0.0922 0.2084 0.6210 0.059 Uiso 1 1 calc R U . . .
O1 O 0.25994(6) 0.0548(2) 0.52806(7) 0.1245(8) Uani 1 1 d . . . . .
C16 C 0.08894(6) 0.37461(16) 0.58610(6) 0.0503(4) Uani 1 1 d . . . . .
C8 C 0.09207(7) 0.10753(17) 0.53664(6) 0.0580(4) Uani 1 1 d . . . . .
C12 C 0.27163(7) 0.22668(17) 0.60228(6) 0.0537(4) Uani 1 1 d . . . . .
H12A H 0.2897 0.2468 0.5737 0.064 Uiso 1 1 calc R U . . .
H12B H 0.2858 0.1479 0.6129 0.064 Uiso 1 1 calc R U . . .
C37 C 0.25848(7) 0.40870(15) 0.71545(6) 0.0529(4) Uani 1 1 d . . . . .
C17 C 0.11870(7) 0.46895(16) 0.56667(6) 0.0565(4) Uani 1 1 d . . . . .
H17 H 0.1564 0.4595 0.5621 0.068 Uiso 1 1 calc R U . . .
C18 C 0.09315(9) 0.57764(19) 0.55394(7) 0.0687(5) Uani 1 1 d . . . . .
H18 H 0.1140 0.6399 0.5405 0.082 Uiso 1 1 calc R U . . .
C24 C 0.36703(8) 0.22550(18) 0.67444(8) 0.0695(5) Uani 1 1 d . . . . .
H24 H 0.3442 0.1620 0.6846 0.083 Uiso 1 1 calc R U . . .
C38 C 0.28018(9) 0.37278(19) 0.75979(7) 0.0691(5) Uani 1 1 d . . . . .
H38 H 0.2929 0.4358 0.7786 0.083 Uiso 1 1 calc R U . . .
C7 C 0.11514(8) 0.0260(2) 0.50123(7) 0.0682(5) Uani 1 1 d . . . . .
C28 C 0.38018(8) 0.41290(17) 0.63577(8) 0.0664(5) Uani 1 1 d . . . . .
H28 H 0.3664 0.4798 0.6193 0.080 Uiso 1 1 calc R U . . .
C31 C 0.13534(8) 0.18018(19) 0.71347(7) 0.0688(5) Uani 1 1 d . . . . .
H31 H 0.1526 0.1186 0.6966 0.083 Uiso 1 1 calc R U . . .
C1 C 0.21052(8) 0.0735(2) 0.52781(7) 0.0771(6) Uani 1 1 d . . . . .
C39 C 0.28342(10) 0.2603(2) 0.77550(7) 0.0730(6) Uani 1 1 d . . . . .
H39 H 0.2722 0.1976 0.7559 0.088 Uiso 1 1 calc R U . . .
C2 C 0.17171(9) 0.0092(2) 0.49738(7) 0.0774(6) Uani 1 1 d . . . . .
C26 C 0.45812(8) 0.3110(2) 0.66928(9) 0.0797(6) Uani 1 1 d . . . . .
C25 C 0.42267(9) 0.2209(2) 0.68368(9) 0.0815(7) Uani 1 1 d . . . . .
H25 H 0.4365 0.1544 0.7002 0.098 Uiso 1 1 calc R U . . .
C40 C 0.30299(11) 0.2213(2) 0.82122(7) 0.0827(6) Uani 1 1 d . . . . .
C21 C 0.03385(8) 0.3921(2) 0.59270(10) 0.0915(8) Uani 1 1 d . . . . .
H21 H 0.0128 0.3291 0.6055 0.110 Uiso 1 1 calc R U . . .
C27 C 0.43604(9) 0.4070(2) 0.64481(10) 0.0854(7) Uani 1 1 d . . . . .
H27 H 0.4590 0.4694 0.6341 0.102 Uiso 1 1 calc R U . . .
C19 C 0.03796(9) 0.5964(2) 0.56059(8) 0.0796(6) Uani 1 1 d . . . . .
C35 C 0.11771(11) 0.3892(2) 0.72812(9) 0.0918(8) Uani 1 1 d . . . . .
H35 H 0.1225 0.4727 0.7217 0.110 Uiso 1 1 calc R U . . .
C32 C 0.10157(10) 0.1470(2) 0.74921(9) 0.0899(7) Uani 1 1 d . . . . .
H32 H 0.0969 0.0637 0.7561 0.108 Uiso 1 1 calc R U . . .
C6 C 0.07984(10) -0.0379(3) 0.47226(9) 0.0975(8) Uani 1 1 d . . . . .
H6 H 0.0419 -0.0273 0.4747 0.117 Uiso 1 1 calc R U . . .
C20 C 0.00894(10) 0.5023(3) 0.58058(12) 0.1127(11) Uani 1 1 d . . . . .
H20 H -0.0285 0.5128 0.5862 0.135 Uiso 1 1 calc R U . . .
C43 C 0.33770(12) 0.1388(5) 0.90762(9) 0.1188(12) Uani 1 1 d . . . . .
C33 C 0.07475(12) 0.2341(3) 0.77485(9) 0.1018(9) Uani 1 1 d . . . . .
C41 C 0.31087(15) 0.0997(3) 0.82996(9) 0.1155(11) Uani 1 1 d . . . . .
H41 H 0.3045 0.0423 0.8069 0.139 Uiso 1 1 calc R U . . .
C34 C 0.08375(14) 0.3538(3) 0.76422(11) 0.1200(11) Uani 1 1 d . . . . .
H34 H 0.0667 0.4149 0.7816 0.144 Uiso 1 1 calc R U . . .
C3 C 0.19238(12) -0.0717(3) 0.46487(11) 0.1210(12) Uani 1 1 d . . . . .
H3 H 0.2302 -0.0839 0.4623 0.145 Uiso 1 1 calc R U . . .
C22 C 0.01001(13) 0.7161(3) 0.54618(13) 0.1211(11) Uani 1 1 d . . . . .
H22A H 0.0352 0.7838 0.5500 0.182 Uiso 1 1 calc R U . . .
H22B H -0.0220 0.7297 0.5648 0.182 Uiso 1 1 calc R U . . .
H22C H -0.0008 0.7104 0.5147 0.182 Uiso 1 1 calc R U . . .
C29 C 0.51963(11) 0.3022(3) 0.67856(14) 0.1341(13) Uani 1 1 d . . . . .
H29A H 0.5273 0.3324 0.7087 0.201 Uiso 1 1 calc R U . . .
H29B H 0.5393 0.3513 0.6566 0.201 Uiso 1 1 calc R U . . .
H29C H 0.5312 0.2176 0.6762 0.201 Uiso 1 1 calc R U . . .
C5 C 0.10108(14) -0.1164(4) 0.44011(11) 0.1313(13) Uani 1 1 d . . . . .
H5 H 0.0774 -0.1584 0.4206 0.158 Uiso 1 1 calc R U . . .
C4 C 0.15669(14) -0.1338(4) 0.43631(12) 0.1456(16) Uani 1 1 d . . . . .
H4 H 0.1705 -0.1878 0.4144 0.175 Uiso 1 1 calc R U . . .
C45 C 0.31434(17) 0.3023(3) 0.85562(10) 0.1328(13) Uani 1 1 d . . . . .
H45 H 0.3105 0.3868 0.8507 0.159 Uiso 1 1 calc R U . . .
C42 C 0.32817(15) 0.0586(4) 0.87250(11) 0.1337(13) Uani 1 1 d . . . . .
H42 H 0.3334 -0.0257 0.8772 0.160 Uiso 1 1 calc R U . . .
C44 C 0.33149(19) 0.2598(5) 0.89788(11) 0.1535(16) Uani 1 1 d . . . . .
H44 H 0.3391 0.3174 0.9206 0.184 Uiso 1 1 calc R U . . .
C46 C 0.35475(14) 0.0923(5) 0.95433(10) 0.172(2) Uani 1 1 d . . . . .
H46A H 0.3275 0.1158 0.9765 0.259 Uiso 1 1 calc R U . . .
H46B H 0.3896 0.1279 0.9625 0.259 Uiso 1 1 calc R U . . .
H46C H 0.3579 0.0039 0.9536 0.259 Uiso 1 1 calc R U . . .
C36 C 0.03695(18) 0.1979(5) 0.81420(12) 0.1700(18) Uani 1 1 d . . . . .
H36A H 0.0021 0.1710 0.8023 0.255 Uiso 1 1 calc R U . . .
H36B H 0.0314 0.2680 0.8338 0.255 Uiso 1 1 calc R U . . .
H36C H 0.0535 0.1320 0.8313 0.255 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2 C8 1.224(2) . ?
O3 C37 1.217(2) . ?
N2 C8 1.352(2) . ?
N2 N1 1.4127(18) . ?
N2 C9 1.479(2) . ?
N1 C1 1.360(2) . ?
N1 C11 1.420(2) . ?
C14 C37 1.520(2) . ?
C14 C13 1.542(2) . ?
C14 C15 1.552(2) . ?
C14 H14 0.9800 . ?
C10 C11 1.323(2) . ?
C10 C15 1.496(2) . ?
C10 C9 1.501(2) . ?
C15 C30 1.516(2) . ?
C15 H15 0.9800 . ?
C30 C35 1.370(3) . ?
C30 C31 1.379(3) . ?
C13 C23 1.519(2) . ?
C13 C12 1.532(2) . ?
C13 H13 0.9800 . ?
C23 C28 1.366(2) . ?
C23 C24 1.383(2) . ?
C11 C12 1.489(2) . ?
C9 C16 1.521(2) . ?
C9 H9 0.9800 . ?
O1 C1 1.216(2) . ?
C16 C21 1.364(3) . ?
C16 C17 1.373(2) . ?
C8 C7 1.472(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C37 C38 1.454(3) . ?
C17 C18 1.380(3) . ?
C17 H17 0.9300 . ?
C18 C19 1.369(3) . ?
C18 H18 0.9300 . ?
C24 C25 1.378(3) . ?
C24 H24 0.9300 . ?
C38 C39 1.303(3) . ?
C38 H38 0.9300 . ?
C7 C2 1.389(3) . ?
C7 C6 1.389(3) . ?
C28 C27 1.383(3) . ?
C28 H28 0.9300 . ?
C31 C32 1.377(3) . ?
C31 H31 0.9300 . ?
C1 C2 1.471(3) . ?
C39 C40 1.482(3) . ?
C39 H39 0.9300 . ?
C2 C3 1.387(3) . ?
C26 C25 1.366(3) . ?
C26 C27 1.371(3) . ?
C26 C29 1.520(3) . ?
C25 H25 0.9300 . ?
C40 C41 1.353(4) . ?
C40 C45 1.362(4) . ?
C21 C20 1.383(3) . ?
C21 H21 0.9300 . ?
C27 H27 0.9300 . ?
C19 C20 1.369(3) . ?
C19 C22 1.521(3) . ?
C35 C34 1.394(4) . ?
C35 H35 0.9300 . ?
C32 C33 1.369(4) . ?
C32 H32 0.9300 . ?
C6 C5 1.368(4) . ?
C6 H6 0.9300 . ?
C20 H20 0.9300 . ?
C43 C44 1.348(5) . ?
C43 C42 1.365(5) . ?
C43 C46 1.515(4) . ?
C33 C34 1.349(4) . ?
C33 C36 1.524(4) . ?
C41 C42 1.388(4) . ?
C41 H41 0.9300 . ?
C34 H34 0.9300 . ?
C3 C4 1.379(4) . ?
C3 H3 0.9300 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C29 H29A 0.9600 . ?
C29 H29B 0.9600 . ?
C29 H29C 0.9600 . ?
C5 C4 1.367(4) . ?
C5 H5 0.9300 . ?
C4 H4 0.9300 . ?
C45 C44 1.384(5) . ?
C45 H45 0.9300 . ?
C42 H42 0.9300 . ?
C44 H44 0.9300 . ?
C46 H46A 0.9600 . ?
C46 H46B 0.9600 . ?
C46 H46C 0.9600 . ?
C36 H36A 0.9600 . ?
C36 H36B 0.9600 . ?
C36 H36C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C8 N2 N1 123.78(15) . . ?
C8 N2 C9 124.20(14) . . ?
N1 N2 C9 110.57(12) . . ?
C1 N1 N2 123.18(14) . . ?
C1 N1 C11 128.91(14) . . ?
N2 N1 C11 106.63(12) . . ?
C37 C14 C13 110.62(13) . . ?
C37 C14 C15 107.99(12) . . ?
C13 C14 C15 111.44(12) . . ?
C37 C14 H14 108.9 . . ?
C13 C14 H14 108.9 . . ?
C15 C14 H14 108.9 . . ?
C11 C10 C15 124.08(14) . . ?
C11 C10 C9 111.69(14) . . ?
C15 C10 C9 124.17(14) . . ?
C10 C15 C30 112.72(13) . . ?
C10 C15 C14 109.25(12) . . ?
C30 C15 C14 110.90(13) . . ?
C10 C15 H15 107.9 . . ?
C30 C15 H15 107.9 . . ?
C14 C15 H15 107.9 . . ?
C35 C30 C31 116.61(18) . . ?
C35 C30 C15 122.37(17) . . ?
C31 C30 C15 120.95(15) . . ?
C23 C13 C12 109.46(13) . . ?
C23 C13 C14 114.54(13) . . ?
C12 C13 C14 110.12(13) . . ?
C23 C13 H13 107.5 . . ?
C12 C13 H13 107.5 . . ?
C14 C13 H13 107.5 . . ?
C28 C23 C24 116.91(16) . . ?
C28 C23 C13 121.18(15) . . ?
C24 C23 C13 121.80(15) . . ?
C10 C11 N1 110.46(14) . . ?
C10 C11 C12 126.21(15) . . ?
N1 C11 C12 123.27(14) . . ?
N2 C9 C10 100.37(12) . . ?
N2 C9 C16 112.69(13) . . ?
C10 C9 C16 114.24(14) . . ?
N2 C9 H9 109.7 . . ?
C10 C9 H9 109.7 . . ?
C16 C9 H9 109.7 . . ?
C21 C16 C17 118.12(17) . . ?
C21 C16 C9 120.51(16) . . ?
C17 C16 C9 121.37(14) . . ?
O2 C8 N2 120.17(18) . . ?
O2 C8 C7 124.76(16) . . ?
N2 C8 C7 115.06(16) . . ?
C11 C12 C13 109.72(13) . . ?
C11 C12 H12A 109.7 . . ?
C13 C12 H12A 109.7 . . ?
C11 C12 H12B 109.7 . . ?
C13 C12 H12B 109.7 . . ?
H12A C12 H12B 108.2 . . ?
O3 C37 C38 118.87(16) . . ?
O3 C37 C14 118.56(16) . . ?
C38 C37 C14 122.57(15) . . ?
C16 C17 C18 120.55(17) . . ?
C16 C17 H17 119.7 . . ?
C18 C17 H17 119.7 . . ?
C19 C18 C17 121.84(19) . . ?
C19 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C25 C24 C23 120.92(18) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C39 C38 C37 125.91(18) . . ?
C39 C38 H38 117.0 . . ?
C37 C38 H38 117.0 . . ?
C2 C7 C6 119.7(2) . . ?
C2 C7 C8 120.74(16) . . ?
C6 C7 C8 119.6(2) . . ?
C23 C28 C27 121.84(18) . . ?
C23 C28 H28 119.1 . . ?
C27 C28 H28 119.1 . . ?
C32 C31 C30 121.8(2) . . ?
C32 C31 H31 119.1 . . ?
C30 C31 H31 119.1 . . ?
O1 C1 N1 121.18(18) . . ?
O1 C1 C2 123.81(19) . . ?
N1 C1 C2 115.00(17) . . ?
C38 C39 C40 127.1(2) . . ?
C38 C39 H39 116.4 . . ?
C40 C39 H39 116.4 . . ?
C3 C2 C7 119.7(2) . . ?
C3 C2 C1 118.8(2) . . ?
C7 C2 C1 121.48(19) . . ?
C25 C26 C27 117.09(19) . . ?
C25 C26 C29 121.2(2) . . ?
C27 C26 C29 121.6(2) . . ?
C26 C25 C24 122.0(2) . . ?
C26 C25 H25 119.0 . . ?
C24 C25 H25 119.0 . . ?
C41 C40 C45 117.1(3) . . ?
C41 C40 C39 119.5(2) . . ?
C45 C40 C39 123.4(3) . . ?
C16 C21 C20 120.8(2) . . ?
C16 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C26 C27 C28 121.20(19) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
C18 C19 C20 116.99(19) . . ?
C18 C19 C22 121.6(2) . . ?
C20 C19 C22 121.5(2) . . ?
C30 C35 C34 120.8(2) . . ?
C30 C35 H35 119.6 . . ?
C34 C35 H35 119.6 . . ?
C33 C32 C31 121.4(2) . . ?
C33 C32 H32 119.3 . . ?
C31 C32 H32 119.3 . . ?
C5 C6 C7 119.7(2) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C19 C20 C21 121.7(2) . . ?
C19 C20 H20 119.1 . . ?
C21 C20 H20 119.1 . . ?
C44 C43 C42 116.0(3) . . ?
C44 C43 C46 122.9(4) . . ?
C42 C43 C46 121.0(4) . . ?
C34 C33 C32 117.2(2) . . ?
C34 C33 C36 121.2(3) . . ?
C32 C33 C36 121.6(3) . . ?
C40 C41 C42 121.6(3) . . ?
C40 C41 H41 119.2 . . ?
C42 C41 H41 119.2 . . ?
C33 C34 C35 122.3(2) . . ?
C33 C34 H34 118.9 . . ?
C35 C34 H34 118.9 . . ?
C4 C3 C2 119.8(3) . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C26 C29 H29A 109.5 . . ?
C26 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
C26 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
C4 C5 C6 120.9(2) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C5 C4 C3 120.2(3) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C40 C45 C44 120.6(4) . . ?
C40 C45 H45 119.7 . . ?
C44 C45 H45 119.7 . . ?
C43 C42 C41 121.6(3) . . ?
C43 C42 H42 119.2 . . ?
C41 C42 H42 119.2 . . ?
C43 C44 C45 123.0(4) . . ?
C43 C44 H44 118.5 . . ?
C45 C44 H44 118.5 . . ?
C43 C46 H46A 109.5 . . ?
C43 C46 H46B 109.5 . . ?
H46A C46 H46B 109.5 . . ?
C43 C46 H46C 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
C33 C36 H36A 109.5 . . ?
C33 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C33 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C8 N2 N1 C1 3.8(3) . . . . ?
C9 N2 N1 C1 170.53(18) . . . . ?
C8 N2 N1 C11 -164.32(16) . . . . ?
C9 N2 N1 C11 2.38(18) . . . . ?
C11 C10 C15 C30 -135.63(16) . . . . ?
C9 C10 C15 C30 47.3(2) . . . . ?
C11 C10 C15 C14 -11.9(2) . . . . ?
C9 C10 C15 C14 171.08(14) . . . . ?
C37 C14 C15 C10 166.52(12) . . . . ?
C13 C14 C15 C10 44.84(16) . . . . ?
C37 C14 C15 C30 -68.64(16) . . . . ?
C13 C14 C15 C30 169.68(12) . . . . ?
C10 C15 C30 C35 -132.0(2) . . . . ?
C14 C15 C30 C35 105.1(2) . . . . ?
C10 C15 C30 C31 51.0(2) . . . . ?
C14 C15 C30 C31 -71.8(2) . . . . ?
C37 C14 C13 C23 52.33(17) . . . . ?
C15 C14 C13 C23 172.47(12) . . . . ?
C37 C14 C13 C12 176.20(13) . . . . ?
C15 C14 C13 C12 -63.66(16) . . . . ?
C12 C13 C23 C28 107.54(19) . . . . ?
C14 C13 C23 C28 -128.24(18) . . . . ?
C12 C13 C23 C24 -68.5(2) . . . . ?
C14 C13 C23 C24 55.7(2) . . . . ?
C15 C10 C11 N1 178.24(14) . . . . ?
C9 C10 C11 N1 -4.4(2) . . . . ?
C15 C10 C11 C12 -4.6(3) . . . . ?
C9 C10 C11 C12 172.74(16) . . . . ?
C1 N1 C11 C10 -166.0(2) . . . . ?
N2 N1 C11 C10 1.25(19) . . . . ?
C1 N1 C11 C12 16.8(3) . . . . ?
N2 N1 C11 C12 -175.98(15) . . . . ?
C8 N2 C9 C10 162.10(15) . . . . ?
N1 N2 C9 C10 -4.53(16) . . . . ?
C8 N2 C9 C16 -76.0(2) . . . . ?
N1 N2 C9 C16 117.40(15) . . . . ?
C11 C10 C9 N2 5.42(17) . . . . ?
C15 C10 C9 N2 -177.21(14) . . . . ?
C11 C10 C9 C16 -115.41(16) . . . . ?
C15 C10 C9 C16 62.0(2) . . . . ?
N2 C9 C16 C21 105.4(2) . . . . ?
C10 C9 C16 C21 -140.9(2) . . . . ?
N2 C9 C16 C17 -74.4(2) . . . . ?
C10 C9 C16 C17 39.3(2) . . . . ?
N1 N2 C8 O2 170.65(16) . . . . ?
C9 N2 C8 O2 5.7(3) . . . . ?
N1 N2 C8 C7 -9.4(2) . . . . ?
C9 N2 C8 C7 -174.34(15) . . . . ?
C10 C11 C12 C13 -12.6(2) . . . . ?
N1 C11 C12 C13 164.22(15) . . . . ?
C23 C13 C12 C11 171.65(14) . . . . ?
C14 C13 C12 C11 44.88(18) . . . . ?
C13 C14 C37 O3 67.5(2) . . . . ?
C15 C14 C37 O3 -54.7(2) . . . . ?
C13 C14 C37 C38 -112.37(18) . . . . ?
C15 C14 C37 C38 125.45(18) . . . . ?
C21 C16 C17 C18 -0.6(3) . . . . ?
C9 C16 C17 C18 179.29(17) . . . . ?
C16 C17 C18 C19 0.9(3) . . . . ?
C28 C23 C24 C25 0.8(3) . . . . ?
C13 C23 C24 C25 177.0(2) . . . . ?
O3 C37 C38 C39 170.9(2) . . . . ?
C14 C37 C38 C39 -9.3(3) . . . . ?
O2 C8 C7 C2 -172.2(2) . . . . ?
N2 C8 C7 C2 7.9(3) . . . . ?
O2 C8 C7 C6 5.9(3) . . . . ?
N2 C8 C7 C6 -174.0(2) . . . . ?
C24 C23 C28 C27 -0.2(3) . . . . ?
C13 C23 C28 C27 -176.4(2) . . . . ?
C35 C30 C31 C32 0.1(3) . . . . ?
C15 C30 C31 C32 177.2(2) . . . . ?
N2 N1 C1 O1 -175.4(2) . . . . ?
C11 N1 C1 O1 -10.0(4) . . . . ?
N2 N1 C1 C2 3.6(3) . . . . ?
C11 N1 C1 C2 168.98(19) . . . . ?
C37 C38 C39 C40 -177.1(2) . . . . ?
C6 C7 C2 C3 -0.5(4) . . . . ?
C8 C7 C2 C3 177.6(3) . . . . ?
C6 C7 C2 C1 -179.0(2) . . . . ?
C8 C7 C2 C1 -1.0(4) . . . . ?
O1 C1 C2 C3 -4.4(4) . . . . ?
N1 C1 C2 C3 176.6(3) . . . . ?
O1 C1 C2 C7 174.2(3) . . . . ?
N1 C1 C2 C7 -4.8(4) . . . . ?
C27 C26 C25 C24 -0.3(4) . . . . ?
C29 C26 C25 C24 -178.1(3) . . . . ?
C23 C24 C25 C26 -0.6(4) . . . . ?
C38 C39 C40 C41 -171.0(3) . . . . ?
C38 C39 C40 C45 8.3(5) . . . . ?
C17 C16 C21 C20 -0.7(4) . . . . ?
C9 C16 C21 C20 179.5(3) . . . . ?
C25 C26 C27 C28 0.9(4) . . . . ?
C29 C26 C27 C28 178.7(3) . . . . ?
C23 C28 C27 C26 -0.7(4) . . . . ?
C17 C18 C19 C20 0.1(4) . . . . ?
C17 C18 C19 C22 -179.6(2) . . . . ?
C31 C30 C35 C34 0.0(4) . . . . ?
C15 C30 C35 C34 -177.0(3) . . . . ?
C30 C31 C32 C33 0.6(4) . . . . ?
C2 C7 C6 C5 -0.2(4) . . . . ?
C8 C7 C6 C5 -178.2(3) . . . . ?
C18 C19 C20 C21 -1.3(5) . . . . ?
C22 C19 C20 C21 178.3(3) . . . . ?
C16 C21 C20 C19 1.7(5) . . . . ?
C31 C32 C33 C34 -1.4(5) . . . . ?
C31 C32 C33 C36 179.5(3) . . . . ?
C45 C40 C41 C42 1.9(5) . . . . ?
C39 C40 C41 C42 -178.8(3) . . . . ?
C32 C33 C34 C35 1.5(5) . . . . ?
C36 C33 C34 C35 -179.4(3) . . . . ?
C30 C35 C34 C33 -0.9(5) . . . . ?
C7 C2 C3 C4 0.7(5) . . . . ?
C1 C2 C3 C4 179.3(3) . . . . ?
C7 C6 C5 C4 0.6(6) . . . . ?
C6 C5 C4 C3 -0.3(7) . . . . ?
C2 C3 C4 C5 -0.3(7) . . . . ?
C41 C40 C45 C44 -2.0(6) . . . . ?
C39 C40 C45 C44 178.7(4) . . . . ?
C44 C43 C42 C41 -2.6(6) . . . . ?
C46 C43 C42 C41 178.0(3) . . . . ?
C40 C41 C42 C43 0.4(6) . . . . ?
C42 C43 C44 C45 2.6(7) . . . . ?
C46 C43 C44 C45 -178.0(4) . . . . ?
C40 C45 C44 C43 -0.3(7) . . . . ?

_refine_diff_density_max         0.235
_refine_diff_density_min         -0.181
_refine_diff_density_rms         0.033

_shelxl_version_number           2013-4

