# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_mo_dd22071_0m
_audit_block_doi                 10.5517/ccdc.csd.cc2g1kps
_database_code_depnum_ccdc_archive 'CCDC 2265625'
loop_
_audit_author_name
_audit_author_address
a
;Wen zhou University
China
;
_audit_update_record             
;
2023-05-26 deposited with the CCDC.	2023-11-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H19 N O2'
_chemical_formula_weight         389.43

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'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_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, -y, -z'

_cell_length_a                   6.5009(2)
_cell_length_b                   14.8557(6)
_cell_length_c                   21.2715(7)
_cell_angle_alpha                80.4050(10)
_cell_angle_beta                 88.7850(10)
_cell_angle_gamma                85.1330(10)
_cell_volume                     2018.21(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9985
_cell_measurement_theta_min      5.144
_cell_measurement_theta_max      53.555

_exptl_crystal_description       prismatic
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.282
_exptl_crystal_F_000             816
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.081
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5857
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40188
_diffrn_reflns_av_unetI/netI     0.0516
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         2.572
_diffrn_reflns_theta_max         25.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             7885
_reflns_number_gt                5151
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0672P)²+0.6615P] 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     SHELXL
_refine_ls_extinction_coef       0.031(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7885
_refine_ls_number_parameters     542
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0959
_refine_ls_R_factor_gt           0.0611
_refine_ls_wR_factor_ref         0.1779
_refine_ls_wR_factor_gt          0.1492
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_restrained_S_all      1.179
_refine_ls_shift/su_max          0.010
_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
O1 O 0.3303(3) 0.53438(12) 0.35737(8) 0.0799(5) Uani 1 1 d . . . . .
O2 O -0.1876(2) 0.40613(12) 0.41681(7) 0.0732(5) Uani 1 1 d . . . . .
N1 N 0.0155(3) 0.11059(14) 0.80443(9) 0.0740(6) Uani 1 1 d . . . . .
C1 C -0.1758(4) 0.46257(18) 0.36002(11) 0.0731(7) Uani 1 1 d . . . . .
H1 H -0.2920 0.4718 0.3342 0.088 Uiso 1 1 calc R U . . .
C2 C -0.0123(4) 0.50538(17) 0.33847(11) 0.0682(6) Uani 1 1 d . . . . .
H2 H -0.0173 0.5424 0.2986 0.082 Uiso 1 1 calc R U . . .
C3 C 0.1739(4) 0.49580(16) 0.37550(11) 0.0621(6) Uani 1 1 d . . . . .
C4 C 0.1604(3) 0.43654(14) 0.43746(10) 0.0547(5) Uani 1 1 d . . . . .
C5 C 0.3223(3) 0.42082(15) 0.48112(11) 0.0616(6) Uani 1 1 d . . . . .
H5 H 0.4466 0.4461 0.4698 0.074 Uiso 1 1 calc R U . . .
C6 C 0.3024(3) 0.36907(15) 0.54009(10) 0.0609(6) Uani 1 1 d . . . . .
H6 H 0.4120 0.3614 0.5684 0.073 Uiso 1 1 calc R U . . .
C7 C 0.1199(3) 0.32722(13) 0.55883(10) 0.0531(5) Uani 1 1 d . . . . .
C8 C -0.0401(3) 0.34062(15) 0.51491(10) 0.0590(5) Uani 1 1 d . . . . .
H8 H -0.1619 0.3127 0.5252 0.071 Uiso 1 1 calc R U . . .
C9 C -0.0189(3) 0.39509(15) 0.45622(10) 0.0567(5) Uani 1 1 d . . . . .
C10 C 0.0960(3) 0.27203(14) 0.62284(10) 0.0547(5) Uani 1 1 d . . . . .
C11 C 0.2637(4) 0.23485(18) 0.66059(11) 0.0723(7) Uani 1 1 d . . . . .
H11 H 0.3961 0.2453 0.6453 0.087 Uiso 1 1 calc R U . . .
C12 C 0.2410(4) 0.18299(19) 0.71994(12) 0.0766(7) Uani 1 1 d . . . . .
H12 H 0.3575 0.1587 0.7436 0.092 Uiso 1 1 calc R U . . .
C13 C 0.0482(4) 0.16668(16) 0.74465(10) 0.0630(6) Uani 1 1 d . . . . .
C14 C -0.1207(4) 0.20385(17) 0.70815(11) 0.0708(6) Uani 1 1 d . . . . .
H14 H -0.2528 0.1939 0.7239 0.085 Uiso 1 1 calc R U . . .
C15 C -0.0971(4) 0.25540(16) 0.64883(11) 0.0678(6) Uani 1 1 d . . . . .
H15 H -0.2140 0.2798 0.6255 0.081 Uiso 1 1 calc R U . . .
C16 C 0.1226(4) 0.11742(19) 0.85962(11) 0.0709(7) Uani 1 1 d . . . . .
C17 C 0.2100(4) 0.1978(2) 0.86521(14) 0.0884(8) Uani 1 1 d . . . . .
H17 H 0.1978 0.2475 0.8322 0.106 Uiso 1 1 calc R U . . .
C18 C 0.3160(5) 0.2039(3) 0.92040(19) 0.1154(12) Uani 1 1 d . . . . .
H18 H 0.3754 0.2577 0.9238 0.139 Uiso 1 1 calc R U . . .
C19 C 0.3335(6) 0.1312(4) 0.96980(18) 0.1292(16) Uani 1 1 d . . . . .
H19 H 0.4060 0.1353 1.0063 0.155 Uiso 1 1 calc R U . . .
C20 C 0.2443(6) 0.0533(3) 0.96496(15) 0.1146(12) Uani 1 1 d . . . . .
H20 H 0.2528 0.0047 0.9988 0.138 Uiso 1 1 calc R U . . .
C21 C 0.1414(4) 0.0456(2) 0.91043(12) 0.0887(8) Uani 1 1 d . . . . .
H21 H 0.0835 -0.0088 0.9077 0.106 Uiso 1 1 calc R U . . .
C22 C -0.1018(4) 0.03357(16) 0.80270(10) 0.0633(6) Uani 1 1 d . . . . .
C23 C -0.2850(4) 0.0236(2) 0.83614(13) 0.0849(8) Uani 1 1 d . . . . .
H23 H -0.3339 0.0665 0.8613 0.102 Uiso 1 1 calc R U . . .
C24 C -0.3959(5) -0.0512(2) 0.83179(15) 0.0967(9) Uani 1 1 d . . . . .
H24 H -0.5187 -0.0587 0.8545 0.116 Uiso 1 1 calc R U . . .
C25 C -0.3255(5) -0.1135(2) 0.79436(15) 0.0924(9) Uani 1 1 d . . . . .
H25 H -0.4010 -0.1631 0.7914 0.111 Uiso 1 1 calc R U . . .
C26 C -0.1473(5) -0.10357(19) 0.76175(13) 0.0843(8) Uani 1 1 d . . . . .
H26 H -0.1001 -0.1464 0.7364 0.101 Uiso 1 1 calc R U . . .
C27 C -0.0345(4) -0.03063(18) 0.76566(11) 0.0706(6) Uani 1 1 d . . . . .
H27 H 0.0889 -0.0246 0.7430 0.085 Uiso 1 1 calc R U . . .
O3 O 0.1424(3) -0.01000(12) 0.61141(8) 0.0781(5) Uani 1 1 d . . . . .
O4 O 0.6801(2) 0.10822(11) 0.56167(7) 0.0636(4) Uani 1 1 d . . . . .
N2 N 0.5853(3) 0.40532(14) 0.17392(9) 0.0748(6) Uani 1 1 d . . . . .
C28 C 0.6556(4) 0.05225(16) 0.61781(10) 0.0623(6) Uani 1 1 d . . . . .
H28 H 0.7675 0.0400 0.6453 0.075 Uiso 1 1 calc R U . . .
C29 C 0.4835(4) 0.01369(16) 0.63633(10) 0.0622(6) Uani 1 1 d . . . . .
H29 H 0.4785 -0.0227 0.6763 0.075 Uiso 1 1 calc R U . . .
C30 C 0.3026(3) 0.02653(15) 0.59625(10) 0.0577(5) Uani 1 1 d . . . . .
C31 C 0.3306(3) 0.08613(13) 0.53486(9) 0.0502(5) Uani 1 1 d . . . . .
C32 C 0.1764(3) 0.10552(15) 0.48843(10) 0.0578(5) Uani 1 1 d . . . . .
H32 H 0.0481 0.0828 0.4972 0.069 Uiso 1 1 calc R U . . .
C33 C 0.2120(3) 0.15748(15) 0.43031(10) 0.0570(5) Uani 1 1 d . . . . .
H33 H 0.1073 0.1690 0.4002 0.068 Uiso 1 1 calc R U . . .
C34 C 0.4030(3) 0.19369(13) 0.41523(9) 0.0508(5) Uani 1 1 d . . . . .
C35 C 0.5541(3) 0.17645(14) 0.46147(9) 0.0527(5) Uani 1 1 d . . . . .
H35 H 0.6810 0.2008 0.4534 0.063 Uiso 1 1 calc R U . . .
C36 C 0.5172(3) 0.12335(14) 0.51961(9) 0.0507(5) Uani 1 1 d . . . . .
C37 C 0.4460(3) 0.24627(14) 0.35161(9) 0.0527(5) Uani 1 1 d . . . . .
C38 C 0.6442(3) 0.24319(16) 0.32521(10) 0.0626(6) Uani 1 1 d . . . . .
H38 H 0.7492 0.2050 0.3471 0.075 Uiso 1 1 calc R U . . .
C39 C 0.6882(4) 0.29525(17) 0.26753(10) 0.0666(6) Uani 1 1 d . . . . .
H39 H 0.8226 0.2925 0.2517 0.080 Uiso 1 1 calc R U . . .
C40 C 0.5353(4) 0.35176(15) 0.23259(10) 0.0622(6) Uani 1 1 d . . . . .
C41 C 0.3349(4) 0.35247(16) 0.25691(10) 0.0639(6) Uani 1 1 d . . . . .
H41 H 0.2285 0.3877 0.2337 0.077 Uiso 1 1 calc R U . . .
C42 C 0.2933(3) 0.30120(15) 0.31525(10) 0.0587(5) Uani 1 1 d . . . . .
H42 H 0.1586 0.3034 0.3308 0.070 Uiso 1 1 calc R U . . .
C43 C 0.4779(4) 0.49111(16) 0.15163(11) 0.0708(7) Uani 1 1 d . . . . .
C44 C 0.4464(5) 0.5202(2) 0.08736(13) 0.0949(9) Uani 1 1 d . . . . .
H44 H 0.5003 0.4835 0.0586 0.114 Uiso 1 1 calc R U . . .
C45 C 0.3375(6) 0.6019(2) 0.06486(16) 0.1222(13) Uani 1 1 d . . . . .
H45 H 0.3191 0.6200 0.0212 0.147 Uiso 1 1 calc R U . . .
C46 C 0.2568(6) 0.6563(2) 0.10557(18) 0.1241(13) Uani 1 1 d . . . . .
H46 H 0.1797 0.7109 0.0903 0.149 Uiso 1 1 calc R U . . .
C47 C 0.2896(6) 0.6304(2) 0.16959(17) 0.1107(11) Uani 1 1 d . . . . .
H47 H 0.2357 0.6681 0.1977 0.133 Uiso 1 1 calc R U . . .
C48 C 0.4023(5) 0.54855(18) 0.19309(13) 0.0902(9) Uani 1 1 d . . . . .
H48 H 0.4269 0.5324 0.2366 0.108 Uiso 1 1 calc R U . . .
C49 C 0.7362(4) 0.3679(2) 0.13434(11) 0.0790(7) Uani 1 1 d . U . . .
C50 C 0.7169(7) 0.2843(2) 0.11832(14) 0.1211(10) Uani 1 1 d . U . . .
H50 H 0.6023 0.2530 0.1326 0.145 Uiso 1 1 calc R U . . .
C51 C 0.8656(8) 0.2441(3) 0.08075(18) 0.1461(13) Uani 1 1 d . U . . .
H51 H 0.8519 0.1875 0.0689 0.175 Uiso 1 1 calc R U . . .
C52 C 1.0308(8) 0.2923(4) 0.0626(2) 0.1535(14) Uani 1 1 d . U . . .
H52 H 1.1368 0.2646 0.0407 0.184 Uiso 1 1 calc R U . . .
C53 C 1.0527(7) 0.3765(4) 0.0739(2) 0.1469(13) Uani 1 1 d . U . . .
H53 H 1.1631 0.4087 0.0569 0.176 Uiso 1 1 calc R U . . .
C54 C 0.9028(5) 0.4145(3) 0.11232(15) 0.1180(10) Uani 1 1 d . U . . .
H54 H 0.9167 0.4720 0.1229 0.142 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
O1 C3 1.232(3) . ?
O2 C1 1.356(3) . ?
O2 C9 1.376(3) . ?
N1 C16 1.400(3) . ?
N1 C13 1.422(3) . ?
N1 C22 1.433(3) . ?
C1 C2 1.319(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.442(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.463(3) . ?
C4 C9 1.385(3) . ?
C4 C5 1.397(3) . ?
C5 C6 1.368(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.406(3) . ?
C6 H6 0.9300 . ?
C7 C8 1.392(3) . ?
C7 C10 1.480(3) . ?
C8 C9 1.381(3) . ?
C8 H8 0.9300 . ?
C10 C15 1.386(3) . ?
C10 C11 1.388(3) . ?
C11 C12 1.377(3) . ?
C11 H11 0.9300 . ?
C12 C13 1.374(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.380(3) . ?
C14 C15 1.375(3) . ?
C14 H14 0.9300 . ?
C15 H15 0.9300 . ?
C16 C21 1.386(4) . ?
C16 C17 1.388(4) . ?
C17 C18 1.394(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.375(6) . ?
C18 H18 0.9300 . ?
C19 C20 1.357(5) . ?
C19 H19 0.9300 . ?
C20 C21 1.377(4) . ?
C20 H20 0.9300 . ?
C21 H21 0.9300 . ?
C22 C27 1.374(3) . ?
C22 C23 1.381(3) . ?
C23 C24 1.391(4) . ?
C23 H23 0.9300 . ?
C24 C25 1.364(4) . ?
C24 H24 0.9300 . ?
C25 C26 1.344(4) . ?
C25 H25 0.9300 . ?
C26 C27 1.373(4) . ?
C26 H26 0.9300 . ?
C27 H27 0.9300 . ?
O3 C30 1.227(3) . ?
O4 C28 1.351(2) . ?
O4 C36 1.380(2) . ?
N2 C40 1.411(3) . ?
N2 C43 1.414(3) . ?
N2 C49 1.417(3) . ?
C28 C29 1.323(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.448(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.468(3) . ?
C31 C36 1.386(3) . ?
C31 C32 1.400(3) . ?
C32 C33 1.370(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.405(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.383(3) . ?
C34 C37 1.479(3) . ?
C35 C36 1.380(3) . ?
C35 H35 0.9300 . ?
C37 C42 1.391(3) . ?
C37 C38 1.395(3) . ?
C38 C39 1.375(3) . ?
C38 H38 0.9300 . ?
C39 C40 1.388(3) . ?
C39 H39 0.9300 . ?
C40 C41 1.391(3) . ?
C41 C42 1.378(3) . ?
C41 H41 0.9300 . ?
C42 H42 0.9300 . ?
C43 C44 1.378(3) . ?
C43 C48 1.382(3) . ?
C44 C45 1.371(4) . ?
C44 H44 0.9300 . ?
C45 C46 1.349(5) . ?
C45 H45 0.9300 . ?
C46 C47 1.368(5) . ?
C46 H46 0.9300 . ?
C47 C48 1.388(4) . ?
C47 H47 0.9300 . ?
C48 H48 0.9300 . ?
C49 C50 1.359(4) . ?
C49 C54 1.367(4) . ?
C50 C51 1.399(5) . ?
C50 H50 0.9300 . ?
C51 C52 1.355(7) . ?
C51 H51 0.9300 . ?
C52 C53 1.331(6) . ?
C52 H52 0.9300 . ?
C53 C54 1.402(5) . ?
C53 H53 0.9300 . ?
C54 H54 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 O2 C9 117.65(19) . . ?
C16 N1 C13 122.9(2) . . ?
C16 N1 C22 120.2(2) . . ?
C13 N1 C22 115.75(18) . . ?
C2 C1 O2 125.1(2) . . ?
C2 C1 H1 117.5 . . ?
O2 C1 H1 117.5 . . ?
C1 C2 C3 121.3(2) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
O1 C3 C2 123.6(2) . . ?
O1 C3 C4 122.6(2) . . ?
C2 C3 C4 113.8(2) . . ?
C9 C4 C5 116.7(2) . . ?
C9 C4 C3 120.7(2) . . ?
C5 C4 C3 122.6(2) . . ?
C6 C5 C4 121.6(2) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 121.4(2) . . ?
C5 C6 H6 119.3 . . ?
C7 C6 H6 119.3 . . ?
C8 C7 C6 117.3(2) . . ?
C8 C7 C10 120.91(19) . . ?
C6 C7 C10 121.78(19) . . ?
C9 C8 C7 120.4(2) . . ?
C9 C8 H8 119.8 . . ?
C7 C8 H8 119.8 . . ?
O2 C9 C8 116.0(2) . . ?
O2 C9 C4 121.4(2) . . ?
C8 C9 C4 122.6(2) . . ?
C15 C10 C11 116.1(2) . . ?
C15 C10 C7 121.48(19) . . ?
C11 C10 C7 122.5(2) . . ?
C12 C11 C10 122.3(2) . . ?
C12 C11 H11 118.8 . . ?
C10 C11 H11 118.8 . . ?
C13 C12 C11 120.7(2) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 H12 119.6 . . ?
C12 C13 C14 117.9(2) . . ?
C12 C13 N1 123.2(2) . . ?
C14 C13 N1 118.9(2) . . ?
C15 C14 C13 121.2(2) . . ?
C15 C14 H14 119.4 . . ?
C13 C14 H14 119.4 . . ?
C14 C15 C10 121.9(2) . . ?
C14 C15 H15 119.1 . . ?
C10 C15 H15 119.1 . . ?
C21 C16 C17 118.2(3) . . ?
C21 C16 N1 121.4(3) . . ?
C17 C16 N1 120.4(2) . . ?
C16 C17 C18 119.9(3) . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C19 C18 C17 120.5(4) . . ?
C19 C18 H18 119.7 . . ?
C17 C18 H18 119.7 . . ?
C20 C19 C18 119.6(3) . . ?
C20 C19 H19 120.2 . . ?
C18 C19 H19 120.2 . . ?
C19 C20 C21 120.7(4) . . ?
C19 C20 H20 119.7 . . ?
C21 C20 H20 119.7 . . ?
C20 C21 C16 121.1(3) . . ?
C20 C21 H21 119.5 . . ?
C16 C21 H21 119.5 . . ?
C27 C22 C23 118.9(2) . . ?
C27 C22 N1 119.7(2) . . ?
C23 C22 N1 121.4(2) . . ?
C22 C23 C24 119.3(3) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C25 C24 C23 120.4(3) . . ?
C25 C24 H24 119.8 . . ?
C23 C24 H24 119.8 . . ?
C26 C25 C24 120.2(3) . . ?
C26 C25 H25 119.9 . . ?
C24 C25 H25 119.9 . . ?
C25 C26 C27 120.5(3) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C26 C27 C22 120.7(2) . . ?
C26 C27 H27 119.6 . . ?
C22 C27 H27 119.6 . . ?
C28 O4 C36 117.80(17) . . ?
C40 N2 C43 121.88(19) . . ?
C40 N2 C49 118.39(19) . . ?
C43 N2 C49 119.52(19) . . ?
C29 C28 O4 124.5(2) . . ?
C29 C28 H28 117.7 . . ?
O4 C28 H28 117.7 . . ?
C28 C29 C30 122.0(2) . . ?
C28 C29 H29 119.0 . . ?
C30 C29 H29 119.0 . . ?
O3 C30 C29 123.5(2) . . ?
O3 C30 C31 123.1(2) . . ?
C29 C30 C31 113.41(19) . . ?
C36 C31 C32 116.93(18) . . ?
C36 C31 C30 120.45(19) . . ?
C32 C31 C30 122.58(19) . . ?
C33 C32 C31 120.9(2) . . ?
C33 C32 H32 119.5 . . ?
C31 C32 H32 119.5 . . ?
C32 C33 C34 121.45(19) . . ?
C32 C33 H33 119.3 . . ?
C34 C33 H33 119.3 . . ?
C35 C34 C33 117.78(18) . . ?
C35 C34 C37 120.38(19) . . ?
C33 C34 C37 121.81(18) . . ?
C36 C35 C34 120.26(19) . . ?
C36 C35 H35 119.9 . . ?
C34 C35 H35 119.9 . . ?
C35 C36 O4 115.60(18) . . ?
C35 C36 C31 122.61(19) . . ?
O4 C36 C31 121.78(18) . . ?
C42 C37 C38 116.59(19) . . ?
C42 C37 C34 122.31(19) . . ?
C38 C37 C34 121.09(18) . . ?
C39 C38 C37 121.6(2) . . ?
C39 C38 H38 119.2 . . ?
C37 C38 H38 119.2 . . ?
C38 C39 C40 121.1(2) . . ?
C38 C39 H39 119.5 . . ?
C40 C39 H39 119.5 . . ?
C39 C40 C41 118.0(2) . . ?
C39 C40 N2 119.9(2) . . ?
C41 C40 N2 122.1(2) . . ?
C42 C41 C40 120.4(2) . . ?
C42 C41 H41 119.8 . . ?
C40 C41 H41 119.8 . . ?
C41 C42 C37 122.2(2) . . ?
C41 C42 H42 118.9 . . ?
C37 C42 H42 118.9 . . ?
C44 C43 C48 117.9(2) . . ?
C44 C43 N2 120.6(2) . . ?
C48 C43 N2 121.5(2) . . ?
C45 C44 C43 121.6(3) . . ?
C45 C44 H44 119.2 . . ?
C43 C44 H44 119.2 . . ?
C46 C45 C44 120.5(3) . . ?
C46 C45 H45 119.8 . . ?
C44 C45 H45 119.8 . . ?
C45 C46 C47 119.4(3) . . ?
C45 C46 H46 120.3 . . ?
C47 C46 H46 120.3 . . ?
C46 C47 C48 120.9(3) . . ?
C46 C47 H47 119.6 . . ?
C48 C47 H47 119.6 . . ?
C43 C48 C47 119.8(3) . . ?
C43 C48 H48 120.1 . . ?
C47 C48 H48 120.1 . . ?
C50 C49 C54 119.2(3) . . ?
C50 C49 N2 119.8(3) . . ?
C54 C49 N2 121.0(3) . . ?
C49 C50 C51 121.4(4) . . ?
C49 C50 H50 119.3 . . ?
C51 C50 H50 119.3 . . ?
C52 C51 C50 116.3(5) . . ?
C52 C51 H51 121.8 . . ?
C50 C51 H51 121.8 . . ?
C53 C52 C51 124.9(5) . . ?
C53 C52 H52 117.6 . . ?
C51 C52 H52 117.6 . . ?
C52 C53 C54 117.4(5) . . ?
C52 C53 H53 121.3 . . ?
C54 C53 H53 121.3 . . ?
C49 C54 C53 120.5(4) . . ?
C49 C54 H54 119.7 . . ?
C53 C54 H54 119.7 . . ?

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
C9 O2 C1 C2 2.5(4) . . . . ?
O2 C1 C2 C3 -0.7(4) . . . . ?
C1 C2 C3 O1 180.0(2) . . . . ?
C1 C2 C3 C4 -0.7(3) . . . . ?
O1 C3 C4 C9 179.4(2) . . . . ?
C2 C3 C4 C9 0.1(3) . . . . ?
O1 C3 C4 C5 1.3(3) . . . . ?
C2 C3 C4 C5 -178.0(2) . . . . ?
C9 C4 C5 C6 -1.7(3) . . . . ?
C3 C4 C5 C6 176.5(2) . . . . ?
C4 C5 C6 C7 1.8(3) . . . . ?
C5 C6 C7 C8 0.0(3) . . . . ?
C5 C6 C7 C10 -179.24(19) . . . . ?
C6 C7 C8 C9 -1.7(3) . . . . ?
C10 C7 C8 C9 177.53(18) . . . . ?
C1 O2 C9 C8 177.00(19) . . . . ?
C1 O2 C9 C4 -3.0(3) . . . . ?
C7 C8 C9 O2 -178.30(19) . . . . ?
C7 C8 C9 C4 1.7(3) . . . . ?
C5 C4 C9 O2 -179.99(19) . . . . ?
C3 C4 C9 O2 1.8(3) . . . . ?
C5 C4 C9 C8 0.0(3) . . . . ?
C3 C4 C9 C8 -178.28(19) . . . . ?
C8 C7 C10 C15 -19.9(3) . . . . ?
C6 C7 C10 C15 159.3(2) . . . . ?
C8 C7 C10 C11 160.8(2) . . . . ?
C6 C7 C10 C11 -20.0(3) . . . . ?
C15 C10 C11 C12 1.2(4) . . . . ?
C7 C10 C11 C12 -179.5(2) . . . . ?
C10 C11 C12 C13 -0.7(4) . . . . ?
C11 C12 C13 C14 0.0(4) . . . . ?
C11 C12 C13 N1 177.3(2) . . . . ?
C16 N1 C13 C12 46.0(4) . . . . ?
C22 N1 C13 C12 -121.5(3) . . . . ?
C16 N1 C13 C14 -136.7(2) . . . . ?
C22 N1 C13 C14 55.8(3) . . . . ?
C12 C13 C14 C15 0.2(4) . . . . ?
N1 C13 C14 C15 -177.3(2) . . . . ?
C13 C14 C15 C10 0.4(4) . . . . ?
C11 C10 C15 C14 -1.0(3) . . . . ?
C7 C10 C15 C14 179.7(2) . . . . ?
C13 N1 C16 C21 -158.3(2) . . . . ?
C22 N1 C16 C21 8.6(4) . . . . ?
C13 N1 C16 C17 22.9(4) . . . . ?
C22 N1 C16 C17 -170.1(2) . . . . ?
C21 C16 C17 C18 1.1(4) . . . . ?
N1 C16 C17 C18 179.9(2) . . . . ?
C16 C17 C18 C19 -0.6(5) . . . . ?
C17 C18 C19 C20 -0.9(6) . . . . ?
C18 C19 C20 C21 1.8(6) . . . . ?
C19 C20 C21 C16 -1.2(5) . . . . ?
C17 C16 C21 C20 -0.2(4) . . . . ?
N1 C16 C21 C20 -179.0(3) . . . . ?
C16 N1 C22 C27 -109.9(3) . . . . ?
C13 N1 C22 C27 58.0(3) . . . . ?
C16 N1 C22 C23 72.0(3) . . . . ?
C13 N1 C22 C23 -120.1(3) . . . . ?
C27 C22 C23 C24 0.4(4) . . . . ?
N1 C22 C23 C24 178.5(2) . . . . ?
C22 C23 C24 C25 -0.7(4) . . . . ?
C23 C24 C25 C26 0.6(5) . . . . ?
C24 C25 C26 C27 -0.1(4) . . . . ?
C25 C26 C27 C22 -0.2(4) . . . . ?
C23 C22 C27 C26 0.1(4) . . . . ?
N1 C22 C27 C26 -178.1(2) . . . . ?
C36 O4 C28 C29 -2.7(3) . . . . ?
O4 C28 C29 C30 1.7(4) . . . . ?
C28 C29 C30 O3 178.2(2) . . . . ?
C28 C29 C30 C31 -0.6(3) . . . . ?
O3 C30 C31 C36 -178.1(2) . . . . ?
C29 C30 C31 C36 0.7(3) . . . . ?
O3 C30 C31 C32 -0.4(3) . . . . ?
C29 C30 C31 C32 178.33(19) . . . . ?
C36 C31 C32 C33 1.3(3) . . . . ?
C30 C31 C32 C33 -176.46(19) . . . . ?
C31 C32 C33 C34 -0.4(3) . . . . ?
C32 C33 C34 C35 -1.0(3) . . . . ?
C32 C33 C34 C37 177.16(19) . . . . ?
C33 C34 C35 C36 1.6(3) . . . . ?
C37 C34 C35 C36 -176.60(18) . . . . ?
C34 C35 C36 O4 178.23(18) . . . . ?
C34 C35 C36 C31 -0.8(3) . . . . ?
C28 O4 C36 C35 -176.24(18) . . . . ?
C28 O4 C36 C31 2.8(3) . . . . ?
C32 C31 C36 C35 -0.7(3) . . . . ?
C30 C31 C36 C35 177.11(18) . . . . ?
C32 C31 C36 O4 -179.63(18) . . . . ?
C30 C31 C36 O4 -1.9(3) . . . . ?
C35 C34 C37 C42 -149.3(2) . . . . ?
C33 C34 C37 C42 32.6(3) . . . . ?
C35 C34 C37 C38 30.5(3) . . . . ?
C33 C34 C37 C38 -147.7(2) . . . . ?
C42 C37 C38 C39 3.0(3) . . . . ?
C34 C37 C38 C39 -176.7(2) . . . . ?
C37 C38 C39 C40 -1.3(4) . . . . ?
C38 C39 C40 C41 -1.6(4) . . . . ?
C38 C39 C40 N2 179.2(2) . . . . ?
C43 N2 C40 C39 -149.1(2) . . . . ?
C49 N2 C40 C39 36.1(3) . . . . ?
C43 N2 C40 C41 31.7(4) . . . . ?
C49 N2 C40 C41 -143.1(3) . . . . ?
C39 C40 C41 C42 2.7(4) . . . . ?
N2 C40 C41 C42 -178.1(2) . . . . ?
C40 C41 C42 C37 -0.9(4) . . . . ?
C38 C37 C42 C41 -1.9(3) . . . . ?
C34 C37 C42 C41 177.8(2) . . . . ?
C40 N2 C43 C44 -146.4(3) . . . . ?
C49 N2 C43 C44 28.3(4) . . . . ?
C40 N2 C43 C48 34.0(4) . . . . ?
C49 N2 C43 C48 -151.3(3) . . . . ?
C48 C43 C44 C45 -2.3(5) . . . . ?
N2 C43 C44 C45 178.1(3) . . . . ?
C43 C44 C45 C46 -0.3(6) . . . . ?
C44 C45 C46 C47 1.8(7) . . . . ?
C45 C46 C47 C48 -0.8(6) . . . . ?
C44 C43 C48 C47 3.2(5) . . . . ?
N2 C43 C48 C47 -177.1(3) . . . . ?
C46 C47 C48 C43 -1.8(6) . . . . ?
C40 N2 C49 C50 52.7(4) . . . . ?
C43 N2 C49 C50 -122.2(3) . . . . ?
C40 N2 C49 C54 -126.7(3) . . . . ?
C43 N2 C49 C54 58.4(4) . . . . ?
C54 C49 C50 C51 1.2(5) . . . . ?
N2 C49 C50 C51 -178.3(3) . . . . ?
C49 C50 C51 C52 1.4(6) . . . . ?
C50 C51 C52 C53 -5.3(7) . . . . ?
C51 C52 C53 C54 6.2(7) . . . . ?
C50 C49 C54 C53 -0.3(5) . . . . ?
N2 C49 C54 C53 179.2(3) . . . . ?
C52 C53 C54 C49 -3.2(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C48 H48 O1 0.93 2.64 3.490(3) 152.9 .
C28 H28 O3 0.93 2.61 3.227(3) 124.4 1_655
C1 H1 O1 0.93 2.62 3.295(3) 130.2 1_455
C48 H48 O1 0.93 2.64 3.490(3) 152.9 .
C28 H28 O3 0.93 2.61 3.227(3) 124.4 1_655
C1 H1 O1 0.93 2.62 3.295(3) 130.2 1_455
C48 H48 O1 0.93 2.64 3.490(3) 152.9 .
C28 H28 O3 0.93 2.61 3.227(3) 124.4 1_655
C1 H1 O1 0.93 2.62 3.295(3) 130.2 1_455

_refine_diff_density_max         0.304
_refine_diff_density_min         -0.296
_refine_diff_density_rms         0.033

_shelxl_version_number           2013-4



