# Supplementary Information (SI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 2025

####################################################################### 
# 
# 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_1_a
_database_code_depnum_ccdc_archive 'CCDC 2400978'
loop_
_audit_author_name
_audit_author_address
'wei wang'
;Wuhan Institute of Technology
China
;
_audit_update_record             
;
2024-11-06 deposited with the CCDC.	2025-01-07 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        
'methyl (S,E)-2-acetamido-2,5-diphenylpent-4-enoate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C20 H21 N O3'
_chemical_formula_weight         323.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   9.5667(3)
_cell_length_b                   10.5593(4)
_cell_length_c                   54.2966(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5484.9(3)
_cell_formula_units_Z            12
_cell_measurement_temperature    273(2)
_cell_measurement_reflns_used    9926
_cell_measurement_theta_min      4.27
_cell_measurement_theta_max      59.70

_exptl_crystal_description       Block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_F_000             2064
_exptl_transmission_factor_min   0.864
_exptl_transmission_factor_max   0.864
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.634
_shelx_estimated_absorpt_T_min   0.928
_shelx_estimated_absorpt_T_max   0.951
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      273(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  ccd
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            40106
_diffrn_reflns_av_unetI/netI     0.0476
_diffrn_reflns_av_R_equivalents  0.0729
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -64
_diffrn_reflns_limit_l_max       60
_diffrn_reflns_theta_min         3.256
_diffrn_reflns_theta_max         66.683
_diffrn_reflns_theta_full        66.683
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             9673
_reflns_number_gt                6858
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.762
_reflns_Friedel_fraction_max     0.993
_reflns_Friedel_fraction_full    0.993

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1332P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2365 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(11)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         9673
_refine_ls_number_parameters     649
_refine_ls_number_restraints     458
_refine_ls_R_factor_all          0.0855
_refine_ls_R_factor_gt           0.0678
_refine_ls_wR_factor_ref         0.2119
_refine_ls_wR_factor_gt          0.1954
_refine_ls_goodness_of_fit_ref   1.100
_refine_ls_restrained_S_all      1.172
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.6406(5) 0.3217(6) 0.57750(9) 0.0861(13) Uani 1 1 d . U . . .
H1 H 0.605249 0.252357 0.586006 0.103 Uiso 1 1 calc R U . . .
C2 C 0.7454(6) 0.3953(7) 0.58799(11) 0.0946(16) Uani 1 1 d . U . . .
H2 H 0.779708 0.374292 0.603489 0.114 Uiso 1 1 calc R U . . .
C3 C 0.7978(6) 0.4960(7) 0.57613(11) 0.0970(16) Uani 1 1 d . U . . .
H3 H 0.867859 0.543943 0.583471 0.116 Uiso 1 1 calc R U . . .
C4 C 0.7487(6) 0.5291(6) 0.55312(11) 0.0898(14) Uani 1 1 d . U . . .
H4 H 0.784881 0.598952 0.544876 0.108 Uiso 1 1 calc R U . . .
C5 C 0.6441(5) 0.4561(5) 0.54253(9) 0.0783(12) Uani 1 1 d . U . . .
H5 H 0.610189 0.477679 0.527037 0.094 Uiso 1 1 calc R U . . .
C6 C 0.5893(4) 0.3514(5) 0.55458(8) 0.0697(11) Uani 1 1 d . U . . .
C7 C 0.4704(4) 0.2739(6) 0.54257(8) 0.0758(12) Uani 1 1 d . U . . .
C8 C 0.3349(6) 0.3342(10) 0.55130(12) 0.111(2) Uani 1 1 d . U . . .
C9 C 0.1869(8) 0.4974(9) 0.55284(16) 0.133(2) Uani 1 1 d . U . . .
H9A H 0.104836 0.479557 0.543267 0.199 Uiso 1 1 d R U . . .
H9B H 0.195786 0.587246 0.555017 0.199 Uiso 1 1 d R U . . .
H9C H 0.179066 0.457197 0.568637 0.199 Uiso 1 1 d R U . . .
C10 C 0.3840(4) 0.2568(5) 0.49973(9) 0.0720(11) Uani 1 1 d . U . . .
C11 C 0.4267(5) 0.2624(6) 0.47307(9) 0.0874(15) Uani 1 1 d . U . . .
H11A H 0.427405 0.348962 0.467646 0.131 Uiso 1 1 d R U . . .
H11B H 0.361525 0.214862 0.463316 0.131 Uiso 1 1 d R U . . .
H11C H 0.518545 0.226962 0.471226 0.131 Uiso 1 1 d R U . . .
C12 C 0.4678(6) 0.1322(7) 0.55005(11) 0.0983(17) Uani 1 1 d . U . . .
H12A H 0.381788 0.094338 0.544103 0.118 Uiso 1 1 calc R U . . .
H12B H 0.467660 0.126237 0.567882 0.118 Uiso 1 1 calc R U . . .
C13 C 0.5931(7) 0.0561(8) 0.53986(16) 0.118(2) Uani 1 1 d . U . . .
H13 H 0.610705 0.061524 0.523049 0.142 Uiso 1 1 calc R U . . .
C14 C 0.6705(8) -0.0102(8) 0.55204(16) 0.1199(19) Uani 1 1 d . U . . .
H14 H 0.655079 -0.014094 0.568934 0.144 Uiso 1 1 calc R U . . .
C15 C 0.7886(10) -0.0858(8) 0.54174(18) 0.126(2) Uani 1 1 d . U . . .
C16 C 0.8179(11) -0.0977(9) 0.5164(2) 0.146(3) Uani 1 1 d . U . . .
H16 H 0.758027 -0.062611 0.504750 0.175 Uiso 1 1 calc R U . . .
C17 C 0.9363(14) -0.1620(11) 0.5091(2) 0.161(3) Uani 1 1 d . U . . .
H17 H 0.958768 -0.170989 0.492517 0.194 Uiso 1 1 calc R U . . .
C18 C 1.0201(13) -0.2124(11) 0.5272(3) 0.165(3) Uani 1 1 d . U . . .
H18 H 1.101883 -0.253885 0.522666 0.198 Uiso 1 1 calc R U . . .
C19 C 0.9895(13) -0.2043(11) 0.5503(2) 0.163(3) Uani 1 1 d . U . . .
H19 H 1.049552 -0.241201 0.561702 0.196 Uiso 1 1 calc R U . . .
C20 C 0.8757(11) -0.1453(9) 0.5586(2) 0.140(3) Uani 1 1 d . U . . .
H20 H 0.854961 -0.144029 0.575295 0.167 Uiso 1 1 calc R U . . .
C21 C 0.2850(7) 1.0993(6) 0.68994(15) 0.1079(19) Uani 1 1 d . U . . .
H21A H 0.329166 1.136227 0.704108 0.162 Uiso 1 1 d R U . . .
H21B H 0.220656 1.159067 0.682938 0.162 Uiso 1 1 d R U . . .
H21C H 0.354796 1.077697 0.677958 0.162 Uiso 1 1 d R U . . .
C22 C 0.2083(4) 0.9831(5) 0.69720(9) 0.0754(12) Uani 1 1 d . U . . .
C23 C 0.2271(4) 0.7570(5) 0.70676(8) 0.0656(10) Uani 1 1 d . U . . .
C24 C 0.1354(4) 0.7691(5) 0.72971(9) 0.0714(11) Uani 1 1 d . U . . .
C25 C -0.0493(6) 0.6775(8) 0.75174(11) 0.107(2) Uani 1 1 d . U . . .
H25A H -0.126662 0.621080 0.749218 0.161 Uiso 1 1 d R U . . .
H25B H -0.083632 0.759850 0.756128 0.161 Uiso 1 1 d R U . . .
H25C H 0.008778 0.645550 0.764759 0.161 Uiso 1 1 d R U . . .
C26 C 0.3417(4) 0.6644(5) 0.71445(8) 0.0704(10) Uani 1 1 d . U . . .
C27 C 0.4532(5) 0.7062(6) 0.72806(12) 0.0933(15) Uani 1 1 d . U . . .
H27 H 0.459880 0.792007 0.731773 0.112 Uiso 1 1 calc R U . . .
C28 C 0.5560(6) 0.6248(8) 0.73643(15) 0.120(2) Uani 1 1 d . U . . .
H28 H 0.629855 0.655418 0.745843 0.144 Uiso 1 1 calc R U . . .
C29 C 0.5479(8) 0.4973(8) 0.73064(17) 0.125(2) Uani 1 1 d . U . . .
H29 H 0.618286 0.442227 0.735625 0.149 Uiso 1 1 calc R U . . .
C30 C 0.4387(10) 0.4537(7) 0.71790(16) 0.122(2) Uani 1 1 d . U . . .
H30 H 0.431899 0.367555 0.714525 0.147 Uiso 1 1 calc R U . . .
C31 C 0.3349(8) 0.5358(6) 0.70959(13) 0.1053(17) Uani 1 1 d . U . . .
H31 H 0.259927 0.503721 0.700643 0.126 Uiso 1 1 calc R U . . .
C32 C 0.1420(5) 0.7092(6) 0.68394(9) 0.0811(13) Uani 1 1 d . U . . .
H32A H 0.101791 0.627151 0.687714 0.097 Uiso 1 1 calc R U . . .
H32B H 0.065827 0.767528 0.680759 0.097 Uiso 1 1 calc R U . . .
C33 C 0.2291(5) 0.6982(6) 0.66155(10) 0.0853(14) Uani 1 1 d . U . . .
H33 H 0.297124 0.635221 0.661423 0.102 Uiso 1 1 calc R U . . .
C34 C 0.2191(5) 0.7683(6) 0.64215(10) 0.0829(13) Uani 1 1 d . U . . .
H34 H 0.154730 0.834162 0.643048 0.099 Uiso 1 1 calc R U . . .
C35 C 0.2961(5) 0.7575(5) 0.61886(9) 0.0745(11) Uani 1 1 d . U . . .
C36 C 0.2714(7) 0.8406(6) 0.60016(12) 0.0966(16) Uani 1 1 d . U . . .
H36 H 0.204908 0.903925 0.602288 0.116 Uiso 1 1 calc R U . . .
C37 C 0.3437(9) 0.8329(8) 0.57792(13) 0.116(2) Uani 1 1 d . U . . .
H37 H 0.324859 0.890733 0.565429 0.139 Uiso 1 1 calc R U . . .
C38 C 0.4410(9) 0.7418(9) 0.57441(14) 0.120(2) Uani 1 1 d . U . . .
H38 H 0.487162 0.735695 0.559388 0.143 Uiso 1 1 calc R U . . .
C39 C 0.4706(9) 0.6610(8) 0.59246(14) 0.120(2) Uani 1 1 d . U . . .
H39 H 0.539565 0.600077 0.590129 0.144 Uiso 1 1 calc R U . . .
C40 C 0.3992(7) 0.6666(6) 0.61490(11) 0.0945(15) Uani 1 1 d . U . . .
H40 H 0.420765 0.609130 0.627311 0.113 Uiso 1 1 calc R U . . .
C41 C 0.6284(4) 1.1043(5) 0.64228(9) 0.0699(11) Uani 1 1 d . U . . .
C42 C 0.5090(5) 1.0845(5) 0.62868(10) 0.0804(13) Uani 1 1 d . U . . .
H42 H 0.493400 1.006670 0.621149 0.096 Uiso 1 1 calc R U . . .
C43 C 0.4108(5) 1.1828(6) 0.62625(11) 0.0914(15) Uani 1 1 d . U . . .
H43 H 0.330288 1.169318 0.617012 0.110 Uiso 1 1 calc R U . . .
C44 C 0.4311(5) 1.2961(6) 0.63706(13) 0.0971(16) Uani 1 1 d . U . . .
H44 H 0.364914 1.360025 0.635309 0.116 Uiso 1 1 calc R U . . .
C45 C 0.5506(6) 1.3170(6) 0.65077(14) 0.1056(17) Uani 1 1 d . U . . .
H45 H 0.566189 1.395134 0.658201 0.127 Uiso 1 1 calc R U . . .
C46 C 0.6460(5) 1.2206(5) 0.65324(11) 0.0872(14) Uani 1 1 d . U . . .
H46 H 0.725547 1.234488 0.662704 0.105 Uiso 1 1 calc R U . . .
C47 C 0.7431(4) 1.0016(4) 0.64550(9) 0.0682(10) Uani 1 1 d . U . . .
C48 C 0.8764(4) 1.0457(4) 0.63192(9) 0.0677(10) Uani 1 1 d . U . . .
C49 C 0.9686(7) 1.1254(7) 0.59515(11) 0.1008(17) Uani 1 1 d . U . . .
H49A H 0.936358 1.158612 0.579709 0.151 Uiso 1 1 d R U . . .
H49B H 1.034328 1.058382 0.592189 0.151 Uiso 1 1 d R U . . .
H49C H 1.013198 1.191562 0.604389 0.151 Uiso 1 1 d R U . . .
C50 C 0.6943(4) 0.9553(6) 0.68926(10) 0.0807(13) Uani 1 1 d . U . . .
C51 C 0.7531(6) 0.9489(9) 0.71448(13) 0.122(3) Uani 1 1 d . U . . .
H51A H 0.852937 0.957371 0.713728 0.183 Uiso 1 1 d R U . . .
H51B H 0.729527 0.869001 0.721808 0.183 Uiso 1 1 d R U . . .
H51C H 0.714887 1.016351 0.724228 0.183 Uiso 1 1 d R U . . .
C52 C 0.6954(5) 0.8731(5) 0.63463(11) 0.0842(13) Uani 1 1 d . U . . .
H52A H 0.604589 0.852170 0.641443 0.101 Uiso 1 1 calc R U . . .
H52B H 0.684147 0.882705 0.616970 0.101 Uiso 1 1 calc R U . . .
C53 C 0.7928(5) 0.7649(5) 0.63935(12) 0.0872(14) Uani 1 1 d . U . . .
H53 H 0.878984 0.764309 0.631415 0.105 Uiso 1 1 calc R U . . .
C54 C 0.7629(6) 0.6729(5) 0.65386(11) 0.0880(14) Uani 1 1 d . U . . .
H54 H 0.675649 0.678130 0.661362 0.106 Uiso 1 1 calc R U . . .
C55 C 0.8475(5) 0.5576(5) 0.66059(11) 0.0833(13) Uani 1 1 d . U . . .
C56 C 0.8259(7) 0.5040(6) 0.68351(13) 0.1033(17) Uani 1 1 d . U . . .
H56 H 0.760335 0.539901 0.694052 0.124 Uiso 1 1 calc R U . . .
C57 C 0.8988(9) 0.3991(7) 0.69108(16) 0.117(2) Uani 1 1 d . U . . .
H57 H 0.882779 0.363374 0.706479 0.140 Uiso 1 1 calc R U . . .
C58 C 0.9941(9) 0.3495(7) 0.67564(17) 0.118(2) Uani 1 1 d . U . . .
H58 H 1.045015 0.279497 0.680899 0.142 Uiso 1 1 calc R U . . .
C59 C 1.0190(7) 0.3947(8) 0.65342(17) 0.119(2) Uani 1 1 d . U . . .
H59 H 1.083863 0.355469 0.643185 0.143 Uiso 1 1 calc R U . . .
C60 C 0.9439(6) 0.5068(6) 0.64512(13) 0.1003(17) Uani 1 1 d . U . . .
H60 H 0.961280 0.542368 0.629753 0.120 Uiso 1 1 calc R U . . .
N1 N 0.4855(3) 0.2831(4) 0.51581(6) 0.0685(9) Uani 1 1 d . U . . .
H1A H 0.565059 0.306936 0.510062 0.082 Uiso 1 1 calc R U . . .
N2 N 0.2874(3) 0.8799(4) 0.70124(7) 0.0661(9) Uani 1 1 d . U . . .
H2A H 0.376880 0.887043 0.700541 0.079 Uiso 1 1 calc R U . . .
N3 N 0.7828(3) 0.9900(4) 0.67120(7) 0.0693(9) Uani 1 1 d . U . . .
H3A H 0.868044 1.006210 0.675128 0.083 Uiso 1 1 calc R U . . .
O1 O 0.2645(3) 0.2324(4) 0.50662(6) 0.0846(10) Uani 1 1 d . U . . .
O2 O 0.3123(4) 0.4435(6) 0.54178(10) 0.1149(15) Uani 1 1 d . U . . .
O3 O 0.2664(4) 0.2949(9) 0.56762(9) 0.164(3) Uani 1 1 d . U . . .
O4 O 0.0801(3) 0.9829(4) 0.69966(7) 0.0950(11) Uani 1 1 d . U . . .
O5 O 0.1596(4) 0.8373(4) 0.74680(6) 0.0908(10) Uani 1 1 d . U . . .
O6 O 0.0313(3) 0.6851(4) 0.72936(7) 0.0908(10) Uani 1 1 d . U . . .
O7 O 0.5701(3) 0.9302(4) 0.68471(8) 0.0998(12) Uani 1 1 d . U . . .
O8 O 0.9883(3) 1.0521(4) 0.64091(7) 0.0919(11) Uani 1 1 d . U . . .
O9 O 0.8502(4) 1.0760(4) 0.60881(6) 0.0912(10) Uani 1 1 d . 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
C1 C6 1.374(7) . ?
C1 C2 1.390(8) . ?
C1 H1 0.9300 . ?
C2 C3 1.340(10) . ?
C2 H2 0.9300 . ?
C3 C4 1.380(9) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(7) . ?
C4 H4 0.9300 . ?
C5 C6 1.388(8) . ?
C5 H5 0.9300 . ?
C6 C7 1.545(6) . ?
C7 N1 1.463(6) . ?
C7 C8 1.520(8) . ?
C7 C12 1.551(9) . ?
C8 O3 1.177(9) . ?
C8 O2 1.283(10) . ?
C9 O2 1.458(8) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 O1 1.231(5) . ?
C10 N1 1.335(5) . ?
C10 C11 1.506(7) . ?
C11 H11A 0.9601 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.546(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.215(10) . ?
C13 H13 0.9300 . ?
C14 C15 1.493(12) . ?
C14 H14 0.9300 . ?
C15 C20 1.386(13) . ?
C15 C16 1.410(13) . ?
C16 C17 1.379(14) . ?
C16 H16 0.9300 . ?
C17 C18 1.377(16) . ?
C17 H17 0.9300 . ?
C18 C19 1.290(15) . ?
C18 H18 0.9300 . ?
C19 C20 1.332(14) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.484(8) . ?
C21 H21A 0.9604 . ?
C21 H21B 0.9598 . ?
C21 H21C 0.9598 . ?
C22 O4 1.233(5) . ?
C22 N2 1.344(6) . ?
C23 N2 1.452(6) . ?
C23 C26 1.528(7) . ?
C23 C24 1.529(6) . ?
C23 C32 1.566(6) . ?
C24 O5 1.197(6) . ?
C24 O6 1.334(6) . ?
C25 O6 1.441(6) . ?
C25 H25A 0.9600 . ?
C25 H25B 0.9600 . ?
C25 H25C 0.9600 . ?
C26 C31 1.385(8) . ?
C26 C27 1.370(7) . ?
C27 C28 1.383(8) . ?
C27 H27 0.9300 . ?
C28 C29 1.385(12) . ?
C28 H28 0.9300 . ?
C29 C30 1.335(12) . ?
C29 H29 0.9300 . ?
C30 C31 1.393(10) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.479(7) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.291(8) . ?
C33 H33 0.9300 . ?
C34 C35 1.468(7) . ?
C34 H34 0.9300 . ?
C35 C36 1.363(8) . ?
C35 C40 1.393(8) . ?
C36 C37 1.394(10) . ?
C36 H36 0.9300 . ?
C37 C38 1.352(11) . ?
C37 H37 0.9300 . ?
C38 C39 1.330(11) . ?
C38 H38 0.9300 . ?
C39 C40 1.398(9) . ?
C39 H39 0.9300 . ?
C40 H40 0.9300 . ?
C41 C42 1.376(6) . ?
C41 C46 1.375(7) . ?
C41 C47 1.553(6) . ?
C42 C43 1.407(7) . ?
C42 H42 0.9300 . ?
C43 C44 1.347(9) . ?
C43 H43 0.9300 . ?
C44 C45 1.382(9) . ?
C44 H44 0.9300 . ?
C45 C46 1.374(8) . ?
C45 H45 0.9300 . ?
C46 H46 0.9300 . ?
C47 N3 1.451(6) . ?
C47 C48 1.545(6) . ?
C47 C52 1.548(7) . ?
C48 O8 1.179(5) . ?
C48 O9 1.319(6) . ?
C49 O9 1.452(7) . ?
C49 H49A 0.9598 . ?
C49 H49B 0.9600 . ?
C49 H49C 0.9601 . ?
C50 O7 1.243(5) . ?
C50 N3 1.347(6) . ?
C50 C51 1.482(8) . ?
C51 H51A 0.9600 . ?
C51 H51B 0.9598 . ?
C51 H51C 0.9598 . ?
C52 C53 1.497(7) . ?
C52 H52A 0.9700 . ?
C52 H52B 0.9700 . ?
C53 C54 1.284(8) . ?
C53 H53 0.9300 . ?
C54 C55 1.507(8) . ?
C54 H54 0.9300 . ?
C55 C60 1.358(9) . ?
C55 C56 1.382(9) . ?
C56 C57 1.371(10) . ?
C56 H56 0.9300 . ?
C57 C58 1.345(11) . ?
C57 H57 0.9300 . ?
C58 C59 1.319(12) . ?
C58 H58 0.9300 . ?
C59 C60 1.457(11) . ?
C59 H59 0.9300 . ?
C60 H60 0.9300 . ?
N1 H1A 0.8600 . ?
N2 H2A 0.8600 . ?
N3 H3A 0.8600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 120.1(6) . . ?
C6 C1 H1 119.9 . . ?
C2 C1 H1 119.9 . . ?
C3 C2 C1 121.0(5) . . ?
C3 C2 H2 119.5 . . ?
C1 C2 H2 119.5 . . ?
C2 C3 C4 120.6(5) . . ?
C2 C3 H3 119.7 . . ?
C4 C3 H3 119.7 . . ?
C5 C4 C3 118.7(6) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C4 C5 C6 121.3(5) . . ?
C4 C5 H5 119.3 . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 118.3(5) . . ?
C1 C6 C7 121.7(5) . . ?
C5 C6 C7 120.1(4) . . ?
N1 C7 C8 111.5(4) . . ?
N1 C7 C12 109.0(4) . . ?
C8 C7 C12 108.0(6) . . ?
N1 C7 C6 108.1(4) . . ?
C8 C7 C6 105.9(4) . . ?
C12 C7 C6 114.4(4) . . ?
O3 C8 O2 121.7(7) . . ?
O3 C8 C7 124.2(9) . . ?
O2 C8 C7 113.2(6) . . ?
O2 C9 H9A 111.9 . . ?
O2 C9 H9B 111.3 . . ?
H9A C9 H9B 109.5 . . ?
O2 C9 H9C 105.0 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O1 C10 N1 121.4(4) . . ?
O1 C10 C11 123.6(4) . . ?
N1 C10 C11 115.0(4) . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C10 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C7 C12 C13 113.3(5) . . ?
C7 C12 H12A 108.9 . . ?
C13 C12 H12A 108.9 . . ?
C7 C12 H12B 108.9 . . ?
C13 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
C14 C13 C12 125.3(8) . . ?
C14 C13 H13 117.4 . . ?
C12 C13 H13 117.4 . . ?
C13 C14 C15 124.5(9) . . ?
C13 C14 H14 117.8 . . ?
C15 C14 H14 117.8 . . ?
C20 C15 C16 118.9(10) . . ?
C20 C15 C14 116.8(9) . . ?
C16 C15 C14 124.3(10) . . ?
C17 C16 C15 119.2(11) . . ?
C17 C16 H16 120.4 . . ?
C15 C16 H16 120.4 . . ?
C18 C17 C16 117.6(11) . . ?
C18 C17 H17 121.2 . . ?
C16 C17 H17 121.2 . . ?
C19 C18 C17 122.5(12) . . ?
C19 C18 H18 118.8 . . ?
C17 C18 H18 118.8 . . ?
C18 C19 C20 122.9(13) . . ?
C18 C19 H19 118.5 . . ?
C20 C19 H19 118.5 . . ?
C19 C20 C15 118.8(11) . . ?
C19 C20 H20 120.6 . . ?
C15 C20 H20 120.6 . . ?
C22 C21 H21A 109.9 . . ?
C22 C21 H21B 109.4 . . ?
H21A C21 H21B 109.4 . . ?
C22 C21 H21C 109.1 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O4 C22 N2 122.8(5) . . ?
O4 C22 C21 121.4(5) . . ?
N2 C22 C21 115.8(4) . . ?
N2 C23 C26 110.1(3) . . ?
N2 C23 C24 108.7(4) . . ?
C26 C23 C24 104.1(3) . . ?
N2 C23 C32 109.4(4) . . ?
C26 C23 C32 112.5(4) . . ?
C24 C23 C32 112.0(3) . . ?
O5 C24 O6 123.8(4) . . ?
O5 C24 C23 124.8(4) . . ?
O6 C24 C23 111.1(4) . . ?
O6 C25 H25A 109.1 . . ?
O6 C25 H25B 110.0 . . ?
H25A C25 H25B 109.5 . . ?
O6 C25 H25C 109.3 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C31 C26 C27 117.1(5) . . ?
C31 C26 C23 122.8(5) . . ?
C27 C26 C23 120.0(5) . . ?
C26 C27 C28 122.0(6) . . ?
C26 C27 H27 119.0 . . ?
C28 C27 H27 119.0 . . ?
C29 C28 C27 119.3(7) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
C30 C29 C28 119.8(7) . . ?
C30 C29 H29 120.1 . . ?
C28 C29 H29 120.1 . . ?
C29 C30 C31 120.7(7) . . ?
C29 C30 H30 119.6 . . ?
C31 C30 H30 119.6 . . ?
C26 C31 C30 121.0(7) . . ?
C26 C31 H31 119.5 . . ?
C30 C31 H31 119.5 . . ?
C33 C32 C23 112.5(4) . . ?
C33 C32 H32A 109.1 . . ?
C23 C32 H32A 109.1 . . ?
C33 C32 H32B 109.1 . . ?
C23 C32 H32B 109.1 . . ?
H32A C32 H32B 107.8 . . ?
C34 C33 C32 125.7(5) . . ?
C34 C33 H33 117.1 . . ?
C32 C33 H33 117.1 . . ?
C33 C34 C35 128.4(5) . . ?
C33 C34 H34 115.8 . . ?
C35 C34 H34 115.8 . . ?
C36 C35 C40 116.8(5) . . ?
C36 C35 C34 120.3(5) . . ?
C40 C35 C34 122.8(5) . . ?
C35 C36 C37 121.5(7) . . ?
C35 C36 H36 119.3 . . ?
C37 C36 H36 119.3 . . ?
C38 C37 C36 120.3(7) . . ?
C38 C37 H37 119.8 . . ?
C36 C37 H37 119.8 . . ?
C39 C38 C37 120.0(7) . . ?
C39 C38 H38 120.0 . . ?
C37 C38 H38 120.0 . . ?
C38 C39 C40 120.7(8) . . ?
C38 C39 H39 119.6 . . ?
C40 C39 H39 119.6 . . ?
C39 C40 C35 120.6(6) . . ?
C39 C40 H40 119.7 . . ?
C35 C40 H40 119.7 . . ?
C42 C41 C46 118.0(5) . . ?
C42 C41 C47 122.7(4) . . ?
C46 C41 C47 119.2(4) . . ?
C41 C42 C43 119.5(5) . . ?
C41 C42 H42 120.2 . . ?
C43 C42 H42 120.2 . . ?
C44 C43 C42 121.2(5) . . ?
C44 C43 H43 119.4 . . ?
C42 C43 H43 119.4 . . ?
C43 C44 C45 119.7(5) . . ?
C43 C44 H44 120.1 . . ?
C45 C44 H44 120.1 . . ?
C46 C45 C44 118.9(6) . . ?
C46 C45 H45 120.5 . . ?
C44 C45 H45 120.5 . . ?
C45 C46 C41 122.6(5) . . ?
C45 C46 H46 118.7 . . ?
C41 C46 H46 118.7 . . ?
N3 C47 C48 105.6(3) . . ?
N3 C47 C52 111.7(4) . . ?
C48 C47 C52 109.0(4) . . ?
N3 C47 C41 110.6(4) . . ?
C48 C47 C41 108.6(4) . . ?
C52 C47 C41 111.1(3) . . ?
O8 C48 O9 123.6(4) . . ?
O8 C48 C47 124.7(4) . . ?
O9 C48 C47 111.7(4) . . ?
O9 C49 H49A 109.1 . . ?
O9 C49 H49B 109.4 . . ?
H49A C49 H49B 109.5 . . ?
O9 C49 H49C 110.0 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
O7 C50 N3 121.0(5) . . ?
O7 C50 C51 122.5(5) . . ?
N3 C50 C51 116.5(4) . . ?
C50 C51 H51A 109.5 . . ?
C50 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C50 C51 H51C 109.3 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C53 C52 C47 114.8(4) . . ?
C53 C52 H52A 108.6 . . ?
C47 C52 H52A 108.6 . . ?
C53 C52 H52B 108.6 . . ?
C47 C52 H52B 108.6 . . ?
H52A C52 H52B 107.5 . . ?
C54 C53 C52 123.0(5) . . ?
C54 C53 H53 118.5 . . ?
C52 C53 H53 118.5 . . ?
C53 C54 C55 129.8(6) . . ?
C53 C54 H54 115.1 . . ?
C55 C54 H54 115.1 . . ?
C60 C55 C56 119.8(6) . . ?
C60 C55 C54 122.3(6) . . ?
C56 C55 C54 117.9(6) . . ?
C55 C56 C57 121.6(7) . . ?
C55 C56 H56 119.2 . . ?
C57 C56 H56 119.2 . . ?
C58 C57 C56 118.2(8) . . ?
C58 C57 H57 120.9 . . ?
C56 C57 H57 120.9 . . ?
C59 C58 C57 123.5(8) . . ?
C59 C58 H58 118.3 . . ?
C57 C58 H58 118.3 . . ?
C58 C59 C60 119.2(7) . . ?
C58 C59 H59 120.4 . . ?
C60 C59 H59 120.4 . . ?
C55 C60 C59 117.7(7) . . ?
C55 C60 H60 121.2 . . ?
C59 C60 H60 121.2 . . ?
C10 N1 C7 124.3(4) . . ?
C10 N1 H1A 117.8 . . ?
C7 N1 H1A 117.8 . . ?
C22 N2 C23 122.3(3) . . ?
C22 N2 H2A 118.9 . . ?
C23 N2 H2A 118.9 . . ?
C50 N3 C47 124.0(3) . . ?
C50 N3 H3A 118.0 . . ?
C47 N3 H3A 118.0 . . ?
C8 O2 C9 108.9(6) . . ?
C24 O6 C25 115.1(4) . . ?
C48 O9 C49 115.1(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 0.2(9) . . . . ?
C1 C2 C3 C4 0.0(9) . . . . ?
C2 C3 C4 C5 0.0(9) . . . . ?
C3 C4 C5 C6 -0.1(8) . . . . ?
C2 C1 C6 C5 -0.4(7) . . . . ?
C2 C1 C6 C7 -178.5(5) . . . . ?
C4 C5 C6 C1 0.3(7) . . . . ?
C4 C5 C6 C7 178.5(4) . . . . ?
C1 C6 C7 N1 -152.2(5) . . . . ?
C5 C6 C7 N1 29.7(6) . . . . ?
C1 C6 C7 C8 88.2(6) . . . . ?
C5 C6 C7 C8 -89.9(6) . . . . ?
C1 C6 C7 C12 -30.6(6) . . . . ?
C5 C6 C7 C12 151.3(5) . . . . ?
N1 C7 C8 O3 143.6(7) . . . . ?
C12 C7 C8 O3 23.9(9) . . . . ?
C6 C7 C8 O3 -99.0(8) . . . . ?
N1 C7 C8 O2 -46.6(7) . . . . ?
C12 C7 C8 O2 -166.3(5) . . . . ?
C6 C7 C8 O2 70.8(6) . . . . ?
N1 C7 C12 C13 52.7(6) . . . . ?
C8 C7 C12 C13 174.0(5) . . . . ?
C6 C7 C12 C13 -68.5(6) . . . . ?
C7 C12 C13 C14 127.9(8) . . . . ?
C12 C13 C14 C15 178.2(6) . . . . ?
C13 C14 C15 C20 173.2(8) . . . . ?
C13 C14 C15 C16 -5.4(12) . . . . ?
C20 C15 C16 C17 -3.6(12) . . . . ?
C14 C15 C16 C17 175.0(8) . . . . ?
C15 C16 C17 C18 0.4(14) . . . . ?
C16 C17 C18 C19 1.9(17) . . . . ?
C17 C18 C19 C20 -0.9(18) . . . . ?
C18 C19 C20 C15 -2.5(15) . . . . ?
C16 C15 C20 C19 4.6(12) . . . . ?
C14 C15 C20 C19 -174.0(8) . . . . ?
N2 C23 C24 O5 -34.9(6) . . . . ?
C26 C23 C24 O5 82.4(6) . . . . ?
C32 C23 C24 O5 -155.8(5) . . . . ?
N2 C23 C24 O6 151.0(4) . . . . ?
C26 C23 C24 O6 -91.7(4) . . . . ?
C32 C23 C24 O6 30.1(6) . . . . ?
N2 C23 C26 C31 -148.1(5) . . . . ?
C24 C23 C26 C31 95.6(6) . . . . ?
C32 C23 C26 C31 -25.8(6) . . . . ?
N2 C23 C26 C27 36.0(6) . . . . ?
C24 C23 C26 C27 -80.3(5) . . . . ?
C32 C23 C26 C27 158.3(5) . . . . ?
C31 C26 C27 C28 0.8(9) . . . . ?
C23 C26 C27 C28 176.9(5) . . . . ?
C26 C27 C28 C29 1.0(11) . . . . ?
C27 C28 C29 C30 -2.5(12) . . . . ?
C28 C29 C30 C31 2.2(12) . . . . ?
C27 C26 C31 C30 -1.1(9) . . . . ?
C23 C26 C31 C30 -177.1(6) . . . . ?
C29 C30 C31 C26 -0.4(12) . . . . ?
N2 C23 C32 C33 58.9(6) . . . . ?
C26 C23 C32 C33 -63.8(6) . . . . ?
C24 C23 C32 C33 179.4(5) . . . . ?
C23 C32 C33 C34 -111.6(6) . . . . ?
C32 C33 C34 C35 -176.0(5) . . . . ?
C33 C34 C35 C36 179.9(6) . . . . ?
C33 C34 C35 C40 -2.1(8) . . . . ?
C40 C35 C36 C37 1.5(8) . . . . ?
C34 C35 C36 C37 179.6(5) . . . . ?
C35 C36 C37 C38 -0.1(10) . . . . ?
C36 C37 C38 C39 -1.7(11) . . . . ?
C37 C38 C39 C40 1.9(12) . . . . ?
C38 C39 C40 C35 -0.4(11) . . . . ?
C36 C35 C40 C39 -1.3(8) . . . . ?
C34 C35 C40 C39 -179.4(6) . . . . ?
C46 C41 C42 C43 0.6(8) . . . . ?
C47 C41 C42 C43 -179.0(5) . . . . ?
C41 C42 C43 C44 -0.2(9) . . . . ?
C42 C43 C44 C45 0.2(10) . . . . ?
C43 C44 C45 C46 -0.6(10) . . . . ?
C44 C45 C46 C41 1.1(10) . . . . ?
C42 C41 C46 C45 -1.1(9) . . . . ?
C47 C41 C46 C45 178.5(6) . . . . ?
C42 C41 C47 N3 -132.3(5) . . . . ?
C46 C41 C47 N3 48.1(6) . . . . ?
C42 C41 C47 C48 112.3(5) . . . . ?
C46 C41 C47 C48 -67.3(6) . . . . ?
C42 C41 C47 C52 -7.6(7) . . . . ?
C46 C41 C47 C52 172.8(5) . . . . ?
N3 C47 C48 O8 8.1(7) . . . . ?
C52 C47 C48 O8 -112.0(6) . . . . ?
C41 C47 C48 O8 126.8(5) . . . . ?
N3 C47 C48 O9 -171.7(4) . . . . ?
C52 C47 C48 O9 68.1(5) . . . . ?
C41 C47 C48 O9 -53.1(5) . . . . ?
N3 C47 C52 C53 -49.5(6) . . . . ?
C48 C47 C52 C53 66.8(6) . . . . ?
C41 C47 C52 C53 -173.6(5) . . . . ?
C47 C52 C53 C54 110.5(6) . . . . ?
C52 C53 C54 C55 179.8(5) . . . . ?
C53 C54 C55 C60 -27.8(9) . . . . ?
C53 C54 C55 C56 151.4(6) . . . . ?
C60 C55 C56 C57 -0.6(9) . . . . ?
C54 C55 C56 C57 -179.9(5) . . . . ?
C55 C56 C57 C58 0.6(10) . . . . ?
C56 C57 C58 C59 -1.4(11) . . . . ?
C57 C58 C59 C60 2.1(11) . . . . ?
C56 C55 C60 C59 1.3(8) . . . . ?
C54 C55 C60 C59 -179.6(5) . . . . ?
C58 C59 C60 C55 -2.0(9) . . . . ?
O1 C10 N1 C7 6.1(8) . . . . ?
C11 C10 N1 C7 -175.1(5) . . . . ?
C8 C7 N1 C10 -45.8(7) . . . . ?
C12 C7 N1 C10 73.3(6) . . . . ?
C6 C7 N1 C10 -161.8(5) . . . . ?
O4 C22 N2 C23 5.5(7) . . . . ?
C21 C22 N2 C23 -175.5(5) . . . . ?
C26 C23 N2 C22 -171.0(4) . . . . ?
C24 C23 N2 C22 -57.6(5) . . . . ?
C32 C23 N2 C22 64.9(5) . . . . ?
O7 C50 N3 C47 0.2(8) . . . . ?
C51 C50 N3 C47 -179.8(6) . . . . ?
C48 C47 N3 C50 178.9(5) . . . . ?
C52 C47 N3 C50 -62.8(6) . . . . ?
C41 C47 N3 C50 61.6(6) . . . . ?
O3 C8 O2 C9 -5.2(9) . . . . ?
C7 C8 O2 C9 -175.3(5) . . . . ?
O5 C24 O6 C25 -2.3(7) . . . . ?
C23 C24 O6 C25 171.8(5) . . . . ?
O8 C48 O9 C49 -3.3(8) . . . . ?
C47 C48 O9 C49 176.6(5) . . . . ?

_refine_diff_density_max         0.710
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.050



_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: CH2Cl2/n-hexane'
