# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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 
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data_20210708_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2095226'
loop_
_audit_author_name
_audit_author_address
'Yimin Hu'
;China Agricultural University
China
;
_audit_update_record             
;
2021-07-08 deposited with the CCDC.	2021-07-15 downloaded from the CCDC.
;
_audit_creation_date             2021-07-08
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H25 N O4'
_chemical_formula_sum            'C23 H25 N O4'
_chemical_formula_weight         379.44
_chemical_absolute_configuration rm
_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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   5.8434(2)
_cell_length_b                   9.9102(3)
_cell_length_c                   17.9362(5)
_cell_angle_alpha                82.4130(10)
_cell_angle_beta                 86.4550(10)
_cell_angle_gamma                89.4660(10)
_cell_volume                     1027.61(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    8478
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      59.20
_cell_measurement_theta_min      2.49
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.676
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.6653
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0939 before and 0.0474 after correction.
The Ratio of minimum to maximum transmission is 0.8852.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_modifier   ?
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.226
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             404
_exptl_crystal_size_max          ?
_exptl_crystal_size_mid          ?
_exptl_crystal_size_min          ?
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.976
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            9670
_diffrn_reflns_point_group_measured_fraction_full 0.925
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        59.192
_diffrn_reflns_theta_max         59.192
_diffrn_reflns_theta_min         5.427
_diffrn_ambient_temperature      170.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.976
_diffrn_measured_fraction_theta_max 0.976
_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                   ?
_diffrn_source_current           0.95
_diffrn_source_power             0.0475
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.894
_reflns_Friedel_fraction_full    0.873
_reflns_Friedel_fraction_max     0.873
_reflns_number_gt                5357
_reflns_number_total             5509
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.110
_refine_diff_density_min         -0.114
_refine_diff_density_rms         0.024
_refine_ls_abs_structure_details 
;
 Flack x determined using 2438 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.11(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     511
_refine_ls_number_reflns         5509
_refine_ls_number_restraints     405
_refine_ls_R_factor_all          0.0281
_refine_ls_R_factor_gt           0.0271
_refine_ls_restrained_S_all      1.012
_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)+(0.0255P)²+0.1081P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0667
_refine_ls_wR_factor_ref         0.0674
_refine_special_details          ?
_olex2_refinement_description    
;
1. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
2.a Ternary CH refined with riding coordinates:
 C4(H4), C5(H5), C32(H32), C36(H36)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C34(H34A,H34B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C8(H8), C9(H9), C11(H11), C10(H10), C16(H16), C15(H15), C19(H19),
 C18(H18), C17(H17), C26(H26), C27(H27), C28(H28), C29(H29), C31(H31), C42(H42),
  C43(H43), C44(H44), C45(H45), C46(H46)
2.d X=CH2 refined with riding coordinates:
 C21(H21A,H21B), C38(H38A,H38B)
2.e Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C13(H13A,H13B,H13C), C23(H23A,H23B,H23C), C24(H24A,H24B,
 H24C), C35(H35A,H35B,H35C), C40(H40A,H40B,H40C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.2106(3) 0.75433(17) 0.89468(9) 0.0342(4) Uani 1 1 d . . . . .
N1 N 0.1800(3) 0.9253(2) 0.79938(11) 0.0295(5) Uani 1 1 d . . . . .
C1 C -0.0762(5) 0.6488(3) 1.01351(16) 0.0470(7) Uani 1 1 d . . . . .
H1A H 0.079007 0.637742 0.991138 0.070 Uiso 1 1 calc R U . . .
H1B H -0.108088 0.575548 1.055073 0.070 Uiso 1 1 calc R U . . .
H1C H -0.088201 0.736936 1.032660 0.070 Uiso 1 1 calc R U . . .
O002 O 0.4183(3) 0.24604(17) 0.09031(9) 0.0341(4) Uani 1 1 d . . . . .
O2 O 0.0474(3) 0.62860(19) 0.83561(10) 0.0452(5) Uani 1 1 d . . . . .
C2 C -0.2453(5) 0.6432(3) 0.95527(15) 0.0389(6) Uani 1 1 d . . . . .
H2A H -0.229238 0.555480 0.934625 0.047 Uiso 1 1 calc R U . . .
H2B H -0.402519 0.648074 0.978684 0.047 Uiso 1 1 calc R U . . .
O3 O -0.2855(3) 0.5722(2) 0.59910(11) 0.0454(5) Uani 1 1 d . . . . .
C3 C -0.0574(4) 0.7334(3) 0.83866(14) 0.0307(6) Uani 1 1 d . . . . .
O004 O 0.2511(3) 0.4249(2) 0.38393(10) 0.0408(5) Uani 1 1 d . . . . .
O4 O 0.0763(3) 0.64023(18) 0.60236(10) 0.0350(4) Uani 1 1 d . . . . .
C4 C -0.0306(4) 0.8599(2) 0.78135(13) 0.0284(5) Uani 1 1 d . . . . .
H4 H -0.165158 0.921897 0.786345 0.034 Uiso 1 1 calc R U . . .
O005 O 0.6186(3) 0.36226(18) 0.37720(10) 0.0339(4) Uani 1 1 d . . . . .
C5 C -0.0041(4) 0.8205(2) 0.70104(13) 0.0256(5) Uani 1 1 d . . . . .
H5 H 0.142444 0.768307 0.697122 0.031 Uiso 1 1 calc R U . . .
O006 O 0.6756(3) 0.36704(19) 0.14169(11) 0.0422(5) Uani 1 1 d . . . . .
C6 C 0.1832(4) 1.0548(3) 0.79122(13) 0.0308(6) Uani 1 1 d . . . . .
H6 H 0.054921 1.103557 0.771443 0.037 Uiso 1 1 calc R U . . .
C7 C 0.3793(4) 1.1312(3) 0.81143(14) 0.0333(6) Uani 1 1 d . . . . .
N008 N 0.8006(3) 0.0740(2) 0.18187(11) 0.0285(5) Uani 1 1 d . . . . .
C8 C 0.5142(5) 1.0717(3) 0.86887(15) 0.0393(6) Uani 1 1 d . . . . .
H8 H 0.481353 0.981768 0.892419 0.047 Uiso 1 1 calc R U . . .
C9 C 0.6942(5) 1.1422(3) 0.89160(18) 0.0482(8) Uani 1 1 d . . . . .
H9 H 0.784767 1.101079 0.930624 0.058 Uiso 1 1 calc R U . . .
C11 C 0.6114(5) 1.3314(3) 0.80008(19) 0.0484(7) Uani 1 1 d . . . . .
H11 H 0.647983 1.420695 0.776317 0.058 Uiso 1 1 calc R U . . .
C10 C 0.7419(5) 1.2724(3) 0.85747(19) 0.0512(8) Uani 1 1 d . . . . .
H10 H 0.864557 1.321717 0.873343 0.061 Uiso 1 1 calc R U . . .
C12 C 0.4287(5) 1.2634(3) 0.77645(16) 0.0408(7) Uani 1 1 d . . . . .
C13 C 0.2916(6) 1.3312(3) 0.7135(2) 0.0608(9) Uani 1 1 d . . . . .
H13A H 0.374405 1.411402 0.687849 0.091 Uiso 1 1 calc R U . . .
H13B H 0.142160 1.359108 0.734191 0.091 Uiso 1 1 calc R U . . .
H13C H 0.269217 1.267052 0.677381 0.091 Uiso 1 1 calc R U . . .
C16 C -0.1386(5) 1.1553(3) 0.58175(16) 0.0394(6) Uani 1 1 d . . . . .
H16 H -0.258883 1.220563 0.578016 0.047 Uiso 1 1 calc R U . . .
C15 C -0.1598(4) 1.0409(3) 0.63476(15) 0.0328(6) Uani 1 1 d . . . . .
H15 H -0.296124 1.026946 0.666461 0.039 Uiso 1 1 calc R U . . .
C14 C 0.0166(4) 0.9460(2) 0.64210(13) 0.0271(5) Uani 1 1 d . . . . .
C19 C 0.2135(4) 0.9679(3) 0.59503(14) 0.0310(6) Uani 1 1 d . . . . .
H19 H 0.336405 0.904623 0.599909 0.037 Uiso 1 1 calc R U . . .
C18 C 0.2327(5) 1.0820(3) 0.54059(14) 0.0364(6) Uani 1 1 d . . . . .
H18 H 0.367300 1.095371 0.507976 0.044 Uiso 1 1 calc R U . . .
C17 C 0.0568(5) 1.1753(3) 0.53407(15) 0.0379(6) Uani 1 1 d . . . . .
H17 H 0.069595 1.253161 0.496982 0.045 Uiso 1 1 calc R U . . .
C20 C -0.1960(4) 0.7283(2) 0.68457(14) 0.0281(5) Uani 1 1 d . . . . .
C21 C -0.4044(4) 0.7208(3) 0.71817(16) 0.0361(6) Uani 1 1 d . . . . .
H21A H -0.514002 0.660340 0.703924 0.043 Uiso 1 1 calc R U . . .
H21B H -0.444343 0.775837 0.756532 0.043 Uiso 1 1 calc R U . . .
C22 C -0.1453(4) 0.6387(3) 0.62469(14) 0.0288(6) Uani 1 1 d . . . . .
C23 C 0.1427(5) 0.5553(3) 0.54516(16) 0.0431(7) Uani 1 1 d . . . . .
H23A H 0.077917 0.592454 0.497607 0.065 Uiso 1 1 calc R U . . .
H23B H 0.084895 0.462785 0.560894 0.065 Uiso 1 1 calc R U . . .
H23C H 0.310256 0.553110 0.538138 0.065 Uiso 1 1 calc R U . . .
C24 C 0.8931(5) -0.3270(3) 0.27604(18) 0.0516(8) Uani 1 1 d . . . . .
H24A H 0.752207 -0.355873 0.255802 0.077 Uiso 1 1 calc R U . . .
H24B H 0.855533 -0.260424 0.310751 0.077 Uiso 1 1 calc R U . . .
H24C H 0.967647 -0.406267 0.303056 0.077 Uiso 1 1 calc R U . . .
C25 C 1.0532(5) -0.2632(3) 0.21219(15) 0.0355(6) Uani 1 1 d . . . . .
C26 C 1.2482(5) -0.3334(3) 0.19034(16) 0.0411(7) Uani 1 1 d . . . . .
H26 H 1.277626 -0.421535 0.215811 0.049 Uiso 1 1 calc R U . . .
C27 C 1.3993(5) -0.2782(3) 0.13271(16) 0.0422(7) Uani 1 1 d . . . . .
H27 H 1.530192 -0.328611 0.118513 0.051 Uiso 1 1 calc R U . . .
C28 C 1.3611(5) -0.1499(3) 0.09553(16) 0.0417(7) Uani 1 1 d . . . . .
H28 H 1.465195 -0.111545 0.055754 0.050 Uiso 1 1 calc R U . . .
C29 C 1.1696(5) -0.0773(3) 0.11670(15) 0.0362(6) Uani 1 1 d . . . . .
H29 H 1.143959 0.011557 0.091565 0.043 Uiso 1 1 calc R U . . .
C30 C 1.0144(4) -0.1326(3) 0.17417(14) 0.0304(6) Uani 1 1 d . . . . .
C31 C 0.8068(4) -0.0553(3) 0.19317(14) 0.0298(6) Uani 1 1 d . . . . .
H31 H 0.673662 -0.103635 0.214504 0.036 Uiso 1 1 calc R U . . .
C32 C 0.5806(4) 0.1385(2) 0.19952(13) 0.0260(5) Uani 1 1 d . . . . .
H32 H 0.451084 0.075225 0.195289 0.031 Uiso 1 1 calc R U . . .
C33 C 0.5669(4) 0.2645(3) 0.14153(14) 0.0292(6) Uani 1 1 d . . . . .
C34 C 0.3868(5) 0.3601(3) 0.03203(15) 0.0416(7) Uani 1 1 d . . . . .
H34A H 0.529223 0.376963 -0.000607 0.050 Uiso 1 1 calc R U . . .
H34B H 0.348082 0.443532 0.055062 0.050 Uiso 1 1 calc R U . . .
C35 C 0.1959(6) 0.3240(3) -0.01306(17) 0.0485(7) Uani 1 1 d . . . . .
H35A H 0.174286 0.397399 -0.054329 0.073 Uiso 1 1 calc R U . . .
H35B H 0.054425 0.311551 0.019363 0.073 Uiso 1 1 calc R U . . .
H35C H 0.233506 0.239367 -0.033864 0.073 Uiso 1 1 calc R U . . .
C36 C 0.5765(4) 0.1792(2) 0.27974(13) 0.0257(5) Uani 1 1 d . . . . .
H36 H 0.720582 0.231023 0.283257 0.031 Uiso 1 1 calc R U . . .
C37 C 0.3766(4) 0.2721(2) 0.29676(14) 0.0264(5) Uani 1 1 d . . . . .
C38 C 0.1793(4) 0.2797(3) 0.26359(16) 0.0352(6) Uani 1 1 d . . . . .
H38A H 0.062379 0.339740 0.278365 0.042 Uiso 1 1 calc R U . . .
H38B H 0.154989 0.225153 0.225067 0.042 Uiso 1 1 calc R U . . .
C39 C 0.4028(4) 0.3605(2) 0.35663(14) 0.0270(5) Uani 1 1 d . . . . .
C40 C 0.6606(5) 0.4453(3) 0.43511(16) 0.0411(7) Uani 1 1 d . . . . .
H40A H 0.825322 0.446292 0.442570 0.062 Uiso 1 1 calc R U . . .
H40B H 0.577557 0.407668 0.482296 0.062 Uiso 1 1 calc R U . . .
H40C H 0.607671 0.538385 0.419828 0.062 Uiso 1 1 calc R U . . .
C41 C 0.5784(4) 0.0545(2) 0.33916(13) 0.0264(5) Uani 1 1 d . . . . .
C42 C 0.4002(4) -0.0397(3) 0.34748(14) 0.0313(6) Uani 1 1 d . . . . .
H42 H 0.275642 -0.025762 0.315691 0.038 Uiso 1 1 calc R U . . .
C43 C 0.4019(5) -0.1528(3) 0.40118(15) 0.0371(6) Uani 1 1 d . . . . .
H43 H 0.281074 -0.217349 0.405245 0.044 Uiso 1 1 calc R U . . .
C44 C 0.5792(5) -0.1727(3) 0.44914(15) 0.0370(6) Uani 1 1 d . . . . .
H44 H 0.578990 -0.249712 0.486814 0.044 Uiso 1 1 calc R U . . .
C45 C 0.7562(5) -0.0799(3) 0.44185(14) 0.0367(6) Uani 1 1 d . . . . .
H45 H 0.878622 -0.093251 0.474544 0.044 Uiso 1 1 calc R U . . .
C46 C 0.7567(4) 0.0328(3) 0.38714(14) 0.0302(6) Uani 1 1 d . . . . .
H46 H 0.879984 0.095818 0.382403 0.036 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 C2 1.448(3) . ?
O1 C3 1.340(3) . ?
N1 C4 1.469(3) . ?
N1 C6 1.272(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C1 C2 1.488(4) . ?
O002 C33 1.333(3) . ?
O002 C34 1.454(3) . ?
O2 C3 1.206(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
O3 C22 1.206(3) . ?
C3 C4 1.516(4) . ?
O004 C39 1.205(3) . ?
O4 C22 1.331(3) . ?
O4 C23 1.443(3) . ?
C4 H4 1.0000 . ?
C4 C5 1.540(3) . ?
O005 C39 1.336(3) . ?
O005 C40 1.441(3) . ?
C5 H5 1.0000 . ?
C5 C14 1.523(3) . ?
C5 C20 1.520(3) . ?
O006 C33 1.204(3) . ?
C6 H6 0.9500 . ?
C6 C7 1.469(4) . ?
C7 C8 1.401(4) . ?
C7 C12 1.401(4) . ?
N008 C31 1.272(3) . ?
N008 C32 1.466(3) . ?
C8 H8 0.9500 . ?
C8 C9 1.380(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.376(5) . ?
C11 H11 0.9500 . ?
C11 C10 1.383(5) . ?
C11 C12 1.385(4) . ?
C10 H10 0.9500 . ?
C12 C13 1.507(4) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C16 H16 0.9500 . ?
C16 C15 1.382(4) . ?
C16 C17 1.383(4) . ?
C15 H15 0.9500 . ?
C15 C14 1.389(4) . ?
C14 C19 1.385(4) . ?
C19 H19 0.9500 . ?
C19 C18 1.393(4) . ?
C18 H18 0.9500 . ?
C18 C17 1.376(4) . ?
C17 H17 0.9500 . ?
C20 C21 1.323(4) . ?
C20 C22 1.496(4) . ?
C21 H21A 0.9500 . ?
C21 H21B 0.9500 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C24 C25 1.508(4) . ?
C25 C26 1.392(4) . ?
C25 C30 1.404(4) . ?
C26 H26 0.9500 . ?
C26 C27 1.376(4) . ?
C27 H27 0.9500 . ?
C27 C28 1.379(4) . ?
C28 H28 0.9500 . ?
C28 C29 1.385(4) . ?
C29 H29 0.9500 . ?
C29 C30 1.389(4) . ?
C30 C31 1.475(4) . ?
C31 H31 0.9500 . ?
C32 H32 1.0000 . ?
C32 C33 1.521(3) . ?
C32 C36 1.544(3) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C34 C35 1.490(4) . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C35 H35C 0.9800 . ?
C36 H36 1.0000 . ?
C36 C37 1.522(3) . ?
C36 C41 1.522(3) . ?
C37 C38 1.326(4) . ?
C37 C39 1.488(3) . ?
C38 H38A 0.9500 . ?
C38 H38B 0.9500 . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 C42 1.393(4) . ?
C41 C46 1.389(3) . ?
C42 H42 0.9500 . ?
C42 C43 1.379(4) . ?
C43 H43 0.9500 . ?
C43 C44 1.383(4) . ?
C44 H44 0.9500 . ?
C44 C45 1.380(4) . ?
C45 H45 0.9500 . ?
C45 C46 1.386(4) . ?
C46 H46 0.9500 . ?

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
C3 O1 C2 116.45(19) . . ?
C6 N1 C4 117.2(2) . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
C33 O002 C34 116.3(2) . . ?
O1 C2 C1 111.0(2) . . ?
O1 C2 H2A 109.4 . . ?
O1 C2 H2B 109.4 . . ?
C1 C2 H2A 109.4 . . ?
C1 C2 H2B 109.4 . . ?
H2A C2 H2B 108.0 . . ?
O1 C3 C4 110.7(2) . . ?
O2 C3 O1 124.2(2) . . ?
O2 C3 C4 125.1(2) . . ?
C22 O4 C23 115.9(2) . . ?
N1 C4 C3 105.06(19) . . ?
N1 C4 H4 110.4 . . ?
N1 C4 C5 110.12(18) . . ?
C3 C4 H4 110.4 . . ?
C3 C4 C5 110.2(2) . . ?
C5 C4 H4 110.4 . . ?
C39 O005 C40 116.06(19) . . ?
C4 C5 H5 107.3 . . ?
C14 C5 C4 111.36(19) . . ?
C14 C5 H5 107.3 . . ?
C20 C5 C4 112.54(19) . . ?
C20 C5 H5 107.3 . . ?
C20 C5 C14 110.85(18) . . ?
N1 C6 H6 119.0 . . ?
N1 C6 C7 122.0(2) . . ?
C7 C6 H6 119.0 . . ?
C8 C7 C6 118.9(2) . . ?
C12 C7 C6 121.5(2) . . ?
C12 C7 C8 119.6(3) . . ?
C31 N008 C32 116.7(2) . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.7(3) . . ?
C9 C8 H8 119.7 . . ?
C8 C9 H9 120.2 . . ?
C10 C9 C8 119.7(3) . . ?
C10 C9 H9 120.2 . . ?
C10 C11 H11 119.2 . . ?
C10 C11 C12 121.5(3) . . ?
C12 C11 H11 119.2 . . ?
C9 C10 C11 120.1(3) . . ?
C9 C10 H10 120.0 . . ?
C11 C10 H10 120.0 . . ?
C7 C12 C13 121.7(3) . . ?
C11 C12 C7 118.4(3) . . ?
C11 C12 C13 119.8(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C15 C16 H16 119.8 . . ?
C15 C16 C17 120.3(3) . . ?
C17 C16 H16 119.8 . . ?
C16 C15 H15 119.7 . . ?
C16 C15 C14 120.6(2) . . ?
C14 C15 H15 119.7 . . ?
C15 C14 C5 120.9(2) . . ?
C19 C14 C5 120.3(2) . . ?
C19 C14 C15 118.8(2) . . ?
C14 C19 H19 119.7 . . ?
C14 C19 C18 120.6(2) . . ?
C18 C19 H19 119.7 . . ?
C19 C18 H18 120.0 . . ?
C17 C18 C19 120.0(2) . . ?
C17 C18 H18 120.0 . . ?
C16 C17 H17 120.1 . . ?
C18 C17 C16 119.7(3) . . ?
C18 C17 H17 120.1 . . ?
C21 C20 C5 125.8(2) . . ?
C21 C20 C22 117.0(2) . . ?
C22 C20 C5 117.12(19) . . ?
C20 C21 H21A 120.0 . . ?
C20 C21 H21B 120.0 . . ?
H21A C21 H21B 120.0 . . ?
O3 C22 O4 123.2(2) . . ?
O3 C22 C20 125.0(2) . . ?
O4 C22 C20 111.8(2) . . ?
O4 C23 H23A 109.5 . . ?
O4 C23 H23B 109.5 . . ?
O4 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C25 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C25 C24 H24C 109.5 . . ?
C26 C25 C24 119.8(2) . . ?
C26 C25 C30 118.2(2) . . ?
C30 C25 C24 122.0(2) . . ?
C25 C26 H26 119.2 . . ?
C27 C26 C25 121.5(3) . . ?
C27 C26 H26 119.2 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.2(3) . . ?
C28 C27 H27 119.9 . . ?
C27 C28 H28 120.3 . . ?
C27 C28 C29 119.4(3) . . ?
C29 C28 H28 120.3 . . ?
C28 C29 H29 119.5 . . ?
C28 C29 C30 120.9(3) . . ?
C30 C29 H29 119.5 . . ?
C25 C30 C31 120.6(2) . . ?
C29 C30 C25 119.7(2) . . ?
C29 C30 C31 119.7(2) . . ?
N008 C31 C30 122.0(2) . . ?
N008 C31 H31 119.0 . . ?
C30 C31 H31 119.0 . . ?
N008 C32 H32 110.4 . . ?
N008 C32 C33 105.65(18) . . ?
N008 C32 C36 109.71(18) . . ?
C33 C32 H32 110.4 . . ?
C33 C32 C36 110.31(19) . . ?
C36 C32 H32 110.4 . . ?
O002 C33 C32 110.8(2) . . ?
O006 C33 O002 124.5(2) . . ?
O006 C33 C32 124.7(2) . . ?
O002 C34 H34A 110.2 . . ?
O002 C34 H34B 110.2 . . ?
O002 C34 C35 107.3(2) . . ?
H34A C34 H34B 108.5 . . ?
C35 C34 H34A 110.2 . . ?
C35 C34 H34B 110.2 . . ?
C34 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C34 C35 H35C 109.5 . . ?
H35A C35 H35B 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C32 C36 H36 107.2 . . ?
C37 C36 C32 113.10(19) . . ?
C37 C36 H36 107.2 . . ?
C37 C36 C41 110.45(19) . . ?
C41 C36 C32 111.37(19) . . ?
C41 C36 H36 107.2 . . ?
C38 C37 C36 125.6(2) . . ?
C38 C37 C39 117.1(2) . . ?
C39 C37 C36 117.29(19) . . ?
C37 C38 H38A 120.0 . . ?
C37 C38 H38B 120.0 . . ?
H38A C38 H38B 120.0 . . ?
O004 C39 O005 122.7(2) . . ?
O004 C39 C37 125.3(2) . . ?
O005 C39 C37 112.07(19) . . ?
O005 C40 H40A 109.5 . . ?
O005 C40 H40B 109.5 . . ?
O005 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
C42 C41 C36 120.9(2) . . ?
C46 C41 C36 120.7(2) . . ?
C46 C41 C42 118.4(2) . . ?
C41 C42 H42 119.5 . . ?
C43 C42 C41 121.0(2) . . ?
C43 C42 H42 119.5 . . ?
C42 C43 H43 119.9 . . ?
C42 C43 C44 120.2(2) . . ?
C44 C43 H43 119.9 . . ?
C43 C44 H44 120.3 . . ?
C45 C44 C43 119.5(2) . . ?
C45 C44 H44 120.3 . . ?
C44 C45 H45 119.8 . . ?
C44 C45 C46 120.4(2) . . ?
C46 C45 H45 119.8 . . ?
C41 C46 H46 119.7 . . ?
C45 C46 C41 120.6(2) . . ?
C45 C46 H46 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
O1 C3 C4 N1 100.1(2) . . . . ?
O1 C3 C4 C5 -141.3(2) . . . . ?
N1 C4 C5 C14 -66.1(2) . . . . ?
N1 C4 C5 C20 168.74(18) . . . . ?
N1 C6 C7 C8 -28.7(4) . . . . ?
N1 C6 C7 C12 153.6(2) . . . . ?
O2 C3 C4 N1 -78.5(3) . . . . ?
O2 C3 C4 C5 40.1(3) . . . . ?
C2 O1 C3 O2 1.3(4) . . . . ?
C2 O1 C3 C4 -177.3(2) . . . . ?
C3 O1 C2 C1 86.5(3) . . . . ?
C3 C4 C5 C14 178.45(19) . . . . ?
C3 C4 C5 C20 53.3(2) . . . . ?
C4 N1 C6 C7 176.6(2) . . . . ?
C4 C5 C14 C15 -61.6(3) . . . . ?
C4 C5 C14 C19 118.0(2) . . . . ?
C4 C5 C20 C21 24.9(3) . . . . ?
C4 C5 C20 C22 -155.4(2) . . . . ?
C5 C14 C19 C18 179.5(2) . . . . ?
C5 C20 C22 O3 -170.9(2) . . . . ?
C5 C20 C22 O4 9.2(3) . . . . ?
C6 N1 C4 C3 -143.7(2) . . . . ?
C6 N1 C4 C5 97.6(2) . . . . ?
C6 C7 C8 C9 -177.4(2) . . . . ?
C6 C7 C12 C11 177.8(3) . . . . ?
C6 C7 C12 C13 -3.4(4) . . . . ?
C7 C8 C9 C10 0.0(4) . . . . ?
N008 C32 C33 O002 106.1(2) . . . . ?
N008 C32 C33 O006 -73.8(3) . . . . ?
N008 C32 C36 C37 168.17(19) . . . . ?
N008 C32 C36 C41 -66.8(2) . . . . ?
C8 C7 C12 C11 0.1(4) . . . . ?
C8 C7 C12 C13 178.9(3) . . . . ?
C8 C9 C10 C11 -0.7(5) . . . . ?
C10 C11 C12 C7 -0.9(4) . . . . ?
C10 C11 C12 C13 -179.7(3) . . . . ?
C12 C7 C8 C9 0.4(4) . . . . ?
C12 C11 C10 C9 1.2(5) . . . . ?
C16 C15 C14 C5 179.2(2) . . . . ?
C16 C15 C14 C19 -0.3(4) . . . . ?
C15 C16 C17 C18 -1.3(4) . . . . ?
C15 C14 C19 C18 -0.9(4) . . . . ?
C14 C5 C20 C21 -100.5(3) . . . . ?
C14 C5 C20 C22 79.1(2) . . . . ?
C14 C19 C18 C17 1.1(4) . . . . ?
C19 C18 C17 C16 0.0(4) . . . . ?
C17 C16 C15 C14 1.5(4) . . . . ?
C20 C5 C14 C15 64.5(3) . . . . ?
C20 C5 C14 C19 -115.9(2) . . . . ?
C21 C20 C22 O3 8.7(4) . . . . ?
C21 C20 C22 O4 -171.2(2) . . . . ?
C23 O4 C22 O3 -0.6(4) . . . . ?
C23 O4 C22 C20 179.3(2) . . . . ?
C24 C25 C26 C27 -179.5(3) . . . . ?
C24 C25 C30 C29 178.7(3) . . . . ?
C24 C25 C30 C31 -3.1(4) . . . . ?
C25 C26 C27 C28 0.7(4) . . . . ?
C25 C30 C31 N008 154.3(2) . . . . ?
C26 C25 C30 C29 -0.2(4) . . . . ?
C26 C25 C30 C31 177.9(2) . . . . ?
C26 C27 C28 C29 0.0(4) . . . . ?
C27 C28 C29 C30 -0.8(4) . . . . ?
C28 C29 C30 C25 0.9(4) . . . . ?
C28 C29 C30 C31 -177.3(2) . . . . ?
C29 C30 C31 N008 -27.5(4) . . . . ?
C30 C25 C26 C27 -0.6(4) . . . . ?
C31 N008 C32 C33 -145.6(2) . . . . ?
C31 N008 C32 C36 95.5(2) . . . . ?
C32 N008 C31 C30 176.9(2) . . . . ?
C32 C36 C37 C38 24.9(3) . . . . ?
C32 C36 C37 C39 -156.2(2) . . . . ?
C32 C36 C41 C42 -62.0(3) . . . . ?
C32 C36 C41 C46 118.8(2) . . . . ?
C33 O002 C34 C35 -173.4(2) . . . . ?
C33 C32 C36 C37 52.2(3) . . . . ?
C33 C32 C36 C41 177.25(19) . . . . ?
C34 O002 C33 O006 -0.9(4) . . . . ?
C34 O002 C33 C32 179.2(2) . . . . ?
C36 C32 C33 O002 -135.4(2) . . . . ?
C36 C32 C33 O006 44.7(3) . . . . ?
C36 C37 C39 O004 -169.1(2) . . . . ?
C36 C37 C39 O005 11.5(3) . . . . ?
C36 C41 C42 C43 179.9(2) . . . . ?
C36 C41 C46 C45 179.1(2) . . . . ?
C37 C36 C41 C42 64.5(3) . . . . ?
C37 C36 C41 C46 -114.6(2) . . . . ?
C38 C37 C39 O004 10.0(4) . . . . ?
C38 C37 C39 O005 -169.5(2) . . . . ?
C40 O005 C39 O004 0.6(3) . . . . ?
C40 O005 C39 C37 -180.0(2) . . . . ?
C41 C36 C37 C38 -100.7(3) . . . . ?
C41 C36 C37 C39 78.3(3) . . . . ?
C41 C42 C43 C44 1.6(4) . . . . ?
C42 C41 C46 C45 0.0(3) . . . . ?
C42 C43 C44 C45 -1.2(4) . . . . ?
C43 C44 C45 C46 0.2(4) . . . . ?
C44 C45 C46 C41 0.4(4) . . . . ?
C46 C41 C42 C43 -1.0(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
