# Electronic Supplementary Material (ESI) for Green Chemistry.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_20190111sf
_database_code_depnum_ccdc_archive 'CCDC 2102570'
loop_
_audit_author_name
_audit_author_address
'Jiyu Tao'
;NanJing Tech University
China
;
_audit_update_record             
;
2021-08-11 deposited with the CCDC.	2022-04-20 downloaded from the CCDC.
;
_audit_creation_date             2019-01-11
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C19 H25 N O4'
_chemical_formula_sum            'C19 H25 N O4'
_chemical_formula_weight         331.40
_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 0.0148 0.0070 '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 0.0253 0.0136 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0412 0.0250 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   20.4311(8)
_cell_length_b                   10.9478(4)
_cell_length_c                   17.3130(7)
_cell_angle_alpha                90
_cell_angle_beta                 109.488(2)
_cell_angle_gamma                90
_cell_volume                     3650.6(2)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9920
_cell_measurement_temperature    170(2)
_cell_measurement_theta_max      54.922
_cell_measurement_theta_min      3.51
_shelx_estimated_absorpt_T_max   0.978
_shelx_estimated_absorpt_T_min   0.957
_exptl_absorpt_coefficient_mu    0.438
_exptl_absorpt_correction_T_max  0.7508
_exptl_absorpt_correction_T_min  0.5750
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1085 before and 0.0643 after correction. The Ratio of minimum to maximum transmission is 0.7658. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1424
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0482
_diffrn_reflns_av_unetI/netI     0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            39169
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         55.003
_diffrn_reflns_theta_min         4.041
_diffrn_ambient_temperature      169.97
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                5607
_reflns_number_total             6921
_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 v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.226
_refine_diff_density_min         -0.202
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     459
_refine_ls_number_reflns         6921
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0563
_refine_ls_R_factor_gt           0.0431
_refine_ls_restrained_S_all      1.042
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0506P)²+1.0687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1048
_refine_ls_wR_factor_ref         0.1137
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Others
 Fixed Sof: H7AA(0.5) H7AB(0.5) H7BC(0.5) H7BD(0.5) H10A(0.5) H10B(0.5)
 H10C(0.5) H10D(0.5) C9(0.5) H9A(0.5) H9B(0.5) C8(0.5) H8A(0.5) H8B(0.5)
 H7AC(0.5) H7AD(0.5) H7AE(0.5) H7AF(0.5) H10E(0.5) H10F(0.5) H10G(0.5)
 H10H(0.5) C8A(0.5) H8AA(0.5) H8AB(0.5) C9A(0.5) H9AA(0.5) H9AB(0.5)
3.a Ternary CH refined with riding coordinates:
 C6(H6), C6A(H6A)
3.b Secondary CH2 refined with riding coordinates:
 C7(H7AA,H7AB), C7(H7BC,H7BD), C10(H10A,H10B), C10(H10C,H10D), C9(H9A,H9B),
 C8(H8A,H8B), C7A(H7AC,H7AD), C7A(H7AE,H7AF), C10A(H10E,H10F), C10A(H10G,H10H),
 C8A(H8AA,H8AB), C9A(H9AA,H9AB)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C12(H12), C13(H13), C14(H14), C15(H15), C16(H16), C5A(H5A),
 C12A(H12A), C13A(H13A), C14A(H14A), C15A(H15A), C16A(H16A)
3.d Idealised Me refined as rotating group:
 C3(H3A,H3B,H3C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C20(H20A,H20B,
 H20C), C3A(H3AA,H3AB,H3AC), C18A(H18D,H18E,H18F), C19A(H19D,H19E,H19F),
 C20A(H20D,H20E,H20F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_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 0.86977(7) 0.44017(10) 0.38320(7) 0.0512(3) Uani 1 1 d . . . . .
O2 O 0.82400(6) 0.44057(10) 0.13851(7) 0.0427(3) Uani 1 1 d . . . . .
O3 O 0.91508(5) 0.31079(9) 0.16160(6) 0.0356(2) Uani 1 1 d . . . . .
O4 O 1.10556(6) 0.21144(12) 0.37263(7) 0.0537(3) Uani 1 1 d . . . . .
N1 N 0.89303(6) 0.38572(10) 0.26926(7) 0.0311(3) Uani 1 1 d . . . . .
C1 C 0.87251(8) 0.38476(12) 0.18334(9) 0.0317(3) Uani 1 1 d . . . . .
C2 C 0.86446(8) 0.46590(13) 0.31337(9) 0.0349(3) Uani 1 1 d . . . . .
C3 C 0.83162(9) 0.58183(14) 0.27382(10) 0.0419(4) Uani 1 1 d . . . . .
H3A H 0.785062 0.564554 0.235447 0.063 Uiso 1 1 calc GR . . . .
H3B H 0.860021 0.618277 0.244080 0.063 Uiso 1 1 calc GR . . . .
H3C H 0.828201 0.638850 0.315943 0.063 Uiso 1 1 calc GR . . . .
C4 C 0.93928(7) 0.28991(12) 0.31439(9) 0.0306(3) Uani 1 1 d . . . . .
C5 C 1.00281(8) 0.32194(13) 0.36078(9) 0.0359(3) Uani 1 1 d . . . . .
H5 H 1.014693 0.405606 0.359368 0.043 Uiso 1 1 calc R . . . .
C6 C 1.05760(8) 0.24075(15) 0.41491(10) 0.0402(4) Uani 1 1 d . . . . .
H6 H 1.035917 0.164080 0.426465 0.048 Uiso 1 1 calc R . . . .
C7 C 1.10114(9) 0.29987(19) 0.49533(11) 0.0527(5) Uani 1 1 d . . . . .
H7AA H 1.100775 0.389941 0.490123 0.063 Uiso 0.5 1 calc R . P A 1
H7AB H 1.083369 0.277534 0.540091 0.063 Uiso 0.5 1 calc R . P A 1
H7BC H 1.078249 0.373851 0.507110 0.063 Uiso 0.5 1 calc R . P B 2
H7BD H 1.110208 0.242078 0.541705 0.063 Uiso 0.5 1 calc R . P B 2
C10 C 1.17431(9) 0.2374(2) 0.42354(13) 0.0591(5) Uani 1 1 d . . . . .
H10A H 1.190850 0.314086 0.405946 0.071 Uiso 0.5 1 calc R . P C 1
H10B H 1.205919 0.170304 0.420730 0.071 Uiso 0.5 1 calc R . P C 1
H10C H 1.202545 0.266792 0.390625 0.071 Uiso 0.5 1 calc R . P D 2
H10D H 1.196612 0.163762 0.454344 0.071 Uiso 0.5 1 calc R . P D 2
C11 C 0.90864(7) 0.16572(13) 0.30351(9) 0.0313(3) Uani 1 1 d . . . . .
C12 C 0.94525(8) 0.06426(13) 0.29160(10) 0.0381(4) Uani 1 1 d . . . . .
H12 H 0.991221 0.073838 0.290766 0.046 Uiso 1 1 calc R . . . .
C13 C 0.91509(9) -0.05041(14) 0.28098(11) 0.0463(4) Uani 1 1 d . . . . .
H13 H 0.940415 -0.119189 0.272902 0.056 Uiso 1 1 calc R . . . .
C14 C 0.84836(9) -0.06520(15) 0.28207(12) 0.0516(4) Uani 1 1 d . . . . .
H14 H 0.827806 -0.144070 0.274811 0.062 Uiso 1 1 calc R . . . .
C15 C 0.81151(9) 0.03455(16) 0.29369(12) 0.0507(4) Uani 1 1 d . . . . .
H15 H 0.765669 0.024347 0.294856 0.061 Uiso 1 1 calc R . . . .
C16 C 0.84124(8) 0.14928(14) 0.30364(10) 0.0395(4) Uani 1 1 d . . . . .
H16 H 0.815287 0.217854 0.310668 0.047 Uiso 1 1 calc R . . . .
C17 C 0.90133(8) 0.27777(14) 0.07441(9) 0.0393(4) Uani 1 1 d . . . . .
C18 C 0.82947(9) 0.22380(17) 0.03780(12) 0.0541(5) Uani 1 1 d . . . . .
H18A H 0.823307 0.158215 0.073277 0.081 Uiso 1 1 calc GR . . . .
H18B H 0.823863 0.190685 -0.016628 0.081 Uiso 1 1 calc GR . . . .
H18C H 0.794648 0.287536 0.033002 0.081 Uiso 1 1 calc GR . . . .
C19 C 0.91239(11) 0.38969(18) 0.02899(11) 0.0562(5) Uani 1 1 d . . . . .
H19A H 0.876955 0.450959 0.027262 0.084 Uiso 1 1 calc GR . . . .
H19B H 0.908808 0.366917 -0.027013 0.084 Uiso 1 1 calc GR . . . .
H19C H 0.958564 0.423696 0.057315 0.084 Uiso 1 1 calc GR . . . .
C20 C 0.95649(10) 0.18229(19) 0.08182(12) 0.0583(5) Uani 1 1 d . . . . .
H20A H 0.953512 0.153928 0.027060 0.087 Uiso 1 1 calc GR . . . .
H20B H 0.949294 0.113163 0.114043 0.087 Uiso 1 1 calc GR . . . .
H20C H 1.002434 0.217860 0.109152 0.087 Uiso 1 1 calc GR . . . .
C9 C 1.17249(17) 0.2505(4) 0.5114(2) 0.0481(8) Uani 0.5 1 d . . P E 1
H9A H 1.178644 0.170607 0.539752 0.058 Uiso 0.5 1 calc R . P E 1
H9B H 1.208402 0.308081 0.544129 0.058 Uiso 0.5 1 calc R . P E 1
C8 C 1.1673(2) 0.3317(4) 0.4788(3) 0.0652(12) Uani 0.5 1 d . . P E 2
H8A H 1.163598 0.413308 0.453037 0.078 Uiso 0.5 1 calc R . P E 2
H8B H 1.207502 0.331354 0.530189 0.078 Uiso 0.5 1 calc R . P E 2
O1A O 0.61938(7) 0.58045(11) 0.48755(7) 0.0581(4) Uani 1 1 d . . . . .
O2A O 0.67510(6) 0.60727(10) 0.28654(7) 0.0456(3) Uani 1 1 d . . . . .
O3A O 0.57780(5) 0.72093(9) 0.23302(6) 0.0327(2) Uani 1 1 d . . . . .
O4A O 0.39598(5) 0.84487(11) 0.30000(7) 0.0486(3) Uani 1 1 d . . . . .
N1A N 0.60125(6) 0.64846(10) 0.35907(7) 0.0306(3) Uani 1 1 d . . . . .
C1A C 0.62342(7) 0.65424(12) 0.29026(9) 0.0317(3) Uani 1 1 d . . . . .
C2A C 0.62813(8) 0.56398(13) 0.42261(9) 0.0378(4) Uani 1 1 d . . . . .
C3A C 0.66416(10) 0.45233(15) 0.40727(11) 0.0478(4) Uani 1 1 d . . . . .
H3AA H 0.637708 0.417959 0.353658 0.072 Uiso 1 1 calc GR . . . .
H3AB H 0.667498 0.391705 0.450064 0.072 Uiso 1 1 calc GR . . . .
H3AC H 0.710889 0.474159 0.408025 0.072 Uiso 1 1 calc GR . . . .
C4A C 0.55679(7) 0.74637(12) 0.36903(8) 0.0301(3) Uani 1 1 d . . . . .
C5A C 0.49336(7) 0.71891(13) 0.36807(9) 0.0338(3) Uani 1 1 d . . . . .
H5A H 0.479629 0.635782 0.358867 0.041 Uiso 1 1 calc R . . . .
C6A C 0.44148(8) 0.80600(15) 0.38007(10) 0.0377(3) Uani 1 1 d . . . . .
H6A H 0.465967 0.878544 0.411843 0.045 Uiso 1 1 calc R . . . .
C7A C 0.39429(9) 0.74953(18) 0.42276(11) 0.0507(4) Uani 1 1 d . . . . .
H7AC H 0.414727 0.673505 0.451825 0.061 Uiso 0.5 1 calc R . P F 1
H7AD H 0.385992 0.807381 0.462464 0.061 Uiso 0.5 1 calc R . P F 1
H7AE H 0.394619 0.659213 0.420043 0.061 Uiso 0.5 1 calc R . P G 2
H7AF H 0.407895 0.775452 0.480767 0.061 Uiso 0.5 1 calc R . P G 2
C10A C 0.32620(9) 0.8222(2) 0.29277(13) 0.0623(5) Uani 1 1 d . . . . .
H10E H 0.299387 0.795270 0.236499 0.075 Uiso 0.5 1 calc R . P H 1
H10F H 0.304392 0.896947 0.305338 0.075 Uiso 0.5 1 calc R . P H 1
H10G H 0.308625 0.749768 0.257760 0.075 Uiso 0.5 1 calc R . P I 2
H10H H 0.296927 0.893286 0.267492 0.075 Uiso 0.5 1 calc R . P I 2
C11A C 0.58910(7) 0.86946(12) 0.37828(9) 0.0295(3) Uani 1 1 d . . . . .
C12A C 0.65762(8) 0.88470(14) 0.42851(10) 0.0370(3) Uani 1 1 d . . . . .
H12A H 0.682775 0.816734 0.457936 0.044 Uiso 1 1 calc R . . . .
C13A C 0.68975(8) 0.99773(15) 0.43626(11) 0.0461(4) Uani 1 1 d . . . . .
H13A H 0.736312 1.007370 0.471640 0.055 Uiso 1 1 calc R . . . .
C14A C 0.65383(9) 1.09636(14) 0.39233(11) 0.0442(4) Uani 1 1 d . . . . .
H14A H 0.676010 1.173544 0.396591 0.053 Uiso 1 1 calc R . . . .
C15A C 0.58574(9) 1.08266(14) 0.34228(10) 0.0404(4) Uani 1 1 d . . . . .
H15A H 0.561021 1.150668 0.312417 0.049 Uiso 1 1 calc R . . . .
C16A C 0.55338(8) 0.97033(13) 0.33545(9) 0.0345(3) Uani 1 1 d . . . . .
H16A H 0.506359 0.961848 0.301243 0.041 Uiso 1 1 calc R . . . .
C17A C 0.59404(8) 0.76636(14) 0.16036(9) 0.0360(3) Uani 1 1 d . . . . .
C18A C 0.66069(10) 0.83835(19) 0.18896(12) 0.0581(5) Uani 1 1 d . . . . .
H18D H 0.658222 0.899069 0.229487 0.087 Uiso 1 1 calc GR . . . .
H18E H 0.667507 0.879921 0.142088 0.087 Uiso 1 1 calc GR . . . .
H18F H 0.699682 0.782878 0.213894 0.087 Uiso 1 1 calc GR . . . .
C19A C 0.53278(9) 0.84920(16) 0.12040(10) 0.0489(4) Uani 1 1 d . . . . .
H19D H 0.489723 0.801697 0.106066 0.073 Uiso 1 1 calc GR . . . .
H19E H 0.537497 0.885105 0.070672 0.073 Uiso 1 1 calc GR . . . .
H19F H 0.531461 0.914468 0.158597 0.073 Uiso 1 1 calc GR . . . .
C20A C 0.59509(12) 0.66057(17) 0.10518(11) 0.0579(5) Uani 1 1 d . . . . .
H20D H 0.635332 0.608610 0.131982 0.087 Uiso 1 1 calc GR . . . .
H20E H 0.598209 0.691516 0.053412 0.087 Uiso 1 1 calc GR . . . .
H20F H 0.552402 0.612740 0.094251 0.087 Uiso 1 1 calc GR . . . .
C8A C 0.32811(19) 0.7233(4) 0.3535(3) 0.0513(9) Uani 0.5 1 d . . P J 1
H8AA H 0.329489 0.641420 0.329793 0.062 Uiso 0.5 1 calc R . P J 1
H8AB H 0.287308 0.728172 0.372065 0.062 Uiso 0.5 1 calc R . P J 1
C9A C 0.3238(2) 0.8015(5) 0.3724(3) 0.0630(11) Uani 0.5 1 d . . P J 2
H9AA H 0.286384 0.742847 0.370447 0.076 Uiso 0.5 1 calc R . P J 2
H9AB H 0.314860 0.878869 0.396716 0.076 Uiso 0.5 1 calc R . P J 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C2 1.2104(18) . ?
O2 C1 1.2020(17) . ?
O3 C1 1.3313(17) . ?
O3 C17 1.4850(18) . ?
O4 C6 1.4414(19) . ?
O4 C10 1.416(2) . ?
N1 C1 1.4045(19) . ?
N1 C2 1.4115(18) . ?
N1 C4 1.4530(18) . ?
C2 C3 1.491(2) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
C4 C5 1.326(2) . ?
C4 C11 1.482(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.490(2) . ?
C6 H6 1.0000 . ?
C6 C7 1.524(2) . ?
C7 H7AA 0.9900 . ?
C7 H7AB 0.9900 . ?
C7 H7BC 0.9900 . ?
C7 H7BD 0.9900 . ?
C7 C9 1.491(4) . ?
C7 C8 1.512(5) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 H10C 0.9900 . ?
C10 H10D 0.9900 . ?
C10 C9 1.540(4) . ?
C10 C8 1.447(5) . ?
C11 C12 1.392(2) . ?
C11 C16 1.390(2) . ?
C12 H12 0.9500 . ?
C12 C13 1.384(2) . ?
C13 H13 0.9500 . ?
C13 C14 1.379(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.379(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.381(2) . ?
C16 H16 0.9500 . ?
C17 C18 1.512(2) . ?
C17 C19 1.513(2) . ?
C17 C20 1.511(2) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
O1A C2A 1.2094(18) . ?
O2A C1A 1.1954(17) . ?
O3A C1A 1.3294(17) . ?
O3A C17A 1.4895(17) . ?
O4A C6A 1.4516(19) . ?
O4A C10A 1.411(2) . ?
N1A C1A 1.4101(18) . ?
N1A C2A 1.4015(19) . ?
N1A C4A 1.4520(17) . ?
C2A C3A 1.496(2) . ?
C3A H3AA 0.9800 . ?
C3A H3AB 0.9800 . ?
C3A H3AC 0.9800 . ?
C4A C5A 1.325(2) . ?
C4A C11A 1.4856(19) . ?
C5A H5A 0.9500 . ?
C5A C6A 1.491(2) . ?
C6A H6A 1.0000 . ?
C6A C7A 1.528(2) . ?
C7A H7AC 0.9900 . ?
C7A H7AD 0.9900 . ?
C7A H7AE 0.9900 . ?
C7A H7AF 0.9900 . ?
C7A C8A 1.506(4) . ?
C7A C9A 1.523(5) . ?
C10A H10E 0.9900 . ?
C10A H10F 0.9900 . ?
C10A H10G 0.9900 . ?
C10A H10H 0.9900 . ?
C10A C8A 1.501(4) . ?
C10A C9A 1.414(5) . ?
C11A C12A 1.390(2) . ?
C11A C16A 1.393(2) . ?
C12A H12A 0.9500 . ?
C12A C13A 1.386(2) . ?
C13A H13A 0.9500 . ?
C13A C14A 1.382(2) . ?
C14A H14A 0.9500 . ?
C14A C15A 1.380(2) . ?
C15A H15A 0.9500 . ?
C15A C16A 1.383(2) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.507(2) . ?
C17A C19A 1.513(2) . ?
C17A C20A 1.506(2) . ?
C18A H18D 0.9800 . ?
C18A H18E 0.9800 . ?
C18A H18F 0.9800 . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 0.9800 . ?
C20A H20D 0.9800 . ?
C20A H20E 0.9800 . ?
C20A H20F 0.9800 . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?

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 O3 C17 121.03(11) . . ?
C10 O4 C6 109.90(13) . . ?
C1 N1 C2 123.13(12) . . ?
C1 N1 C4 118.36(11) . . ?
C2 N1 C4 118.05(12) . . ?
O2 C1 O3 127.04(13) . . ?
O2 C1 N1 124.79(13) . . ?
O3 C1 N1 108.16(12) . . ?
O1 C2 N1 118.70(13) . . ?
O1 C2 C3 122.24(13) . . ?
N1 C2 C3 119.00(13) . . ?
C2 C3 H3A 109.5 . . ?
C2 C3 H3B 109.5 . . ?
C2 C3 H3C 109.5 . . ?
H3A C3 H3B 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N1 C4 C11 114.99(12) . . ?
C5 C4 N1 117.68(12) . . ?
C5 C4 C11 127.32(13) . . ?
C4 C5 H5 116.5 . . ?
C4 C5 C6 126.97(14) . . ?
C6 C5 H5 116.5 . . ?
O4 C6 C5 107.97(13) . . ?
O4 C6 H6 109.7 . . ?
O4 C6 C7 105.67(12) . . ?
C5 C6 H6 109.7 . . ?
C5 C6 C7 114.10(14) . . ?
C7 C6 H6 109.7 . . ?
C6 C7 H7AA 110.8 . . ?
C6 C7 H7AB 110.8 . . ?
C6 C7 H7BC 111.3 . . ?
C6 C7 H7BD 111.3 . . ?
H7AA C7 H7AB 108.9 . . ?
H7BC C7 H7BD 109.2 . . ?
C9 C7 C6 104.63(18) . . ?
C9 C7 H7AA 110.8 . . ?
C9 C7 H7AB 110.8 . . ?
C8 C7 C6 102.2(2) . . ?
C8 C7 H7BC 111.3 . . ?
C8 C7 H7BD 111.3 . . ?
O4 C10 H10A 110.4 . . ?
O4 C10 H10B 110.4 . . ?
O4 C10 H10C 110.8 . . ?
O4 C10 H10D 110.8 . . ?
O4 C10 C9 106.71(18) . . ?
O4 C10 C8 104.9(2) . . ?
H10A C10 H10B 108.6 . . ?
H10C C10 H10D 108.8 . . ?
C9 C10 H10A 110.4 . . ?
C9 C10 H10B 110.4 . . ?
C8 C10 H10C 110.8 . . ?
C8 C10 H10D 110.8 . . ?
C12 C11 C4 121.70(13) . . ?
C16 C11 C4 119.69(13) . . ?
C16 C11 C12 118.60(13) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 C11 120.41(14) . . ?
C13 C12 H12 119.8 . . ?
C12 C13 H13 119.9 . . ?
C14 C13 C12 120.21(15) . . ?
C14 C13 H13 119.9 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.96(15) . . ?
C15 C14 H14 120.0 . . ?
C14 C15 H15 120.0 . . ?
C14 C15 C16 119.98(16) . . ?
C16 C15 H15 120.0 . . ?
C11 C16 H16 119.6 . . ?
C15 C16 C11 120.83(15) . . ?
C15 C16 H16 119.6 . . ?
O3 C17 C18 110.44(12) . . ?
O3 C17 C19 108.70(13) . . ?
O3 C17 C20 101.50(13) . . ?
C18 C17 C19 113.02(15) . . ?
C20 C17 C18 110.97(15) . . ?
C20 C17 C19 111.59(15) . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C17 C19 H19A 109.5 . . ?
C17 C19 H19B 109.5 . . ?
C17 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C20 H20A 109.5 . . ?
C17 C20 H20B 109.5 . . ?
C17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C7 C9 C10 101.2(2) . . ?
C7 C9 H9A 111.5 . . ?
C7 C9 H9B 111.5 . . ?
C10 C9 H9A 111.5 . . ?
C10 C9 H9B 111.5 . . ?
H9A C9 H9B 109.4 . . ?
C7 C8 H8A 110.8 . . ?
C7 C8 H8B 110.8 . . ?
C10 C8 C7 104.7(3) . . ?
C10 C8 H8A 110.8 . . ?
C10 C8 H8B 110.8 . . ?
H8A C8 H8B 108.9 . . ?
C1A O3A C17A 120.96(11) . . ?
C10A O4A C6A 109.83(12) . . ?
C1A N1A C4A 117.20(11) . . ?
C2A N1A C1A 122.73(12) . . ?
C2A N1A C4A 119.39(11) . . ?
O2A C1A O3A 127.48(13) . . ?
O2A C1A N1A 124.38(14) . . ?
O3A C1A N1A 108.14(11) . . ?
O1A C2A N1A 119.38(13) . . ?
O1A C2A C3A 121.41(14) . . ?
N1A C2A C3A 119.15(13) . . ?
C2A C3A H3AA 109.5 . . ?
C2A C3A H3AB 109.5 . . ?
C2A C3A H3AC 109.5 . . ?
H3AA C3A H3AB 109.5 . . ?
H3AA C3A H3AC 109.5 . . ?
H3AB C3A H3AC 109.5 . . ?
N1A C4A C11A 114.17(11) . . ?
C5A C4A N1A 118.62(13) . . ?
C5A C4A C11A 127.21(13) . . ?
C4A C5A H5A 116.9 . . ?
C4A C5A C6A 126.23(14) . . ?
C6A C5A H5A 116.9 . . ?
O4A C6A C5A 108.24(12) . . ?
O4A C6A H6A 109.6 . . ?
O4A C6A C7A 105.92(12) . . ?
C5A C6A H6A 109.6 . . ?
C5A C6A C7A 113.66(13) . . ?
C7A C6A H6A 109.6 . . ?
C6A C7A H7AC 111.0 . . ?
C6A C7A H7AD 111.0 . . ?
C6A C7A H7AE 111.5 . . ?
C6A C7A H7AF 111.5 . . ?
H7AC C7A H7AD 109.0 . . ?
H7AE C7A H7AF 109.3 . . ?
C8A C7A C6A 103.64(19) . . ?
C8A C7A H7AC 111.0 . . ?
C8A C7A H7AD 111.0 . . ?
C9A C7A C6A 101.6(2) . . ?
C9A C7A H7AE 111.5 . . ?
C9A C7A H7AF 111.5 . . ?
O4A C10A H10E 110.5 . . ?
O4A C10A H10F 110.5 . . ?
O4A C10A H10G 110.2 . . ?
O4A C10A H10H 110.2 . . ?
O4A C10A C8A 106.0(2) . . ?
O4A C10A C9A 107.7(2) . . ?
H10E C10A H10F 108.7 . . ?
H10G C10A H10H 108.5 . . ?
C8A C10A H10E 110.5 . . ?
C8A C10A H10F 110.5 . . ?
C9A C10A H10G 110.2 . . ?
C9A C10A H10H 110.2 . . ?
C12A C11A C4A 119.66(13) . . ?
C12A C11A C16A 118.52(13) . . ?
C16A C11A C4A 121.77(13) . . ?
C11A C12A H12A 119.6 . . ?
C13A C12A C11A 120.88(14) . . ?
C13A C12A H12A 119.6 . . ?
C12A C13A H13A 120.1 . . ?
C14A C13A C12A 119.79(15) . . ?
C14A C13A H13A 120.1 . . ?
C13A C14A H14A 120.0 . . ?
C15A C14A C13A 119.97(15) . . ?
C15A C14A H14A 120.0 . . ?
C14A C15A H15A 119.9 . . ?
C14A C15A C16A 120.24(14) . . ?
C16A C15A H15A 119.9 . . ?
C11A C16A H16A 119.7 . . ?
C15A C16A C11A 120.58(14) . . ?
C15A C16A H16A 119.7 . . ?
O3A C17A C18A 109.19(12) . . ?
O3A C17A C19A 101.71(12) . . ?
O3A C17A C20A 109.47(12) . . ?
C18A C17A C19A 110.83(14) . . ?
C20A C17A C18A 114.09(15) . . ?
C20A C17A C19A 110.83(15) . . ?
C17A C18A H18D 109.5 . . ?
C17A C18A H18E 109.5 . . ?
C17A C18A H18F 109.5 . . ?
H18D C18A H18E 109.5 . . ?
H18D C18A H18F 109.5 . . ?
H18E C18A H18F 109.5 . . ?
C17A C19A H19D 109.5 . . ?
C17A C19A H19E 109.5 . . ?
C17A C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 109.5 . . ?
C17A C20A H20D 109.5 . . ?
C17A C20A H20E 109.5 . . ?
C17A C20A H20F 109.5 . . ?
H20D C20A H20E 109.5 . . ?
H20D C20A H20F 109.5 . . ?
H20E C20A H20F 109.5 . . ?
C7A C8A H8AA 111.1 . . ?
C7A C8A H8AB 111.1 . . ?
C10A C8A C7A 103.1(2) . . ?
C10A C8A H8AA 111.1 . . ?
C10A C8A H8AB 111.1 . . ?
H8AA C8A H8AB 109.1 . . ?
C7A C9A H9AA 110.4 . . ?
C7A C9A H9AB 110.4 . . ?
C10A C9A C7A 106.5(3) . . ?
C10A C9A H9AA 110.4 . . ?
C10A C9A H9AB 110.4 . . ?
H9AA C9A H9AB 108.6 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
