# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_shelxl
_database_code_depnum_ccdc_archive 'CCDC 1469415'
_audit_update_record             
;
2016-05-02 deposited with the CCDC.
2018-05-03 downloaded from the CCDC.
;
_audit_creation_date             2016-03-18
_chemical_name_common            'Cambodine E'
_chemical_formula_moiety         'C37 H36 N4 O4, H2O'
_chemical_formula_sum            'C37 H38 N4 O5'
_chemical_compound_source        'Ziziphus cambodiana'
_chemical_formula_weight         618.74
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_h-m   'P 21 21 21'

_symmetry_Int_Tables_number      19
_chemical_absolute_configuration unk
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' custom
C 0.00300 0.00200 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' custom
O 0.01100 0.00600 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' custom
N 0.00600 0.00300 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)' custom

_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'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z
3 -x,y+1/2,-z+1/2
4 -x+1/2,-y,z+1/2
_cell_length_a                   8.3830(1)
_cell_length_b                   9.5920(1)
_cell_length_c                   40.1370(7)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3227.41(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4117
_cell_measurement_theta_min      0.998
_cell_measurement_theta_max      28.200
_cell_measurement_temperature    298(2)
_exptl_absorpt_coefficient_mu    0.086
_exptl_crystal_recrystallization_method ?
_chemical_melting_point          135
_exptl_crystal_description       needle
_exptl_crystal_colour            ' colourless'
_diffrn_ambient_temperature      298(2)
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.2733
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1312.5361
_exptl_crystal_preparation       'slow evaperate'
_exptl_absorpt_correction_type   none
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_unetI/netI     0.0345
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_limit_l_min       -53
_diffrn_reflns_number            7931
_diffrn_reflns_theta_full        28.7018
_diffrn_reflns_theta_max         28.20
_diffrn_reflns_theta_min         2.87
_diffrn_measured_fraction_theta_full 0.9999
_diffrn_measured_fraction_theta_max 0.9998
_diffrn_measurement_device_type  'nonius kappaccd'
_diffrn_measurement_method       CCD

_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.913
_reflns_limit_h_max              11
_reflns_limit_h_min              -11
_reflns_limit_k_max              12
_reflns_limit_k_min              -12
_reflns_limit_l_max              54
_reflns_limit_l_min              -53
_reflns_number_gt                7250
_reflns_number_total             7921
_reflns_threshold_expression     I>=2u(I)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'SIR97 (Burla et al., 2007)'
_refine_diff_density_max         0.1910
_refine_diff_density_min         -0.1709
_refine_diff_density_rms         0.0374
_refine_ls_abs_structure_details 
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.0(4)
_refine_ls_d_res_high            0.7400
_refine_ls_d_res_low             7.1037
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0416
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    69
_refine_ls_number_parameters     422
_refine_ls_number_reflns         7921
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0427
_refine_ls_R_factor_gt           0.0369
_refine_ls_restrained_S_all      1.0416
_refine_ls_shift/su_max          0.0004
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0415P)²+0.6761P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0860
_refine_ls_wR_factor_ref         0.0893
_refine_special_details          
;
Refinement of F2 against ALL reflections. The weighted R-factor wR
and goodness of fit S are based on F2, conventional R-factors
R are based on F, with F set to zero for negative F2. The
threshold expression of F2 > σ(F2) is used only for calculating
R-factors(gt) etc. and is not relevant to the choice of
reflections for refinement. R-factors based on F2 are statistically
about twice as large as those based on F, and R-factors based on
ALL data will be even larger.
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All O(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Riding coordinates:
 N3(H3), N6(H6)
2.b Ternary CH refined with riding coordinates:
 C27(H27), C8(H8), C9(H9), C5(H5)
2.c Secondary CH2 refined with riding coordinates:
 C25(H25a,H25b), C17(H17a,H17b), C29(H29a,H29b)
2.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C1(H1), C35(H35), C31(H31), C32(H32), C38(H38), C12(H12), C19(H19),
 C34(H34), C33(H33), C41(H41), C15(H15), C16(H16), C20(H20), C39(H39), C22(H22),
  C42(H42), C40(H40), C21(H21), C23(H23), C13(H13)
2.e Idealised Me refined as rotating group:
 C36(H36a,H36b,H36c)
;
_atom_sites_solution_primary     direct
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_refinement_flags_posn
O45 O 0.93986(12) 0.03076(10) 0.86875(3) 0.0264(2) Uani 1.000000 .
O43 O 0.55459(13) 0.46581(10) 1.00156(3) 0.0311(2) Uani 1.000000 .
O46 O 1.00301(13) 0.13247(12) 0.93432(3) 0.0316(2) Uani 1.000000 .
H46a H 1.030(2) 0.0821(19) 0.9517(5) 0.0379(3) Uiso 1.000000 .
H46b H 1.003(2) 0.0798(19) 0.9174(5) 0.0379(3) Uiso 1.000000 .
O10 O 1.07820(11) 0.48074(10) 0.85688(3) 0.0237(2) Uani 1.000000 .
O44 O 0.65442(12) 0.48283(10) 0.89336(2) 0.0261(2) Uani 1.000000 .
N24 N 0.76891(13) 0.21177(10) 0.85677(3) 0.0177(2) Uani 1.000000 .
N26 N 0.58951(13) 0.10178(11) 0.82345(3) 0.0213(2) Uani 1.000000 .
C7 C 0.74508(15) 0.38622(12) 0.89921(3) 0.0173(2) Uani 1.000000 .
C30 C 0.62749(16) -0.22774(13) 0.80711(3) 0.0198(3) Uani 1.000000 .
C28 C 0.81603(15) 0.07737(13) 0.85677(3) 0.0190(2) Uani 1.000000 .
C14 C 1.03571(16) 0.66988(14) 0.94994(4) 0.0243(3) Uani 1.000000 .
C18 C 0.54195(16) 0.07122(13) 0.94907(3) 0.0228(3) Uani 1.000000 .
C27 C 0.68520(16) -0.00644(13) 0.84000(3) 0.0196(3) Uani 1.000000 .
H27 H 0.62016(16) -0.05215(13) 0.85710(3) 0.0235(3) Uiso 1.000000 R
C8 C 0.85766(15) 0.32504(12) 0.87246(3) 0.0172(2) Uani 1.000000 .
H8 H 0.95008(15) 0.28452(12) 0.88385(3) 0.0206(3) Uiso 1.000000 R
N3 N 0.78886(14) 0.51348(12) 0.97534(3) 0.0238(2) Uani 1.000000 .
H3 H 0.85488(14) 0.48377(12) 0.95713(3) 0.0286(3) Uiso 1.000000 R
N6 N 0.74632(13) 0.31518(11) 0.92829(3) 0.0179(2) Uani 1.000000 .
H6 H 0.82249(13) 0.24164(11) 0.93146(3) 0.0215(3) Uiso 1.000000 R
C9 C 0.92008(15) 0.43417(13) 0.84685(3) 0.0187(2) Uani 1.000000 .
H9 H 0.84737(15) 0.51414(13) 0.84627(3) 0.0224(3) Uiso 1.000000 R
C5 C 0.62056(16) 0.32950(12) 0.95316(3) 0.0191(3) Uani 1.000000 .
H5 H 0.52106(16) 0.35228(12) 0.94156(3) 0.0229(3) Uiso 1.000000 R
C25 C 0.60897(15) 0.22801(13) 0.84315(3) 0.0204(3) Uani 1.000000 .
H25a H 0.52981(15) 0.23334(13) 0.86073(3) 0.0245(3) Uiso 1.000000 R
H25b H 0.60141(15) 0.31070(13) 0.82933(3) 0.0245(3) Uiso 1.000000 R
C2 C 0.84402(18) 0.62888(14) 0.99403(3) 0.0256(3) Uani 1.000000 .
H2 H 0.79605(18) 0.65094(14) 1.01424(3) 0.0308(3) Uiso 1.000000 R
C1 C 0.96379(18) 0.70548(14) 0.98278(4) 0.0274(3) Uani 1.000000 .
H1 H 1.00234(18) 0.78019(14) 0.99517(4) 0.0329(4) Uiso 1.000000 R
C35 C 0.57419(18) -0.24686(14) 0.77443(3) 0.0255(3) Uani 1.000000 .
H35 H 0.61660(18) -0.19257(14) 0.75739(3) 0.0306(3) Uiso 1.000000 R
C31 C 0.56356(17) -0.31230(13) 0.83201(3) 0.0239(3) Uani 1.000000 .
H31 H 0.60018(17) -0.30302(13) 0.85377(3) 0.0286(3) Uiso 1.000000 R
C17 C 0.59726(17) 0.18943(13) 0.97129(3) 0.0230(3) Uani 1.000000 .
H17a H 0.51967(17) 0.20224(13) 0.98895(3) 0.0277(3) Uiso 1.000000 R
H17b H 0.69745(17) 0.16295(13) 0.98158(3) 0.0277(3) Uiso 1.000000 R
C29 C 0.74912(16) -0.11677(13) 0.81585(3) 0.0223(3) Uani 1.000000 .
H29a H 0.84159(16) -0.16123(13) 0.82576(3) 0.0267(3) Uiso 1.000000 R
H29b H 0.78368(16) -0.07105(13) 0.79554(3) 0.0267(3) Uiso 1.000000 R
C32 C 0.44625(19) -0.41009(14) 0.82493(4) 0.0307(3) Uani 1.000000 .
H32 H 0.40316(19) -0.46418(14) 0.84193(4) 0.0368(4) Uiso 1.000000 R
C37 C 0.93731(15) 0.37500(13) 0.81226(3) 0.0198(2) Uani 1.000000 .
C38 C 1.04842(17) 0.27003(16) 0.80617(4) 0.0279(3) Uani 1.000000 .
H38 H 1.11529(17) 0.23995(16) 0.82320(4) 0.0335(4) Uiso 1.000000 R
C36 C 0.42136(17) 0.06719(16) 0.81875(4) 0.0331(4) Uani 1.000000 .
H36a H 0.41260(18) -0.0146(8) 0.8051(3) 0.0497(5) Uiso 1.000000 GR
H36b H 0.3729(4) 0.0498(13) 0.84002(5) 0.0497(5) Uiso 1.000000 GR
H36c H 0.3681(4) 0.1436(6) 0.8081(3) 0.0497(5) Uiso 1.000000 GR
C11 C 1.07775(16) 0.55131(13) 0.88714(3) 0.0213(3) Uani 1.000000 .
C12 C 1.14562(17) 0.48772(14) 0.91480(4) 0.0261(3) Uani 1.000000 .
H12 H 1.20425(17) 0.40599(14) 0.91247(4) 0.0313(3) Uiso 1.000000 R
C4 C 0.65207(17) 0.44374(13) 0.97927(3) 0.0210(3) Uani 1.000000 .
C19 C 0.39872(17) 0.07959(15) 0.93156(4) 0.0290(3) Uani 1.000000 .
H19 H 0.33999(17) 0.16182(15) 0.93206(4) 0.0349(4) Uiso 1.000000 R
C34 C 0.45858(19) -0.34601(15) 0.76709(4) 0.0322(3) Uani 1.000000 .
H34 H 0.42476(19) -0.35826(15) 0.74522(4) 0.0386(4) Uiso 1.000000 R
C33 C 0.39348(19) -0.42682(16) 0.79235(5) 0.0341(3) Uani 1.000000 .
H33 H 0.31474(19) -0.49201(16) 0.78748(5) 0.0409(4) Uiso 1.000000 R
C41 C 0.8513(2) 0.35908(16) 0.75515(4) 0.0323(3) Uani 1.000000 .
H41 H 0.7847(2) 0.38910(16) 0.73806(4) 0.0388(4) Uiso 1.000000 R
C15 C 0.98746(17) 0.73994(14) 0.92127(4) 0.0257(3) Uani 1.000000 .
H15 H 0.94010(17) 0.82725(14) 0.92318(4) 0.0309(3) Uiso 1.000000 R
C16 C 1.00871(17) 0.68192(14) 0.88994(4) 0.0250(3) Uani 1.000000 .
H16 H 0.97690(17) 0.73029(14) 0.87099(4) 0.0300(3) Uiso 1.000000 R
C20 C 0.34257(19) -0.03354(16) 0.91335(4) 0.0340(3) Uani 1.000000 .
H20 H 0.24696(19) -0.02646(16) 0.90172(4) 0.0407(4) Uiso 1.000000 R
C39 C 1.05968(19) 0.21023(17) 0.77480(4) 0.0332(3) Uani 1.000000 .
H39 H 1.13417(19) 0.14030(17) 0.77086(4) 0.0399(4) Uiso 1.000000 R
C22 C 0.5725(2) -0.16573(15) 0.92927(4) 0.0323(3) Uani 1.000000 .
H22 H 0.6314(2) -0.24781(15) 0.92853(4) 0.0387(4) Uiso 1.000000 R
C42 C 0.84049(18) 0.42017(15) 0.78661(4) 0.0260(3) Uani 1.000000 .
H42 H 0.76773(18) 0.49170(15) 0.79032(4) 0.0313(3) Uiso 1.000000 R
C40 C 0.96031(19) 0.25433(17) 0.74932(4) 0.0331(3) Uani 1.000000 .
H40 H 0.96716(19) 0.21343(17) 0.72836(4) 0.0397(4) Uiso 1.000000 R
C21 C 0.42879(19) -0.15697(16) 0.91248(4) 0.0339(4) Uani 1.000000 .
H21 H 0.39019(19) -0.23330(16) 0.90069(4) 0.0407(4) Uiso 1.000000 R
C23 C 0.62919(18) -0.05188(14) 0.94728(4) 0.0275(3) Uani 1.000000 .
H23 H 0.72662(18) -0.05829(14) 0.95826(4) 0.0331(4) Uiso 1.000000 R
C13 C 1.12479(18) 0.54787(15) 0.94607(4) 0.0281(3) Uani 1.000000 .
H13 H 1.17084(18) 0.50622(15) 0.96466(4) 0.0338(4) Uiso 1.000000 R


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
O45 C28 1.2284(16) . ?
O43 C4 1.2300(17) . ?
O46 H46a 0.88(2) . ?
O46 H46b 0.85(2) . ?
O10 C9 1.4557(15) . ?
O10 C11 1.3902(16) . ?
O44 C7 1.2212(15) . ?
N24 C28 1.3483(16) . ?
N24 C8 1.4595(16) . ?
N24 C25 1.4564(16) . ?
N26 C27 1.4705(16) . ?
N26 C25 1.4552(16) . ?
N26 C36 1.4604(17) . ?
C7 C8 1.5455(17) . ?
C7 N6 1.3513(16) . ?
C30 C35 1.3979(19) . ?
C30 C31 1.3942(19) . ?
C30 C29 1.5151(18) . ?
C28 C27 1.5172(18) . ?
C14 C1 1.489(2) . ?
C14 C15 1.392(2) . ?
C14 C13 1.397(2) . ?
C18 C17 1.5153(19) . ?
C18 C19 1.393(2) . ?
C18 C23 1.3908(19) . ?
C27 H27 0.9800 . ?
C27 C29 1.5319(17) . ?
C8 H8 0.9800 . ?
C8 C9 1.5576(17) . ?
N3 H3 0.9601 . ?
N3 C2 1.4148(17) . ?
N3 C4 1.3368(18) . ?
N6 H6 0.9599 . ?
N6 C5 1.4586(16) . ?
C9 H9 0.9800 . ?
C9 C37 1.5067(18) . ?
C5 H5 0.9800 . ?
C5 C17 1.5402(17) . ?
C5 C4 1.5389(18) . ?
C25 H25a 0.9700 . ?
C25 H25b 0.9700 . ?
C2 H2 0.9300 . ?
C2 C1 1.324(2) . ?
C1 H1 0.9300 . ?
C35 H35 0.9300 . ?
C35 C34 1.389(2) . ?
C31 H31 0.9300 . ?
C31 C32 1.388(2) . ?
C17 H17a 0.9700 . ?
C17 H17b 0.9700 . ?
C29 H29a 0.9700 . ?
C29 H29b 0.9700 . ?
C32 H32 0.9300 . ?
C32 C33 1.390(2) . ?
C37 C38 1.3933(19) . ?
C37 C42 1.3809(19) . ?
C38 H38 0.9300 . ?
C38 C39 1.387(2) . ?
C36 H36a 0.9600 . ?
C36 H36b 0.9600 . ?
C36 H36c 0.9600 . ?
C11 C12 1.389(2) . ?
C11 C16 1.3846(18) . ?
C12 H12 0.9300 . ?
C12 C13 1.392(2) . ?
C19 H19 0.9300 . ?
C19 C20 1.390(2) . ?
C34 H34 0.9300 . ?
C34 C33 1.388(2) . ?
C33 H33 0.9300 . ?
C41 H41 0.9300 . ?
C41 C42 1.395(2) . ?
C41 C40 1.378(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.387(2) . ?
C16 H16 0.9300 . ?
C20 H20 0.9300 . ?
C20 C21 1.388(2) . ?
C39 H39 0.9300 . ?
C39 C40 1.385(2) . ?
C22 H22 0.9300 . ?
C22 C21 1.383(2) . ?
C22 C23 1.393(2) . ?
C42 H42 0.9300 . ?
C40 H40 0.9300 . ?
C21 H21 0.9300 . ?
C23 H23 0.9300 . ?
C13 H13 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
H46b O46 H46a 107.9(17) . . ?
C11 O10 C9 112.87(9) . . ?
C8 N24 C28 124.23(11) . . ?
C25 N24 C28 111.83(10) . . ?
C25 N24 C8 123.48(10) . . ?
C25 N26 C27 106.30(10) . . ?
C36 N26 C27 115.12(11) . . ?
C36 N26 C25 111.56(11) . . ?
C8 C7 O44 122.32(11) . . ?
N6 C7 O44 123.60(12) . . ?
N6 C7 C8 113.82(10) . . ?
C31 C30 C35 118.26(13) . . ?
C29 C30 C35 121.64(12) . . ?
C29 C30 C31 120.09(12) . . ?
N24 C28 O45 126.55(12) . . ?
C27 C28 O45 126.28(11) . . ?
C27 C28 N24 107.15(11) . . ?
C15 C14 C1 120.21(13) . . ?
C13 C14 C1 120.45(13) . . ?
C13 C14 C15 117.89(13) . . ?
C19 C18 C17 121.15(12) . . ?
C23 C18 C17 120.31(13) . . ?
C23 C18 C19 118.43(13) . . ?
C28 C27 N26 102.75(10) . . ?
H27 C27 N26 109.18(7) . . ?
H27 C27 C28 109.18(7) . . ?
C29 C27 N26 113.12(11) . . ?
C29 C27 C28 113.20(11) . . ?
C29 C27 H27 109.18(7) . . ?
C7 C8 N24 105.73(10) . . ?
H8 C8 N24 108.00(6) . . ?
H8 C8 C7 108.00(7) . . ?
C9 C8 N24 112.76(10) . . ?
C9 C8 C7 114.12(10) . . ?
C9 C8 H8 108.00(7) . . ?
C2 N3 H3 116.6 . . ?
C4 N3 H3 115.83(7) . . ?
C4 N3 C2 127.54(12) . . ?
H6 N6 C7 119.3 . . ?
C5 N6 C7 122.56(11) . . ?
C5 N6 H6 117.34(7) . . ?
C8 C9 O10 109.24(10) . . ?
H9 C9 O10 109.43(6) . . ?
H9 C9 C8 109.43(6) . . ?
C37 C9 O10 106.46(10) . . ?
C37 C9 C8 112.77(10) . . ?
C37 C9 H9 109.43(7) . . ?
H5 C5 N6 108.11(7) . . ?
C17 C5 N6 109.44(10) . . ?
C17 C5 H5 108.11(7) . . ?
C4 C5 N6 114.15(10) . . ?
C4 C5 H5 108.11(7) . . ?
C4 C5 C17 108.75(10) . . ?
N26 C25 N24 102.61(10) . . ?
H25a C25 N24 111.25(7) . . ?
H25a C25 N26 111.25(7) . . ?
H25b C25 N24 111.25(7) . . ?
H25b C25 N26 111.25(7) . . ?
H25b C25 H25a 109.2 . . ?
H2 C2 N3 119.95(8) . . ?
C1 C2 N3 120.10(13) . . ?
C1 C2 H2 119.95(8) . . ?
C2 C1 C14 118.80(12) . . ?
H1 C1 C14 120.60(7) . . ?
H1 C1 C2 120.60(8) . . ?
H35 C35 C30 119.61(8) . . ?
C34 C35 C30 120.77(14) . . ?
C34 C35 H35 119.61(9) . . ?
H31 C31 C30 119.38(8) . . ?
C32 C31 C30 121.25(13) . . ?
C32 C31 H31 119.38(9) . . ?
C5 C17 C18 114.43(11) . . ?
H17a C17 C18 108.65(7) . . ?
H17a C17 C5 108.65(7) . . ?
H17b C17 C18 108.65(7) . . ?
H17b C17 C5 108.65(7) . . ?
H17b C17 H17a 107.6 . . ?
C27 C29 C30 113.36(11) . . ?
H29a C29 C30 108.90(7) . . ?
H29a C29 C27 108.90(7) . . ?
H29b C29 C30 108.90(7) . . ?
H29b C29 C27 108.90(7) . . ?
H29b C29 H29a 107.7 . . ?
H32 C32 C31 120.14(9) . . ?
C33 C32 C31 119.73(14) . . ?
C33 C32 H32 120.14(9) . . ?
C38 C37 C9 119.87(12) . . ?
C42 C37 C9 120.83(12) . . ?
C42 C37 C38 119.26(13) . . ?
H38 C38 C37 119.87(8) . . ?
C39 C38 C37 120.25(14) . . ?
C39 C38 H38 119.87(9) . . ?
H36a C36 N26 109.5 . . ?
H36b C36 N26 109.5 . . ?
H36b C36 H36a 109.5 . . ?
H36c C36 N26 109.5 . . ?
H36c C36 H36a 109.5 . . ?
H36c C36 H36b 109.5 . . ?
C12 C11 O10 118.91(12) . . ?
C16 C11 O10 120.85(12) . . ?
C16 C11 C12 120.23(13) . . ?
H12 C12 C11 120.42(8) . . ?
C13 C12 C11 119.17(13) . . ?
C13 C12 H12 120.42(8) . . ?
N3 C4 O43 124.72(12) . . ?
C5 C4 O43 120.24(12) . . ?
C5 C4 N3 115.04(11) . . ?
H19 C19 C18 119.61(8) . . ?
C20 C19 C18 120.78(14) . . ?
C20 C19 H19 119.61(9) . . ?
H34 C34 C35 119.94(9) . . ?
C33 C34 C35 120.12(14) . . ?
C33 C34 H34 119.94(9) . . ?
C34 C33 C32 119.84(14) . . ?
H33 C33 C32 120.08(9) . . ?
H33 C33 C34 120.08(9) . . ?
C42 C41 H41 119.91(9) . . ?
C40 C41 H41 119.91(9) . . ?
C40 C41 C42 120.18(14) . . ?
H15 C15 C14 119.39(8) . . ?
C16 C15 C14 121.22(13) . . ?
C16 C15 H15 119.39(8) . . ?
C15 C16 C11 119.38(13) . . ?
H16 C16 C11 120.31(8) . . ?
H16 C16 C15 120.31(8) . . ?
H20 C20 C19 119.91(9) . . ?
C21 C20 C19 120.19(15) . . ?
C21 C20 H20 119.91(10) . . ?
H39 C39 C38 119.90(9) . . ?
C40 C39 C38 120.21(14) . . ?
C40 C39 H39 119.90(9) . . ?
C21 C22 H22 119.92(9) . . ?
C23 C22 H22 119.92(9) . . ?
C23 C22 C21 120.17(14) . . ?
C41 C42 C37 120.34(14) . . ?
H42 C42 C37 119.83(8) . . ?
H42 C42 C41 119.83(9) . . ?
C39 C40 C41 119.74(14) . . ?
H40 C40 C41 120.13(9) . . ?
H40 C40 C39 120.13(9) . . ?
C22 C21 C20 119.56(14) . . ?
H21 C21 C20 120.22(9) . . ?
H21 C21 C22 120.22(9) . . ?
C22 C23 C18 120.84(14) . . ?
H23 C23 C18 119.58(9) . . ?
H23 C23 C22 119.58(9) . . ?
C12 C13 C14 120.95(13) . . ?
H13 C13 C14 119.52(9) . . ?
H13 C13 C12 119.52(8) . . ?

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
O46 H46a O43 0.88(2) 1.94(2) 2.7748(16) 157.5(18) 2_557
N6 H6 O46 0.9599 1.8438(15) 2.7858(15) 166.29(5) .

_olex2_submission_special_instructions 'No special instructions were received'
