# Electronic Supplementary Material (ESI) for MedChemComm.
# This journal is © The Royal Society of Chemistry 2019

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

data_mo_arKP_TB1b_14Jun2018_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1892787'
loop_
_audit_author_name
_audit_author_address
'Gabriele Schatte'
;Queen's University
Canada
;
_audit_update_record             
;
2019-01-23 deposited with the CCDC.	2019-03-01 downloaded from the CCDC.
;

# TITLE AND AUTHOR LIST

_audit_creation_method           'manual editing of SHELXL-2017/1 template'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C22 H32 N3 O, C H O2, C H2 O2'
_chemical_formula_sum            'C24 H35 N3 O5'
_chemical_formula_weight         445.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# Crystal Data

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

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.8155(5)
_cell_length_b                   11.1719(5)
_cell_length_c                   11.1821(5)
_cell_angle_alpha                91.5571(16)
_cell_angle_beta                 95.2218(16)
_cell_angle_gamma                101.2158(17)
_cell_volume                     1196.53(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    180(2)
_cell_measurement_reflns_used    5877
_cell_measurement_theta_min      2.53
_cell_measurement_theta_max      25.64

_exptl_crystal_description       plate-like
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.237
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.186
_exptl_crystal_size_mid          0.128
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    0.087
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.992
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7071
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'SADABS v2016/2 (Apex3, Bruker AXS)'
_exptl_special_details           
;The value for wR₂(int) was 0.0828 before and 0.0552
 after correction. 
 The ratio of minimum to maximum transmission is 0.9486.
;
_diffrn_ambient_temperature      180(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   
;high brilliance Incoatec I\ms microfocus tube
;
_diffrn_radiation_monochromator  'HELIOS multilayer mirror optics'
_diffrn_measurement_device_type  'Bruker AXS D8 Venture Duo'
_diffrn_detector                 
;Bruker AXS PHOTON II Charge-Integrating Pixel Array Detector (CPAD)
;
_diffrn_measurement_method       'shutterless rotation images,φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38405
_diffrn_reflns_av_unetI/netI     0.0405
_diffrn_reflns_av_R_equivalents  0.0736
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.533
_diffrn_reflns_theta_max         26.396
_diffrn_reflns_theta_full        25.242
_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 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4891
_reflns_number_gt                3437
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       
;APEX3 software package v2017.3-0 (Bruker AXS)
;
_computing_cell_refinement       
;Saint V8.38A and SADABS V2016/2 (Apex3 v2018.1-0; Bruker AXS).
 Ref. for SADABS: Krause, L.; Herbst-Irmer, R.; Sheldrick G.M.; 
 Stalke D., J. Appl. Cryst., 48 (2015), 3-10.
;
_computing_data_reduction        
;Saint V8.38A and SADABS V2016/2 (Apex3 v2018.1-0; Bruker AXS).
 Ref. for SADABS: Krause, L.; Herbst-Irmer, R.; Sheldrick G.M.; 
 Stalke D., J. Appl. Cryst., 48 (2015), 3-10. 
;
_computing_structure_solution    
; SHELXT-2014/5 (Sheldrick, 2014). G. M. Sheldrick, Acta Cryst. 2015, A71,
  3-8.
;
_computing_structure_refinement  
; SHELXL-2017/1 (Sheldrick, 2017).G. M. Sheldrick, Acta Cryst. 2008,
  A64, 112--122.
;
_computing_molecular_graphics    
;XP (SHELXTL-NT v6.14, Bruker AXS)
;

# REFINEMENT DATA

_refine_special_details          
;Hydrogen atoms of the CH₃-, CH₂- and CH- groups were included
 at geometrically idealized positions (C-H bond distances: 0.98/
 0.99/0.95 Å) and were not refined. The isotropic thermal 
 parameters of these hydrogen atoms were fixed at 1.5 (CH₃-groups)
 or 1.2 times (CH₂- and CH-groups) that of the preceding carbon
 atom.
 The hydrogen atoms attached to the nitrogen atoms were located in
 the difference Fourier map. Their coordinates and isotropic thermal
 parameters were refined.
 The carbon and oxygen atoms of the formic acid molecule showed some
 disorder. However, it was impossible to model the disorder using the
 atom-split model. The bond distances and angles were restraint using
 the DFIX command in SHELXL-2017/1. The values the bond distances and
 angles were taken from the following reference:
 Computational Chemistry Comparison and Benchmark DataBase, Release 19
 (April 2018), Standard Reference Database 101, NIST (National Institute
 of Standards and Technologies). 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0723P)²+1.2456P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4891
_refine_ls_number_parameters     305
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0954
_refine_ls_R_factor_gt           0.0641
_refine_ls_wR_factor_ref         0.1795
_refine_ls_wR_factor_gt          0.1568
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.021
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETER 

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
O20 O 0.16285(18) 0.54028(16) 0.10149(17) 0.0371(4) Uani 1 1 d . . . . .
N1 N 0.5196(2) 0.54271(18) 0.17807(18) 0.0270(4) Uani 1 1 d . . . . .
H1 H 0.592(3) 0.515(3) 0.184(3) 0.040(8) Uiso 1 1 d . . . . .
N1' N 0.7606(2) 0.7146(2) 0.3056(2) 0.0359(5) Uani 1 1 d . . . . .
H1' H 0.780(3) 0.638(3) 0.291(3) 0.043(8) Uiso 1 1 d . . . . .
N7 N 0.4269(2) 0.28056(19) 0.08712(18) 0.0309(5) Uani 1 1 d . . . . .
H7 H 0.518(3) 0.301(3) 0.108(3) 0.051(9) Uiso 1 1 d . . . . .
C2 C 0.5164(3) 0.6591(2) 0.2105(2) 0.0267(5) Uani 1 1 d . . . . .
C2' C 0.8466(3) 0.8126(2) 0.3661(2) 0.0374(6) Uani 1 1 d . . . . .
C3 C 0.3798(3) 0.6791(2) 0.1854(2) 0.0297(5) Uani 1 1 d . . . . .
H3 H 0.348600 0.753238 0.198767 0.036 Uiso 1 1 calc R U . . .
C3' C 0.7764(3) 0.9076(2) 0.3632(2) 0.0396(6) Uani 1 1 d . . . . .
H3' H 0.811858 0.987996 0.396335 0.048 Uiso 1 1 calc R U . . .
C4 C 0.3002(2) 0.5700(2) 0.1375(2) 0.0293(5) Uani 1 1 d . . . . .
C4' C 0.6433(3) 0.8654(2) 0.3031(2) 0.0340(6) Uani 1 1 d . . . . .
H4' H 0.571872 0.911343 0.289531 0.041 Uiso 1 1 calc R U . . .
C5 C 0.3866(2) 0.4825(2) 0.1318(2) 0.0278(5) Uani 1 1 d . . . . .
C5' C 0.6351(3) 0.7447(2) 0.2672(2) 0.0295(5) Uani 1 1 d . . . . .
C6 C 0.3470(3) 0.3616(2) 0.0927(2) 0.0291(5) Uani 1 1 d . . . . .
H6 H 0.250856 0.333808 0.066722 0.035 Uiso 1 1 calc R U . . .
C8 C 0.3754(3) 0.1547(2) 0.0404(2) 0.0345(6) Uani 1 1 d . . . . .
H8A H 0.412771 0.143349 -0.037552 0.041 Uiso 1 1 calc R U . . .
H8B H 0.272343 0.139358 0.026071 0.041 Uiso 1 1 calc R U . . .
C9 C 0.4185(3) 0.0626(2) 0.1276(2) 0.0341(6) Uani 1 1 d . . . . .
H9A H 0.400190 -0.019054 0.085844 0.041 Uiso 1 1 calc R U . . .
H9B H 0.520134 0.086003 0.151308 0.041 Uiso 1 1 calc R U . . .
C10 C 0.3429(3) 0.0549(2) 0.2385(2) 0.0353(6) Uani 1 1 d . . . . .
H10 H 0.246055 0.019839 0.227848 0.042 Uiso 1 1 calc R U . . .
C11 C 0.3958(3) 0.0913(2) 0.3497(2) 0.0360(6) Uani 1 1 d . . . . .
H11 H 0.332550 0.077697 0.409615 0.043 Uiso 1 1 calc R U . . .
C12 C 0.5430(3) 0.1515(2) 0.3931(2) 0.0364(6) Uani 1 1 d . . . . .
H12A H 0.602848 0.150925 0.326505 0.044 Uiso 1 1 calc R U . . .
H12B H 0.578714 0.104638 0.458713 0.044 Uiso 1 1 calc R U . . .
C13 C 0.5509(3) 0.2832(2) 0.4388(2) 0.0361(6) Uani 1 1 d . . . . .
H13A H 0.517568 0.329734 0.371868 0.043 Uiso 1 1 calc R U . . .
H13B H 0.487080 0.282989 0.502434 0.043 Uiso 1 1 calc R U . . .
C14 C 0.6965(3) 0.3487(2) 0.4888(2) 0.0359(6) Uani 1 1 d . . . . .
H14A H 0.761096 0.348307 0.425901 0.043 Uiso 1 1 calc R U . . .
H14B H 0.729488 0.303693 0.557155 0.043 Uiso 1 1 calc R U . . .
C15 C 0.7001(3) 0.4802(2) 0.5312(2) 0.0353(6) Uani 1 1 d . . . . .
H15A H 0.651622 0.479416 0.605099 0.042 Uiso 1 1 calc R U . . .
H15B H 0.647602 0.519189 0.468855 0.042 Uiso 1 1 calc R U . . .
C16 C 0.8466(3) 0.5578(3) 0.5573(3) 0.0399(6) Uani 1 1 d . . . . .
H16A H 0.895745 0.559078 0.483703 0.048 Uiso 1 1 calc R U . . .
H16B H 0.899308 0.520051 0.620430 0.048 Uiso 1 1 calc R U . . .
C17 C 0.8445(3) 0.6889(3) 0.5985(3) 0.0407(6) Uani 1 1 d . . . . .
H17A H 0.840062 0.691528 0.686578 0.049 Uiso 1 1 calc R U . . .
H17B H 0.757889 0.710841 0.561013 0.049 Uiso 1 1 calc R U . . .
C18 C 0.9685(3) 0.7861(3) 0.5696(3) 0.0426(7) Uani 1 1 d . . . . .
H18A H 1.055416 0.765405 0.607938 0.051 Uiso 1 1 calc R U . . .
H18B H 0.959460 0.865823 0.605441 0.051 Uiso 1 1 calc R U . . .
C19 C 0.9816(3) 0.7991(3) 0.4339(3) 0.0440(7) Uani 1 1 d . . . . .
H19A H 1.054489 0.871503 0.422245 0.053 Uiso 1 1 calc R U . . .
H19B H 1.011438 0.726245 0.401020 0.053 Uiso 1 1 calc R U . . .
C21 C 0.0871(3) 0.6365(3) 0.1176(3) 0.0428(7) Uani 1 1 d . . . . .
H21A H -0.010411 0.608650 0.084873 0.064 Uiso 1 1 calc R U . . .
H21B H 0.129055 0.708149 0.075502 0.064 Uiso 1 1 calc R U . . .
H21C H 0.090838 0.658240 0.203535 0.064 Uiso 1 1 calc R U . . .
O31 O 0.7776(2) 0.48422(18) 0.20946(19) 0.0470(5) Uani 1 1 d . . . . .
O32 O 0.72057(19) 0.29427(17) 0.13340(17) 0.0413(5) Uani 1 1 d . . . . .
C30 C 0.8062(3) 0.3867(3) 0.1766(2) 0.0385(6) Uani 1 1 d . . . . .
H30 H 0.901949 0.381072 0.184722 0.046 Uiso 1 1 calc R U . . .
O41 O 1.0210(2) 0.1741(3) 0.0941(3) 0.0980(10) Uani 1 1 d D . . . .
O42 O 0.7970(2) 0.0923(2) 0.1151(3) 0.0875(10) Uani 1 1 d D . . . .
H42 H 0.7896(10) 0.1776(5) 0.111(4) 0.105 Uiso 1 1 d D U . . .
C40 C 0.9317(2) 0.0874(2) 0.1097(3) 0.0617(9) Uani 1 1 d D . . . .
H40 H 0.958286 0.010594 0.118971 0.074 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.
;

# MOLECULAR GEOMETRY

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
O20 C4 1.345(3) . ?
O20 C21 1.437(3) . ?
N1 C2 1.347(3) . ?
N1 C5 1.393(3) . ?
N1 H1 0.82(3) . ?
N1' C2' 1.366(3) . ?
N1' C5' 1.374(3) . ?
N1' H1' 0.92(3) . ?
N7 C6 1.312(3) . ?
N7 C8 1.463(3) . ?
N7 H7 0.89(3) . ?
C2 C3 1.406(3) . ?
C2 C5' 1.440(3) . ?
C2' C3' 1.373(4) . ?
C2' C19 1.502(4) . ?
C3 C4 1.379(3) . ?
C3 H3 0.9500 . ?
C3' C4' 1.401(4) . ?
C3' H3' 0.9500 . ?
C4 C5 1.417(3) . ?
C4' C5' 1.382(3) . ?
C4' H4' 0.9500 . ?
C5 C6 1.379(3) . ?
C6 H6 0.9500 . ?
C8 C9 1.529(3) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.499(4) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.325(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.500(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.530(4) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 C14 1.521(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.524(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.526(4) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 C17 1.527(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.530(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.543(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O31 C30 1.232(3) . ?
O32 C30 1.252(3) . ?
C30 H30 0.9500 . ?
O41 C40 1.2016(10) . ?
O42 C40 1.3405(10) . ?
O42 H42 0.9721(10) . ?
C40 H40 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
C4 O20 C21 114.9(2) . . ?
C2 N1 C5 109.5(2) . . ?
C2 N1 H1 123(2) . . ?
C5 N1 H1 128(2) . . ?
C2' N1' C5' 109.9(2) . . ?
C2' N1' H1' 126.9(19) . . ?
C5' N1' H1' 123.2(19) . . ?
C6 N7 C8 123.3(2) . . ?
C6 N7 H7 121(2) . . ?
C8 N7 H7 116(2) . . ?
N1 C2 C3 109.2(2) . . ?
N1 C2 C5' 123.8(2) . . ?
C3 C2 C5' 126.9(2) . . ?
N1' C2' C3' 107.3(2) . . ?
N1' C2' C19 120.8(2) . . ?
C3' C2' C19 131.3(2) . . ?
C4 C3 C2 106.5(2) . . ?
C4 C3 H3 126.8 . . ?
C2 C3 H3 126.8 . . ?
C2' C3' C4' 108.2(2) . . ?
C2' C3' H3' 125.9 . . ?
C4' C3' H3' 125.9 . . ?
O20 C4 C3 130.0(2) . . ?
O20 C4 C5 121.1(2) . . ?
C3 C4 C5 109.0(2) . . ?
C5' C4' C3' 107.4(2) . . ?
C5' C4' H4' 126.3 . . ?
C3' C4' H4' 126.3 . . ?
C6 C5 N1 126.8(2) . . ?
C6 C5 C4 127.3(2) . . ?
N1 C5 C4 105.8(2) . . ?
N1' C5' C4' 107.2(2) . . ?
N1' C5' C2 124.1(2) . . ?
C4' C5' C2 128.4(2) . . ?
N7 C6 C5 127.4(2) . . ?
N7 C6 H6 116.3 . . ?
C5 C6 H6 116.3 . . ?
N7 C8 C9 111.6(2) . . ?
N7 C8 H8A 109.3 . . ?
C9 C8 H8A 109.3 . . ?
N7 C8 H8B 109.3 . . ?
C9 C8 H8B 109.3 . . ?
H8A C8 H8B 108.0 . . ?
C10 C9 C8 113.1(2) . . ?
C10 C9 H9A 109.0 . . ?
C8 C9 H9A 109.0 . . ?
C10 C9 H9B 109.0 . . ?
C8 C9 H9B 109.0 . . ?
H9A C9 H9B 107.8 . . ?
C11 C10 C9 127.3(3) . . ?
C11 C10 H10 116.3 . . ?
C9 C10 H10 116.3 . . ?
C10 C11 C12 128.3(3) . . ?
C10 C11 H11 115.9 . . ?
C12 C11 H11 115.9 . . ?
C11 C12 C13 111.1(2) . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C14 C13 C12 114.1(2) . . ?
C14 C13 H13A 108.7 . . ?
C12 C13 H13A 108.7 . . ?
C14 C13 H13B 108.7 . . ?
C12 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 C15 112.4(2) . . ?
C13 C14 H14A 109.1 . . ?
C15 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.9 . . ?
C14 C15 C16 114.4(2) . . ?
C14 C15 H15A 108.7 . . ?
C16 C15 H15A 108.7 . . ?
C14 C15 H15B 108.7 . . ?
C16 C15 H15B 108.7 . . ?
H15A C15 H15B 107.6 . . ?
C15 C16 C17 112.4(2) . . ?
C15 C16 H16A 109.1 . . ?
C17 C16 H16A 109.1 . . ?
C15 C16 H16B 109.1 . . ?
C17 C16 H16B 109.1 . . ?
H16A C16 H16B 107.9 . . ?
C16 C17 C18 115.9(2) . . ?
C16 C17 H17A 108.3 . . ?
C18 C17 H17A 108.3 . . ?
C16 C17 H17B 108.3 . . ?
C18 C17 H17B 108.3 . . ?
H17A C17 H17B 107.4 . . ?
C17 C18 C19 114.0(2) . . ?
C17 C18 H18A 108.7 . . ?
C19 C18 H18A 108.7 . . ?
C17 C18 H18B 108.7 . . ?
C19 C18 H18B 108.7 . . ?
H18A C18 H18B 107.6 . . ?
C2' C19 C18 112.1(2) . . ?
C2' C19 H19A 109.2 . . ?
C18 C19 H19A 109.2 . . ?
C2' C19 H19B 109.2 . . ?
C18 C19 H19B 109.2 . . ?
H19A C19 H19B 107.9 . . ?
O20 C21 H21A 109.5 . . ?
O20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O31 C30 O32 125.9(3) . . ?
O31 C30 H30 117.1 . . ?
O32 C30 H30 117.1 . . ?
C40 O42 H42 107.2(2) . . ?
O41 C40 O42 124.12(19) . . ?
O41 C40 H40 117.9 . . ?
O42 C40 H40 117.9 . . ?

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
C5 N1 C2 C3 -0.4(3) . . . . ?
C5 N1 C2 C5' 176.7(2) . . . . ?
C5' N1' C2' C3' -1.7(3) . . . . ?
C5' N1' C2' C19 170.5(2) . . . . ?
N1 C2 C3 C4 0.6(3) . . . . ?
C5' C2 C3 C4 -176.5(2) . . . . ?
N1' C2' C3' C4' 1.9(3) . . . . ?
C19 C2' C3' C4' -169.2(3) . . . . ?
C21 O20 C4 C3 -1.4(4) . . . . ?
C21 O20 C4 C5 177.2(2) . . . . ?
C2 C3 C4 O20 178.3(2) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C2' C3' C4' C5' -1.4(3) . . . . ?
C2 N1 C5 C6 -177.8(2) . . . . ?
C2 N1 C5 C4 0.1(3) . . . . ?
O20 C4 C5 C6 -0.7(4) . . . . ?
C3 C4 C5 C6 178.2(2) . . . . ?
O20 C4 C5 N1 -178.7(2) . . . . ?
C3 C4 C5 N1 0.2(3) . . . . ?
C2' N1' C5' C4' 0.8(3) . . . . ?
C2' N1' C5' C2 -174.0(2) . . . . ?
C3' C4' C5' N1' 0.3(3) . . . . ?
C3' C4' C5' C2 174.9(2) . . . . ?
N1 C2 C5' N1' -6.8(4) . . . . ?
C3 C2 C5' N1' 169.8(2) . . . . ?
N1 C2 C5' C4' 179.5(2) . . . . ?
C3 C2 C5' C4' -3.9(4) . . . . ?
C8 N7 C6 C5 -178.0(2) . . . . ?
N1 C5 C6 N7 -2.6(4) . . . . ?
C4 C5 C6 N7 179.9(2) . . . . ?
C6 N7 C8 C9 -129.1(3) . . . . ?
N7 C8 C9 C10 71.0(3) . . . . ?
C8 C9 C10 C11 -111.1(3) . . . . ?
C9 C10 C11 C12 1.3(4) . . . . ?
C10 C11 C12 C13 113.0(3) . . . . ?
C11 C12 C13 C14 177.8(2) . . . . ?
C12 C13 C14 C15 179.0(2) . . . . ?
C13 C14 C15 C16 -167.7(2) . . . . ?
C14 C15 C16 C17 179.6(2) . . . . ?
C15 C16 C17 C18 -151.7(2) . . . . ?
C16 C17 C18 C19 62.5(3) . . . . ?
N1' C2' C19 C18 -98.6(3) . . . . ?
C3' C2' C19 C18 71.4(4) . . . . ?
C17 C18 C19 C2' 50.2(3) . . . . ?

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
_geom_hbond_publ_flag
N1 H1 O31 0.82(3) 1.92(3) 2.730(3) 169(3) . yes
N1' H1' O31 0.92(3) 1.92(3) 2.803(3) 159(3) . yes
N7 H7 O32 0.89(3) 1.99(3) 2.855(3) 162(3) . yes
O42 H42 O32 0.9721(10) 1.605(8) 2.521(3) 155.4(16) . yes

_refine_diff_density_max         0.833
_refine_diff_density_min         -0.603
_refine_diff_density_rms         0.055

