# Supplementary Information (SI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2025

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

data_AB_01_187_A_0m
_database_code_depnum_ccdc_archive 'CCDC 2474023'
loop_
_audit_author_name
_audit_author_address
'Denver Ryan Hopkins'
;Purdue University
United States of America
;
_audit_update_record             
;
2025-07-18 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
N-((R)-2-(tert-butylamino)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-2-oxoethyl)-N-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-1H-imidazole-4-carboxamide
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C24 H32 N4 O5, C4 H8 O'
_chemical_formula_sum            'C28 H40 N4 O6'
_chemical_formula_weight         528.64

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

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

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

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

_cell_length_a                   9.5836(6)
_cell_length_b                   11.8565(8)
_cell_length_c                   24.7268(18)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2809.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9882
_cell_measurement_theta_min      3.5750
_cell_measurement_theta_max      77.3776

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.250
_exptl_crystal_F_000             1136
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.633
_exptl_crystal_size_mid          0.098
_exptl_crystal_size_min          0.041
_exptl_absorpt_coefficient_mu    0.720
_shelx_estimated_absorpt_T_min   0.658
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4994
_exptl_absorpt_correction_T_max  0.7541
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I-mu-S microsource X-ray tube'
_diffrn_source_current           '1.0 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'laterally graded multilayer (Goebel) mirror'
_diffrn_measurement_device_type  
;
Bruker AXS D8 Quest diffractometer with PhotonIII_C14 charge-integrating and 
photon counting pixel array detector
;
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            38467
_diffrn_reflns_av_unetI/netI     0.0382
_diffrn_reflns_av_R_equivalents  0.0589
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         3.575
_diffrn_reflns_theta_max         78.087
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5964
_reflns_number_gt                5714
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.767
_reflns_Friedel_fraction_max     0.990
_reflns_Friedel_fraction_full    0.999

_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 v2019.11-0 (Bruker, 2019)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  
;
SHELXL-2019/2 (Sheldrick, 2019)
SHELXLE Rev1183 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
All hydrogens were placed automatically.

There is a disordered THF molecule that has two different envelope
conformations. The more preferred orientation is C27 up, and the minor moiety
has O5 up. The ratio of the orientations is 67:33. The two moieties were
restrained to be similar to each other in both bond lenths and ADPs.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0482P)²+0.2596P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 2426 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(4)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         5964
_refine_ls_number_parameters     396
_refine_ls_number_restraints     160
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0314
_refine_ls_wR_factor_ref         0.0827
_refine_ls_wR_factor_gt          0.0818
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O6A O 0.2038(8) 1.0547(7) 0.7687(4) 0.0584(18) Uani 0.666(16) 1 d D U P A 1
C25A C 0.0963(9) 0.9878(6) 0.7917(4) 0.0629(18) Uani 0.666(16) 1 d D U P A 1
H25A H 0.135913 0.935597 0.818961 0.075 Uiso 0.666(16) 1 calc R U P A 1
H25B H 0.050029 0.942485 0.763270 0.075 Uiso 0.666(16) 1 calc R U P A 1
C26A C -0.0078(8) 1.0663(7) 0.8181(3) 0.0533(16) Uani 0.666(16) 1 d D U P A 1
H26A H -0.010458 1.054876 0.857730 0.064 Uiso 0.666(16) 1 calc R U P A 1
H26B H -0.102607 1.054669 0.803182 0.064 Uiso 0.666(16) 1 calc R U P A 1
C27A C 0.0471(5) 1.1835(4) 0.8040(3) 0.0483(13) Uani 0.666(16) 1 d D U P A 1
H27A H 0.003000 1.213077 0.770740 0.058 Uiso 0.666(16) 1 calc R U P A 1
H27B H 0.031540 1.237332 0.834032 0.058 Uiso 0.666(16) 1 calc R U P A 1
C28A C 0.2000(7) 1.1609(6) 0.7957(4) 0.0465(14) Uani 0.666(16) 1 d D U P A 1
H28A H 0.243068 1.220447 0.773158 0.056 Uiso 0.666(16) 1 calc R U P A 1
H28B H 0.249673 1.157025 0.830730 0.056 Uiso 0.666(16) 1 calc R U P A 1
O6B O 0.1827(16) 1.0626(15) 0.7571(6) 0.053(3) Uani 0.334(16) 1 d D U P A 2
C25B C 0.0704(14) 0.9926(12) 0.7725(7) 0.054(3) Uani 0.334(16) 1 d D U P A 2
H25C H 0.104552 0.926910 0.793358 0.065 Uiso 0.334(16) 1 calc R U P A 2
H25D H 0.019879 0.964830 0.740180 0.065 Uiso 0.334(16) 1 calc R U P A 2
C26B C -0.0244(16) 1.0658(15) 0.8072(9) 0.061(3) Uani 0.334(16) 1 d D U P A 2
H26C H -0.105854 1.092124 0.786004 0.073 Uiso 0.334(16) 1 calc R U P A 2
H26D H -0.058302 1.023200 0.838981 0.073 Uiso 0.334(16) 1 calc R U P A 2
C27B C 0.0649(14) 1.1645(13) 0.8246(8) 0.065(3) Uani 0.334(16) 1 d D U P A 2
H27C H 0.028317 1.236351 0.809966 0.078 Uiso 0.334(16) 1 calc R U P A 2
H27D H 0.069703 1.169837 0.864547 0.078 Uiso 0.334(16) 1 calc R U P A 2
C28B C 0.2054(14) 1.1372(16) 0.8010(9) 0.058(3) Uani 0.334(16) 1 d D U P A 2
H28C H 0.251875 1.206877 0.788256 0.069 Uiso 0.334(16) 1 calc R U P A 2
H28D H 0.265527 1.101053 0.828539 0.069 Uiso 0.334(16) 1 calc R U P A 2
O1 O 0.42354(13) 0.80600(11) 0.52705(6) 0.0296(3) Uani 1 1 d . . . . .
H1A H 0.493(3) 0.783(2) 0.5438(9) 0.044 Uiso 1 1 calc R U . . .
O2 O 0.60865(10) 0.67462(10) 0.57565(5) 0.0212(2) Uani 1 1 d . . . . .
O3 O 0.13795(11) 0.41500(11) 0.54465(6) 0.0279(3) Uani 1 1 d . . . . .
O4 O 0.24824(11) 0.45490(10) 0.42999(5) 0.0241(3) Uani 1 1 d . . . . .
O5 O 0.40627(11) 0.56196(12) 0.38637(5) 0.0264(3) Uani 1 1 d . . . . .
N1 N 0.41976(12) 0.56799(11) 0.55274(6) 0.0166(3) Uani 1 1 d . . . . .
N2 N 0.62521(12) 0.37473(12) 0.56099(6) 0.0205(3) Uani 1 1 d . . . . .
N3 N 0.85199(12) 0.39370(12) 0.54853(6) 0.0234(3) Uani 1 1 d . . . . .
H3 H 0.940410 0.375264 0.544779 0.028 Uiso 1 1 calc R U . . .
N4 N 0.33211(12) 0.31997(12) 0.57203(6) 0.0209(3) Uani 1 1 d . . . . .
H4 H 0.422927 0.315864 0.567159 0.025 Uiso 1 1 calc R U . . .
C1 C 0.32156(14) 0.64676(13) 0.57884(7) 0.0193(3) Uani 1 1 d . . . . .
H1 H 0.228227 0.609053 0.579101 0.023 Uiso 1 1 calc R U . . .
C2 C 0.30080(16) 0.76517(14) 0.55224(7) 0.0241(3) Uani 1 1 d . . . . .
H2 H 0.223516 0.761366 0.525132 0.029 Uiso 1 1 calc R U . . .
C3 C 0.25623(19) 0.84031(17) 0.60015(9) 0.0331(4) Uani 1 1 d . . . . .
H3A H 0.293027 0.917826 0.595888 0.040 Uiso 1 1 calc R U . . .
H3B H 0.153287 0.843810 0.603048 0.040 Uiso 1 1 calc R U . . .
C4 C 0.31839(15) 0.78416(16) 0.64893(8) 0.0252(4) Uani 1 1 d . . . . .
C5 C 0.33719(19) 0.82728(18) 0.70076(9) 0.0333(4) Uani 1 1 d . . . . .
H5 H 0.310249 0.902378 0.709148 0.040 Uiso 1 1 calc R U . . .
C6 C 0.3960(2) 0.7585(2) 0.73986(9) 0.0405(5) Uani 1 1 d . . . . .
H6 H 0.409753 0.786939 0.775378 0.049 Uiso 1 1 calc R U . . .
C7 C 0.4351(2) 0.6483(2) 0.72788(9) 0.0387(5) Uani 1 1 d . . . . .
H7 H 0.475705 0.602435 0.755184 0.046 Uiso 1 1 calc R U . . .
C8 C 0.41536(18) 0.60476(16) 0.67624(8) 0.0284(4) Uani 1 1 d . . . . .
H8 H 0.441130 0.529322 0.668004 0.034 Uiso 1 1 calc R U . . .
C9 C 0.35725(14) 0.67380(15) 0.63707(7) 0.0214(3) Uani 1 1 d . . . . .
C10 C 0.56031(14) 0.58311(13) 0.56061(6) 0.0169(3) Uani 1 1 d . . . . .
C11 C 0.65743(14) 0.48727(13) 0.55406(7) 0.0178(3) Uani 1 1 d . . . . .
C12 C 0.79862(14) 0.50001(14) 0.54636(7) 0.0216(3) Uani 1 1 d . . . . .
H12 H 0.848286 0.568350 0.540726 0.026 Uiso 1 1 calc R U . . .
C13 C 0.74521(15) 0.32133(14) 0.55747(8) 0.0228(3) Uani 1 1 d . . . . .
H13 H 0.755616 0.241947 0.560782 0.027 Uiso 1 1 calc R U . . .
C14 C 0.26525(14) 0.40096(13) 0.54561(7) 0.0182(3) Uani 1 1 d . . . . .
C15 C 0.36263(13) 0.48357(12) 0.51507(6) 0.0161(3) Uani 1 1 d . . . . .
H15 H 0.442229 0.439322 0.499792 0.019 Uiso 1 1 calc R U . . .
C16 C 0.28567(14) 0.54100(13) 0.46796(7) 0.0188(3) Uani 1 1 d . . . . .
H16 H 0.200619 0.581137 0.481319 0.023 Uiso 1 1 calc R U . . .
C17 C 0.37911(16) 0.62173(15) 0.43534(7) 0.0236(3) Uani 1 1 d . . . . .
H17A H 0.330281 0.693684 0.427953 0.028 Uiso 1 1 calc R U . . .
H17B H 0.466862 0.637915 0.454984 0.028 Uiso 1 1 calc R U . . .
C18 C 0.28622(16) 0.49486(15) 0.37710(7) 0.0241(3) Uani 1 1 d . . . . .
C19 C 0.16812(18) 0.56425(17) 0.35267(9) 0.0315(4) Uani 1 1 d . . . . .
H19A H 0.195419 0.590416 0.316600 0.047 Uiso 1 1 calc R U . . .
H19B H 0.148895 0.629430 0.375876 0.047 Uiso 1 1 calc R U . . .
H19C H 0.084096 0.517507 0.349840 0.047 Uiso 1 1 calc R U . . .
C20 C 0.3257(2) 0.39522(19) 0.34245(9) 0.0375(4) Uani 1 1 d . . . . .
H20A H 0.355498 0.421785 0.306732 0.056 Uiso 1 1 calc R U . . .
H20B H 0.244997 0.345188 0.338443 0.056 Uiso 1 1 calc R U . . .
H20C H 0.402404 0.353916 0.359640 0.056 Uiso 1 1 calc R U . . .
C21 C 0.26903(16) 0.23571(14) 0.60894(7) 0.0238(3) Uani 1 1 d . . . . .
C22 C 0.16756(17) 0.15944(15) 0.57854(8) 0.0273(4) Uani 1 1 d . . . . .
H22A H 0.090459 0.204784 0.564224 0.041 Uiso 1 1 calc R U . . .
H22B H 0.130638 0.102167 0.603277 0.041 Uiso 1 1 calc R U . . .
H22C H 0.216419 0.122378 0.548601 0.041 Uiso 1 1 calc R U . . .
C23 C 0.1947(3) 0.2950(2) 0.65546(10) 0.0453(5) Uani 1 1 d . . . . .
H23A H 0.120530 0.343335 0.641019 0.068 Uiso 1 1 calc R U . . .
H23B H 0.261780 0.341297 0.675525 0.068 Uiso 1 1 calc R U . . .
H23C H 0.153944 0.238616 0.679745 0.068 Uiso 1 1 calc R U . . .
C24 C 0.3901(2) 0.1646(2) 0.62967(11) 0.0440(6) Uani 1 1 d . . . . .
H24A H 0.436029 0.127206 0.599144 0.066 Uiso 1 1 calc R U . . .
H24B H 0.354870 0.107648 0.654923 0.066 Uiso 1 1 calc R U . . .
H24C H 0.457357 0.213311 0.648294 0.066 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
O6A C25A 1.419(6) . ?
O6A C28A 1.424(6) . ?
C25A C26A 1.513(6) . ?
C25A H25A 0.9900 . ?
C25A H25B 0.9900 . ?
C26A C27A 1.525(7) . ?
C26A H26A 0.9900 . ?
C26A H26B 0.9900 . ?
C27A C28A 1.503(6) . ?
C27A H27A 0.9900 . ?
C27A H27B 0.9900 . ?
C28A H28A 0.9900 . ?
C28A H28B 0.9900 . ?
O6B C25B 1.411(10) . ?
O6B C28B 1.416(11) . ?
C25B C26B 1.522(10) . ?
C25B H25C 0.9900 . ?
C25B H25D 0.9900 . ?
C26B C27B 1.513(11) . ?
C26B H26C 0.9900 . ?
C26B H26D 0.9900 . ?
C27B C28B 1.503(10) . ?
C27B H27C 0.9900 . ?
C27B H27D 0.9900 . ?
C28B H28C 0.9900 . ?
C28B H28D 0.9900 . ?
O1 C2 1.416(2) . ?
O1 H1A 0.83(3) . ?
O2 C10 1.237(2) . ?
O3 C14 1.2315(18) . ?
O4 C16 1.433(2) . ?
O4 C18 1.438(2) . ?
O5 C18 1.4174(19) . ?
O5 C17 1.427(2) . ?
N1 C10 1.3727(17) . ?
N1 C15 1.4727(19) . ?
N1 C1 1.4746(18) . ?
N2 C13 1.3157(19) . ?
N2 C11 1.380(2) . ?
N3 C13 1.354(2) . ?
N3 C12 1.361(2) . ?
N3 H3 0.8800 . ?
N4 C14 1.326(2) . ?
N4 C21 1.482(2) . ?
N4 H4 0.8800 . ?
C1 C9 1.514(2) . ?
C1 C2 1.563(2) . ?
C1 H1 1.0000 . ?
C2 C3 1.542(3) . ?
C2 H2 1.0000 . ?
C3 C4 1.501(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.391(3) . ?
C4 C9 1.392(2) . ?
C5 C6 1.385(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.391(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.390(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(3) . ?
C8 H8 0.9500 . ?
C10 C11 1.478(2) . ?
C11 C12 1.3747(18) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.549(2) . ?
C15 C16 1.538(2) . ?
C15 H15 1.0000 . ?
C16 C17 1.539(2) . ?
C16 H16 1.0000 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C20 1.508(3) . ?
C18 C19 1.524(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 C24 1.523(2) . ?
C21 C23 1.525(3) . ?
C21 C22 1.526(2) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?

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
C25A O6A C28A 106.7(5) . . ?
O6A C25A C26A 107.9(5) . . ?
O6A C25A H25A 110.1 . . ?
C26A C25A H25A 110.1 . . ?
O6A C25A H25B 110.1 . . ?
C26A C25A H25B 110.1 . . ?
H25A C25A H25B 108.4 . . ?
C25A C26A C27A 103.6(4) . . ?
C25A C26A H26A 111.0 . . ?
C27A C26A H26A 111.0 . . ?
C25A C26A H26B 111.0 . . ?
C27A C26A H26B 111.0 . . ?
H26A C26A H26B 109.0 . . ?
C28A C27A C26A 101.8(4) . . ?
C28A C27A H27A 111.4 . . ?
C26A C27A H27A 111.4 . . ?
C28A C27A H27B 111.4 . . ?
C26A C27A H27B 111.4 . . ?
H27A C27A H27B 109.3 . . ?
O6A C28A C27A 104.3(5) . . ?
O6A C28A H28A 110.9 . . ?
C27A C28A H28A 110.9 . . ?
O6A C28A H28B 110.9 . . ?
C27A C28A H28B 110.9 . . ?
H28A C28A H28B 108.9 . . ?
C25B O6B C28B 106.2(9) . . ?
O6B C25B C26B 105.7(8) . . ?
O6B C25B H25C 110.6 . . ?
C26B C25B H25C 110.6 . . ?
O6B C25B H25D 110.6 . . ?
C26B C25B H25D 110.6 . . ?
H25C C25B H25D 108.7 . . ?
C27B C26B C25B 105.3(8) . . ?
C27B C26B H26C 110.7 . . ?
C25B C26B H26C 110.7 . . ?
C27B C26B H26D 110.7 . . ?
C25B C26B H26D 110.7 . . ?
H26C C26B H26D 108.8 . . ?
C28B C27B C26B 103.2(8) . . ?
C28B C27B H27C 111.1 . . ?
C26B C27B H27C 111.1 . . ?
C28B C27B H27D 111.1 . . ?
C26B C27B H27D 111.1 . . ?
H27C C27B H27D 109.1 . . ?
O6B C28B C27B 107.2(10) . . ?
O6B C28B H28C 110.3 . . ?
C27B C28B H28C 110.3 . . ?
O6B C28B H28D 110.3 . . ?
C27B C28B H28D 110.3 . . ?
H28C C28B H28D 108.5 . . ?
C2 O1 H1A 109.5 . . ?
C16 O4 C18 107.33(12) . . ?
C18 O5 C17 105.54(12) . . ?
C10 N1 C15 122.91(12) . . ?
C10 N1 C1 118.78(13) . . ?
C15 N1 C1 118.03(11) . . ?
C13 N2 C11 105.16(12) . . ?
C13 N3 C12 108.02(12) . . ?
C13 N3 H3 126.0 . . ?
C12 N3 H3 126.0 . . ?
C14 N4 C21 126.46(12) . . ?
C14 N4 H4 116.8 . . ?
C21 N4 H4 116.8 . . ?
N1 C1 C9 113.96(12) . . ?
N1 C1 C2 117.77(13) . . ?
C9 C1 C2 103.81(13) . . ?
N1 C1 H1 106.9 . . ?
C9 C1 H1 106.9 . . ?
C2 C1 H1 106.9 . . ?
O1 C2 C3 111.74(15) . . ?
O1 C2 C1 112.73(12) . . ?
C3 C2 C1 103.35(14) . . ?
O1 C2 H2 109.6 . . ?
C3 C2 H2 109.6 . . ?
C1 C2 H2 109.6 . . ?
C4 C3 C2 104.54(14) . . ?
C4 C3 H3A 110.8 . . ?
C2 C3 H3A 110.8 . . ?
C4 C3 H3B 110.8 . . ?
C2 C3 H3B 110.8 . . ?
H3A C3 H3B 108.9 . . ?
C5 C4 C9 120.32(18) . . ?
C5 C4 C3 128.94(18) . . ?
C9 C4 C3 110.72(16) . . ?
C6 C5 C4 118.64(19) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C7 120.9(2) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 120.5(2) . . ?
C8 C7 H7 119.8 . . ?
C6 C7 H7 119.8 . . ?
C9 C8 C7 118.54(18) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C8 C9 C4 121.06(17) . . ?
C8 C9 C1 129.10(16) . . ?
C4 C9 C1 109.81(15) . . ?
O2 C10 N1 121.65(13) . . ?
O2 C10 C11 118.13(12) . . ?
N1 C10 C11 120.14(14) . . ?
C12 C11 N2 110.10(13) . . ?
C12 C11 C10 123.41(14) . . ?
N2 C11 C10 126.07(13) . . ?
N3 C12 C11 105.22(13) . . ?
N3 C12 H12 127.4 . . ?
C11 C12 H12 127.4 . . ?
N2 C13 N3 111.50(14) . . ?
N2 C13 H13 124.2 . . ?
N3 C13 H13 124.2 . . ?
O3 C14 N4 125.86(15) . . ?
O3 C14 C15 120.12(14) . . ?
N4 C14 C15 114.00(12) . . ?
N1 C15 C16 110.88(12) . . ?
N1 C15 C14 110.21(12) . . ?
C16 C15 C14 111.11(11) . . ?
N1 C15 H15 108.2 . . ?
C16 C15 H15 108.2 . . ?
C14 C15 H15 108.2 . . ?
O4 C16 C15 107.52(12) . . ?
O4 C16 C17 104.21(13) . . ?
C15 C16 C17 113.17(12) . . ?
O4 C16 H16 110.6 . . ?
C15 C16 H16 110.6 . . ?
C17 C16 H16 110.6 . . ?
O5 C17 C16 104.01(13) . . ?
O5 C17 H17A 111.0 . . ?
C16 C17 H17A 111.0 . . ?
O5 C17 H17B 111.0 . . ?
C16 C17 H17B 111.0 . . ?
H17A C17 H17B 109.0 . . ?
O5 C18 O4 104.08(12) . . ?
O5 C18 C20 109.14(14) . . ?
O4 C18 C20 108.80(15) . . ?
O5 C18 C19 111.34(14) . . ?
O4 C18 C19 110.51(14) . . ?
C20 C18 C19 112.60(16) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
N4 C21 C24 105.63(13) . . ?
N4 C21 C23 110.13(15) . . ?
C24 C21 C23 110.9(2) . . ?
N4 C21 C22 110.86(14) . . ?
C24 C21 C22 108.87(16) . . ?
C23 C21 C22 110.31(15) . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C23 H23A 109.5 . . ?
C21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C21 C24 H24A 109.5 . . ?
C21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
C21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?

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
C28A O6A C25A C26A 21.0(9) . . . . ?
O6A C25A C26A C27A 3.8(8) . . . . ?
C25A C26A C27A C28A -25.3(7) . . . . ?
C25A O6A C28A C27A -37.8(8) . . . . ?
C26A C27A C28A O6A 38.7(8) . . . . ?
C28B O6B C25B C26B 33.4(19) . . . . ?
O6B C25B C26B C27B -18(2) . . . . ?
C25B C26B C27B C28B -3(2) . . . . ?
C25B O6B C28B C27B -36(2) . . . . ?
C26B C27B C28B O6B 23(2) . . . . ?
C10 N1 C1 C9 -43.6(2) . . . . ?
C15 N1 C1 C9 142.31(14) . . . . ?
C10 N1 C1 C2 78.32(18) . . . . ?
C15 N1 C1 C2 -95.74(16) . . . . ?
N1 C1 C2 O1 -32.8(2) . . . . ?
C9 C1 C2 O1 94.23(15) . . . . ?
N1 C1 C2 C3 -153.59(13) . . . . ?
C9 C1 C2 C3 -26.57(14) . . . . ?
O1 C2 C3 C4 -95.26(17) . . . . ?
C1 C2 C3 C4 26.21(17) . . . . ?
C2 C3 C4 C5 164.60(17) . . . . ?
C2 C3 C4 C9 -16.56(19) . . . . ?
C9 C4 C5 C6 0.4(3) . . . . ?
C3 C4 C5 C6 179.19(18) . . . . ?
C4 C5 C6 C7 -0.3(3) . . . . ?
C5 C6 C7 C8 -0.3(3) . . . . ?
C6 C7 C8 C9 0.6(3) . . . . ?
C7 C8 C9 C4 -0.4(2) . . . . ?
C7 C8 C9 C1 -178.26(16) . . . . ?
C5 C4 C9 C8 -0.1(2) . . . . ?
C3 C4 C9 C8 -179.06(15) . . . . ?
C5 C4 C9 C1 178.11(14) . . . . ?
C3 C4 C9 C1 -0.85(17) . . . . ?
N1 C1 C9 C8 -35.0(2) . . . . ?
C2 C1 C9 C8 -164.36(16) . . . . ?
N1 C1 C9 C4 146.98(13) . . . . ?
C2 C1 C9 C4 17.61(15) . . . . ?
C15 N1 C10 O2 153.64(15) . . . . ?
C1 N1 C10 O2 -20.1(2) . . . . ?
C15 N1 C10 C11 -29.7(2) . . . . ?
C1 N1 C10 C11 156.53(14) . . . . ?
C13 N2 C11 C12 0.0(2) . . . . ?
C13 N2 C11 C10 -172.74(16) . . . . ?
O2 C10 C11 C12 -21.9(2) . . . . ?
N1 C10 C11 C12 161.35(16) . . . . ?
O2 C10 C11 N2 149.92(16) . . . . ?
N1 C10 C11 N2 -26.8(3) . . . . ?
C13 N3 C12 C11 -0.3(2) . . . . ?
N2 C11 C12 N3 0.2(2) . . . . ?
C10 C11 C12 N3 173.13(15) . . . . ?
C11 N2 C13 N3 -0.2(2) . . . . ?
C12 N3 C13 N2 0.3(2) . . . . ?
C21 N4 C14 O3 -5.0(3) . . . . ?
C21 N4 C14 C15 173.67(15) . . . . ?
C10 N1 C15 C16 -114.61(15) . . . . ?
C1 N1 C15 C16 59.18(17) . . . . ?
C10 N1 C15 C14 121.94(15) . . . . ?
C1 N1 C15 C14 -64.27(16) . . . . ?
O3 C14 C15 N1 98.16(17) . . . . ?
N4 C14 C15 N1 -80.63(16) . . . . ?
O3 C14 C15 C16 -25.2(2) . . . . ?
N4 C14 C15 C16 156.05(14) . . . . ?
C18 O4 C16 C15 -133.26(12) . . . . ?
C18 O4 C16 C17 -12.90(15) . . . . ?
N1 C15 C16 O4 173.10(11) . . . . ?
C14 C15 C16 O4 -63.96(15) . . . . ?
N1 C15 C16 C17 58.58(16) . . . . ?
C14 C15 C16 C17 -178.48(13) . . . . ?
C18 O5 C17 C16 30.99(15) . . . . ?
O4 C16 C17 O5 -10.87(15) . . . . ?
C15 C16 C17 O5 105.62(14) . . . . ?
C17 O5 C18 O4 -39.64(16) . . . . ?
C17 O5 C18 C20 -155.67(15) . . . . ?
C17 O5 C18 C19 79.42(17) . . . . ?
C16 O4 C18 O5 32.41(15) . . . . ?
C16 O4 C18 C20 148.67(13) . . . . ?
C16 O4 C18 C19 -87.22(15) . . . . ?
C14 N4 C21 C24 -178.52(18) . . . . ?
C14 N4 C21 C23 -58.7(2) . . . . ?
C14 N4 C21 C22 63.7(2) . . . . ?

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
O1 H1A O2 0.83 1.88 2.6491(17) 155.4 . yes
N3 H3 O3 0.88 1.95 2.7538(16) 151.0 1_655 yes
N4 H4 N2 0.88 2.07 2.8959(17) 156.8 . yes

_refine_diff_density_max         0.181
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.040

####################################################################### 
# 
# 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_AB_03_065_0m
_database_code_depnum_ccdc_archive 'CCDC 2501300'
loop_
_audit_author_name
_audit_author_address
'John Vargo'
;Purdue University
United States of America
;
_audit_update_record             
;
2025-11-07 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C32 H41 N5 O6'
_chemical_formula_weight         591.70

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   9.6747(5)
_cell_length_b                   10.7211(4)
_cell_length_c                   15.9751(6)
_cell_angle_alpha                90
_cell_angle_beta                 92.949(3)
_cell_angle_gamma                90
_cell_volume                     1654.80(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    6298
_cell_measurement_theta_min      4.5765
_cell_measurement_theta_max      75.8011

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_F_000             632
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.432
_exptl_crystal_size_mid          0.037
_exptl_crystal_size_min          0.023
_exptl_absorpt_coefficient_mu    0.676
_shelx_estimated_absorpt_T_min   0.759
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6583
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I-mu-S 3.0 microsource X-ray tube'
_diffrn_source_current           '1.1 mA'
_diffrn_source_voltage           '50 kV'
_diffrn_radiation_monochromator  'HELIOS multilayer Montel optics'
_diffrn_measurement_device       'four circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_detector_type            
'PhotonIII_C14 charge-integrating and photon counting pixel array'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            27249
_diffrn_reflns_av_unetI/netI     0.0730
_diffrn_reflns_av_R_equivalents  0.0864
_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       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         4.576
_diffrn_reflns_theta_max         80.484
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             7037
_reflns_number_gt                4961
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.858
_reflns_Friedel_fraction_max     0.947
_reflns_Friedel_fraction_full    0.988

_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       'Apex6 v2024.9-1 (Bruker, 2025)'
_computing_cell_refinement       'SAINT V8.41 (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.41 (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Crytal collection at r.t. so disorder was present in the tBu, NO2,
and 5 membered ring. Friedal pairs relatively high, but confident
that one enantiomer is present from chiral HPLC.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0311P)²+0.0972P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0091(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1719 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.20(18)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7037
_refine_ls_number_parameters     522
_refine_ls_number_restraints     470
_refine_ls_R_factor_all          0.0722
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1176
_refine_ls_wR_factor_gt          0.1010
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.076
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.0027(15) 0.6498(14) 0.9137(9) 0.088(3) Uani 0.60(2) 1 d D U P A 1
C2 C -0.0893(16) 0.7647(15) 0.9257(8) 0.116(4) Uani 0.60(2) 1 d D U P A 1
H2A H -0.125478 0.793572 0.872090 0.175 Uiso 0.60(2) 1 calc R U P A 1
H2B H -0.035423 0.829734 0.952835 0.175 Uiso 0.60(2) 1 calc R U P A 1
H2C H -0.164492 0.742646 0.959785 0.175 Uiso 0.60(2) 1 calc R U P A 1
C3 C 0.079(2) 0.620(2) 0.9982(10) 0.121(5) Uani 0.60(2) 1 d D U P A 1
H3A H 0.123149 0.539985 0.995058 0.181 Uiso 0.60(2) 1 calc R U P A 1
H3B H 0.014636 0.619157 1.041671 0.181 Uiso 0.60(2) 1 calc R U P A 1
H3C H 0.148467 0.682777 1.010411 0.181 Uiso 0.60(2) 1 calc R U P A 1
C4 C -0.088(2) 0.5400(19) 0.8897(11) 0.132(5) Uani 0.60(2) 1 d D U P A 1
H4A H -0.150283 0.562584 0.843313 0.198 Uiso 0.60(2) 1 calc R U P A 1
H4B H -0.140848 0.516399 0.936540 0.198 Uiso 0.60(2) 1 calc R U P A 1
H4C H -0.031743 0.471169 0.873953 0.198 Uiso 0.60(2) 1 calc R U P A 1
C1' C 0.001(2) 0.640(2) 0.9111(14) 0.093(4) Uani 0.40(2) 1 d D U P A 2
C2' C -0.140(2) 0.701(3) 0.8971(15) 0.120(5) Uani 0.40(2) 1 d D U P A 2
H2'A H -0.128776 0.785898 0.879331 0.180 Uiso 0.40(2) 1 calc R U P A 2
H2'B H -0.187679 0.699999 0.948471 0.180 Uiso 0.40(2) 1 calc R U P A 2
H2'C H -0.193765 0.656210 0.854725 0.180 Uiso 0.40(2) 1 calc R U P A 2
C3' C 0.062(3) 0.681(3) 0.9973(17) 0.124(7) Uani 0.40(2) 1 d D U P A 2
H3'A H 0.147593 0.637454 1.009666 0.186 Uiso 0.40(2) 1 calc R U P A 2
H3'B H -0.002061 0.661603 1.039280 0.186 Uiso 0.40(2) 1 calc R U P A 2
H3'C H 0.079084 0.769042 0.996837 0.186 Uiso 0.40(2) 1 calc R U P A 2
C4' C -0.020(3) 0.4981(19) 0.9062(15) 0.113(6) Uani 0.40(2) 1 d D U P A 2
H4'A H -0.045023 0.474660 0.849447 0.170 Uiso 0.40(2) 1 calc R U P A 2
H4'B H -0.092050 0.474094 0.941901 0.170 Uiso 0.40(2) 1 calc R U P A 2
H4'C H 0.064659 0.456745 0.924173 0.170 Uiso 0.40(2) 1 calc R U P A 2
N5 N 0.4044(15) -0.0162(14) 1.0046(8) 0.105(3) Uani 0.59(2) 1 d D U P B 5
O5 O 0.4798(18) 0.0459(18) 1.0530(8) 0.156(5) Uani 0.59(2) 1 d D U P B 5
O6 O 0.3541(16) -0.1201(14) 1.0137(11) 0.105(3) Uani 0.59(2) 1 d D U P B 5
N5' N 0.430(2) -0.026(2) 0.9885(12) 0.107(4) Uani 0.41(2) 1 d D U P B 6
O5' O 0.546(2) -0.0081(18) 1.0156(15) 0.143(6) Uani 0.41(2) 1 d D U P B 6
O6' O 0.392(3) -0.114(3) 1.025(2) 0.141(6) Uani 0.41(2) 1 d D U P B 6
O1 O 0.2218(3) 0.9741(2) 0.62779(15) 0.0620(6) Uani 1 1 d . . . . .
O4 O 0.4940(3) 0.6313(2) 0.54510(19) 0.0813(9) Uani 1 1 d . . . . .
N1 N 0.2947(3) 0.9255(2) 0.49911(16) 0.0527(6) Uani 1 1 d . . . . .
H1 H 0.360555 0.892139 0.472682 0.063 Uiso 1 1 calc R U . . .
N2 N 0.3719(3) 0.7221(2) 0.64505(15) 0.0471(6) Uani 1 1 d . . . . .
N3 N 0.4383(3) 0.3928(2) 0.59304(19) 0.0625(7) Uani 1 1 d . . . . .
N4 N 0.2730(3) 0.3217(2) 0.67022(18) 0.0573(7) Uani 1 1 d . . . . .
C5 C 0.1015(4) 0.6732(3) 0.8438(2) 0.0625(9) Uani 1 1 d D . . . .
C6 C 0.0523(4) 0.7143(3) 0.7652(2) 0.0599(8) Uani 1 1 d . . . . .
H6 H -0.041797 0.729762 0.755759 0.072 Uiso 1 1 calc R U . . .
C7 C 0.1409(4) 0.7327(3) 0.7005(2) 0.0534(7) Uani 1 1 d . . . . .
H7 H 0.105494 0.759220 0.648261 0.064 Uiso 1 1 calc R U . . .
C8 C 0.2810(3) 0.7117(2) 0.71350(18) 0.0458(7) Uani 1 1 d . . . . .
C9 C 0.3326(4) 0.6745(3) 0.7919(2) 0.0562(8) Uani 1 1 d . . . . .
H9 H 0.427173 0.662611 0.801981 0.067 Uiso 1 1 calc R U . . .
C10 C 0.2423(5) 0.6549(3) 0.8557(2) 0.0641(9) Uani 1 1 d . . . . .
H10 H 0.277966 0.628609 0.907972 0.077 Uiso 1 1 calc R U . . .
C11 C 0.1773(4) 0.9807(3) 0.4488(2) 0.0657(9) Uani 1 1 d . . . . .
C12 C 0.1633(6) 1.1198(4) 0.4658(3) 0.0860(13) Uani 1 1 d . . . . .
H12A H 0.250146 1.160328 0.457794 0.129 Uiso 1 1 calc R U . . .
H12B H 0.137655 1.132201 0.522442 0.129 Uiso 1 1 calc R U . . .
H12C H 0.093409 1.154496 0.427844 0.129 Uiso 1 1 calc R U . . .
C13 C 0.2100(7) 0.9627(5) 0.3569(3) 0.0951(16) Uani 1 1 d . . . . .
H13A H 0.135868 0.996282 0.321463 0.143 Uiso 1 1 calc R U . . .
H13B H 0.220021 0.875379 0.345433 0.143 Uiso 1 1 calc R U . . .
H13C H 0.294539 1.005243 0.346012 0.143 Uiso 1 1 calc R U . . .
C14 C 0.0456(5) 0.9109(5) 0.4670(3) 0.0952(14) Uani 1 1 d . . . . .
H14A H -0.030025 0.943250 0.432330 0.143 Uiso 1 1 calc R U . . .
H14B H 0.026284 0.921474 0.524949 0.143 Uiso 1 1 calc R U . . .
H14C H 0.057349 0.823806 0.455343 0.143 Uiso 1 1 calc R U . . .
C15 C 0.3052(3) 0.9240(2) 0.58296(19) 0.0470(7) Uani 1 1 d . . . . .
C16 C 0.4247(3) 0.8463(2) 0.6214(2) 0.0484(7) Uani 1 1 d . . . . .
H16A H 0.493883 0.835056 0.579351 0.073 Uiso 1 1 calc R U . C 1
O2 O 0.722(2) 0.9358(19) 0.7512(17) 0.083(3) Uani 0.174(11) 1 d D U P D 1
O3 O 0.542(3) 1.032(3) 0.681(4) 0.068(4) Uani 0.174(11) 1 d D U P D 1
C17 C 0.4932(4) 0.9109(3) 0.6978(2) 0.0589(8) Uani 0.174(11) 1 d D U P D 1
H17A H 0.419275 0.922586 0.736785 0.088 Uiso 0.174(11) 1 calc R U P D 1
C18 C 0.613(3) 0.852(3) 0.750(3) 0.073(4) Uani 0.174(11) 1 d D U P D 1
H18A H 0.585177 0.835747 0.806029 0.110 Uiso 0.174(11) 1 calc R U P D 1
H18B H 0.639505 0.774193 0.724499 0.110 Uiso 0.174(11) 1 calc R U P D 1
C19 C 0.689(3) 1.040(3) 0.699(2) 0.080(3) Uani 0.174(11) 1 d D U P D 1
C20 C 0.711(5) 1.154(3) 0.752(3) 0.092(7) Uani 0.174(11) 1 d D U P D 1
H20A H 0.790872 1.143299 0.788883 0.139 Uiso 0.174(11) 1 calc R U P D 1
H20B H 0.630954 1.168019 0.783958 0.139 Uiso 0.174(11) 1 calc R U P D 1
H20C H 0.724083 1.225218 0.716264 0.139 Uiso 0.174(11) 1 calc R U P D 1
C21 C 0.769(5) 1.028(4) 0.621(3) 0.097(7) Uani 0.174(11) 1 d D U P D 1
H21A H 0.752087 0.948327 0.595809 0.145 Uiso 0.174(11) 1 calc R U P D 1
H21B H 0.866248 1.036922 0.635802 0.145 Uiso 0.174(11) 1 calc R U P D 1
H21C H 0.740856 1.092855 0.582201 0.145 Uiso 0.174(11) 1 calc R U P D 1
O2' O 0.7322(4) 0.8988(4) 0.7015(4) 0.0852(15) Uani 0.826(11) 1 d D U P D 2
O3' O 0.5499(7) 1.0252(5) 0.6700(7) 0.0725(19) Uani 0.826(11) 1 d D U P D 2
C17' C 0.4932(4) 0.9109(3) 0.6978(2) 0.0589(8) Uani 0.826(11) 1 d D U P D 2
H17' H 0.426631 0.925402 0.740996 0.088 Uiso 0.826(11) 1 calc R U P D 2
C18' C 0.6192(7) 0.8384(6) 0.7330(6) 0.078(2) Uani 0.826(11) 1 d D U P D 2
H18C H 0.624135 0.840455 0.793813 0.116 Uiso 0.826(11) 1 calc R U P D 2
H18D H 0.615217 0.752223 0.714671 0.116 Uiso 0.826(11) 1 calc R U P D 2
C19' C 0.6967(8) 1.0253(6) 0.6867(5) 0.0765(16) Uani 0.826(11) 1 d D U P D 2
C20' C 0.7349(11) 1.1033(9) 0.7621(6) 0.109(3) Uani 0.826(11) 1 d D U P D 2
H20D H 0.832905 1.117923 0.765111 0.163 Uiso 0.826(11) 1 calc R U P D 2
H20E H 0.709294 1.060359 0.811741 0.163 Uiso 0.826(11) 1 calc R U P D 2
H20F H 0.686917 1.181610 0.757891 0.163 Uiso 0.826(11) 1 calc R U P D 2
C21' C 0.7623(13) 1.0718(9) 0.6087(6) 0.112(3) Uani 0.826(11) 1 d D U P D 2
H21D H 0.734442 1.019485 0.562071 0.168 Uiso 0.826(11) 1 calc R U P D 2
H21E H 0.861256 1.069615 0.617163 0.168 Uiso 0.826(11) 1 calc R U P D 2
H21F H 0.732951 1.155936 0.597285 0.168 Uiso 0.826(11) 1 calc R U P D 2
C22 C 0.4163(4) 0.6198(3) 0.6026(2) 0.0549(8) Uani 1 1 d . . . . .
C23 C 0.3706(4) 0.4925(3) 0.6264(2) 0.0516(7) Uani 1 1 d . . . . .
C24 C 0.2674(4) 0.4489(3) 0.6742(2) 0.0557(8) Uani 1 1 d . . . . .
H24 H 0.205595 0.496400 0.703461 0.067 Uiso 1 1 calc R U . . .
C25 C 0.3779(4) 0.2933(3) 0.6209(3) 0.0635(9) Uani 1 1 d . . . . .
H25 H 0.403927 0.212213 0.608178 0.076 Uiso 1 1 calc R U . . .
C26 C 0.1813(4) 0.2361(3) 0.7113(2) 0.0622(9) Uani 1 1 d . . . . .
H26A H 0.151594 0.171887 0.671615 0.075 Uiso 1 1 calc R U . . .
H26B H 0.099522 0.281647 0.726391 0.075 Uiso 1 1 calc R U . . .
C27 C 0.2441(4) 0.1746(3) 0.7885(2) 0.0564(8) Uani 1 1 d . . . . .
C28 C 0.1942(4) 0.0587(3) 0.8112(2) 0.0598(9) Uani 1 1 d . . . . .
H28 H 0.122007 0.022755 0.778922 0.072 Uiso 1 1 calc R U . . .
C29 C 0.2487(4) -0.0041(3) 0.8799(2) 0.0646(9) Uani 1 1 d . . . . .
H29 H 0.214433 -0.081829 0.894280 0.078 Uiso 1 1 calc R U . . .
C30 C 0.3531(5) 0.0491(4) 0.9263(3) 0.0791(11) Uani 1 1 d D U . . .
C31 C 0.4052(7) 0.1646(6) 0.9077(3) 0.1083(19) Uani 1 1 d . . . . .
H31 H 0.476457 0.199983 0.941013 0.130 Uiso 1 1 calc R U . . .
C32 C 0.3488(6) 0.2270(4) 0.8381(3) 0.0900(14) Uani 1 1 d . . . . .
H32 H 0.382287 0.305514 0.824820 0.108 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
C1 C4 1.508(14) . ?
C1 C5 1.527(12) . ?
C1 C2 1.539(14) . ?
C1 C3 1.539(14) . ?
C2 H2A 0.9600 . ?
C2 H2B 0.9600 . ?
C2 H2C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C1' C2' 1.526(18) . ?
C1' C5 1.527(17) . ?
C1' C3' 1.534(18) . ?
C1' C4' 1.535(18) . ?
C2' H2'A 0.9600 . ?
C2' H2'B 0.9600 . ?
C2' H2'C 0.9600 . ?
C3' H3'A 0.9600 . ?
C3' H3'B 0.9600 . ?
C3' H3'C 0.9600 . ?
C4' H4'A 0.9600 . ?
C4' H4'B 0.9600 . ?
C4' H4'C 0.9600 . ?
N5 O6 1.228(14) . ?
N5 O5 1.230(13) . ?
N5 C30 1.496(12) . ?
N5' O6' 1.175(19) . ?
N5' O5' 1.190(17) . ?
N5' C30 1.458(17) . ?
O1 C15 1.230(4) . ?
O4 C22 1.223(4) . ?
N1 C15 1.338(4) . ?
N1 C11 1.481(5) . ?
N1 H1 0.8600 . ?
N2 C22 1.371(4) . ?
N2 C8 1.442(4) . ?
N2 C16 1.482(3) . ?
N3 C25 1.305(4) . ?
N3 C23 1.376(4) . ?
N4 C25 1.351(5) . ?
N4 C24 1.366(3) . ?
N4 C26 1.456(4) . ?
C5 C10 1.380(6) . ?
C5 C6 1.391(6) . ?
C6 C7 1.390(5) . ?
C6 H6 0.9300 . ?
C7 C8 1.379(5) . ?
C7 H7 0.9300 . ?
C8 C9 1.383(5) . ?
C9 C10 1.392(5) . ?
C9 H9 0.9300 . ?
C10 H10 0.9300 . ?
C11 C14 1.519(7) . ?
C11 C12 1.523(6) . ?
C11 C13 1.531(6) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 C16 1.528(4) . ?
C16 C17' 1.525(5) . ?
C16 C17 1.525(5) . ?
C16 H16A 0.9800 . ?
O2 C18 1.38(2) . ?
O2 C19 1.42(2) . ?
O3 C17 1.41(2) . ?
O3 C19 1.43(2) . ?
C17 C18 1.52(2) . ?
C17 H17A 0.9800 . ?
C18 H18A 0.9700 . ?
C18 H18B 0.9700 . ?
C19 C21 1.50(2) . ?
C19 C20 1.50(2) . ?
C20 H20A 0.9600 . ?
C20 H20B 0.9600 . ?
C20 H20C 0.9600 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
O2' C18' 1.387(8) . ?
O2' C19' 1.416(7) . ?
O3' C17' 1.424(6) . ?
O3' C19' 1.431(7) . ?
C17' C18' 1.529(7) . ?
C17' H17' 0.9800 . ?
C18' H18C 0.9700 . ?
C18' H18D 0.9700 . ?
C19' C20' 1.497(9) . ?
C19' C21' 1.512(9) . ?
C20' H20D 0.9600 . ?
C20' H20E 0.9600 . ?
C20' H20F 0.9600 . ?
C21' H21D 0.9600 . ?
C21' H21E 0.9600 . ?
C21' H21F 0.9600 . ?
C22 C23 1.489(4) . ?
C23 C24 1.370(5) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.499(5) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 C32 1.375(6) . ?
C27 C28 1.387(4) . ?
C28 C29 1.370(5) . ?
C28 H28 0.9300 . ?
C29 C30 1.347(6) . ?
C29 H29 0.9300 . ?
C30 C31 1.376(7) . ?
C31 C32 1.384(7) . ?
C31 H31 0.9300 . ?
C32 H32 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
C4 C1 C5 108.8(10) . . ?
C4 C1 C2 108.8(12) . . ?
C5 C1 C2 110.3(10) . . ?
C4 C1 C3 108.1(13) . . ?
C5 C1 C3 112.5(11) . . ?
C2 C1 C3 108.2(11) . . ?
C1 C2 H2A 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
C1 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 C3 H3A 109.5 . . ?
C1 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
C1 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C1 C4 H4A 109.5 . . ?
C1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C2' C1' C5 113.2(15) . . ?
C2' C1' C3' 108.0(18) . . ?
C5 C1' C3' 109.6(19) . . ?
C2' C1' C4' 107.7(17) . . ?
C5 C1' C4' 106.5(14) . . ?
C3' C1' C4' 112(2) . . ?
C1' C2' H2'A 109.5 . . ?
C1' C2' H2'B 109.5 . . ?
H2'A C2' H2'B 109.5 . . ?
C1' C2' H2'C 109.5 . . ?
H2'A C2' H2'C 109.5 . . ?
H2'B C2' H2'C 109.5 . . ?
C1' C3' H3'A 109.5 . . ?
C1' C3' H3'B 109.5 . . ?
H3'A C3' H3'B 109.5 . . ?
C1' C3' H3'C 109.5 . . ?
H3'A C3' H3'C 109.5 . . ?
H3'B C3' H3'C 109.5 . . ?
C1' C4' H4'A 109.5 . . ?
C1' C4' H4'B 109.5 . . ?
H4'A C4' H4'B 109.5 . . ?
C1' C4' H4'C 109.5 . . ?
H4'A C4' H4'C 109.5 . . ?
H4'B C4' H4'C 109.5 . . ?
O6 N5 O5 130.0(14) . . ?
O6 N5 C30 114.0(13) . . ?
O5 N5 C30 115.6(11) . . ?
O6' N5' O5' 105(2) . . ?
O6' N5' C30 128(2) . . ?
O5' N5' C30 126.5(19) . . ?
C15 N1 C11 124.4(3) . . ?
C15 N1 H1 117.8 . . ?
C11 N1 H1 117.8 . . ?
C22 N2 C8 122.1(2) . . ?
C22 N2 C16 118.2(2) . . ?
C8 N2 C16 119.6(2) . . ?
C25 N3 C23 105.8(3) . . ?
C25 N4 C24 106.6(3) . . ?
C25 N4 C26 127.9(3) . . ?
C24 N4 C26 125.5(3) . . ?
C10 C5 C6 117.3(3) . . ?
C10 C5 C1' 121.9(10) . . ?
C6 C5 C1' 120.6(10) . . ?
C10 C5 C1 121.7(7) . . ?
C6 C5 C1 121.0(7) . . ?
C7 C6 C5 121.4(4) . . ?
C7 C6 H6 119.3 . . ?
C5 C6 H6 119.3 . . ?
C8 C7 C6 120.2(3) . . ?
C8 C7 H7 119.9 . . ?
C6 C7 H7 119.9 . . ?
C7 C8 C9 119.3(3) . . ?
C7 C8 N2 120.4(3) . . ?
C9 C8 N2 120.2(3) . . ?
C8 C9 C10 119.8(4) . . ?
C8 C9 H9 120.1 . . ?
C10 C9 H9 120.1 . . ?
C5 C10 C9 122.0(3) . . ?
C5 C10 H10 119.0 . . ?
C9 C10 H10 119.0 . . ?
N1 C11 C14 109.1(3) . . ?
N1 C11 C12 111.6(3) . . ?
C14 C11 C12 111.4(4) . . ?
N1 C11 C13 106.3(3) . . ?
C14 C11 C13 109.8(4) . . ?
C12 C11 C13 108.6(3) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C11 C13 H13A 109.5 . . ?
C11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C11 C14 H14A 109.5 . . ?
C11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O1 C15 N1 124.0(3) . . ?
O1 C15 C16 120.6(3) . . ?
N1 C15 C16 115.2(3) . . ?
N2 C16 C17' 110.2(2) . . ?
N2 C16 C17 110.2(2) . . ?
N2 C16 C15 109.1(3) . . ?
C17' C16 C15 111.3(2) . . ?
C17 C16 C15 111.3(2) . . ?
N2 C16 H16A 108.7 . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16A 108.7 . . ?
C18 O2 C19 110.3(18) . . ?
C17 O3 C19 111(2) . . ?
O3 C17 C18 103.2(16) . . ?
O3 C17 C16 114(2) . . ?
C18 C17 C16 122(2) . . ?
O3 C17 H17A 105.4 . . ?
C18 C17 H17A 105.4 . . ?
C16 C17 H17A 105.4 . . ?
O2 C18 C17 107.6(17) . . ?
O2 C18 H18A 110.2 . . ?
C17 C18 H18A 110.2 . . ?
O2 C18 H18B 110.2 . . ?
C17 C18 H18B 110.2 . . ?
H18A C18 H18B 108.5 . . ?
O2 C19 O3 105(2) . . ?
O2 C19 C21 108(3) . . ?
O3 C19 C21 113(3) . . ?
O2 C19 C20 107(2) . . ?
O3 C19 C20 105(3) . . ?
C21 C19 C20 118(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C18' O2' C19' 108.6(5) . . ?
C17' O3' C19' 109.7(5) . . ?
O3' C17' C16 107.5(5) . . ?
O3' C17' C18' 103.8(4) . . ?
C16 C17' C18' 111.7(4) . . ?
O3' C17' H17' 111.2 . . ?
C16 C17' H17' 111.2 . . ?
C18' C17' H17' 111.2 . . ?
O2' C18' C17' 104.9(4) . . ?
O2' C18' H18C 110.8 . . ?
C17' C18' H18C 110.8 . . ?
O2' C18' H18D 110.8 . . ?
C17' C18' H18D 110.8 . . ?
H18C C18' H18D 108.8 . . ?
O2' C19' O3' 105.1(5) . . ?
O2' C19' C20' 110.7(6) . . ?
O3' C19' C20' 110.6(7) . . ?
O2' C19' C21' 110.2(6) . . ?
O3' C19' C21' 107.5(7) . . ?
C20' C19' C21' 112.5(7) . . ?
C19' C20' H20D 109.5 . . ?
C19' C20' H20E 109.5 . . ?
H20D C20' H20E 109.5 . . ?
C19' C20' H20F 109.5 . . ?
H20D C20' H20F 109.5 . . ?
H20E C20' H20F 109.5 . . ?
C19' C21' H21D 109.5 . . ?
C19' C21' H21E 109.5 . . ?
H21D C21' H21E 109.5 . . ?
C19' C21' H21F 109.5 . . ?
H21D C21' H21F 109.5 . . ?
H21E C21' H21F 109.5 . . ?
O4 C22 N2 120.7(3) . . ?
O4 C22 C23 119.1(3) . . ?
N2 C22 C23 120.2(3) . . ?
C24 C23 N3 109.0(3) . . ?
C24 C23 C22 133.6(3) . . ?
N3 C23 C22 117.4(3) . . ?
N4 C24 C23 106.5(3) . . ?
N4 C24 H24 126.8 . . ?
C23 C24 H24 126.8 . . ?
N3 C25 N4 112.2(3) . . ?
N3 C25 H25 123.9 . . ?
N4 C25 H25 123.9 . . ?
N4 C26 C27 114.7(3) . . ?
N4 C26 H26A 108.6 . . ?
C27 C26 H26A 108.6 . . ?
N4 C26 H26B 108.6 . . ?
C27 C26 H26B 108.6 . . ?
H26A C26 H26B 107.6 . . ?
C32 C27 C28 118.1(4) . . ?
C32 C27 C26 123.3(3) . . ?
C28 C27 C26 118.5(3) . . ?
C29 C28 C27 121.6(4) . . ?
C29 C28 H28 119.2 . . ?
C27 C28 H28 119.2 . . ?
C30 C29 C28 118.6(3) . . ?
C30 C29 H29 120.7 . . ?
C28 C29 H29 120.7 . . ?
C29 C30 C31 122.3(4) . . ?
C29 C30 N5' 118.9(10) . . ?
C31 C30 N5' 117.8(11) . . ?
C29 C30 N5 118.0(7) . . ?
C31 C30 N5 119.5(7) . . ?
C30 C31 C32 118.3(5) . . ?
C30 C31 H31 120.8 . . ?
C32 C31 H31 120.8 . . ?
C27 C32 C31 120.9(4) . . ?
C27 C32 H32 119.6 . . ?
C31 C32 H32 119.6 . . ?

_refine_diff_density_max         0.190
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.044

####################################################################### 
# 
# 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_AB_02_141_A_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2474025'
loop_
_audit_author_name
_audit_author_address
'Denver Ryan Hopkins'
;Purdue University
United States of America
;
_audit_update_record             
;
2025-07-18 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
;
N-((2R,3R)-1-(tert-butylamino)-3-((tert-butyldimethylsilyl)oxy)-1-oxobutan-2-
yl)-N-((1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl)-1H-imidazole-4-carboxamide
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C27 H42 N4 O4 Si'
_chemical_formula_sum            'C27 H42 N4 O4 Si'
_chemical_formula_weight         514.73

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'
Si Si 0.2541 0.3302 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.6830(6)
_cell_length_b                   16.9749(11)
_cell_length_c                   18.0741(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2970.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2087
_cell_measurement_theta_min      3.5721
_cell_measurement_theta_max      77.8605
_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.151
_exptl_crystal_F_000             1112
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.135
_exptl_crystal_size_mid          0.019
_exptl_crystal_size_min          0.009
_exptl_absorpt_coefficient_mu    0.987
_shelx_estimated_absorpt_T_min   0.878
_shelx_estimated_absorpt_T_max   0.991
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6331
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  'HELIOS multilayer Montel optics'
_diffrn_source                   'I-mu-S 3.0 microsource X-ray tube'
_diffrn_source_voltage           '50 kV'
_diffrn_source_current           '1.1 mA'
_diffrn_detector_type            
'PhotonIII_C14 charge-integrating and photon counting pixel array'
_diffrn_measurement_device       'four circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            15375
_diffrn_reflns_av_unetI/netI     0.0823
_diffrn_reflns_av_R_equivalents  0.0793
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.572
_diffrn_reflns_theta_max         80.192
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.953
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.953
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_point_group_measured_fraction_full 0.976
_reflns_number_total             5918
_reflns_number_gt                4314
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.705
_reflns_Friedel_fraction_max     0.861
_reflns_Friedel_fraction_full    0.956

_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       'Apex5 v2023.9-2 (Bruker, 2023)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;
 SHELXL-2019/2 (Sheldrick, 2015a, 2019),
 SHELXLE Rev1613 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
All hydrogens were placed automatically.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0526P)²+0.2046P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 1384 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.03(3)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         5918
_refine_ls_number_parameters     336
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0872
_refine_ls_R_factor_gt           0.0541
_refine_ls_wR_factor_ref         0.1335
_refine_ls_wR_factor_gt          0.1167
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Si1 Si 0.40981(12) 0.47058(9) 0.73546(7) 0.0374(3) Uani 1 1 d . . . . .
O1 O 0.6932(3) 0.23598(19) 0.4840(2) 0.0396(8) Uani 1 1 d . . . . .
H1A H 0.760(5) 0.256(3) 0.455(3) 0.059 Uiso 1 1 calc R U . . .
O2 O 0.8644(3) 0.34760(18) 0.43902(17) 0.0304(7) Uani 1 1 d . . . . .
O3 O 0.4147(3) 0.51683(18) 0.52405(17) 0.0349(7) Uani 1 1 d . . . . .
O4 O 0.5334(3) 0.4739(2) 0.67227(16) 0.0328(7) Uani 1 1 d . . . . .
N1 N 0.6877(3) 0.4096(2) 0.49694(19) 0.0244(7) Uani 1 1 d . . . . .
N2 N 0.9045(3) 0.5408(2) 0.5162(2) 0.0306(8) Uani 1 1 d . . . . .
N3 N 1.1278(3) 0.5151(2) 0.5208(2) 0.0310(8) Uani 1 1 d . . . . .
H3 H 1.217112 0.522907 0.526200 0.037 Uiso 1 1 calc R U . . .
N4 N 0.6080(3) 0.5831(2) 0.4903(2) 0.0322(8) Uani 1 1 d . . . . .
H4 H 0.698651 0.583107 0.493933 0.039 Uiso 1 1 calc R U . . .
C1 C 0.5661(4) 0.2755(3) 0.4700(3) 0.0343(10) Uani 1 1 d . . . . .
H1 H 0.501989 0.268021 0.512803 0.041 Uiso 1 1 calc R U . . .
C2 C 0.4977(5) 0.2456(3) 0.3988(3) 0.0392(11) Uani 1 1 d . . . . .
H2A H 0.524339 0.190328 0.388604 0.047 Uiso 1 1 calc R U . . .
H2B H 0.395839 0.248873 0.402329 0.047 Uiso 1 1 calc R U . . .
C3 C 0.5520(4) 0.3001(3) 0.3396(3) 0.0347(11) Uani 1 1 d . . . . .
C4 C 0.5540(5) 0.2901(4) 0.2639(3) 0.0487(14) Uani 1 1 d . . . . .
H4A H 0.520543 0.242810 0.242327 0.058 Uiso 1 1 calc R U . . .
C5 C 0.6056(5) 0.3503(4) 0.2195(3) 0.0558(16) Uani 1 1 d . . . . .
H5 H 0.607865 0.343975 0.167269 0.067 Uiso 1 1 calc R U . . .
C6 C 0.6534(5) 0.4189(4) 0.2510(3) 0.0495(14) Uani 1 1 d . . . . .
H6 H 0.687815 0.459787 0.220134 0.059 Uiso 1 1 calc R U . . .
C7 C 0.6520(5) 0.4294(3) 0.3280(3) 0.0375(11) Uani 1 1 d . . . . .
H7 H 0.684708 0.476689 0.349913 0.045 Uiso 1 1 calc R U . . .
C8 C 0.6015(4) 0.3688(3) 0.3707(2) 0.0294(9) Uani 1 1 d . . . . .
C9 C 0.5840(4) 0.3651(3) 0.4538(2) 0.0285(9) Uani 1 1 d . . . . .
H9 H 0.492762 0.390073 0.464712 0.034 Uiso 1 1 calc R U . . .
C10 C 0.8238(4) 0.4025(2) 0.4782(2) 0.0248(9) Uani 1 1 d . . . . .
C11 C 0.9273(4) 0.4619(3) 0.5024(2) 0.0242(8) Uani 1 1 d . . . . .
C12 C 1.0657(4) 0.4455(3) 0.5049(2) 0.0297(9) Uani 1 1 d . . . . .
H12 H 1.108947 0.395983 0.497078 0.036 Uiso 1 1 calc R U . . .
C13 C 1.0282(4) 0.5699(3) 0.5270(3) 0.0325(10) Uani 1 1 d . . . . .
H13 H 1.045555 0.623762 0.537849 0.039 Uiso 1 1 calc R U . . .
C14 C 0.6553(5) 0.3510(3) 0.6505(3) 0.0412(12) Uani 1 1 d . . . . .
H14A H 0.677047 0.312259 0.612056 0.062 Uiso 1 1 calc R U . . .
H14B H 0.606689 0.324913 0.691288 0.062 Uiso 1 1 calc R U . . .
H14C H 0.741063 0.374449 0.669084 0.062 Uiso 1 1 calc R U . . .
C15 C 0.5639(4) 0.4152(3) 0.6182(2) 0.0302(10) Uani 1 1 d . . . . .
H15 H 0.476244 0.391716 0.599011 0.036 Uiso 1 1 calc R U . . .
C16 C 0.6366(4) 0.4610(3) 0.5564(2) 0.0248(9) Uani 1 1 d . . . . .
H16 H 0.718014 0.488501 0.578691 0.030 Uiso 1 1 calc R U . . .
C17 C 0.5412(4) 0.5243(3) 0.5229(2) 0.0242(8) Uani 1 1 d . . . . .
C18 C 0.5442(5) 0.6488(3) 0.4481(3) 0.0418(12) Uani 1 1 d . . . . .
C19 C 0.4620(8) 0.6998(4) 0.5009(4) 0.080(2) Uani 1 1 d . . . . .
H19A H 0.421470 0.744093 0.473653 0.120 Uiso 1 1 calc R U . . .
H19B H 0.523111 0.719992 0.539701 0.120 Uiso 1 1 calc R U . . .
H19C H 0.388151 0.668429 0.523365 0.120 Uiso 1 1 calc R U . . .
C20 C 0.4501(7) 0.6166(4) 0.3876(4) 0.0670(19) Uani 1 1 d . . . . .
H20A H 0.408110 0.660535 0.360561 0.100 Uiso 1 1 calc R U . . .
H20B H 0.377289 0.584355 0.410039 0.100 Uiso 1 1 calc R U . . .
H20C H 0.504303 0.584254 0.353387 0.100 Uiso 1 1 calc R U . . .
C21 C 0.6613(6) 0.6942(4) 0.4138(4) 0.0661(19) Uani 1 1 d . . . . .
H21A H 0.714889 0.659178 0.381639 0.099 Uiso 1 1 calc R U . . .
H21B H 0.721205 0.714940 0.452954 0.099 Uiso 1 1 calc R U . . .
H21C H 0.624162 0.737916 0.384608 0.099 Uiso 1 1 calc R U . . .
C22 C 0.2625(5) 0.4098(4) 0.7015(3) 0.0555(16) Uani 1 1 d . . . . .
H22A H 0.238778 0.425669 0.650946 0.083 Uiso 1 1 calc R U . . .
H22B H 0.182411 0.417624 0.733836 0.083 Uiso 1 1 calc R U . . .
H22C H 0.288796 0.354012 0.701863 0.083 Uiso 1 1 calc R U . . .
C23 C 0.4812(7) 0.4266(5) 0.8217(3) 0.0656(19) Uani 1 1 d . . . . .
H23A H 0.515493 0.373400 0.811197 0.098 Uiso 1 1 calc R U . . .
H23B H 0.408447 0.423754 0.859306 0.098 Uiso 1 1 calc R U . . .
H23C H 0.557199 0.459321 0.839988 0.098 Uiso 1 1 calc R U . . .
C24 C 0.3568(5) 0.5758(4) 0.7518(3) 0.0479(14) Uani 1 1 d . . . . .
C25 C 0.4846(7) 0.6276(4) 0.7630(4) 0.077(2) Uani 1 1 d . . . . .
H25A H 0.543331 0.624765 0.718928 0.116 Uiso 1 1 calc R U . . .
H25B H 0.536419 0.609017 0.806149 0.116 Uiso 1 1 calc R U . . .
H25C H 0.455735 0.682315 0.771044 0.116 Uiso 1 1 calc R U . . .
C26 C 0.2785(6) 0.6075(4) 0.6853(3) 0.0562(16) Uani 1 1 d . . . . .
H26A H 0.334341 0.600268 0.640542 0.084 Uiso 1 1 calc R U . . .
H26B H 0.259623 0.663705 0.692387 0.084 Uiso 1 1 calc R U . . .
H26C H 0.191102 0.578947 0.679913 0.084 Uiso 1 1 calc R U . . .
C27 C 0.2619(7) 0.5817(5) 0.8196(3) 0.076(2) Uani 1 1 d . . . . .
H27A H 0.176172 0.552802 0.810014 0.114 Uiso 1 1 calc R U . . .
H27B H 0.240499 0.637165 0.829362 0.114 Uiso 1 1 calc R U . . .
H27C H 0.308555 0.558932 0.862708 0.114 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
Si1 O4 1.655(3) . ?
Si1 C23 1.862(6) . ?
Si1 C22 1.865(6) . ?
Si1 C24 1.882(6) . ?
O1 C1 1.425(5) . ?
O1 H1A 0.90(6) . ?
O2 C10 1.235(5) . ?
O3 C17 1.231(5) . ?
O4 C15 1.426(5) . ?
N1 C10 1.366(5) . ?
N1 C16 1.471(5) . ?
N1 C9 1.479(5) . ?
N2 C13 1.310(5) . ?
N2 C11 1.379(6) . ?
N3 C13 1.345(5) . ?
N3 C12 1.356(6) . ?
N3 H3 0.8800 . ?
N4 C17 1.328(5) . ?
N4 C18 1.485(6) . ?
N4 H4 0.8800 . ?
C1 C2 1.534(6) . ?
C1 C9 1.558(6) . ?
C1 H1 1.0000 . ?
C2 C3 1.509(7) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.379(7) . ?
C3 C8 1.381(6) . ?
C4 C5 1.392(9) . ?
C4 H4A 0.9500 . ?
C5 C6 1.377(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.404(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.376(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.511(6) . ?
C9 H9 1.0000 . ?
C10 C11 1.488(5) . ?
C11 C12 1.370(5) . ?
C12 H12 0.9500 . ?
C13 H13 0.9500 . ?
C14 C15 1.521(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.531(6) . ?
C15 H15 1.0000 . ?
C16 C17 1.540(6) . ?
C16 H16 1.0000 . ?
C18 C21 1.505(7) . ?
C18 C19 1.514(8) . ?
C18 C20 1.524(8) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 C26 1.520(7) . ?
C24 C25 1.532(8) . ?
C24 C27 1.534(8) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?

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
O4 Si1 C23 108.8(2) . . ?
O4 Si1 C22 110.2(2) . . ?
C23 Si1 C22 109.7(3) . . ?
O4 Si1 C24 105.9(2) . . ?
C23 Si1 C24 110.5(3) . . ?
C22 Si1 C24 111.6(3) . . ?
C1 O1 H1A 109.5 . . ?
C15 O4 Si1 126.8(3) . . ?
C10 N1 C16 123.9(3) . . ?
C10 N1 C9 118.6(3) . . ?
C16 N1 C9 117.5(3) . . ?
C13 N2 C11 104.3(3) . . ?
C13 N3 C12 107.6(3) . . ?
C13 N3 H3 126.2 . . ?
C12 N3 H3 126.2 . . ?
C17 N4 C18 126.1(4) . . ?
C17 N4 H4 116.9 . . ?
C18 N4 H4 116.9 . . ?
O1 C1 C2 111.5(4) . . ?
O1 C1 C9 113.4(3) . . ?
C2 C1 C9 102.3(4) . . ?
O1 C1 H1 109.8 . . ?
C2 C1 H1 109.8 . . ?
C9 C1 H1 109.8 . . ?
C3 C2 C1 104.0(4) . . ?
C3 C2 H2A 111.0 . . ?
C1 C2 H2A 111.0 . . ?
C3 C2 H2B 111.0 . . ?
C1 C2 H2B 111.0 . . ?
H2A C2 H2B 109.0 . . ?
C4 C3 C8 120.2(5) . . ?
C4 C3 C2 129.3(5) . . ?
C8 C3 C2 110.5(4) . . ?
C3 C4 C5 119.2(5) . . ?
C3 C4 H4A 120.4 . . ?
C5 C4 H4A 120.4 . . ?
C6 C5 C4 120.2(5) . . ?
C6 C5 H5 119.9 . . ?
C4 C5 H5 119.9 . . ?
C5 C6 C7 120.9(5) . . ?
C5 C6 H6 119.6 . . ?
C7 C6 H6 119.6 . . ?
C8 C7 C6 117.8(5) . . ?
C8 C7 H7 121.1 . . ?
C6 C7 H7 121.1 . . ?
C7 C8 C3 121.7(4) . . ?
C7 C8 C9 128.9(4) . . ?
C3 C8 C9 109.3(4) . . ?
N1 C9 C8 115.3(3) . . ?
N1 C9 C1 118.3(4) . . ?
C8 C9 C1 103.9(4) . . ?
N1 C9 H9 106.2 . . ?
C8 C9 H9 106.2 . . ?
C1 C9 H9 106.2 . . ?
O2 C10 N1 121.0(4) . . ?
O2 C10 C11 117.7(3) . . ?
N1 C10 C11 121.2(4) . . ?
C12 C11 N2 110.4(4) . . ?
C12 C11 C10 122.1(4) . . ?
N2 C11 C10 127.1(3) . . ?
N3 C12 C11 105.3(4) . . ?
N3 C12 H12 127.3 . . ?
C11 C12 H12 127.3 . . ?
N2 C13 N3 112.5(4) . . ?
N2 C13 H13 123.8 . . ?
N3 C13 H13 123.8 . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C15 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
O4 C15 C14 110.9(4) . . ?
O4 C15 C16 103.9(3) . . ?
C14 C15 C16 112.1(3) . . ?
O4 C15 H15 109.9 . . ?
C14 C15 H15 109.9 . . ?
C16 C15 H15 109.9 . . ?
N1 C16 C15 112.7(3) . . ?
N1 C16 C17 109.1(3) . . ?
C15 C16 C17 111.4(3) . . ?
N1 C16 H16 107.8 . . ?
C15 C16 H16 107.8 . . ?
C17 C16 H16 107.8 . . ?
O3 C17 N4 124.7(4) . . ?
O3 C17 C16 121.3(4) . . ?
N4 C17 C16 114.0(3) . . ?
N4 C18 C21 106.4(4) . . ?
N4 C18 C19 109.0(4) . . ?
C21 C18 C19 111.2(5) . . ?
N4 C18 C20 110.3(4) . . ?
C21 C18 C20 109.8(5) . . ?
C19 C18 C20 110.0(5) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si1 C22 H22A 109.5 . . ?
Si1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Si1 C23 H23A 109.5 . . ?
Si1 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si1 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C26 C24 C25 107.7(6) . . ?
C26 C24 C27 108.1(4) . . ?
C25 C24 C27 109.9(5) . . ?
C26 C24 Si1 110.3(4) . . ?
C25 C24 Si1 110.2(4) . . ?
C27 C24 Si1 110.5(5) . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
C24 C26 H26A 109.5 . . ?
C24 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C24 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?

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
C23 Si1 O4 C15 91.8(4) . . . . ?
C22 Si1 O4 C15 -28.6(4) . . . . ?
C24 Si1 O4 C15 -149.4(3) . . . . ?
O1 C1 C2 C3 -91.6(4) . . . . ?
C9 C1 C2 C3 29.9(4) . . . . ?
C1 C2 C3 C4 162.0(5) . . . . ?
C1 C2 C3 C8 -19.7(5) . . . . ?
C8 C3 C4 C5 -0.4(7) . . . . ?
C2 C3 C4 C5 177.8(5) . . . . ?
C3 C4 C5 C6 -0.3(8) . . . . ?
C4 C5 C6 C7 0.4(8) . . . . ?
C5 C6 C7 C8 0.1(7) . . . . ?
C6 C7 C8 C3 -0.8(7) . . . . ?
C6 C7 C8 C9 -177.9(4) . . . . ?
C4 C3 C8 C7 1.0(7) . . . . ?
C2 C3 C8 C7 -177.5(4) . . . . ?
C4 C3 C8 C9 178.6(4) . . . . ?
C2 C3 C8 C9 0.1(5) . . . . ?
C10 N1 C9 C8 -45.7(5) . . . . ?
C16 N1 C9 C8 132.5(4) . . . . ?
C10 N1 C9 C1 78.1(5) . . . . ?
C16 N1 C9 C1 -103.7(4) . . . . ?
C7 C8 C9 N1 -32.4(6) . . . . ?
C3 C8 C9 N1 150.3(4) . . . . ?
C7 C8 C9 C1 -163.4(4) . . . . ?
C3 C8 C9 C1 19.2(4) . . . . ?
O1 C1 C9 N1 -39.0(5) . . . . ?
C2 C1 C9 N1 -159.2(4) . . . . ?
O1 C1 C9 C8 90.3(4) . . . . ?
C2 C1 C9 C8 -29.9(4) . . . . ?
C16 N1 C10 O2 165.0(4) . . . . ?
C9 N1 C10 O2 -17.0(6) . . . . ?
C16 N1 C10 C11 -16.9(6) . . . . ?
C9 N1 C10 C11 161.1(4) . . . . ?
C13 N2 C11 C12 -0.2(5) . . . . ?
C13 N2 C11 C10 -172.6(4) . . . . ?
O2 C10 C11 C12 -22.3(6) . . . . ?
N1 C10 C11 C12 159.5(4) . . . . ?
O2 C10 C11 N2 149.2(4) . . . . ?
N1 C10 C11 N2 -28.9(6) . . . . ?
C13 N3 C12 C11 -0.3(5) . . . . ?
N2 C11 C12 N3 0.3(5) . . . . ?
C10 C11 C12 N3 173.2(4) . . . . ?
C11 N2 C13 N3 0.0(5) . . . . ?
C12 N3 C13 N2 0.2(5) . . . . ?
Si1 O4 C15 C14 -83.6(4) . . . . ?
Si1 O4 C15 C16 155.7(3) . . . . ?
C10 N1 C16 C15 -118.4(4) . . . . ?
C9 N1 C16 C15 63.5(5) . . . . ?
C10 N1 C16 C17 117.3(4) . . . . ?
C9 N1 C16 C17 -60.7(4) . . . . ?
O4 C15 C16 N1 175.3(3) . . . . ?
C14 C15 C16 N1 55.4(5) . . . . ?
O4 C15 C16 C17 -61.7(4) . . . . ?
C14 C15 C16 C17 178.4(4) . . . . ?
C18 N4 C17 O3 -1.6(7) . . . . ?
C18 N4 C17 C16 174.8(4) . . . . ?
N1 C16 C17 O3 98.2(4) . . . . ?
C15 C16 C17 O3 -26.8(5) . . . . ?
N1 C16 C17 N4 -78.3(4) . . . . ?
C15 C16 C17 N4 156.7(4) . . . . ?
C17 N4 C18 C21 -172.9(5) . . . . ?
C17 N4 C18 C19 67.1(6) . . . . ?
C17 N4 C18 C20 -53.9(6) . . . . ?
O4 Si1 C24 C26 71.0(4) . . . . ?
C23 Si1 C24 C26 -171.2(4) . . . . ?
C22 Si1 C24 C26 -48.8(5) . . . . ?
O4 Si1 C24 C25 -47.7(5) . . . . ?
C23 Si1 C24 C25 70.0(5) . . . . ?
C22 Si1 C24 C25 -167.6(4) . . . . ?
O4 Si1 C24 C27 -169.4(4) . . . . ?
C23 Si1 C24 C27 -51.7(5) . . . . ?
C22 Si1 C24 C27 70.7(4) . . . . ?

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
O1 H1A O2 0.90 1.87 2.646(5) 143.2 . yes
N3 H3 O3 0.88 1.92 2.779(4) 166.0 1_655 yes
N4 H4 N2 0.88 2.16 2.996(5) 159.3 . yes

_refine_diff_density_max         0.256
_refine_diff_density_min         -0.232
_refine_diff_density_rms         0.050

####################################################################### 
# 
# 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_AB_02_150_Epi_A_0m
_database_code_depnum_ccdc_archive 'CCDC 2474024'
loop_
_audit_author_name
_audit_author_address
'Denver Ryan Hopkins'
;Purdue University
United States of America
;
_audit_update_record             
;
2025-07-18 deposited with the CCDC.	2026-02-19 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        
;
(1S,2R)-1-(((S)-2-(tert-butylamino)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)-
2-oxoethyl)amino)-2,3-dihydro-1H-inden-2-yl 1H-imidazole-4-carboxylate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '4(C24 H32 N4 O5), C5 H12'
_chemical_formula_sum            'C101 H140 N16 O20'
_chemical_formula_weight         1898.28

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

_space_group_crystal_system      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 21 21 2'
_space_group_name_Hall           'P 2 2ab'

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

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

_cell_length_a                   12.2321(5)
_cell_length_b                   42.5089(16)
_cell_length_c                   10.0604(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     5231.1(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9856
_cell_measurement_theta_min      4.1607
_cell_measurement_theta_max      79.7360

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             2036
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.582
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.019
_exptl_absorpt_coefficient_mu    0.689
_shelx_estimated_absorpt_T_min   0.690
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6783
_exptl_absorpt_correction_T_max  0.7543
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  'HELIOS multilayer Montel optics'
_diffrn_source                   'I-mu-S 3.0 microsource X-ray tube'
_diffrn_source_voltage           '50 kV'
_diffrn_source_current           '1.1 mA'
_diffrn_detector_type            
'PhotonIII_C14 charge-integrating and photon counting pixel array'
_diffrn_measurement_device       'four circle diffractometer'
_diffrn_measurement_device_type  'Bruker AXS D8 Quest'
_diffrn_measurement_method       'omega and phi scans'
_diffrn_detector_area_resol_mean 7.4074
_diffrn_reflns_number            111793
_diffrn_reflns_av_unetI/netI     0.0196
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.760
_diffrn_reflns_theta_max         80.056
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             11332
_reflns_number_gt                10863
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.783
_reflns_Friedel_fraction_max     0.985
_reflns_Friedel_fraction_full    0.999

_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       'Apex5 v2023.9-2 (Bruker, 2023)'
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2020)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2020)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015b)'
_computing_structure_refinement  
;
 SHELXL-2019/2 (Sheldrick, 2015a, 2019),
 SHELXLE Rev1613 (Hübschle et al., 2011)
;
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Amine protons' thermal parameters ride on the amine, and the
position was allowed to refine with the distance being fixed to 0.88A.
All other hydrogens were placed automatically.

The anti-solvent n-pentane is disordered by a special position on the 2(1)
screw axis and general positional disorder. The pentane can fit into two
positions as a result of being smaller than the pocket it is in, and as a
result the pentane of each moiety the pentane is not very well defined. The
bond length and thermal parameters were restrained to each other. The ratio of
major to minor is 81:19. 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0456P)²+0.7379P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.00033(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 4654 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.02(3)
_chemical_absolute_configuration syn
_refine_ls_number_reflns         11332
_refine_ls_number_parameters     708
_refine_ls_number_restraints     145
_refine_ls_R_factor_all          0.0316
_refine_ls_R_factor_gt           0.0300
_refine_ls_wR_factor_ref         0.0804
_refine_ls_wR_factor_gt          0.0790
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 1.1043(8) 0.4352(3) 0.7721(12) 0.080(3) Uani 0.403(5) 1 d D U P A -1
H1A H 1.154761 0.419200 0.738191 0.119 Uiso 0.403(5) 1 calc R U P A -1
H1B H 1.039071 0.424974 0.808353 0.119 Uiso 0.403(5) 1 calc R U P A -1
H1C H 1.140444 0.447384 0.842207 0.119 Uiso 0.403(5) 1 calc R U P A -1
C2 C 1.0712(19) 0.4572(4) 0.659(2) 0.103(3) Uani 0.403(5) 1 d D U P A -1
H2A H 1.023007 0.445593 0.597100 0.123 Uiso 0.403(5) 1 calc R U P A -1
H2B H 1.137594 0.463464 0.609477 0.123 Uiso 0.403(5) 1 calc R U P A -1
C3 C 1.0122(14) 0.4867(3) 0.7066(11) 0.104(2) Uani 0.403(5) 1 d D U P A -1
H3A H 1.053722 0.496081 0.781155 0.124 Uiso 0.403(5) 1 calc R U P A -1
H3B H 0.939076 0.480739 0.740566 0.124 Uiso 0.403(5) 1 calc R U P A -1
C4 C 0.9984(11) 0.5115(2) 0.5966(11) 0.107(3) Uani 0.403(5) 1 d D U P A -1
H4A H 0.959564 0.502092 0.519940 0.129 Uiso 0.403(5) 1 calc R U P A -1
H4B H 1.071229 0.518607 0.565798 0.129 Uiso 0.403(5) 1 calc R U P A -1
C5 C 0.9327(16) 0.5400(4) 0.6501(19) 0.100(3) Uani 0.403(5) 1 d D U P A -1
H5A H 0.926542 0.555975 0.580391 0.150 Uiso 0.403(5) 1 calc R U P A -1
H5B H 0.970508 0.548920 0.727217 0.150 Uiso 0.403(5) 1 calc R U P A -1
H5C H 0.859463 0.533027 0.676571 0.150 Uiso 0.403(5) 1 calc R U P A -1
C6 C 1.065(4) 0.4587(10) 0.572(4) 0.105(5) Uani 0.097(5) 1 d D U P A -2
H6A H 1.005046 0.456204 0.508036 0.157 Uiso 0.097(5) 1 calc R U P A -2
H6B H 1.085238 0.438131 0.607865 0.157 Uiso 0.097(5) 1 calc R U P A -2
H6C H 1.128419 0.467965 0.526279 0.157 Uiso 0.097(5) 1 calc R U P A -2
C7 C 1.029(6) 0.4804(13) 0.685(4) 0.105(3) Uani 0.097(5) 1 d D U P A -2
H7A H 1.094796 0.488477 0.730511 0.126 Uiso 0.097(5) 1 calc R U P A -2
H7B H 0.986838 0.467843 0.749923 0.126 Uiso 0.097(5) 1 calc R U P A -2
C8 C 0.959(4) 0.5085(9) 0.641(4) 0.107(3) Uani 0.097(5) 1 d D U P A -2
H8A H 0.898161 0.500965 0.584305 0.128 Uiso 0.097(5) 1 calc R U P A -2
H8B H 1.003949 0.523167 0.588142 0.128 Uiso 0.097(5) 1 calc R U P A -2
C9 C 0.911(3) 0.5260(8) 0.762(4) 0.107(4) Uani 0.097(5) 1 d D U P A -2
H9A H 0.833536 0.520220 0.772982 0.129 Uiso 0.097(5) 1 calc R U P A -2
H9B H 0.950783 0.519149 0.843421 0.129 Uiso 0.097(5) 1 calc R U P A -2
C10 C 0.921(5) 0.5619(8) 0.749(6) 0.096(6) Uani 0.097(5) 1 d D U P A -2
H10A H 0.990956 0.567259 0.707274 0.144 Uiso 0.097(5) 1 calc R U P A -2
H10B H 0.916936 0.571606 0.837147 0.144 Uiso 0.097(5) 1 calc R U P A -2
H10C H 0.860910 0.569804 0.693601 0.144 Uiso 0.097(5) 1 calc R U P A -2
O1_1 O 0.35511(9) 0.40248(2) 0.50961(11) 0.0265(2) Uani 1 1 d . . . . .
O2_1 O 0.35187(14) 0.43448(3) 0.33019(12) 0.0432(3) Uani 1 1 d . . . . .
O3_1 O 0.59879(10) 0.29514(3) 0.35620(11) 0.0314(2) Uani 1 1 d . . . . .
O4_1 O 0.63642(10) 0.37436(3) 0.64060(11) 0.0297(2) Uani 1 1 d . . . . .
O5_1 O 0.76293(10) 0.37265(3) 0.47267(12) 0.0351(3) Uani 1 1 d . . . . .
N1_1 N 0.44325(11) 0.34315(3) 0.58148(13) 0.0254(3) Uani 1 1 d D . . . .
H1A_1 H 0.4560(18) 0.3610(4) 0.623(2) 0.038 Uiso 1 1 d D U . . .
N2_1 N 0.49349(11) 0.28161(3) 0.53385(13) 0.0273(3) Uani 1 1 d . . . . .
H2A_1 H 0.459467 0.289304 0.603715 0.033 Uiso 1 1 calc R U . . .
N3_1 N 0.35693(18) 0.48756(3) 0.50502(15) 0.0451(4) Uani 1 1 d . . . . .
N4_1 N 0.36004(14) 0.48540(3) 0.72467(14) 0.0345(3) Uani 1 1 d . . . . .
H4A_1 H 0.360374 0.491724 0.807964 0.041 Uiso 1 1 calc R U . . .
C1_1 C 0.32199(13) 0.37640(3) 0.42472(15) 0.0263(3) Uani 1 1 d . . . . .
H1_1 H 0.361305 0.376315 0.337567 0.032 Uiso 1 1 calc R U . . .
C2_1 C 0.34234(12) 0.34602(3) 0.50609(15) 0.0244(3) Uani 1 1 d . . . . .
H2_1 H 0.340367 0.328037 0.442031 0.029 Uiso 1 1 calc R U . . .
C3_1 C 0.23981(13) 0.34387(3) 0.58986(16) 0.0252(3) Uani 1 1 d . . . . .
C4_1 C 0.22223(15) 0.32713(4) 0.70600(17) 0.0299(3) Uani 1 1 d . . . . .
H4_1 H 0.279887 0.315666 0.746684 0.036 Uiso 1 1 calc R U . . .
C5_1 C 0.11789(16) 0.32751(4) 0.76181(18) 0.0353(4) Uani 1 1 d . . . . .
H5_1 H 0.104140 0.316154 0.841408 0.042 Uiso 1 1 calc R U . . .
C6_1 C 0.03406(15) 0.34431(5) 0.70220(19) 0.0378(4) Uani 1 1 d . . . . .
H6_1 H -0.036681 0.344237 0.741161 0.045 Uiso 1 1 calc R U . . .
C7_1 C 0.05227(14) 0.36130(4) 0.58578(19) 0.0349(4) Uani 1 1 d . . . . .
H7_1 H -0.005326 0.372754 0.544922 0.042 Uiso 1 1 calc R U . . .
C8_1 C 0.15596(13) 0.36112(4) 0.53104(16) 0.0285(3) Uani 1 1 d . . . . .
C9_1 C 0.19724(14) 0.37772(4) 0.40818(17) 0.0310(3) Uani 1 1 d . . . . .
H9A_1 H 0.170967 0.399735 0.404872 0.037 Uiso 1 1 calc R U . . .
H9B_1 H 0.173765 0.366654 0.326440 0.037 Uiso 1 1 calc R U . . .
C10_1 C 0.54602(13) 0.30217(4) 0.45562(15) 0.0254(3) Uani 1 1 d . . . . .
C11_1 C 0.54105(12) 0.33655(3) 0.50234(15) 0.0248(3) Uani 1 1 d . . . . .
H11_1 H 0.543392 0.350899 0.423632 0.030 Uiso 1 1 calc R U . . .
C12_1 C 0.64021(13) 0.34279(3) 0.59196(16) 0.0266(3) Uani 1 1 d . . . . .
H12_1 H 0.639528 0.327777 0.668481 0.032 Uiso 1 1 calc R U . . .
C13_1 C 0.75054(14) 0.34151(4) 0.52320(18) 0.0320(3) Uani 1 1 d . . . . .
H13A_1 H 0.809527 0.336282 0.586861 0.038 Uiso 1 1 calc R U . . .
H13B_1 H 0.750543 0.325827 0.450428 0.038 Uiso 1 1 calc R U . . .
C14_1 C 0.70839(14) 0.39352(4) 0.56193(17) 0.0308(3) Uani 1 1 d . . . . .
C15_1 C 0.64204(17) 0.41632(4) 0.4792(2) 0.0413(4) Uani 1 1 d . . . . .
H15A_1 H 0.691450 0.430329 0.430530 0.062 Uiso 1 1 calc R U . . .
H15B_1 H 0.594874 0.428815 0.537651 0.062 Uiso 1 1 calc R U . . .
H15C_1 H 0.596814 0.404563 0.416006 0.062 Uiso 1 1 calc R U . . .
C16_1 C 0.78842(16) 0.40936(5) 0.6551(2) 0.0397(4) Uani 1 1 d . . . . .
H16A_1 H 0.839120 0.422399 0.603613 0.059 Uiso 1 1 calc R U . . .
H16B_1 H 0.829617 0.393309 0.703923 0.059 Uiso 1 1 calc R U . . .
H16C_1 H 0.748356 0.422620 0.718175 0.059 Uiso 1 1 calc R U . . .
C17_1 C 0.48737(14) 0.24716(4) 0.51372(16) 0.0282(3) Uani 1 1 d . . . . .
C18_1 C 0.42226(19) 0.23420(5) 0.6300(2) 0.0433(4) Uani 1 1 d . . . . .
H18A_1 H 0.349020 0.243540 0.630169 0.065 Uiso 1 1 calc R U . . .
H18B_1 H 0.459579 0.239385 0.713391 0.065 Uiso 1 1 calc R U . . .
H18C_1 H 0.416181 0.211296 0.621558 0.065 Uiso 1 1 calc R U . . .
C19_1 C 0.60211(15) 0.23306(4) 0.51347(19) 0.0359(4) Uani 1 1 d . . . . .
H19A_1 H 0.597079 0.210120 0.506050 0.054 Uiso 1 1 calc R U . . .
H19B_1 H 0.639495 0.238603 0.596379 0.054 Uiso 1 1 calc R U . . .
H19C_1 H 0.643420 0.241404 0.437819 0.054 Uiso 1 1 calc R U . . .
C20_1 C 0.42881(16) 0.24008(4) 0.38297(19) 0.0368(4) Uani 1 1 d . . . . .
H20A_1 H 0.467468 0.250409 0.309666 0.055 Uiso 1 1 calc R U . . .
H20B_1 H 0.353632 0.247981 0.387393 0.055 Uiso 1 1 calc R U . . .
H20C_1 H 0.427756 0.217301 0.367996 0.055 Uiso 1 1 calc R U . . .
C21_1 C 0.35647(15) 0.43089(4) 0.44940(16) 0.0294(3) Uani 1 1 d . . . . .
C22_1 C 0.36141(15) 0.45658(4) 0.54578(15) 0.0293(3) Uani 1 1 d . . . . .
C23_1 C 0.36318(16) 0.45528(4) 0.68127(16) 0.0313(3) Uani 1 1 d . . . . .
H23_1 H 0.366045 0.436865 0.734634 0.038 Uiso 1 1 calc R U . . .
C24_1 C 0.3563(2) 0.50376(4) 0.61638(17) 0.0462(5) Uani 1 1 d . . . . .
H24_1 H 0.353525 0.526083 0.619741 0.055 Uiso 1 1 calc R U . . .
O1_2 O 0.48008(10) 0.57942(3) 0.01330(11) 0.0294(2) Uani 1 1 d . . . . .
O2_2 O 0.41406(12) 0.55306(3) -0.16494(12) 0.0370(3) Uani 1 1 d . . . . .
O3_2 O 0.19610(11) 0.66783(3) -0.14108(13) 0.0397(3) Uani 1 1 d . . . . .
O4_2 O 0.20297(11) 0.59108(3) 0.14982(18) 0.0499(4) Uani 1 1 d . . . . .
O5_2 O 0.01999(13) 0.59997(4) 0.1308(2) 0.0704(6) Uani 1 1 d . . . . .
N1_2 N 0.38262(11) 0.63497(3) 0.08881(14) 0.0290(3) Uani 1 1 d D . . . .
H1A_2 H 0.389(2) 0.6177(4) 0.137(2) 0.043 Uiso 1 1 d D U . . .
N2_2 N 0.28169(12) 0.69082(3) 0.03459(14) 0.0315(3) Uani 1 1 d . . . . .
H2A_2 H 0.315516 0.687115 0.110193 0.032(5) Uiso 1 1 calc R . . . .
N3_2 N 0.34912(13) 0.50286(3) 0.00598(13) 0.0322(3) Uani 1 1 d . . . . .
N4_2 N 0.35838(16) 0.50358(4) 0.22577(14) 0.0388(4) Uani 1 1 d . . . . .
H4A_2 H 0.350543 0.497402 0.308706 0.047 Uiso 1 1 calc R U . . .
C1_2 C 0.51153(14) 0.60547(4) -0.07159(15) 0.0279(3) Uani 1 1 d . . . . .
H1_2 H 0.478557 0.603278 -0.162066 0.033 Uiso 1 1 calc R U . . .
C2_2 C 0.47401(13) 0.63683(4) -0.00379(15) 0.0262(3) Uani 1 1 d . . . . .
H2_2 H 0.451653 0.651500 -0.076576 0.031 Uiso 1 1 calc R U . . .
C3_2 C 0.57718(13) 0.64994(4) 0.05628(15) 0.0257(3) Uani 1 1 d . . . . .
C4_2 C 0.58753(15) 0.67609(4) 0.13867(16) 0.0300(3) Uani 1 1 d . . . . .
H4_2 H 0.524676 0.686775 0.170929 0.036 Uiso 1 1 calc R U . . .
C5_2 C 0.69187(16) 0.68622(4) 0.17264(17) 0.0348(4) Uani 1 1 d . . . . .
H5_2 H 0.700514 0.704143 0.228051 0.042 Uiso 1 1 calc R U . . .
C6_2 C 0.78372(16) 0.67039(5) 0.12638(19) 0.0375(4) Uani 1 1 d . . . . .
H6_2 H 0.854532 0.677798 0.149268 0.045 Uiso 1 1 calc R U . . .
C7_2 C 0.77296(15) 0.64381(4) 0.04697(18) 0.0349(4) Uani 1 1 d . . . . .
H7_2 H 0.835666 0.632647 0.017338 0.042 Uiso 1 1 calc R U . . .
C8_2 C 0.66869(14) 0.63391(4) 0.01180(15) 0.0283(3) Uani 1 1 d . . . . .
C9_2 C 0.63690(15) 0.60742(4) -0.07991(17) 0.0319(3) Uani 1 1 d . . . . .
H9A_2 H 0.670633 0.587410 -0.050738 0.038 Uiso 1 1 calc R U . . .
H9B_2 H 0.660581 0.611934 -0.172056 0.038 Uiso 1 1 calc R U . . .
C10_2 C 0.24835(13) 0.66598(4) -0.03698(17) 0.0313(3) Uani 1 1 d . . . . .
C11_2 C 0.27699(14) 0.63373(4) 0.02123(18) 0.0323(3) Uani 1 1 d . . . . .
H11_2 H 0.281055 0.618009 -0.052565 0.039 Uiso 1 1 calc R U . . .
C12_2 C 0.18869(15) 0.62359(5) 0.1189(2) 0.0412(4) Uani 1 1 d . . . . .
H12_2 H 0.192828 0.636554 0.201747 0.049 Uiso 1 1 calc R U . . .
C13_2 C 0.07298(17) 0.62451(6) 0.0618(3) 0.0591(7) Uani 1 1 d . . . . .
H13A_2 H 0.037458 0.645016 0.079405 0.071 Uiso 1 1 calc R U . . .
H13B_2 H 0.073379 0.620555 -0.035154 0.071 Uiso 1 1 calc R U . . .
C14_2 C 0.09785(17) 0.57620(5) 0.1549(3) 0.0477(5) Uani 1 1 d . . . . .
C15_2 C 0.0942(3) 0.55073(8) 0.0525(4) 0.0866(10) Uani 1 1 d . . . . .
H15A_2 H 0.108146 0.559772 -0.035487 0.130 Uiso 1 1 calc R U . . .
H15B_2 H 0.021896 0.540799 0.053282 0.130 Uiso 1 1 calc R U . . .
H15C_2 H 0.150149 0.534930 0.072575 0.130 Uiso 1 1 calc R U . . .
C16_2 C 0.0775(3) 0.56440(10) 0.2945(3) 0.0832(10) Uani 1 1 d . . . . .
H16A_2 H 0.002298 0.556660 0.301542 0.125 Uiso 1 1 calc R U . . .
H16B_2 H 0.088593 0.581627 0.357814 0.125 Uiso 1 1 calc R U . . .
H16C_2 H 0.128543 0.547272 0.314540 0.125 Uiso 1 1 calc R U . . .
C17_2 C 0.26546(15) 0.72401(4) -0.00497(16) 0.0311(3) Uani 1 1 d . . . . .
C18_2 C 0.31796(19) 0.74435(4) 0.10174(19) 0.0425(4) Uani 1 1 d . . . . .
H18A_2 H 0.396837 0.740335 0.104013 0.064 Uiso 1 1 calc R U . . .
H18B_2 H 0.286003 0.739224 0.188405 0.064 Uiso 1 1 calc R U . . .
H18C_2 H 0.304888 0.766585 0.081582 0.064 Uiso 1 1 calc R U . . .
C19_2 C 0.14336(16) 0.73120(5) -0.01529(18) 0.0399(4) Uani 1 1 d . . . . .
H19A_2 H 0.133119 0.753493 -0.036768 0.060 Uiso 1 1 calc R U . . .
H19B_2 H 0.107831 0.726489 0.069720 0.060 Uiso 1 1 calc R U . . .
H19C_2 H 0.110829 0.718230 -0.085434 0.060 Uiso 1 1 calc R U . . .
C20_2 C 0.32236(18) 0.72992(5) -0.13805(18) 0.0401(4) Uani 1 1 d . . . . .
H20A_2 H 0.285168 0.718004 -0.208109 0.060 Uiso 1 1 calc R U . . .
H20B_2 H 0.398773 0.723130 -0.132243 0.060 Uiso 1 1 calc R U . . .
H20C_2 H 0.319592 0.752419 -0.159064 0.060 Uiso 1 1 calc R U . . .
C21_2 C 0.42933(13) 0.55478(4) -0.04643(15) 0.0262(3) Uani 1 1 d . . . . .
C22_2 C 0.39639(14) 0.53076(4) 0.04871(15) 0.0279(3) Uani 1 1 d . . . . .
C23_2 C 0.40253(17) 0.53124(4) 0.18448(17) 0.0343(4) Uani 1 1 d . . . . .
H23_2 H 0.431620 0.547524 0.238633 0.041 Uiso 1 1 calc R U . . .
C24_2 C 0.32868(17) 0.48729(4) 0.11611(17) 0.0366(4) Uani 1 1 d . . . . .
H24_2 H 0.296719 0.466929 0.118391 0.044 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
C1 C2 1.525(15) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.525(14) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 C4 1.538(11) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.550(15) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 C7 1.531(16) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 C8 1.533(16) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.540(14) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 C10 1.538(16) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
O1_1 C21_1 1.3512(19) . ?
O1_1 C1_1 1.4570(18) . ?
O2_1 C21_1 1.210(2) . ?
O3_1 C10_1 1.227(2) . ?
O4_1 C12_1 1.4294(18) . ?
O4_1 C14_1 1.437(2) . ?
O5_1 C13_1 1.426(2) . ?
O5_1 C14_1 1.428(2) . ?
N1_1 C2_1 1.454(2) . ?
N1_1 C11_1 1.464(2) . ?
N1_1 H1A_1 0.883(12) . ?
N2_1 C10_1 1.340(2) . ?
N2_1 C17_1 1.4799(19) . ?
N2_1 H2A_1 0.8800 . ?
N3_1 C24_1 1.315(2) . ?
N3_1 C22_1 1.381(2) . ?
N4_1 C24_1 1.341(2) . ?
N4_1 C23_1 1.353(2) . ?
N4_1 H4A_1 0.8800 . ?
C1_1 C9_1 1.536(2) . ?
C1_1 C2_1 1.549(2) . ?
C1_1 H1_1 1.0000 . ?
C2_1 C3_1 1.514(2) . ?
C2_1 H2_1 1.0000 . ?
C3_1 C4_1 1.385(2) . ?
C3_1 C8_1 1.393(2) . ?
C4_1 C5_1 1.395(3) . ?
C4_1 H4_1 0.9500 . ?
C5_1 C6_1 1.386(3) . ?
C5_1 H5_1 0.9500 . ?
C6_1 C7_1 1.394(3) . ?
C6_1 H6_1 0.9500 . ?
C7_1 C8_1 1.383(2) . ?
C7_1 H7_1 0.9500 . ?
C8_1 C9_1 1.510(2) . ?
C9_1 H9A_1 0.9900 . ?
C9_1 H9B_1 0.9900 . ?
C10_1 C11_1 1.536(2) . ?
C11_1 C12_1 1.534(2) . ?
C11_1 H11_1 1.0000 . ?
C12_1 C13_1 1.518(2) . ?
C12_1 H12_1 1.0000 . ?
C13_1 H13A_1 0.9900 . ?
C13_1 H13B_1 0.9900 . ?
C14_1 C15_1 1.513(3) . ?
C14_1 C16_1 1.513(2) . ?
C15_1 H15A_1 0.9800 . ?
C15_1 H15B_1 0.9800 . ?
C15_1 H15C_1 0.9800 . ?
C16_1 H16A_1 0.9800 . ?
C16_1 H16B_1 0.9800 . ?
C16_1 H16C_1 0.9800 . ?
C17_1 C18_1 1.519(2) . ?
C17_1 C19_1 1.526(2) . ?
C17_1 C20_1 1.528(2) . ?
C18_1 H18A_1 0.9800 . ?
C18_1 H18B_1 0.9800 . ?
C18_1 H18C_1 0.9800 . ?
C19_1 H19A_1 0.9800 . ?
C19_1 H19B_1 0.9800 . ?
C19_1 H19C_1 0.9800 . ?
C20_1 H20A_1 0.9800 . ?
C20_1 H20B_1 0.9800 . ?
C20_1 H20C_1 0.9800 . ?
C21_1 C22_1 1.462(2) . ?
C22_1 C23_1 1.364(2) . ?
C23_1 H23_1 0.9500 . ?
C24_1 H24_1 0.9500 . ?
O1_2 C21_2 1.3578(19) . ?
O1_2 C1_2 1.4504(19) . ?
O2_2 C21_2 1.209(2) . ?
O3_2 C10_2 1.229(2) . ?
O4_2 C12_2 1.427(2) . ?
O4_2 C14_2 1.434(2) . ?
O5_2 C14_2 1.409(3) . ?
O5_2 C13_2 1.411(3) . ?
N1_2 C2_2 1.457(2) . ?
N1_2 C11_2 1.461(2) . ?
N1_2 H1A_2 0.888(12) . ?
N2_2 C10_2 1.341(2) . ?
N2_2 C17_2 1.480(2) . ?
N2_2 H2A_2 0.8800 . ?
N3_2 C24_2 1.315(2) . ?
N3_2 C22_2 1.388(2) . ?
N4_2 C24_2 1.352(2) . ?
N4_2 C23_2 1.359(2) . ?
N4_2 H4A_2 0.8800 . ?
C1_2 C9_2 1.538(2) . ?
C1_2 C2_2 1.566(2) . ?
C1_2 H1_2 1.0000 . ?
C2_2 C3_2 1.506(2) . ?
C2_2 H2_2 1.0000 . ?
C3_2 C8_2 1.385(2) . ?
C3_2 C4_2 1.393(2) . ?
C4_2 C5_2 1.390(3) . ?
C4_2 H4_2 0.9500 . ?
C5_2 C6_2 1.390(3) . ?
C5_2 H5_2 0.9500 . ?
C6_2 C7_2 1.390(3) . ?
C6_2 H6_2 0.9500 . ?
C7_2 C8_2 1.389(2) . ?
C7_2 H7_2 0.9500 . ?
C8_2 C9_2 1.507(2) . ?
C9_2 H9A_2 0.9900 . ?
C9_2 H9B_2 0.9900 . ?
C10_2 C11_2 1.532(2) . ?
C11_2 C12_2 1.523(3) . ?
C11_2 H11_2 1.0000 . ?
C12_2 C13_2 1.528(3) . ?
C12_2 H12_2 1.0000 . ?
C13_2 H13A_2 0.9900 . ?
C13_2 H13B_2 0.9900 . ?
C14_2 C15_2 1.496(4) . ?
C14_2 C16_2 1.511(4) . ?
C15_2 H15A_2 0.9800 . ?
C15_2 H15B_2 0.9800 . ?
C15_2 H15C_2 0.9800 . ?
C16_2 H16A_2 0.9800 . ?
C16_2 H16B_2 0.9800 . ?
C16_2 H16C_2 0.9800 . ?
C17_2 C18_2 1.521(3) . ?
C17_2 C19_2 1.528(3) . ?
C17_2 C20_2 1.530(2) . ?
C18_2 H18A_2 0.9800 . ?
C18_2 H18B_2 0.9800 . ?
C18_2 H18C_2 0.9800 . ?
C19_2 H19A_2 0.9800 . ?
C19_2 H19B_2 0.9800 . ?
C19_2 H19C_2 0.9800 . ?
C20_2 H20A_2 0.9800 . ?
C20_2 H20B_2 0.9800 . ?
C20_2 H20C_2 0.9800 . ?
C21_2 C22_2 1.456(2) . ?
C22_2 C23_2 1.368(2) . ?
C23_2 H23_2 0.9500 . ?
C24_2 H24_2 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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
C1 C2 C3 113.3(14) . . ?
C1 C2 H2A 108.9 . . ?
C3 C2 H2A 108.9 . . ?
C1 C2 H2B 108.9 . . ?
C3 C2 H2B 108.9 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C4 113.0(10) . . ?
C2 C3 H3A 109.0 . . ?
C4 C3 H3A 109.0 . . ?
C2 C3 H3B 109.0 . . ?
C4 C3 H3B 109.0 . . ?
H3A C3 H3B 107.8 . . ?
C3 C4 C5 110.0(10) . . ?
C3 C4 H4A 109.7 . . ?
C5 C4 H4A 109.7 . . ?
C3 C4 H4B 109.7 . . ?
C5 C4 H4B 109.7 . . ?
H4A C4 H4B 108.2 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C7 C6 H6A 109.5 . . ?
C7 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C7 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C6 C7 C8 115(2) . . ?
C6 C7 H7A 108.6 . . ?
C8 C7 H7A 108.6 . . ?
C6 C7 H7B 108.6 . . ?
C8 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
C7 C8 C9 111(2) . . ?
C7 C8 H8A 109.4 . . ?
C9 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
C9 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C10 C9 C8 112(2) . . ?
C10 C9 H9A 109.1 . . ?
C8 C9 H9A 109.1 . . ?
C10 C9 H9B 109.1 . . ?
C8 C9 H9B 109.1 . . ?
H9A C9 H9B 107.9 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C21_1 O1_1 C1_1 114.88(12) . . ?
C12_1 O4_1 C14_1 108.89(12) . . ?
C13_1 O5_1 C14_1 107.64(12) . . ?
C2_1 N1_1 C11_1 115.22(12) . . ?
C2_1 N1_1 H1A_1 109.1(15) . . ?
C11_1 N1_1 H1A_1 106.3(15) . . ?
C10_1 N2_1 C17_1 126.09(13) . . ?
C10_1 N2_1 H2A_1 117.0 . . ?
C17_1 N2_1 H2A_1 117.0 . . ?
C24_1 N3_1 C22_1 104.29(14) . . ?
C24_1 N4_1 C23_1 106.83(14) . . ?
C24_1 N4_1 H4A_1 126.6 . . ?
C23_1 N4_1 H4A_1 126.6 . . ?
O1_1 C1_1 C9_1 108.17(13) . . ?
O1_1 C1_1 C2_1 106.26(12) . . ?
C9_1 C1_1 C2_1 104.32(13) . . ?
O1_1 C1_1 H1_1 112.5 . . ?
C9_1 C1_1 H1_1 112.5 . . ?
C2_1 C1_1 H1_1 112.5 . . ?
N1_1 C2_1 C3_1 114.08(12) . . ?
N1_1 C2_1 C1_1 118.81(13) . . ?
C3_1 C2_1 C1_1 102.20(12) . . ?
N1_1 C2_1 H2_1 107.0 . . ?
C3_1 C2_1 H2_1 107.0 . . ?
C1_1 C2_1 H2_1 107.0 . . ?
C4_1 C3_1 C8_1 120.97(15) . . ?
C4_1 C3_1 C2_1 129.01(15) . . ?
C8_1 C3_1 C2_1 109.99(14) . . ?
C3_1 C4_1 C5_1 118.42(16) . . ?
C3_1 C4_1 H4_1 120.8 . . ?
C5_1 C4_1 H4_1 120.8 . . ?
C6_1 C5_1 C4_1 120.59(16) . . ?
C6_1 C5_1 H5_1 119.7 . . ?
C4_1 C5_1 H5_1 119.7 . . ?
C5_1 C6_1 C7_1 120.82(17) . . ?
C5_1 C6_1 H6_1 119.6 . . ?
C7_1 C6_1 H6_1 119.6 . . ?
C8_1 C7_1 C6_1 118.58(16) . . ?
C8_1 C7_1 H7_1 120.7 . . ?
C6_1 C7_1 H7_1 120.7 . . ?
C7_1 C8_1 C3_1 120.61(16) . . ?
C7_1 C8_1 C9_1 129.06(15) . . ?
C3_1 C8_1 C9_1 110.33(14) . . ?
C8_1 C9_1 C1_1 103.09(13) . . ?
C8_1 C9_1 H9A_1 111.1 . . ?
C1_1 C9_1 H9A_1 111.1 . . ?
C8_1 C9_1 H9B_1 111.1 . . ?
C1_1 C9_1 H9B_1 111.1 . . ?
H9A_1 C9_1 H9B_1 109.1 . . ?
O3_1 C10_1 N2_1 124.90(14) . . ?
O3_1 C10_1 C11_1 120.10(14) . . ?
N2_1 C10_1 C11_1 114.95(13) . . ?
N1_1 C11_1 C12_1 107.05(12) . . ?
N1_1 C11_1 C10_1 112.40(13) . . ?
C12_1 C11_1 C10_1 108.24(12) . . ?
N1_1 C11_1 H11_1 109.7 . . ?
C12_1 C11_1 H11_1 109.7 . . ?
C10_1 C11_1 H11_1 109.7 . . ?
O4_1 C12_1 C13_1 102.63(12) . . ?
O4_1 C12_1 C11_1 109.75(12) . . ?
C13_1 C12_1 C11_1 115.40(13) . . ?
O4_1 C12_1 H12_1 109.6 . . ?
C13_1 C12_1 H12_1 109.6 . . ?
C11_1 C12_1 H12_1 109.6 . . ?
O5_1 C13_1 C12_1 102.92(12) . . ?
O5_1 C13_1 H13A_1 111.2 . . ?
C12_1 C13_1 H13A_1 111.2 . . ?
O5_1 C13_1 H13B_1 111.2 . . ?
C12_1 C13_1 H13B_1 111.2 . . ?
H13A_1 C13_1 H13B_1 109.1 . . ?
O5_1 C14_1 O4_1 106.28(12) . . ?
O5_1 C14_1 C15_1 107.62(15) . . ?
O4_1 C14_1 C15_1 109.70(14) . . ?
O5_1 C14_1 C16_1 111.33(14) . . ?
O4_1 C14_1 C16_1 107.89(14) . . ?
C15_1 C14_1 C16_1 113.75(15) . . ?
C14_1 C15_1 H15A_1 109.5 . . ?
C14_1 C15_1 H15B_1 109.5 . . ?
H15A_1 C15_1 H15B_1 109.5 . . ?
C14_1 C15_1 H15C_1 109.5 . . ?
H15A_1 C15_1 H15C_1 109.5 . . ?
H15B_1 C15_1 H15C_1 109.5 . . ?
C14_1 C16_1 H16A_1 109.5 . . ?
C14_1 C16_1 H16B_1 109.5 . . ?
H16A_1 C16_1 H16B_1 109.5 . . ?
C14_1 C16_1 H16C_1 109.5 . . ?
H16A_1 C16_1 H16C_1 109.5 . . ?
H16B_1 C16_1 H16C_1 109.5 . . ?
N2_1 C17_1 C18_1 106.27(14) . . ?
N2_1 C17_1 C19_1 110.02(13) . . ?
C18_1 C17_1 C19_1 109.93(15) . . ?
N2_1 C17_1 C20_1 109.67(13) . . ?
C18_1 C17_1 C20_1 110.23(15) . . ?
C19_1 C17_1 C20_1 110.63(14) . . ?
C17_1 C18_1 H18A_1 109.5 . . ?
C17_1 C18_1 H18B_1 109.5 . . ?
H18A_1 C18_1 H18B_1 109.5 . . ?
C17_1 C18_1 H18C_1 109.5 . . ?
H18A_1 C18_1 H18C_1 109.5 . . ?
H18B_1 C18_1 H18C_1 109.5 . . ?
C17_1 C19_1 H19A_1 109.5 . . ?
C17_1 C19_1 H19B_1 109.5 . . ?
H19A_1 C19_1 H19B_1 109.5 . . ?
C17_1 C19_1 H19C_1 109.5 . . ?
H19A_1 C19_1 H19C_1 109.5 . . ?
H19B_1 C19_1 H19C_1 109.5 . . ?
C17_1 C20_1 H20A_1 109.5 . . ?
C17_1 C20_1 H20B_1 109.5 . . ?
H20A_1 C20_1 H20B_1 109.5 . . ?
C17_1 C20_1 H20C_1 109.5 . . ?
H20A_1 C20_1 H20C_1 109.5 . . ?
H20B_1 C20_1 H20C_1 109.5 . . ?
O2_1 C21_1 O1_1 123.81(15) . . ?
O2_1 C21_1 C22_1 124.40(15) . . ?
O1_1 C21_1 C22_1 111.77(13) . . ?
C23_1 C22_1 N3_1 109.63(14) . . ?
C23_1 C22_1 C21_1 129.29(15) . . ?
N3_1 C22_1 C21_1 120.94(14) . . ?
N4_1 C23_1 C22_1 106.48(14) . . ?
N4_1 C23_1 H23_1 126.8 . . ?
C22_1 C23_1 H23_1 126.8 . . ?
N3_1 C24_1 N4_1 112.78(15) . . ?
N3_1 C24_1 H24_1 123.6 . . ?
N4_1 C24_1 H24_1 123.6 . . ?
C21_2 O1_2 C1_2 116.73(12) . . ?
C12_2 O4_2 C14_2 108.99(15) . . ?
C14_2 O5_2 C13_2 107.72(17) . . ?
C2_2 N1_2 C11_2 112.51(13) . . ?
C2_2 N1_2 H1A_2 109.0(16) . . ?
C11_2 N1_2 H1A_2 108.0(16) . . ?
C10_2 N2_2 C17_2 124.43(14) . . ?
C10_2 N2_2 H2A_2 117.8 . . ?
C17_2 N2_2 H2A_2 117.8 . . ?
C24_2 N3_2 C22_2 104.39(13) . . ?
C24_2 N4_2 C23_2 107.49(14) . . ?
C24_2 N4_2 H4A_2 126.3 . . ?
C23_2 N4_2 H4A_2 126.3 . . ?
O1_2 C1_2 C9_2 109.74(13) . . ?
O1_2 C1_2 C2_2 108.40(12) . . ?
C9_2 C1_2 C2_2 105.67(13) . . ?
O1_2 C1_2 H1_2 111.0 . . ?
C9_2 C1_2 H1_2 111.0 . . ?
C2_2 C1_2 H1_2 111.0 . . ?
N1_2 C2_2 C3_2 113.97(13) . . ?
N1_2 C2_2 C1_2 117.20(13) . . ?
C3_2 C2_2 C1_2 104.14(13) . . ?
N1_2 C2_2 H2_2 107.0 . . ?
C3_2 C2_2 H2_2 107.0 . . ?
C1_2 C2_2 H2_2 107.0 . . ?
C8_2 C3_2 C4_2 120.77(15) . . ?
C8_2 C3_2 C2_2 111.44(13) . . ?
C4_2 C3_2 C2_2 127.63(15) . . ?
C5_2 C4_2 C3_2 118.50(16) . . ?
C5_2 C4_2 H4_2 120.8 . . ?
C3_2 C4_2 H4_2 120.8 . . ?
C4_2 C5_2 C6_2 120.67(16) . . ?
C4_2 C5_2 H5_2 119.7 . . ?
C6_2 C5_2 H5_2 119.7 . . ?
C7_2 C6_2 C5_2 120.63(17) . . ?
C7_2 C6_2 H6_2 119.7 . . ?
C5_2 C6_2 H6_2 119.7 . . ?
C8_2 C7_2 C6_2 118.66(17) . . ?
C8_2 C7_2 H7_2 120.7 . . ?
C6_2 C7_2 H7_2 120.7 . . ?
C3_2 C8_2 C7_2 120.73(15) . . ?
C3_2 C8_2 C9_2 110.91(14) . . ?
C7_2 C8_2 C9_2 128.27(16) . . ?
C8_2 C9_2 C1_2 105.32(13) . . ?
C8_2 C9_2 H9A_2 110.7 . . ?
C1_2 C9_2 H9A_2 110.7 . . ?
C8_2 C9_2 H9B_2 110.7 . . ?
C1_2 C9_2 H9B_2 110.7 . . ?
H9A_2 C9_2 H9B_2 108.8 . . ?
O3_2 C10_2 N2_2 124.40(16) . . ?
O3_2 C10_2 C11_2 120.12(16) . . ?
N2_2 C10_2 C11_2 115.46(14) . . ?
N1_2 C11_2 C12_2 109.70(15) . . ?
N1_2 C11_2 C10_2 110.36(14) . . ?
C12_2 C11_2 C10_2 109.75(14) . . ?
N1_2 C11_2 H11_2 109.0 . . ?
C12_2 C11_2 H11_2 109.0 . . ?
C10_2 C11_2 H11_2 109.0 . . ?
O4_2 C12_2 C11_2 109.13(15) . . ?
O4_2 C12_2 C13_2 102.70(16) . . ?
C11_2 C12_2 C13_2 114.02(19) . . ?
O4_2 C12_2 H12_2 110.2 . . ?
C11_2 C12_2 H12_2 110.2 . . ?
C13_2 C12_2 H12_2 110.2 . . ?
O5_2 C13_2 C12_2 102.81(18) . . ?
O5_2 C13_2 H13A_2 111.2 . . ?
C12_2 C13_2 H13A_2 111.2 . . ?
O5_2 C13_2 H13B_2 111.2 . . ?
C12_2 C13_2 H13B_2 111.2 . . ?
H13A_2 C13_2 H13B_2 109.1 . . ?
O5_2 C14_2 O4_2 106.47(16) . . ?
O5_2 C14_2 C15_2 112.3(2) . . ?
O4_2 C14_2 C15_2 108.7(2) . . ?
O5_2 C14_2 C16_2 106.7(2) . . ?
O4_2 C14_2 C16_2 109.1(2) . . ?
C15_2 C14_2 C16_2 113.3(3) . . ?
C14_2 C15_2 H15A_2 109.5 . . ?
C14_2 C15_2 H15B_2 109.5 . . ?
H15A_2 C15_2 H15B_2 109.5 . . ?
C14_2 C15_2 H15C_2 109.5 . . ?
H15A_2 C15_2 H15C_2 109.5 . . ?
H15B_2 C15_2 H15C_2 109.5 . . ?
C14_2 C16_2 H16A_2 109.5 . . ?
C14_2 C16_2 H16B_2 109.5 . . ?
H16A_2 C16_2 H16B_2 109.5 . . ?
C14_2 C16_2 H16C_2 109.5 . . ?
H16A_2 C16_2 H16C_2 109.5 . . ?
H16B_2 C16_2 H16C_2 109.5 . . ?
N2_2 C17_2 C18_2 107.19(14) . . ?
N2_2 C17_2 C19_2 109.89(15) . . ?
C18_2 C17_2 C19_2 110.31(15) . . ?
N2_2 C17_2 C20_2 109.33(14) . . ?
C18_2 C17_2 C20_2 109.42(16) . . ?
C19_2 C17_2 C20_2 110.63(15) . . ?
C17_2 C18_2 H18A_2 109.5 . . ?
C17_2 C18_2 H18B_2 109.5 . . ?
H18A_2 C18_2 H18B_2 109.5 . . ?
C17_2 C18_2 H18C_2 109.5 . . ?
H18A_2 C18_2 H18C_2 109.5 . . ?
H18B_2 C18_2 H18C_2 109.5 . . ?
C17_2 C19_2 H19A_2 109.5 . . ?
C17_2 C19_2 H19B_2 109.5 . . ?
H19A_2 C19_2 H19B_2 109.5 . . ?
C17_2 C19_2 H19C_2 109.5 . . ?
H19A_2 C19_2 H19C_2 109.5 . . ?
H19B_2 C19_2 H19C_2 109.5 . . ?
C17_2 C20_2 H20A_2 109.5 . . ?
C17_2 C20_2 H20B_2 109.5 . . ?
H20A_2 C20_2 H20B_2 109.5 . . ?
C17_2 C20_2 H20C_2 109.5 . . ?
H20A_2 C20_2 H20C_2 109.5 . . ?
H20B_2 C20_2 H20C_2 109.5 . . ?
O2_2 C21_2 O1_2 123.62(15) . . ?
O2_2 C21_2 C22_2 124.26(15) . . ?
O1_2 C21_2 C22_2 112.12(13) . . ?
C23_2 C22_2 N3_2 110.18(15) . . ?
C23_2 C22_2 C21_2 129.09(16) . . ?
N3_2 C22_2 C21_2 120.72(14) . . ?
N4_2 C23_2 C22_2 105.69(15) . . ?
N4_2 C23_2 H23_2 127.2 . . ?
C22_2 C23_2 H23_2 127.2 . . ?
N3_2 C24_2 N4_2 112.25(15) . . ?
N3_2 C24_2 H24_2 123.9 . . ?
N4_2 C24_2 H24_2 123.9 . . ?

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
C1 C2 C3 C4 169.1(14) . . . . ?
C2 C3 C4 C5 177(2) . . . . ?
C6 C7 C8 C9 171(5) . . . . ?
C7 C8 C9 C10 136(5) . . . . ?
C21_1 O1_1 C1_1 C9_1 -76.57(17) . . . . ?
C21_1 O1_1 C1_1 C2_1 171.91(13) . . . . ?
C11_1 N1_1 C2_1 C3_1 164.07(12) . . . . ?
C11_1 N1_1 C2_1 C1_1 -75.27(17) . . . . ?
O1_1 C1_1 C2_1 N1_1 -43.22(17) . . . . ?
C9_1 C1_1 C2_1 N1_1 -157.40(13) . . . . ?
O1_1 C1_1 C2_1 C3_1 83.31(14) . . . . ?
C9_1 C1_1 C2_1 C3_1 -30.87(15) . . . . ?
N1_1 C2_1 C3_1 C4_1 -31.0(2) . . . . ?
C1_1 C2_1 C3_1 C4_1 -160.55(15) . . . . ?
N1_1 C2_1 C3_1 C8_1 151.15(13) . . . . ?
C1_1 C2_1 C3_1 C8_1 21.61(16) . . . . ?
C8_1 C3_1 C4_1 C5_1 1.0(2) . . . . ?
C2_1 C3_1 C4_1 C5_1 -176.60(15) . . . . ?
C3_1 C4_1 C5_1 C6_1 -0.1(3) . . . . ?
C4_1 C5_1 C6_1 C7_1 -0.4(3) . . . . ?
C5_1 C6_1 C7_1 C8_1 -0.2(3) . . . . ?
C6_1 C7_1 C8_1 C3_1 1.1(3) . . . . ?
C6_1 C7_1 C8_1 C9_1 -179.05(16) . . . . ?
C4_1 C3_1 C8_1 C7_1 -1.6(2) . . . . ?
C2_1 C3_1 C8_1 C7_1 176.48(14) . . . . ?
C4_1 C3_1 C8_1 C9_1 178.56(14) . . . . ?
C2_1 C3_1 C8_1 C9_1 -3.40(17) . . . . ?
C7_1 C8_1 C9_1 C1_1 163.61(17) . . . . ?
C3_1 C8_1 C9_1 C1_1 -16.53(17) . . . . ?
O1_1 C1_1 C9_1 C8_1 -83.69(14) . . . . ?
C2_1 C1_1 C9_1 C8_1 29.14(15) . . . . ?
C17_1 N2_1 C10_1 O3_1 -1.4(3) . . . . ?
C17_1 N2_1 C10_1 C11_1 -178.61(14) . . . . ?
C2_1 N1_1 C11_1 C12_1 165.73(12) . . . . ?
C2_1 N1_1 C11_1 C10_1 -75.56(16) . . . . ?
O3_1 C10_1 C11_1 N1_1 155.60(14) . . . . ?
N2_1 C10_1 C11_1 N1_1 -27.03(19) . . . . ?
O3_1 C10_1 C11_1 C12_1 -86.39(17) . . . . ?
N2_1 C10_1 C11_1 C12_1 90.98(16) . . . . ?
C14_1 O4_1 C12_1 C13_1 23.54(16) . . . . ?
C14_1 O4_1 C12_1 C11_1 -99.66(15) . . . . ?
N1_1 C11_1 C12_1 O4_1 -56.87(15) . . . . ?
C10_1 C11_1 C12_1 O4_1 -178.25(12) . . . . ?
N1_1 C11_1 C12_1 C13_1 -172.19(13) . . . . ?
C10_1 C11_1 C12_1 C13_1 66.43(16) . . . . ?
C14_1 O5_1 C13_1 C12_1 31.46(16) . . . . ?
O4_1 C12_1 C13_1 O5_1 -33.28(15) . . . . ?
C11_1 C12_1 C13_1 O5_1 86.04(15) . . . . ?
C13_1 O5_1 C14_1 O4_1 -17.48(17) . . . . ?
C13_1 O5_1 C14_1 C15_1 -134.94(14) . . . . ?
C13_1 O5_1 C14_1 C16_1 99.76(17) . . . . ?
C12_1 O4_1 C14_1 O5_1 -4.93(17) . . . . ?
C12_1 O4_1 C14_1 C15_1 111.14(15) . . . . ?
C12_1 O4_1 C14_1 C16_1 -124.44(15) . . . . ?
C10_1 N2_1 C17_1 C18_1 178.29(16) . . . . ?
C10_1 N2_1 C17_1 C19_1 59.3(2) . . . . ?
C10_1 N2_1 C17_1 C20_1 -62.6(2) . . . . ?
C1_1 O1_1 C21_1 O2_1 -13.8(3) . . . . ?
C1_1 O1_1 C21_1 C22_1 164.76(14) . . . . ?
C24_1 N3_1 C22_1 C23_1 0.1(3) . . . . ?
C24_1 N3_1 C22_1 C21_1 176.1(2) . . . . ?
O2_1 C21_1 C22_1 C23_1 177.6(2) . . . . ?
O1_1 C21_1 C22_1 C23_1 -1.0(3) . . . . ?
O2_1 C21_1 C22_1 N3_1 2.5(3) . . . . ?
O1_1 C21_1 C22_1 N3_1 -176.11(17) . . . . ?
C24_1 N4_1 C23_1 C22_1 0.1(2) . . . . ?
N3_1 C22_1 C23_1 N4_1 -0.1(2) . . . . ?
C21_1 C22_1 C23_1 N4_1 -175.72(19) . . . . ?
C22_1 N3_1 C24_1 N4_1 0.0(3) . . . . ?
C23_1 N4_1 C24_1 N3_1 -0.1(3) . . . . ?
C21_2 O1_2 C1_2 C9_2 -112.48(15) . . . . ?
C21_2 O1_2 C1_2 C2_2 132.58(14) . . . . ?
C11_2 N1_2 C2_2 C3_2 158.53(13) . . . . ?
C11_2 N1_2 C2_2 C1_2 -79.54(17) . . . . ?
O1_2 C1_2 C2_2 N1_2 -24.89(18) . . . . ?
C9_2 C1_2 C2_2 N1_2 -142.47(14) . . . . ?
O1_2 C1_2 C2_2 C3_2 102.01(14) . . . . ?
C9_2 C1_2 C2_2 C3_2 -15.56(16) . . . . ?
N1_2 C2_2 C3_2 C8_2 139.99(14) . . . . ?
C1_2 C2_2 C3_2 C8_2 11.11(17) . . . . ?
N1_2 C2_2 C3_2 C4_2 -44.6(2) . . . . ?
C1_2 C2_2 C3_2 C4_2 -173.47(15) . . . . ?
C8_2 C3_2 C4_2 C5_2 1.5(2) . . . . ?
C2_2 C3_2 C4_2 C5_2 -173.50(15) . . . . ?
C3_2 C4_2 C5_2 C6_2 -0.6(3) . . . . ?
C4_2 C5_2 C6_2 C7_2 -1.0(3) . . . . ?
C5_2 C6_2 C7_2 C8_2 1.7(3) . . . . ?
C4_2 C3_2 C8_2 C7_2 -0.8(2) . . . . ?
C2_2 C3_2 C8_2 C7_2 174.94(15) . . . . ?
C4_2 C3_2 C8_2 C9_2 -177.71(14) . . . . ?
C2_2 C3_2 C8_2 C9_2 -1.93(18) . . . . ?
C6_2 C7_2 C8_2 C3_2 -0.8(2) . . . . ?
C6_2 C7_2 C8_2 C9_2 175.47(16) . . . . ?
C3_2 C8_2 C9_2 C1_2 -8.33(18) . . . . ?
C7_2 C8_2 C9_2 C1_2 175.10(16) . . . . ?
O1_2 C1_2 C9_2 C8_2 -102.04(14) . . . . ?
C2_2 C1_2 C9_2 C8_2 14.64(16) . . . . ?
C17_2 N2_2 C10_2 O3_2 -3.4(3) . . . . ?
C17_2 N2_2 C10_2 C11_2 178.23(15) . . . . ?
C2_2 N1_2 C11_2 C12_2 165.79(14) . . . . ?
C2_2 N1_2 C11_2 C10_2 -73.17(17) . . . . ?
O3_2 C10_2 C11_2 N1_2 146.89(16) . . . . ?
N2_2 C10_2 C11_2 N1_2 -34.6(2) . . . . ?
O3_2 C10_2 C11_2 C12_2 -92.1(2) . . . . ?
N2_2 C10_2 C11_2 C12_2 86.39(19) . . . . ?
C14_2 O4_2 C12_2 C11_2 -139.32(18) . . . . ?
C14_2 O4_2 C12_2 C13_2 -18.0(2) . . . . ?
N1_2 C11_2 C12_2 O4_2 -71.3(2) . . . . ?
C10_2 C11_2 C12_2 O4_2 167.28(16) . . . . ?
N1_2 C11_2 C12_2 C13_2 174.53(18) . . . . ?
C10_2 C11_2 C12_2 C13_2 53.1(2) . . . . ?
C14_2 O5_2 C13_2 C12_2 -33.3(3) . . . . ?
O4_2 C12_2 C13_2 O5_2 31.0(3) . . . . ?
C11_2 C12_2 C13_2 O5_2 148.9(2) . . . . ?
C13_2 O5_2 C14_2 O4_2 22.8(3) . . . . ?
C13_2 O5_2 C14_2 C15_2 -96.2(3) . . . . ?
C13_2 O5_2 C14_2 C16_2 139.2(2) . . . . ?
C12_2 O4_2 C14_2 O5_2 -1.6(3) . . . . ?
C12_2 O4_2 C14_2 C15_2 119.6(2) . . . . ?
C12_2 O4_2 C14_2 C16_2 -116.4(2) . . . . ?
C10_2 N2_2 C17_2 C18_2 -178.49(17) . . . . ?
C10_2 N2_2 C17_2 C19_2 61.6(2) . . . . ?
C10_2 N2_2 C17_2 C20_2 -60.0(2) . . . . ?
C1_2 O1_2 C21_2 O2_2 3.3(2) . . . . ?
C1_2 O1_2 C21_2 C22_2 -177.02(13) . . . . ?
C24_2 N3_2 C22_2 C23_2 -0.3(2) . . . . ?
C24_2 N3_2 C22_2 C21_2 -179.04(16) . . . . ?
O2_2 C21_2 C22_2 C23_2 -174.9(2) . . . . ?
O1_2 C21_2 C22_2 C23_2 5.4(3) . . . . ?
O2_2 C21_2 C22_2 N3_2 3.5(3) . . . . ?
O1_2 C21_2 C22_2 N3_2 -176.11(15) . . . . ?
C24_2 N4_2 C23_2 C22_2 0.8(2) . . . . ?
N3_2 C22_2 C23_2 N4_2 -0.3(2) . . . . ?
C21_2 C22_2 C23_2 N4_2 178.29(17) . . . . ?
C22_2 N3_2 C24_2 N4_2 0.8(2) . . . . ?
C23_2 N4_2 C24_2 N3_2 -1.1(2) . . . . ?

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_1 H1A_1 O4_1 0.883(12) 2.29(2) 2.7743(18) 114.8(17) . yes
N4_1 H4A_1 N3_2 0.88 2.05 2.9288(19) 174.0 1_556 yes
N4_2 H4A_2 N3_1 0.88 2.02 2.891(2) 169.9 . yes

_refine_diff_density_max         0.308
_refine_diff_density_min         -0.240
_refine_diff_density_rms         0.031

