# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_7
_database_code_depnum_ccdc_archive 'CCDC 2218184'
loop_
_audit_author_name
_audit_author_address
'Michael Pfrunder'
;Queensland University of Technology
Australia
;
_audit_update_record             
;
2022-12-12 deposited with the CCDC.	2023-01-27 downloaded from the CCDC.
;
_audit_creation_date             2022-07-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C21 H20 N O4'
_chemical_formula_sum            'C21 H20 N O4'
_chemical_formula_weight         350.38
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   6.8730(14)
_cell_length_b                   20.799(4)
_cell_length_c                   12.761(3)
_cell_angle_alpha                90
_cell_angle_beta                 104.29(3)
_cell_angle_gamma                90
_cell_volume                     1767.8(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    561
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.208
_cell_measurement_theta_min      25.244
_shelx_estimated_absorpt_T_max   0.991
_shelx_estimated_absorpt_T_min   0.991
_exptl_absorpt_coefficient_mu    0.091
_exptl_absorpt_correction_T_max  'Value not reported by XDS'
_exptl_absorpt_correction_T_min  'Value not reported by XDS'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.316
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             740
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.837
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            31161
_diffrn_reflns_point_group_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.837
_diffrn_reflns_theta_full        25.244
_diffrn_reflns_theta_max         32.208
_diffrn_reflns_theta_min         3.059
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.837
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_radiation_type           Synchrotron
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_wavelength     0.7108
_diffrn_source                   'MX2 Beamline Australian Synchrotron'
_diffrn_standards_number         ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4565
_reflns_number_total             5232
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_data_collection       'AS QEGUI'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.748
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.054
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.138
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     240
_refine_ls_number_reflns         5232
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0688
_refine_ls_R_factor_gt           0.0649
_refine_ls_restrained_S_all      1.138
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1216P)²+0.2334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1968
_refine_ls_wR_factor_ref         0.2021
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C14(H14), C2(H2), C17(H17), C16(H16), C8(H8), C7(H7), C6(H6)
2.b Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C19(H19A,H19B,H19C), C18(H18A,H18B,H18C), C20(H20A,H20B,
 H20C)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.24953(15) 0.47596(4) 0.41462(7) 0.0416(2) Uani 1 1 d . . . . .
O3 O 0.22592(17) 0.48356(5) 0.78735(7) 0.0494(3) Uani 1 1 d . . . . .
H3 H 0.238743 0.522936 0.776018 0.074 Uiso 1 1 calc R U . . .
O2 O 0.27300(18) 0.58617(5) 0.68181(7) 0.0508(3) Uani 1 1 d . . . . .
O4 O 0.2726(2) 0.75158(5) -0.04387(8) 0.0634(3) Uani 1 1 d . . . . .
N1 N 0.2750(2) 0.70561(5) 0.02267(8) 0.0511(3) Uani 1 1 d . . . . .
C15 C 0.2722(2) 0.56322(6) 0.30150(9) 0.0395(3) Uani 1 1 d . . . . .
C1 C 0.26656(19) 0.54105(6) 0.41025(9) 0.0391(3) Uani 1 1 d . . . . .
C14 C 0.2787(2) 0.62909(6) 0.28059(9) 0.0409(3) Uani 1 1 d . . . . .
H14 H 0.283444 0.659624 0.336529 0.049 Uiso 1 1 calc R U . . .
C3 C 0.2641(2) 0.55230(6) 0.59972(9) 0.0419(3) Uani 1 1 d . . . . .
C2 C 0.2754(2) 0.57905(6) 0.49752(9) 0.0416(3) Uani 1 1 d . . . . .
H2 H 0.289443 0.624215 0.491068 0.050 Uiso 1 1 calc R U . . .
C9 C 0.2366(2) 0.44680(6) 0.50924(9) 0.0411(3) Uani 1 1 d . . . . .
C17 C 0.2651(2) 0.53938(6) 0.11445(9) 0.0441(3) Uani 1 1 d . . . . .
H17 H 0.260661 0.509155 0.058089 0.053 Uiso 1 1 calc R U . . .
C10 C 0.2795(2) 0.71726(6) 0.13809(9) 0.0451(3) Uani 1 1 d . . . . .
C16 C 0.2661(2) 0.51872(6) 0.21834(9) 0.0423(3) Uani 1 1 d . . . . .
H16 H 0.262633 0.474014 0.232996 0.051 Uiso 1 1 calc R U . . .
C11 C 0.2782(2) 0.64908(6) 0.17683(9) 0.0414(3) Uani 1 1 d . . . . .
C13 C 0.2694(2) 0.63727(6) -0.01088(9) 0.0464(3) Uani 1 1 d . . . . .
C5 C 0.2235(2) 0.45027(6) 0.69665(10) 0.0437(3) Uani 1 1 d . . . . .
C4 C 0.2406(2) 0.48305(6) 0.60204(9) 0.0405(3) Uani 1 1 d . . . . .
C8 C 0.2192(2) 0.38058(6) 0.50721(10) 0.0452(3) Uani 1 1 d . . . . .
H8 H 0.220392 0.356730 0.443887 0.054 Uiso 1 1 calc R U . . .
C21 C 0.4562(3) 0.62121(7) -0.05098(11) 0.0530(3) Uani 1 1 d . . . . .
H21A H 0.454279 0.646107 -0.116431 0.080 Uiso 1 1 calc R U . . .
H21B H 0.456906 0.575197 -0.067422 0.080 Uiso 1 1 calc R U . . .
H21C H 0.576941 0.632047 0.005244 0.080 Uiso 1 1 calc R U . . .
C19 C 0.4673(3) 0.75476(6) 0.19277(11) 0.0527(3) Uani 1 1 d . . . . .
H19A H 0.586046 0.732610 0.181117 0.079 Uiso 1 1 calc R U . . .
H19B H 0.476790 0.757730 0.270515 0.079 Uiso 1 1 calc R U . . .
H19C H 0.459985 0.798095 0.161877 0.079 Uiso 1 1 calc R U . . .
C12 C 0.2707(2) 0.60473(6) 0.09466(9) 0.0424(3) Uani 1 1 d . . . . .
C7 C 0.1997(2) 0.35004(7) 0.60118(11) 0.0482(3) Uani 1 1 d . . . . .
H7 H 0.185097 0.304617 0.601156 0.058 Uiso 1 1 calc R U . . .
C6 C 0.2012(2) 0.38418(6) 0.69512(10) 0.0464(3) Uani 1 1 d . . . . .
H6 H 0.186903 0.362163 0.758010 0.056 Uiso 1 1 calc R U . . .
C18 C 0.0910(3) 0.75384(7) 0.14642(12) 0.0538(4) Uani 1 1 d . . . . .
H18A H 0.093306 0.797074 0.116220 0.081 Uiso 1 1 calc R U . . .
H18B H 0.087241 0.757087 0.222509 0.081 Uiso 1 1 calc R U . . .
H18C H -0.028336 0.730817 0.105882 0.081 Uiso 1 1 calc R U . . .
C20 C 0.0766(3) 0.62389(7) -0.09777(10) 0.0537(4) Uani 1 1 d . . . . .
H20A H -0.039516 0.637612 -0.071675 0.081 Uiso 1 1 calc R U . . .
H20B H 0.066439 0.577749 -0.113707 0.081 Uiso 1 1 calc R U . . .
H20C H 0.079299 0.647748 -0.163627 0.081 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3611(14) . ?
O1 C9 1.3736(13) . ?
O3 H3 0.8400 . ?
O3 C5 1.3454(15) . ?
O2 C3 1.2512(14) . ?
O4 N1 1.2761(13) . ?
N1 C10 1.4856(15) . ?
N1 C13 1.4821(16) . ?
C15 C1 1.4719(15) . ?
C15 C14 1.3986(16) . ?
C15 C16 1.4008(15) . ?
C1 C2 1.3547(15) . ?
C14 H14 0.9500 . ?
C14 C11 1.3871(14) . ?
C3 C2 1.4375(15) . ?
C3 C4 1.4505(18) . ?
C2 H2 0.9500 . ?
C9 C4 1.3984(16) . ?
C9 C8 1.3823(17) . ?
C17 H17 0.9500 . ?
C17 C16 1.3920(15) . ?
C17 C12 1.3848(17) . ?
C10 C11 1.5024(16) . ?
C10 C19 1.522(2) . ?
C10 C18 1.528(2) . ?
C16 H16 0.9500 . ?
C11 C12 1.3881(15) . ?
C13 C21 1.532(2) . ?
C13 C12 1.5053(15) . ?
C13 C20 1.529(2) . ?
C5 C4 1.4165(15) . ?
C5 C6 1.3826(19) . ?
C8 H8 0.9500 . ?
C8 C7 1.3922(16) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C7 H7 0.9500 . ?
C7 C6 1.3912(18) . ?
C6 H6 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 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
C1 O1 C9 120.00(9) . . ?
C5 O3 H3 109.5 . . ?
O4 N1 C10 122.08(10) . . ?
O4 N1 C13 122.09(10) . . ?
C13 N1 C10 115.82(9) . . ?
C14 C15 C1 119.75(10) . . ?
C14 C15 C16 119.93(10) . . ?
C16 C15 C1 120.30(10) . . ?
O1 C1 C15 111.88(9) . . ?
C2 C1 O1 122.24(10) . . ?
C2 C1 C15 125.88(11) . . ?
C15 C14 H14 120.6 . . ?
C11 C14 C15 118.89(10) . . ?
C11 C14 H14 120.6 . . ?
O2 C3 C2 122.64(12) . . ?
O2 C3 C4 121.64(11) . . ?
C2 C3 C4 115.72(10) . . ?
C1 C2 C3 121.24(11) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
O1 C9 C4 120.95(11) . . ?
O1 C9 C8 116.59(11) . . ?
C8 C9 C4 122.46(11) . . ?
C16 C17 H17 120.6 . . ?
C12 C17 H17 120.6 . . ?
C12 C17 C16 118.87(11) . . ?
N1 C10 C11 99.90(9) . . ?
N1 C10 C19 110.22(12) . . ?
N1 C10 C18 109.87(12) . . ?
C11 C10 C19 113.94(11) . . ?
C11 C10 C18 111.91(11) . . ?
C19 C10 C18 110.51(11) . . ?
C15 C16 H16 119.7 . . ?
C17 C16 C15 120.65(11) . . ?
C17 C16 H16 119.7 . . ?
C14 C11 C10 126.74(10) . . ?
C14 C11 C12 120.85(11) . . ?
C12 C11 C10 112.38(10) . . ?
N1 C13 C21 109.97(12) . . ?
N1 C13 C12 100.30(9) . . ?
N1 C13 C20 109.88(12) . . ?
C12 C13 C21 112.35(12) . . ?
C12 C13 C20 112.32(12) . . ?
C20 C13 C21 111.46(11) . . ?
O3 C5 C4 119.96(12) . . ?
O3 C5 C6 120.11(11) . . ?
C6 C5 C4 119.92(11) . . ?
C9 C4 C3 119.82(10) . . ?
C9 C4 C5 118.28(12) . . ?
C5 C4 C3 121.90(11) . . ?
C9 C8 H8 121.2 . . ?
C9 C8 C7 117.70(12) . . ?
C7 C8 H8 121.2 . . ?
C13 C21 H21A 109.5 . . ?
C13 C21 H21B 109.5 . . ?
C13 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C10 C19 H19A 109.5 . . ?
C10 C19 H19B 109.5 . . ?
C10 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C17 C12 C11 120.80(10) . . ?
C17 C12 C13 127.61(10) . . ?
C11 C12 C13 111.59(10) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 C8 121.83(12) . . ?
C6 C7 H7 119.1 . . ?
C5 C6 C7 119.79(11) . . ?
C5 C6 H6 120.1 . . ?
C7 C6 H6 120.1 . . ?
C10 C18 H18A 109.5 . . ?
C10 C18 H18B 109.5 . . ?
C10 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 C20 H20A 109.5 . . ?
C13 C20 H20B 109.5 . . ?
C13 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 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
O1 C1 C2 C3 -1.0(2) . . . . ?
O1 C9 C4 C3 -1.65(19) . . . . ?
O1 C9 C4 C5 179.01(12) . . . . ?
O1 C9 C8 C7 -178.11(12) . . . . ?
O3 C5 C4 C3 1.0(2) . . . . ?
O3 C5 C4 C9 -179.72(12) . . . . ?
O3 C5 C6 C7 -179.71(13) . . . . ?
O2 C3 C2 C1 179.60(13) . . . . ?
O2 C3 C4 C9 -178.33(13) . . . . ?
O2 C3 C4 C5 1.0(2) . . . . ?
O4 N1 C10 C11 179.34(14) . . . . ?
O4 N1 C10 C19 -60.44(18) . . . . ?
O4 N1 C10 C18 61.57(19) . . . . ?
O4 N1 C13 C21 62.65(19) . . . . ?
O4 N1 C13 C12 -178.85(15) . . . . ?
O4 N1 C13 C20 -60.40(18) . . . . ?
N1 C10 C11 C14 -179.20(14) . . . . ?
N1 C10 C11 C12 -0.87(16) . . . . ?
N1 C13 C12 C17 179.31(15) . . . . ?
N1 C13 C12 C11 -0.54(16) . . . . ?
C15 C1 C2 C3 178.56(13) . . . . ?
C15 C14 C11 C10 178.38(13) . . . . ?
C15 C14 C11 C12 0.2(2) . . . . ?
C1 O1 C9 C4 0.00(18) . . . . ?
C1 O1 C9 C8 179.85(12) . . . . ?
C1 C15 C14 C11 -178.19(12) . . . . ?
C1 C15 C16 C17 178.01(12) . . . . ?
C14 C15 C1 O1 176.66(12) . . . . ?
C14 C15 C1 C2 -2.9(2) . . . . ?
C14 C15 C16 C17 -0.4(2) . . . . ?
C14 C11 C12 C17 -0.5(2) . . . . ?
C14 C11 C12 C13 179.39(13) . . . . ?
C2 C3 C4 C9 1.91(19) . . . . ?
C2 C3 C4 C5 -178.78(12) . . . . ?
C9 O1 C1 C15 -178.26(11) . . . . ?
C9 O1 C1 C2 1.35(19) . . . . ?
C9 C8 C7 C6 -1.1(2) . . . . ?
C10 N1 C13 C21 -118.55(13) . . . . ?
C10 N1 C13 C12 -0.04(16) . . . . ?
C10 N1 C13 C20 118.40(13) . . . . ?
C10 C11 C12 C17 -178.91(13) . . . . ?
C10 C11 C12 C13 0.95(17) . . . . ?
C16 C15 C1 O1 -1.80(18) . . . . ?
C16 C15 C1 C2 178.62(13) . . . . ?
C16 C15 C14 C11 0.3(2) . . . . ?
C16 C17 C12 C11 0.3(2) . . . . ?
C16 C17 C12 C13 -179.54(14) . . . . ?
C13 N1 C10 C11 0.53(17) . . . . ?
C13 N1 C10 C19 120.75(13) . . . . ?
C13 N1 C10 C18 -117.23(13) . . . . ?
C4 C3 C2 C1 -0.6(2) . . . . ?
C4 C9 C8 C7 1.7(2) . . . . ?
C4 C5 C6 C7 1.3(2) . . . . ?
C8 C9 C4 C3 178.51(13) . . . . ?
C8 C9 C4 C5 -0.8(2) . . . . ?
C8 C7 C6 C5 -0.4(2) . . . . ?
C21 C13 C12 C17 -63.95(19) . . . . ?
C21 C13 C12 C11 116.20(14) . . . . ?
C19 C10 C11 C14 63.32(19) . . . . ?
C19 C10 C11 C12 -118.35(13) . . . . ?
C12 C17 C16 C15 0.2(2) . . . . ?
C6 C5 C4 C3 179.95(13) . . . . ?
C6 C5 C4 C9 -0.7(2) . . . . ?
C18 C10 C11 C14 -62.97(18) . . . . ?
C18 C10 C11 C12 115.36(13) . . . . ?
C20 C13 C12 C17 62.68(19) . . . . ?
C20 C13 C12 C11 -117.17(13) . . . . ?

_olex2_submission_original_sample_id 5a
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT058_1a                  
;
PROBLEM: Maximum Transmission Factor Missing ............ ?
RESPONSE: This data was collected using radiation supplied by a synchrotron. This value is not reported by XDS.
;
_vrf_PLAT059_1a                  
;
PROBLEM: Minimum Transmission Factor Missing ............ ?
RESPONSE: This data was collected using radiation supplied by a synchrotron. This value is not reported by XDS.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_18
_database_code_depnum_ccdc_archive 'CCDC 2218186'
loop_
_audit_author_name
_audit_author_address
'Michael Pfrunder'
;Queensland University of Technology
Australia
;
_audit_update_record             
;
2022-12-12 deposited with the CCDC.	2023-01-27 downloaded from the CCDC.
;
_audit_creation_date             2022-07-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C22 H23 N O4'
_chemical_formula_sum            'C22 H23 N O4'
_chemical_formula_weight         365.41
_chemical_melting_point          ?
_chemical_oxdiff_formula         C12O3N1H18
_chemical_oxdiff_usercomment     ' 02ACL1/6 F14-19'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   5.8355(2)
_cell_length_b                   11.8125(5)
_cell_length_c                   14.5365(6)
_cell_angle_alpha                110.197(4)
_cell_angle_beta                 96.116(3)
_cell_angle_gamma                91.402(3)
_cell_volume                     933.04(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9765
_cell_measurement_temperature    150(2)
_cell_measurement_theta_min      2.7280
_cell_measurement_theta_max      32.4950
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66857
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.41.103a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.301
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             388
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0489
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.808
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            21417
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.808
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         33.178
_diffrn_reflns_theta_min         1.841
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.808
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -10.00  86.00   0.50    1.00    --    8.04  37.00  90.00  192
  2  ω     -2.00  81.00   0.50    1.00    --    8.04  57.00 120.00  166
  3  ω    -10.00  69.00   0.50    1.00    --    8.04  57.00   0.00  158
  4  ω     41.00  82.00   0.50    1.00    --    8.04  57.00-180.00   82
  5  ω     -8.00  31.00   0.50    1.00    --    8.04  57.00-180.00   78
  6  ω    -69.00  25.00   0.50    1.00    --    8.04 -37.00-150.00  188
  7  ω     25.00  50.00   0.50    1.00    --   -9.76  57.00  30.00   50
  8  ω    -29.00   1.00   0.50    1.00    --   -9.76  57.00  30.00   60
  9  ω    -20.00   7.00   0.50    1.00    --   -9.76 -57.00 150.00   54
 10  ω    -51.00 -26.00   0.50    1.00    --   -9.76 -57.00 150.00   50
 11  ω    -80.00 -34.00   0.50    1.00    --   -9.76 -37.00 120.00   92
 12  ω    -77.00  -7.00   0.50    1.00    --   -9.76 -37.00-120.00  140
;
_diffrn_measurement_device       'Rigaku Synergy'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0459554000
_diffrn_orient_matrix_UB_12      0.0399773000
_diffrn_orient_matrix_UB_13      0.0415214000
_diffrn_orient_matrix_UB_21      -0.0811492000
_diffrn_orient_matrix_UB_22      0.0171298000
_diffrn_orient_matrix_UB_23      -0.0319142000
_diffrn_orient_matrix_UB_31      -0.0794450000
_diffrn_orient_matrix_UB_32      -0.0471128000
_diffrn_orient_matrix_UB_33      -0.0013206000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4462
_reflns_number_total             5749
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.103a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     250
_refine_ls_number_reflns         5749
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0634
_refine_ls_R_factor_gt           0.0483
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0634P)²+0.1176P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1236
_refine_ls_wR_factor_ref         0.1327
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C17(H17), C14(H14), C15(H15), C2(H2), C6(H6), C8(H8), C7(H7)
2.b Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C18(H18A,H18B,H18C), C20(H20A,H20B,H20C), C21(H21A,H21B,
 H21C), C22(H22A,H22B,H22C)
2.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.45948(14) 0.24791(7) 0.60604(6) 0.02355(18) Uani 1 1 d . . . . .
O4 O -0.04560(14) 0.37275(7) 0.15026(6) 0.02445(19) Uani 1 1 d . . . . .
O3 O 0.97788(17) 0.15420(9) 0.84610(7) 0.0343(2) Uani 1 1 d . . . . .
H3 H 1.042958 0.120906 0.795575 0.051 Uiso 1 1 calc R U . . .
O2 O 1.03281(17) 0.07769(9) 0.66001(7) 0.0361(2) Uani 1 1 d . . . . .
N1 N 0.14492(15) 0.33911(8) 0.20425(6) 0.01855(19) Uani 1 1 d . . . . .
C12 C 0.25227(18) 0.28006(9) 0.33624(8) 0.0184(2) Uani 1 1 d . . . . .
C13 C 0.11158(18) 0.37356(9) 0.31099(8) 0.0190(2) Uani 1 1 d . . . . .
C17 C 0.33874(19) 0.27931(10) 0.42850(8) 0.0204(2) Uani 1 1 d . . . . .
H17 H 0.307610 0.341864 0.486706 0.024 Uiso 1 1 calc R U . . .
C14 C 0.42294(19) 0.09212(10) 0.25629(8) 0.0207(2) Uani 1 1 d . . . . .
H14 H 0.448810 0.028311 0.197902 0.025 Uiso 1 1 calc R U . . .
C11 C 0.29268(18) 0.18677(9) 0.25059(8) 0.0179(2) Uani 1 1 d . . . . .
C10 C 0.17757(18) 0.20687(9) 0.16000(8) 0.0182(2) Uani 1 1 d . . . . .
C9 C 0.5335(2) 0.25606(10) 0.70135(8) 0.0230(2) Uani 1 1 d . . . . .
C15 C 0.51501(19) 0.09173(10) 0.34830(8) 0.0217(2) Uani 1 1 d . . . . .
H15 H 0.606943 0.028128 0.352764 0.026 Uiso 1 1 calc R U . . .
C1 C 0.5776(2) 0.18341(10) 0.53129(8) 0.0218(2) Uani 1 1 d . . . . .
C16 C 0.47317(19) 0.18460(10) 0.43463(8) 0.0207(2) Uani 1 1 d . . . . .
C4 C 0.7286(2) 0.19901(10) 0.72254(8) 0.0227(2) Uani 1 1 d . . . . .
C19 C -0.04548(19) 0.12516(10) 0.11875(8) 0.0238(2) Uani 1 1 d . . . . .
H19A H -0.148045 0.140229 0.170309 0.036 Uiso 1 1 calc R U . . .
H19B H -0.007822 0.040277 0.097112 0.036 Uiso 1 1 calc R U . . .
H19C H -0.122934 0.142837 0.062487 0.036 Uiso 1 1 calc R U . . .
C3 C 0.8576(2) 0.13015(11) 0.64357(9) 0.0257(2) Uani 1 1 d . . . . .
C5 C 0.7918(2) 0.20805(11) 0.82184(9) 0.0256(2) Uani 1 1 d . . . . .
C2 C 0.7688(2) 0.12662(11) 0.54629(9) 0.0263(2) Uani 1 1 d . . . . .
H2 H 0.846058 0.083583 0.491579 0.032 Uiso 1 1 calc R U . . .
C18 C 0.3342(2) 0.18774(11) 0.07890(8) 0.0247(2) Uani 1 1 d . . . . .
H18A H 0.252760 0.206081 0.023710 0.037 Uiso 1 1 calc R U . . .
H18B H 0.375695 0.103476 0.055722 0.037 Uiso 1 1 calc R U . . .
H18C H 0.474715 0.241374 0.105231 0.037 Uiso 1 1 calc R U . . .
C20 C 0.2169(2) 0.50248(10) 0.36497(9) 0.0268(3) Uani 1 1 d . . . . .
H20A H 0.375326 0.508377 0.349671 0.040 Uiso 1 1 calc R U . . .
H20B H 0.218382 0.522652 0.436336 0.040 Uiso 1 1 calc R U . . .
H20C H 0.124463 0.559030 0.343488 0.040 Uiso 1 1 calc R U . . .
C6 C 0.6601(2) 0.27108(12) 0.89450(9) 0.0310(3) Uani 1 1 d . . . . .
H6 H 0.700096 0.275818 0.960869 0.037 Uiso 1 1 calc R U . . .
C21 C -0.1397(2) 0.36497(11) 0.33153(9) 0.0265(2) Uani 1 1 d . . . . .
H21A H -0.230993 0.417620 0.304804 0.040 Uiso 1 1 calc R U . . .
H21B H -0.144758 0.390540 0.402950 0.040 Uiso 1 1 calc R U . . .
H21C H -0.203834 0.281254 0.299939 0.040 Uiso 1 1 calc R U . . .
C8 C 0.4034(2) 0.32159(13) 0.77342(9) 0.0318(3) Uani 1 1 d . . . . .
H8 H 0.273493 0.361397 0.757698 0.038 Uiso 1 1 calc R U . . .
C7 C 0.4695(2) 0.32716(13) 0.86977(10) 0.0355(3) Uani 1 1 d . . . . .
H7 H 0.381191 0.370822 0.920249 0.043 Uiso 1 1 calc R U . . .
C22 C 0.0418(3) 0.45860(12) 0.11168(10) 0.0358(3) Uani 1 1 d . . . . .
H22A H 0.155147 0.421588 0.066953 0.054 Uiso 1 1 calc R U . . .
H22B H 0.116086 0.528976 0.166133 0.054 Uiso 1 1 calc R U . . .
H22C H -0.085578 0.484243 0.075408 0.054 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C9 1.3761(13) . ?
O1 C1 1.3600(14) . ?
O4 N1 1.4356(11) . ?
O4 C22 1.4254(15) . ?
O3 H3 0.8400 . ?
O3 C5 1.3473(15) . ?
O2 C3 1.2522(15) . ?
N1 C13 1.4977(14) . ?
N1 C10 1.4957(14) . ?
C12 C13 1.5128(15) . ?
C12 C17 1.3847(15) . ?
C12 C11 1.3958(15) . ?
C13 C20 1.5294(15) . ?
C13 C21 1.5352(15) . ?
C17 H17 0.9500 . ?
C17 C16 1.4043(16) . ?
C14 H14 0.9500 . ?
C14 C11 1.3881(16) . ?
C14 C15 1.3888(15) . ?
C11 C10 1.5089(14) . ?
C10 C19 1.5356(14) . ?
C10 C18 1.5272(15) . ?
C9 C4 1.3968(16) . ?
C9 C8 1.3826(18) . ?
C15 H15 0.9500 . ?
C15 C16 1.4021(16) . ?
C1 C16 1.4756(15) . ?
C1 C2 1.3523(16) . ?
C4 C3 1.4545(17) . ?
C4 C5 1.4175(15) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C3 C2 1.4394(16) . ?
C5 C6 1.3852(19) . ?
C2 H2 0.9500 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C6 H6 0.9500 . ?
C6 C7 1.3855(19) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C8 H8 0.9500 . ?
C8 C7 1.3911(17) . ?
C7 H7 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C1 O1 C9 119.65(9) . . ?
C22 O4 N1 107.83(9) . . ?
C5 O3 H3 109.5 . . ?
O4 N1 C13 110.75(8) . . ?
O4 N1 C10 110.94(8) . . ?
C10 N1 C13 110.86(8) . . ?
C17 C12 C13 128.55(10) . . ?
C17 C12 C11 120.73(10) . . ?
C11 C12 C13 110.71(9) . . ?
N1 C13 C12 99.11(8) . . ?
N1 C13 C20 107.99(8) . . ?
N1 C13 C21 115.29(9) . . ?
C12 C13 C20 112.62(9) . . ?
C12 C13 C21 111.79(9) . . ?
C20 C13 C21 109.71(9) . . ?
C12 C17 H17 120.5 . . ?
C12 C17 C16 118.93(10) . . ?
C16 C17 H17 120.5 . . ?
C11 C14 H14 120.4 . . ?
C11 C14 C15 119.27(10) . . ?
C15 C14 H14 120.4 . . ?
C12 C11 C10 110.72(9) . . ?
C14 C11 C12 120.55(10) . . ?
C14 C11 C10 128.73(10) . . ?
N1 C10 C11 99.06(8) . . ?
N1 C10 C19 115.41(9) . . ?
N1 C10 C18 108.43(9) . . ?
C11 C10 C19 110.50(9) . . ?
C11 C10 C18 113.35(9) . . ?
C18 C10 C19 109.82(9) . . ?
O1 C9 C4 120.93(10) . . ?
O1 C9 C8 116.55(11) . . ?
C8 C9 C4 122.52(10) . . ?
C14 C15 H15 119.8 . . ?
C14 C15 C16 120.43(10) . . ?
C16 C15 H15 119.8 . . ?
O1 C1 C16 112.03(10) . . ?
C2 C1 O1 122.73(10) . . ?
C2 C1 C16 125.23(11) . . ?
C17 C16 C1 120.63(10) . . ?
C15 C16 C17 120.06(10) . . ?
C15 C16 C1 119.28(10) . . ?
C9 C4 C3 120.15(10) . . ?
C9 C4 C5 118.12(11) . . ?
C5 C4 C3 121.71(11) . . ?
C10 C19 H19A 109.5 . . ?
C10 C19 H19B 109.5 . . ?
C10 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O2 C3 C4 121.76(11) . . ?
O2 C3 C2 122.95(12) . . ?
C2 C3 C4 115.29(11) . . ?
O3 C5 C4 120.44(11) . . ?
O3 C5 C6 119.52(11) . . ?
C6 C5 C4 120.03(12) . . ?
C1 C2 C3 121.25(11) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C10 C18 H18A 109.5 . . ?
C10 C18 H18B 109.5 . . ?
C10 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C13 C20 H20A 109.5 . . ?
C13 C20 H20B 109.5 . . ?
C13 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C5 C6 H6 120.2 . . ?
C5 C6 C7 119.58(11) . . ?
C7 C6 H6 120.2 . . ?
C13 C21 H21A 109.5 . . ?
C13 C21 H21B 109.5 . . ?
C13 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C9 C8 H8 121.2 . . ?
C9 C8 C7 117.60(12) . . ?
C7 C8 H8 121.2 . . ?
C6 C7 C8 122.13(13) . . ?
C6 C7 H7 118.9 . . ?
C8 C7 H7 118.9 . . ?
O4 C22 H22A 109.5 . . ?
O4 C22 H22B 109.5 . . ?
O4 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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
O1 C9 C4 C3 0.27(16) . . . . ?
O1 C9 C4 C5 -178.22(9) . . . . ?
O1 C9 C8 C7 177.54(11) . . . . ?
O1 C1 C16 C17 24.80(14) . . . . ?
O1 C1 C16 C15 -157.04(10) . . . . ?
O1 C1 C2 C3 0.80(18) . . . . ?
O4 N1 C13 C12 153.42(8) . . . . ?
O4 N1 C13 C20 -89.09(10) . . . . ?
O4 N1 C13 C21 33.98(12) . . . . ?
O4 N1 C10 C11 -154.19(8) . . . . ?
O4 N1 C10 C19 -36.27(12) . . . . ?
O4 N1 C10 C18 87.37(10) . . . . ?
O3 C5 C6 C7 179.58(11) . . . . ?
O2 C3 C2 C1 179.30(12) . . . . ?
C12 C17 C16 C15 -1.01(16) . . . . ?
C12 C17 C16 C1 177.13(9) . . . . ?
C12 C11 C10 N1 19.02(10) . . . . ?
C12 C11 C10 C19 -102.54(10) . . . . ?
C12 C11 C10 C18 133.70(10) . . . . ?
C13 N1 C10 C11 -30.69(10) . . . . ?
C13 N1 C10 C19 87.23(11) . . . . ?
C13 N1 C10 C18 -149.13(8) . . . . ?
C13 C12 C17 C16 -177.73(10) . . . . ?
C13 C12 C11 C14 178.66(9) . . . . ?
C13 C12 C11 C10 -1.60(12) . . . . ?
C17 C12 C13 N1 162.83(10) . . . . ?
C17 C12 C13 C20 48.90(15) . . . . ?
C17 C12 C13 C21 -75.16(13) . . . . ?
C17 C12 C11 C14 -0.80(15) . . . . ?
C17 C12 C11 C10 178.94(9) . . . . ?
C14 C11 C10 N1 -161.26(10) . . . . ?
C14 C11 C10 C19 77.18(13) . . . . ?
C14 C11 C10 C18 -46.58(14) . . . . ?
C14 C15 C16 C17 -0.44(16) . . . . ?
C14 C15 C16 C1 -178.60(10) . . . . ?
C11 C12 C13 N1 -16.58(10) . . . . ?
C11 C12 C13 C20 -130.51(10) . . . . ?
C11 C12 C13 C21 105.43(10) . . . . ?
C11 C12 C17 C16 1.62(15) . . . . ?
C11 C14 C15 C16 1.27(16) . . . . ?
C10 N1 C13 C12 29.82(10) . . . . ?
C10 N1 C13 C20 147.31(9) . . . . ?
C10 N1 C13 C21 -89.62(11) . . . . ?
C9 O1 C1 C16 179.91(8) . . . . ?
C9 O1 C1 C2 -0.58(16) . . . . ?
C9 C4 C3 O2 -179.82(11) . . . . ?
C9 C4 C3 C2 -0.07(16) . . . . ?
C9 C4 C5 O3 179.70(10) . . . . ?
C9 C4 C5 C6 0.64(16) . . . . ?
C9 C8 C7 C6 0.8(2) . . . . ?
C15 C14 C11 C12 -0.66(15) . . . . ?
C15 C14 C11 C10 179.65(10) . . . . ?
C1 O1 C9 C4 0.03(15) . . . . ?
C1 O1 C9 C8 -179.10(10) . . . . ?
C16 C1 C2 C3 -179.76(10) . . . . ?
C4 C9 C8 C7 -1.58(19) . . . . ?
C4 C3 C2 C1 -0.45(17) . . . . ?
C4 C5 C6 C7 -1.35(18) . . . . ?
C3 C4 C5 O3 1.23(16) . . . . ?
C3 C4 C5 C6 -177.83(11) . . . . ?
C5 C4 C3 O2 -1.38(18) . . . . ?
C5 C4 C3 C2 178.37(10) . . . . ?
C5 C6 C7 C8 0.6(2) . . . . ?
C2 C1 C16 C17 -154.70(11) . . . . ?
C2 C1 C16 C15 23.46(16) . . . . ?
C8 C9 C4 C3 179.35(11) . . . . ?
C8 C9 C4 C5 0.86(17) . . . . ?
C22 O4 N1 C13 117.79(9) . . . . ?
C22 O4 N1 C10 -118.65(10) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.449
_oxdiff_exptl_absorpt_empirical_full_min 0.782
####################################################################### 
# 
# 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_20
_database_code_depnum_ccdc_archive 'CCDC 2218187'
loop_
_audit_author_name
_audit_author_address
'Michael Pfrunder'
;Queensland University of Technology
Australia
;
_audit_update_record             
;
2022-12-12 deposited with the CCDC.	2023-01-27 downloaded from the CCDC.
;
_audit_creation_date             2022-07-29
_audit_creation_method           
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C36 H39.75 N2 O6.25'
_chemical_formula_sum            'C36 H39.75 N2 O6.25'
_chemical_formula_weight         600.45
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   10.664(2)
_cell_length_b                   34.087(7)
_cell_length_c                   8.8880(18)
_cell_angle_alpha                90
_cell_angle_beta                 94.83(3)
_cell_angle_gamma                90
_cell_volume                     3219.4(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    1242
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.281
_cell_measurement_theta_min      25.000
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.996
_exptl_absorpt_coefficient_mu    0.085
_exptl_absorpt_correction_T_max  'Value not reported by XDS'
_exptl_absorpt_correction_T_min  'Value not reported by XDS'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.239
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1279
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0312
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_k_min       -45
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            50607
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         28.281
_diffrn_reflns_theta_min         1.917
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_monochromator  'Silicon Double Crystal'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.7108
_diffrn_source                   'MX2 Beamline Australian Synchrotron'
_diffrn_special_details          ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                7441
_reflns_number_total             7954
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'AS QEGUI'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.860
_refine_diff_density_min         -0.801
_refine_diff_density_rms         0.058
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     418
_refine_ls_number_reflns         7954
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0647
_refine_ls_R_factor_gt           0.0623
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0922P)²+1.9456P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1740
_refine_ls_wR_factor_ref         0.1762
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Shared sites
{C8A, C8}
3. Restrained distances
 N1-O4A \\sim N1-O4B
 with sigma of 0.02
 O4A-C35A \\sim O4A-C35B
 with sigma of 0.02
 O4A-C35A \\sim O4B-C35A
 with sigma of 0.02
 C35A-O4B \\sim C35B-O4B
 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C8A) = Uanis(C8)
5. Others
 Sof(O4B)=1-FVAR(1)
 Sof(O4A)=FVAR(1)
 Sof(C35B)=Sof(H35D)=Sof(H35E)=Sof(H35F)=1-FVAR(2)
 Sof(C35A)=Sof(H35C)=Sof(H35A)=Sof(H35B)=FVAR(2)
 Fixed Sof: C8(0.25) H7A(0.75) H7B(0.25) O4(0.25) C8A(0.75) H8A(0.75)
6.a Aromatic/amide H refined with riding coordinates:
 C26(H26), C28(H28), C29(H29), C15(H15), C17(H17), C14(H14), C7(H7A), C7(H7B),
 C6(H6), C8A(H8A)
6.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C31(H31A,H31B,H31C), C30(H30A,H30B,H30C), C33(H33A,H33B,
 H33C), C18(H18A,H18B,H18C), C19(H19A,H19B,H19C), C36(H36A,H36B,H36C), C20(H20B,
 H20C,H20A), C21(H21A,H21B,H21C), C35A(H35C,H35A,H35B), C35B(H35D,H35E,H35F)
6.c Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.92595(10) 0.69958(3) 0.41253(12) 0.0275(2) Uani 1 1 d . . . . .
O2 O 0.73913(12) 0.78712(3) 0.17545(13) 0.0326(3) Uani 1 1 d . . . . .
O6 O 0.63699(12) 0.71921(4) -0.00215(13) 0.0356(3) Uani 1 1 d . . . . .
O3 O 0.87439(13) 0.83777(4) 0.33205(14) 0.0378(3) Uani 1 1 d . . . . .
H3 H 0.811211 0.829621 0.278250 0.057 Uiso 1 1 calc R U . . .
O5 O 0.25314(13) 0.61376(4) 0.66021(15) 0.0421(3) Uani 1 1 d . . . . .
N2 N 0.27511(13) 0.64003(4) 0.53891(15) 0.0322(3) Uani 1 1 d . . . . .
C24 C 0.35160(14) 0.64288(4) 0.30562(17) 0.0267(3) Uani 1 1 d . . . . .
C16 C 0.80411(14) 0.64858(4) 0.30889(17) 0.0257(3) Uani 1 1 d . . . . .
C27 C 0.53968(14) 0.68762(4) 0.19531(16) 0.0261(3) Uani 1 1 d . . . . .
C26 C 0.52719(14) 0.68747(5) 0.35078(16) 0.0276(3) Uani 1 1 d . . . . .
H26 H 0.582329 0.702356 0.418127 0.033 Uiso 1 1 calc R U . . .
C2 C 0.75818(14) 0.71920(4) 0.23340(16) 0.0258(3) Uani 1 1 d . . . . .
C1 C 0.82528(14) 0.69132(4) 0.31370(16) 0.0253(3) Uani 1 1 d . . . . .
C28 C 0.45570(15) 0.66675(5) 0.09614(16) 0.0281(3) Uani 1 1 d . . . . .
H28 H 0.463251 0.668121 -0.009472 0.034 Uiso 1 1 calc R U . . .
N1 N 0.7199(2) 0.52431(4) 0.11798(18) 0.0459(4) Uani 1 1 d D . . . .
C29 C 0.36137(15) 0.64403(5) 0.15041(17) 0.0285(3) Uani 1 1 d . . . . .
H29 H 0.304751 0.629598 0.083221 0.034 Uiso 1 1 calc R U . . .
C34 C 0.64378(14) 0.70935(5) 0.13014(17) 0.0272(3) Uani 1 1 d . . . . .
C23 C 0.43177(14) 0.66490(5) 0.40369(16) 0.0272(3) Uani 1 1 d . . . . .
C4 C 0.89657(15) 0.76830(4) 0.36417(16) 0.0272(3) Uani 1 1 d . . . . .
C15 C 0.80494(15) 0.62817(5) 0.44576(17) 0.0302(3) Uani 1 1 d . . . . .
H15 H 0.818844 0.642009 0.538433 0.036 Uiso 1 1 calc R U . . .
C3 C 0.79383(14) 0.76034(4) 0.25015(16) 0.0265(3) Uani 1 1 d . . . . .
C9 C 0.95967(14) 0.73790(4) 0.44160(17) 0.0273(3) Uani 1 1 d . . . . .
C8 C 1.05937(15) 0.74373(5) 0.55020(19) 0.0324(3) Uani 0.25 1 d . . P A 1
C17 C 0.78861(15) 0.62850(4) 0.17202(17) 0.0285(3) Uani 1 1 d . . . . .
H17 H 0.788164 0.642164 0.078808 0.034 Uiso 1 1 calc R U . . .
C11 C 0.77002(14) 0.56810(5) 0.31066(17) 0.0279(3) Uani 1 1 d . . . . .
C12 C 0.77383(16) 0.58806(5) 0.17516(17) 0.0296(3) Uani 1 1 d . . . . .
C14 C 0.78571(16) 0.58805(5) 0.44724(18) 0.0316(3) Uani 1 1 d . . . . .
H14 H 0.783282 0.574368 0.540071 0.038 Uiso 1 1 calc R U . . .
C5 C 0.93489(16) 0.80711(5) 0.40136(18) 0.0314(3) Uani 1 1 d . . . . .
C32 C 0.12772(16) 0.61903(5) 0.3266(2) 0.0357(4) Uani 1 1 d . . . . .
H32A H 0.076435 0.603159 0.389894 0.054 Uiso 1 1 calc R U . . .
H32B H 0.121890 0.608288 0.223957 0.054 Uiso 1 1 calc R U . . .
H32C H 0.096921 0.646133 0.323724 0.054 Uiso 1 1 calc R U . . .
C25 C 0.26447(15) 0.61829(5) 0.39216(18) 0.0296(3) Uani 1 1 d . . . . .
C7 C 1.09480(17) 0.78212(6) 0.5828(2) 0.0365(4) Uani 1 1 d . . . . .
H7A H 1.162975 0.786986 0.656288 0.044 Uiso 0.75 1 calc R U P A 1
H7B H 1.162975 0.786986 0.656288 0.044 Uiso 0.25 1 calc R U P A 2
C22 C 0.40185(15) 0.65926(5) 0.56547(17) 0.0312(3) Uani 1 1 d . . . . .
C6 C 1.03313(18) 0.81359(5) 0.51077(19) 0.0366(4) Uani 1 1 d . . . . .
H6 H 1.058256 0.839645 0.536467 0.044 Uiso 1 1 calc R U . . .
C10 C 0.75012(16) 0.52486(5) 0.28491(19) 0.0313(3) Uani 1 1 d . . . . .
C31 C 0.50239(17) 0.63421(6) 0.65317(19) 0.0398(4) Uani 1 1 d . . . . .
H31A H 0.474903 0.627849 0.752769 0.060 Uiso 1 1 calc R U . . .
H31B H 0.581689 0.648853 0.665412 0.060 Uiso 1 1 calc R U . . .
H31C H 0.514928 0.609915 0.597441 0.060 Uiso 1 1 calc R U . . .
C30 C 0.38726(18) 0.69829(6) 0.64785(19) 0.0380(4) Uani 1 1 d . . . . .
H30A H 0.329831 0.715414 0.586099 0.057 Uiso 1 1 calc R U . . .
H30B H 0.469612 0.711019 0.665086 0.057 Uiso 1 1 calc R U . . .
H30C H 0.353000 0.693387 0.745017 0.057 Uiso 1 1 calc R U . . .
C33 C 0.31116(19) 0.57580(5) 0.4018(2) 0.0410(4) Uani 1 1 d . . . . .
H33A H 0.399358 0.575341 0.442871 0.062 Uiso 1 1 calc R U . . .
H33B H 0.303985 0.564112 0.300711 0.062 Uiso 1 1 calc R U . . .
H33C H 0.260000 0.560768 0.467995 0.062 Uiso 1 1 calc R U . . .
C18 C 0.63483(19) 0.51014(6) 0.3605(2) 0.0427(4) Uani 1 1 d . . . . .
H18A H 0.560929 0.525672 0.324663 0.064 Uiso 1 1 calc R U . . .
H18B H 0.650044 0.512873 0.470263 0.064 Uiso 1 1 calc R U . . .
H18C H 0.619880 0.482483 0.334793 0.064 Uiso 1 1 calc R U . . .
C19 C 0.86598(19) 0.50111(6) 0.3406(2) 0.0441(4) Uani 1 1 d . . . . .
H19A H 0.852498 0.473459 0.313750 0.066 Uiso 1 1 calc R U . . .
H19B H 0.880445 0.503587 0.450562 0.066 Uiso 1 1 calc R U . . .
H19C H 0.939485 0.511021 0.293355 0.066 Uiso 1 1 calc R U . . .
C13 C 0.7673(2) 0.55974(5) 0.04366(19) 0.0410(4) Uani 1 1 d . . . . .
C36 C 0.1433(2) 0.62608(8) 0.7270(3) 0.0569(6) Uani 1 1 d . . . . .
H36A H 0.072729 0.627787 0.649182 0.085 Uiso 1 1 calc R U . . .
H36B H 0.158100 0.651873 0.773865 0.085 Uiso 1 1 calc R U . . .
H36C H 0.123186 0.607063 0.804157 0.085 Uiso 1 1 calc R U . . .
C20 C 0.6777(3) 0.57213(7) -0.0874(2) 0.0612(7) Uani 1 1 d . . . . .
H20B H 0.674091 0.551754 -0.165406 0.092 Uiso 1 1 calc R U . . .
H20C H 0.706844 0.596772 -0.129264 0.092 Uiso 1 1 calc R U . . .
H20A H 0.593627 0.575940 -0.052863 0.092 Uiso 1 1 calc R U . . .
C21 C 0.9007(3) 0.55398(7) -0.0108(3) 0.0597(6) Uani 1 1 d . . . . .
H21A H 0.959242 0.546066 0.074733 0.090 Uiso 1 1 calc R U . . .
H21B H 0.929366 0.578673 -0.052807 0.090 Uiso 1 1 calc R U . . .
H21C H 0.897684 0.533572 -0.088671 0.090 Uiso 1 1 calc R U . . .
O4A O 0.7759(5) 0.48957(7) 0.0499(3) 0.0415(10) Uiso 0.597(15) 1 d D . P B 1
C35A C 0.6912(10) 0.46093(19) 0.0131(7) 0.052(2) Uiso 0.433(19) 1 d . . P B 1
H35C H 0.620987 0.471749 -0.052134 0.078 Uiso 0.433(19) 1 calc R U P B 1
H35A H 0.659595 0.450374 0.105289 0.078 Uiso 0.433(19) 1 calc R U P B 1
H35B H 0.731640 0.439901 -0.040364 0.078 Uiso 0.433(19) 1 calc R U P B 1
O4B O 0.7284(8) 0.48977(11) 0.0494(4) 0.0405(14) Uiso 0.403(15) 1 d D . P B 2
C35B C 0.6378(9) 0.46542(16) 0.0182(6) 0.0598(17) Uiso 0.567(19) 1 d . . P B 2
H35D H 0.609066 0.454984 0.112198 0.090 Uiso 0.567(19) 1 calc R U P B 2
H35E H 0.667273 0.443801 -0.042382 0.090 Uiso 0.567(19) 1 calc R U P B 2
H35F H 0.567896 0.478910 -0.038885 0.090 Uiso 0.567(19) 1 calc R U P B 2
O4 O 1.1253(7) 0.7151(2) 0.6133(8) 0.0581(16) Uani 0.25 1 d . . P A 1
C8A C 1.05937(15) 0.74373(5) 0.55020(19) 0.0324(3) Uani 0.75 1 d . . P A 2
H8A H 1.101616 0.722247 0.600152 0.039 Uiso 0.75 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.3581(19) . ?
O1 C9 1.3733(18) . ?
O2 C3 1.2446(19) . ?
O6 C34 1.2191(19) . ?
O3 H3 0.8400 . ?
O3 C5 1.350(2) . ?
O5 N2 1.4359(17) . ?
O5 C36 1.421(2) . ?
N2 C25 1.496(2) . ?
N2 C22 1.503(2) . ?
C24 C29 1.393(2) . ?
C24 C23 1.389(2) . ?
C24 C25 1.509(2) . ?
C16 C1 1.474(2) . ?
C16 C15 1.401(2) . ?
C16 C17 1.393(2) . ?
C27 C26 1.399(2) . ?
C27 C28 1.397(2) . ?
C27 C34 1.492(2) . ?
C26 H26 0.9500 . ?
C26 C23 1.389(2) . ?
C2 C1 1.356(2) . ?
C2 C34 1.502(2) . ?
C2 C3 1.457(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.388(2) . ?
N1 C10 1.492(2) . ?
N1 C13 1.486(2) . ?
N1 O4A 1.478(4) . ?
N1 O4B 1.332(4) . ?
C29 H29 0.9500 . ?
C23 C22 1.511(2) . ?
C4 C3 1.454(2) . ?
C4 C9 1.387(2) . ?
C4 C5 1.415(2) . ?
C15 H15 0.9500 . ?
C15 C14 1.383(2) . ?
C9 C8 1.389(2) . ?
C9 C8A 1.389(2) . ?
C8 C7 1.386(2) . ?
C8 O4 1.302(7) . ?
C17 H17 0.9500 . ?
C17 C12 1.388(2) . ?
C11 C12 1.387(2) . ?
C11 C14 1.389(2) . ?
C11 C10 1.504(2) . ?
C12 C13 1.513(2) . ?
C14 H14 0.9500 . ?
C5 C6 1.386(3) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C32 C25 1.524(2) . ?
C25 C33 1.531(2) . ?
C7 H7A 0.9500 . ?
C7 H7B 0.9500 . ?
C7 C6 1.387(3) . ?
C7 C8A 1.386(2) . ?
C22 C31 1.531(2) . ?
C22 C30 1.533(3) . ?
C6 H6 0.9500 . ?
C10 C18 1.534(2) . ?
C10 C19 1.525(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C13 C20 1.504(3) . ?
C13 C21 1.553(3) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 H20A 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
O4A C35A 1.351(8) . ?
C35A H35C 0.9800 . ?
C35A H35A 0.9800 . ?
C35A H35B 0.9800 . ?
O4B C35B 1.286(9) . ?
C35B H35D 0.9801 . ?
C35B H35E 0.9801 . ?
C35B H35F 0.9801 . ?
C8A H8A 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
C1 O1 C9 119.94(12) . . ?
C5 O3 H3 109.5 . . ?
C36 O5 N2 108.79(15) . . ?
O5 N2 C25 109.91(13) . . ?
O5 N2 C22 110.82(13) . . ?
C25 N2 C22 110.75(12) . . ?
C29 C24 C25 128.39(15) . . ?
C23 C24 C29 120.87(14) . . ?
C23 C24 C25 110.68(13) . . ?
C15 C16 C1 118.42(13) . . ?
C17 C16 C1 121.15(13) . . ?
C17 C16 C15 120.38(14) . . ?
C26 C27 C34 121.41(14) . . ?
C28 C27 C26 120.78(14) . . ?
C28 C27 C34 117.80(13) . . ?
C27 C26 H26 121.0 . . ?
C23 C26 C27 118.03(14) . . ?
C23 C26 H26 121.0 . . ?
C1 C2 C34 122.05(14) . . ?
C1 C2 C3 119.94(14) . . ?
C3 C2 C34 117.97(13) . . ?
O1 C1 C16 109.55(13) . . ?
C2 C1 O1 123.26(14) . . ?
C2 C1 C16 127.20(14) . . ?
C27 C28 H28 119.7 . . ?
C29 C28 C27 120.65(14) . . ?
C29 C28 H28 119.7 . . ?
C13 N1 C10 112.26(14) . . ?
O4A N1 C10 110.87(17) . . ?
O4A N1 C13 107.7(2) . . ?
O4B N1 C10 116.7(2) . . ?
O4B N1 C13 118.4(3) . . ?
C24 C29 H29 120.8 . . ?
C28 C29 C24 118.48(14) . . ?
C28 C29 H29 120.8 . . ?
O6 C34 C27 121.71(14) . . ?
O6 C34 C2 120.48(14) . . ?
C27 C34 C2 117.81(12) . . ?
C24 C23 C22 111.12(13) . . ?
C26 C23 C24 121.11(13) . . ?
C26 C23 C22 127.74(15) . . ?
C9 C4 C3 120.80(14) . . ?
C9 C4 C5 117.66(15) . . ?
C5 C4 C3 121.54(15) . . ?
C16 C15 H15 119.7 . . ?
C14 C15 C16 120.62(15) . . ?
C14 C15 H15 119.7 . . ?
O2 C3 C2 123.01(15) . . ?
O2 C3 C4 121.78(14) . . ?
C4 C3 C2 115.19(13) . . ?
O1 C9 C4 120.60(14) . . ?
O1 C9 C8 116.09(14) . . ?
O1 C9 C8A 116.09(14) . . ?
C4 C9 C8 123.30(15) . . ?
C4 C9 C8A 123.30(15) . . ?
C7 C8 C9 117.37(16) . . ?
O4 C8 C9 123.1(3) . . ?
O4 C8 C7 119.3(3) . . ?
C16 C17 H17 120.8 . . ?
C12 C17 C16 118.39(14) . . ?
C12 C17 H17 120.8 . . ?
C12 C11 C14 120.57(15) . . ?
C12 C11 C10 111.27(14) . . ?
C14 C11 C10 128.15(14) . . ?
C17 C12 C13 128.02(14) . . ?
C11 C12 C17 121.09(14) . . ?
C11 C12 C13 110.80(14) . . ?
C15 C14 C11 118.86(14) . . ?
C15 C14 H14 120.6 . . ?
C11 C14 H14 120.6 . . ?
O3 C5 C4 119.98(16) . . ?
O3 C5 C6 120.06(15) . . ?
C6 C5 C4 119.95(16) . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C25 C32 H32A 109.5 . . ?
C25 C32 H32B 109.5 . . ?
C25 C32 H32C 109.5 . . ?
N2 C25 C24 99.46(13) . . ?
N2 C25 C32 108.97(13) . . ?
N2 C25 C33 114.78(14) . . ?
C24 C25 C32 113.96(13) . . ?
C24 C25 C33 110.03(13) . . ?
C32 C25 C33 109.46(15) . . ?
C8 C7 H7A 119.2 . . ?
C8 C7 C6 121.57(17) . . ?
C6 C7 H7A 119.2 . . ?
C6 C7 H7B 119.2 . . ?
C8A C7 H7B 119.2 . . ?
C8A C7 C6 121.57(17) . . ?
N2 C22 C23 99.51(13) . . ?
N2 C22 C31 114.76(15) . . ?
N2 C22 C30 109.12(13) . . ?
C23 C22 C31 111.12(13) . . ?
C23 C22 C30 112.46(14) . . ?
C31 C22 C30 109.61(15) . . ?
C5 C6 C7 120.12(16) . . ?
C5 C6 H6 119.9 . . ?
C7 C6 H6 119.9 . . ?
N1 C10 C11 100.35(12) . . ?
N1 C10 C18 108.51(16) . . ?
N1 C10 C19 114.68(16) . . ?
C11 C10 C18 111.22(14) . . ?
C11 C10 C19 111.77(15) . . ?
C19 C10 C18 109.97(15) . . ?
C22 C31 H31A 109.5 . . ?
C22 C31 H31B 109.5 . . ?
C22 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C22 C30 H30A 109.5 . . ?
C22 C30 H30B 109.5 . . ?
C22 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C25 C33 H33A 109.5 . . ?
C25 C33 H33B 109.5 . . ?
C25 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C10 C18 H18A 109.5 . . ?
C10 C18 H18B 109.5 . . ?
C10 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C10 C19 H19A 109.5 . . ?
C10 C19 H19B 109.5 . . ?
C10 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
N1 C13 C12 99.81(14) . . ?
N1 C13 C20 110.77(18) . . ?
N1 C13 C21 113.00(17) . . ?
C12 C13 C21 109.74(17) . . ?
C20 C13 C12 113.83(17) . . ?
C20 C13 C21 109.48(19) . . ?
O5 C36 H36A 109.5 . . ?
O5 C36 H36B 109.5 . . ?
O5 C36 H36C 109.5 . . ?
H36A C36 H36B 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C13 C20 H20B 109.5 . . ?
C13 C20 H20C 109.5 . . ?
C13 C20 H20A 109.5 . . ?
H20B C20 H20C 109.5 . . ?
H20B C20 H20A 109.5 . . ?
H20C C20 H20A 109.5 . . ?
C13 C21 H21A 109.5 . . ?
C13 C21 H21B 109.5 . . ?
C13 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C35A O4A N1 113.1(6) . . ?
O4A C35A H35C 109.5 . . ?
O4A C35A H35A 109.5 . . ?
O4A C35A H35B 109.5 . . ?
H35C C35A H35A 109.5 . . ?
H35C C35A H35B 109.5 . . ?
H35A C35A H35B 109.5 . . ?
C35B O4B N1 126.2(7) . . ?
O4B C35B H35D 109.5 . . ?
O4B C35B H35E 109.5 . . ?
O4B C35B H35F 109.5 . . ?
H35D C35B H35E 109.5 . . ?
H35D C35B H35F 109.5 . . ?
H35E C35B H35F 109.5 . . ?
C9 C8A H8A 121.3 . . ?
C7 C8A C9 117.37(16) . . ?
C7 C8A H8A 121.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C9 C8 C7 -179.47(14) . . . . ?
O1 C9 C8 O4 5.6(5) . . . . ?
O1 C9 C8A C7 -179.47(14) . . . . ?
O3 C5 C6 C7 179.55(15) . . . . ?
O5 N2 C25 C24 -152.07(12) . . . . ?
O5 N2 C25 C32 88.42(15) . . . . ?
O5 N2 C25 C33 -34.72(18) . . . . ?
O5 N2 C22 C23 149.71(13) . . . . ?
O5 N2 C22 C31 31.05(18) . . . . ?
O5 N2 C22 C30 -92.38(16) . . . . ?
C24 C23 C22 N2 -14.21(17) . . . . ?
C24 C23 C22 C31 107.11(17) . . . . ?
C24 C23 C22 C30 -129.59(15) . . . . ?
C16 C15 C14 C11 2.3(2) . . . . ?
C16 C17 C12 C11 2.3(2) . . . . ?
C16 C17 C12 C13 -174.01(17) . . . . ?
C27 C26 C23 C24 0.5(2) . . . . ?
C27 C26 C23 C22 178.34(15) . . . . ?
C27 C28 C29 C24 0.7(2) . . . . ?
C26 C27 C28 C29 -2.8(2) . . . . ?
C26 C27 C34 O6 -158.73(16) . . . . ?
C26 C27 C34 C2 20.8(2) . . . . ?
C26 C23 C22 N2 167.74(15) . . . . ?
C26 C23 C22 C31 -70.9(2) . . . . ?
C26 C23 C22 C30 52.4(2) . . . . ?
C1 O1 C9 C4 -3.9(2) . . . . ?
C1 O1 C9 C8 176.57(13) . . . . ?
C1 O1 C9 C8A 176.57(13) . . . . ?
C1 C16 C15 C14 -179.91(15) . . . . ?
C1 C16 C17 C12 177.56(14) . . . . ?
C1 C2 C34 O6 -124.86(17) . . . . ?
C1 C2 C34 C27 55.7(2) . . . . ?
C1 C2 C3 O2 177.14(14) . . . . ?
C1 C2 C3 C4 -4.47(19) . . . . ?
C28 C27 C26 C23 2.2(2) . . . . ?
C28 C27 C34 O6 22.3(2) . . . . ?
C28 C27 C34 C2 -158.19(14) . . . . ?
C29 C24 C23 C26 -2.6(2) . . . . ?
C29 C24 C23 C22 179.19(14) . . . . ?
C29 C24 C25 N2 -163.41(15) . . . . ?
C29 C24 C25 C32 -47.6(2) . . . . ?
C29 C24 C25 C33 75.7(2) . . . . ?
C34 C27 C26 C23 -176.70(14) . . . . ?
C34 C27 C28 C29 176.13(14) . . . . ?
C34 C2 C1 O1 -177.20(12) . . . . ?
C34 C2 C1 C16 3.4(2) . . . . ?
C34 C2 C3 O2 -5.0(2) . . . . ?
C34 C2 C3 C4 173.38(12) . . . . ?
C23 C24 C29 C28 2.0(2) . . . . ?
C23 C24 C25 N2 19.39(16) . . . . ?
C23 C24 C25 C32 135.15(15) . . . . ?
C23 C24 C25 C33 -101.48(17) . . . . ?
C4 C9 C8 C7 1.0(2) . . . . ?
C4 C9 C8 O4 -173.9(4) . . . . ?
C4 C9 C8A C7 1.0(2) . . . . ?
C4 C5 C6 C7 0.7(2) . . . . ?
C15 C16 C1 O1 47.06(18) . . . . ?
C15 C16 C1 C2 -133.47(16) . . . . ?
C15 C16 C17 C12 0.2(2) . . . . ?
C3 C2 C1 O1 0.6(2) . . . . ?
C3 C2 C1 C16 -178.85(13) . . . . ?
C3 C2 C34 O6 57.3(2) . . . . ?
C3 C2 C34 C27 -122.15(15) . . . . ?
C3 C4 C9 O1 -0.3(2) . . . . ?
C3 C4 C9 C8 179.19(14) . . . . ?
C3 C4 C9 C8A 179.19(14) . . . . ?
C3 C4 C5 O3 1.0(2) . . . . ?
C3 C4 C5 C6 179.93(14) . . . . ?
C9 O1 C1 C16 -176.67(12) . . . . ?
C9 O1 C1 C2 3.8(2) . . . . ?
C9 C4 C3 O2 -177.26(14) . . . . ?
C9 C4 C3 C2 4.33(19) . . . . ?
C9 C4 C5 O3 -178.30(13) . . . . ?
C9 C4 C5 C6 0.6(2) . . . . ?
C9 C8 C7 C6 0.3(2) . . . . ?
C8 C7 C6 C5 -1.1(3) . . . . ?
C17 C16 C1 O1 -130.39(15) . . . . ?
C17 C16 C1 C2 49.1(2) . . . . ?
C17 C16 C15 C14 -2.4(2) . . . . ?
C17 C12 C13 N1 -166.52(18) . . . . ?
C17 C12 C13 C20 -48.5(3) . . . . ?
C17 C12 C13 C21 74.6(2) . . . . ?
C11 C12 C13 N1 16.9(2) . . . . ?
C11 C12 C13 C20 134.90(19) . . . . ?
C11 C12 C13 C21 -102.02(18) . . . . ?
C12 C11 C14 C15 0.1(2) . . . . ?
C12 C11 C10 N1 -9.90(18) . . . . ?
C12 C11 C10 C18 -124.54(16) . . . . ?
C12 C11 C10 C19 112.11(17) . . . . ?
C14 C11 C12 C17 -2.4(2) . . . . ?
C14 C11 C12 C13 174.42(16) . . . . ?
C14 C11 C10 N1 171.20(17) . . . . ?
C14 C11 C10 C18 56.5(2) . . . . ?
C14 C11 C10 C19 -66.8(2) . . . . ?
C5 C4 C3 O2 3.4(2) . . . . ?
C5 C4 C3 C2 -174.97(13) . . . . ?
C5 C4 C9 O1 179.05(13) . . . . ?
C5 C4 C9 C8 -1.5(2) . . . . ?
C5 C4 C9 C8A -1.5(2) . . . . ?
C25 N2 C22 C23 27.46(16) . . . . ?
C25 N2 C22 C31 -91.20(16) . . . . ?
C25 N2 C22 C30 145.37(13) . . . . ?
C25 C24 C29 C28 -174.95(15) . . . . ?
C25 C24 C23 C26 174.83(14) . . . . ?
C25 C24 C23 C22 -3.36(18) . . . . ?
C22 N2 C25 C24 -29.28(15) . . . . ?
C22 N2 C25 C32 -148.79(13) . . . . ?
C22 N2 C25 C33 88.06(17) . . . . ?
C6 C7 C8A C9 0.3(2) . . . . ?
C10 N1 C13 C12 -24.0(2) . . . . ?
C10 N1 C13 C20 -144.27(19) . . . . ?
C10 N1 C13 C21 92.5(2) . . . . ?
C10 N1 O4A C35A 103.0(4) . . . . ?
C10 N1 O4B C35B 94.2(5) . . . . ?
C10 C11 C12 C17 178.55(15) . . . . ?
C10 C11 C12 C13 -4.6(2) . . . . ?
C10 C11 C14 C15 178.95(16) . . . . ?
C13 N1 C10 C11 21.7(2) . . . . ?
C13 N1 C10 C18 138.34(17) . . . . ?
C13 N1 C10 C19 -98.27(19) . . . . ?
C13 N1 O4A C35A -133.8(3) . . . . ?
C13 N1 O4B C35B -126.8(4) . . . . ?
C36 O5 N2 C25 -116.44(17) . . . . ?
C36 O5 N2 C22 120.82(17) . . . . ?
O4A N1 C10 C11 142.2(2) . . . . ?
O4A N1 C10 C18 -101.1(3) . . . . ?
O4A N1 C10 C19 22.3(3) . . . . ?
O4A N1 C13 C12 -146.4(2) . . . . ?
O4A N1 C13 C20 93.4(3) . . . . ?
O4A N1 C13 C21 -29.9(3) . . . . ?
O4B N1 C10 C11 163.1(4) . . . . ?
O4B N1 C10 C18 -80.3(4) . . . . ?
O4B N1 C10 C19 43.1(5) . . . . ?
O4B N1 C13 C12 -164.7(4) . . . . ?
O4B N1 C13 C20 75.1(4) . . . . ?
O4B N1 C13 C21 -48.2(4) . . . . ?
O4 C8 C7 C6 175.5(4) . . . . ?
C8A C7 C6 C5 -1.1(3) . . . . ?

_olex2_submission_original_sample_id 5b
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_DIFMN02_5b                  
;
PROBLEM: The minimum difference density is < -0.1*ZMAX*1.00
RESPONSE: This structure contains several disordered non-hydrogen atoms. The largest negativty density peak is in close proximity to the disordered portion of the structure and likely represents some unmodelled monior cdisorder component. The nearest atom to this minimum electron density peak is O4B which is 0.761 angstroms away. 
;
_vrf_PLAT058_5b                  
;
PROBLEM: Maximum Transmission Factor Missing ............ ?
RESPONSE: This data was collected using radiation supplied by a synchrotron. This value is not reported by XDS.
;
_vrf_PLAT059_5b                  
;
PROBLEM: Minimum Transmission Factor Missing ............ ?
RESPONSE: This data was collected using radiation supplied by a synchrotron. This value is not reported by XDS.
;
_vrf_PLAT097_5b                  
;
PROBLEM: Large Reported Max. (Positive) Residual Density 0.86 eA-3
RESPONSE: This structure contains several disordered non-hydrogen atoms
;
_vrf_PLAT201_5b                  
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 2 Report
RESPONSE: where neccerssray disorderd atoms were modelled isotropically
;
# end Validation Reply Form
####################################################################### 
# 
# 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_9
_database_code_depnum_ccdc_archive 'CCDC 2218185'
loop_
_audit_author_name
_audit_author_address
'Michael Pfrunder'
;Queensland University of Technology
Australia
;
_audit_update_record             
;
2022-12-12 deposited with the CCDC.	2023-01-27 downloaded from the CCDC.
;
_audit_creation_date             2022-06-02
_audit_creation_method           
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_shelx_SHELXL_version_number     2019/2
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C34 H34 N2 O6'
_chemical_formula_sum            'C34 H34 N2 O6'
_chemical_formula_weight         566.63
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   8.6810(17)
_cell_length_b                   20.795(4)
_cell_length_c                   17.362(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.30(3)
_cell_angle_gamma                90
_cell_volume                     3133.4(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    949
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.126
_cell_measurement_theta_min      1.173
_shelx_estimated_absorpt_T_max   0.996
_shelx_estimated_absorpt_T_min   0.996
_exptl_absorpt_coefficient_mu    0.083
_exptl_absorpt_correction_T_max  'Value not reported by XDS'
_exptl_absorpt_correction_T_min  'Value not reported by XDS'
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'XDS (Kabsch, 1993)'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1200
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0635
_diffrn_reflns_av_unetI/netI     0.0494
_diffrn_reflns_Laue_measured_fraction_full 0.947
_diffrn_reflns_Laue_measured_fraction_max 0.947
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            34216
_diffrn_reflns_point_group_measured_fraction_full 0.940
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.126
_diffrn_reflns_theta_min         1.173
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.947
_diffrn_measured_fraction_theta_max 0.947
_diffrn_measurement_device_type  'Dectris Eiger 16M'
_diffrn_measurement_method       'Phi Scan'
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.7108
_diffrn_source                   'MX2 Beamline Australian Synchrotron'
_reflns_Friedel_coverage         0.928
_reflns_Friedel_fraction_full    0.933
_reflns_Friedel_fraction_max     0.934
_reflns_number_gt                9046
_reflns_number_total             10534
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'XDS (Kabsch, 1993)'
_computing_data_collection       'AS QEGUI'
_computing_data_reduction        'XDS (Kabsch, 1993)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.468
_refine_diff_density_rms         0.058
_refine_ls_abs_structure_details 
;
 Flack x determined using 3841 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.2(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     768
_refine_ls_number_reflns         10534
_refine_ls_number_restraints     44
_refine_ls_R_factor_all          0.0879
_refine_ls_R_factor_gt           0.0801
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1788P)²+0.1390P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2142
_refine_ls_wR_factor_ref         0.2280
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 C59-C66A \\sim C59-C66B
 with sigma of 0.02
 C67A-C66B \\sim C67B-C66B
 with sigma of 0.02
 C59-C67A \\sim C59-C67B
 with sigma of 0.02
 C45A-C52A \\sim C45B-C52B
 with sigma of 0.04
 C50B-C51A \\sim C50B-C51B
 with sigma of 0.02
 C50B-C49A \\sim C50B-C49B
 with sigma of 0.02
 N3A-C45A \\sim N3B-C45B
 with sigma of 0.04
 C51A-C46A \\sim C51B-C46B
 with sigma of 0.02
 C46A-C47A \\sim C46B-C47B
 with sigma of 0.02
 C47A-C44A \\sim C47B-C44B
 with sigma of 0.04
 C46A-C45A \\sim C46B-C45B
 with sigma of 0.02
 C48A-C44A \\sim C48B-C44B
 with sigma of 0.04
 C46A-C48A \\sim C46B-C48B
 with sigma of 0.04
 N3A-O10A \\sim N3B-O10B
 with sigma of 0.02
 N3A-C54A \\sim N3B-C54B
 with sigma of 0.04
 N3A-C47A \\sim N3B-C47B
 with sigma of 0.02
 N3A-C53A \\sim N3B-C53B
 with sigma of 0.04
 N3A-C44A \\sim N3B-C44B
 with sigma of 0.02
 C49A-C45A \\sim C49B-C45B
 with sigma of 0.04
 O10A-C47A \\sim O10B-C47B
 with sigma of 0.04
 C49A-C48A \\sim C49B-C48B
 with sigma of 0.02
 C54A-C47A \\sim C54B-C47B
 with sigma of 0.02
 C55A-C47A \\sim C55B-C47B
 with sigma of 0.02
 C46A-C44A \\sim C46B-C44B
 with sigma of 0.04
 N3A-C55A \\sim N3B-C55B
 with sigma of 0.04
 N3A-C52A \\sim N3B-C52B
 with sigma of 0.04
 C45A-C48A \\sim C45B-C48B
 with sigma of 0.02
 C45A-C44A \\sim C45B-C44B
 with sigma of 0.02
 C52A-C44A \\sim C52B-C44B
 with sigma of 0.02
 C54A-C55A \\sim C54B-C55B
 with sigma of 0.04
 C44A-C53A \\sim C44B-C53B
 with sigma of 0.02
 O10A-C44A \\sim O10B-C44B
 with sigma of 0.04
 C47A-C45A \\sim C47B-C45B
 with sigma of 0.04
 C50B-C46A \\sim C50B-C46B
 with sigma of 0.04
 C50B-C48A \\sim C50B-C48B
 with sigma of 0.04
 C45A-C53A \\sim C45B-C53B
 with sigma of 0.04
 C51A-C47A \\sim C51B-C47B
 with sigma of 0.04
 C51A-C45A \\sim C51B-C45B
 with sigma of 0.04
 C52A-C53A \\sim C52B-C53B
 with sigma of 0.04
 C46A-N3A \\sim C46B-N3B
 with sigma of 0.04
 C46A-C54A \\sim C46B-C54B
 with sigma of 0.04
 C46A-C55A \\sim C46B-C55B
 with sigma of 0.04
 C13-C21A \\sim C13-C21B
 with sigma of 0.02
 C13-C20A \\sim C13-C20B
 with sigma of 0.02
3. Others
 Sof(C48B)=Sof(H48B)=Sof(C46B)=Sof(C51B)=Sof(H51B)=Sof(C49B)=Sof(H49B)=
 Sof(C45B)=Sof(C53B)=Sof(H53D)=Sof(H53E)=Sof(H53F)=Sof(C52B)=Sof(H52D)=
 Sof(H52E)=Sof(H52F)=Sof(N3B)=Sof(O10B)=Sof(C44B)=Sof(C47B)=Sof(C54B)=Sof(H54D)=
 Sof(H54E)=Sof(H54F)=Sof(C55B)=Sof(H55D)=Sof(H55E)=Sof(H55F)=1-FVAR(1)
 Sof(C51A)=Sof(H51A)=Sof(C46A)=Sof(N3A)=Sof(C49A)=Sof(H49A)=Sof(C54A)=
 Sof(H54A)=Sof(H54B)=Sof(H54C)=Sof(O10A)=Sof(C55A)=Sof(H55A)=Sof(H55B)=
 Sof(H55C)=Sof(C47A)=Sof(C45A)=Sof(C48A)=Sof(H48A)=Sof(C52A)=Sof(H52A)=
 Sof(H52B)=Sof(H52C)=Sof(C44A)=Sof(C53A)=Sof(H53A)=Sof(H53B)=Sof(H53C)=FVAR(1)
 Sof(C20B)=Sof(H20D)=Sof(H20E)=Sof(H20F)=Sof(C21B)=Sof(H21D)=Sof(H21E)=
 Sof(H21F)=1-FVAR(2)
 Sof(C21A)=Sof(H21A)=Sof(H21B)=Sof(H21C)=Sof(C20A)=Sof(H20A)=Sof(H20B)=
 Sof(H20C)=FVAR(2)
 Fixed Sof: C66A(0.5) H66A(0.5) H66B(0.5) H66C(0.5) C67A(0.5) H67A(0.5)
 H67B(0.5) H67C(0.5) C66B(0.5) H66D(0.5) H66E(0.5) H66F(0.5) C67B(0.5)
 H67D(0.5) H67E(0.5) H67F(0.5)
4.a Aromatic/amide H refined with riding coordinates:
 C29(H29), C60(H60), C26(H26), C27(H27), C16(H16), C51A(H51A), C62(H62),
 C6(H6), C14(H14), C7(H7), C8(H8), C17(H17), C49A(H49A), C41(H41), C42(H42),
 C40(H40), C63(H63), C48A(H48A), C48B(H48B), C51B(H51B), C49B(H49B)
4.b Idealised Me refined as rotating group:
 C32(H32A,H32B,H32C), C19(H19A,H19B,H19C), C33(H33A,H33B,H33C), C64(H64A,H64B,
 H64C), C54A(H54A,H54B,H54C), C30(H30A,H30B,H30C), C21A(H21A,H21B,H21C),
 C18(H18A,H18B,H18C), C65(H65A,H65B,H65C), C55A(H55A,H55B,H55C), C31(H31A,H31B,
 H31C), C52A(H52A,H52B,H52C), C20A(H20A,H20B,H20C), C66A(H66A,H66B,H66C),
 C67A(H67A,H67B,H67C), C53A(H53A,H53B,H53C), C66B(H66D,H66E,H66F), C67B(H67D,
 H67E,H67F), C53B(H53D,H53E,H53F), C52B(H52D,H52E,H52F), C54B(H54D,H54E,H54F),
 C55B(H55D,H55E,H55F), C20B(H20D,H20E,H20F), C21B(H21D,H21E,H21F)
4.c Idealised tetrahedral OH refined as rotating group:
 O3(H3), O9(H9)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
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
O6 O 0.1303(4) 0.51767(19) 0.1951(2) 0.0726(9) Uani 1 1 d . . . . .
O2 O 0.3056(4) 0.5962(2) 0.3080(2) 0.0789(10) Uani 1 1 d . . . . .
O1 O 0.5092(4) 0.65571(16) 0.1125(2) 0.0679(8) Uani 1 1 d . . . . .
O7 O 1.0266(4) 0.69630(15) 0.2996(2) 0.0692(9) Uani 1 1 d . . . . .
O12 O 0.6344(4) 0.54612(19) 0.3003(2) 0.0717(9) Uani 1 1 d . . . . .
O8 O 0.8005(4) 0.56789(19) 0.1588(2) 0.0689(8) Uani 1 1 d . . . . .
O5 O 0.8542(4) 0.2709(2) 0.1154(3) 0.0807(11) Uani 1 1 d . . . . .
O3 O 0.4482(6) 0.6868(3) 0.3823(3) 0.1055(17) Uani 1 1 d . . . . .
H3 H 0.378686 0.659325 0.374300 0.158 Uiso 1 1 calc R U . . .
C61 C 0.8425(5) 0.5065(2) 0.3748(3) 0.0596(10) Uani 1 1 d . . . . .
C2 C 0.3575(5) 0.5781(2) 0.1778(3) 0.0610(10) Uani 1 1 d . . . . .
C68 C 0.7699(5) 0.5519(2) 0.3195(3) 0.0602(10) Uani 1 1 d . . . . .
C29 C 0.5075(5) 0.4493(2) 0.1629(3) 0.0525(8) Uani 1 1 d . . . . .
H29 H 0.570467 0.486479 0.167718 0.063 Uiso 1 1 calc R U . . .
C36 C 0.8639(5) 0.6046(2) 0.2851(3) 0.0581(9) Uani 1 1 d . . . . .
C9 C 0.5372(6) 0.6891(2) 0.1792(3) 0.0676(12) Uani 1 1 d . . . . .
C23 C 0.4812(5) 0.3342(2) 0.1428(3) 0.0560(9) Uani 1 1 d . . . . .
C60 C 1.0025(6) 0.4985(2) 0.3808(3) 0.0631(11) Uani 1 1 d . . . . .
H60 H 1.069723 0.522544 0.349343 0.076 Uiso 1 1 calc R U . . .
O9 O 0.9299(6) 0.6193(3) 0.0425(3) 0.0998(15) Uani 1 1 d . . . . .
H9 H 0.884656 0.590585 0.067443 0.150 Uiso 1 1 calc R U . . .
C3 C 0.3713(5) 0.6139(3) 0.2480(3) 0.0663(12) Uani 1 1 d . . . . .
C24 C 0.5727(4) 0.3892(2) 0.1506(2) 0.0516(8) Uani 1 1 d . . . . .
C37 C 0.8721(5) 0.6068(2) 0.2018(3) 0.0645(11) Uani 1 1 d . . . . .
C1 C 0.4257(5) 0.6007(2) 0.1127(3) 0.0611(10) Uani 1 1 d . . . . .
C26 C 0.3222(6) 0.3381(2) 0.1480(3) 0.0670(11) Uani 1 1 d . . . . .
H26 H 0.259360 0.300829 0.143067 0.080 Uiso 1 1 calc R U . . .
N2 N 0.7323(4) 0.3045(2) 0.1262(3) 0.0644(9) Uani 1 1 d . . . . .
C4 C 0.4703(6) 0.6701(2) 0.2464(4) 0.0709(13) Uani 1 1 d . . . . .
C27 C 0.2577(5) 0.3985(3) 0.1607(3) 0.0668(11) Uani 1 1 d . . . . .
H27 H 0.149006 0.402106 0.164267 0.080 Uiso 1 1 calc R U . . .
C22 C 0.5762(6) 0.2759(2) 0.1264(3) 0.0656(11) Uani 1 1 d . . . . .
C34 C 0.2679(5) 0.5159(2) 0.1798(3) 0.0600(10) Uani 1 1 d . . . . .
C35 C 0.9397(5) 0.6486(2) 0.3299(3) 0.0617(10) Uani 1 1 d . . . . .
C50B C 0.9426(6) 0.6508(2) 0.4144(3) 0.0627(10) Uani 1 1 d D . . . .
C32 C 0.8184(6) 0.4095(3) 0.0801(4) 0.0749(13) Uani 1 1 d . . . . .
H32A H 0.917285 0.389116 0.069103 0.112 Uiso 1 1 calc R U . . .
H32B H 0.835966 0.454297 0.095549 0.112 Uiso 1 1 calc R U . . .
H32C H 0.751746 0.408361 0.033790 0.112 Uiso 1 1 calc R U . . .
C28 C 0.3477(5) 0.4538(2) 0.1682(3) 0.0570(9) Uani 1 1 d . . . . .
C15 C 0.4243(5) 0.5706(2) 0.0362(3) 0.0625(10) Uani 1 1 d . . . . .
C5 C 0.5061(7) 0.7056(3) 0.3144(4) 0.0807(15) Uani 1 1 d . . . . .
C16 C 0.5501(6) 0.5783(2) -0.0103(4) 0.0714(12) Uani 1 1 d . . . . .
H16 H 0.634410 0.603692 0.007749 0.086 Uiso 1 1 calc R U . . .
C51A C 0.8106(16) 0.6463(8) 0.4577(8) 0.068(6) Uiso 0.569(15) 1 d D . P A 1
H51A H 0.712001 0.640443 0.433866 0.082 Uiso 0.569(15) 1 calc R U P A 1
C62 C 0.7422(7) 0.4714(3) 0.4210(4) 0.0766(13) Uani 1 1 d . . . . .
H62 H 0.633974 0.477127 0.415393 0.092 Uiso 1 1 calc R U . . .
C39 C 0.9946(7) 0.6611(4) 0.0911(5) 0.0906(19) Uani 1 1 d . . . . .
C6 C 0.6045(8) 0.7583(3) 0.3101(5) 0.092(2) Uani 1 1 d . . . . .
H6 H 0.628712 0.782459 0.355276 0.110 Uiso 1 1 calc R U . . .
C14 C 0.2983(5) 0.5339(2) 0.0100(3) 0.0627(10) Uani 1 1 d . . . . .
H14 H 0.209566 0.529199 0.040531 0.075 Uiso 1 1 calc R U . . .
C7 C 0.6659(7) 0.7755(3) 0.2423(5) 0.0861(18) Uani 1 1 d . . . . .
H7 H 0.732428 0.811689 0.240975 0.103 Uiso 1 1 calc R U . . .
C46A C 0.829(2) 0.6508(8) 0.5373(7) 0.081(6) Uiso 0.569(15) 1 d D . P A 1
C57 C 1.0590(7) 0.4551(2) 0.4335(3) 0.0728(12) Uani 1 1 d . . . . .
C19 C 0.1792(7) 0.3957(3) -0.0589(4) 0.0819(15) Uani 1 1 d . . . . .
H19A H 0.282358 0.376518 -0.055694 0.123 Uiso 1 1 calc R U . . .
H19B H 0.110021 0.367207 -0.088484 0.123 Uiso 1 1 calc R U . . .
H19C H 0.139914 0.401357 -0.006904 0.123 Uiso 1 1 calc R U . . .
C8 C 0.6350(7) 0.7418(2) 0.1742(4) 0.0779(15) Uani 1 1 d . . . . .
H8 H 0.678534 0.754321 0.126756 0.093 Uiso 1 1 calc R U . . .
C12 C 0.4334(7) 0.5122(3) -0.1068(4) 0.0735(12) Uani 1 1 d . . . . .
C38 C 0.9710(6) 0.6565(3) 0.1719(3) 0.0698(12) Uani 1 1 d . . . . .
C17 C 0.5569(7) 0.5500(3) -0.0826(4) 0.0789(14) Uani 1 1 d . . . . .
H17 H 0.643158 0.556388 -0.114404 0.095 Uiso 1 1 calc R U . . .
O4 O 0.1898(8) 0.4207(3) -0.2270(4) 0.1188(19) Uani 1 1 d . . . . .
C11 C 0.3062(6) 0.5046(2) -0.0610(3) 0.0659(11) Uani 1 1 d . . . . .
C58 C 0.9579(9) 0.4205(3) 0.4793(4) 0.0820(15) Uani 1 1 d . . . . .
C33 C 0.8291(5) 0.3837(2) 0.2213(3) 0.0653(11) Uani 1 1 d . . . . .
H33A H 0.768223 0.366536 0.263469 0.098 Uiso 1 1 calc R U . . .
H33B H 0.846949 0.429729 0.229451 0.098 Uiso 1 1 calc R U . . .
H33C H 0.928222 0.361204 0.219914 0.098 Uiso 1 1 calc R U . . .
C43 C 1.0410(6) 0.6994(3) 0.2206(4) 0.0762(15) Uani 1 1 d . . . . .
C25 C 0.7415(5) 0.3736(2) 0.1448(3) 0.0567(9) Uani 1 1 d . . . . .
N4 N 1.2033(9) 0.3874(3) 0.5096(4) 0.108(2) Uani 1 1 d . . . . .
O11 O 1.3198(9) 0.3587(5) 0.5388(5) 0.150(3) Uani 1 1 d . . . . .
N1 N 0.2573(7) 0.4520(3) -0.1750(3) 0.0886(14) Uani 1 1 d . . . . .
N3A N 0.7885(18) 0.6512(6) 0.6641(6) 0.093(3) Uiso 0.569(15) 1 d D . P A 1
C49A C 1.0886(13) 0.6650(7) 0.4477(7) 0.077(3) Uiso 0.569(15) 1 d D . P A 1
H49A H 1.175444 0.672397 0.416531 0.092 Uiso 0.569(15) 1 calc R U P A 1
C13 C 0.4145(9) 0.4776(4) -0.1818(4) 0.0931(18) Uani 1 1 d D . . . .
C41 C 1.1528(8) 0.7544(4) 0.1157(6) 0.103(3) Uani 1 1 d . . . . .
H41 H 1.213285 0.788545 0.096168 0.123 Uiso 1 1 calc R U . . .
C64 C 1.3149(9) 0.4943(4) 0.4848(5) 0.103(2) Uani 1 1 d . . . . .
H64A H 1.259730 0.511913 0.528632 0.155 Uiso 1 1 calc R U . . .
H64B H 1.326528 0.527756 0.445599 0.155 Uiso 1 1 calc R U . . .
H64C H 1.416830 0.479251 0.502155 0.155 Uiso 1 1 calc R U . . .
C42 C 1.1346(7) 0.7503(3) 0.1957(5) 0.0915(19) Uani 1 1 d . . . . .
H42 H 1.182171 0.779783 0.230588 0.110 Uiso 1 1 calc R U . . .
C59 C 1.0474(13) 0.3769(4) 0.5340(6) 0.123(3) Uani 1 1 d D . . . .
C10 C 0.1877(6) 0.4605(3) -0.0987(3) 0.0752(13) Uani 1 1 d . . . . .
C54A C 0.592(3) 0.7093(13) 0.5845(17) 0.134(11) Uiso 0.569(15) 1 d D . P A 1
H54A H 0.643862 0.747861 0.604305 0.200 Uiso 0.569(15) 1 calc R U P A 1
H54B H 0.499060 0.701220 0.614333 0.200 Uiso 0.569(15) 1 calc R U P A 1
H54C H 0.562289 0.715717 0.530225 0.200 Uiso 0.569(15) 1 calc R U P A 1
C30 C 0.5385(8) 0.2469(3) 0.0476(4) 0.0882(17) Uani 1 1 d . . . . .
H30A H 0.552115 0.279621 0.007739 0.132 Uiso 1 1 calc R U . . .
H30B H 0.431482 0.231856 0.046203 0.132 Uiso 1 1 calc R U . . .
H30C H 0.607604 0.210615 0.038297 0.132 Uiso 1 1 calc R U . . .
C21A C 0.5381(14) 0.4171(7) -0.1758(13) 0.086(4) Uiso 0.62(5) 1 d D . P B 1
H21A H 0.643565 0.433999 -0.174529 0.128 Uiso 0.62(5) 1 calc R U P B 1
H21B H 0.523825 0.389019 -0.220736 0.128 Uiso 0.62(5) 1 calc R U P B 1
H21C H 0.520197 0.392555 -0.128718 0.128 Uiso 0.62(5) 1 calc R U P B 1
C18 C 0.0269(8) 0.4905(4) -0.1064(4) 0.095(2) Uani 1 1 d . . . . .
H18A H -0.016037 0.496029 -0.055081 0.142 Uiso 1 1 calc R U . . .
H18B H -0.040346 0.462258 -0.137287 0.142 Uiso 1 1 calc R U . . .
H18C H 0.034244 0.532526 -0.131668 0.142 Uiso 1 1 calc R U . . .
C65 C 1.3055(9) 0.4109(4) 0.3802(5) 0.097(2) Uani 1 1 d . . . . .
H65A H 1.404132 0.391890 0.396807 0.146 Uiso 1 1 calc R U . . .
H65B H 1.323987 0.445551 0.343357 0.146 Uiso 1 1 calc R U . . .
H65C H 1.240789 0.377769 0.355665 0.146 Uiso 1 1 calc R U . . .
O10A O 0.724(2) 0.6427(8) 0.7300(8) 0.138(5) Uiso 0.569(15) 1 d D . P A 1
C55A C 0.615(3) 0.5903(11) 0.5897(16) 0.149(8) Uiso 0.569(15) 1 d D . P A 1
H55A H 0.547975 0.587419 0.634205 0.223 Uiso 0.569(15) 1 calc R U P A 1
H55B H 0.689527 0.554956 0.591344 0.223 Uiso 0.569(15) 1 calc R U P A 1
H55C H 0.552366 0.587530 0.542107 0.223 Uiso 0.569(15) 1 calc R U P A 1
C40 C 1.0867(9) 0.7110(5) 0.0633(5) 0.105(3) Uani 1 1 d . . . . .
H40 H 1.103849 0.715225 0.009674 0.126 Uiso 1 1 calc R U . . .
C47A C 0.698(2) 0.6526(8) 0.5917(9) 0.109(7) Uiso 0.569(15) 1 d D . P A 1
C45A C 0.9714(14) 0.6608(7) 0.5690(6) 0.074(3) Uiso 0.569(15) 1 d D . P A 1
C63 C 0.8010(9) 0.4287(3) 0.4745(4) 0.0877(17) Uani 1 1 d . . . . .
H63 H 0.734761 0.405518 0.507338 0.105 Uiso 1 1 calc R U . . .
C48A C 1.1008(13) 0.6678(7) 0.5269(6) 0.080(3) Uiso 0.569(15) 1 d D . P A 1
H48A H 1.198077 0.674564 0.551742 0.096 Uiso 0.569(15) 1 calc R U P A 1
C56 C 1.2237(9) 0.4380(3) 0.4503(4) 0.0903(17) Uani 1 1 d . . . . .
C31 C 0.5697(9) 0.2248(3) 0.1898(5) 0.0960(19) Uani 1 1 d . . . . .
H31A H 0.637132 0.188750 0.176785 0.144 Uiso 1 1 calc R U . . .
H31B H 0.463679 0.209288 0.194140 0.144 Uiso 1 1 calc R U . . .
H31C H 0.604290 0.243614 0.238930 0.144 Uiso 1 1 calc R U . . .
C52A C 0.9860(17) 0.7271(7) 0.6908(8) 0.097(4) Uiso 0.569(15) 1 d D . P A 1
H52A H 1.089969 0.741480 0.678238 0.145 Uiso 0.569(15) 1 calc R U P A 1
H52B H 0.977273 0.724032 0.746856 0.145 Uiso 0.569(15) 1 calc R U P A 1
H52C H 0.910243 0.758017 0.670487 0.145 Uiso 0.569(15) 1 calc R U P A 1
C20A C 0.443(2) 0.5162(9) -0.2530(8) 0.102(5) Uiso 0.62(5) 1 d D . P B 1
H20A H 0.378774 0.555007 -0.252762 0.153 Uiso 0.62(5) 1 calc R U P B 1
H20B H 0.416584 0.490355 -0.298619 0.153 Uiso 0.62(5) 1 calc R U P B 1
H20C H 0.551760 0.528504 -0.254157 0.153 Uiso 0.62(5) 1 calc R U P B 1
C44A C 0.9569(14) 0.6636(7) 0.6560(6) 0.084(3) Uiso 0.569(15) 1 d D . P A 1
C66A C 1.046(3) 0.4059(11) 0.6180(10) 0.113(5) Uiso 0.5 1 d D . P C 1
H66A H 0.943649 0.423111 0.628293 0.169 Uiso 0.5 1 calc R U P C 1
H66B H 1.122556 0.440518 0.622351 0.169 Uiso 0.5 1 calc R U P C 1
H66C H 1.071763 0.372086 0.655442 0.169 Uiso 0.5 1 calc R U P C 1
C67A C 1.014(2) 0.3107(7) 0.5477(11) 0.097(4) Uiso 0.5 1 d D . P C 1
H67A H 1.051697 0.298606 0.599259 0.145 Uiso 0.5 1 calc R U P C 1
H67B H 1.064508 0.284120 0.509105 0.145 Uiso 0.5 1 calc R U P C 1
H67C H 0.902166 0.303899 0.543996 0.145 Uiso 0.5 1 calc R U P C 1
C53A C 1.050(2) 0.6111(9) 0.7005(10) 0.120(5) Uiso 0.569(15) 1 d D . P A 1
H53A H 1.013902 0.568450 0.684539 0.180 Uiso 0.569(15) 1 calc R U P A 1
H53B H 1.036175 0.616430 0.755995 0.180 Uiso 0.569(15) 1 calc R U P A 1
H53C H 1.159917 0.615387 0.689075 0.180 Uiso 0.569(15) 1 calc R U P A 1
C66B C 0.995(2) 0.3753(12) 0.6121(10) 0.117(5) Uiso 0.5 1 d D . P C 2
H66D H 1.044919 0.339535 0.639661 0.175 Uiso 0.5 1 calc R U P C 2
H66E H 0.883199 0.369510 0.611894 0.175 Uiso 0.5 1 calc R U P C 2
H66F H 1.022041 0.415887 0.637843 0.175 Uiso 0.5 1 calc R U P C 2
C67B C 0.984(2) 0.3043(8) 0.5044(12) 0.105(4) Uiso 0.5 1 d D . P C 2
H67D H 1.048139 0.270700 0.528393 0.158 Uiso 0.5 1 calc R U P C 2
H67E H 0.990885 0.301426 0.448227 0.158 Uiso 0.5 1 calc R U P C 2
H67F H 0.876912 0.298633 0.519313 0.158 Uiso 0.5 1 calc R U P C 2
C48B C 1.0703(15) 0.6395(7) 0.5410(7) 0.068(3) Uiso 0.431(15) 1 d D . P A 2
H48B H 1.163199 0.635666 0.570630 0.082 Uiso 0.431(15) 1 calc R U P A 2
C46B C 0.797(2) 0.6520(8) 0.5322(7) 0.061(5) Uiso 0.431(15) 1 d D . P A 2
C51B C 0.8006(17) 0.6541(10) 0.4502(9) 0.058(7) Uiso 0.431(15) 1 d D . P A 2
H51B H 0.707735 0.657577 0.420415 0.070 Uiso 0.431(15) 1 calc R U P A 2
C49B C 1.0741(13) 0.6418(7) 0.4620(6) 0.058(3) Uiso 0.431(15) 1 d D . P A 2
H49B H 1.170855 0.636984 0.438156 0.069 Uiso 0.431(15) 1 calc R U P A 2
C45B C 0.9312(16) 0.6427(7) 0.5768(6) 0.063(3) Uiso 0.431(15) 1 d D . P A 2
C53B C 0.941(3) 0.5665(11) 0.6909(16) 0.132(8) Uiso 0.431(15) 1 d D . P A 2
H53D H 0.845155 0.541602 0.692631 0.198 Uiso 0.431(15) 1 calc R U P A 2
H53E H 0.988713 0.568280 0.742488 0.198 Uiso 0.431(15) 1 calc R U P A 2
H53F H 1.011665 0.545992 0.655273 0.198 Uiso 0.431(15) 1 calc R U P A 2
C52B C 0.984(3) 0.6832(13) 0.7104(15) 0.129(8) Uiso 0.431(15) 1 d D . P A 2
H52D H 1.087628 0.690248 0.690670 0.193 Uiso 0.431(15) 1 calc R U P A 2
H52E H 0.992157 0.666521 0.763144 0.193 Uiso 0.431(15) 1 calc R U P A 2
H52F H 0.927524 0.723974 0.710284 0.193 Uiso 0.431(15) 1 calc R U P A 2
N3B N 0.7292(19) 0.6446(6) 0.6595(6) 0.076(3) Uiso 0.431(15) 1 d D . P A 2
O10B O 0.658(2) 0.6439(7) 0.7231(7) 0.099(4) Uiso 0.431(15) 1 d D . P A 2
C44B C 0.9033(18) 0.6374(8) 0.6621(7) 0.081(4) Uiso 0.431(15) 1 d D . P A 2
C47B C 0.662(2) 0.6566(7) 0.5831(8) 0.070(4) Uiso 0.431(15) 1 d D . P A 2
C54B C 0.5946(18) 0.7231(8) 0.5800(10) 0.068(4) Uiso 0.431(15) 1 d D . P A 2
H54D H 0.675184 0.754685 0.592587 0.101 Uiso 0.431(15) 1 calc R U P A 2
H54E H 0.512005 0.726562 0.617341 0.101 Uiso 0.431(15) 1 calc R U P A 2
H54F H 0.552708 0.731556 0.528102 0.101 Uiso 0.431(15) 1 calc R U P A 2
C55B C 0.5516(17) 0.6028(6) 0.5707(8) 0.071(3) Uiso 0.431(15) 1 d D . P A 2
H55D H 0.510221 0.604301 0.517732 0.106 Uiso 0.431(15) 1 calc R U P A 2
H55E H 0.466955 0.606828 0.606791 0.106 Uiso 0.431(15) 1 calc R U P A 2
H55F H 0.604707 0.561753 0.579373 0.106 Uiso 0.431(15) 1 calc R U P A 2
C20B C 0.383(4) 0.5328(12) -0.2473(12) 0.098(8) Uiso 0.38(5) 1 d D . P B 2
H20D H 0.296073 0.559586 -0.232476 0.147 Uiso 0.38(5) 1 calc R U P B 2
H20E H 0.359945 0.512168 -0.296951 0.147 Uiso 0.38(5) 1 calc R U P B 2
H20F H 0.475473 0.559655 -0.251748 0.147 Uiso 0.38(5) 1 calc R U P B 2
C21B C 0.524(2) 0.4262(10) -0.2026(17) 0.077(6) Uiso 0.38(5) 1 d D . P B 2
H21D H 0.629981 0.442503 -0.197381 0.116 Uiso 0.38(5) 1 calc R U P B 2
H21E H 0.504092 0.412730 -0.255948 0.116 Uiso 0.38(5) 1 calc R U P B 2
H21F H 0.511577 0.389322 -0.168136 0.116 Uiso 0.38(5) 1 calc R U P B 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O6 C34 1.231(6) . ?
O2 C3 1.254(7) . ?
O1 C9 1.368(7) . ?
O1 C1 1.355(6) . ?
O7 C35 1.360(6) . ?
O7 C43 1.381(8) . ?
O12 C68 1.221(6) . ?
O8 C37 1.256(7) . ?
O5 N2 1.285(5) . ?
O3 H3 0.8400 . ?
O3 C5 1.350(10) . ?
C61 C68 1.478(7) . ?
C61 C60 1.401(7) . ?
C61 C62 1.402(8) . ?
C2 C3 1.432(8) . ?
C2 C1 1.371(8) . ?
C2 C34 1.510(7) . ?
C68 C36 1.498(7) . ?
C29 H29 0.9500 . ?
C29 C24 1.390(6) . ?
C29 C28 1.395(6) . ?
C36 C37 1.451(7) . ?
C36 C35 1.360(7) . ?
C9 C4 1.373(9) . ?
C9 C8 1.391(8) . ?
C23 C24 1.397(6) . ?
C23 C26 1.388(7) . ?
C23 C22 1.498(6) . ?
C60 H60 0.9500 . ?
C60 C57 1.369(8) . ?
O9 H9 0.8400 . ?
O9 C39 1.327(11) . ?
C3 C4 1.451(8) . ?
C24 C25 1.506(5) . ?
C37 C38 1.447(8) . ?
C1 C15 1.468(8) . ?
C26 H26 0.9500 . ?
C26 C27 1.395(8) . ?
N2 C22 1.481(6) . ?
N2 C25 1.475(6) . ?
C4 C5 1.421(8) . ?
C27 H27 0.9500 . ?
C27 C28 1.395(7) . ?
C22 C30 1.522(9) . ?
C22 C31 1.531(9) . ?
C34 C28 1.481(6) . ?
C35 C50B 1.468(8) . ?
C50B C51A 1.387(13) . ?
C50B C49A 1.412(12) . ?
C50B C51B 1.394(14) . ?
C50B C49B 1.406(11) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C32 C25 1.516(7) . ?
C15 C16 1.382(8) . ?
C15 C14 1.401(7) . ?
C5 C6 1.393(11) . ?
C16 H16 0.9500 . ?
C16 C17 1.388(9) . ?
C51A H51A 0.9500 . ?
C51A C46A 1.392(16) . ?
C62 H62 0.9500 . ?
C62 C63 1.375(10) . ?
C39 C38 1.426(9) . ?
C39 C40 1.403(12) . ?
C6 H6 0.9500 . ?
C6 C7 1.351(12) . ?
C14 H14 0.9500 . ?
C14 C11 1.378(8) . ?
C7 H7 0.9500 . ?
C7 C8 1.395(10) . ?
C46A C47A 1.491(19) . ?
C46A C45A 1.36(2) . ?
C57 C58 1.398(10) . ?
C57 C56 1.495(9) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 C10 1.519(10) . ?
C8 H8 0.9500 . ?
C12 C17 1.387(8) . ?
C12 C11 1.384(8) . ?
C12 C13 1.494(10) . ?
C38 C43 1.362(10) . ?
C17 H17 0.9500 . ?
O4 N1 1.248(8) . ?
C11 C10 1.515(8) . ?
C58 C59 1.513(10) . ?
C58 C63 1.373(11) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C33 C25 1.530(7) . ?
C43 C42 1.408(8) . ?
N4 O11 1.270(9) . ?
N4 C59 1.444(13) . ?
N4 C56 1.486(10) . ?
N1 C13 1.472(9) . ?
N1 C10 1.479(8) . ?
N3A O10A 1.296(16) . ?
N3A C47A 1.47(2) . ?
N3A C44A 1.494(18) . ?
C49A H49A 0.9500 . ?
C49A C48A 1.378(15) . ?
C13 C21A 1.655(16) . ?
C13 C20A 1.499(15) . ?
C13 C20B 1.63(2) . ?
C13 C21B 1.483(18) . ?
C41 H41 0.9500 . ?
C41 C42 1.405(13) . ?
C41 C40 1.395(14) . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C64 C56 1.526(12) . ?
C42 H42 0.9500 . ?
C59 C66A 1.58(2) . ?
C59 C67A 1.429(19) . ?
C59 C66B 1.44(2) . ?
C59 C67B 1.68(2) . ?
C10 C18 1.532(9) . ?
C54A H54A 0.9800 . ?
C54A H54B 0.9800 . ?
C54A H54C 0.9800 . ?
C54A C47A 1.50(2) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C21A H21A 0.9800 . ?
C21A H21B 0.9800 . ?
C21A H21C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C65 C56 1.531(12) . ?
C55A H55A 0.9800 . ?
C55A H55B 0.9800 . ?
C55A H55C 0.9800 . ?
C55A C47A 1.48(2) . ?
C40 H40 0.9500 . ?
C45A C48A 1.362(18) . ?
C45A C44A 1.519(14) . ?
C63 H63 0.9500 . ?
C48A H48A 0.9500 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C52A H52A 0.9800 . ?
C52A H52B 0.9800 . ?
C52A H52C 0.9800 . ?
C52A C44A 1.47(2) . ?
C20A H20A 0.9800 . ?
C20A H20B 0.9800 . ?
C20A H20C 0.9800 . ?
C44A C53A 1.56(2) . ?
C66A H66A 0.9800 . ?
C66A H66B 0.9800 . ?
C66A H66C 0.9800 . ?
C67A H67A 0.9800 . ?
C67A H67B 0.9800 . ?
C67A H67C 0.9800 . ?
C53A H53A 0.9800 . ?
C53A H53B 0.9800 . ?
C53A H53C 0.9800 . ?
C66B H66D 0.9800 . ?
C66B H66E 0.9800 . ?
C66B H66F 0.9800 . ?
C67B H67D 0.9800 . ?
C67B H67E 0.9800 . ?
C67B H67F 0.9800 . ?
C48B H48B 0.9500 . ?
C48B C49B 1.374(16) . ?
C48B C45B 1.372(18) . ?
C46B C51B 1.426(17) . ?
C46B C45B 1.395(19) . ?
C46B C47B 1.490(18) . ?
C51B H51B 0.9500 . ?
C49B H49B 0.9500 . ?
C45B C44B 1.510(17) . ?
C53B H53D 0.9800 . ?
C53B H53E 0.9800 . ?
C53B H53F 0.9800 . ?
C53B C44B 1.59(2) . ?
C52B H52D 0.9800 . ?
C52B H52E 0.9800 . ?
C52B H52F 0.9800 . ?
C52B C44B 1.44(2) . ?
N3B O10B 1.278(16) . ?
N3B C44B 1.519(19) . ?
N3B C47B 1.459(19) . ?
C47B C54B 1.50(2) . ?
C47B C55B 1.485(17) . ?
C54B H54D 0.9800 . ?
C54B H54E 0.9800 . ?
C54B H54F 0.9800 . ?
C55B H55D 0.9800 . ?
C55B H55E 0.9800 . ?
C55B H55F 0.9800 . ?
C20B H20D 0.9800 . ?
C20B H20E 0.9800 . ?
C20B H20F 0.9800 . ?
C21B H21D 0.9800 . ?
C21B H21E 0.9800 . ?
C21B H21F 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
C1 O1 C9 120.8(4) . . ?
C35 O7 C43 118.8(4) . . ?
C5 O3 H3 109.5 . . ?
C60 C61 C68 122.1(4) . . ?
C60 C61 C62 121.6(5) . . ?
C62 C61 C68 116.3(5) . . ?
C3 C2 C34 117.3(5) . . ?
C1 C2 C3 119.6(4) . . ?
C1 C2 C34 123.0(4) . . ?
O12 C68 C61 120.5(5) . . ?
O12 C68 C36 119.6(4) . . ?
C61 C68 C36 119.9(4) . . ?
C24 C29 H29 120.7 . . ?
C24 C29 C28 118.6(4) . . ?
C28 C29 H29 120.7 . . ?
C37 C36 C68 117.4(4) . . ?
C35 C36 C68 121.6(4) . . ?
C35 C36 C37 121.0(5) . . ?
O1 C9 C4 120.2(5) . . ?
O1 C9 C8 116.4(6) . . ?
C4 C9 C8 123.5(5) . . ?
C24 C23 C22 111.5(4) . . ?
C26 C23 C24 120.7(4) . . ?
C26 C23 C22 127.7(4) . . ?
C61 C60 H60 121.1 . . ?
C57 C60 C61 117.8(5) . . ?
C57 C60 H60 121.1 . . ?
C39 O9 H9 109.5 . . ?
O2 C3 C2 121.6(5) . . ?
O2 C3 C4 122.2(5) . . ?
C2 C3 C4 116.2(5) . . ?
C29 C24 C23 121.2(4) . . ?
C29 C24 C25 127.1(4) . . ?
C23 C24 C25 111.7(4) . . ?
O8 C37 C36 122.5(5) . . ?
O8 C37 C38 122.5(5) . . ?
C38 C37 C36 115.0(5) . . ?
O1 C1 C2 122.2(4) . . ?
O1 C1 C15 110.6(4) . . ?
C2 C1 C15 127.3(4) . . ?
C23 C26 H26 121.1 . . ?
C23 C26 C27 117.8(4) . . ?
C27 C26 H26 121.1 . . ?
O5 N2 C22 122.5(4) . . ?
O5 N2 C25 121.5(4) . . ?
C25 N2 C22 115.9(4) . . ?
C9 C4 C3 120.7(5) . . ?
C9 C4 C5 117.9(5) . . ?
C5 C4 C3 121.4(6) . . ?
C26 C27 H27 119.0 . . ?
C28 C27 C26 122.1(4) . . ?
C28 C27 H27 119.0 . . ?
C23 C22 C30 112.5(5) . . ?
C23 C22 C31 113.3(5) . . ?
N2 C22 C23 100.5(4) . . ?
N2 C22 C30 109.6(5) . . ?
N2 C22 C31 109.2(5) . . ?
C30 C22 C31 111.1(5) . . ?
O6 C34 C2 118.8(4) . . ?
O6 C34 C28 121.0(4) . . ?
C28 C34 C2 120.0(3) . . ?
O7 C35 C36 122.3(5) . . ?
O7 C35 C50B 111.5(4) . . ?
C36 C35 C50B 126.2(5) . . ?
C51A C50B C35 122.9(7) . . ?
C51A C50B C49A 122.5(8) . . ?
C49A C50B C35 114.2(7) . . ?
C51B C50B C35 116.8(8) . . ?
C51B C50B C49B 117.3(9) . . ?
C49B C50B C35 125.3(6) . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C25 C32 H32A 109.5 . . ?
C25 C32 H32B 109.5 . . ?
C25 C32 H32C 109.5 . . ?
C29 C28 C34 122.5(4) . . ?
C27 C28 C29 119.6(4) . . ?
C27 C28 C34 117.9(4) . . ?
C16 C15 C1 119.3(4) . . ?
C16 C15 C14 119.7(5) . . ?
C14 C15 C1 121.1(5) . . ?
O3 C5 C4 119.7(6) . . ?
O3 C5 C6 121.1(6) . . ?
C6 C5 C4 119.2(7) . . ?
C15 C16 H16 119.0 . . ?
C15 C16 C17 122.0(5) . . ?
C17 C16 H16 119.0 . . ?
C50B C51A H51A 121.4 . . ?
C50B C51A C46A 117.2(12) . . ?
C46A C51A H51A 121.4 . . ?
C61 C62 H62 120.1 . . ?
C63 C62 C61 119.8(6) . . ?
C63 C62 H62 120.1 . . ?
O9 C39 C38 120.9(6) . . ?
O9 C39 C40 120.2(7) . . ?
C40 C39 C38 118.9(8) . . ?
C5 C6 H6 119.7 . . ?
C7 C6 C5 120.6(6) . . ?
C7 C6 H6 119.7 . . ?
C15 C14 H14 120.8 . . ?
C11 C14 C15 118.5(5) . . ?
C11 C14 H14 120.8 . . ?
C6 C7 H7 118.8 . . ?
C6 C7 C8 122.3(6) . . ?
C8 C7 H7 118.8 . . ?
C51A C46A C47A 124.2(14) . . ?
C45A C46A C51A 119.6(12) . . ?
C45A C46A C47A 115.9(12) . . ?
C60 C57 C58 120.0(6) . . ?
C60 C57 C56 127.8(6) . . ?
C58 C57 C56 112.2(5) . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C10 C19 H19A 109.5 . . ?
C10 C19 H19B 109.5 . . ?
C10 C19 H19C 109.5 . . ?
C9 C8 C7 116.6(7) . . ?
C9 C8 H8 121.7 . . ?
C7 C8 H8 121.7 . . ?
C17 C12 C13 127.3(6) . . ?
C11 C12 C17 120.8(6) . . ?
C11 C12 C13 111.8(5) . . ?
C39 C38 C37 120.0(6) . . ?
C43 C38 C37 120.3(5) . . ?
C43 C38 C39 119.7(6) . . ?
C16 C17 H17 121.1 . . ?
C12 C17 C16 117.7(5) . . ?
C12 C17 H17 121.1 . . ?
C14 C11 C12 121.3(5) . . ?
C14 C11 C10 127.3(5) . . ?
C12 C11 C10 111.3(5) . . ?
C57 C58 C59 110.1(7) . . ?
C63 C58 C57 122.4(5) . . ?
C63 C58 C59 127.4(7) . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C25 C33 H33A 109.5 . . ?
C25 C33 H33B 109.5 . . ?
C25 C33 H33C 109.5 . . ?
O7 C43 C42 114.0(6) . . ?
C38 C43 O7 122.4(5) . . ?
C38 C43 C42 123.6(7) . . ?
C24 C25 C32 112.9(4) . . ?
C24 C25 C33 112.2(4) . . ?
N2 C25 C24 100.2(3) . . ?
N2 C25 C32 109.9(4) . . ?
N2 C25 C33 110.3(4) . . ?
C32 C25 C33 110.9(4) . . ?
O11 N4 C59 123.7(7) . . ?
O11 N4 C56 120.3(8) . . ?
C59 N4 C56 115.9(5) . . ?
O4 N1 C13 123.5(6) . . ?
O4 N1 C10 121.0(6) . . ?
C13 N1 C10 115.2(5) . . ?
O10A N3A C47A 121.9(16) . . ?
O10A N3A C44A 123.2(13) . . ?
C47A N3A C44A 114.9(11) . . ?
C50B C49A H49A 121.2 . . ?
C48A C49A C50B 117.7(11) . . ?
C48A C49A H49A 121.2 . . ?
C12 C13 C21A 104.6(9) . . ?
C12 C13 C20A 116.4(8) . . ?
C12 C13 C20B 106.4(11) . . ?
N1 C13 C12 100.9(5) . . ?
N1 C13 C21A 108.7(7) . . ?
N1 C13 C20A 115.4(9) . . ?
N1 C13 C20B 99.8(12) . . ?
N1 C13 C21B 111.1(9) . . ?
C20A C13 C21A 109.9(10) . . ?
C21B C13 C12 120.0(13) . . ?
C21B C13 C20B 115.7(14) . . ?
C42 C41 H41 118.3 . . ?
C40 C41 H41 118.3 . . ?
C40 C41 C42 123.5(7) . . ?
H64A C64 H64B 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
C56 C64 H64A 109.5 . . ?
C56 C64 H64B 109.5 . . ?
C56 C64 H64C 109.5 . . ?
C43 C42 H42 122.3 . . ?
C41 C42 C43 115.4(8) . . ?
C41 C42 H42 122.3 . . ?
C58 C59 C66A 109.7(10) . . ?
C58 C59 C67B 100.7(10) . . ?
N4 C59 C58 101.4(6) . . ?
N4 C59 C66A 103.8(12) . . ?
N4 C59 C67B 110.3(10) . . ?
C67A C59 C58 125.2(12) . . ?
C67A C59 N4 113.0(9) . . ?
C67A C59 C66A 102.1(12) . . ?
C66B C59 C58 115.9(11) . . ?
C66B C59 N4 126.6(13) . . ?
C66B C59 C67B 99.2(14) . . ?
C19 C10 C18 110.4(6) . . ?
C11 C10 C19 112.4(5) . . ?
C11 C10 C18 113.5(5) . . ?
N1 C10 C19 109.0(5) . . ?
N1 C10 C11 99.9(5) . . ?
N1 C10 C18 111.2(5) . . ?
H54A C54A H54B 109.5 . . ?
H54A C54A H54C 109.5 . . ?
H54B C54A H54C 109.5 . . ?
C47A C54A H54A 109.5 . . ?
C47A C54A H54B 109.5 . . ?
C47A C54A H54C 109.5 . . ?
C22 C30 H30A 109.5 . . ?
C22 C30 H30B 109.5 . . ?
C22 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C13 C21A H21A 109.5 . . ?
C13 C21A H21B 109.5 . . ?
C13 C21A H21C 109.5 . . ?
H21A C21A H21B 109.5 . . ?
H21A C21A H21C 109.5 . . ?
H21B C21A H21C 109.5 . . ?
C10 C18 H18A 109.5 . . ?
C10 C18 H18B 109.5 . . ?
C10 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
H65A C65 H65B 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
C56 C65 H65A 109.5 . . ?
C56 C65 H65B 109.5 . . ?
C56 C65 H65C 109.5 . . ?
H55A C55A H55B 109.5 . . ?
H55A C55A H55C 109.5 . . ?
H55B C55A H55C 109.5 . . ?
C47A C55A H55A 109.5 . . ?
C47A C55A H55B 109.5 . . ?
C47A C55A H55C 109.5 . . ?
C39 C40 H40 120.5 . . ?
C41 C40 C39 118.9(7) . . ?
C41 C40 H40 120.5 . . ?
C46A C47A C54A 116.3(16) . . ?
N3A C47A C46A 98.3(14) . . ?
N3A C47A C54A 113.8(15) . . ?
N3A C47A C55A 104.7(16) . . ?
C55A C47A C46A 109.8(15) . . ?
C55A C47A C54A 112.5(19) . . ?
C46A C45A C48A 123.6(10) . . ?
C46A C45A C44A 108.2(11) . . ?
C48A C45A C44A 128.2(10) . . ?
C62 C63 H63 120.8 . . ?
C58 C63 C62 118.3(6) . . ?
C58 C63 H63 120.8 . . ?
C49A C48A H48A 120.5 . . ?
C45A C48A C49A 119.1(10) . . ?
C45A C48A H48A 120.5 . . ?
C57 C56 C64 112.3(6) . . ?
C57 C56 C65 113.1(6) . . ?
N4 C56 C57 100.1(6) . . ?
N4 C56 C64 109.9(7) . . ?
N4 C56 C65 110.7(6) . . ?
C64 C56 C65 110.4(7) . . ?
C22 C31 H31A 109.5 . . ?
C22 C31 H31B 109.5 . . ?
C22 C31 H31C 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
H52A C52A H52B 109.5 . . ?
H52A C52A H52C 109.5 . . ?
H52B C52A H52C 109.5 . . ?
C44A C52A H52A 109.5 . . ?
C44A C52A H52B 109.5 . . ?
C44A C52A H52C 109.5 . . ?
C13 C20A H20A 109.5 . . ?
C13 C20A H20B 109.5 . . ?
C13 C20A H20C 109.5 . . ?
H20A C20A H20B 109.5 . . ?
H20A C20A H20C 109.5 . . ?
H20B C20A H20C 109.5 . . ?
N3A C44A C45A 101.0(9) . . ?
N3A C44A C53A 109.4(12) . . ?
C45A C44A C53A 114.4(11) . . ?
C52A C44A N3A 106.0(10) . . ?
C52A C44A C45A 115.2(12) . . ?
C52A C44A C53A 110.0(11) . . ?
C59 C66A H66A 109.5 . . ?
C59 C66A H66B 109.5 . . ?
C59 C66A H66C 109.5 . . ?
H66A C66A H66B 109.5 . . ?
H66A C66A H66C 109.5 . . ?
H66B C66A H66C 109.5 . . ?
C59 C67A H67A 109.5 . . ?
C59 C67A H67B 109.5 . . ?
C59 C67A H67C 109.5 . . ?
H67A C67A H67B 109.5 . . ?
H67A C67A H67C 109.5 . . ?
H67B C67A H67C 109.5 . . ?
C44A C53A H53A 109.5 . . ?
C44A C53A H53B 109.5 . . ?
C44A C53A H53C 109.5 . . ?
H53A C53A H53B 109.5 . . ?
H53A C53A H53C 109.5 . . ?
H53B C53A H53C 109.5 . . ?
C59 C66B H66D 109.5 . . ?
C59 C66B H66E 109.5 . . ?
C59 C66B H66F 109.5 . . ?
H66D C66B H66E 109.5 . . ?
H66D C66B H66F 109.5 . . ?
H66E C66B H66F 109.5 . . ?
C59 C67B H67D 109.5 . . ?
C59 C67B H67E 109.5 . . ?
C59 C67B H67F 109.5 . . ?
H67D C67B H67E 109.5 . . ?
H67D C67B H67F 109.5 . . ?
H67E C67B H67F 109.5 . . ?
C49B C48B H48B 120.3 . . ?
C45B C48B H48B 120.3 . . ?
C45B C48B C49B 119.4(11) . . ?
C51B C46B C47B 128.6(15) . . ?
C45B C46B C51B 121.6(13) . . ?
C45B C46B C47B 109.7(11) . . ?
C50B C51B C46B 118.7(14) . . ?
C50B C51B H51B 120.6 . . ?
C46B C51B H51B 120.6 . . ?
C50B C49B H49B 118.2 . . ?
C48B C49B C50B 123.6(10) . . ?
C48B C49B H49B 118.2 . . ?
C48B C45B C46B 119.1(10) . . ?
C48B C45B C44B 127.0(11) . . ?
C46B C45B C44B 113.9(11) . . ?
H53D C53B H53E 109.5 . . ?
H53D C53B H53F 109.5 . . ?
H53E C53B H53F 109.5 . . ?
C44B C53B H53D 109.5 . . ?
C44B C53B H53E 109.5 . . ?
C44B C53B H53F 109.5 . . ?
H52D C52B H52E 109.5 . . ?
H52D C52B H52F 109.5 . . ?
H52E C52B H52F 109.5 . . ?
C44B C52B H52D 109.5 . . ?
C44B C52B H52E 109.5 . . ?
C44B C52B H52F 109.5 . . ?
O10B N3B C44B 118.4(13) . . ?
O10B N3B C47B 126.5(15) . . ?
C47B N3B C44B 114.9(11) . . ?
C45B C44B C53B 109.9(14) . . ?
C45B C44B N3B 98.4(10) . . ?
C52B C44B C45B 115.9(18) . . ?
C52B C44B C53B 109.7(16) . . ?
C52B C44B N3B 115.0(15) . . ?
N3B C44B C53B 107.3(15) . . ?
C46B C47B C54B 110.4(12) . . ?
N3B C47B C46B 103.0(14) . . ?
N3B C47B C54B 109.7(11) . . ?
N3B C47B C55B 104.3(12) . . ?
C55B C47B C46B 112.4(11) . . ?
C55B C47B C54B 116.0(15) . . ?
C47B C54B H54D 109.5 . . ?
C47B C54B H54E 109.5 . . ?
C47B C54B H54F 109.5 . . ?
H54D C54B H54E 109.5 . . ?
H54D C54B H54F 109.5 . . ?
H54E C54B H54F 109.5 . . ?
C47B C55B H55D 109.5 . . ?
C47B C55B H55E 109.5 . . ?
C47B C55B H55F 109.5 . . ?
H55D C55B H55E 109.5 . . ?
H55D C55B H55F 109.5 . . ?
H55E C55B H55F 109.5 . . ?
C13 C20B H20D 109.5 . . ?
C13 C20B H20E 109.5 . . ?
C13 C20B H20F 109.5 . . ?
H20D C20B H20E 109.5 . . ?
H20D C20B H20F 109.5 . . ?
H20E C20B H20F 109.5 . . ?
C13 C21B H21D 109.5 . . ?
C13 C21B H21E 109.5 . . ?
C13 C21B H21F 109.5 . . ?
H21D C21B H21E 109.5 . . ?
H21D C21B H21F 109.5 . . ?
H21E C21B H21F 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
O6 C34 C28 C29 -169.6(5) . . . . ?
O6 C34 C28 C27 11.9(7) . . . . ?
O2 C3 C4 C9 -178.3(4) . . . . ?
O2 C3 C4 C5 4.3(7) . . . . ?
O1 C9 C4 C3 1.0(6) . . . . ?
O1 C9 C4 C5 178.6(4) . . . . ?
O1 C9 C8 C7 -179.0(4) . . . . ?
O1 C1 C15 C16 30.9(5) . . . . ?
O1 C1 C15 C14 -149.7(4) . . . . ?
O7 C35 C50B C51A 132.9(9) . . . . ?
O7 C35 C50B C49A -40.5(8) . . . . ?
O7 C35 C50B C51B 124.9(10) . . . . ?
O7 C35 C50B C49B -63.7(9) . . . . ?
O7 C43 C42 C41 179.5(5) . . . . ?
O12 C68 C36 C37 -56.5(6) . . . . ?
O12 C68 C36 C35 123.9(5) . . . . ?
O8 C37 C38 C39 -2.4(7) . . . . ?
O8 C37 C38 C43 177.1(4) . . . . ?
O5 N2 C22 C23 178.7(5) . . . . ?
O5 N2 C22 C30 -62.6(7) . . . . ?
O5 N2 C22 C31 59.3(7) . . . . ?
O5 N2 C25 C24 179.6(5) . . . . ?
O5 N2 C25 C32 60.5(6) . . . . ?
O5 N2 C25 C33 -62.1(6) . . . . ?
O3 C5 C6 C7 177.8(6) . . . . ?
C61 C68 C36 C37 122.2(4) . . . . ?
C61 C68 C36 C35 -57.5(6) . . . . ?
C61 C60 C57 C58 -0.2(8) . . . . ?
C61 C60 C57 C56 179.7(6) . . . . ?
C61 C62 C63 C58 -1.9(10) . . . . ?
C2 C3 C4 C9 4.2(6) . . . . ?
C2 C3 C4 C5 -173.3(4) . . . . ?
C2 C1 C15 C16 -147.7(5) . . . . ?
C2 C1 C15 C14 31.7(6) . . . . ?
C2 C34 C28 C29 6.6(7) . . . . ?
C2 C34 C28 C27 -171.9(5) . . . . ?
C68 C61 C60 C57 -179.7(5) . . . . ?
C68 C61 C62 C63 -179.3(5) . . . . ?
C68 C36 C37 O8 2.1(6) . . . . ?
C68 C36 C37 C38 -176.8(4) . . . . ?
C68 C36 C35 O7 179.4(4) . . . . ?
C68 C36 C35 C50B 0.7(7) . . . . ?
C29 C24 C25 N2 -176.1(4) . . . . ?
C29 C24 C25 C32 -59.2(6) . . . . ?
C29 C24 C25 C33 67.0(6) . . . . ?
C36 C37 C38 C39 176.6(4) . . . . ?
C36 C37 C38 C43 -3.9(6) . . . . ?
C36 C35 C50B C51A -48.2(11) . . . . ?
C36 C35 C50B C49A 138.3(8) . . . . ?
C36 C35 C50B C51B -56.2(11) . . . . ?
C36 C35 C50B C49B 115.1(9) . . . . ?
C9 O1 C1 C2 4.2(6) . . . . ?
C9 O1 C1 C15 -174.5(3) . . . . ?
C9 C4 C5 O3 -177.1(5) . . . . ?
C9 C4 C5 C6 1.0(7) . . . . ?
C23 C24 C25 N2 4.6(5) . . . . ?
C23 C24 C25 C32 121.4(5) . . . . ?
C23 C24 C25 C33 -112.4(4) . . . . ?
C23 C26 C27 C28 -0.1(8) . . . . ?
C60 C61 C68 O12 160.2(5) . . . . ?
C60 C61 C68 C36 -18.4(7) . . . . ?
C60 C61 C62 C63 0.9(8) . . . . ?
C60 C57 C58 C59 -178.7(6) . . . . ?
C60 C57 C58 C63 -0.8(9) . . . . ?
C60 C57 C56 N4 -177.9(6) . . . . ?
C60 C57 C56 C64 65.6(9) . . . . ?
C60 C57 C56 C65 -60.1(9) . . . . ?
O9 C39 C38 C37 -1.7(8) . . . . ?
O9 C39 C38 C43 178.8(5) . . . . ?
O9 C39 C40 C41 179.8(6) . . . . ?
C3 C2 C1 O1 1.3(6) . . . . ?
C3 C2 C1 C15 179.8(4) . . . . ?
C3 C2 C34 O6 62.6(6) . . . . ?
C3 C2 C34 C28 -113.7(5) . . . . ?
C3 C4 C5 O3 0.5(8) . . . . ?
C3 C4 C5 C6 178.5(5) . . . . ?
C24 C29 C28 C27 -0.3(7) . . . . ?
C24 C29 C28 C34 -178.8(4) . . . . ?
C24 C23 C26 C27 0.5(8) . . . . ?
C24 C23 C22 N2 0.2(5) . . . . ?
C24 C23 C22 C30 -116.3(5) . . . . ?
C24 C23 C22 C31 116.6(5) . . . . ?
C37 C36 C35 O7 -0.2(6) . . . . ?
C37 C36 C35 C50B -179.0(4) . . . . ?
C37 C38 C43 O7 2.5(7) . . . . ?
C37 C38 C43 C42 -177.8(5) . . . . ?
C1 O1 C9 C4 -5.4(6) . . . . ?
C1 O1 C9 C8 174.6(4) . . . . ?
C1 C2 C3 O2 177.1(4) . . . . ?
C1 C2 C3 C4 -5.3(6) . . . . ?
C1 C2 C34 O6 -117.9(5) . . . . ?
C1 C2 C34 C28 65.8(6) . . . . ?
C1 C15 C16 C17 178.8(5) . . . . ?
C1 C15 C14 C11 -177.4(4) . . . . ?
C26 C23 C24 C29 -0.7(7) . . . . ?
C26 C23 C24 C25 178.7(4) . . . . ?
C26 C23 C22 N2 178.2(5) . . . . ?
C26 C23 C22 C30 61.7(7) . . . . ?
C26 C23 C22 C31 -65.5(7) . . . . ?
C26 C27 C28 C29 0.1(8) . . . . ?
C26 C27 C28 C34 178.7(5) . . . . ?
C4 C9 C8 C7 1.0(7) . . . . ?
C4 C5 C6 C7 -0.2(9) . . . . ?
C22 C23 C24 C29 177.4(4) . . . . ?
C22 C23 C24 C25 -3.2(6) . . . . ?
C22 C23 C26 C27 -177.3(5) . . . . ?
C22 N2 C25 C24 -4.7(5) . . . . ?
C22 N2 C25 C32 -123.7(5) . . . . ?
C22 N2 C25 C33 113.7(5) . . . . ?
C34 C2 C3 O2 -3.4(6) . . . . ?
C34 C2 C3 C4 174.2(4) . . . . ?
C34 C2 C1 O1 -178.2(3) . . . . ?
C34 C2 C1 C15 0.3(6) . . . . ?
C35 O7 C43 C38 0.3(6) . . . . ?
C35 O7 C43 C42 -179.4(4) . . . . ?
C35 C36 C37 O8 -178.2(4) . . . . ?
C35 C36 C37 C38 2.8(6) . . . . ?
C35 C50B C51A C46A -178.4(11) . . . . ?
C35 C50B C49A C48A -179.8(10) . . . . ?
C35 C50B C51B C46B 175.8(13) . . . . ?
C35 C50B C49B C48B -174.9(10) . . . . ?
C50B C51A C46A C47A 174.5(14) . . . . ?
C50B C51A C46A C45A 2(2) . . . . ?
C50B C49A C48A C45A -3.9(19) . . . . ?
C28 C29 C24 C23 0.6(6) . . . . ?
C28 C29 C24 C25 -178.7(4) . . . . ?
C15 C16 C17 C12 -1.2(8) . . . . ?
C15 C14 C11 C12 -1.4(7) . . . . ?
C15 C14 C11 C10 176.9(5) . . . . ?
C5 C6 C7 C8 -0.2(9) . . . . ?
C16 C15 C14 C11 2.0(6) . . . . ?
C51A C50B C49A C48A 6.7(18) . . . . ?
C51A C46A C47A N3A 175.0(16) . . . . ?
C51A C46A C47A C54A -63(2) . . . . ?
C51A C46A C47A C55A 66(2) . . . . ?
C51A C46A C45A C48A 1(2) . . . . ?
C51A C46A C45A C44A 180.0(15) . . . . ?
C62 C61 C68 O12 -19.6(7) . . . . ?
C62 C61 C68 C36 161.8(5) . . . . ?
C62 C61 C60 C57 0.1(7) . . . . ?
C39 C38 C43 O7 -178.0(4) . . . . ?
C39 C38 C43 C42 1.7(7) . . . . ?
C6 C7 C8 C9 -0.1(8) . . . . ?
C14 C15 C16 C17 -0.7(7) . . . . ?
C14 C11 C10 C19 -70.1(7) . . . . ?
C14 C11 C10 N1 174.5(5) . . . . ?
C14 C11 C10 C18 56.0(8) . . . . ?
C46A C45A C48A C49A 0(2) . . . . ?
C46A C45A C44A N3A 2.1(14) . . . . ?
C46A C45A C44A C52A -111.7(15) . . . . ?
C46A C45A C44A C53A 119.4(15) . . . . ?
C57 C58 C59 N4 -4.2(9) . . . . ?
C57 C58 C59 C66A 105.1(11) . . . . ?
C57 C58 C59 C67A -133.3(12) . . . . ?
C57 C58 C59 C66B 136.5(14) . . . . ?
C57 C58 C59 C67B -117.7(9) . . . . ?
C57 C58 C63 C62 1.9(10) . . . . ?
C8 C9 C4 C3 -179.0(4) . . . . ?
C8 C9 C4 C5 -1.4(7) . . . . ?
C12 C11 C10 C19 108.3(6) . . . . ?
C12 C11 C10 N1 -7.1(6) . . . . ?
C12 C11 C10 C18 -125.5(6) . . . . ?
C38 C39 C40 C41 0.3(9) . . . . ?
C38 C43 C42 C41 -0.2(8) . . . . ?
C17 C12 C11 C14 -0.6(8) . . . . ?
C17 C12 C11 C10 -179.1(5) . . . . ?
C17 C12 C13 N1 -175.1(6) . . . . ?
C17 C12 C13 C21A 72.1(9) . . . . ?
C17 C12 C13 C20A -49.4(14) . . . . ?
C17 C12 C13 C20B -71.3(15) . . . . ?
C17 C12 C13 C21B 62.5(14) . . . . ?
O4 N1 C13 C12 177.7(7) . . . . ?
O4 N1 C13 C21A -72.6(12) . . . . ?
O4 N1 C13 C20A 51.3(13) . . . . ?
O4 N1 C13 C20B 68.7(14) . . . . ?
O4 N1 C13 C21B -53.9(17) . . . . ?
O4 N1 C10 C19 66.0(8) . . . . ?
O4 N1 C10 C11 -176.1(7) . . . . ?
O4 N1 C10 C18 -55.9(9) . . . . ?
C11 C12 C17 C16 1.9(9) . . . . ?
C11 C12 C13 N1 2.7(7) . . . . ?
C11 C12 C13 C21A -110.1(8) . . . . ?
C11 C12 C13 C20A 128.4(11) . . . . ?
C11 C12 C13 C20B 106.5(13) . . . . ?
C11 C12 C13 C21B -119.7(12) . . . . ?
C58 C57 C56 N4 2.0(8) . . . . ?
C58 C57 C56 C64 -114.5(7) . . . . ?
C58 C57 C56 C65 119.8(7) . . . . ?
C43 O7 C35 C36 -1.4(6) . . . . ?
C43 O7 C35 C50B 177.5(4) . . . . ?
C25 N2 C22 C23 3.0(6) . . . . ?
C25 N2 C22 C30 121.7(5) . . . . ?
C25 N2 C22 C31 -116.4(5) . . . . ?
O11 N4 C59 C58 -177.9(9) . . . . ?
O11 N4 C59 C66A 68.2(14) . . . . ?
O11 N4 C59 C67A -41.5(16) . . . . ?
O11 N4 C59 C66B 47.3(18) . . . . ?
O11 N4 C59 C67B -71.9(14) . . . . ?
O11 N4 C56 C57 178.6(8) . . . . ?
O11 N4 C56 C64 -63.1(11) . . . . ?
O11 N4 C56 C65 59.1(11) . . . . ?
C49A C50B C51A C46A -6(2) . . . . ?
C13 C12 C17 C16 179.5(6) . . . . ?
C13 C12 C11 C14 -178.5(5) . . . . ?
C13 C12 C11 C10 3.0(7) . . . . ?
C13 N1 C10 C19 -108.6(7) . . . . ?
C13 N1 C10 C11 9.3(7) . . . . ?
C13 N1 C10 C18 129.5(7) . . . . ?
C42 C41 C40 C39 1.2(10) . . . . ?
C59 C58 C63 C62 179.3(8) . . . . ?
C59 N4 C56 C57 -5.1(10) . . . . ?
C59 N4 C56 C64 113.2(9) . . . . ?
C59 N4 C56 C65 -124.6(8) . . . . ?
C10 N1 C13 C12 -7.9(8) . . . . ?
C10 N1 C13 C21A 101.8(10) . . . . ?
C10 N1 C13 C20A -134.2(11) . . . . ?
C10 N1 C13 C20B -116.8(12) . . . . ?
C10 N1 C13 C21B 120.5(15) . . . . ?
O10A N3A C47A C46A -169.9(15) . . . . ?
O10A N3A C47A C54A 67(2) . . . . ?
O10A N3A C47A C55A -57(2) . . . . ?
O10A N3A C44A C45A 172.9(14) . . . . ?
O10A N3A C44A C52A -66.7(17) . . . . ?
O10A N3A C44A C53A 52.0(18) . . . . ?
C40 C39 C38 C37 177.8(5) . . . . ?
C40 C39 C38 C43 -1.7(8) . . . . ?
C40 C41 C42 C43 -1.3(9) . . . . ?
C47A C46A C45A C48A -172.5(14) . . . . ?
C47A C46A C45A C44A 6.5(18) . . . . ?
C47A N3A C44A C45A -10.2(15) . . . . ?
C47A N3A C44A C52A 110.2(13) . . . . ?
C47A N3A C44A C53A -131.1(13) . . . . ?
C45A C46A C47A N3A -11.9(18) . . . . ?
C45A C46A C47A C54A 110(2) . . . . ?
C45A C46A C47A C55A -120.9(19) . . . . ?
C63 C58 C59 N4 178.1(7) . . . . ?
C63 C58 C59 C66A -72.6(14) . . . . ?
C63 C58 C59 C67A 49.0(15) . . . . ?
C63 C58 C59 C66B -41.2(17) . . . . ?
C63 C58 C59 C67B 64.6(12) . . . . ?
C48A C45A C44A N3A -179.0(13) . . . . ?
C48A C45A C44A C52A 67.3(17) . . . . ?
C48A C45A C44A C53A -62(2) . . . . ?
C56 C57 C58 C59 1.4(8) . . . . ?
C56 C57 C58 C63 179.3(6) . . . . ?
C56 N4 C59 C58 5.9(10) . . . . ?
C56 N4 C59 C66A -107.9(11) . . . . ?
C56 N4 C59 C67A 142.3(11) . . . . ?
C56 N4 C59 C66B -128.9(14) . . . . ?
C56 N4 C59 C67B 111.9(10) . . . . ?
C44A N3A C47A C46A 13.2(15) . . . . ?
C44A N3A C47A C54A -110.4(18) . . . . ?
C44A N3A C47A C55A 126.3(16) . . . . ?
C44A C45A C48A C49A -178.5(13) . . . . ?
C48B C45B C44B C53B -68(2) . . . . ?
C48B C45B C44B C52B 57(2) . . . . ?
C48B C45B C44B N3B -179.7(14) . . . . ?
C46B C45B C44B C53B 112.5(17) . . . . ?
C46B C45B C44B C52B -122.5(18) . . . . ?
C46B C45B C44B N3B 0.6(16) . . . . ?
C51B C50B C49B C48B -3.6(18) . . . . ?
C51B C46B C45B C48B 4(2) . . . . ?
C51B C46B C45B C44B -176.0(15) . . . . ?
C51B C46B C47B N3B 174.1(17) . . . . ?
C51B C46B C47B C54B -69(2) . . . . ?
C51B C46B C47B C55B 62(2) . . . . ?
C49B C50B C51B C46B 4(2) . . . . ?
C49B C48B C45B C46B -4(2) . . . . ?
C49B C48B C45B C44B 176.6(14) . . . . ?
C45B C48B C49B C50B 4(2) . . . . ?
C45B C46B C51B C50B -4(3) . . . . ?
C45B C46B C47B N3B -3.7(16) . . . . ?
C45B C46B C47B C54B 113.3(15) . . . . ?
C45B C46B C47B C55B -115.4(16) . . . . ?
O10B N3B C44B C45B -178.7(13) . . . . ?
O10B N3B C44B C53B 67.3(18) . . . . ?
O10B N3B C44B C52B -55(2) . . . . ?
O10B N3B C47B C46B 179.5(15) . . . . ?
O10B N3B C47B C54B 62.0(19) . . . . ?
O10B N3B C47B C55B -62.9(18) . . . . ?
C44B N3B C47B C46B 4.3(16) . . . . ?
C44B N3B C47B C54B -113.2(14) . . . . ?
C44B N3B C47B C55B 121.9(13) . . . . ?
C47B C46B C51B C50B 178.1(14) . . . . ?
C47B C46B C45B C48B -177.7(13) . . . . ?
C47B C46B C45B C44B 2.0(18) . . . . ?
C47B N3B C44B C45B -3.2(15) . . . . ?
C47B N3B C44B C53B -117.1(15) . . . . ?
C47B N3B C44B C52B 120.6(17) . . . . ?

_olex2_submission_original_sample_id 1b
_olex2_submission_special_instructions 'No special instructions were received'

# start Validation Reply Form
_vrf_PLAT058_1b                  
;
PROBLEM: Maximum Transmission Factor Missing ............ ?
RESPONSE: This data was collected using radiation supplied by a synchrotron. This value is not reported by XDS.
;
_vrf_PLAT059_1b                  
;
PROBLEM: Minimum Transmission Factor Missing ............ ?
RESPONSE: This data was collected using radiation supplied by a synchrotron. This value is not reported by XDS.
;
_vrf_PLAT201_1b                  
;
PROBLEM: Isotropic non-H Atoms in Main Residue(s) ....... 15 Report
RESPONSE: Isotropic non-H atoms are disordered.
;
_vrf_PLAT029_1b                  
;
PROBLEM: _diffrn_measured_fraction_theta_full value Low . 0.947 Why?
RESPONSE: This data was collected at a synchrotron using a one circle diffractometer using only a phi-scan.
;
# end Validation Reply Form
