# Supplementary Information (SI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2026

####################################################################### 
# 
# 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_NDI-Th
_database_code_depnum_ccdc_archive 'CCDC 2413777'
loop_
_audit_author_name
_audit_author_address
'Dejan-Kresimir Bucar'
;University College London
United Kingdom
;
_audit_update_record             
;
2024-12-31 deposited with the CCDC.	2026-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_sum            'C36 H34 N2 O10 S2'
_chemical_formula_moiety         'C28 H18 N2 O8 S2, 2(C4 H8 O)'
_chemical_formula_weight         718.77

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.9774(2)
_cell_length_b                   5.86680(10)
_cell_length_c                   21.8939(3)
_cell_angle_alpha                90
_cell_angle_beta                 91.1850(10)
_cell_angle_gamma                90
_cell_volume                     1666.55(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    150.0(1)
_cell_measurement_reflns_used    21414
_cell_measurement_theta_min      3.9250
_cell_measurement_theta_max      77.8870

_exptl_crystal_description       prism
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-6 0 -9 0.0229
0 4 -3 0.1615
-5 0 12 0.0352
5 0 -12 0.0066
-3 -3 -9 0.1112
7 0 -7 0.0120
-7 0 7 0.0279
-7 -2 -2 0.1059
8 1 -3 0.0310
8 0 1 0.0143
6 -3 -3 0.1180
7 0 9 0.0189
6 1 8 0.0523
2 -4 4 0.1538
-8 0 -1 0.0242

_exptl_absorpt_coefficient_mu    1.982
_exptl_absorpt_correction_T_min  0.721
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, HyPix-Arc 100'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            34051
_diffrn_reflns_av_unetI/netI     0.0150
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.924
_diffrn_reflns_theta_max         66.542
_diffrn_reflns_theta_full        66.542
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             2925
_reflns_number_gt                2543
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0386P)²+0.6234P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2925
_refine_ls_number_parameters     258
_refine_ls_number_restraints     20
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0859
_refine_ls_wR_factor_gt          0.0826
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.49644(9) 0.7763(2) 0.44717(6) 0.0479(3) Uani 1 1 d . . . . .
N1 N 0.83830(9) 0.4803(2) 0.48476(6) 0.0343(3) Uani 1 1 d . . . . .
C1 C 0.59664(12) 0.8204(3) 0.44914(7) 0.0380(4) Uani 1 1 d . . . . .
O2 O 0.63287(9) 1.0008(2) 0.43472(6) 0.0543(3) Uani 1 1 d . . . . .
C2 C 0.65886(12) 0.6179(3) 0.46916(7) 0.0388(4) Uani 1 1 d . . . . .
H2A H 0.651603 0.495129 0.438353 0.047 Uiso 1 1 calc R U . . .
H2B H 0.632705 0.559795 0.508367 0.047 Uiso 1 1 calc R U . . .
O3 O 0.82555(9) 0.4281(2) 0.38306(5) 0.0473(3) Uani 1 1 d . . . . .
C3 C 0.77172(12) 0.6819(3) 0.47698(7) 0.0383(4) Uani 1 1 d . . . . .
H3A H 0.793581 0.768691 0.440691 0.046 Uiso 1 1 calc R U . . .
H3B H 0.780250 0.782083 0.513124 0.046 Uiso 1 1 calc R U . . .
O4 O 0.84463(10) 0.5291(2) 0.58768(5) 0.0493(3) Uani 1 1 d . . . . .
C4 C 0.86249(11) 0.3625(3) 0.43108(7) 0.0351(3) Uani 1 1 d . . . . .
C5 C 0.93323(11) 0.1642(3) 0.43662(6) 0.0313(3) Uani 1 1 d . . . . .
C6 C 0.96788(10) 0.0962(3) 0.49585(6) 0.0304(3) Uani 1 1 d . . . . .
C7 C 0.93880(11) 0.2189(3) 0.54846(6) 0.0321(3) Uani 1 1 d . . . . .
C9 C 0.97318(11) 0.1514(3) 0.60539(6) 0.0343(3) Uani 1 1 d . . . . .
H9 H 0.953051 0.237122 0.639968 0.041 Uiso 1 1 calc R U . . .
C8 C 0.87076(12) 0.4201(3) 0.54334(7) 0.0355(3) Uani 1 1 d . . . . .
O5A O 0.3914(12) 0.115(4) 0.3974(7) 0.0478(17) Uani 0.515(7) 1 d D . P A 1
C18A C 0.4428(7) 0.264(2) 0.3606(4) 0.0503(15) Uani 0.515(7) 1 d D . P A 1
H18A H 0.499043 0.185321 0.339121 0.060 Uiso 0.515(7) 1 calc R U P A 1
H18B H 0.472523 0.391244 0.384844 0.060 Uiso 0.515(7) 1 calc R U P A 1
C17A C 0.3623(5) 0.3489(13) 0.3160(3) 0.0601(11) Uani 0.515(7) 1 d D . P A 1
H17A H 0.319181 0.469075 0.334338 0.072 Uiso 0.515(7) 1 calc R U P A 1
H17B H 0.393737 0.408779 0.278457 0.072 Uiso 0.515(7) 1 calc R U P A 1
C16A C 0.3011(16) 0.137(2) 0.3032(8) 0.0723(19) Uani 0.515(7) 1 d D . P A 1
H16A H 0.231551 0.174363 0.286727 0.087 Uiso 0.515(7) 1 calc R U P A 1
H16B H 0.336522 0.037639 0.273667 0.087 Uiso 0.515(7) 1 calc R U P A 1
C15A C 0.2945(13) 0.023(3) 0.3644(7) 0.064(2) Uani 0.515(7) 1 d D . P A 1
H15A H 0.296832 -0.145422 0.360500 0.077 Uiso 0.515(7) 1 calc R U P A 1
H15B H 0.231085 0.067237 0.385667 0.077 Uiso 0.515(7) 1 calc R U P A 1
O5B O 0.3709(13) 0.087(4) 0.3975(7) 0.0478(17) Uani 0.485(7) 1 d D . P A 2
C15B C 0.3108(14) 0.001(3) 0.3506(8) 0.064(2) Uani 0.485(7) 1 d D . P A 2
H15C H 0.243144 -0.044812 0.366657 0.077 Uiso 0.485(7) 1 calc R U P A 2
H15D H 0.344209 -0.135859 0.333731 0.077 Uiso 0.485(7) 1 calc R U P A 2
C16B C 0.2944(17) 0.175(3) 0.3001(9) 0.0723(19) Uani 0.485(7) 1 d . . P A 2
H16C H 0.282597 0.101554 0.259880 0.087 Uiso 0.485(7) 1 calc R U P A 2
H16D H 0.236358 0.279271 0.308692 0.087 Uiso 0.485(7) 1 calc R U P A 2
C17B C 0.3963(6) 0.2964(15) 0.3036(3) 0.0601(11) Uani 0.485(7) 1 d . . P A 2
H17C H 0.391328 0.451456 0.285952 0.072 Uiso 0.485(7) 1 calc R U P A 2
H17D H 0.450290 0.209720 0.282275 0.072 Uiso 0.485(7) 1 calc R U P A 2
C18B C 0.4177(8) 0.305(2) 0.3718(4) 0.0503(15) Uani 0.485(7) 1 d . . P A 2
H18C H 0.385368 0.440844 0.390008 0.060 Uiso 0.485(7) 1 calc R U P A 2
H18D H 0.492841 0.309868 0.380586 0.060 Uiso 0.485(7) 1 calc R U P A 2
C10 C 0.96274(11) 0.0403(3) 0.38554(6) 0.0328(3) Uani 1 1 d D . . . .
C11A C 0.93038(11) 0.0877(2) 0.32159(7) 0.0359(4) Uani 0.970(2) 1 d D . P C 1
C12A C 0.87005(15) -0.0448(4) 0.28655(8) 0.0449(4) Uani 0.970(2) 1 d D . P C 1
H12A H 0.840513 -0.182682 0.300748 0.054 Uiso 0.970(2) 1 calc R U P C 1
C13A C 0.85395(13) 0.0378(4) 0.22644(8) 0.0534(5) Uani 0.970(2) 1 d D . P C 1
H13A H 0.811879 -0.035826 0.196397 0.064 Uiso 0.970(2) 1 calc R U P C 1
C14A C 0.90528(14) 0.2330(4) 0.21691(8) 0.0558(5) Uani 0.970(2) 1 d D . P C 1
H14A H 0.903911 0.314037 0.179337 0.067 Uiso 0.970(2) 1 calc R U P C 1
S1A S 0.97384(4) 0.31846(8) 0.28104(2) 0.05063(18) Uani 0.970(2) 1 d D . P C 1
C11B C 0.93038(11) 0.0877(2) 0.32159(7) 0.0359(4) Uani 0.030(2) 1 d D . P B 2
C12B C 0.9619(2) 0.2627(6) 0.28776(16) 0.05063(18) Uani 0.030(2) 1 d D . P B 2
H12B H 1.007570 0.376857 0.302945 0.061 Uiso 0.030(2) 1 calc R U P C 2
C13B C 0.9213(4) 0.2633(10) 0.22732(12) 0.0558(5) Uani 0.030(2) 1 d D . P B 2
H13B H 0.935405 0.377906 0.198018 0.067 Uiso 0.030(2) 1 calc R U P C 2
C14B C 0.8603(3) 0.0823(11) 0.21633(10) 0.0534(5) Uani 0.030(2) 1 d D . P B 2
H14B H 0.826087 0.053389 0.178327 0.064 Uiso 0.030(2) 1 calc R U P C 2
S1B S 0.85159(16) -0.0910(7) 0.27946(15) 0.0449(4) Uani 0.030(2) 1 d D . P B 2
H1O H 0.4606(17) 0.900(4) 0.4308(10) 0.067 Uiso 1 1 d . 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 1.3257(19) . ?
O1 H1O 0.93(2) . ?
N1 C8 1.3874(19) . ?
N1 C4 1.405(2) . ?
N1 C3 1.473(2) . ?
C1 O2 1.203(2) . ?
C1 C2 1.497(2) . ?
C2 C3 1.518(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
O3 C4 1.2095(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
O4 C8 1.2165(19) . ?
C4 C5 1.485(2) . ?
C5 C10 1.394(2) . ?
C5 C6 1.421(2) . ?
C6 C6 1.412(3) 3_756 ?
C6 C7 1.416(2) . ?
C7 C9 1.373(2) . ?
C7 C8 1.477(2) . ?
C9 C10 1.411(2) 3_756 ?
C9 H9 0.9500 . ?
O5A C18A 1.370(16) . ?
O5A C15A 1.536(19) . ?
C18A C17A 1.501(3) . ?
C18A H18A 0.9900 . ?
C18A H18B 0.9900 . ?
C17A C16A 1.501(3) . ?
C17A H17A 0.9900 . ?
C17A H17B 0.9900 . ?
C16A C15A 1.500(3) . ?
C16A H16A 0.9900 . ?
C16A H16B 0.9900 . ?
C15A H15A 0.9900 . ?
C15A H15B 0.9900 . ?
O5B C15B 1.370(16) . ?
O5B C18B 1.53(2) . ?
C15B C16B 1.517(12) . ?
C15B H15C 0.9900 . ?
C15B H15D 0.9900 . ?
C16B C17B 1.502(14) . ?
C16B H16C 0.9900 . ?
C16B H16D 0.9900 . ?
C17B C18B 1.515(8) . ?
C17B H17C 0.9900 . ?
C17B H17D 0.9900 . ?
C18B H18C 0.9900 . ?
C18B H18D 0.9900 . ?
C10 C11B 1.4797(19) . ?
C11A C12A 1.335(3) . ?
C11A S1A 1.7202(14) . ?
C12A C13A 1.414(3) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.343(3) . ?
C13A H13A 0.9500 . ?
C14A S1A 1.721(2) . ?
C14A H14A 0.9500 . ?
C11B C12B 1.335(3) . ?
C11B S1B 1.7198(16) . ?
C12B C13B 1.414(3) . ?
C12B H12B 0.9500 . ?
C13B C14B 1.343(3) . ?
C13B H13B 0.9500 . ?
C14B S1B 1.721(2) . ?
C14B H14B 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 H1O 110.1(14) . . ?
C8 N1 C4 125.40(13) . . ?
C8 N1 C3 118.53(13) . . ?
C4 N1 C3 116.07(12) . . ?
O2 C1 O1 123.48(15) . . ?
O2 C1 C2 124.32(15) . . ?
O1 C1 C2 112.17(14) . . ?
C1 C2 C3 110.48(13) . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
N1 C3 C2 112.12(13) . . ?
N1 C3 H3A 109.2 . . ?
C2 C3 H3A 109.2 . . ?
N1 C3 H3B 109.2 . . ?
C2 C3 H3B 109.2 . . ?
H3A C3 H3B 107.9 . . ?
O3 C4 N1 118.63(15) . . ?
O3 C4 C5 123.60(14) . . ?
N1 C4 C5 117.76(13) . . ?
C10 C5 C6 119.91(14) . . ?
C10 C5 C4 121.49(13) . . ?
C6 C5 C4 118.55(13) . . ?
C6 C6 C7 117.91(16) 3_756 . ?
C6 C6 C5 121.11(17) 3_756 . ?
C7 C6 C5 120.98(14) . . ?
C9 C7 C6 120.29(14) . . ?
C9 C7 C8 118.81(14) . . ?
C6 C7 C8 120.90(13) . . ?
C7 C9 C10 122.49(14) . 3_756 ?
C7 C9 H9 118.8 . . ?
C10 C9 H9 118.8 3_756 . ?
O4 C8 N1 121.31(15) . . ?
O4 C8 C7 122.38(14) . . ?
N1 C8 C7 116.31(13) . . ?
C18A O5A C15A 110.6(12) . . ?
O5A C18A C17A 104.7(11) . . ?
O5A C18A H18A 110.8 . . ?
C17A C18A H18A 110.8 . . ?
O5A C18A H18B 110.8 . . ?
C17A C18A H18B 110.8 . . ?
H18A C18A H18B 108.9 . . ?
C16A C17A C18A 101.8(10) . . ?
C16A C17A H17A 111.4 . . ?
C18A C17A H17A 111.4 . . ?
C16A C17A H17B 111.4 . . ?
C18A C17A H17B 111.4 . . ?
H17A C17A H17B 109.3 . . ?
C15A C16A C17A 104.1(13) . . ?
C15A C16A H16A 110.9 . . ?
C17A C16A H16A 110.9 . . ?
C15A C16A H16B 110.9 . . ?
C17A C16A H16B 110.9 . . ?
H16A C16A H16B 109.0 . . ?
C16A C15A O5A 101.7(16) . . ?
C16A C15A H15A 111.4 . . ?
O5A C15A H15A 111.4 . . ?
C16A C15A H15B 111.4 . . ?
O5A C15A H15B 111.4 . . ?
H15A C15A H15B 109.3 . . ?
C15B O5B C18B 104.8(15) . . ?
O5B C15B C16B 111.7(19) . . ?
O5B C15B H15C 109.3 . . ?
C16B C15B H15C 109.3 . . ?
O5B C15B H15D 109.3 . . ?
C16B C15B H15D 109.3 . . ?
H15C C15B H15D 107.9 . . ?
C17B C16B C15B 99.8(15) . . ?
C17B C16B H16C 111.8 . . ?
C15B C16B H16C 111.8 . . ?
C17B C16B H16D 111.8 . . ?
C15B C16B H16D 111.8 . . ?
H16C C16B H16D 109.5 . . ?
C16B C17B C18B 102.1(10) . . ?
C16B C17B H17C 111.4 . . ?
C18B C17B H17C 111.4 . . ?
C16B C17B H17D 111.4 . . ?
C18B C17B H17D 111.4 . . ?
H17C C17B H17D 109.2 . . ?
C17B C18B O5B 105.6(11) . . ?
C17B C18B H18C 110.6 . . ?
O5B C18B H18C 110.6 . . ?
C17B C18B H18D 110.6 . . ?
O5B C18B H18D 110.6 . . ?
H18C C18B H18D 108.7 . . ?
C5 C10 C9 118.28(13) . 3_756 ?
C5 C10 C11B 125.72(14) . . ?
C9 C10 C11B 115.98(13) 3_756 . ?
C12A C11A S1A 110.89(13) . . ?
C11A C12A C13A 114.1(2) . . ?
C11A C12A H12A 122.9 . . ?
C13A C12A H12A 122.9 . . ?
C14A C13A C12A 111.88(18) . . ?
C14A C13A H13A 124.1 . . ?
C12A C13A H13A 124.1 . . ?
C13A C14A S1A 111.80(14) . . ?
C13A C14A H14A 124.1 . . ?
S1A C14A H14A 124.1 . . ?
C11A S1A C14A 91.28(9) . . ?
C12B C11B C10 125.84(18) . . ?
C12B C11B S1B 110.90(14) . . ?
C10 C11B S1B 123.15(13) . . ?
C11B C12B C13B 114.1(2) . . ?
C11B C12B H12B 122.9 . . ?
C13B C12B H12B 122.9 . . ?
C14B C13B C12B 111.88(19) . . ?
C14B C13B H13B 124.1 . . ?
C12B C13B H13B 124.1 . . ?
C13B C14B S1B 111.79(15) . . ?
C13B C14B H14B 124.1 . . ?
S1B C14B H14B 124.1 . . ?
C11B S1B C14B 91.28(10) . . ?

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
O2 C1 C2 C3 7.7(2) . . . . ?
O1 C1 C2 C3 -174.29(13) . . . . ?
C8 N1 C3 C2 -99.56(16) . . . . ?
C4 N1 C3 C2 79.63(17) . . . . ?
C1 C2 C3 N1 -168.76(13) . . . . ?
C8 N1 C4 O3 176.99(14) . . . . ?
C3 N1 C4 O3 -2.1(2) . . . . ?
C8 N1 C4 C5 -3.5(2) . . . . ?
C3 N1 C4 C5 177.33(12) . . . . ?
O3 C4 C5 C10 0.6(2) . . . . ?
N1 C4 C5 C10 -178.82(13) . . . . ?
O3 C4 C5 C6 -176.99(14) . . . . ?
N1 C4 C5 C6 3.6(2) . . . . ?
C10 C5 C6 C6 0.0(2) . . . 3_756 ?
C4 C5 C6 C6 177.62(16) . . . 3_756 ?
C10 C5 C6 C7 -179.87(13) . . . . ?
C4 C5 C6 C7 -2.2(2) . . . . ?
C6 C6 C7 C9 0.4(2) 3_756 . . . ?
C5 C6 C7 C9 -179.79(13) . . . . ?
C6 C6 C7 C8 -179.27(15) 3_756 . . . ?
C5 C6 C7 C8 0.6(2) . . . . ?
C6 C7 C9 C10 -0.5(2) . . . 3_756 ?
C8 C7 C9 C10 179.18(13) . . . 3_756 ?
C4 N1 C8 O4 -178.52(14) . . . . ?
C3 N1 C8 O4 0.6(2) . . . . ?
C4 N1 C8 C7 1.9(2) . . . . ?
C3 N1 C8 C7 -179.00(12) . . . . ?
C9 C7 C8 O4 0.5(2) . . . . ?
C6 C7 C8 O4 -179.88(14) . . . . ?
C9 C7 C8 N1 -179.92(13) . . . . ?
C6 C7 C8 N1 -0.3(2) . . . . ?
C15A O5A C18A C17A 23.5(18) . . . . ?
O5A C18A C17A C16A -39.3(15) . . . . ?
C18A C17A C16A C15A 40.1(16) . . . . ?
C17A C16A C15A O5A -25.9(19) . . . . ?
C18A O5A C15A C16A 2(2) . . . . ?
C18B O5B C15B C16B -13(2) . . . . ?
O5B C15B C16B C17B 34(2) . . . . ?
C15B C16B C17B C18B -38.6(15) . . . . ?
C16B C17B C18B O5B 33.0(15) . . . . ?
C15B O5B C18B C17B -12.6(17) . . . . ?
C6 C5 C10 C9 0.1(2) . . . 3_756 ?
C4 C5 C10 C9 -177.48(13) . . . 3_756 ?
C6 C5 C10 C11B 178.28(13) . . . . ?
C4 C5 C10 C11B 0.7(2) . . . . ?
S1A C11A C12A C13A -1.88(16) . . . . ?
C11A C12A C13A C14A 1.24(11) . . . . ?
C12A C13A C14A S1A 0.00(3) . . . . ?
C12A C11A S1A C14A 1.57(14) . . . . ?
C13A C14A S1A C11A -0.88(8) . . . . ?
C5 C10 C11B C12B 71.8(2) . . . . ?
C9 C10 C11B C12B -109.94(16) 3_756 . . . ?
C5 C10 C11B S1B -112.39(17) . . . . ?
C9 C10 C11B S1B 65.83(18) 3_756 . . . ?
C10 C11B C12B C13B 178.09(14) . . . . ?
S1B C11B C12B C13B 1.88(17) . . . . ?
C11B C12B C13B C14B -1.24(11) . . . . ?
C12B C13B C14B S1B 0.00(4) . . . . ?
C12B C11B S1B C14B -1.57(14) . . . . ?
C10 C11B S1B C14B -177.90(14) . . . . ?
C13B C14B S1B C11B 0.88(8) . . . . ?

_refine_diff_density_max         0.186
_refine_diff_density_min         -0.238
_refine_diff_density_rms         0.036

####################################################################### 
# 
# 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_NDI-An_I
_database_code_depnum_ccdc_archive 'CCDC 2413779'
loop_
_audit_author_name
_audit_author_address
'Dejan-Kresimir Bucar'
;University College London
United Kingdom
;
_audit_update_record             
;
2024-12-31 deposited with the CCDC.	2026-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C48 H30 N2 O8, 2(C4 H10 O)'
_chemical_formula_sum            'C56 H50 N2 O10'
_chemical_formula_weight         910.98

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

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

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

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

_cell_length_a                   9.5740(4)
_cell_length_b                   10.9624(4)
_cell_length_c                   12.4555(5)
_cell_angle_alpha                65.247(4)
_cell_angle_beta                 75.551(3)
_cell_angle_gamma                89.276(3)
_cell_volume                     1143.29(8)
_cell_formula_units_Z            1
_cell_measurement_temperature    100.0(1)
_cell_measurement_reflns_used    4829
_cell_measurement_theta_min      4.4650
_cell_measurement_theta_max      75.9090

_exptl_crystal_description       prism
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.07

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 0 0.0311
5 2 6 0.1375
0 -5 -8 0.0692
1 5 8 0.0632
6 1 1 0.1280
-6 -2 -1 0.1351
-1 4 7 0.0644
4 -2 -4 0.1303
1 2 8 0.0789
4 3 -1 0.0989
0 -1 -7 0.0508
0 2 -6 0.0449
2 7 2 0.0532
0 6 -1 0.0418
-2 5 -3 0.0466
-5 -1 -6 0.1266
0 7 3 0.0430
1 7 3 0.0490
-3 6 -1 0.0741
6 -2 1 0.1368
-1 6 6 0.0514
-6 1 -2 0.1264
0 1 7 0.0658
1 7 5 0.0390

_exptl_absorpt_coefficient_mu    0.740
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_T_max  0.959
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.119a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      100.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, HyPix-Arc 100'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_reflns_number            11065
_diffrn_reflns_av_unetI/netI     0.0318
_diffrn_reflns_av_R_equivalents  0.0323
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         4.058
_diffrn_reflns_theta_max         66.593
_diffrn_reflns_theta_full        66.593
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             4003
_reflns_number_gt                2871
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1462P)²+0.4603P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4003
_refine_ls_number_parameters     389
_refine_ls_number_restraints     101
_refine_ls_R_factor_all          0.0974
_refine_ls_R_factor_gt           0.0777
_refine_ls_wR_factor_ref         0.2467
_refine_ls_wR_factor_gt          0.2255
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.063
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.1413(3) 0.2718(3) 0.1706(3) 0.1037(11) Uani 1 1 d . U . . .
H1O H 0.066585 0.216305 0.206017 0.156 Uiso 1 1 calc R U . . .
N1 N 0.6549(2) 0.3146(2) 0.12727(19) 0.0421(5) Uani 1 1 d . . . . .
C1 C 0.2516(3) 0.2121(4) 0.2008(3) 0.0594(8) Uani 1 1 d . . . . .
O2 O 0.2422(2) 0.0938(3) 0.2704(3) 0.0856(8) Uani 1 1 d . . . . .
C2 C 0.3926(3) 0.3043(3) 0.1424(3) 0.0551(7) Uani 1 1 d . . . . .
H2A H 0.415399 0.339696 0.052024 0.066 Uiso 1 1 calc R U . . .
H2B H 0.381569 0.382061 0.163704 0.066 Uiso 1 1 calc R U . . .
O3 O 0.6038(2) 0.3912(2) 0.27308(18) 0.0582(6) Uani 1 1 d . . . . .
C3 C 0.5146(3) 0.2299(3) 0.1860(2) 0.0457(6) Uani 1 1 d . . . . .
H3A H 0.492913 0.197747 0.276094 0.055 Uiso 1 1 calc R U . . .
H3B H 0.521966 0.149721 0.168247 0.055 Uiso 1 1 calc R U . . .
O4 O 0.7020(2) 0.2397(2) -0.02088(19) 0.0642(6) Uani 1 1 d . . . . .
C4 C 0.6902(3) 0.3928(3) 0.1834(2) 0.0415(6) Uani 1 1 d . . . . .
C5 C 0.8346(2) 0.4731(2) 0.1290(2) 0.0369(6) Uani 1 1 d . . . . .
C6 C 0.9300(3) 0.4644(2) 0.0265(2) 0.0362(6) Uani 1 1 d . . . . .
C7 C 0.8883(3) 0.3844(2) -0.0268(2) 0.0395(6) Uani 1 1 d . . . . .
C8 C 0.7433(3) 0.3074(3) 0.0236(2) 0.0452(6) Uani 1 1 d . . . . .
C9 C 0.9823(3) 0.3756(3) -0.1255(2) 0.0420(6) Uani 1 1 d . . . . .
H9 H 0.951995 0.320864 -0.159562 0.050 Uiso 1 1 calc R U . . .
C10 C 0.8774(3) 0.5547(3) 0.1781(2) 0.0414(6) Uani 1 1 d . . . . .
C11A C 0.7762(9) 0.5922(8) 0.2720(4) 0.0396(9) Uani 0.587(2) 1 d D . P A 1
C12A C 0.7852(6) 0.5284(6) 0.3938(4) 0.0454(13) Uani 0.587(2) 1 d D . P A 1
C13A C 0.8756(6) 0.4271(7) 0.4331(4) 0.0576(15) Uani 0.587(2) 1 d D . P A 1
H13A H 0.938349 0.402447 0.374876 0.069 Uiso 0.587(2) 1 calc R U P A 1
C14A C 0.8753(6) 0.3626(7) 0.5541(4) 0.0737(14) Uani 0.587(2) 1 d D . P A 1
H14A H 0.939278 0.295592 0.578575 0.088 Uiso 0.587(2) 1 calc R U P A 1
C15A C 0.7801(12) 0.3953(10) 0.6426(6) 0.0782(18) Uani 0.587(2) 1 d D . P A 1
H15A H 0.776277 0.346540 0.726991 0.094 Uiso 0.587(2) 1 calc R U P A 1
C16A C 0.6953(6) 0.4948(7) 0.6081(4) 0.0682(17) Uani 0.587(2) 1 d D . P A 1
H16A H 0.636097 0.518994 0.668164 0.082 Uiso 0.587(2) 1 calc R U P A 1
C17A C 0.6918(5) 0.5650(6) 0.4839(4) 0.0502(12) Uani 0.587(2) 1 d D . P A 1
C18A C 0.6015(5) 0.6647(6) 0.4467(5) 0.0564(14) Uani 0.587(2) 1 d D . P A 1
H18A H 0.541947 0.689542 0.506220 0.068 Uiso 0.587(2) 1 calc R U P A 1
C19A C 0.5941(4) 0.7302(5) 0.3257(5) 0.0513(12) Uani 0.587(2) 1 d D . P A 1
C20A C 0.5011(9) 0.8321(8) 0.2878(6) 0.0682(16) Uani 0.587(2) 1 d D . P A 1
H20A H 0.442275 0.858496 0.346477 0.082 Uiso 0.587(2) 1 calc R U P A 1
C21A C 0.4939(7) 0.8936(6) 0.1681(6) 0.0772(17) Uani 0.587(2) 1 d D . P A 1
H21A H 0.427012 0.958166 0.145429 0.093 Uiso 0.587(2) 1 calc R U P A 1
C22A C 0.5852(7) 0.8607(6) 0.0806(6) 0.0733(14) Uani 0.587(2) 1 d D . P A 1
H22A H 0.582235 0.906001 -0.002553 0.088 Uiso 0.587(2) 1 calc R U P A 1
C23A C 0.6793(6) 0.7647(5) 0.1110(6) 0.0536(13) Uani 0.587(2) 1 d D . P A 1
H23A H 0.740556 0.744623 0.048913 0.064 Uiso 0.587(2) 1 calc R U P A 1
C24A C 0.6862(5) 0.6947(5) 0.2347(5) 0.0437(13) Uani 0.587(2) 1 d D . P A 1
C11B C 0.7962(14) 0.5580(12) 0.2971(4) 0.0396(9) Uani 0.413(2) 1 d D . P A 2
C12B C 0.8187(8) 0.4698(8) 0.4102(4) 0.0454(13) Uani 0.413(2) 1 d D . P A 2
C13B C 0.9131(8) 0.3693(8) 0.4225(5) 0.0576(15) Uani 0.413(2) 1 d D . P A 2
H13B H 0.966863 0.360281 0.351468 0.069 Uiso 0.413(2) 1 calc R U P A 2
C14B C 0.9293(8) 0.2837(8) 0.5351(5) 0.0737(14) Uani 0.413(2) 1 d D . P A 2
H14B H 0.992935 0.215202 0.541613 0.088 Uiso 0.413(2) 1 calc R U P A 2
C15B C 0.8519(9) 0.2967(8) 0.6417(5) 0.0782(18) Uani 0.413(2) 1 d D . P A 2
H15B H 0.859417 0.233852 0.720027 0.094 Uiso 0.413(2) 1 calc R U P A 2
C16B C 0.7680(13) 0.3973(11) 0.6326(5) 0.0682(17) Uani 0.413(2) 1 d D . P A 2
H16B H 0.724127 0.409976 0.704021 0.082 Uiso 0.413(2) 1 calc R U P A 2
C17B C 0.7432(7) 0.4855(6) 0.5188(4) 0.0502(12) Uani 0.413(2) 1 d D . P A 2
C18B C 0.6503(8) 0.5848(7) 0.5083(5) 0.0564(14) Uani 0.413(2) 1 d D . P A 2
H18B H 0.603193 0.596209 0.579736 0.068 Uiso 0.413(2) 1 calc R U P A 2
C19B C 0.6229(7) 0.6689(7) 0.3973(5) 0.0513(12) Uani 0.413(2) 1 d D . P A 2
C20B C 0.5243(7) 0.7679(7) 0.3872(6) 0.0682(16) Uani 0.413(2) 1 d D . P A 2
H20B H 0.476171 0.779613 0.458321 0.082 Uiso 0.413(2) 1 calc R U P A 2
C21B C 0.4965(15) 0.8476(13) 0.2770(8) 0.0772(17) Uani 0.413(2) 1 d D . P A 2
H21B H 0.427391 0.911228 0.272741 0.093 Uiso 0.413(2) 1 calc R U P A 2
C22B C 0.5701(9) 0.8343(7) 0.1719(7) 0.0733(14) Uani 0.413(2) 1 d D . P A 2
H22B H 0.551390 0.890472 0.095833 0.088 Uiso 0.413(2) 1 calc R U P A 2
C23B C 0.6691(8) 0.7424(7) 0.1751(6) 0.0536(13) Uani 0.413(2) 1 d D . P A 2
H23B H 0.717067 0.735209 0.101671 0.064 Uiso 0.413(2) 1 calc R U P A 2
C24B C 0.7008(7) 0.6575(7) 0.2873(5) 0.0437(13) Uani 0.413(2) 1 d D . P A 2
O5A O -0.1074(5) 0.1175(5) 0.2606(4) 0.0904(16) Uani 0.633(3) 1 d D U P B 1
C25A C -0.1525(7) 0.0689(9) 0.3904(4) 0.109(2) Uani 0.633(3) 1 d D U P B 1
H25A H -0.118949 0.138160 0.412491 0.131 Uiso 0.633(3) 1 calc R U P B 1
H25B H -0.104173 -0.012959 0.427158 0.131 Uiso 0.633(3) 1 calc R U P B 1
C26A C -0.3169(7) 0.0343(10) 0.4474(8) 0.126(3) Uani 0.633(3) 1 d D U P B 1
H26A H -0.362954 0.117597 0.435886 0.189 Uiso 0.633(3) 1 calc R U P B 1
H26B H -0.336515 -0.024784 0.535274 0.189 Uiso 0.633(3) 1 calc R U P B 1
H26C H -0.356306 -0.012030 0.407263 0.189 Uiso 0.633(3) 1 calc R U P B 1
C27A C -0.1313(10) 0.0125(8) 0.2267(8) 0.153(4) Uani 0.633(3) 1 d D U P B 1
H27A H -0.223203 0.022387 0.202411 0.184 Uiso 0.633(3) 1 calc R U P B 1
H27B H -0.142698 -0.075391 0.299120 0.184 Uiso 0.633(3) 1 calc R U P B 1
C28A C -0.0088(15) 0.0109(13) 0.1208(12) 0.238(7) Uani 0.633(3) 1 d D U P B 1
H28A H -0.049620 -0.021357 0.071433 0.357 Uiso 0.633(3) 1 calc R U P B 1
H28B H 0.061327 -0.049480 0.154302 0.357 Uiso 0.633(3) 1 calc R U P B 1
H28C H 0.039951 0.102422 0.069084 0.357 Uiso 0.633(3) 1 calc R U P B 1
O5B O -0.0843(13) 0.0604(10) 0.2443(9) 0.0904(16) Uani 0.250(3) 1 d D . P C 2
C25B C -0.1989(15) 0.0235(13) 0.3535(11) 0.109(2) Uani 0.250(3) 1 d D . P C 2
H25C H -0.192454 -0.070633 0.410540 0.131 Uiso 0.250(3) 1 calc R U P C 2
H25D H -0.292401 0.025708 0.332682 0.131 Uiso 0.250(3) 1 calc R U P C 2
C26B C -0.199(3) 0.1139(17) 0.4202(13) 0.126(3) Uani 0.250(3) 1 d D . P C 2
H26D H -0.238412 0.198525 0.377674 0.189 Uiso 0.250(3) 1 calc R U P C 2
H26E H -0.099853 0.133729 0.420514 0.189 Uiso 0.250(3) 1 calc R U P C 2
H26F H -0.259655 0.067162 0.504867 0.189 Uiso 0.250(3) 1 calc R U P C 2
C27B C -0.0490(15) -0.0551(14) 0.2228(15) 0.153(4) Uani 0.250(3) 1 d D . P C 2
H27C H -0.034306 -0.127623 0.298768 0.184 Uiso 0.250(3) 1 calc R U P C 2
H27D H 0.043712 -0.031993 0.158103 0.184 Uiso 0.250(3) 1 calc R U P C 2
C28B C -0.165(3) -0.1093(19) 0.184(2) 0.238(7) Uani 0.250(3) 1 d D . P C 2
H28D H -0.246552 -0.159270 0.255428 0.357 Uiso 0.250(3) 1 calc R U P C 2
H28E H -0.123292 -0.169697 0.146965 0.357 Uiso 0.250(3) 1 calc R U P C 2
H28F H -0.199884 -0.033619 0.123071 0.357 Uiso 0.250(3) 1 calc R U P C 2
O5C O -0.0739(14) -0.067(2) 0.3078(11) 0.0904(16) Uani 0.117(3) 1 d D . P D 3
C25C C -0.1676(18) -0.053(3) 0.4093(13) 0.109(2) Uani 0.117(3) 1 d D . P D 3
H25E H -0.152235 0.041684 0.397479 0.131 Uiso 0.117(3) 1 calc R U P D 3
H25F H -0.139964 -0.111751 0.484668 0.131 Uiso 0.117(3) 1 calc R U P D 3
C26C C -0.3296(15) -0.088(5) 0.429(3) 0.126(3) Uani 0.117(3) 1 d D . P D 3
H26G H -0.341173 -0.153268 0.396709 0.189 Uiso 0.117(3) 1 calc R U P D 3
H26H H -0.372229 -0.005425 0.386133 0.189 Uiso 0.117(3) 1 calc R U P D 3
H26I H -0.378841 -0.126382 0.517048 0.189 Uiso 0.117(3) 1 calc R U P D 3
C27C C -0.112(4) 0.015(4) 0.1982(12) 0.153(4) Uani 0.117(3) 1 d D . P D 3
H27E H -0.095345 0.110759 0.181149 0.184 Uiso 0.117(3) 1 calc R U P D 3
H27F H -0.216906 -0.006035 0.210992 0.184 Uiso 0.117(3) 1 calc R U P D 3
C28C C -0.027(6) -0.005(4) 0.0855(13) 0.238(7) Uani 0.117(3) 1 d D . P D 3
H28G H -0.080506 0.025309 0.022956 0.357 Uiso 0.117(3) 1 calc R U P D 3
H28H H -0.014128 -0.101136 0.109836 0.357 Uiso 0.117(3) 1 calc R U P D 3
H28I H 0.068381 0.047417 0.052003 0.357 Uiso 0.117(3) 1 calc R U P D 3


_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 1.288(4) . ?
O1 H1O 0.8400 . ?
N1 C8 1.389(3) . ?
N1 C4 1.401(3) . ?
N1 C3 1.475(3) . ?
C1 O2 1.210(4) . ?
C1 C2 1.517(4) . ?
C2 C3 1.499(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
O3 C4 1.207(3) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
O4 C8 1.215(3) . ?
C4 C5 1.486(3) . ?
C5 C10 1.391(3) . ?
C5 C6 1.411(3) . ?
C6 C6 1.413(5) 2_765 ?
C6 C7 1.413(3) . ?
C7 C9 1.370(3) . ?
C7 C8 1.478(3) . ?
C9 C10 1.408(3) 2_765 ?
C9 H9 0.9500 . ?
C10 C11B 1.507(4) . ?
C10 C11A 1.518(4) . ?
C11A C24A 1.400(5) . ?
C11A C12A 1.404(5) . ?
C12A C13A 1.398(7) . ?
C12A C17A 1.444(5) . ?
C13A C14A 1.369(6) . ?
C13A H13A 0.9500 . ?
C14A C15A 1.413(9) . ?
C14A H14A 0.9500 . ?
C15A C16A 1.339(11) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.420(7) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.382(8) . ?
C18A C19A 1.392(8) . ?
C18A H18A 0.9500 . ?
C19A C20A 1.416(7) . ?
C19A C24A 1.442(5) . ?
C20A C21A 1.375(11) . ?
C20A H20A 0.9500 . ?
C21A C22A 1.388(8) . ?
C21A H21A 0.9500 . ?
C22A C23A 1.370(6) . ?
C22A H22A 0.9500 . ?
C23A C24A 1.424(6) . ?
C23A H23A 0.9500 . ?
C11B C24B 1.400(5) . ?
C11B C12B 1.404(6) . ?
C12B C13B 1.398(7) . ?
C12B C17B 1.444(5) . ?
C13B C14B 1.369(6) . ?
C13B H13B 0.9500 . ?
C14B C15B 1.413(9) . ?
C14B H14B 0.9500 . ?
C15B C16B 1.339(11) . ?
C15B H15B 0.9500 . ?
C16B C17B 1.420(7) . ?
C16B H16B 0.9500 . ?
C17B C18B 1.381(8) . ?
C18B C19B 1.392(8) . ?
C18B H18B 0.9500 . ?
C19B C20B 1.416(7) . ?
C19B C24B 1.442(5) . ?
C20B C21B 1.375(11) . ?
C20B H20B 0.9500 . ?
C21B C22B 1.388(8) . ?
C21B H21B 0.9500 . ?
C22B C23B 1.370(6) . ?
C22B H22B 0.9500 . ?
C23B C24B 1.424(6) . ?
C23B H23B 0.9500 . ?
O5A C27A 1.420(2) . ?
O5A C25A 1.422(2) . ?
C25A C26A 1.536(2) . ?
C25A H25A 0.9900 . ?
C25A H25B 0.9900 . ?
C26A H26A 0.9800 . ?
C26A H26B 0.9800 . ?
C26A H26C 0.9800 . ?
C27A C28A 1.537(2) . ?
C27A H27A 0.9900 . ?
C27A H27B 0.9900 . ?
C28A H28A 0.9800 . ?
C28A H28B 0.9800 . ?
C28A H28C 0.9800 . ?
O5B C27B 1.421(2) . ?
O5B C25B 1.422(2) . ?
C25B C26B 1.536(2) . ?
C25B H25C 0.9900 . ?
C25B H25D 0.9900 . ?
C26B H26D 0.9800 . ?
C26B H26E 0.9800 . ?
C26B H26F 0.9800 . ?
C27B C28B 1.537(2) . ?
C27B H27C 0.9900 . ?
C27B H27D 0.9900 . ?
C28B H28D 0.9800 . ?
C28B H28E 0.9800 . ?
C28B H28F 0.9800 . ?
O5C C27C 1.420(2) . ?
O5C C25C 1.422(2) . ?
C25C C26C 1.536(2) . ?
C25C H25E 0.9900 . ?
C25C H25F 0.9900 . ?
C26C H26G 0.9800 . ?
C26C H26H 0.9800 . ?
C26C H26I 0.9800 . ?
C27C C28C 1.537(2) . ?
C27C H27E 0.9900 . ?
C27C H27F 0.9900 . ?
C28C H28G 0.9800 . ?
C28C H28H 0.9800 . ?
C28C H28I 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 H1O 109.5 . . ?
C8 N1 C4 125.3(2) . . ?
C8 N1 C3 117.7(2) . . ?
C4 N1 C3 117.02(19) . . ?
O2 C1 O1 122.7(3) . . ?
O2 C1 C2 123.6(3) . . ?
O1 C1 C2 113.7(3) . . ?
C3 C2 C1 110.8(2) . . ?
C3 C2 H2A 109.5 . . ?
C1 C2 H2A 109.5 . . ?
C3 C2 H2B 109.5 . . ?
C1 C2 H2B 109.5 . . ?
H2A C2 H2B 108.1 . . ?
N1 C3 C2 112.4(2) . . ?
N1 C3 H3A 109.1 . . ?
C2 C3 H3A 109.1 . . ?
N1 C3 H3B 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.8 . . ?
O3 C4 N1 119.1(2) . . ?
O3 C4 C5 123.3(2) . . ?
N1 C4 C5 117.6(2) . . ?
C10 C5 C6 119.9(2) . . ?
C10 C5 C4 121.3(2) . . ?
C6 C5 C4 118.8(2) . . ?
C5 C6 C6 121.1(3) . 2_765 ?
C5 C6 C7 121.1(2) . . ?
C6 C6 C7 117.8(3) 2_765 . ?
C9 C7 C6 120.6(2) . . ?
C9 C7 C8 118.7(2) . . ?
C6 C7 C8 120.7(2) . . ?
O4 C8 N1 120.8(2) . . ?
O4 C8 C7 122.9(2) . . ?
N1 C8 C7 116.3(2) . . ?
C7 C9 C10 122.0(2) . 2_765 ?
C7 C9 H9 119.0 . . ?
C10 C9 H9 119.0 2_765 . ?
C5 C10 C9 118.7(2) . 2_765 ?
C5 C10 C11B 125.2(7) . . ?
C9 C10 C11B 115.3(7) 2_765 . ?
C5 C10 C11A 124.4(5) . . ?
C9 C10 C11A 116.2(5) 2_765 . ?
C24A C11A C12A 122.1(3) . . ?
C24A C11A C10 120.1(3) . . ?
C12A C11A C10 117.7(3) . . ?
C13A C12A C11A 123.2(3) . . ?
C13A C12A C17A 118.4(4) . . ?
C11A C12A C17A 118.4(5) . . ?
C14A C13A C12A 121.2(5) . . ?
C14A C13A H13A 119.4 . . ?
C12A C13A H13A 119.4 . . ?
C13A C14A C15A 120.3(6) . . ?
C13A C14A H14A 119.9 . . ?
C15A C14A H14A 119.9 . . ?
C16A C15A C14A 120.3(5) . . ?
C16A C15A H15A 119.9 . . ?
C14A C15A H15A 119.9 . . ?
C15A C16A C17A 121.6(6) . . ?
C15A C16A H16A 119.2 . . ?
C17A C16A H16A 119.2 . . ?
C18A C17A C16A 122.6(4) . . ?
C18A C17A C12A 119.2(5) . . ?
C16A C17A C12A 118.2(5) . . ?
C17A C18A C19A 122.7(3) . . ?
C17A C18A H18A 118.6 . . ?
C19A C18A H18A 118.6 . . ?
C18A C19A C20A 122.7(4) . . ?
C18A C19A C24A 118.8(5) . . ?
C20A C19A C24A 118.5(5) . . ?
C21A C20A C19A 121.5(6) . . ?
C21A C20A H20A 119.2 . . ?
C19A C20A H20A 119.2 . . ?
C20A C21A C22A 119.5(5) . . ?
C20A C21A H21A 120.2 . . ?
C22A C21A H21A 120.2 . . ?
C23A C22A C21A 121.7(6) . . ?
C23A C22A H22A 119.2 . . ?
C21A C22A H22A 119.2 . . ?
C22A C23A C24A 120.6(5) . . ?
C22A C23A H23A 119.7 . . ?
C24A C23A H23A 119.7 . . ?
C11A C24A C23A 123.2(3) . . ?
C11A C24A C19A 118.7(4) . . ?
C23A C24A C19A 118.1(4) . . ?
C24B C11B C12B 122.1(3) . . ?
C24B C11B C10 115.8(3) . . ?
C12B C11B C10 122.1(3) . . ?
C13B C12B C11B 123.2(3) . . ?
C13B C12B C17B 118.4(4) . . ?
C11B C12B C17B 118.4(5) . . ?
C14B C13B C12B 121.2(5) . . ?
C14B C13B H13B 119.4 . . ?
C12B C13B H13B 119.4 . . ?
C13B C14B C15B 120.3(6) . . ?
C13B C14B H14B 119.9 . . ?
C15B C14B H14B 119.9 . . ?
C16B C15B C14B 120.2(5) . . ?
C16B C15B H15B 119.9 . . ?
C14B C15B H15B 119.9 . . ?
C15B C16B C17B 121.5(6) . . ?
C15B C16B H16B 119.2 . . ?
C17B C16B H16B 119.2 . . ?
C18B C17B C16B 122.7(4) . . ?
C18B C17B C12B 119.2(5) . . ?
C16B C17B C12B 118.2(5) . . ?
C17B C18B C19B 122.7(3) . . ?
C17B C18B H18B 118.6 . . ?
C19B C18B H18B 118.6 . . ?
C18B C19B C20B 122.7(4) . . ?
C18B C19B C24B 118.8(5) . . ?
C20B C19B C24B 118.5(5) . . ?
C21B C20B C19B 121.5(6) . . ?
C21B C20B H20B 119.2 . . ?
C19B C20B H20B 119.2 . . ?
C20B C21B C22B 119.6(6) . . ?
C20B C21B H21B 120.2 . . ?
C22B C21B H21B 120.2 . . ?
C23B C22B C21B 121.7(6) . . ?
C23B C22B H22B 119.1 . . ?
C21B C22B H22B 119.1 . . ?
C22B C23B C24B 120.6(5) . . ?
C22B C23B H23B 119.7 . . ?
C24B C23B H23B 119.7 . . ?
C11B C24B C23B 123.2(3) . . ?
C11B C24B C19B 118.7(5) . . ?
C23B C24B C19B 118.0(4) . . ?
C27A O5A C25A 110.1(5) . . ?
O5A C25A C26A 114.8(5) . . ?
O5A C25A H25A 108.6 . . ?
C26A C25A H25A 108.6 . . ?
O5A C25A H25B 108.6 . . ?
C26A C25A H25B 108.6 . . ?
H25A C25A H25B 107.6 . . ?
C25A C26A H26A 109.5 . . ?
C25A C26A H26B 109.5 . . ?
H26A C26A H26B 109.5 . . ?
C25A C26A H26C 109.5 . . ?
H26A C26A H26C 109.5 . . ?
H26B C26A H26C 109.5 . . ?
O5A C27A C28A 113.8(2) . . ?
O5A C27A H27A 108.8 . . ?
C28A C27A H27A 108.8 . . ?
O5A C27A H27B 108.8 . . ?
C28A C27A H27B 108.8 . . ?
H27A C27A H27B 107.7 . . ?
C27A C28A H28A 109.5 . . ?
C27A C28A H28B 109.5 . . ?
H28A C28A H28B 109.5 . . ?
C27A C28A H28C 109.5 . . ?
H28A C28A H28C 109.5 . . ?
H28B C28A H28C 109.5 . . ?
C27B O5B C25B 110.1(5) . . ?
O5B C25B C26B 114.8(5) . . ?
O5B C25B H25C 108.6 . . ?
C26B C25B H25C 108.6 . . ?
O5B C25B H25D 108.6 . . ?
C26B C25B H25D 108.6 . . ?
H25C C25B H25D 107.6 . . ?
C25B C26B H26D 109.5 . . ?
C25B C26B H26E 109.5 . . ?
H26D C26B H26E 109.5 . . ?
C25B C26B H26F 109.5 . . ?
H26D C26B H26F 109.5 . . ?
H26E C26B H26F 109.5 . . ?
O5B C27B C28B 113.8(3) . . ?
O5B C27B H27C 108.8 . . ?
C28B C27B H27C 108.8 . . ?
O5B C27B H27D 108.8 . . ?
C28B C27B H27D 108.8 . . ?
H27C C27B H27D 107.7 . . ?
C27B C28B H28D 109.5 . . ?
C27B C28B H28E 109.5 . . ?
H28D C28B H28E 109.5 . . ?
C27B C28B H28F 109.5 . . ?
H28D C28B H28F 109.5 . . ?
H28E C28B H28F 109.5 . . ?
C27C O5C C25C 110.1(5) . . ?
O5C C25C C26C 114.8(5) . . ?
O5C C25C H25E 108.6 . . ?
C26C C25C H25E 108.6 . . ?
O5C C25C H25F 108.6 . . ?
C26C C25C H25F 108.6 . . ?
H25E C25C H25F 107.6 . . ?
C25C C26C H26G 109.5 . . ?
C25C C26C H26H 109.5 . . ?
H26G C26C H26H 109.5 . . ?
C25C C26C H26I 109.5 . . ?
H26G C26C H26I 109.5 . . ?
H26H C26C H26I 109.5 . . ?
O5C C27C C28C 113.8(3) . . ?
O5C C27C H27E 108.8 . . ?
C28C C27C H27E 108.8 . . ?
O5C C27C H27F 108.8 . . ?
C28C C27C H27F 108.8 . . ?
H27E C27C H27F 107.7 . . ?
C27C C28C C28C 159(4) . 2 ?
C27C C28C H28G 109.5 . . ?
C28C C28C H28G 49.9 2 . ?
C27C C28C H28H 109.5 . . ?
C28C C28C H28H 83.7 2 . ?
H28G C28C H28H 109.5 . . ?
C27C C28C H28I 109.5 . . ?
C28C C28C H28I 79.6 2 . ?
H28G C28C H28I 109.5 . . ?
H28H C28C H28I 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
O2 C1 C2 C3 -1.7(5) . . . . ?
O1 C1 C2 C3 177.4(3) . . . . ?
C8 N1 C3 C2 -94.5(3) . . . . ?
C4 N1 C3 C2 87.5(3) . . . . ?
C1 C2 C3 N1 177.5(2) . . . . ?
C8 N1 C4 O3 179.6(3) . . . . ?
C3 N1 C4 O3 -2.6(4) . . . . ?
C8 N1 C4 C5 -0.9(4) . . . . ?
C3 N1 C4 C5 176.8(2) . . . . ?
O3 C4 C5 C10 -1.4(4) . . . . ?
N1 C4 C5 C10 179.2(2) . . . . ?
O3 C4 C5 C6 177.8(2) . . . . ?
N1 C4 C5 C6 -1.6(4) . . . . ?
C10 C5 C6 C6 1.1(4) . . . 2_765 ?
C4 C5 C6 C6 -178.1(3) . . . 2_765 ?
C10 C5 C6 C7 -178.8(2) . . . . ?
C4 C5 C6 C7 2.0(4) . . . . ?
C5 C6 C7 C9 -179.3(2) . . . . ?
C6 C6 C7 C9 0.8(4) 2_765 . . . ?
C5 C6 C7 C8 0.0(4) . . . . ?
C6 C6 C7 C8 -179.9(3) 2_765 . . . ?
C4 N1 C8 O4 -177.9(3) . . . . ?
C3 N1 C8 O4 4.3(4) . . . . ?
C4 N1 C8 C7 2.9(4) . . . . ?
C3 N1 C8 C7 -174.9(2) . . . . ?
C9 C7 C8 O4 -2.2(4) . . . . ?
C6 C7 C8 O4 178.4(3) . . . . ?
C9 C7 C8 N1 177.0(2) . . . . ?
C6 C7 C8 N1 -2.4(4) . . . . ?
C6 C7 C9 C10 -0.2(4) . . . 2_765 ?
C8 C7 C9 C10 -179.6(2) . . . 2_765 ?
C6 C5 C10 C9 -1.6(4) . . . 2_765 ?
C4 C5 C10 C9 177.6(2) . . . 2_765 ?
C6 C5 C10 C11B -170.7(3) . . . . ?
C4 C5 C10 C11B 8.5(4) . . . . ?
C6 C5 C10 C11A 168.3(3) . . . . ?
C4 C5 C10 C11A -12.5(4) . . . . ?
C5 C10 C11A C24A -79.4(9) . . . . ?
C9 C10 C11A C24A 90.7(8) 2_765 . . . ?
C5 C10 C11A C12A 105.4(8) . . . . ?
C9 C10 C11A C12A -84.4(8) 2_765 . . . ?
C24A C11A C12A C13A -179.2(7) . . . . ?
C10 C11A C12A C13A -4.1(12) . . . . ?
C24A C11A C12A C17A 3.7(13) . . . . ?
C10 C11A C12A C17A 178.7(6) . . . . ?
C11A C12A C13A C14A -176.5(8) . . . . ?
C17A C12A C13A C14A 0.6(9) . . . . ?
C12A C13A C14A C15A 1.6(11) . . . . ?
C13A C14A C15A C16A -3.8(14) . . . . ?
C14A C15A C16A C17A 3.6(14) . . . . ?
C15A C16A C17A C18A 177.6(7) . . . . ?
C15A C16A C17A C12A -1.3(9) . . . . ?
C13A C12A C17A C18A -179.8(5) . . . . ?
C11A C12A C17A C18A -2.5(9) . . . . ?
C13A C12A C17A C16A -0.8(8) . . . . ?
C11A C12A C17A C16A 176.5(7) . . . . ?
C16A C17A C18A C19A -177.6(5) . . . . ?
C12A C17A C18A C19A 1.4(8) . . . . ?
C17A C18A C19A C20A 179.8(7) . . . . ?
C17A C18A C19A C24A -1.2(7) . . . . ?
C18A C19A C20A C21A -178.8(7) . . . . ?
C24A C19A C20A C21A 2.1(12) . . . . ?
C19A C20A C21A C22A -3.5(13) . . . . ?
C20A C21A C22A C23A 2.3(10) . . . . ?
C21A C22A C23A C24A 0.2(9) . . . . ?
C12A C11A C24A C23A 177.4(7) . . . . ?
C10 C11A C24A C23A 2.5(12) . . . . ?
C12A C11A C24A C19A -3.5(12) . . . . ?
C10 C11A C24A C19A -178.4(6) . . . . ?
C22A C23A C24A C11A 177.6(7) . . . . ?
C22A C23A C24A C19A -1.5(8) . . . . ?
C18A C19A C24A C11A 2.2(8) . . . . ?
C20A C19A C24A C11A -178.8(8) . . . . ?
C18A C19A C24A C23A -178.7(5) . . . . ?
C20A C19A C24A C23A 0.3(9) . . . . ?
C5 C10 C11B C24B -94.6(12) . . . . ?
C9 C10 C11B C24B 96.0(11) 2_765 . . . ?
C5 C10 C11B C12B 87.5(14) . . . . ?
C9 C10 C11B C12B -81.9(14) 2_765 . . . ?
C24B C11B C12B C13B 179.8(11) . . . . ?
C10 C11B C12B C13B -2(2) . . . . ?
C24B C11B C12B C17B -1.6(19) . . . . ?
C10 C11B C12B C17B 176.1(10) . . . . ?
C11B C12B C13B C14B -178.6(11) . . . . ?
C17B C12B C13B C14B 2.8(13) . . . . ?
C12B C13B C14B C15B -0.9(14) . . . . ?
C13B C14B C15B C16B -3.5(14) . . . . ?
C14B C15B C16B C17B 6.0(17) . . . . ?
C15B C16B C17B C18B 176.0(10) . . . . ?
C15B C16B C17B C12B -4.0(16) . . . . ?
C13B C12B C17B C18B 179.5(8) . . . . ?
C11B C12B C17B C18B 0.9(14) . . . . ?
C13B C12B C17B C16B -0.4(13) . . . . ?
C11B C12B C17B C16B -179.1(12) . . . . ?
C16B C17B C18B C19B -178.2(9) . . . . ?
C12B C17B C18B C19B 1.8(12) . . . . ?
C17B C18B C19B C20B 178.0(7) . . . . ?
C17B C18B C19B C24B -3.7(12) . . . . ?
C18B C19B C20B C21B -178.4(11) . . . . ?
C24B C19B C20B C21B 3.3(14) . . . . ?
C19B C20B C21B C22B -2(2) . . . . ?
C20B C21B C22B C23B 1(2) . . . . ?
C21B C22B C23B C24B -0.6(17) . . . . ?
C12B C11B C24B C23B -175.9(12) . . . . ?
C10 C11B C24B C23B 6.3(18) . . . . ?
C12B C11B C24B C19B -0.3(19) . . . . ?
C10 C11B C24B C19B -178.1(9) . . . . ?
C22B C23B C24B C11B 177.2(11) . . . . ?
C22B C23B C24B C19B 1.6(14) . . . . ?
C18B C19B C24B C11B 2.9(13) . . . . ?
C20B C19B C24B C11B -178.7(10) . . . . ?
C18B C19B C24B C23B 178.7(8) . . . . ?
C20B C19B C24B C23B -2.9(12) . . . . ?
C27A O5A C25A C26A -68.3(9) . . . . ?
C25A O5A C27A C28A -139.9(10) . . . . ?
C27B O5B C25B C26B 151.9(15) . . . . ?
C25B O5B C27B C28B 71.0(18) . . . . ?
C27C O5C C25C C26C 57(3) . . . . ?
C25C O5C C27C C28C -174(3) . . . . ?
O5C C27C C28C C28C 166(13) . . . 2 ?

_refine_diff_density_max         0.408
_refine_diff_density_min         -0.451
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_NDI-An_II
_database_code_depnum_ccdc_archive 'CCDC 2413780'
loop_
_audit_author_name
_audit_author_address
'Dejan-Kresimir Bucar'
;University College London
United Kingdom
;
_audit_update_record             
;
2024-12-31 deposited with the CCDC.	2026-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C48 H30 N2 O8, 0.333[C4H10O], 1[C4H8O]'
_chemical_formula_sum            'C53.33 H41.33 N2 O9.33'
_chemical_formula_weight         859.45

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

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

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

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

_cell_length_a                   12.3074(2)
_cell_length_b                   12.7452(2)
_cell_length_c                   21.9715(4)
_cell_angle_alpha                73.849(2)
_cell_angle_beta                 77.125(2)
_cell_angle_gamma                76.785(2)
_cell_volume                     3175.70(10)
_cell_formula_units_Z            3
_cell_measurement_temperature    150.00(10)
_cell_measurement_reflns_used    11455
_cell_measurement_theta_min      3.7410
_cell_measurement_theta_max      77.2470

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             1350
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03


loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 -1 0.0132
-2 -1 2 0.0291
2 1 -1 0.0297
-7 0 4 0.0230
7 0 -4 0.0230
0 -8 -6 0.0360
8 0 0 0.0251
0 -7 3 0.0349
0 7 -3 0.0418
0 0 13 0.0123
0 6 12 0.0383
-6 0 7 0.0212
0 -6 -12 0.0325
0 8 6 0.0441
0 3 -11 0.0238
-6 0 -10 0.0297

_exptl_absorpt_coefficient_mu    0.757
_exptl_absorpt_correction_T_min  0.945
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.90 (Rigaku Oxford Diffraction, 2023)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, HyPix-Arc 100'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_reflns_number            44069
_diffrn_reflns_av_unetI/netI     0.0346
_diffrn_reflns_av_R_equivalents  0.0385
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.669
_diffrn_reflns_theta_max         66.601
_diffrn_reflns_theta_full        66.601
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             11202
_reflns_number_gt                8184
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0743P)²+0.2478P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         11202
_refine_ls_number_parameters     809
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0655
_refine_ls_R_factor_gt           0.0473
_refine_ls_wR_factor_ref         0.1345
_refine_ls_wR_factor_gt          0.1261
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.500 0.000 150.1 45.2 '1 ether'
2 -0.433 0.500 0.500 525.7 124.9 '3 THF'

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2


loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.31916(15) 0.84491(17) 0.26949(9) 0.0399(4) Uani 1 1 d . . . . .
O2 O 0.23080(12) 0.85461(13) 0.24676(8) 0.0554(4) Uani 1 1 d . . . . .
H2O H 0.200169 0.921794 0.237869 0.083 Uiso 0.5 1 calc R U P . .
N2 N 0.88781(12) 1.18994(12) 0.25540(7) 0.0337(3) Uani 1 1 d . . . . .
C2 C 0.38184(16) 0.73132(17) 0.29458(9) 0.0420(5) Uani 1 1 d . . . . .
H2A H 0.341171 0.676331 0.289656 0.050 Uiso 1 1 calc R U . . .
H2B H 0.380006 0.720669 0.341159 0.050 Uiso 1 1 calc R U . . .
O3 O 0.54570(11) 0.87312(11) 0.15890(6) 0.0439(3) Uani 1 1 d . . . . .
N3 N 0.29680(11) 0.66097(12) 0.09409(6) 0.0322(3) Uani 1 1 d . . . . .
C3 C 0.50448(15) 0.70670(16) 0.26240(9) 0.0387(4) Uani 1 1 d . . . . .
H3A H 0.539868 0.632650 0.285360 0.046 Uiso 1 1 calc R U . . .
H3B H 0.506116 0.703417 0.217703 0.046 Uiso 1 1 calc R U . . .
O4 O 0.59182(13) 0.70777(12) 0.36437(6) 0.0528(4) Uani 1 1 d . . . . .
C4 C 0.58932(15) 0.87055(15) 0.20380(8) 0.0348(4) Uani 1 1 d . . . . .
O5 O 0.86593(11) 1.27080(11) 0.15232(6) 0.0418(3) Uani 1 1 d . . . . .
C5 C 0.66031(14) 0.95160(15) 0.20138(8) 0.0320(4) Uani 1 1 d . . . . .
O6 O 0.90883(13) 1.11127(13) 0.35840(6) 0.0581(4) Uani 1 1 d . . . . .
C6 C 0.69928(14) 0.94877(15) 0.25811(8) 0.0318(4) Uani 1 1 d . . . . .
O7 O 1.10125(12) 1.05326(12) 0.22743(8) 0.0537(4) Uani 1 1 d . . . . .
H7O H 1.145062 0.994125 0.240682 0.081 Uiso 0.5 1 calc R U P . .
C7 C 0.67793(15) 0.86586(16) 0.31466(8) 0.0355(4) Uani 1 1 d . . . . .
O8 O 1.23516(12) 1.12484(13) 0.24655(8) 0.0597(4) Uani 1 1 d . . . . .
H8O H 1.274012 1.062590 0.243357 0.090 Uiso 0.5 1 calc R U P . .
C8 C 0.61199(16) 0.78073(16) 0.31659(8) 0.0385(4) Uani 1 1 d . . . . .
C9 C 0.68939(14) 1.02954(15) 0.14491(8) 0.0325(4) Uani 1 1 d . . . . .
C10 C 0.75281(14) 1.10758(15) 0.14630(8) 0.0339(4) Uani 1 1 d . . . . .
H10 H 0.773693 1.160331 0.107676 0.041 Uiso 1 1 calc R U . . .
O11 O 0.39542(11) 0.59366(12) 0.17654(6) 0.0444(3) Uani 1 1 d . . . . .
C11 C 0.78541(14) 1.10993(15) 0.20159(8) 0.0324(4) Uani 1 1 d . . . . .
O12 O 0.20191(10) 0.73502(11) 0.01020(6) 0.0417(3) Uani 1 1 d . . . . .
C12 C 0.84778(14) 1.19702(16) 0.20000(8) 0.0338(4) Uani 1 1 d . . . . .
C13 C 0.87026(15) 1.10930(16) 0.31280(8) 0.0377(4) Uani 1 1 d . . . . .
O1 O 0.35544(12) 0.92712(12) 0.27393(7) 0.0519(4) Uani 1 1 d . . . . .
H1O H 0.311967 0.985995 0.259892 0.078 Uiso 0.5 1 calc R U P . .
N1 N 0.57254(12) 0.78854(13) 0.26095(7) 0.0348(3) Uani 1 1 d . . . . .
C14 C 0.80370(14) 1.02410(16) 0.31486(8) 0.0351(4) Uani 1 1 d . . . . .
C15 C 0.78390(15) 0.93963(16) 0.36977(8) 0.0362(4) Uani 1 1 d . . . . .
C16 C 0.72004(16) 0.86200(16) 0.36859(8) 0.0391(4) Uani 1 1 d . . . . .
H16 H 0.705375 0.804978 0.406183 0.047 Uiso 1 1 calc R U . . .
C17 C 0.76230(14) 1.02845(15) 0.25861(8) 0.0319(4) Uani 1 1 d . . . . .
C18 C 0.95922(15) 1.27066(16) 0.25123(9) 0.0381(4) Uani 1 1 d . . . . .
H18A H 0.969193 1.268284 0.295101 0.046 Uiso 1 1 calc R U . . .
H18B H 0.920005 1.346176 0.232899 0.046 Uiso 1 1 calc R U . . .
C19 C 1.07605(16) 1.24859(17) 0.20980(9) 0.0427(5) Uani 1 1 d . . . . .
H19A H 1.066075 1.261462 0.164661 0.051 Uiso 1 1 calc R U . . .
H19B H 1.121008 1.302874 0.211196 0.051 Uiso 1 1 calc R U . . .
C20 C 1.14087(15) 1.13551(17) 0.22966(9) 0.0402(4) Uani 1 1 d . . . . .
C21 C 0.66156(15) 1.03865(15) 0.08063(8) 0.0327(4) Uani 1 1 d . . . . .
C22 C 0.74592(14) 0.99347(15) 0.03549(8) 0.0334(4) Uani 1 1 d . . . . .
C23 C 0.85311(15) 0.93154(16) 0.04984(9) 0.0381(4) Uani 1 1 d . . . . .
H23 H 0.869135 0.919264 0.091862 0.046 Uiso 1 1 calc R U . . .
C24 C 0.93254(16) 0.88986(17) 0.00508(10) 0.0448(5) Uani 1 1 d . . . . .
H24 H 1.003411 0.849078 0.015797 0.054 Uiso 1 1 calc R U . . .
C25 C 0.90993(17) 0.90709(18) -0.05809(10) 0.0479(5) Uani 1 1 d . . . . .
H25 H 0.965691 0.877129 -0.089279 0.057 Uiso 1 1 calc R U . . .
C26 C 0.80986(17) 0.96570(17) -0.07404(9) 0.0442(5) Uani 1 1 d . . . . .
H26 H 0.796332 0.976278 -0.116438 0.053 Uiso 1 1 calc R U . . .
C27 C 0.72404(15) 1.01205(16) -0.02859(8) 0.0356(4) Uani 1 1 d . . . . .
C28 C 0.62275(15) 1.07612(16) -0.04511(8) 0.0372(4) Uani 1 1 d . . . . .
H28 H 0.609115 1.087834 -0.087589 0.045 Uiso 1 1 calc R U . . .
C29 C 0.54057(15) 1.12368(15) -0.00107(8) 0.0334(4) Uani 1 1 d . . . . .
C30 C 0.43738(15) 1.19117(16) -0.01803(9) 0.0388(4) Uani 1 1 d . . . . .
H30 H 0.423616 1.204595 -0.060631 0.047 Uiso 1 1 calc R U . . .
C31 C 0.35847(16) 1.23657(17) 0.02562(9) 0.0420(5) Uani 1 1 d . . . . .
H31 H 0.290674 1.282401 0.013147 0.050 Uiso 1 1 calc R U . . .
C32 C 0.37621(16) 1.21627(17) 0.08967(9) 0.0422(5) Uani 1 1 d . . . . .
H32 H 0.320358 1.248471 0.119952 0.051 Uiso 1 1 calc R U . . .
C33 C 0.47258(15) 1.15108(16) 0.10790(8) 0.0388(4) Uani 1 1 d . . . . .
H33 H 0.482554 1.136742 0.151290 0.047 Uiso 1 1 calc R U . . .
C34 C 0.55937(14) 1.10349(15) 0.06347(8) 0.0324(4) Uani 1 1 d . . . . .
C35 C 0.82890(15) 0.92482(16) 0.43026(8) 0.0378(4) Uani 1 1 d . . . . .
C36 C 0.76179(16) 0.97319(16) 0.47933(8) 0.0378(4) Uani 1 1 d . . . . .
C37 C 0.65194(17) 1.03653(17) 0.47481(9) 0.0438(5) Uani 1 1 d . . . . .
H37 H 0.620337 1.045314 0.437610 0.053 Uiso 1 1 calc R U . . .
C38 C 0.59093(19) 1.08492(19) 0.52252(10) 0.0528(5) Uani 1 1 d . . . . .
H38 H 0.517828 1.127807 0.518045 0.063 Uiso 1 1 calc R U . . .
C39 C 0.6348(2) 1.0723(2) 0.57858(10) 0.0582(6) Uani 1 1 d . . . . .
H39 H 0.591306 1.106346 0.611749 0.070 Uiso 1 1 calc R U . . .
C40 C 0.7386(2) 1.0117(2) 0.58520(10) 0.0560(6) Uani 1 1 d . . . . .
H40 H 0.766998 1.003468 0.623408 0.067 Uiso 1 1 calc R U . . .
C41 C 0.80707(17) 0.95963(18) 0.53643(9) 0.0440(5) Uani 1 1 d . . . . .
C42 C 0.91468(18) 0.89904(19) 0.54207(9) 0.0508(5) Uani 1 1 d . . . . .
H42 H 0.944608 0.892057 0.579584 0.061 Uiso 1 1 calc R U . . .
C43 C 0.97967(17) 0.84849(18) 0.49464(9) 0.0470(5) Uani 1 1 d . . . . .
C44 C 1.08984(19) 0.7839(2) 0.50068(12) 0.0611(6) Uani 1 1 d . . . . .
H44 H 1.120631 0.776501 0.537963 0.073 Uiso 1 1 calc R U . . .
C45 C 1.15081(19) 0.7334(2) 0.45436(13) 0.0660(7) Uani 1 1 d . . . . .
H45 H 1.223828 0.690756 0.459403 0.079 Uiso 1 1 calc R U . . .
C46 C 1.10703(18) 0.7432(2) 0.39830(11) 0.0605(6) Uani 1 1 d . . . . .
H46 H 1.150040 0.705674 0.366510 0.073 Uiso 1 1 calc R U . . .
C47 C 1.00426(17) 0.80578(19) 0.38965(10) 0.0503(5) Uani 1 1 d . . . . .
H47 H 0.977326 0.813528 0.351058 0.060 Uiso 1 1 calc R U . . .
C48 C 0.93591(16) 0.86007(17) 0.43709(9) 0.0409(5) Uani 1 1 d . . . . .
C52 C 0.38880(14) 0.59392(15) 0.12229(8) 0.0336(4) Uani 1 1 d . . . . .
C53 C 0.47473(14) 0.52553(15) 0.08319(8) 0.0319(4) Uani 1 1 d . . . . .
C54 C 0.46042(14) 0.53169(14) 0.01963(8) 0.0303(4) Uani 1 1 d . . . . .
C55 C 0.36674(14) 0.60106(15) -0.00662(8) 0.0319(4) Uani 1 1 d . . . . .
C56 C 0.28209(14) 0.67075(15) 0.03173(8) 0.0334(4) Uani 1 1 d . . . . .
C57 C 0.35319(14) 0.60510(15) -0.06743(8) 0.0341(4) Uani 1 1 d . . . . .
H57 H 0.288476 0.651683 -0.083405 0.041 Uiso 1 1 calc R U . . .
C58 C 0.56847(14) 0.45718(15) 0.10728(8) 0.0321(4) Uani 1 1 d . . . . .
C59 C 0.59760(14) 0.44363(15) 0.17234(8) 0.0327(4) Uani 1 1 d . . . . .
C60 C 0.67209(14) 0.50829(15) 0.17785(8) 0.0344(4) Uani 1 1 d . . . . .
C61 C 0.70989(16) 0.59431(17) 0.12623(10) 0.0433(5) Uani 1 1 d . . . . .
H61 H 0.687974 0.606424 0.085659 0.052 Uiso 1 1 calc R U . . .
C62 C 0.77659(18) 0.65962(18) 0.13350(11) 0.0530(5) Uani 1 1 d . . . . .
H62 H 0.799420 0.717788 0.098464 0.064 Uiso 1 1 calc R U . . .
C63 C 0.81246(17) 0.6414(2) 0.19327(12) 0.0543(6) Uani 1 1 d . . . . .
H63 H 0.858248 0.688253 0.198198 0.065 Uiso 1 1 calc R U . . .
C64 C 0.78197(16) 0.55800(18) 0.24317(11) 0.0485(5) Uani 1 1 d . . . . .
H64 H 0.808473 0.545507 0.282466 0.058 Uiso 1 1 calc R U . . .
C65 C 0.71066(15) 0.48843(16) 0.23781(9) 0.0375(4) Uani 1 1 d . . . . .
C66 C 0.67599(15) 0.40411(17) 0.28885(9) 0.0403(5) Uani 1 1 d . . . . .
H66 H 0.702695 0.390388 0.328204 0.048 Uiso 1 1 calc R U . . .
C67 C 0.60343(15) 0.33932(16) 0.28403(8) 0.0369(4) Uani 1 1 d . . . . .
C68 C 0.56890(18) 0.25162(18) 0.33611(9) 0.0481(5) Uani 1 1 d . . . . .
H68 H 0.596349 0.236964 0.375320 0.058 Uiso 1 1 calc R U . . .
C69 C 0.49837(19) 0.1891(2) 0.33112(10) 0.0557(6) Uani 1 1 d . . . . .
H69 H 0.477668 0.130269 0.366362 0.067 Uiso 1 1 calc R U . . .
C70 C 0.45486(19) 0.2104(2) 0.27357(11) 0.0556(6) Uani 1 1 d . . . . .
H70 H 0.404054 0.166772 0.270606 0.067 Uiso 1 1 calc R U . . .
C71 C 0.48553(17) 0.29340(17) 0.22239(9) 0.0438(5) Uani 1 1 d . . . . .
H71 H 0.455108 0.306983 0.184233 0.053 Uiso 1 1 calc R U . . .
C72 C 0.56153(15) 0.35976(15) 0.22468(8) 0.0350(4) Uani 1 1 d . . . . .
C49A C 0.1097(2) 0.5863(3) 0.20752(13) 0.0608(7) Uani 0.8686(19) 1 d D U P A 1
C50A C 0.10000(19) 0.6897(2) 0.15658(11) 0.0483(6) Uani 0.8686(19) 1 d D . P A
1
H50A H 0.042964 0.747713 0.173717 0.058 Uiso 0.8686(19) 1 calc R U P A 1
H50B H 0.072955 0.676781 0.120550 0.058 Uiso 0.8686(19) 1 calc R U P A 1
C51A C 0.21235(15) 0.73141(16) 0.13129(9) 0.0384(4) Uani 0.8686(19) 1 d D . P A
1
H51A H 0.198053 0.807493 0.103775 0.046 Uiso 0.8686(19) 1 calc R U P A 1
H51B H 0.243787 0.735452 0.168152 0.046 Uiso 0.8686(19) 1 calc R U P A 1
O9A O 0.0666(3) 0.6023(2) 0.26527(10) 0.1069(9) Uani 0.8686(19) 1 d D . P A 1
H9AO H 0.078113 0.542076 0.292807 0.160 Uiso 0.8686(19) 1 calc R U P A 1
O10A O 0.1507(2) 0.49550(19) 0.19835(12) 0.0915(7) Uani 0.8686(19) 1 d D . P A
1
C49B C 0.0408(7) 0.7364(8) 0.2166(4) 0.0624(15) Uani 0.1314(19) 1 d D U P A 2
C50B C 0.1346(9) 0.6648(5) 0.1848(5) 0.0483(6) Uani 0.1314(19) 1 d D . P A 2
H50C H 0.103108 0.617880 0.166446 0.058 Uiso 0.1314(19) 1 calc R U P A 2
H50D H 0.179647 0.614966 0.217193 0.058 Uiso 0.1314(19) 1 calc R U P A 2
C51B C 0.21235(15) 0.73141(16) 0.13129(9) 0.0384(4) Uani 0.1314(19) 1 d D . P A
2
H51C H 0.165931 0.788175 0.101995 0.046 Uiso 0.1314(19) 1 calc R U P A 2
H51D H 0.251860 0.770497 0.150441 0.046 Uiso 0.1314(19) 1 calc R U P A 2
O9B O -0.0012(12) 0.6855(11) 0.2750(4) 0.1069(9) Uani 0.1314(19) 1 d D . P A 2
H9BO H -0.068546 0.716126 0.284880 0.160 Uiso 0.1314(19) 1 calc R U P A 2
O10B O 0.0053(10) 0.8320(7) 0.1930(5) 0.0915(7) Uani 0.1314(19) 1 d D . 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
C1 O2 1.262(2) . ?
C1 O1 1.264(2) . ?
C1 C2 1.493(3) . ?
O2 H2O 0.8400 . ?
N2 C12 1.385(2) . ?
N2 C13 1.397(2) . ?
N2 C18 1.471(2) . ?
C2 C3 1.519(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
O3 C4 1.213(2) . ?
N3 C56 1.390(2) . ?
N3 C52 1.404(2) . ?
N3 C51B 1.469(2) . ?
N3 C51A 1.469(2) . ?
C3 N1 1.470(2) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
O4 C8 1.214(2) . ?
C4 N1 1.402(2) . ?
C4 C5 1.481(2) . ?
O5 C12 1.215(2) . ?
C5 C9 1.390(2) . ?
C5 C6 1.421(2) . ?
O6 C13 1.209(2) . ?
C6 C7 1.407(2) . ?
C6 C17 1.415(2) . ?
O7 C20 1.270(2) . ?
O7 H7O 0.8400 . ?
C7 C16 1.380(2) . ?
C7 C8 1.483(3) . ?
O8 C20 1.263(2) . ?
O8 H8O 0.8400 . ?
C8 N1 1.384(2) . ?
C9 C10 1.408(2) . ?
C9 C21 1.494(2) . ?
C10 C11 1.371(2) . ?
C10 H10 0.9500 . ?
O11 C52 1.212(2) . ?
C11 C17 1.408(2) . ?
C11 C12 1.476(3) . ?
O12 C56 1.221(2) . ?
C13 C14 1.488(3) . ?
O1 H1O 0.8400 . ?
C14 C15 1.393(3) . ?
C14 C17 1.421(2) . ?
C15 C16 1.406(3) . ?
C15 C35 1.500(2) . ?
C16 H16 0.9500 . ?
C18 C19 1.533(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.478(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C21 C34 1.403(2) . ?
C21 C22 1.407(2) . ?
C22 C23 1.426(2) . ?
C22 C27 1.437(2) . ?
C23 C24 1.353(3) . ?
C23 H23 0.9500 . ?
C24 C25 1.424(3) . ?
C24 H24 0.9500 . ?
C25 C26 1.350(3) . ?
C25 H25 0.9500 . ?
C26 C27 1.426(3) . ?
C26 H26 0.9500 . ?
C27 C28 1.387(3) . ?
C28 C29 1.392(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.423(2) . ?
C29 C34 1.431(2) . ?
C30 C31 1.354(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.416(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.354(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.425(2) . ?
C33 H33 0.9500 . ?
C35 C48 1.400(3) . ?
C35 C36 1.402(3) . ?
C36 C37 1.416(3) . ?
C36 C41 1.436(2) . ?
C37 C38 1.357(3) . ?
C37 H37 0.9500 . ?
C38 C39 1.407(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.349(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.427(3) . ?
C40 H40 0.9500 . ?
C41 C42 1.385(3) . ?
C42 C43 1.381(3) . ?
C42 H42 0.9500 . ?
C43 C44 1.429(3) . ?
C43 C48 1.440(2) . ?
C44 C45 1.348(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.415(3) . ?
C45 H45 0.9500 . ?
C46 C47 1.354(3) . ?
C46 H46 0.9500 . ?
C47 C48 1.420(3) . ?
C47 H47 0.9500 . ?
C52 C53 1.485(2) . ?
C53 C58 1.388(2) . ?
C53 C54 1.425(2) . ?
C54 C55 1.411(2) . ?
C54 C54 1.414(3) 2_665 ?
C55 C57 1.369(2) . ?
C55 C56 1.478(2) . ?
C57 C58 1.410(2) 2_665 ?
C57 H57 0.9500 . ?
C58 C59 1.505(2) . ?
C59 C72 1.403(3) . ?
C59 C60 1.409(2) . ?
C60 C61 1.418(3) . ?
C60 C65 1.436(2) . ?
C61 C62 1.355(3) . ?
C61 H61 0.9500 . ?
C62 C63 1.420(3) . ?
C62 H62 0.9500 . ?
C63 C64 1.351(3) . ?
C63 H63 0.9500 . ?
C64 C65 1.425(3) . ?
C64 H64 0.9500 . ?
C65 C66 1.386(3) . ?
C66 C67 1.385(3) . ?
C66 H66 0.9500 . ?
C67 C68 1.424(3) . ?
C67 C72 1.444(2) . ?
C68 C69 1.345(3) . ?
C68 H68 0.9500 . ?
C69 C70 1.415(3) . ?
C69 H69 0.9500 . ?
C70 C71 1.363(3) . ?
C70 H70 0.9500 . ?
C71 C72 1.414(3) . ?
C71 H71 0.9500 . ?
C49A O10A 1.206(3) . ?
C49A O9A 1.314(3) . ?
C49A C50A 1.473(4) . ?
C50A C51A 1.527(3) . ?
C50A H50A 0.9900 . ?
C50A H50B 0.9900 . ?
C51A H51A 0.9900 . ?
C51A H51B 0.9900 . ?
O9A H9AO 0.8400 . ?
C49B O10B 1.206(3) . ?
C49B O9B 1.314(3) . ?
C49B C50B 1.473(4) . ?
C50B C51B 1.527(3) . ?
C50B H50C 0.9900 . ?
C50B H50D 0.9900 . ?
C51B H51C 0.9900 . ?
C51B H51D 0.9900 . ?
O9B H9BO 0.8400 . ?

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
O2 C1 O1 122.97(19) . . ?
O2 C1 C2 118.89(18) . . ?
O1 C1 C2 118.10(16) . . ?
C1 O2 H2O 109.5 . . ?
C12 N2 C13 125.01(15) . . ?
C12 N2 C18 116.38(15) . . ?
C13 N2 C18 118.52(13) . . ?
C1 C2 C3 115.44(16) . . ?
C1 C2 H2A 108.4 . . ?
C3 C2 H2A 108.4 . . ?
C1 C2 H2B 108.4 . . ?
C3 C2 H2B 108.4 . . ?
H2A C2 H2B 107.5 . . ?
C56 N3 C52 124.89(14) . . ?
C56 N3 C51B 116.67(14) . . ?
C52 N3 C51B 118.34(14) . . ?
C56 N3 C51A 116.67(14) . . ?
C52 N3 C51A 118.34(14) . . ?
N1 C3 C2 114.17(15) . . ?
N1 C3 H3A 108.7 . . ?
C2 C3 H3A 108.7 . . ?
N1 C3 H3B 108.7 . . ?
C2 C3 H3B 108.7 . . ?
H3A C3 H3B 107.6 . . ?
O3 C4 N1 119.66(16) . . ?
O3 C4 C5 122.76(16) . . ?
N1 C4 C5 117.58(14) . . ?
C9 C5 C6 119.78(16) . . ?
C9 C5 C4 121.32(14) . . ?
C6 C5 C4 118.91(15) . . ?
C7 C6 C17 118.49(15) . . ?
C7 C6 C5 120.94(16) . . ?
C17 C6 C5 120.57(16) . . ?
C20 O7 H7O 109.5 . . ?
C16 C7 C6 120.12(17) . . ?
C16 C7 C8 119.38(16) . . ?
C6 C7 C8 120.49(15) . . ?
C20 O8 H8O 109.5 . . ?
O4 C8 N1 120.72(17) . . ?
O4 C8 C7 122.55(16) . . ?
N1 C8 C7 116.73(16) . . ?
C5 C9 C10 118.70(15) . . ?
C5 C9 C21 126.26(16) . . ?
C10 C9 C21 115.02(15) . . ?
C11 C10 C9 122.13(16) . . ?
C11 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
C10 C11 C17 120.31(16) . . ?
C10 C11 C12 119.13(16) . . ?
C17 C11 C12 120.54(15) . . ?
O5 C12 N2 120.68(16) . . ?
O5 C12 C11 122.37(15) . . ?
N2 C12 C11 116.93(16) . . ?
O6 C13 N2 119.43(17) . . ?
O6 C13 C14 122.77(17) . . ?
N2 C13 C14 117.80(14) . . ?
C1 O1 H1O 109.5 . . ?
C8 N1 C4 125.15(15) . . ?
C8 N1 C3 117.56(15) . . ?
C4 N1 C3 117.25(14) . . ?
C15 C14 C17 119.85(16) . . ?
C15 C14 C13 121.55(15) . . ?
C17 C14 C13 118.58(16) . . ?
C14 C15 C16 118.69(15) . . ?
C14 C15 C35 123.77(16) . . ?
C16 C15 C35 117.53(16) . . ?
C7 C16 C15 122.21(17) . . ?
C7 C16 H16 118.9 . . ?
C15 C16 H16 118.9 . . ?
C11 C17 C6 118.32(15) . . ?
C11 C17 C14 121.04(16) . . ?
C6 C17 C14 120.62(16) . . ?
N2 C18 C19 112.93(15) . . ?
N2 C18 H18A 109.0 . . ?
C19 C18 H18A 109.0 . . ?
N2 C18 H18B 109.0 . . ?
C19 C18 H18B 109.0 . . ?
H18A C18 H18B 107.8 . . ?
C20 C19 C18 114.49(16) . . ?
C20 C19 H19A 108.6 . . ?
C18 C19 H19A 108.6 . . ?
C20 C19 H19B 108.6 . . ?
C18 C19 H19B 108.6 . . ?
H19A C19 H19B 107.6 . . ?
O8 C20 O7 122.60(19) . . ?
O8 C20 C19 118.49(18) . . ?
O7 C20 C19 118.88(16) . . ?
C34 C21 C22 121.21(15) . . ?
C34 C21 C9 120.01(15) . . ?
C22 C21 C9 118.23(15) . . ?
C21 C22 C23 123.23(15) . . ?
C21 C22 C27 118.55(16) . . ?
C23 C22 C27 118.21(16) . . ?
C24 C23 C22 121.62(17) . . ?
C24 C23 H23 119.2 . . ?
C22 C23 H23 119.2 . . ?
C23 C24 C25 120.00(18) . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C26 C25 C24 120.54(18) . . ?
C26 C25 H25 119.7 . . ?
C24 C25 H25 119.7 . . ?
C25 C26 C27 121.40(17) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C28 C27 C26 121.93(16) . . ?
C28 C27 C22 119.82(16) . . ?
C26 C27 C22 118.22(17) . . ?
C27 C28 C29 121.72(15) . . ?
C27 C28 H28 119.1 . . ?
C29 C28 H28 119.1 . . ?
C28 C29 C30 122.01(15) . . ?
C28 C29 C34 119.28(16) . . ?
C30 C29 C34 118.71(16) . . ?
C31 C30 C29 121.04(16) . . ?
C31 C30 H30 119.5 . . ?
C29 C30 H30 119.5 . . ?
C30 C31 C32 120.53(17) . . ?
C30 C31 H31 119.7 . . ?
C32 C31 H31 119.7 . . ?
C33 C32 C31 120.16(18) . . ?
C33 C32 H32 119.9 . . ?
C31 C32 H32 119.9 . . ?
C32 C33 C34 121.51(16) . . ?
C32 C33 H33 119.2 . . ?
C34 C33 H33 119.2 . . ?
C21 C34 C33 122.61(15) . . ?
C21 C34 C29 119.36(15) . . ?
C33 C34 C29 118.03(15) . . ?
C48 C35 C36 121.53(15) . . ?
C48 C35 C15 119.02(16) . . ?
C36 C35 C15 119.42(16) . . ?
C35 C36 C37 123.06(15) . . ?
C35 C36 C41 118.59(17) . . ?
C37 C36 C41 118.34(17) . . ?
C38 C37 C36 121.33(17) . . ?
C38 C37 H37 119.3 . . ?
C36 C37 H37 119.3 . . ?
C37 C38 C39 120.7(2) . . ?
C37 C38 H38 119.7 . . ?
C39 C38 H38 119.7 . . ?
C40 C39 C38 120.0(2) . . ?
C40 C39 H39 120.0 . . ?
C38 C39 H39 120.0 . . ?
C39 C40 C41 121.85(19) . . ?
C39 C40 H40 119.1 . . ?
C41 C40 H40 119.1 . . ?
C42 C41 C40 122.44(18) . . ?
C42 C41 C36 119.74(18) . . ?
C40 C41 C36 117.81(19) . . ?
C43 C42 C41 121.79(17) . . ?
C43 C42 H42 119.1 . . ?
C41 C42 H42 119.1 . . ?
C42 C43 C44 122.13(18) . . ?
C42 C43 C48 119.57(18) . . ?
C44 C43 C48 118.3(2) . . ?
C45 C44 C43 121.1(2) . . ?
C45 C44 H44 119.4 . . ?
C43 C44 H44 119.4 . . ?
C44 C45 C46 120.6(2) . . ?
C44 C45 H45 119.7 . . ?
C46 C45 H45 119.7 . . ?
C47 C46 C45 120.5(2) . . ?
C47 C46 H46 119.8 . . ?
C45 C46 H46 119.8 . . ?
C46 C47 C48 121.36(19) . . ?
C46 C47 H47 119.3 . . ?
C48 C47 H47 119.3 . . ?
C35 C48 C47 123.17(16) . . ?
C35 C48 C43 118.68(18) . . ?
C47 C48 C43 118.15(18) . . ?
O11 C52 N3 119.77(16) . . ?
O11 C52 C53 122.79(15) . . ?
N3 C52 C53 117.44(14) . . ?
C58 C53 C54 119.87(16) . . ?
C58 C53 C52 121.20(15) . . ?
C54 C53 C52 118.92(15) . . ?
C55 C54 C54 117.34(18) . 2_665 ?
C55 C54 C53 121.39(15) . . ?
C54 C54 C53 121.27(18) 2_665 . ?
C57 C55 C54 120.81(16) . . ?
C57 C55 C56 119.34(15) . . ?
C54 C55 C56 119.85(15) . . ?
O12 C56 N3 120.39(16) . . ?
O12 C56 C55 122.17(15) . . ?
N3 C56 C55 117.44(14) . . ?
C55 C57 C58 122.55(15) . 2_665 ?
C55 C57 H57 118.7 . . ?
C58 C57 H57 118.7 2_665 . ?
C53 C58 C57 118.15(15) . 2_665 ?
C53 C58 C59 126.48(16) . . ?
C57 C58 C59 115.36(14) 2_665 . ?
C72 C59 C60 120.60(15) . . ?
C72 C59 C58 120.43(15) . . ?
C60 C59 C58 118.59(16) . . ?
C59 C60 C61 122.30(16) . . ?
C59 C60 C65 119.55(17) . . ?
C61 C60 C65 118.14(16) . . ?
C62 C61 C60 121.44(19) . . ?
C62 C61 H61 119.3 . . ?
C60 C61 H61 119.3 . . ?
C61 C62 C63 120.3(2) . . ?
C61 C62 H62 119.9 . . ?
C63 C62 H62 119.9 . . ?
C64 C63 C62 120.47(19) . . ?
C64 C63 H63 119.8 . . ?
C62 C63 H63 119.8 . . ?
C63 C64 C65 121.04(19) . . ?
C63 C64 H64 119.5 . . ?
C65 C64 H64 119.5 . . ?
C66 C65 C64 122.05(17) . . ?
C66 C65 C60 119.35(16) . . ?
C64 C65 C60 118.60(18) . . ?
C67 C66 C65 121.77(16) . . ?
C67 C66 H66 119.1 . . ?
C65 C66 H66 119.1 . . ?
C66 C67 C68 121.89(16) . . ?
C66 C67 C72 119.72(17) . . ?
C68 C67 C72 118.39(17) . . ?
C69 C68 C67 121.59(18) . . ?
C69 C68 H68 119.2 . . ?
C67 C68 H68 119.2 . . ?
C68 C69 C70 120.3(2) . . ?
C68 C69 H69 119.9 . . ?
C70 C69 H69 119.9 . . ?
C71 C70 C69 120.3(2) . . ?
C71 C70 H70 119.9 . . ?
C69 C70 H70 119.9 . . ?
C70 C71 C72 121.62(17) . . ?
C70 C71 H71 119.2 . . ?
C72 C71 H71 119.2 . . ?
C59 C72 C71 123.19(16) . . ?
C59 C72 C67 118.99(16) . . ?
C71 C72 C67 117.82(17) . . ?
O10A C49A O9A 122.4(3) . . ?
O10A C49A C50A 124.7(3) . . ?
O9A C49A C50A 112.9(3) . . ?
C49A C50A C51A 112.5(2) . . ?
C49A C50A H50A 109.1 . . ?
C51A C50A H50A 109.1 . . ?
C49A C50A H50B 109.1 . . ?
C51A C50A H50B 109.1 . . ?
H50A C50A H50B 107.8 . . ?
N3 C51A C50A 113.50(16) . . ?
N3 C51A H51A 108.9 . . ?
C50A C51A H51A 108.9 . . ?
N3 C51A H51B 108.9 . . ?
C50A C51A H51B 108.9 . . ?
H51A C51A H51B 107.7 . . ?
C49A O9A H9AO 109.5 . . ?
O10B C49B O9B 122.4(3) . . ?
O10B C49B C50B 124.7(3) . . ?
O9B C49B C50B 112.9(3) . . ?
C49B C50B C51B 112.4(2) . . ?
C49B C50B H50C 109.1 . . ?
C51B C50B H50C 109.1 . . ?
C49B C50B H50D 109.1 . . ?
C51B C50B H50D 109.1 . . ?
H50C C50B H50D 107.8 . . ?
N3 C51B C50B 112.3(3) . . ?
N3 C51B H51C 109.1 . . ?
C50B C51B H51C 109.1 . . ?
N3 C51B H51D 109.1 . . ?
C50B C51B H51D 109.1 . . ?
H51C C51B H51D 107.9 . . ?
C49B O9B H9BO 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
O2 C1 C2 C3 121.21(19) . . . . ?
O1 C1 C2 C3 -61.0(2) . . . . ?
C1 C2 C3 N1 52.9(2) . . . . ?
O3 C4 C5 C9 -6.0(3) . . . . ?
N1 C4 C5 C9 174.35(16) . . . . ?
O3 C4 C5 C6 174.18(17) . . . . ?
N1 C4 C5 C6 -5.5(2) . . . . ?
C9 C5 C6 C7 -175.44(16) . . . . ?
C4 C5 C6 C7 4.4(2) . . . . ?
C9 C5 C6 C17 3.5(3) . . . . ?
C4 C5 C6 C17 -176.69(15) . . . . ?
C17 C6 C7 C16 -1.3(3) . . . . ?
C5 C6 C7 C16 177.60(17) . . . . ?
C17 C6 C7 C8 179.81(16) . . . . ?
C5 C6 C7 C8 -1.3(3) . . . . ?
C16 C7 C8 O4 1.0(3) . . . . ?
C6 C7 C8 O4 179.92(18) . . . . ?
C16 C7 C8 N1 -179.64(16) . . . . ?
C6 C7 C8 N1 -0.8(3) . . . . ?
C6 C5 C9 C10 -3.0(2) . . . . ?
C4 C5 C9 C10 177.19(15) . . . . ?
C6 C5 C9 C21 175.87(16) . . . . ?
C4 C5 C9 C21 -4.0(3) . . . . ?
C5 C9 C10 C11 -0.8(3) . . . . ?
C21 C9 C10 C11 -179.80(16) . . . . ?
C9 C10 C11 C17 4.2(3) . . . . ?
C9 C10 C11 C12 -177.52(16) . . . . ?
C13 N2 C12 O5 179.15(17) . . . . ?
C18 N2 C12 O5 -4.3(2) . . . . ?
C13 N2 C12 C11 -2.3(2) . . . . ?
C18 N2 C12 C11 174.23(14) . . . . ?
C10 C11 C12 O5 4.3(3) . . . . ?
C17 C11 C12 O5 -177.46(17) . . . . ?
C10 C11 C12 N2 -174.28(15) . . . . ?
C17 C11 C12 N2 4.0(2) . . . . ?
C12 N2 C13 O6 -179.71(17) . . . . ?
C18 N2 C13 O6 3.8(3) . . . . ?
C12 N2 C13 C14 0.1(3) . . . . ?
C18 N2 C13 C14 -176.32(15) . . . . ?
O4 C8 N1 C4 178.77(18) . . . . ?
C7 C8 N1 C4 -0.6(3) . . . . ?
O4 C8 N1 C3 0.9(3) . . . . ?
C7 C8 N1 C3 -178.44(15) . . . . ?
O3 C4 N1 C8 -176.01(17) . . . . ?
C5 C4 N1 C8 3.7(3) . . . . ?
O3 C4 N1 C3 1.9(2) . . . . ?
C5 C4 N1 C3 -178.45(14) . . . . ?
C2 C3 N1 C8 79.1(2) . . . . ?
C2 C3 N1 C4 -98.91(18) . . . . ?
O6 C13 C14 C15 -1.3(3) . . . . ?
N2 C13 C14 C15 178.87(16) . . . . ?
O6 C13 C14 C17 -179.71(18) . . . . ?
N2 C13 C14 C17 0.4(2) . . . . ?
C17 C14 C15 C16 -1.8(3) . . . . ?
C13 C14 C15 C16 179.79(17) . . . . ?
C17 C14 C15 C35 176.90(17) . . . . ?
C13 C14 C15 C35 -1.5(3) . . . . ?
C6 C7 C16 C15 0.6(3) . . . . ?
C8 C7 C16 C15 179.50(17) . . . . ?
C14 C15 C16 C7 1.0(3) . . . . ?
C35 C15 C16 C7 -177.82(17) . . . . ?
C10 C11 C17 C6 -3.6(2) . . . . ?
C12 C11 C17 C6 178.13(15) . . . . ?
C10 C11 C17 C14 174.68(16) . . . . ?
C12 C11 C17 C14 -3.6(3) . . . . ?
C7 C6 C17 C11 178.76(16) . . . . ?
C5 C6 C17 C11 -0.2(2) . . . . ?
C7 C6 C17 C14 0.5(3) . . . . ?
C5 C6 C17 C14 -178.46(16) . . . . ?
C15 C14 C17 C11 -177.13(16) . . . . ?
C13 C14 C17 C11 1.3(3) . . . . ?
C15 C14 C17 C6 1.1(3) . . . . ?
C13 C14 C17 C6 179.56(16) . . . . ?
C12 N2 C18 C19 -70.48(19) . . . . ?
C13 N2 C18 C19 106.27(18) . . . . ?
N2 C18 C19 C20 -55.0(2) . . . . ?
C18 C19 C20 O8 -119.24(19) . . . . ?
C18 C19 C20 O7 62.7(2) . . . . ?
C5 C9 C21 C34 88.8(2) . . . . ?
C10 C9 C21 C34 -92.3(2) . . . . ?
C5 C9 C21 C22 -99.5(2) . . . . ?
C10 C9 C21 C22 79.3(2) . . . . ?
C34 C21 C22 C23 176.95(17) . . . . ?
C9 C21 C22 C23 5.4(3) . . . . ?
C34 C21 C22 C27 -2.0(3) . . . . ?
C9 C21 C22 C27 -173.54(16) . . . . ?
C21 C22 C23 C24 -179.60(18) . . . . ?
C27 C22 C23 C24 -0.7(3) . . . . ?
C22 C23 C24 C25 -0.2(3) . . . . ?
C23 C24 C25 C26 0.5(3) . . . . ?
C24 C25 C26 C27 0.0(3) . . . . ?
C25 C26 C27 C28 177.37(19) . . . . ?
C25 C26 C27 C22 -0.9(3) . . . . ?
C21 C22 C27 C28 1.9(3) . . . . ?
C23 C22 C27 C28 -177.11(17) . . . . ?
C21 C22 C27 C26 -179.82(17) . . . . ?
C23 C22 C27 C26 1.2(3) . . . . ?
C26 C27 C28 C29 -178.21(17) . . . . ?
C22 C27 C28 C29 0.0(3) . . . . ?
C27 C28 C29 C30 178.82(18) . . . . ?
C27 C28 C29 C34 -1.8(3) . . . . ?
C28 C29 C30 C31 179.93(18) . . . . ?
C34 C29 C30 C31 0.6(3) . . . . ?
C29 C30 C31 C32 -1.1(3) . . . . ?
C30 C31 C32 C33 0.0(3) . . . . ?
C31 C32 C33 C34 1.5(3) . . . . ?
C22 C21 C34 C33 -179.55(17) . . . . ?
C9 C21 C34 C33 -8.1(3) . . . . ?
C22 C21 C34 C29 0.2(3) . . . . ?
C9 C21 C34 C29 171.62(16) . . . . ?
C32 C33 C34 C21 177.86(18) . . . . ?
C32 C33 C34 C29 -1.9(3) . . . . ?
C28 C29 C34 C21 1.7(3) . . . . ?
C30 C29 C34 C21 -178.92(16) . . . . ?
C28 C29 C34 C33 -178.51(17) . . . . ?
C30 C29 C34 C33 0.8(3) . . . . ?
C14 C15 C35 C48 -88.7(2) . . . . ?
C16 C15 C35 C48 90.0(2) . . . . ?
C14 C15 C35 C36 93.1(2) . . . . ?
C16 C15 C35 C36 -88.1(2) . . . . ?
C48 C35 C36 C37 -178.18(18) . . . . ?
C15 C35 C36 C37 -0.1(3) . . . . ?
C48 C35 C36 C41 2.9(3) . . . . ?
C15 C35 C36 C41 -178.98(17) . . . . ?
C35 C36 C37 C38 -177.9(2) . . . . ?
C41 C36 C37 C38 1.0(3) . . . . ?
C36 C37 C38 C39 -0.8(3) . . . . ?
C37 C38 C39 C40 0.1(4) . . . . ?
C38 C39 C40 C41 0.4(4) . . . . ?
C39 C40 C41 C42 178.7(2) . . . . ?
C39 C40 C41 C36 -0.2(3) . . . . ?
C35 C36 C41 C42 -0.4(3) . . . . ?
C37 C36 C41 C42 -179.39(19) . . . . ?
C35 C36 C41 C40 178.52(18) . . . . ?
C37 C36 C41 C40 -0.4(3) . . . . ?
C40 C41 C42 C43 179.6(2) . . . . ?
C36 C41 C42 C43 -1.5(3) . . . . ?
C41 C42 C43 C44 -178.7(2) . . . . ?
C41 C42 C43 C48 1.0(3) . . . . ?
C42 C43 C44 C45 178.6(2) . . . . ?
C48 C43 C44 C45 -1.1(3) . . . . ?
C43 C44 C45 C46 0.1(4) . . . . ?
C44 C45 C46 C47 1.6(4) . . . . ?
C45 C46 C47 C48 -2.1(4) . . . . ?
C36 C35 C48 C47 177.18(19) . . . . ?
C15 C35 C48 C47 -0.9(3) . . . . ?
C36 C35 C48 C43 -3.4(3) . . . . ?
C15 C35 C48 C43 178.51(17) . . . . ?
C46 C47 C48 C35 -179.5(2) . . . . ?
C46 C47 C48 C43 1.1(3) . . . . ?
C42 C43 C48 C35 1.4(3) . . . . ?
C44 C43 C48 C35 -178.87(19) . . . . ?
C42 C43 C48 C47 -179.2(2) . . . . ?
C44 C43 C48 C47 0.6(3) . . . . ?
C56 N3 C52 O11 177.86(17) . . . . ?
C51B N3 C52 O11 1.5(3) . . . . ?
C51A N3 C52 O11 1.5(3) . . . . ?
C56 N3 C52 C53 -2.2(3) . . . . ?
C51B N3 C52 C53 -178.47(15) . . . . ?
C51A N3 C52 C53 -178.47(15) . . . . ?
O11 C52 C53 C58 -0.2(3) . . . . ?
N3 C52 C53 C58 179.81(16) . . . . ?
O11 C52 C53 C54 -179.57(17) . . . . ?
N3 C52 C53 C54 0.4(2) . . . . ?
C58 C53 C54 C55 -179.40(16) . . . . ?
C52 C53 C54 C55 0.0(3) . . . . ?
C58 C53 C54 C54 0.7(3) . . . 2_665 ?
C52 C53 C54 C54 -179.9(2) . . . 2_665 ?
C54 C54 C55 C57 0.8(3) 2_665 . . . ?
C53 C54 C55 C57 -179.12(17) . . . . ?
C54 C54 C55 C56 -178.99(19) 2_665 . . . ?
C53 C54 C55 C56 1.1(3) . . . . ?
C52 N3 C56 O12 -176.67(17) . . . . ?
C51B N3 C56 O12 -0.3(2) . . . . ?
C51A N3 C56 O12 -0.3(2) . . . . ?
C52 N3 C56 C55 3.2(2) . . . . ?
C51B N3 C56 C55 179.57(15) . . . . ?
C51A N3 C56 C55 179.57(15) . . . . ?
C57 C55 C56 O12 -2.5(3) . . . . ?
C54 C55 C56 O12 177.28(17) . . . . ?
C57 C55 C56 N3 177.62(16) . . . . ?
C54 C55 C56 N3 -2.6(2) . . . . ?
C54 C55 C57 C58 -1.1(3) . . . 2_665 ?
C56 C55 C57 C58 178.69(16) . . . 2_665 ?
C54 C53 C58 C57 -0.4(3) . . . 2_665 ?
C52 C53 C58 C57 -179.78(16) . . . 2_665 ?
C54 C53 C58 C59 178.24(16) . . . . ?
C52 C53 C58 C59 -1.1(3) . . . . ?
C53 C58 C59 C72 92.3(2) . . . . ?
C57 C58 C59 C72 -89.0(2) 2_665 . . . ?
C53 C58 C59 C60 -94.7(2) . . . . ?
C57 C58 C59 C60 84.0(2) 2_665 . . . ?
C72 C59 C60 C61 -179.56(17) . . . . ?
C58 C59 C60 C61 7.5(3) . . . . ?
C72 C59 C60 C65 -0.4(3) . . . . ?
C58 C59 C60 C65 -173.36(15) . . . . ?
C59 C60 C61 C62 176.33(18) . . . . ?
C65 C60 C61 C62 -2.8(3) . . . . ?
C60 C61 C62 C63 1.4(3) . . . . ?
C61 C62 C63 C64 1.0(3) . . . . ?
C62 C63 C64 C65 -1.8(3) . . . . ?
C63 C64 C65 C66 -178.36(19) . . . . ?
C63 C64 C65 C60 0.4(3) . . . . ?
C59 C60 C65 C66 1.5(3) . . . . ?
C61 C60 C65 C66 -179.33(17) . . . . ?
C59 C60 C65 C64 -177.27(16) . . . . ?
C61 C60 C65 C64 1.9(3) . . . . ?
C64 C65 C66 C67 177.67(17) . . . . ?
C60 C65 C66 C67 -1.1(3) . . . . ?
C65 C66 C67 C68 179.11(18) . . . . ?
C65 C66 C67 C72 -0.4(3) . . . . ?
C66 C67 C68 C69 180.0(2) . . . . ?
C72 C67 C68 C69 -0.5(3) . . . . ?
C67 C68 C69 C70 -1.0(3) . . . . ?
C68 C69 C70 C71 1.1(4) . . . . ?
C69 C70 C71 C72 0.5(3) . . . . ?
C60 C59 C72 C71 178.97(17) . . . . ?
C58 C59 C72 C71 -8.2(3) . . . . ?
C60 C59 C72 C67 -1.1(3) . . . . ?
C58 C59 C72 C67 171.73(16) . . . . ?
C70 C71 C72 C59 178.05(19) . . . . ?
C70 C71 C72 C67 -1.9(3) . . . . ?
C66 C67 C72 C59 1.5(3) . . . . ?
C68 C67 C72 C59 -178.06(17) . . . . ?
C66 C67 C72 C71 -178.51(17) . . . . ?
C68 C67 C72 C71 1.9(3) . . . . ?
O10A C49A C50A C51A -76.9(3) . . . . ?
O9A C49A C50A C51A 104.2(3) . . . . ?
C56 N3 C51A C50A 76.5(2) . . . . ?
C52 N3 C51A C50A -106.91(19) . . . . ?
C49A C50A C51A N3 69.5(2) . . . . ?
O10B C49B C50B C51B 22(2) . . . . ?
O9B C49B C50B C51B -156.9(14) . . . . ?
C56 N3 C51B C50B 108.8(7) . . . . ?
C52 N3 C51B C50B -74.6(7) . . . . ?
C49B C50B C51B N3 -172.5(9) . . . . ?

_refine_diff_density_max         0.359
_refine_diff_density_min         -0.309
_refine_diff_density_rms         0.038





####################################################################### 
# 
# 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_NDI-Ph
_database_code_depnum_ccdc_archive 'CCDC 2413778'
loop_
_audit_author_name
_audit_author_address
'Dejan-Kresimir Bucar'
;University College London
United Kingdom
;
_audit_update_record             
;
2024-12-31 deposited with the CCDC.	2026-03-27 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_formula_moiety         'C32 H22 N2 O8, 2(C4 H8 O)'
_chemical_formula_sum            'C40 H38 N2 O10'
_chemical_formula_weight         706.72

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

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   12.65610(10)
_cell_length_b                   6.01420(10)
_cell_length_c                   22.4821(2)
_cell_angle_alpha                90
_cell_angle_beta                 92.0920(10)
_cell_angle_gamma                90
_cell_volume                     1710.11(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150.0(1)
_cell_measurement_reflns_used    21424
_cell_measurement_theta_min      3.9370
_cell_measurement_theta_max      78.2720

_exptl_crystal_description       prism
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_F_000             744.000
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
3 0 -14 0.0190
-3 0 14 0.0181
-3 -2 12 0.0846
-6 0 -10 0.0116
6 0 10 0.0220
5 3 7 0.1084
0 4 -1 0.1659
0 -4 2 0.1772
-8 0 0 0.0125
8 0 0 0.0241
2 0 14 0.0172
-2 0 -14 0.0304
-1 0 1 0.0114
-1 3 11 0.1030
2 3 -7 0.1428

_exptl_absorpt_coefficient_mu    0.820
_exptl_absorpt_correction_T_min  0.866
_exptl_absorpt_correction_T_max  0.977
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.43.131a (Rigaku Oxford Diffraction, 2024)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;

_diffrn_ambient_temperature      150.0(1)
_diffrn_ambient_environment      N~2~
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  
'SuperNova, Dual, Cu at home/near, HyPix-Arc 100'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            38576
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.935
_diffrn_reflns_theta_max         66.580
_diffrn_reflns_theta_full        66.580
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3009
_reflns_number_gt                2560
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_cell_refinement       'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_data_reduction        'CrysAlisPro 1.171.42.60a (Rigaku OD, 2022)'
_computing_structure_solution    'SHELXT (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0495P)²+0.5438P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0009(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3009
_refine_ls_number_parameters     236
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0361
_refine_ls_wR_factor_ref         0.0999
_refine_ls_wR_factor_gt          0.0948
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.40501(12) 0.8251(3) 0.55015(6) 0.0348(3) Uani 1 1 d . . . . .
O2 O 0.36529(9) 1.0013(2) 0.56142(6) 0.0523(3) Uani 1 1 d . . . . .
C2 C 0.34317(11) 0.6228(2) 0.53069(6) 0.0337(3) Uani 1 1 d . . . . .
H2A H 0.355335 0.501775 0.559989 0.040 Uiso 1 1 calc R U . . .
H2B H 0.367746 0.571047 0.491749 0.040 Uiso 1 1 calc R U . . .
O3 O 0.17702(9) 0.41902(19) 0.61637(4) 0.0417(3) Uani 1 1 d . . . . .
C3 C 0.22662(12) 0.6758(2) 0.52545(7) 0.0341(3) Uani 1 1 d . . . . .
H3A H 0.205601 0.754546 0.561833 0.041 Uiso 1 1 calc R U . . .
H3B H 0.213343 0.776661 0.491185 0.041 Uiso 1 1 calc R U . . .
O4 O 0.15658(9) 0.52138(19) 0.41710(4) 0.0451(3) Uani 1 1 d . . . . .
C4 C 0.13883(11) 0.3560(2) 0.56928(6) 0.0302(3) Uani 1 1 d . . . . .
O5 O 0.62057(9) 0.11800(19) 0.60065(6) 0.0517(3) Uani 1 1 d . . . . .
C5 C 0.06745(10) 0.1601(2) 0.56284(6) 0.0274(3) Uani 1 1 d . . . . .
C6 C 0.03238(10) 0.0948(2) 0.50460(6) 0.0263(3) Uani 1 1 d . . . . .
C7 C 0.06187(10) 0.2157(2) 0.45399(6) 0.0278(3) Uani 1 1 d . . . . .
C8 C 0.13001(11) 0.4140(2) 0.46005(6) 0.0320(3) Uani 1 1 d . . . . .
C9 C 0.02740(11) 0.1504(2) 0.39802(6) 0.0294(3) Uani 1 1 d . . . . .
H9 H 0.047917 0.235448 0.364757 0.035 Uiso 1 1 calc R U . . .
C10 C 0.03715(10) 0.0377(2) 0.61201(6) 0.0279(3) Uani 1 1 d . . . . .
C11 C 0.06802(11) 0.0843(2) 0.67567(6) 0.0293(3) Uani 1 1 d . . . . .
C12 C 0.12808(11) -0.0737(3) 0.70693(6) 0.0345(3) Uani 1 1 d . . . . .
H12 H 0.149550 -0.205588 0.687495 0.041 Uiso 1 1 calc R U . . .
C13 C 0.15674(12) -0.0395(3) 0.76638(6) 0.0405(4) Uani 1 1 d . . . . .
H13 H 0.198847 -0.146467 0.787389 0.049 Uiso 1 1 calc R U . . .
C14 C 0.12424(13) 0.1488(3) 0.79473(6) 0.0433(4) Uani 1 1 d . . . . .
H14 H 0.144366 0.172791 0.835348 0.052 Uiso 1 1 calc R U . . .
C15 C 0.06231(14) 0.3037(3) 0.76447(7) 0.0448(4) Uani 1 1 d . . . . .
H15 H 0.039179 0.432871 0.784557 0.054 Uiso 1 1 calc R U . . .
C16 C 0.03367(12) 0.2720(3) 0.70496(6) 0.0378(4) Uani 1 1 d . . . . .
H16 H -0.009297 0.378616 0.684369 0.045 Uiso 1 1 calc R U . . .
C17 C 0.70885(16) 0.0405(3) 0.63665(12) 0.0696(6) Uani 1 1 d . . . . .
H17A H 0.776093 0.084363 0.618775 0.083 Uiso 1 1 calc R U . . .
H17B H 0.707086 -0.123558 0.640031 0.083 Uiso 1 1 calc R U . . .
C18 C 0.7000(2) 0.1443(6) 0.69597(12) 0.0965(9) Uani 1 1 d . . . . .
H18A H 0.663792 0.043308 0.723440 0.116 Uiso 1 1 calc R U . . .
H18B H 0.770676 0.181628 0.713438 0.116 Uiso 1 1 calc R U . . .
C19 C 0.63712(18) 0.3467(5) 0.68470(11) 0.0794(7) Uani 1 1 d . . . . .
H19A H 0.683389 0.474397 0.675932 0.095 Uiso 1 1 calc R U . . .
H19B H 0.594656 0.383835 0.719459 0.095 Uiso 1 1 calc R U . . .
C20 C 0.56766(14) 0.2902(3) 0.63219(8) 0.0483(4) Uani 1 1 d . . . . .
H20A H 0.498021 0.237302 0.645041 0.058 Uiso 1 1 calc R U . . .
H20B H 0.556535 0.422247 0.606426 0.058 Uiso 1 1 calc R U . . .
O1 O 0.50774(9) 0.78638(19) 0.55453(5) 0.0476(3) Uani 1 1 d . . . . .
H1O H 0.539451 0.902924 0.565469 0.071 Uiso 1 1 calc R U . . .
N1 N 0.16119(9) 0.47496(19) 0.51735(5) 0.0309(3) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 O2 1.2042(19) . ?
C1 O1 1.3210(19) . ?
C1 C2 1.503(2) . ?
C2 C3 1.510(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
O3 C4 1.2087(16) . ?
C3 N1 1.4721(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
O4 C8 1.2192(18) . ?
C4 N1 1.4069(18) . ?
C4 C5 1.488(2) . ?
O5 C17 1.433(2) . ?
O5 C20 1.435(2) . ?
C5 C10 1.394(2) . ?
C5 C6 1.4225(18) . ?
C6 C7 1.4121(19) . ?
C6 C6 1.415(3) 3_556 ?
C7 C9 1.3741(18) . ?
C7 C8 1.475(2) . ?
C8 N1 1.3829(18) . ?
C9 C10 1.408(2) 3_556 ?
C9 H9 0.9500 . ?
C10 C11 1.4962(18) . ?
C11 C16 1.385(2) . ?
C11 C12 1.391(2) . ?
C12 C13 1.387(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.370(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(2) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.481(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 C19 1.471(4) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.485(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
O1 H1O 0.8400 . ?

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
O2 C1 O1 123.82(14) . . ?
O2 C1 C2 123.85(14) . . ?
O1 C1 C2 112.32(13) . . ?
C1 C2 C3 110.42(12) . . ?
C1 C2 H2A 109.6 . . ?
C3 C2 H2A 109.6 . . ?
C1 C2 H2B 109.6 . . ?
C3 C2 H2B 109.6 . . ?
H2A C2 H2B 108.1 . . ?
N1 C3 C2 112.35(12) . . ?
N1 C3 H3A 109.1 . . ?
C2 C3 H3A 109.1 . . ?
N1 C3 H3B 109.1 . . ?
C2 C3 H3B 109.1 . . ?
H3A C3 H3B 107.9 . . ?
O3 C4 N1 118.76(13) . . ?
O3 C4 C5 123.74(13) . . ?
N1 C4 C5 117.49(11) . . ?
C17 O5 C20 108.90(15) . . ?
C10 C5 C6 119.90(13) . . ?
C10 C5 C4 121.65(12) . . ?
C6 C5 C4 118.43(12) . . ?
C7 C6 C6 117.76(14) . 3_556 ?
C7 C6 C5 121.11(13) . . ?
C6 C6 C5 121.12(15) 3_556 . ?
C9 C7 C6 120.42(13) . . ?
C9 C7 C8 118.74(12) . . ?
C6 C7 C8 120.84(12) . . ?
O4 C8 N1 121.33(13) . . ?
O4 C8 C7 122.15(13) . . ?
N1 C8 C7 116.51(12) . . ?
C7 C9 C10 122.62(13) . 3_556 ?
C7 C9 H9 118.7 . . ?
C10 C9 H9 118.7 3_556 . ?
C5 C10 C9 118.17(12) . 3_556 ?
C5 C10 C11 126.15(13) . . ?
C9 C10 C11 115.67(12) 3_556 . ?
C16 C11 C12 119.45(13) . . ?
C16 C11 C10 122.13(13) . . ?
C12 C11 C10 118.31(13) . . ?
C13 C12 C11 120.28(14) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 119.90(15) . . ?
C14 C13 H13 120.1 . . ?
C12 C13 H13 120.1 . . ?
C13 C14 C15 120.21(14) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C14 C15 C16 120.42(15) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C11 C16 C15 119.69(14) . . ?
C11 C16 H16 120.2 . . ?
C15 C16 H16 120.2 . . ?
O5 C17 C18 106.76(17) . . ?
O5 C17 H17A 110.4 . . ?
C18 C17 H17A 110.4 . . ?
O5 C17 H17B 110.4 . . ?
C18 C17 H17B 110.4 . . ?
H17A C17 H17B 108.6 . . ?
C19 C18 C17 104.60(19) . . ?
C19 C18 H18A 110.8 . . ?
C17 C18 H18A 110.8 . . ?
C19 C18 H18B 110.8 . . ?
C17 C18 H18B 110.8 . . ?
H18A C18 H18B 108.9 . . ?
C18 C19 C20 104.4(2) . . ?
C18 C19 H19A 110.9 . . ?
C20 C19 H19A 110.9 . . ?
C18 C19 H19B 110.9 . . ?
C20 C19 H19B 110.9 . . ?
H19A C19 H19B 108.9 . . ?
O5 C20 C19 106.53(15) . . ?
O5 C20 H20A 110.4 . . ?
C19 C20 H20A 110.4 . . ?
O5 C20 H20B 110.4 . . ?
C19 C20 H20B 110.4 . . ?
H20A C20 H20B 108.6 . . ?
C1 O1 H1O 109.5 . . ?
C8 N1 C4 125.38(12) . . ?
C8 N1 C3 118.22(12) . . ?
C4 N1 C3 116.36(11) . . ?

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
O2 C1 C2 C3 2.0(2) . . . . ?
O1 C1 C2 C3 -179.17(12) . . . . ?
C1 C2 C3 N1 -169.46(12) . . . . ?
O3 C4 C5 C10 1.8(2) . . . . ?
N1 C4 C5 C10 -177.23(12) . . . . ?
O3 C4 C5 C6 -176.44(13) . . . . ?
N1 C4 C5 C6 4.55(18) . . . . ?
C10 C5 C6 C7 -179.99(12) . . . . ?
C4 C5 C6 C7 -1.74(19) . . . . ?
C10 C5 C6 C6 -0.6(2) . . . 3_556 ?
C4 C5 C6 C6 177.65(14) . . . 3_556 ?
C6 C6 C7 C9 0.6(2) 3_556 . . . ?
C5 C6 C7 C9 179.96(12) . . . . ?
C6 C6 C7 C8 -179.47(14) 3_556 . . . ?
C5 C6 C7 C8 -0.1(2) . . . . ?
C9 C7 C8 O4 0.0(2) . . . . ?
C6 C7 C8 O4 -179.97(14) . . . . ?
C9 C7 C8 N1 178.99(12) . . . . ?
C6 C7 C8 N1 -0.99(19) . . . . ?
C6 C7 C9 C10 -0.5(2) . . . 3_556 ?
C8 C7 C9 C10 179.49(12) . . . 3_556 ?
C6 C5 C10 C9 0.53(19) . . . 3_556 ?
C4 C5 C10 C9 -177.65(12) . . . 3_556 ?
C6 C5 C10 C11 179.55(12) . . . . ?
C4 C5 C10 C11 1.4(2) . . . . ?
C5 C10 C11 C16 67.0(2) . . . . ?
C9 C10 C11 C16 -113.98(16) 3_556 . . . ?
C5 C10 C11 C12 -116.82(16) . . . . ?
C9 C10 C11 C12 62.22(17) 3_556 . . . ?
C16 C11 C12 C13 -2.4(2) . . . . ?
C10 C11 C12 C13 -178.73(14) . . . . ?
C11 C12 C13 C14 1.2(2) . . . . ?
C12 C13 C14 C15 0.5(2) . . . . ?
C13 C14 C15 C16 -0.9(3) . . . . ?
C12 C11 C16 C15 2.0(2) . . . . ?
C10 C11 C16 C15 178.19(14) . . . . ?
C14 C15 C16 C11 -0.4(2) . . . . ?
C20 O5 C17 C18 8.9(2) . . . . ?
O5 C17 C18 C19 -24.3(3) . . . . ?
C17 C18 C19 C20 29.9(3) . . . . ?
C17 O5 C20 C19 10.0(2) . . . . ?
C18 C19 C20 O5 -25.0(2) . . . . ?
O4 C8 N1 C4 -176.75(14) . . . . ?
C7 C8 N1 C4 4.3(2) . . . . ?
O4 C8 N1 C3 0.8(2) . . . . ?
C7 C8 N1 C3 -178.21(12) . . . . ?
O3 C4 N1 C8 174.87(13) . . . . ?
C5 C4 N1 C8 -6.1(2) . . . . ?
O3 C4 N1 C3 -2.70(19) . . . . ?
C5 C4 N1 C3 176.35(11) . . . . ?
C2 C3 N1 C8 -95.76(15) . . . . ?
C2 C3 N1 C4 81.99(15) . . . . ?

_refine_diff_density_max         0.198
_refine_diff_density_min         -0.218
_refine_diff_density_rms         0.034

