# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_Compound1A_AT024_EB2
_database_code_depnum_ccdc_archive 'CCDC 2324181'
loop_
_audit_author_name
_audit_author_address
'Katherine Robertson'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-01-08 deposited with the CCDC.	2024-07-08 downloaded from the CCDC.
;

#==============================================================================

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C16 H12 N2 O)'
_chemical_formula_sum            'C32 H24 N4 O2'
_chemical_formula_weight         496.55

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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                   9.4686(3)
_cell_length_b                   9.5459(4)
_cell_length_c                   14.1712(5)
_cell_angle_alpha                90.7407(19)
_cell_angle_beta                 94.8288(17)
_cell_angle_gamma                107.1627(16)
_cell_volume                     1218.54(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9813
_cell_measurement_theta_min      3.1320
_cell_measurement_theta_max      72.3803

_exptl_crystal_description       'prism (cut)'
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.353
_exptl_crystal_F_000             520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.106
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.688
_shelx_estimated_absorpt_T_min   0.931
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6456
_exptl_absorpt_correction_T_max  0.7536
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
J. Appl. Cryst. 48, 3-10.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_source            'microfocus sealed tube'
_diffrn_source_power             0.06
_diffrn_source_current           1.1
_diffrn_source_voltage           50
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            48742
_diffrn_reflns_av_unetI/netI     0.0201
_diffrn_reflns_av_R_equivalents  0.0438
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.132
_diffrn_reflns_theta_max         72.374
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4807
_reflns_number_gt                3765
_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       'Bruker Instrument Service v8.5.0.11 RC8'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0192P)²+1.8955P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0027(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4807
_refine_ls_number_parameters     350
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0937
_refine_ls_R_factor_gt           0.0681
_refine_ls_wR_factor_ref         0.1460
_refine_ls_wR_factor_gt          0.1250
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_restrained_S_all      1.206
_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 0.3797(2) 0.1491(2) 0.55911(12) 0.0394(5) Uani 1 1 d . . . . .
O2 O 0.6134(2) 0.3930(2) 0.43848(12) 0.0391(4) Uani 1 1 d . . . . .
N1 N 0.5654(2) 0.3958(2) 0.64453(13) 0.0252(4) Uani 1 1 d D . . . .
H1N H 0.582(3) 0.393(3) 0.5825(13) 0.038 Uiso 1 1 d D U . . .
N2 N 0.3593(2) 0.1725(2) 0.64454(14) 0.0306(5) Uani 1 1 d . . . . .
N3 N 0.4554(2) 0.1261(2) 0.36672(14) 0.0285(4) Uani 1 1 d D . . . .
H3N H 0.432(3) 0.146(3) 0.4236(14) 0.043 Uiso 1 1 d D U . . .
N4 N 0.6427(2) 0.3599(2) 0.35679(14) 0.0312(5) Uani 1 1 d . . . . .
C1 C 0.6452(3) 0.5000(2) 0.70993(16) 0.0262(5) Uani 1 1 d . . . . .
C2 C 0.5845(3) 0.4658(3) 0.79704(17) 0.0285(5) Uani 1 1 d . . . . .
H2 H 0.620864 0.519160 0.855534 0.034 Uiso 1 1 calc R U . . .
C3 C 0.4622(3) 0.3405(2) 0.78329(16) 0.0253(5) Uani 1 1 d . . . . .
C4 C 0.4537(3) 0.2961(2) 0.68660(16) 0.0254(5) Uani 1 1 d . . . . .
C5 C 0.7662(3) 0.6270(2) 0.68870(17) 0.0279(5) Uani 1 1 d . . . . .
C6 C 0.8730(3) 0.6985(3) 0.76149(19) 0.0359(6) Uani 1 1 d . . . . .
H6 H 0.866956 0.662519 0.823666 0.043 Uiso 1 1 calc R U . . .
C7 C 0.9876(3) 0.8216(3) 0.7438(2) 0.0410(6) Uani 1 1 d . . . . .
H7 H 1.060881 0.868153 0.793534 0.049 Uiso 1 1 calc R U . . .
C8 C 0.9957(3) 0.8770(3) 0.6536(2) 0.0416(7) Uani 1 1 d . . . . .
H8 H 1.073276 0.962427 0.641885 0.050 Uiso 1 1 calc R U . . .
C9 C 0.8906(3) 0.8075(3) 0.5808(2) 0.0379(6) Uani 1 1 d . . . . .
H9 H 0.895841 0.845455 0.519119 0.045 Uiso 1 1 calc R U . . .
C10 C 0.7769(3) 0.6820(3) 0.59783(17) 0.0309(5) Uani 1 1 d . . . . .
H10 H 0.706250 0.633503 0.547320 0.037 Uiso 1 1 calc R U . . .
C11 C 0.3598(3) 0.2737(2) 0.85372(16) 0.0250(5) Uani 1 1 d . . . . .
C12 C 0.2086(3) 0.2083(3) 0.82679(17) 0.0283(5) Uani 1 1 d . . . . .
H12 H 0.172269 0.201883 0.761823 0.034 Uiso 1 1 calc R U . . .
C13 C 0.1115(3) 0.1528(3) 0.89495(17) 0.0302(5) Uani 1 1 d . . . . .
H13 H 0.009138 0.108270 0.876127 0.036 Uiso 1 1 calc R U . . .
C14 C 0.1627(3) 0.1619(3) 0.99003(17) 0.0298(5) Uani 1 1 d . . . . .
H14 H 0.095590 0.125082 1.036373 0.036 Uiso 1 1 calc R U . . .
C15 C 0.3131(3) 0.2253(3) 1.01703(17) 0.0288(5) Uani 1 1 d . . . . .
H15 H 0.349349 0.230067 1.081934 0.035 Uiso 1 1 calc R U . . .
C16 C 0.4104(3) 0.2817(2) 0.94938(16) 0.0283(5) Uani 1 1 d . . . . .
H16 H 0.512699 0.326166 0.968570 0.034 Uiso 1 1 calc R U . . .
C17 C 0.3911(3) 0.0053(3) 0.30963(16) 0.0266(5) Uani 1 1 d . . . . .
C18 C 0.4591(3) 0.0273(3) 0.22449(16) 0.0277(5) Uani 1 1 d . . . . .
H18 H 0.436368 -0.040717 0.171827 0.033 Uiso 1 1 calc R U . . .
C19 C 0.5647(3) 0.1641(3) 0.22946(16) 0.0261(5) Uani 1 1 d . . . . .
C20 C 0.5605(3) 0.2262(3) 0.32015(16) 0.0273(5) Uani 1 1 d . . . . .
C21 C 0.2742(3) -0.1226(3) 0.33557(17) 0.0275(5) Uani 1 1 d . . . . .
C22 C 0.1886(3) -0.2204(3) 0.26434(18) 0.0329(5) Uani 1 1 d . . . . .
H22 H 0.207806 -0.203385 0.200096 0.040 Uiso 1 1 calc R U . . .
C23 C 0.0756(3) -0.3424(3) 0.28602(19) 0.0362(6) Uani 1 1 d . . . . .
H23 H 0.016829 -0.407267 0.236639 0.043 Uiso 1 1 calc R U . . .
C24 C 0.0483(3) -0.3697(3) 0.3793(2) 0.0388(6) Uani 1 1 d . . . . .
H24 H -0.029426 -0.452835 0.394354 0.047 Uiso 1 1 calc R U . . .
C25 C 0.1350(3) -0.2752(3) 0.45056(19) 0.0372(6) Uani 1 1 d . . . . .
H25 H 0.117940 -0.295147 0.514810 0.045 Uiso 1 1 calc R U . . .
C26 C 0.2465(3) -0.1517(3) 0.42969(18) 0.0338(6) Uani 1 1 d . . . . .
H26 H 0.304192 -0.086755 0.479394 0.041 Uiso 1 1 calc R U . . .
C27 C 0.6582(2) 0.2287(3) 0.15391(16) 0.0257(5) Uani 1 1 d . . . . .
C28 C 0.7179(3) 0.3798(3) 0.14644(17) 0.0282(5) Uani 1 1 d . . . . .
H28 H 0.701570 0.444752 0.192752 0.034 Uiso 1 1 calc R U . . .
C29 C 0.8012(3) 0.4363(3) 0.07175(17) 0.0309(5) Uani 1 1 d . . . . .
H29 H 0.840647 0.539432 0.067174 0.037 Uiso 1 1 calc R U . . .
C30 C 0.8269(3) 0.3428(3) 0.00399(17) 0.0318(5) Uani 1 1 d . . . . .
H30 H 0.883583 0.381742 -0.046976 0.038 Uiso 1 1 calc R U . . .
C31 C 0.7694(3) 0.1921(3) 0.01098(17) 0.0315(5) Uani 1 1 d . . . . .
H31 H 0.787628 0.127621 -0.034871 0.038 Uiso 1 1 calc R U . . .
C32 C 0.6851(3) 0.1357(3) 0.08503(16) 0.0284(5) Uani 1 1 d . . . . .
H32 H 0.645266 0.032402 0.088992 0.034 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 N2 1.269(3) . ?
O2 N4 1.271(3) . ?
N1 C1 1.354(3) . ?
N1 C4 1.380(3) . ?
N1 H1N 0.906(17) . ?
N2 C4 1.347(3) . ?
N3 C17 1.354(3) . ?
N3 C20 1.381(3) . ?
N3 H3N 0.886(17) . ?
N4 C20 1.354(3) . ?
C1 C2 1.407(3) . ?
C1 C5 1.456(3) . ?
C2 C3 1.396(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.418(3) . ?
C3 C11 1.469(3) . ?
C5 C6 1.397(3) . ?
C5 C10 1.397(3) . ?
C6 C7 1.386(4) . ?
C6 H6 0.9500 . ?
C7 C8 1.390(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.384(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.394(3) . ?
C9 H9 0.9500 . ?
C10 H10 0.9500 . ?
C11 C16 1.393(3) . ?
C11 C12 1.400(3) . ?
C12 C13 1.391(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.386(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.391(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.388(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.404(3) . ?
C17 C21 1.461(3) . ?
C18 C19 1.388(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.417(3) . ?
C19 C27 1.471(3) . ?
C21 C22 1.392(3) . ?
C21 C26 1.396(3) . ?
C22 C23 1.387(3) . ?
C22 H22 0.9500 . ?
C23 C24 1.382(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.381(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.386(4) . ?
C25 H25 0.9500 . ?
C26 H26 0.9500 . ?
C27 C28 1.394(3) . ?
C27 C32 1.400(3) . ?
C28 C29 1.392(3) . ?
C28 H28 0.9500 . ?
C29 C30 1.386(3) . ?
C29 H29 0.9500 . ?
C30 C31 1.388(3) . ?
C30 H30 0.9500 . ?
C31 C32 1.389(3) . ?
C31 H31 0.9500 . ?
C32 H32 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 N1 C4 109.43(19) . . ?
C1 N1 H1N 125.4(18) . . ?
C4 N1 H1N 125.2(18) . . ?
O1 N2 C4 114.9(2) . . ?
C17 N3 C20 109.68(19) . . ?
C17 N3 H3N 128(2) . . ?
C20 N3 H3N 122(2) . . ?
O2 N4 C20 115.3(2) . . ?
N1 C1 C2 107.8(2) . . ?
N1 C1 C5 124.1(2) . . ?
C2 C1 C5 128.1(2) . . ?
C3 C2 C1 108.7(2) . . ?
C3 C2 H2 125.6 . . ?
C1 C2 H2 125.6 . . ?
C2 C3 C4 105.7(2) . . ?
C2 C3 C11 126.7(2) . . ?
C4 C3 C11 127.5(2) . . ?
N2 C4 N1 125.8(2) . . ?
N2 C4 C3 125.8(2) . . ?
N1 C4 C3 108.32(19) . . ?
C6 C5 C10 118.8(2) . . ?
C6 C5 C1 119.3(2) . . ?
C10 C5 C1 121.9(2) . . ?
C7 C6 C5 120.6(3) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C6 C7 C8 120.2(3) . . ?
C6 C7 H7 119.9 . . ?
C8 C7 H7 119.9 . . ?
C9 C8 C7 119.9(2) . . ?
C9 C8 H8 120.1 . . ?
C7 C8 H8 120.1 . . ?
C8 C9 C10 120.1(3) . . ?
C8 C9 H9 119.9 . . ?
C10 C9 H9 119.9 . . ?
C9 C10 C5 120.5(2) . . ?
C9 C10 H10 119.8 . . ?
C5 C10 H10 119.8 . . ?
C16 C11 C12 118.8(2) . . ?
C16 C11 C3 120.3(2) . . ?
C12 C11 C3 120.7(2) . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 119.9 . . ?
C11 C12 H12 119.9 . . ?
C14 C13 C12 120.7(2) . . ?
C14 C13 H13 119.7 . . ?
C12 C13 H13 119.7 . . ?
C13 C14 C15 119.4(2) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 120.2(2) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
C15 C16 C11 120.8(2) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
N3 C17 C18 107.3(2) . . ?
N3 C17 C21 124.6(2) . . ?
C18 C17 C21 128.1(2) . . ?
C19 C18 C17 109.2(2) . . ?
C19 C18 H18 125.4 . . ?
C17 C18 H18 125.4 . . ?
C18 C19 C20 105.8(2) . . ?
C18 C19 C27 125.8(2) . . ?
C20 C19 C27 128.4(2) . . ?
N4 C20 N3 124.6(2) . . ?
N4 C20 C19 127.4(2) . . ?
N3 C20 C19 108.0(2) . . ?
C22 C21 C26 118.7(2) . . ?
C22 C21 C17 119.1(2) . . ?
C26 C21 C17 122.2(2) . . ?
C23 C22 C21 120.8(2) . . ?
C23 C22 H22 119.6 . . ?
C21 C22 H22 119.6 . . ?
C24 C23 C22 120.1(2) . . ?
C24 C23 H23 119.9 . . ?
C22 C23 H23 119.9 . . ?
C25 C24 C23 119.4(2) . . ?
C25 C24 H24 120.3 . . ?
C23 C24 H24 120.3 . . ?
C24 C25 C26 121.0(2) . . ?
C24 C25 H25 119.5 . . ?
C26 C25 H25 119.5 . . ?
C25 C26 C21 120.0(2) . . ?
C25 C26 H26 120.0 . . ?
C21 C26 H26 120.0 . . ?
C28 C27 C32 118.4(2) . . ?
C28 C27 C19 122.5(2) . . ?
C32 C27 C19 119.0(2) . . ?
C29 C28 C27 120.6(2) . . ?
C29 C28 H28 119.7 . . ?
C27 C28 H28 119.7 . . ?
C30 C29 C28 120.4(2) . . ?
C30 C29 H29 119.8 . . ?
C28 C29 H29 119.8 . . ?
C29 C30 C31 119.7(2) . . ?
C29 C30 H30 120.2 . . ?
C31 C30 H30 120.2 . . ?
C30 C31 C32 120.0(2) . . ?
C30 C31 H31 120.0 . . ?
C32 C31 H31 120.0 . . ?
C31 C32 C27 121.0(2) . . ?
C31 C32 H32 119.5 . . ?
C27 C32 H32 119.5 . . ?

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
C4 N1 C1 C2 0.7(3) . . . . ?
C4 N1 C1 C5 -176.3(2) . . . . ?
N1 C1 C2 C3 -1.9(3) . . . . ?
C5 C1 C2 C3 175.0(2) . . . . ?
C1 C2 C3 C4 2.3(3) . . . . ?
C1 C2 C3 C11 -175.0(2) . . . . ?
O1 N2 C4 N1 0.8(3) . . . . ?
O1 N2 C4 C3 -174.5(2) . . . . ?
C1 N1 C4 N2 -175.2(2) . . . . ?
C1 N1 C4 C3 0.8(3) . . . . ?
C2 C3 C4 N2 174.0(2) . . . . ?
C11 C3 C4 N2 -8.6(4) . . . . ?
C2 C3 C4 N1 -1.9(3) . . . . ?
C11 C3 C4 N1 175.4(2) . . . . ?
N1 C1 C5 C6 -157.8(2) . . . . ?
C2 C1 C5 C6 25.7(4) . . . . ?
N1 C1 C5 C10 23.8(4) . . . . ?
C2 C1 C5 C10 -152.6(2) . . . . ?
C10 C5 C6 C7 -0.2(4) . . . . ?
C1 C5 C6 C7 -178.6(2) . . . . ?
C5 C6 C7 C8 1.4(4) . . . . ?
C6 C7 C8 C9 -1.2(4) . . . . ?
C7 C8 C9 C10 -0.2(4) . . . . ?
C8 C9 C10 C5 1.3(4) . . . . ?
C6 C5 C10 C9 -1.2(4) . . . . ?
C1 C5 C10 C9 177.2(2) . . . . ?
C2 C3 C11 C16 -31.9(3) . . . . ?
C4 C3 C11 C16 151.3(2) . . . . ?
C2 C3 C11 C12 144.5(2) . . . . ?
C4 C3 C11 C12 -32.3(4) . . . . ?
C16 C11 C12 C13 0.1(3) . . . . ?
C3 C11 C12 C13 -176.4(2) . . . . ?
C11 C12 C13 C14 0.2(4) . . . . ?
C12 C13 C14 C15 -0.9(4) . . . . ?
C13 C14 C15 C16 1.3(3) . . . . ?
C14 C15 C16 C11 -1.0(3) . . . . ?
C12 C11 C16 C15 0.3(3) . . . . ?
C3 C11 C16 C15 176.8(2) . . . . ?
C20 N3 C17 C18 1.2(3) . . . . ?
C20 N3 C17 C21 -179.6(2) . . . . ?
N3 C17 C18 C19 -0.8(3) . . . . ?
C21 C17 C18 C19 180.0(2) . . . . ?
C17 C18 C19 C20 0.1(3) . . . . ?
C17 C18 C19 C27 -179.0(2) . . . . ?
O2 N4 C20 N3 -2.7(3) . . . . ?
O2 N4 C20 C19 176.9(2) . . . . ?
C17 N3 C20 N4 178.6(2) . . . . ?
C17 N3 C20 C19 -1.1(3) . . . . ?
C18 C19 C20 N4 -179.0(2) . . . . ?
C27 C19 C20 N4 0.0(4) . . . . ?
C18 C19 C20 N3 0.6(3) . . . . ?
C27 C19 C20 N3 179.7(2) . . . . ?
N3 C17 C21 C22 162.1(2) . . . . ?
C18 C17 C21 C22 -18.7(4) . . . . ?
N3 C17 C21 C26 -18.9(4) . . . . ?
C18 C17 C21 C26 160.3(2) . . . . ?
C26 C21 C22 C23 1.6(4) . . . . ?
C17 C21 C22 C23 -179.4(2) . . . . ?
C21 C22 C23 C24 -1.1(4) . . . . ?
C22 C23 C24 C25 -0.4(4) . . . . ?
C23 C24 C25 C26 1.5(4) . . . . ?
C24 C25 C26 C21 -1.1(4) . . . . ?
C22 C21 C26 C25 -0.5(4) . . . . ?
C17 C21 C26 C25 -179.5(2) . . . . ?
C18 C19 C27 C28 154.6(2) . . . . ?
C20 C19 C27 C28 -24.3(4) . . . . ?
C18 C19 C27 C32 -23.5(4) . . . . ?
C20 C19 C27 C32 157.6(2) . . . . ?
C32 C27 C28 C29 0.5(3) . . . . ?
C19 C27 C28 C29 -177.6(2) . . . . ?
C27 C28 C29 C30 -0.5(4) . . . . ?
C28 C29 C30 C31 -0.2(4) . . . . ?
C29 C30 C31 C32 0.7(4) . . . . ?
C30 C31 C32 C27 -0.7(4) . . . . ?
C28 C27 C32 C31 0.0(3) . . . . ?
C19 C27 C32 C31 178.2(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
N1 H1N O2 0.906(17) 2.088(18) 2.994(3) 177(3) . yes
N3 H3N O1 0.886(17) 2.025(18) 2.899(3) 168(3) . yes

_refine_diff_density_max         0.291
_refine_diff_density_min         -0.319
_refine_diff_density_rms         0.068

####################################################################### 
# 
# 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_Compound8C_AT022_EB1
_database_code_depnum_ccdc_archive 'CCDC 2324182'
loop_
_audit_author_name
_audit_author_address
'Katherine Robertson'
;Saint Marys University
Canada
;
_audit_update_record             
;
2024-01-08 deposited with the CCDC.	2024-07-08 downloaded from the CCDC.
;

#============================================================================== 

_audit_creation_method           SHELXL-2019/3
_shelx_SHELXL_version_number     2019/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C22 H25 N3 O5)'
_chemical_formula_sum            'C44 H50 N6 O10'
_chemical_formula_weight         822.90

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

_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                   10.8638(5)
_cell_length_b                   12.1680(6)
_cell_length_c                   16.7951(8)
_cell_angle_alpha                73.7257(17)
_cell_angle_beta                 84.4334(17)
_cell_angle_gamma                82.2936(17)
_cell_volume                     2107.82(18)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9706
_cell_measurement_theta_min      2.4347
_cell_measurement_theta_max      30.2235

_exptl_crystal_description       'pointed plate (cut)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_F_000             872
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.057
_exptl_absorpt_coefficient_mu    0.093
_shelx_estimated_absorpt_T_min   0.986
_shelx_estimated_absorpt_T_max   0.995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7211
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
J. Appl. Cryst. 48, 3-10.
;
_exptl_absorpt_special_details   ?

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_source_type              'Incoatec I\mS 3.0'
_diffrn_source_source            'microfocus sealed tube'
_diffrn_source_power             0.07
_diffrn_source_current           1.4
_diffrn_source_voltage           50
_diffrn_radiation_monochromator  'multilayer mirror'
_diffrn_measurement_device       'κ--geometry diffractometer'
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_detector                 '100 \\times 140 mm^2^ CMOS sensor'
_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            154108
_diffrn_reflns_av_unetI/netI     0.0228
_diffrn_reflns_av_R_equivalents  0.0464
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         1.895
_diffrn_reflns_theta_max         30.521
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12867
_reflns_number_gt                9415
_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       'Bruker Instrument Service v8.5.0.11 RC8'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT-2014 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.1008P)²+0.8173P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.081(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         12867
_refine_ls_number_parameters     722
_refine_ls_number_restraints     1078
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0644
_refine_ls_wR_factor_ref         0.2034
_refine_ls_wR_factor_gt          0.1613
_refine_ls_goodness_of_fit_ref   1.122
_refine_ls_restrained_S_all      1.100
_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 0.0857(2) -0.10702(16) 0.11007(11) 0.0712(5) Uani 1 1 d . . . . .
O3 O -0.09732(11) 0.27021(13) 0.32990(7) 0.0424(3) Uani 1 1 d . . . . .
O4 O -0.09851(10) 0.22523(12) 0.46828(7) 0.0365(3) Uani 1 1 d . . . . .
O5 O 0.49490(10) 0.07400(12) 0.40668(7) 0.0382(3) Uani 1 1 d D . . . .
H5O H 0.547(2) 0.031(2) 0.4410(15) 0.070(8) Uiso 1 1 d D . . . .
O6 O 0.39579(16) 0.63350(16) 0.38494(11) 0.0631(5) Uani 1 1 d . . . . .
O8 O 0.42593(12) 0.24241(13) 0.17635(7) 0.0418(3) Uani 1 1 d . . . . .
O9 O 0.45509(11) 0.29281(12) 0.03768(7) 0.0384(3) Uani 1 1 d . . . . .
O10 O 0.98453(10) 0.44230(11) 0.09724(7) 0.0348(3) Uani 1 1 d D . . . .
H10O H 1.035(2) 0.482(2) 0.0616(14) 0.059(7) Uiso 1 1 d D . . . .
N1 N 0.08937(12) 0.20155(13) 0.17796(8) 0.0308(3) Uani 1 1 d D . . . .
H1N H 0.0665(19) 0.2760(13) 0.1578(12) 0.036(5) Uiso 1 1 d D . . . .
N2 N 0.29387(11) 0.18231(12) 0.33791(8) 0.0298(3) Uani 1 1 d D . . . .
H2N H 0.3565(19) 0.172(2) 0.3034(13) 0.050(6) Uiso 1 1 d D . . . .
N3 N 0.38580(12) 0.07406(13) 0.46266(8) 0.0332(3) Uani 1 1 d . . . . .
N4 N 0.53934(12) 0.31731(13) 0.32882(8) 0.0318(3) Uani 1 1 d D . . . .
H4N H 0.538(2) 0.2420(14) 0.3510(13) 0.041(6) Uiso 1 1 d D . . . .
N5 N 0.78992(11) 0.34112(12) 0.17053(8) 0.0289(3) Uani 1 1 d D . . . .
H5N H 0.8417(18) 0.3472(18) 0.2052(12) 0.039(5) Uiso 1 1 d D . . . .
N6 N 0.89278(12) 0.43561(12) 0.04295(8) 0.0313(3) Uani 1 1 d . . . . .
C1 C 0.13609(13) 0.15245(14) 0.25524(9) 0.0286(3) Uani 1 1 d . . . . .
C2 C 0.15303(14) 0.03514(14) 0.26759(10) 0.0318(3) Uani 1 1 d . . . . .
C3 C 0.11697(15) 0.01381(15) 0.19330(10) 0.0349(3) Uani 1 1 d . . . . .
C4 C 0.07671(15) 0.11975(16) 0.13977(10) 0.0348(3) Uani 1 1 d . . . . .
C5 C 0.19962(18) -0.05197(16) 0.34426(11) 0.0404(4) Uani 1 1 d . . . . .
H5A H 0.288750 -0.048585 0.346736 0.061 Uiso 1 1 calc R U . . .
H5B H 0.186067 -0.129247 0.342495 0.061 Uiso 1 1 calc R U . . .
H5C H 0.154454 -0.034917 0.393592 0.061 Uiso 1 1 calc R U . . .
C6 C 0.11946(18) -0.09540(17) 0.17261(12) 0.0423(4) Uani 1 1 d D . . . .
O2A O 0.1776(4) -0.1862(5) 0.2293(4) 0.0508(10) Uani 0.616(10) 1 d D U P A 1
C7A C 0.1596(6) -0.3038(6) 0.2304(5) 0.0567(12) Uani 0.616(10) 1 d D U P A 1
H7A H 0.234232 -0.356359 0.251348 0.068 Uiso 0.616(10) 1 calc R U P A 1
H7B H 0.150821 -0.306677 0.172889 0.068 Uiso 0.616(10) 1 calc R U P A 1
C8A C 0.0466(16) -0.3451(18) 0.2840(5) 0.0607(12) Uani 0.616(10) 1 d D U P A 1
C9A C -0.0447(11) -0.3869(15) 0.2520(6) 0.0688(15) Uani 0.616(10) 1 d D U P A 1
H9A H -0.039869 -0.382593 0.194487 0.083 Uiso 0.616(10) 1 calc R U P A 1
C10A C -0.1443(7) -0.4357(8) 0.3037(5) 0.0693(14) Uani 0.616(10) 1 d D U P A 1
H10A H -0.197181 -0.476037 0.283012 0.083 Uiso 0.616(10) 1 calc R U P A 1
C11A C -0.1664(7) -0.4262(7) 0.3826(5) 0.0806(16) Uani 0.616(10) 1 d D U P A 1
H11A H -0.239099 -0.451855 0.414723 0.097 Uiso 0.616(10) 1 calc R U P A 1
C12A C -0.0802(9) -0.3781(6) 0.4158(4) 0.0876(16) Uani 0.616(10) 1 d D U P A 1
H12A H -0.092571 -0.372125 0.471280 0.105 Uiso 0.616(10) 1 calc R U P A 1
C13A C 0.0245(8) -0.3389(6) 0.3658(4) 0.0732(14) Uani 0.616(10) 1 d D U P A 1
H13A H 0.082925 -0.306745 0.388653 0.088 Uiso 0.616(10) 1 calc R U P A 1
O2B O 0.1355(13) -0.1838(7) 0.2360(6) 0.084(3) Uani 0.384(10) 1 d D U P A 2
C7B C 0.1299(14) -0.2951(11) 0.2186(8) 0.071(2) Uani 0.384(10) 1 d D U P A 2
H7C H 0.212184 -0.341715 0.222905 0.085 Uiso 0.384(10) 1 calc R U P A 2
H7D H 0.100592 -0.283883 0.162543 0.085 Uiso 0.384(10) 1 calc R U P A 2
C8B C 0.039(3) -0.350(3) 0.2845(8) 0.0647(18) Uani 0.384(10) 1 d D U P A 2
C9B C -0.0587(18) -0.396(2) 0.2634(10) 0.068(2) Uani 0.384(10) 1 d D U P A 2
H9B H -0.064568 -0.403243 0.209057 0.081 Uiso 0.384(10) 1 calc R U P A 2
C10B C -0.1475(15) -0.4302(15) 0.3274(9) 0.082(2) Uani 0.384(10) 1 d D U P A 2
H10B H -0.225251 -0.444966 0.313443 0.098 Uiso 0.384(10) 1 calc R U P A 2
C11B C -0.1310(12) -0.4439(12) 0.4072(8) 0.081(2) Uani 0.384(10) 1 d D U P A 2
H11B H -0.192811 -0.472523 0.449178 0.097 Uiso 0.384(10) 1 calc R U P A 2
C12B C -0.0184(13) -0.4146(10) 0.4278(7) 0.0846(19) Uani 0.384(10) 1 d D U P A
2
H12B H -0.005423 -0.421804 0.484280 0.101 Uiso 0.384(10) 1 calc R U P A 2
C13B C 0.0753(12) -0.3746(9) 0.3651(6) 0.0737(18) Uani 0.384(10) 1 d D U P A 2
H13B H 0.156182 -0.365303 0.377336 0.088 Uiso 0.384(10) 1 calc R U P A 2
C14 C 0.0279(2) 0.15120(19) 0.05528(12) 0.0467(4) Uani 1 1 d . . . . .
H14A H -0.059442 0.136471 0.060208 0.070 Uiso 1 1 calc R U . . .
H14B H 0.076891 0.104715 0.021744 0.070 Uiso 1 1 calc R U . . .
H14C H 0.034045 0.233059 0.028414 0.070 Uiso 1 1 calc R U . . .
C15 C 0.16836(13) 0.22374(13) 0.30949(9) 0.0276(3) Uani 1 1 d . . . . .
C16 C 0.09308(13) 0.20047(13) 0.39286(9) 0.0280(3) Uani 1 1 d . . . . .
C17 C 0.16520(13) 0.14598(14) 0.45655(9) 0.0292(3) Uani 1 1 d . . . . .
C18 C 0.29314(13) 0.13026(13) 0.42011(9) 0.0287(3) Uani 1 1 d . . . . .
C19 C 0.16277(15) 0.35285(14) 0.26484(10) 0.0340(3) Uani 1 1 d . . . . .
H19A H 0.186755 0.394155 0.302296 0.051 Uiso 1 1 calc R U . . .
H19B H 0.077843 0.382390 0.248528 0.051 Uiso 1 1 calc R U . . .
H19C H 0.220140 0.364409 0.215196 0.051 Uiso 1 1 calc R U . . .
C20 C -0.04257(13) 0.23570(14) 0.39305(9) 0.0300(3) Uani 1 1 d . . . . .
C21 C -0.23199(15) 0.25804(18) 0.47018(11) 0.0415(4) Uani 1 1 d . . . . .
H21A H -0.251216 0.329318 0.426392 0.062 Uiso 1 1 calc R U . . .
H21B H -0.260986 0.270417 0.524428 0.062 Uiso 1 1 calc R U . . .
H21C H -0.273904 0.196556 0.461014 0.062 Uiso 1 1 calc R U . . .
C22 C 0.13521(16) 0.10011(19) 0.54746(10) 0.0432(4) Uani 1 1 d . . . . .
H22A H 0.045875 0.117499 0.559857 0.065 Uiso 1 1 calc R U . . .
H22B H 0.182260 0.136183 0.578258 0.065 Uiso 1 1 calc R U . . .
H22C H 0.157774 0.016489 0.564000 0.065 Uiso 1 1 calc R U . . .
C23 C 0.59522(13) 0.36744(13) 0.25156(9) 0.0284(3) Uani 1 1 d . . . . .
C24 C 0.57485(15) 0.48456(15) 0.23817(10) 0.0331(3) Uani 1 1 d . . . . .
C25 C 0.50491(15) 0.50505(16) 0.31094(11) 0.0376(3) Uani 1 1 d . . . . .
C26 C 0.48365(15) 0.39928(17) 0.36492(10) 0.0368(3) Uani 1 1 d . . . . .
C27 C 0.61442(18) 0.57370(16) 0.16156(11) 0.0408(4) Uani 1 1 d . . . . .
H27A H 0.692075 0.600039 0.170434 0.061 Uiso 1 1 calc R U . . .
H27B H 0.549448 0.639206 0.149846 0.061 Uiso 1 1 calc R U . . .
H27C H 0.627565 0.540058 0.114363 0.061 Uiso 1 1 calc R U . . .
C28 C 0.46933(18) 0.61484(19) 0.33051(14) 0.0479(4) Uani 1 1 d D . . . .
O7A O 0.5260(12) 0.6987(7) 0.2744(7) 0.069(2) Uani 0.688(18) 1 d D U P B 1
C29A C 0.4969(7) 0.8156(5) 0.2807(5) 0.0669(15) Uani 0.688(18) 1 d D U P B 1
H29A H 0.519350 0.821766 0.334870 0.080 Uiso 0.688(18) 1 calc R U P B 1
H29B H 0.407118 0.841557 0.274580 0.080 Uiso 0.688(18) 1 calc R U P B 1
C30A C 0.5735(6) 0.8857(7) 0.2109(5) 0.0599(12) Uani 0.688(18) 1 d D U P B 1
C31A C 0.7036(7) 0.8665(8) 0.2083(6) 0.0624(13) Uani 0.688(18) 1 d D U P B 1
H31A H 0.743497 0.813170 0.253747 0.075 Uiso 0.688(18) 1 calc R U P B 1
C32A C 0.7749(7) 0.9241(8) 0.1407(6) 0.0661(14) Uani 0.688(18) 1 d D U P B 1
H32A H 0.863097 0.909269 0.139615 0.079 Uiso 0.688(18) 1 calc R U P B 1
C33A C 0.7179(7) 1.0036(7) 0.0742(5) 0.0623(12) Uani 0.688(18) 1 d D U P B 1
H33A H 0.766548 1.044601 0.028155 0.075 Uiso 0.688(18) 1 calc R U P B 1
C34A C 0.5910(8) 1.0220(6) 0.0761(5) 0.0668(13) Uani 0.688(18) 1 d D U P B 1
H34A H 0.551834 1.075505 0.030408 0.080 Uiso 0.688(18) 1 calc R U P B 1
C35A C 0.5184(6) 0.9645(7) 0.1429(6) 0.0672(14) Uani 0.688(18) 1 d D U P B 1
H35A H 0.430325 0.978729 0.142643 0.081 Uiso 0.688(18) 1 calc R U P B 1
O7B O 0.547(3) 0.6919(15) 0.2918(17) 0.074(5) Uani 0.312(18) 1 d D U P B 2
C29B C 0.5381(16) 0.8034(11) 0.3065(10) 0.068(2) Uani 0.312(18) 1 d D U P B 2
H29C H 0.587610 0.800948 0.353598 0.081 Uiso 0.312(18) 1 calc R U P B 2
H29D H 0.450533 0.831556 0.318803 0.081 Uiso 0.312(18) 1 calc R U P B 2
C30B C 0.5902(15) 0.8789(18) 0.2267(11) 0.063(2) Uani 0.312(18) 1 d D U P B 2
C31B C 0.7180(15) 0.8822(19) 0.2072(13) 0.064(2) Uani 0.312(18) 1 d D U P B 2
H31B H 0.775091 0.840829 0.247449 0.077 Uiso 0.312(18) 1 calc R U P B 2
C32B C 0.7628(16) 0.9449(19) 0.1300(12) 0.064(2) Uani 0.312(18) 1 d D U P B 2
H32B H 0.849952 0.942593 0.116542 0.076 Uiso 0.312(18) 1 calc R U P B 2
C33B C 0.6804(17) 1.0108(16) 0.0725(11) 0.066(2) Uani 0.312(18) 1 d D U P B 2
H33B H 0.709848 1.054349 0.019401 0.079 Uiso 0.312(18) 1 calc R U P B 2
C34B C 0.5565(15) 1.0116(15) 0.0938(11) 0.069(2) Uani 0.312(18) 1 d D U P B 2
H34B H 0.500032 1.059485 0.055383 0.082 Uiso 0.312(18) 1 calc R U P B 2
C35B C 0.5086(14) 0.9465(16) 0.1684(11) 0.064(2) Uani 0.312(18) 1 d D U P B 2
H35B H 0.421159 0.947549 0.179930 0.076 Uiso 0.312(18) 1 calc R U P B 2
C36 C 0.4173(2) 0.3686(2) 0.44901(12) 0.0507(5) Uani 1 1 d . . . . .
H36A H 0.327249 0.380907 0.443193 0.076 Uiso 1 1 calc R U . . .
H36B H 0.439327 0.417343 0.481883 0.076 Uiso 1 1 calc R U . . .
H36C H 0.441858 0.287532 0.477107 0.076 Uiso 1 1 calc R U . . .
C37 C 0.66974(13) 0.29582(13) 0.19880(9) 0.0272(3) Uani 1 1 d . . . . .
C38 C 0.61480(13) 0.31447(13) 0.11540(9) 0.0280(3) Uani 1 1 d . . . . .
C39 C 0.69169(13) 0.36408(14) 0.05134(9) 0.0289(3) Uani 1 1 d . . . . .
C40 C 0.80262(13) 0.38379(13) 0.08755(9) 0.0276(3) Uani 1 1 d . . . . .
C41 C 0.69197(15) 0.16759(14) 0.24475(10) 0.0338(3) Uani 1 1 d . . . . .
H41A H 0.744365 0.126556 0.208954 0.051 Uiso 1 1 calc R U . . .
H41B H 0.611988 0.135739 0.258954 0.051 Uiso 1 1 calc R U . . .
H41C H 0.733774 0.158472 0.295735 0.051 Uiso 1 1 calc R U . . .
C42 C 0.49035(14) 0.27955(14) 0.11405(10) 0.0310(3) Uani 1 1 d . . . . .
C43 C 0.33467(18) 0.2563(2) 0.03341(12) 0.0471(5) Uani 1 1 d . . . . .
H43A H 0.323568 0.185736 0.077852 0.071 Uiso 1 1 calc R U . . .
H43B H 0.330301 0.241473 -0.020607 0.071 Uiso 1 1 calc R U . . .
H43C H 0.268830 0.317105 0.040092 0.071 Uiso 1 1 calc R U . . .
C44 C 0.67873(17) 0.39936(19) -0.04032(10) 0.0427(4) Uani 1 1 d . . . . .
H44A H 0.684884 0.330532 -0.060504 0.064 Uiso 1 1 calc R U . . .
H44B H 0.745131 0.446337 -0.068065 0.064 Uiso 1 1 calc R U . . .
H44C H 0.597658 0.444355 -0.052558 0.064 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.196(2) . ?
O3 C20 1.2088(18) . ?
O4 C20 1.3279(18) . ?
O4 C21 1.4512(19) . ?
O5 N3 1.4397(17) . ?
O5 H5O 0.863(17) . ?
O6 C28 1.205(2) . ?
O8 C42 1.2110(18) . ?
O9 C42 1.3345(19) . ?
O9 C43 1.451(2) . ?
O10 N6 1.4392(16) . ?
O10 H10O 0.862(16) . ?
N1 C4 1.354(2) . ?
N1 C1 1.3824(19) . ?
N1 H1N 0.884(15) . ?
N2 C18 1.3478(18) . ?
N2 C15 1.4657(18) . ?
N2 H2N 0.871(16) . ?
N3 C18 1.2933(19) . ?
N4 C26 1.354(2) . ?
N4 C23 1.3883(18) . ?
N4 H4N 0.889(15) . ?
N5 C40 1.3443(18) . ?
N5 C37 1.4697(18) . ?
N5 H5N 0.872(15) . ?
N6 C40 1.2949(18) . ?
C1 C2 1.373(2) . ?
C1 C15 1.514(2) . ?
C2 C3 1.443(2) . ?
C2 C5 1.502(2) . ?
C3 C4 1.392(2) . ?
C3 C6 1.461(3) . ?
C4 C14 1.493(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 O2B 1.291(9) . ?
C6 O2A 1.366(5) . ?
O2A C7A 1.465(7) . ?
C7A C8A 1.506(8) . ?
C7A H7A 0.9900 . ?
C7A H7B 0.9900 . ?
C8A C9A 1.386(8) . ?
C8A C13A 1.392(10) . ?
C9A C10A 1.406(8) . ?
C9A H9A 0.9500 . ?
C10A C11A 1.356(8) . ?
C10A H10A 0.9500 . ?
C11A C12A 1.401(9) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.401(8) . ?
C12A H12A 0.9500 . ?
C13A H13A 0.9500 . ?
O2B C7B 1.474(12) . ?
C7B C8B 1.485(12) . ?
C7B H7C 0.9900 . ?
C7B H7D 0.9900 . ?
C8B C9B 1.376(12) . ?
C8B C13B 1.389(15) . ?
C9B C10B 1.384(13) . ?
C9B H9B 0.9500 . ?
C10B C11B 1.331(12) . ?
C10B H10B 0.9500 . ?
C11B C12B 1.418(12) . ?
C11B H11B 0.9500 . ?
C12B C13B 1.421(11) . ?
C12B H12B 0.9500 . ?
C13B H13B 0.9500 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 C16 1.526(2) . ?
C15 C19 1.535(2) . ?
C16 C17 1.3503(19) . ?
C16 C20 1.478(2) . ?
C17 C18 1.474(2) . ?
C17 C22 1.491(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C24 1.370(2) . ?
C23 C37 1.518(2) . ?
C24 C25 1.440(2) . ?
C24 C27 1.501(2) . ?
C25 C26 1.385(3) . ?
C25 C28 1.458(3) . ?
C26 C36 1.494(2) . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 O7B 1.333(13) . ?
C28 O7A 1.351(7) . ?
O7A C29A 1.447(7) . ?
C29A C30A 1.495(6) . ?
C29A H29A 0.9900 . ?
C29A H29B 0.9900 . ?
C30A C35A 1.395(7) . ?
C30A C31A 1.400(7) . ?
C31A C32A 1.381(7) . ?
C31A H31A 0.9500 . ?
C32A C33A 1.391(7) . ?
C32A H32A 0.9500 . ?
C33A C34A 1.365(6) . ?
C33A H33A 0.9500 . ?
C34A C35A 1.382(6) . ?
C34A H34A 0.9500 . ?
C35A H35A 0.9500 . ?
O7B C29B 1.435(13) . ?
C29B C30B 1.504(12) . ?
C29B H29C 0.9900 . ?
C29B H29D 0.9900 . ?
C30B C35B 1.393(13) . ?
C30B C31B 1.399(13) . ?
C31B C32B 1.386(13) . ?
C31B H31B 0.9500 . ?
C32B C33B 1.385(13) . ?
C32B H32B 0.9500 . ?
C33B C34B 1.359(12) . ?
C33B H33B 0.9500 . ?
C34B C35B 1.376(13) . ?
C34B H34B 0.9500 . ?
C35B H35B 0.9500 . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 C38 1.522(2) . ?
C37 C41 1.533(2) . ?
C38 C39 1.3478(19) . ?
C38 C42 1.474(2) . ?
C39 C40 1.477(2) . ?
C39 C44 1.493(2) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 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
C20 O4 C21 115.31(12) . . ?
N3 O5 H5O 99.3(19) . . ?
C42 O9 C43 115.64(13) . . ?
N6 O10 H10O 100.0(18) . . ?
C4 N1 C1 110.91(14) . . ?
C4 N1 H1N 124.7(14) . . ?
C1 N1 H1N 124.2(14) . . ?
C18 N2 C15 112.46(12) . . ?
C18 N2 H2N 122.8(16) . . ?
C15 N2 H2N 121.5(16) . . ?
C18 N3 O5 108.25(12) . . ?
C26 N4 C23 110.59(14) . . ?
C26 N4 H4N 124.4(15) . . ?
C23 N4 H4N 125.0(15) . . ?
C40 N5 C37 112.68(12) . . ?
C40 N5 H5N 124.7(14) . . ?
C37 N5 H5N 122.2(14) . . ?
C40 N6 O10 108.72(11) . . ?
C2 C1 N1 107.88(14) . . ?
C2 C1 C15 129.46(13) . . ?
N1 C1 C15 122.52(14) . . ?
C1 C2 C3 106.48(14) . . ?
C1 C2 C5 125.81(15) . . ?
C3 C2 C5 127.71(16) . . ?
C4 C3 C2 107.62(15) . . ?
C4 C3 C6 123.03(16) . . ?
C2 C3 C6 129.35(16) . . ?
N1 C4 C3 107.08(14) . . ?
N1 C4 C14 121.13(16) . . ?
C3 C4 C14 131.78(17) . . ?
C2 C5 H5A 109.5 . . ?
C2 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C2 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O1 C6 O2B 119.6(5) . . ?
O1 C6 O2A 121.1(3) . . ?
O1 C6 C3 125.8(2) . . ?
O2B C6 C3 112.9(5) . . ?
O2A C6 C3 112.8(3) . . ?
C6 O2A C7A 119.3(4) . . ?
O2A C7A C8A 112.4(9) . . ?
O2A C7A H7A 109.1 . . ?
C8A C7A H7A 109.1 . . ?
O2A C7A H7B 109.1 . . ?
C8A C7A H7B 109.1 . . ?
H7A C7A H7B 107.9 . . ?
C9A C8A C13A 116.4(8) . . ?
C9A C8A C7A 120.7(7) . . ?
C13A C8A C7A 122.9(7) . . ?
C8A C9A C10A 120.9(8) . . ?
C8A C9A H9A 119.6 . . ?
C10A C9A H9A 119.6 . . ?
C11A C10A C9A 121.3(7) . . ?
C11A C10A H10A 119.3 . . ?
C9A C10A H10A 119.3 . . ?
C10A C11A C12A 119.0(6) . . ?
C10A C11A H11A 120.5 . . ?
C12A C11A H11A 120.5 . . ?
C13A C12A C11A 118.8(6) . . ?
C13A C12A H12A 120.6 . . ?
C11A C12A H12A 120.6 . . ?
C8A C13A C12A 122.9(6) . . ?
C8A C13A H13A 118.6 . . ?
C12A C13A H13A 118.6 . . ?
C6 O2B C7B 114.3(9) . . ?
O2B C7B C8B 102.8(14) . . ?
O2B C7B H7C 111.2 . . ?
C8B C7B H7C 111.2 . . ?
O2B C7B H7D 111.2 . . ?
C8B C7B H7D 111.2 . . ?
H7C C7B H7D 109.1 . . ?
C9B C8B C13B 123.6(12) . . ?
C9B C8B C7B 119.7(11) . . ?
C13B C8B C7B 115.0(13) . . ?
C8B C9B C10B 114.8(13) . . ?
C8B C9B H9B 122.6 . . ?
C10B C9B H9B 122.6 . . ?
C11B C10B C9B 124.2(13) . . ?
C11B C10B H10B 117.9 . . ?
C9B C10B H10B 117.9 . . ?
C10B C11B C12B 118.1(11) . . ?
C10B C11B H11B 121.0 . . ?
C12B C11B H11B 121.0 . . ?
C11B C12B C13B 120.8(9) . . ?
C11B C12B H12B 119.6 . . ?
C13B C12B H12B 119.6 . . ?
C8B C13B C12B 114.4(11) . . ?
C8B C13B H13B 122.8 . . ?
C12B C13B H13B 122.8 . . ?
C4 C14 H14A 109.5 . . ?
C4 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C4 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C15 C1 109.33(13) . . ?
N2 C15 C16 100.02(11) . . ?
C1 C15 C16 112.35(12) . . ?
N2 C15 C19 108.86(12) . . ?
C1 C15 C19 113.13(12) . . ?
C16 C15 C19 112.28(13) . . ?
C17 C16 C20 130.03(14) . . ?
C17 C16 C15 111.77(12) . . ?
C20 C16 C15 118.17(12) . . ?
C16 C17 C18 106.69(12) . . ?
C16 C17 C22 132.09(14) . . ?
C18 C17 C22 121.16(13) . . ?
N3 C18 N2 127.86(14) . . ?
N3 C18 C17 123.60(13) . . ?
N2 C18 C17 108.53(12) . . ?
C15 C19 H19A 109.5 . . ?
C15 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
C15 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
O3 C20 O4 123.24(14) . . ?
O3 C20 C16 122.51(14) . . ?
O4 C20 C16 114.25(12) . . ?
O4 C21 H21A 109.5 . . ?
O4 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
O4 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C17 C22 H22A 109.5 . . ?
C17 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C17 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C24 C23 N4 107.84(14) . . ?
C24 C23 C37 130.08(13) . . ?
N4 C23 C37 121.99(14) . . ?
C23 C24 C25 106.46(14) . . ?
C23 C24 C27 126.61(15) . . ?
C25 C24 C27 126.90(16) . . ?
C26 C25 C24 107.95(15) . . ?
C26 C25 C28 123.95(16) . . ?
C24 C25 C28 127.93(17) . . ?
N4 C26 C25 107.14(14) . . ?
N4 C26 C36 121.59(17) . . ?
C25 C26 C36 131.24(18) . . ?
C24 C27 H27A 109.5 . . ?
C24 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C24 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
O6 C28 O7B 120.1(9) . . ?
O6 C28 O7A 122.9(4) . . ?
O6 C28 C25 127.2(2) . . ?
O7B C28 C25 111.4(9) . . ?
O7A C28 C25 109.8(4) . . ?
C28 O7A C29A 118.1(7) . . ?
O7A C29A C30A 104.8(5) . . ?
O7A C29A H29A 110.8 . . ?
C30A C29A H29A 110.8 . . ?
O7A C29A H29B 110.8 . . ?
C30A C29A H29B 110.8 . . ?
H29A C29A H29B 108.9 . . ?
C35A C30A C31A 117.8(6) . . ?
C35A C30A C29A 121.3(5) . . ?
C31A C30A C29A 120.6(5) . . ?
C32A C31A C30A 121.0(7) . . ?
C32A C31A H31A 119.5 . . ?
C30A C31A H31A 119.5 . . ?
C31A C32A C33A 120.1(6) . . ?
C31A C32A H32A 119.9 . . ?
C33A C32A H32A 119.9 . . ?
C34A C33A C32A 119.1(6) . . ?
C34A C33A H33A 120.4 . . ?
C32A C33A H33A 120.4 . . ?
C33A C34A C35A 121.4(6) . . ?
C33A C34A H34A 119.3 . . ?
C35A C34A H34A 119.3 . . ?
C34A C35A C30A 120.5(5) . . ?
C34A C35A H35A 119.7 . . ?
C30A C35A H35A 119.7 . . ?
C28 O7B C29B 122.1(16) . . ?
O7B C29B C30B 104.3(12) . . ?
O7B C29B H29C 110.9 . . ?
C30B C29B H29C 110.9 . . ?
O7B C29B H29D 110.9 . . ?
C30B C29B H29D 110.9 . . ?
H29C C29B H29D 108.9 . . ?
C35B C30B C31B 118.1(12) . . ?
C35B C30B C29B 119.2(12) . . ?
C31B C30B C29B 122.7(12) . . ?
C32B C31B C30B 121.1(15) . . ?
C32B C31B H31B 119.4 . . ?
C30B C31B H31B 119.4 . . ?
C33B C32B C31B 119.9(14) . . ?
C33B C32B H32B 120.0 . . ?
C31B C32B H32B 120.0 . . ?
C34B C33B C32B 118.3(13) . . ?
C34B C33B H33B 120.8 . . ?
C32B C33B H33B 120.8 . . ?
C33B C34B C35B 123.3(13) . . ?
C33B C34B H34B 118.4 . . ?
C35B C34B H34B 118.4 . . ?
C34B C35B C30B 119.1(12) . . ?
C34B C35B H35B 120.5 . . ?
C30B C35B H35B 120.5 . . ?
C26 C36 H36A 109.5 . . ?
C26 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C26 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
N5 C37 C23 109.22(12) . . ?
N5 C37 C38 100.04(11) . . ?
C23 C37 C38 112.43(12) . . ?
N5 C37 C41 109.53(12) . . ?
C23 C37 C41 113.09(12) . . ?
C38 C37 C41 111.71(13) . . ?
C39 C38 C42 129.16(14) . . ?
C39 C38 C37 111.92(12) . . ?
C42 C38 C37 118.92(12) . . ?
C38 C39 C40 106.81(13) . . ?
C38 C39 C44 131.54(14) . . ?
C40 C39 C44 121.64(13) . . ?
N6 C40 N5 128.70(14) . . ?
N6 C40 C39 122.84(13) . . ?
N5 C40 C39 108.45(12) . . ?
C37 C41 H41A 109.5 . . ?
C37 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C37 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
O8 C42 O9 123.02(14) . . ?
O8 C42 C38 123.25(14) . . ?
O9 C42 C38 113.73(12) . . ?
O9 C43 H43A 109.5 . . ?
O9 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
O9 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C39 C44 H44A 109.5 . . ?
C39 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C39 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 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
C4 N1 C1 C2 -0.56(17) . . . . ?
C4 N1 C1 C15 175.62(13) . . . . ?
N1 C1 C2 C3 1.19(16) . . . . ?
C15 C1 C2 C3 -174.63(14) . . . . ?
N1 C1 C2 C5 -178.57(15) . . . . ?
C15 C1 C2 C5 5.6(3) . . . . ?
C1 C2 C3 C4 -1.41(18) . . . . ?
C5 C2 C3 C4 178.34(16) . . . . ?
C1 C2 C3 C6 178.39(17) . . . . ?
C5 C2 C3 C6 -1.9(3) . . . . ?
C1 N1 C4 C3 -0.35(17) . . . . ?
C1 N1 C4 C14 -179.98(15) . . . . ?
C2 C3 C4 N1 1.08(18) . . . . ?
C6 C3 C4 N1 -178.74(15) . . . . ?
C2 C3 C4 C14 -179.34(18) . . . . ?
C6 C3 C4 C14 0.8(3) . . . . ?
C4 C3 C6 O1 -1.8(3) . . . . ?
C2 C3 C6 O1 178.4(2) . . . . ?
C4 C3 C6 O2B -166.8(7) . . . . ?
C2 C3 C6 O2B 13.4(7) . . . . ?
C4 C3 C6 O2A 171.8(3) . . . . ?
C2 C3 C6 O2A -8.0(3) . . . . ?
O1 C6 O2A C7A -22.2(6) . . . . ?
C3 C6 O2A C7A 163.9(4) . . . . ?
C6 O2A C7A C8A -87.3(9) . . . . ?
O2A C7A C8A C9A 125.7(17) . . . . ?
O2A C7A C8A C13A -51(2) . . . . ?
C13A C8A C9A C10A -9(3) . . . . ?
C7A C8A C9A C10A 173.9(15) . . . . ?
C8A C9A C10A C11A 11(2) . . . . ?
C9A C10A C11A C12A -7.1(14) . . . . ?
C10A C11A C12A C13A 1.4(11) . . . . ?
C9A C8A C13A C12A 3(2) . . . . ?
C7A C8A C13A C12A -179.5(12) . . . . ?
C11A C12A C13A C8A 0.4(15) . . . . ?
O1 C6 O2B C7B 9.9(13) . . . . ?
C3 C6 O2B C7B 176.0(8) . . . . ?
C6 O2B C7B C8B -128.6(17) . . . . ?
O2B C7B C8B C9B 130(3) . . . . ?
O2B C7B C8B C13B -64(3) . . . . ?
C13B C8B C9B C10B 24(4) . . . . ?
C7B C8B C9B C10B -171(3) . . . . ?
C8B C9B C10B C11B -15(3) . . . . ?
C9B C10B C11B C12B 4(3) . . . . ?
C10B C11B C12B C13B -1.6(18) . . . . ?
C9B C8B C13B C12B -22(4) . . . . ?
C7B C8B C13B C12B 173(2) . . . . ?
C11B C12B C13B C8B 10(2) . . . . ?
C18 N2 C15 C1 -110.99(15) . . . . ?
C18 N2 C15 C16 7.13(17) . . . . ?
C18 N2 C15 C19 124.98(14) . . . . ?
C2 C1 C15 N2 45.1(2) . . . . ?
N1 C1 C15 N2 -130.19(14) . . . . ?
C2 C1 C15 C16 -65.0(2) . . . . ?
N1 C1 C15 C16 119.71(14) . . . . ?
C2 C1 C15 C19 166.57(15) . . . . ?
N1 C1 C15 C19 -8.71(19) . . . . ?
N2 C15 C16 C17 -4.41(17) . . . . ?
C1 C15 C16 C17 111.45(15) . . . . ?
C19 C15 C16 C17 -119.69(15) . . . . ?
N2 C15 C16 C20 177.20(14) . . . . ?
C1 C15 C16 C20 -66.94(18) . . . . ?
C19 C15 C16 C20 61.92(18) . . . . ?
C20 C16 C17 C18 178.65(16) . . . . ?
C15 C16 C17 C18 0.50(18) . . . . ?
C20 C16 C17 C22 1.7(3) . . . . ?
C15 C16 C17 C22 -176.46(18) . . . . ?
O5 N3 C18 N2 -0.7(2) . . . . ?
O5 N3 C18 C17 178.60(14) . . . . ?
C15 N2 C18 N3 171.98(16) . . . . ?
C15 N2 C18 C17 -7.36(18) . . . . ?
C16 C17 C18 N3 -175.26(16) . . . . ?
C22 C17 C18 N3 2.1(3) . . . . ?
C16 C17 C18 N2 4.12(18) . . . . ?
C22 C17 C18 N2 -178.52(16) . . . . ?
C21 O4 C20 O3 0.2(3) . . . . ?
C21 O4 C20 C16 -179.32(15) . . . . ?
C17 C16 C20 O3 -169.78(18) . . . . ?
C15 C16 C20 O3 8.3(2) . . . . ?
C17 C16 C20 O4 9.7(3) . . . . ?
C15 C16 C20 O4 -172.24(14) . . . . ?
C26 N4 C23 C24 0.16(17) . . . . ?
C26 N4 C23 C37 177.11(13) . . . . ?
N4 C23 C24 C25 0.59(17) . . . . ?
C37 C23 C24 C25 -176.03(15) . . . . ?
N4 C23 C24 C27 -177.72(16) . . . . ?
C37 C23 C24 C27 5.7(3) . . . . ?
C23 C24 C25 C26 -1.12(19) . . . . ?
C27 C24 C25 C26 177.18(17) . . . . ?
C23 C24 C25 C28 174.17(18) . . . . ?
C27 C24 C25 C28 -7.5(3) . . . . ?
C23 N4 C26 C25 -0.87(18) . . . . ?
C23 N4 C26 C36 -179.48(15) . . . . ?
C24 C25 C26 N4 1.22(19) . . . . ?
C28 C25 C26 N4 -174.31(16) . . . . ?
C24 C25 C26 C36 179.64(18) . . . . ?
C28 C25 C26 C36 4.1(3) . . . . ?
C26 C25 C28 O6 -17.4(3) . . . . ?
C24 C25 C28 O6 168.0(2) . . . . ?
C26 C25 C28 O7B 149.5(16) . . . . ?
C24 C25 C28 O7B -25.1(16) . . . . ?
C26 C25 C28 O7A 166.4(7) . . . . ?
C24 C25 C28 O7A -8.2(7) . . . . ?
O6 C28 O7A C29A 0.3(14) . . . . ?
C25 C28 O7A C29A 176.7(8) . . . . ?
C28 O7A C29A C30A 180.0(10) . . . . ?
O7A C29A C30A C35A 111.6(10) . . . . ?
O7A C29A C30A C31A -62.6(11) . . . . ?
C35A C30A C31A C32A 0.1(14) . . . . ?
C29A C30A C31A C32A 174.5(8) . . . . ?
C30A C31A C32A C33A 0.9(15) . . . . ?
C31A C32A C33A C34A -1.4(13) . . . . ?
C32A C33A C34A C35A 0.9(11) . . . . ?
C33A C34A C35A C30A 0.1(11) . . . . ?
C31A C30A C35A C34A -0.6(12) . . . . ?
C29A C30A C35A C34A -175.0(7) . . . . ?
O6 C28 O7B C29B -7(3) . . . . ?
C25 C28 O7B C29B -175(2) . . . . ?
C28 O7B C29B C30B -152(2) . . . . ?
O7B C29B C30B C35B 97(2) . . . . ?
O7B C29B C30B C31B -81(3) . . . . ?
C35B C30B C31B C32B -4(3) . . . . ?
C29B C30B C31B C32B 174(2) . . . . ?
C30B C31B C32B C33B 4(3) . . . . ?
C31B C32B C33B C34B 0(3) . . . . ?
C32B C33B C34B C35B -3(3) . . . . ?
C33B C34B C35B C30B 2(3) . . . . ?
C31B C30B C35B C34B 1(3) . . . . ?
C29B C30B C35B C34B -177.1(17) . . . . ?
C40 N5 C37 C23 -115.50(14) . . . . ?
C40 N5 C37 C38 2.67(17) . . . . ?
C40 N5 C37 C41 120.14(14) . . . . ?
C24 C23 C37 N5 45.4(2) . . . . ?
N4 C23 C37 N5 -130.76(14) . . . . ?
C24 C23 C37 C38 -64.7(2) . . . . ?
N4 C23 C37 C38 119.14(15) . . . . ?
C24 C23 C37 C41 167.68(16) . . . . ?
N4 C23 C37 C41 -8.52(19) . . . . ?
N5 C37 C38 C39 -0.94(17) . . . . ?
C23 C37 C38 C39 114.83(15) . . . . ?
C41 C37 C38 C39 -116.79(15) . . . . ?
N5 C37 C38 C42 179.74(14) . . . . ?
C23 C37 C38 C42 -64.49(18) . . . . ?
C41 C37 C38 C42 63.90(18) . . . . ?
C42 C38 C39 C40 178.34(16) . . . . ?
C37 C38 C39 C40 -0.89(18) . . . . ?
C42 C38 C39 C44 -0.4(3) . . . . ?
C37 C38 C39 C44 -179.59(18) . . . . ?
O10 N6 C40 N5 0.0(2) . . . . ?
O10 N6 C40 C39 179.02(14) . . . . ?
C37 N5 C40 N6 175.73(16) . . . . ?
C37 N5 C40 C39 -3.37(18) . . . . ?
C38 C39 C40 N6 -176.57(15) . . . . ?
C44 C39 C40 N6 2.3(3) . . . . ?
C38 C39 C40 N5 2.59(18) . . . . ?
C44 C39 C40 N5 -178.55(16) . . . . ?
C43 O9 C42 O8 -1.8(3) . . . . ?
C43 O9 C42 C38 178.25(16) . . . . ?
C39 C38 C42 O8 -174.90(17) . . . . ?
C37 C38 C42 O8 4.3(2) . . . . ?
C39 C38 C42 O9 5.0(3) . . . . ?
C37 C38 C42 O9 -175.80(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
O5 H5O O5 0.863(17) 2.54(2) 3.151(2) 128(2) 2_656 yes
O5 H5O N3 0.863(17) 1.896(18) 2.7296(17) 162(3) 2_656 yes
O10 H10O O10 0.862(16) 2.59(2) 3.178(2) 127(2) 2_765 yes
O10 H10O N6 0.862(16) 1.912(18) 2.7366(16) 160(3) 2_765 yes
N1 H1N O10 0.884(15) 2.112(16) 2.9826(19) 168(2) 1_455 yes
N2 H2N O8 0.871(16) 2.17(2) 2.8930(17) 141(2) . yes
N4 H4N O5 0.889(15) 2.090(16) 2.966(2) 168(2) . yes
N5 H5N O3 0.872(15) 2.169(18) 2.9099(17) 142.5(19) 1_655 yes

_refine_diff_density_max         0.447
_refine_diff_density_min         -0.494
_refine_diff_density_rms         0.126

