# Supplementary Information (SI) for Dalton Transactions.
# 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_2f
_database_code_depnum_ccdc_archive 'CCDC 2369954'
loop_
_audit_author_name
_audit_author_address
'Klaus Wurst'
;University of Innsbruck
Austria
;
_audit_update_record             
;
2024-07-11 deposited with the CCDC.	2024-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H28 N4 O2'
_chemical_formula_weight         440.53

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                   9.2591(10)
_cell_length_b                   9.4253(10)
_cell_length_c                   14.7238(16)
_cell_angle_alpha                98.620(3)
_cell_angle_beta                 106.401(3)
_cell_angle_gamma                97.569(3)
_cell_volume                     1198.0(2)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    9876
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      25.4

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_F_000             468
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.220
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.079
_shelx_estimated_absorpt_T_min   0.981
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.961
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   'Bruker SADABS-2014/5)'


_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec Microfocus'
_diffrn_radiation_monochromator  'multi layered optics'
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4
_diffrn_reflns_number            40341
_diffrn_reflns_av_unetI/netI     0.0160
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -11
_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         2.412
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4192
_reflns_number_gt                3679
_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 Apex III'
_computing_cell_refinement       'Bruker SAINT-V 8.34A'
_computing_data_reduction        'Bruker SAINT-V 8.34A'
_computing_structure_solution    'SHELXTL-XT-2014/4 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Hydrigen at O1 were found and refined isotropically with
 bond restrain (d = 83 pm).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0665P)²+0.2714P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.133(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4192
_refine_ls_number_parameters     303
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0532
_refine_ls_R_factor_gt           0.0475
_refine_ls_wR_factor_ref         0.1340
_refine_ls_wR_factor_gt          0.1283
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_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 0.20199(14) 0.39438(13) 0.76561(9) 0.0644(3) Uani 1 1 d D . . . .
H1O H 0.272(2) 0.368(2) 0.7456(15) 0.085(7) Uiso 1 1 d D . . . .
N1 N 0.48270(13) 0.51135(12) 0.76615(8) 0.0450(3) Uani 1 1 d . . . . .
N2 N 0.55471(15) 0.70500(14) 0.97732(9) 0.0555(3) Uani 1 1 d . . . . .
N3 N 0.51661(17) 0.20881(15) 0.73582(10) 0.0640(4) Uani 1 1 d . . . . .
N4 N 0.4268(2) 0.71041(17) 0.58128(11) 0.0856(5) Uani 1 1 d . . . . .
C1 C 0.39871(15) 0.61001(14) 0.80944(9) 0.0421(3) Uani 1 1 d . . . . .
H1 H 0.3442 0.6558 0.7577 0.051 Uiso 1 1 calc R U . . .
C2 C 0.50035(15) 0.73369(14) 0.88912(10) 0.0427(3) Uani 1 1 d . . . . .
C3 C 0.53955(18) 0.86905(16) 0.86826(12) 0.0537(4) Uani 1 1 d . . . . .
H3 H 0.4983 0.8865 0.8065 0.064 Uiso 1 1 calc R U . . .
C4 C 0.6397(2) 0.97742(17) 0.93936(14) 0.0650(5) Uani 1 1 d . . . . .
H4 H 0.6675 1.0689 0.9264 0.078 Uiso 1 1 calc R U . . .
C5 C 0.69801(19) 0.94898(18) 1.02939(14) 0.0651(5) Uani 1 1 d . . . . .
H5 H 0.7672 1.0200 1.0787 0.078 Uiso 1 1 calc R U . . .
C6 C 0.6520(2) 0.81284(18) 1.04546(12) 0.0635(4) Uani 1 1 d . . . . .
H6 H 0.6907 0.7945 1.1072 0.076 Uiso 1 1 calc R U . . .
C7 C 0.59330(17) 0.45085(16) 0.83519(10) 0.0497(4) Uani 1 1 d . . . . .
H7A H 0.5503 0.4259 0.8849 0.060 Uiso 1 1 calc R U . . .
H7B H 0.6855 0.5238 0.8661 0.060 Uiso 1 1 calc R U . . .
C8 C 0.63336(17) 0.31695(16) 0.78569(10) 0.0493(4) Uani 1 1 d . . . . .
C9 C 0.7832(2) 0.3069(2) 0.79279(13) 0.0623(4) Uani 1 1 d . . . . .
H9 H 0.8619 0.3847 0.8273 0.075 Uiso 1 1 calc R U . . .
C10 C 0.8158(3) 0.1812(3) 0.74853(16) 0.0836(6) Uani 1 1 d . . . . .
H10 H 0.9164 0.1725 0.7531 0.100 Uiso 1 1 calc R U . . .
C11 C 0.6977(3) 0.0696(2) 0.69785(16) 0.0863(7) Uani 1 1 d . . . . .
H11 H 0.7160 -0.0170 0.6675 0.104 Uiso 1 1 calc R U . . .
C12 C 0.5525(3) 0.08791(19) 0.69268(14) 0.0785(6) Uani 1 1 d . . . . .
H12 H 0.4727 0.0119 0.6569 0.094 Uiso 1 1 calc R U . . .
C13 C 0.54852(17) 0.57421(17) 0.69830(11) 0.0531(4) Uani 1 1 d . . . . .
H13A H 0.6182 0.5145 0.6812 0.064 Uiso 1 1 calc R U . . .
H13B H 0.6068 0.6712 0.7293 0.064 Uiso 1 1 calc R U . . .
C14 C 0.42680(19) 0.58345(16) 0.60826(10) 0.0518(4) Uani 1 1 d . . . . .
C15 C 0.3211(3) 0.4626(2) 0.55579(14) 0.0832(6) Uani 1 1 d . . . . .
H15 H 0.3259 0.3735 0.5753 0.100 Uiso 1 1 calc R U . . .
C16 C 0.2082(3) 0.4717(3) 0.47453(15) 0.1018(8) Uani 1 1 d . . . . .
H16 H 0.1351 0.3900 0.4393 0.122 Uiso 1 1 calc R U . . .
C17 C 0.2053(3) 0.6021(3) 0.44665(15) 0.0969(7) Uani 1 1 d . . . . .
H17 H 0.1300 0.6126 0.3922 0.116 Uiso 1 1 calc R U . . .
C18 C 0.3144(4) 0.7154(3) 0.50002(17) 0.1101(9) Uani 1 1 d . . . . .
H18 H 0.3131 0.8043 0.4798 0.132 Uiso 1 1 calc R U . . .
C19 C 0.27477(16) 0.52048(15) 0.83938(10) 0.0469(3) Uani 1 1 d . . . . .
H19 H 0.3224 0.4901 0.9000 0.056 Uiso 1 1 calc R U . . .
C20 C 0.15577(15) 0.60893(16) 0.85270(10) 0.0481(4) Uani 1 1 d . . . . .
C21 C 0.07052(18) 0.6647(2) 0.77712(12) 0.0639(5) Uani 1 1 d . . . . .
H21 H 0.0860 0.6458 0.7171 0.077 Uiso 1 1 calc R U . . .
C22 C -0.0367(2) 0.7476(2) 0.78990(15) 0.0776(6) Uani 1 1 d . . . . .
H22 H -0.0926 0.7846 0.7387 0.093 Uiso 1 1 calc R U . . .
C23 C -0.0611(2) 0.7756(2) 0.87758(16) 0.0796(6) Uani 1 1 d . . . . .
H23 H -0.1335 0.8316 0.8861 0.096 Uiso 1 1 calc R U . . .
C24 C 0.0206(2) 0.7215(2) 0.95230(14) 0.0758(6) Uani 1 1 d . . . . .
H24 H 0.0036 0.7403 1.0119 0.091 Uiso 1 1 calc R U . . .
C25 C 0.12828(18) 0.6389(2) 0.94047(12) 0.0610(4) Uani 1 1 d . . . . .
H25 H 0.1835 0.6026 0.9923 0.073 Uiso 1 1 calc R U . . .
O2 O 0.9062(5) -0.0592(5) 0.5463(4) 0.1985(16) Uani 1 1 d . . . . .
C26 C 0.8813(6) -0.0983(5) 0.4485(6) 0.202(3) Uani 1 1 d . . . . .
H26A H 0.7721 -0.1273 0.4161 0.242 Uiso 1 1 calc R U . . .
H26B H 0.9288 -0.1819 0.4361 0.242 Uiso 1 1 calc R U . . .
C27 C 0.9401(8) 0.0152(8) 0.4102(4) 0.1861(18) Uani 1 1 d . . . . .
H27A H 0.9201 -0.0175 0.3414 0.223 Uiso 1 1 calc R U . . .
H27B H 0.8888 0.0971 0.4192 0.223 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 C19 1.4266(17) . ?
O1 H1O 0.835(16) . ?
N1 C13 1.4651(19) . ?
N1 C7 1.4653(18) . ?
N1 C1 1.4725(17) . ?
N2 C2 1.3359(19) . ?
N2 C6 1.339(2) . ?
N3 C8 1.336(2) . ?
N3 C12 1.347(2) . ?
N4 C14 1.316(2) . ?
N4 C18 1.358(3) . ?
C1 C2 1.5161(18) . ?
C1 C19 1.5379(19) . ?
C1 H1 0.9800 . ?
C2 C3 1.383(2) . ?
C3 C4 1.372(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.364(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.374(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.504(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.379(2) . ?
C9 C10 1.376(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.364(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.360(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.501(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.366(3) . ?
C15 C16 1.371(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.354(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.340(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.504(2) . ?
C19 H19 0.9800 . ?
C20 C25 1.382(2) . ?
C20 C21 1.388(2) . ?
C21 C22 1.377(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.366(3) . ?
C22 H22 0.9300 . ?
C23 C24 1.357(3) . ?
C23 H23 0.9300 . ?
C24 C25 1.376(3) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
O2 C27 1.363(6) 2_756 ?
O2 C26 1.376(7) . ?
C26 C27 1.400(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C27 O2 1.363(6) 2_756 ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?

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
C19 O1 H1O 105.2(16) . . ?
C13 N1 C7 112.60(11) . . ?
C13 N1 C1 112.35(11) . . ?
C7 N1 C1 114.97(11) . . ?
C2 N2 C6 117.13(14) . . ?
C8 N3 C12 116.52(16) . . ?
C14 N4 C18 116.48(19) . . ?
N1 C1 C2 114.26(11) . . ?
N1 C1 C19 109.75(11) . . ?
C2 C1 C19 113.54(11) . . ?
N1 C1 H1 106.2 . . ?
C2 C1 H1 106.2 . . ?
C19 C1 H1 106.2 . . ?
N2 C2 C3 122.15(13) . . ?
N2 C2 C1 117.88(12) . . ?
C3 C2 C1 119.91(13) . . ?
C4 C3 C2 119.49(16) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 118.99(15) . . ?
C5 C4 H4 120.5 . . ?
C3 C4 H4 120.5 . . ?
C4 C5 C6 118.41(15) . . ?
C4 C5 H5 120.8 . . ?
C6 C5 H5 120.8 . . ?
N2 C6 C5 123.81(17) . . ?
N2 C6 H6 118.1 . . ?
C5 C6 H6 118.1 . . ?
N1 C7 C8 111.04(11) . . ?
N1 C7 H7A 109.4 . . ?
C8 C7 H7A 109.4 . . ?
N1 C7 H7B 109.4 . . ?
C8 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
N3 C8 C9 122.24(15) . . ?
N3 C8 C7 116.46(13) . . ?
C9 C8 C7 121.30(14) . . ?
C10 C9 C8 119.65(19) . . ?
C10 C9 H9 120.2 . . ?
C8 C9 H9 120.2 . . ?
C11 C10 C9 118.7(2) . . ?
C11 C10 H10 120.7 . . ?
C9 C10 H10 120.7 . . ?
C12 C11 C10 118.49(18) . . ?
C12 C11 H11 120.8 . . ?
C10 C11 H11 120.8 . . ?
N3 C12 C11 124.4(2) . . ?
N3 C12 H12 117.8 . . ?
C11 C12 H12 117.8 . . ?
N1 C13 C14 111.65(12) . . ?
N1 C13 H13A 109.3 . . ?
C14 C13 H13A 109.3 . . ?
N1 C13 H13B 109.3 . . ?
C14 C13 H13B 109.3 . . ?
H13A C13 H13B 108.0 . . ?
N4 C14 C15 121.54(17) . . ?
N4 C14 C13 117.94(15) . . ?
C15 C14 C13 120.52(15) . . ?
C14 C15 C16 120.5(2) . . ?
C14 C15 H15 119.8 . . ?
C16 C15 H15 119.8 . . ?
C17 C16 C15 118.6(2) . . ?
C17 C16 H16 120.7 . . ?
C15 C16 H16 120.7 . . ?
C18 C17 C16 117.8(2) . . ?
C18 C17 H17 121.1 . . ?
C16 C17 H17 121.1 . . ?
C17 C18 N4 125.0(2) . . ?
C17 C18 H18 117.5 . . ?
N4 C18 H18 117.5 . . ?
O1 C19 C20 108.75(11) . . ?
O1 C19 C1 109.05(11) . . ?
C20 C19 C1 110.79(12) . . ?
O1 C19 H19 109.4 . . ?
C20 C19 H19 109.4 . . ?
C1 C19 H19 109.4 . . ?
C25 C20 C21 117.61(15) . . ?
C25 C20 C19 121.44(14) . . ?
C21 C20 C19 120.95(13) . . ?
C22 C21 C20 120.86(17) . . ?
C22 C21 H21 119.6 . . ?
C20 C21 H21 119.6 . . ?
C23 C22 C21 120.20(18) . . ?
C23 C22 H22 119.9 . . ?
C21 C22 H22 119.9 . . ?
C24 C23 C22 119.87(18) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 120.45(18) . . ?
C23 C24 H24 119.8 . . ?
C25 C24 H24 119.8 . . ?
C24 C25 C20 121.02(17) . . ?
C24 C25 H25 119.5 . . ?
C20 C25 H25 119.5 . . ?
C27 O2 C26 107.9(4) 2_756 . ?
O2 C26 C27 112.4(4) . . ?
O2 C26 H26A 109.1 . . ?
C27 C26 H26A 109.1 . . ?
O2 C26 H26B 109.1 . . ?
C27 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
O2 C27 C26 111.1(5) 2_756 . ?
O2 C27 H27A 109.4 2_756 . ?
C26 C27 H27A 109.4 . . ?
O2 C27 H27B 109.4 2_756 . ?
C26 C27 H27B 109.4 . . ?
H27A C27 H27B 108.0 . . ?

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
C13 N1 C1 C2 -77.48(14) . . . . ?
C7 N1 C1 C2 53.05(15) . . . . ?
C13 N1 C1 C19 153.67(12) . . . . ?
C7 N1 C1 C19 -75.81(14) . . . . ?
C6 N2 C2 C3 -1.1(2) . . . . ?
C6 N2 C2 C1 175.91(13) . . . . ?
N1 C1 C2 N2 -81.18(15) . . . . ?
C19 C1 C2 N2 45.74(17) . . . . ?
N1 C1 C2 C3 95.90(15) . . . . ?
C19 C1 C2 C3 -137.18(14) . . . . ?
N2 C2 C3 C4 1.3(2) . . . . ?
C1 C2 C3 C4 -175.65(13) . . . . ?
C2 C3 C4 C5 -0.3(2) . . . . ?
C3 C4 C5 C6 -0.9(3) . . . . ?
C2 N2 C6 C5 -0.1(3) . . . . ?
C4 C5 C6 N2 1.1(3) . . . . ?
C13 N1 C7 C8 -68.73(15) . . . . ?
C1 N1 C7 C8 160.86(11) . . . . ?
C12 N3 C8 C9 0.3(2) . . . . ?
C12 N3 C8 C7 -179.01(14) . . . . ?
N1 C7 C8 N3 -56.03(17) . . . . ?
N1 C7 C8 C9 124.66(15) . . . . ?
N3 C8 C9 C10 -0.9(3) . . . . ?
C7 C8 C9 C10 178.35(16) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C9 C10 C11 C12 0.5(3) . . . . ?
C8 N3 C12 C11 0.8(3) . . . . ?
C10 C11 C12 N3 -1.2(3) . . . . ?
C7 N1 C13 C14 158.53(12) . . . . ?
C1 N1 C13 C14 -69.75(15) . . . . ?
C18 N4 C14 C15 1.4(3) . . . . ?
C18 N4 C14 C13 -179.46(19) . . . . ?
N1 C13 C14 N4 127.27(16) . . . . ?
N1 C13 C14 C15 -53.6(2) . . . . ?
N4 C14 C15 C16 -2.1(3) . . . . ?
C13 C14 C15 C16 178.8(2) . . . . ?
C14 C15 C16 C17 1.1(4) . . . . ?
C15 C16 C17 C18 0.5(4) . . . . ?
C16 C17 C18 N4 -1.3(4) . . . . ?
C14 N4 C18 C17 0.3(4) . . . . ?
N1 C1 C19 O1 -41.65(15) . . . . ?
C2 C1 C19 O1 -170.89(11) . . . . ?
N1 C1 C19 C20 -161.31(11) . . . . ?
C2 C1 C19 C20 69.44(15) . . . . ?
O1 C19 C20 C25 120.47(15) . . . . ?
C1 C19 C20 C25 -119.69(15) . . . . ?
O1 C19 C20 C21 -60.15(18) . . . . ?
C1 C19 C20 C21 59.68(17) . . . . ?
C25 C20 C21 C22 0.4(2) . . . . ?
C19 C20 C21 C22 -178.97(16) . . . . ?
C20 C21 C22 C23 -0.3(3) . . . . ?
C21 C22 C23 C24 0.0(3) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
C23 C24 C25 C20 -0.1(3) . . . . ?
C21 C20 C25 C24 -0.2(2) . . . . ?
C19 C20 C25 C24 179.16(15) . . . . ?
C27 O2 C26 C27 -57.1(7) 2_756 . . . ?
O2 C26 C27 O2 58.9(7) . . . 2_756 ?

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
O1 H1O N1 0.835(16) 2.14(2) 2.6836(17) 122.4(19) .

_refine_diff_density_max         0.251
_refine_diff_density_min         -0.208
_refine_diff_density_rms         0.030


####################################################################### 
# 
# 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_2l
_database_code_depnum_ccdc_archive 'CCDC 2369956'
loop_
_audit_author_name
_audit_author_address
'Klaus Wurst'
;University of Innsbruck
Austria
;
_audit_update_record             
;
2024-07-11 deposited with the CCDC.	2024-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C36 H34 N8'
_chemical_formula_weight         578.71

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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C c'
_space_group_name_Hall           'C -2yc'

_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+1/2'
'x+1/2, y+1/2, z'
'x+1/2, -y+1/2, z+1/2'

_cell_length_a                   12.6376(8)
_cell_length_b                   12.1751(8)
_cell_length_c                   19.8852(15)
_cell_angle_alpha                90
_cell_angle_beta                 92.797(2)
_cell_angle_gamma                90
_cell_volume                     3056.0(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    183(2)
_cell_measurement_reflns_used    9465
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      25.3

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.258
_exptl_crystal_F_000             1224
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.190
_exptl_absorpt_coefficient_mu    0.077
_shelx_estimated_absorpt_T_min   0.984
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.936
_exptl_absorpt_correction_T_max  0.971
_exptl_absorpt_process_details   'Bruker SADABS-2014/5)'

_diffrn_ambient_temperature      183(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec Microfocus'
_diffrn_radiation_monochromator  'multi layered optics'
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4
_diffrn_reflns_number            20404
_diffrn_reflns_av_unetI/netI     0.0456
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.324
_diffrn_reflns_theta_max         24.992
_diffrn_reflns_theta_full        24.992
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_point_group_measured_fraction_full 0.937
_reflns_number_total             5047
_reflns_number_gt                4284
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.877
_reflns_Friedel_fraction_max     0.877
_reflns_Friedel_fraction_full    0.877

_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 Apex III'
_computing_cell_refinement       'Bruker SAINT-V 8.34A'
_computing_data_reduction        'Bruker SAINT-V 8.34A'
_computing_structure_solution    'SHELXTL-XT-2014/4 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0667P)²] 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_abs_structure_details 
;
 Flack x determined using 1707 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.0(9)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         5047
_refine_ls_number_parameters     397
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0537
_refine_ls_R_factor_gt           0.0393
_refine_ls_wR_factor_ref         0.1007
_refine_ls_wR_factor_gt          0.0957
_refine_ls_goodness_of_fit_ref   1.051
_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
N1 N 0.51303(17) 0.34161(16) 0.58706(12) 0.0223(5) Uani 1 1 d . . . . .
N2 N 0.6823(2) 0.2918(2) 0.47927(13) 0.0298(7) Uani 1 1 d . . . . .
N3 N 0.5295(2) 0.6015(2) 0.64143(16) 0.0410(8) Uani 1 1 d . . . . .
N4 N 0.5238(2) 0.0655(2) 0.65809(14) 0.0332(7) Uani 1 1 d . . . . .
N5 N 0.48993(17) 0.41453(16) 0.40321(12) 0.0222(5) Uani 1 1 d . . . . .
N6 N 0.3186(2) 0.4650(2) 0.50937(13) 0.0281(6) Uani 1 1 d . . . . .
N7 N 0.4804(2) 0.1557(2) 0.35911(15) 0.0356(7) Uani 1 1 d . . . . .
N8 N 0.4769(2) 0.6928(2) 0.33462(13) 0.0318(6) Uani 1 1 d . . . . .
C1 C 0.5390(2) 0.3984(2) 0.52419(14) 0.0209(6) Uani 1 1 d . . . . .
H1 H 0.5247 0.4784 0.5307 0.025 Uiso 1 1 calc R U . . .
C2 C 0.6543(2) 0.3874(2) 0.50673(16) 0.0223(7) Uani 1 1 d . . . . .
C3 C 0.7265(3) 0.4714(3) 0.52065(18) 0.0312(8) Uani 1 1 d . . . . .
H3 H 0.7049 0.5374 0.5415 0.037 Uiso 1 1 calc R U . . .
C4 C 0.8299(3) 0.4572(3) 0.5037(2) 0.0435(10) Uani 1 1 d . . . . .
H4 H 0.8808 0.5135 0.5125 0.052 Uiso 1 1 calc R U . . .
C5 C 0.8589(3) 0.3606(3) 0.4738(2) 0.0409(10) Uani 1 1 d . . . . .
H5 H 0.9294 0.3497 0.4607 0.049 Uiso 1 1 calc R U . . .
C6 C 0.7837(3) 0.2803(3) 0.46331(18) 0.0351(9) Uani 1 1 d . . . . .
H6 H 0.8045 0.2130 0.4437 0.042 Uiso 1 1 calc R U . . .
C7 C 0.5470(2) 0.4032(2) 0.64791(15) 0.0293(6) Uani 1 1 d . . . . .
H7A H 0.6228 0.4228 0.6457 0.035 Uiso 1 1 calc R U . . .
H7B H 0.5393 0.3563 0.6880 0.035 Uiso 1 1 calc R U . . .
C8 C 0.4825(2) 0.5067(3) 0.65502(16) 0.0274(7) Uani 1 1 d . . . . .
C9 C 0.3779(3) 0.5001(3) 0.67207(17) 0.0367(8) Uani 1 1 d . . . . .
H9 H 0.3476 0.4314 0.6832 0.044 Uiso 1 1 calc R U . . .
C10 C 0.3178(3) 0.5953(3) 0.6727(2) 0.0435(10) Uani 1 1 d . . . . .
H10 H 0.2452 0.5931 0.6828 0.052 Uiso 1 1 calc R U . . .
C11 C 0.3658(4) 0.6926(3) 0.6583(2) 0.0514(11) Uani 1 1 d . . . . .
H11 H 0.3269 0.7594 0.6586 0.062 Uiso 1 1 calc R U . . .
C12 C 0.4695(3) 0.6926(3) 0.6436(2) 0.0533(11) Uani 1 1 d . . . . .
H12 H 0.5016 0.7611 0.6343 0.064 Uiso 1 1 calc R U . . .
C13 C 0.5480(2) 0.2271(2) 0.59188(15) 0.0258(6) Uani 1 1 d . . . . .
H13A H 0.6211 0.2249 0.6121 0.031 Uiso 1 1 calc R U . . .
H13B H 0.5495 0.1959 0.5460 0.031 Uiso 1 1 calc R U . . .
C14 C 0.4780(3) 0.1569(2) 0.63319(15) 0.0247(7) Uani 1 1 d . . . . .
C15 C 0.3721(3) 0.1807(3) 0.64060(17) 0.0324(8) Uani 1 1 d . . . . .
H15 H 0.3420 0.2460 0.6218 0.039 Uiso 1 1 calc R U . . .
C16 C 0.3107(3) 0.1087(3) 0.6755(2) 0.0428(10) Uani 1 1 d . . . . .
H16 H 0.2378 0.1234 0.6811 0.051 Uiso 1 1 calc R U . . .
C17 C 0.3577(3) 0.0147(3) 0.7021(2) 0.0512(11) Uani 1 1 d . . . . .
H17 H 0.3179 -0.0364 0.7267 0.061 Uiso 1 1 calc R U . . .
C18 C 0.4630(3) -0.0034(3) 0.69218(19) 0.0430(9) Uani 1 1 d . . . . .
H18 H 0.4947 -0.0683 0.7105 0.052 Uiso 1 1 calc R U . . .
C19 C 0.4642(2) 0.35874(19) 0.46618(14) 0.0204(6) Uani 1 1 d . . . . .
H19 H 0.4789 0.2788 0.4598 0.024 Uiso 1 1 calc R U . . .
C20 C 0.3487(2) 0.3684(2) 0.48382(15) 0.0216(7) Uani 1 1 d . . . . .
C21 C 0.2790(3) 0.2824(3) 0.47402(18) 0.0311(8) Uani 1 1 d . . . . .
H21 H 0.3018 0.2158 0.4545 0.037 Uiso 1 1 calc R U . . .
C22 C 0.1751(3) 0.2936(3) 0.4928(2) 0.0419(10) Uani 1 1 d . . . . .
H22 H 0.1261 0.2348 0.4871 0.050 Uiso 1 1 calc R U . . .
C23 C 0.1450(3) 0.3918(3) 0.51995(19) 0.0395(9) Uani 1 1 d . . . . .
H23 H 0.0748 0.4022 0.5339 0.047 Uiso 1 1 calc R U . . .
C24 C 0.2187(3) 0.4749(3) 0.52645(18) 0.0335(8) Uani 1 1 d . . . . .
H24 H 0.1969 0.5433 0.5442 0.040 Uiso 1 1 calc R U . . .
C25 C 0.4578(2) 0.3520(2) 0.34257(15) 0.0267(6) Uani 1 1 d . . . . .
H25A H 0.4667 0.3981 0.3023 0.032 Uiso 1 1 calc R U . . .
H25B H 0.3819 0.3323 0.3440 0.032 Uiso 1 1 calc R U . . .
C26 C 0.5228(2) 0.2488(2) 0.33725(15) 0.0273(7) Uani 1 1 d . . . . .
C27 C 0.6249(3) 0.2517(3) 0.31348(17) 0.0385(9) Uani 1 1 d . . . . .
H27 H 0.6527 0.3185 0.2971 0.046 Uiso 1 1 calc R U . . .
C28 C 0.6849(3) 0.1580(3) 0.3139(2) 0.0451(11) Uani 1 1 d . . . . .
H28 H 0.7540 0.1585 0.2971 0.054 Uiso 1 1 calc R U . . .
C29 C 0.6429(3) 0.0630(3) 0.3391(2) 0.0454(11) Uani 1 1 d . . . . .
H29 H 0.6833 -0.0028 0.3417 0.054 Uiso 1 1 calc R U . . .
C30 C 0.5409(3) 0.0659(3) 0.3604(2) 0.0421(10) Uani 1 1 d . . . . .
H30 H 0.5118 -0.0002 0.3770 0.050 Uiso 1 1 calc R U . . .
C31 C 0.4528(2) 0.5281(2) 0.39793(16) 0.0278(7) Uani 1 1 d . . . . .
H31A H 0.4473 0.5584 0.4438 0.033 Uiso 1 1 calc R U . . .
H31B H 0.3810 0.5287 0.3757 0.033 Uiso 1 1 calc R U . . .
C32 C 0.5242(2) 0.6014(2) 0.35887(15) 0.0252(7) Uani 1 1 d . . . . .
C33 C 0.6312(3) 0.5805(2) 0.35331(18) 0.0310(7) Uani 1 1 d . . . . .
H33 H 0.6617 0.5139 0.3699 0.037 Uiso 1 1 calc R U . . .
C34 C 0.6926(3) 0.6586(3) 0.32313(19) 0.0359(9) Uani 1 1 d . . . . .
H34 H 0.7664 0.6471 0.3191 0.043 Uiso 1 1 calc R U . . .
C35 C 0.6454(3) 0.7528(3) 0.29913(18) 0.0405(9) Uani 1 1 d . . . . .
H35 H 0.6860 0.8080 0.2786 0.049 Uiso 1 1 calc R U . . .
C36 C 0.5386(3) 0.7663(2) 0.30519(17) 0.0386(8) Uani 1 1 d . . . . .
H36 H 0.5065 0.8314 0.2875 0.046 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
N1 C13 1.464(3) . ?
N1 C7 1.470(3) . ?
N1 C1 1.479(3) . ?
N2 C2 1.341(4) . ?
N2 C6 1.342(4) . ?
N3 C8 1.332(4) . ?
N3 C12 1.345(4) . ?
N4 C14 1.339(4) . ?
N4 C18 1.343(4) . ?
N5 C31 1.462(3) . ?
N5 C25 1.467(3) . ?
N5 C19 1.475(3) . ?
N6 C24 1.328(4) . ?
N6 C20 1.343(4) . ?
N7 C30 1.335(4) . ?
N7 C26 1.335(4) . ?
N8 C36 1.340(4) . ?
N8 C32 1.342(4) . ?
C1 C2 1.521(4) . ?
C1 C19 1.533(3) . ?
C1 H1 1.0000 . ?
C2 C3 1.389(5) . ?
C3 C4 1.377(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.375(5) . ?
C4 H4 0.9500 . ?
C5 C6 1.372(5) . ?
C5 H5 0.9500 . ?
C6 H6 0.9500 . ?
C7 C8 1.511(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.384(4) . ?
C9 C10 1.386(5) . ?
C9 H9 0.9500 . ?
C10 C11 1.367(6) . ?
C10 H10 0.9500 . ?
C11 C12 1.356(6) . ?
C11 H11 0.9500 . ?
C12 H12 0.9500 . ?
C13 C14 1.503(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.384(5) . ?
C15 C16 1.380(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.382(6) . ?
C16 H16 0.9500 . ?
C17 C18 1.373(6) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.522(4) . ?
C19 H19 1.0000 . ?
C20 C21 1.376(5) . ?
C21 C22 1.390(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.373(5) . ?
C22 H22 0.9500 . ?
C23 C24 1.377(5) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C26 1.508(4) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C26 C27 1.395(4) . ?
C27 C28 1.369(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.376(6) . ?
C28 H28 0.9500 . ?
C29 C30 1.377(6) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 C32 1.511(4) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 C33 1.385(5) . ?
C33 C34 1.384(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.368(5) . ?
C34 H34 0.9500 . ?
C35 C36 1.370(5) . ?
C35 H35 0.9500 . ?
C36 H36 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
C13 N1 C7 110.9(2) . . ?
C13 N1 C1 115.0(2) . . ?
C7 N1 C1 112.9(2) . . ?
C2 N2 C6 117.4(3) . . ?
C8 N3 C12 116.8(3) . . ?
C14 N4 C18 117.2(3) . . ?
C31 N5 C25 110.9(2) . . ?
C31 N5 C19 114.4(2) . . ?
C25 N5 C19 113.27(19) . . ?
C24 N6 C20 117.9(3) . . ?
C30 N7 C26 117.5(3) . . ?
C36 N8 C32 116.9(3) . . ?
N1 C1 C2 114.0(2) . . ?
N1 C1 C19 109.56(17) . . ?
C2 C1 C19 111.3(2) . . ?
N1 C1 H1 107.2 . . ?
C2 C1 H1 107.2 . . ?
C19 C1 H1 107.2 . . ?
N2 C2 C3 122.4(3) . . ?
N2 C2 C1 116.4(3) . . ?
C3 C2 C1 121.2(3) . . ?
C4 C3 C2 118.8(3) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C5 C4 C3 119.3(3) . . ?
C5 C4 H4 120.4 . . ?
C3 C4 H4 120.4 . . ?
C6 C5 C4 118.6(3) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
N2 C6 C5 123.5(3) . . ?
N2 C6 H6 118.3 . . ?
C5 C6 H6 118.3 . . ?
N1 C7 C8 111.4(2) . . ?
N1 C7 H7A 109.3 . . ?
C8 C7 H7A 109.3 . . ?
N1 C7 H7B 109.3 . . ?
C8 C7 H7B 109.3 . . ?
H7A C7 H7B 108.0 . . ?
N3 C8 C9 122.7(3) . . ?
N3 C8 C7 117.1(3) . . ?
C9 C8 C7 120.1(3) . . ?
C8 C9 C10 118.9(3) . . ?
C8 C9 H9 120.5 . . ?
C10 C9 H9 120.5 . . ?
C11 C10 C9 118.3(4) . . ?
C11 C10 H10 120.8 . . ?
C9 C10 H10 120.8 . . ?
C12 C11 C10 119.2(4) . . ?
C12 C11 H11 120.4 . . ?
C10 C11 H11 120.4 . . ?
N3 C12 C11 124.0(4) . . ?
N3 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
N1 C13 C14 113.2(2) . . ?
N1 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
N1 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.8 . . ?
N4 C14 C15 122.5(3) . . ?
N4 C14 C13 114.8(3) . . ?
C15 C14 C13 122.5(3) . . ?
C16 C15 C14 119.4(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C15 C16 C17 118.5(4) . . ?
C15 C16 H16 120.8 . . ?
C17 C16 H16 120.8 . . ?
C18 C17 C16 118.7(3) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
N4 C18 C17 123.7(3) . . ?
N4 C18 H18 118.2 . . ?
C17 C18 H18 118.2 . . ?
N5 C19 C20 114.4(2) . . ?
N5 C19 C1 109.91(17) . . ?
C20 C19 C1 111.4(2) . . ?
N5 C19 H19 106.9 . . ?
C20 C19 H19 106.9 . . ?
C1 C19 H19 106.9 . . ?
N6 C20 C21 121.9(3) . . ?
N6 C20 C19 116.6(3) . . ?
C21 C20 C19 121.5(3) . . ?
C20 C21 C22 119.6(3) . . ?
C20 C21 H21 120.2 . . ?
C22 C21 H21 120.2 . . ?
C23 C22 C21 118.4(3) . . ?
C23 C22 H22 120.8 . . ?
C21 C22 H22 120.8 . . ?
C22 C23 C24 118.5(3) . . ?
C22 C23 H23 120.8 . . ?
C24 C23 H23 120.8 . . ?
N6 C24 C23 123.8(3) . . ?
N6 C24 H24 118.1 . . ?
C23 C24 H24 118.1 . . ?
N5 C25 C26 111.1(2) . . ?
N5 C25 H25A 109.4 . . ?
C26 C25 H25A 109.4 . . ?
N5 C25 H25B 109.4 . . ?
C26 C25 H25B 109.4 . . ?
H25A C25 H25B 108.0 . . ?
N7 C26 C27 121.6(3) . . ?
N7 C26 C25 117.0(3) . . ?
C27 C26 C25 121.3(3) . . ?
C28 C27 C26 119.8(3) . . ?
C28 C27 H27 120.1 . . ?
C26 C27 H27 120.1 . . ?
C27 C28 C29 118.6(4) . . ?
C27 C28 H28 120.7 . . ?
C29 C28 H28 120.7 . . ?
C28 C29 C30 118.3(3) . . ?
C28 C29 H29 120.9 . . ?
C30 C29 H29 120.9 . . ?
N7 C30 C29 124.0(4) . . ?
N7 C30 H30 118.0 . . ?
C29 C30 H30 118.0 . . ?
N5 C31 C32 113.5(2) . . ?
N5 C31 H31A 108.9 . . ?
C32 C31 H31A 108.9 . . ?
N5 C31 H31B 108.9 . . ?
C32 C31 H31B 108.9 . . ?
H31A C31 H31B 107.7 . . ?
N8 C32 C33 122.9(3) . . ?
N8 C32 C31 114.1(3) . . ?
C33 C32 C31 122.8(3) . . ?
C34 C33 C32 118.6(3) . . ?
C34 C33 H33 120.7 . . ?
C32 C33 H33 120.7 . . ?
C35 C34 C33 118.9(4) . . ?
C35 C34 H34 120.6 . . ?
C33 C34 H34 120.6 . . ?
C34 C35 C36 119.0(3) . . ?
C34 C35 H35 120.5 . . ?
C36 C35 H35 120.5 . . ?
N8 C36 C35 123.7(3) . . ?
N8 C36 H36 118.2 . . ?
C35 C36 H36 118.2 . . ?

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
C13 N1 C1 C2 -50.3(3) . . . . ?
C7 N1 C1 C2 78.3(3) . . . . ?
C13 N1 C1 C19 75.1(2) . . . . ?
C7 N1 C1 C19 -156.26(18) . . . . ?
C6 N2 C2 C3 -2.0(4) . . . . ?
C6 N2 C2 C1 179.9(3) . . . . ?
N1 C1 C2 N2 78.1(3) . . . . ?
C19 C1 C2 N2 -46.4(3) . . . . ?
N1 C1 C2 C3 -100.0(3) . . . . ?
C19 C1 C2 C3 135.5(3) . . . . ?
N2 C2 C3 C4 2.1(5) . . . . ?
C1 C2 C3 C4 -179.9(3) . . . . ?
C2 C3 C4 C5 -0.3(5) . . . . ?
C3 C4 C5 C6 -1.4(6) . . . . ?
C2 N2 C6 C5 0.2(5) . . . . ?
C4 C5 C6 N2 1.6(6) . . . . ?
C13 N1 C7 C8 -160.5(2) . . . . ?
C1 N1 C7 C8 68.8(3) . . . . ?
C12 N3 C8 C9 -1.3(5) . . . . ?
C12 N3 C8 C7 175.8(3) . . . . ?
N1 C7 C8 N3 -105.7(3) . . . . ?
N1 C7 C8 C9 71.5(4) . . . . ?
N3 C8 C9 C10 2.5(5) . . . . ?
C7 C8 C9 C10 -174.6(3) . . . . ?
C8 C9 C10 C11 -1.9(5) . . . . ?
C9 C10 C11 C12 0.4(6) . . . . ?
C8 N3 C12 C11 -0.3(6) . . . . ?
C10 C11 C12 N3 0.8(7) . . . . ?
C7 N1 C13 C14 80.3(3) . . . . ?
C1 N1 C13 C14 -150.1(2) . . . . ?
C18 N4 C14 C15 -1.0(4) . . . . ?
C18 N4 C14 C13 -176.3(3) . . . . ?
N1 C13 C14 N4 -158.2(2) . . . . ?
N1 C13 C14 C15 26.5(4) . . . . ?
N4 C14 C15 C16 0.7(5) . . . . ?
C13 C14 C15 C16 175.6(3) . . . . ?
C14 C15 C16 C17 0.1(5) . . . . ?
C15 C16 C17 C18 -0.5(5) . . . . ?
C14 N4 C18 C17 0.6(5) . . . . ?
C16 C17 C18 N4 0.2(5) . . . . ?
C31 N5 C19 C20 49.8(3) . . . . ?
C25 N5 C19 C20 -78.7(3) . . . . ?
C31 N5 C19 C1 -76.4(2) . . . . ?
C25 N5 C19 C1 155.12(19) . . . . ?
N1 C1 C19 N5 -179.7(2) . . . . ?
C2 C1 C19 N5 -52.7(2) . . . . ?
N1 C1 C19 C20 52.4(2) . . . . ?
C2 C1 C19 C20 179.4(3) . . . . ?
C24 N6 C20 C21 1.3(4) . . . . ?
C24 N6 C20 C19 -178.7(3) . . . . ?
N5 C19 C20 N6 -76.6(3) . . . . ?
C1 C19 C20 N6 48.8(3) . . . . ?
N5 C19 C20 C21 103.4(3) . . . . ?
C1 C19 C20 C21 -131.2(3) . . . . ?
N6 C20 C21 C22 -2.1(5) . . . . ?
C19 C20 C21 C22 177.9(3) . . . . ?
C20 C21 C22 C23 0.9(5) . . . . ?
C21 C22 C23 C24 0.8(6) . . . . ?
C20 N6 C24 C23 0.5(5) . . . . ?
C22 C23 C24 N6 -1.6(6) . . . . ?
C31 N5 C25 C26 161.9(2) . . . . ?
C19 N5 C25 C26 -67.9(3) . . . . ?
C30 N7 C26 C27 3.0(5) . . . . ?
C30 N7 C26 C25 -174.0(3) . . . . ?
N5 C25 C26 N7 97.5(3) . . . . ?
N5 C25 C26 C27 -79.5(4) . . . . ?
N7 C26 C27 C28 -1.7(5) . . . . ?
C25 C26 C27 C28 175.2(3) . . . . ?
C26 C27 C28 C29 -1.1(6) . . . . ?
C27 C28 C29 C30 2.4(6) . . . . ?
C26 N7 C30 C29 -1.7(5) . . . . ?
C28 C29 C30 N7 -1.1(6) . . . . ?
C25 N5 C31 C32 -82.7(3) . . . . ?
C19 N5 C31 C32 147.7(2) . . . . ?
C36 N8 C32 C33 -1.3(4) . . . . ?
C36 N8 C32 C31 173.7(3) . . . . ?
N5 C31 C32 N8 159.3(2) . . . . ?
N5 C31 C32 C33 -25.7(4) . . . . ?
N8 C32 C33 C34 1.9(5) . . . . ?
C31 C32 C33 C34 -172.7(3) . . . . ?
C32 C33 C34 C35 -0.9(5) . . . . ?
C33 C34 C35 C36 -0.6(5) . . . . ?
C32 N8 C36 C35 -0.3(5) . . . . ?
C34 C35 C36 N8 1.2(5) . . . . ?

_refine_diff_density_max         0.248
_refine_diff_density_min         -0.207
_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_2i
_database_code_depnum_ccdc_archive 'CCDC 2369955'
loop_
_audit_author_name
_audit_author_address
'Klaus Wurst'
;University of Innsbruck
Austria
;
_audit_update_record             
;
2024-07-11 deposited with the CCDC.	2024-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C86 H80 N18 O6'
_chemical_formula_weight         1461.68

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                   10.9097(4)
_cell_length_b                   12.2695(5)
_cell_length_c                   15.0501(6)
_cell_angle_alpha                83.649(2)
_cell_angle_beta                 74.346(2)
_cell_angle_gamma                80.176(2)
_cell_volume                     1906.96(13)
_cell_formula_units_Z            1
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    9962
_cell_measurement_theta_min      2.3
_cell_measurement_theta_max      25.3

_exptl_crystal_description       prism
_exptl_crystal_colour            Yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.273
_exptl_crystal_F_000             770
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.083
_shelx_estimated_absorpt_T_min   0.985
_shelx_estimated_absorpt_T_max   0.994
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.946
_exptl_absorpt_correction_T_max  0.957
_exptl_absorpt_process_details   'Bruker SADABS-2014/5)'

_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Incoatec Microfocus'
_diffrn_radiation_monochromator  'multi layered optics'
_diffrn_measurement_device_type  'Bruker D8 QUEST PHOTON 100'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.4
_diffrn_reflns_number            47574
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0347
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.100
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_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             6702
_reflns_number_gt                5502
_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 Apex III'
_computing_cell_refinement       'Bruker SAINT-V 8.34A'
_computing_data_reduction        'Bruker SAINT-V 8.34A'
_computing_structure_solution    'SHELXTL-XT-2014/4 (Bruker AXS, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Hydrogen at O1 was found and refined isotropically with
 bond restraint (d = 83 pm).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0554P)²+0.4363P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0277(19)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6702
_refine_ls_number_parameters     501
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0513
_refine_ls_R_factor_gt           0.0402
_refine_ls_wR_factor_ref         0.1110
_refine_ls_wR_factor_gt          0.1039
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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 0.71951(10) 0.92063(10) 0.63697(8) 0.0519(3) Uani 1 1 d D . . . .
H1O H 0.7674(18) 0.8951(17) 0.5885(12) 0.076(6) Uiso 1 1 d D . . . .
O2 O 0.17776(13) 0.90339(11) 1.03104(8) 0.0678(3) Uani 1 1 d . . . . .
O3 O 0.34843(15) 0.89813(13) 1.07712(9) 0.0804(4) Uani 1 1 d . . . . .
N1 N 0.71146(11) 0.77327(9) 0.51905(8) 0.0385(3) Uani 1 1 d . . . . .
N2 N 0.41571(11) 0.85201(10) 0.53894(9) 0.0435(3) Uani 1 1 d . . . . .
N3 N 0.90495(12) 0.90738(12) 0.43506(9) 0.0539(3) Uani 1 1 d . . . . .
N4 N 0.79973(17) 0.48069(12) 0.57101(11) 0.0698(4) Uani 1 1 d . . . . .
N5 N 0.29410(15) 0.89951(11) 1.01633(9) 0.0541(3) Uani 1 1 d . . . . .
N6 N 0.17408(10) 0.48663(9) 0.93104(8) 0.0379(3) Uani 1 1 d . . . . .
N7 N -0.05054(14) 0.64900(12) 0.87556(10) 0.0609(4) Uani 1 1 d . . . . .
N8 N 0.36172(14) 0.40026(12) 0.71481(9) 0.0565(4) Uani 1 1 d . . . . .
N9 N 0.30805(14) 0.63441(12) 1.05695(11) 0.0605(4) Uani 1 1 d . . . . .
C1 C 0.60181(12) 0.78668(11) 0.60059(9) 0.0352(3) Uani 1 1 d . . . . .
H1 H 0.6209 0.7293 0.6477 0.042 Uiso 1 1 calc R U . . .
C2 C 0.47584(13) 0.76891(11) 0.58402(9) 0.0365(3) Uani 1 1 d . . . . .
C3 C 0.42945(16) 0.66903(13) 0.61049(11) 0.0518(4) Uani 1 1 d . . . . .
H3 H 0.4729 0.6128 0.6421 0.062 Uiso 1 1 calc R U . . .
C4 C 0.31853(18) 0.65335(16) 0.58982(13) 0.0655(5) Uani 1 1 d . . . . .
H4 H 0.2867 0.5863 0.6063 0.079 Uiso 1 1 calc R U . . .
C5 C 0.25584(17) 0.73882(16) 0.54443(13) 0.0628(5) Uani 1 1 d . . . . .
H5 H 0.1800 0.7313 0.5302 0.075 Uiso 1 1 calc R U . . .
C6 C 0.30740(15) 0.83535(14) 0.52066(12) 0.0524(4) Uani 1 1 d . . . . .
H6 H 0.2644 0.8929 0.4899 0.063 Uiso 1 1 calc R U . . .
C7 C 0.70347(13) 0.85065(13) 0.43846(10) 0.0426(3) Uani 1 1 d . . . . .
H7A H 0.6514 0.9202 0.4585 0.051 Uiso 1 1 calc R U . . .
H7B H 0.6633 0.8198 0.3987 0.051 Uiso 1 1 calc R U . . .
C8 C 0.83686(14) 0.87046(12) 0.38612(10) 0.0414(3) Uani 1 1 d . . . . .
C9 C 0.88662(18) 0.85169(15) 0.29365(11) 0.0593(4) Uani 1 1 d . . . . .
H9 H 0.8372 0.8270 0.2605 0.071 Uiso 1 1 calc R U . . .
C10 C 1.0110(2) 0.87027(19) 0.25117(14) 0.0794(6) Uani 1 1 d . . . . .
H10 H 1.0466 0.8577 0.1890 0.095 Uiso 1 1 calc R U . . .
C11 C 1.08080(19) 0.90704(18) 0.30094(16) 0.0755(6) Uani 1 1 d . . . . .
H11 H 1.1650 0.9195 0.2739 0.091 Uiso 1 1 calc R U . . .
C12 C 1.02448(17) 0.92519(16) 0.39133(15) 0.0678(5) Uani 1 1 d . . . . .
H12 H 1.0721 0.9517 0.4248 0.081 Uiso 1 1 calc R U . . .
C13 C 0.75172(15) 0.65852(12) 0.49420(10) 0.0465(4) Uani 1 1 d . . . . .
H13A H 0.8096 0.6576 0.4327 0.056 Uiso 1 1 calc R U . . .
H13B H 0.6766 0.6273 0.4922 0.056 Uiso 1 1 calc R U . . .
C14 C 0.81804(14) 0.58636(12) 0.56030(10) 0.0460(4) Uani 1 1 d . . . . .
C15 C 0.89571(18) 0.62549(16) 0.60337(14) 0.0663(5) Uani 1 1 d . . . . .
H15 H 0.9065 0.6998 0.5945 0.080 Uiso 1 1 calc R U . . .
C16 C 0.9578(2) 0.5539(2) 0.66000(15) 0.0819(6) Uani 1 1 d . . . . .
H16 H 1.0102 0.5794 0.6902 0.098 Uiso 1 1 calc R U . . .
C17 C 0.9415(2) 0.4459(2) 0.67096(14) 0.0816(7) Uani 1 1 d . . . . .
H17 H 0.9825 0.3957 0.7085 0.098 Uiso 1 1 calc R U . . .
C18 C 0.8639(3) 0.41292(17) 0.62577(15) 0.0883(7) Uani 1 1 d . . . . .
H18 H 0.8541 0.3384 0.6329 0.106 Uiso 1 1 calc R U . . .
C19 C 0.59443(13) 0.90020(11) 0.63985(10) 0.0384(3) Uani 1 1 d . . . . .
H19 H 0.5547 0.9591 0.6025 0.046 Uiso 1 1 calc R U . . .
C20 C 0.51513(13) 0.90102(11) 0.73882(10) 0.0382(3) Uani 1 1 d . . . . .
C21 C 0.57368(15) 0.88742(13) 0.81105(11) 0.0488(4) Uani 1 1 d . . . . .
H21 H 0.6629 0.8791 0.7980 0.059 Uiso 1 1 calc R U . . .
C22 C 0.50236(16) 0.88592(14) 0.90191(11) 0.0516(4) Uani 1 1 d . . . . .
H22 H 0.5427 0.8771 0.9499 0.062 Uiso 1 1 calc R U . . .
C23 C 0.37119(15) 0.89759(12) 0.92010(10) 0.0450(4) Uani 1 1 d . . . . .
C24 C 0.30914(15) 0.91215(15) 0.85047(11) 0.0546(4) Uani 1 1 d . . . . .
H24 H 0.2198 0.9201 0.8641 0.066 Uiso 1 1 calc R U . . .
C25 C 0.38184(15) 0.91468(14) 0.75991(11) 0.0511(4) Uani 1 1 d . . . . .
H25 H 0.3408 0.9257 0.7122 0.061 Uiso 1 1 calc R U . . .
C26 C 0.05030(12) 0.53939(11) 0.98796(10) 0.0371(3) Uani 1 1 d . . . . .
H26 H 0.0661 0.5533 1.0465 0.045 Uiso 1 1 calc R U . . .
C27 C -0.00151(13) 0.65040(12) 0.94740(11) 0.0443(3) Uani 1 1 d . . . . .
C28 C 0.00433(17) 0.74697(13) 0.98348(16) 0.0672(5) Uani 1 1 d . . . . .
H28 H 0.0412 0.7448 1.0327 0.081 Uiso 1 1 calc R U . . .
C29 C -0.0447(2) 0.84657(16) 0.9462(2) 0.0928(8) Uani 1 1 d . . . . .
H29 H -0.0422 0.9126 0.9702 0.111 Uiso 1 1 calc R U . . .
C30 C -0.0966(2) 0.84726(16) 0.8741(2) 0.0899(7) Uani 1 1 d . . . . .
H30 H -0.1316 0.9136 0.8481 0.108 Uiso 1 1 calc R U . . .
C31 C -0.0968(2) 0.74782(18) 0.83976(16) 0.0809(6) Uani 1 1 d . . . . .
H31 H -0.1308 0.7490 0.7892 0.097 Uiso 1 1 calc R U . . .
C32 C 0.17641(14) 0.46262(13) 0.83746(10) 0.0466(4) Uani 1 1 d . . . . .
H32A H 0.1814 0.5302 0.7974 0.056 Uiso 1 1 calc R U . . .
H32B H 0.0974 0.4357 0.8385 0.056 Uiso 1 1 calc R U . . .
C33 C 0.29043(14) 0.37653(12) 0.79946(10) 0.0431(3) Uani 1 1 d . . . . .
C34 C 0.31764(16) 0.27874(13) 0.84983(12) 0.0541(4) Uani 1 1 d . . . . .
H34 H 0.2662 0.2644 0.9088 0.065 Uiso 1 1 calc R U . . .
C35 C 0.42168(18) 0.20260(14) 0.81194(14) 0.0626(5) Uani 1 1 d . . . . .
H35 H 0.4413 0.1361 0.8449 0.075 Uiso 1 1 calc R U . . .
C36 C 0.49590(18) 0.22603(16) 0.72516(14) 0.0660(5) Uani 1 1 d . . . . .
H36 H 0.5669 0.1762 0.6979 0.079 Uiso 1 1 calc R U . . .
C37 C 0.46279(18) 0.32466(17) 0.67977(13) 0.0676(5) Uani 1 1 d . . . . .
H37 H 0.5135 0.3405 0.6208 0.081 Uiso 1 1 calc R U . . .
C38 C 0.27859(14) 0.54886(13) 0.92856(10) 0.0452(3) Uani 1 1 d . . . . .
H38A H 0.2533 0.6263 0.9113 0.054 Uiso 1 1 calc R U . . .
H38B H 0.3544 0.5211 0.8816 0.054 Uiso 1 1 calc R U . . .
C39 C 0.31152(13) 0.53979(12) 1.01998(11) 0.0433(3) Uani 1 1 d . . . . .
C40 C 0.34747(16) 0.43809(14) 1.06142(13) 0.0578(4) Uani 1 1 d . . . . .
H40 H 0.3488 0.3735 1.0339 0.069 Uiso 1 1 calc R U . . .
C41 C 0.38128(18) 0.43226(17) 1.14340(14) 0.0661(5) Uani 1 1 d . . . . .
H41 H 0.4060 0.3641 1.1721 0.079 Uiso 1 1 calc R U . . .
C42 C 0.37799(17) 0.52835(18) 1.18199(13) 0.0671(5) Uani 1 1 d . . . . .
H42 H 0.4002 0.5273 1.2376 0.080 Uiso 1 1 calc R U . . .
C43 C 0.3413(2) 0.62612(18) 1.13695(14) 0.0734(5) Uani 1 1 d . . . . .
H43 H 0.3394 0.6914 1.1637 0.088 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 C19 1.4174(17) . ?
O1 H1O 0.832(15) . ?
O2 N5 1.2217(18) . ?
O3 N5 1.2142(18) . ?
N1 C13 1.4601(18) . ?
N1 C1 1.4661(17) . ?
N1 C7 1.4676(17) . ?
N2 C6 1.3356(19) . ?
N2 C2 1.3376(18) . ?
N3 C8 1.3353(19) . ?
N3 C12 1.336(2) . ?
N4 C14 1.331(2) . ?
N4 C18 1.350(3) . ?
N5 C23 1.466(2) . ?
N6 C32 1.4632(18) . ?
N6 C38 1.4670(18) . ?
N6 C26 1.4754(17) . ?
N7 C27 1.332(2) . ?
N7 C31 1.345(2) . ?
N8 C33 1.332(2) . ?
N8 C37 1.342(2) . ?
N9 C39 1.332(2) . ?
N9 C43 1.337(2) . ?
C1 C2 1.5159(18) . ?
C1 C19 1.5536(19) . ?
C1 H1 0.9800 . ?
C2 C3 1.383(2) . ?
C3 C4 1.376(2) . ?
C3 H3 0.9300 . ?
C4 C5 1.372(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.368(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.502(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.380(2) . ?
C9 C10 1.381(3) . ?
C9 H9 0.9300 . ?
C10 C11 1.358(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.359(3) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.507(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.368(2) . ?
C15 C16 1.378(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.353(3) . ?
C16 H16 0.9300 . ?
C17 C18 1.353(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.5073(19) . ?
C19 H19 0.9800 . ?
C20 C21 1.384(2) . ?
C20 C25 1.387(2) . ?
C21 C22 1.379(2) . ?
C21 H21 0.9300 . ?
C22 C23 1.368(2) . ?
C22 H22 0.9300 . ?
C23 C24 1.374(2) . ?
C24 C25 1.380(2) . ?
C24 H24 0.9300 . ?
C25 H25 0.9300 . ?
C26 C27 1.5122(19) . ?
C26 C26 1.530(3) 2_567 ?
C26 H26 0.9800 . ?
C27 C28 1.375(2) . ?
C28 C29 1.372(3) . ?
C28 H28 0.9300 . ?
C29 C30 1.352(3) . ?
C29 H29 0.9300 . ?
C30 C31 1.377(3) . ?
C30 H30 0.9300 . ?
C31 H31 0.9300 . ?
C32 C33 1.514(2) . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C33 C34 1.379(2) . ?
C34 C35 1.376(2) . ?
C34 H34 0.9300 . ?
C35 C36 1.367(3) . ?
C35 H35 0.9300 . ?
C36 C37 1.365(3) . ?
C36 H36 0.9300 . ?
C37 H37 0.9300 . ?
C38 C39 1.501(2) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C39 C40 1.376(2) . ?
C40 C41 1.371(2) . ?
C40 H40 0.9300 . ?
C41 C42 1.362(3) . ?
C41 H41 0.9300 . ?
C42 C43 1.364(3) . ?
C42 H42 0.9300 . ?
C43 H43 0.9300 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C19 O1 H1O 105.8(15) . . ?
C13 N1 C1 113.34(11) . . ?
C13 N1 C7 112.35(11) . . ?
C1 N1 C7 116.34(11) . . ?
C6 N2 C2 117.32(13) . . ?
C8 N3 C12 117.50(15) . . ?
C14 N4 C18 116.36(18) . . ?
O3 N5 O2 123.35(14) . . ?
O3 N5 C23 118.70(15) . . ?
O2 N5 C23 117.95(14) . . ?
C32 N6 C38 110.42(12) . . ?
C32 N6 C26 116.72(10) . . ?
C38 N6 C26 111.14(11) . . ?
C27 N7 C31 116.66(17) . . ?
C33 N8 C37 117.14(15) . . ?
C39 N9 C43 116.73(16) . . ?
N1 C1 C2 113.86(11) . . ?
N1 C1 C19 109.13(10) . . ?
C2 C1 C19 113.27(11) . . ?
N1 C1 H1 106.7 . . ?
C2 C1 H1 106.7 . . ?
C19 C1 H1 106.7 . . ?
N2 C2 C3 121.99(13) . . ?
N2 C2 C1 116.91(11) . . ?
C3 C2 C1 121.02(13) . . ?
C4 C3 C2 119.61(15) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C5 C4 C3 118.57(15) . . ?
C5 C4 H4 120.7 . . ?
C3 C4 H4 120.7 . . ?
C6 C5 C4 118.49(15) . . ?
C6 C5 H5 120.8 . . ?
C4 C5 H5 120.8 . . ?
N2 C6 C5 124.02(15) . . ?
N2 C6 H6 118.0 . . ?
C5 C6 H6 118.0 . . ?
N1 C7 C8 109.01(11) . . ?
N1 C7 H7A 109.9 . . ?
C8 C7 H7A 109.9 . . ?
N1 C7 H7B 109.9 . . ?
C8 C7 H7B 109.9 . . ?
H7A C7 H7B 108.3 . . ?
N3 C8 C9 121.86(14) . . ?
N3 C8 C7 115.57(13) . . ?
C9 C8 C7 122.57(14) . . ?
C8 C9 C10 118.85(18) . . ?
C8 C9 H9 120.6 . . ?
C10 C9 H9 120.6 . . ?
C11 C10 C9 119.42(18) . . ?
C11 C10 H10 120.3 . . ?
C9 C10 H10 120.3 . . ?
C10 C11 C12 118.29(17) . . ?
C10 C11 H11 120.9 . . ?
C12 C11 H11 120.9 . . ?
N3 C12 C11 124.07(19) . . ?
N3 C12 H12 118.0 . . ?
C11 C12 H12 118.0 . . ?
N1 C13 C14 113.54(12) . . ?
N1 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
N1 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
N4 C14 C15 122.31(16) . . ?
N4 C14 C13 115.17(15) . . ?
C15 C14 C13 122.47(15) . . ?
C14 C15 C16 119.51(19) . . ?
C14 C15 H15 120.2 . . ?
C16 C15 H15 120.2 . . ?
C17 C16 C15 119.0(2) . . ?
C17 C16 H16 120.5 . . ?
C15 C16 H16 120.5 . . ?
C18 C17 C16 118.23(19) . . ?
C18 C17 H17 120.9 . . ?
C16 C17 H17 120.9 . . ?
N4 C18 C17 124.6(2) . . ?
N4 C18 H18 117.7 . . ?
C17 C18 H18 117.7 . . ?
O1 C19 C20 108.49(11) . . ?
O1 C19 C1 110.27(11) . . ?
C20 C19 C1 110.44(11) . . ?
O1 C19 H19 109.2 . . ?
C20 C19 H19 109.2 . . ?
C1 C19 H19 109.2 . . ?
C21 C20 C25 118.28(14) . . ?
C21 C20 C19 120.77(13) . . ?
C25 C20 C19 120.95(13) . . ?
C22 C21 C20 121.35(14) . . ?
C22 C21 H21 119.3 . . ?
C20 C21 H21 119.3 . . ?
C23 C22 C21 118.73(14) . . ?
C23 C22 H22 120.6 . . ?
C21 C22 H22 120.6 . . ?
C22 C23 C24 121.80(14) . . ?
C22 C23 N5 119.24(14) . . ?
C24 C23 N5 118.90(14) . . ?
C23 C24 C25 118.75(14) . . ?
C23 C24 H24 120.6 . . ?
C25 C24 H24 120.6 . . ?
C24 C25 C20 121.07(14) . . ?
C24 C25 H25 119.5 . . ?
C20 C25 H25 119.5 . . ?
N6 C26 C27 114.43(12) . . ?
N6 C26 C26 111.22(13) . 2_567 ?
C27 C26 C26 111.13(13) . 2_567 ?
N6 C26 H26 106.5 . . ?
C27 C26 H26 106.5 . . ?
C26 C26 H26 106.5 2_567 . ?
N7 C27 C28 122.71(15) . . ?
N7 C27 C26 116.77(13) . . ?
C28 C27 C26 120.52(14) . . ?
C29 C28 C27 119.42(19) . . ?
C29 C28 H28 120.3 . . ?
C27 C28 H28 120.3 . . ?
C30 C29 C28 119.0(2) . . ?
C30 C29 H29 120.5 . . ?
C28 C29 H29 120.5 . . ?
C29 C30 C31 118.72(18) . . ?
C29 C30 H30 120.6 . . ?
C31 C30 H30 120.6 . . ?
N7 C31 C30 123.5(2) . . ?
N7 C31 H31 118.3 . . ?
C30 C31 H31 118.3 . . ?
N6 C32 C33 110.83(11) . . ?
N6 C32 H32A 109.5 . . ?
C33 C32 H32A 109.5 . . ?
N6 C32 H32B 109.5 . . ?
C33 C32 H32B 109.5 . . ?
H32A C32 H32B 108.1 . . ?
N8 C33 C34 122.19(14) . . ?
N8 C33 C32 116.29(13) . . ?
C34 C33 C32 121.51(14) . . ?
C35 C34 C33 119.35(17) . . ?
C35 C34 H34 120.3 . . ?
C33 C34 H34 120.3 . . ?
C36 C35 C34 119.07(17) . . ?
C36 C35 H35 120.5 . . ?
C34 C35 H35 120.5 . . ?
C37 C36 C35 118.09(16) . . ?
C37 C36 H36 121.0 . . ?
C35 C36 H36 121.0 . . ?
N8 C37 C36 124.16(18) . . ?
N8 C37 H37 117.9 . . ?
C36 C37 H37 117.9 . . ?
N6 C38 C39 112.27(12) . . ?
N6 C38 H38A 109.1 . . ?
C39 C38 H38A 109.1 . . ?
N6 C38 H38B 109.1 . . ?
C39 C38 H38B 109.1 . . ?
H38A C38 H38B 107.9 . . ?
N9 C39 C40 122.13(15) . . ?
N9 C39 C38 116.88(14) . . ?
C40 C39 C38 120.96(14) . . ?
C41 C40 C39 119.80(16) . . ?
C41 C40 H40 120.1 . . ?
C39 C40 H40 120.1 . . ?
C42 C41 C40 118.67(18) . . ?
C42 C41 H41 120.7 . . ?
C40 C41 H41 120.7 . . ?
C41 C42 C43 118.27(17) . . ?
C41 C42 H42 120.9 . . ?
C43 C42 H42 120.9 . . ?
N9 C43 C42 124.41(18) . . ?
N9 C43 H43 117.8 . . ?
C42 C43 H43 117.8 . . ?

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
C13 N1 C1 C2 -70.44(14) . . . . ?
C7 N1 C1 C2 62.07(15) . . . . ?
C13 N1 C1 C19 161.91(11) . . . . ?
C7 N1 C1 C19 -65.58(14) . . . . ?
C6 N2 C2 C3 0.5(2) . . . . ?
C6 N2 C2 C1 177.30(13) . . . . ?
N1 C1 C2 N2 -77.80(15) . . . . ?
C19 C1 C2 N2 47.68(16) . . . . ?
N1 C1 C2 C3 99.08(15) . . . . ?
C19 C1 C2 C3 -135.44(14) . . . . ?
N2 C2 C3 C4 0.4(2) . . . . ?
C1 C2 C3 C4 -176.36(15) . . . . ?
C2 C3 C4 C5 -1.0(3) . . . . ?
C3 C4 C5 C6 0.9(3) . . . . ?
C2 N2 C6 C5 -0.6(2) . . . . ?
C4 C5 C6 N2 0.0(3) . . . . ?
C13 N1 C7 C8 -77.84(15) . . . . ?
C1 N1 C7 C8 149.20(12) . . . . ?
C12 N3 C8 C9 -0.4(2) . . . . ?
C12 N3 C8 C7 179.45(14) . . . . ?
N1 C7 C8 N3 -56.03(17) . . . . ?
N1 C7 C8 C9 123.80(15) . . . . ?
N3 C8 C9 C10 0.9(3) . . . . ?
C7 C8 C9 C10 -178.92(16) . . . . ?
C8 C9 C10 C11 -0.4(3) . . . . ?
C9 C10 C11 C12 -0.6(3) . . . . ?
C8 N3 C12 C11 -0.7(3) . . . . ?
C10 C11 C12 N3 1.2(3) . . . . ?
C1 N1 C13 C14 -71.94(15) . . . . ?
C7 N1 C13 C14 153.64(12) . . . . ?
C18 N4 C14 C15 -1.1(3) . . . . ?
C18 N4 C14 C13 176.39(16) . . . . ?
N1 C13 C14 N4 147.89(14) . . . . ?
N1 C13 C14 C15 -34.6(2) . . . . ?
N4 C14 C15 C16 0.0(3) . . . . ?
C13 C14 C15 C16 -177.26(17) . . . . ?
C14 C15 C16 C17 0.7(3) . . . . ?
C15 C16 C17 C18 -0.3(3) . . . . ?
C14 N4 C18 C17 1.6(3) . . . . ?
C16 C17 C18 N4 -0.9(4) . . . . ?
N1 C1 C19 O1 -40.81(14) . . . . ?
C2 C1 C19 O1 -168.79(11) . . . . ?
N1 C1 C19 C20 -160.71(11) . . . . ?
C2 C1 C19 C20 71.32(14) . . . . ?
O1 C19 C20 C21 -18.85(18) . . . . ?
C1 C19 C20 C21 102.11(15) . . . . ?
O1 C19 C20 C25 161.57(13) . . . . ?
C1 C19 C20 C25 -77.47(17) . . . . ?
C25 C20 C21 C22 0.8(2) . . . . ?
C19 C20 C21 C22 -178.76(14) . . . . ?
C20 C21 C22 C23 0.4(2) . . . . ?
C21 C22 C23 C24 -0.9(2) . . . . ?
C21 C22 C23 N5 -178.16(14) . . . . ?
O3 N5 C23 C22 4.9(2) . . . . ?
O2 N5 C23 C22 -175.74(14) . . . . ?
O3 N5 C23 C24 -172.49(15) . . . . ?
O2 N5 C23 C24 6.9(2) . . . . ?
C22 C23 C24 C25 0.2(3) . . . . ?
N5 C23 C24 C25 177.47(14) . . . . ?
C23 C24 C25 C20 1.1(3) . . . . ?
C21 C20 C25 C24 -1.6(2) . . . . ?
C19 C20 C25 C24 178.04(14) . . . . ?
C32 N6 C26 C27 -59.69(16) . . . . ?
C38 N6 C26 C27 68.14(14) . . . . ?
C32 N6 C26 C26 67.27(18) . . . 2_567 ?
C38 N6 C26 C26 -164.90(13) . . . 2_567 ?
C31 N7 C27 C28 -1.0(3) . . . . ?
C31 N7 C27 C26 179.84(15) . . . . ?
N6 C26 C27 N7 73.83(16) . . . . ?
C26 C26 C27 N7 -53.2(2) 2_567 . . . ?
N6 C26 C27 C28 -105.39(17) . . . . ?
C26 C26 C27 C28 127.60(17) 2_567 . . . ?
N7 C27 C28 C29 1.6(3) . . . . ?
C26 C27 C28 C29 -179.23(18) . . . . ?
C27 C28 C29 C30 -0.6(3) . . . . ?
C28 C29 C30 C31 -0.9(4) . . . . ?
C27 N7 C31 C30 -0.7(3) . . . . ?
C29 C30 C31 N7 1.6(4) . . . . ?
C38 N6 C32 C33 71.01(15) . . . . ?
C26 N6 C32 C33 -160.80(12) . . . . ?
C37 N8 C33 C34 -0.2(2) . . . . ?
C37 N8 C33 C32 -179.64(15) . . . . ?
N6 C32 C33 N8 -131.20(14) . . . . ?
N6 C32 C33 C34 49.36(19) . . . . ?
N8 C33 C34 C35 0.0(2) . . . . ?
C32 C33 C34 C35 179.38(15) . . . . ?
C33 C34 C35 C36 0.2(3) . . . . ?
C34 C35 C36 C37 -0.1(3) . . . . ?
C33 N8 C37 C36 0.3(3) . . . . ?
C35 C36 C37 N8 -0.1(3) . . . . ?
C32 N6 C38 C39 -159.01(12) . . . . ?
C26 N6 C38 C39 69.83(15) . . . . ?
C43 N9 C39 C40 0.0(2) . . . . ?
C43 N9 C39 C38 -177.96(15) . . . . ?
N6 C38 C39 N9 -124.86(14) . . . . ?
N6 C38 C39 C40 57.17(19) . . . . ?
N9 C39 C40 C41 -0.1(3) . . . . ?
C38 C39 C40 C41 177.79(15) . . . . ?
C39 C40 C41 C42 0.1(3) . . . . ?
C40 C41 C42 C43 -0.1(3) . . . . ?
C39 N9 C43 C42 0.0(3) . . . . ?
C41 C42 C43 N9 0.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1O N1 0.832(15) 2.168(19) 2.6972(16) 121.4(18) .
O1 H1O N3 0.832(15) 2.395(17) 3.1674(18) 154.7(19) .

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.210
_refine_diff_density_rms         0.034


