# Electronic Supplementary Material (ESI) for RSC Medicinal 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_rf20
_database_code_depnum_ccdc_archive 'CCDC 2306410'
loop_
_audit_author_name
_audit_author_address
'Matti Haukka'
;University of Jyvaskyla
Finland
;
_audit_update_record             
;
2023-11-08 deposited with the CCDC.	2024-07-11 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2019/2
_shelx_SHELXL_version_number     2019/2
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C41 H37 N5 O5'
_chemical_formula_sum            'C41 H37 N5 O5'
_chemical_formula_weight         679.75

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

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

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

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

_cell_length_a                   11.1512(4)
_cell_length_b                   11.4201(5)
_cell_length_c                   27.4907(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3500.9(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4777
_cell_measurement_theta_min      4.2780
_cell_measurement_theta_max      77.4390

_exptl_crystal_description       needle
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_F_000             1432
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.118
_exptl_crystal_size_mid          0.034
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.696
_shelx_estimated_absorpt_T_min   0.922
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_T_min  0.73370
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_ambient_environment      N~2~
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'PhotonJet R (Cu) X-ray Source'
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix-Arc 100'
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_type            'HyPix-Arc 100'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_reflns_number            39093
_diffrn_reflns_av_unetI/netI     0.0667
_diffrn_reflns_av_R_equivalents  0.1265
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -35
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_theta_min         4.192
_diffrn_reflns_theta_max         81.048
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7536
_reflns_number_gt                5036
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_max     0.970
_reflns_Friedel_fraction_full    0.999

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

_computing_data_collection       
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
;
_computing_cell_refinement       
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
;
_computing_data_reduction        
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
;
_computing_structure_solution    'SHELXT (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2019/2 (Sheldrick, 2019)'
_computing_molecular_graphics    
'CrystaMaker X (CrystalMaker Software ltd., 2022)'
_computing_publication_material  'SHELXL-2019/2 (Sheldrick, 2019)'
_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)+(0.0724P)²+0.2224P] 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-2019/2 (Sheldrick 2019)'
_refine_ls_extinction_coef       0.0023(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 
;
 Flack x determined using 1679 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.12(17)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         7536
_refine_ls_number_parameters     466
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0951
_refine_ls_R_factor_gt           0.0552
_refine_ls_wR_factor_ref         0.1476
_refine_ls_wR_factor_gt          0.1225
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 0.3476(3) 0.7155(3) 0.64192(12) 0.0434(7) Uani 1 1 d . . . . .
O2 O 0.4253(3) 0.1011(3) 0.59920(12) 0.0488(8) Uani 1 1 d . . . . .
O3 O 0.6435(3) 0.3832(3) 0.69371(12) 0.0451(8) Uani 1 1 d . . . . .
O4 O 0.2820(4) 0.6185(4) 0.88556(15) 0.0773(13) Uani 1 1 d . . . . .
O5 O 0.3436(4) 0.4493(4) 0.90818(14) 0.0683(11) Uani 1 1 d . . . . .
N1 N 0.9189(3) 0.7189(3) 0.66973(13) 0.0370(8) Uani 1 1 d . . . . .
N2 N 0.9851(3) 0.6373(3) 0.64578(13) 0.0367(8) Uani 1 1 d . . . . .
N3 N 0.4944(3) 0.5728(3) 0.57367(12) 0.0354(8) Uani 1 1 d . . . . .
N4 N 0.2487(3) 0.5387(4) 0.64317(14) 0.0397(9) Uani 1 1 d . . . . .
N5 N 0.3333(4) 0.5276(5) 0.87792(16) 0.0558(11) Uani 1 1 d . . . . .
C1 C 0.9084(5) 0.8867(6) 0.7238(2) 0.0672(17) Uani 1 1 d . . . . .
H1 H 0.827168 0.868318 0.730758 0.081 Uiso 1 1 calc R U . . .
C2 C 0.9614(5) 0.9839(7) 0.7447(3) 0.087(2) Uani 1 1 d . . . . .
H2 H 0.915604 1.033795 0.765156 0.104 Uiso 1 1 calc R U . . .
C3 C 1.0798(5) 1.0085(6) 0.7359(2) 0.0717(18) Uani 1 1 d . . . . .
H3 H 1.116384 1.074452 0.750849 0.086 Uiso 1 1 calc R U . . .
C4 C 1.1456(4) 0.9378(5) 0.7056(2) 0.0605(15) Uani 1 1 d . . . . .
H4A H 1.227651 0.955170 0.699735 0.073 Uiso 1 1 calc R U . . .
C5 C 1.0939(4) 0.8417(5) 0.68361(19) 0.0509(12) Uani 1 1 d . . . . .
H5 H 1.139765 0.793416 0.662505 0.061 Uiso 1 1 calc R U . . .
C6 C 0.9742(4) 0.8162(4) 0.69259(16) 0.0403(10) Uani 1 1 d . . . . .
C7 C 0.7990(3) 0.6973(4) 0.66590(15) 0.0370(10) Uani 1 1 d . . . . .
H7 H 0.736235 0.743383 0.679279 0.044 Uiso 1 1 calc R U . . .
C8 C 0.7858(3) 0.5957(4) 0.63883(15) 0.0361(9) Uani 1 1 d . . . . .
C9 C 0.9036(4) 0.5632(4) 0.62693(15) 0.0377(10) Uani 1 1 d . . . . .
C10 C 0.9406(4) 0.4681(4) 0.59395(17) 0.0409(10) Uani 1 1 d . . . . .
C11 C 1.0160(4) 0.4938(4) 0.55470(16) 0.0428(11) Uani 1 1 d . . . . .
H11 H 1.046238 0.570960 0.550669 0.051 Uiso 1 1 calc R U . . .
C12 C 1.0464(4) 0.4078(5) 0.52189(19) 0.0556(14) Uani 1 1 d . . . . .
H12 H 1.096013 0.426485 0.494877 0.067 Uiso 1 1 calc R U . . .
C13 C 1.0055(5) 0.2946(6) 0.5279(2) 0.0683(17) Uani 1 1 d . . . . .
H13 H 1.027864 0.235339 0.505467 0.082 Uiso 1 1 calc R U . . .
C14 C 0.9313(5) 0.2678(5) 0.5671(2) 0.0650(16) Uani 1 1 d . . . . .
H14 H 0.902553 0.190121 0.571279 0.078 Uiso 1 1 calc R U . . .
C15 C 0.8994(4) 0.3543(5) 0.5999(2) 0.0514(12) Uani 1 1 d . . . . .
H15 H 0.849031 0.335610 0.626669 0.062 Uiso 1 1 calc R U . . .
C16 C 0.6708(4) 0.5451(4) 0.62067(16) 0.0385(10) Uani 1 1 d . . . . .
H16 H 0.685034 0.460377 0.613611 0.046 Uiso 1 1 calc R U . . .
C17 C 0.6233(3) 0.6015(4) 0.57442(16) 0.0385(10) Uani 1 1 d . . . . .
H17 H 0.633732 0.688371 0.576382 0.046 Uiso 1 1 calc R U . . .
C18 C 0.6711(4) 0.5573(5) 0.52562(16) 0.0423(11) Uani 1 1 d . . . . .
H18A H 0.732117 0.611364 0.512233 0.051 Uiso 1 1 calc R U . . .
H18B H 0.706814 0.478331 0.528973 0.051 Uiso 1 1 calc R U . . .
C19 C 0.5605(4) 0.5540(4) 0.49367(15) 0.0388(10) Uani 1 1 d . . . . .
H19 H 0.572281 0.496884 0.466528 0.047 Uiso 1 1 calc R U . . .
C20 C 0.5283(4) 0.6742(4) 0.47311(17) 0.0433(11) Uani 1 1 d . . . . .
H20A H 0.539765 0.734051 0.498751 0.052 Uiso 1 1 calc R U . . .
H20B H 0.583494 0.692964 0.446015 0.052 Uiso 1 1 calc R U . . .
C21 C 0.3999(4) 0.6804(5) 0.45476(17) 0.0469(11) Uani 1 1 d . . . . .
H21A H 0.389134 0.625125 0.427373 0.056 Uiso 1 1 calc R U . . .
H21B H 0.382645 0.760423 0.442750 0.056 Uiso 1 1 calc R U . . .
C22 C 0.3132(4) 0.6496(5) 0.49561(17) 0.0455(12) Uani 1 1 d . . . . .
H22A H 0.323856 0.704907 0.522994 0.055 Uiso 1 1 calc R U . . .
H22B H 0.229627 0.656477 0.483790 0.055 Uiso 1 1 calc R U . . .
C23 C 0.3361(4) 0.5256(4) 0.51296(17) 0.0423(10) Uani 1 1 d . . . . .
H23A H 0.317558 0.470184 0.486322 0.051 Uiso 1 1 calc R U . . .
H23B H 0.281979 0.507866 0.540527 0.051 Uiso 1 1 calc R U . . .
C24 C 0.4654(4) 0.5082(4) 0.52901(15) 0.0386(10) Uani 1 1 d . . . . .
H24 H 0.479565 0.422833 0.534723 0.046 Uiso 1 1 calc R U . . .
C25 C 0.4530(3) 0.5318(4) 0.62169(15) 0.0354(9) Uani 1 1 d . . . . .
C26 C 0.3450(4) 0.6106(4) 0.63713(16) 0.0366(9) Uani 1 1 d . . . . .
C27 C 0.2779(3) 0.4202(4) 0.63582(16) 0.0375(10) Uani 1 1 d . . . . .
C28 C 0.2054(4) 0.3236(4) 0.63824(18) 0.0467(11) Uani 1 1 d . . . . .
H28 H 0.123975 0.330702 0.648025 0.056 Uiso 1 1 calc R U . . .
C29 C 0.2527(4) 0.2151(4) 0.62615(19) 0.0495(12) Uani 1 1 d . . . . .
H29 H 0.202884 0.147681 0.626983 0.059 Uiso 1 1 calc R U . . .
C30 C 0.3714(4) 0.2042(4) 0.61295(17) 0.0414(10) Uani 1 1 d . . . . .
C31 C 0.3500(5) 0.0076(5) 0.5854(2) 0.0607(14) Uani 1 1 d . . . . .
H31A H 0.291248 0.035371 0.561540 0.091 Uiso 1 1 calc R U . . .
H31B H 0.308073 -0.022512 0.614114 0.091 Uiso 1 1 calc R U . . .
H31C H 0.398471 -0.054970 0.570958 0.091 Uiso 1 1 calc R U . . .
C32 C 0.4461(4) 0.3025(4) 0.61240(16) 0.0403(10) Uani 1 1 d . . . . .
H32 H 0.528680 0.294603 0.604561 0.048 Uiso 1 1 calc R U . . .
C33 C 0.3992(3) 0.4107(4) 0.62327(15) 0.0349(9) Uani 1 1 d . . . . .
C34 C 0.5644(3) 0.5532(4) 0.65512(14) 0.0344(9) Uani 1 1 d . . . . .
H34 H 0.560065 0.634323 0.668649 0.041 Uiso 1 1 calc R U . . .
C35 C 0.5750(4) 0.4663(4) 0.69712(16) 0.0371(9) Uani 1 1 d . . . . .
C36 C 0.5044(4) 0.4836(4) 0.74280(16) 0.0384(10) Uani 1 1 d . . . . .
C37 C 0.5207(4) 0.4026(4) 0.77996(16) 0.0421(10) Uani 1 1 d . . . . .
H37 H 0.572327 0.337586 0.774842 0.051 Uiso 1 1 calc R U . . .
C38 C 0.4635(4) 0.4148(4) 0.82403(17) 0.0451(11) Uani 1 1 d . . . . .
H38 H 0.473886 0.358772 0.849229 0.054 Uiso 1 1 calc R U . . .
C39 C 0.3906(4) 0.5111(4) 0.83036(17) 0.0455(11) Uani 1 1 d . . . . .
C40 C 0.3715(4) 0.5939(5) 0.79449(18) 0.0473(11) Uani 1 1 d . . . . .
H40 H 0.320432 0.659210 0.799962 0.057 Uiso 1 1 calc R U . . .
C41 C 0.4291(4) 0.5787(4) 0.75045(16) 0.0422(10) Uani 1 1 d . . . . .
H41 H 0.416998 0.633978 0.725082 0.051 Uiso 1 1 calc R U . . .
H4 H 0.179(5) 0.575(5) 0.6441(19) 0.053(15) Uiso 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C26 1.206(5) . yes
O2 C30 1.375(6) . yes
O2 C31 1.410(6) . yes
O3 C35 1.222(5) . yes
O4 N5 1.203(6) . yes
O5 N5 1.227(6) . yes
N1 N2 1.359(5) . yes
N1 C7 1.363(5) . yes
N1 C6 1.417(6) . yes
N2 C9 1.345(5) . yes
N3 C24 1.468(5) . yes
N3 C25 1.475(5) . yes
N3 C17 1.475(5) . yes
N4 C26 1.362(6) . yes
N4 C27 1.406(6) . yes
N4 H4 0.89(6) . ?
N5 C39 1.467(6) . yes
C1 C2 1.382(8) . ?
C1 C6 1.386(7) . ?
C1 H1 0.9500 . ?
C2 C3 1.372(8) . ?
C2 H2 0.9500 . ?
C3 C4 1.373(8) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(7) . ?
C4 H4A 0.9500 . ?
C5 C6 1.389(6) . ?
C5 H5 0.9500 . ?
C7 C8 1.387(6) . ?
C7 H7 0.9500 . ?
C8 C9 1.404(6) . ?
C8 C16 1.493(6) . ?
C9 C10 1.473(6) . ?
C10 C15 1.389(7) . ?
C10 C11 1.399(6) . ?
C11 C12 1.376(7) . ?
C11 H11 0.9500 . ?
C12 C13 1.381(8) . ?
C12 H12 0.9500 . ?
C13 C14 1.391(8) . ?
C13 H13 0.9500 . ?
C14 C15 1.384(7) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 C17 1.520(6) . ?
C16 C34 1.521(6) . ?
C16 H16 1.0000 . ?
C17 C18 1.529(6) . ?
C17 H17 1.0000 . ?
C18 C19 1.515(6) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 C20 1.527(7) . ?
C19 C24 1.531(6) . ?
C19 H19 1.0000 . ?
C20 C21 1.520(6) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 C22 1.523(6) . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C22 C23 1.515(7) . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C23 C24 1.520(6) . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C24 H24 1.0000 . ?
C25 C33 1.508(6) . ?
C25 C26 1.561(6) . ?
C25 C34 1.564(6) . ?
C27 C28 1.370(6) . ?
C27 C33 1.400(5) . ?
C28 C29 1.387(7) . ?
C28 H28 0.9500 . ?
C29 C30 1.377(7) . ?
C29 H29 0.9500 . ?
C30 C32 1.399(6) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.374(6) . ?
C32 H32 0.9500 . ?
C34 C35 1.527(6) . ?
C34 H34 1.0000 . ?
C35 C36 1.495(6) . ?
C36 C37 1.390(6) . ?
C36 C41 1.390(6) . ?
C37 C38 1.376(6) . ?
C37 H37 0.9500 . ?
C38 C39 1.378(7) . ?
C38 H38 0.9500 . ?
C39 C40 1.383(7) . ?
C40 C41 1.381(7) . ?
C40 H40 0.9500 . ?
C41 H41 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
C30 O2 C31 117.5(4) . . ?
N2 N1 C7 111.8(3) . . ?
N2 N1 C6 121.1(3) . . ?
C7 N1 C6 127.0(4) . . ?
C9 N2 N1 104.5(3) . . ?
C24 N3 C25 121.3(3) . . ?
C24 N3 C17 109.8(3) . . ?
C25 N3 C17 111.3(3) . . ?
C26 N4 C27 112.3(4) . . ?
C26 N4 H4 115(3) . . ?
C27 N4 H4 131(3) . . ?
O4 N5 O5 123.7(5) . . ?
O4 N5 C39 118.3(5) . . ?
O5 N5 C39 118.0(5) . . ?
C2 C1 C6 119.9(5) . . ?
C2 C1 H1 120.1 . . ?
C6 C1 H1 120.1 . . ?
C3 C2 C1 120.2(6) . . ?
C3 C2 H2 119.9 . . ?
C1 C2 H2 119.9 . . ?
C2 C3 C4 120.0(5) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C3 C4 C5 120.7(5) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
C4 C5 C6 119.4(5) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C1 C6 C5 119.7(4) . . ?
C1 C6 N1 120.0(4) . . ?
C5 C6 N1 120.3(4) . . ?
N1 C7 C8 107.3(4) . . ?
N1 C7 H7 126.4 . . ?
C8 C7 H7 126.4 . . ?
C7 C8 C9 104.3(3) . . ?
C7 C8 C16 126.5(4) . . ?
C9 C8 C16 128.6(4) . . ?
N2 C9 C8 112.1(4) . . ?
N2 C9 C10 120.7(4) . . ?
C8 C9 C10 126.9(4) . . ?
C15 C10 C11 119.1(4) . . ?
C15 C10 C9 121.6(4) . . ?
C11 C10 C9 119.3(4) . . ?
C12 C11 C10 120.3(5) . . ?
C12 C11 H11 119.8 . . ?
C10 C11 H11 119.8 . . ?
C11 C12 C13 120.5(5) . . ?
C11 C12 H12 119.8 . . ?
C13 C12 H12 119.8 . . ?
C12 C13 C14 119.7(5) . . ?
C12 C13 H13 120.1 . . ?
C14 C13 H13 120.1 . . ?
C15 C14 C13 120.0(5) . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C10 120.4(5) . . ?
C14 C15 H15 119.8 . . ?
C10 C15 H15 119.8 . . ?
C8 C16 C17 114.5(4) . . ?
C8 C16 C34 116.0(4) . . ?
C17 C16 C34 102.9(3) . . ?
C8 C16 H16 107.6 . . ?
C17 C16 H16 107.6 . . ?
C34 C16 H16 107.6 . . ?
N3 C17 C16 104.9(3) . . ?
N3 C17 C18 104.7(3) . . ?
C16 C17 C18 118.2(4) . . ?
N3 C17 H17 109.5 . . ?
C16 C17 H17 109.5 . . ?
C18 C17 H17 109.5 . . ?
C19 C18 C17 103.5(3) . . ?
C19 C18 H18A 111.1 . . ?
C17 C18 H18A 111.1 . . ?
C19 C18 H18B 111.1 . . ?
C17 C18 H18B 111.1 . . ?
H18A C18 H18B 109.0 . . ?
C18 C19 C20 112.6(4) . . ?
C18 C19 C24 101.8(3) . . ?
C20 C19 C24 112.3(4) . . ?
C18 C19 H19 110.0 . . ?
C20 C19 H19 110.0 . . ?
C24 C19 H19 110.0 . . ?
C21 C20 C19 112.7(4) . . ?
C21 C20 H20A 109.0 . . ?
C19 C20 H20A 109.0 . . ?
C21 C20 H20B 109.0 . . ?
C19 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C20 C21 C22 110.0(4) . . ?
C20 C21 H21A 109.7 . . ?
C22 C21 H21A 109.7 . . ?
C20 C21 H21B 109.7 . . ?
C22 C21 H21B 109.7 . . ?
H21A C21 H21B 108.2 . . ?
C23 C22 C21 109.9(4) . . ?
C23 C22 H22A 109.7 . . ?
C21 C22 H22A 109.7 . . ?
C23 C22 H22B 109.7 . . ?
C21 C22 H22B 109.7 . . ?
H22A C22 H22B 108.2 . . ?
C22 C23 C24 111.9(4) . . ?
C22 C23 H23A 109.2 . . ?
C24 C23 H23A 109.2 . . ?
C22 C23 H23B 109.2 . . ?
C24 C23 H23B 109.2 . . ?
H23A C23 H23B 107.9 . . ?
N3 C24 C23 112.7(4) . . ?
N3 C24 C19 101.9(3) . . ?
C23 C24 C19 115.3(4) . . ?
N3 C24 H24 108.9 . . ?
C23 C24 H24 108.9 . . ?
C19 C24 H24 108.9 . . ?
N3 C25 C33 116.2(4) . . ?
N3 C25 C26 107.6(3) . . ?
C33 C25 C26 102.4(3) . . ?
N3 C25 C34 103.2(3) . . ?
C33 C25 C34 116.2(3) . . ?
C26 C25 C34 111.3(3) . . ?
O1 C26 N4 127.2(4) . . ?
O1 C26 C25 125.7(4) . . ?
N4 C26 C25 107.1(4) . . ?
C28 C27 C33 121.3(4) . . ?
C28 C27 N4 129.2(4) . . ?
C33 C27 N4 109.5(4) . . ?
C27 C28 C29 118.9(4) . . ?
C27 C28 H28 120.6 . . ?
C29 C28 H28 120.6 . . ?
C30 C29 C28 120.7(4) . . ?
C30 C29 H29 119.7 . . ?
C28 C29 H29 119.7 . . ?
O2 C30 C29 124.8(4) . . ?
O2 C30 C32 115.1(4) . . ?
C29 C30 C32 120.2(4) . . ?
O2 C31 H31A 109.5 . . ?
O2 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
O2 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C33 C32 C30 119.5(4) . . ?
C33 C32 H32 120.2 . . ?
C30 C32 H32 120.2 . . ?
C32 C33 C27 119.4(4) . . ?
C32 C33 C25 131.8(4) . . ?
C27 C33 C25 108.6(4) . . ?
C16 C34 C35 111.8(3) . . ?
C16 C34 C25 104.2(3) . . ?
C35 C34 C25 113.9(3) . . ?
C16 C34 H34 109.0 . . ?
C35 C34 H34 109.0 . . ?
C25 C34 H34 109.0 . . ?
O3 C35 C36 119.8(4) . . ?
O3 C35 C34 119.7(4) . . ?
C36 C35 C34 120.5(4) . . ?
C37 C36 C41 119.2(4) . . ?
C37 C36 C35 117.4(4) . . ?
C41 C36 C35 123.3(4) . . ?
C38 C37 C36 121.3(4) . . ?
C38 C37 H37 119.4 . . ?
C36 C37 H37 119.4 . . ?
C37 C38 C39 117.7(5) . . ?
C37 C38 H38 121.1 . . ?
C39 C38 H38 121.1 . . ?
C38 C39 C40 123.1(4) . . ?
C38 C39 N5 118.1(4) . . ?
C40 C39 N5 118.7(4) . . ?
C41 C40 C39 117.9(5) . . ?
C41 C40 H40 121.1 . . ?
C39 C40 H40 121.1 . . ?
C40 C41 C36 120.8(4) . . ?
C40 C41 H41 119.6 . . ?
C36 C41 H41 119.6 . . ?

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
C7 N1 N2 C9 -0.3(5) . . . . ?
C6 N1 N2 C9 -176.8(4) . . . . ?
C6 C1 C2 C3 -2.2(11) . . . . ?
C1 C2 C3 C4 1.2(12) . . . . ?
C2 C3 C4 C5 0.1(11) . . . . ?
C3 C4 C5 C6 -0.4(9) . . . . ?
C2 C1 C6 C5 1.8(9) . . . . ?
C2 C1 C6 N1 -177.7(6) . . . . ?
C4 C5 C6 C1 -0.5(8) . . . . ?
C4 C5 C6 N1 179.0(5) . . . . ?
N2 N1 C6 C1 -168.7(5) . . . . ?
C7 N1 C6 C1 15.4(7) . . . . ?
N2 N1 C6 C5 11.7(7) . . . . ?
C7 N1 C6 C5 -164.2(5) . . . . ?
N2 N1 C7 C8 1.0(5) . . . . ?
C6 N1 C7 C8 177.2(4) . . . . ?
N1 C7 C8 C9 -1.2(5) . . . . ?
N1 C7 C8 C16 -172.9(4) . . . . ?
N1 N2 C9 C8 -0.5(5) . . . . ?
N1 N2 C9 C10 173.9(4) . . . . ?
C7 C8 C9 N2 1.1(5) . . . . ?
C16 C8 C9 N2 172.5(4) . . . . ?
C7 C8 C9 C10 -172.9(4) . . . . ?
C16 C8 C9 C10 -1.5(8) . . . . ?
N2 C9 C10 C15 133.0(5) . . . . ?
C8 C9 C10 C15 -53.6(7) . . . . ?
N2 C9 C10 C11 -49.2(6) . . . . ?
C8 C9 C10 C11 124.3(5) . . . . ?
C15 C10 C11 C12 1.5(7) . . . . ?
C9 C10 C11 C12 -176.5(4) . . . . ?
C10 C11 C12 C13 -1.6(7) . . . . ?
C11 C12 C13 C14 1.0(9) . . . . ?
C12 C13 C14 C15 -0.4(9) . . . . ?
C13 C14 C15 C10 0.3(8) . . . . ?
C11 C10 C15 C14 -0.8(7) . . . . ?
C9 C10 C15 C14 177.1(5) . . . . ?
C7 C8 C16 C17 80.9(6) . . . . ?
C9 C8 C16 C17 -88.7(6) . . . . ?
C7 C8 C16 C34 -38.9(6) . . . . ?
C9 C8 C16 C34 151.5(5) . . . . ?
C24 N3 C17 C16 -121.6(4) . . . . ?
C25 N3 C17 C16 15.6(5) . . . . ?
C24 N3 C17 C18 3.5(5) . . . . ?
C25 N3 C17 C18 140.7(4) . . . . ?
C8 C16 C17 N3 -159.2(4) . . . . ?
C34 C16 C17 N3 -32.3(4) . . . . ?
C8 C16 C17 C18 84.7(5) . . . . ?
C34 C16 C17 C18 -148.5(4) . . . . ?
N3 C17 C18 C19 22.9(5) . . . . ?
C16 C17 C18 C19 139.1(4) . . . . ?
C17 C18 C19 C20 80.8(4) . . . . ?
C17 C18 C19 C24 -39.7(5) . . . . ?
C18 C19 C20 C21 -162.1(4) . . . . ?
C24 C19 C20 C21 -47.9(5) . . . . ?
C19 C20 C21 C22 57.6(5) . . . . ?
C20 C21 C22 C23 -61.3(5) . . . . ?
C21 C22 C23 C24 56.2(5) . . . . ?
C25 N3 C24 C23 75.6(5) . . . . ?
C17 N3 C24 C23 -152.3(4) . . . . ?
C25 N3 C24 C19 -160.2(3) . . . . ?
C17 N3 C24 C19 -28.1(5) . . . . ?
C22 C23 C24 N3 68.6(5) . . . . ?
C22 C23 C24 C19 -47.9(5) . . . . ?
C18 C19 C24 N3 41.4(4) . . . . ?
C20 C19 C24 N3 -79.3(4) . . . . ?
C18 C19 C24 C23 163.8(4) . . . . ?
C20 C19 C24 C23 43.1(5) . . . . ?
C24 N3 C25 C33 10.5(5) . . . . ?
C17 N3 C25 C33 -121.0(4) . . . . ?
C24 N3 C25 C26 -103.5(4) . . . . ?
C17 N3 C25 C26 125.0(4) . . . . ?
C24 N3 C25 C34 138.8(4) . . . . ?
C17 N3 C25 C34 7.3(4) . . . . ?
C27 N4 C26 O1 -178.6(4) . . . . ?
C27 N4 C26 C25 2.5(5) . . . . ?
N3 C25 C26 O1 -58.8(5) . . . . ?
C33 C25 C26 O1 178.3(4) . . . . ?
C34 C25 C26 O1 53.5(6) . . . . ?
N3 C25 C26 N4 120.2(4) . . . . ?
C33 C25 C26 N4 -2.7(4) . . . . ?
C34 C25 C26 N4 -127.5(4) . . . . ?
C26 N4 C27 C28 -179.4(5) . . . . ?
C26 N4 C27 C33 -1.2(5) . . . . ?
C33 C27 C28 C29 -2.5(7) . . . . ?
N4 C27 C28 C29 175.5(5) . . . . ?
C27 C28 C29 C30 1.4(7) . . . . ?
C31 O2 C30 C29 17.3(7) . . . . ?
C31 O2 C30 C32 -162.0(4) . . . . ?
C28 C29 C30 O2 -178.2(5) . . . . ?
C28 C29 C30 C32 1.1(7) . . . . ?
O2 C30 C32 C33 176.8(4) . . . . ?
C29 C30 C32 C33 -2.5(7) . . . . ?
C30 C32 C33 C27 1.5(6) . . . . ?
C30 C32 C33 C25 -174.2(4) . . . . ?
C28 C27 C33 C32 1.1(6) . . . . ?
N4 C27 C33 C32 -177.3(4) . . . . ?
C28 C27 C33 C25 177.6(4) . . . . ?
N4 C27 C33 C25 -0.7(5) . . . . ?
N3 C25 C33 C32 61.1(6) . . . . ?
C26 C25 C33 C32 178.0(4) . . . . ?
C34 C25 C33 C32 -60.5(6) . . . . ?
N3 C25 C33 C27 -114.8(4) . . . . ?
C26 C25 C33 C27 2.0(4) . . . . ?
C34 C25 C33 C27 123.5(4) . . . . ?
C8 C16 C34 C35 -73.9(5) . . . . ?
C17 C16 C34 C35 160.2(4) . . . . ?
C8 C16 C34 C25 162.7(4) . . . . ?
C17 C16 C34 C25 36.8(4) . . . . ?
N3 C25 C34 C16 -27.4(4) . . . . ?
C33 C25 C34 C16 100.9(4) . . . . ?
C26 C25 C34 C16 -142.5(4) . . . . ?
N3 C25 C34 C35 -149.4(3) . . . . ?
C33 C25 C34 C35 -21.1(5) . . . . ?
C26 C25 C34 C35 95.5(4) . . . . ?
C16 C34 C35 O3 -18.3(5) . . . . ?
C25 C34 C35 O3 99.4(4) . . . . ?
C16 C34 C35 C36 160.3(4) . . . . ?
C25 C34 C35 C36 -82.0(5) . . . . ?
O3 C35 C36 C37 0.1(6) . . . . ?
C34 C35 C36 C37 -178.5(4) . . . . ?
O3 C35 C36 C41 176.8(4) . . . . ?
C34 C35 C36 C41 -1.8(6) . . . . ?
C41 C36 C37 C38 0.1(7) . . . . ?
C35 C36 C37 C38 177.0(4) . . . . ?
C36 C37 C38 C39 -0.9(7) . . . . ?
C37 C38 C39 C40 0.9(7) . . . . ?
C37 C38 C39 N5 -177.4(4) . . . . ?
O4 N5 C39 C38 170.9(5) . . . . ?
O5 N5 C39 C38 -7.0(7) . . . . ?
O4 N5 C39 C40 -7.5(7) . . . . ?
O5 N5 C39 C40 174.7(5) . . . . ?
C38 C39 C40 C41 -0.2(7) . . . . ?
N5 C39 C40 C41 178.1(4) . . . . ?
C39 C40 C41 C36 -0.5(7) . . . . ?
C37 C36 C41 C40 0.6(7) . . . . ?
C35 C36 C41 C40 -176.1(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C5 H5 O1 0.95 2.55 3.376(6) 146.0 1_655 yes
C38 H38 O1 0.95 2.59 3.239(6) 126.0 3_646 yes
C40 H40 O3 0.95 2.59 3.323(6) 133.7 3_656 yes
N4 H4 N2 0.89(6) 2.27(6) 3.148(5) 170(5) 1_455 yes

_refine_diff_density_max         0.343
_refine_diff_density_min         -0.247
_refine_diff_density_rms         0.063

# start Validation Reply Form
_vrf_RINTA01_rf20                
;
PROBLEM: The value of Rint is greater than 0.12
RESPONSE: This was due to the limited quality of the crystal and diffraction 
data.
;
_vrf_PLAT241_rf20                
;
PROBLEM: High   'MainMol' Ueq as Compared to Neighbors of         C2 Check 
RESPONSE: This was due to the limited quality of the crystal and diffraction 
data.
;
_vrf_PLAT340_rf20                
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00651 Ang.  
RESPONSE: This was due to the limited quality of the crystal and diffraction 
data.
;
_vrf_PLAT430_rf20                
;
PROBLEM: Short Inter D...A Contact  O2       ..N5       .       2.89 Ang.  
RESPONSE: Short distance is due to packing effects.
;
_vrf_PLAT601_rf20                
;
PROBLEM: Unit Cell Contains Solvent Accessible VOIDS of .         35 Ang**3
RESPONSE: No significant residual electron density remained in the structure.
;
# end Validation Reply Form



