# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_d62-2no
_database_code_depnum_ccdc_archive 'CCDC 2267403'
loop_
_audit_author_name
_audit_author_address
ffg
;grfrf
China
;
_audit_update_record             
;
2023-06-04 deposited with the CCDC.	2023-12-20 downloaded from the CCDC.
;
_audit_creation_date             2023-03-29
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H29 N5 O6, 6(H2 O)'
_chemical_formula_sum            'C29 H41 N5 O12'
_chemical_formula_weight         651.67
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_H-M_alt        'I 1 2 1'
_space_group_name_Hall           'I 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'

_cell_length_a                   10.5408(7)
_cell_length_b                   8.9758(5)
_cell_length_c                   16.0958(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.351(5)
_cell_angle_gamma                90
_cell_volume                     1506.70(14)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    2908
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      74.1740
_cell_measurement_theta_min      4.6780
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.949
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.21815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4899
_diffrn_reflns_point_group_measured_fraction_full 0.930
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.805
_diffrn_reflns_theta_min         4.719
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -115.00 -16.00   1.00    1.00    --  -40.23 -37.00  60.00   99
  2  ω    -73.00  36.00   1.00    1.00    --  -40.23  77.00 -60.00  109
  3  ω   -115.00 -16.00   1.00    1.00    --  -40.23 -37.00   0.00   99
  4  ω    -96.00  -2.00   1.00    1.00    --  -40.23 125.00 150.00   94
  5  ω     22.00  47.00   1.00    1.00    --   40.23  37.00-180.00   25
  6  ω      1.00  78.00   1.00    1.00    --   40.23 -99.00 150.00   77
  7  ω     76.00 166.00   1.00    1.20    --  108.83  77.00  30.00   90
  8  ω     38.00  78.00   1.00    1.20    --  108.83-125.00 -90.00   40
  9  ω     82.00 110.00   1.00    1.20    --  108.83  61.00  30.00   28
 10  ω     85.00 112.00   1.00    1.20    --  108.83  61.00   0.00   27
 11  ω    104.00 169.00   1.00    1.20    --  108.83 111.00-166.00   65
 12  ω     31.00 161.00   1.00    1.20    --  108.83 -15.00  30.00  130
 13  ω    135.00 164.00   1.00    1.20    --  108.83  77.00  90.00   29
 14  ω     81.00 127.00   1.00    1.20    --  108.83  61.00  60.00   46
 15  ω     76.00 176.00   1.00    1.20    --  108.83  77.00  60.00  100
 16  ω    125.00 152.00   1.00    1.20    --  108.83  77.00   0.00   27
 17  ω     82.00 108.00   1.00    1.20    --  108.83  61.00  90.00   26
 18  ω     80.00 151.00   1.00    1.20    --  108.83  61.00 120.00   71
 19  ω     50.00  79.00   1.00    1.20    --  108.83 -94.00 -90.00   29
 20  ω     76.00 103.00   1.00    1.20    --  108.83  77.00   0.00   27
 21  ω     76.00 103.00   1.00    1.20    --  108.83  77.00  90.00   27
 22  ω     40.00  75.00   1.00    1.20    --  108.83 -61.00  60.00   35
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0662604000
_diffrn_orient_matrix_UB_12      -0.0210855000
_diffrn_orient_matrix_UB_13      -0.0784234000
_diffrn_orient_matrix_UB_21      0.1101260000
_diffrn_orient_matrix_UB_22      -0.0853613000
_diffrn_orient_matrix_UB_23      0.0530768000
_diffrn_orient_matrix_UB_31      -0.0731052000
_diffrn_orient_matrix_UB_32      -0.1473272000
_diffrn_orient_matrix_UB_33      -0.0194782000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.722
_reflns_Friedel_fraction_full    0.855
_reflns_Friedel_fraction_max     0.800
_reflns_number_gt                2515
_reflns_number_total             2755
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT  (Sheldrick, 2015)'
_refine_diff_density_max         0.440
_refine_diff_density_min         -0.773
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details 
;
 Flack x determined using 938 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.06(18)
_refine_ls_extinction_coef       0.0035(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     224
_refine_ls_number_reflns         2755
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0710
_refine_ls_R_factor_gt           0.0647
_refine_ls_restrained_S_all      1.049
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1160P)²+2.5360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1763
_refine_ls_wR_factor_ref         0.1830
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups, All O(H,H) groups
2. Others
 Fixed Sof: H2WA(0.5) H2WB(0.5) H3WA(0.5) H3WB(0.5)
3.a Free rotating group:
 O1W(H1WA,H1WB), O2W(H2WA,H2WB), O3W(H3WA,H3WB), O4W(H4WA,H4WB)
3.b Ternary CH refined with riding coordinates:
 C8(H8), C10(H10), C12(H12)
3.c Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C11(H11A,H11B)
3.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C4(H4), C5(H5), C6(H6), C14(H14), C15(H15)
3.e Idealised tetrahedral OH refined as rotating group:
 O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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 0.6653(4) 0.1515(5) 0.5317(2) 0.0415(10) Uani 1 1 d . . . . .
O2 O 0.6323(3) 0.5325(4) 0.32943(19) 0.0283(8) Uani 1 1 d . . . . .
O3 O 0.7784(4) 0.2873(5) 0.2254(2) 0.0377(9) Uani 1 1 d . . . . .
H3 H 0.808841 0.218298 0.199091 0.056 Uiso 1 1 calc R U . . .
N1 N 0.7406(4) 0.3934(5) 0.5316(2) 0.0254(9) Uani 1 1 d . . . . .
N2 N 0.7017(4) 0.4443(5) 0.3902(2) 0.0241(9) Uani 1 1 d . . . . .
N3 N 0.500000 0.5366(7) 0.500000 0.0244(11) Uani 1 2 d S T P . .
C1 C 0.7980(4) 0.4118(6) 0.6166(3) 0.0291(11) Uani 1 1 d . . . . .
C2 C 0.8100(6) 0.5533(8) 0.6518(4) 0.0459(14) Uani 1 1 d . . . . .
H2 H 0.780869 0.637917 0.619060 0.055 Uiso 1 1 calc R U . . .
C3 C 0.8650(7) 0.5707(9) 0.7356(4) 0.0530(17) Uani 1 1 d . . . . .
H3A H 0.873141 0.667443 0.759668 0.064 Uiso 1 1 calc R U . . .
C4 C 0.9078(6) 0.4477(9) 0.7837(3) 0.0483(16) Uani 1 1 d . . . . .
H4 H 0.940929 0.458994 0.841476 0.058 Uiso 1 1 calc R U . . .
C5 C 0.9018(6) 0.3101(7) 0.7472(3) 0.0416(14) Uani 1 1 d . . . . .
H5 H 0.934606 0.226353 0.779547 0.050 Uiso 1 1 calc R U . . .
C6 C 0.8486(5) 0.2898(7) 0.6635(3) 0.0370(12) Uani 1 1 d . . . . .
H6 H 0.847004 0.193605 0.638716 0.044 Uiso 1 1 calc R U . . .
C7 C 0.6802(4) 0.2689(6) 0.4970(3) 0.0261(10) Uani 1 1 d . . . . .
C8 C 0.6365(4) 0.2994(6) 0.4041(3) 0.0267(10) Uani 1 1 d . . . . .
H8 H 0.541215 0.311077 0.392706 0.032 Uiso 1 1 calc R U . . .
C9 C 0.6816(5) 0.1858(7) 0.3443(3) 0.0358(12) Uani 1 1 d . . . . .
H9A H 0.613399 0.166540 0.296415 0.043 Uiso 1 1 calc R U . . .
H9B H 0.704383 0.090616 0.373812 0.043 Uiso 1 1 calc R U . . .
C10 C 0.8010(5) 0.2558(6) 0.3134(3) 0.0303(10) Uani 1 1 d . . . . .
H10 H 0.875225 0.185869 0.325543 0.036 Uiso 1 1 calc R U . . .
C11 C 0.8294(5) 0.3978(6) 0.3647(3) 0.0300(11) Uani 1 1 d . . . . .
H11A H 0.893417 0.378462 0.414934 0.036 Uiso 1 1 calc R U . . .
H11B H 0.862790 0.476437 0.330630 0.036 Uiso 1 1 calc R U . . .
C12 C 0.7203(4) 0.5212(5) 0.4754(3) 0.0239(10) Uani 1 1 d . . . . .
H12 H 0.798541 0.585579 0.481567 0.029 Uiso 1 1 calc R U . . .
C13 C 0.6042(4) 0.6121(5) 0.4869(2) 0.0228(10) Uani 1 1 d . . . . .
C14 C 0.6082(5) 0.7677(6) 0.4861(3) 0.0267(10) Uani 1 1 d . . . . .
H14 H 0.683475 0.819033 0.476376 0.032 Uiso 1 1 calc R U . . .
C15 C 0.500000 0.8451(8) 0.500000 0.0279(15) Uani 1 2 d S T P . .
H15 H 0.500000 0.950957 0.500000 0.033 Uiso 1 2 calc R U P . .
O1W O 0.5600(6) 0.3989(8) 0.1292(5) 0.088(2) Uani 1 1 d G . . . .
H1WA H 0.623422 0.360567 0.163126 0.132 Uiso 1 1 d G U . . .
H1WB H 0.492861 0.381982 0.153428 0.132 Uiso 1 1 d G U . . .
O2W O 0.500000 0.1956(9) 0.000000 0.069(2) Uani 1 2 d GS T P . .
H2WA H 0.471319 0.265830 -0.032853 0.103 Uiso 0.5 1 d G U P . .
H2WB H 0.459503 0.118767 -0.020170 0.103 Uiso 0.5 1 d G U P . .
O3W O 0.500000 0.6240(9) 0.000000 0.065(2) Uani 1 2 d GS T P . .
H3WA H 0.476261 0.704431 -0.025529 0.098 Uiso 0.5 1 d G U P . .
H3WB H 0.486088 0.556913 -0.037447 0.098 Uiso 0.5 1 d G U P . .
O4W O 0.4215(7) 0.4280(11) 0.2425(5) 0.105(2) Uani 1 1 d G . . . .
H4WA H 0.353088 0.431946 0.249503 0.158 Uiso 1 1 d G U . . .
H4WB H 0.489706 0.421527 0.277677 0.158 Uiso 1 1 d G 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 C7 1.213(6) . ?
O2 N2 1.382(5) . ?
O3 H3 0.8400 . ?
O3 C10 1.429(6) . ?
N1 C1 1.422(6) . ?
N1 C7 1.365(6) . ?
N1 C12 1.458(6) . ?
N2 C8 1.503(6) . ?
N2 C11 1.521(6) . ?
N2 C12 1.522(5) . ?
N3 C13 1.333(5) 2_656 ?
N3 C13 1.333(5) . ?
C1 C2 1.389(9) . ?
C1 C6 1.392(7) . ?
C2 H2 0.9500 . ?
C2 C3 1.396(8) . ?
C3 H3A 0.9500 . ?
C3 C4 1.386(10) . ?
C4 H4 0.9500 . ?
C4 C5 1.365(10) . ?
C5 H5 0.9500 . ?
C5 C6 1.394(7) . ?
C6 H6 0.9500 . ?
C7 C8 1.524(6) . ?
C8 H8 1.0000 . ?
C8 C9 1.524(7) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.552(7) . ?
C10 H10 1.0000 . ?
C10 C11 1.525(7) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12 1.0000 . ?
C12 C13 1.504(7) . ?
C13 C14 1.398(7) . ?
C14 H14 0.9500 . ?
C14 C15 1.381(6) . ?
C15 H15 0.9500 . ?
O1W H1WA 0.8701 . ?
O1W H1WB 0.8701 . ?
O2W H2WA 0.85(17) 2_655 ?
O2W H2WA 0.8500 . ?
O2W H2WB 0.85(17) 2_655 ?
O2W H2WB 0.8500 . ?
O3W H3WA 0.8499 . ?
O3W H3WA 0.85(14) 2_655 ?
O3W H3WB 0.8497 . ?
O3W H3WB 0.85(16) 2_655 ?
O4W H4WA 0.7474 . ?
O4W H4WB 0.8501 . ?

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
C10 O3 H3 109.5 . . ?
C1 N1 C12 120.6(4) . . ?
C7 N1 C1 126.6(4) . . ?
C7 N1 C12 111.9(4) . . ?
O2 N2 C8 113.3(3) . . ?
O2 N2 C11 111.4(3) . . ?
O2 N2 C12 111.3(3) . . ?
C8 N2 C11 104.1(4) . . ?
C8 N2 C12 105.1(3) . . ?
C11 N2 C12 111.3(3) . . ?
C13 N3 C13 118.9(6) . 2_656 ?
C2 C1 N1 120.0(5) . . ?
C2 C1 C6 119.5(5) . . ?
C6 C1 N1 120.4(5) . . ?
C1 C2 H2 120.1 . . ?
C1 C2 C3 119.8(6) . . ?
C3 C2 H2 120.1 . . ?
C2 C3 H3A 119.8 . . ?
C4 C3 C2 120.4(7) . . ?
C4 C3 H3A 119.8 . . ?
C3 C4 H4 120.4 . . ?
C5 C4 C3 119.3(5) . . ?
C5 C4 H4 120.4 . . ?
C4 C5 H5 119.3 . . ?
C4 C5 C6 121.4(5) . . ?
C6 C5 H5 119.3 . . ?
C1 C6 C5 119.4(6) . . ?
C1 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
O1 C7 N1 127.3(4) . . ?
O1 C7 C8 124.6(4) . . ?
N1 C7 C8 108.1(4) . . ?
N2 C8 C7 102.9(4) . . ?
N2 C8 H8 110.5 . . ?
N2 C8 C9 107.1(4) . . ?
C7 C8 H8 110.5 . . ?
C9 C8 C7 114.9(4) . . ?
C9 C8 H8 110.5 . . ?
C8 C9 H9A 110.6 . . ?
C8 C9 H9B 110.6 . . ?
C8 C9 C10 105.9(4) . . ?
H9A C9 H9B 108.7 . . ?
C10 C9 H9A 110.6 . . ?
C10 C9 H9B 110.6 . . ?
O3 C10 C9 111.8(4) . . ?
O3 C10 H10 109.4 . . ?
O3 C10 C11 111.3(4) . . ?
C9 C10 H10 109.4 . . ?
C11 C10 C9 105.6(4) . . ?
C11 C10 H10 109.4 . . ?
N2 C11 C10 105.3(4) . . ?
N2 C11 H11A 110.7 . . ?
N2 C11 H11B 110.7 . . ?
C10 C11 H11A 110.7 . . ?
C10 C11 H11B 110.7 . . ?
H11A C11 H11B 108.8 . . ?
N1 C12 N2 101.0(4) . . ?
N1 C12 H12 110.4 . . ?
N1 C12 C13 113.5(4) . . ?
N2 C12 H12 110.4 . . ?
C13 C12 N2 110.8(3) . . ?
C13 C12 H12 110.4 . . ?
N3 C13 C12 116.6(4) . . ?
N3 C13 C14 122.4(5) . . ?
C14 C13 C12 121.0(4) . . ?
C13 C14 H14 120.8 . . ?
C15 C14 C13 118.4(5) . . ?
C15 C14 H14 120.8 . . ?
C14 C15 C14 119.6(6) . 2_656 ?
C14 C15 H15 120.2 2_656 . ?
C14 C15 H15 120.2 . . ?
H1WA O1W H1WB 104.5 . . ?
H2WA O2W H2WA 84.2 . 2_655 ?
H2WA O2W H2WB 104.5 2_655 2_655 ?
H2WA O2W H2WB 162.4 . 2_655 ?
H2WA O2W H2WB 104.5 . . ?
H2WB O2W H2WA 162.3 . 2_655 ?
H2WB O2W H2WB 71.6 . 2_655 ?
H3WA O3W H3WA 63.8 . 2_655 ?
H3WA O3W H3WB 162.4 . 2_655 ?
H3WA O3W H3WB 104.5 2_655 2_655 ?
H3WA O3W H3WB 104.5 . . ?
H3WB O3W H3WA 162.4 . 2_655 ?
H3WB O3W H3WB 89.7 . 2_655 ?
H4WA O4W H4WB 130.0 . . ?

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
O1 C7 C8 N2 -168.3(5) . . . . ?
O1 C7 C8 C9 -52.3(7) . . . . ?
O2 N2 C8 C7 -148.4(4) . . . . ?
O2 N2 C8 C9 90.1(4) . . . . ?
O2 N2 C11 C10 -87.3(4) . . . . ?
O2 N2 C12 N1 156.0(3) . . . . ?
O2 N2 C12 C13 35.4(5) . . . . ?
O3 C10 C11 N2 95.7(4) . . . . ?
N1 C1 C2 C3 179.2(5) . . . . ?
N1 C1 C6 C5 -178.6(5) . . . . ?
N1 C7 C8 N2 9.9(5) . . . . ?
N1 C7 C8 C9 125.9(4) . . . . ?
N1 C12 C13 N3 -40.1(5) . . . . ?
N1 C12 C13 C14 138.0(4) . . . . ?
N2 C8 C9 C10 15.0(5) . . . . ?
N2 C12 C13 N3 72.7(4) . . . . ?
N2 C12 C13 C14 -109.1(4) . . . . ?
N3 C13 C14 C15 0.3(6) . . . . ?
C1 N1 C7 O1 -0.7(8) . . . . ?
C1 N1 C7 C8 -178.9(4) . . . . ?
C1 N1 C12 N2 161.9(4) . . . . ?
C1 N1 C12 C13 -79.4(5) . . . . ?
C1 C2 C3 C4 0.1(10) . . . . ?
C2 C1 C6 C5 4.9(8) . . . . ?
C2 C3 C4 C5 3.4(10) . . . . ?
C3 C4 C5 C6 -2.7(10) . . . . ?
C4 C5 C6 C1 -1.4(9) . . . . ?
C6 C1 C2 C3 -4.2(9) . . . . ?
C7 N1 C1 C2 -154.4(5) . . . . ?
C7 N1 C1 C6 29.1(7) . . . . ?
C7 N1 C12 N2 -28.3(5) . . . . ?
C7 N1 C12 C13 90.4(5) . . . . ?
C7 C8 C9 C10 -98.5(5) . . . . ?
C8 N2 C11 C10 35.1(4) . . . . ?
C8 N2 C12 N1 33.1(4) . . . . ?
C8 N2 C12 C13 -87.5(4) . . . . ?
C8 C9 C10 O3 -114.4(5) . . . . ?
C8 C9 C10 C11 6.8(5) . . . . ?
C9 C10 C11 N2 -25.8(5) . . . . ?
C11 N2 C8 C7 90.5(4) . . . . ?
C11 N2 C8 C9 -31.0(5) . . . . ?
C11 N2 C12 N1 -79.0(4) . . . . ?
C11 N2 C12 C13 160.4(4) . . . . ?
C12 N1 C1 C2 13.8(7) . . . . ?
C12 N1 C1 C6 -162.6(4) . . . . ?
C12 N1 C7 O1 -169.8(5) . . . . ?
C12 N1 C7 C8 12.0(5) . . . . ?
C12 N2 C8 C7 -26.7(4) . . . . ?
C12 N2 C8 C9 -148.2(4) . . . . ?
C12 N2 C11 C10 147.9(4) . . . . ?
C12 C13 C14 C15 -177.7(3) . . . . ?
C13 N3 C13 C12 178.0(4) 2_656 . . . ?
C13 N3 C13 C14 -0.2(3) 2_656 . . . ?
C13 C14 C15 C14 -0.1(3) . . . 2_656 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 3.569
_oxdiff_exptl_absorpt_empirical_full_min 0.559

# start Validation Reply Form
_vrf_PLAT417_d62-2no             
;
PROBLEM: Short Inter D-H..H-D       H1WB     ..H4WB     .       2.04 Ang.  
RESPONSE: Because these hydrogen atoms are
                   localized on the water molecules, 
                  the distance is short from the crystal structure. 
;
_vrf_PLAT420_d62-2no             
;
PROBLEM: D-H Bond Without Acceptor  O2W      --H2WB     .     Please Check 
RESPONSE: In the crystal, the O2w, O3w and O4w are
                      the free water molecules. 
;
# end Validation Reply Form
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_c-1
_database_code_depnum_ccdc_archive 'CCDC 2292212'
loop_
_audit_author_name
_audit_author_address
ffg
;grfrf
China
;
_audit_update_record             
;
2023-09-01 deposited with the CCDC.	2023-12-20 downloaded from the CCDC.
;
_audit_creation_date             2023-05-13
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C29 H29 N5 O2, 0.5(H4 O2)'
_chemical_formula_sum            'C29 H31 N5 O3'
_chemical_formula_weight         497.59
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      trigonal
_space_group_IT_number           154
_space_group_name_H-M_alt        'P 32 2 1'
_space_group_name_Hall           'P 32 2"'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+2/3'
'-x+y, -x, z+1/3'
'y, x, -z'
'x-y, -y, -z+1/3'
'-x, -x+y, -z+2/3'

_cell_length_a                   9.35380(10)
_cell_length_b                   9.35380(10)
_cell_length_c                   24.4673(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     1853.93(5)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    8147
_cell_measurement_temperature    162(18)
_cell_measurement_theta_max      71.2780
_cell_measurement_theta_min      5.4160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.713
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.03771
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.33c (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0195
_diffrn_reflns_av_unetI/netI     0.0136
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            8924
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.405
_diffrn_reflns_theta_min         5.424
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      162(18)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     78.00 103.00   0.50    0.50    --   42.30  38.00 150.00   50
  2  ω     11.00 131.00   0.50    0.50    --   42.30  38.00   0.00  240
  3  ω     81.00 131.00   0.50    0.50    --   42.30  77.00  30.00  100
  4  ω     80.00 132.00   0.50    0.50    --   42.30  77.00-150.00  104
  5  ω     -5.00  37.00   0.50    0.50    --   42.30  38.00 150.00   84
  6  ω     88.00 114.00   0.50    0.50    --   42.30  77.00 150.00   52
  7  ω     98.00 131.00   0.50    0.50    --   42.30  77.00 -60.00   66
  8  ω     94.00 120.00   0.50    0.50    --   42.30  77.00-180.00   52
  9  ω     70.00 178.00   0.50    0.50    --  101.60  50.00 150.00  216
 10  ω     74.00 190.00   0.50    0.50    --  101.60  50.00  60.00  232
 11  ω     70.00 191.00   0.50    0.50    --  101.60  50.00  90.00  242
 12  ω     20.00 124.00   0.50    0.50    --  101.60 -64.00-120.00  208
 13  ω     87.00 113.00   0.50    0.50    --  101.60  77.00  30.00   52
 14  ω    143.00 190.00   0.50    0.50    --  101.60  82.00 150.00   94
 15  ω    131.00 157.00   0.50    0.50    --  101.60  77.00  60.00   52
 16  ω    134.00 150.00   0.50    0.50    --  101.60  50.00 120.00   32
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.1486719000
_diffrn_orient_matrix_UB_12      0.1479078000
_diffrn_orient_matrix_UB_13      -0.0273974000
_diffrn_orient_matrix_UB_21      0.0238943000
_diffrn_orient_matrix_UB_22      -0.1191863000
_diffrn_orient_matrix_UB_23      -0.0372897000
_diffrn_orient_matrix_UB_31      -0.1160653000
_diffrn_orient_matrix_UB_32      0.0091521000
_diffrn_orient_matrix_UB_33      -0.0427343000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_reflns_Friedel_coverage         0.680
_reflns_Friedel_fraction_full    0.993
_reflns_Friedel_fraction_max     0.982
_reflns_number_gt                2379
_reflns_number_total             2390
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.33c (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.448
_refine_diff_density_min         -0.338
_refine_diff_density_rms         0.064
_refine_ls_abs_structure_details 
;
 Flack x determined using 952 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.02(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.085
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2390
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0380
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.085
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0639P)²+0.4867P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1036
_refine_ls_wR_factor_ref         0.1037
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2. Others
 Fixed Sof: H2A(0.5) H2B(0.5)
3.a Free rotating group:
 O2(H2A,H2B)
3.b Ternary CH refined with riding coordinates:
 C8(H8), C13(H13)
3.c Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B)
3.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C4(H4), C5(H5), C6(H6), C15(H15), C16(H16)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.8356(2) 0.9714(2) 0.41684(7) 0.0336(4) Uani 1 1 d . . . . .
N1 N 0.5667(2) 0.7829(2) 0.44014(7) 0.0242(4) Uani 1 1 d . . . . .
N2 N 0.5163(3) 0.5163(3) 0.500000 0.0221(5) Uani 1 2 d S T P . .
N3 N 0.4963(3) 0.5929(2) 0.36950(7) 0.0333(5) Uani 1 1 d . . . . .
C1 C 0.5485(3) 0.8523(3) 0.48957(8) 0.0240(4) Uani 1 1 d . . . . .
C2 C 0.6809(3) 0.9397(3) 0.52477(9) 0.0295(5) Uani 1 1 d . . . . .
H2 H 0.787267 0.956953 0.515900 0.035 Uiso 1 1 calc R U . . .
C3 C 0.6553(3) 1.0017(3) 0.57319(9) 0.0353(6) Uani 1 1 d . . . . .
H3 H 0.745328 1.061189 0.597458 0.042 Uiso 1 1 calc R U . . .
C4 C 0.5019(4) 0.9784(3) 0.58667(10) 0.0367(6) Uani 1 1 d . . . . .
H4 H 0.486848 1.022681 0.619675 0.044 Uiso 1 1 calc R U . . .
C5 C 0.3700(3) 0.8898(3) 0.55165(10) 0.0361(5) Uani 1 1 d . . . . .
H5 H 0.263658 0.872077 0.560796 0.043 Uiso 1 1 calc R U . . .
C6 C 0.3933(3) 0.8271(3) 0.50336(9) 0.0309(5) Uani 1 1 d . . . . .
H6 H 0.302567 0.766395 0.479451 0.037 Uiso 1 1 calc R U . . .
C7 C 0.7059(3) 0.8420(3) 0.40934(8) 0.0261(4) Uani 1 1 d . . . . .
C8 C 0.6708(3) 0.7219(3) 0.36319(8) 0.0303(5) Uani 1 1 d . . . . .
H8 H 0.744002 0.672724 0.365943 0.036 Uiso 1 1 calc R U . . .
C9 C 0.6857(3) 0.7978(3) 0.30618(9) 0.0382(6) Uani 1 1 d . . . . .
H9A H 0.686596 0.903890 0.308649 0.046 Uiso 1 1 calc R U . . .
H9B H 0.787291 0.816346 0.287345 0.046 Uiso 1 1 calc R U . . .
C10 C 0.5350(4) 0.6704(4) 0.27731(11) 0.0566(9) Uani 1 1 d . . . . .
H10A H 0.552872 0.582750 0.261861 0.068 Uiso 1 1 calc R U . . .
H10B H 0.503150 0.720463 0.247482 0.068 Uiso 1 1 calc R U . . .
C11 C 0.4066(4) 0.6032(4) 0.32103(10) 0.0563(9) Uani 1 1 d . . . . .
H11A H 0.362329 0.678032 0.327998 0.068 Uiso 1 1 calc R U . . .
H11B H 0.314309 0.492862 0.310921 0.068 Uiso 1 1 calc R U . . .
C13 C 0.4358(3) 0.6202(3) 0.42121(8) 0.0264(5) Uani 1 1 d . . . . .
H13 H 0.333059 0.625152 0.414283 0.032 Uiso 1 1 calc R U . . .
C14 C 0.3992(3) 0.4864(3) 0.46315(8) 0.0222(4) Uani 1 1 d . . . . .
C15 C 0.2496(3) 0.3393(3) 0.46136(9) 0.0265(5) Uani 1 1 d . . . . .
H15 H 0.169786 0.321438 0.434177 0.032 Uiso 1 1 calc R U . . .
C16 C 0.2190(3) 0.2190(3) 0.500000 0.0285(6) Uani 1 2 d S T P . .
H16 H 0.117441 0.117437 0.499999 0.034 Uiso 1 2 calc R U P . .
O2 O 1.000000 1.2154(3) 0.333333 0.0340(5) Uani 1 2 d GS T P . .
H2A H 0.937195 1.129755 0.351916 0.051 Uiso 0.5 1 d G U P . .
H2B H 1.045640 1.190002 0.308049 0.051 Uiso 0.5 1 d G U P . .


_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 C7 1.226(3) . ?
N1 C1 1.422(3) . ?
N1 C7 1.360(3) . ?
N1 C13 1.472(3) . ?
N2 C14 1.336(2) . ?
N2 C14 1.336(2) 4_556 ?
N3 C8 1.475(3) . ?
N3 C11 1.484(3) . ?
N3 C13 1.460(3) . ?
C1 C2 1.390(3) . ?
C1 C6 1.392(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(3) . ?
C3 H3 0.9500 . ?
C3 C4 1.379(4) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(4) . ?
C5 H5 0.9500 . ?
C5 C6 1.384(3) . ?
C6 H6 0.9500 . ?
C7 C8 1.509(3) . ?
C8 H8 1.0000 . ?
C8 C9 1.539(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.492(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.492(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C13 H13 1.0000 . ?
C13 C14 1.519(3) . ?
C14 C15 1.389(3) . ?
C15 H15 0.9500 . ?
C15 C16 1.386(3) . ?
C16 H16 0.9500 . ?
O2 H2A 0.85(16) 6_765 ?
O2 H2A 0.8501 . ?
O2 H2B 0.85(14) 6_765 ?
O2 H2B 0.8500 . ?

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 C13 120.81(17) . . ?
C7 N1 C1 126.45(18) . . ?
C7 N1 C13 112.22(18) . . ?
C14 N2 C14 118.1(3) . 4_556 ?
C8 N3 C11 107.08(18) . . ?
C13 N3 C8 108.33(17) . . ?
C13 N3 C11 113.6(2) . . ?
C2 C1 N1 121.41(19) . . ?
C2 C1 C6 119.8(2) . . ?
C6 C1 N1 118.8(2) . . ?
C1 C2 H2 120.5 . . ?
C1 C2 C3 119.0(2) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 119.3 . . ?
C4 C3 C2 121.3(2) . . ?
C4 C3 H3 119.3 . . ?
C3 C4 H4 120.3 . . ?
C3 C4 C5 119.4(2) . . ?
C5 C4 H4 120.3 . . ?
C4 C5 H5 120.0 . . ?
C6 C5 C4 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C1 C6 H6 119.8 . . ?
C5 C6 C1 120.5(2) . . ?
C5 C6 H6 119.8 . . ?
O1 C7 N1 126.3(2) . . ?
O1 C7 C8 125.9(2) . . ?
N1 C7 C8 107.7(2) . . ?
N3 C8 C7 105.71(18) . . ?
N3 C8 H8 110.4 . . ?
N3 C8 C9 106.28(18) . . ?
C7 C8 H8 110.4 . . ?
C7 C8 C9 113.5(2) . . ?
C9 C8 H8 110.4 . . ?
C8 C9 H9A 111.1 . . ?
C8 C9 H9B 111.1 . . ?
H9A C9 H9B 109.1 . . ?
C10 C9 C8 103.2(2) . . ?
C10 C9 H9A 111.1 . . ?
C10 C9 H9B 111.1 . . ?
C9 C10 H10A 111.0 . . ?
C9 C10 H10B 111.0 . . ?
C9 C10 C11 103.7(2) . . ?
H10A C10 H10B 109.0 . . ?
C11 C10 H10A 111.0 . . ?
C11 C10 H10B 111.0 . . ?
N3 C11 C10 103.8(3) . . ?
N3 C11 H11A 111.0 . . ?
N3 C11 H11B 111.0 . . ?
C10 C11 H11A 111.0 . . ?
C10 C11 H11B 111.0 . . ?
H11A C11 H11B 109.0 . . ?
N1 C13 H13 109.1 . . ?
N1 C13 C14 111.59(16) . . ?
N3 C13 N1 105.02(18) . . ?
N3 C13 H13 109.1 . . ?
N3 C13 C14 112.90(18) . . ?
C14 C13 H13 109.1 . . ?
N2 C14 C13 117.38(19) . . ?
N2 C14 C15 122.9(2) . . ?
C15 C14 C13 119.71(18) . . ?
C14 C15 H15 120.7 . . ?
C16 C15 C14 118.7(2) . . ?
C16 C15 H15 120.7 . . ?
C15 C16 C15 118.8(3) . 4_556 ?
C15 C16 H16 120.6 . . ?
C15 C16 H16 120.6 4_556 . ?
H2A O2 H2A 106.8 . 6_765 ?
H2A O2 H2B 15.0 . 6_765 ?
H2A O2 H2B 109.5 . . ?
H2A O2 H2B 109.5 6_765 6_765 ?
H2B O2 H2A 15.0 . 6_765 ?
H2B O2 H2B 116.0 . 6_765 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C7 C8 N3 -176.2(2) . . . . ?
O1 C7 C8 C9 -60.1(3) . . . . ?
N1 C1 C2 C3 -178.5(2) . . . . ?
N1 C1 C6 C5 178.68(19) . . . . ?
N1 C7 C8 N3 2.3(2) . . . . ?
N1 C7 C8 C9 118.4(2) . . . . ?
N1 C13 C14 N2 -21.4(2) . . . . ?
N1 C13 C14 C15 159.7(2) . . . . ?
N2 C14 C15 C16 1.1(3) . . . . ?
N3 C8 C9 C10 -18.6(3) . . . . ?
N3 C13 C14 N2 96.6(2) . . . . ?
N3 C13 C14 C15 -82.3(2) . . . . ?
C1 N1 C7 O1 -5.6(3) . . . . ?
C1 N1 C7 C8 175.89(18) . . . . ?
C1 N1 C13 N3 178.77(17) . . . . ?
C1 N1 C13 C14 -58.6(3) . . . . ?
C1 C2 C3 C4 -0.2(3) . . . . ?
C2 C1 C6 C5 0.6(3) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C4 C5 C6 C1 0.0(3) . . . . ?
C6 C1 C2 C3 -0.5(3) . . . . ?
C7 N1 C1 C2 -29.8(3) . . . . ?
C7 N1 C1 C6 152.2(2) . . . . ?
C7 N1 C13 N3 -9.0(2) . . . . ?
C7 N1 C13 C14 113.69(19) . . . . ?
C7 C8 C9 C10 -134.4(2) . . . . ?
C8 N3 C11 C10 28.2(3) . . . . ?
C8 N3 C13 N1 10.0(2) . . . . ?
C8 N3 C13 C14 -111.8(2) . . . . ?
C8 C9 C10 C11 35.9(3) . . . . ?
C9 C10 C11 N3 -40.1(3) . . . . ?
C11 N3 C8 C7 115.1(2) . . . . ?
C11 N3 C8 C9 -5.9(3) . . . . ?
C11 N3 C13 N1 -108.8(2) . . . . ?
C11 N3 C13 C14 129.4(2) . . . . ?
C13 N1 C1 C2 141.3(2) . . . . ?
C13 N1 C1 C6 -36.7(3) . . . . ?
C13 N1 C7 O1 -177.4(2) . . . . ?
C13 N1 C7 C8 4.1(2) . . . . ?
C13 N3 C8 C7 -7.8(2) . . . . ?
C13 N3 C8 C9 -128.75(19) . . . . ?
C13 N3 C11 C10 147.8(2) . . . . ?
C13 C14 C15 C16 179.92(16) . . . . ?
C14 N2 C14 C13 -179.4(2) 4_556 . . . ?
C14 N2 C14 C15 -0.56(15) 4_556 . . . ?
C14 C15 C16 C15 -0.51(14) . . . 4_556 ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 18.774
_oxdiff_exptl_absorpt_empirical_full_min 0.755
####################################################################### 
# 
# 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_5
_database_code_depnum_ccdc_archive 'CCDC 2285109'
loop_
_audit_author_name
_audit_author_address
ffg
;grfrf
China
;
_audit_update_record             
;
2023-11-03 deposited with the CCDC.	2023-12-20 downloaded from the CCDC.
;
_audit_creation_date             2023-11-03
_audit_creation_method           
;
Olex2 1.5-beta
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6439)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C23 H29 N3 O4'
_chemical_formula_sum            'C23 H29 N3 O4'
_chemical_formula_weight         411.49
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      hexagonal
_space_group_IT_number           169
_space_group_name_H-M_alt        'P 61'
_space_group_name_Hall           'P 61'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z+1/3'
'-x+y, -x, z+2/3'
'-x, -y, z+1/2'
'y, -x+y, z+5/6'
'x-y, x, z+1/6'

_cell_length_a                   25.6308(19)
_cell_length_b                   25.6308(19)
_cell_length_c                   13.8132(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     7858.7(14)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    4076
_cell_measurement_temperature    170.00(10)
_cell_measurement_theta_max      66.1260
_cell_measurement_theta_min      3.4170
_shelx_estimated_absorpt_T_max   0.944
_shelx_estimated_absorpt_T_min   0.928
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65525
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light colourless'
_exptl_crystal_density_diffrn    1.043
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2640
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.1150
_diffrn_reflns_av_unetI/netI     0.1617
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.973
_diffrn_reflns_limit_h_max       23
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       31
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            56884
_diffrn_reflns_point_group_measured_fraction_full 0.944
_diffrn_reflns_point_group_measured_fraction_max 0.912
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.188
_diffrn_reflns_theta_min         3.449
_diffrn_ambient_temperature      170.00(10)
_diffrn_detector_area_resol_mean 5.2684
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.973
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -36.00 -10.00   1.00   10.00    --  -41.11 -77.00-120.00   26
  2  ω   -116.00 -90.00   1.00   10.00    --  -41.11 -77.00-120.00   26
  3  ω    -63.00 -17.00   1.00   10.00    --  -41.11 -38.00 -60.00   46
  4  ω    -52.00 -23.00   1.00   10.00    --  -41.11 -57.00   0.00   29
  5  ω    -68.00  32.00   1.00   10.00    --  -41.11  57.00   0.00  100
  6  ω   -102.00 -69.00   1.00   10.00    --  -41.11 -38.00 -60.00   33
  7  ω    -39.00 -14.00   1.00   10.00    --  -41.11 -57.00  30.00   25
  8  ω    -86.00 -14.00   1.00   10.00    --  -41.11 -57.00-120.00   72
  9  ω     18.00  82.00   1.00   10.00    --   41.11  57.00 -60.00   64
 10  ω    153.00 178.00   1.00   12.00    --  107.58  77.00 -60.00   25
 11  ω    124.00 166.00   1.00   12.00    --  107.58  77.00-150.00   42
 12  ω     75.00 101.00   1.00   12.00    --  107.58  77.00 -30.00   26
 13  ω     78.00 104.00   1.00   12.00    --  107.58  61.00 -60.00   26
 14  ω     78.00 104.00   1.00   12.00    --  107.58  61.00-120.00   26
 15  ω     76.00 101.00   1.00   12.00    --  107.58  77.00-150.00   25
 16  ω     75.00 101.00   1.00   12.00    --  107.58  77.00 -60.00   26
 17  ω     82.00 109.00   1.00   12.00    --  107.58  45.00-120.00   27
 18  ω    119.00 161.00   1.00   12.00    --  107.58 125.00 -90.00   42
 19  ω     82.00 177.00   1.00   12.00    --  107.58  45.00 -60.00   95
 20  ω    148.00 175.00   1.00   12.00    --  107.58  77.00-120.00   27
 21  ω     79.00 104.00   1.00   12.00    --  107.58  61.00-150.00   25
 22  ω     83.00 112.00   1.00   12.00    --  107.58  45.00 -90.00   29
 23  ω     75.00 101.00   1.00   12.00    --  107.58  77.00 -90.00   26
 24  ω     83.00 108.00   1.00   12.00    --  107.58  45.00 -30.00   25
 25  ω     78.00 104.00   1.00   12.00    --  107.58  61.00 -90.00   26
 26  ω     33.00 113.00   1.00   12.00    --  107.58-116.00-134.00   80
 27  ω     78.00 104.00   1.00   12.00    --  107.58  61.00 -30.00   26
 28  ω     85.00 177.00   1.00   12.00    --  107.58  30.00 -90.00   92
 29  ω     84.00 125.00   1.00   12.00    --  107.58  30.00 -60.00   41
 30  ω     75.00 101.00   1.00   12.00    --  107.58  77.00-120.00   26
 31  ω     25.00  97.00   1.00   12.00    --  107.58 -94.00 120.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   ?
_reflns_Friedel_coverage         0.797
_reflns_Friedel_fraction_full    0.884
_reflns_Friedel_fraction_max     0.845
_reflns_number_gt                3893
_reflns_number_total             9885
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-beta (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_refine_diff_density_max         0.430
_refine_diff_density_min         -0.293
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 
;
 Flack x determined using 1193 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.8(4)
_refine_ls_extinction_coef       0.00172(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   0.818
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     548
_refine_ls_number_reflns         9885
_refine_ls_number_restraints     487
_refine_ls_R_factor_all          0.1524
_refine_ls_R_factor_gt           0.0870
_refine_ls_restrained_S_all      0.809
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1249P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2086
_refine_ls_wR_factor_ref         0.2310
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid body (RIGU) restrains
 C42, O5, C30, C33, C24, O6, H30, H33A, H33B, C34, C25, N4, C31, H34A, H34B,
 H34C, H25, C26, C28, H31A, H31B, C32, H26, C27, C29, H32A, H32B, H32C, H27,
 H29, N5, N6, O8, C35, C38, C39, C40, H35A, H35B, C36, C37, H38, O7, C41, C45,
 H36A, H36B, H37A, H37B, H41, C44, H45, H42, C43, C46, H43, H46A, H46B, H46C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.003
 N2, O1, C7, N1, C8, C6, C12, H8, C9, C5, C1, H12, C13, O2, C11, H9A, H9B, C10,
  C4, H5, H1, C2, C14, N3, H11A, H11B, H10A, H10B, C3, H4, C01N, H14, C15, C17,
 H3, H01A, H01B, H01C, H15, C16, C18, H16, O3, O4, H18, C19, C21, H19A, H19B,
 C20, H21A, H21B, C22, H20A, H20B, H20C, H22A, H22B, H22C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.003
 C34, O5, C30, C33, C24, O6, H30, H33A, H33B, C25, N4, C31, H34A, H34B, H34C,
 H25, C26, C28, H31A, H31B, C32, H26, C27, C29, H32A, H32B, H32C, H27, H29, N5,
 N6, O8, C35, C38, C39, C40, H35A, H35B, C36, C37, H38, O7, C41, C45, H36A,
 H36B, H37A, H37B, H41, C42, C44, H45, H42, C43, C46, H43, H46A, H46B, H46C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
 C3, O1, C7, N1, C8, C6, C12, H8, C9, N2, C5, C1, H12, C13, H9A, H9B, C10, O2,
 C11, C4, H5, H1, C2, C14, N3, H10A, H10B, H11A, H11B, H4, C01N, H14, C15, C17,
 H3, H01A, H01B, H01C, H15, C16, C18, H16, O3, O4, H18, C19, C21, H19A, H19B,
 C20, H21A, H21B, C22, H20A, H20B, H20C, H22A, H22B, H22C
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.004
3.a Ternary CH refined with riding coordinates:
 C8(H8), C12(H12), C18(H18), C29(H29), C30(H30), C38(H38)
3.b Secondary CH2 refined with riding coordinates:
 C9(H9A,H9B), C10(H10A,H10B), C11(H11A,H11B), C19(H19A,H19B), C21(H21A,H21B),
 C31(H31A,H31B), C33(H33A,H33B), C35(H35A,H35B), C36(H36A,H36B), C37(H37A,H37B)
3.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C3(H3), C4(H4), C5(H5), C14(H14), C15(H15), C16(H16), C25(H25),
 C26(H26), C27(H27), C41(H41), C42(H42), C43(H43), C45(H45)
3.d Idealised Me refined as rotating group:
 C01N(H01A,H01B,H01C), C20(H20A,H20B,H20C), C22(H22A,H22B,H22C), C32(H32A,H32B,
 H32C), C34(H34A,H34B,H34C), C46(H46A,H46B,H46C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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 0.76800(13) 0.20493(14) 0.7101(3) 0.0744(11) Uani 1 1 d . . . . .
O2 O 0.92498(11) 0.19963(11) 0.5386(2) 0.0538(8) Uani 1 1 d . . . . .
O3 O 0.86627(12) 0.39066(12) 0.4646(2) 0.0609(8) Uani 1 1 d . . . . .
O4 O 0.94182(13) 0.42297(13) 0.3486(3) 0.0689(9) Uani 1 1 d . . . . .
O5 O 0.66769(12) 0.18919(13) 0.5641(2) 0.0626(8) Uani 1 1 d . . . . .
O6 O 0.68845(13) 0.23920(12) 0.4209(2) 0.0650(9) Uani 1 1 d . . . . .
O7 O 0.88207(15) 0.28537(14) 0.2108(3) 0.0790(12) Uani 1 1 d . . . . .
O8 O 0.85120(12) 0.12946(12) 0.4240(2) 0.0544(8) Uani 1 1 d . . . . .
N1 N 0.87294(14) 0.25784(14) 0.7195(3) 0.0524(8) Uani 1 1 d . . . . .
N2 N 0.89535(14) 0.19801(13) 0.6261(3) 0.0501(7) Uani 1 1 d . . . . .
N3 N 0.92074(14) 0.31960(14) 0.5386(3) 0.0494(8) Uani 1 1 d . . . . .
N4 N 0.75290(14) 0.16566(15) 0.3869(3) 0.0549(9) Uani 1 1 d . . . . .
N5 N 0.86136(14) 0.15634(14) 0.3294(3) 0.0516(7) Uani 1 1 d . . . . .
N6 N 0.81689(15) 0.18199(14) 0.2081(3) 0.0580(9) Uani 1 1 d . . . . .
C1 C 0.91397(18) 0.32175(19) 0.8599(3) 0.0544(10) Uani 1 1 d . . . . .
H1 H 0.930308 0.297537 0.880586 0.065 Uiso 1 1 calc R U . . .
C01N C 0.9592(2) 0.3857(3) 1.0072(4) 0.0859(18) Uani 1 1 d . . . . .
H01A H 0.931591 0.366787 1.061810 0.129 Uiso 1 1 calc R U . . .
H01B H 0.982352 0.429360 1.017019 0.129 Uiso 1 1 calc R U . . .
H01C H 0.986767 0.369711 1.002929 0.129 Uiso 1 1 calc R U . . .
C2 C 0.9233(2) 0.3720(2) 0.9144(4) 0.0700(9) Uani 1 1 d . . . . .
C3 C 0.8971(2) 0.4052(2) 0.8796(4) 0.0704(10) Uani 1 1 d . . . . .
H3 H 0.903659 0.439335 0.916198 0.084 Uiso 1 1 calc R U . . .
C4 C 0.8641(2) 0.3930(2) 0.8002(4) 0.0703(11) Uani 1 1 d . . . . .
H4 H 0.846974 0.416793 0.781018 0.084 Uiso 1 1 calc R U . . .
C5 C 0.8553(2) 0.34168(19) 0.7441(4) 0.0673(11) Uani 1 1 d . . . . .
H5 H 0.832288 0.331219 0.686108 0.081 Uiso 1 1 calc R U . . .
C6 C 0.88033(18) 0.30802(18) 0.7749(3) 0.0524(8) Uani 1 1 d . . . . .
C7 C 0.81942(18) 0.21440(17) 0.6825(4) 0.0535(10) Uani 1 1 d . . . . .
C8 C 0.82867(17) 0.17759(18) 0.6108(4) 0.0559(10) Uani 1 1 d . . . . .
H8 H 0.820438 0.185816 0.543380 0.067 Uiso 1 1 calc R U . . .
C9 C 0.7970(2) 0.1097(2) 0.6327(4) 0.0737(14) Uani 1 1 d . . . . .
H9A H 0.769845 0.100458 0.688952 0.088 Uiso 1 1 calc R U . . .
H9B H 0.772316 0.086798 0.576284 0.088 Uiso 1 1 calc R U . . .
C10 C 0.8434(2) 0.0909(2) 0.6544(5) 0.0797(14) Uani 1 1 d . . . . .
H10A H 0.855614 0.077717 0.595470 0.096 Uiso 1 1 calc R U . . .
H10B H 0.829041 0.058780 0.704130 0.096 Uiso 1 1 calc R U . . .
C11 C 0.8954(2) 0.15304(19) 0.6938(4) 0.0755(14) Uani 1 1 d . . . . .
H11A H 0.887009 0.160286 0.760858 0.091 Uiso 1 1 calc R U . . .
H11B H 0.934680 0.154311 0.692386 0.091 Uiso 1 1 calc R U . . .
C12 C 0.92496(18) 0.25853(17) 0.6736(4) 0.0518(9) Uani 1 1 d . . . . .
H12 H 0.954133 0.260991 0.723928 0.062 Uiso 1 1 calc R U . . .
C13 C 0.95620(17) 0.31241(17) 0.6028(4) 0.0504(9) Uani 1 1 d . . . . .
C14 C 1.01714(18) 0.34793(18) 0.6109(4) 0.0596(12) Uani 1 1 d . . . . .
H14 H 1.039653 0.338494 0.655011 0.071 Uiso 1 1 calc R U . . .
C15 C 1.04551(19) 0.39955(18) 0.5506(4) 0.0643(11) Uani 1 1 d . . . . .
H15 H 1.087765 0.426349 0.553500 0.077 Uiso 1 1 calc R U . . .
C16 C 1.01021(18) 0.40940(18) 0.4885(4) 0.0579(11) Uani 1 1 d . . . . .
H16 H 1.028077 0.443410 0.446786 0.069 Uiso 1 1 calc R U . . .
C17 C 0.94692(18) 0.36951(17) 0.4851(4) 0.0522(10) Uani 1 1 d . . . . .
C18 C 0.90737(18) 0.37793(17) 0.4177(4) 0.0550(9) Uani 1 1 d . . . . .
H18 H 0.883317 0.339214 0.381727 0.066 Uiso 1 1 calc R U . . .
C19 C 0.8938(2) 0.4464(2) 0.5173(5) 0.0785(13) Uani 1 1 d . . . . .
H19A H 0.925090 0.478879 0.476961 0.094 Uiso 1 1 calc R U . . .
H19B H 0.913239 0.442471 0.576606 0.094 Uiso 1 1 calc R U . . .
C20 C 0.8466(2) 0.4620(2) 0.5441(6) 0.109(2) Uani 1 1 d . . . . .
H20A H 0.826227 0.464076 0.485439 0.164 Uiso 1 1 calc R U . . .
H20B H 0.865609 0.501148 0.576967 0.164 Uiso 1 1 calc R U . . .
H20C H 0.817124 0.431045 0.587497 0.164 Uiso 1 1 calc R U . . .
C21 C 0.9103(2) 0.43186(19) 0.2735(4) 0.0639(12) Uani 1 1 d . . . . .
H21A H 0.878094 0.438262 0.300089 0.077 Uiso 1 1 calc R U . . .
H21B H 0.891779 0.396352 0.230171 0.077 Uiso 1 1 calc R U . . .
C22 C 0.9566(3) 0.4879(2) 0.2180(4) 0.088(2) Uani 1 1 d . . . . .
H22A H 0.938863 0.490964 0.156934 0.133 Uiso 1 1 calc R U . . .
H22B H 0.992334 0.484513 0.204342 0.133 Uiso 1 1 calc R U . . .
H22C H 0.968160 0.523888 0.257214 0.133 Uiso 1 1 calc R U . . .
C24 C 0.70322(17) 0.15486(18) 0.4419(4) 0.0558(10) Uani 1 1 d . . . . .
C25 C 0.65306(18) 0.09776(18) 0.4440(4) 0.0576(11) Uani 1 1 d . . . . .
H25 H 0.619157 0.091543 0.480959 0.069 Uiso 1 1 calc R U . . .
C26 C 0.65012(17) 0.05064(18) 0.3962(4) 0.0584(11) Uani 1 1 d . . . . .
H26 H 0.615514 0.011615 0.399777 0.070 Uiso 1 1 calc R U . . .
C27 C 0.70095(17) 0.06197(18) 0.3405(4) 0.0529(11) Uani 1 1 d . . . . .
H27 H 0.700897 0.030283 0.304735 0.063 Uiso 1 1 calc R U . . .
C28 C 0.75011(17) 0.11848(17) 0.3381(4) 0.0488(9) Uani 1 1 d . . . . .
C29 C 0.80301(16) 0.13224(17) 0.2769(4) 0.0479(9) Uani 1 1 d . . . . .
H29 H 0.794868 0.095367 0.239912 0.057 Uiso 1 1 calc R U . . .
C30 C 0.70836(18) 0.20813(19) 0.4903(4) 0.0594(9) Uani 1 1 d . . . . .
H30 H 0.750293 0.235582 0.513895 0.071 Uiso 1 1 calc R U . . .
C31 C 0.7365(2) 0.2818(2) 0.3586(5) 0.0851(14) Uani 1 1 d . . . . .
H31A H 0.773220 0.306658 0.397427 0.102 Uiso 1 1 calc R U . . .
H31B H 0.746024 0.259888 0.309131 0.102 Uiso 1 1 calc R U . . .
C32 C 0.7175(3) 0.3201(2) 0.3119(6) 0.135(2) Uani 1 1 d . . . . .
H32A H 0.680601 0.295179 0.274872 0.203 Uiso 1 1 calc R U . . .
H32B H 0.749314 0.348088 0.268121 0.203 Uiso 1 1 calc R U . . .
H32C H 0.709764 0.342935 0.361111 0.203 Uiso 1 1 calc R U . . .
C33 C 0.6692(2) 0.2366(2) 0.6220(4) 0.0784(13) Uani 1 1 d . . . . .
H33A H 0.649002 0.255357 0.586980 0.094 Uiso 1 1 calc R U . . .
H33B H 0.711481 0.268106 0.634184 0.094 Uiso 1 1 calc R U . . .
C34 C 0.6381(2) 0.2116(3) 0.7153(4) 0.0938(18) Uani 1 1 d . . . . .
H34A H 0.595385 0.183148 0.703222 0.141 Uiso 1 1 calc R U . . .
H34B H 0.642028 0.244373 0.756686 0.141 Uiso 1 1 calc R U . . .
H34C H 0.656426 0.190589 0.747573 0.141 Uiso 1 1 calc R U . . .
C35 C 0.90658(17) 0.1461(2) 0.2754(4) 0.0644(13) Uani 1 1 d . . . . .
H35A H 0.904596 0.151679 0.204877 0.077 Uiso 1 1 calc R U . . .
H35B H 0.900074 0.105206 0.287710 0.077 Uiso 1 1 calc R U . . .
C36 C 0.96579(19) 0.1938(2) 0.3171(4) 0.0731(14) Uani 1 1 d . . . . .
H36A H 0.973509 0.181018 0.380565 0.088 Uiso 1 1 calc R U . . .
H36B H 0.999485 0.202382 0.272796 0.088 Uiso 1 1 calc R U . . .
C37 C 0.9587(2) 0.2478(2) 0.3281(5) 0.0778(16) Uani 1 1 d . . . . .
H37A H 0.977185 0.275586 0.272702 0.093 Uiso 1 1 calc R U . . .
H37B H 0.978049 0.269660 0.388628 0.093 Uiso 1 1 calc R U . . .
C38 C 0.88876(19) 0.22270(19) 0.3313(4) 0.0577(10) Uani 1 1 d . . . . .
H38 H 0.877063 0.236146 0.391389 0.069 Uiso 1 1 calc R U . . .
C39 C 0.8633(2) 0.23516(19) 0.2445(4) 0.0624(11) Uani 1 1 d . . . . .
C40 C 0.77827(19) 0.1738(2) 0.1271(3) 0.0568(10) Uani 1 1 d . . . . .
C41 C 0.7389(2) 0.1148(2) 0.0982(4) 0.0643(12) Uani 1 1 d . . . . .
H41 H 0.736979 0.081623 0.132058 0.077 Uiso 1 1 calc R U . . .
C42 C 0.7014(2) 0.1059(2) 0.0155(4) 0.0692(12) Uani 1 1 d . . . . .
H42 H 0.675016 0.066668 -0.008746 0.083 Uiso 1 1 calc R U . . .
C43 C 0.7048(2) 0.1564(2) -0.0280(4) 0.0749(14) Uani 1 1 d . . . . .
H43 H 0.678970 0.151097 -0.081002 0.090 Uiso 1 1 calc R U . . .
C44 C 0.74411(19) 0.2134(2) 0.0030(4) 0.0648(11) Uani 1 1 d . . . . .
C45 C 0.7816(2) 0.2219(2) 0.0791(4) 0.0629(11) Uani 1 1 d . . . . .
H45 H 0.810203 0.261672 0.098780 0.076 Uiso 1 1 calc R U . . .
C46 C 0.7456(2) 0.2646(2) -0.0521(5) 0.0845(16) Uani 1 1 d . . . . .
H46A H 0.719576 0.277125 -0.019945 0.127 Uiso 1 1 calc R U . . .
H46B H 0.731228 0.251527 -0.118290 0.127 Uiso 1 1 calc R U . . .
H46C H 0.787003 0.298536 -0.054022 0.127 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 C7 1.274(6) . ?
O2 N2 1.417(5) . ?
O3 C18 1.407(6) . ?
O3 C19 1.436(6) . ?
O4 C18 1.416(5) . ?
O4 C21 1.401(6) . ?
O5 C30 1.362(6) . ?
O5 C33 1.440(6) . ?
O6 C30 1.490(6) . ?
O6 C31 1.450(6) . ?
O7 C39 1.219(6) . ?
O8 N5 1.438(5) . ?
N1 C6 1.426(6) . ?
N1 C7 1.362(5) . ?
N1 C12 1.469(6) . ?
N2 C8 1.532(5) . ?
N2 C11 1.485(7) . ?
N2 C12 1.495(5) . ?
N3 C13 1.347(6) . ?
N3 C17 1.332(5) . ?
N4 C24 1.386(6) . ?
N4 C28 1.355(6) . ?
N5 C29 1.491(5) . ?
N5 C35 1.508(6) . ?
N5 C38 1.481(6) . ?
N6 C29 1.484(6) . ?
N6 C39 1.380(5) . ?
N6 C40 1.438(6) . ?
C1 H1 0.9500 . ?
C1 C2 1.405(7) . ?
C1 C6 1.394(6) . ?
C01N H01A 0.9800 . ?
C01N H01B 0.9800 . ?
C01N H01C 0.9800 . ?
C01N C2 1.512(8) . ?
C2 C3 1.408(8) . ?
C3 H3 0.9500 . ?
C3 C4 1.324(8) . ?
C4 H4 0.9500 . ?
C4 C5 1.443(7) . ?
C5 H5 0.9500 . ?
C5 C6 1.375(7) . ?
C7 C8 1.466(7) . ?
C8 H8 1.0000 . ?
C8 C9 1.538(6) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C9 C10 1.521(9) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.578(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12 1.0000 . ?
C12 C13 1.548(6) . ?
C13 C14 1.363(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.418(6) . ?
C15 H15 0.9500 . ?
C15 C16 1.359(7) . ?
C16 H16 0.9500 . ?
C16 C17 1.421(5) . ?
C17 C18 1.469(7) . ?
C18 H18 1.0000 . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C19 C20 1.497(9) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9900 . ?
C21 H21B 0.9900 . ?
C21 C22 1.534(7) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C24 C25 1.383(5) . ?
C24 C30 1.466(7) . ?
C25 H25 0.9500 . ?
C25 C26 1.345(7) . ?
C26 H26 0.9500 . ?
C26 C27 1.413(6) . ?
C27 H27 0.9500 . ?
C27 C28 1.365(5) . ?
C28 C29 1.483(6) . ?
C29 H29 1.0000 . ?
C30 H30 1.0000 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.446(10) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33 C34 1.481(8) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C34 H34C 0.9800 . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C35 C36 1.508(6) . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C36 C37 1.489(8) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.574(7) . ?
C38 H38 1.0000 . ?
C38 C39 1.474(7) . ?
C40 C41 1.392(6) . ?
C40 C45 1.364(7) . ?
C41 H41 0.9500 . ?
C41 C42 1.437(7) . ?
C42 H42 0.9500 . ?
C42 C43 1.389(8) . ?
C43 H43 0.9500 . ?
C43 C44 1.363(6) . ?
C44 C45 1.366(7) . ?
C44 C46 1.501(8) . ?
C45 H45 0.9500 . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 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
C18 O3 C19 114.4(3) . . ?
C21 O4 C18 117.2(3) . . ?
C30 O5 C33 115.0(3) . . ?
C31 O6 C30 113.3(4) . . ?
C6 N1 C12 120.7(3) . . ?
C7 N1 C6 124.3(4) . . ?
C7 N1 C12 112.6(4) . . ?
O2 N2 C8 112.4(3) . . ?
O2 N2 C11 110.5(4) . . ?
O2 N2 C12 110.9(3) . . ?
C11 N2 C8 104.9(3) . . ?
C11 N2 C12 109.4(4) . . ?
C12 N2 C8 108.4(3) . . ?
C17 N3 C13 116.5(3) . . ?
C28 N4 C24 117.5(3) . . ?
O8 N5 C29 109.9(3) . . ?
O8 N5 C35 109.7(4) . . ?
O8 N5 C38 113.7(3) . . ?
C29 N5 C35 112.7(4) . . ?
C38 N5 C29 106.6(4) . . ?
C38 N5 C35 104.2(3) . . ?
C39 N6 C29 109.4(4) . . ?
C39 N6 C40 128.2(4) . . ?
C40 N6 C29 121.4(3) . . ?
C2 C1 H1 120.5 . . ?
C6 C1 H1 120.5 . . ?
C6 C1 C2 118.9(5) . . ?
H01A C01N H01B 109.5 . . ?
H01A C01N H01C 109.5 . . ?
H01B C01N H01C 109.5 . . ?
C2 C01N H01A 109.5 . . ?
C2 C01N H01B 109.5 . . ?
C2 C01N H01C 109.5 . . ?
C1 C2 C01N 118.2(5) . . ?
C1 C2 C3 117.2(5) . . ?
C3 C2 C01N 124.6(5) . . ?
C2 C3 H3 117.2 . . ?
C4 C3 C2 125.6(5) . . ?
C4 C3 H3 117.2 . . ?
C3 C4 H4 121.6 . . ?
C3 C4 C5 116.8(5) . . ?
C5 C4 H4 121.6 . . ?
C4 C5 H5 120.1 . . ?
C6 C5 C4 119.8(5) . . ?
C6 C5 H5 120.1 . . ?
C1 C6 N1 117.8(4) . . ?
C5 C6 N1 120.5(4) . . ?
C5 C6 C1 121.7(5) . . ?
O1 C7 N1 124.5(4) . . ?
O1 C7 C8 124.4(4) . . ?
N1 C7 C8 111.0(4) . . ?
N2 C8 H8 112.0 . . ?
N2 C8 C9 103.1(4) . . ?
C7 C8 N2 101.4(3) . . ?
C7 C8 H8 112.0 . . ?
C7 C8 C9 115.5(4) . . ?
C9 C8 H8 112.0 . . ?
C8 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
H9A C9 H9B 108.2 . . ?
C10 C9 C8 110.1(4) . . ?
C10 C9 H9A 109.6 . . ?
C10 C9 H9B 109.6 . . ?
C9 C10 H10A 112.1 . . ?
C9 C10 H10B 112.1 . . ?
C9 C10 C11 98.5(4) . . ?
H10A C10 H10B 109.7 . . ?
C11 C10 H10A 112.1 . . ?
C11 C10 H10B 112.1 . . ?
N2 C11 C10 103.8(4) . . ?
N2 C11 H11A 111.0 . . ?
N2 C11 H11B 111.0 . . ?
C10 C11 H11A 111.0 . . ?
C10 C11 H11B 111.0 . . ?
H11A C11 H11B 109.0 . . ?
N1 C12 N2 100.9(3) . . ?
N1 C12 H12 110.2 . . ?
N1 C12 C13 110.2(4) . . ?
N2 C12 H12 110.2 . . ?
N2 C12 C13 114.6(4) . . ?
C13 C12 H12 110.2 . . ?
N3 C13 C12 117.0(3) . . ?
N3 C13 C14 126.0(4) . . ?
C14 C13 C12 116.9(4) . . ?
C13 C14 H14 121.4 . . ?
C13 C14 C15 117.2(5) . . ?
C15 C14 H14 121.4 . . ?
C14 C15 H15 121.1 . . ?
C16 C15 C14 117.8(4) . . ?
C16 C15 H15 121.1 . . ?
C15 C16 H16 119.5 . . ?
C15 C16 C17 120.9(4) . . ?
C17 C16 H16 119.5 . . ?
N3 C17 C16 121.2(4) . . ?
N3 C17 C18 116.1(3) . . ?
C16 C17 C18 122.6(4) . . ?
O3 C18 O4 110.8(4) . . ?
O3 C18 C17 113.2(4) . . ?
O3 C18 H18 107.3 . . ?
O4 C18 C17 110.6(3) . . ?
O4 C18 H18 107.3 . . ?
C17 C18 H18 107.3 . . ?
O3 C19 H19A 109.8 . . ?
O3 C19 H19B 109.8 . . ?
O3 C19 C20 109.3(4) . . ?
H19A C19 H19B 108.3 . . ?
C20 C19 H19A 109.8 . . ?
C20 C19 H19B 109.8 . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
O4 C21 H21A 110.4 . . ?
O4 C21 H21B 110.4 . . ?
O4 C21 C22 106.5(4) . . ?
H21A C21 H21B 108.6 . . ?
C22 C21 H21A 110.4 . . ?
C22 C21 H21B 110.4 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N4 C24 C30 114.7(3) . . ?
C25 C24 N4 119.9(4) . . ?
C25 C24 C30 125.4(4) . . ?
C24 C25 H25 118.5 . . ?
C26 C25 C24 123.0(5) . . ?
C26 C25 H25 118.5 . . ?
C25 C26 H26 121.6 . . ?
C25 C26 C27 116.8(3) . . ?
C27 C26 H26 121.6 . . ?
C26 C27 H27 120.1 . . ?
C28 C27 C26 119.9(4) . . ?
C28 C27 H27 120.1 . . ?
N4 C28 C27 123.0(4) . . ?
N4 C28 C29 116.0(3) . . ?
C27 C28 C29 121.0(4) . . ?
N5 C29 H29 109.4 . . ?
N6 C29 N5 101.3(3) . . ?
N6 C29 H29 109.4 . . ?
C28 C29 N5 115.4(4) . . ?
C28 C29 N6 111.6(4) . . ?
C28 C29 H29 109.4 . . ?
O5 C30 O6 105.5(4) . . ?
O5 C30 C24 108.2(3) . . ?
O5 C30 H30 111.6 . . ?
O6 C30 H30 111.6 . . ?
C24 C30 O6 108.0(4) . . ?
C24 C30 H30 111.6 . . ?
O6 C31 H31A 109.8 . . ?
O6 C31 H31B 109.8 . . ?
H31A C31 H31B 108.3 . . ?
C32 C31 O6 109.2(5) . . ?
C32 C31 H31A 109.8 . . ?
C32 C31 H31B 109.8 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
O5 C33 H33A 109.8 . . ?
O5 C33 H33B 109.8 . . ?
O5 C33 C34 109.6(4) . . ?
H33A C33 H33B 108.2 . . ?
C34 C33 H33A 109.8 . . ?
C34 C33 H33B 109.8 . . ?
C33 C34 H34A 109.5 . . ?
C33 C34 H34B 109.5 . . ?
C33 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
N5 C35 H35A 111.2 . . ?
N5 C35 H35B 111.2 . . ?
N5 C35 C36 102.6(4) . . ?
H35A C35 H35B 109.2 . . ?
C36 C35 H35A 111.2 . . ?
C36 C35 H35B 111.2 . . ?
C35 C36 H36A 110.8 . . ?
C35 C36 H36B 110.8 . . ?
H36A C36 H36B 108.9 . . ?
C37 C36 C35 104.6(4) . . ?
C37 C36 H36A 110.8 . . ?
C37 C36 H36B 110.8 . . ?
C36 C37 H37A 110.7 . . ?
C36 C37 H37B 110.7 . . ?
C36 C37 C38 105.4(4) . . ?
H37A C37 H37B 108.8 . . ?
C38 C37 H37A 110.7 . . ?
C38 C37 H37B 110.7 . . ?
N5 C38 C37 105.0(4) . . ?
N5 C38 H38 111.0 . . ?
C37 C38 H38 111.0 . . ?
C39 C38 N5 103.1(4) . . ?
C39 C38 C37 115.2(4) . . ?
C39 C38 H38 111.0 . . ?
O7 C39 N6 126.4(5) . . ?
O7 C39 C38 123.8(4) . . ?
N6 C39 C38 109.8(4) . . ?
C41 C40 N6 116.9(4) . . ?
C45 C40 N6 121.3(4) . . ?
C45 C40 C41 121.8(5) . . ?
C40 C41 H41 121.2 . . ?
C40 C41 C42 117.6(5) . . ?
C42 C41 H41 121.2 . . ?
C41 C42 H42 120.9 . . ?
C43 C42 C41 118.1(4) . . ?
C43 C42 H42 120.9 . . ?
C42 C43 H43 119.0 . . ?
C44 C43 C42 122.0(5) . . ?
C44 C43 H43 119.0 . . ?
C43 C44 C45 119.9(5) . . ?
C43 C44 C46 117.3(5) . . ?
C45 C44 C46 122.8(4) . . ?
C40 C45 C44 120.5(4) . . ?
C40 C45 H45 119.7 . . ?
C44 C45 H45 119.7 . . ?
C44 C46 H46A 109.5 . . ?
C44 C46 H46B 109.5 . . ?
C44 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C7 C8 N2 -165.6(5) . . . . ?
O1 C7 C8 C9 -54.9(7) . . . . ?
O2 N2 C8 C7 -144.6(3) . . . . ?
O2 N2 C8 C9 95.5(4) . . . . ?
O2 N2 C11 C10 -78.7(5) . . . . ?
O2 N2 C12 N1 147.2(3) . . . . ?
O2 N2 C12 C13 28.8(5) . . . . ?
O8 N5 C29 N6 154.8(3) . . . . ?
O8 N5 C29 C28 34.2(5) . . . . ?
O8 N5 C35 C36 -79.7(4) . . . . ?
O8 N5 C38 C37 90.9(4) . . . . ?
O8 N5 C38 C39 -148.1(4) . . . . ?
N1 C7 C8 N2 11.0(5) . . . . ?
N1 C7 C8 C9 121.7(4) . . . . ?
N1 C12 C13 N3 -49.7(5) . . . . ?
N1 C12 C13 C14 130.8(5) . . . . ?
N2 C8 C9 C10 -2.9(6) . . . . ?
N2 C12 C13 N3 63.3(6) . . . . ?
N2 C12 C13 C14 -116.2(5) . . . . ?
N3 C13 C14 C15 4.5(8) . . . . ?
N3 C17 C18 O3 70.1(5) . . . . ?
N3 C17 C18 O4 -164.9(4) . . . . ?
N4 C24 C25 C26 1.4(8) . . . . ?
N4 C24 C30 O5 -160.4(4) . . . . ?
N4 C24 C30 O6 85.9(5) . . . . ?
N4 C28 C29 N5 61.0(5) . . . . ?
N4 C28 C29 N6 -53.9(5) . . . . ?
N5 C35 C36 C37 -39.5(5) . . . . ?
N5 C38 C39 O7 -167.4(5) . . . . ?
N5 C38 C39 N6 11.6(5) . . . . ?
N6 C40 C41 C42 -178.0(4) . . . . ?
N6 C40 C45 C44 -179.3(5) . . . . ?
C1 C2 C3 C4 0.4(7) . . . . ?
C01N C2 C3 C4 -177.8(5) . . . . ?
C2 C1 C6 N1 178.3(4) . . . . ?
C2 C1 C6 C5 -1.1(6) . . . . ?
C2 C3 C4 C5 -1.1(7) . . . . ?
C3 C4 C5 C6 0.6(7) . . . . ?
C4 C5 C6 N1 -178.9(4) . . . . ?
C4 C5 C6 C1 0.5(7) . . . . ?
C6 N1 C7 O1 -17.0(8) . . . . ?
C6 N1 C7 C8 166.5(4) . . . . ?
C6 N1 C12 N2 179.6(4) . . . . ?
C6 N1 C12 C13 -58.8(5) . . . . ?
C6 C1 C2 C01N 179.1(4) . . . . ?
C6 C1 C2 C3 0.7(6) . . . . ?
C7 N1 C6 C1 133.5(5) . . . . ?
C7 N1 C6 C5 -47.1(6) . . . . ?
C7 N1 C12 N2 -16.9(5) . . . . ?
C7 N1 C12 C13 104.7(4) . . . . ?
C7 C8 C9 C10 -112.6(5) . . . . ?
C8 N2 C11 C10 42.7(5) . . . . ?
C8 N2 C12 N1 23.3(5) . . . . ?
C8 N2 C12 C13 -95.1(4) . . . . ?
C8 C9 C10 C11 27.0(6) . . . . ?
C9 C10 C11 N2 -42.2(5) . . . . ?
C11 N2 C8 C7 95.3(4) . . . . ?
C11 N2 C8 C9 -24.7(5) . . . . ?
C11 N2 C12 N1 -90.6(4) . . . . ?
C11 N2 C12 C13 151.0(4) . . . . ?
C12 N1 C6 C1 -65.0(6) . . . . ?
C12 N1 C6 C5 114.4(5) . . . . ?
C12 N1 C7 O1 -179.8(5) . . . . ?
C12 N1 C7 C8 3.7(6) . . . . ?
C12 N2 C8 C7 -21.6(5) . . . . ?
C12 N2 C8 C9 -141.5(4) . . . . ?
C12 N2 C11 C10 158.9(4) . . . . ?
C12 C13 C14 C15 -176.0(4) . . . . ?
C13 N3 C17 C16 6.8(7) . . . . ?
C13 N3 C17 C18 -177.9(4) . . . . ?
C13 C14 C15 C16 -0.9(7) . . . . ?
C14 C15 C16 C17 0.6(8) . . . . ?
C15 C16 C17 N3 -3.8(8) . . . . ?
C15 C16 C17 C18 -178.8(5) . . . . ?
C16 C17 C18 O3 -114.7(5) . . . . ?
C16 C17 C18 O4 10.4(6) . . . . ?
C17 N3 C13 C12 173.1(4) . . . . ?
C17 N3 C13 C14 -7.4(7) . . . . ?
C18 O3 C19 C20 166.9(5) . . . . ?
C18 O4 C21 C22 172.5(4) . . . . ?
C19 O3 C18 O4 -61.1(5) . . . . ?
C19 O3 C18 C17 63.9(5) . . . . ?
C21 O4 C18 O3 -59.8(5) . . . . ?
C21 O4 C18 C17 173.8(4) . . . . ?
C24 N4 C28 C27 0.5(7) . . . . ?
C24 N4 C28 C29 177.5(4) . . . . ?
C24 C25 C26 C27 -1.3(8) . . . . ?
C25 C24 C30 O5 22.6(7) . . . . ?
C25 C24 C30 O6 -91.1(6) . . . . ?
C25 C26 C27 C28 0.8(7) . . . . ?
C26 C27 C28 N4 -0.4(8) . . . . ?
C26 C27 C28 C29 -177.3(5) . . . . ?
C27 C28 C29 N5 -122.0(5) . . . . ?
C27 C28 C29 N6 123.1(5) . . . . ?
C28 N4 C24 C25 -1.0(7) . . . . ?
C28 N4 C24 C30 -178.1(4) . . . . ?
C29 N5 C35 C36 157.5(4) . . . . ?
C29 N5 C38 C37 -147.8(4) . . . . ?
C29 N5 C38 C39 -26.9(5) . . . . ?
C29 N6 C39 O7 -172.8(5) . . . . ?
C29 N6 C39 C38 8.2(6) . . . . ?
C29 N6 C40 C41 -19.2(7) . . . . ?
C29 N6 C40 C45 162.8(5) . . . . ?
C30 O5 C33 C34 -162.2(4) . . . . ?
C30 O6 C31 C32 -165.7(5) . . . . ?
C30 C24 C25 C26 178.3(5) . . . . ?
C31 O6 C30 O5 157.3(4) . . . . ?
C31 O6 C30 C24 -87.1(4) . . . . ?
C33 O5 C30 O6 -67.5(4) . . . . ?
C33 O5 C30 C24 177.2(4) . . . . ?
C35 N5 C29 N6 -82.5(4) . . . . ?
C35 N5 C29 C28 156.8(4) . . . . ?
C35 N5 C38 C37 -28.4(5) . . . . ?
C35 N5 C38 C39 92.5(4) . . . . ?
C35 C36 C37 C38 21.8(6) . . . . ?
C36 C37 C38 N5 4.1(6) . . . . ?
C36 C37 C38 C39 -108.5(5) . . . . ?
C37 C38 C39 O7 -53.7(8) . . . . ?
C37 C38 C39 N6 125.4(5) . . . . ?
C38 N5 C29 N6 31.2(4) . . . . ?
C38 N5 C29 C28 -89.5(4) . . . . ?
C38 N5 C35 C36 42.3(5) . . . . ?
C39 N6 C29 N5 -24.2(5) . . . . ?
C39 N6 C29 C28 99.1(4) . . . . ?
C39 N6 C40 C41 173.1(5) . . . . ?
C39 N6 C40 C45 -4.8(8) . . . . ?
C40 N6 C29 N5 166.1(4) . . . . ?
C40 N6 C29 C28 -70.6(5) . . . . ?
C40 N6 C39 O7 -4.0(9) . . . . ?
C40 N6 C39 C38 177.1(5) . . . . ?
C40 C41 C42 C43 -2.6(8) . . . . ?
C41 C40 C45 C44 2.9(8) . . . . ?
C41 C42 C43 C44 2.8(8) . . . . ?
C42 C43 C44 C45 -0.1(9) . . . . ?
C42 C43 C44 C46 177.6(5) . . . . ?
C43 C44 C45 C40 -2.8(8) . . . . ?
C45 C40 C41 C42 -0.1(8) . . . . ?
C46 C44 C45 C40 179.7(5) . . . . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 0.000 -0.223 1587.1 560.2 ?

_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_twin_special_details            
;
Component 2 rotated by 117.3379° 
 around [-0.05 0.03 1.00] (reciprocal) or [-0.01 0.00 1.00] (direct)

;
# end Validation Reply Form
# start Validation Reply Form
_vrf_PLAT430_5                   
;
PROBLEM: Short Inter D...A Contact  O2       ..O8       .       2.43 Ang.  
RESPONSE:  there are two molecules in the asymmetric unit. 
The O2 and O8 atoms localized on the nitrogen atoms are
negatively charged while the positively charged N atoms 
construct four bonds with the adjacent atoms, thus no
 hydrogen atoms are localized on the two oxygen atoms. 
in the crystal structures, the short distance of the two atoms 
is obviously found. 
;
# end Validation Reply Form
