# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 20:21:09 2022
#   Inital geometry file: a 158 line input string
#   Ligand name: (2R)-2-hydroxy-2-{2-[4-(3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)piperazin-1-yl]-2-oxoethyl}butanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C[C@](O)(CC(=O)N1CCN(CC1)[S](=O)(=O)c2cc3C(=O)c4ccccc4C(=O)c3cc2O)C(O)=O
#
data_comp_list
loop_
_chem_comp.id
_chem_comp.three_letter_code
_chem_comp.name
_chem_comp.group
_chem_comp.number_atoms_all
_chem_comp.number_atoms_nh
_chem_comp.desc_level
_chem_comp.initial_date
_chem_comp.modified_date
_chem_comp.source
 I9K  I9K  "(2R)-2-hydroxy-2-{2-[4-(3-hydroxy-9,10-dioxo-9,10-dihydroanthracene-2-sulfonyl)piperazin-1-yl]-2-oxoethyl}butanedioic acid"  ligand  58  38  .  2022-08-10  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_I9K
loop_
_chem_comp_atom.comp_id
_chem_comp_atom.atom_id
_chem_comp_atom.type_symbol
_chem_comp_atom.type_energy
_chem_comp_atom.charge
_chem_comp_atom.partial_charge
_chem_comp_atom.x
_chem_comp_atom.y
_chem_comp_atom.z
 I9K  C10  C  CR16   0  -0.256   -9.0466  -60.7449  42.7911
 I9K  C12  C  CH2    0  -0.309   -6.2293  -62.6125  41.6123
 I9K  C13  C  CH2    0  -0.307   -5.3358  -63.4746  40.7380
 I9K  C15  C  CH2    0  -0.573   -6.2240  -64.0148  37.0623
 I9K  C21  C  CH2    0  -0.314   -6.3365  -60.9617  39.8223
 I9K  C22  C  CR6    0   0.433   -8.7800  -58.7482  41.4347
 I9K  C23  C  CR16   0  -0.371  -10.1728  -58.6577  41.3561
 I9K  C1   C  CR6    0  -0.027  -13.3061  -60.4305  42.5562
 I9K  C2   C  C1     0  -0.266  -14.6905  -60.3065  42.4835
 I9K  C3   C  C1     0  -0.230  -15.5063  -61.2345  43.1079
 I9K  C4   C  C1     0  -0.229  -14.9443  -62.2939  43.8104
 I9K  C5   C  C1     0  -0.269  -13.5677  -62.4248  43.8876
 I9K  C6   C  CR6    0  -0.023  -12.7398  -61.4974  43.2633
 I9K  C7   C  CR6    0   0.327  -11.2688  -61.6601  43.3643
 I9K  C8   C  CR66   0   0.002  -10.9815  -59.5855  41.9759
 I9K  C9   C  CR66   0  -0.028  -10.4252  -60.6490  42.6985
 I9K  O2   O  OH1    0  -0.699   -8.1340  -62.5861  37.5000
 I9K  C11  C  CR6    0  -0.315   -8.2271  -59.8179  42.1650
 I9K  C14  C  C      0   0.542   -5.9442  -64.2856  38.5230
 I9K  C16  C  CT     0   0.114   -7.7129  -63.7077  36.7621
 I9K  C17  C  C      0   0.434   -8.5604  -64.9258  37.2268
 I9K  C18  C  CH2    0  -0.559   -7.8392  -63.4286  35.2673
 I9K  C20  C  CH2    0  -0.290   -5.4670  -61.8607  38.9589
 I9K  O4   O  O      0  -0.621   -9.2716  -64.6972  38.2354
 I9K  O9   O  OS     0  -0.618   -6.1639  -60.5278  43.6346
 I9K  S    S  S      0   1.405   -6.4723  -60.0459  42.3046
 I9K  O8   O  OS     0  -0.667   -5.8680  -58.7955  41.8402
 I9K  O10  O  OH1    0  -0.601   -8.0833  -57.8078  40.8184
 I9K  C    C  CR6    0   0.319  -12.4598  -59.4219  41.8806
 I9K  O    O  O      0  -0.354  -12.9426  -58.4903  41.2759
 I9K  N    N  N      0  -0.570   -6.0367  -61.2105  41.2353
 I9K  N1   N  NT     0  -0.462   -5.6200  -63.2480  39.3364
 I9K  O7   O  O      0  -0.499   -6.0085  -65.4287  38.9592
 I9K  O6   O  O      0  -0.619   -9.2429  -62.0849  33.9078
 I9K  O5   O  OC    -1  -0.600  -10.2240  -63.5367  35.2827
 I9K  H4   H  HCR6   0   0.301   -8.6152  -61.5513  43.3705
 I9K  H5   H  HCH2   0   0.284   -5.9530  -62.7588  42.6535
 I9K  H6   H  HCH2   0   0.252   -7.2756  -62.9142  41.4812
 I9K  H7   H  HCH2   0   0.250   -4.2874  -63.2360  40.9440
 I9K  H8   H  HCH2   0   0.279   -5.4989  -64.5197  40.9840
 I9K  H9   H  HCH2   0   0.247   -5.6028  -63.2096  36.6661
 I9K  H10  H  HCH2   0   0.259   -5.9427  -64.9173  36.5191
 I9K  H18  H  HCH2   0   0.280   -6.1149  -59.9267  39.5682
 I9K  H19  H  HCH2   0   0.258   -7.3920  -61.1599  39.6123
 I9K  H21  H  HCR6   0   0.292  -10.6059  -57.8323  40.8061
 I9K  H    H  H      0   0.274  -15.1291  -59.4822  41.9378
 I9K  H1   H  H      0   0.277  -16.5815  -61.1325  43.0478
 I9K  H2   H  H      0   0.277  -15.5816  -63.0183  44.2997
 I9K  H3   H  H      0   0.274  -13.1334  -63.2498  44.4355
 I9K  H11  H  HOH1   0   0.423   -8.7699  -62.9995  38.1208
 I9K  H13  H  HCH2   0   0.197   -7.0935  -62.6807  34.9798
 I9K  H14  H  HCH2   0   0.218   -7.5734  -64.3403  34.7223
 I9K  H16  H  HCH2   0   0.248   -4.4191  -61.5663  39.0777
 I9K  H17  H  HCH2   0   0.279   -5.7455  -61.6978  37.9250
 I9K  H20  H  HOH1   0   0.489   -7.1298  -57.9012  41.0190
 I9K  O1   O  O      0  -0.369  -10.7775  -62.5909  43.9691
 I9K  C19  C  C      0   0.399   -9.2287  -62.9689  34.7892
 I9K  O3   O  OC    -1  -0.590   -8.4277  -65.9985  36.6227

loop_
_chem_comp_bond.comp_id
_chem_comp_bond.atom_id_1
_chem_comp_bond.atom_id_2
_chem_comp_bond.type
_chem_comp_bond.value_dist
_chem_comp_bond.value_dist_esd
_chem_comp_bond.value_dist_neutron
 I9K  O    C    double    1.211  0.020  1.211
 I9K  C    C1   single    1.480  0.020  1.480
 I9K  C1   C2   aromatic  1.392  0.020  1.392
 I9K  C2   C3   aromatic  1.384  0.020  1.384
 I9K  C3   C4   aromatic  1.390  0.020  1.390
 I9K  C4   C5   aromatic  1.385  0.020  1.385
 I9K  C1   C6   aromatic  1.400  0.020  1.400
 I9K  C5   C6   aromatic  1.391  0.020  1.391
 I9K  C6   C7   single    1.483  0.020  1.483
 I9K  O1   C7   double    1.214  0.020  1.214
 I9K  C    C8   single    1.490  0.020  1.490
 I9K  C8   C9   aromatic  1.401  0.020  1.401
 I9K  C7   C9   single    1.476  0.020  1.476
 I9K  C9   C10  aromatic  1.385  0.020  1.385
 I9K  C10  C11  aromatic  1.387  0.020  1.387
 I9K  C11  S    single    1.775  0.020  1.775
 I9K  N    S    single    1.640  0.020  1.640
 I9K  N    C12  single    1.465  0.020  1.465
 I9K  C12  C13  single    1.518  0.020  1.518
 I9K  C13  N1   single    1.448  0.020  1.448
 I9K  C14  N1   single    1.358  0.020  1.358
 I9K  C15  C14  single    1.512  0.020  1.512
 I9K  C16  C15  single    1.550  0.020  1.550
 I9K  O2   C16  single    1.407  0.020  1.407
 I9K  C17  C16  single    1.555  0.020  1.555
 I9K  O3   C17  deloc     1.238  0.020  1.238
 I9K  O4   C17  deloc     1.255  0.020  1.255
 I9K  C18  C16  single    1.526  0.020  1.526
 I9K  C19  C18  single    1.540  0.020  1.540
 I9K  O5   C19  deloc     1.248  0.020  1.248
 I9K  O6   C19  deloc     1.248  0.020  1.248
 I9K  O7   C14  double    1.225  0.020  1.225
 I9K  N1   C20  single    1.446  0.020  1.446
 I9K  C20  C21  single    1.520  0.020  1.520
 I9K  C21  N    single    1.466  0.020  1.466
 I9K  O8   S    double    1.464  0.020  1.464
 I9K  S    O9   double    1.448  0.020  1.448
 I9K  C22  C11  aromatic  1.408  0.020  1.408
 I9K  O10  C22  single    1.323  0.020  1.323
 I9K  C23  C22  aromatic  1.398  0.020  1.398
 I9K  C8   C23  aromatic  1.378  0.020  1.378
 I9K  C10  H4   single    0.930  0.020  1.080
 I9K  C12  H5   single    0.970  0.020  1.090
 I9K  C12  H6   single    0.970  0.020  1.090
 I9K  C13  H7   single    0.970  0.020  1.090
 I9K  C13  H8   single    0.970  0.020  1.090
 I9K  C15  H9   single    0.970  0.020  1.090
 I9K  C15  H10  single    0.970  0.020  1.090
 I9K  C21  H18  single    0.970  0.020  1.090
 I9K  C21  H19  single    0.970  0.020  1.090
 I9K  C23  H21  single    0.930  0.020  1.080
 I9K  C2   H    single    0.930  0.020  1.080
 I9K  C3   H1   single    0.930  0.020  1.080
 I9K  C4   H2   single    0.930  0.020  1.080
 I9K  C5   H3   single    0.930  0.020  1.080
 I9K  O2   H11  single    0.850  0.020  0.980
 I9K  C18  H13  single    0.970  0.020  1.090
 I9K  C18  H14  single    0.970  0.020  1.090
 I9K  C20  H16  single    0.970  0.020  1.090
 I9K  C20  H17  single    0.970  0.020  1.090
 I9K  O10  H20  single    0.850  0.020  0.980

loop_
_chem_comp_angle.comp_id
_chem_comp_angle.atom_id_1
_chem_comp_angle.atom_id_2
_chem_comp_angle.atom_id_3
_chem_comp_angle.value_angle
_chem_comp_angle.value_angle_esd
 I9K  H4   C10  C11  120.27  3.000
 I9K  H4   C10  C9   118.94  3.000
 I9K  C11  C10  C9   120.78  3.000
 I9K  H6   C12  H5   108.66  3.000
 I9K  H6   C12  N    110.98  3.000
 I9K  H5   C12  N    109.99  3.000
 I9K  H6   C12  C13  109.66  3.000
 I9K  H5   C12  C13  108.99  3.000
 I9K  N    C12  C13  108.54  3.000
 I9K  H8   C13  H7   108.11  3.000
 I9K  H8   C13  N1   109.90  3.000
 I9K  H7   C13  N1   109.63  3.000
 I9K  H8   C13  C12  109.13  3.000
 I9K  H7   C13  C12  109.36  3.000
 I9K  N1   C13  C12  110.67  3.000
 I9K  H10  C15  H9   106.43  3.000
 I9K  H10  C15  C16  108.39  3.000
 I9K  H9   C15  C16  109.29  3.000
 I9K  H10  C15  C14  106.58  3.000
 I9K  H9   C15  C14  112.18  3.000
 I9K  C16  C15  C14  113.61  3.000
 I9K  H19  C21  H18  108.89  3.000
 I9K  H19  C21  N    110.59  3.000
 I9K  H18  C21  N    110.17  3.000
 I9K  H19  C21  C20  109.61  3.000
 I9K  H18  C21  C20  108.26  3.000
 I9K  N    C21  C20  109.28  3.000
 I9K  O10  C22  C11  125.09  3.000
 I9K  O10  C22  C23  116.91  3.000
 I9K  C11  C22  C23  118.00  3.000
 I9K  H21  C23  C8   120.48  3.000
 I9K  H21  C23  C22  118.47  3.000
 I9K  C8   C23  C22  121.05  3.000
 I9K  C    C1   C6   121.26  3.000
 I9K  C6   C1   C2   119.78  3.000
 I9K  C    C1   C2   118.96  3.000
 I9K  H    C2   C3   119.97  3.000
 I9K  H    C2   C1   119.84  3.000
 I9K  C3   C2   C1   120.19  3.000
 I9K  H1   C3   C4   120.12  3.000
 I9K  H1   C3   C2   119.83  3.000
 I9K  C4   C3   C2   120.04  3.000
 I9K  H2   C4   C5   119.80  3.000
 I9K  H2   C4   C3   120.06  3.000
 I9K  C5   C4   C3   120.14  3.000
 I9K  H3   C5   C6   119.80  3.000
 I9K  H3   C5   C4   119.97  3.000
 I9K  C6   C5   C4   120.23  3.000
 I9K  C7   C6   C5   119.10  3.000
 I9K  C7   C6   C1   121.28  3.000
 I9K  C5   C6   C1   119.62  3.000
 I9K  C9   C7   O1   121.26  3.000
 I9K  C9   C7   C6   117.45  3.000
 I9K  O1   C7   C6   121.29  3.000
 I9K  C    C8   C9   120.68  3.000
 I9K  C9   C8   C23  120.66  3.000
 I9K  C    C8   C23  118.65  3.000
 I9K  C8   C9   C7   121.73  3.000
 I9K  C7   C9   C10  119.44  3.000
 I9K  C8   C9   C10  118.84  3.000
 I9K  H11  O2   C16  100.96  3.000
 I9K  S    C11  C22  121.77  3.000
 I9K  C22  C11  C10  120.66  3.000
 I9K  S    C11  C10  117.57  3.000
 I9K  O7   C14  N1   120.81  3.000
 I9K  O7   C14  C15  120.10  3.000
 I9K  N1   C14  C15  119.09  3.000
 I9K  C18  C16  C17  113.01  3.000
 I9K  C18  C16  O2   110.07  3.000
 I9K  C17  C16  O2   107.73  3.000
 I9K  C18  C16  C15  107.80  3.000
 I9K  C17  C16  C15  108.09  3.000
 I9K  O2   C16  C15  110.12  3.000
 I9K  O4   C17  C16  113.97  3.000
 I9K  O4   C17  O3   127.63  3.000
 I9K  C16  C17  O3   118.32  3.000
 I9K  H14  C18  H13  105.83  3.000
 I9K  H14  C18  C16  108.38  3.000
 I9K  H13  C18  C16  109.02  3.000
 I9K  H14  C18  C19  108.24  3.000
 I9K  H13  C18  C19  109.22  3.000
 I9K  C16  C18  C19  115.69  3.000
 I9K  H17  C20  H16  108.01  3.000
 I9K  H17  C20  N1   111.49  3.000
 I9K  H16  C20  N1   109.33  3.000
 I9K  H17  C20  C21  107.84  3.000
 I9K  H16  C20  C21  109.08  3.000
 I9K  N1   C20  C21  111.02  3.000
 I9K  N    S    O8   106.86  3.000
 I9K  O8   S    O9   119.18  3.000
 I9K  N    S    O9   107.82  3.000
 I9K  O9   S    C11  109.00  3.000
 I9K  O8   S    C11  105.86  3.000
 I9K  N    S    C11  107.61  3.000
 I9K  H20  O10  C22  110.48  3.000
 I9K  O    C    C8   120.78  3.000
 I9K  C8   C    C1   117.60  3.000
 I9K  O    C    C1   121.62  3.000
 I9K  S    N    C21  116.98  3.000
 I9K  C21  N    C12  112.57  3.000
 I9K  S    N    C12  118.49  3.000
 I9K  C20  N1   C14  127.02  3.000
 I9K  C20  N1   C13  112.46  3.000
 I9K  C14  N1   C13  120.48  3.000
 I9K  O5   C19  O6   126.33  3.000
 I9K  O6   C19  C18  116.16  3.000
 I9K  O5   C19  C18  117.47  3.000

loop_
_chem_comp_tor.comp_id
_chem_comp_tor.id
_chem_comp_tor.atom_id_1
_chem_comp_tor.atom_id_2
_chem_comp_tor.atom_id_3
_chem_comp_tor.atom_id_4
_chem_comp_tor.value_angle
_chem_comp_tor.value_angle_esd
_chem_comp_tor.period
 I9K  CONST_01  C23  C8   C9   C10     0.00   0.0  0
 I9K  CONST_02  C6   C7   C9   C10   180.00   0.0  0
 I9K  CONST_03  C23  C22  C11  C10     0.00   0.0  0
 I9K  CONST_04  C9   C10  C11  C22     0.00   0.0  0
 I9K  CONST_05  C9   C8   C23  C22     0.00   0.0  0
 I9K  CONST_06  C1   C    C8   C23   180.00   0.0  0
 I9K  CONST_07  C9   C8   C    C1      0.00   0.0  0
 I9K  CONST_08  C4   C3   C2   C1      0.00   0.0  0
 I9K  CONST_09  C4   C5   C6   C1      0.00   0.0  0
 I9K  CONST_10  C9   C7   C6   C1      0.00   0.0  0
 I9K  CONST_11  C8   C    C1   C2    180.00   0.0  0
 I9K  CONST_12  C5   C6   C1   C2      0.00   0.0  0
 I9K  CONST_13  C5   C4   C3   C2      0.00   0.0  0
 I9K  CONST_14  C6   C1   C2   C3      0.00   0.0  0
 I9K  CONST_15  C6   C5   C4   C3      0.00   0.0  0
 I9K  CONST_16  C9   C7   C6   C5    180.00   0.0  0
 I9K  CONST_17  C8   C    C1   C6      0.00   0.0  0
 I9K  CONST_18  C8   C9   C7   C6      0.00   0.0  0
 I9K  CONST_19  C11  C10  C9   C8      0.00   0.0  0
 I9K  CONST_20  C11  C22  C23  C8      0.00   0.0  0
 I9K  CONST_21  O1   C7   C9   C10     0.00   0.0  0
 I9K  CONST_22  O10  C22  C11  C10   180.00   0.0  0
 I9K  CONST_23  S    C11  C22  C23   180.00   0.0  0
 I9K  CONST_24  O    C    C8   C23     0.00   0.0  0
 I9K  CONST_25  O1   C7   C6   C1    180.00   0.0  0
 I9K  CONST_26  O    C    C1   C2      0.00   0.0  0
 I9K  CONST_27  O1   C7   C6   C5      0.00   0.0  0
 I9K  CONST_28  O    C    C1   C6    180.00   0.0  0
 I9K  CONST_29  C8   C9   C7   O1    180.00   0.0  0
 I9K  CONST_30  O10  C22  C23  C8    180.00   0.0  0
 I9K  CONST_31  O    C    C8   C9    180.00   0.0  0
 I9K  CONST_32  S    C11  C10  C9    180.00   0.0  0
 I9K  CONST_33  H4   C10  C11  C22   180.00   0.0  0
 I9K  CONST_34  H1   C3   C2   C1    180.00   0.0  0
 I9K  CONST_35  H3   C5   C6   C1    180.00   0.0  0
 I9K  CONST_36  H2   C4   C3   C2    180.00   0.0  0
 I9K  CONST_37  H3   C5   C4   C3    180.00   0.0  0
 I9K  CONST_38  H    C2   C3   C4    180.00   0.0  0
 I9K  CONST_39  H1   C3   C4   C5    180.00   0.0  0
 I9K  CONST_40  H    C2   C1   C6    180.00   0.0  0
 I9K  CONST_41  H2   C4   C5   C6    180.00   0.0  0
 I9K  CONST_42  H3   C5   C6   C7      0.00   0.0  0
 I9K  CONST_43  H4   C10  C9   C7      0.00   0.0  0
 I9K  CONST_44  H4   C10  C9   C8    180.00   0.0  0
 I9K  CONST_45  H21  C23  C8   C9    180.00   0.0  0
 I9K  CONST_46  H21  C23  C22  C11   180.00   0.0  0
 I9K  CONST_47  H    C2   C1   C       0.00   0.0  0
 I9K  CONST_48  H21  C23  C8   C       0.00   0.0  0
 I9K  CONST_49  C15  C14  N1   C13   180.00   0.0  0
 I9K  CONST_50  O7   C14  N1   C13     0.00   0.0  0
 I9K  CONST_51  C20  N1   C14  C15     0.00   0.0  0
 I9K  CONST_52  O7   C14  N1   C20   180.00   0.0  0
 I9K  Var_01    C20  C21  N    C12   -57.25  30.0  1
 I9K  Var_02    C20  N1   C13  C12    57.31  30.0  1
 I9K  Var_03    C21  N    C12  C13    58.29  30.0  1
 I9K  Var_04    C21  C20  N1   C13   -56.02  30.0  1
 I9K  Var_05    N1   C13  C12  N     -56.83  30.0  1
 I9K  Var_06    N1   C20  C21  N      54.52  30.0  1
 I9K  Var_07    N    S    C11  C10    78.84  30.0  2
 I9K  Var_08    C11  S    N    C12   -80.99  30.0  3
 I9K  Var_09    C14  N1   C13  C12  -124.72  30.0  1
 I9K  Var_10    S    N    C12  C13  -160.04  30.0  1
 I9K  Var_11    C14  N1   C20  C21   126.17  30.0  1
 I9K  Var_12    C11  S    N    C21    59.03  30.0  3
 I9K  Var_13    N    S    C11  C22  -100.40  30.0  2
 I9K  Var_14    S    N    C21  C20   160.45  30.0  1
 I9K  Var_15    H18  C21  N    C12  -176.08  30.0  1
 I9K  Var_16    H19  C21  N    C12    63.50  30.0  1
 I9K  Var_17    H16  C20  N1   C13    64.37  30.0  1
 I9K  Var_18    H17  C20  N1   C13  -176.28  30.0  1
 I9K  Var_19    H5   C12  N    C21   177.44  30.0  1
 I9K  Var_20    H6   C12  N    C21   -62.28  30.0  1
 I9K  Var_21    H7   C13  N1   C20   -63.40  30.0  1
 I9K  Var_22    H8   C13  N1   C20   177.90  30.0  1
 I9K  Var_23    H7   C13  C12  N      64.04  30.0  1
 I9K  Var_24    H8   C13  C12  N    -177.89  30.0  1
 I9K  Var_25    H16  C20  C21  N     -66.01  30.0  1
 I9K  Var_26    H17  C20  C21  N     176.92  30.0  1
 I9K  Var_27    H5   C12  C13  N1   -176.62  30.0  1
 I9K  Var_28    H6   C12  C13  N1     64.56  30.0  1
 I9K  Var_29    H18  C21  C20  N1    174.53  30.0  1
 I9K  Var_30    H19  C21  C20  N1    -66.82  30.0  1
 I9K  Var_31    O8   S    C11  C10  -167.17  30.0  2
 I9K  Var_32    O9   S    C11  C10   -37.82  30.0  2
 I9K  Var_33    O8   S    N    C12   165.69  30.0  3
 I9K  Var_34    O9   S    N    C12    36.45  30.0  3
 I9K  Var_35    O8   S    N    C21   -54.29  30.0  3
 I9K  Var_36    O9   S    N    C21   176.47  30.0  3
 I9K  Var_37    O8   S    C11  C22    13.59  30.0  2
 I9K  Var_38    O9   S    C11  C22   142.93  30.0  2
 I9K  Var_39    H7   C13  N1   C14   114.57  30.0  1
 I9K  Var_40    H8   C13  N1   C14    -4.12  30.0  1
 I9K  Var_41    H16  C20  N1   C14  -113.44  30.0  1
 I9K  Var_42    H17  C20  N1   C14     5.91  30.0  1
 I9K  Var_43    H5   C12  N    S     -40.88  30.0  1
 I9K  Var_44    H6   C12  N    S      79.40  30.0  1
 I9K  Var_45    H18  C21  N    S      41.62  30.0  1
 I9K  Var_46    H19  C21  N    S     -78.80  30.0  1
 I9K  Var_47    N1   C14  C15  C16   -89.95  30.0  3
 I9K  Var_48    H9   C15  C14  N1     34.63  30.0  1
 I9K  Var_49    H10  C15  C14  N1    150.75  30.0  1
 I9K  Var_50    O7   C14  C15  C16    90.19  30.0  3
 I9K  Var_51    O5   C19  C18  C16   -40.86  30.0  2
 I9K  Var_52    O6   C19  C18  C16   141.27  30.0  2
 I9K  Var_53    H9   C15  C14  O7   -145.23  30.0  1
 I9K  Var_54    H10  C15  C14  O7    -29.11  30.0  1
 I9K  Var_55    H13  C18  C19  O6     17.85  30.0  3
 I9K  Var_56    H14  C18  C19  O6    -96.93  30.0  3
 I9K  Var_57    H13  C18  C19  O5   -164.28  30.0  3
 I9K  Var_58    H14  C18  C19  O5     80.94  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 I9K  chir_01  C16  O2  C17  C18  negativ

loop_
_chem_comp_plane_atom.comp_id
_chem_comp_plane_atom.plane_id
_chem_comp_plane_atom.atom_id
_chem_comp_plane_atom.dist_esd
 I9K  plan-1  C10  0.020
 I9K  plan-1  C22  0.020
 I9K  plan-1  C23  0.020
 I9K  plan-1  C1   0.020
 I9K  plan-1  C2   0.020
 I9K  plan-1  C3   0.020
 I9K  plan-1  C4   0.020
 I9K  plan-1  C5   0.020
 I9K  plan-1  C6   0.020
 I9K  plan-1  C7   0.020
 I9K  plan-1  C8   0.020
 I9K  plan-1  C9   0.020
 I9K  plan-1  C11  0.020
 I9K  plan-1  S    0.020
 I9K  plan-1  O10  0.020
 I9K  plan-1  C    0.020
 I9K  plan-1  O    0.020
 I9K  plan-1  H4   0.020
 I9K  plan-1  H21  0.020
 I9K  plan-1  H    0.020
 I9K  plan-1  H1   0.020
 I9K  plan-1  H2   0.020
 I9K  plan-1  H3   0.020
 I9K  plan-1  O1   0.020
 I9K  plan-2  C13  0.020
 I9K  plan-2  C15  0.020
 I9K  plan-2  C14  0.020
 I9K  plan-2  C20  0.020
 I9K  plan-2  N1   0.020
 I9K  plan-2  O7   0.020
 I9K  plan-3  C16  0.020
 I9K  plan-3  C17  0.020
 I9K  plan-3  O4   0.020
 I9K  plan-3  O3   0.020
 I9K  plan-4  C18  0.020
 I9K  plan-4  O6   0.020
 I9K  plan-4  O5   0.020
 I9K  plan-4  C19  0.020

