# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 17:16:52 2022
#   Inital geometry file: a 182 line input string
#   Ligand name: (3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-3-benzyl-6,12-dihydroxy-4,10,12-trimethyl-5-methylidene-1,11-dioxo-2,3,3a,4,5,6,6a,9,10,11,12,15-dodecahydro-1H-cycloundeca[d]isoindol-15-yl acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1C/C=C/[C@H]2[C@H](O)C(=C)[C@@H](C)[C@H]3[C@H](Cc4ccccc4)NC(=O)[C@@]23[C@H](OC(C)=O)/C=C/[C@@](C)(O)C1=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
 CY9  CY9  '(3S,3aR,4S,6S,6aR,7E,10S,12R,13E,15R,15aR)-3-benzyl-6,12-dihydroxy-4,10,12-trimethyl-5-methylidene-1,11-dioxo-2,3,3a,4,5,6,6a,9,10,11,12,15-dodecahydro-1H-cycloundeca[d]isoindol-15-yl acetate'  ligand  74  37  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CY9
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
 CY9  C1    C  C     0   0.577  159.8651  -16.4540  31.1425
 CY9  C5    C  CH1   0  -0.308  157.2228  -14.8230  29.6089
 CY9  C4    C  CH1   0  -0.241  157.6711  -16.2067  30.1242
 CY9  C3    C  CH1   0  -0.029  158.6533  -16.9166  29.1679
 CY9  O1    O  O     0  -0.478  160.8271  -16.3548  31.8871
 CY9  C6    C  C     0   0.186  158.3867  -13.8867  29.7392
 CY9  C25   C  CR16  0  -0.297  156.9647  -18.1055  26.7012
 CY9  C26   C  CR16  0  -0.239  155.7793  -18.1220  25.9813
 CY9  C27   C  CR16  0  -0.269  154.5900  -18.4827  26.6033
 CY9  C28   C  CR16  0  -0.245  154.5985  -18.8338  27.9460
 CY9  C29   C  CR16  0  -0.315  155.7888  -18.8161  28.6622
 CY9  C24   C  CR6   0   0.136  156.9850  -18.4461  28.0527
 CY9  C10   C  CH2   0  -0.540  158.2625  -18.3659  28.8376
 CY9  N2    N  NH1   0  -0.612  159.9085  -16.8602  29.8713
 CY9  C9    C  CT    0  -0.240  158.4086  -16.1337  31.4976
 CY9  C11   C  CH3   0  -0.674  156.5794  -14.8811  28.2325
 CY9  C12   C  C2    0  -0.600  159.0226  -13.3134  28.7236
 CY9  C7    C  CH1   0   0.029  158.8396  -13.6549  31.1634
 CY9  O7    O  OH1   0  -0.666  158.3918  -12.3723  31.5487
 CY9  C8    C  CH1   0  -0.349  158.2788  -14.7260  32.1239
 CY9  C13   C  C1    0  -0.189  158.9018  -14.5239  33.4733
 CY9  C14   C  C1    0  -0.221  158.2381  -14.0248  34.5130
 CY9  C15   C  CH2   0  -0.481  158.8228  -13.8050  35.8740
 CY9  C16   C  CH1   0  -0.356  158.5966  -15.0081  36.8111
 CY9  C22   C  CH3   0  -0.659  158.8589  -14.6253  38.2710
 CY9  C17   C  C     0   0.416  159.5173  -16.1507  36.4418
 CY9  O17   O  O     0  -0.407  160.7150  -15.9881  36.3534
 CY9  C18   C  CT    0   0.108  158.9482  -17.5494  36.1568
 CY9  O18   O  OH1   0  -0.675  160.0107  -18.4320  35.9473
 CY9  C23   C  CH3   0  -0.677  158.0870  -18.0490  37.3159
 CY9  C19   C  C1    0  -0.239  158.1208  -17.3532  34.9056
 CY9  C20   C  C1    0  -0.208  158.6074  -17.5090  33.6827
 CY9  C21   C  CH1   0   0.025  157.8544  -17.2588  32.4138
 CY9  O21   O  O2    0  -0.463  156.5021  -16.9073  32.6880
 CY9  C30   C  C     0   0.565  155.5719  -17.8639  32.7516
 CY9  C31   C  CH3   0  -0.772  154.2351  -17.2873  33.1033
 CY9  O30   O  O     0  -0.439  155.7999  -19.0296  32.5541
 CY9  H5    H  HCH1  0   0.259  156.4403  -14.4766  30.2954
 CY9  H4    H  HCH1  0   0.268  156.7644  -16.8102  30.2036
 CY9  H3    H  HCH1  0   0.260  158.7485  -16.3665  28.2281
 CY9  H26   H  HCR6  0   0.254  155.7828  -17.8549  24.9322
 CY9  H27   H  HCR6  0   0.254  153.6646  -18.4941  26.0420
 CY9  H28   H  HCR6  0   0.254  153.6791  -19.1243  28.4378
 CY9  H29   H  HCR6  0   0.245  155.7870  -19.1003  29.7086
 CY9  H10   H  HCH2  0   0.265  159.0782  -18.8212  28.2693
 CY9  H10A  H  HCH2  0   0.254  158.1728  -18.9354  29.7660
 CY9  HN2   H  HNH1  0   0.398  160.7774  -17.1362  29.4382
 CY9  H11   H  HCH3  0   0.242  155.7539  -15.5948  28.2232
 CY9  H11A  H  HCH3  0   0.242  156.1811  -13.9034  27.9596
 CY9  H11B  H  HCH3  0   0.224  157.2736  -15.1825  27.4484
 CY9  H12   H  H     0   0.242  159.8933  -12.6893  28.8861
 CY9  H12A  H  H     0   0.240  158.7048  -13.4352  27.6963
 CY9  H7    H  HCH1  0   0.210  159.9380  -13.6972  31.2002
 CY9  HO7   H  HOH1  0   0.445  158.5874  -12.2669  32.4889
 CY9  H8    H  HCH1  0   0.266  157.2081  -14.5282  32.2309
 CY9  H13   H  H     0   0.254  159.9589  -14.7494  33.5725
 CY9  H14   H  H     0   0.240  157.1721  -13.8314  34.4151
 CY9  H15   H  HCH2  0   0.247  159.8919  -13.5922  35.8147
 CY9  H15A  H  HCH2  0   0.250  158.3522  -12.9339  36.3361
 CY9  H16   H  HCH1  0   0.258  157.5560  -15.3294  36.7234
 CY9  H22   H  HCH3  0   0.235  159.8794  -14.2663  38.4062
 CY9  H22A  H  HCH3  0   0.248  158.1772  -13.8294  38.5697
 CY9  H22B  H  HCH3  0   0.244  158.7036  -15.4656  38.9485
 CY9  HO18  H  HOH1  0   0.447  160.8235  -17.9043  35.9504
 CY9  H23   H  HCH3  0   0.246  158.6666  -18.1080  38.2374
 CY9  H23A  H  HCH3  0   0.236  157.2257  -17.4058  37.4915
 CY9  H23B  H  HCH3  0   0.257  157.7081  -19.0450  37.0842
 CY9  H19   H  H     0   0.256  157.1155  -16.9780  35.0622
 CY9  H20   H  H     0   0.266  159.6217  -17.8625  33.5485
 CY9  H21   H  HCH1  0   0.273  157.8805  -18.1875  31.8312
 CY9  H31   H  HCH3  0   0.278  154.2583  -16.8931  34.1206
 CY9  H31A  H  HCH3  0   0.272  153.9807  -16.4578  32.4440
 CY9  H31B  H  HCH3  0   0.266  153.4638  -18.0490  33.0395
 CY9  H25   H  HCR6  0   0.249  157.8869  -17.8213  26.2066

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
 CY9  C1   O1    double    1.221  0.020  1.221
 CY9  C1   N2    single    1.335  0.020  1.335
 CY9  C1   C9    single    1.533  0.020  1.533
 CY9  C5   C4    single    1.543  0.020  1.543
 CY9  C5   C6    single    1.499  0.020  1.499
 CY9  C5   C11   single    1.521  0.020  1.521
 CY9  C4   C3    single    1.544  0.020  1.544
 CY9  C4   C9    single    1.561  0.020  1.561
 CY9  C3   C10   single    1.537  0.020  1.537
 CY9  C3   N2    single    1.440  0.020  1.440
 CY9  C6   C12   double    1.328  0.020  1.328
 CY9  C6   C7    single    1.512  0.020  1.512
 CY9  C25  C26   aromatic  1.387  0.020  1.387
 CY9  C25  C24   aromatic  1.394  0.020  1.394
 CY9  C26  C27   aromatic  1.390  0.020  1.390
 CY9  C27  C28   aromatic  1.388  0.020  1.388
 CY9  C28  C29   aromatic  1.389  0.020  1.389
 CY9  C29  C24   aromatic  1.393  0.020  1.393
 CY9  C24  C10   single    1.502  0.020  1.502
 CY9  C9   C8    single    1.546  0.020  1.546
 CY9  C9   C21   single    1.553  0.020  1.553
 CY9  C7   O7    single    1.412  0.020  1.412
 CY9  C7   C8    single    1.544  0.020  1.544
 CY9  C8   C13   single    1.500  0.020  1.500
 CY9  C13  C14   double    1.331  0.020  1.331
 CY9  C14  C15   single    1.497  0.020  1.497
 CY9  C15  C16   single    1.542  0.020  1.542
 CY9  C16  C22   single    1.532  0.020  1.532
 CY9  C16  C17   single    1.513  0.020  1.513
 CY9  C17  O17   double    1.212  0.020  1.212
 CY9  C17  C18   single    1.537  0.020  1.537
 CY9  C18  O18   single    1.397  0.020  1.397
 CY9  C18  C23   single    1.528  0.020  1.528
 CY9  C18  C19   single    1.513  0.020  1.513
 CY9  C19  C20   double    1.325  0.020  1.325
 CY9  C20  C21   single    1.497  0.020  1.497
 CY9  C21  O21   single    1.424  0.020  1.424
 CY9  O21  C30   single    1.336  0.020  1.336
 CY9  C30  C31   single    1.498  0.020  1.498
 CY9  C30  O30   double    1.204  0.020  1.204
 CY9  C5   H5    single    0.970  0.020  1.090
 CY9  C4   H4    single    0.970  0.020  1.090
 CY9  C3   H3    single    0.970  0.020  1.090
 CY9  C25  H25   single    0.930  0.020  1.080
 CY9  C26  H26   single    0.930  0.020  1.080
 CY9  C27  H27   single    0.930  0.020  1.080
 CY9  C28  H28   single    0.930  0.020  1.080
 CY9  C29  H29   single    0.930  0.020  1.080
 CY9  C10  H10   single    0.970  0.020  1.090
 CY9  C10  H10A  single    0.970  0.020  1.090
 CY9  N2   HN2   single    0.860  0.020  1.020
 CY9  C11  H11   single    0.970  0.020  1.090
 CY9  C11  H11A  single    0.970  0.020  1.090
 CY9  C11  H11B  single    0.970  0.020  1.090
 CY9  C12  H12   single    0.930  0.020  1.080
 CY9  C12  H12A  single    0.930  0.020  1.080
 CY9  C7   H7    single    0.970  0.020  1.090
 CY9  O7   HO7   single    0.850  0.020  0.980
 CY9  C8   H8    single    0.970  0.020  1.090
 CY9  C13  H13   single    0.930  0.020  1.080
 CY9  C14  H14   single    0.930  0.020  1.080
 CY9  C15  H15   single    0.970  0.020  1.090
 CY9  C15  H15A  single    0.970  0.020  1.090
 CY9  C16  H16   single    0.970  0.020  1.090
 CY9  C22  H22   single    0.970  0.020  1.090
 CY9  C22  H22A  single    0.970  0.020  1.090
 CY9  C22  H22B  single    0.970  0.020  1.090
 CY9  O18  HO18  single    0.850  0.020  0.980
 CY9  C23  H23   single    0.970  0.020  1.090
 CY9  C23  H23A  single    0.970  0.020  1.090
 CY9  C23  H23B  single    0.970  0.020  1.090
 CY9  C19  H19   single    0.930  0.020  1.080
 CY9  C20  H20   single    0.930  0.020  1.080
 CY9  C21  H21   single    0.970  0.020  1.090
 CY9  C31  H31   single    0.970  0.020  1.090
 CY9  C31  H31A  single    0.970  0.020  1.090
 CY9  C31  H31B  single    0.970  0.020  1.090

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
 CY9  C9    C1   N2    108.36  3.000
 CY9  C9    C1   O1    126.19  3.000
 CY9  N2    C1   O1    125.45  3.000
 CY9  H5    C5   C11   106.06  3.000
 CY9  H5    C5   C6    107.59  3.000
 CY9  C11   C5   C6    115.53  3.000
 CY9  H5    C5   C4    106.35  3.000
 CY9  C11   C5   C4    113.01  3.000
 CY9  C6    C5   C4    107.78  3.000
 CY9  H4    C4   C9    110.74  3.000
 CY9  H4    C4   C3    108.61  3.000
 CY9  C9    C4   C3    105.43  3.000
 CY9  H4    C4   C5    106.18  3.000
 CY9  C9    C4   C5    112.90  3.000
 CY9  C3    C4   C5    112.98  3.000
 CY9  H3    C3   N2    108.92  3.000
 CY9  H3    C3   C10   108.18  3.000
 CY9  N2    C3   C10   111.32  3.000
 CY9  H3    C3   C4    110.89  3.000
 CY9  N2    C3   C4    103.53  3.000
 CY9  C10   C3   C4    113.89  3.000
 CY9  C7    C6   C12   120.70  3.000
 CY9  C7    C6   C5    114.21  3.000
 CY9  C12   C6   C5    125.08  3.000
 CY9  H25   C25  C24   119.60  3.000
 CY9  H25   C25  C26   119.55  3.000
 CY9  C24   C25  C26   120.85  3.000
 CY9  H26   C26  C27   120.03  3.000
 CY9  H26   C26  C25   119.82  3.000
 CY9  C27   C26  C25   120.15  3.000
 CY9  H27   C27  C28   120.28  3.000
 CY9  H27   C27  C26   120.16  3.000
 CY9  C28   C27  C26   119.56  3.000
 CY9  H28   C28  C29   119.79  3.000
 CY9  H28   C28  C27   120.15  3.000
 CY9  C29   C28  C27   120.05  3.000
 CY9  H29   C29  C24   119.57  3.000
 CY9  H29   C29  C28   119.52  3.000
 CY9  C24   C29  C28   120.91  3.000
 CY9  C10   C24  C29   121.08  3.000
 CY9  C10   C24  C25   120.41  3.000
 CY9  C29   C24  C25   118.48  3.000
 CY9  H10A  C10  H10   106.61  3.000
 CY9  H10A  C10  C24   110.27  3.000
 CY9  H10   C10  C24   109.93  3.000
 CY9  H10A  C10  C3    109.25  3.000
 CY9  H10   C10  C3    108.34  3.000
 CY9  C24   C10  C3    112.27  3.000
 CY9  HN2   N2   C3    122.01  3.000
 CY9  HN2   N2   C1    121.31  3.000
 CY9  C3    N2   C1    116.66  3.000
 CY9  C21   C9   C8    112.99  3.000
 CY9  C21   C9   C4    108.46  3.000
 CY9  C8    C9   C4    111.06  3.000
 CY9  C21   C9   C1    108.92  3.000
 CY9  C8    C9   C1    111.34  3.000
 CY9  C4    C9   C1    103.61  3.000
 CY9  H11B  C11  H11A  107.48  3.000
 CY9  H11B  C11  H11   107.15  3.000
 CY9  H11A  C11  H11   107.94  3.000
 CY9  H11B  C11  C5    113.10  3.000
 CY9  H11A  C11  C5    110.29  3.000
 CY9  H11   C11  C5    110.66  3.000
 CY9  H12A  C12  H12   116.31  3.000
 CY9  H12A  C12  C6    122.45  3.000
 CY9  H12   C12  C6    121.24  3.000
 CY9  H7    C7   C8    108.37  3.000
 CY9  H7    C7   O7    110.03  3.000
 CY9  C8    C7   O7    110.19  3.000
 CY9  H7    C7   C6    108.95  3.000
 CY9  C8    C7   C6    111.75  3.000
 CY9  O7    C7   C6    107.53  3.000
 CY9  HO7   O7   C7    107.49  3.000
 CY9  H8    C8   C13   107.10  3.000
 CY9  H8    C8   C7    106.91  3.000
 CY9  C13   C8   C7    108.37  3.000
 CY9  H8    C8   C9    106.64  3.000
 CY9  C13   C8   C9    116.89  3.000
 CY9  C7    C8   C9    110.43  3.000
 CY9  H13   C13  C14   119.49  3.000
 CY9  H13   C13  C8    117.30  3.000
 CY9  C14   C13  C8    123.12  3.000
 CY9  H14   C14  C15   116.00  3.000
 CY9  H14   C14  C13   119.02  3.000
 CY9  C15   C14  C13   124.78  3.000
 CY9  H15A  C15  H15   106.82  3.000
 CY9  H15A  C15  C16   107.57  3.000
 CY9  H15   C15  C16   109.20  3.000
 CY9  H15A  C15  C14   109.47  3.000
 CY9  H15   C15  C14   111.20  3.000
 CY9  C16   C15  C14   112.37  3.000
 CY9  H16   C16  C17   109.75  3.000
 CY9  H16   C16  C22   108.25  3.000
 CY9  C17   C16  C22   108.49  3.000
 CY9  H16   C16  C15   108.69  3.000
 CY9  C17   C16  C15   110.59  3.000
 CY9  C22   C16  C15   111.05  3.000
 CY9  H22B  C22  H22A  107.66  3.000
 CY9  H22B  C22  H22   108.06  3.000
 CY9  H22A  C22  H22   108.13  3.000
 CY9  H22B  C22  C16   112.03  3.000
 CY9  H22A  C22  C16   109.67  3.000
 CY9  H22   C22  C16   111.15  3.000
 CY9  C18   C17  O17   118.34  3.000
 CY9  C18   C17  C16   120.48  3.000
 CY9  O17   C17  C16   121.18  3.000
 CY9  C19   C18  C23   111.19  3.000
 CY9  C19   C18  O18   111.95  3.000
 CY9  C23   C18  O18   109.62  3.000
 CY9  C19   C18  C17   103.77  3.000
 CY9  C23   C18  C17   111.45  3.000
 CY9  O18   C18  C17   108.73  3.000
 CY9  HO18  O18  C18   107.07  3.000
 CY9  H23B  C23  H23A  107.39  3.000
 CY9  H23B  C23  H23   108.36  3.000
 CY9  H23A  C23  H23   108.43  3.000
 CY9  H23B  C23  C18   109.47  3.000
 CY9  H23A  C23  C18   112.02  3.000
 CY9  H23   C23  C18   111.05  3.000
 CY9  H19   C19  C20   120.95  3.000
 CY9  H19   C19  C18   115.62  3.000
 CY9  C20   C19  C18   123.17  3.000
 CY9  H20   C20  C21   114.89  3.000
 CY9  H20   C20  C19   119.79  3.000
 CY9  C21   C20  C19   125.31  3.000
 CY9  H21   C21  O21   109.51  3.000
 CY9  H21   C21  C20   107.27  3.000
 CY9  O21   C21  C20   110.85  3.000
 CY9  H21   C21  C9    106.95  3.000
 CY9  O21   C21  C9    105.88  3.000
 CY9  C20   C21  C9    116.21  3.000
 CY9  C30   O21  C21   119.59  3.000
 CY9  O30   C30  C31   125.47  3.000
 CY9  O30   C30  O21   123.62  3.000
 CY9  C31   C30  O21   110.92  3.000
 CY9  H31B  C31  H31A  109.42  3.000
 CY9  H31B  C31  H31   108.86  3.000
 CY9  H31A  C31  H31   107.10  3.000
 CY9  H31B  C31  C30   110.49  3.000
 CY9  H31A  C31  C30   111.06  3.000
 CY9  H31   C31  C30   109.82  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
 CY9  CONST_01  C28  C27  C26  C25     0.00   0.0  0
 CY9  CONST_02  C28  C29  C24  C25     0.00   0.0  0
 CY9  CONST_03  C29  C24  C25  C26     0.00   0.0  0
 CY9  CONST_04  C29  C28  C27  C26     0.00   0.0  0
 CY9  CONST_05  C24  C25  C26  C27     0.00   0.0  0
 CY9  CONST_06  C24  C29  C28  C27     0.00   0.0  0
 CY9  CONST_07  C9   C1   N2   C3      0.00   0.0  0
 CY9  CONST_08  C15  C14  C13  C8    180.00   0.0  0
 CY9  CONST_09  C10  C24  C25  C26   180.00   0.0  0
 CY9  CONST_10  C10  C24  C29  C28   180.00   0.0  0
 CY9  CONST_11  O1   C1   N2   C3    180.00   0.0  0
 CY9  CONST_12  H27  C27  C26  C25   180.00   0.0  0
 CY9  CONST_13  H29  C29  C24  C25   180.00   0.0  0
 CY9  CONST_14  H28  C28  C27  C26   180.00   0.0  0
 CY9  CONST_15  H25  C25  C26  C27   180.00   0.0  0
 CY9  CONST_16  H26  C26  C27  C28   180.00   0.0  0
 CY9  CONST_17  HN2  N2   C1   C9    180.00   0.0  0
 CY9  CONST_18  H14  C14  C13  C8      0.00   0.0  0
 CY9  CONST_19  H13  C13  C14  C15     0.00   0.0  0
 CY9  Var_01    C21  C20  C19  C18  -176.63   0.0  0
 CY9  Var_02    C16  C15  C14  C13   -92.89  30.0  1
 CY9  Var_03    C25  C24  C10  C3     74.73  30.0  2
 CY9  Var_04    H19  C19  C20  C21    -2.73   0.0  0
 CY9  Var_05    H12  C12  C6   C5   -176.51  30.0  2
 CY9  Var_06    C31  C30  O21  C21   177.72  30.0  3
 CY9  Var_07    H31  C31  C30  O21   -66.52  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
 CY9  chir_01  C5   C4   C6   C11  negativ
 CY9  chir_02  C4   C9   C3   C5   positiv
 CY9  chir_03  C3   N2   C10  C4   negativ
 CY9  chir_04  C9   C4   C8   C21  negativ
 CY9  chir_05  C7   O7   C8   C6   negativ
 CY9  chir_06  C8   C9   C7   C13  positiv
 CY9  chir_07  C16  C15  C22  C17  positiv
 CY9  chir_08  C18  C19  C23  C17  positiv
 CY9  chir_09  C21  O21  C9   C20  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
 CY9  plan-1  C25  0.020
 CY9  plan-1  C26  0.020
 CY9  plan-1  C27  0.020
 CY9  plan-1  C28  0.020
 CY9  plan-1  C29  0.020
 CY9  plan-1  C24  0.020
 CY9  plan-1  C10  0.020
 CY9  plan-1  H26  0.020
 CY9  plan-1  H27  0.020
 CY9  plan-1  H28  0.020
 CY9  plan-1  H29  0.020
 CY9  plan-1  H25  0.020
 CY9  plan-2  C1   0.020
 CY9  plan-2  C3   0.020
 CY9  plan-2  O1   0.020
 CY9  plan-2  N2   0.020
 CY9  plan-2  C9   0.020
 CY9  plan-2  HN2  0.020
 CY9  plan-3  C8   0.020
 CY9  plan-3  C13  0.020
 CY9  plan-3  C14  0.020
 CY9  plan-3  C15  0.020
 CY9  plan-3  H13  0.020
 CY9  plan-3  H14  0.020
 CY9  plan-4  C16  0.020
 CY9  plan-4  C17  0.020
 CY9  plan-4  O17  0.020
 CY9  plan-4  C18  0.020
 CY9  plan-5  C18  0.020
 CY9  plan-5  C19  0.020
 CY9  plan-5  C20  0.020
 CY9  plan-5  C21  0.020
 CY9  plan-5  H19  0.020
 CY9  plan-5  H20  0.020
 CY9  plan-6  O21  0.020
 CY9  plan-6  C30  0.020
 CY9  plan-6  C31  0.020
 CY9  plan-6  O30  0.020

