# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 29 14:46:58 2022
#   Inital geometry file: a 131 line input string
#   Ligand name: (2R)-2-(3-chloro-5-fluoroanilino)-2-cyclopropyl-N-[(3R)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl]acetamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1cc(Cl)cc(N[C@H](C2CC2)C(=O)N[C@@H]3CCCN(C3)c4ncnc5[nH]ccc45)c1
#
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
 0B9  0B9  "(2R)-2-(3-chloro-5-fluoroanilino)-2-cyclopropyl-N-[(3R)-1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperidin-3-yl]acetamide"
  ligand  55  31  .  2022-08-09  2022-08-09
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_0B9
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
 0B9  N1   N   NT    0  -0.483  -14.0976   6.8751  -18.3344
 0B9  N3   N   NH1   0  -0.691  -13.5882   9.1089  -11.7098
 0B9  C4   C   CH2   0  -0.439  -11.8337   6.0396  -18.0800
 0B9  C5   C   CH2   0  -0.465  -11.6628   6.8738  -16.8156
 0B9  C6   C   CH1   0  -0.063  -13.0050   7.1773  -16.1545
 0B9  C8   C   CH1   0  -0.203  -13.2420   9.4048  -13.0704
 0B9  C10  C   CH2   0  -0.488  -15.3683  10.8236  -13.7165
 0B9  C13  C   CR16  0  -0.514  -13.4856   7.8958   -9.6593
 0B9  C15  C   CR16  0  -0.423  -11.8440   6.1306   -9.3341
 0B9  C17  C   CR16  0  -0.321  -11.9567   7.3397  -11.4453
 0B9  C20  C   CR56  0   0.468  -17.4286   5.3510  -18.4118
 0B9  C21  C   CR15  0  -0.017  -17.9869   5.8012  -16.3100
 0B9  C22  C   CR15  0  -0.453  -16.7264   6.2946  -16.4653
 0B9  C1   C   CR56  0  -0.092  -16.3461   6.0295  -17.8225
 0B9  C11  C   CH2   0  -0.502  -14.3784  11.0613  -14.8156
 0B9  C12  C   CR6   0   0.418  -13.0187   8.1221  -10.9654
 0B9  C14  C   CR6   0   0.544  -12.8911   6.9227   -8.8932
 0B9  C16  C   CR6   0  -0.007  -11.4041   6.3716  -10.6242
 0B9  C18  C   CH2   0  -0.319  -13.9713   7.7528  -17.1956
 0B9  C19  C   CR16  0   0.037  -16.3539   5.0330  -20.3055
 0B9  C2   C   CR6   0   0.502  -15.2206   6.1992  -18.6684
 0B9  C3   C   CH2   0  -0.321  -12.8401   6.6730  -19.0337
 0B9  C9   C   CH1   0  -0.261  -13.8969  10.7227  -13.4412
 0B9  F1   F   F     0  -0.314  -13.3445   6.7306   -7.6456
 0B9  N2   N   NH1   0  -0.636  -12.8026   8.1136  -15.0685
 0B9  N4   N   N     0  -0.490  -15.2593   5.6597  -19.8922
 0B9  N5   N   N     0  -0.451  -17.4789   4.8505  -19.6482
 0B9  N6   N   NR15  0  -0.657  -18.4091   5.2427  -17.4873
 0B9  O1   O   O     0  -0.467  -14.6247   7.5811  -13.8338
 0B9  CL1  CL  CL    0  -0.121  -10.1033   5.4098  -11.2463
 0B9  H2   H   HCH2  0   0.231  -12.1723   5.0320  -17.8235
 0B9  H3   H   HCH2  0   0.245  -10.8715   5.9340  -18.5849
 0B9  H4   H   HCH2  0   0.257  -11.0051   6.3673  -16.1064
 0B9  H5   H   HCH2  0   0.229  -11.1804   7.8220  -17.0799
 0B9  H6   H   HCH1  0   0.256  -13.4288   6.2559  -15.7452
 0B9  H7   H   HCH1  0   0.274  -12.1575   9.5537  -13.1358
 0B9  H8   H   HCH2  0   0.258  -15.8993  11.6727  -13.3066
 0B9  H9   H   HCH2  0   0.255  -15.9521   9.9125  -13.7521
 0B9  H10  H   HCR6  0   0.283  -14.3001   8.4843   -9.2554
 0B9  H11  H   HCR6  0   0.289  -11.4034   5.3712   -8.7040
 0B9  H12  H   HCR6  0   0.283  -11.5642   7.4718  -12.4434
 0B9  H13  H   HCR5  0   0.284  -18.6227   5.7975  -15.4400
 0B9  H14  H   HCR5  0   0.265  -16.1524   6.7563  -15.6795
 0B9  H15  H   HCH2  0   0.260  -14.3043  10.3239  -15.6041
 0B9  H16  H   HCH2  0   0.261  -14.2227  12.0763  -15.1570
 0B9  H17  H   HCH2  0   0.254  -13.5655   8.7091  -17.5492
 0B9  H18  H   HCH2  0   0.274  -14.9426   7.9742  -16.7647
 0B9  H19  H   HCR6  0   0.240  -16.3106   4.6294  -21.3124
 0B9  H20  H   HCH2  0   0.233  -12.4694   7.6414  -19.3873
 0B9  H21  H   HCH2  0   0.274  -13.0056   6.0469  -19.9043
 0B9  H22  H   HCH1  0   0.279  -13.4683  11.5487  -12.8838
 0B9  H23  H   HNH1  0   0.406  -12.0256   8.7522  -15.1542
 0B9  H24  H   HNR5  0   0.410  -19.2963   4.7896  -17.6378
 0B9  C7   C   C     0   0.529  -13.6340   8.2680  -14.0266
 0B9  H1   H   HNH1  0   0.398  -14.4647   9.4818  -11.3816

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
 0B9  C19  N4   aromatic  1.327  0.020  1.327
 0B9  C19  N5   aromatic  1.316  0.020  1.316
 0B9  N4   C2   aromatic  1.338  0.020  1.338
 0B9  N5   C20  aromatic  1.335  0.020  1.335
 0B9  C3   C4   single    1.524  0.020  1.524
 0B9  C3   N1   single    1.453  0.020  1.453
 0B9  C2   N1   single    1.353  0.020  1.353
 0B9  C2   C1   aromatic  1.418  0.020  1.418
 0B9  C4   C5   single    1.524  0.020  1.524
 0B9  N1   C18  single    1.443  0.020  1.443
 0B9  C20  C1   aromatic  1.407  0.020  1.407
 0B9  C20  N6   aromatic  1.352  0.020  1.352
 0B9  C1   C22  aromatic  1.434  0.020  1.434
 0B9  C18  C6   single    1.533  0.020  1.533
 0B9  C5   C6   single    1.527  0.020  1.527
 0B9  N6   C21  aromatic  1.370  0.020  1.370
 0B9  C6   N2   single    1.448  0.020  1.448
 0B9  C22  C21  aromatic  1.363  0.020  1.363
 0B9  N2   C7   single    1.342  0.020  1.342
 0B9  C11  C10  single    1.498  0.020  1.498
 0B9  C11  C9   single    1.495  0.020  1.495
 0B9  C7   O1   double    1.221  0.020  1.221
 0B9  C7   C8   single    1.536  0.020  1.536
 0B9  C10  C9   single    1.500  0.020  1.500
 0B9  C9   C8   single    1.518  0.020  1.518
 0B9  C8   N3   single    1.435  0.020  1.435
 0B9  N3   C12  single    1.361  0.020  1.361
 0B9  C17  C12  aromatic  1.404  0.020  1.404
 0B9  C17  C16  aromatic  1.384  0.020  1.384
 0B9  CL1  C16  single    1.733  0.020  1.733
 0B9  C12  C13  aromatic  1.405  0.020  1.405
 0B9  C16  C15  aromatic  1.384  0.020  1.384
 0B9  C13  C14  aromatic  1.374  0.020  1.374
 0B9  C15  C14  aromatic  1.385  0.020  1.385
 0B9  C14  F1   single    1.341  0.020  1.341
 0B9  N3   H1   single    0.860  0.020  1.020
 0B9  C4   H2   single    0.970  0.020  1.090
 0B9  C4   H3   single    0.970  0.020  1.090
 0B9  C5   H4   single    0.970  0.020  1.090
 0B9  C5   H5   single    0.970  0.020  1.090
 0B9  C6   H6   single    0.970  0.020  1.090
 0B9  C8   H7   single    0.970  0.020  1.090
 0B9  C10  H8   single    0.970  0.020  1.090
 0B9  C10  H9   single    0.970  0.020  1.090
 0B9  C13  H10  single    0.930  0.020  1.080
 0B9  C15  H11  single    0.930  0.020  1.080
 0B9  C17  H12  single    0.930  0.020  1.080
 0B9  C21  H13  single    0.930  0.020  1.080
 0B9  C22  H14  single    0.930  0.020  1.080
 0B9  C11  H15  single    0.970  0.020  1.090
 0B9  C11  H16  single    0.970  0.020  1.090
 0B9  C18  H17  single    0.970  0.020  1.090
 0B9  C18  H18  single    0.970  0.020  1.090
 0B9  C19  H19  single    0.930  0.020  1.080
 0B9  C3   H20  single    0.970  0.020  1.090
 0B9  C3   H21  single    0.970  0.020  1.090
 0B9  C9   H22  single    0.970  0.020  1.090
 0B9  N2   H23  single    0.860  0.020  1.020
 0B9  N6   H24  single    0.860  0.020  1.020

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
 0B9  C3   N1   C2   122.02  3.000
 0B9  C2   N1   C18  124.84  3.000
 0B9  C3   N1   C18  112.86  3.000
 0B9  H1   N3   C12  117.01  3.000
 0B9  H1   N3   C8   116.27  3.000
 0B9  C12  N3   C8   124.55  3.000
 0B9  H3   C4   H2   106.99  3.000
 0B9  H3   C4   C3   109.43  3.000
 0B9  H2   C4   C3   108.98  3.000
 0B9  H3   C4   C5   109.74  3.000
 0B9  H2   C4   C5   110.15  3.000
 0B9  C3   C4   C5   111.45  3.000
 0B9  H5   C5   H4   107.02  3.000
 0B9  H5   C5   C6   108.62  3.000
 0B9  H4   C5   C6   109.91  3.000
 0B9  H5   C5   C4   108.83  3.000
 0B9  H4   C5   C4   110.64  3.000
 0B9  C6   C5   C4   111.68  3.000
 0B9  H6   C6   N2   108.55  3.000
 0B9  H6   C6   C18  109.04  3.000
 0B9  N2   C6   C18  110.77  3.000
 0B9  H6   C6   C5   109.59  3.000
 0B9  N2   C6   C5   109.30  3.000
 0B9  C18  C6   C5   109.56  3.000
 0B9  H7   C8   C9   107.11  3.000
 0B9  H7   C8   C7   108.40  3.000
 0B9  C9   C8   C7   112.36  3.000
 0B9  H7   C8   N3   108.86  3.000
 0B9  C9   C8   N3   107.86  3.000
 0B9  C7   C8   N3   112.09  3.000
 0B9  H9   C10  H8   114.09  3.000
 0B9  H9   C10  C9   118.57  3.000
 0B9  H8   C10  C9   117.68  3.000
 0B9  H9   C10  C11  117.76  3.000
 0B9  H8   C10  C11  118.53  3.000
 0B9  C9   C10  C11   59.82  3.000
 0B9  H10  C13  C14  120.16  3.000
 0B9  H10  C13  C12  120.60  3.000
 0B9  C14  C13  C12  119.25  3.000
 0B9  H11  C15  C16  122.43  3.000
 0B9  H11  C15  C14  121.64  3.000
 0B9  C16  C15  C14  115.94  3.000
 0B9  H12  C17  C16  119.23  3.000
 0B9  H12  C17  C12  121.50  3.000
 0B9  C16  C17  C12  119.27  3.000
 0B9  N6   C20  N5   125.17  3.000
 0B9  N6   C20  C1   108.08  3.000
 0B9  N5   C20  C1   126.71  3.000
 0B9  H13  C21  N6   120.71  3.000
 0B9  H13  C21  C22  129.72  3.000
 0B9  N6   C21  C22  109.57  3.000
 0B9  H14  C22  C1   128.93  3.000
 0B9  H14  C22  C21  124.41  3.000
 0B9  C1   C22  C21  106.63  3.000
 0B9  C2   C1   C22  138.83  3.000
 0B9  C22  C1   C20  106.35  3.000
 0B9  C2   C1   C20  114.74  3.000
 0B9  H16  C11  H15  113.55  3.000
 0B9  H16  C11  C9   117.13  3.000
 0B9  H15  C11  C9   119.56  3.000
 0B9  H16  C11  C10  118.39  3.000
 0B9  H15  C11  C10  118.14  3.000
 0B9  C9   C11  C10   60.16  3.000
 0B9  C17  C12  C13  118.64  3.000
 0B9  C13  C12  N3   119.08  3.000
 0B9  C17  C12  N3   122.26  3.000
 0B9  F1   C14  C15  118.02  3.000
 0B9  F1   C14  C13  118.29  3.000
 0B9  C15  C14  C13  123.69  3.000
 0B9  CL1  C16  C17  118.34  3.000
 0B9  CL1  C16  C15  118.45  3.000
 0B9  C17  C16  C15  123.20  3.000
 0B9  H18  C18  H17  106.32  3.000
 0B9  H18  C18  C6   111.79  3.000
 0B9  H17  C18  C6   108.24  3.000
 0B9  H18  C18  N1   111.04  3.000
 0B9  H17  C18  N1   107.94  3.000
 0B9  C6   C18  N1   111.27  3.000
 0B9  H19  C19  N5   116.48  3.000
 0B9  H19  C19  N4   115.56  3.000
 0B9  N5   C19  N4   127.96  3.000
 0B9  N4   C2   C1   118.32  3.000
 0B9  C1   C2   N1   124.85  3.000
 0B9  N4   C2   N1   116.83  3.000
 0B9  H21  C3   H20  107.62  3.000
 0B9  H21  C3   C4   111.28  3.000
 0B9  H20  C3   C4   110.23  3.000
 0B9  H21  C3   N1   109.53  3.000
 0B9  H20  C3   N1   108.98  3.000
 0B9  C4   C3   N1   109.15  3.000
 0B9  H22  C9   C11  115.29  3.000
 0B9  H22  C9   C10  115.51  3.000
 0B9  C11  C9   C10   60.02  3.000
 0B9  H22  C9   C8   111.42  3.000
 0B9  C10  C9   C8   121.76  3.000
 0B9  C11  C9   C8   124.07  3.000
 0B9  H23  N2   C7   118.04  3.000
 0B9  H23  N2   C6   116.93  3.000
 0B9  C7   N2   C6   124.76  3.000
 0B9  C2   N4   C19  119.94  3.000
 0B9  C19  N5   C20  112.24  3.000
 0B9  H24  N6   C21  125.68  3.000
 0B9  H24  N6   C20  124.93  3.000
 0B9  C21  N6   C20  109.36  3.000
 0B9  O1   C7   N2   124.11  3.000
 0B9  O1   C7   C8   121.67  3.000
 0B9  N2   C7   C8   114.22  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
 0B9  CONST_01  C16  C17  C12  C13     0.00   0.0  0
 0B9  CONST_02  C16  C15  C14  C13     0.00   0.0  0
 0B9  CONST_03  C12  C17  C16  C15     0.00   0.0  0
 0B9  CONST_04  C12  C13  C14  C15     0.00   0.0  0
 0B9  CONST_05  C14  C13  C12  C17     0.00   0.0  0
 0B9  CONST_06  C14  C15  C16  C17     0.00   0.0  0
 0B9  CONST_07  N4   C19  N5   C20     0.00   0.0  0
 0B9  CONST_08  N4   C2   C1   C20     0.00   0.0  0
 0B9  CONST_09  C21  C22  C1   C20     0.00   0.0  0
 0B9  CONST_10  C22  C21  N6   C20     0.00   0.0  0
 0B9  CONST_11  N5   C20  N6   C21   180.00   0.0  0
 0B9  CONST_12  C1   C20  N6   C21     0.00   0.0  0
 0B9  CONST_13  C2   C1   C22  C21   180.00   0.0  0
 0B9  CONST_14  N4   C2   C1   C22   180.00   0.0  0
 0B9  CONST_15  N5   C20  C1   C22   180.00   0.0  0
 0B9  CONST_16  N6   C20  C1   C22     0.00   0.0  0
 0B9  CONST_17  C19  N4   C2   C1      0.00   0.0  0
 0B9  CONST_18  C19  N5   C20  C1      0.00   0.0  0
 0B9  CONST_19  N6   C21  C22  C1      0.00   0.0  0
 0B9  CONST_20  N6   C20  N5   C19   180.00   0.0  0
 0B9  CONST_21  N5   C19  N4   C2      0.00   0.0  0
 0B9  CONST_22  N5   C20  C1   C2      0.00   0.0  0
 0B9  CONST_23  N6   C20  C1   C2    180.00   0.0  0
 0B9  CONST_24  C19  N4   C2   N1    180.00   0.0  0
 0B9  CONST_25  C20  C1   C2   N1    180.00   0.0  0
 0B9  CONST_26  C22  C1   C2   N1      0.00   0.0  0
 0B9  CONST_27  C16  C17  C12  N3    180.00   0.0  0
 0B9  CONST_28  C14  C13  C12  N3    180.00   0.0  0
 0B9  CONST_29  CL1  C16  C17  C12   180.00   0.0  0
 0B9  CONST_30  F1   C14  C13  C12   180.00   0.0  0
 0B9  CONST_31  CL1  C16  C15  C14   180.00   0.0  0
 0B9  CONST_32  F1   C14  C15  C16   180.00   0.0  0
 0B9  CONST_33  H12  C17  C12  C13   180.00   0.0  0
 0B9  CONST_34  H11  C15  C14  C13   180.00   0.0  0
 0B9  CONST_35  H12  C17  C16  C15   180.00   0.0  0
 0B9  CONST_36  H10  C13  C14  C15   180.00   0.0  0
 0B9  CONST_37  H10  C13  C12  C17   180.00   0.0  0
 0B9  CONST_38  H11  C15  C16  C17   180.00   0.0  0
 0B9  CONST_39  H19  C19  N5   C20   180.00   0.0  0
 0B9  CONST_40  H14  C22  C1   C20   180.00   0.0  0
 0B9  CONST_41  H13  C21  N6   C20   180.00   0.0  0
 0B9  CONST_42  H24  N6   C21  C22   180.00   0.0  0
 0B9  CONST_43  H24  N6   C20  C1    180.00   0.0  0
 0B9  CONST_44  H13  C21  C22  C1    180.00   0.0  0
 0B9  CONST_45  H19  C19  N4   C2    180.00   0.0  0
 0B9  CONST_46  H14  C22  C1   C2      0.00   0.0  0
 0B9  CONST_47  H24  N6   C20  N5      0.00   0.0  0
 0B9  CONST_48  H14  C22  C21  N6    180.00   0.0  0
 0B9  CONST_49  C17  C12  N3   C8      0.00   0.0  0
 0B9  CONST_50  C13  C12  N3   C8    180.00   0.0  0
 0B9  CONST_51  H1   N3   C12  C13     0.00   0.0  0
 0B9  CONST_52  H1   N3   C12  C17   180.00   0.0  0
 0B9  CONST_53  O1   C7   N2   C6      0.00   0.0  0
 0B9  CONST_54  C8   C7   N2   C6    180.00   0.0  0
 0B9  CONST_55  H23  N2   C7   C8      0.00   0.0  0
 0B9  CONST_56  H23  N2   C7   O1    180.00   0.0  0
 0B9  Var_01    C5   C4   C3   N1    -55.48  30.0  1
 0B9  Var_02    C2   N1   C3   C4   -113.63  30.0  1
 0B9  Var_03    C18  N1   C3   C4     60.68  30.0  1
 0B9  Var_04    C3   N1   C18  C6    -61.33  30.0  1
 0B9  Var_05    C2   N1   C18  C6    112.79  30.0  1
 0B9  Var_06    C3   C4   C5   C6     52.45  30.0  1
 0B9  Var_07    C3   N1   C2   C1    160.12  30.0  2
 0B9  Var_08    C18  N1   C2   C1    -13.49  30.0  2
 0B9  Var_09    N4   C2   N1   C18   166.30  30.0  1
 0B9  Var_10    N4   C2   N1   C3    -20.09  30.0  1
 0B9  Var_11    C10  C11  C9   C8    110.09  30.0  1
 0B9  Var_12    H2   C4   C3   N1     66.28  30.0  1
 0B9  Var_13    H3   C4   C3   N1   -177.05  30.0  1
 0B9  Var_14    H20  C3   C4   C5     64.18  30.0  1
 0B9  Var_15    H21  C3   C4   C5   -176.49  30.0  1
 0B9  Var_16    H2   C4   C5   C6    -68.64  30.0  1
 0B9  Var_17    H3   C4   C5   C6    173.83  30.0  1
 0B9  Var_18    H22  C9   C11  C10  -106.10  30.0  1
 0B9  Var_19    H15  C11  C9   C10  -107.45  30.0  1
 0B9  Var_20    H16  C11  C9   C10   108.78  30.0  1
 0B9  Var_21    H8   C10  C9   C11  -108.59  30.0  1
 0B9  Var_22    H9   C10  C9   C11   107.26  30.0  1
 0B9  Var_23    H20  C3   N1   C18   -59.76  30.0  1
 0B9  Var_24    H21  C3   N1   C18  -177.25  30.0  1
 0B9  Var_25    H20  C3   N1   C2    125.93  30.0  1
 0B9  Var_26    H21  C3   N1   C2      8.43  30.0  1
 0B9  Var_27    H17  C18  N1   C2   -128.58  30.0  1
 0B9  Var_28    H18  C18  N1   C2    -12.41  30.0  1
 0B9  Var_29    H4   C5   C4   C3    175.22  30.0  1
 0B9  Var_30    H5   C5   C4   C3    -67.46  30.0  1
 0B9  Var_31    H17  C18  N1   C3     57.30  30.0  1
 0B9  Var_32    H18  C18  N1   C3    173.47  30.0  1
 0B9  Var_33    H15  C11  C9   C8      2.64  30.0  1
 0B9  Var_34    H16  C11  C9   C8   -141.13  30.0  1
 0B9  Var_35    H8   C10  C9   C8    137.61  30.0  1
 0B9  Var_36    H9   C10  C9   C8     -6.53  30.0  1

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
 0B9  chir_01  C6  C18  C5   N2  negativ
 0B9  chir_02  C8  N3   C7   C9  negativ
 0B9  chir_03  C9  C11  C10  C8  both

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
 0B9  plan-1  N3   0.020
 0B9  plan-1  C13  0.020
 0B9  plan-1  C15  0.020
 0B9  plan-1  C17  0.020
 0B9  plan-1  C12  0.020
 0B9  plan-1  C14  0.020
 0B9  plan-1  C16  0.020
 0B9  plan-1  F1   0.020
 0B9  plan-1  CL1  0.020
 0B9  plan-1  H10  0.020
 0B9  plan-1  H11  0.020
 0B9  plan-1  H12  0.020
 0B9  plan-2  N3   0.020
 0B9  plan-2  C8   0.020
 0B9  plan-2  C12  0.020
 0B9  plan-2  H1   0.020
 0B9  plan-3  C6   0.020
 0B9  plan-3  C8   0.020
 0B9  plan-3  N2   0.020
 0B9  plan-3  O1   0.020
 0B9  plan-3  H23  0.020
 0B9  plan-3  C7   0.020
 0B9  plan-4  N1   0.020
 0B9  plan-4  C20  0.020
 0B9  plan-4  C21  0.020
 0B9  plan-4  C22  0.020
 0B9  plan-4  C1   0.020
 0B9  plan-4  C19  0.020
 0B9  plan-4  C2   0.020
 0B9  plan-4  N4   0.020
 0B9  plan-4  N5   0.020
 0B9  plan-4  N6   0.020
 0B9  plan-4  H13  0.020
 0B9  plan-4  H14  0.020
 0B9  plan-4  H19  0.020
 0B9  plan-4  H24  0.020

