# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 12 15:07:37 2020
#   Inital geometry file: a 172 line input string
#   Ligand name: N-[3-(acetylamino)phenyl]-4-chloro-N-[(1S)-1-cyclohexyl-2-(cyclohexylamino)-2-oxoethyl]benzamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Nc1cccc(c1)N([C@@H](C2CCCCC2)C(=O)NC3CCCCC3)C(=O)c4ccc(Cl)cc4
#
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
 9M4  9M4  N-[3-(acetylamino)phenyl]-4-chloro-N-[(1S)-1-cyclohexyl-2-(cyclohexylamino)-2-oxoethyl]benzamide  ligand  72  36  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_9M4
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
 9M4  C4   C   CR16  0  -0.198   2.6631   3.1853  -0.1858
 9M4  C5   C   CR6   0  -0.044   3.7718   3.1355   0.6455
 9M4  C6   C   CR16  0  -0.200   3.7991   2.3119   1.7603
 9M4  C7   C   CR16  0  -0.279   2.6919   1.5290   2.0443
 9M4  C10  C   CH1   0  -0.227  -1.4655  -0.7040   0.7374
 9M4  C15  C   CH1   0  -0.066  -4.5496   0.8435  -0.8823
 9M4  C17  C   CH2   0  -0.439  -5.4286   2.4270  -2.6311
 9M4  C20  C   CH2   0  -0.439  -5.8235   0.0104  -0.9955
 9M4  C21  C   C     0  -0.433  -3.0800  -2.2206   1.9377
 9M4  C22  C   C     0  -0.431  -3.3536  -3.0468   3.1911
 9M4  C24  C   C     0  -0.431  -0.8884  -3.3000   3.5720
 9M4  C26  C   CR6   0   0.289   0.6087  -0.4122  -0.5381
 9M4  C28  C   CR6   0   0.402   2.6022  -1.3705  -1.5176
 9M4  O32  O   O     0  -0.450  -0.0609   0.8278   2.7153
 9M4  C2   C   CR6   0  -0.051   1.5840   1.5383   1.2047
 9M4  C3   C   CR16  0  -0.251   1.5744   2.3758   0.0944
 9M4  CL8  CL  CL    0  -0.122   5.1463   4.1260   0.2875
 9M4  N9   N   NT    0  -0.558  -0.1393  -0.0852   0.6263
 9M4  C11  C   CR16  0  -0.231  -1.7412  -1.4801   2.0386
 9M4  C23  C   C     0  -0.430  -2.2241  -4.0276   3.4785
 9M4  C25  C   C     0  -0.425  -0.6159  -2.4777   2.3170
 9M4  C12  C   C     0   0.568  -2.5254   0.3610   0.4456
 9M4  O13  O   O     0  -0.478  -2.5144   1.4442   1.0091
 9M4  N14  N   NH1   0  -0.637  -3.4380   0.0068  -0.4703
 9M4  C16  C   CH2   0  -0.424  -4.2467   1.5653  -2.1950
 9M4  C18  C   CH2   0  -0.432  -6.7054   1.5997  -2.7419
 9M4  C19  C   CH2   0  -0.437  -7.0025   0.8749  -1.4331
 9M4  C27  C   CR16  0  -0.369   1.8329  -1.0440  -0.3996
 9M4  C29  C   CR16  0  -0.319   2.1042  -1.0852  -2.7898
 9M4  C30  C   CR16  0  -0.243   0.8595  -0.4839  -2.9124
 9M4  C31  C   CR16  0  -0.285   0.1053  -0.1369  -1.8042
 9M4  N33  N   NH1   0  -0.740   3.8370  -1.9708  -1.2677
 9M4  C34  C   C     0   0.508   4.7132  -2.5424  -2.1390
 9M4  O36  O   O     0  -0.466   4.5463  -2.5732  -3.3444
 9M4  C35  C   CH3   0  -0.787   5.9074  -3.1734  -1.4692
 9M4  H1   H   HCR6  0   0.284   2.6462   3.8437  -1.0432
 9M4  H2   H   HCR6  0   0.284   4.6681   2.2836   2.4032
 9M4  H3   H   HCR6  0   0.272   2.7072   0.8923   2.9194
 9M4  H4   H   HCH1  0   0.274  -1.4905  -1.4538  -0.0583
 9M4  H5   H   HCH1  0   0.241  -4.6925   1.5915  -0.0988
 9M4  H7   H   HCH2  0   0.233  -5.2030   2.9116  -3.5836
 9M4  H8   H   HCH2  0   0.218  -5.6693  -0.7900  -1.7289
 9M4  H9   H   HCH2  0   0.241  -6.0355  -0.4698  -0.0369
 9M4  H10  H   H     0   0.211  -3.0723  -2.8789   1.0600
 9M4  H11  H   H     0   0.239  -3.9014  -1.5151   1.7916
 9M4  H12  H   H     0   0.212  -3.4710  -2.3709   4.0454
 9M4  H13  H   H     0   0.230  -4.3028  -3.5767   3.0823
 9M4  H14  H   H     0   0.211  -0.8924  -2.6395   4.4461
 9M4  H15  H   H     0   0.228  -0.0761  -4.0144   3.7271
 9M4  H16  H   HCR6  0   0.268   0.7128   2.4141  -0.5591
 9M4  H17  H   HCR6  0   0.246  -1.8101  -0.7825   2.8743
 9M4  H18  H   H     0   0.227  -2.4236  -4.5772   4.4017
 9M4  H19  H   H     0   0.209  -2.1745  -4.7710   2.6754
 9M4  H20  H   H     0   0.237   0.3420  -1.9640   2.4177
 9M4  H21  H   H     0   0.209  -0.5172  -3.1552   1.4593
 9M4  H22  H   HNH1  0   0.396  -3.3531  -0.8959  -0.9113
 9M4  H23  H   HCH2  0   0.236  -3.3499   2.1792  -2.0783
 9M4  H24  H   HCH2  0   0.214  -4.0292   0.8202  -2.9686
 9M4  H25  H   HCH2  0   0.231  -7.5476   2.2377  -3.0196
 9M4  H26  H   HCH2  0   0.212  -6.5898   0.8635  -3.5445
 9M4  H27  H   HCH2  0   0.234  -7.8965   0.2557  -1.5330
 9M4  H28  H   HCH2  0   0.215  -7.2191   1.6115  -0.6519
 9M4  H29  H   HCR6  0   0.275   2.1929  -1.2925   0.5920
 9M4  H30  H   HCR6  0   0.283   2.6682  -1.3230  -3.6756
 9M4  H31  H   HCR6  0   0.265   0.4792  -0.2681  -3.9020
 9M4  H32  H   HCR6  0   0.259  -0.8503   0.3562  -1.9298
 9M4  H33  H   HNH1  0   0.418   4.0852  -2.0352  -0.2924
 9M4  H34  H   HCH3  0   0.278   5.6673  -4.2050  -1.2045
 9M4  H35  H   HCH3  0   0.269   6.7511  -3.1906  -2.1546
 9M4  H36  H   HCH3  0   0.260   6.2020  -2.6569  -0.5570
 9M4  C1   C   C     0   0.520   0.3851   0.7274   1.5886
 9M4  H6   H   HCH2  0   0.215  -5.5779   3.2298  -1.9013

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
 9M4  C22  C23  single    1.523  0.020  1.523
 9M4  C22  C21  single    1.526  0.020  1.526
 9M4  C23  C24  single    1.524  0.020  1.524
 9M4  C21  C11  single    1.533  0.020  1.533
 9M4  C17  C16  single    1.526  0.020  1.526
 9M4  C17  C18  single    1.525  0.020  1.525
 9M4  C16  C15  single    1.528  0.020  1.528
 9M4  C24  C25  single    1.525  0.020  1.525
 9M4  C18  C19  single    1.525  0.020  1.525
 9M4  C11  C25  single    1.529  0.020  1.529
 9M4  C11  C10  single    1.540  0.020  1.540
 9M4  C15  N14  single    1.451  0.020  1.451
 9M4  C15  C20  single    1.526  0.020  1.526
 9M4  O13  C12  double    1.221  0.020  1.221
 9M4  N14  C12  single    1.341  0.020  1.341
 9M4  C12  C10  single    1.531  0.020  1.531
 9M4  C10  N9   single    1.468  0.020  1.468
 9M4  C19  C20  single    1.526  0.020  1.526
 9M4  O36  C34  double    1.217  0.020  1.217
 9M4  C35  C34  single    1.508  0.020  1.508
 9M4  C34  N33  single    1.361  0.020  1.361
 9M4  N9   C26  single    1.422  0.020  1.422
 9M4  N9   C1   single    1.364  0.020  1.364
 9M4  C27  C26  aromatic  1.385  0.020  1.385
 9M4  C27  C28  aromatic  1.396  0.020  1.396
 9M4  C26  C31  aromatic  1.390  0.020  1.390
 9M4  N33  C28  single    1.396  0.020  1.396
 9M4  O32  C1   double    1.216  0.020  1.216
 9M4  C28  C29  aromatic  1.396  0.020  1.396
 9M4  C1   C2   single    1.497  0.020  1.497
 9M4  C31  C30  aromatic  1.385  0.020  1.385
 9M4  C29  C30  aromatic  1.388  0.020  1.388
 9M4  C2   C7   aromatic  1.390  0.020  1.390
 9M4  C2   C3   aromatic  1.391  0.020  1.391
 9M4  C7   C6   aromatic  1.385  0.020  1.385
 9M4  C3   C4   aromatic  1.385  0.020  1.385
 9M4  C6   C5   aromatic  1.386  0.020  1.386
 9M4  C4   C5   aromatic  1.387  0.020  1.387
 9M4  C5   CL8  single    1.732  0.020  1.732
 9M4  C4   H1   single    0.930  0.020  1.080
 9M4  C6   H2   single    0.930  0.020  1.080
 9M4  C7   H3   single    0.930  0.020  1.080
 9M4  C10  H4   single    0.970  0.020  1.090
 9M4  C15  H5   single    0.970  0.020  1.090
 9M4  C17  H6   single    0.970  0.020  1.090
 9M4  C17  H7   single    0.970  0.020  1.090
 9M4  C20  H8   single    0.970  0.020  1.090
 9M4  C20  H9   single    0.970  0.020  1.090
 9M4  C21  H10  single    0.970  0.020  1.090
 9M4  C21  H11  single    0.970  0.020  1.090
 9M4  C22  H12  single    0.970  0.020  1.090
 9M4  C22  H13  single    0.970  0.020  1.090
 9M4  C24  H14  single    0.970  0.020  1.090
 9M4  C24  H15  single    0.970  0.020  1.090
 9M4  C3   H16  single    0.930  0.020  1.080
 9M4  C11  H17  single    0.970  0.020  1.090
 9M4  C23  H18  single    0.970  0.020  1.090
 9M4  C23  H19  single    0.970  0.020  1.090
 9M4  C25  H20  single    0.970  0.020  1.090
 9M4  C25  H21  single    0.970  0.020  1.090
 9M4  N14  H22  single    0.860  0.020  1.020
 9M4  C16  H23  single    0.970  0.020  1.090
 9M4  C16  H24  single    0.970  0.020  1.090
 9M4  C18  H25  single    0.970  0.020  1.090
 9M4  C18  H26  single    0.970  0.020  1.090
 9M4  C19  H27  single    0.970  0.020  1.090
 9M4  C19  H28  single    0.970  0.020  1.090
 9M4  C27  H29  single    0.930  0.020  1.080
 9M4  C29  H30  single    0.930  0.020  1.080
 9M4  C30  H31  single    0.930  0.020  1.080
 9M4  C31  H32  single    0.930  0.020  1.080
 9M4  N33  H33  single    0.860  0.020  1.020
 9M4  C35  H34  single    0.970  0.020  1.090
 9M4  C35  H35  single    0.970  0.020  1.090
 9M4  C35  H36  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
 9M4  H1   C4   C3   120.26  3.000
 9M4  H1   C4   C5   120.65  3.000
 9M4  C3   C4   C5   119.09  3.000
 9M4  CL8  C5   C6   119.37  3.000
 9M4  CL8  C5   C4   119.36  3.000
 9M4  C6   C5   C4   121.27  3.000
 9M4  H2   C6   C7   120.37  3.000
 9M4  H2   C6   C5   120.63  3.000
 9M4  C7   C6   C5   119.00  3.000
 9M4  H3   C7   C2   120.23  3.000
 9M4  H3   C7   C6   119.14  3.000
 9M4  C2   C7   C6   120.62  3.000
 9M4  H4   C10  C12  108.82  3.000
 9M4  H4   C10  C11  105.38  3.000
 9M4  C12  C10  C11  112.82  3.000
 9M4  H4   C10  N9   104.75  3.000
 9M4  C12  C10  N9   108.54  3.000
 9M4  C11  C10  N9   115.99  3.000
 9M4  H5   C15  C16  108.57  3.000
 9M4  H5   C15  N14  106.94  3.000
 9M4  C16  C15  N14  111.37  3.000
 9M4  H5   C15  C20  108.53  3.000
 9M4  N14  C15  C20  110.23  3.000
 9M4  C16  C15  C20  111.07  3.000
 9M4  H7   C17  H6   106.50  3.000
 9M4  H7   C17  C18  110.50  3.000
 9M4  H6   C17  C18  109.38  3.000
 9M4  H7   C17  C16  109.86  3.000
 9M4  H6   C17  C16  109.21  3.000
 9M4  C18  C17  C16  111.26  3.000
 9M4  H9   C20  H8   107.05  3.000
 9M4  H9   C20  C19  110.52  3.000
 9M4  H8   C20  C19  109.29  3.000
 9M4  H9   C20  C15  109.67  3.000
 9M4  H8   C20  C15  109.31  3.000
 9M4  C19  C20  C15  110.91  3.000
 9M4  H11  C21  H10  106.60  3.000
 9M4  H11  C21  C11  110.69  3.000
 9M4  H10  C21  C11  109.65  3.000
 9M4  H11  C21  C22  108.94  3.000
 9M4  H10  C21  C22  109.48  3.000
 9M4  C11  C21  C22  111.35  3.000
 9M4  H13  C22  H12  106.49  3.000
 9M4  H13  C22  C23  110.53  3.000
 9M4  H12  C22  C23  109.24  3.000
 9M4  H13  C22  C21  109.67  3.000
 9M4  H12  C22  C21  109.01  3.000
 9M4  C23  C22  C21  111.76  3.000
 9M4  H15  C24  H14  106.48  3.000
 9M4  H15  C24  C25  109.66  3.000
 9M4  H14  C24  C25  109.40  3.000
 9M4  H15  C24  C23  110.37  3.000
 9M4  H14  C24  C23  109.48  3.000
 9M4  C25  C24  C23  111.32  3.000
 9M4  C31  C26  C27  120.11  3.000
 9M4  C31  C26  N9   120.65  3.000
 9M4  C27  C26  N9   119.22  3.000
 9M4  N33  C28  C29  124.53  3.000
 9M4  C29  C28  C27  119.05  3.000
 9M4  N33  C28  C27  116.41  3.000
 9M4  C3   C2   C1   121.69  3.000
 9M4  C3   C2   C7   119.45  3.000
 9M4  C1   C2   C7   118.66  3.000
 9M4  H16  C3   C2   120.59  3.000
 9M4  H16  C3   C4   118.88  3.000
 9M4  C2   C3   C4   120.52  3.000
 9M4  C1   N9   C26  120.82  3.000
 9M4  C1   N9   C10  123.03  3.000
 9M4  C26  N9   C10  116.12  3.000
 9M4  H17  C11  C25  108.91  3.000
 9M4  H17  C11  C21  107.71  3.000
 9M4  C25  C11  C21  109.84  3.000
 9M4  H17  C11  C10  109.66  3.000
 9M4  C25  C11  C10  110.54  3.000
 9M4  C21  C11  C10  110.13  3.000
 9M4  H19  C23  H18  106.64  3.000
 9M4  H19  C23  C24  109.22  3.000
 9M4  H18  C23  C24  110.39  3.000
 9M4  H19  C23  C22  109.40  3.000
 9M4  H18  C23  C22  110.36  3.000
 9M4  C24  C23  C22  110.74  3.000
 9M4  H21  C25  H20  106.48  3.000
 9M4  H21  C25  C11  109.06  3.000
 9M4  H20  C25  C11  110.82  3.000
 9M4  H21  C25  C24  109.05  3.000
 9M4  H20  C25  C24  109.55  3.000
 9M4  C11  C25  C24  111.72  3.000
 9M4  N14  C12  O13  123.76  3.000
 9M4  N14  C12  C10  114.70  3.000
 9M4  O13  C12  C10  121.54  3.000
 9M4  H22  N14  C12  118.56  3.000
 9M4  H22  N14  C15  117.17  3.000
 9M4  C12  N14  C15  124.28  3.000
 9M4  H24  C16  H23  107.12  3.000
 9M4  H24  C16  C17  109.62  3.000
 9M4  H23  C16  C17  110.41  3.000
 9M4  H24  C16  C15  108.94  3.000
 9M4  H23  C16  C15  109.65  3.000
 9M4  C17  C16  C15  111.02  3.000
 9M4  H26  C18  H25  106.71  3.000
 9M4  H26  C18  C19  109.27  3.000
 9M4  H25  C18  C19  110.21  3.000
 9M4  H26  C18  C17  109.23  3.000
 9M4  H25  C18  C17  110.30  3.000
 9M4  C19  C18  C17  111.00  3.000
 9M4  H28  C19  H27  106.54  3.000
 9M4  H28  C19  C18  109.33  3.000
 9M4  H27  C19  C18  110.51  3.000
 9M4  H28  C19  C20  109.22  3.000
 9M4  H27  C19  C20  109.72  3.000
 9M4  C18  C19  C20  111.39  3.000
 9M4  H29  C27  C28  119.75  3.000
 9M4  H29  C27  C26  119.32  3.000
 9M4  C28  C27  C26  120.93  3.000
 9M4  H30  C29  C30  119.52  3.000
 9M4  H30  C29  C28  121.19  3.000
 9M4  C30  C29  C28  119.28  3.000
 9M4  H31  C30  C31  119.38  3.000
 9M4  H31  C30  C29  118.84  3.000
 9M4  C31  C30  C29  121.77  3.000
 9M4  H32  C31  C30  120.14  3.000
 9M4  H32  C31  C26  121.03  3.000
 9M4  C30  C31  C26  118.82  3.000
 9M4  H33  N33  C34  115.70  3.000
 9M4  H33  N33  C28  114.73  3.000
 9M4  C34  N33  C28  129.45  3.000
 9M4  C35  C34  O36  122.54  3.000
 9M4  C35  C34  N33  113.65  3.000
 9M4  O36  C34  N33  123.78  3.000
 9M4  H36  C35  H35  109.00  3.000
 9M4  H36  C35  H34  107.73  3.000
 9M4  H35  C35  H34  107.98  3.000
 9M4  H36  C35  C34  112.82  3.000
 9M4  H35  C35  C34  109.95  3.000
 9M4  H34  C35  C34  109.21  3.000
 9M4  N9   C1   C2   116.71  3.000
 9M4  C2   C1   O32  119.12  3.000
 9M4  N9   C1   O32  124.17  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
 9M4  CONST_01  C7   C2   C3   C4      0.00   0.0  0
 9M4  CONST_02  C7   C6   C5   C4      0.00   0.0  0
 9M4  CONST_03  C2   C7   C6   C5      0.00   0.0  0
 9M4  CONST_04  C2   C3   C4   C5      0.00   0.0  0
 9M4  CONST_05  C3   C2   C7   C6      0.00   0.0  0
 9M4  CONST_06  C3   C4   C5   C6      0.00   0.0  0
 9M4  CONST_07  C29  C28  C27  C26     0.00   0.0  0
 9M4  CONST_08  C29  C30  C31  C26     0.00   0.0  0
 9M4  CONST_09  C31  C26  C27  C28     0.00   0.0  0
 9M4  CONST_10  C31  C30  C29  C28     0.00   0.0  0
 9M4  CONST_11  C30  C31  C26  C27     0.00   0.0  0
 9M4  CONST_12  C30  C29  C28  C27     0.00   0.0  0
 9M4  CONST_13  C1   C2   C3   C4    180.00   0.0  0
 9M4  CONST_14  C1   C2   C7   C6    180.00   0.0  0
 9M4  CONST_15  CL8  C5   C6   C7    180.00   0.0  0
 9M4  CONST_16  N33  C28  C27  C26   180.00   0.0  0
 9M4  CONST_17  N9   C26  C27  C28   180.00   0.0  0
 9M4  CONST_18  CL8  C5   C4   C3    180.00   0.0  0
 9M4  CONST_19  C30  C31  C26  N9    180.00   0.0  0
 9M4  CONST_20  N33  C28  C29  C30   180.00   0.0  0
 9M4  CONST_21  H2   C6   C5   C4    180.00   0.0  0
 9M4  CONST_22  H3   C7   C6   C5    180.00   0.0  0
 9M4  CONST_23  H16  C3   C4   C5    180.00   0.0  0
 9M4  CONST_24  H1   C4   C5   C6    180.00   0.0  0
 9M4  CONST_25  H31  C30  C31  C26   180.00   0.0  0
 9M4  CONST_26  H32  C31  C26  C27   180.00   0.0  0
 9M4  CONST_27  H30  C29  C28  C27   180.00   0.0  0
 9M4  CONST_28  H29  C27  C28  C29   180.00   0.0  0
 9M4  CONST_34  C34  N33  C28  C27   180.00   0.0  0
 9M4  CONST_35  C34  N33  C28  C29     0.00   0.0  0
 9M4  CONST_36  H33  N33  C28  C27     0.00   0.0  0
 9M4  CONST_37  C15  N14  C12  C10   180.00   0.0  0
 9M4  CONST_38  C2   C1   N9   C10   180.00   0.0  0
 9M4  CONST_39  O13  C12  N14  C15     0.00   0.0  0
 9M4  CONST_41  O36  C34  N33  C28     0.00   0.0  0
 9M4  CONST_42  C35  C34  N33  C28   180.00   0.0  0
 9M4  CONST_43  O32  C1   N9   C10     0.00   0.0  0
 9M4  CONST_44  H22  N14  C12  C10     0.00   0.0  0
 9M4  Var_01    C18  C17  C16  C15   -55.74  30.0  1
 9M4  Var_02    C18  C19  C20  C15    55.84  30.0  1
 9M4  Var_03    C20  C19  C18  C17   -55.61  30.0  1
 9M4  Var_04    C24  C23  C22  C21    55.13  30.0  1
 9M4  Var_05    C25  C24  C23  C22   -55.07  30.0  1
 9M4  Var_06    C23  C22  C21  C11   -55.99  30.0  1
 9M4  Var_07    C23  C24  C25  C11    56.37  30.0  1
 9M4  Var_08    C19  C18  C17  C16    55.51  30.0  1
 9M4  Var_09    N9   C1   C2   C7   -130.86  30.0  2
 9M4  Var_10    H34  C35  C34  N33    87.88  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
 9M4  chir_01  C10  C11  C12  N9   negativ
 9M4  chir_02  C15  N14  C16  C20  negativ
 9M4  chir_03  C11  C10  C25  C21  positiv

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
 9M4  plan-1  C4   0.020
 9M4  plan-1  C5   0.020
 9M4  plan-1  C6   0.020
 9M4  plan-1  C7   0.020
 9M4  plan-1  C2   0.020
 9M4  plan-1  C3   0.020
 9M4  plan-1  CL8  0.020
 9M4  plan-1  H1   0.020
 9M4  plan-1  H2   0.020
 9M4  plan-1  H3   0.020
 9M4  plan-1  H16  0.020
 9M4  plan-1  C1   0.020
 9M4  plan-2  C26  0.020
 9M4  plan-2  C28  0.020
 9M4  plan-2  N9   0.020
 9M4  plan-2  C27  0.020
 9M4  plan-2  C29  0.020
 9M4  plan-2  C30  0.020
 9M4  plan-2  C31  0.020
 9M4  plan-2  N33  0.020
 9M4  plan-2  H29  0.020
 9M4  plan-2  H30  0.020
 9M4  plan-2  H31  0.020
 9M4  plan-2  H32  0.020
 9M4  plan-3  C10  0.020
 9M4  plan-3  C26  0.020
 9M4  plan-3  O32  0.020
 9M4  plan-3  C2   0.020
 9M4  plan-3  N9   0.020
 9M4  plan-3  C1   0.020
 9M4  plan-4  C10  0.020
 9M4  plan-4  C15  0.020
 9M4  plan-4  C12  0.020
 9M4  plan-4  O13  0.020
 9M4  plan-4  N14  0.020
 9M4  plan-4  H22  0.020
 9M4  plan-5  C28  0.020
 9M4  plan-5  N33  0.020
 9M4  plan-5  C34  0.020
 9M4  plan-5  O36  0.020
 9M4  plan-5  C35  0.020
 9M4  plan-5  H33  0.020

