# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 05:07:34 2020
#   Inital geometry file: a 142 line input string
#   Ligand name: 1-(2-chlorophenyl)-4-methyl-N-[(3s,5s,7s)-tricyclo[3.3.1.1~3,7~]decan-1-yl][1,2,4]triazolo[4,3-a]quinoxaline-8-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1nc2ccc(cc2n3c1nnc3c4ccccc4Cl)C(=O)NC56CC7CC(CC(C7)C5)C6
#
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
 EOJ  EOJ  1-(2-chlorophenyl)-4-methyl-N-[(3s,5s,7s)-tricyclo[3.3.1.1~3,7~]decan-1-yl][1,2,4]triazolo[4,3-a]quinoxaline-8-carboxamide  ligand  60  34  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EOJ
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
 EOJ  C4   C   C     0  -0.472   4.8969  -1.8382   0.3817
 EOJ  C5   C   C     0   0.175   3.9624  -0.6548   0.0933
 EOJ  C6   C   C     0  -0.417   5.9757   1.4457  -0.2979
 EOJ  C7   C   C     0  -0.256   5.7508   0.3550  -1.3473
 EOJ  C8   C   C     0  -0.418   6.6705  -0.8325  -1.0608
 EOJ  C13  C   CR66  0   0.169  -2.3187  -2.5325   0.1375
 EOJ  C15  C   CR16  0  -0.330  -0.9802  -0.5276  -0.1562
 EOJ  C17  C   CR16  0  -0.306   0.0849  -2.6195   0.3579
 EOJ  C20  C   CR56  0   0.398  -4.5989  -1.1931  -0.3825
 EOJ  C22  C   C     0   0.583   1.4677  -0.4775  -0.0070
 EOJ  C26  C   CR6   0   0.055  -2.9076   1.9683  -0.5979
 EOJ  C28  C   CR16  0  -0.234  -1.8765   3.7748  -1.8190
 EOJ  C29  C   CR16  0  -0.254  -1.3043   4.2433  -0.6454
 EOJ  C27  C   CR16  0  -0.269  -2.6756   2.6423  -1.7930
 EOJ  C12  C   CR16  0  -0.299  -1.1412  -3.2444   0.3827
 EOJ  C30  C   CR16  0  -0.192  -1.5328   3.5909   0.5581
 EOJ  C16  C   CR6   0  -0.039   0.1775  -1.2519   0.0752
 EOJ  C14  C   CR66  0   0.451  -2.2168  -1.1535  -0.1135
 EOJ  C31  C   CR6   0  -0.079  -2.3373   2.4653   0.5730
 EOJ  C25  C   CR5   0   0.375  -3.7851   0.7941  -0.5773
 EOJ  C19  C   CR6   0   0.178  -4.6077  -2.6067  -0.1224
 EOJ  C9   C   CH2   0  -0.418   6.5929  -0.3011   1.3789
 EOJ  C11  C   C     0  -0.420   4.2912  -0.1049  -1.3017
 EOJ  C1   C   C     0  -0.424   4.2117   0.4278   1.1527
 EOJ  C2   C   CR16  0  -0.255   5.6713   0.8854   1.0930
 EOJ  C3   C   CR16  0  -0.249   6.3583  -1.3893   0.3295
 EOJ  C34  C   CH3   0  -0.732  -5.9075  -3.3301  -0.1569
 EOJ  N24  N   N     0  -0.287  -5.0788   0.8456  -0.7735
 EOJ  N23  N   N     0  -0.314  -5.5912  -0.3858  -0.6517
 EOJ  N18  N   N     0  -0.414  -3.5097  -3.2247   0.1393
 EOJ  N21  N   N     0  -0.610  -3.4249  -0.4972  -0.3357
 EOJ  N10  N   NH1   0  -0.727   2.5971  -1.1767   0.1587
 EOJ  O33  O   O     0  -0.482   1.4327   0.7276  -0.2192
 EOJ  CL3  CL  CL    0  -0.101  -2.6299   1.6489   2.0691
 EOJ  H1   H   H     0   0.240   4.6646  -2.2538   1.3687
 EOJ  H2   H   H     0   0.239   4.7217  -2.6322  -0.3532
 EOJ  H3   H   H     0   0.225   7.0097   1.8018  -0.3409
 EOJ  H4   H   H     0   0.223   5.3358   2.3087  -0.5094
 EOJ  H5   H   H     0   0.228   5.9652   0.7519  -2.3439
 EOJ  H6   H   H     0   0.224   6.5284  -1.6084  -1.8194
 EOJ  H7   H   H     0   0.225   7.7187  -0.5229  -1.1166
 EOJ  H8   H   HCR6  0   0.295  -0.8879   0.5234  -0.3825
 EOJ  H9   H   HCR6  0   0.260   0.9589  -3.2243   0.5591
 EOJ  H10  H   HCR6  0   0.273  -1.7006   4.2876  -2.7546
 EOJ  H11  H   HCR6  0   0.278  -0.6767   5.1241  -0.6589
 EOJ  H12  H   HCR6  0   0.276  -3.1184   2.2658  -2.7055
 EOJ  H13  H   HCR6  0   0.283  -1.2157  -4.3043   0.5845
 EOJ  H14  H   HCR6  0   0.289  -1.0928   3.9579   1.4750
 EOJ  H15  H   HCH2  0   0.225   7.6389   0.0205   1.3592
 EOJ  H16  H   HCH2  0   0.224   6.3989  -0.6947   2.3819
 EOJ  H17  H   H     0   0.225   4.1179  -0.8876  -2.0480
 EOJ  H18  H   H     0   0.240   3.6283   0.7265  -1.5490
 EOJ  H19  H   H     0   0.242   3.5465   1.2778   0.9935
 EOJ  H20  H   H     0   0.226   3.9829   0.0212   2.1435
 EOJ  H21  H   HCR6  0   0.228   5.8274   1.6630   1.8463
 EOJ  H22  H   HCR6  0   0.231   7.0007  -2.2494   0.5378
 EOJ  H23  H   HCH3  0   0.268  -6.3468  -3.2784  -1.1545
 EOJ  H24  H   HCH3  0   0.266  -5.7656  -4.3731   0.1127
 EOJ  H25  H   HCH3  0   0.266  -6.6223  -2.8758   0.5301
 EOJ  H26  H   HNH1  0   0.412   2.5261  -2.1724   0.2833

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
 EOJ  C9   C3   single    1.530  0.020  1.530
 EOJ  C9   C2   single    1.529  0.020  1.529
 EOJ  C29  C28  aromatic  1.387  0.020  1.387
 EOJ  C29  C30  aromatic  1.388  0.020  1.388
 EOJ  C3   C8   single    1.530  0.020  1.530
 EOJ  C3   C4   single    1.530  0.020  1.530
 EOJ  C2   C6   single    1.530  0.020  1.530
 EOJ  C2   C1   single    1.531  0.020  1.531
 EOJ  C28  C27  aromatic  1.386  0.020  1.386
 EOJ  C30  C31  aromatic  1.384  0.020  1.384
 EOJ  C8   C7   single    1.529  0.020  1.529
 EOJ  C6   C7   single    1.530  0.020  1.530
 EOJ  C4   C5   single    1.535  0.020  1.535
 EOJ  C1   C5   single    1.535  0.020  1.535
 EOJ  C7   C11  single    1.531  0.020  1.531
 EOJ  C27  C26  aromatic  1.392  0.020  1.392
 EOJ  O33  C22  double    1.224  0.020  1.224
 EOJ  C31  C26  aromatic  1.394  0.020  1.394
 EOJ  C31  CL3  single    1.729  0.020  1.729
 EOJ  C5   C11  single    1.535  0.020  1.535
 EOJ  C5   N10  single    1.463  0.020  1.463
 EOJ  C26  C25  single    1.466  0.020  1.466
 EOJ  C22  N10  single    1.339  0.020  1.339
 EOJ  C22  C16  single    1.507  0.020  1.507
 EOJ  C15  C16  aromatic  1.385  0.020  1.385
 EOJ  C15  C14  aromatic  1.387  0.020  1.387
 EOJ  C25  N24  aromatic  1.310  0.020  1.310
 EOJ  C25  N21  aromatic  1.362  0.020  1.362
 EOJ  C16  C17  aromatic  1.400  0.020  1.400
 EOJ  N24  N23  aromatic  1.339  0.020  1.339
 EOJ  N21  C14  aromatic  1.393  0.020  1.393
 EOJ  N21  C20  aromatic  1.366  0.020  1.366
 EOJ  C14  C13  aromatic  1.405  0.020  1.405
 EOJ  C17  C12  aromatic  1.376  0.020  1.376
 EOJ  N23  C20  aromatic  1.307  0.020  1.307
 EOJ  C20  C19  aromatic  1.437  0.020  1.437
 EOJ  C13  C12  aromatic  1.398  0.020  1.398
 EOJ  C13  N18  aromatic  1.378  0.020  1.378
 EOJ  C19  N18  aromatic  1.287  0.020  1.287
 EOJ  C19  C34  single    1.488  0.020  1.488
 EOJ  C4   H1   single    0.970  0.020  1.090
 EOJ  C4   H2   single    0.970  0.020  1.090
 EOJ  C6   H3   single    0.970  0.020  1.090
 EOJ  C6   H4   single    0.970  0.020  1.090
 EOJ  C7   H5   single    0.970  0.020  1.090
 EOJ  C8   H6   single    0.970  0.020  1.090
 EOJ  C8   H7   single    0.970  0.020  1.090
 EOJ  C15  H8   single    0.930  0.020  1.080
 EOJ  C17  H9   single    0.930  0.020  1.080
 EOJ  C28  H10  single    0.930  0.020  1.080
 EOJ  C29  H11  single    0.930  0.020  1.080
 EOJ  C27  H12  single    0.930  0.020  1.080
 EOJ  C12  H13  single    0.930  0.020  1.080
 EOJ  C30  H14  single    0.930  0.020  1.080
 EOJ  C9   H15  single    0.970  0.020  1.090
 EOJ  C9   H16  single    0.970  0.020  1.090
 EOJ  C11  H17  single    0.970  0.020  1.090
 EOJ  C11  H18  single    0.970  0.020  1.090
 EOJ  C1   H19  single    0.970  0.020  1.090
 EOJ  C1   H20  single    0.970  0.020  1.090
 EOJ  C2   H21  single    0.970  0.020  1.090
 EOJ  C3   H22  single    0.970  0.020  1.090
 EOJ  C34  H23  single    0.970  0.020  1.090
 EOJ  C34  H24  single    0.970  0.020  1.090
 EOJ  C34  H25  single    0.970  0.020  1.090
 EOJ  N10  H26  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
 EOJ  H2   C4   H1   107.18  3.000
 EOJ  H2   C4   C3   110.03  3.000
 EOJ  H1   C4   C3   110.15  3.000
 EOJ  H2   C4   C5   109.58  3.000
 EOJ  H1   C4   C5   109.43  3.000
 EOJ  C3   C4   C5   110.42  3.000
 EOJ  N10  C5   C1   111.85  3.000
 EOJ  N10  C5   C11  111.61  3.000
 EOJ  C1   C5   C11  109.86  3.000
 EOJ  N10  C5   C4   106.54  3.000
 EOJ  C11  C5   C4   108.45  3.000
 EOJ  C1   C5   C4   108.37  3.000
 EOJ  H4   C6   H3   106.74  3.000
 EOJ  H4   C6   C2   110.37  3.000
 EOJ  H3   C6   C2   110.05  3.000
 EOJ  H4   C6   C7   110.09  3.000
 EOJ  H3   C6   C7   110.11  3.000
 EOJ  C2   C6   C7   109.46  3.000
 EOJ  H5   C7   C11  108.84  3.000
 EOJ  H5   C7   C8   109.55  3.000
 EOJ  C11  C7   C8   109.55  3.000
 EOJ  H5   C7   C6   109.72  3.000
 EOJ  C11  C7   C6   109.50  3.000
 EOJ  C8   C7   C6   109.67  3.000
 EOJ  H7   C8   H6   106.83  3.000
 EOJ  H7   C8   C3   110.17  3.000
 EOJ  H6   C8   C3   110.21  3.000
 EOJ  H7   C8   C7   110.30  3.000
 EOJ  H6   C8   C7   110.03  3.000
 EOJ  C3   C8   C7   109.28  3.000
 EOJ  N18  C13  C14  123.78  3.000
 EOJ  N18  C13  C12  118.18  3.000
 EOJ  C14  C13  C12  118.04  3.000
 EOJ  H8   C15  C14  121.49  3.000
 EOJ  H8   C15  C16  118.22  3.000
 EOJ  C14  C15  C16  120.28  3.000
 EOJ  H9   C17  C16  122.03  3.000
 EOJ  H9   C17  C12  117.55  3.000
 EOJ  C16  C17  C12  120.42  3.000
 EOJ  N21  C20  N23  110.17  3.000
 EOJ  N23  C20  C19  129.79  3.000
 EOJ  N21  C20  C19  120.02  3.000
 EOJ  O33  C22  N10  124.04  3.000
 EOJ  N10  C22  C16  116.56  3.000
 EOJ  O33  C22  C16  119.40  3.000
 EOJ  C25  C26  C31  121.24  3.000
 EOJ  C25  C26  C27  119.99  3.000
 EOJ  C31  C26  C27  118.71  3.000
 EOJ  H10  C28  C27  119.83  3.000
 EOJ  H10  C28  C29  120.31  3.000
 EOJ  C27  C28  C29  119.85  3.000
 EOJ  H11  C29  C30  119.29  3.000
 EOJ  H11  C29  C28  120.25  3.000
 EOJ  C30  C29  C28  120.47  3.000
 EOJ  H12  C27  C28  120.29  3.000
 EOJ  H12  C27  C26  119.18  3.000
 EOJ  C28  C27  C26  120.53  3.000
 EOJ  H13  C12  C17  120.65  3.000
 EOJ  H13  C12  C13  118.28  3.000
 EOJ  C17  C12  C13  121.07  3.000
 EOJ  H14  C30  C31  120.24  3.000
 EOJ  H14  C30  C29  120.59  3.000
 EOJ  C31  C30  C29  119.17  3.000
 EOJ  C22  C16  C17  124.74  3.000
 EOJ  C17  C16  C15  119.30  3.000
 EOJ  C22  C16  C15  115.96  3.000
 EOJ  N21  C14  C15  123.78  3.000
 EOJ  N21  C14  C13  115.34  3.000
 EOJ  C15  C14  C13  120.87  3.000
 EOJ  CL3  C31  C30  119.46  3.000
 EOJ  CL3  C31  C26  119.28  3.000
 EOJ  C30  C31  C26  121.26  3.000
 EOJ  N21  C25  N24  108.97  3.000
 EOJ  N21  C25  C26  127.12  3.000
 EOJ  N24  C25  C26  123.90  3.000
 EOJ  N18  C19  C34  121.11  3.000
 EOJ  C34  C19  C20  118.64  3.000
 EOJ  N18  C19  C20  120.26  3.000
 EOJ  H16  C9   H15  106.95  3.000
 EOJ  H16  C9   C3   110.22  3.000
 EOJ  H15  C9   C3   110.07  3.000
 EOJ  H16  C9   C2   110.09  3.000
 EOJ  H15  C9   C2   110.15  3.000
 EOJ  C3   C9   C2   109.34  3.000
 EOJ  H18  C11  H17  107.08  3.000
 EOJ  H18  C11  C7   110.08  3.000
 EOJ  H17  C11  C7   110.19  3.000
 EOJ  H18  C11  C5   110.40  3.000
 EOJ  H17  C11  C5   109.23  3.000
 EOJ  C7   C11  C5   109.81  3.000
 EOJ  H20  C1   H19  107.09  3.000
 EOJ  H20  C1   C2   110.21  3.000
 EOJ  H19  C1   C2   110.04  3.000
 EOJ  H20  C1   C5   109.19  3.000
 EOJ  H19  C1   C5   110.47  3.000
 EOJ  C2   C1   C5   109.80  3.000
 EOJ  H21  C2   C1   108.77  3.000
 EOJ  H21  C2   C9   109.68  3.000
 EOJ  C1   C2   C9   109.59  3.000
 EOJ  H21  C2   C6   109.71  3.000
 EOJ  C1   C2   C6   109.55  3.000
 EOJ  C9   C2   C6   109.53  3.000
 EOJ  H22  C3   C9   109.80  3.000
 EOJ  H22  C3   C8   109.85  3.000
 EOJ  C9   C3   C8   109.47  3.000
 EOJ  H22  C3   C4   108.89  3.000
 EOJ  C8   C3   C4   109.44  3.000
 EOJ  C9   C3   C4   109.38  3.000
 EOJ  H25  C34  H24  109.21  3.000
 EOJ  H25  C34  H23  106.99  3.000
 EOJ  H24  C34  H23  108.96  3.000
 EOJ  H25  C34  C19  110.82  3.000
 EOJ  H24  C34  C19  110.30  3.000
 EOJ  H23  C34  C19  110.48  3.000
 EOJ  N23  N24  C25  109.16  3.000
 EOJ  N24  N23  C20  107.23  3.000
 EOJ  C19  N18  C13  119.75  3.000
 EOJ  C25  N21  C14  134.78  3.000
 EOJ  C14  N21  C20  120.73  3.000
 EOJ  C25  N21  C20  104.46  3.000
 EOJ  H26  N10  C22  118.22  3.000
 EOJ  H26  N10  C5   115.11  3.000
 EOJ  C22  N10  C5   126.55  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
 EOJ  CONST_01  C16  C15  C14  C13    0.00   0.0  0
 EOJ  CONST_02  C25  N21  C14  C13  180.00   0.0  0
 EOJ  CONST_03  C20  N21  C14  C13    0.00   0.0  0
 EOJ  CONST_04  C16  C17  C12  C13    0.00   0.0  0
 EOJ  CONST_05  C20  C19  N18  C13    0.00   0.0  0
 EOJ  CONST_06  C12  C17  C16  C15    0.00   0.0  0
 EOJ  CONST_07  C25  N21  C14  C15    0.00   0.0  0
 EOJ  CONST_08  C20  N21  C14  C15  180.00   0.0  0
 EOJ  CONST_09  C12  C13  C14  C15    0.00   0.0  0
 EOJ  CONST_10  N18  C13  C14  C15  180.00   0.0  0
 EOJ  CONST_11  C14  C15  C16  C17    0.00   0.0  0
 EOJ  CONST_12  C14  C13  C12  C17    0.00   0.0  0
 EOJ  CONST_13  N18  C13  C12  C17  180.00   0.0  0
 EOJ  CONST_14  C26  C25  N21  C20  180.00   0.0  0
 EOJ  CONST_15  N24  C25  N21  C20    0.00   0.0  0
 EOJ  CONST_16  C25  N24  N23  C20    0.00   0.0  0
 EOJ  CONST_17  C29  C28  C27  C26    0.00   0.0  0
 EOJ  CONST_18  C29  C30  C31  C26    0.00   0.0  0
 EOJ  CONST_19  N23  N24  C25  C26  180.00   0.0  0
 EOJ  CONST_20  C14  N21  C25  C26    0.00   0.0  0
 EOJ  CONST_21  C31  C30  C29  C28    0.00   0.0  0
 EOJ  CONST_22  C31  C26  C27  C28    0.00   0.0  0
 EOJ  CONST_23  C25  C26  C27  C28  180.00   0.0  0
 EOJ  CONST_24  C30  C29  C28  C27    0.00   0.0  0
 EOJ  CONST_25  C30  C31  C26  C27    0.00   0.0  0
 EOJ  CONST_28  N21  C14  C13  C12  180.00   0.0  0
 EOJ  CONST_29  C19  N18  C13  C12  180.00   0.0  0
 EOJ  CONST_30  C25  C26  C31  C30  180.00   0.0  0
 EOJ  CONST_31  N21  C14  C15  C16  180.00   0.0  0
 EOJ  CONST_32  N24  C25  N21  C14  180.00   0.0  0
 EOJ  CONST_33  N23  C20  N21  C14  180.00   0.0  0
 EOJ  CONST_34  C19  C20  N21  C14    0.00   0.0  0
 EOJ  CONST_35  C19  N18  C13  C14    0.00   0.0  0
 EOJ  CONST_38  N23  C20  N21  C25    0.00   0.0  0
 EOJ  CONST_39  C19  C20  N21  C25  180.00   0.0  0
 EOJ  CONST_40  N24  N23  C20  C19  180.00   0.0  0
 EOJ  CONST_41  N21  C20  N23  N24    0.00   0.0  0
 EOJ  CONST_42  N21  C25  N24  N23    0.00   0.0  0
 EOJ  CONST_43  N18  C19  C20  N23  180.00   0.0  0
 EOJ  CONST_44  N21  C14  C13  N18    0.00   0.0  0
 EOJ  CONST_45  N21  C20  C19  N18    0.00   0.0  0
 EOJ  CONST_46  C34  C19  N18  C13  180.00   0.0  0
 EOJ  CONST_47  C14  C15  C16  C22  180.00   0.0  0
 EOJ  CONST_48  C12  C17  C16  C22  180.00   0.0  0
 EOJ  CONST_49  CL3  C31  C30  C29  180.00   0.0  0
 EOJ  CONST_50  CL3  C31  C26  C27  180.00   0.0  0
 EOJ  CONST_51  CL3  C31  C26  C25    0.00   0.0  0
 EOJ  CONST_52  N21  C20  C19  C34  180.00   0.0  0
 EOJ  CONST_53  N23  C20  C19  C34    0.00   0.0  0
 EOJ  CONST_54  H8   C15  C14  C13  180.00   0.0  0
 EOJ  CONST_55  H9   C17  C12  C13  180.00   0.0  0
 EOJ  CONST_56  H10  C28  C27  C26  180.00   0.0  0
 EOJ  CONST_57  H14  C30  C31  C26  180.00   0.0  0
 EOJ  CONST_58  H12  C27  C28  C29  180.00   0.0  0
 EOJ  CONST_59  H11  C29  C28  C27  180.00   0.0  0
 EOJ  CONST_60  H13  C12  C17  C16  180.00   0.0  0
 EOJ  CONST_61  C16  C22  N10  C5   180.00   0.0  0
 EOJ  CONST_62  O33  C22  N10  C5     0.00   0.0  0
 EOJ  CONST_63  H26  N10  C22  C16    0.00   0.0  0
 EOJ  Var_01    O33  C22  C16  C15    2.58  30.0  2
 EOJ  Var_02    H23  C34  C19  C20   62.69  30.0  2

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
 EOJ  chir_01  C5  C1   C4  N10  negativ
 EOJ  chir_02  C7  C11  C6  C8   negativ
 EOJ  chir_03  C2  C1   C6  C9   positiv
 EOJ  chir_04  C3  C4   C8  C9   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
 EOJ  plan-1  C26  0.020
 EOJ  plan-1  C28  0.020
 EOJ  plan-1  C29  0.020
 EOJ  plan-1  C27  0.020
 EOJ  plan-1  C30  0.020
 EOJ  plan-1  C31  0.020
 EOJ  plan-1  C25  0.020
 EOJ  plan-1  CL3  0.020
 EOJ  plan-1  H10  0.020
 EOJ  plan-1  H11  0.020
 EOJ  plan-1  H12  0.020
 EOJ  plan-1  H14  0.020
 EOJ  plan-2  C13  0.020
 EOJ  plan-2  C15  0.020
 EOJ  plan-2  C17  0.020
 EOJ  plan-2  C20  0.020
 EOJ  plan-2  C22  0.020
 EOJ  plan-2  C26  0.020
 EOJ  plan-2  C12  0.020
 EOJ  plan-2  C16  0.020
 EOJ  plan-2  C14  0.020
 EOJ  plan-2  C25  0.020
 EOJ  plan-2  C19  0.020
 EOJ  plan-2  C34  0.020
 EOJ  plan-2  N24  0.020
 EOJ  plan-2  N23  0.020
 EOJ  plan-2  N18  0.020
 EOJ  plan-2  N21  0.020
 EOJ  plan-2  H8   0.020
 EOJ  plan-2  H9   0.020
 EOJ  plan-2  H13  0.020
 EOJ  plan-3  C5   0.020
 EOJ  plan-3  C22  0.020
 EOJ  plan-3  C16  0.020
 EOJ  plan-3  N10  0.020
 EOJ  plan-3  O33  0.020
 EOJ  plan-3  H26  0.020

