# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 11 12:27:28 2022
#   Inital geometry file: a 112 line input string
#   Ligand name: 3-oxidanyl-2-[3,5,6-tris(chloranyl)-4-[(4-chlorophenyl)methylamino]pyridin-2-yl]carbonyl-cyclohex-2-en-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC1=C(C(=O)CCC1)C(=O)c2nc(Cl)c(Cl)c(NCc3ccc(Cl)cc3)c2Cl
#
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
 G0X  G0X  3-oxidanyl-2-[3,5,6-tris(chloranyl)-4-[(4-chlorophenyl)methylamino]pyridin-2-yl]carbonyl-cyclohex-2-en-1-one  ligand  42  28  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_G0X
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
 G0X  C10  C   CR6   0   0.146   0.6608  -1.4138  85.4856
 G0X  C13  C   CR6   0  -0.214   0.3344  -3.4259  83.7457
 G0X  C20  C   CR6   0   0.079  -4.1645  -3.5382  83.1429
 G0X  C21  C   CR16  0  -0.301  -5.3058  -4.2800  83.4199
 G0X  C22  C   CR16  0  -0.194  -6.0977  -4.7853  82.3972
 G0X  C24  C   CR16  0  -0.196  -4.5928  -3.8121  80.7796
 G0X  C1   C   CH2   0  -0.551   5.5656  -5.7058  82.8203
 G0X  C2   C   CH2   0  -0.470   4.8938  -6.7873  83.6489
 G0X  C3   C   CH2   0  -0.569   4.3321  -6.1910  84.9276
 G0X  C4   C   C     0   0.384   3.3899  -5.0401  84.6741
 G0X  C5   C   C     0  -0.347   3.6006  -4.2557  83.4545
 G0X  C6   C   C     0   0.469   4.6569  -4.5492  82.5984
 G0X  C8   C   CR6   0   0.221   1.5419  -2.8029  83.9486
 G0X  C9   C   C     0   0.386   2.7482  -3.1445  83.1175
 G0X  C11  C   CR6   0  -0.145  -0.5981  -1.9915  85.3932
 G0X  C12  C   CR6   0   0.665  -0.8170  -3.0178  84.4518
 G0X  C19  C   CH2   0  -0.344  -3.3200  -2.9840  84.2589
 G0X  C23  C   CR6   0  -0.049  -5.7325  -4.5438  81.0840
 G0X  C25  C   CR16  0  -0.285  -3.8156  -3.3153  81.8126
 G0X  N7   N   N     0  -0.422   1.6990  -1.7826  84.7777
 G0X  N17  N   NH1   0  -0.683  -2.0056  -3.6205  84.2444
 G0X  O14  O   OH1   0  -0.553   4.9202  -3.8314  81.5523
 G0X  O27  O   O     0  -0.450   2.9553  -2.4182  82.1432
 G0X  CL1  CL  CL    0  -0.084   0.2348  -4.7185  82.6069
 G0X  CL2  CL  CL    0  -0.070   0.9290  -0.1329  86.6090
 G0X  CL3  CL  CL    0  -0.061  -1.8341  -1.5292  86.4947
 G0X  CL4  CL  CL    0  -0.126  -6.7151  -5.1629  79.7977
 G0X  H1   H   HCR6  0   0.267  -5.5894  -4.4693  84.4479
 G0X  H2   H   HCR6  0   0.280  -6.9850  -5.3598  82.6265
 G0X  H3   H   HCR6  0   0.280  -4.3161  -3.6278  79.7503
 G0X  H4   H   HCH2  0   0.293   5.9043  -6.0824  81.8538
 G0X  H5   H   HCH2  0   0.293   6.4558  -5.3304  83.3393
 G0X  H6   H   HCH2  0   0.250   4.0941  -7.2515  83.0673
 G0X  H7   H   HCH2  0   0.266   5.6135  -7.5712  83.8820
 G0X  H8   H   HCH2  0   0.277   3.8139  -6.9382  85.5294
 G0X  H9   H   HCH2  0   0.274   5.1528  -5.8043  85.5439
 G0X  H12  H   HCH2  0   0.273  -3.2055  -1.9087  84.1183
 G0X  H13  H   HCH2  0   0.262  -3.8260  -3.1399  85.2124
 G0X  H14  H   HCR6  0   0.268  -2.9295  -2.7391  81.5738
 G0X  H15  H   HNH1  0   0.399  -1.9672  -4.4665  83.6971
 G0X  H16  H   HOH1  0   0.494   4.2555  -3.0815  81.5140
 G0X  O28  O   O     0  -0.415   2.5187  -4.7566  85.4752

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
 G0X  CL4  C23  single    1.733  0.020  1.733
 G0X  C24  C23  aromatic  1.388  0.020  1.388
 G0X  C24  C25  aromatic  1.385  0.020  1.385
 G0X  C23  C22  aromatic  1.384  0.020  1.384
 G0X  O14  C6   single    1.296  0.020  1.296
 G0X  C25  C20  aromatic  1.393  0.020  1.393
 G0X  O27  C9   double    1.233  0.020  1.233
 G0X  CL1  C13  single    1.726  0.020  1.726
 G0X  C22  C21  aromatic  1.389  0.020  1.389
 G0X  C6   C5   double    1.391  0.020  1.391
 G0X  C6   C1   single    1.487  0.020  1.487
 G0X  C9   C5   single    1.440  0.020  1.440
 G0X  C9   C8   single    1.504  0.020  1.504
 G0X  C20  C21  aromatic  1.389  0.020  1.389
 G0X  C20  C19  single    1.505  0.020  1.505
 G0X  C5   C4   single    1.465  0.020  1.465
 G0X  C1   C2   single    1.519  0.020  1.519
 G0X  C13  C8   aromatic  1.374  0.020  1.374
 G0X  C13  C12  aromatic  1.411  0.020  1.411
 G0X  C8   N7   aromatic  1.324  0.020  1.324
 G0X  C19  N17  single    1.460  0.020  1.460
 G0X  N17  C12  single    1.349  0.020  1.349
 G0X  C2   C3   single    1.519  0.020  1.519
 G0X  C12  C11  aromatic  1.410  0.020  1.410
 G0X  C4   O28  double    1.217  0.020  1.217
 G0X  C4   C3   single    1.509  0.020  1.509
 G0X  N7   C10  aromatic  1.310  0.020  1.310
 G0X  C11  C10  aromatic  1.388  0.020  1.388
 G0X  C11  CL3  single    1.719  0.020  1.719
 G0X  C10  CL2  single    1.725  0.020  1.725
 G0X  C21  H1   single    0.930  0.020  1.080
 G0X  C22  H2   single    0.930  0.020  1.080
 G0X  C24  H3   single    0.930  0.020  1.080
 G0X  C1   H4   single    0.970  0.020  1.090
 G0X  C1   H5   single    0.970  0.020  1.090
 G0X  C2   H6   single    0.970  0.020  1.090
 G0X  C2   H7   single    0.970  0.020  1.090
 G0X  C3   H8   single    0.970  0.020  1.090
 G0X  C3   H9   single    0.970  0.020  1.090
 G0X  C19  H12  single    0.970  0.020  1.090
 G0X  C19  H13  single    0.970  0.020  1.090
 G0X  C25  H14  single    0.930  0.020  1.080
 G0X  N17  H15  single    0.890  0.020  1.040
 G0X  O14  H16  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
 G0X  CL2  C10  N7   115.97  3.000
 G0X  CL2  C10  C11  119.56  3.000
 G0X  N7   C10  C11  124.46  3.000
 G0X  CL1  C13  C12  119.99  3.000
 G0X  C12  C13  C8   120.81  3.000
 G0X  CL1  C13  C8   119.20  3.000
 G0X  C25  C20  C19  120.56  3.000
 G0X  C19  C20  C21  120.65  3.000
 G0X  C25  C20  C21  118.79  3.000
 G0X  H1   C21  C22  119.08  3.000
 G0X  H1   C21  C20  119.85  3.000
 G0X  C22  C21  C20  121.07  3.000
 G0X  H2   C22  C23  120.68  3.000
 G0X  H2   C22  C21  120.33  3.000
 G0X  C23  C22  C21  118.99  3.000
 G0X  H3   C24  C25  120.34  3.000
 G0X  H3   C24  C23  120.56  3.000
 G0X  C25  C24  C23  119.10  3.000
 G0X  H5   C1   H4   106.58  3.000
 G0X  H5   C1   C6   107.48  3.000
 G0X  H4   C1   C6   109.01  3.000
 G0X  H5   C1   C2   110.16  3.000
 G0X  H4   C1   C2   112.00  3.000
 G0X  C6   C1   C2   111.39  3.000
 G0X  H7   C2   H6   106.97  3.000
 G0X  H7   C2   C3   110.29  3.000
 G0X  H6   C2   C3   110.15  3.000
 G0X  H7   C2   C1   109.68  3.000
 G0X  H6   C2   C1   109.63  3.000
 G0X  C3   C2   C1   110.08  3.000
 G0X  H9   C3   H8   106.68  3.000
 G0X  H9   C3   C4   107.03  3.000
 G0X  H8   C3   C4   108.58  3.000
 G0X  H9   C3   C2   109.56  3.000
 G0X  H8   C3   C2   111.80  3.000
 G0X  C4   C3   C2   112.89  3.000
 G0X  O28  C4   C5   121.74  3.000
 G0X  O28  C4   C3   120.94  3.000
 G0X  C5   C4   C3   117.28  3.000
 G0X  C9   C5   C6   117.91  3.000
 G0X  C9   C5   C4   121.51  3.000
 G0X  C6   C5   C4   120.56  3.000
 G0X  O14  C6   C5   122.30  3.000
 G0X  C5   C6   C1   122.42  3.000
 G0X  O14  C6   C1   115.28  3.000
 G0X  N7   C8   C9   115.20  3.000
 G0X  N7   C8   C13  123.11  3.000
 G0X  C9   C8   C13  121.35  3.000
 G0X  O27  C9   C8   115.95  3.000
 G0X  C8   C9   C5   121.36  3.000
 G0X  O27  C9   C5   122.68  3.000
 G0X  CL3  C11  C12  120.80  3.000
 G0X  CL3  C11  C10  119.84  3.000
 G0X  C12  C11  C10  119.22  3.000
 G0X  N17  C12  C11  124.39  3.000
 G0X  C11  C12  C13  114.71  3.000
 G0X  N17  C12  C13  120.86  3.000
 G0X  H13  C19  H12  107.60  3.000
 G0X  H13  C19  N17  111.35  3.000
 G0X  H12  C19  N17  109.51  3.000
 G0X  H13  C19  C20  109.59  3.000
 G0X  H12  C19  C20  109.05  3.000
 G0X  N17  C19  C20  109.70  3.000
 G0X  CL4  C23  C24  119.41  3.000
 G0X  C24  C23  C22  121.11  3.000
 G0X  CL4  C23  C22  119.49  3.000
 G0X  H14  C25  C24  119.03  3.000
 G0X  H14  C25  C20  120.02  3.000
 G0X  C24  C25  C20  120.95  3.000
 G0X  C8   N7   C10  117.48  3.000
 G0X  H15  N17  C19  113.91  3.000
 G0X  H15  N17  C12  115.14  3.000
 G0X  C19  N17  C12  126.65  3.000
 G0X  H16  O14  C6   108.09  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
 G0X  CONST_01  C13  C8   N7   C10    0.00   0.0  0
 G0X  CONST_02  C13  C12  C11  C10    0.00   0.0  0
 G0X  CONST_03  C23  C24  C25  C20    0.00   0.0  0
 G0X  CONST_04  C23  C22  C21  C20    0.00   0.0  0
 G0X  CONST_05  C24  C23  C22  C21    0.00   0.0  0
 G0X  CONST_06  C24  C25  C20  C21    0.00   0.0  0
 G0X  CONST_07  C25  C24  C23  C22    0.00   0.0  0
 G0X  CONST_08  C25  C20  C21  C22    0.00   0.0  0
 G0X  CONST_09  C11  C12  C13  C8     0.00   0.0  0
 G0X  CONST_10  C11  C10  N7   C8     0.00   0.0  0
 G0X  CONST_11  N7   C8   C13  C12    0.00   0.0  0
 G0X  CONST_12  N7   C10  C11  C12    0.00   0.0  0
 G0X  CONST_13  C9   C8   N7   C10  180.00   0.0  0
 G0X  CONST_14  N17  C12  C11  C10  180.00   0.0  0
 G0X  CONST_15  CL3  C11  C12  C13  180.00   0.0  0
 G0X  CONST_16  CL4  C23  C22  C21  180.00   0.0  0
 G0X  CONST_17  C19  C20  C21  C22  180.00   0.0  0
 G0X  CONST_18  C19  C20  C25  C24  180.00   0.0  0
 G0X  CONST_19  N17  C12  C13  C8   180.00   0.0  0
 G0X  CONST_20  CL2  C10  N7   C8   180.00   0.0  0
 G0X  CONST_21  C12  C13  C8   C9   180.00   0.0  0
 G0X  CONST_22  CL1  C13  C12  C11  180.00   0.0  0
 G0X  CONST_23  CL2  C10  C11  C12  180.00   0.0  0
 G0X  CONST_24  CL4  C23  C24  C25  180.00   0.0  0
 G0X  CONST_25  CL1  C13  C8   N7   180.00   0.0  0
 G0X  CONST_26  CL3  C11  C10  N7   180.00   0.0  0
 G0X  CONST_27  H3   C24  C25  C20  180.00   0.0  0
 G0X  CONST_28  H2   C22  C21  C20  180.00   0.0  0
 G0X  CONST_29  H14  C25  C20  C21  180.00   0.0  0
 G0X  CONST_30  H1   C21  C22  C23  180.00   0.0  0
 G0X  CONST_33  H15  N17  C12  C13    0.00   0.0  0
 G0X  Var_01    C4   C5   C6   C1     3.85  30.0  1
 G0X  Var_02    C4   C3   C2   C1    55.34  30.0  1
 G0X  Var_03    C5   C6   C1   C2    24.20  30.0  1
 G0X  Var_04    C5   C4   C3   C2   -28.12  30.0  1
 G0X  Var_05    C6   C1   C2   C3   -52.62  30.0  1
 G0X  Var_06    C6   C5   C4   C3    -1.93  30.0  1
 G0X  Var_07    C5   C9   C8   C13  -84.81  30.0  2
 G0X  Var_08    C8   C9   C5   C4    -4.62  30.0  2
 G0X  Var_09    C12  N17  C19  C20  139.20  30.0  3
 G0X  Var_10    N17  C19  C20  C21  114.58  30.0  2

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
 G0X  plan-1  C10  0.020
 G0X  plan-1  C13  0.020
 G0X  plan-1  C8   0.020
 G0X  plan-1  C9   0.020
 G0X  plan-1  C11  0.020
 G0X  plan-1  C12  0.020
 G0X  plan-1  N7   0.020
 G0X  plan-1  N17  0.020
 G0X  plan-1  CL1  0.020
 G0X  plan-1  CL2  0.020
 G0X  plan-1  CL3  0.020
 G0X  plan-2  C20  0.020
 G0X  plan-2  C21  0.020
 G0X  plan-2  C22  0.020
 G0X  plan-2  C24  0.020
 G0X  plan-2  C19  0.020
 G0X  plan-2  C23  0.020
 G0X  plan-2  C25  0.020
 G0X  plan-2  CL4  0.020
 G0X  plan-2  H1   0.020
 G0X  plan-2  H2   0.020
 G0X  plan-2  H3   0.020
 G0X  plan-2  H14  0.020
 G0X  plan-3  C12  0.020
 G0X  plan-3  C19  0.020
 G0X  plan-3  N17  0.020
 G0X  plan-3  H15  0.020
 G0X  plan-4  C3   0.020
 G0X  plan-4  C4   0.020
 G0X  plan-4  C5   0.020
 G0X  plan-4  O28  0.020
 G0X  plan-5  C5   0.020
 G0X  plan-5  C8   0.020
 G0X  plan-5  C9   0.020
 G0X  plan-5  O27  0.020

