# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 19:48:40 2020
#   Inital geometry file: a 132 line input string
#   Ligand name: [4-(2-chloro-4-nitrophenyl)piperazin-1-yl][3-(2-methoxyphenyl)-5-methyl-1,2-oxazol-4-yl]methanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccccc1c2noc(C)c2C(=O)N3CCN(CC3)c4ccc(cc4Cl)[N+]([O-])=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
 LGH  LGH  '[4-(2-chloro-4-nitrophenyl)piperazin-1-yl][3-(2-methoxyphenyl)-5-methyl-1,2-oxazol-4-yl]methanone'  ligand  53  32  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_LGH
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
 LGH  C1    C   CR16   0  -0.271   2.0237   2.0560  -2.3002
 LGH  C2    C   CR16   0  -0.236   1.7383   3.0626  -1.3913
 LGH  C3    C   CR16   0  -0.265   2.7628   0.9610  -1.8798
 LGH  C4    C   CR16   0  -0.339  -3.0253   0.8788  -1.1239
 LGH  C5    C   CR16   0  -0.252  -4.1746   1.6280  -0.9740
 LGH  C6    C   CR16   0  -0.383   2.1784   2.9807  -0.0770
 LGH  C7    C   CR16   0  -0.229  -4.2109   1.0670   1.3752
 LGH  C8    C   CR6    0  -0.106   3.2231   0.8602  -0.5716
 LGH  C9    C   CR5    0  -0.338   3.5723  -1.6960  -0.3853
 LGH  C10   C   CR6    0   0.434  -2.4308   0.2075  -0.0487
 LGH  C11   C   CR6    0   0.233  -4.7529   1.7283   0.2815
 LGH  C12   C   CR6    0   0.381   2.9208   1.8793   0.3452
 LGH  C13   C   CR6    0  -0.103  -3.0732   0.3099   1.2002
 LGH  C14   C   CR5    0   0.285   3.9649  -0.3423  -0.1695
 LGH  C15   C   CR5    0   0.452   4.6106  -2.4180   0.1104
 LGH  C17   C   CH2    0  -0.316  -0.0785  -0.1072   0.4835
 LGH  C18   C   CH2    0  -0.327  -0.9768  -1.0707  -1.5184
 LGH  C19   C   CH2    0  -0.308   0.8874  -1.2656   0.6276
 LGH  C20   C   CH2    0  -0.301  -0.0219  -2.2468  -1.3952
 LGH  C21   C   CH3    0  -0.751   4.8762  -3.8688   0.2164
 LGH  C22   C   CH3    0  -0.440   3.0068   2.6674   2.5819
 LGH  N23   N   N      0  -0.160   5.1281  -0.2872   0.4108
 LGH  N24   N   NT     0  -0.505  -1.2903  -0.5592  -0.1963
 LGH  N25   N   NT     0  -0.455   1.1723  -1.8546  -0.6684
 LGH  N26   N   N      1   0.327  -5.9515   2.5177   0.4602
 LGH  O27   O   O      0  -0.383  -6.4119   2.6131   1.5752
 LGH  O28   O   O      0  -0.476   2.5574  -2.9742  -2.0632
 LGH  O29   O   O     -1  -0.382  -6.4362   3.0444  -0.5151
 LGH  O30   O   O      0  -0.336   5.5230  -1.5776   0.5959
 LGH  O31   O   O2     0  -0.460   3.3512   1.7041   1.6034
 LGH  CL32  CL  CL     0  -0.084  -2.4991  -0.6098   2.5460
 LGH  H1    H   HCR6   0   0.260   1.6780   2.1198  -3.3225
 LGH  H2    H   HCR6   0   0.266   1.1629   3.9260  -1.6986
 LGH  H3    H   HCR6   0   0.264   2.9984   0.1733  -2.5852
 LGH  H5    H   HCR6   0   0.303  -4.5911   2.1409  -1.8282
 LGH  H6    H   HCR6   0   0.287   1.9313   3.7791   0.6085
 LGH  H7    H   HCR6   0   0.314  -4.6806   1.1139   2.3470
 LGH  H17   H   HCH2   0   0.268  -0.3076   0.2863   1.4707
 LGH  H17A  H   HCH2   0   0.252   0.3894   0.7011  -0.0929
 LGH  H18   H   HCH2   0   0.232  -0.5252  -0.3014  -2.1610
 LGH  H18A  H   HCH2   0   0.275  -1.8889  -1.4208  -2.0021
 LGH  H19   H   HCH2   0   0.277   1.7992  -0.9272   1.1127
 LGH  H19A  H   HCH2   0   0.260   0.4397  -2.0278   1.2742
 LGH  H20   H   HCH2   0   0.251  -0.5191  -3.0701  -0.8723
 LGH  H20A  H   HCH2   0   0.275   0.2509  -2.5945  -2.3880
 LGH  H21   H   HCH3   0   0.276   5.7279  -4.1536  -0.4028
 LGH  H21A  H   HCH3   0   0.274   5.1013  -4.1505   1.2449
 LGH  H21B  H   HCH3   0   0.267   4.0119  -4.4367  -0.1165
 LGH  H22   H   HCH3   0   0.263   3.4341   2.3182   3.5179
 LGH  H22A  H   HCH3   0   0.233   3.4230   3.6503   2.3495
 LGH  H22B  H   HCH3   0   0.231   1.9242   2.7596   2.7000
 LGH  C16   C   C      0   0.474   2.3905  -2.2351  -1.1019
 LGH  H4    H   HCR6   0   0.293  -2.5706   0.8287  -2.1031

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
 LGH  C2   C1    aromatic  1.386  0.020  1.386
 LGH  C3   C1    aromatic  1.386  0.020  1.386
 LGH  C1   H1    single    0.930  0.020  1.080
 LGH  C6   C2    aromatic  1.388  0.020  1.388
 LGH  C2   H2    single    0.930  0.020  1.080
 LGH  C8   C3    aromatic  1.390  0.020  1.390
 LGH  C3   H3    single    0.930  0.020  1.080
 LGH  C4   C10   aromatic  1.400  0.020  1.400
 LGH  C4   C5    aromatic  1.380  0.020  1.380
 LGH  C4   H4    single    0.930  0.020  1.080
 LGH  C5   C11   aromatic  1.386  0.020  1.386
 LGH  C5   H5    single    0.930  0.020  1.080
 LGH  C12  C6    aromatic  1.394  0.020  1.394
 LGH  C6   H6    single    0.930  0.020  1.080
 LGH  C13  C7    aromatic  1.378  0.020  1.378
 LGH  C11  C7    aromatic  1.388  0.020  1.388
 LGH  C7   H7    single    0.930  0.020  1.080
 LGH  C12  C8    aromatic  1.404  0.020  1.404
 LGH  C14  C8    single    1.469  0.020  1.469
 LGH  C16  C9    single    1.484  0.020  1.484
 LGH  C15  C9    aromatic  1.358  0.020  1.358
 LGH  C9   C14   aromatic  1.426  0.020  1.426
 LGH  N24  C10   single    1.382  0.020  1.382
 LGH  C10  C13   aromatic  1.408  0.020  1.408
 LGH  C11  N26   single    1.446  0.020  1.446
 LGH  O31  C12   single    1.341  0.020  1.341
 LGH  C13  CL32  single    1.728  0.020  1.728
 LGH  C14  N23   aromatic  1.301  0.020  1.301
 LGH  C21  C15   single    1.479  0.020  1.479
 LGH  C15  O30   aromatic  1.332  0.020  1.332
 LGH  O28  C16   double    1.224  0.020  1.224
 LGH  C16  N25   single    1.348  0.020  1.348
 LGH  C19  C17   single    1.515  0.020  1.515
 LGH  N24  C17   single    1.461  0.020  1.461
 LGH  C17  H17   single    0.970  0.020  1.090
 LGH  C17  H17A  single    0.970  0.020  1.090
 LGH  C20  C18   single    1.520  0.020  1.520
 LGH  C18  N24   single    1.452  0.020  1.452
 LGH  C18  H18   single    0.970  0.020  1.090
 LGH  C18  H18A  single    0.970  0.020  1.090
 LGH  N25  C19   single    1.452  0.020  1.452
 LGH  C19  H19   single    0.970  0.020  1.090
 LGH  C19  H19A  single    0.970  0.020  1.090
 LGH  C20  N25   single    1.452  0.020  1.452
 LGH  C20  H20   single    0.970  0.020  1.090
 LGH  C20  H20A  single    0.970  0.020  1.090
 LGH  C21  H21   single    0.970  0.020  1.090
 LGH  C21  H21A  single    0.970  0.020  1.090
 LGH  C21  H21B  single    0.970  0.020  1.090
 LGH  C22  O31   single    1.416  0.020  1.416
 LGH  C22  H22   single    0.970  0.020  1.090
 LGH  C22  H22A  single    0.970  0.020  1.090
 LGH  C22  H22B  single    0.970  0.020  1.090
 LGH  O30  N23   aromatic  1.362  0.020  1.362
 LGH  O27  N26   double    1.210  0.020  1.210
 LGH  N26  O29   single    1.210  0.020  1.210

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
 LGH  H1    C1   C3    120.26  3.000
 LGH  H1    C1   C2    120.77  3.000
 LGH  C3    C1   C2    118.98  3.000
 LGH  H2    C2   C6    118.97  3.000
 LGH  H2    C2   C1    120.18  3.000
 LGH  C6    C2   C1    120.85  3.000
 LGH  H3    C3   C8    119.21  3.000
 LGH  H3    C3   C1    119.52  3.000
 LGH  C8    C3   C1    121.27  3.000
 LGH  H4    C4   C10   119.66  3.000
 LGH  H4    C4   C5    118.30  3.000
 LGH  C10   C4   C5    122.04  3.000
 LGH  H5    C5   C11   121.41  3.000
 LGH  H5    C5   C4    119.54  3.000
 LGH  C11   C5   C4    119.03  3.000
 LGH  H6    C6   C12   120.88  3.000
 LGH  H6    C6   C2    118.97  3.000
 LGH  C12   C6   C2    120.15  3.000
 LGH  H7    C7   C13   119.81  3.000
 LGH  H7    C7   C11   121.21  3.000
 LGH  C13   C7   C11   118.95  3.000
 LGH  C14   C8   C12   121.62  3.000
 LGH  C14   C8   C3    118.94  3.000
 LGH  C12   C8   C3    119.38  3.000
 LGH  C16   C9   C15   126.30  3.000
 LGH  C15   C9   C14   103.83  3.000
 LGH  C16   C9   C14   129.60  3.000
 LGH  N24   C10  C13   120.76  3.000
 LGH  C13   C10  C4    116.90  3.000
 LGH  N24   C10  C4    122.30  3.000
 LGH  N26   C11  C7    119.09  3.000
 LGH  N26   C11  C5    119.82  3.000
 LGH  C7    C11  C5    121.08  3.000
 LGH  O31   C12  C8    116.66  3.000
 LGH  O31   C12  C6    123.94  3.000
 LGH  C8    C12  C6    119.38  3.000
 LGH  CL32  C13  C10   120.03  3.000
 LGH  CL32  C13  C7    117.89  3.000
 LGH  C10   C13  C7    121.96  3.000
 LGH  N23   C14  C9    110.72  3.000
 LGH  N23   C14  C8    122.60  3.000
 LGH  C9    C14  C8    126.64  3.000
 LGH  O30   C15  C21   118.02  3.000
 LGH  O30   C15  C9    108.73  3.000
 LGH  C21   C15  C9    133.24  3.000
 LGH  H17A  C17  H17   107.47  3.000
 LGH  H17A  C17  N24   109.70  3.000
 LGH  H17   C17  N24   111.09  3.000
 LGH  H17A  C17  C19   109.95  3.000
 LGH  H17   C17  C19   108.95  3.000
 LGH  N24   C17  C19   109.66  3.000
 LGH  H18A  C18  H18   108.00  3.000
 LGH  H18A  C18  N24   109.66  3.000
 LGH  H18   C18  N24   111.99  3.000
 LGH  H18A  C18  C20   108.25  3.000
 LGH  H18   C18  C20   109.31  3.000
 LGH  N24   C18  C20   109.54  3.000
 LGH  H19A  C19  H19   107.22  3.000
 LGH  H19A  C19  N25   108.96  3.000
 LGH  H19   C19  N25   111.11  3.000
 LGH  H19A  C19  C17   109.12  3.000
 LGH  H19   C19  C17   109.83  3.000
 LGH  N25   C19  C17   110.51  3.000
 LGH  H20A  C20  H20   108.05  3.000
 LGH  H20A  C20  N25   109.71  3.000
 LGH  H20   C20  N25   109.73  3.000
 LGH  H20A  C20  C18   109.35  3.000
 LGH  H20   C20  C18   109.59  3.000
 LGH  N25   C20  C18   110.38  3.000
 LGH  H21B  C21  H21A  108.56  3.000
 LGH  H21B  C21  H21   108.10  3.000
 LGH  H21A  C21  H21   107.87  3.000
 LGH  H21B  C21  C15   110.36  3.000
 LGH  H21A  C21  C15   111.00  3.000
 LGH  H21   C21  C15   110.84  3.000
 LGH  H22B  C22  H22A  108.94  3.000
 LGH  H22B  C22  H22   108.88  3.000
 LGH  H22A  C22  H22   108.82  3.000
 LGH  H22B  C22  O31   111.90  3.000
 LGH  H22A  C22  O31   111.87  3.000
 LGH  H22   C22  O31   106.32  3.000
 LGH  O30   N23  C14   106.24  3.000
 LGH  C18   N24  C17   110.71  3.000
 LGH  C18   N24  C10   118.09  3.000
 LGH  C17   N24  C10   117.58  3.000
 LGH  C20   N25  C19   113.27  3.000
 LGH  C20   N25  C16   120.40  3.000
 LGH  C19   N25  C16   125.38  3.000
 LGH  O29   N26  O27   123.79  3.000
 LGH  O29   N26  C11   118.04  3.000
 LGH  O27   N26  C11   118.17  3.000
 LGH  N23   O30  C15   110.46  3.000
 LGH  C22   O31  C12   118.78  3.000
 LGH  O28   C16  N25   123.12  3.000
 LGH  N25   C16  C9    117.52  3.000
 LGH  O28   C16  C9    119.35  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
 LGH  CONST_01  C12   C6   C2   C1      0.00   0.0  0
 LGH  CONST_02  C12   C8   C3   C1      0.00   0.0  0
 LGH  CONST_03  C14   C8   C3   C1    180.00   0.0  0
 LGH  CONST_04  C8    C3   C1   C2      0.00   0.0  0
 LGH  CONST_05  C8    C12  C6   C2      0.00   0.0  0
 LGH  CONST_06  C6    C2   C1   C3      0.00   0.0  0
 LGH  CONST_07  C6    C12  C8   C3      0.00   0.0  0
 LGH  CONST_10  C7    C13  C10  C4      0.00   0.0  0
 LGH  CONST_11  C7    C11  C5   C4      0.00   0.0  0
 LGH  CONST_12  C13   C10  C4   C5      0.00   0.0  0
 LGH  CONST_13  C13   C7   C11  C5      0.00   0.0  0
 LGH  CONST_14  C14   C8   C12  C6    180.00   0.0  0
 LGH  CONST_15  C15   C9   C14  C8    180.00   0.0  0
 LGH  CONST_16  O30   N23  C14  C8    180.00   0.0  0
 LGH  CONST_17  N23   O30  C15  C9      0.00   0.0  0
 LGH  CONST_19  O30   N23  C14  C9      0.00   0.0  0
 LGH  CONST_20  C11   C5   C4   C10     0.00   0.0  0
 LGH  CONST_21  C11   C7   C13  C10     0.00   0.0  0
 LGH  CONST_23  O30   C15  C9   C14     0.00   0.0  0
 LGH  CONST_24  C15   O30  N23  C14     0.00   0.0  0
 LGH  CONST_25  N23   C14  C9   C15     0.00   0.0  0
 LGH  CONST_26  N24   C10  C4   C5    180.00   0.0  0
 LGH  CONST_27  N24   C10  C13  C7    180.00   0.0  0
 LGH  CONST_28  O31   C12  C6   C2    180.00   0.0  0
 LGH  CONST_29  O31   C12  C8   C3    180.00   0.0  0
 LGH  CONST_30  CL32  C13  C10  C4    180.00   0.0  0
 LGH  CONST_31  N26   C11  C5   C4    180.00   0.0  0
 LGH  CONST_32  C16   C9   C14  C8      0.00   0.0  0
 LGH  CONST_33  CL32  C13  C7   C11   180.00   0.0  0
 LGH  CONST_34  N26   C11  C7   C13   180.00   0.0  0
 LGH  CONST_35  O31   C12  C8   C14     0.00   0.0  0
 LGH  CONST_36  C21   C15  C9   C14   180.00   0.0  0
 LGH  CONST_37  O30   C15  C9   C16   180.00   0.0  0
 LGH  CONST_38  N23   C14  C9   C16   180.00   0.0  0
 LGH  CONST_39  N23   O30  C15  C21   180.00   0.0  0
 LGH  CONST_40  CL32  C13  C10  N24     0.00   0.0  0
 LGH  CONST_42  C20   N25  C16  C9    180.00   0.0  0
 LGH  CONST_43  H6    C6   C2   C1    180.00   0.0  0
 LGH  CONST_44  H3    C3   C1   C2    180.00   0.0  0
 LGH  CONST_45  H2    C2   C1   C3    180.00   0.0  0
 LGH  CONST_46  H7    C7   C11  C5    180.00   0.0  0
 LGH  CONST_47  H1    C1   C2   C6    180.00   0.0  0
 LGH  CONST_48  H5    C5   C11  C7    180.00   0.0  0
 LGH  CONST_49  H4    C4   C5   C11   180.00   0.0  0
 LGH  CONST_51  O28   C16  N25  C20     0.00   0.0  0
 LGH  CONST_52  O27   N26  C11  C5    180.00   0.0  0
 LGH  CONST_53  O29   N26  C11  C5      0.00   0.0  0
 LGH  CONST_54  O27   N26  C11  C7      0.00   0.0  0
 LGH  CONST_55  O29   N26  C11  C7    180.00   0.0  0
 LGH  Var_01    C17   N24  C10  C4    114.76  30.0  2
 LGH  Var_02    C19   C17  N24  C10   159.98  30.0  1
 LGH  Var_03    C20   C18  N24  C10  -160.05  30.0  1
 LGH  Var_04    C20   N25  C19  C17   -54.16  30.0  1
 LGH  Var_05    C19   N25  C20  C18    54.30  30.0  1
 LGH  Var_06    N25   C19  C17  N24    55.78  30.0  1
 LGH  Var_07    N25   C20  C18  N24   -56.32  30.0  1
 LGH  Var_08    N25   C16  C9   C14   -57.98  30.0  2
 LGH  Var_09    H21   C21  C15  C9    114.72  30.0  2
 LGH  Var_10    H22   C22  O31  C12   178.72  30.0  3

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
 LGH  plan-1  C8    0.020
 LGH  plan-1  C9    0.020
 LGH  plan-1  C14   0.020
 LGH  plan-1  C15   0.020
 LGH  plan-1  C21   0.020
 LGH  plan-1  N23   0.020
 LGH  plan-1  O30   0.020
 LGH  plan-1  C16   0.020
 LGH  plan-2  C1    0.020
 LGH  plan-2  C2    0.020
 LGH  plan-2  C3    0.020
 LGH  plan-2  C6    0.020
 LGH  plan-2  C8    0.020
 LGH  plan-2  C12   0.020
 LGH  plan-2  C14   0.020
 LGH  plan-2  O31   0.020
 LGH  plan-2  H1    0.020
 LGH  plan-2  H2    0.020
 LGH  plan-2  H3    0.020
 LGH  plan-2  H6    0.020
 LGH  plan-3  C4    0.020
 LGH  plan-3  C5    0.020
 LGH  plan-3  C7    0.020
 LGH  plan-3  C10   0.020
 LGH  plan-3  C11   0.020
 LGH  plan-3  C13   0.020
 LGH  plan-3  N24   0.020
 LGH  plan-3  N26   0.020
 LGH  plan-3  CL32  0.020
 LGH  plan-3  H5    0.020
 LGH  plan-3  H7    0.020
 LGH  plan-3  H4    0.020
 LGH  plan-4  C9    0.020
 LGH  plan-4  C19   0.020
 LGH  plan-4  C20   0.020
 LGH  plan-4  N25   0.020
 LGH  plan-4  O28   0.020
 LGH  plan-4  C16   0.020
 LGH  plan-5  C11   0.020
 LGH  plan-5  N26   0.020
 LGH  plan-5  O27   0.020
 LGH  plan-5  O29   0.020

