# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 19:55:35 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: 3-[4-(3,4-dichlorophenyl)-5-phenyl-1,3-oxazol-2-yl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(c1)c2oc(c3ccccc3)c(n2)c4ccc(Cl)c(Cl)c4
#
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
 8S9  8S9  '3-[4-(3,4-dichlorophenyl)-5-phenyl-1,3-oxazol-2-yl]benzoic acid'  ligand  41  28  .  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_8S9
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
 8S9  C01   C   CR16  0  -0.277  -3.9064   1.8262  -0.0958
 8S9  C02   C   CR16  0  -0.226  -5.2873   1.7178  -0.1160
 8S9  C03   C   CR16  0  -0.257  -5.8972   0.4746  -0.0573
 8S9  C04   C   CR6   0  -0.059  -5.1150  -0.6771   0.0233
 8S9  C05   C   CR16  0  -0.302  -3.7307  -0.5718   0.0440
 8S9  C06   C   CR6   0  -0.013  -3.1193   0.6770  -0.0158
 8S9  C07   C   C     0   0.540  -5.7102  -2.0374   0.0911
 8S9  O01   O   O     0  -0.433  -5.0573  -3.0497   0.1672
 8S9  O02   O   OH1   0  -0.592  -7.0336  -2.0229   0.0617
 8S9  C08   C   CR5   0   0.374   0.2570   1.7218  -0.0286
 8S9  O03   O   O     0  -0.430  -1.0799   1.9502  -0.0661
 8S9  C09   C   CR5   0   0.542  -1.6671   0.7512   0.0071
 8S9  N01   N   N     0  -0.440  -0.8228  -0.2197   0.0937
 8S9  C10   C   CR5   0   0.125   0.4183   0.3723   0.0891
 8S9  C11   C   CR6   0  -0.015   3.9134  -2.0109   0.5130
 8S9  C12   C   CR16  0  -0.197   3.8698  -0.7440   1.0769
 8S9  C13   C   CR16  0  -0.315   2.7380   0.0383   0.9423
 8S9  C14   C   CR6   0   0.007   1.6328  -0.4287   0.2325
 8S9  C15   C   CR16  0  -0.263   1.6763  -1.7060  -0.3192
 8S9  C16   C   CR6   0   0.020   2.8096  -2.4903  -0.1835
 8S9  CL01  CL  CL    0  -0.094   2.8337  -4.0612  -0.8887
 8S9  C17   C   CR16  0  -0.256   2.8277   5.0752  -0.4245
 8S9  C18   C   CR16  0  -0.241   1.6432   5.1878   0.2916
 8S9  C19   C   CR16  0  -0.292   0.8009   4.0948   0.4265
 8S9  C20   C   CR6   0  -0.029   1.1391   2.8715  -0.1566
 8S9  C21   C   CR16  0  -0.304   2.3249   2.7686  -0.8863
 8S9  C22   C   CR16  0  -0.237   3.1653   3.8628  -1.0127
 8S9  H1    H   HCR6  0   0.271  -3.4519   2.8069  -0.1432
 8S9  H2    H   HCR6  0   0.276  -5.8940   2.6106  -0.1785
 8S9  H3    H   HCR6  0   0.277  -6.9760   0.4139  -0.0739
 8S9  H4    H   HCR6  0   0.271  -3.1198  -1.4624   0.1069
 8S9  H5    H   HOH1  0   0.490  -7.3758  -2.9282   0.1095
 8S9  H6    H   HCR6  0   0.293   4.7206  -0.3751   1.6328
 8S9  H7    H   HCR6  0   0.275   2.7175   1.0126   1.4115
 8S9  H8    H   HCR6  0   0.284   0.8252  -2.0914  -0.8643
 8S9  H9    H   HCR6  0   0.264   3.4827   5.9301  -0.5284
 8S9  H10   H   HCR6  0   0.264   1.3735   6.1295   0.7512
 8S9  H11   H   HCR6  0   0.261  -0.1136   4.1939   0.9969
 8S9  H12   H   HCR6  0   0.265   2.5848   1.8359  -1.3707
 8S9  H13   H   HCR6  0   0.265   4.0798   3.7710  -1.5836
 8S9  CL02  CL  CL    0  -0.092   5.3275  -2.9741   0.6930

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
 8S9  CL02  C11   single    1.720  0.020  1.720
 8S9  C12   C11   aromatic  1.387  0.020  1.387
 8S9  C12   C13   aromatic  1.382  0.020  1.382
 8S9  C11   C16   aromatic  1.390  0.020  1.390
 8S9  C13   C14   aromatic  1.394  0.020  1.394
 8S9  C16   CL01  single    1.722  0.020  1.722
 8S9  C16   C15   aromatic  1.385  0.020  1.385
 8S9  C14   C15   aromatic  1.392  0.020  1.392
 8S9  C14   C10   single    1.462  0.020  1.462
 8S9  C21   C22   aromatic  1.385  0.020  1.385
 8S9  C21   C20   aromatic  1.396  0.020  1.396
 8S9  C10   N01   aromatic  1.375  0.020  1.375
 8S9  C10   C08   aromatic  1.364  0.020  1.364
 8S9  C22   C17   aromatic  1.389  0.020  1.389
 8S9  N01   C09   aromatic  1.290  0.020  1.290
 8S9  C08   C20   single    1.455  0.020  1.455
 8S9  C08   O03   aromatic  1.357  0.020  1.357
 8S9  C20   C19   aromatic  1.397  0.020  1.397
 8S9  C17   C18   aromatic  1.389  0.020  1.389
 8S9  C09   O03   aromatic  1.337  0.020  1.337
 8S9  C09   C06   single    1.454  0.020  1.454
 8S9  O01   C07   double    1.207  0.020  1.207
 8S9  C05   C06   aromatic  1.392  0.020  1.392
 8S9  C05   C04   aromatic  1.388  0.020  1.388
 8S9  C07   O02   single    1.324  0.020  1.324
 8S9  C07   C04   single    1.486  0.020  1.486
 8S9  C19   C18   aromatic  1.386  0.020  1.386
 8S9  C06   C01   aromatic  1.395  0.020  1.395
 8S9  C04   C03   aromatic  1.395  0.020  1.395
 8S9  C01   C02   aromatic  1.385  0.020  1.385
 8S9  C03   C02   aromatic  1.386  0.020  1.386
 8S9  C01   H1    single    0.930  0.020  1.080
 8S9  C02   H2    single    0.930  0.020  1.080
 8S9  C03   H3    single    0.930  0.020  1.080
 8S9  C05   H4    single    0.930  0.020  1.080
 8S9  O02   H5    single    0.850  0.020  0.980
 8S9  C12   H6    single    0.930  0.020  1.080
 8S9  C13   H7    single    0.930  0.020  1.080
 8S9  C15   H8    single    0.930  0.020  1.080
 8S9  C17   H9    single    0.930  0.020  1.080
 8S9  C18   H10   single    0.930  0.020  1.080
 8S9  C19   H11   single    0.930  0.020  1.080
 8S9  C21   H12   single    0.930  0.020  1.080
 8S9  C22   H13   single    0.930  0.020  1.080

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
 8S9  H1    C01  C06  120.81  3.000
 8S9  H1    C01  C02  119.28  3.000
 8S9  C06   C01  C02  119.92  3.000
 8S9  H2    C02  C03  119.75  3.000
 8S9  H2    C02  C01  119.71  3.000
 8S9  C03   C02  C01  120.54  3.000
 8S9  H3    C03  C04  120.96  3.000
 8S9  H3    C03  C02  119.27  3.000
 8S9  C04   C03  C02  119.77  3.000
 8S9  C07   C04  C05  117.90  3.000
 8S9  C07   C04  C03  122.27  3.000
 8S9  C05   C04  C03  119.83  3.000
 8S9  H4    C05  C06  119.54  3.000
 8S9  H4    C05  C04  120.10  3.000
 8S9  C06   C05  C04  120.36  3.000
 8S9  C09   C06  C05  118.94  3.000
 8S9  C05   C06  C01  119.58  3.000
 8S9  C09   C06  C01  121.48  3.000
 8S9  O02   C07  O01  123.46  3.000
 8S9  O02   C07  C04  112.91  3.000
 8S9  O01   C07  C04  123.63  3.000
 8S9  H5    O02  C07  109.99  3.000
 8S9  C20   C08  C10  135.86  3.000
 8S9  C20   C08  O03  117.52  3.000
 8S9  C10   C08  O03  106.58  3.000
 8S9  C09   O03  C08  106.28  3.000
 8S9  N01   C09  O03  113.03  3.000
 8S9  O03   C09  C06  118.91  3.000
 8S9  N01   C09  C06  128.05  3.000
 8S9  C10   N01  C09  105.46  3.000
 8S9  C14   C10  N01  120.91  3.000
 8S9  N01   C10  C08  108.63  3.000
 8S9  C14   C10  C08  130.44  3.000
 8S9  CL02  C11  C16  120.79  3.000
 8S9  C16   C11  C12  119.57  3.000
 8S9  CL02  C11  C12  119.64  3.000
 8S9  H6    C12  C13  120.09  3.000
 8S9  H6    C12  C11  119.72  3.000
 8S9  C13   C12  C11  120.19  3.000
 8S9  H7    C13  C14  120.50  3.000
 8S9  H7    C13  C12  118.88  3.000
 8S9  C14   C13  C12  120.61  3.000
 8S9  C15   C14  C13  118.97  3.000
 8S9  C15   C14  C10  119.33  3.000
 8S9  C13   C14  C10  121.67  3.000
 8S9  H8    C15  C16  119.44  3.000
 8S9  H8    C15  C14  120.14  3.000
 8S9  C16   C15  C14  120.42  3.000
 8S9  CL01  C16  C15  119.21  3.000
 8S9  C15   C16  C11  120.23  3.000
 8S9  CL01  C16  C11  120.56  3.000
 8S9  H9    C17  C22  120.12  3.000
 8S9  H9    C17  C18  120.12  3.000
 8S9  C22   C17  C18  119.76  3.000
 8S9  H10   C18  C19  119.56  3.000
 8S9  H10   C18  C17  120.14  3.000
 8S9  C19   C18  C17  120.30  3.000
 8S9  H11   C19  C20  120.31  3.000
 8S9  H11   C19  C18  119.50  3.000
 8S9  C20   C19  C18  120.18  3.000
 8S9  C21   C20  C19  119.24  3.000
 8S9  C19   C20  C08  120.57  3.000
 8S9  C21   C20  C08  120.18  3.000
 8S9  H12   C21  C22  119.60  3.000
 8S9  H12   C21  C20  120.08  3.000
 8S9  C22   C21  C20  120.31  3.000
 8S9  H13   C22  C21  119.59  3.000
 8S9  H13   C22  C17  120.18  3.000
 8S9  C21   C22  C17  120.22  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
 8S9  CONST_01  N01   C09  C06  C01   180.00   0.0  0
 8S9  CONST_02  O03   C09  C06  C01     0.00   0.0  0
 8S9  CONST_03  C04   C05  C06  C01     0.00   0.0  0
 8S9  CONST_04  C04   C03  C02  C01     0.00   0.0  0
 8S9  CONST_05  C09   C06  C01  C02   180.00   0.0  0
 8S9  CONST_06  C05   C06  C01  C02     0.00   0.0  0
 8S9  CONST_07  C05   C04  C03  C02     0.00   0.0  0
 8S9  CONST_08  C06   C05  C04  C03     0.00   0.0  0
 8S9  CONST_09  C06   C01  C02  C03     0.00   0.0  0
 8S9  CONST_10  C09   C06  C05  C04   180.00   0.0  0
 8S9  CONST_11  N01   C09  C06  C05     0.00   0.0  0
 8S9  CONST_12  O03   C09  C06  C05   180.00   0.0  0
 8S9  CONST_13  C10   N01  C09  C06   180.00   0.0  0
 8S9  CONST_14  C08   O03  C09  C06   180.00   0.0  0
 8S9  CONST_17  C09   N01  C10  C08     0.00   0.0  0
 8S9  CONST_18  C22   C21  C20  C08   180.00   0.0  0
 8S9  CONST_19  C18   C19  C20  C08   180.00   0.0  0
 8S9  CONST_20  N01   C09  O03  C08     0.00   0.0  0
 8S9  CONST_21  C14   C10  C08  O03   180.00   0.0  0
 8S9  CONST_22  N01   C10  C08  O03     0.00   0.0  0
 8S9  CONST_25  C10   N01  C09  O03     0.00   0.0  0
 8S9  CONST_26  C14   C10  N01  C09   180.00   0.0  0
 8S9  CONST_27  C10   C08  O03  C09     0.00   0.0  0
 8S9  CONST_28  C20   C08  O03  C09   180.00   0.0  0
 8S9  CONST_31  C20   C08  C10  N01   180.00   0.0  0
 8S9  CONST_32  C12   C13  C14  C10   180.00   0.0  0
 8S9  CONST_33  C16   C15  C14  C10   180.00   0.0  0
 8S9  CONST_36  C14   C13  C12  C11     0.00   0.0  0
 8S9  CONST_37  C14   C15  C16  C11     0.00   0.0  0
 8S9  CONST_38  C15   C16  C11  C12     0.00   0.0  0
 8S9  CONST_39  C15   C14  C13  C12     0.00   0.0  0
 8S9  CONST_40  C16   C11  C12  C13     0.00   0.0  0
 8S9  CONST_41  C16   C15  C14  C13     0.00   0.0  0
 8S9  CONST_42  C20   C08  C10  C14     0.00   0.0  0
 8S9  CONST_43  C20   C21  C22  C17     0.00   0.0  0
 8S9  CONST_44  C20   C19  C18  C17     0.00   0.0  0
 8S9  CONST_45  C21   C22  C17  C18     0.00   0.0  0
 8S9  CONST_46  C21   C20  C19  C18     0.00   0.0  0
 8S9  CONST_47  C22   C21  C20  C19     0.00   0.0  0
 8S9  CONST_48  C22   C17  C18  C19     0.00   0.0  0
 8S9  CONST_49  C07   C04  C03  C02   180.00   0.0  0
 8S9  CONST_50  C07   C04  C05  C06   180.00   0.0  0
 8S9  CONST_51  CL01  C16  C11  C12   180.00   0.0  0
 8S9  CONST_52  CL02  C11  C12  C13   180.00   0.0  0
 8S9  CONST_53  CL01  C16  C15  C14   180.00   0.0  0
 8S9  CONST_54  CL02  C11  C16  C15   180.00   0.0  0
 8S9  CONST_55  H4    C05  C06  C01   180.00   0.0  0
 8S9  CONST_56  H3    C03  C02  C01   180.00   0.0  0
 8S9  CONST_57  H1    C01  C02  C03   180.00   0.0  0
 8S9  CONST_58  H2    C02  C03  C04   180.00   0.0  0
 8S9  CONST_59  H12   C21  C20  C08     0.00   0.0  0
 8S9  CONST_60  H11   C19  C20  C08     0.00   0.0  0
 8S9  CONST_61  H7    C13  C14  C10     0.00   0.0  0
 8S9  CONST_62  H8    C15  C14  C10     0.00   0.0  0
 8S9  CONST_63  H6    C12  C13  C14   180.00   0.0  0
 8S9  CONST_64  H13   C22  C17  C18   180.00   0.0  0
 8S9  CONST_65  H9    C17  C18  C19   180.00   0.0  0
 8S9  CONST_66  H10   C18  C19  C20   180.00   0.0  0
 8S9  CONST_67  H5    O02  C07  C04   180.00   0.0  0
 8S9  Var_01    O01   C07  C04  C03  -179.67  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
 8S9  plan-1  C06   0.020
 8S9  plan-1  C08   0.020
 8S9  plan-1  O03   0.020
 8S9  plan-1  C09   0.020
 8S9  plan-1  N01   0.020
 8S9  plan-1  C10   0.020
 8S9  plan-1  C14   0.020
 8S9  plan-1  C20   0.020
 8S9  plan-2  C01   0.020
 8S9  plan-2  C02   0.020
 8S9  plan-2  C03   0.020
 8S9  plan-2  C04   0.020
 8S9  plan-2  C05   0.020
 8S9  plan-2  C06   0.020
 8S9  plan-2  C07   0.020
 8S9  plan-2  C09   0.020
 8S9  plan-2  H1    0.020
 8S9  plan-2  H2    0.020
 8S9  plan-2  H3    0.020
 8S9  plan-2  H4    0.020
 8S9  plan-3  C10   0.020
 8S9  plan-3  C11   0.020
 8S9  plan-3  C12   0.020
 8S9  plan-3  C13   0.020
 8S9  plan-3  C14   0.020
 8S9  plan-3  C15   0.020
 8S9  plan-3  C16   0.020
 8S9  plan-3  CL01  0.020
 8S9  plan-3  H6    0.020
 8S9  plan-3  H7    0.020
 8S9  plan-3  H8    0.020
 8S9  plan-3  CL02  0.020
 8S9  plan-4  C08   0.020
 8S9  plan-4  C17   0.020
 8S9  plan-4  C18   0.020
 8S9  plan-4  C19   0.020
 8S9  plan-4  C20   0.020
 8S9  plan-4  C21   0.020
 8S9  plan-4  C22   0.020
 8S9  plan-4  H9    0.020
 8S9  plan-4  H10   0.020
 8S9  plan-4  H11   0.020
 8S9  plan-4  H12   0.020
 8S9  plan-4  H13   0.020
 8S9  plan-5  C04   0.020
 8S9  plan-5  C07   0.020
 8S9  plan-5  O01   0.020
 8S9  plan-5  O02   0.020
 8S9  plan-5  H5    0.020

