# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jul 20 21:56:50 2021
#   Inital geometry file: a 87 line input string
#   Ligand name: 3-(3-methoxycarbonylphenyl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1cccc(c1)c2cccc(c2)C(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
 EFX  EFX  '3-(3-methoxycarbonylphenyl)benzoic acid'  ligand  31  19  .  2021-08-08  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_EFX
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
 EFX  C    C  C     0   0.536   95.6373  254.5596  5.0716
 EFX  O    O  OH1   0  -0.593   96.9213  254.7802  4.8299
 EFX  C1   C  CR6   0  -0.060   95.3216  253.1233  5.2791
 EFX  C10  C  CR16  0  -0.226   97.7292  247.5277  4.7083
 EFX  C11  C  CR16  0  -0.299   96.7488  248.5058  4.7768
 EFX  C12  C  CR16  0  -0.299   94.6503  250.4597  5.6666
 EFX  C13  C  CR16  0  -0.226   93.6699  251.4383  5.7298
 EFX  C14  C  CR16  0  -0.269   93.9995  252.7692  5.5376
 EFX  C2   C  CR16  0  -0.332   96.3021  252.1374  5.2134
 EFX  C3   C  CR6   0   0.113   95.9794  250.7961  5.4075
 EFX  C4   C  CR6   0   0.112   97.0235  249.7535  5.3376
 EFX  C5   C  CR16  0  -0.338   98.3046  249.9978  5.8272
 EFX  C6   C  CR6   0  -0.060   99.2929  249.0199  5.7573
 EFX  C7   C  C     0   0.599  100.6691  249.2514  6.2697
 EFX  C8   C  CH3   0  -0.424  102.1279  250.8087  7.2618
 EFX  C9   C  CR16  0  -0.269   99.0005  247.7792  5.1960
 EFX  O1   O  O     0  -0.437   94.8118  255.4397  5.1183
 EFX  O2   O  O2    0  -0.456  100.8351  250.4676  6.7603
 EFX  O3   O  O     0  -0.447  101.5432  248.4188  6.2372
 EFX  H11  H  HOH1  0   0.489   97.0771  255.7283  4.7054
 EFX  H6   H  HCR6  0   0.268   97.5000  246.5686  4.2637
 EFX  H7   H  HCR6  0   0.267   95.7660  248.2999  4.3721
 EFX  H8   H  HCR6  0   0.268   94.3781  249.4260  5.8394
 EFX  H9   H  HCR6  0   0.269   92.6457  251.1596  5.9371
 EFX  H10  H  HCR6  0   0.270   93.2324  253.5294  5.5879
 EFX  H    H  HCR6  0   0.270   97.3257  252.4051  4.9884
 EFX  H1   H  HCR6  0   0.267   98.5224  250.9552  6.2813
 EFX  H3   H  HCH3  0   0.255  102.0550  251.8400  7.5931
 EFX  H4   H  HCH3  0   0.242  102.4072  250.1768  8.1044
 EFX  H2   H  HCH3  0   0.242  102.8876  250.7299  6.4850
 EFX  H5   H  HCR6  0   0.267   99.7632  247.0149  5.1384

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
 EFX  O1   C    double    1.208  0.020  1.208
 EFX  C10  C11  aromatic  1.386  0.020  1.386
 EFX  C10  C9   aromatic  1.385  0.020  1.385
 EFX  C11  C4   aromatic  1.395  0.020  1.395
 EFX  C    C1   single    1.485  0.020  1.485
 EFX  C    O    single    1.325  0.020  1.325
 EFX  C9   C6   aromatic  1.393  0.020  1.393
 EFX  C14  C1   aromatic  1.393  0.020  1.393
 EFX  C14  C13  aromatic  1.385  0.020  1.385
 EFX  C1   C2   aromatic  1.392  0.020  1.392
 EFX  C13  C12  aromatic  1.387  0.020  1.387
 EFX  C2   C3   aromatic  1.393  0.020  1.393
 EFX  C3   C4   single    1.477  0.020  1.477
 EFX  C3   C12  aromatic  1.395  0.020  1.395
 EFX  C4   C5   aromatic  1.393  0.020  1.393
 EFX  C6   C5   aromatic  1.392  0.020  1.392
 EFX  C6   C7   single    1.487  0.020  1.487
 EFX  O3   C7   double    1.208  0.020  1.208
 EFX  C7   O2   single    1.322  0.020  1.322
 EFX  O2   C8   single    1.428  0.020  1.428
 EFX  O    H11  single    0.850  0.020  0.980
 EFX  C10  H6   single    0.930  0.020  1.080
 EFX  C11  H7   single    0.930  0.020  1.080
 EFX  C12  H8   single    0.930  0.020  1.080
 EFX  C13  H9   single    0.930  0.020  1.080
 EFX  C14  H10  single    0.930  0.020  1.080
 EFX  C2   H    single    0.930  0.020  1.080
 EFX  C5   H1   single    0.930  0.020  1.080
 EFX  C8   H3   single    0.970  0.020  1.090
 EFX  C8   H4   single    0.970  0.020  1.090
 EFX  C8   H2   single    0.970  0.020  1.090
 EFX  C9   H5   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
 EFX  O1   C    C1   123.65  3.000
 EFX  C1   C    O    113.11  3.000
 EFX  O1   C    O    123.24  3.000
 EFX  H11  O    C    110.01  3.000
 EFX  C2   C1   C14  119.82  3.000
 EFX  C2   C1   C    121.91  3.000
 EFX  C14  C1   C    118.27  3.000
 EFX  H6   C10  C9   120.02  3.000
 EFX  H6   C10  C11  119.74  3.000
 EFX  C9   C10  C11  120.24  3.000
 EFX  H7   C11  C4   119.93  3.000
 EFX  H7   C11  C10  119.29  3.000
 EFX  C4   C11  C10  120.76  3.000
 EFX  H8   C12  C3   119.95  3.000
 EFX  H8   C12  C13  119.25  3.000
 EFX  C3   C12  C13  120.78  3.000
 EFX  H9   C13  C14  119.98  3.000
 EFX  H9   C13  C12  119.77  3.000
 EFX  C14  C13  C12  120.25  3.000
 EFX  H10  C14  C13  120.04  3.000
 EFX  H10  C14  C1   120.22  3.000
 EFX  C13  C14  C1   119.74  3.000
 EFX  H    C2   C3   119.11  3.000
 EFX  H    C2   C1   120.07  3.000
 EFX  C3   C2   C1   120.80  3.000
 EFX  C4   C3   C2   120.61  3.000
 EFX  C4   C3   C12  120.79  3.000
 EFX  C2   C3   C12  118.60  3.000
 EFX  C5   C4   C3   120.64  3.000
 EFX  C5   C4   C11  118.63  3.000
 EFX  C3   C4   C11  120.73  3.000
 EFX  H1   C5   C6   119.99  3.000
 EFX  H1   C5   C4   119.20  3.000
 EFX  C6   C5   C4   120.80  3.000
 EFX  C9   C6   C7   118.16  3.000
 EFX  C7   C6   C5   122.04  3.000
 EFX  C9   C6   C5   119.80  3.000
 EFX  O3   C7   O2   123.60  3.000
 EFX  O2   C7   C6   112.80  3.000
 EFX  O3   C7   C6   123.60  3.000
 EFX  H2   C8   H4   109.31  3.000
 EFX  H2   C8   H3   109.46  3.000
 EFX  H4   C8   H3   109.40  3.000
 EFX  H2   C8   O2   111.33  3.000
 EFX  H4   C8   O2   111.41  3.000
 EFX  H3   C8   O2   105.86  3.000
 EFX  H5   C9   C6   120.20  3.000
 EFX  H5   C9   C10  120.03  3.000
 EFX  C6   C9   C10  119.76  3.000
 EFX  C8   O2   C7   117.64  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
 EFX  CONST_01  C12  C13  C14  C1      0.00   0.0  0
 EFX  CONST_02  C4   C3   C2   C1    180.00   0.0  0
 EFX  CONST_03  C12  C3   C2   C1      0.00   0.0  0
 EFX  CONST_04  C3   C4   C11  C10   180.00   0.0  0
 EFX  CONST_05  C5   C4   C11  C10     0.00   0.0  0
 EFX  CONST_06  C5   C6   C9   C10     0.00   0.0  0
 EFX  CONST_07  C6   C9   C10  C11     0.00   0.0  0
 EFX  CONST_10  C6   C5   C4   C11     0.00   0.0  0
 EFX  CONST_12  C2   C1   C14  C13     0.00   0.0  0
 EFX  CONST_13  C2   C3   C12  C13     0.00   0.0  0
 EFX  CONST_14  C4   C3   C12  C13   180.00   0.0  0
 EFX  CONST_15  C3   C2   C1   C14     0.00   0.0  0
 EFX  CONST_16  C3   C12  C13  C14     0.00   0.0  0
 EFX  CONST_18  C6   C5   C4   C3    180.00   0.0  0
 EFX  CONST_19  C9   C10  C11  C4      0.00   0.0  0
 EFX  CONST_20  C9   C6   C5   C4      0.00   0.0  0
 EFX  CONST_21  C13  C14  C1   C     180.00   0.0  0
 EFX  CONST_22  C3   C2   C1   C     180.00   0.0  0
 EFX  CONST_23  C7   C6   C9   C10   180.00   0.0  0
 EFX  CONST_24  C7   C6   C5   C4    180.00   0.0  0
 EFX  CONST_25  H9   C13  C14  C1    180.00   0.0  0
 EFX  CONST_26  H5   C9   C10  C11   180.00   0.0  0
 EFX  CONST_27  H1   C5   C4   C11   180.00   0.0  0
 EFX  CONST_28  H10  C14  C13  C12   180.00   0.0  0
 EFX  CONST_29  H    C2   C3   C12   180.00   0.0  0
 EFX  CONST_30  H8   C12  C13  C14   180.00   0.0  0
 EFX  CONST_31  H7   C11  C4   C3      0.00   0.0  0
 EFX  CONST_32  H6   C10  C11  C4    180.00   0.0  0
 EFX  CONST_33  H11  O    C    C1    180.00   0.0  0
 EFX  Var_01    C14  C1   C    O    -179.82  30.0  2
 EFX  Var_02    O3   C7   C6   C5    179.14  30.0  2
 EFX  Var_03    H3   C8   O2   C7    178.89  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
 EFX  plan-1  C10  0.020
 EFX  plan-1  C11  0.020
 EFX  plan-1  C3   0.020
 EFX  plan-1  C4   0.020
 EFX  plan-1  C5   0.020
 EFX  plan-1  C6   0.020
 EFX  plan-1  C7   0.020
 EFX  plan-1  C9   0.020
 EFX  plan-1  H6   0.020
 EFX  plan-1  H7   0.020
 EFX  plan-1  H1   0.020
 EFX  plan-1  H5   0.020
 EFX  plan-2  C    0.020
 EFX  plan-2  C1   0.020
 EFX  plan-2  C12  0.020
 EFX  plan-2  C13  0.020
 EFX  plan-2  C14  0.020
 EFX  plan-2  C2   0.020
 EFX  plan-2  C3   0.020
 EFX  plan-2  C4   0.020
 EFX  plan-2  H8   0.020
 EFX  plan-2  H9   0.020
 EFX  plan-2  H10  0.020
 EFX  plan-2  H    0.020
 EFX  plan-3  C    0.020
 EFX  plan-3  O    0.020
 EFX  plan-3  C1   0.020
 EFX  plan-3  O1   0.020
 EFX  plan-3  H11  0.020
 EFX  plan-4  C6   0.020
 EFX  plan-4  C7   0.020
 EFX  plan-4  O2   0.020
 EFX  plan-4  O3   0.020

