# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 04:30:13 2020
#   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  30  19  .  2021-08-08  2021-08-08  
;
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   0.400   4.5976  -0.4134   0.8984
 EFX  O    O  OC    -1  -0.592   5.6761   0.2089   0.8930
 EFX  C1   C  CR6    0  -0.080   3.3819   0.3240   0.3465
 EFX  C10  C  CR16   0  -0.226  -1.5982  -2.3468  -0.6239
 EFX  C11  C  CR16   0  -0.302  -0.3739  -1.6985  -0.5764
 EFX  C12  C  CR16   0  -0.319   1.1392   1.6624  -0.6460
 EFX  C13  C  CR16   0  -0.230   2.3710   2.2984  -0.6033
 EFX  C14  C  CR16   0  -0.302   3.4863   1.6345  -0.1120
 EFX  C2   C  CR16   0  -0.358   2.1416  -0.3029   0.2968
 EFX  C3   C  CR6    0   0.107   1.0111   0.3478  -0.1960
 EFX  C4   C  CR6    0   0.111  -0.2931  -0.3448  -0.2442
 EFX  C5   C  CR16   0  -0.330  -1.4739   0.3359   0.0393
 EFX  C6   C  CR6    0  -0.062  -2.7068  -0.3081  -0.0097
 EFX  C7   C  C      0   0.598  -3.9200   0.4881   0.3109
 EFX  C8   C  CH3    0  -0.424  -6.2673   0.4522   0.4718
 EFX  C9   C  CR16   0  -0.283  -2.7690  -1.6596  -0.3442
 EFX  O1   O  O      0  -0.592   4.4065  -1.5750   1.3063
 EFX  O2   O  O2     0  -0.456  -5.0352  -0.2120   0.1909
 EFX  O3   O  O      0  -0.447  -3.8937   1.6495   0.6420
 EFX  H6   H  HCR6   0   0.267  -1.6411  -3.3948  -0.8885
 EFX  H7   H  HCR6   0   0.264   0.5272  -2.2475  -0.8194
 EFX  H8   H  HCR6   0   0.253   0.2812   2.1841  -1.0525
 EFX  H9   H  HCR6   0   0.252   2.4618   3.3151  -0.9642
 EFX  H10  H  HCR6   0   0.245   4.4451   2.1351  -0.0864
 EFX  H    H  HCR6   0   0.243   2.0581  -1.3163   0.6690
 EFX  H1   H  HCR6   0   0.261  -1.4336   1.3811   0.3176
 EFX  H3   H  HCH3   0   0.242  -6.3030   0.8036   1.5026
 EFX  H4   H  HCH3   0   0.241  -6.4279   1.2937  -0.2014
 EFX  H2   H  HCH3   0   0.255  -7.0459  -0.2881   0.3152
 EFX  H5   H  HCR6   0   0.266  -3.7146  -2.1810  -0.3910

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    deloc     1.246  0.020  1.246
 EFX  C10  C11  aromatic  1.386  0.020  1.386
 EFX  C10  C9   aromatic  1.386  0.020  1.386
 EFX  C11  C4   aromatic  1.396  0.020  1.396
 EFX  C    C1   single    1.525  0.020  1.525
 EFX  C    O    deloc     1.245  0.020  1.245
 EFX  C9   C6   aromatic  1.394  0.020  1.394
 EFX  C14  C1   aromatic  1.392  0.020  1.392
 EFX  C14  C13  aromatic  1.388  0.020  1.388
 EFX  C1   C2   aromatic  1.391  0.020  1.391
 EFX  C13  C12  aromatic  1.387  0.020  1.387
 EFX  C2   C3   aromatic  1.394  0.020  1.394
 EFX  C3   C4   single    1.477  0.020  1.477
 EFX  C3   C12  aromatic  1.395  0.020  1.395
 EFX  C4   C5   aromatic  1.392  0.020  1.392
 EFX  C6   C5   aromatic  1.392  0.020  1.392
 EFX  C6   C7   single    1.486  0.020  1.486
 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  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   116.55  3.000
 EFX  C1   C    O    116.56  3.000
 EFX  O1   C    O    126.88  3.000
 EFX  C2   C1   C14  118.65  3.000
 EFX  C2   C1   C    120.39  3.000
 EFX  C14  C1   C    120.96  3.000
 EFX  H6   C10  C9   119.75  3.000
 EFX  H6   C10  C11  119.76  3.000
 EFX  C9   C10  C11  120.48  3.000
 EFX  H7   C11  C4   119.79  3.000
 EFX  H7   C11  C10  119.36  3.000
 EFX  C4   C11  C10  120.84  3.000
 EFX  H8   C12  C3   120.13  3.000
 EFX  H8   C12  C13  119.61  3.000
 EFX  C3   C12  C13  120.24  3.000
 EFX  H9   C13  C14  119.99  3.000
 EFX  H9   C13  C12  119.66  3.000
 EFX  C14  C13  C12  120.35  3.000
 EFX  H10  C14  C13  119.95  3.000
 EFX  H10  C14  C1   119.62  3.000
 EFX  C13  C14  C1   120.44  3.000
 EFX  H    C2   C3   119.71  3.000
 EFX  H    C2   C1   118.58  3.000
 EFX  C3   C2   C1   121.70  3.000
 EFX  C4   C3   C2   120.57  3.000
 EFX  C4   C3   C12  120.80  3.000
 EFX  C2   C3   C12  118.63  3.000
 EFX  C5   C4   C3   120.86  3.000
 EFX  C5   C4   C11  118.26  3.000
 EFX  C3   C4   C11  120.88  3.000
 EFX  H1   C5   C6   119.27  3.000
 EFX  H1   C5   C4   119.53  3.000
 EFX  C6   C5   C4   121.19  3.000
 EFX  C9   C6   C7   122.33  3.000
 EFX  C7   C6   C5   117.88  3.000
 EFX  C9   C6   C5   119.78  3.000
 EFX  O3   C7   O2   123.52  3.000
 EFX  O2   C7   C6   112.67  3.000
 EFX  O3   C7   C6   123.81  3.000
 EFX  H2   C8   H4   109.38  3.000
 EFX  H2   C8   H3   109.44  3.000
 EFX  H4   C8   H3   109.31  3.000
 EFX  H2   C8   O2   105.86  3.000
 EFX  H4   C8   O2   111.41  3.000
 EFX  H3   C8   O2   111.38  3.000
 EFX  H5   C9   C6   121.15  3.000
 EFX  H5   C9   C10  119.41  3.000
 EFX  C6   C9   C10  119.44  3.000
 EFX  C8   O2   C7   117.63  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  Var_01    C14  C1   C    O     -1.19  30.0  2
 EFX  Var_02    O3   C7   C6   C5    -1.88  30.0  2
 EFX  Var_03    H3   C8   O2   C7   -61.16  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-4  C6   0.020
 EFX  plan-4  C7   0.020
 EFX  plan-4  O2   0.020
 EFX  plan-4  O3   0.020

