# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 23:49:33 2020
#   Inital geometry file: a 106 line input string
#   Ligand name: 2-[(naphthalen-2-yl)oxy]-5-(1H-pyrazol-4-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cc(ccc1Oc2ccc3ccccc3c2)c4c[nH]nc4
#
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
 EV7  EV7  '2-[(naphthalen-2-yl)oxy]-5-(1H-pyrazol-4-yl)benzoic acid'  ligand  38  25  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EV7
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
 EV7  C13  C  CR16   0  -0.308  -1.2773  -1.6902   1.4705
 EV7  C17  C  CR16   0  -0.321   1.8602  -1.0600  -0.4080
 EV7  C20  C  CR16   0  -0.306   5.4015  -0.4847  -1.4089
 EV7  C21  C  CR16   0  -0.267   6.5500   0.0443  -0.8867
 EV7  C22  C  CR16   0  -0.257   6.5529   0.5757   0.4214
 EV7  C24  C  CR66   0   0.126   4.2100   0.0201   0.6674
 EV7  C02  C  C      0   0.389  -0.1320   1.6482  -0.0463
 EV7  C04  C  CR6    0  -0.088  -0.9352   0.3962   0.2931
 EV7  C05  C  CR16   0  -0.391  -2.2144   0.2553  -0.2349
 EV7  C06  C  CR6    0   0.121  -3.0555  -0.8060   0.0987
 EV7  C07  C  CR5    0  -0.111  -4.4054  -0.8942  -0.4551
 EV7  C08  C  CR15   0  -0.012  -5.2227  -2.0058  -0.5421
 EV7  C11  C  CR15   0  -0.117  -5.1850   0.1336  -1.0295
 EV7  C12  C  CR16   0  -0.347  -2.5656  -1.7774   0.9720
 EV7  C14  C  CR6    0   0.275  -0.4741  -0.6065   1.1457
 EV7  C16  C  CR6    0   0.391   1.8721  -0.5255   0.8999
 EV7  C18  C  CR16   0  -0.303   3.0038  -1.0466  -1.1571
 EV7  C19  C  CR66   0   0.097   4.2076  -0.5078  -0.6506
 EV7  C23  C  CR16   0  -0.319   5.4139   0.5642   1.1791
 EV7  C25  C  CR16   0  -0.412   3.0204   0.0033   1.4252
 EV7  N09  N  NR15   0  -0.425  -6.3603  -1.6000  -1.1230
 EV7  N10  N  N      0  -0.264  -6.3625  -0.3083  -1.4262
 EV7  O01  O  OC    -1  -0.593  -0.2307   2.0601  -1.2164
 EV7  O03  O  O      0  -0.581   0.5099   2.1584   0.8868
 EV7  O15  O  O2     0  -0.509   0.7774  -0.5749   1.7042
 EV7  H1   H  HCR6   0   0.263  -0.8950  -2.4623   2.1268
 EV7  H4   H  HCR6   0   0.255   7.4596   0.0552  -1.4730
 EV7  H5   H  HCR6   0   0.256   7.4660   0.9936   0.8250
 EV7  H6   H  HCR6   0   0.244  -2.5622   1.0137  -0.9257
 EV7  H7   H  HCR5   0   0.289  -5.0729  -3.0323  -0.2495
 EV7  H8   H  HCR5   0   0.257  -4.9284   1.1752  -1.1520
 EV7  H9   H  HCR6   0   0.249  -3.1872  -2.6131   1.2688
 EV7  H10  H  HCR6   0   0.259   2.9922  -1.4634  -2.1570
 EV7  H11  H  HCR6   0   0.252   5.4212   0.9730   2.1825
 EV7  H12  H  HCR6   0   0.255   3.0182   0.4163   2.4267
 EV7  H13  H  HNR5   0   0.423  -7.1630  -2.1688  -1.3407
 EV7  H2   H  HCR6   0   0.279   0.9556  -1.4905  -0.8170
 EV7  H3   H  HCR6   0   0.253   5.3933  -0.8950  -2.4118

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
 EV7  C21  C20  aromatic  1.368  0.020  1.368
 EV7  C21  C22  aromatic  1.412  0.020  1.412
 EV7  C20  C19  aromatic  1.415  0.020  1.415
 EV7  C22  C23  aromatic  1.368  0.020  1.368
 EV7  C19  C18  aromatic  1.413  0.020  1.413
 EV7  C19  C24  aromatic  1.420  0.020  1.420
 EV7  C18  C17  aromatic  1.367  0.020  1.367
 EV7  C23  C24  aromatic  1.417  0.020  1.417
 EV7  C24  C25  aromatic  1.411  0.020  1.411
 EV7  C17  C16  aromatic  1.413  0.020  1.413
 EV7  C25  C16  aromatic  1.369  0.020  1.369
 EV7  C16  O15  single    1.359  0.020  1.359
 EV7  C13  C12  aromatic  1.384  0.020  1.384
 EV7  C13  C14  aromatic  1.387  0.020  1.387
 EV7  C12  C06  aromatic  1.395  0.020  1.395
 EV7  O15  C14  single    1.371  0.020  1.371
 EV7  C14  C04  aromatic  1.395  0.020  1.395
 EV7  C06  C07  single    1.462  0.020  1.462
 EV7  C06  C05  aromatic  1.395  0.020  1.395
 EV7  C08  C07  aromatic  1.383  0.020  1.383
 EV7  C08  N09  aromatic  1.340  0.020  1.340
 EV7  C07  C11  aromatic  1.412  0.020  1.412
 EV7  N09  N10  aromatic  1.327  0.020  1.327
 EV7  C11  N10  aromatic  1.319  0.020  1.319
 EV7  C04  C05  aromatic  1.391  0.020  1.391
 EV7  C04  C02  single    1.526  0.020  1.526
 EV7  O03  C02  deloc     1.242  0.020  1.242
 EV7  C02  O01  deloc     1.244  0.020  1.244
 EV7  C13  H1   single    0.930  0.020  1.080
 EV7  C17  H2   single    0.930  0.020  1.080
 EV7  C20  H3   single    0.930  0.020  1.080
 EV7  C21  H4   single    0.930  0.020  1.080
 EV7  C22  H5   single    0.930  0.020  1.080
 EV7  C05  H6   single    0.930  0.020  1.080
 EV7  C08  H7   single    0.930  0.020  1.080
 EV7  C11  H8   single    0.930  0.020  1.080
 EV7  C12  H9   single    0.930  0.020  1.080
 EV7  C18  H10  single    0.930  0.020  1.080
 EV7  C23  H11  single    0.930  0.020  1.080
 EV7  C25  H12  single    0.930  0.020  1.080
 EV7  N09  H13  single    0.860  0.020  1.020

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
 EV7  H1   C13  C14  119.63  3.000
 EV7  H1   C13  C12  120.12  3.000
 EV7  C14  C13  C12  120.25  3.000
 EV7  H2   C17  C18  119.74  3.000
 EV7  H2   C17  C16  120.49  3.000
 EV7  C18  C17  C16  119.76  3.000
 EV7  H3   C20  C19  118.92  3.000
 EV7  H3   C20  C21  120.40  3.000
 EV7  C19  C20  C21  120.68  3.000
 EV7  H4   C21  C22  119.76  3.000
 EV7  H4   C21  C20  120.18  3.000
 EV7  C22  C21  C20  120.05  3.000
 EV7  H5   C22  C23  119.95  3.000
 EV7  H5   C22  C21  119.51  3.000
 EV7  C23  C22  C21  120.55  3.000
 EV7  C25  C24  C23  121.82  3.000
 EV7  C25  C24  C19  119.53  3.000
 EV7  C23  C24  C19  118.65  3.000
 EV7  O03  C02  O01  127.69  3.000
 EV7  O01  C02  C04  116.04  3.000
 EV7  O03  C02  C04  116.23  3.000
 EV7  C14  C04  C05  117.60  3.000
 EV7  C05  C04  C02  118.87  3.000
 EV7  C14  C04  C02  123.50  3.000
 EV7  H6   C05  C06  119.45  3.000
 EV7  H6   C05  C04  117.80  3.000
 EV7  C06  C05  C04  122.75  3.000
 EV7  C12  C06  C07  121.29  3.000
 EV7  C07  C06  C05  120.81  3.000
 EV7  C12  C06  C05  117.89  3.000
 EV7  C11  C07  C08  103.49  3.000
 EV7  C11  C07  C06  128.32  3.000
 EV7  C08  C07  C06  128.19  3.000
 EV7  H7   C08  N09  121.60  3.000
 EV7  H7   C08  C07  131.80  3.000
 EV7  N09  C08  C07  106.60  3.000
 EV7  H8   C11  N10  120.09  3.000
 EV7  H8   C11  C07  128.10  3.000
 EV7  N10  C11  C07  111.80  3.000
 EV7  H9   C12  C06  120.49  3.000
 EV7  H9   C12  C13  118.96  3.000
 EV7  C06  C12  C13  120.56  3.000
 EV7  O15  C14  C04  122.30  3.000
 EV7  C04  C14  C13  120.88  3.000
 EV7  O15  C14  C13  116.82  3.000
 EV7  O15  C16  C25  117.55  3.000
 EV7  O15  C16  C17  121.81  3.000
 EV7  C25  C16  C17  120.55  3.000
 EV7  H10  C18  C19  119.12  3.000
 EV7  H10  C18  C17  119.54  3.000
 EV7  C19  C18  C17  121.34  3.000
 EV7  C18  C19  C24  118.43  3.000
 EV7  C24  C19  C20  119.35  3.000
 EV7  C18  C19  C20  122.22  3.000
 EV7  H11  C23  C24  119.02  3.000
 EV7  H11  C23  C22  120.27  3.000
 EV7  C24  C23  C22  120.71  3.000
 EV7  H12  C25  C16  120.02  3.000
 EV7  H12  C25  C24  119.59  3.000
 EV7  C16  C25  C24  120.39  3.000
 EV7  H13  N09  N10  119.93  3.000
 EV7  H13  N09  C08  126.79  3.000
 EV7  N10  N09  C08  113.28  3.000
 EV7  N09  N10  C11  104.83  3.000
 EV7  C16  O15  C14  119.67  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
 EV7  CONST_01  C07  C06  C12  C13  180.00   0.0  0
 EV7  CONST_02  C05  C06  C12  C13    0.00   0.0  0
 EV7  CONST_03  C05  C04  C14  C13    0.00   0.0  0
 EV7  CONST_04  C20  C19  C18  C17  180.00   0.0  0
 EV7  CONST_05  C24  C19  C18  C17    0.00   0.0  0
 EV7  CONST_06  C24  C25  C16  C17    0.00   0.0  0
 EV7  CONST_07  C23  C22  C21  C20    0.00   0.0  0
 EV7  CONST_08  C23  C24  C19  C20    0.00   0.0  0
 EV7  CONST_09  C25  C24  C19  C20  180.00   0.0  0
 EV7  CONST_10  C18  C19  C20  C21  180.00   0.0  0
 EV7  CONST_11  C24  C19  C20  C21    0.00   0.0  0
 EV7  CONST_12  C24  C23  C22  C21    0.00   0.0  0
 EV7  CONST_13  C19  C20  C21  C22    0.00   0.0  0
 EV7  CONST_14  C19  C24  C23  C22    0.00   0.0  0
 EV7  CONST_15  C25  C24  C23  C22  180.00   0.0  0
 EV7  CONST_16  C12  C13  C14  C04    0.00   0.0  0
 EV7  CONST_17  C12  C06  C05  C04    0.00   0.0  0
 EV7  CONST_18  C07  C06  C05  C04  180.00   0.0  0
 EV7  CONST_21  C14  C13  C12  C06    0.00   0.0  0
 EV7  CONST_22  N09  C08  C07  C06  180.00   0.0  0
 EV7  CONST_23  N10  C11  C07  C06  180.00   0.0  0
 EV7  CONST_24  C14  C04  C05  C06    0.00   0.0  0
 EV7  CONST_25  N10  N09  C08  C07    0.00   0.0  0
 EV7  CONST_26  N09  N10  C11  C07    0.00   0.0  0
 EV7  CONST_28  N10  C11  C07  C08    0.00   0.0  0
 EV7  CONST_29  C11  N10  N09  C08    0.00   0.0  0
 EV7  CONST_31  N09  C08  C07  C11    0.00   0.0  0
 EV7  CONST_32  C19  C18  C17  C16    0.00   0.0  0
 EV7  CONST_33  C19  C24  C25  C16    0.00   0.0  0
 EV7  CONST_34  C23  C24  C25  C16  180.00   0.0  0
 EV7  CONST_35  C23  C24  C19  C18  180.00   0.0  0
 EV7  CONST_36  C25  C24  C19  C18    0.00   0.0  0
 EV7  CONST_37  C25  C16  C17  C18    0.00   0.0  0
 EV7  CONST_38  C02  C04  C14  C13  180.00   0.0  0
 EV7  CONST_39  O15  C16  C25  C24  180.00   0.0  0
 EV7  CONST_40  C06  C05  C04  C02  180.00   0.0  0
 EV7  CONST_41  O15  C14  C04  C05  180.00   0.0  0
 EV7  CONST_42  O15  C14  C13  C12  180.00   0.0  0
 EV7  CONST_43  O15  C16  C17  C18  180.00   0.0  0
 EV7  CONST_44  H12  C25  C16  C17  180.00   0.0  0
 EV7  CONST_45  H5   C22  C21  C20  180.00   0.0  0
 EV7  CONST_46  H10  C18  C19  C20    0.00   0.0  0
 EV7  CONST_47  H11  C23  C22  C21  180.00   0.0  0
 EV7  CONST_48  H3   C20  C21  C22  180.00   0.0  0
 EV7  CONST_49  H1   C13  C14  C04  180.00   0.0  0
 EV7  CONST_50  H9   C12  C06  C05  180.00   0.0  0
 EV7  CONST_51  H7   C08  C07  C06    0.00   0.0  0
 EV7  CONST_52  H8   C11  C07  C06    0.00   0.0  0
 EV7  CONST_53  H6   C05  C06  C07    0.00   0.0  0
 EV7  CONST_54  H13  N09  C08  C07  180.00   0.0  0
 EV7  CONST_55  H4   C21  C20  C19  180.00   0.0  0
 EV7  CONST_56  H2   C17  C18  C19  180.00   0.0  0
 EV7  Var_01    C25  C16  O15  C14  155.69  30.0  2
 EV7  Var_02    O03  C02  C04  C05  138.52  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
 EV7  plan-1  C06  0.020
 EV7  plan-1  C07  0.020
 EV7  plan-1  C08  0.020
 EV7  plan-1  C11  0.020
 EV7  plan-1  N09  0.020
 EV7  plan-1  N10  0.020
 EV7  plan-1  H7   0.020
 EV7  plan-1  H8   0.020
 EV7  plan-1  H13  0.020
 EV7  plan-2  C13  0.020
 EV7  plan-2  C02  0.020
 EV7  plan-2  C04  0.020
 EV7  plan-2  C05  0.020
 EV7  plan-2  C06  0.020
 EV7  plan-2  C07  0.020
 EV7  plan-2  C12  0.020
 EV7  plan-2  C14  0.020
 EV7  plan-2  O15  0.020
 EV7  plan-2  H1   0.020
 EV7  plan-2  H6   0.020
 EV7  plan-2  H9   0.020
 EV7  plan-3  C17  0.020
 EV7  plan-3  C20  0.020
 EV7  plan-3  C21  0.020
 EV7  plan-3  C22  0.020
 EV7  plan-3  C24  0.020
 EV7  plan-3  C16  0.020
 EV7  plan-3  C18  0.020
 EV7  plan-3  C19  0.020
 EV7  plan-3  C23  0.020
 EV7  plan-3  C25  0.020
 EV7  plan-3  O15  0.020
 EV7  plan-3  H4   0.020
 EV7  plan-3  H5   0.020
 EV7  plan-3  H10  0.020
 EV7  plan-3  H11  0.020
 EV7  plan-3  H12  0.020
 EV7  plan-3  H2   0.020
 EV7  plan-3  H3   0.020
 EV7  plan-4  C02  0.020
 EV7  plan-4  C04  0.020
 EV7  plan-4  O01  0.020
 EV7  plan-4  O03  0.020

