# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 14 05:12:37 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: 2-[(benzenecarbonyl)amino]-3-[(4-chlorophenyl)methoxy]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1cccc(OCc2ccc(Cl)cc2)c1NC(=O)c3ccccc3
#
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
 7HL  7HL  '2-[(benzenecarbonyl)amino]-3-[(4-chlorophenyl)methoxy]benzoic acid'  ligand  42  27  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7HL
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
 7HL  C18  C   CR16   0  -0.275   0.0938   3.1284  -0.8276
 7HL  C17  C   CR6    0   0.091  -2.6014  -1.5266  -0.0633
 7HL  C15  C   CR6    0  -0.018   1.1628   2.3959  -0.3146
 7HL  C19  C   CR16   0  -0.300   2.1805   3.0638   0.3647
 7HL  C20  C   CR16   0  -0.313  -3.6787  -1.9673   0.6944
 7HL  C21  C   CR16   0  -0.295  -2.6956  -0.2982  -0.7149
 7HL  C22  C   CR16   0  -0.243   0.0273   4.5001  -0.6399
 7HL  C23  C   CR16   0  -0.243   2.1216   4.4399   0.5349
 7HL  C24  C   CR16   0  -0.195  -4.8375  -1.2095   0.8028
 7HL  C11  C   CH2    0  -0.246  -1.3664  -2.3689  -0.1911
 7HL  C12  C   CR16   0  -0.239   2.5566  -3.8972  -0.1191
 7HL  C27  C   CR6    0  -0.052  -4.9053   0.0081   0.1478
 7HL  CL1  CL  CL     0  -0.130  -6.3413   0.9706   0.2811
 7HL  C2   C   CR6    0   0.190   2.0471  -1.1954   0.2445
 7HL  C3   C   CR6    0   0.377   0.9804  -2.0909   0.0636
 7HL  C4   C   CR6    0  -0.132   3.3601  -1.6660   0.3208
 7HL  N5   N   NH1    0  -0.727   1.7809   0.1766   0.3966
 7HL  O6   O   O2     0  -0.457  -0.2550  -1.5677   0.1581
 7HL  C7   C   CR16   0  -0.398   1.2449  -3.4395  -0.1458
 7HL  C8   C   CR16   0  -0.327   3.6009  -3.0256   0.1257
 7HL  C9   C   C      0   0.430   4.5330  -0.7521   0.6627
 7HL  C10  C   C      0   0.498   1.1883   0.9206  -0.5672
 7HL  O13  O   OC    -1  -0.569   5.6580  -1.1279   0.3057
 7HL  O14  O   O      0  -0.596   4.2712   0.2903   1.3122
 7HL  O16  O   O      0  -0.468   0.6805   0.4505  -1.5720
 7HL  C25  C   CR16   0  -0.199  -3.8412   0.4735  -0.6121
 7HL  C26  C   CR16   0  -0.252   1.0426   5.1599   0.0413
 7HL  H35  H   HCR6   0   0.259  -0.6952   2.6209  -1.3670
 7HL  H36  H   HCR6   0   0.257   3.0464   2.5322   0.7401
 7HL  H37  H   HCR6   0   0.266  -3.6209  -2.9143   1.2171
 7HL  H38  H   HCR6   0   0.273  -1.8667   0.0666  -1.3075
 7HL  H39  H   HCR6   0   0.262  -0.8158   5.0553  -1.0296
 7HL  H40  H   HCR6   0   0.263   2.9247   4.9490   1.0510
 7HL  H41  H   HCR6   0   0.281  -5.6684  -1.5634   1.3976
 7HL  H32  H   HCH2   0   0.241  -1.4438  -3.2447   0.4623
 7HL  H31  H   HCH2   0   0.243  -1.2602  -2.7361  -1.2189
 7HL  H33  H   HCR6   0   0.254   2.7509  -4.9504  -0.2756
 7HL  H28  H   HNH1   0   0.421   2.4584   0.6177   1.0175
 7HL  H29  H   HCR6   0   0.279   0.4431  -4.1476  -0.3056
 7HL  H30  H   HCR6   0   0.248   4.6170  -3.3927   0.1658
 7HL  H42  H   HCR6   0   0.279  -3.9052   1.4254  -1.1218
 7HL  H43  H   HCR6   0   0.263   0.9951   6.2319   0.1821

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
 7HL  C26  C23  aromatic  1.388  0.020  1.388
 7HL  C26  C22  aromatic  1.389  0.020  1.389
 7HL  C23  C19  aromatic  1.388  0.020  1.388
 7HL  C22  C18  aromatic  1.386  0.020  1.386
 7HL  C19  C15  aromatic  1.394  0.020  1.394
 7HL  C18  C15  aromatic  1.394  0.020  1.394
 7HL  C15  C10  single    1.497  0.020  1.497
 7HL  CL1  C27  single    1.734  0.020  1.734
 7HL  C24  C27  aromatic  1.384  0.020  1.384
 7HL  C24  C20  aromatic  1.389  0.020  1.389
 7HL  C27  C25  aromatic  1.388  0.020  1.388
 7HL  C10  N5   single    1.354  0.020  1.354
 7HL  C10  O16  double    1.220  0.020  1.220
 7HL  N5   C2   single    1.406  0.020  1.406
 7HL  O13  C9   deloc     1.239  0.020  1.239
 7HL  C20  C17  aromatic  1.389  0.020  1.389
 7HL  C9   O14  deloc     1.256  0.020  1.256
 7HL  C9   C4   single    1.526  0.020  1.526
 7HL  C25  C21  aromatic  1.385  0.020  1.385
 7HL  C2   C4   aromatic  1.397  0.020  1.397
 7HL  C2   C3   aromatic  1.404  0.020  1.404
 7HL  C17  C21  aromatic  1.394  0.020  1.394
 7HL  C17  C11  single    1.500  0.020  1.500
 7HL  C4   C8   aromatic  1.394  0.020  1.394
 7HL  O6   C3   single    1.345  0.020  1.345
 7HL  O6   C11  single    1.414  0.020  1.414
 7HL  C3   C7   aromatic  1.390  0.020  1.390
 7HL  C8   C12  aromatic  1.382  0.020  1.382
 7HL  C7   C12  aromatic  1.390  0.020  1.390
 7HL  C18  H35  single    0.930  0.020  1.080
 7HL  C19  H36  single    0.930  0.020  1.080
 7HL  C20  H37  single    0.930  0.020  1.080
 7HL  C21  H38  single    0.930  0.020  1.080
 7HL  C22  H39  single    0.930  0.020  1.080
 7HL  C23  H40  single    0.930  0.020  1.080
 7HL  C24  H41  single    0.930  0.020  1.080
 7HL  C11  H32  single    0.970  0.020  1.090
 7HL  C11  H31  single    0.970  0.020  1.090
 7HL  C12  H33  single    0.930  0.020  1.080
 7HL  N5   H28  single    0.890  0.020  1.040
 7HL  C7   H29  single    0.930  0.020  1.080
 7HL  C8   H30  single    0.930  0.020  1.080
 7HL  C25  H42  single    0.930  0.020  1.080
 7HL  C26  H43  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
 7HL  H35  C18  C22  119.78  3.000
 7HL  H35  C18  C15  119.75  3.000
 7HL  C22  C18  C15  120.47  3.000
 7HL  C11  C17  C21  120.70  3.000
 7HL  C11  C17  C20  120.46  3.000
 7HL  C21  C17  C20  118.83  3.000
 7HL  C10  C15  C19  122.82  3.000
 7HL  C10  C15  C18  117.97  3.000
 7HL  C19  C15  C18  119.17  3.000
 7HL  H36  C19  C23  118.56  3.000
 7HL  H36  C19  C15  121.15  3.000
 7HL  C23  C19  C15  120.26  3.000
 7HL  H37  C20  C24  118.94  3.000
 7HL  H37  C20  C17  119.95  3.000
 7HL  C24  C20  C17  121.11  3.000
 7HL  H38  C21  C25  119.09  3.000
 7HL  H38  C21  C17  120.09  3.000
 7HL  C25  C21  C17  120.82  3.000
 7HL  H39  C22  C26  120.15  3.000
 7HL  H39  C22  C18  119.76  3.000
 7HL  C26  C22  C18  120.09  3.000
 7HL  H40  C23  C26  120.17  3.000
 7HL  H40  C23  C19  119.58  3.000
 7HL  C26  C23  C19  120.25  3.000
 7HL  H41  C24  C27  120.70  3.000
 7HL  H41  C24  C20  120.36  3.000
 7HL  C27  C24  C20  118.94  3.000
 7HL  H31  C11  H32  107.35  3.000
 7HL  H31  C11  O6   110.19  3.000
 7HL  H32  C11  O6   111.18  3.000
 7HL  H31  C11  C17  110.34  3.000
 7HL  H32  C11  C17  109.86  3.000
 7HL  O6   C11  C17  107.94  3.000
 7HL  H33  C12  C8   120.25  3.000
 7HL  H33  C12  C7   119.15  3.000
 7HL  C8   C12  C7   120.59  3.000
 7HL  C25  C27  CL1  119.40  3.000
 7HL  C25  C27  C24  121.10  3.000
 7HL  CL1  C27  C24  119.50  3.000
 7HL  N5   C2   C4   120.06  3.000
 7HL  C4   C2   C3   120.41  3.000
 7HL  N5   C2   C3   119.50  3.000
 7HL  C7   C3   O6   124.25  3.000
 7HL  C7   C3   C2   119.57  3.000
 7HL  O6   C3   C2   116.14  3.000
 7HL  C9   C4   C8   118.86  3.000
 7HL  C8   C4   C2   118.89  3.000
 7HL  C9   C4   C2   122.21  3.000
 7HL  H28  N5   C10  119.12  3.000
 7HL  H28  N5   C2   111.25  3.000
 7HL  C10  N5   C2   122.83  3.000
 7HL  C3   O6   C11  118.96  3.000
 7HL  H29  C7   C3   121.09  3.000
 7HL  H29  C7   C12  119.14  3.000
 7HL  C3   C7   C12  119.75  3.000
 7HL  H30  C8   C4   119.22  3.000
 7HL  H30  C8   C12  120.17  3.000
 7HL  C4   C8   C12  120.61  3.000
 7HL  O14  C9   O13  126.18  3.000
 7HL  O14  C9   C4   116.92  3.000
 7HL  O13  C9   C4   116.86  3.000
 7HL  O16  C10  N5   123.82  3.000
 7HL  O16  C10  C15  120.77  3.000
 7HL  N5   C10  C15  115.40  3.000
 7HL  H42  C25  C27  120.52  3.000
 7HL  H42  C25  C21  120.28  3.000
 7HL  C27  C25  C21  119.20  3.000
 7HL  H43  C26  C23  120.11  3.000
 7HL  H43  C26  C22  120.14  3.000
 7HL  C23  C26  C22  119.75  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
 7HL  CONST_01  C23  C26  C22  C18     0.00   0.0  0
 7HL  CONST_02  C23  C19  C15  C18     0.00   0.0  0
 7HL  CONST_03  C27  C24  C20  C17     0.00   0.0  0
 7HL  CONST_04  C27  C25  C21  C17     0.00   0.0  0
 7HL  CONST_05  C26  C23  C19  C15     0.00   0.0  0
 7HL  CONST_06  C26  C22  C18  C15     0.00   0.0  0
 7HL  CONST_07  C22  C26  C23  C19     0.00   0.0  0
 7HL  CONST_08  C22  C18  C15  C19     0.00   0.0  0
 7HL  CONST_09  C25  C27  C24  C20     0.00   0.0  0
 7HL  CONST_10  C25  C21  C17  C20     0.00   0.0  0
 7HL  CONST_11  C24  C27  C25  C21     0.00   0.0  0
 7HL  CONST_12  C24  C20  C17  C21     0.00   0.0  0
 7HL  CONST_13  C2   C4   C8   C12     0.00   0.0  0
 7HL  CONST_14  C2   C3   C7   C12     0.00   0.0  0
 7HL  CONST_15  C8   C4   C2   C3      0.00   0.0  0
 7HL  CONST_16  C8   C12  C7   C3      0.00   0.0  0
 7HL  CONST_17  C7   C3   C2   C4      0.00   0.0  0
 7HL  CONST_18  C7   C12  C8   C4      0.00   0.0  0
 7HL  CONST_19  CL1  C27  C24  C20   180.00   0.0  0
 7HL  CONST_20  CL1  C27  C25  C21   180.00   0.0  0
 7HL  CONST_21  C10  C15  C18  C22   180.00   0.0  0
 7HL  CONST_22  C10  C15  C19  C23   180.00   0.0  0
 7HL  CONST_23  C11  C17  C20  C24   180.00   0.0  0
 7HL  CONST_24  C25  C21  C17  C11   180.00   0.0  0
 7HL  CONST_25  C9   C4   C8   C12   180.00   0.0  0
 7HL  CONST_26  O6   C3   C7   C12   180.00   0.0  0
 7HL  CONST_27  C9   C4   C2   C3    180.00   0.0  0
 7HL  CONST_28  O6   C3   C2   C4    180.00   0.0  0
 7HL  CONST_29  C8   C4   C2   N5    180.00   0.0  0
 7HL  CONST_30  C7   C3   C2   N5    180.00   0.0  0
 7HL  CONST_31  H43  C26  C22  C18   180.00   0.0  0
 7HL  CONST_32  H36  C19  C15  C18   180.00   0.0  0
 7HL  CONST_33  H41  C24  C20  C17   180.00   0.0  0
 7HL  CONST_34  H42  C25  C21  C17   180.00   0.0  0
 7HL  CONST_35  H40  C23  C19  C15   180.00   0.0  0
 7HL  CONST_36  H39  C22  C18  C15   180.00   0.0  0
 7HL  CONST_37  H35  C18  C15  C19   180.00   0.0  0
 7HL  CONST_38  H38  C21  C17  C20   180.00   0.0  0
 7HL  CONST_39  H37  C20  C17  C21   180.00   0.0  0
 7HL  CONST_40  H30  C8   C4   C2    180.00   0.0  0
 7HL  CONST_41  H29  C7   C3   C2    180.00   0.0  0
 7HL  CONST_42  H33  C12  C7   C3    180.00   0.0  0
 7HL  CONST_43  C2   N5   C10  C15   180.00   0.0  0
 7HL  CONST_47  O16  C10  N5   C2      0.00   0.0  0
 7HL  Var_01    N5   C10  C15  C18  -149.19  30.0  2
 7HL  Var_02    O6   C11  C17  C20  -127.45  30.0  2
 7HL  Var_03    C2   C3   O6   C11   171.49  30.0  2
 7HL  Var_04    O13  C9   C4   C2   -157.89  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
 7HL  plan-1  C17  0.020
 7HL  plan-1  C20  0.020
 7HL  plan-1  C21  0.020
 7HL  plan-1  C24  0.020
 7HL  plan-1  C11  0.020
 7HL  plan-1  C27  0.020
 7HL  plan-1  CL1  0.020
 7HL  plan-1  C25  0.020
 7HL  plan-1  H37  0.020
 7HL  plan-1  H38  0.020
 7HL  plan-1  H41  0.020
 7HL  plan-1  H42  0.020
 7HL  plan-2  C12  0.020
 7HL  plan-2  C2   0.020
 7HL  plan-2  C3   0.020
 7HL  plan-2  C4   0.020
 7HL  plan-2  N5   0.020
 7HL  plan-2  O6   0.020
 7HL  plan-2  C7   0.020
 7HL  plan-2  C8   0.020
 7HL  plan-2  C9   0.020
 7HL  plan-2  H33  0.020
 7HL  plan-2  H29  0.020
 7HL  plan-2  H30  0.020
 7HL  plan-3  C18  0.020
 7HL  plan-3  C15  0.020
 7HL  plan-3  C19  0.020
 7HL  plan-3  C22  0.020
 7HL  plan-3  C23  0.020
 7HL  plan-3  C10  0.020
 7HL  plan-3  C26  0.020
 7HL  plan-3  H35  0.020
 7HL  plan-3  H36  0.020
 7HL  plan-3  H39  0.020
 7HL  plan-3  H40  0.020
 7HL  plan-3  H43  0.020
 7HL  plan-4  C15  0.020
 7HL  plan-4  C2   0.020
 7HL  plan-4  N5   0.020
 7HL  plan-4  C10  0.020
 7HL  plan-4  O16  0.020
 7HL  plan-4  H28  0.020
 7HL  plan-5  C4   0.020
 7HL  plan-5  C9   0.020
 7HL  plan-5  O13  0.020
 7HL  plan-5  O14  0.020

