# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 13:48:02 2020
#   Inital geometry file: a 134 line input string
#   Ligand name: 2-{[2-(carboxymethoxy)benzene-1-carbonyl]amino}-3-[(4-chlorophenyl)methoxy]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)COc1ccccc1C(=O)Nc2c(OCc3ccc(Cl)cc3)cccc2C(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
 7HO  7HO  '2-{[2-(carboxymethoxy)benzene-1-carbonyl]amino}-3-[(4-chlorophenyl)methoxy]benzoic acid'  ligand  50  32  .  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_7HO
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
 7HO  C13  C   CH2   0  -0.222   1.4464  -1.7772   1.5370
 7HO  C18  C   CR16  0  -0.214   3.2371   0.9876  -0.3568
 7HO  C17  C   CR6   0  -0.050   4.1454   1.4060   0.6026
 7HO  C16  C   CR16  0  -0.203   4.1809   0.8166   1.8549
 7HO  C15  C   CR16  0  -0.297   3.2858  -0.2029   2.1422
 7HO  C19  C   CR16  0  -0.283   2.3486  -0.0328  -0.0533
 7HO  C20  C   C     0   0.532  -2.1103  -0.0041  -0.3469
 7HO  C21  C   CR6   0  -0.203  -2.0298   1.0874  -1.3653
 7HO  C23  C   CR16  0  -0.248  -2.8341   1.0382  -2.4947
 7HO  C24  C   CR16  0  -0.272  -2.8085   2.0621  -3.4330
 7HO  C27  C   CR6   0   0.393  -1.1694   2.1755  -1.1714
 7HO  CL1  CL  CL    0  -0.135   5.2406   2.6976   0.2337
 7HO  C2   C   CR16  0  -0.321  -2.7151  -4.4726   0.7021
 7HO  C3   C   CR6   0  -0.130  -2.7848  -3.3213  -0.0822
 7HO  C4   C   CR6   0   0.220  -1.7751  -2.3685  -0.0170
 7HO  C5   C   CR6   0   0.413  -0.6848  -2.5657   0.8419
 7HO  C6   C   CR16  0  -0.385  -0.6291  -3.7054   1.6387
 7HO  C7   C   CR16  0  -0.229  -1.6459  -4.6463   1.5627
 7HO  O9   O   OH1   0  -0.578  -4.4079  -4.1457  -1.6427
 7HO  O10  O   O     0  -0.412  -4.5537  -2.0448  -1.0449
 7HO  N11  N   NH1   0  -0.715  -1.7840  -1.2214  -0.8338
 7HO  O12  O   O2    0  -0.450   0.2437  -1.6054   0.8177
 7HO  C14  C   CR6   0   0.093   2.3664  -0.6408   1.1974
 7HO  O22  O   O     0  -0.455  -2.4662   0.1827   0.7993
 7HO  C25  C   CR16  0  -0.239  -1.9508   3.1315  -3.2385
 7HO  C26  C   CR16  0  -0.379  -1.1270   3.1931  -2.1202
 7HO  O28  O   O2    0  -0.440  -0.4115   2.1376  -0.0616
 7HO  C29  C   CH2   0  -0.294   0.5197   3.1598   0.1499
 7HO  C30  C   C     0   0.519   1.1644   2.9287   1.4955
 7HO  O31  O   OH1   0  -0.594   2.1741   3.7742   1.6608
 7HO  O32  O   O     0  -0.406   0.7995   2.1302   2.3114
 7HO  H39  H   HCH2  0   0.248   1.2585  -1.7990   2.6158
 7HO  H38  H   HCH2  0   0.251   1.9145  -2.7320   1.2677
 7HO  H42  H   HCR6  0   0.281   3.2170   1.4523  -1.3337
 7HO  H41  H   HCR6  0   0.279   4.8854   1.1510   2.6042
 7HO  H40  H   HCR6  0   0.262   3.3051  -0.6529   3.1274
 7HO  H43  H   HCR6  0   0.254   1.6381  -0.3417  -0.8074
 7HO  H44  H   HCR6  0   0.266  -3.4997   0.1953  -2.6350
 7HO  H45  H   HCR6  0   0.260  -3.4474   2.0194  -4.3043
 7HO  H33  H   HCR6  0   0.279  -3.5034  -5.2136   0.6744
 7HO  H34  H   HCR6  0   0.295   0.1935  -3.8743   2.3204
 7HO  H35  H   HCR6  0   0.276  -1.5976  -5.5277   2.1875
 7HO  H36  H   HOH1  0   0.495  -3.8146  -4.9053  -1.5688
 7HO  H37  H   HNH1  0   0.415  -1.4389  -1.2975  -1.7788
 7HO  H46  H   HCR6  0   0.267  -1.9091   3.9343  -3.9628
 7HO  H47  H   HCR6  0   0.287  -0.4590   4.0364  -2.0102
 7HO  H48  H   HCH2  0   0.266   1.2886   3.1850  -0.6305
 7HO  H49  H   HCH2  0   0.280   0.0464   4.1503   0.1696
 7HO  H50  H   HOH1  0   0.483   2.5738   3.6494   2.5340
 7HO  C8   C   C     0   0.540  -3.9734  -3.0936  -0.9572

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
 7HO  C25  C26  aromatic  1.390  0.020  1.390
 7HO  C25  C24  aromatic  1.385  0.020  1.385
 7HO  O32  C30  double    1.198  0.020  1.198
 7HO  C26  C27  aromatic  1.392  0.020  1.392
 7HO  C30  C29  single    1.510  0.020  1.510
 7HO  C30  O31  single    1.327  0.020  1.327
 7HO  C24  C23  aromatic  1.389  0.020  1.389
 7HO  C29  O28  single    1.399  0.020  1.399
 7HO  C27  O28  single    1.344  0.020  1.344
 7HO  C27  C21  aromatic  1.401  0.020  1.401
 7HO  CL1  C17  single    1.733  0.020  1.733
 7HO  C23  C21  aromatic  1.387  0.020  1.387
 7HO  C21  C20  single    1.495  0.020  1.495
 7HO  C16  C17  aromatic  1.385  0.020  1.385
 7HO  C16  C15  aromatic  1.387  0.020  1.387
 7HO  C17  C18  aromatic  1.386  0.020  1.386
 7HO  C20  N11  single    1.351  0.020  1.351
 7HO  C20  O22  double    1.215  0.020  1.215
 7HO  C15  C14  aromatic  1.389  0.020  1.389
 7HO  N11  C4   single    1.408  0.020  1.408
 7HO  C18  C19  aromatic  1.387  0.020  1.387
 7HO  O9   C8   single    1.329  0.020  1.329
 7HO  C14  C19  aromatic  1.391  0.020  1.391
 7HO  C14  C13  single    1.501  0.020  1.501
 7HO  C8   O10  double    1.202  0.020  1.202
 7HO  C8   C3   single    1.493  0.020  1.493
 7HO  O12  C13  single    1.412  0.020  1.412
 7HO  O12  C5   single    1.336  0.020  1.336
 7HO  C4   C3   aromatic  1.390  0.020  1.390
 7HO  C4   C5   aromatic  1.402  0.020  1.402
 7HO  C3   C2   aromatic  1.395  0.020  1.395
 7HO  C5   C6   aromatic  1.392  0.020  1.392
 7HO  C2   C7   aromatic  1.383  0.020  1.383
 7HO  C6   C7   aromatic  1.387  0.020  1.387
 7HO  C13  H39  single    0.970  0.020  1.090
 7HO  C13  H38  single    0.970  0.020  1.090
 7HO  C18  H42  single    0.930  0.020  1.080
 7HO  C16  H41  single    0.930  0.020  1.080
 7HO  C15  H40  single    0.930  0.020  1.080
 7HO  C19  H43  single    0.930  0.020  1.080
 7HO  C23  H44  single    0.930  0.020  1.080
 7HO  C24  H45  single    0.930  0.020  1.080
 7HO  C2   H33  single    0.930  0.020  1.080
 7HO  C6   H34  single    0.930  0.020  1.080
 7HO  C7   H35  single    0.930  0.020  1.080
 7HO  O9   H36  single    0.850  0.020  0.980
 7HO  N11  H37  single    0.860  0.020  1.020
 7HO  C25  H46  single    0.930  0.020  1.080
 7HO  C26  H47  single    0.930  0.020  1.080
 7HO  C29  H48  single    0.970  0.020  1.090
 7HO  C29  H49  single    0.970  0.020  1.090
 7HO  O31  H50  single    0.850  0.020  0.980

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
 7HO  H38  C13  H39  107.32  3.000
 7HO  H38  C13  C14  109.99  3.000
 7HO  H39  C13  C14  110.07  3.000
 7HO  H38  C13  O12  110.14  3.000
 7HO  H39  C13  O12  110.98  3.000
 7HO  C14  C13  O12  108.34  3.000
 7HO  H42  C18  C19  120.12  3.000
 7HO  H42  C18  C17  120.50  3.000
 7HO  C19  C18  C17  119.38  3.000
 7HO  CL1  C17  C16  119.58  3.000
 7HO  C16  C17  C18  120.96  3.000
 7HO  CL1  C17  C18  119.46  3.000
 7HO  H41  C16  C15  120.29  3.000
 7HO  H41  C16  C17  120.78  3.000
 7HO  C15  C16  C17  118.93  3.000
 7HO  H40  C15  C14  119.96  3.000
 7HO  H40  C15  C16  118.84  3.000
 7HO  C14  C15  C16  121.20  3.000
 7HO  H43  C19  C14  120.71  3.000
 7HO  H43  C19  C18  118.60  3.000
 7HO  C14  C19  C18  120.69  3.000
 7HO  O22  C20  N11  123.33  3.000
 7HO  O22  C20  C21  123.11  3.000
 7HO  N11  C20  C21  113.54  3.000
 7HO  C27  C21  C23  119.76  3.000
 7HO  C23  C21  C20  119.83  3.000
 7HO  C27  C21  C20  120.39  3.000
 7HO  H44  C23  C24  119.83  3.000
 7HO  H44  C23  C21  119.29  3.000
 7HO  C24  C23  C21  120.87  3.000
 7HO  H45  C24  C25  120.65  3.000
 7HO  H45  C24  C23  120.29  3.000
 7HO  C25  C24  C23  119.07  3.000
 7HO  O28  C27  C26  124.48  3.000
 7HO  O28  C27  C21  116.02  3.000
 7HO  C26  C27  C21  119.49  3.000
 7HO  H33  C2   C7   119.53  3.000
 7HO  H33  C2   C3   120.95  3.000
 7HO  C7   C2   C3   119.47  3.000
 7HO  C8   C3   C4   120.08  3.000
 7HO  C4   C3   C2   120.21  3.000
 7HO  C8   C3   C2   119.68  3.000
 7HO  N11  C4   C5   118.36  3.000
 7HO  C5   C4   C3   119.82  3.000
 7HO  N11  C4   C3   121.77  3.000
 7HO  O12  C5   C6   124.84  3.000
 7HO  C6   C5   C4   119.81  3.000
 7HO  O12  C5   C4   115.35  3.000
 7HO  H34  C6   C7   119.08  3.000
 7HO  H34  C6   C5   121.27  3.000
 7HO  C7   C6   C5   119.65  3.000
 7HO  H35  C7   C6   119.23  3.000
 7HO  H35  C7   C2   119.75  3.000
 7HO  C6   C7   C2   121.02  3.000
 7HO  H36  O9   C8   112.46  3.000
 7HO  H37  N11  C4   118.67  3.000
 7HO  H37  N11  C20  119.21  3.000
 7HO  C4   N11  C20  121.76  3.000
 7HO  C5   O12  C13  119.69  3.000
 7HO  C19  C14  C15  118.83  3.000
 7HO  C19  C14  C13  121.78  3.000
 7HO  C15  C14  C13  119.37  3.000
 7HO  H46  C25  C26  118.87  3.000
 7HO  H46  C25  C24  120.19  3.000
 7HO  C26  C25  C24  120.95  3.000
 7HO  H47  C26  C25  118.84  3.000
 7HO  H47  C26  C27  121.30  3.000
 7HO  C25  C26  C27  119.86  3.000
 7HO  C29  O28  C27  118.65  3.000
 7HO  H49  C29  H48  107.13  3.000
 7HO  H49  C29  C30  107.83  3.000
 7HO  H48  C29  C30  109.79  3.000
 7HO  H49  C29  O28  112.02  3.000
 7HO  H48  C29  O28  112.10  3.000
 7HO  C30  C29  O28  107.88  3.000
 7HO  O32  C30  O31  124.84  3.000
 7HO  O31  C30  C29  109.77  3.000
 7HO  O32  C30  C29  125.36  3.000
 7HO  H50  O31  C30  110.14  3.000
 7HO  O10  C8   O9   119.70  3.000
 7HO  O10  C8   C3   124.07  3.000
 7HO  O9   C8   C3   116.22  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
 7HO  CONST_01  C15  C16  C17  C18     0.00   0.0  0
 7HO  CONST_02  C15  C14  C19  C18     0.00   0.0  0
 7HO  CONST_03  C14  C15  C16  C17     0.00   0.0  0
 7HO  CONST_04  C14  C19  C18  C17     0.00   0.0  0
 7HO  CONST_05  C19  C18  C17  C16     0.00   0.0  0
 7HO  CONST_06  C19  C14  C15  C16     0.00   0.0  0
 7HO  CONST_07  C25  C26  C27  C21     0.00   0.0  0
 7HO  CONST_08  C25  C24  C23  C21     0.00   0.0  0
 7HO  CONST_09  C26  C25  C24  C23     0.00   0.0  0
 7HO  CONST_10  C26  C27  C21  C23     0.00   0.0  0
 7HO  CONST_11  C27  C26  C25  C24     0.00   0.0  0
 7HO  CONST_12  C27  C21  C23  C24     0.00   0.0  0
 7HO  CONST_13  C5   C4   C3   C2      0.00   0.0  0
 7HO  CONST_14  C5   C6   C7   C2      0.00   0.0  0
 7HO  CONST_15  C6   C5   C4   C3      0.00   0.0  0
 7HO  CONST_16  C6   C7   C2   C3      0.00   0.0  0
 7HO  CONST_17  C7   C2   C3   C4      0.00   0.0  0
 7HO  CONST_18  C7   C6   C5   C4      0.00   0.0  0
 7HO  CONST_19  C16  C15  C14  C13   180.00   0.0  0
 7HO  CONST_20  C18  C19  C14  C13   180.00   0.0  0
 7HO  CONST_21  CL1  C17  C16  C15   180.00   0.0  0
 7HO  CONST_22  CL1  C17  C18  C19   180.00   0.0  0
 7HO  CONST_23  C26  C27  C21  C20   180.00   0.0  0
 7HO  CONST_24  C24  C23  C21  C20   180.00   0.0  0
 7HO  CONST_25  O28  C27  C21  C23   180.00   0.0  0
 7HO  CONST_26  N11  C4   C3   C2    180.00   0.0  0
 7HO  CONST_27  O12  C5   C4   C3    180.00   0.0  0
 7HO  CONST_28  C8   C3   C4   C5    180.00   0.0  0
 7HO  CONST_29  N11  C4   C5   C6    180.00   0.0  0
 7HO  CONST_30  C8   C3   C2   C7    180.00   0.0  0
 7HO  CONST_31  O12  C5   C6   C7    180.00   0.0  0
 7HO  CONST_32  O28  C27  C26  C25   180.00   0.0  0
 7HO  CONST_33  H41  C16  C17  C18   180.00   0.0  0
 7HO  CONST_34  H40  C15  C16  C17   180.00   0.0  0
 7HO  CONST_35  H43  C19  C18  C17   180.00   0.0  0
 7HO  CONST_36  H42  C18  C17  C16   180.00   0.0  0
 7HO  CONST_37  H47  C26  C27  C21   180.00   0.0  0
 7HO  CONST_38  H45  C24  C23  C21   180.00   0.0  0
 7HO  CONST_39  H46  C25  C24  C23   180.00   0.0  0
 7HO  CONST_40  H44  C23  C21  C27   180.00   0.0  0
 7HO  CONST_41  H34  C6   C7   C2    180.00   0.0  0
 7HO  CONST_42  H35  C7   C2   C3    180.00   0.0  0
 7HO  CONST_43  H33  C2   C3   C4    180.00   0.0  0
 7HO  CONST_44  C4   N11  C20  C21   180.00   0.0  0
 7HO  CONST_48  O22  C20  N11  C4      0.00   0.0  0
 7HO  CONST_49  H36  O9   C8   C3      0.00   0.0  0
 7HO  CONST_50  H50  O31  C30  C29   180.00   0.0  0
 7HO  Var_01    C4   C5   O12  C13  -173.28  30.0  2
 7HO  Var_02    O12  C13  C14  C15   150.17  30.0  2
 7HO  Var_03    N11  C20  C21  C23    61.13  30.0  2
 7HO  Var_04    O9   C8   C3   C2    -43.46  30.0  2
 7HO  Var_05    C14  C13  O12  C5    172.97  30.0  3
 7HO  Var_06    C30  C29  O28  C27   176.33  30.0  3
 7HO  Var_07    O32  C30  C29  O28   -10.01  30.0  1

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
 7HO  plan-1  C13  0.020
 7HO  plan-1  C18  0.020
 7HO  plan-1  C17  0.020
 7HO  plan-1  C16  0.020
 7HO  plan-1  C15  0.020
 7HO  plan-1  C19  0.020
 7HO  plan-1  CL1  0.020
 7HO  plan-1  C14  0.020
 7HO  plan-1  H42  0.020
 7HO  plan-1  H41  0.020
 7HO  plan-1  H40  0.020
 7HO  plan-1  H43  0.020
 7HO  plan-2  C2   0.020
 7HO  plan-2  C3   0.020
 7HO  plan-2  C4   0.020
 7HO  plan-2  C5   0.020
 7HO  plan-2  C6   0.020
 7HO  plan-2  C7   0.020
 7HO  plan-2  N11  0.020
 7HO  plan-2  O12  0.020
 7HO  plan-2  H33  0.020
 7HO  plan-2  H34  0.020
 7HO  plan-2  H35  0.020
 7HO  plan-2  C8   0.020
 7HO  plan-3  C20  0.020
 7HO  plan-3  C21  0.020
 7HO  plan-3  C23  0.020
 7HO  plan-3  C24  0.020
 7HO  plan-3  C27  0.020
 7HO  plan-3  C25  0.020
 7HO  plan-3  C26  0.020
 7HO  plan-3  O28  0.020
 7HO  plan-3  H44  0.020
 7HO  plan-3  H45  0.020
 7HO  plan-3  H46  0.020
 7HO  plan-3  H47  0.020
 7HO  plan-4  C20  0.020
 7HO  plan-4  C21  0.020
 7HO  plan-4  C4   0.020
 7HO  plan-4  N11  0.020
 7HO  plan-4  O22  0.020
 7HO  plan-4  H37  0.020
 7HO  plan-5  C29  0.020
 7HO  plan-5  C30  0.020
 7HO  plan-5  O31  0.020
 7HO  plan-5  O32  0.020
 7HO  plan-5  H50  0.020
 7HO  plan-6  C3   0.020
 7HO  plan-6  O9   0.020
 7HO  plan-6  O10  0.020
 7HO  plan-6  H36  0.020
 7HO  plan-6  C8   0.020

