# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 21:37:29 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 2-[(2-oxo-2,3-dihydro-1H-indol-1-yl)methyl]benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccccc1CN2C(=O)Cc3ccccc23
#
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
 8P3  8P3  '2-[(2-oxo-2,3-dihydro-1H-indol-1-yl)methyl]benzoic acid'  ligand  32  20  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_8P3
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
 8P3  C1    C  CR16   0  -0.267   4.2781  -1.6670  -0.6454
 8P3  C2    C  CR16   0  -0.265   3.0828  -2.1190  -1.1879
 8P3  C3    C  CR16   0  -0.316   1.9122  -1.3687  -1.0847
 8P3  C4    C  CR56   0   0.426   1.9886  -0.1544  -0.4285
 8P3  C5    C  CR56   0   0.006   3.1805   0.3102   0.1272
 8P3  C6    C  CR16   0  -0.327   4.3306  -0.4422   0.0217
 8P3  C7    C  CH2    0  -0.611   2.9097   1.6328   0.7670
 8P3  C8    C  CR5    0   0.515   1.4316   1.8519   0.5006
 8P3  O9    O  O      0  -0.462   0.7561   2.8029   0.8355
 8P3  N10   N  NR5    0  -0.590   0.9722   0.7718  -0.2001
 8P3  C11   C  CH2    0  -0.354  -0.3871   0.6296  -0.6641
 8P3  C12   C  CR6    0   0.058  -1.2867  -0.1268   0.2956
 8P3  C13   C  CR6    0  -0.119  -2.6711  -0.2353   0.0763
 8P3  C14   C  CR16   0  -0.279  -3.4455  -0.9231   1.0095
 8P3  C15   C  CR16   0  -0.259  -2.8882  -1.5201   2.1294
 8P3  C16   C  CR16   0  -0.249  -1.5245  -1.4084   2.3448
 8P3  C17   C  CR16   0  -0.294  -0.7406  -0.7099   1.4376
 8P3  C18   C  C      0   0.388  -3.3890   0.3506  -1.1379
 8P3  O19   O  O      0  -0.585  -2.7094   0.5429  -2.1653
 8P3  O20   O  OC    -1  -0.589  -4.6067   0.5724  -1.0053
 8P3  H1    H  HCR6   0   0.254   5.1730  -2.2676  -0.7395
 8P3  H2    H  HCR6   0   0.258   3.0530  -3.0720  -1.7001
 8P3  H3    H  HCR6   0   0.267   0.9848  -1.7367  -1.5036
 8P3  H6    H  HCR6   0   0.256   5.2614  -0.0891   0.4480
 8P3  H7    H  HCH2   0   0.302   3.0957   1.6376   1.8440
 8P3  H7A   H  HCH2   0   0.303   3.4930   2.4520   0.3395
 8P3  H11   H  HCH2   0   0.272  -0.7817   1.6273  -0.8484
 8P3  H11A  H  HCH2   0   0.272  -0.3659   0.1335  -1.6328
 8P3  H14   H  HCR6   0   0.245  -4.5126  -0.9916   0.8458
 8P3  H15   H  HCR6   0   0.248  -3.5137  -2.0598   2.8290
 8P3  H16   H  HCR6   0   0.252  -1.0652  -1.8565   3.2165
 8P3  H17   H  HCR6   0   0.244   0.3188  -0.6244   1.6397

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
 8P3  C6   C1    aromatic  1.396  0.020  1.396
 8P3  C1   C2    aromatic  1.388  0.020  1.388
 8P3  C1   H1    single    0.930  0.020  1.080
 8P3  C3   C2    aromatic  1.394  0.020  1.394
 8P3  C2   H2    single    0.930  0.020  1.080
 8P3  C4   C3    aromatic  1.382  0.020  1.382
 8P3  C3   H3    single    0.930  0.020  1.080
 8P3  C5   C4    aromatic  1.395  0.020  1.395
 8P3  N10  C4    single    1.394  0.020  1.394
 8P3  C7   C5    single    1.494  0.020  1.494
 8P3  C5   C6    aromatic  1.378  0.020  1.378
 8P3  C6   H6    single    0.930  0.020  1.080
 8P3  C8   C7    single    1.518  0.020  1.518
 8P3  C7   H7    single    0.970  0.020  1.090
 8P3  C7   H7A   single    0.970  0.020  1.090
 8P3  O9   C8    double    1.214  0.020  1.214
 8P3  C8   N10   single    1.367  0.020  1.367
 8P3  N10  C11   single    1.443  0.020  1.443
 8P3  C12  C11   single    1.517  0.020  1.517
 8P3  C11  H11   single    0.970  0.020  1.090
 8P3  C11  H11A  single    0.970  0.020  1.090
 8P3  C17  C12   aromatic  1.394  0.020  1.394
 8P3  C12  C13   aromatic  1.406  0.020  1.406
 8P3  C14  C13   aromatic  1.394  0.020  1.394
 8P3  C13  C18   single    1.527  0.020  1.527
 8P3  C15  C14   aromatic  1.386  0.020  1.386
 8P3  C14  H14   single    0.930  0.020  1.080
 8P3  C16  C15   aromatic  1.385  0.020  1.385
 8P3  C15  H15   single    0.930  0.020  1.080
 8P3  C16  C17   aromatic  1.388  0.020  1.388
 8P3  C16  H16   single    0.930  0.020  1.080
 8P3  C17  H17   single    0.930  0.020  1.080
 8P3  C18  O19   deloc     1.247  0.020  1.247
 8P3  C18  O20   deloc     1.245  0.020  1.245

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
 8P3  H1    C1   C6   119.84  3.000
 8P3  H1    C1   C2   119.84  3.000
 8P3  C6    C1   C2   120.32  3.000
 8P3  H2    C2   C3   119.06  3.000
 8P3  H2    C2   C1   119.68  3.000
 8P3  C3    C2   C1   121.25  3.000
 8P3  H3    C3   C4   122.00  3.000
 8P3  H3    C3   C2   120.52  3.000
 8P3  C4    C3   C2   117.48  3.000
 8P3  N10   C4   C5   109.66  3.000
 8P3  N10   C4   C3   128.40  3.000
 8P3  C5    C4   C3   121.94  3.000
 8P3  C7    C5   C6   131.86  3.000
 8P3  C6    C5   C4   120.05  3.000
 8P3  C7    C5   C4   108.09  3.000
 8P3  H6    C6   C5   120.60  3.000
 8P3  H6    C6   C1   120.44  3.000
 8P3  C5    C6   C1   118.96  3.000
 8P3  H7A   C7   H7   106.93  3.000
 8P3  H7A   C7   C8   110.06  3.000
 8P3  H7    C7   C8   109.76  3.000
 8P3  H7A   C7   C5   113.54  3.000
 8P3  H7    C7   C5   113.27  3.000
 8P3  C8    C7   C5   103.25  3.000
 8P3  N10   C8   O9   125.00  3.000
 8P3  N10   C8   C7   107.65  3.000
 8P3  O9    C8   C7   127.35  3.000
 8P3  C11   N10  C8   124.00  3.000
 8P3  C11   N10  C4   124.65  3.000
 8P3  C8    N10  C4   111.34  3.000
 8P3  H11A  C11  H11  105.90  3.000
 8P3  H11A  C11  C12  110.32  3.000
 8P3  H11   C11  C12  110.43  3.000
 8P3  H11A  C11  N10  108.22  3.000
 8P3  H11   C11  N10  107.79  3.000
 8P3  C12   C11  N10  113.84  3.000
 8P3  C17   C12  C13  118.77  3.000
 8P3  C13   C12  C11  121.58  3.000
 8P3  C17   C12  C11  119.64  3.000
 8P3  C18   C13  C14  117.41  3.000
 8P3  C18   C13  C12  123.86  3.000
 8P3  C14   C13  C12  118.73  3.000
 8P3  H14   C14  C15  119.45  3.000
 8P3  H14   C14  C13  118.54  3.000
 8P3  C15   C14  C13  122.00  3.000
 8P3  H15   C15  C16  120.57  3.000
 8P3  H15   C15  C14  120.30  3.000
 8P3  C16   C15  C14  119.13  3.000
 8P3  H16   C16  C17  119.68  3.000
 8P3  H16   C16  C15  120.64  3.000
 8P3  C17   C16  C15  119.68  3.000
 8P3  H17   C17  C16  118.09  3.000
 8P3  H17   C17  C12  120.25  3.000
 8P3  C16   C17  C12  121.67  3.000
 8P3  O20   C18  O19  126.40  3.000
 8P3  O20   C18  C13  116.33  3.000
 8P3  O19   C18  C13  117.26  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
 8P3  CONST_01  C4   C5   C6   C1     0.00   0.0  0
 8P3  CONST_02  C4   C3   C2   C1     0.00   0.0  0
 8P3  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 8P3  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 8P3  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 8P3  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 8P3  CONST_07  C15  C16  C17  C12    0.00   0.0  0
 8P3  CONST_08  C15  C14  C13  C12    0.00   0.0  0
 8P3  CONST_09  C16  C17  C12  C13    0.00   0.0  0
 8P3  CONST_10  C16  C15  C14  C13    0.00   0.0  0
 8P3  CONST_11  C17  C12  C13  C14    0.00   0.0  0
 8P3  CONST_12  C17  C16  C15  C14    0.00   0.0  0
 8P3  CONST_13  C7   C8   N10  C4     0.00   0.0  0
 8P3  CONST_14  C16  C17  C12  C11  180.00   0.0  0
 8P3  CONST_15  C14  C13  C12  C11  180.00   0.0  0
 8P3  CONST_16  C18  C13  C14  C15  180.00   0.0  0
 8P3  CONST_17  C18  C13  C12  C17  180.00   0.0  0
 8P3  CONST_18  O9   C8   N10  C4   180.00   0.0  0
 8P3  CONST_19  C11  N10  C8   C7   180.00   0.0  0
 8P3  CONST_20  H3   C3   C2   C1   180.00   0.0  0
 8P3  CONST_21  H6   C6   C1   C2   180.00   0.0  0
 8P3  CONST_22  H1   C1   C2   C3   180.00   0.0  0
 8P3  CONST_23  H2   C2   C3   C4   180.00   0.0  0
 8P3  CONST_24  H16  C16  C17  C12  180.00   0.0  0
 8P3  CONST_25  H14  C14  C13  C12  180.00   0.0  0
 8P3  CONST_26  H17  C17  C12  C13  180.00   0.0  0
 8P3  CONST_27  H15  C15  C14  C13  180.00   0.0  0
 8P3  CONST_28  C11  N10  C8   O9     0.00   0.0  0
 8P3  Var_01    C12  C11  N10  C4    88.09  30.0  3
 8P3  Var_02    C17  C12  C11  N10   -5.73  30.0  1
 8P3  Var_03    H7   C7   C5   C4   118.51  30.0  1
 8P3  Var_04    O19  C18  C13  C12   23.80  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
 8P3  plan-1  C11  0.020
 8P3  plan-1  C12  0.020
 8P3  plan-1  C13  0.020
 8P3  plan-1  C14  0.020
 8P3  plan-1  C15  0.020
 8P3  plan-1  C16  0.020
 8P3  plan-1  C17  0.020
 8P3  plan-1  C18  0.020
 8P3  plan-1  H14  0.020
 8P3  plan-1  H15  0.020
 8P3  plan-1  H16  0.020
 8P3  plan-1  H17  0.020
 8P3  plan-2  C1   0.020
 8P3  plan-2  C2   0.020
 8P3  plan-2  C3   0.020
 8P3  plan-2  C4   0.020
 8P3  plan-2  C5   0.020
 8P3  plan-2  C6   0.020
 8P3  plan-2  C7   0.020
 8P3  plan-2  C8   0.020
 8P3  plan-2  O9   0.020
 8P3  plan-2  N10  0.020
 8P3  plan-2  C11  0.020
 8P3  plan-2  H1   0.020
 8P3  plan-2  H2   0.020
 8P3  plan-2  H3   0.020
 8P3  plan-2  H6   0.020
 8P3  plan-3  C13  0.020
 8P3  plan-3  C18  0.020
 8P3  plan-3  O19  0.020
 8P3  plan-3  O20  0.020

