# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Mar 21 03:31:06 2022
#   Inital geometry file: a 67 line input string
#   Ligand name: 2-(2-methyl-1~{H}-indol-3-yl)ethanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1[nH]c2ccccc2c1CC(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
 QN5  QN5  '2-(2-methyl-1~{H}-indol-3-yl)ethanoic acid'  ligand  24  14  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_QN5
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
 QN5  C10   C  CR16   0  -0.314  6.9308   9.0803  30.6352
 QN5  C13   C  CR16   0  -0.287  6.0372   9.5836  31.5649
 QN5  C04   C  CR5    0   0.005  6.5633   5.4817  30.9035
 QN5  C05   C  CR56   0   0.055  6.2264   6.8205  31.2865
 QN5  C06   C  CR5    0   0.268  7.5178   5.5899  29.9272
 QN5  C07   C  CR56   0   0.334  7.0126   7.6959  30.5051
 QN5  C08   C  CH2    0  -0.697  5.9494   4.2531  31.4771
 QN5  C09   C  CR16   0  -0.369  5.3302   7.3577  32.2161
 QN5  C11   C  CH3    0  -0.738  8.2086   4.5339  29.1420
 QN5  C12   C  CR16   0  -0.271  5.2433   8.7318  32.3491
 QN5  C14   C  C      0   0.401  4.5290   3.9303  30.9396
 QN5  N03   N  NR15   0  -0.730  7.7824   6.9200  29.6910
 QN5  O01   O  O      0  -0.599  4.3203   4.1602  29.7336
 QN5  O02   O  OC    -1  -0.614  3.7299   3.4358  31.7601
 QN5  H101  H  HCR6   0   0.249  7.5407   9.7406  30.0312
 QN5  H131  H  HCR6   0   0.240  5.9487  10.6554  31.6891
 QN5  H082  H  HCH2   0   0.237  6.5803   3.3845  31.2557
 QN5  H081  H  HCH2   0   0.212  5.9178   4.3251  32.5676
 QN5  H091  H  HCR6   0   0.235  4.7116   6.7050  32.8212
 QN5  H112  H  HCH3   0   0.245  9.2893   4.6857  29.1255
 QN5  H111  H  HCH3   0   0.252  8.0170   3.5498  29.5646
 QN5  H113  H  HCH3   0   0.248  7.8675   4.5183  28.1043
 QN5  H121  H  HCR6   0   0.237  4.5532   9.1603  33.0649
 QN5  H031  H  HNR5   0   0.398  8.4472   7.2628  29.0173

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
 QN5  C11  C06   single    1.486  0.020  1.486
 QN5  N03  C06   aromatic  1.377  0.020  1.377
 QN5  N03  C07   aromatic  1.363  0.020  1.363
 QN5  C06  C04   aromatic  1.370  0.020  1.370
 QN5  O01  C14   deloc     1.245  0.020  1.245
 QN5  C07  C10   aromatic  1.393  0.020  1.393
 QN5  C07  C05   aromatic  1.412  0.020  1.412
 QN5  C10  C13   aromatic  1.384  0.020  1.384
 QN5  C04  C05   aromatic  1.433  0.020  1.433
 QN5  C04  C08   single    1.488  0.020  1.488
 QN5  C05  C09   aromatic  1.399  0.020  1.399
 QN5  C14  C08   single    1.553  0.020  1.553
 QN5  C14  O02   deloc     1.247  0.020  1.247
 QN5  C13  C12   aromatic  1.404  0.020  1.404
 QN5  C09  C12   aromatic  1.383  0.020  1.383
 QN5  C10  H101  single    0.930  0.020  1.080
 QN5  C13  H131  single    0.930  0.020  1.080
 QN5  C08  H082  single    0.970  0.020  1.090
 QN5  C08  H081  single    0.970  0.020  1.090
 QN5  C09  H091  single    0.930  0.020  1.080
 QN5  C11  H112  single    0.970  0.020  1.090
 QN5  C11  H111  single    0.970  0.020  1.090
 QN5  C11  H113  single    0.970  0.020  1.090
 QN5  C12  H121  single    0.930  0.020  1.080
 QN5  N03  H031  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
 QN5  H101  C10  C07   121.39  3.000
 QN5  H101  C10  C13   121.09  3.000
 QN5  C07   C10  C13   117.52  3.000
 QN5  H131  C13  C12   119.37  3.000
 QN5  H131  C13  C10   119.33  3.000
 QN5  C12   C13  C10   121.31  3.000
 QN5  C08   C04  C06   128.85  3.000
 QN5  C08   C04  C05   124.84  3.000
 QN5  C06   C04  C05   106.30  3.000
 QN5  C09   C05  C07   119.10  3.000
 QN5  C09   C05  C04   133.42  3.000
 QN5  C07   C05  C04   107.48  3.000
 QN5  N03   C06  C11   120.43  3.000
 QN5  N03   C06  C04   109.43  3.000
 QN5  C11   C06  C04   130.12  3.000
 QN5  N03   C07  C05   106.98  3.000
 QN5  C05   C07  C10   122.12  3.000
 QN5  N03   C07  C10   130.90  3.000
 QN5  H081  C08  H082  105.68  3.000
 QN5  H081  C08  C14   109.42  3.000
 QN5  H082  C08  C14   106.98  3.000
 QN5  H081  C08  C04   109.99  3.000
 QN5  H082  C08  C04   109.81  3.000
 QN5  C14   C08  C04   114.56  3.000
 QN5  H091  C09  C12   120.57  3.000
 QN5  H091  C09  C05   120.37  3.000
 QN5  C12   C09  C05   119.06  3.000
 QN5  H113  C11  H111  107.52  3.000
 QN5  H113  C11  H112  107.27  3.000
 QN5  H111  C11  H112  107.82  3.000
 QN5  H113  C11  C06   111.52  3.000
 QN5  H111  C11  C06   110.83  3.000
 QN5  H112  C11  C06   111.68  3.000
 QN5  H121  C12  C09   119.79  3.000
 QN5  H121  C12  C13   119.31  3.000
 QN5  C09   C12  C13   120.90  3.000
 QN5  O02   C14  O01   127.07  3.000
 QN5  O02   C14  C08   116.15  3.000
 QN5  O01   C14  C08   116.76  3.000
 QN5  H031  N03  C07   125.37  3.000
 QN5  H031  N03  C06   124.81  3.000
 QN5  C07   N03  C06   109.81  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
 QN5  CONST_01  C06   N03  C07  C10   180.00   0.0  0
 QN5  CONST_02  C04   C05  C07  C10   180.00   0.0  0
 QN5  CONST_03  C09   C05  C07  C10     0.00   0.0  0
 QN5  CONST_04  C09   C12  C13  C10     0.00   0.0  0
 QN5  CONST_05  N03   C07  C10  C13   180.00   0.0  0
 QN5  CONST_06  C05   C07  C10  C13     0.00   0.0  0
 QN5  CONST_07  C05   C09  C12  C13     0.00   0.0  0
 QN5  CONST_08  C07   N03  C06  C04     0.00   0.0  0
 QN5  CONST_09  N03   C07  C05  C04     0.00   0.0  0
 QN5  CONST_10  C12   C09  C05  C04   180.00   0.0  0
 QN5  CONST_11  C06   N03  C07  C05     0.00   0.0  0
 QN5  CONST_12  N03   C06  C04  C05     0.00   0.0  0
 QN5  CONST_13  C07   C05  C04  C06     0.00   0.0  0
 QN5  CONST_14  C09   C05  C04  C06   180.00   0.0  0
 QN5  CONST_15  C12   C13  C10  C07     0.00   0.0  0
 QN5  CONST_16  C12   C09  C05  C07     0.00   0.0  0
 QN5  CONST_17  N03   C07  C05  C09   180.00   0.0  0
 QN5  CONST_18  C11   C06  C04  C05   180.00   0.0  0
 QN5  CONST_19  C11   C06  N03  C07   180.00   0.0  0
 QN5  CONST_20  C08   C04  C05  C07   180.00   0.0  0
 QN5  CONST_21  N03   C06  C04  C08   180.00   0.0  0
 QN5  CONST_22  C09   C05  C04  C08     0.00   0.0  0
 QN5  CONST_23  H031  N03  C07  C10     0.00   0.0  0
 QN5  CONST_24  H121  C12  C13  C10   180.00   0.0  0
 QN5  CONST_25  H091  C09  C12  C13   180.00   0.0  0
 QN5  CONST_26  H101  C10  C07  C05   180.00   0.0  0
 QN5  CONST_27  H131  C13  C10  C07   180.00   0.0  0
 QN5  Var_01    C14   C08  C04  C05    77.17  30.0  2
 QN5  Var_02    H112  C11  C06  C04  -131.81  30.0  2
 QN5  Var_03    O01   C14  C08  C04    37.60  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
 QN5  plan-1  C10   0.020
 QN5  plan-1  C13   0.020
 QN5  plan-1  C04   0.020
 QN5  plan-1  C05   0.020
 QN5  plan-1  C06   0.020
 QN5  plan-1  C07   0.020
 QN5  plan-1  C08   0.020
 QN5  plan-1  C09   0.020
 QN5  plan-1  C11   0.020
 QN5  plan-1  C12   0.020
 QN5  plan-1  N03   0.020
 QN5  plan-1  H101  0.020
 QN5  plan-1  H131  0.020
 QN5  plan-1  H091  0.020
 QN5  plan-1  H121  0.020
 QN5  plan-1  H031  0.020
 QN5  plan-2  C08   0.020
 QN5  plan-2  C14   0.020
 QN5  plan-2  O01   0.020
 QN5  plan-2  O02   0.020

