# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 18:55:11 2020
#   Inital geometry file: a 73 line input string
#   Ligand name: 2-[(1H-indol-3-yl)methyl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C(=C)Cc1c[nH]c2ccccc12
#
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
 ITW  ITW  '2-[(1H-indol-3-yl)methyl]prop-2-enoic acid'  ligand  25  15  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_ITW
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
 ITW  O01   O  OC    -1  -0.601   2.4180  -1.6231   1.2974
 ITW  C02   C  C      0   0.391   2.6944  -1.0396   0.2274
 ITW  O03   O  O      0  -0.598   3.2640  -1.5431  -0.7595
 ITW  C04   C  C      0  -0.014   2.3135   0.4364   0.1405
 ITW  C05   C  C2     0  -0.552   2.8360   1.2116  -0.8070
 ITW  C06   C  CH2    0  -0.607   1.3556   1.0103   1.1629
 ITW  C07   C  CR5    0   0.034  -0.0349   1.1675   0.6315
 ITW  C08   C  CR15   0  -0.096  -0.6524   2.3426   0.3108
 ITW  N09   N  NR15   0  -0.689  -1.9067   2.1024  -0.1838
 ITW  C10   C  CR56   0   0.350  -2.1349   0.7592  -0.1922
 ITW  C11   C  CR16   0  -0.310  -3.2543   0.0335  -0.5988
 ITW  C12   C  CR16   0  -0.284  -3.1977  -1.3427  -0.4875
 ITW  C13   C  CR16   0  -0.272  -2.0563  -1.9875   0.0187
 ITW  C14   C  CR16   0  -0.371  -0.9488  -1.2659   0.4201
 ITW  C15   C  CR56   0   0.011  -0.9743   0.1305   0.3156
 ITW  H11   H  HCR6   0   0.255  -4.1354   0.5277  -0.9883
 ITW  H12   H  HCR6   0   0.245  -4.0498  -1.9347  -0.7965
 ITW  H13   H  HCR6   0   0.241  -2.0497  -3.0675   0.0941
 ITW  H14   H  HCR6   0   0.246  -0.0702  -1.7647   0.8100
 ITW  H05   H  H      0   0.224   2.6038   2.2691  -0.8689
 ITW  H05A  H  H      0   0.231   3.5089   0.8168  -1.5561
 ITW  H06   H  HCH2   0   0.242   1.3485   0.3694   2.0452
 ITW  H06A  H  HCH2   0   0.243   1.7131   1.9914   1.4849
 ITW  H08   H  HCR5   0   0.275  -0.2832   3.3527   0.4000
 ITW  HN09  H  HNR5   0   0.405  -2.5596   2.8120  -0.4698

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
 ITW  C02   O01  deloc     1.250  0.020  1.250
 ITW  C04   C02  single    1.527  0.020  1.527
 ITW  C02   O03  deloc     1.246  0.020  1.246
 ITW  C05   C04  double    1.331  0.020  1.331
 ITW  C06   C04  single    1.514  0.020  1.514
 ITW  H05A  C05  single    0.930  0.020  1.080
 ITW  H05   C05  single    0.930  0.020  1.080
 ITW  C07   C06  single    1.497  0.020  1.497
 ITW  H06A  C06  single    0.970  0.020  1.090
 ITW  C06   H06  single    0.970  0.020  1.090
 ITW  C08   C07  aromatic  1.366  0.020  1.366
 ITW  C07   C15  aromatic  1.434  0.020  1.434
 ITW  H08   C08  single    0.930  0.020  1.080
 ITW  N09   C08  aromatic  1.370  0.020  1.370
 ITW  HN09  N09  single    0.860  0.020  1.020
 ITW  N09   C10  aromatic  1.363  0.020  1.363
 ITW  C10   C11  aromatic  1.395  0.020  1.395
 ITW  C10   C15  aromatic  1.414  0.020  1.414
 ITW  H11   C11  single    0.930  0.020  1.080
 ITW  C11   C12  aromatic  1.382  0.020  1.382
 ITW  C12   H12  single    0.930  0.020  1.080
 ITW  C12   C13  aromatic  1.405  0.020  1.405
 ITW  C14   C13  aromatic  1.382  0.020  1.382
 ITW  C13   H13  single    0.930  0.020  1.080
 ITW  C15   C14  aromatic  1.400  0.020  1.400
 ITW  C14   H14  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
 ITW  C04   C02  O03  117.37  3.000
 ITW  O03   C02  O01  126.20  3.000
 ITW  C04   C02  O01  116.42  3.000
 ITW  C06   C04  C05  120.55  3.000
 ITW  C06   C04  C02  119.07  3.000
 ITW  C05   C04  C02  120.37  3.000
 ITW  H05A  C05  H05  116.71  3.000
 ITW  H05   C05  C04  121.64  3.000
 ITW  H05A  C05  C04  121.65  3.000
 ITW  H06A  C06  H06  106.94  3.000
 ITW  H06   C06  C07  110.06  3.000
 ITW  H06A  C06  C07  108.32  3.000
 ITW  H06   C06  C04  109.13  3.000
 ITW  H06A  C06  C04  109.41  3.000
 ITW  C07   C06  C04  112.82  3.000
 ITW  C15   C07  C08  105.92  3.000
 ITW  C15   C07  C06  127.63  3.000
 ITW  C08   C07  C06  126.42  3.000
 ITW  H08   C08  N09  120.48  3.000
 ITW  N09   C08  C07  110.37  3.000
 ITW  H08   C08  C07  129.15  3.000
 ITW  HN09  N09  C10  125.81  3.000
 ITW  C10   N09  C08  109.18  3.000
 ITW  HN09  N09  C08  125.00  3.000
 ITW  C15   C10  C11  122.15  3.000
 ITW  C15   C10  N09  107.37  3.000
 ITW  C11   C10  N09  130.48  3.000
 ITW  H11   C11  C12  121.13  3.000
 ITW  C12   C11  C10  117.51  3.000
 ITW  H11   C11  C10  121.37  3.000
 ITW  H12   C12  C13  119.42  3.000
 ITW  C13   C12  C11  121.28  3.000
 ITW  H12   C12  C11  119.30  3.000
 ITW  H13   C13  C14  119.73  3.000
 ITW  H13   C13  C12  119.20  3.000
 ITW  C14   C13  C12  121.07  3.000
 ITW  H14   C14  C15  120.06  3.000
 ITW  H14   C14  C13  120.96  3.000
 ITW  C15   C14  C13  118.98  3.000
 ITW  C14   C15  C10  119.01  3.000
 ITW  C14   C15  C07  133.82  3.000
 ITW  C10   C15  C07  107.16  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
 ITW  CONST_01  C10   N09  C08  C07     0.00   0.0  0
 ITW  CONST_02  N09   C10  C15  C07     0.00   0.0  0
 ITW  CONST_03  C11   C10  C15  C07   180.00   0.0  0
 ITW  CONST_04  C13   C14  C15  C07   180.00   0.0  0
 ITW  CONST_05  C10   C15  C07  C08     0.00   0.0  0
 ITW  CONST_06  C14   C15  C07  C08   180.00   0.0  0
 ITW  CONST_07  C11   C10  N09  C08   180.00   0.0  0
 ITW  CONST_08  C15   C10  N09  C08     0.00   0.0  0
 ITW  CONST_09  C15   C07  C08  N09     0.00   0.0  0
 ITW  CONST_10  C12   C11  C10  N09   180.00   0.0  0
 ITW  CONST_11  C14   C15  C10  N09   180.00   0.0  0
 ITW  CONST_12  C13   C12  C11  C10     0.00   0.0  0
 ITW  CONST_13  C13   C14  C15  C10     0.00   0.0  0
 ITW  CONST_14  C14   C15  C10  C11     0.00   0.0  0
 ITW  CONST_15  C14   C13  C12  C11     0.00   0.0  0
 ITW  CONST_16  C15   C10  C11  C12     0.00   0.0  0
 ITW  CONST_17  C15   C14  C13  C12     0.00   0.0  0
 ITW  CONST_18  N09   C08  C07  C06   180.00   0.0  0
 ITW  CONST_19  C10   C15  C07  C06   180.00   0.0  0
 ITW  CONST_20  C14   C15  C07  C06     0.00   0.0  0
 ITW  CONST_21  HN09  N09  C08  C07   180.00   0.0  0
 ITW  CONST_22  H14   C14  C15  C07     0.00   0.0  0
 ITW  CONST_23  H11   C11  C10  N09     0.00   0.0  0
 ITW  CONST_24  H08   C08  N09  C10   180.00   0.0  0
 ITW  CONST_25  H12   C12  C11  C10   180.00   0.0  0
 ITW  CONST_26  H13   C13  C12  C11   180.00   0.0  0
 ITW  Var_01    C08   C07  C06  C04  -107.53  30.0  2
 ITW  Var_02    C07   C06  C04  C02  -101.82  30.0  2
 ITW  Var_03    C05   C04  C02  O01   164.15  30.0  2
 ITW  Var_04    H05A  C05  C04  C02     2.25   0.0  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
 ITW  plan-1  C06   0.020
 ITW  plan-1  C07   0.020
 ITW  plan-1  C08   0.020
 ITW  plan-1  N09   0.020
 ITW  plan-1  C10   0.020
 ITW  plan-1  C11   0.020
 ITW  plan-1  C12   0.020
 ITW  plan-1  C13   0.020
 ITW  plan-1  C14   0.020
 ITW  plan-1  C15   0.020
 ITW  plan-1  H11   0.020
 ITW  plan-1  H12   0.020
 ITW  plan-1  H13   0.020
 ITW  plan-1  H14   0.020
 ITW  plan-1  H08   0.020
 ITW  plan-1  HN09  0.020
 ITW  plan-2  O01   0.020
 ITW  plan-2  C02   0.020
 ITW  plan-2  O03   0.020
 ITW  plan-2  C04   0.020
 ITW  plan-3  C02   0.020
 ITW  plan-3  C04   0.020
 ITW  plan-3  C05   0.020
 ITW  plan-3  C06   0.020
 ITW  plan-3  H05   0.020
 ITW  plan-3  H05A  0.020

