# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 00:46:16 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 1-benzyl-2-ethyl-1,5,6,7-tetrahydro-4H-indol-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc2C(=O)CCCc2n1Cc3ccccc3
#
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
 2N0  2N0  1-benzyl-2-ethyl-1,5,6,7-tetrahydro-4H-indol-4-one  ligand  38  19  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_2N0
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
 2N0  O    O  O     0  -0.441  -3.9988   0.0987  -1.7561
 2N0  C16  C  C     0   0.316  -3.1276  -0.3824  -1.0481
 2N0  C4   C  CR5   0  -0.133  -2.0054   0.3779  -0.5471
 2N0  C3   C  CR15  0  -0.427  -1.6285   1.7336  -0.7721
 2N0  C15  C  CH2   0  -0.572  -3.1196  -1.8527  -0.6762
 2N0  C14  C  CH2   0  -0.457  -2.4493  -2.1405   0.6655
 2N0  C13  C  CH2   0  -0.510  -1.0220  -1.5981   0.7278
 2N0  C5   C  CR5   0   0.393  -1.0342  -0.1904   0.2551
 2N0  N    N  NR5   0  -0.537  -0.1059   0.7560   0.5189
 2N0  C2   C  CR5   0   0.349  -0.4535   1.9435  -0.1099
 2N0  C1   C  CH2   0  -0.538   0.3420   3.1972   0.0273
 2N0  C    C  CH3   0  -0.654   0.1082   3.9279   1.3503
 2N0  C6   C  CH2   0  -0.400   1.1163   0.5046   1.2516
 2N0  C7   C  CR6   0   0.110   2.1054  -0.3326   0.4787
 2N0  C12  C  CR16  0  -0.286   2.2614  -0.1843  -0.8965
 2N0  C11  C  CR16  0  -0.239   3.2020  -0.9404  -1.5822
 2N0  C10  C  CR16  0  -0.267   3.9978  -1.8534  -0.9017
 2N0  C9   C  CR16  0  -0.240   3.8439  -2.0086   0.4691
 2N0  C8   C  CR16  0  -0.307   2.9001  -1.2536   1.1528
 2N0  H1   H  HCR5  0   0.246  -2.1589   2.4700  -1.3556
 2N0  H2   H  HCH2  0   0.261  -4.1433  -2.2303  -0.6871
 2N0  H3   H  HCH2  0   0.262  -2.5833  -2.3802  -1.4748
 2N0  H4   H  HCH2  0   0.238  -3.0370  -1.6868   1.4677
 2N0  H5   H  HCH2  0   0.250  -2.4438  -3.2155   0.8483
 2N0  H6   H  HCH2  0   0.264  -0.6351  -1.6755   1.7468
 2N0  H7   H  HCH2  0   0.259  -0.3591  -2.2014   0.0980
 2N0  H8   H  HCH2  0   0.244   1.4102   2.9982  -0.1011
 2N0  H9   H  HCH2  0   0.262   0.0642   3.8552  -0.7974
 2N0  H10  H  HCH3  0   0.236   0.6881   4.8505   1.3849
 2N0  H11  H  HCH3  0   0.230  -0.9444   4.1843   1.4692
 2N0  H12  H  HCH3  0   0.225   0.4011   3.3231   2.2095
 2N0  H13  H  HCH2  0   0.296   1.5641   1.4630   1.5137
 2N0  H14  H  HCH2  0   0.285   0.8737   0.0189   2.1984
 2N0  H15  H  HCR6  0   0.255   1.6436   0.5173  -1.4449
 2N0  H16  H  HCR6  0   0.258   3.3130  -0.8160  -2.6517
 2N0  H17  H  HCR6  0   0.257   4.7295  -2.4425  -1.4392
 2N0  H18  H  HCR6  0   0.257   4.4519  -2.7235   1.0083
 2N0  H19  H  HCR6  0   0.254   2.7770  -1.3871   2.2213

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
 2N0  C14  C15  single    1.527  0.020  1.527
 2N0  C14  C13  single    1.528  0.020  1.528
 2N0  C15  C16  single    1.517  0.020  1.517
 2N0  C16  O    double    1.221  0.020  1.221
 2N0  C16  C4   single    1.445  0.020  1.445
 2N0  C13  C5   single    1.485  0.020  1.485
 2N0  C4   C5   aromatic  1.382  0.020  1.382
 2N0  C4   C3   aromatic  1.425  0.020  1.425
 2N0  C5   N    aromatic  1.352  0.020  1.352
 2N0  C3   C2   aromatic  1.365  0.020  1.365
 2N0  N    C6   single    1.447  0.020  1.447
 2N0  N    C2   aromatic  1.388  0.020  1.388
 2N0  C6   C7   single    1.509  0.020  1.509
 2N0  C2   C1   single    1.491  0.020  1.491
 2N0  C8   C7   aromatic  1.391  0.020  1.391
 2N0  C8   C9   aromatic  1.389  0.020  1.389
 2N0  C7   C12  aromatic  1.392  0.020  1.392
 2N0  C9   C10  aromatic  1.388  0.020  1.388
 2N0  C1   C    single    1.529  0.020  1.529
 2N0  C12  C11  aromatic  1.388  0.020  1.388
 2N0  C10  C11  aromatic  1.389  0.020  1.389
 2N0  C3   H1   single    0.930  0.020  1.080
 2N0  C15  H2   single    0.970  0.020  1.090
 2N0  C15  H3   single    0.970  0.020  1.090
 2N0  C14  H4   single    0.970  0.020  1.090
 2N0  C14  H5   single    0.970  0.020  1.090
 2N0  C13  H6   single    0.970  0.020  1.090
 2N0  C13  H7   single    0.970  0.020  1.090
 2N0  C1   H8   single    0.970  0.020  1.090
 2N0  C1   H9   single    0.970  0.020  1.090
 2N0  C    H10  single    0.970  0.020  1.090
 2N0  C    H11  single    0.970  0.020  1.090
 2N0  C    H12  single    0.970  0.020  1.090
 2N0  C6   H13  single    0.970  0.020  1.090
 2N0  C6   H14  single    0.970  0.020  1.090
 2N0  C12  H15  single    0.930  0.020  1.080
 2N0  C11  H16  single    0.930  0.020  1.080
 2N0  C10  H17  single    0.930  0.020  1.080
 2N0  C9   H18  single    0.930  0.020  1.080
 2N0  C8   H19  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
 2N0  C15  C16  C4   114.89  3.000
 2N0  C4   C16  O    123.21  3.000
 2N0  C15  C16  O    121.86  3.000
 2N0  C5   C4   C3   107.28  3.000
 2N0  C3   C4   C16  130.63  3.000
 2N0  C5   C4   C16  122.05  3.000
 2N0  H1   C3   C2   125.50  3.000
 2N0  H1   C3   C4   127.21  3.000
 2N0  C2   C3   C4   107.30  3.000
 2N0  H3   C15  H2   106.56  3.000
 2N0  H3   C15  C14  109.53  3.000
 2N0  H2   C15  C14  110.82  3.000
 2N0  H3   C15  C16  106.87  3.000
 2N0  H2   C15  C16  109.15  3.000
 2N0  C14  C15  C16  113.61  3.000
 2N0  H5   C14  H4   106.79  3.000
 2N0  H5   C14  C13  109.78  3.000
 2N0  H4   C14  C13  108.97  3.000
 2N0  H5   C14  C15  109.59  3.000
 2N0  H4   C14  C15  109.30  3.000
 2N0  C13  C14  C15  112.26  3.000
 2N0  H7   C13  H6   106.43  3.000
 2N0  H7   C13  C5   110.12  3.000
 2N0  H6   C13  C5   111.53  3.000
 2N0  H7   C13  C14  110.26  3.000
 2N0  H6   C13  C14  110.09  3.000
 2N0  C5   C13  C14  108.41  3.000
 2N0  N    C5   C13  126.58  3.000
 2N0  N    C5   C4   107.94  3.000
 2N0  C13  C5   C4   125.48  3.000
 2N0  C6   N    C2   126.13  3.000
 2N0  C2   N    C5   109.79  3.000
 2N0  C6   N    C5   123.86  3.000
 2N0  C1   C2   N    122.96  3.000
 2N0  C1   C2   C3   129.28  3.000
 2N0  N    C2   C3   107.69  3.000
 2N0  H9   C1   H8   105.64  3.000
 2N0  H9   C1   C    109.08  3.000
 2N0  H8   C1   C    109.74  3.000
 2N0  H9   C1   C2   107.55  3.000
 2N0  H8   C1   C2   110.92  3.000
 2N0  C    C1   C2   113.56  3.000
 2N0  H12  C    H11  107.69  3.000
 2N0  H12  C    H10  107.54  3.000
 2N0  H11  C    H10  108.13  3.000
 2N0  H12  C    C1   112.05  3.000
 2N0  H11  C    C1   110.76  3.000
 2N0  H10  C    C1   110.52  3.000
 2N0  H14  C6   H13  105.91  3.000
 2N0  H14  C6   C7   110.07  3.000
 2N0  H13  C6   C7   109.99  3.000
 2N0  H14  C6   N    109.20  3.000
 2N0  H13  C6   N    108.42  3.000
 2N0  C7   C6   N    113.00  3.000
 2N0  C8   C7   C12  119.04  3.000
 2N0  C12  C7   C6   121.36  3.000
 2N0  C8   C7   C6   119.58  3.000
 2N0  H15  C12  C11  119.27  3.000
 2N0  H15  C12  C7   120.34  3.000
 2N0  C11  C12  C7   120.39  3.000
 2N0  H16  C11  C10  120.05  3.000
 2N0  H16  C11  C12  119.67  3.000
 2N0  C10  C11  C12  120.28  3.000
 2N0  H17  C10  C9   120.30  3.000
 2N0  H17  C10  C11  120.12  3.000
 2N0  C9   C10  C11  119.58  3.000
 2N0  H18  C9   C8   119.71  3.000
 2N0  H18  C9   C10  120.24  3.000
 2N0  C8   C9   C10  120.05  3.000
 2N0  H19  C8   C9   119.71  3.000
 2N0  H19  C8   C7   119.64  3.000
 2N0  C9   C8   C7   120.65  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
 2N0  CONST_01  C2   N    C5   C4      0.00   0.0  0
 2N0  CONST_02  N    C2   C3   C4      0.00   0.0  0
 2N0  CONST_03  N    C5   C4   C3      0.00   0.0  0
 2N0  CONST_04  C5   N    C2   C3      0.00   0.0  0
 2N0  CONST_05  C2   C3   C4   C5      0.00   0.0  0
 2N0  CONST_06  C10  C9   C8   C7      0.00   0.0  0
 2N0  CONST_07  C10  C11  C12  C7      0.00   0.0  0
 2N0  CONST_08  C9   C8   C7   C12     0.00   0.0  0
 2N0  CONST_09  C9   C10  C11  C12     0.00   0.0  0
 2N0  CONST_10  C8   C7   C12  C11     0.00   0.0  0
 2N0  CONST_11  C8   C9   C10  C11     0.00   0.0  0
 2N0  CONST_12  C6   N    C5   C4    180.00   0.0  0
 2N0  CONST_13  C1   C2   C3   C4    180.00   0.0  0
 2N0  CONST_14  C6   N    C2   C3    180.00   0.0  0
 2N0  CONST_15  C6   N    C5   C13     0.00   0.0  0
 2N0  CONST_16  C1   C2   N    C5    180.00   0.0  0
 2N0  CONST_17  C9   C8   C7   C6    180.00   0.0  0
 2N0  CONST_18  C11  C12  C7   C6    180.00   0.0  0
 2N0  CONST_19  H1   C3   C4   C16     0.00   0.0  0
 2N0  CONST_20  H18  C9   C8   C7    180.00   0.0  0
 2N0  CONST_21  H16  C11  C12  C7    180.00   0.0  0
 2N0  CONST_22  H19  C8   C7   C12   180.00   0.0  0
 2N0  CONST_23  H17  C10  C11  C12   180.00   0.0  0
 2N0  CONST_24  H15  C12  C11  C10   180.00   0.0  0
 2N0  Var_01    C13  C14  C15  C16   -55.45  30.0  1
 2N0  Var_02    C14  C15  C16  C4     30.68  30.0  1
 2N0  Var_03    C14  C13  C5   C4    -21.80  30.0  1
 2N0  Var_04    C15  C16  C4   C3    174.76  30.0  1
 2N0  Var_05    C5   C13  C14  C15    48.52  30.0  1
 2N0  Var_06    C7   C6   N    C5     70.43  30.0  2
 2N0  Var_07    C8   C7   C6   N    -144.32  30.0  2
 2N0  Var_08    C    C1   C2   C3     98.79  30.0  2
 2N0  Var_09    H10  C    C1   C2   -178.21  30.0  3

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
 2N0  plan-1  C6   0.020
 2N0  plan-1  C7   0.020
 2N0  plan-1  C12  0.020
 2N0  plan-1  C11  0.020
 2N0  plan-1  C10  0.020
 2N0  plan-1  C9   0.020
 2N0  plan-1  C8   0.020
 2N0  plan-1  H15  0.020
 2N0  plan-1  H16  0.020
 2N0  plan-1  H17  0.020
 2N0  plan-1  H18  0.020
 2N0  plan-1  H19  0.020
 2N0  plan-2  C16  0.020
 2N0  plan-2  C4   0.020
 2N0  plan-2  C3   0.020
 2N0  plan-2  C13  0.020
 2N0  plan-2  C5   0.020
 2N0  plan-2  N    0.020
 2N0  plan-2  C2   0.020
 2N0  plan-2  C1   0.020
 2N0  plan-2  C6   0.020
 2N0  plan-2  H1   0.020
 2N0  plan-3  O    0.020
 2N0  plan-3  C16  0.020
 2N0  plan-3  C4   0.020
 2N0  plan-3  C15  0.020

