# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 17:54:44 2020
#   Inital geometry file: a 102 line input string
#   Ligand name: (3aS)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1ccc2N=C3N(CC[C@@]3(O)C(=O)c2c1)c4ccccc4
#
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
 BIT  BIT  (3aS)-3a-hydroxy-6-methyl-1-phenyl-1,2,3,3a-tetrahydro-4H-pyrrolo[2,3-b]quinolin-4-one  ligand  38  22  .  2022-07-24  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_BIT
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
 BIT  O2    O  O     0  -0.377   2.3447  -2.4889  -0.8050
 BIT  C4    C  C     0   0.454   1.7420  -1.5403  -0.3538
 BIT  C5    C  CR6   0  -0.079   2.3198  -0.2092  -0.1384
 BIT  C6    C  CR16  0  -0.316   3.7032  -0.0183  -0.1726
 BIT  C7    C  CR6   0   0.103   4.2687   1.2250   0.0491
 BIT  C18   C  CH3   0  -0.699   5.7544   1.4317   0.0340
 BIT  C8    C  CR16  0  -0.254   3.3998   2.2955   0.2935
 BIT  C10   C  CR6   0   0.234   1.4543   0.8756   0.0989
 BIT  C9    C  CR16  0  -0.288   2.0285   2.1313   0.3106
 BIT  C3    C  CT    0  -0.088   0.3163  -1.6730   0.1549
 BIT  C11   C  C     0   0.572  -0.4530  -0.3748   0.0173
 BIT  N2    N  N     0  -0.513   0.0670   0.7954   0.0699
 BIT  O1    O  OH1   0  -0.628   0.3905  -2.0245   1.5252
 BIT  C2    C  CH2   0  -0.458  -0.5860  -2.6633  -0.5427
 BIT  C1    C  CH2   0  -0.274  -1.9724  -2.1255  -0.2122
 BIT  N1    N  NT    0  -0.602  -1.7647  -0.6765  -0.1194
 BIT  C12   C  CR6   0   0.343  -2.8531   0.2072  -0.1073
 BIT  C13   C  CR16  0  -0.321  -4.1340  -0.3069   0.1195
 BIT  C14   C  CR16  0  -0.220  -5.2385   0.5302   0.1232
 BIT  C15   C  CR16  0  -0.241  -5.0953   1.8921  -0.0981
 BIT  C16   C  CR16  0  -0.219  -3.8255   2.4038  -0.3240
 BIT  C17   C  CR16  0  -0.286  -2.7095   1.5804  -0.3317
 BIT  H6    H  HCR6  0   0.237   4.3428  -0.8720  -0.3648
 BIT  H181  H  HCH3  0   0.241   6.1195   1.7531   1.0108
 BIT  H182  H  HCH3  0   0.234   6.2813   0.5164  -0.2320
 BIT  H183  H  HCH3  0   0.238   6.0400   2.2022  -0.6837
 BIT  H8    H  HCR6  0   0.236   3.8108   3.2831   0.4685
 BIT  H9    H  HCR6  0   0.242   1.3775   2.9788   0.4825
 BIT  HO1   H  HOH1  0   0.445   0.7791  -1.3050   2.0380
 BIT  H21   H  HCH2  0   0.273  -0.4352  -3.6874  -0.2059
 BIT  H22   H  HCH2  0   0.267  -0.4180  -2.6267  -1.6199
 BIT  H11   H  HCH2  0   0.251  -2.3505  -2.5259   0.7307
 BIT  H12   H  HCH2  0   0.262  -2.6978  -2.3495  -0.9928
 BIT  H13   H  HCR6  0   0.257  -4.2860  -1.3610   0.3044
 BIT  H14   H  HCR6  0   0.238  -6.2177   0.1069   0.3051
 BIT  H15   H  HCR6  0   0.229  -5.9584   2.5442  -0.0970
 BIT  H16   H  HCR6  0   0.229  -3.6924   3.4632  -0.5016
 BIT  H17   H  HCR6  0   0.281  -1.7349   2.0036  -0.5109

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
 BIT  O2   C4    double    1.211  0.020  1.211
 BIT  C4   C5    single    1.467  0.020  1.467
 BIT  C4   C3    single    1.519  0.020  1.519
 BIT  C5   C6    aromatic  1.397  0.020  1.397
 BIT  C5   C10   aromatic  1.408  0.020  1.408
 BIT  C6   C7    aromatic  1.384  0.020  1.384
 BIT  C6   H6    single    0.930  0.020  1.080
 BIT  C7   C18   single    1.500  0.020  1.500
 BIT  C7   C8    aromatic  1.400  0.020  1.400
 BIT  C18  H181  single    0.970  0.020  1.090
 BIT  C18  H182  single    0.970  0.020  1.090
 BIT  C18  H183  single    0.970  0.020  1.090
 BIT  C8   C9    aromatic  1.381  0.020  1.381
 BIT  C8   H8    single    0.930  0.020  1.080
 BIT  C10  C9    aromatic  1.397  0.020  1.397
 BIT  C10  N2    single    1.390  0.020  1.390
 BIT  C9   H9    single    0.930  0.020  1.080
 BIT  C3   C11   single    1.515  0.020  1.515
 BIT  C3   O1    single    1.417  0.020  1.417
 BIT  C3   C2    single    1.511  0.020  1.511
 BIT  C11  N2    double    1.282  0.020  1.282
 BIT  C11  N1    single    1.353  0.020  1.353
 BIT  O1   HO1   single    0.850  0.020  0.980
 BIT  C2   C1    single    1.523  0.020  1.523
 BIT  C2   H21   single    0.970  0.020  1.090
 BIT  C2   H22   single    0.970  0.020  1.090
 BIT  C1   N1    single    1.467  0.020  1.467
 BIT  C1   H11   single    0.970  0.020  1.090
 BIT  C1   H12   single    0.970  0.020  1.090
 BIT  N1   C12   single    1.402  0.020  1.402
 BIT  C12  C13   aromatic  1.399  0.020  1.399
 BIT  C12  C17   aromatic  1.399  0.020  1.399
 BIT  C13  C14   aromatic  1.386  0.020  1.386
 BIT  C13  H13   single    0.930  0.020  1.080
 BIT  C14  C15   aromatic  1.387  0.020  1.387
 BIT  C14  H14   single    0.930  0.020  1.080
 BIT  C15  C16   aromatic  1.388  0.020  1.388
 BIT  C15  H15   single    0.930  0.020  1.080
 BIT  C16  C17   aromatic  1.387  0.020  1.387
 BIT  C16  H16   single    0.930  0.020  1.080
 BIT  C17  H17   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
 BIT  C3    C4   C5    113.56  3.000
 BIT  C3    C4   O2    121.55  3.000
 BIT  C5    C4   O2    124.71  3.000
 BIT  C10   C5   C6    120.51  3.000
 BIT  C10   C5   C4    118.80  3.000
 BIT  C6    C5   C4    120.69  3.000
 BIT  H6    C6   C7    119.66  3.000
 BIT  H6    C6   C5    118.76  3.000
 BIT  C7    C6   C5    121.57  3.000
 BIT  C8    C7   C18   120.73  3.000
 BIT  C8    C7   C6    117.47  3.000
 BIT  C18   C7   C6    121.80  3.000
 BIT  H183  C18  H182  107.83  3.000
 BIT  H183  C18  H181  107.06  3.000
 BIT  H182  C18  H181  107.72  3.000
 BIT  H183  C18  C7    111.30  3.000
 BIT  H182  C18  C7    111.45  3.000
 BIT  H181  C18  C7    111.28  3.000
 BIT  H8    C8   C9    118.87  3.000
 BIT  H8    C8   C7    119.30  3.000
 BIT  C9    C8   C7    121.83  3.000
 BIT  N2    C10  C9    117.73  3.000
 BIT  N2    C10  C5    124.45  3.000
 BIT  C9    C10  C5    117.74  3.000
 BIT  H9    C9   C10   118.73  3.000
 BIT  H9    C9   C8    120.40  3.000
 BIT  C10   C9   C8    120.87  3.000
 BIT  C2    C3   O1    108.38  3.000
 BIT  C2    C3   C11   102.50  3.000
 BIT  O1    C3   C11   109.08  3.000
 BIT  C2    C3   C4    117.59  3.000
 BIT  O1    C3   C4    107.24  3.000
 BIT  C11   C3   C4    111.78  3.000
 BIT  N1    C11  N2    126.95  3.000
 BIT  N1    C11  C3    108.08  3.000
 BIT  N2    C11  C3    124.93  3.000
 BIT  C11   N2   C10   117.29  3.000
 BIT  HO1   O1   C3    110.49  3.000
 BIT  H22   C2   H21   108.41  3.000
 BIT  H22   C2   C1    110.04  3.000
 BIT  H21   C2   C1    113.02  3.000
 BIT  H22   C2   C3    110.00  3.000
 BIT  H21   C2   C3    113.02  3.000
 BIT  C1    C2   C3    102.24  3.000
 BIT  H12   C1   H11   108.23  3.000
 BIT  H12   C1   N1    110.05  3.000
 BIT  H11   C1   N1    110.89  3.000
 BIT  H12   C1   C2    112.22  3.000
 BIT  H11   C1   C2    111.91  3.000
 BIT  N1    C1   C2    103.51  3.000
 BIT  C12   N1   C1    120.89  3.000
 BIT  C12   N1   C11   127.68  3.000
 BIT  C1    N1   C11   111.35  3.000
 BIT  C17   C12  C13   118.74  3.000
 BIT  C17   C12  N1    122.53  3.000
 BIT  C13   C12  N1    118.73  3.000
 BIT  H13   C13  C14   118.45  3.000
 BIT  H13   C13  C12   120.99  3.000
 BIT  C14   C13  C12   120.55  3.000
 BIT  H14   C14  C15   120.28  3.000
 BIT  H14   C14  C13   119.04  3.000
 BIT  C15   C14  C13   120.68  3.000
 BIT  H15   C15  C16   120.53  3.000
 BIT  H15   C15  C14   120.62  3.000
 BIT  C16   C15  C14   118.85  3.000
 BIT  H16   C16  C17   118.76  3.000
 BIT  H16   C16  C15   120.02  3.000
 BIT  C17   C16  C15   121.22  3.000
 BIT  H17   C17  C16   119.71  3.000
 BIT  H17   C17  C12   120.34  3.000
 BIT  C16   C17  C12   119.96  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
 BIT  CONST_01  C8    C7   C6   C5      0.00   0.0  0
 BIT  CONST_02  C8    C9   C10  C5      0.00   0.0  0
 BIT  CONST_03  C9    C10  C5   C6      0.00   0.0  0
 BIT  CONST_04  C9    C8   C7   C6      0.00   0.0  0
 BIT  CONST_05  C10   C5   C6   C7      0.00   0.0  0
 BIT  CONST_06  C10   C9   C8   C7      0.00   0.0  0
 BIT  CONST_07  C15   C14  C13  C12     0.00   0.0  0
 BIT  CONST_08  C15   C16  C17  C12     0.00   0.0  0
 BIT  CONST_09  C16   C17  C12  C13     0.00   0.0  0
 BIT  CONST_10  C16   C15  C14  C13     0.00   0.0  0
 BIT  CONST_11  C17   C12  C13  C14     0.00   0.0  0
 BIT  CONST_12  C17   C16  C15  C14     0.00   0.0  0
 BIT  CONST_13  C14   C13  C12  N1    180.00   0.0  0
 BIT  CONST_14  C16   C17  C12  N1    180.00   0.0  0
 BIT  CONST_15  C3    C11  N2   C10     0.00   0.0  0
 BIT  CONST_16  N1    C11  N2   C10   180.00   0.0  0
 BIT  CONST_17  C1    N1   C11  C3      0.00   0.0  0
 BIT  CONST_18  C12   N1   C11  C3    180.00   0.0  0
 BIT  CONST_19  C1    N1   C11  N2    180.00   0.0  0
 BIT  CONST_20  C12   N1   C11  N2      0.00   0.0  0
 BIT  CONST_21  C18   C7   C6   C5    180.00   0.0  0
 BIT  CONST_22  C9    C8   C7   C18   180.00   0.0  0
 BIT  CONST_23  H6    C6   C5   C4      0.00   0.0  0
 BIT  CONST_24  H9    C9   C10  C5    180.00   0.0  0
 BIT  CONST_25  H8    C8   C7   C6    180.00   0.0  0
 BIT  CONST_26  H13   C13  C12  N1      0.00   0.0  0
 BIT  CONST_27  H17   C17  C12  N1      0.00   0.0  0
 BIT  CONST_28  H14   C14  C13  C12   180.00   0.0  0
 BIT  CONST_29  H16   C16  C17  C12   180.00   0.0  0
 BIT  CONST_30  H15   C15  C14  C13   180.00   0.0  0
 BIT  Var_01    C3    C4   C5   C6    161.00  30.0  1
 BIT  Var_02    N1    C1   C2   C3     31.40  30.0  1
 BIT  Var_03    C2    C1   N1   C11   -16.84  30.0  1
 BIT  Var_04    C13   C12  N1   C11  -161.90  30.0  2
 BIT  Var_05    H181  C18  C7   C6   -116.51  30.0  2

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 BIT  chir_01  C3  C11  C4  C2  positiv

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
 BIT  plan-1  N1   0.020
 BIT  plan-1  C12  0.020
 BIT  plan-1  C13  0.020
 BIT  plan-1  C14  0.020
 BIT  plan-1  C15  0.020
 BIT  plan-1  C16  0.020
 BIT  plan-1  C17  0.020
 BIT  plan-1  H13  0.020
 BIT  plan-1  H14  0.020
 BIT  plan-1  H15  0.020
 BIT  plan-1  H16  0.020
 BIT  plan-1  H17  0.020
 BIT  plan-2  C4   0.020
 BIT  plan-2  C5   0.020
 BIT  plan-2  C6   0.020
 BIT  plan-2  C7   0.020
 BIT  plan-2  C18  0.020
 BIT  plan-2  C8   0.020
 BIT  plan-2  C10  0.020
 BIT  plan-2  C9   0.020
 BIT  plan-2  N2   0.020
 BIT  plan-2  H6   0.020
 BIT  plan-2  H8   0.020
 BIT  plan-2  H9   0.020
 BIT  plan-3  O2   0.020
 BIT  plan-3  C4   0.020
 BIT  plan-3  C5   0.020
 BIT  plan-3  C3   0.020
 BIT  plan-4  C10  0.020
 BIT  plan-4  C3   0.020
 BIT  plan-4  C11  0.020
 BIT  plan-4  N2   0.020
 BIT  plan-4  C1   0.020
 BIT  plan-4  N1   0.020
 BIT  plan-4  C12  0.020

