# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat May  9 01:54:44 2020
#   Inital geometry file: a 85 line input string
#   Ligand name: (3~{a}~{R},8~{b}~{S})-2,2,3~{a},8~{b}-tetramethyl-3,4-dihydro-1~{H}-pyrrolo[2,3-b]indole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)C[C@@]2(C)c3ccccc3N[C@@]2(C)N1
#
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
 JJQ  JJQ  (3~{a}~{R},8~{b}~{S})-2,2,3~{a},8~{b}-tetramethyl-3,4-dihydro-1~{H}-pyrrolo[2,3-b]indole  ligand  36  16  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_JJQ
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
 JJQ  C4   C  CH2   0  -0.438   1.4380   1.0170   0.8973
 JJQ  C5   C  CH3   0  -0.654  -0.0850  -0.0791   2.6061
 JJQ  C6   C  CR56  0   0.360  -1.3830  -0.7849  -0.3322
 JJQ  C7   C  CR16  0  -0.340  -1.7342   1.5239   0.2637
 JJQ  C10  C  CH3   0  -0.687   1.4548  -2.2481   1.3312
 JJQ  C13  C  CR16  0  -0.282  -2.8938   1.5330  -0.5145
 JJQ  C15  C  CH3   0  -0.634   1.6174   1.4816  -1.5898
 JJQ  C1   C  CR5   0  -0.150   0.2700   0.0656   1.1291
 JJQ  C11  C  CT    0   0.135   2.0752   0.5890  -0.4357
 JJQ  C12  C  CR16  0  -0.354  -2.5306  -0.7889  -1.1143
 JJQ  C14  C  CH3   0  -0.676   3.5996   0.6184  -0.3483
 JJQ  C16  C  CR16  0  -0.266  -3.2787   0.3839  -1.1943
 JJQ  C2   C  CR56  0   0.099  -0.9803   0.3720   0.3384
 JJQ  C3   C  CR5   0   0.287   0.7343  -1.2512   0.4400
 JJQ  N8   N  NR15  0  -0.677  -0.5185  -1.8268  -0.0571
 JJQ  N9   N  NH1   0  -0.617   1.5818  -0.7813  -0.6467
 JJQ  H1   H  HCH2  0   0.242   1.1324   2.0654   0.8983
 JJQ  H2   H  HCH2  0   0.234   2.1588   0.8957   1.7116
 JJQ  H3   H  HCH3  0   0.230   0.7810  -0.3794   3.1981
 JJQ  H4   H  HCH3  0   0.239  -0.4426   0.8737   2.9996
 JJQ  H5   H  HCH3  0   0.232  -0.8727  -0.8186   2.7588
 JJQ  H6   H  HCR6  0   0.238  -1.4249   2.4201   0.7905
 JJQ  H7   H  HCH3  0   0.234   0.8191  -2.6153   2.1359
 JJQ  H8   H  HCH3  0   0.239   1.7815  -3.1114   0.7463
 JJQ  H9   H  HCH3  0   0.229   2.3448  -1.7971   1.7739
 JJQ  H10  H  HCR6  0   0.241  -3.4891   2.4334  -0.5920
 JJQ  H11  H  HCH3  0   0.207   1.9451   2.5136  -1.4475
 JJQ  H12  H  HCH3  0   0.215   2.0292   1.1252  -2.5364
 JJQ  H13  H  HCH3  0   0.232   0.5305   1.4809  -1.6747
 JJQ  H14  H  HCR6  0   0.247  -2.8401  -1.6780  -1.6504
 JJQ  H15  H  HCH3  0   0.228   3.9610   1.6294  -0.1515
 JJQ  H16  H  HCH3  0   0.226   3.9593  -0.0268   0.4565
 JJQ  H17  H  HCH3  0   0.227   4.0558   0.2837  -1.2830
 JJQ  H18  H  HCR6  0   0.246  -4.1757   0.3963  -1.8011
 JJQ  H19  H  HNR5  0   0.361  -0.4166  -2.5382  -0.7675
 JJQ  H20  H  HNH1  0   0.347   2.3315  -1.4309  -0.8440

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
 JJQ  C16  C12  aromatic  1.393  0.020  1.393
 JJQ  C16  C13  aromatic  1.390  0.020  1.390
 JJQ  C12  C6   aromatic  1.389  0.020  1.389
 JJQ  C13  C7   aromatic  1.397  0.020  1.397
 JJQ  C6   C2   aromatic  1.397  0.020  1.397
 JJQ  C6   N8   single    1.382  0.020  1.382
 JJQ  C7   C2   aromatic  1.379  0.020  1.379
 JJQ  C2   C1   single    1.511  0.020  1.511
 JJQ  N8   C3   single    1.466  0.020  1.466
 JJQ  C15  C11  single    1.529  0.020  1.529
 JJQ  C1   C3   single    1.557  0.020  1.557
 JJQ  C1   C5   single    1.526  0.020  1.526
 JJQ  C1   C4   single    1.524  0.020  1.524
 JJQ  C3   N9   single    1.456  0.020  1.456
 JJQ  C3   C10  single    1.519  0.020  1.519
 JJQ  N9   C11  single    1.472  0.020  1.472
 JJQ  C11  C4   single    1.538  0.020  1.538
 JJQ  C11  C14  single    1.527  0.020  1.527
 JJQ  C4   H1   single    0.970  0.020  1.090
 JJQ  C4   H2   single    0.970  0.020  1.090
 JJQ  C5   H3   single    0.970  0.020  1.090
 JJQ  C5   H4   single    0.970  0.020  1.090
 JJQ  C5   H5   single    0.970  0.020  1.090
 JJQ  C7   H6   single    0.930  0.020  1.080
 JJQ  C10  H7   single    0.970  0.020  1.090
 JJQ  C10  H8   single    0.970  0.020  1.090
 JJQ  C10  H9   single    0.970  0.020  1.090
 JJQ  C13  H10  single    0.930  0.020  1.080
 JJQ  C15  H11  single    0.970  0.020  1.090
 JJQ  C15  H12  single    0.970  0.020  1.090
 JJQ  C15  H13  single    0.970  0.020  1.090
 JJQ  C12  H14  single    0.930  0.020  1.080
 JJQ  C14  H15  single    0.970  0.020  1.090
 JJQ  C14  H16  single    0.970  0.020  1.090
 JJQ  C14  H17  single    0.970  0.020  1.090
 JJQ  C16  H18  single    0.930  0.020  1.080
 JJQ  N8   H19  single    0.890  0.020  1.040
 JJQ  N9   H20  single    0.890  0.020  1.040

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
 JJQ  H2   C4   H1   106.86  3.000
 JJQ  H2   C4   C11  109.96  3.000
 JJQ  H1   C4   C11  112.57  3.000
 JJQ  H2   C4   C1   108.81  3.000
 JJQ  H1   C4   C1   112.62  3.000
 JJQ  C11  C4   C1   106.00  3.000
 JJQ  H5   C5   H4   107.74  3.000
 JJQ  H5   C5   H3   108.09  3.000
 JJQ  H4   C5   H3   107.75  3.000
 JJQ  H5   C5   C1   111.57  3.000
 JJQ  H4   C5   C1   110.03  3.000
 JJQ  H3   C5   C1   111.51  3.000
 JJQ  N8   C6   C2   110.40  3.000
 JJQ  N8   C6   C12  128.83  3.000
 JJQ  C2   C6   C12  120.74  3.000
 JJQ  H6   C7   C2   120.54  3.000
 JJQ  H6   C7   C13  120.13  3.000
 JJQ  C2   C7   C13  119.32  3.000
 JJQ  H9   C10  H8   107.44  3.000
 JJQ  H9   C10  H7   108.39  3.000
 JJQ  H8   C10  H7   107.67  3.000
 JJQ  H9   C10  C3   110.71  3.000
 JJQ  H8   C10  C3   110.25  3.000
 JJQ  H7   C10  C3   112.20  3.000
 JJQ  H10  C13  C16  120.04  3.000
 JJQ  H10  C13  C7   120.15  3.000
 JJQ  C16  C13  C7   119.82  3.000
 JJQ  H13  C15  H12  107.95  3.000
 JJQ  H13  C15  H11  108.05  3.000
 JJQ  H12  C15  H11  107.95  3.000
 JJQ  H13  C15  C11  110.90  3.000
 JJQ  H12  C15  C11  110.53  3.000
 JJQ  H11  C15  C11  111.32  3.000
 JJQ  C3   C1   C2   100.76  3.000
 JJQ  C3   C1   C5   114.67  3.000
 JJQ  C2   C1   C5   109.47  3.000
 JJQ  C5   C1   C4   112.62  3.000
 JJQ  C3   C1   C4   103.41  3.000
 JJQ  C2   C1   C4   115.35  3.000
 JJQ  N9   C11  C14  111.15  3.000
 JJQ  C14  C11  C15  109.31  3.000
 JJQ  N9   C11  C15  109.57  3.000
 JJQ  C14  C11  C4   111.01  3.000
 JJQ  N9   C11  C4   104.15  3.000
 JJQ  C15  C11  C4   111.57  3.000
 JJQ  H14  C12  C16  120.60  3.000
 JJQ  H14  C12  C6   121.14  3.000
 JJQ  C16  C12  C6   118.26  3.000
 JJQ  H17  C14  H16  108.17  3.000
 JJQ  H17  C14  H15  107.44  3.000
 JJQ  H16  C14  H15  107.77  3.000
 JJQ  H17  C14  C11  111.21  3.000
 JJQ  H16  C14  C11  111.07  3.000
 JJQ  H15  C14  C11  111.02  3.000
 JJQ  H18  C16  C12  119.11  3.000
 JJQ  H18  C16  C13  119.61  3.000
 JJQ  C12  C16  C13  121.28  3.000
 JJQ  C1   C2   C7   130.57  3.000
 JJQ  C1   C2   C6   108.79  3.000
 JJQ  C7   C2   C6   120.56  3.000
 JJQ  N9   C3   N8   111.79  3.000
 JJQ  N9   C3   C1   103.35  3.000
 JJQ  N8   C3   C1   103.14  3.000
 JJQ  N9   C3   C10  111.94  3.000
 JJQ  C1   C3   C10  115.90  3.000
 JJQ  N8   C3   C10  110.29  3.000
 JJQ  H19  N8   C3   115.39  3.000
 JJQ  H19  N8   C6   117.00  3.000
 JJQ  C3   N8   C6   107.83  3.000
 JJQ  H20  N9   C3   111.70  3.000
 JJQ  H20  N9   C11  112.18  3.000
 JJQ  C3   N9   C11  112.87  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
 JJQ  CONST_01  C13  C16  C12  C6     0.00   0.0  0
 JJQ  CONST_02  C13  C7   C2   C6     0.00   0.0  0
 JJQ  CONST_03  C12  C16  C13  C7     0.00   0.0  0
 JJQ  CONST_04  C12  C6   C2   C7     0.00   0.0  0
 JJQ  CONST_05  C2   C6   C12  C16    0.00   0.0  0
 JJQ  CONST_06  C2   C7   C13  C16    0.00   0.0  0
 JJQ  CONST_07  H18  C16  C12  C6   180.00   0.0  0
 JJQ  CONST_08  H6   C7   C2   C6   180.00   0.0  0
 JJQ  CONST_09  H14  C12  C16  C13  180.00   0.0  0
 JJQ  CONST_10  H10  C13  C16  C12  180.00   0.0  0
 JJQ  Var_01    C3   N9   C11  C4    -1.54  30.0  1
 JJQ  Var_02    N9   C11  C4   C1   -18.55  30.0  1
 JJQ  Var_03    C3   N8   C6   C12  162.31  30.0  1
 JJQ  Var_04    H11  C15  C11  C4    63.60  30.0  3
 JJQ  Var_05    H15  C14  C11  C4   -62.28  30.0  3

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
 JJQ  chir_01  C1  C3  C2  C4  positiv
 JJQ  chir_02  C3  N9  C1  N8  negativ

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
 JJQ  plan-1  C6   0.020
 JJQ  plan-1  C7   0.020
 JJQ  plan-1  C13  0.020
 JJQ  plan-1  C1   0.020
 JJQ  plan-1  C12  0.020
 JJQ  plan-1  C16  0.020
 JJQ  plan-1  C2   0.020
 JJQ  plan-1  N8   0.020
 JJQ  plan-1  H6   0.020
 JJQ  plan-1  H10  0.020
 JJQ  plan-1  H14  0.020
 JJQ  plan-1  H18  0.020

