# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 06:31:00 2020
#   Inital geometry file: a 69 line input string
#   Ligand name: (3aS,8aR)-3a-methyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@]12CCN[C@@H]1Nc3ccc(O)cc23
#
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
 NHG  NHG  (3aS,8aR)-3a-methyl-1,2,3,3a,8,8a-hexahydropyrrolo[2,3-b]indol-5-ol  ligand  28  14  .  2021-08-15  2021-08-15  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NHG
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
 NHG  CW2   C  CR16  0  -0.473   1.4535  -0.9369  -0.1281
 NHG  CW3   C  CR56  0   0.142   0.3175  -0.1751   0.0776
 NHG  CW7   C  CR5   0  -0.183  -1.0984  -0.6239   0.3051
 NHG  CK2   C  CH3   0  -0.653  -1.2406  -1.4386   1.5867
 NHG  CW9   C  CH2   0  -0.432  -1.7502  -1.3317  -0.8981
 NHG  CK1   C  CH2   0  -0.332  -3.0931  -0.6116  -1.0339
 NHG  NW2   N  NH1   0  -0.583  -2.8255   0.7851  -0.7143
 NHG  CW8   C  CR15  0   0.096  -1.8662   0.7480   0.3876
 NHG  NW1   N  NR15  0  -0.716  -0.8734   1.7961   0.2748
 NHG  CW4   C  CR56  0   0.278   0.3860   1.2134   0.1161
 NHG  CW5   C  CR16  0  -0.309   1.6066   1.8563  -0.0366
 NHG  CW6   C  CR16  0  -0.352   2.7518   1.0932  -0.2304
 NHG  CW1   C  CR6   0   0.345   2.6833  -0.2970  -0.2838
 NHG  OW1   O  OH1   0  -0.647   3.8386  -0.9798  -0.4852
 NHG  HW2   H  HCR6  0   0.258   1.3904  -2.0203  -0.1607
 NHG  HK21  H  HCH3  0   0.230  -0.8933  -0.8744   2.4541
 NHG  HK22  H  HCH3  0   0.231  -2.2842  -1.7101   1.7611
 NHG  HK23  H  HCH3  0   0.233  -0.6600  -2.3611   1.5333
 NHG  HW91  H  HCH2  0   0.234  -1.1585  -1.1817  -1.8042
 NHG  HW92  H  HCH2  0   0.236  -1.8496  -2.4078  -0.7460
 NHG  HW8   H  HCR5  0   0.237  -2.4079   0.8280   1.3360
 NHG  HK11  H  HCH2  0   0.245  -3.5364  -0.7019  -2.0257
 NHG  HK12  H  HCH2  0   0.224  -3.8153  -1.0184  -0.3190
 NHG  HA    H  HNH1  0   0.338  -2.3544   1.2134  -1.5049
 NHG  HW1   H  HNR5  0   0.376  -0.9391   2.5386   0.9540
 NHG  HW5   H  HCR6  0   0.254   1.6781   2.9365  -0.0094
 NHG  HW6   H  HCR6  0   0.256   3.7106   1.5836  -0.3479
 NHG  HB    H  HOH1  0   0.469   3.6668  -1.9272  -0.4837

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
 NHG  CW2  CW3   aromatic  1.383  0.020  1.383
 NHG  CW2  CW1   aromatic  1.395  0.020  1.395
 NHG  CW3  CW7   single    1.503  0.020  1.503
 NHG  CW3  CW4   aromatic  1.391  0.020  1.391
 NHG  CW7  CK2   single    1.525  0.020  1.525
 NHG  CW7  CW9   single    1.541  0.020  1.541
 NHG  CW7  CW8   single    1.574  0.020  1.574
 NHG  CW9  CK1   single    1.530  0.020  1.530
 NHG  CK1  NW2   single    1.458  0.020  1.458
 NHG  NW2  CW8   single    1.461  0.020  1.461
 NHG  CW8  NW1   single    1.448  0.020  1.448
 NHG  NW1  CW4   single    1.397  0.020  1.397
 NHG  CW4  CW5   aromatic  1.388  0.020  1.388
 NHG  CW5  CW6   aromatic  1.390  0.020  1.390
 NHG  CW6  CW1   aromatic  1.393  0.020  1.393
 NHG  CW1  OW1   single    1.357  0.020  1.357
 NHG  CW2  HW2   single    0.930  0.020  1.080
 NHG  CK2  HK21  single    0.970  0.020  1.090
 NHG  CK2  HK22  single    0.970  0.020  1.090
 NHG  CK2  HK23  single    0.970  0.020  1.090
 NHG  CW9  HW91  single    0.970  0.020  1.090
 NHG  CW9  HW92  single    0.970  0.020  1.090
 NHG  CW8  HW8   single    0.970  0.020  1.090
 NHG  CK1  HK11  single    0.970  0.020  1.090
 NHG  CK1  HK12  single    0.970  0.020  1.090
 NHG  NW2  HA    single    0.890  0.020  1.040
 NHG  NW1  HW1   single    0.890  0.020  1.040
 NHG  CW5  HW5   single    0.930  0.020  1.080
 NHG  CW6  HW6   single    0.930  0.020  1.080
 NHG  OW1  HB    single    0.850  0.020  0.980

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
 NHG  HW2   CW2  CW1   120.37  3.000
 NHG  HW2   CW2  CW3   120.42  3.000
 NHG  CW1   CW2  CW3   119.21  3.000
 NHG  CW4   CW3  CW7   109.90  3.000
 NHG  CW4   CW3  CW2   120.90  3.000
 NHG  CW7   CW3  CW2   129.19  3.000
 NHG  CW8   CW7  CW9   103.59  3.000
 NHG  CW8   CW7  CK2   112.09  3.000
 NHG  CW9   CW7  CK2   111.80  3.000
 NHG  CW8   CW7  CW3   101.96  3.000
 NHG  CW9   CW7  CW3   114.68  3.000
 NHG  CK2   CW7  CW3   112.00  3.000
 NHG  HK23  CK2  HK22  107.81  3.000
 NHG  HK23  CK2  HK21  107.85  3.000
 NHG  HK22  CK2  HK21  107.80  3.000
 NHG  HK23  CK2  CW7   111.15  3.000
 NHG  HK22  CK2  CW7   110.85  3.000
 NHG  HK21  CK2  CW7   111.22  3.000
 NHG  HW92  CW9  HW91  107.47  3.000
 NHG  HW92  CW9  CK1   113.36  3.000
 NHG  HW91  CW9  CK1   109.70  3.000
 NHG  HW92  CW9  CW7   112.51  3.000
 NHG  HW91  CW9  CW7   110.83  3.000
 NHG  CK1   CW9  CW7   102.97  3.000
 NHG  HK12  CK1  HK11  107.17  3.000
 NHG  HK12  CK1  NW2   109.51  3.000
 NHG  HK11  CK1  NW2   110.70  3.000
 NHG  HK12  CK1  CW9   110.26  3.000
 NHG  HK11  CK1  CW9   113.51  3.000
 NHG  NW2   CK1  CW9   105.69  3.000
 NHG  HA    NW2  CW8   107.06  3.000
 NHG  HA    NW2  CK1   108.59  3.000
 NHG  CW8   NW2  CK1   105.16  3.000
 NHG  HW8   CW8  NW1   110.71  3.000
 NHG  HW8   CW8  NW2   109.05  3.000
 NHG  NW1   CW8  NW2   111.90  3.000
 NHG  HW8   CW8  CW7   110.51  3.000
 NHG  NW1   CW8  CW7   107.00  3.000
 NHG  NW2   CW8  CW7   107.62  3.000
 NHG  HW1   NW1  CW4   116.26  3.000
 NHG  HW1   NW1  CW8   115.84  3.000
 NHG  CW4   NW1  CW8   108.98  3.000
 NHG  CW5   CW4  NW1   127.75  3.000
 NHG  CW5   CW4  CW3   120.18  3.000
 NHG  NW1   CW4  CW3   112.04  3.000
 NHG  HW5   CW5  CW6   119.79  3.000
 NHG  HW5   CW5  CW4   121.15  3.000
 NHG  CW6   CW5  CW4   119.06  3.000
 NHG  HW6   CW6  CW1   119.42  3.000
 NHG  HW6   CW6  CW5   119.73  3.000
 NHG  CW1   CW6  CW5   120.85  3.000
 NHG  OW1   CW1  CW6   117.78  3.000
 NHG  OW1   CW1  CW2   122.43  3.000
 NHG  CW6   CW1  CW2   119.79  3.000
 NHG  HB    OW1  CW1   110.06  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
 NHG  CONST_01  CW5  CW4  CW3  CW2    0.00   0.0  0
 NHG  CONST_02  CW5  CW6  CW1  CW2    0.00   0.0  0
 NHG  CONST_03  CW6  CW1  CW2  CW3    0.00   0.0  0
 NHG  CONST_04  CW6  CW5  CW4  CW3    0.00   0.0  0
 NHG  CONST_05  CW1  CW2  CW3  CW4    0.00   0.0  0
 NHG  CONST_06  CW1  CW6  CW5  CW4    0.00   0.0  0
 NHG  CONST_07  OW1  CW1  CW2  CW3  180.00   0.0  0
 NHG  CONST_08  OW1  CW1  CW6  CW5  180.00   0.0  0
 NHG  CONST_09  HW6  CW6  CW1  CW2  180.00   0.0  0
 NHG  CONST_10  HW5  CW5  CW4  CW3  180.00   0.0  0
 NHG  CONST_11  HW2  CW2  CW3  CW7    0.00   0.0  0
 NHG  Var_01    CW8  NW1  CW4  CW3    1.57  30.0  1
 NHG  Var_02    NW2  CK1  CW9  CW7   36.94  30.0  1
 NHG  Var_03    CW8  NW2  CK1  CW9  -38.64  30.0  1

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
 NHG  chir_01  CW7  CW3  CW9  CW8  positiv
 NHG  chir_02  CW8  NW1  NW2  CW7  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
 NHG  plan-1  CW2  0.020
 NHG  plan-1  CW3  0.020
 NHG  plan-1  CW7  0.020
 NHG  plan-1  NW1  0.020
 NHG  plan-1  CW4  0.020
 NHG  plan-1  CW5  0.020
 NHG  plan-1  CW6  0.020
 NHG  plan-1  CW1  0.020
 NHG  plan-1  OW1  0.020
 NHG  plan-1  HW2  0.020
 NHG  plan-1  HW5  0.020
 NHG  plan-1  HW6  0.020

