# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Jul 23 10:48:15 2021
#   Inital geometry file: a 86 line input string
#   Ligand name: (2S,5R,6R)-7-methyl-2,3,4,5,6,7-hexahydro-1H-2,6-methanoazocino[5,4-b]indol-5-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cn1c2ccccc2c3C[C@@H]4C[C@@H]([C@@H](O)CN4)c13
#
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
 W44  W44  (2S,5R,6R)-7-methyl-2,3,4,5,6,7-hexahydro-1H-2,6-methanoazocino[5,4-b]indol-5-ol  ligand  36  18  .  2022-03-29  2022-03-29
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_W44
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
 W44  N1   N  NH1   0  -0.602  4.9202  55.3868  -6.2629
 W44  C4   C  CH1   0  -0.079  5.8686  54.2788  -6.0875
 W44  C5   C  CH2   0  -0.533  5.7589  53.7257  -4.6653
 W44  C6   C  CR5   0  -0.042  6.3606  54.7043  -3.7089
 W44  C7   C  CR56  0   0.046  6.2249  54.8199  -2.2926
 W44  C8   C  CR16  0  -0.381  5.5467  54.0889  -1.3123
 W44  C10  C  CR16  0  -0.285  6.3817  55.6250   0.3687
 W44  C13  C  CH2   0  -0.341  5.4736  56.5764  -6.8732
 W44  O    O  OH1   0  -0.672  7.4044  57.9217  -7.0909
 W44  C14  C  CH1   0   0.065  6.6866  57.1667  -6.1402
 W44  C2   C  CH1   0  -0.400  7.5419  56.0203  -5.5299
 W44  C3   C  CH2   0  -0.483  7.3109  54.7411  -6.3313
 W44  C1   C  CR5   0   0.357  7.1597  55.7372  -4.1151
 W44  C12  C  CR56  0   0.339  6.9736  55.9563  -1.9073
 W44  N    N  NR5   0  -0.584  7.5283  56.5019  -3.0324
 W44  C    C  CH3   0  -0.541  8.4011  57.6489  -3.0304
 W44  C11  C  CR16  0  -0.323  7.0627  56.3686  -0.5797
 W44  C9   C  CR16  0  -0.271  5.6304  54.4966   0.0067
 W44  H1   H  HNH1  0   0.350  4.4974  55.6292  -5.3765
 W44  H3   H  HCH1  0   0.225  5.6277  53.4779  -6.7953
 W44  H4   H  HCH2  0   0.242  4.7093  53.5317  -4.4192
 W44  H5   H  HCH2  0   0.245  6.2632  52.7553  -4.6152
 W44  H6   H  HCR6  0   0.238  4.9652  53.2145  -1.5789
 W44  H7   H  HCR6  0   0.246  6.4283  55.9216   1.4086
 W44  H8   H  HCH2  0   0.225  5.7719  56.3461  -7.9006
 W44  H9   H  HCH2  0   0.249  4.6846  57.3271  -6.9492
 W44  H10  H  HOH1  0   0.448  8.0774  58.4356  -6.6343
 W44  H11  H  HCH1  0   0.217  6.3317  57.8144  -5.3260
 W44  H12  H  HCH1  0   0.271  8.5987  56.3042  -5.5819
 W44  H13  H  HCH2  0   0.251  8.0079  53.9551  -6.0312
 W44  H14  H  HCH2  0   0.250  7.4932  54.9270  -7.3918
 W44  H15  H  HCH3  0   0.255  7.9303  58.4887  -2.5202
 W44  H16  H  HCH3  0   0.254  9.3485  57.4267  -2.5374
 W44  H17  H  HCH3  0   0.258  8.6155  57.9576  -4.0493
 W44  H18  H  HCR6  0   0.260  7.6362  57.2410  -0.2916
 W44  H19  H  HCR6  0   0.243  5.1085  53.9393   0.7741

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
 W44  C13  N1   single    1.447  0.020  1.447
 W44  C13  C14  single    1.535  0.020  1.535
 W44  O    C14  single    1.410  0.020  1.410
 W44  N1   C4   single    1.469  0.020  1.469
 W44  C3   C4   single    1.534  0.020  1.534
 W44  C3   C2   single    1.527  0.020  1.527
 W44  C4   C5   single    1.530  0.020  1.530
 W44  C14  C2   single    1.555  0.020  1.555
 W44  C2   C1   single    1.493  0.020  1.493
 W44  C5   C6   single    1.495  0.020  1.495
 W44  C1   C6   aromatic  1.368  0.020  1.368
 W44  C1   N    aromatic  1.376  0.020  1.376
 W44  C6   C7   aromatic  1.427  0.020  1.427
 W44  N    C    single    1.441  0.020  1.441
 W44  N    C12  aromatic  1.368  0.020  1.368
 W44  C7   C12  aromatic  1.414  0.020  1.414
 W44  C7   C8   aromatic  1.398  0.020  1.398
 W44  C12  C11  aromatic  1.393  0.020  1.393
 W44  C8   C9   aromatic  1.383  0.020  1.383
 W44  C11  C10  aromatic  1.384  0.020  1.384
 W44  C9   C10  aromatic  1.403  0.020  1.403
 W44  N1   H1   single    0.890  0.020  1.040
 W44  C4   H3   single    0.970  0.020  1.090
 W44  C5   H4   single    0.970  0.020  1.090
 W44  C5   H5   single    0.970  0.020  1.090
 W44  C8   H6   single    0.930  0.020  1.080
 W44  C10  H7   single    0.930  0.020  1.080
 W44  C13  H8   single    0.970  0.020  1.090
 W44  C13  H9   single    0.970  0.020  1.090
 W44  O    H10  single    0.850  0.020  0.980
 W44  C14  H11  single    0.970  0.020  1.090
 W44  C2   H12  single    0.970  0.020  1.090
 W44  C3   H13  single    0.970  0.020  1.090
 W44  C3   H14  single    0.970  0.020  1.090
 W44  C    H15  single    0.970  0.020  1.090
 W44  C    H16  single    0.970  0.020  1.090
 W44  C    H17  single    0.970  0.020  1.090
 W44  C11  H18  single    0.930  0.020  1.080
 W44  C9   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
 W44  H1   N1   C13  109.42  3.000
 W44  H1   N1   C4   110.24  3.000
 W44  C13  N1   C4   115.06  3.000
 W44  H3   C4   C3   108.93  3.000
 W44  H3   C4   C5   108.69  3.000
 W44  C3   C4   C5   108.91  3.000
 W44  H3   C4   N1   109.41  3.000
 W44  C5   C4   N1   109.72  3.000
 W44  C3   C4   N1   111.14  3.000
 W44  H5   C5   H4   105.91  3.000
 W44  H5   C5   C6   111.45  3.000
 W44  H4   C5   C6   110.97  3.000
 W44  H5   C5   C4   109.26  3.000
 W44  H4   C5   C4   109.97  3.000
 W44  C6   C5   C4   109.22  3.000
 W44  C1   C6   C7   106.80  3.000
 W44  C7   C6   C5   130.51  3.000
 W44  C1   C6   C5   122.66  3.000
 W44  C12  C7   C8   119.06  3.000
 W44  C8   C7   C6   134.38  3.000
 W44  C12  C7   C6   106.56  3.000
 W44  H6   C8   C9   120.33  3.000
 W44  H6   C8   C7   120.65  3.000
 W44  C9   C8   C7   119.02  3.000
 W44  H7   C10  C9   119.43  3.000
 W44  H7   C10  C11  119.33  3.000
 W44  C9   C10  C11  121.24  3.000
 W44  H9   C13  H8   106.04  3.000
 W44  H9   C13  C14  109.87  3.000
 W44  H8   C13  C14  108.29  3.000
 W44  H9   C13  N1   108.56  3.000
 W44  H8   C13  N1   109.10  3.000
 W44  C14  C13  N1   114.63  3.000
 W44  H10  O    C14  108.79  3.000
 W44  H11  C14  C2   108.74  3.000
 W44  H11  C14  O    110.38  3.000
 W44  C2   C14  O    112.29  3.000
 W44  H11  C14  C13  108.97  3.000
 W44  C2   C14  C13  109.79  3.000
 W44  O    C14  C13  106.62  3.000
 W44  H12  C2   C1   109.95  3.000
 W44  H12  C2   C3   109.76  3.000
 W44  C1   C2   C3   107.45  3.000
 W44  H12  C2   C14  108.72  3.000
 W44  C1   C2   C14  111.78  3.000
 W44  C3   C2   C14  109.17  3.000
 W44  H14  C3   H13  106.42  3.000
 W44  H14  C3   C2   109.99  3.000
 W44  H13  C3   C2   111.22  3.000
 W44  H14  C3   C4   111.26  3.000
 W44  H13  C3   C4   109.84  3.000
 W44  C2   C3   C4   108.14  3.000
 W44  N    C1   C2   124.88  3.000
 W44  N    C1   C6   110.04  3.000
 W44  C2   C1   C6   125.06  3.000
 W44  C11  C12  N    129.78  3.000
 W44  C11  C12  C7   122.10  3.000
 W44  N    C12  C7   108.12  3.000
 W44  C    N    C12  124.18  3.000
 W44  C12  N    C1   108.47  3.000
 W44  C    N    C1   127.28  3.000
 W44  H17  C    H16  108.09  3.000
 W44  H17  C    H15  107.79  3.000
 W44  H16  C    H15  108.70  3.000
 W44  H17  C    N    110.15  3.000
 W44  H16  C    N    111.38  3.000
 W44  H15  C    N    110.64  3.000
 W44  H18  C11  C12  121.73  3.000
 W44  H18  C11  C10  120.73  3.000
 W44  C12  C11  C10  117.54  3.000
 W44  H19  C9   C10  119.29  3.000
 W44  H19  C9   C8   119.68  3.000
 W44  C10  C9   C8   121.03  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
 W44  CONST_01  C12  N    C1   C6     0.00   0.0  0
 W44  CONST_02  N    C12  C7   C6     0.00   0.0  0
 W44  CONST_03  C11  C12  C7   C6   180.00   0.0  0
 W44  CONST_04  C9   C8   C7   C6   180.00   0.0  0
 W44  CONST_05  N    C1   C6   C7     0.00   0.0  0
 W44  CONST_06  C1   N    C12  C7     0.00   0.0  0
 W44  CONST_07  C10  C11  C12  C7     0.00   0.0  0
 W44  CONST_08  C10  C9   C8   C7     0.00   0.0  0
 W44  CONST_09  C1   C6   C7   C8   180.00   0.0  0
 W44  CONST_10  N    C12  C7   C8   180.00   0.0  0
 W44  CONST_11  C11  C12  C7   C8     0.00   0.0  0
 W44  CONST_12  C11  C10  C9   C8     0.00   0.0  0
 W44  CONST_13  N    C12  C11  C10  180.00   0.0  0
 W44  CONST_14  C12  C7   C6   C1     0.00   0.0  0
 W44  CONST_15  C11  C12  N    C1   180.00   0.0  0
 W44  CONST_16  C9   C8   C7   C12    0.00   0.0  0
 W44  CONST_17  C9   C10  C11  C12    0.00   0.0  0
 W44  CONST_18  C    N    C1   C6   180.00   0.0  0
 W44  CONST_19  C    N    C12  C7   180.00   0.0  0
 W44  CONST_20  C    N    C1   C2     0.00   0.0  0
 W44  CONST_21  C11  C12  N    C      0.00   0.0  0
 W44  CONST_22  H6   C8   C7   C6     0.00   0.0  0
 W44  CONST_23  H18  C11  C12  C7   180.00   0.0  0
 W44  CONST_24  H19  C9   C8   C7   180.00   0.0  0
 W44  CONST_25  H7   C10  C9   C8   180.00   0.0  0
 W44  Var_01    C14  C13  N1   C4   -56.57  30.0  3
 W44  Var_02    C1   C6   C5   C4   -14.78  30.0  1
 W44  Var_03    H15  C    N    C1   128.91  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
 W44  chir_01  C4   N1  C3   C5  negativ
 W44  chir_02  C14  O   C13  C2  negativ
 W44  chir_03  C2   C3  C14  C1  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
 W44  plan-1  C5   0.020
 W44  plan-1  C6   0.020
 W44  plan-1  C7   0.020
 W44  plan-1  C8   0.020
 W44  plan-1  C10  0.020
 W44  plan-1  C2   0.020
 W44  plan-1  C1   0.020
 W44  plan-1  C12  0.020
 W44  plan-1  N    0.020
 W44  plan-1  C    0.020
 W44  plan-1  C11  0.020
 W44  plan-1  C9   0.020
 W44  plan-1  H6   0.020
 W44  plan-1  H7   0.020
 W44  plan-1  H18  0.020
 W44  plan-1  H19  0.020

