# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 21:05:11 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: 3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethylpropan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN(C)CCC=C1c2ccccc2CCc3ccccc13
#
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
 TP0  TP0  3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-ylidene)-N,N-dimethylpropan-1-amine  ligand  44  21  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_TP0
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
 TP0  N1    N  NT    0  -0.409   4.2854  -1.6708   0.1121
 TP0  C3    C  C     0  -0.029  -0.3791  -0.2423  -0.4725
 TP0  C4    C  CR6   0   0.112  -2.4572  -0.5645   0.8390
 TP0  C5    C  CR6   0   0.061  -0.7349   2.0599   0.5621
 TP0  C6    C  CR6   0   0.041  -1.7745  -0.7332  -0.3693
 TP0  C7    C  CR6   0   0.035  -0.1882   1.2299  -0.4276
 TP0  C8    C  C1    0  -0.208   0.6175  -1.1174  -0.6469
 TP0  C10   C  CR16  0  -0.323  -3.7621  -1.0296   0.9504
 TP0  C11   C  CR16  0  -0.283  -0.5051   3.4356   0.4747
 TP0  C12   C  CR16  0  -0.298  -2.4024  -1.3646  -1.4376
 TP0  C13   C  CR16  0  -0.293   0.5345   1.8150  -1.4755
 TP0  C14   C  CH2   0  -0.251   2.8442  -1.7704   0.2429
 TP0  C15   C  CR16  0  -0.253  -4.3890  -1.6569  -0.1198
 TP0  C16   C  CR16  0  -0.254   0.2256   3.9996  -0.5558
 TP0  C17   C  CR16  0  -0.262  -3.7070  -1.8272  -1.3158
 TP0  C18   C  CR16  0  -0.262   0.7479   3.1794  -1.5469
 TP0  C19   C  CH3   0  -0.526   4.7993  -0.3970   0.5697
 TP0  C20   C  CH3   0  -0.520   4.9454  -2.7598   0.8000
 TP0  C21   C  CH2   0  -0.541  -1.7537   0.1129   1.9763
 TP0  C22   C  CH2   0  -0.500  -1.5672   1.6085   1.7424
 TP0  C29   C  CH2   0  -0.517   2.0862  -0.8422  -0.7050
 TP0  H8    H  H     0   0.237   0.3417  -2.1674  -0.7156
 TP0  H10   H  HCR6  0   0.246  -4.2913  -0.9101   1.8888
 TP0  H11   H  HCR6  0   0.249  -0.9160   4.0787   1.2453
 TP0  H12   H  HCR6  0   0.246  -1.8677  -1.4885  -2.3716
 TP0  H13   H  HCR6  0   0.257   0.9238   1.1775  -2.2595
 TP0  H14   H  HCH2  0   0.229   2.5591  -2.8012   0.0136
 TP0  H14A  H  HCH2  0   0.192   2.5115  -1.5800   1.2791
 TP0  H15   H  HCR6  0   0.252  -5.4052  -2.0148  -0.0150
 TP0  H16   H  HCR6  0   0.253   0.3818   5.0702  -0.5880
 TP0  H17   H  HCR6  0   0.253  -4.1870  -2.3163  -2.1534
 TP0  H18   H  HCR6  0   0.253   1.3078   3.5985  -2.3726
 TP0  H19   H  HCH3  0   0.190   4.5816  -0.2020   1.6320
 TP0  H19A  H  HCH3  0   0.234   5.8825  -0.3701   0.4432
 TP0  H19B  H  HCH3  0   0.235   4.3859   0.4267  -0.0118
 TP0  H20   H  HCH3  0   0.232   4.5957  -3.7181   0.4133
 TP0  H20A  H  HCH3  0   0.232   6.0226  -2.7057   0.6346
 TP0  H20B  H  HCH3  0   0.190   4.7771  -2.7556   1.8887
 TP0  H21   H  HCH2  0   0.258  -2.3305  -0.0114   2.8947
 TP0  H21A  H  HCH2  0   0.249  -0.7833  -0.3605   2.1527
 TP0  H22   H  HCH2  0   0.257  -1.1307   2.0431   2.6457
 TP0  H22A  H  HCH2  0   0.251  -2.5569   2.0661   1.6486
 TP0  H29   H  HCH2  0   0.241   2.4552  -1.0164  -1.7220
 TP0  H29A  H  HCH2  0   0.246   2.2870   0.2029  -0.4693

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
 TP0  N1   C14   single    1.450  0.020  1.450
 TP0  N1   C19   single    1.448  0.020  1.448
 TP0  N1   C20   single    1.447  0.020  1.447
 TP0  C3   C6    single    1.483  0.020  1.483
 TP0  C3   C7    single    1.485  0.020  1.485
 TP0  C3   C8    double    1.338  0.020  1.338
 TP0  C4   C6    aromatic  1.398  0.020  1.398
 TP0  C4   C10   aromatic  1.390  0.020  1.390
 TP0  C4   C21   single    1.499  0.020  1.499
 TP0  C5   C7    aromatic  1.403  0.020  1.403
 TP0  C5   C11   aromatic  1.398  0.020  1.398
 TP0  C5   C22   single    1.513  0.020  1.513
 TP0  C6   C12   aromatic  1.391  0.020  1.391
 TP0  C7   C13   aromatic  1.401  0.020  1.401
 TP0  C8   C29   single    1.495  0.020  1.495
 TP0  C10  C15   aromatic  1.390  0.020  1.390
 TP0  C11  C16   aromatic  1.383  0.020  1.383
 TP0  C12  C17   aromatic  1.390  0.020  1.390
 TP0  C13  C18   aromatic  1.383  0.020  1.383
 TP0  C14  C29   single    1.528  0.020  1.528
 TP0  C15  C17   aromatic  1.387  0.020  1.387
 TP0  C16  C18   aromatic  1.388  0.020  1.388
 TP0  C21  C22   single    1.525  0.020  1.525
 TP0  C8   H8    single    0.930  0.020  1.080
 TP0  C10  H10   single    0.930  0.020  1.080
 TP0  C11  H11   single    0.930  0.020  1.080
 TP0  C12  H12   single    0.930  0.020  1.080
 TP0  C13  H13   single    0.930  0.020  1.080
 TP0  C14  H14   single    0.970  0.020  1.090
 TP0  C14  H14A  single    0.970  0.020  1.090
 TP0  C15  H15   single    0.930  0.020  1.080
 TP0  C16  H16   single    0.930  0.020  1.080
 TP0  C17  H17   single    0.930  0.020  1.080
 TP0  C18  H18   single    0.930  0.020  1.080
 TP0  C19  H19   single    0.970  0.020  1.090
 TP0  C19  H19A  single    0.970  0.020  1.090
 TP0  C19  H19B  single    0.970  0.020  1.090
 TP0  C20  H20   single    0.970  0.020  1.090
 TP0  C20  H20A  single    0.970  0.020  1.090
 TP0  C20  H20B  single    0.970  0.020  1.090
 TP0  C21  H21   single    0.970  0.020  1.090
 TP0  C21  H21A  single    0.970  0.020  1.090
 TP0  C22  H22   single    0.970  0.020  1.090
 TP0  C22  H22A  single    0.970  0.020  1.090
 TP0  C29  H29   single    0.970  0.020  1.090
 TP0  C29  H29A  single    0.970  0.020  1.090

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
 TP0  C20   N1   C19   110.48  3.000
 TP0  C20   N1   C14   111.01  3.000
 TP0  C19   N1   C14   112.62  3.000
 TP0  C8    C3   C7    123.82  3.000
 TP0  C8    C3   C6    119.58  3.000
 TP0  C7    C3   C6    116.55  3.000
 TP0  C21   C4   C10   122.07  3.000
 TP0  C21   C4   C6    118.75  3.000
 TP0  C10   C4   C6    119.17  3.000
 TP0  C22   C5   C11   115.65  3.000
 TP0  C22   C5   C7    126.03  3.000
 TP0  C11   C5   C7    118.32  3.000
 TP0  C12   C6   C4    119.88  3.000
 TP0  C12   C6   C3    121.45  3.000
 TP0  C4    C6   C3    118.67  3.000
 TP0  C13   C7   C5    118.79  3.000
 TP0  C13   C7   C3    117.24  3.000
 TP0  C5    C7   C3    123.91  3.000
 TP0  H8    C8   C29   115.10  3.000
 TP0  H8    C8   C3    116.80  3.000
 TP0  C29   C8   C3    128.05  3.000
 TP0  H10   C10  C15   119.74  3.000
 TP0  H10   C10  C4    119.40  3.000
 TP0  C15   C10  C4    120.85  3.000
 TP0  H11   C11  C16   119.19  3.000
 TP0  H11   C11  C5    118.49  3.000
 TP0  C16   C11  C5    122.32  3.000
 TP0  H12   C12  C17   120.06  3.000
 TP0  H12   C12  C6    119.43  3.000
 TP0  C17   C12  C6    120.51  3.000
 TP0  H13   C13  C18   119.21  3.000
 TP0  H13   C13  C7    118.76  3.000
 TP0  C18   C13  C7    122.03  3.000
 TP0  H14A  C14  H14   106.29  3.000
 TP0  H14A  C14  C29   109.13  3.000
 TP0  H14   C14  C29   108.25  3.000
 TP0  H14A  C14  N1    111.84  3.000
 TP0  H14   C14  N1    107.75  3.000
 TP0  C29   C14  N1    113.28  3.000
 TP0  H15   C15  C17   120.29  3.000
 TP0  H15   C15  C10   119.87  3.000
 TP0  C17   C15  C10   119.83  3.000
 TP0  H16   C16  C18   120.58  3.000
 TP0  H16   C16  C11   120.11  3.000
 TP0  C18   C16  C11   119.31  3.000
 TP0  H17   C17  C15   120.31  3.000
 TP0  H17   C17  C12   119.93  3.000
 TP0  C15   C17  C12   119.75  3.000
 TP0  H18   C18  C16   120.70  3.000
 TP0  H18   C18  C13   120.09  3.000
 TP0  C16   C18  C13   119.21  3.000
 TP0  H19B  C19  H19A  107.22  3.000
 TP0  H19B  C19  H19   107.80  3.000
 TP0  H19A  C19  H19   107.67  3.000
 TP0  H19B  C19  N1    111.21  3.000
 TP0  H19A  C19  N1    109.73  3.000
 TP0  H19   C19  N1    112.98  3.000
 TP0  H20B  C20  H20A  107.48  3.000
 TP0  H20B  C20  H20   107.74  3.000
 TP0  H20A  C20  H20   107.83  3.000
 TP0  H20B  C20  N1    113.40  3.000
 TP0  H20A  C20  N1    109.93  3.000
 TP0  H20   C20  N1    110.26  3.000
 TP0  H21A  C21  H21   106.48  3.000
 TP0  H21A  C21  C22   109.91  3.000
 TP0  H21   C21  C22   107.77  3.000
 TP0  H21A  C21  C4    110.07  3.000
 TP0  H21   C21  C4    109.81  3.000
 TP0  C22   C21  C4    112.59  3.000
 TP0  H22A  C22  H22   105.41  3.000
 TP0  H22A  C22  C21   108.21  3.000
 TP0  H22   C22  C21   108.17  3.000
 TP0  H22A  C22  C5    107.81  3.000
 TP0  H22   C22  C5    107.84  3.000
 TP0  C21   C22  C5    118.64  3.000
 TP0  H29A  C29  H29   106.92  3.000
 TP0  H29A  C29  C14   110.91  3.000
 TP0  H29   C29  C14   108.19  3.000
 TP0  H29A  C29  C8    110.42  3.000
 TP0  H29   C29  C8    109.73  3.000
 TP0  C14   C29  C8    110.57  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
 TP0  CONST_01  C17  C15  C10  C4     0.00   0.0  0
 TP0  CONST_02  C18  C16  C11  C5     0.00   0.0  0
 TP0  CONST_03  C15  C17  C12  C6     0.00   0.0  0
 TP0  CONST_04  C16  C18  C13  C7     0.00   0.0  0
 TP0  CONST_05  C12  C17  C15  C10    0.00   0.0  0
 TP0  CONST_06  C13  C18  C16  C11    0.00   0.0  0
 TP0  CONST_07  H15  C15  C10  C4   180.00   0.0  0
 TP0  CONST_08  H16  C16  C11  C5   180.00   0.0  0
 TP0  CONST_09  H17  C17  C12  C6   180.00   0.0  0
 TP0  CONST_10  H18  C18  C13  C7   180.00   0.0  0
 TP0  CONST_11  H12  C12  C17  C15  180.00   0.0  0
 TP0  CONST_12  H13  C13  C18  C16  180.00   0.0  0
 TP0  CONST_13  H10  C10  C15  C17  180.00   0.0  0
 TP0  CONST_14  H11  C11  C16  C18  180.00   0.0  0
 TP0  Var_01    C14  C29  C8   C3   129.56  30.0  3
 TP0  Var_02    C8   C29  C14  N1   172.73  30.0  3
 TP0  Var_03    C29  C14  N1   C19   68.25  30.0  3
 TP0  Var_04    H19  C19  N1   C14   60.29  30.0  3
 TP0  Var_05    H20  C20  N1   C14   57.47  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
 TP0  plan-1  C3   0.020
 TP0  plan-1  C4   0.020
 TP0  plan-1  C6   0.020
 TP0  plan-1  C10  0.020
 TP0  plan-1  C12  0.020
 TP0  plan-1  C15  0.020
 TP0  plan-1  C17  0.020
 TP0  plan-1  C21  0.020
 TP0  plan-1  H10  0.020
 TP0  plan-1  H12  0.020
 TP0  plan-1  H15  0.020
 TP0  plan-1  H17  0.020
 TP0  plan-2  C3   0.020
 TP0  plan-2  C5   0.020
 TP0  plan-2  C7   0.020
 TP0  plan-2  C11  0.020
 TP0  plan-2  C13  0.020
 TP0  plan-2  C16  0.020
 TP0  plan-2  C18  0.020
 TP0  plan-2  C22  0.020
 TP0  plan-2  H11  0.020
 TP0  plan-2  H13  0.020
 TP0  plan-2  H16  0.020
 TP0  plan-2  H18  0.020

