# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 22:08:13 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 1-[(2S)-2-(4-methoxyphenyl)-2,3,6,7-tetrahydro-1H-azepin-1-yl]ethan-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)[C@@H]2CC=CCCN2C(C)=O
#
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
 H0A  H0A  1-[(2S)-2-(4-methoxyphenyl)-2,3,6,7-tetrahydro-1H-azepin-1-yl]ethan-1-one  ligand  37  18  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_H0A
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
 H0A  C4   C  CR6   0   0.148   0.5138  -0.5963   0.1109
 H0A  C5   C  CH1   0  -0.171  -0.9959  -0.6558   0.2231
 H0A  C6   C  CH2   0  -0.486  -1.6802  -1.6297  -0.7240
 H0A  C7   C  C1    0  -0.215  -3.1556  -1.8103  -0.5184
 H0A  C8   C  C1    0  -0.220  -4.0883  -1.0265   0.0258
 H0A  C10  C  CH2   0  -0.346  -2.7011   0.8722   1.1208
 H0A  C13  C  CR16  0  -0.283   1.2301   0.0249   1.1250
 H0A  O1   O  O     0  -0.488  -0.6282   1.1978  -1.7725
 H0A  C12  C  CH3   0  -0.797  -2.0379   2.8629  -0.8135
 H0A  N    N  NT    0  -0.441  -1.6042   0.6738   0.1914
 H0A  C9   C  CH2   0  -0.481  -4.0357   0.3583   0.6038
 H0A  C3   C  CR16  0  -0.282   1.2372  -1.1640  -0.9337
 H0A  C2   C  CR16  0  -0.336   2.6193  -1.1134  -0.9634
 H0A  C14  C  CR16  0  -0.374   2.6178   0.0970   1.1116
 H0A  C1   C  CR6   0   0.364   3.3251  -0.4769   0.0584
 H0A  O    O  O2    0  -0.473   4.6692  -0.4687  -0.0532
 H0A  C    C  CH3   0  -0.435   5.4231   0.1700   0.9566
 H0A  H1   H  HCH1  0   0.261  -1.2020  -1.0224   1.2329
 H0A  H2   H  HCH2  0   0.253  -1.5070  -1.3429  -1.7661
 H0A  H3   H  HCH2  0   0.248  -1.2052  -2.6078  -0.6074
 H0A  H4   H  H     0   0.237  -3.5218  -2.7498  -0.9213
 H0A  H5   H  H     0   0.238  -5.0982  -1.4256  -0.0035
 H0A  H6   H  HCH2  0   0.260  -2.4411   0.3598   2.0478
 H0A  H7   H  HCH2  0   0.271  -2.7951   1.9264   1.3778
 H0A  H8   H  HCR6  0   0.248   0.6994   0.4711   1.9585
 H0A  H9   H  HCH3  0   0.267  -1.6837   3.4550  -1.6535
 H0A  H10  H  HCH3  0   0.263  -3.1228   2.7798  -0.8910
 H0A  H11  H  HCH3  0   0.264  -1.8170   3.4015   0.1083
 H0A  H12  H  HCH2  0   0.246  -4.4243   1.0435  -0.1592
 H0A  H13  H  HCH2  0   0.249  -4.7542   0.4207   1.4255
 H0A  H14  H  HCR6  0   0.246   0.7248  -1.6523  -1.7516
 H0A  H15  H  HCR6  0   0.257   3.1619  -1.5615  -1.7868
 H0A  H16  H  HCR6  0   0.275   3.1218   0.5930   1.9298
 H0A  H17  H  HCH3  0   0.226   5.1758   1.2316   1.0422
 H0A  H18  H  HCH3  0   0.226   5.2847  -0.3026   1.9330
 H0A  H19  H  HCH3  0   0.258   6.4678   0.0769   0.6701
 H0A  C11  C  C     0   0.526  -1.3683   1.5077  -0.8499

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
 H0A  C8   C7   double    1.334  0.020  1.334
 H0A  C8   C9   single    1.501  0.020  1.501
 H0A  C7   C6   single    1.501  0.020  1.501
 H0A  C9   C10  single    1.521  0.020  1.521
 H0A  C6   C5   single    1.521  0.020  1.521
 H0A  C10  N    single    1.451  0.020  1.451
 H0A  C5   N    single    1.463  0.020  1.463
 H0A  C5   C4   single    1.515  0.020  1.515
 H0A  N    C11  single    1.355  0.020  1.355
 H0A  C4   C3   aromatic  1.392  0.020  1.392
 H0A  C4   C13  aromatic  1.388  0.020  1.388
 H0A  C3   C2   aromatic  1.383  0.020  1.383
 H0A  C13  C14  aromatic  1.390  0.020  1.390
 H0A  C11  O1   double    1.223  0.020  1.223
 H0A  C11  C12  single    1.512  0.020  1.512
 H0A  C2   C1   aromatic  1.395  0.020  1.395
 H0A  C14  C1   aromatic  1.392  0.020  1.392
 H0A  C1   O    single    1.349  0.020  1.349
 H0A  O    C    single    1.413  0.020  1.413
 H0A  C5   H1   single    0.970  0.020  1.090
 H0A  C6   H2   single    0.970  0.020  1.090
 H0A  C6   H3   single    0.970  0.020  1.090
 H0A  C7   H4   single    0.930  0.020  1.080
 H0A  C8   H5   single    0.930  0.020  1.080
 H0A  C10  H6   single    0.970  0.020  1.090
 H0A  C10  H7   single    0.970  0.020  1.090
 H0A  C13  H8   single    0.930  0.020  1.080
 H0A  C12  H9   single    0.970  0.020  1.090
 H0A  C12  H10  single    0.970  0.020  1.090
 H0A  C12  H11  single    0.970  0.020  1.090
 H0A  C9   H12  single    0.970  0.020  1.090
 H0A  C9   H13  single    0.970  0.020  1.090
 H0A  C3   H14  single    0.930  0.020  1.080
 H0A  C2   H15  single    0.930  0.020  1.080
 H0A  C14  H16  single    0.930  0.020  1.080
 H0A  C    H17  single    0.970  0.020  1.090
 H0A  C    H18  single    0.970  0.020  1.090
 H0A  C    H19  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
 H0A  C3   C4   C13  117.56  3.000
 H0A  C13  C4   C5   118.53  3.000
 H0A  C3   C4   C5   123.89  3.000
 H0A  H1   C5   N    104.26  3.000
 H0A  H1   C5   C6   105.99  3.000
 H0A  N    C5   C6   112.42  3.000
 H0A  H1   C5   C4   105.62  3.000
 H0A  N    C5   C4   112.16  3.000
 H0A  C6   C5   C4   115.30  3.000
 H0A  H3   C6   H2   105.50  3.000
 H0A  H3   C6   C7   107.75  3.000
 H0A  H2   C6   C7   108.51  3.000
 H0A  H3   C6   C5   108.11  3.000
 H0A  H2   C6   C5   110.72  3.000
 H0A  C7   C6   C5   115.72  3.000
 H0A  H4   C7   C8   115.08  3.000
 H0A  H4   C7   C6   112.63  3.000
 H0A  C8   C7   C6   132.26  3.000
 H0A  H5   C8   C9   112.45  3.000
 H0A  H5   C8   C7   115.03  3.000
 H0A  C9   C8   C7   132.39  3.000
 H0A  H7   C10  H6   105.95  3.000
 H0A  H7   C10  C9   109.36  3.000
 H0A  H6   C10  C9   109.84  3.000
 H0A  H7   C10  N    110.40  3.000
 H0A  H6   C10  N    107.45  3.000
 H0A  C9   C10  N    113.54  3.000
 H0A  H8   C13  C14  118.35  3.000
 H0A  H8   C13  C4   119.55  3.000
 H0A  C14  C13  C4   122.10  3.000
 H0A  H11  C12  H10  107.42  3.000
 H0A  H11  C12  H9   108.56  3.000
 H0A  H10  C12  H9   108.10  3.000
 H0A  H11  C12  C11  111.92  3.000
 H0A  H10  C12  C11  111.74  3.000
 H0A  H9   C12  C11  108.98  3.000
 H0A  C11  N    C10  122.66  3.000
 H0A  C11  N    C5   120.26  3.000
 H0A  C10  N    C5   115.13  3.000
 H0A  H13  C9   H12  104.73  3.000
 H0A  H13  C9   C10  107.57  3.000
 H0A  H12  C9   C10  109.66  3.000
 H0A  H13  C9   C8   108.59  3.000
 H0A  H12  C9   C8   107.22  3.000
 H0A  C10  C9   C8   118.25  3.000
 H0A  H14  C3   C2   118.27  3.000
 H0A  H14  C3   C4   120.36  3.000
 H0A  C2   C3   C4   121.37  3.000
 H0A  H15  C2   C1   119.47  3.000
 H0A  H15  C2   C3   120.11  3.000
 H0A  C1   C2   C3   120.42  3.000
 H0A  H16  C14  C1   121.64  3.000
 H0A  H16  C14  C13  118.81  3.000
 H0A  C1   C14  C13  119.55  3.000
 H0A  O    C1   C14  124.49  3.000
 H0A  O    C1   C2   116.50  3.000
 H0A  C14  C1   C2   119.00  3.000
 H0A  C    O    C1   118.38  3.000
 H0A  H19  C    H18  108.65  3.000
 H0A  H19  C    H17  108.73  3.000
 H0A  H18  C    H17  108.73  3.000
 H0A  H19  C    O    106.59  3.000
 H0A  H18  C    O    112.05  3.000
 H0A  H17  C    O    111.98  3.000
 H0A  N    C11  C12  117.13  3.000
 H0A  C12  C11  O1   120.89  3.000
 H0A  N    C11  O1   121.96  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
 H0A  CONST_01  C1   C2   C3   C4     0.00   0.0  0
 H0A  CONST_02  C1   C14  C13  C4     0.00   0.0  0
 H0A  CONST_03  C2   C3   C4   C13    0.00   0.0  0
 H0A  CONST_04  C2   C1   C14  C13    0.00   0.0  0
 H0A  CONST_05  C14  C13  C4   C3     0.00   0.0  0
 H0A  CONST_06  C14  C1   C2   C3     0.00   0.0  0
 H0A  CONST_07  C2   C3   C4   C5   180.00   0.0  0
 H0A  CONST_08  C14  C13  C4   C5   180.00   0.0  0
 H0A  CONST_09  O    C1   C14  C13  180.00   0.0  0
 H0A  CONST_10  O    C1   C2   C3   180.00   0.0  0
 H0A  CONST_11  H15  C2   C3   C4   180.00   0.0  0
 H0A  CONST_12  H16  C14  C13  C4   180.00   0.0  0
 H0A  CONST_13  H14  C3   C4   C5     0.00   0.0  0
 H0A  CONST_14  H8   C13  C4   C5     0.00   0.0  0
 H0A  Var_01    H9   C12  C11  N    174.46  30.0  3
 H0A  Var_02    H17  C    O    C1   -60.34  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
 H0A  chir_01  C5  C6  N  C4  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
 H0A  plan-1  C4   0.020
 H0A  plan-1  C5   0.020
 H0A  plan-1  C13  0.020
 H0A  plan-1  C3   0.020
 H0A  plan-1  C2   0.020
 H0A  plan-1  C14  0.020
 H0A  plan-1  C1   0.020
 H0A  plan-1  O    0.020
 H0A  plan-1  H8   0.020
 H0A  plan-1  H14  0.020
 H0A  plan-1  H15  0.020
 H0A  plan-1  H16  0.020
 H0A  plan-2  C5   0.020
 H0A  plan-2  C10  0.020
 H0A  plan-2  O1   0.020
 H0A  plan-2  C12  0.020
 H0A  plan-2  N    0.020
 H0A  plan-2  C11  0.020

