# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 05:15:59 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: 2-(4-bromophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-3(2H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Brc1ccc(cc1)N2C=C3CCCCN3C2=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
 H75  H75  2-(4-bromophenyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-3(2H)-one  ligand  30  17  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_H75
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
 H75  O1   O   O     0  -0.528   1.8488  -2.0882   0.4624
 H75  C2   C   CR5   0   0.695   2.1702  -0.9320   0.2229
 H75  N3   N   NR5   0  -0.563   3.4341  -0.4225   0.1810
 H75  C4   C   CH2   0  -0.277   4.6264  -1.2473   0.2614
 H75  C5   C   CH2   0  -0.472   5.8661  -0.3775   0.4037
 H75  C6   C   CH2   0  -0.458   5.8442   0.7868  -0.5788
 H75  C7   C   CH2   0  -0.505   4.6724   1.7095  -0.2534
 H75  C8   C   CR5   0   0.318   3.4090   0.9290  -0.1364
 H75  C9   C   CR15  0  -0.192   2.1210   1.2809  -0.2692
 H75  N10  N   NR5   0  -0.628   1.3448   0.1384  -0.0544
 H75  C11  C   CR6   0   0.365  -0.0559   0.1070  -0.0281
 H75  C12  C   CR16  0  -0.304  -0.7550   1.1938   0.4898
 H75  C13  C   CR16  0  -0.222  -2.1406   1.2001   0.5020
 H75  C14  C   CR6   0  -0.122  -2.8294   0.1033   0.0081
 H75  BR   BR  BR    0  -0.045  -4.7166   0.0982   0.0308
 H75  C16  C   CR16  0  -0.223  -2.1467  -0.9894  -0.5051
 H75  C17  C   CR16  0  -0.287  -0.7611  -0.9841  -0.5298
 H75  H4   H   HCH2  0   0.261   4.5318  -1.9264   1.1084
 H75  H4A  H   HCH2  0   0.248   4.6978  -1.8587  -0.6423
 H75  H5   H   HCH2  0   0.238   5.9343   0.0086   1.4248
 H75  H5A  H   HCH2  0   0.257   6.7415  -1.0085   0.2463
 H75  H6   H   HCH2  0   0.253   6.7771   1.3487  -0.5234
 H75  H6A  H   HCH2  0   0.233   5.7595   0.4105  -1.6025
 H75  H7   H   HCH2  0   0.254   4.8778   2.2152   0.6952
 H75  H7A  H   HCH2  0   0.265   4.5548   2.4902  -1.0055
 H75  H9   H   HCR5  0   0.303   1.6876   2.2312  -0.5284
 H75  H12  H   HCR6  0   0.286  -0.2230   2.0424   0.8989
 H75  H13  H   HCR6  0   0.285  -2.6635   2.0552   0.9080
 H75  H16  H   HCR6  0   0.284  -2.6782  -1.8439  -0.9014
 H75  H17  H   HCR6  0   0.281  -0.2414  -1.8296  -0.9541

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
 H75  O1   C2   double    1.224  0.020  1.224
 H75  C2   N3   single    1.363  0.020  1.363
 H75  C2   N10  single    1.380  0.020  1.380
 H75  N3   C4   single    1.452  0.020  1.452
 H75  N3   C8   single    1.389  0.020  1.389
 H75  C4   C5   single    1.521  0.020  1.521
 H75  C5   C6   single    1.524  0.020  1.524
 H75  C6   C7   single    1.527  0.020  1.527
 H75  C7   C8   single    1.490  0.020  1.490
 H75  C8   C9   double    1.342  0.020  1.342
 H75  C9   N10  single    1.398  0.020  1.398
 H75  N10  C11  single    1.401  0.020  1.401
 H75  C11  C12  aromatic  1.392  0.020  1.392
 H75  C11  C17  aromatic  1.393  0.020  1.393
 H75  C12  C13  aromatic  1.386  0.020  1.386
 H75  C13  C14  aromatic  1.386  0.020  1.386
 H75  C14  BR   single    1.887  0.020  1.887
 H75  C14  C16  aromatic  1.387  0.020  1.387
 H75  C16  C17  aromatic  1.386  0.020  1.386
 H75  C4   H4   single    0.970  0.020  1.090
 H75  C4   H4A  single    0.970  0.020  1.090
 H75  C5   H5   single    0.970  0.020  1.090
 H75  C5   H5A  single    0.970  0.020  1.090
 H75  C6   H6   single    0.970  0.020  1.090
 H75  C6   H6A  single    0.970  0.020  1.090
 H75  C7   H7   single    0.970  0.020  1.090
 H75  C7   H7A  single    0.970  0.020  1.090
 H75  C9   H9   single    0.930  0.020  1.080
 H75  C12  H12  single    0.930  0.020  1.080
 H75  C13  H13  single    0.930  0.020  1.080
 H75  C16  H16  single    0.930  0.020  1.080
 H75  C17  H17  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
 H75  N10  C2   N3   104.98  3.000
 H75  N10  C2   O1   127.96  3.000
 H75  N3   C2   O1   127.05  3.000
 H75  C8   N3   C4   125.48  3.000
 H75  C8   N3   C2   110.73  3.000
 H75  C4   N3   C2   123.18  3.000
 H75  H4A  C4   H4   107.43  3.000
 H75  H4A  C4   C5   110.11  3.000
 H75  H4   C4   C5   110.75  3.000
 H75  H4A  C4   N3   109.00  3.000
 H75  H4   C4   N3   109.01  3.000
 H75  C5   C4   N3   110.47  3.000
 H75  H5A  C5   H5   106.80  3.000
 H75  H5A  C5   C6   111.14  3.000
 H75  H5   C5   C6   109.46  3.000
 H75  H5A  C5   C4   108.05  3.000
 H75  H5   C5   C4   109.88  3.000
 H75  C6   C5   C4   111.40  3.000
 H75  H6A  C6   H6   106.92  3.000
 H75  H6A  C6   C7   110.36  3.000
 H75  H6   C6   C7   109.54  3.000
 H75  H6A  C6   C5   109.98  3.000
 H75  H6   C6   C5   110.41  3.000
 H75  C7   C6   C5   109.60  3.000
 H75  H7A  C7   H7   106.69  3.000
 H75  H7A  C7   C8   109.75  3.000
 H75  H7   C7   C8   109.47  3.000
 H75  H7A  C7   C6   111.62  3.000
 H75  H7   C7   C6   108.66  3.000
 H75  C8   C7   C6   110.56  3.000
 H75  C9   C8   C7   131.98  3.000
 H75  C9   C8   N3   107.18  3.000
 H75  C7   C8   N3   120.83  3.000
 H75  H9   C9   N10  122.35  3.000
 H75  H9   C9   C8   129.95  3.000
 H75  N10  C9   C8   107.67  3.000
 H75  C11  N10  C9   125.19  3.000
 H75  C11  N10  C2   125.22  3.000
 H75  C9   N10  C2   109.43  3.000
 H75  C17  C11  C12  119.43  3.000
 H75  C17  C11  N10  121.13  3.000
 H75  C12  C11  N10  119.43  3.000
 H75  H12  C12  C13  119.00  3.000
 H75  H12  C12  C11  120.41  3.000
 H75  C13  C12  C11  120.60  3.000
 H75  H13  C13  C14  121.27  3.000
 H75  H13  C13  C12  119.37  3.000
 H75  C14  C13  C12  119.35  3.000
 H75  C16  C14  BR   119.64  3.000
 H75  C16  C14  C13  120.71  3.000
 H75  BR   C14  C13  119.65  3.000
 H75  H16  C16  C17  119.20  3.000
 H75  H16  C16  C14  121.08  3.000
 H75  C17  C16  C14  119.72  3.000
 H75  H17  C17  C16  119.04  3.000
 H75  H17  C17  C11  120.77  3.000
 H75  C16  C17  C11  120.19  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
 H75  CONST_01  C14  C13  C12  C11     0.00   0.0  0
 H75  CONST_02  C14  C16  C17  C11     0.00   0.0  0
 H75  CONST_03  C16  C17  C11  C12     0.00   0.0  0
 H75  CONST_04  C16  C14  C13  C12     0.00   0.0  0
 H75  CONST_05  C17  C11  C12  C13     0.00   0.0  0
 H75  CONST_06  C17  C16  C14  C13     0.00   0.0  0
 H75  CONST_07  C13  C12  C11  N10   180.00   0.0  0
 H75  CONST_08  C16  C17  C11  N10   180.00   0.0  0
 H75  CONST_09  C9   C8   N3   C2      0.00   0.0  0
 H75  CONST_10  C8   C9   N10  C2      0.00   0.0  0
 H75  CONST_11  C9   N10  C2   N3      0.00   0.0  0
 H75  CONST_12  C11  N10  C2   N3    180.00   0.0  0
 H75  CONST_13  N10  C9   C8   N3      0.00   0.0  0
 H75  CONST_14  N10  C2   N3   C4    180.00   0.0  0
 H75  CONST_15  C9   C8   N3   C4    180.00   0.0  0
 H75  CONST_16  N10  C2   N3   C8      0.00   0.0  0
 H75  CONST_17  C11  N10  C9   C8    180.00   0.0  0
 H75  CONST_18  BR   C14  C13  C12   180.00   0.0  0
 H75  CONST_19  C17  C16  C14  BR    180.00   0.0  0
 H75  CONST_20  C4   N3   C2   O1      0.00   0.0  0
 H75  CONST_21  C8   N3   C2   O1    180.00   0.0  0
 H75  CONST_22  C9   N10  C2   O1    180.00   0.0  0
 H75  CONST_23  C11  N10  C2   O1      0.00   0.0  0
 H75  CONST_24  H12  C12  C11  N10     0.00   0.0  0
 H75  CONST_25  H17  C17  C11  N10     0.00   0.0  0
 H75  CONST_26  H13  C13  C12  C11   180.00   0.0  0
 H75  CONST_27  H16  C16  C17  C11   180.00   0.0  0
 H75  Var_01    C5   C4   N3   C2   -171.26  30.0  1
 H75  Var_02    C12  C11  N10  C2    140.35  30.0  2
 H75  Var_03    C6   C5   C4   N3    -45.70  30.0  1
 H75  Var_04    C6   C7   C8   N3     24.18  30.0  1
 H75  Var_05    C7   C6   C5   C4     64.14  30.0  1
 H75  Var_06    C8   C7   C6   C5    -50.87  30.0  1

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
 H75  plan-1  N10  0.020
 H75  plan-1  C11  0.020
 H75  plan-1  C12  0.020
 H75  plan-1  C13  0.020
 H75  plan-1  C14  0.020
 H75  plan-1  BR   0.020
 H75  plan-1  C16  0.020
 H75  plan-1  C17  0.020
 H75  plan-1  H12  0.020
 H75  plan-1  H13  0.020
 H75  plan-1  H16  0.020
 H75  plan-1  H17  0.020
 H75  plan-2  O1   0.020
 H75  plan-2  C2   0.020
 H75  plan-2  N3   0.020
 H75  plan-2  C4   0.020
 H75  plan-2  C7   0.020
 H75  plan-2  C8   0.020
 H75  plan-2  C9   0.020
 H75  plan-2  N10  0.020
 H75  plan-2  C11  0.020
 H75  plan-2  H9   0.020

