# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May  6 01:48:42 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: (3-chloro-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-8-yl)acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)Cc1ccc2Nc3cc(Cl)ccc3C(=O)Nc2c1
#
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
 HK8  HK8  '(3-chloro-11-oxo-10,11-dihydro-5H-dibenzo[b,e][1,4]diazepin-8-yl)acetic acid'  ligand  31  21  .  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_HK8
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
 HK8  O3   O   O      0  -0.462   1.1778  -3.3856  -0.0983
 HK8  C13  C   C      0   0.517   0.8714  -2.2087   0.0188
 HK8  C12  C   CR6    0  -0.118   1.9207  -1.1564  -0.0738
 HK8  C11  C   CR16   0  -0.285   3.0684  -1.4879  -0.7950
 HK8  C10  C   CR16   0  -0.226   4.1834  -0.6742  -0.8160
 HK8  C9   C   CR6    0  -0.038   4.1542   0.4900  -0.0610
 HK8  CL   CL  CL     0  -0.113   5.5436   1.5186  -0.0334
 HK8  C8   C   CR16   0  -0.278   3.0335   0.8600   0.6541
 HK8  C7   C   CR6    0   0.324   1.8968   0.0476   0.6420
 HK8  N1   N   NH1    0  -0.745   0.7835   0.4442   1.3727
 HK8  N2   N   NH1    0  -0.742  -0.4183  -1.8636   0.2474
 HK8  C14  C   CR6    0   0.352  -1.0404  -0.6081   0.1624
 HK8  C6   C   CR6    0   0.231  -0.4685   0.5241   0.7354
 HK8  C5   C   CR16   0  -0.311  -1.1671   1.7236   0.6890
 HK8  C4   C   CR16   0  -0.324  -2.4270   1.7896   0.1134
 HK8  C15  C   CR16   0  -0.374  -2.2949  -0.5252  -0.4288
 HK8  C3   C   CR6    0   0.174  -3.0137   0.6645  -0.4573
 HK8  C2   C   CH2    0  -0.690  -4.3773   0.7218  -1.0680
 HK8  C1   C   C      0   0.421  -5.5083   0.1372  -0.1808
 HK8  O2   O   O      0  -0.594  -5.1793  -0.6243   0.7446
 HK8  O1   O   OC    -1  -0.621  -6.6646   0.4691  -0.5074
 HK8  H9   H   HCR6   0   0.275   3.0914  -2.4178  -1.3464
 HK8  H8   H   HCR6   0   0.282   5.0590  -0.9489  -1.3866
 HK8  H7   H   HCR6   0   0.289   3.0269   1.7824   1.2205
 HK8  H6   H   HNH1   0   0.397   0.9675   1.2552   1.9459
 HK8  H10  H   HNH1   0   0.406  -1.0487  -2.6542   0.2606
 HK8  H5   H   HCR6   0   0.261  -0.7228   2.6123   1.1216
 HK8  H4   H   HCR6   0   0.247  -2.9529   2.7367   0.1002
 HK8  H11  H   HCR6   0   0.257  -2.7209  -1.4193  -0.8692
 HK8  H2   H   HCH2   0   0.238  -4.6289   1.7503  -1.3361
 HK8  H3   H   HCH2   0   0.250  -4.3853   0.1565  -2.0066

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
 HK8  O2   C1   deloc     1.243  0.020  1.243
 HK8  C1   O1   deloc     1.247  0.020  1.247
 HK8  C1   C2   single    1.552  0.020  1.552
 HK8  C2   C3   single    1.495  0.020  1.495
 HK8  C3   C15  aromatic  1.390  0.020  1.390
 HK8  C3   C4   aromatic  1.391  0.020  1.391
 HK8  C15  C14  aromatic  1.389  0.020  1.389
 HK8  C4   C5   aromatic  1.387  0.020  1.387
 HK8  N2   C14  single    1.404  0.020  1.404
 HK8  N2   C13  single    1.355  0.020  1.355
 HK8  C14  C6   aromatic  1.392  0.020  1.392
 HK8  O3   C13  double    1.222  0.020  1.222
 HK8  C13  C12  single    1.489  0.020  1.489
 HK8  C11  C12  aromatic  1.395  0.020  1.395
 HK8  C11  C10  aromatic  1.380  0.020  1.380
 HK8  C5   C6   aromatic  1.389  0.020  1.389
 HK8  C12  C7   aromatic  1.401  0.020  1.401
 HK8  C6   N1   single    1.407  0.020  1.407
 HK8  C10  C9   aromatic  1.388  0.020  1.388
 HK8  C7   N1   single    1.389  0.020  1.389
 HK8  C7   C8   aromatic  1.397  0.020  1.397
 HK8  C9   C8   aromatic  1.380  0.020  1.380
 HK8  C9   CL   single    1.729  0.020  1.729
 HK8  C11  H9   single    0.930  0.020  1.080
 HK8  C10  H8   single    0.930  0.020  1.080
 HK8  C8   H7   single    0.930  0.020  1.080
 HK8  N1   H6   single    0.890  0.020  1.040
 HK8  N2   H10  single    0.860  0.020  1.020
 HK8  C5   H5   single    0.930  0.020  1.080
 HK8  C4   H4   single    0.930  0.020  1.080
 HK8  C15  H11  single    0.930  0.020  1.080
 HK8  C2   H2   single    0.970  0.020  1.090
 HK8  C2   H3   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
 HK8  N2   C13  C12  120.10  3.000
 HK8  C12  C13  O3   119.88  3.000
 HK8  N2   C13  O3   120.02  3.000
 HK8  C7   C12  C11  118.83  3.000
 HK8  C7   C12  C13  124.30  3.000
 HK8  C11  C12  C13  116.35  3.000
 HK8  H9   C11  C10  118.81  3.000
 HK8  H9   C11  C12  119.03  3.000
 HK8  C10  C11  C12  122.15  3.000
 HK8  H8   C10  C9   121.17  3.000
 HK8  H8   C10  C11  120.84  3.000
 HK8  C9   C10  C11  117.98  3.000
 HK8  C8   C9   CL   119.00  3.000
 HK8  CL   C9   C10  119.40  3.000
 HK8  C8   C9   C10  121.59  3.000
 HK8  H7   C8   C7   119.68  3.000
 HK8  H7   C8   C9   120.30  3.000
 HK8  C7   C8   C9   120.02  3.000
 HK8  N1   C7   C8   118.77  3.000
 HK8  C8   C7   C12  119.35  3.000
 HK8  N1   C7   C12  121.85  3.000
 HK8  H6   N1   C6   111.94  3.000
 HK8  H6   N1   C7   112.43  3.000
 HK8  C6   N1   C7   119.40  3.000
 HK8  H10  N2   C14  115.07  3.000
 HK8  H10  N2   C13  113.37  3.000
 HK8  C14  N2   C13  129.76  3.000
 HK8  C15  C14  C6   119.85  3.000
 HK8  C6   C14  N2   121.37  3.000
 HK8  C15  C14  N2   118.64  3.000
 HK8  C5   C6   C14  118.82  3.000
 HK8  C5   C6   N1   120.78  3.000
 HK8  C14  C6   N1   120.39  3.000
 HK8  H5   C5   C4   119.95  3.000
 HK8  H5   C5   C6   119.25  3.000
 HK8  C4   C5   C6   120.79  3.000
 HK8  H4   C4   C3   119.82  3.000
 HK8  H4   C4   C5   119.19  3.000
 HK8  C3   C4   C5   120.99  3.000
 HK8  H11  C15  C3   119.63  3.000
 HK8  H11  C15  C14  118.59  3.000
 HK8  C3   C15  C14  121.78  3.000
 HK8  C2   C3   C15  120.84  3.000
 HK8  C15  C3   C4   117.75  3.000
 HK8  C2   C3   C4   121.40  3.000
 HK8  H3   C2   H2   105.89  3.000
 HK8  H3   C2   C1   106.86  3.000
 HK8  H2   C2   C1   109.10  3.000
 HK8  H3   C2   C3   109.68  3.000
 HK8  H2   C2   C3   110.27  3.000
 HK8  C1   C2   C3   114.63  3.000
 HK8  O1   C1   O2   127.15  3.000
 HK8  O1   C1   C2   115.21  3.000
 HK8  O2   C1   C2   117.62  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
 HK8  CONST_01  C9   C10  C11  C12     0.00   0.0  0
 HK8  CONST_02  C8   C9   C10  C11     0.00   0.0  0
 HK8  CONST_03  C7   C8   C9   C10     0.00   0.0  0
 HK8  CONST_04  C4   C3   C15  C14     0.00   0.0  0
 HK8  CONST_05  C3   C4   C5   C6      0.00   0.0  0
 HK8  CONST_06  C15  C3   C4   C5      0.00   0.0  0
 HK8  CONST_07  CL   C9   C10  C11   180.00   0.0  0
 HK8  CONST_08  C7   C8   C9   CL    180.00   0.0  0
 HK8  CONST_09  C2   C3   C15  C14   180.00   0.0  0
 HK8  CONST_10  C2   C3   C4   C5    180.00   0.0  0
 HK8  CONST_11  H8   C10  C11  C12   180.00   0.0  0
 HK8  CONST_12  H7   C8   C9   C10   180.00   0.0  0
 HK8  CONST_13  H9   C11  C10  C9    180.00   0.0  0
 HK8  CONST_14  H4   C4   C5   C6    180.00   0.0  0
 HK8  CONST_15  H11  C15  C3   C4    180.00   0.0  0
 HK8  CONST_16  H5   C5   C4   C3    180.00   0.0  0
 HK8  Var_01    C1   C2   C3   C4   -101.92  30.0  2
 HK8  Var_02    O2   C1   C2   C3    -18.85  30.0  2

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
 HK8  plan-1  O3   0.020
 HK8  plan-1  C13  0.020
 HK8  plan-1  C12  0.020
 HK8  plan-1  N2   0.020
 HK8  plan-1  C14  0.020
 HK8  plan-1  H10  0.020
 HK8  plan-2  C13  0.020
 HK8  plan-2  C12  0.020
 HK8  plan-2  C11  0.020
 HK8  plan-2  C10  0.020
 HK8  plan-2  C9   0.020
 HK8  plan-2  CL   0.020
 HK8  plan-2  C8   0.020
 HK8  plan-2  C7   0.020
 HK8  plan-2  N1   0.020
 HK8  plan-2  H9   0.020
 HK8  plan-2  H8   0.020
 HK8  plan-2  H7   0.020
 HK8  plan-3  N1   0.020
 HK8  plan-3  N2   0.020
 HK8  plan-3  C14  0.020
 HK8  plan-3  C6   0.020
 HK8  plan-3  C5   0.020
 HK8  plan-3  C4   0.020
 HK8  plan-3  C15  0.020
 HK8  plan-3  C3   0.020
 HK8  plan-3  C2   0.020
 HK8  plan-3  H5   0.020
 HK8  plan-3  H4   0.020
 HK8  plan-3  H11  0.020
 HK8  plan-4  C2   0.020
 HK8  plan-4  C1   0.020
 HK8  plan-4  O2   0.020
 HK8  plan-4  O1   0.020

