# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 20 20:06:56 2020
#   Inital geometry file: a 99 line input string
#   Ligand name: (3~{Z})-4-methyl-3-(phenylmethylidene)-1~{H}-1,4-benzodiazepine-2,5-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=O)c2ccccc2NC(=O)\C1=C\c3ccccc3
#
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
 CO0  CO0  (3~{Z})-4-methyl-3-(phenylmethylidene)-1~{H}-1,4-benzodiazepine-2,5-dione  ligand  35  21  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CO0
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
 CO0  C4   C  C     0   0.540   0.9014  -0.6294   1.4261
 CO0  C7   C  C     0   0.074  -0.1845   1.1326   0.1504
 CO0  C8   C  C1    0  -0.244  -1.2511   1.1025  -0.6530
 CO0  C10  C  CR16  0  -0.297  -3.5932   0.6569  -1.2032
 CO0  C13  C  CR16  0  -0.237  -3.4801  -1.9163  -0.1885
 CO0  C15  C  C     0   0.503   0.8767   2.1580  -0.0710
 CO0  C20  C  CR16  0  -0.249   3.9853  -1.1676  -1.4772
 CO0  O16  O  O     0  -0.436   0.6378   3.3373  -0.2370
 CO0  N17  N  NH1   0  -0.733   2.1476   1.6702  -0.0570
 CO0  C18  C  CR6   0   0.356   2.5093   0.3396  -0.3022
 CO0  C3   C  CR6   0  -0.093   1.9017  -0.7501   0.3299
 CO0  C19  C  CR16  0  -0.309   3.5620   0.1157  -1.1906
 CO0  C1   C  CR16  0  -0.251   3.3596  -2.2578  -0.8830
 CO0  C2   C  CR16  0  -0.287   2.3401  -2.0401   0.0224
 CO0  N6   N  NT    0  -0.530  -0.0280   0.3508   1.3205
 CO0  C23  C  CH3   0  -0.530  -0.9774   0.5718   2.4029
 CO0  O5   O  O     0  -0.463   0.9184  -1.4061   2.3674
 CO0  C9   C  CR6   0   0.114  -2.3973   0.1955  -0.6450
 CO0  C14  C  CR16  0  -0.300  -2.3536  -1.1106  -0.1483
 CO0  C12  C  CR16  0  -0.258  -4.6694  -1.4362  -0.7234
 CO0  C11  C  CR16  0  -0.240  -4.7222  -0.1462  -1.2341
 CO0  H1   H  H     0   0.282  -1.2819   1.8669  -1.4224
 CO0  H3   H  HCR6  0   0.264  -3.4279  -2.9253   0.1987
 CO0  H4   H  HCR6  0   0.272   4.8023  -1.3152  -2.1708
 CO0  H8   H  HNH1  0   0.414   2.8646   2.3585  -0.2490
 CO0  H9   H  HCR6  0   0.280   4.0393   0.9624  -1.6679
 CO0  H10  H  HCR6  0   0.266   3.6768  -3.2658  -1.1119
 CO0  H11  H  HCR6  0   0.269   1.8737  -2.8818   0.5159
 CO0  H14  H  HCH3  0   0.265  -0.5251   0.3016   3.3527
 CO0  H12  H  HCH3  0   0.257  -1.2421   1.6259   2.4299
 CO0  H13  H  HCH3  0   0.250  -1.8885  -0.0142   2.2733
 CO0  H15  H  HCR6  0   0.262  -1.4359  -1.5190   0.2502
 CO0  H17  H  HCR6  0   0.264  -5.5470  -2.0688  -0.7476
 CO0  H16  H  HCR6  0   0.263  -5.6404   0.2335  -1.6626
 CO0  H2   H  HCR6  0   0.262  -3.6381   1.6595  -1.6113

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
 CO0  C19  C20  aromatic  1.381  0.020  1.381
 CO0  C19  C18  aromatic  1.395  0.020  1.395
 CO0  C20  C1   aromatic  1.390  0.020  1.390
 CO0  N17  C18  single    1.401  0.020  1.401
 CO0  N17  C15  single    1.361  0.020  1.361
 CO0  C18  C3   aromatic  1.399  0.020  1.399
 CO0  O16  C15  double    1.215  0.020  1.215
 CO0  C1   C2   aromatic  1.381  0.020  1.381
 CO0  C15  C7   single    1.492  0.020  1.492
 CO0  C3   C2   aromatic  1.397  0.020  1.397
 CO0  C3   C4   single    1.489  0.020  1.489
 CO0  C7   C8   double    1.336  0.020  1.336
 CO0  C7   N6   single    1.416  0.020  1.416
 CO0  C4   N6   single    1.355  0.020  1.355
 CO0  C4   O5   double    1.221  0.020  1.221
 CO0  C8   C9   single    1.462  0.020  1.462
 CO0  N6   C23  single    1.457  0.020  1.457
 CO0  C9   C14  aromatic  1.398  0.020  1.398
 CO0  C9   C10  aromatic  1.398  0.020  1.398
 CO0  C14  C13  aromatic  1.386  0.020  1.386
 CO0  C10  C11  aromatic  1.386  0.020  1.386
 CO0  C13  C12  aromatic  1.390  0.020  1.390
 CO0  C11  C12  aromatic  1.388  0.020  1.388
 CO0  C8   H1   single    0.930  0.020  1.080
 CO0  C10  H2   single    0.930  0.020  1.080
 CO0  C13  H3   single    0.930  0.020  1.080
 CO0  C20  H4   single    0.930  0.020  1.080
 CO0  N17  H8   single    0.890  0.020  1.040
 CO0  C19  H9   single    0.930  0.020  1.080
 CO0  C1   H10  single    0.930  0.020  1.080
 CO0  C2   H11  single    0.930  0.020  1.080
 CO0  C23  H14  single    0.970  0.020  1.090
 CO0  C23  H12  single    0.970  0.020  1.090
 CO0  C23  H13  single    0.970  0.020  1.090
 CO0  C14  H15  single    0.930  0.020  1.080
 CO0  C12  H17  single    0.930  0.020  1.080
 CO0  C11  H16  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
 CO0  O5   C4   N6   122.01  3.000
 CO0  O5   C4   C3   120.46  3.000
 CO0  N6   C4   C3   117.52  3.000
 CO0  N6   C7   C15  115.05  3.000
 CO0  N6   C7   C8   124.95  3.000
 CO0  C15  C7   C8   119.61  3.000
 CO0  H1   C8   C9   114.76  3.000
 CO0  H1   C8   C7   115.68  3.000
 CO0  C9   C8   C7   129.56  3.000
 CO0  H2   C10  C11  119.62  3.000
 CO0  H2   C10  C9   119.42  3.000
 CO0  C11  C10  C9   120.97  3.000
 CO0  H3   C13  C12  120.08  3.000
 CO0  H3   C13  C14  119.51  3.000
 CO0  C12  C13  C14  120.41  3.000
 CO0  N17  C15  O16  122.21  3.000
 CO0  O16  C15  C7   123.20  3.000
 CO0  N17  C15  C7   114.59  3.000
 CO0  H4   C20  C1   120.46  3.000
 CO0  H4   C20  C19  119.42  3.000
 CO0  C1   C20  C19  120.12  3.000
 CO0  H8   N17  C18  115.46  3.000
 CO0  H8   N17  C15  114.56  3.000
 CO0  C18  N17  C15  125.43  3.000
 CO0  C19  C18  C3   119.37  3.000
 CO0  C3   C18  N17  123.29  3.000
 CO0  C19  C18  N17  117.30  3.000
 CO0  C2   C3   C18  118.93  3.000
 CO0  C2   C3   C4   116.60  3.000
 CO0  C18  C3   C4   124.16  3.000
 CO0  H9   C19  C18  119.19  3.000
 CO0  H9   C19  C20  119.99  3.000
 CO0  C18  C19  C20  120.81  3.000
 CO0  H10  C1   C2   120.16  3.000
 CO0  H10  C1   C20  120.56  3.000
 CO0  C2   C1   C20  119.27  3.000
 CO0  H11  C2   C1   119.67  3.000
 CO0  H11  C2   C3   118.89  3.000
 CO0  C1   C2   C3   121.45  3.000
 CO0  C23  N6   C7   117.27  3.000
 CO0  C23  N6   C4   119.93  3.000
 CO0  C7   N6   C4   122.66  3.000
 CO0  H13  C23  H12  108.69  3.000
 CO0  H13  C23  H14  108.54  3.000
 CO0  H12  C23  H14  108.72  3.000
 CO0  H13  C23  N6   112.00  3.000
 CO0  H12  C23  N6   108.92  3.000
 CO0  H14  C23  N6   109.91  3.000
 CO0  C14  C9   C10  118.48  3.000
 CO0  C10  C9   C8   117.63  3.000
 CO0  C14  C9   C8   123.86  3.000
 CO0  H15  C14  C9   120.70  3.000
 CO0  H15  C14  C13  118.78  3.000
 CO0  C9   C14  C13  120.50  3.000
 CO0  H17  C12  C11  120.27  3.000
 CO0  H17  C12  C13  120.04  3.000
 CO0  C11  C12  C13  119.68  3.000
 CO0  H16  C11  C12  120.26  3.000
 CO0  H16  C11  C10  119.79  3.000
 CO0  C12  C11  C10  119.95  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
 CO0  CONST_01  C13  C14  C9   C10    0.00   0.0  0
 CO0  CONST_02  C13  C12  C11  C10    0.00   0.0  0
 CO0  CONST_03  C3   C2   C1   C20    0.00   0.0  0
 CO0  CONST_04  C1   C20  C19  C18    0.00   0.0  0
 CO0  CONST_05  C2   C1   C20  C19    0.00   0.0  0
 CO0  CONST_06  C12  C13  C14  C9     0.00   0.0  0
 CO0  CONST_07  C12  C11  C10  C9     0.00   0.0  0
 CO0  CONST_08  C11  C10  C9   C14    0.00   0.0  0
 CO0  CONST_09  C11  C12  C13  C14    0.00   0.0  0
 CO0  CONST_10  C13  C14  C9   C8   180.00   0.0  0
 CO0  CONST_11  C11  C10  C9   C8   180.00   0.0  0
 CO0  CONST_12  H15  C14  C9   C10  180.00   0.0  0
 CO0  CONST_13  H17  C12  C11  C10  180.00   0.0  0
 CO0  CONST_14  H16  C11  C12  C13  180.00   0.0  0
 CO0  CONST_15  H11  C2   C1   C20  180.00   0.0  0
 CO0  CONST_16  H4   C20  C19  C18  180.00   0.0  0
 CO0  CONST_17  H10  C1   C2   C3   180.00   0.0  0
 CO0  CONST_18  H9   C19  C20  C1   180.00   0.0  0
 CO0  CONST_19  H3   C13  C14  C9   180.00   0.0  0
 CO0  CONST_20  H2   C10  C9   C14  180.00   0.0  0
 CO0  Var_01    C14  C9   C8   C7   -26.61  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
 CO0  plan-1  C8   0.020
 CO0  plan-1  C10  0.020
 CO0  plan-1  C13  0.020
 CO0  plan-1  C9   0.020
 CO0  plan-1  C14  0.020
 CO0  plan-1  C12  0.020
 CO0  plan-1  C11  0.020
 CO0  plan-1  H3   0.020
 CO0  plan-1  H15  0.020
 CO0  plan-1  H17  0.020
 CO0  plan-1  H16  0.020
 CO0  plan-1  H2   0.020
 CO0  plan-2  C4   0.020
 CO0  plan-2  C20  0.020
 CO0  plan-2  N17  0.020
 CO0  plan-2  C18  0.020
 CO0  plan-2  C3   0.020
 CO0  plan-2  C19  0.020
 CO0  plan-2  C1   0.020
 CO0  plan-2  C2   0.020
 CO0  plan-2  H4   0.020
 CO0  plan-2  H9   0.020
 CO0  plan-2  H10  0.020
 CO0  plan-2  H11  0.020
 CO0  plan-3  C4   0.020
 CO0  plan-3  C7   0.020
 CO0  plan-3  C3   0.020
 CO0  plan-3  N6   0.020
 CO0  plan-3  C23  0.020
 CO0  plan-3  O5   0.020
 CO0  plan-4  C7   0.020
 CO0  plan-4  C15  0.020
 CO0  plan-4  O16  0.020
 CO0  plan-4  N17  0.020
 CO0  plan-4  C18  0.020
 CO0  plan-4  N6   0.020
 CO0  plan-4  H8   0.020

