# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 04:58:21 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 8-bromo-2-(2-chlorophenyl)[1]benzofuro[3,2-d]pyrimidin-4(3H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Clc1ccccc1C2=Nc3c(oc4ccc(Br)cc34)C(=O)N2
#
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
 79O  79O  8-bromo-2-(2-chlorophenyl)[1]benzofuro[3,2-d]pyrimidin-4(3H)-one  ligand  30  22  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_79O
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
 79O  CL1  CL  CL    0  -0.111   2.3932   2.1267   1.8890
 79O  C9   C   CR6   0  -0.087   3.6275   1.6829   0.7636
 79O  C8   C   CR16  0  -0.195   4.7157   2.5285   0.6151
 79O  C7   C   CR16  0  -0.257   5.7443   2.1812  -0.2476
 79O  C6   C   CR16  0  -0.231   5.6923   0.9879  -0.9528
 79O  C5   C   CR16  0  -0.285   4.6038   0.1460  -0.7952
 79O  C4   C   CR6   0   0.075   3.5531   0.4840   0.0561
 79O  C3   C   CR6   0   0.452   2.3996  -0.4313   0.1697
 79O  N2   N   N     0  -0.419   1.2030  -0.0087  -0.0766
 79O  C10  C   CR56  0   0.178   0.2369  -0.9508   0.0274
 79O  C11  C   CR56  0   0.021  -1.1834  -0.8476  -0.1611
 79O  C12  C   CR16  0  -0.303  -2.0553   0.1872  -0.4895
 79O  C13  C   CR6   0  -0.120  -3.3969  -0.1281  -0.5715
 79O  BR1  BR  BR    0  -0.034  -4.6353   1.2274  -1.0111
 79O  C14  C   CR16  0  -0.228  -3.8773  -1.4245  -0.3386
 79O  C15  C   CR16  0  -0.324  -3.0133  -2.4544  -0.0128
 79O  C16  C   CR56  0   0.363  -1.6692  -2.1363   0.0694
 79O  O2   O   O     0  -0.453  -0.6681  -2.9953   0.3761
 79O  C1   C   CR56  0   0.159   0.4656  -2.2620   0.3444
 79O  C2   C   CR6   0   0.504   1.7746  -2.7639   0.6170
 79O  O1   O   O     0  -0.449   2.1044  -3.8958   0.9135
 79O  N1   N   NR16  0  -0.694   2.6894  -1.7190   0.5046
 79O  H8   H   HCR6  0   0.290   4.7616   3.4512   1.1767
 79O  H7   H   HCR6  0   0.278   6.5884   2.8481  -0.3601
 79O  H6   H   HCR6  0   0.274   6.4927   0.7136  -1.6258
 79O  H5   H   HCR6  0   0.282   4.5560  -0.7778  -1.3582
 79O  H1   H   HNR6  0   0.443   3.6537  -1.9519   0.7130
 79O  H12  H   HCR6  0   0.287  -1.6857   1.1875  -0.6702
 79O  H14  H   HCR6  0   0.292  -4.9361  -1.6319  -0.4113
 79O  H15  H   HCR6  0   0.292  -3.3803  -3.4551   0.1686

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
 79O  CL1  C9   single    1.728  0.020  1.728
 79O  C9   C8   aromatic  1.386  0.020  1.386
 79O  C9   C4   aromatic  1.394  0.020  1.394
 79O  C8   C7   aromatic  1.387  0.020  1.387
 79O  C7   C6   aromatic  1.387  0.020  1.387
 79O  C6   C5   aromatic  1.385  0.020  1.385
 79O  C5   C4   aromatic  1.394  0.020  1.394
 79O  C4   C3   single    1.477  0.020  1.477
 79O  C3   N2   double    1.293  0.020  1.293
 79O  C3   N1   single    1.362  0.020  1.362
 79O  N2   C10  single    1.353  0.020  1.353
 79O  C10  C11  aromatic  1.436  0.020  1.436
 79O  C10  C1   aromatic  1.368  0.020  1.368
 79O  C11  C12  aromatic  1.392  0.020  1.392
 79O  C11  C16  aromatic  1.396  0.020  1.396
 79O  C12  C13  aromatic  1.381  0.020  1.381
 79O  C13  BR1  single    1.888  0.020  1.888
 79O  C13  C14  aromatic  1.402  0.020  1.402
 79O  C14  C15  aromatic  1.383  0.020  1.383
 79O  C15  C16  aromatic  1.384  0.020  1.384
 79O  C16  O2   aromatic  1.354  0.020  1.354
 79O  O2   C1   aromatic  1.351  0.020  1.351
 79O  C1   C2   single    1.428  0.020  1.428
 79O  C2   O1   double    1.216  0.020  1.216
 79O  C2   N1   single    1.393  0.020  1.393
 79O  C8   H8   single    0.930  0.020  1.080
 79O  C7   H7   single    0.930  0.020  1.080
 79O  C6   H6   single    0.930  0.020  1.080
 79O  C5   H5   single    0.930  0.020  1.080
 79O  N1   H1   single    0.860  0.020  1.020
 79O  C12  H12  single    0.930  0.020  1.080
 79O  C14  H14  single    0.930  0.020  1.080
 79O  C15  H15  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
 79O  C4   C9   C8   120.81  3.000
 79O  C4   C9   CL1  120.88  3.000
 79O  C8   C9   CL1  118.28  3.000
 79O  H8   C8   C7   120.36  3.000
 79O  H8   C8   C9   119.89  3.000
 79O  C7   C8   C9   119.75  3.000
 79O  H7   C7   C6   120.46  3.000
 79O  H7   C7   C8   119.28  3.000
 79O  C6   C7   C8   120.26  3.000
 79O  H6   C6   C5   119.90  3.000
 79O  H6   C6   C7   120.46  3.000
 79O  C5   C6   C7   119.64  3.000
 79O  H5   C5   C4   119.42  3.000
 79O  H5   C5   C6   119.61  3.000
 79O  C4   C5   C6   120.96  3.000
 79O  C3   C4   C5   119.04  3.000
 79O  C3   C4   C9   122.38  3.000
 79O  C5   C4   C9   118.58  3.000
 79O  N1   C3   N2   123.57  3.000
 79O  N1   C3   C4   116.02  3.000
 79O  N2   C3   C4   120.38  3.000
 79O  C10  N2   C3   114.75  3.000
 79O  C1   C10  C11  105.33  3.000
 79O  C1   C10  N2   124.44  3.000
 79O  C11  C10  N2   130.22  3.000
 79O  C16  C11  C12  120.46  3.000
 79O  C16  C11  C10  104.84  3.000
 79O  C12  C11  C10  134.70  3.000
 79O  H12  C12  C13  122.23  3.000
 79O  H12  C12  C11  120.85  3.000
 79O  C13  C12  C11  116.92  3.000
 79O  C14  C13  BR1  118.54  3.000
 79O  C14  C13  C12  122.29  3.000
 79O  BR1  C13  C12  119.16  3.000
 79O  H14  C14  C15  118.99  3.000
 79O  H14  C14  C13  120.11  3.000
 79O  C15  C14  C13  120.90  3.000
 79O  H15  C15  C16  122.18  3.000
 79O  H15  C15  C14  121.10  3.000
 79O  C16  C15  C14  116.72  3.000
 79O  O2   C16  C15  125.86  3.000
 79O  O2   C16  C11  111.44  3.000
 79O  C15  C16  C11  122.70  3.000
 79O  C1   O2   C16  105.71  3.000
 79O  C2   C1   O2   125.03  3.000
 79O  C2   C1   C10  122.29  3.000
 79O  O2   C1   C10  112.68  3.000
 79O  N1   C2   O1   122.67  3.000
 79O  N1   C2   C1   108.83  3.000
 79O  O1   C2   C1   128.50  3.000
 79O  H1   N1   C2   115.83  3.000
 79O  H1   N1   C3   118.05  3.000
 79O  C2   N1   C3   126.10  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
 79O  CONST_01  C6   C7   C8   C9     0.00   0.0  0
 79O  CONST_02  C6   C5   C4   C9     0.00   0.0  0
 79O  CONST_03  C5   C4   C9   C8     0.00   0.0  0
 79O  CONST_04  C5   C6   C7   C8     0.00   0.0  0
 79O  CONST_05  C4   C9   C8   C7     0.00   0.0  0
 79O  CONST_06  C4   C5   C6   C7     0.00   0.0  0
 79O  CONST_07  C13  C12  C11  C10  180.00   0.0  0
 79O  CONST_08  C15  C16  C11  C10  180.00   0.0  0
 79O  CONST_09  O2   C16  C11  C10    0.00   0.0  0
 79O  CONST_10  C16  O2   C1   C10    0.00   0.0  0
 79O  CONST_11  O2   C1   C10  C11    0.00   0.0  0
 79O  CONST_12  C14  C13  C12  C11    0.00   0.0  0
 79O  CONST_13  C14  C15  C16  C11    0.00   0.0  0
 79O  CONST_14  C1   O2   C16  C11    0.00   0.0  0
 79O  CONST_15  C1   C10  C11  C12  180.00   0.0  0
 79O  CONST_16  C15  C16  C11  C12    0.00   0.0  0
 79O  CONST_17  O2   C16  C11  C12  180.00   0.0  0
 79O  CONST_18  C15  C14  C13  C12    0.00   0.0  0
 79O  CONST_19  C16  C11  C12  C13    0.00   0.0  0
 79O  CONST_20  C16  C15  C14  C13    0.00   0.0  0
 79O  CONST_21  O2   C16  C15  C14  180.00   0.0  0
 79O  CONST_22  C1   O2   C16  C15  180.00   0.0  0
 79O  CONST_23  C1   C10  C11  C16    0.00   0.0  0
 79O  CONST_24  C3   C4   C9   C8   180.00   0.0  0
 79O  CONST_25  C3   C4   C5   C6   180.00   0.0  0
 79O  CONST_26  C10  N2   C3   C4   180.00   0.0  0
 79O  CONST_27  C2   N1   C3   C4   180.00   0.0  0
 79O  CONST_28  C1   C2   N1   C3     0.00   0.0  0
 79O  CONST_29  C2   N1   C3   N2     0.00   0.0  0
 79O  CONST_30  N1   C3   N2   C10    0.00   0.0  0
 79O  CONST_31  C7   C8   C9   CL1  180.00   0.0  0
 79O  CONST_32  C5   C4   C9   CL1  180.00   0.0  0
 79O  CONST_33  C3   C4   C9   CL1    0.00   0.0  0
 79O  CONST_34  BR1  C13  C12  C11  180.00   0.0  0
 79O  CONST_35  C15  C14  C13  BR1  180.00   0.0  0
 79O  CONST_36  O1   C2   N1   C3   180.00   0.0  0
 79O  CONST_37  H7   C7   C8   C9   180.00   0.0  0
 79O  CONST_38  H5   C5   C4   C9   180.00   0.0  0
 79O  CONST_39  H6   C6   C7   C8   180.00   0.0  0
 79O  CONST_40  H8   C8   C7   C6   180.00   0.0  0
 79O  CONST_41  H12  C12  C11  C10    0.00   0.0  0
 79O  CONST_42  H15  C15  C16  C11  180.00   0.0  0
 79O  CONST_43  H14  C14  C13  C12  180.00   0.0  0
 79O  CONST_44  H1   N1   C3   C4     0.00   0.0  0
 79O  Var_01    N2   C3   C4   C9    56.15  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
 79O  plan-1  CL1  0.020
 79O  plan-1  C9   0.020
 79O  plan-1  C8   0.020
 79O  plan-1  C7   0.020
 79O  plan-1  C6   0.020
 79O  plan-1  C5   0.020
 79O  plan-1  C4   0.020
 79O  plan-1  C3   0.020
 79O  plan-1  H8   0.020
 79O  plan-1  H7   0.020
 79O  plan-1  H6   0.020
 79O  plan-1  H5   0.020
 79O  plan-2  C4   0.020
 79O  plan-2  C3   0.020
 79O  plan-2  N2   0.020
 79O  plan-2  C10  0.020
 79O  plan-2  C11  0.020
 79O  plan-2  C12  0.020
 79O  plan-2  C13  0.020
 79O  plan-2  BR1  0.020
 79O  plan-2  C14  0.020
 79O  plan-2  C15  0.020
 79O  plan-2  C16  0.020
 79O  plan-2  O2   0.020
 79O  plan-2  C1   0.020
 79O  plan-2  C2   0.020
 79O  plan-2  O1   0.020
 79O  plan-2  N1   0.020
 79O  plan-2  H1   0.020
 79O  plan-2  H12  0.020
 79O  plan-2  H14  0.020
 79O  plan-2  H15  0.020

