# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed May 20 08:50:18 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: ~{N}-[3-[2,5-bis(oxidanylidene)pyrrol-1-yl]phenyl]furan-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: O=C(Nc1cccc(c1)N2C(=O)C=CC2=O)c3occc3
#
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
 OL8  OL8  ~{N}-[3-[2,5-bis(oxidanylidene)pyrrol-1-yl]phenyl]furan-2-carboxamide  ligand  31  21  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_OL8
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
 OL8  C2   C  CR16  0  -0.390  -0.6344  -0.0426   0.0514
 OL8  N1   N  NH1   0  -0.766   1.7215  -0.3050   0.0406
 OL8  C1   C  CR6   0   0.355  -1.9194  -0.5314   0.2049
 OL8  C3   C  CR6   0   0.402   0.4646  -0.8927   0.1911
 OL8  C4   C  C     0   0.493   2.9410  -0.9013   0.0134
 OL8  C5   C  CR5   0   0.223   4.0757   0.0104  -0.1714
 OL8  C6   C  CR15  0   0.024   5.0665   1.9234  -0.4510
 OL8  C7   C  CR15  0  -0.332   6.0524   0.9918  -0.4282
 OL8  C8   C  CR15  0  -0.314   5.4057  -0.2599  -0.2457
 OL8  O2   O  O     0  -0.413   3.8675   1.3404  -0.2962
 OL8  O1   O  O     0  -0.458   3.1363  -2.0993   0.1292
 OL8  C9   C  CR16  0  -0.312   0.2471  -2.2435   0.4682
 OL8  N    N  NR5   0  -0.703  -3.0140   0.3525   0.0672
 OL8  C    C  CR5   0   0.559  -3.9647   0.2810  -0.9427
 OL8  O    O  O     0  -0.388  -3.9774  -0.5245  -1.8342
 OL8  C10  C  CR16  0  -0.248  -1.0514  -2.7126   0.6084
 OL8  C11  C  CR16  0  -0.289  -2.1447  -1.8709   0.4883
 OL8  C12  C  CR5   0   0.558  -3.3016   1.4019   0.9302
 OL8  C13  C  CR15  0  -0.308  -4.5412   2.0409   0.4054
 OL8  C14  C  CR15  0  -0.308  -4.9272   1.3888  -0.6841
 OL8  O3   O  O     0  -0.388  -2.6601   1.7047   1.8999
 OL8  H1   H  HCR6  0   0.285  -0.4838   1.0041  -0.1850
 OL8  H2   H  HNH1  0   0.425   1.7014   0.6966  -0.0855
 OL8  H3   H  HCR5  0   0.292   5.0723   2.9952  -0.5644
 OL8  H4   H  HCR5  0   0.277   7.1092   1.1760  -0.5280
 OL8  H5   H  HCR5  0   0.277   5.8657  -1.2321  -0.1782
 OL8  H6   H  HCR6  0   0.288   1.0701  -2.9288   0.5773
 OL8  H7   H  HCR6  0   0.270  -1.2072  -3.7609   0.8250
 OL8  H8   H  HCR6  0   0.272  -3.1507  -2.2446   0.6217
 OL8  H9   H  HCR5  0   0.307  -5.0033   2.8920   0.8814
 OL8  H10  H  HCR5  0   0.307  -5.7793   1.5786  -1.3188

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
 OL8  C6   C7   aromatic  1.357  0.020  1.357
 OL8  C6   O2   aromatic  1.342  0.020  1.342
 OL8  C7   C8   aromatic  1.421  0.020  1.421
 OL8  O2   C5   aromatic  1.352  0.020  1.352
 OL8  C8   C5   aromatic  1.359  0.020  1.359
 OL8  C5   C4   single    1.467  0.020  1.467
 OL8  O1   C4   double    1.219  0.020  1.219
 OL8  C4   N1   single    1.358  0.020  1.358
 OL8  N1   C3   single    1.396  0.020  1.396
 OL8  C3   C9   aromatic  1.396  0.020  1.396
 OL8  C3   C2   aromatic  1.396  0.020  1.396
 OL8  C9   C10  aromatic  1.388  0.020  1.388
 OL8  C2   C1   aromatic  1.383  0.020  1.383
 OL8  O3   C12  double    1.202  0.020  1.202
 OL8  C10  C11  aromatic  1.385  0.020  1.385
 OL8  C1   C11  aromatic  1.388  0.020  1.388
 OL8  C1   N    single    1.414  0.020  1.414
 OL8  C12  N    single    1.389  0.020  1.389
 OL8  C12  C13  single    1.490  0.020  1.490
 OL8  N    C    single    1.389  0.020  1.389
 OL8  C13  C14  double    1.327  0.020  1.327
 OL8  C    C14  single    1.490  0.020  1.490
 OL8  C    O    double    1.202  0.020  1.202
 OL8  C2   H1   single    0.930  0.020  1.080
 OL8  N1   H2   single    0.860  0.020  1.020
 OL8  C6   H3   single    0.930  0.020  1.080
 OL8  C7   H4   single    0.930  0.020  1.080
 OL8  C8   H5   single    0.930  0.020  1.080
 OL8  C9   H6   single    0.930  0.020  1.080
 OL8  C10  H7   single    0.930  0.020  1.080
 OL8  C11  H8   single    0.930  0.020  1.080
 OL8  C13  H9   single    0.930  0.020  1.080
 OL8  C14  H10  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
 OL8  H1   C2   C3   120.03  3.000
 OL8  H1   C2   C1   119.65  3.000
 OL8  C3   C2   C1   120.32  3.000
 OL8  H2   N1   C4   116.81  3.000
 OL8  H2   N1   C3   114.41  3.000
 OL8  C4   N1   C3   128.77  3.000
 OL8  C11  C1   N    119.85  3.000
 OL8  N    C1   C2   119.17  3.000
 OL8  C11  C1   C2   120.97  3.000
 OL8  C9   C3   N1   124.69  3.000
 OL8  C9   C3   C2   119.10  3.000
 OL8  N1   C3   C2   116.21  3.000
 OL8  O1   C4   C5   119.91  3.000
 OL8  O1   C4   N1   124.99  3.000
 OL8  C5   C4   N1   115.10  3.000
 OL8  O2   C5   C8   109.96  3.000
 OL8  C8   C5   C4   129.79  3.000
 OL8  O2   C5   C4   120.25  3.000
 OL8  H3   C6   O2   116.67  3.000
 OL8  H3   C6   C7   132.90  3.000
 OL8  O2   C6   C7   110.43  3.000
 OL8  H4   C7   C8   127.52  3.000
 OL8  H4   C7   C6   126.44  3.000
 OL8  C8   C7   C6   106.04  3.000
 OL8  H5   C8   C7   127.49  3.000
 OL8  H5   C8   C5   126.42  3.000
 OL8  C7   C8   C5   106.09  3.000
 OL8  C6   O2   C5   107.48  3.000
 OL8  H6   C9   C10  119.33  3.000
 OL8  H6   C9   C3   121.14  3.000
 OL8  C10  C9   C3   119.53  3.000
 OL8  C12  N    C    110.42  3.000
 OL8  C    N    C1   124.66  3.000
 OL8  C12  N    C1   124.91  3.000
 OL8  C14  C    O    128.34  3.000
 OL8  O    C    N    125.53  3.000
 OL8  C14  C    N    106.13  3.000
 OL8  H7   C10  C11  119.51  3.000
 OL8  H7   C10  C9   118.85  3.000
 OL8  C11  C10  C9   121.63  3.000
 OL8  H8   C11  C10  120.91  3.000
 OL8  H8   C11  C1   120.65  3.000
 OL8  C10  C11  C1   118.44  3.000
 OL8  O3   C12  C13  128.34  3.000
 OL8  C13  C12  N    106.11  3.000
 OL8  O3   C12  N    125.55  3.000
 OL8  H9   C13  C14  128.69  3.000
 OL8  H9   C13  C12  122.62  3.000
 OL8  C14  C13  C12  108.68  3.000
 OL8  H10  C14  C13  128.75  3.000
 OL8  H10  C14  C    122.59  3.000
 OL8  C13  C14  C    108.66  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
 OL8  CONST_01  C10  C9   C3   C2     0.00   0.0  0
 OL8  CONST_02  C10  C11  C1   C2     0.00   0.0  0
 OL8  CONST_03  C9   C3   C2   C1     0.00   0.0  0
 OL8  CONST_04  C9   C10  C11  C1     0.00   0.0  0
 OL8  CONST_05  C11  C10  C9   C3     0.00   0.0  0
 OL8  CONST_06  C11  C1   C2   C3     0.00   0.0  0
 OL8  CONST_07  C7   C6   O2   C5     0.00   0.0  0
 OL8  CONST_08  C6   C7   C8   C5     0.00   0.0  0
 OL8  CONST_09  C8   C5   O2   C6     0.00   0.0  0
 OL8  CONST_10  O2   C5   C8   C7     0.00   0.0  0
 OL8  CONST_11  O2   C6   C7   C8     0.00   0.0  0
 OL8  CONST_12  N    C1   C2   C3   180.00   0.0  0
 OL8  CONST_13  C10  C11  C1   N    180.00   0.0  0
 OL8  CONST_14  C14  C    N    C1   180.00   0.0  0
 OL8  CONST_15  C14  C    N    C12    0.00   0.0  0
 OL8  CONST_16  C10  C9   C3   N1   180.00   0.0  0
 OL8  CONST_17  C1   C2   C3   N1   180.00   0.0  0
 OL8  CONST_18  C6   O2   C5   C4   180.00   0.0  0
 OL8  CONST_19  C7   C8   C5   C4   180.00   0.0  0
 OL8  CONST_20  O    C    N    C1     0.00   0.0  0
 OL8  CONST_21  C12  N    C    O    180.00   0.0  0
 OL8  CONST_22  H6   C9   C3   C2   180.00   0.0  0
 OL8  CONST_23  H8   C11  C1   C2   180.00   0.0  0
 OL8  CONST_24  H7   C10  C11  C1   180.00   0.0  0
 OL8  CONST_25  H3   C6   O2   C5   180.00   0.0  0
 OL8  CONST_26  H4   C7   C8   C5   180.00   0.0  0
 OL8  CONST_27  H5   C8   C7   C6   180.00   0.0  0
 OL8  CONST_28  H1   C2   C3   C9   180.00   0.0  0
 OL8  CONST_29  C5   C4   N1   C3   180.00   0.0  0
 OL8  CONST_30  C4   N1   C3   C2   180.00   0.0  0
 OL8  CONST_31  C9   C3   N1   C4     0.00   0.0  0
 OL8  CONST_32  H2   N1   C3   C2     0.00   0.0  0
 OL8  CONST_33  O1   C4   N1   C3     0.00   0.0  0
 OL8  Var_01    C12  N    C1   C2   -66.58  30.0  2
 OL8  Var_02    O2   C5   C4   N1     0.20  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
 OL8  plan-1  C4   0.020
 OL8  plan-1  C5   0.020
 OL8  plan-1  C6   0.020
 OL8  plan-1  C7   0.020
 OL8  plan-1  C8   0.020
 OL8  plan-1  O2   0.020
 OL8  plan-1  H3   0.020
 OL8  plan-1  H4   0.020
 OL8  plan-1  H5   0.020
 OL8  plan-2  C1   0.020
 OL8  plan-2  N    0.020
 OL8  plan-2  C    0.020
 OL8  plan-2  O    0.020
 OL8  plan-2  C12  0.020
 OL8  plan-2  C13  0.020
 OL8  plan-2  C14  0.020
 OL8  plan-2  O3   0.020
 OL8  plan-2  H9   0.020
 OL8  plan-2  H10  0.020
 OL8  plan-3  C2   0.020
 OL8  plan-3  N1   0.020
 OL8  plan-3  C1   0.020
 OL8  plan-3  C3   0.020
 OL8  plan-3  C9   0.020
 OL8  plan-3  N    0.020
 OL8  plan-3  C10  0.020
 OL8  plan-3  C11  0.020
 OL8  plan-3  H1   0.020
 OL8  plan-3  H6   0.020
 OL8  plan-3  H7   0.020
 OL8  plan-3  H8   0.020
 OL8  plan-4  N1   0.020
 OL8  plan-4  C3   0.020
 OL8  plan-4  C4   0.020
 OL8  plan-4  C5   0.020
 OL8  plan-4  O1   0.020
 OL8  plan-4  H2   0.020

