# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 04:26:25 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 3-[3-(5-nitrofuran-2-yl)phenyl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)CCc1cccc(c1)c2oc(cc2)[N+]([O-])=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
 2W9  2W9  '3-[3-(5-nitrofuran-2-yl)phenyl]propanoic acid'  ligand  30  19  .  2022-07-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_2W9
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
 2W9  C1   C  CR6    0   0.038  -0.4208  -1.4769  -0.0186
 2W9  C2   C  CR16   0  -0.347   0.5875  -0.5759  -0.3678
 2W9  C3   C  CR6    0   0.147   1.9053  -0.9943  -0.5043
 2W9  C4   C  CH2    0  -0.515   2.9882  -0.0066  -0.8387
 2W9  C7   C  CH2    0  -0.577   3.6046   0.5641   0.4341
 2W9  C8   C  C      0   0.553   4.7062   1.5537   0.1720
 2W9  O9   O  OH1    0  -0.596   5.2119   2.0356   1.3026
 2W9  O11  O  O      0  -0.444   5.0980   1.8836  -0.9195
 2W9  C14  C  CR16   0  -0.305   2.2106  -2.3348  -0.2819
 2W9  C15  C  CR16   0  -0.216   1.2158  -3.2389   0.0648
 2W9  C16  C  CR16   0  -0.327  -0.0953  -2.8177   0.1969
 2W9  C21  C  CR5    0   0.433  -1.8002  -1.0490   0.1216
 2W9  O22  O  O      0  -0.413  -2.0879   0.2387  -0.1312
 2W9  C23  C  CR5    0   0.462  -3.4025   0.3913   0.0619
 2W9  N24  N  N      1   0.322  -3.9435   1.6725  -0.1467
 2W9  O25  O  O     -1  -0.398  -5.1375   1.7956   0.0324
 2W9  O26  O  O      0  -0.395  -3.1960   2.5628  -0.4875
 2W9  C27  C  CR15   0  -0.266  -3.9927  -0.7744   0.4388
 2W9  C29  C  CR15   0  -0.373  -2.9450  -1.7158   0.4783
 2W9  H1   H  HCR6   0   0.258   0.3539   0.4673  -0.5415
 2W9  H2   H  HCH2   0   0.259   3.7593  -0.4945  -1.4372
 2W9  H3   H  HCH2   0   0.258   2.5784   0.8030  -1.4451
 2W9  H4   H  HCH2   0   0.290   2.8395   1.0538   1.0438
 2W9  H5   H  HCH2   0   0.289   4.0075  -0.2400   1.0573
 2W9  H6   H  HOH1   0   0.479   5.9204   2.6674   1.1083
 2W9  H7   H  HCR6   0   0.259   3.2341  -2.6763  -0.3846
 2W9  H8   H  HCR6   0   0.266   1.4630  -4.2791   0.2299
 2W9  H9   H  HCR6   0   0.258  -0.8620  -3.5344   0.4612
 2W9  H10  H  HCR5   0   0.312  -5.0340  -0.9402   0.6582
 2W9  H11  H  HCR5   0   0.287  -3.0311  -2.7573   0.7399

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
 2W9  O25  N24  single    1.214  0.020  1.214
 2W9  O26  N24  double    1.211  0.020  1.211
 2W9  N24  C23  single    1.406  0.020  1.406
 2W9  C23  C27  aromatic  1.360  0.020  1.360
 2W9  C23  O22  aromatic  1.337  0.020  1.337
 2W9  C27  C29  aromatic  1.409  0.020  1.409
 2W9  O22  C21  aromatic  1.343  0.020  1.343
 2W9  C29  C21  aromatic  1.372  0.020  1.372
 2W9  C21  C1   single    1.451  0.020  1.451
 2W9  C1   C16  aromatic  1.397  0.020  1.397
 2W9  C1   C2   aromatic  1.396  0.020  1.396
 2W9  C16  C15  aromatic  1.383  0.020  1.383
 2W9  C2   C3   aromatic  1.389  0.020  1.389
 2W9  C15  C14  aromatic  1.388  0.020  1.388
 2W9  C3   C14  aromatic  1.393  0.020  1.393
 2W9  C3   C4   single    1.503  0.020  1.503
 2W9  C4   C7   single    1.525  0.020  1.525
 2W9  O11  C8   double    1.206  0.020  1.206
 2W9  C8   C7   single    1.504  0.020  1.504
 2W9  C8   O9   single    1.329  0.020  1.329
 2W9  C2   H1   single    0.930  0.020  1.080
 2W9  C4   H2   single    0.970  0.020  1.090
 2W9  C4   H3   single    0.970  0.020  1.090
 2W9  C7   H4   single    0.970  0.020  1.090
 2W9  C7   H5   single    0.970  0.020  1.090
 2W9  O9   H6   single    0.850  0.020  0.980
 2W9  C14  H7   single    0.930  0.020  1.080
 2W9  C15  H8   single    0.930  0.020  1.080
 2W9  C16  H9   single    0.930  0.020  1.080
 2W9  C27  H10  single    0.930  0.020  1.080
 2W9  C29  H11  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
 2W9  C21  C1   C16  119.32  3.000
 2W9  C16  C1   C2   119.33  3.000
 2W9  C21  C1   C2   121.35  3.000
 2W9  H1   C2   C3   118.61  3.000
 2W9  H1   C2   C1   120.39  3.000
 2W9  C3   C2   C1   121.00  3.000
 2W9  C14  C3   C4   120.66  3.000
 2W9  C4   C3   C2   120.48  3.000
 2W9  C14  C3   C2   118.82  3.000
 2W9  H3   C4   H2   107.00  3.000
 2W9  H3   C4   C7   109.75  3.000
 2W9  H2   C4   C7   109.84  3.000
 2W9  H3   C4   C3   109.91  3.000
 2W9  H2   C4   C3   109.71  3.000
 2W9  C7   C4   C3   110.57  3.000
 2W9  H5   C7   H4   105.61  3.000
 2W9  H5   C7   C8   108.25  3.000
 2W9  H4   C7   C8   108.36  3.000
 2W9  H5   C7   C4   110.44  3.000
 2W9  H4   C7   C4   110.48  3.000
 2W9  C8   C7   C4   113.38  3.000
 2W9  O11  C8   O9   123.18  3.000
 2W9  O9   C8   C7   111.65  3.000
 2W9  O11  C8   C7   125.16  3.000
 2W9  H6   O9   C8   110.12  3.000
 2W9  H7   C14  C15  119.68  3.000
 2W9  H7   C14  C3   119.68  3.000
 2W9  C15  C14  C3   120.64  3.000
 2W9  H8   C15  C16  119.65  3.000
 2W9  H8   C15  C14  120.04  3.000
 2W9  C16  C15  C14  120.31  3.000
 2W9  H9   C16  C15  119.54  3.000
 2W9  H9   C16  C1   120.56  3.000
 2W9  C15  C16  C1   119.90  3.000
 2W9  C29  C21  O22  109.64  3.000
 2W9  C29  C21  C1   132.46  3.000
 2W9  O22  C21  C1   117.91  3.000
 2W9  C23  O22  C21  107.02  3.000
 2W9  C27  C23  N24  130.93  3.000
 2W9  C27  C23  O22  111.64  3.000
 2W9  N24  C23  O22  117.43  3.000
 2W9  O26  N24  O25  125.03  3.000
 2W9  O26  N24  C23  118.29  3.000
 2W9  O25  N24  C23  116.68  3.000
 2W9  H10  C27  C29  127.62  3.000
 2W9  H10  C27  C23  127.44  3.000
 2W9  C29  C27  C23  104.94  3.000
 2W9  H11  C29  C27  126.39  3.000
 2W9  H11  C29  C21  126.85  3.000
 2W9  C27  C29  C21  106.76  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
 2W9  CONST_01  C23  O22  C21  C1   180.00   0.0  0
 2W9  CONST_02  C27  C29  C21  C1   180.00   0.0  0
 2W9  CONST_03  C14  C15  C16  C1     0.00   0.0  0
 2W9  CONST_04  C14  C3   C2   C1     0.00   0.0  0
 2W9  CONST_05  O22  C21  C1   C2     0.00   0.0  0
 2W9  CONST_06  C29  C21  C1   C2   180.00   0.0  0
 2W9  CONST_07  C15  C16  C1   C2     0.00   0.0  0
 2W9  CONST_08  C15  C14  C3   C2     0.00   0.0  0
 2W9  CONST_09  C21  C1   C2   C3   180.00   0.0  0
 2W9  CONST_10  C16  C1   C2   C3     0.00   0.0  0
 2W9  CONST_11  C16  C15  C14  C3     0.00   0.0  0
 2W9  CONST_12  C21  C1   C16  C15  180.00   0.0  0
 2W9  CONST_13  O22  C21  C1   C16  180.00   0.0  0
 2W9  CONST_14  C29  C21  C1   C16    0.00   0.0  0
 2W9  CONST_15  C27  C23  O22  C21    0.00   0.0  0
 2W9  CONST_16  C23  C27  C29  C21    0.00   0.0  0
 2W9  CONST_17  C29  C27  C23  O22    0.00   0.0  0
 2W9  CONST_18  C27  C29  C21  O22    0.00   0.0  0
 2W9  CONST_19  C29  C21  O22  C23    0.00   0.0  0
 2W9  CONST_20  C4   C3   C2   C1   180.00   0.0  0
 2W9  CONST_21  C15  C14  C3   C4   180.00   0.0  0
 2W9  CONST_22  N24  C23  O22  C21  180.00   0.0  0
 2W9  CONST_23  C29  C27  C23  N24  180.00   0.0  0
 2W9  CONST_24  H11  C29  C21  C1     0.00   0.0  0
 2W9  CONST_25  H8   C15  C16  C1   180.00   0.0  0
 2W9  CONST_26  H9   C16  C1   C2   180.00   0.0  0
 2W9  CONST_27  H7   C14  C3   C2   180.00   0.0  0
 2W9  CONST_28  H1   C2   C3   C14  180.00   0.0  0
 2W9  CONST_29  H10  C27  C29  C21  180.00   0.0  0
 2W9  CONST_30  O25  N24  C23  O22  180.00   0.0  0
 2W9  CONST_31  O26  N24  C23  O22    0.00   0.0  0
 2W9  CONST_32  C27  C23  N24  O25    0.00   0.0  0
 2W9  CONST_33  C27  C23  N24  O26  180.00   0.0  0
 2W9  CONST_34  H6   O9   C8   C7   180.00   0.0  0
 2W9  Var_01    C7   C4   C3   C2    90.75  30.0  2
 2W9  Var_02    C8   C7   C4   C3   179.52  30.0  3
 2W9  Var_03    O11  C8   C7   C4    -0.44  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
 2W9  plan-1  C1   0.020
 2W9  plan-1  C21  0.020
 2W9  plan-1  O22  0.020
 2W9  plan-1  C23  0.020
 2W9  plan-1  N24  0.020
 2W9  plan-1  C27  0.020
 2W9  plan-1  C29  0.020
 2W9  plan-1  H10  0.020
 2W9  plan-1  H11  0.020
 2W9  plan-2  C1   0.020
 2W9  plan-2  C2   0.020
 2W9  plan-2  C3   0.020
 2W9  plan-2  C4   0.020
 2W9  plan-2  C14  0.020
 2W9  plan-2  C15  0.020
 2W9  plan-2  C16  0.020
 2W9  plan-2  C21  0.020
 2W9  plan-2  H1   0.020
 2W9  plan-2  H7   0.020
 2W9  plan-2  H8   0.020
 2W9  plan-2  H9   0.020
 2W9  plan-3  C23  0.020
 2W9  plan-3  N24  0.020
 2W9  plan-3  O25  0.020
 2W9  plan-3  O26  0.020
 2W9  plan-4  C7   0.020
 2W9  plan-4  C8   0.020
 2W9  plan-4  O9   0.020
 2W9  plan-4  O11  0.020
 2W9  plan-4  H6   0.020

