# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar  8 16:00:36 2022
#   Inital geometry file: a 86 line input string
#   Ligand name: methyl 5-(4-oxidanylidene-5~{H}-furo[3,2-c]pyridin-2-yl)pyridine-3-carboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)c1cncc(c1)c2oc3C=CNC(=O)c3c2
#
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
 6FX  6FX  'methyl 5-(4-oxidanylidene-5~{H}-furo[3,2-c]pyridin-2-yl)pyridine-3-carboxylate'  ligand  30  20  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_6FX
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
 6FX  C10  C  CR6   0   0.492   4.4512  -0.5728   0.0129
 6FX  C11  C  CR16  0   0.044   4.5704   1.8742   0.0430
 6FX  O3   O  O     0  -0.439  -3.6999   1.9810  -0.0091
 6FX  O4   O  O2    0  -0.455  -5.1841   0.3138  -0.0054
 6FX  C14  C  CH3   0  -0.426  -6.2674   1.2466  -0.0122
 6FX  C5   C  CR6   0  -0.160  -2.9202  -0.2598   0.0047
 6FX  C1   C  CR16  0  -0.056  -3.2250  -1.6173   0.0097
 6FX  C4   C  CR16  0  -0.187  -1.5849   0.1205   0.0081
 6FX  C3   C  CR6   0  -0.080  -0.5986  -0.8592   0.0167
 6FX  C2   C  CR16  0  -0.088  -1.0214  -2.1919   0.0228
 6FX  N1   N  N     0  -0.389  -2.2902  -2.5595   0.0188
 6FX  C6   C  CR5   0   0.416   0.8138  -0.5369   0.0194
 6FX  O1   O  O     0  -0.458   1.1426   0.7889   0.0348
 6FX  C9   C  CR56  0   0.483   2.4758   0.8746   0.0344
 6FX  C12  C  CR16  0  -0.459   3.2264   2.0636   0.0476
 6FX  N2   N  NR16  0  -0.678   5.1293   0.6345   0.0280
 6FX  O2   O  O     0  -0.483   5.0451  -1.6431  -0.0031
 6FX  C8   C  CR56  0  -0.185   3.0276  -0.3878   0.0186
 6FX  C7   C  CR15  0  -0.388   1.9361  -1.3010   0.0088
 6FX  H1   H  HCR6  0   0.320   5.2703   2.6957   0.0524
 6FX  H2   H  HCH3  0   0.245  -6.2522   1.8753   0.8773
 6FX  H3   H  HCH3  0   0.245  -6.2413   1.8754  -0.9013
 6FX  H4   H  HCH3  0   0.257  -7.1733   0.6487  -0.0179
 6FX  H5   H  HCR6  0   0.280  -4.2512  -1.9625   0.0067
 6FX  H6   H  HCR6  0   0.278  -1.3290   1.1716   0.0037
 6FX  H7   H  HCR6  0   0.272  -0.2918  -2.9943   0.0317
 6FX  H8   H  HCR6  0   0.292   2.7903   3.0503   0.0604
 6FX  H10  H  HCR5  0   0.277   1.9868  -2.3776  -0.0052
 6FX  H9   H  HNR6  0   0.427   6.1388   0.5787   0.0231
 6FX  C13  C  C     0   0.605  -3.9589   0.8028  -0.0041

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
 6FX  O3   C13  double    1.206  0.020  1.206
 6FX  C14  O4   single    1.430  0.020  1.430
 6FX  C13  O4   single    1.319  0.020  1.319
 6FX  C13  C5   single    1.486  0.020  1.486
 6FX  C1   C5   aromatic  1.391  0.020  1.391
 6FX  C1   N1   aromatic  1.327  0.020  1.327
 6FX  C5   C4   aromatic  1.388  0.020  1.388
 6FX  N1   C2   aromatic  1.321  0.020  1.321
 6FX  C4   C3   aromatic  1.390  0.020  1.390
 6FX  C2   C3   aromatic  1.398  0.020  1.398
 6FX  C3   C6   single    1.449  0.020  1.449
 6FX  C6   O1   aromatic  1.366  0.020  1.366
 6FX  C6   C7   aromatic  1.358  0.020  1.358
 6FX  O1   C9   aromatic  1.336  0.020  1.336
 6FX  C7   C8   aromatic  1.423  0.020  1.423
 6FX  C9   C8   aromatic  1.378  0.020  1.378
 6FX  C9   C12  single    1.406  0.020  1.406
 6FX  C8   C10  single    1.436  0.020  1.436
 6FX  C12  C11  double    1.357  0.020  1.357
 6FX  C10  O2   double    1.224  0.020  1.224
 6FX  C10  N2   single    1.385  0.020  1.385
 6FX  C11  N2   single    1.360  0.020  1.360
 6FX  C11  H1   single    0.930  0.020  1.080
 6FX  C14  H2   single    0.970  0.020  1.090
 6FX  C14  H3   single    0.970  0.020  1.090
 6FX  C14  H4   single    0.970  0.020  1.090
 6FX  C1   H5   single    0.930  0.020  1.080
 6FX  C4   H6   single    0.930  0.020  1.080
 6FX  C2   H7   single    0.930  0.020  1.080
 6FX  C12  H8   single    0.930  0.020  1.080
 6FX  C7   H10  single    0.930  0.020  1.080
 6FX  N2   H9   single    0.860  0.020  1.020

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
 6FX  C8   C10  O2   126.43  3.000
 6FX  O2   C10  N2   121.66  3.000
 6FX  C8   C10  N2   111.91  3.000
 6FX  H1   C11  N2   115.31  3.000
 6FX  H1   C11  C12  122.41  3.000
 6FX  N2   C11  C12  122.29  3.000
 6FX  C14  O4   C13  117.51  3.000
 6FX  H4   C14  H3   109.49  3.000
 6FX  H4   C14  H2   109.50  3.000
 6FX  H3   C14  H2   109.45  3.000
 6FX  H4   C14  O4   105.85  3.000
 6FX  H3   C14  O4   111.25  3.000
 6FX  H2   C14  O4   111.23  3.000
 6FX  C4   C5   C1   118.56  3.000
 6FX  C4   C5   C13  118.45  3.000
 6FX  C1   C5   C13  123.00  3.000
 6FX  H5   C1   N1   116.19  3.000
 6FX  H5   C1   C5   121.25  3.000
 6FX  N1   C1   C5   122.57  3.000
 6FX  H6   C4   C3   121.13  3.000
 6FX  H6   C4   C5   119.58  3.000
 6FX  C3   C4   C5   119.29  3.000
 6FX  C6   C3   C2   120.46  3.000
 6FX  C6   C3   C4   122.33  3.000
 6FX  C2   C3   C4   117.21  3.000
 6FX  H7   C2   N1   116.12  3.000
 6FX  H7   C2   C3   120.12  3.000
 6FX  N1   C2   C3   123.76  3.000
 6FX  C2   N1   C1   118.62  3.000
 6FX  C7   C6   O1   110.33  3.000
 6FX  C7   C6   C3   132.89  3.000
 6FX  O1   C6   C3   116.78  3.000
 6FX  C9   O1   C6   107.60  3.000
 6FX  C8   C9   C12  124.13  3.000
 6FX  C12  C9   O1   125.94  3.000
 6FX  C8   C9   O1   109.93  3.000
 6FX  H8   C12  C9   123.89  3.000
 6FX  H8   C12  C11  121.87  3.000
 6FX  C9   C12  C11  114.24  3.000
 6FX  H9   N2   C11  117.44  3.000
 6FX  H9   N2   C10  116.15  3.000
 6FX  C11  N2   C10  126.42  3.000
 6FX  C7   C8   C9   106.31  3.000
 6FX  C9   C8   C10  121.01  3.000
 6FX  C7   C8   C10  132.67  3.000
 6FX  H10  C7   C8   127.22  3.000
 6FX  H10  C7   C6   126.95  3.000
 6FX  C8   C7   C6   105.83  3.000
 6FX  C5   C13  O4   112.59  3.000
 6FX  C5   C13  O3   123.26  3.000
 6FX  O4   C13  O3   124.15  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
 6FX  CONST_01  C2   N1   C1   C5      0.00   0.0  0
 6FX  CONST_02  C2   C3   C4   C5      0.00   0.0  0
 6FX  CONST_03  C6   C3   C4   C5    180.00   0.0  0
 6FX  CONST_04  C3   C4   C5   C1      0.00   0.0  0
 6FX  CONST_05  C3   C2   N1   C1      0.00   0.0  0
 6FX  CONST_06  N1   C1   C5   C4      0.00   0.0  0
 6FX  CONST_07  N1   C2   C3   C4      0.00   0.0  0
 6FX  CONST_08  O1   C6   C3   C4      0.00   0.0  0
 6FX  CONST_09  C7   C6   C3   C4    180.00   0.0  0
 6FX  CONST_10  C9   O1   C6   C3    180.00   0.0  0
 6FX  CONST_11  C8   C7   C6   C3    180.00   0.0  0
 6FX  CONST_12  O1   C6   C3   C2    180.00   0.0  0
 6FX  CONST_13  C7   C6   C3   C2      0.00   0.0  0
 6FX  CONST_14  C6   C3   C2   N1    180.00   0.0  0
 6FX  CONST_15  C8   C9   O1   C6      0.00   0.0  0
 6FX  CONST_16  C9   C8   C7   C6      0.00   0.0  0
 6FX  CONST_17  C8   C7   C6   O1      0.00   0.0  0
 6FX  CONST_18  C7   C8   C9   O1      0.00   0.0  0
 6FX  CONST_19  C7   C6   O1   C9      0.00   0.0  0
 6FX  CONST_20  C8   C10  N2   C11     0.00   0.0  0
 6FX  CONST_21  N1   C1   C5   C13   180.00   0.0  0
 6FX  CONST_22  C3   C4   C5   C13   180.00   0.0  0
 6FX  CONST_23  O2   C10  N2   C11   180.00   0.0  0
 6FX  CONST_24  H10  C7   C8   C10     0.00   0.0  0
 6FX  CONST_25  H6   C4   C5   C1    180.00   0.0  0
 6FX  CONST_26  H7   C2   N1   C1    180.00   0.0  0
 6FX  CONST_27  H5   C1   C5   C4    180.00   0.0  0
 6FX  CONST_28  H9   N2   C10  C8    180.00   0.0  0
 6FX  Var_01    C1   C5   C13  O3   -179.97  30.0  2
 6FX  Var_02    C5   C13  O4   C14   179.93  30.0  1
 6FX  Var_03    H2   C14  O4   C13   -61.47  30.0  3

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
 6FX  plan-1  C5   0.020
 6FX  plan-1  C1   0.020
 6FX  plan-1  C4   0.020
 6FX  plan-1  C3   0.020
 6FX  plan-1  C2   0.020
 6FX  plan-1  N1   0.020
 6FX  plan-1  C6   0.020
 6FX  plan-1  H5   0.020
 6FX  plan-1  H6   0.020
 6FX  plan-1  H7   0.020
 6FX  plan-1  C13  0.020
 6FX  plan-2  C10  0.020
 6FX  plan-2  C11  0.020
 6FX  plan-2  C3   0.020
 6FX  plan-2  C6   0.020
 6FX  plan-2  O1   0.020
 6FX  plan-2  C9   0.020
 6FX  plan-2  C12  0.020
 6FX  plan-2  N2   0.020
 6FX  plan-2  O2   0.020
 6FX  plan-2  C8   0.020
 6FX  plan-2  C7   0.020
 6FX  plan-2  H1   0.020
 6FX  plan-2  H8   0.020
 6FX  plan-2  H10  0.020
 6FX  plan-2  H9   0.020
 6FX  plan-3  O3   0.020
 6FX  plan-3  O4   0.020
 6FX  plan-3  C5   0.020
 6FX  plan-3  C13  0.020

