# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 16:18:10 2021
#   Inital geometry file: a 78 line input string
#   Ligand name: ~{N}-[2-(4-fluorophenyl)ethyl]furan-2-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(CCNC(=O)c2occc2)cc1
#
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
 N08  N08  ~{N}-[2-(4-fluorophenyl)ethyl]furan-2-carboxamide  ligand  29  17  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_N08
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
 N08  N1   N  NH1   0  -0.645  -10.1987  -13.4739  92.0564
 N08  C4   C  CR15  0   0.016   -6.2128  -14.3185  92.0769
 N08  C5   C  C     0   0.489   -9.2822  -12.5032  91.9142
 N08  C6   C  CH2   0  -0.280  -11.6187  -13.2119  92.0068
 N08  C7   C  CH2   0  -0.520  -12.1678  -13.1537  90.5772
 N08  C8   C  CR6   0   0.112  -13.6354  -12.8335  90.5781
 N08  C10  C  CR16  0  -0.396  -15.9524  -13.5473  90.5893
 N08  C13  C  CR16  0  -0.286  -14.0679  -11.5118  90.6642
 N08  C1   C  CR15  0  -0.332   -5.6556  -13.0911  91.9289
 N08  C2   C  CR15  0  -0.325   -6.7406  -12.1762  91.8390
 N08  C3   C  CR5   0   0.231   -7.8722  -12.9208  91.9404
 N08  O1   O  O     0  -0.411   -7.5533  -14.2263  92.0859
 N08  O2   O  O     0  -0.489   -9.5607  -11.3179  91.7796
 N08  C9   C  CR16  0  -0.292  -14.5959  -13.8412  90.5438
 N08  C11  C  CR6   0   0.508  -16.3378  -12.2240  90.6736
 N08  C12  C  CR16  0  -0.396  -15.4177  -11.1942  90.7114
 N08  F1   F  F     0  -0.318  -17.6486  -11.9277  90.7176
 N08  H1   H  HNH1  0   0.407   -9.9029  -14.4346  92.1191
 N08  H3   H  HCH2  0   0.249  -11.8284  -12.2747  92.5229
 N08  H4   H  HCH2  0   0.262  -12.1199  -14.0034  92.5642
 N08  H5   H  HCH2  0   0.251  -11.9866  -14.1114  90.0856
 N08  H6   H  HCH2  0   0.255  -11.6197  -12.3947  90.0151
 N08  H7   H  HCR6  0   0.278  -16.6939  -14.3347  90.5574
 N08  H8   H  HCR6  0   0.260  -13.3387  -10.7109  90.6905
 N08  H9   H  HCR5  0   0.273   -4.6025  -12.8668  91.8888
 N08  H10  H  HCR5  0   0.273   -6.6863  -11.1069  91.7169
 N08  H11  H  HCR6  0   0.259  -14.2863  -14.8772  90.4742
 N08  H12  H  HCR6  0   0.277  -15.7460  -10.1648  90.7743
 N08  H2   H  HCR5  0   0.288   -5.7948  -15.3063  92.1831

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
 N08  C7   C8   single    1.502  0.020  1.502
 N08  C7   C6   single    1.532  0.020  1.532
 N08  C8   C9   aromatic  1.392  0.020  1.392
 N08  C8   C13  aromatic  1.393  0.020  1.393
 N08  C9   C10  aromatic  1.389  0.020  1.389
 N08  C13  C12  aromatic  1.387  0.020  1.387
 N08  C10  C11  aromatic  1.381  0.020  1.381
 N08  C11  C12  aromatic  1.382  0.020  1.382
 N08  C11  F1   single    1.345  0.020  1.345
 N08  C1   C2   aromatic  1.422  0.020  1.422
 N08  C1   C4   aromatic  1.356  0.020  1.356
 N08  C2   C3   aromatic  1.358  0.020  1.358
 N08  C6   N1   single    1.445  0.020  1.445
 N08  N1   C5   single    1.342  0.020  1.342
 N08  C5   O2   double    1.225  0.020  1.225
 N08  C5   C3   single    1.471  0.020  1.471
 N08  C3   O1   aromatic  1.352  0.020  1.352
 N08  C4   O1   aromatic  1.344  0.020  1.344
 N08  N1   H1   single    0.860  0.020  1.020
 N08  C4   H2   single    0.930  0.020  1.080
 N08  C6   H3   single    0.970  0.020  1.090
 N08  C6   H4   single    0.970  0.020  1.090
 N08  C7   H5   single    0.970  0.020  1.090
 N08  C7   H6   single    0.970  0.020  1.090
 N08  C10  H7   single    0.930  0.020  1.080
 N08  C13  H8   single    0.930  0.020  1.080
 N08  C1   H9   single    0.930  0.020  1.080
 N08  C2   H10  single    0.930  0.020  1.080
 N08  C9   H11  single    0.930  0.020  1.080
 N08  C12  H12  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
 N08  H1   N1   C6   117.63  3.000
 N08  H1   N1   C5   119.72  3.000
 N08  C6   N1   C5   122.42  3.000
 N08  H2   C4   O1   116.69  3.000
 N08  H2   C4   C1   132.91  3.000
 N08  O1   C4   C1   110.40  3.000
 N08  O2   C5   C3   119.64  3.000
 N08  C3   C5   N1   116.57  3.000
 N08  O2   C5   N1   123.78  3.000
 N08  H4   C6   H3   107.07  3.000
 N08  H4   C6   C7   109.86  3.000
 N08  H3   C6   C7   109.88  3.000
 N08  H4   C6   N1   107.62  3.000
 N08  H3   C6   N1   109.19  3.000
 N08  C7   C6   N1   113.02  3.000
 N08  H6   C7   H5   107.14  3.000
 N08  H6   C7   C8   110.03  3.000
 N08  H5   C7   C8   110.45  3.000
 N08  H6   C7   C6   109.07  3.000
 N08  H5   C7   C6   109.11  3.000
 N08  C8   C7   C6   110.95  3.000
 N08  C9   C8   C13  118.28  3.000
 N08  C13  C8   C7   120.37  3.000
 N08  C9   C8   C7   121.31  3.000
 N08  H7   C10  C11  120.53  3.000
 N08  H7   C10  C9   120.96  3.000
 N08  C11  C10  C9   118.52  3.000
 N08  H8   C13  C12  119.00  3.000
 N08  H8   C13  C8   119.59  3.000
 N08  C12  C13  C8   121.42  3.000
 N08  H9   C1   C2   127.55  3.000
 N08  H9   C1   C4   126.45  3.000
 N08  C2   C1   C4   106.00  3.000
 N08  H10  C2   C3   126.47  3.000
 N08  H10  C2   C1   127.38  3.000
 N08  C3   C2   C1   106.15  3.000
 N08  O1   C3   C2   109.94  3.000
 N08  O1   C3   C5   120.15  3.000
 N08  C2   C3   C5   129.92  3.000
 N08  C3   O1   C4   107.51  3.000
 N08  H11  C9   C10  118.92  3.000
 N08  H11  C9   C8   119.76  3.000
 N08  C10  C9   C8   121.32  3.000
 N08  F1   C11  C12  118.95  3.000
 N08  F1   C11  C10  119.03  3.000
 N08  C12  C11  C10  122.02  3.000
 N08  H12  C12  C11  120.57  3.000
 N08  H12  C12  C13  120.98  3.000
 N08  C11  C12  C13  118.45  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
 N08  CONST_01  C3   C2   C1   C4      0.00   0.0  0
 N08  CONST_02  C2   C3   O1   C4      0.00   0.0  0
 N08  CONST_03  C11  C10  C9   C8      0.00   0.0  0
 N08  CONST_04  C11  C12  C13  C8      0.00   0.0  0
 N08  CONST_05  C13  C8   C9   C10     0.00   0.0  0
 N08  CONST_06  C13  C12  C11  C10     0.00   0.0  0
 N08  CONST_07  O1   C3   C2   C1      0.00   0.0  0
 N08  CONST_08  C3   O1   C4   C1      0.00   0.0  0
 N08  CONST_09  O1   C4   C1   C2      0.00   0.0  0
 N08  CONST_10  C12  C13  C8   C9      0.00   0.0  0
 N08  CONST_11  C12  C11  C10  C9      0.00   0.0  0
 N08  CONST_12  C5   C3   O1   C4    180.00   0.0  0
 N08  CONST_13  C1   C2   C3   C5    180.00   0.0  0
 N08  CONST_14  C10  C9   C8   C7    180.00   0.0  0
 N08  CONST_15  C12  C13  C8   C7    180.00   0.0  0
 N08  CONST_16  F1   C11  C12  C13   180.00   0.0  0
 N08  CONST_17  F1   C11  C10  C9    180.00   0.0  0
 N08  CONST_18  H10  C2   C1   C4    180.00   0.0  0
 N08  CONST_19  H7   C10  C9   C8    180.00   0.0  0
 N08  CONST_20  H12  C12  C13  C8    180.00   0.0  0
 N08  CONST_21  H11  C9   C8   C13   180.00   0.0  0
 N08  CONST_22  H2   C4   C1   C2    180.00   0.0  0
 N08  CONST_23  H9   C1   C2   C3    180.00   0.0  0
 N08  CONST_24  H8   C13  C8   C9    180.00   0.0  0
 N08  CONST_25  C3   C5   N1   C6    180.00   0.0  0
 N08  CONST_26  H1   N1   C5   C3      0.00   0.0  0
 N08  CONST_27  O2   C5   N1   C6      0.00   0.0  0
 N08  Var_01    C2   C3   C5   N1   -179.13  30.0  2
 N08  Var_02    C9   C8   C7   C6    -94.09  30.0  2
 N08  Var_03    C8   C7   C6   N1   -178.08  30.0  2
 N08  Var_04    C7   C6   N1   C5     83.25  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
 N08  plan-1  C4   0.020
 N08  plan-1  C5   0.020
 N08  plan-1  C1   0.020
 N08  plan-1  C2   0.020
 N08  plan-1  C3   0.020
 N08  plan-1  O1   0.020
 N08  plan-1  H9   0.020
 N08  plan-1  H10  0.020
 N08  plan-1  H2   0.020
 N08  plan-2  C7   0.020
 N08  plan-2  C8   0.020
 N08  plan-2  C10  0.020
 N08  plan-2  C13  0.020
 N08  plan-2  C9   0.020
 N08  plan-2  C11  0.020
 N08  plan-2  C12  0.020
 N08  plan-2  F1   0.020
 N08  plan-2  H7   0.020
 N08  plan-2  H8   0.020
 N08  plan-2  H11  0.020
 N08  plan-2  H12  0.020
 N08  plan-3  N1   0.020
 N08  plan-3  C5   0.020
 N08  plan-3  C6   0.020
 N08  plan-3  C3   0.020
 N08  plan-3  O2   0.020
 N08  plan-3  H1   0.020

