# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 14:56:33 2021
#   Inital geometry file: a 71 line input string
#   Ligand name: 5-(3-cyanophenyl)furan-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1oc(cc1)c2cccc(c2)C#N
#
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
 M83  M83  '5-(3-cyanophenyl)furan-2-carboxylic acid'  ligand  23  16  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M83
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
 M83  O1   O  O     0  -0.436  36.2737  3.0306  31.9959
 M83  C10  C  C     0   0.455  36.7851  2.9793  33.0890
 M83  O    O  OH1   0  -0.593  38.0596  3.2327  33.3398
 M83  C9   C  CR5   0   0.238  36.0330  2.6239  34.2860
 M83  C8   C  CR15  0  -0.289  34.7173  2.3089  34.4335
 M83  C7   C  CR15  0  -0.364  34.5277  2.0514  35.8097
 M83  O2   O  O     0  -0.426  36.6564  2.5752  35.4817
 M83  C6   C  CR5   0   0.429  35.7467  2.2285  36.4038
 M83  C5   C  CR6   0   0.013  36.1928  2.1103  37.7818
 M83  C4   C  CR16  0  -0.271  37.5367  2.2652  38.1325
 M83  C3   C  CR16  0  -0.229  37.9395  2.1475  39.4538
 M83  C2   C  CR16  0  -0.245  37.0183  1.8755  40.4501
 M83  C11  C  CR16  0  -0.319  35.2614  1.8364  38.7805
 M83  C1   C  CR6   0   0.037  35.6764  1.7205  40.1018
 M83  C    C  CSP   0   0.056  34.7103  1.4427  41.1168
 M83  N    N  NS    0  -0.245  33.9333  1.2210  41.9375
 M83  H1   H  HOH1  0   0.494  38.5172  3.4660  32.5180
 M83  H2   H  HCR5  0   0.288  33.9756  2.2667  33.6533
 M83  H3   H  HCR5  0   0.279  33.6060  1.7674  36.2902
 M83  H4   H  HCR6  0   0.276  38.2799  2.4755  37.3756
 M83  H5   H  HCR6  0   0.282  38.9836  2.2690  39.7067
 M83  H6   H  HCR6  0   0.288  37.3290  1.7841  41.4817
 M83  H7   H  HCR6  0   0.280  34.2134  1.7154  38.5414

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
 M83  O1   C10  double    1.208  0.020  1.208
 M83  C10  O    single    1.323  0.020  1.323
 M83  C10  C9   single    1.458  0.020  1.458
 M83  C9   C8   aromatic  1.361  0.020  1.361
 M83  C9   O2   aromatic  1.349  0.020  1.349
 M83  C8   C7   aromatic  1.413  0.020  1.413
 M83  O2   C6   aromatic  1.341  0.020  1.341
 M83  C7   C6   aromatic  1.368  0.020  1.368
 M83  C6   C5   single    1.453  0.020  1.453
 M83  C5   C4   aromatic  1.397  0.020  1.397
 M83  C5   C11  aromatic  1.393  0.020  1.393
 M83  C4   C3   aromatic  1.386  0.020  1.386
 M83  C11  C1   aromatic  1.390  0.020  1.390
 M83  C3   C2   aromatic  1.384  0.020  1.384
 M83  C1   C2   aromatic  1.395  0.020  1.395
 M83  C1   C    single    1.429  0.020  1.429
 M83  C    N    triple    1.152  0.020  1.152
 M83  O    H1   single    0.850  0.020  0.980
 M83  C8   H2   single    0.930  0.020  1.080
 M83  C7   H3   single    0.930  0.020  1.080
 M83  C4   H4   single    0.930  0.020  1.080
 M83  C3   H5   single    0.930  0.020  1.080
 M83  C2   H6   single    0.930  0.020  1.080
 M83  C11  H7   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
 M83  C9   C10  O    112.83  3.000
 M83  C9   C10  O1   122.35  3.000
 M83  O    C10  O1   124.83  3.000
 M83  H1   O    C10  109.89  3.000
 M83  O2   C9   C8   110.01  3.000
 M83  O2   C9   C10  119.88  3.000
 M83  C8   C9   C10  130.11  3.000
 M83  H2   C8   C7   127.29  3.000
 M83  H2   C8   C9   126.60  3.000
 M83  C7   C8   C9   106.11  3.000
 M83  H3   C7   C6   127.07  3.000
 M83  H3   C7   C8   126.67  3.000
 M83  C6   C7   C8   106.26  3.000
 M83  C6   O2   C9   107.77  3.000
 M83  C5   C6   O2   117.70  3.000
 M83  C5   C6   C7   132.46  3.000
 M83  O2   C6   C7   109.85  3.000
 M83  C11  C5   C4   119.01  3.000
 M83  C11  C5   C6   119.38  3.000
 M83  C4   C5   C6   121.61  3.000
 M83  H4   C4   C3   118.94  3.000
 M83  H4   C4   C5   120.45  3.000
 M83  C3   C4   C5   120.61  3.000
 M83  H5   C3   C2   119.77  3.000
 M83  H5   C3   C4   119.61  3.000
 M83  C2   C3   C4   120.63  3.000
 M83  H6   C2   C1   120.34  3.000
 M83  H6   C2   C3   120.82  3.000
 M83  C1   C2   C3   118.84  3.000
 M83  H7   C11  C1   119.35  3.000
 M83  H7   C11  C5   120.76  3.000
 M83  C1   C11  C5   119.89  3.000
 M83  C    C1   C11  119.33  3.000
 M83  C    C1   C2   119.65  3.000
 M83  C11  C1   C2   121.02  3.000
 M83  N    C    C1   180.00  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
 M83  CONST_01  C6   C7   C8   C9     0.00   0.0  0
 M83  CONST_02  C7   C6   O2   C9     0.00   0.0  0
 M83  CONST_03  C5   C6   O2   C9   180.00   0.0  0
 M83  CONST_04  C6   O2   C9   C8     0.00   0.0  0
 M83  CONST_05  O2   C6   C7   C8     0.00   0.0  0
 M83  CONST_06  C5   C6   C7   C8   180.00   0.0  0
 M83  CONST_07  O2   C9   C8   C7     0.00   0.0  0
 M83  CONST_08  C4   C5   C6   C7   180.00   0.0  0
 M83  CONST_09  C11  C5   C6   C7     0.00   0.0  0
 M83  CONST_10  C4   C5   C6   O2     0.00   0.0  0
 M83  CONST_11  C11  C5   C6   O2   180.00   0.0  0
 M83  CONST_12  C3   C4   C5   C6   180.00   0.0  0
 M83  CONST_13  C1   C11  C5   C6   180.00   0.0  0
 M83  CONST_14  C2   C3   C4   C5     0.00   0.0  0
 M83  CONST_15  C2   C1   C11  C5     0.00   0.0  0
 M83  CONST_16  C1   C11  C5   C4     0.00   0.0  0
 M83  CONST_17  C1   C2   C3   C4     0.00   0.0  0
 M83  CONST_18  C11  C5   C4   C3     0.00   0.0  0
 M83  CONST_19  C11  C1   C2   C3     0.00   0.0  0
 M83  CONST_20  C7   C8   C9   C10  180.00   0.0  0
 M83  CONST_21  C6   O2   C9   C10  180.00   0.0  0
 M83  CONST_22  C    C1   C11  C5   180.00   0.0  0
 M83  CONST_23  C    C1   C2   C3   180.00   0.0  0
 M83  CONST_24  H3   C7   C8   C9   180.00   0.0  0
 M83  CONST_25  H2   C8   C9   O2   180.00   0.0  0
 M83  CONST_26  H4   C4   C5   C6     0.00   0.0  0
 M83  CONST_27  H7   C11  C5   C6     0.00   0.0  0
 M83  CONST_28  H5   C3   C4   C5   180.00   0.0  0
 M83  CONST_29  H6   C2   C3   C4   180.00   0.0  0
 M83  CONST_30  H1   O    C10  C9   180.00   0.0  0
 M83  Var_01    C8   C9   C10  O1    -0.41  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
 M83  plan-1  C10  0.020
 M83  plan-1  C9   0.020
 M83  plan-1  C8   0.020
 M83  plan-1  C7   0.020
 M83  plan-1  O2   0.020
 M83  plan-1  C6   0.020
 M83  plan-1  C5   0.020
 M83  plan-1  H2   0.020
 M83  plan-1  H3   0.020
 M83  plan-2  C6   0.020
 M83  plan-2  C5   0.020
 M83  plan-2  C4   0.020
 M83  plan-2  C3   0.020
 M83  plan-2  C2   0.020
 M83  plan-2  C11  0.020
 M83  plan-2  C1   0.020
 M83  plan-2  C    0.020
 M83  plan-2  N    0.020
 M83  plan-2  H4   0.020
 M83  plan-2  H5   0.020
 M83  plan-2  H6   0.020
 M83  plan-2  H7   0.020
 M83  plan-3  O1   0.020
 M83  plan-3  C10  0.020
 M83  plan-3  O    0.020
 M83  plan-3  C9   0.020
 M83  plan-3  H1   0.020

