# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri May  1 10:41:47 2020
#   Inital geometry file: a 88 line input string
#   Ligand name: methyl (2S)-2-(2-fluorobiphenyl-4-yl)propanoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)[C@@H](C)c1ccc(c(F)c1)c2ccccc2
#
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
 FL2  FL2  'methyl (2S)-2-(2-fluorobiphenyl-4-yl)propanoate'  ligand  34  19  .  2021-08-09  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_FL2
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
 FL2  C     C  CR16  0  -0.241  -0.8226   0.3838  -5.0631
 FL2  C1    C  CR16  0  -0.297  -0.9817   0.2928  -3.6881
 FL2  C2    C  CR6   0   0.097   0.0698  -0.1418  -2.8797
 FL2  C3    C  CR16  0  -0.299   1.2816  -0.4803  -3.4825
 FL2  C4    C  CR16  0  -0.240   1.4405  -0.3870  -4.8578
 FL2  C5    C  CR16  0  -0.264   0.3889   0.0473  -5.6533
 FL2  C6    C  CR6   0  -0.159  -0.0846  -0.2845  -1.4176
 FL2  C7    C  CR16  0  -0.264   0.3096  -1.4491  -0.7620
 FL2  C8    C  CR16  0  -0.318   0.1775  -1.5898   0.6114
 FL2  C9    C  CR6   0   0.192  -0.3552  -0.5651   1.3842
 FL2  C10   C  CR16  0  -0.451  -0.7483   0.6095   0.7497
 FL2  C11   C  CR6   0   0.536  -0.6058   0.7253  -0.6162
 FL2  C12   C  CH1   0  -0.502  -0.5222  -0.7355   2.8708
 FL2  C13   C  CH3   0  -0.649  -1.9688  -0.4950   3.3231
 FL2  C14   C  C     0   0.628   0.4437   0.1541   3.6334
 FL2  O     O  O     0  -0.438   1.1772   0.9718   3.1401
 FL2  O1    O  O2    0  -0.451   0.3846  -0.0847   4.9350
 FL2  F     F  F     0  -0.308  -0.9693   1.8850  -1.1898
 FL2  C16   C  CH3   0  -0.424   1.2291   0.6880   5.7890
 FL2  H     H  HCR6  0   0.258  -1.6515   0.7144  -5.6756
 FL2  H1    H  HCR6  0   0.253  -1.9405   0.5380  -3.2505
 FL2  H3    H  HCR6  0   0.256   2.1129  -0.8085  -2.8706
 FL2  H4    H  HCR6  0   0.259   2.3893  -0.6517  -5.3060
 FL2  H5    H  HCR6  0   0.258   0.5112   0.1206  -6.7261
 FL2  H7    H  HCR6  0   0.266   0.7138  -2.2688  -1.3426
 FL2  H8    H  HCR6  0   0.260   0.4894  -2.5131   1.0831
 FL2  H10   H  HCR6  0   0.271  -1.1606   1.4423   1.3059
 FL2  H12   H  HCH1  0   0.303  -0.2613  -1.7675   3.1277
 FL2  H131  H  HCH3  0   0.236  -2.2778   0.5380   3.1607
 FL2  H132  H  HCH3  0   0.250  -2.6406  -1.1381   2.7566
 FL2  H133  H  HCH3  0   0.252  -2.0981  -0.7249   4.3789
 FL2  H161  H  HCH3  0   0.253   1.0078   0.3624   6.8009
 FL2  H162  H  HCH3  0   0.240   2.2823   0.5086   5.5747
 FL2  H163  H  HCH3  0   0.240   1.0198   1.7534   5.6984

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
 FL2  C    C1    aromatic  1.387  0.020  1.387
 FL2  C    C5    aromatic  1.389  0.020  1.389
 FL2  C    H     single    0.930  0.020  1.080
 FL2  C1   C2    aromatic  1.396  0.020  1.396
 FL2  C1   H1    single    0.930  0.020  1.080
 FL2  C2   C3    aromatic  1.395  0.020  1.395
 FL2  C2   C6    single    1.477  0.020  1.477
 FL2  C3   C4    aromatic  1.388  0.020  1.388
 FL2  C3   H3    single    0.930  0.020  1.080
 FL2  C4   C5    aromatic  1.388  0.020  1.388
 FL2  C4   H4    single    0.930  0.020  1.080
 FL2  C5   H5    single    0.930  0.020  1.080
 FL2  C6   C7    aromatic  1.393  0.020  1.393
 FL2  C6   C11   aromatic  1.391  0.020  1.391
 FL2  C7   C8    aromatic  1.387  0.020  1.387
 FL2  C7   H7    single    0.930  0.020  1.080
 FL2  C8   C9    aromatic  1.390  0.020  1.390
 FL2  C8   H8    single    0.930  0.020  1.080
 FL2  C9   C10   aromatic  1.392  0.020  1.392
 FL2  C9   C12   single    1.506  0.020  1.506
 FL2  C10  C11   aromatic  1.378  0.020  1.378
 FL2  C10  H10   single    0.930  0.020  1.080
 FL2  C11  F     single    1.344  0.020  1.344
 FL2  C12  C13   single    1.535  0.020  1.535
 FL2  C12  C14   single    1.518  0.020  1.518
 FL2  C12  H12   single    0.970  0.020  1.090
 FL2  C13  H131  single    0.970  0.020  1.090
 FL2  C13  H132  single    0.970  0.020  1.090
 FL2  C13  H133  single    0.970  0.020  1.090
 FL2  C14  O     double    1.204  0.020  1.204
 FL2  C14  O1    single    1.325  0.020  1.325
 FL2  O1   C16   single    1.428  0.020  1.428
 FL2  C16  H161  single    0.970  0.020  1.090
 FL2  C16  H162  single    0.970  0.020  1.090
 FL2  C16  H163  single    0.970  0.020  1.090

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
 FL2  H     C    C5    120.10  3.000
 FL2  H     C    C1    119.54  3.000
 FL2  C5    C    C1    120.35  3.000
 FL2  H1    C1   C2    120.26  3.000
 FL2  H1    C1   C     119.18  3.000
 FL2  C2    C1   C     120.54  3.000
 FL2  C6    C2   C3    119.67  3.000
 FL2  C6    C2   C1    121.65  3.000
 FL2  C3    C2   C1    118.66  3.000
 FL2  H3    C3   C4    119.50  3.000
 FL2  H3    C3   C2    119.74  3.000
 FL2  C4    C3   C2    120.76  3.000
 FL2  H4    C4   C5    120.22  3.000
 FL2  H4    C4   C3    119.63  3.000
 FL2  C5    C4   C3    120.15  3.000
 FL2  H5    C5   C4    120.24  3.000
 FL2  H5    C5   C     120.22  3.000
 FL2  C4    C5   C     119.53  3.000
 FL2  C11   C6   C7    116.22  3.000
 FL2  C11   C6   C2    122.65  3.000
 FL2  C7    C6   C2    121.12  3.000
 FL2  H7    C7   C8    119.33  3.000
 FL2  H7    C7   C6    119.08  3.000
 FL2  C8    C7   C6    121.59  3.000
 FL2  H8    C8   C9    119.80  3.000
 FL2  H8    C8   C7    119.37  3.000
 FL2  C9    C8   C7    120.83  3.000
 FL2  C12   C9   C10   120.95  3.000
 FL2  C12   C9   C8    120.55  3.000
 FL2  C10   C9   C8    118.49  3.000
 FL2  H10   C10  C11   118.93  3.000
 FL2  H10   C10  C9    121.50  3.000
 FL2  C11   C10  C9    119.58  3.000
 FL2  F     C11  C10   117.88  3.000
 FL2  F     C11  C6    118.82  3.000
 FL2  C10   C11  C6    123.29  3.000
 FL2  H12   C12  C14   106.42  3.000
 FL2  H12   C12  C13   107.64  3.000
 FL2  C14   C12  C13   111.09  3.000
 FL2  H12   C12  C9    108.17  3.000
 FL2  C14   C12  C9    111.04  3.000
 FL2  C13   C12  C9    112.20  3.000
 FL2  H133  C13  H132  107.86  3.000
 FL2  H133  C13  H131  108.11  3.000
 FL2  H132  C13  H131  107.88  3.000
 FL2  H133  C13  C12   111.40  3.000
 FL2  H132  C13  C12   109.61  3.000
 FL2  H131  C13  C12   111.82  3.000
 FL2  O1    C14  O     123.51  3.000
 FL2  O1    C14  C12   111.07  3.000
 FL2  O     C14  C12   125.41  3.000
 FL2  C16   O1   C14   117.62  3.000
 FL2  H163  C16  H162  109.29  3.000
 FL2  H163  C16  H161  109.37  3.000
 FL2  H162  C16  H161  109.33  3.000
 FL2  H163  C16  O1    111.45  3.000
 FL2  H162  C16  O1    111.39  3.000
 FL2  H161  C16  O1    105.93  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
 FL2  CONST_01  C3    C2   C1   C      0.00   0.0  0
 FL2  CONST_02  C6    C2   C1   C    180.00   0.0  0
 FL2  CONST_03  C3    C4   C5   C      0.00   0.0  0
 FL2  CONST_04  C4    C5   C    C1     0.00   0.0  0
 FL2  CONST_05  C4    C3   C2   C1     0.00   0.0  0
 FL2  CONST_08  C5    C    C1   C2     0.00   0.0  0
 FL2  CONST_09  C5    C4   C3   C2     0.00   0.0  0
 FL2  CONST_10  C8    C7   C6   C2   180.00   0.0  0
 FL2  CONST_11  C10   C11  C6   C2   180.00   0.0  0
 FL2  CONST_14  C6    C2   C3   C4   180.00   0.0  0
 FL2  CONST_15  C9    C8   C7   C6     0.00   0.0  0
 FL2  CONST_16  C9    C10  C11  C6     0.00   0.0  0
 FL2  CONST_17  C10   C11  C6   C7     0.00   0.0  0
 FL2  CONST_18  C10   C9   C8   C7     0.00   0.0  0
 FL2  CONST_19  C11   C6   C7   C8     0.00   0.0  0
 FL2  CONST_20  C11   C10  C9   C8     0.00   0.0  0
 FL2  CONST_21  F     C11  C6   C2     0.00   0.0  0
 FL2  CONST_22  F     C11  C6   C7   180.00   0.0  0
 FL2  CONST_23  C12   C9   C8   C7   180.00   0.0  0
 FL2  CONST_24  F     C11  C10  C9   180.00   0.0  0
 FL2  CONST_25  C12   C9   C10  C11  180.00   0.0  0
 FL2  CONST_26  H4    C4   C5   C    180.00   0.0  0
 FL2  CONST_27  H5    C5   C    C1   180.00   0.0  0
 FL2  CONST_28  H3    C3   C2   C1   180.00   0.0  0
 FL2  CONST_29  H     C    C1   C2   180.00   0.0  0
 FL2  CONST_30  H7    C7   C6   C2     0.00   0.0  0
 FL2  CONST_31  H1    C1   C2   C3   180.00   0.0  0
 FL2  CONST_32  H8    C8   C7   C6   180.00   0.0  0
 FL2  CONST_33  H10   C10  C11  C6   180.00   0.0  0
 FL2  Var_01    H161  C16  O1   C14  178.32  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 FL2  chir_01  C12  C9  C13  C14  positiv

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
 FL2  plan-1  C    0.020
 FL2  plan-1  C1   0.020
 FL2  plan-1  C2   0.020
 FL2  plan-1  C3   0.020
 FL2  plan-1  C4   0.020
 FL2  plan-1  C5   0.020
 FL2  plan-1  C6   0.020
 FL2  plan-1  H    0.020
 FL2  plan-1  H1   0.020
 FL2  plan-1  H3   0.020
 FL2  plan-1  H4   0.020
 FL2  plan-1  H5   0.020
 FL2  plan-2  C2   0.020
 FL2  plan-2  C6   0.020
 FL2  plan-2  C7   0.020
 FL2  plan-2  C8   0.020
 FL2  plan-2  C9   0.020
 FL2  plan-2  C10  0.020
 FL2  plan-2  C11  0.020
 FL2  plan-2  C12  0.020
 FL2  plan-2  F    0.020
 FL2  plan-2  H7   0.020
 FL2  plan-2  H8   0.020
 FL2  plan-2  H10  0.020
 FL2  plan-3  C12  0.020
 FL2  plan-3  C14  0.020
 FL2  plan-3  O    0.020
 FL2  plan-3  O1   0.020

