# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 10:07:06 2020
#   Inital geometry file: a 82 line input string
#   Ligand name: 5-ethyl-4-fluoro-2-[(2-methylpyridin-3-yl)oxy]phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(O)c(Oc2cccnc2C)cc1F
#
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
 69K  69K  5-ethyl-4-fluoro-2-[(2-methylpyridin-3-yl)oxy]phenol  ligand  32  18  .  2021-08-05  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_69K
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
 69K  CAG  C  CH3   0  -0.722   3.5539  -0.9919   1.7881
 69K  CAF  C  CR6   0   0.167   3.3607  -0.1856   0.5411
 69K  NAK  N  N     0  -0.411   4.4265   0.1101  -0.1895
 69K  CAO  C  CR16  0  -0.097   4.2834   0.8189  -1.3055
 69K  CAN  C  CR16  0  -0.319   3.0569   1.2738  -1.7520
 69K  CAJ  C  CR16  0  -0.238   1.9258   0.9792  -1.0032
 69K  CAE  C  CR6   0   0.290   2.0834   0.2425   0.1564
 69K  OAD  O  O2    0  -0.503   1.0616  -0.0847   0.9941
 69K  CAC  C  CR6   0   0.248  -0.2214  -0.0409   0.5203
 69K  CAI  C  CR16  0  -0.468  -1.0851   0.9377   0.9771
 69K  CAM  C  CR6   0   0.497  -2.3952   0.9291   0.5394
 69K  FAQ  F  F     0  -0.317  -3.2283   1.8798   1.0050
 69K  CAL  C  CR6   0  -0.068  -2.8801  -0.0098  -0.3552
 69K  CAP  C  CH2   0  -0.496  -4.3168  -0.0276  -0.7965
 69K  CAR  C  CH3   0  -0.656  -5.2278  -0.7112   0.2223
 69K  CAH  C  CR16  0  -0.421  -1.9841  -0.9782  -0.8019
 69K  CAB  C  CR6   0   0.325  -0.6625  -1.0143  -0.3774
 69K  OAA  O  OH1   0  -0.618   0.2292  -1.9356  -0.7840
 69K  H1   H  HCH3  0   0.250   3.2654  -0.4324   2.6799
 69K  H2   H  HCH3  0   0.248   2.9507  -1.9011   1.7728
 69K  H3   H  HCH3  0   0.249   4.5997  -1.2741   1.8874
 69K  H4   H  HCR6  0   0.259   5.1872   1.0284  -1.8657
 69K  H5   H  HCR6  0   0.272   2.9797   1.8491  -2.6642
 69K  H6   H  HCR6  0   0.289   0.9518   1.3253  -1.3249
 69K  H7   H  HCR6  0   0.292  -0.7374   1.6920   1.6717
 69K  H8   H  HCH2  0   0.248  -4.6703   0.9876  -0.9849
 69K  H9   H  HCH2  0   0.248  -4.3807  -0.5564  -1.7490
 69K  H10  H  HCH3  0   0.235  -6.2544  -0.7458  -0.1431
 69K  H11  H  HCH3  0   0.228  -4.9035  -1.7354   0.4096
 69K  H12  H  HCH3  0   0.228  -5.2315  -0.1811   1.1746
 69K  H13  H  HCR6  0   0.279  -2.3364  -1.7305  -1.5002
 69K  H14  H  HOH1  0   0.480  -0.1871  -2.5569  -1.3920

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
 69K  CAP  CAR  single    1.528  0.020  1.528
 69K  CAP  CAL  single    1.503  0.020  1.503
 69K  CAL  CAH  aromatic  1.393  0.020  1.393
 69K  CAL  CAM  aromatic  1.384  0.020  1.384
 69K  CAH  CAB  aromatic  1.389  0.020  1.389
 69K  FAQ  CAM  single    1.347  0.020  1.347
 69K  CAM  CAI  aromatic  1.381  0.020  1.381
 69K  CAB  OAA  single    1.345  0.020  1.345
 69K  CAB  CAC  aromatic  1.396  0.020  1.396
 69K  CAI  CAC  aromatic  1.383  0.020  1.383
 69K  CAC  OAD  single    1.368  0.020  1.368
 69K  OAD  CAE  single    1.361  0.020  1.361
 69K  CAJ  CAE  aromatic  1.383  0.020  1.383
 69K  CAJ  CAN  aromatic  1.388  0.020  1.388
 69K  CAE  CAF  aromatic  1.401  0.020  1.401
 69K  CAN  CAO  aromatic  1.382  0.020  1.382
 69K  CAF  CAG  single    1.497  0.020  1.497
 69K  CAF  NAK  aromatic  1.326  0.020  1.326
 69K  CAO  NAK  aromatic  1.330  0.020  1.330
 69K  CAG  H1   single    0.970  0.020  1.090
 69K  CAG  H2   single    0.970  0.020  1.090
 69K  CAG  H3   single    0.970  0.020  1.090
 69K  CAO  H4   single    0.930  0.020  1.080
 69K  CAN  H5   single    0.930  0.020  1.080
 69K  CAJ  H6   single    0.930  0.020  1.080
 69K  CAI  H7   single    0.930  0.020  1.080
 69K  CAP  H8   single    0.970  0.020  1.090
 69K  CAP  H9   single    0.970  0.020  1.090
 69K  CAR  H10  single    0.970  0.020  1.090
 69K  CAR  H11  single    0.970  0.020  1.090
 69K  CAR  H12  single    0.970  0.020  1.090
 69K  CAH  H13  single    0.930  0.020  1.080
 69K  OAA  H14  single    0.850  0.020  0.980

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
 69K  H3   CAG  H2   108.45  3.000
 69K  H3   CAG  H1   108.21  3.000
 69K  H2   CAG  H1   107.00  3.000
 69K  H3   CAG  CAF  109.87  3.000
 69K  H2   CAG  CAF  111.45  3.000
 69K  H1   CAG  CAF  111.73  3.000
 69K  CAE  CAF  NAK  120.90  3.000
 69K  NAK  CAF  CAG  118.38  3.000
 69K  CAE  CAF  CAG  120.72  3.000
 69K  CAO  NAK  CAF  119.66  3.000
 69K  H4   CAO  CAN  120.62  3.000
 69K  H4   CAO  NAK  116.56  3.000
 69K  CAN  CAO  NAK  122.82  3.000
 69K  H5   CAN  CAJ  120.65  3.000
 69K  H5   CAN  CAO  120.73  3.000
 69K  CAJ  CAN  CAO  118.62  3.000
 69K  H6   CAJ  CAE  121.47  3.000
 69K  H6   CAJ  CAN  120.33  3.000
 69K  CAE  CAJ  CAN  118.20  3.000
 69K  OAD  CAE  CAJ  123.96  3.000
 69K  CAJ  CAE  CAF  119.80  3.000
 69K  OAD  CAE  CAF  116.23  3.000
 69K  CAC  OAD  CAE  118.89  3.000
 69K  CAB  CAC  CAI  120.57  3.000
 69K  CAI  CAC  OAD  119.60  3.000
 69K  CAB  CAC  OAD  119.78  3.000
 69K  H7   CAI  CAM  120.81  3.000
 69K  H7   CAI  CAC  120.29  3.000
 69K  CAM  CAI  CAC  118.90  3.000
 69K  CAL  CAM  FAQ  119.04  3.000
 69K  FAQ  CAM  CAI  118.20  3.000
 69K  CAL  CAM  CAI  122.76  3.000
 69K  CAH  CAL  CAP  120.83  3.000
 69K  CAH  CAL  CAM  116.97  3.000
 69K  CAP  CAL  CAM  122.17  3.000
 69K  H9   CAP  H8   106.33  3.000
 69K  H9   CAP  CAR  109.28  3.000
 69K  H8   CAP  CAR  109.76  3.000
 69K  H9   CAP  CAL  108.54  3.000
 69K  H8   CAP  CAL  110.44  3.000
 69K  CAR  CAP  CAL  112.30  3.000
 69K  H12  CAR  H11  107.93  3.000
 69K  H12  CAR  H10  107.76  3.000
 69K  H11  CAR  H10  107.93  3.000
 69K  H12  CAR  CAP  111.52  3.000
 69K  H11  CAR  CAP  110.94  3.000
 69K  H10  CAR  CAP  110.62  3.000
 69K  H13  CAH  CAB  119.18  3.000
 69K  H13  CAH  CAL  118.66  3.000
 69K  CAB  CAH  CAL  122.16  3.000
 69K  OAA  CAB  CAH  123.81  3.000
 69K  OAA  CAB  CAC  117.56  3.000
 69K  CAH  CAB  CAC  118.64  3.000
 69K  H14  OAA  CAB  110.24  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
 69K  CONST_01  CAN  CAJ  CAE  CAF     0.00   0.0  0
 69K  CONST_02  CAN  CAO  NAK  CAF     0.00   0.0  0
 69K  CONST_03  CAJ  CAE  CAF  NAK     0.00   0.0  0
 69K  CONST_04  CAJ  CAN  CAO  NAK     0.00   0.0  0
 69K  CONST_05  CAE  CAJ  CAN  CAO     0.00   0.0  0
 69K  CONST_06  CAE  CAF  NAK  CAO     0.00   0.0  0
 69K  CONST_07  CAL  CAH  CAB  CAC     0.00   0.0  0
 69K  CONST_08  CAL  CAM  CAI  CAC     0.00   0.0  0
 69K  CONST_09  CAH  CAL  CAM  CAI     0.00   0.0  0
 69K  CONST_10  CAH  CAB  CAC  CAI     0.00   0.0  0
 69K  CONST_11  CAB  CAH  CAL  CAM     0.00   0.0  0
 69K  CONST_12  CAB  CAC  CAI  CAM     0.00   0.0  0
 69K  CONST_13  CAJ  CAE  CAF  CAG   180.00   0.0  0
 69K  CONST_14  CAO  NAK  CAF  CAG   180.00   0.0  0
 69K  CONST_15  OAD  CAE  CAF  NAK   180.00   0.0  0
 69K  CONST_16  OAD  CAE  CAJ  CAN   180.00   0.0  0
 69K  CONST_17  CAH  CAB  CAC  OAD   180.00   0.0  0
 69K  CONST_18  CAM  CAI  CAC  OAD   180.00   0.0  0
 69K  CONST_19  FAQ  CAM  CAI  CAC   180.00   0.0  0
 69K  CONST_20  CAP  CAL  CAM  CAI   180.00   0.0  0
 69K  CONST_21  OAA  CAB  CAC  CAI   180.00   0.0  0
 69K  CONST_22  CAH  CAL  CAM  FAQ   180.00   0.0  0
 69K  CONST_23  OAA  CAB  CAH  CAL   180.00   0.0  0
 69K  CONST_24  CAB  CAH  CAL  CAP   180.00   0.0  0
 69K  CONST_25  H6   CAJ  CAE  CAF   180.00   0.0  0
 69K  CONST_26  H4   CAO  NAK  CAF   180.00   0.0  0
 69K  CONST_27  H5   CAN  CAO  NAK   180.00   0.0  0
 69K  CONST_28  H13  CAH  CAB  CAC   180.00   0.0  0
 69K  CONST_29  H7   CAI  CAM  CAL   180.00   0.0  0
 69K  Var_01    CAB  CAC  OAD  CAE    72.31  30.0  3
 69K  Var_02    CAR  CAP  CAL  CAM   -81.14  30.0  2
 69K  Var_03    H1   CAG  CAF  NAK   117.12  30.0  2
 69K  Var_04    H10  CAR  CAP  CAL  -177.65  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
 69K  plan-1  CAG  0.020
 69K  plan-1  CAF  0.020
 69K  plan-1  NAK  0.020
 69K  plan-1  CAO  0.020
 69K  plan-1  CAN  0.020
 69K  plan-1  CAJ  0.020
 69K  plan-1  CAE  0.020
 69K  plan-1  OAD  0.020
 69K  plan-1  H4   0.020
 69K  plan-1  H5   0.020
 69K  plan-1  H6   0.020
 69K  plan-2  OAD  0.020
 69K  plan-2  CAC  0.020
 69K  plan-2  CAI  0.020
 69K  plan-2  CAM  0.020
 69K  plan-2  FAQ  0.020
 69K  plan-2  CAL  0.020
 69K  plan-2  CAP  0.020
 69K  plan-2  CAH  0.020
 69K  plan-2  CAB  0.020
 69K  plan-2  OAA  0.020
 69K  plan-2  H7   0.020
 69K  plan-2  H13  0.020

