# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 10:25:38 2020
#   Inital geometry file: a 86 line input string
#   Ligand name: 5-ethyl-4-fluoro-2-(2-nitrophenoxy)phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCc1cc(O)c(Oc2ccccc2[N+]([O-])=O)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
 69J  69J  5-ethyl-4-fluoro-2-(2-nitrophenoxy)phenol  ligand  32  20  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_69J
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
 69J  OAH  O  O     -1  -0.382  -4.3086  -1.6666   0.4327
 69J  NAG  N  N      1   0.333  -3.3880  -1.2898  -0.2568
 69J  OAM  O  O      0  -0.372  -2.8150  -1.9851  -1.0602
 69J  CAF  C  CR6    0   0.161  -2.9713   0.0901  -0.1152
 69J  CAL  C  CR16   0  -0.267  -3.9518   1.0343   0.1636
 69J  CAQ  C  CR16   0  -0.272  -3.6094   2.3658   0.2913
 69J  CAP  C  CR16   0  -0.226  -2.2777   2.7399   0.1604
 69J  CAK  C  CR16   0  -0.341  -1.2957   1.8000  -0.0979
 69J  CAE  C  CR6    0   0.410  -1.6274   0.4571  -0.2479
 69J  OAD  O  O2     0  -0.482  -0.7131  -0.4989  -0.5034
 69J  CAC  C  CR6    0   0.233   0.6107  -0.2370  -0.2509
 69J  CAJ  C  CR16   0  -0.461   1.4877  -0.0961  -1.3099
 69J  CAO  C  CR6    0   0.498   2.8276   0.0966  -1.0387
 69J  FAS  F  F      0  -0.316   3.6748   0.2253  -2.0776
 69J  CAN  C  CR6    0  -0.063   3.3294   0.1663   0.2504
 69J  CAR  C  CH2    0  -0.498   4.7970   0.3431   0.5211
 69J  CAT  C  CH3    0  -0.656   5.5838  -0.9544   0.3406
 69J  CAI  C  CR16   0  -0.427   2.4184   0.0243   1.2938
 69J  CAB  C  CR6    0   0.335   1.0628  -0.1805   1.0670
 69J  OAA  O  OH1    0  -0.621   0.1503  -0.3206   2.0425
 69J  H1   H  HCR6   0   0.298  -4.9828   0.7253   0.2643
 69J  H2   H  HCR6   0   0.276  -4.3734   3.1038   0.4899
 69J  H3   H  HCR6   0   0.281  -1.9953   3.7793   0.2608
 69J  H4   H  HCR6   0   0.297  -0.2645   2.1156  -0.1864
 69J  H5   H  HCR6   0   0.294   1.1280  -0.1425  -2.3301
 69J  H6   H  HCH2   0   0.249   5.2108   1.1175  -0.1277
 69J  H7   H  HCH2   0   0.248   4.9229   0.7011   1.5441
 69J  H8   H  HCH3   0   0.235   6.6366  -0.7996   0.5776
 69J  H9   H  HCH3   0   0.228   5.2042  -1.7370   0.9983
 69J  H10  H  HCH3   0   0.229   5.5237  -1.3209  -0.6840
 69J  H11  H  HCR6   0   0.289   2.7830   0.0743   2.3143
 69J  H12  H  HOH1   0   0.491   0.5698  -0.2630   2.9092

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
 69J  CAR  CAT  single    1.528  0.020  1.528
 69J  CAR  CAN  single    1.503  0.020  1.503
 69J  CAN  CAI  aromatic  1.392  0.020  1.392
 69J  CAN  CAO  aromatic  1.385  0.020  1.385
 69J  CAI  CAB  aromatic  1.390  0.020  1.390
 69J  FAS  CAO  single    1.347  0.020  1.347
 69J  CAO  CAJ  aromatic  1.380  0.020  1.380
 69J  CAB  OAA  single    1.343  0.020  1.343
 69J  CAB  CAC  aromatic  1.394  0.020  1.394
 69J  CAJ  CAC  aromatic  1.382  0.020  1.382
 69J  CAC  OAD  single    1.373  0.020  1.373
 69J  OAD  CAE  single    1.347  0.020  1.347
 69J  CAE  CAK  aromatic  1.391  0.020  1.391
 69J  CAE  CAF  aromatic  1.399  0.020  1.399
 69J  CAK  CAP  aromatic  1.384  0.020  1.384
 69J  OAH  NAG  single    1.210  0.020  1.210
 69J  CAP  CAQ  aromatic  1.389  0.020  1.389
 69J  CAF  NAG  single    1.448  0.020  1.448
 69J  CAF  CAL  aromatic  1.390  0.020  1.390
 69J  NAG  OAM  double    1.207  0.020  1.207
 69J  CAQ  CAL  aromatic  1.381  0.020  1.381
 69J  CAL  H1   single    0.930  0.020  1.080
 69J  CAQ  H2   single    0.930  0.020  1.080
 69J  CAP  H3   single    0.930  0.020  1.080
 69J  CAK  H4   single    0.930  0.020  1.080
 69J  CAJ  H5   single    0.930  0.020  1.080
 69J  CAR  H6   single    0.970  0.020  1.090
 69J  CAR  H7   single    0.970  0.020  1.090
 69J  CAT  H8   single    0.970  0.020  1.090
 69J  CAT  H9   single    0.970  0.020  1.090
 69J  CAT  H10  single    0.970  0.020  1.090
 69J  CAI  H11  single    0.930  0.020  1.080
 69J  OAA  H12  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
 69J  CAF  NAG  OAM  118.50  3.000
 69J  OAM  NAG  OAH  124.12  3.000
 69J  CAF  NAG  OAH  117.37  3.000
 69J  CAE  CAF  CAL  121.23  3.000
 69J  CAL  CAF  NAG  117.64  3.000
 69J  CAE  CAF  NAG  121.12  3.000
 69J  H1   CAL  CAQ  120.24  3.000
 69J  H1   CAL  CAF  119.83  3.000
 69J  CAQ  CAL  CAF  119.92  3.000
 69J  H2   CAQ  CAP  120.73  3.000
 69J  H2   CAQ  CAL  120.02  3.000
 69J  CAP  CAQ  CAL  119.25  3.000
 69J  H3   CAP  CAK  118.99  3.000
 69J  H3   CAP  CAQ  120.02  3.000
 69J  CAK  CAP  CAQ  120.99  3.000
 69J  H4   CAK  CAE  119.99  3.000
 69J  H4   CAK  CAP  119.57  3.000
 69J  CAE  CAK  CAP  120.44  3.000
 69J  OAD  CAE  CAK  122.93  3.000
 69J  CAK  CAE  CAF  118.15  3.000
 69J  OAD  CAE  CAF  118.92  3.000
 69J  CAC  OAD  CAE  118.96  3.000
 69J  CAB  CAC  CAJ  120.95  3.000
 69J  CAJ  CAC  OAD  119.36  3.000
 69J  CAB  CAC  OAD  119.61  3.000
 69J  H5   CAJ  CAO  120.90  3.000
 69J  H5   CAJ  CAC  120.45  3.000
 69J  CAO  CAJ  CAC  118.66  3.000
 69J  CAN  CAO  FAS  119.02  3.000
 69J  FAS  CAO  CAJ  118.19  3.000
 69J  CAN  CAO  CAJ  122.79  3.000
 69J  CAI  CAN  CAR  121.06  3.000
 69J  CAI  CAN  CAO  117.08  3.000
 69J  CAR  CAN  CAO  121.83  3.000
 69J  H7   CAR  H6   106.30  3.000
 69J  H7   CAR  CAT  109.27  3.000
 69J  H6   CAR  CAT  109.69  3.000
 69J  H7   CAR  CAN  108.67  3.000
 69J  H6   CAR  CAN  110.27  3.000
 69J  CAT  CAR  CAN  112.44  3.000
 69J  H10  CAT  H9   107.85  3.000
 69J  H10  CAT  H8   107.78  3.000
 69J  H9   CAT  H8   107.88  3.000
 69J  H10  CAT  CAR  111.60  3.000
 69J  H9   CAT  CAR  111.03  3.000
 69J  H8   CAT  CAR  110.55  3.000
 69J  H11  CAI  CAB  119.22  3.000
 69J  H11  CAI  CAN  118.71  3.000
 69J  CAB  CAI  CAN  122.07  3.000
 69J  OAA  CAB  CAI  124.03  3.000
 69J  OAA  CAB  CAC  117.52  3.000
 69J  CAI  CAB  CAC  118.45  3.000
 69J  H12  OAA  CAB  110.55  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
 69J  CONST_01  CAP  CAK  CAE  CAF     0.00   0.0  0
 69J  CONST_02  CAP  CAQ  CAL  CAF     0.00   0.0  0
 69J  CONST_03  CAK  CAE  CAF  CAL     0.00   0.0  0
 69J  CONST_04  CAK  CAP  CAQ  CAL     0.00   0.0  0
 69J  CONST_05  CAE  CAK  CAP  CAQ     0.00   0.0  0
 69J  CONST_06  CAE  CAF  CAL  CAQ     0.00   0.0  0
 69J  CONST_07  CAN  CAI  CAB  CAC     0.00   0.0  0
 69J  CONST_08  CAN  CAO  CAJ  CAC     0.00   0.0  0
 69J  CONST_09  CAI  CAN  CAO  CAJ     0.00   0.0  0
 69J  CONST_10  CAI  CAB  CAC  CAJ     0.00   0.0  0
 69J  CONST_11  CAB  CAI  CAN  CAO     0.00   0.0  0
 69J  CONST_12  CAB  CAC  CAJ  CAO     0.00   0.0  0
 69J  CONST_13  CAK  CAE  CAF  NAG   180.00   0.0  0
 69J  CONST_14  CAQ  CAL  CAF  NAG   180.00   0.0  0
 69J  CONST_15  OAD  CAE  CAF  CAL   180.00   0.0  0
 69J  CONST_16  OAD  CAE  CAK  CAP   180.00   0.0  0
 69J  CONST_17  CAI  CAB  CAC  OAD   180.00   0.0  0
 69J  CONST_18  CAO  CAJ  CAC  OAD   180.00   0.0  0
 69J  CONST_19  FAS  CAO  CAJ  CAC   180.00   0.0  0
 69J  CONST_20  CAR  CAN  CAO  CAJ   180.00   0.0  0
 69J  CONST_21  OAA  CAB  CAC  CAJ   180.00   0.0  0
 69J  CONST_22  CAI  CAN  CAO  FAS   180.00   0.0  0
 69J  CONST_23  OAA  CAB  CAI  CAN   180.00   0.0  0
 69J  CONST_24  CAB  CAI  CAN  CAR   180.00   0.0  0
 69J  CONST_25  H4   CAK  CAE  CAF   180.00   0.0  0
 69J  CONST_26  H2   CAQ  CAL  CAF   180.00   0.0  0
 69J  CONST_27  H3   CAP  CAQ  CAL   180.00   0.0  0
 69J  CONST_28  H1   CAL  CAQ  CAP   180.00   0.0  0
 69J  CONST_29  H11  CAI  CAB  CAC   180.00   0.0  0
 69J  CONST_30  H5   CAJ  CAO  CAN   180.00   0.0  0
 69J  Var_01    CAB  CAC  OAD  CAE    72.62  30.0  2
 69J  Var_02    CAT  CAR  CAN  CAO   -77.69  30.0  2
 69J  Var_03    H8   CAT  CAR  CAN  -178.04  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
 69J  plan-1  NAG  0.020
 69J  plan-1  CAF  0.020
 69J  plan-1  CAL  0.020
 69J  plan-1  CAQ  0.020
 69J  plan-1  CAP  0.020
 69J  plan-1  CAK  0.020
 69J  plan-1  CAE  0.020
 69J  plan-1  OAD  0.020
 69J  plan-1  H1   0.020
 69J  plan-1  H2   0.020
 69J  plan-1  H3   0.020
 69J  plan-1  H4   0.020
 69J  plan-2  OAD  0.020
 69J  plan-2  CAC  0.020
 69J  plan-2  CAJ  0.020
 69J  plan-2  CAO  0.020
 69J  plan-2  FAS  0.020
 69J  plan-2  CAN  0.020
 69J  plan-2  CAR  0.020
 69J  plan-2  CAI  0.020
 69J  plan-2  CAB  0.020
 69J  plan-2  OAA  0.020
 69J  plan-2  H5   0.020
 69J  plan-2  H11  0.020
 69J  plan-3  OAH  0.020
 69J  plan-3  NAG  0.020
 69J  plan-3  OAM  0.020
 69J  plan-3  CAF  0.020

