# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 25 00:08:17 2020
#   Inital geometry file: a 104 line input string
#   Ligand name: (2R)-2-(4-cyclohexylnaphthalen-1-yl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](C(O)=O)c1ccc(C2CCCCC2)c3ccccc13
#
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
 27O  27O  '(2R)-2-(4-cyclohexylnaphthalen-1-yl)propanoic acid'  ligand  43  21  .  2022-11-17  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_27O
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
 27O  C4   C  CR16  0  -0.336  -0.8835  -1.3308  -1.0865
 27O  C5   C  CR16  0  -0.352   0.5163  -1.2313  -0.9738
 27O  C6   C  CR6   0   0.152   1.1289  -0.1166  -0.4680
 27O  C7   C  CH1   0  -0.343   2.6299  -0.0525  -0.3083
 27O  C8   C  CH2   0  -0.420   3.4142  -0.9029  -1.3104
 27O  C10  C  CH2   0  -0.430   5.3320  -1.0954   0.3108
 27O  C13  C  CR66  0   0.086   0.2959   0.9683  -0.0456
 27O  C15  C  CR16  0  -0.255   0.0460   3.1950   0.9035
 27O  C17  C  CR16  0  -0.337  -1.9127   1.9668   0.2573
 27O  C2   C  C     0   0.560  -3.8448  -0.5803   0.5497
 27O  O    O  OH1   0  -0.590  -5.0745  -0.0798   0.5893
 27O  C1   C  CH1   0  -0.504  -3.2132  -0.4249  -0.8203
 27O  C    C  CH3   0  -0.674  -3.7024  -1.5879  -1.6924
 27O  C3   C  CR6   0   0.135  -1.7119  -0.3166  -0.6973
 27O  C18  C  CR66  0   0.118  -1.1217   0.8703  -0.1663
 27O  C16  C  CR16  0  -0.251  -1.3498   3.0998   0.7787
 27O  C14  C  CR16  0  -0.341   0.8410   2.1569   0.5000
 27O  C12  C  CH2   0  -0.413   3.0349  -0.4383   1.1231
 27O  C11  C  CH2   0  -0.434   4.5384  -0.2981   1.3402
 27O  C9   C  CH2   0  -0.434   4.9168  -0.7267  -1.1097
 27O  H1   H  HCR6  0   0.256  -1.2897  -2.2457  -1.4955
 27O  H2   H  HCR6  0   0.247   1.1049  -2.0767  -1.3033
 27O  H3   H  HCH1  0   0.229   2.9522   0.9810  -0.4793
 27O  H4   H  HCH2  0   0.215   3.1714  -1.9633  -1.1869
 27O  H5   H  HCH2  0   0.227   6.4035  -0.9293   0.4478
 27O  H6   H  HCH2  0   0.210   5.1620  -2.1661   0.4694
 27O  H7   H  HCR6  0   0.258   0.4928   4.0895   1.3169
 27O  H8   H  HCR6  0   0.245  -2.9900   1.9285   0.1665
 27O  H9   H  HOH1  0   0.481  -5.4720  -0.2459   1.4575
 27O  H10  H  HCH1  0   0.289  -3.6013   0.4903  -1.2764
 27O  H11  H  HCH3  0   0.260  -4.7865  -1.5558  -1.7903
 27O  H12  H  HCH3  0   0.256  -3.2773  -1.5139  -2.6926
 27O  H13  H  HCH3  0   0.240  -3.4317  -2.5574  -1.2754
 27O  H14  H  HCR6  0   0.259  -1.9795   3.9217   1.0931
 27O  H15  H  HCR6  0   0.249   1.9119   2.2581   0.6059
 27O  H16  H  HCH2  0   0.235   2.4941   0.1727   1.8503
 27O  H17  H  HCH2  0   0.218   2.7281  -1.4752   1.3010
 27O  H18  H  HCH2  0   0.229   4.7981  -0.6189   2.3518
 27O  H19  H  HCH2  0   0.212   4.8146   0.7599   1.2700
 27O  H20  H  HCH2  0   0.229   5.4603  -1.3376  -1.8344
 27O  H21  H  HCH2  0   0.234   3.1319  -0.6333  -2.3314
 27O  H22  H  HCH2  0   0.211   5.1932   0.3137  -1.3126
 27O  O1   O  O     0  -0.428  -3.3221  -1.1286   1.4863

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
 27O  C15  C16  aromatic  1.405  0.020  1.405
 27O  C15  C14  aromatic  1.368  0.020  1.368
 27O  C16  C17  aromatic  1.368  0.020  1.368
 27O  C14  C13  aromatic  1.417  0.020  1.417
 27O  C17  C18  aromatic  1.417  0.020  1.417
 27O  C13  C18  aromatic  1.426  0.020  1.426
 27O  C13  C6   aromatic  1.432  0.020  1.432
 27O  C18  C3   aromatic  1.428  0.020  1.428
 27O  C7   C8   single    1.531  0.020  1.531
 27O  C7   C6   single    1.511  0.020  1.511
 27O  C7   C12  single    1.537  0.020  1.537
 27O  O1   C2   double    1.205  0.020  1.205
 27O  C10  C11  single    1.525  0.020  1.525
 27O  C10  C9   single    1.525  0.020  1.525
 27O  C8   C9   single    1.526  0.020  1.526
 27O  C11  C12  single    1.526  0.020  1.526
 27O  C6   C5   aromatic  1.369  0.020  1.369
 27O  C2   O    single    1.328  0.020  1.328
 27O  C2   C1   single    1.517  0.020  1.517
 27O  C3   C1   single    1.510  0.020  1.510
 27O  C3   C4   aromatic  1.366  0.020  1.366
 27O  C1   C    single    1.534  0.020  1.534
 27O  C5   C4   aromatic  1.408  0.020  1.408
 27O  C4   H1   single    0.930  0.020  1.080
 27O  C5   H2   single    0.930  0.020  1.080
 27O  C7   H3   single    0.970  0.020  1.090
 27O  C8   H4   single    0.970  0.020  1.090
 27O  C10  H5   single    0.970  0.020  1.090
 27O  C10  H6   single    0.970  0.020  1.090
 27O  C15  H7   single    0.930  0.020  1.080
 27O  C17  H8   single    0.930  0.020  1.080
 27O  O    H9   single    0.850  0.020  0.980
 27O  C1   H10  single    0.970  0.020  1.090
 27O  C    H11  single    0.970  0.020  1.090
 27O  C    H12  single    0.970  0.020  1.090
 27O  C    H13  single    0.970  0.020  1.090
 27O  C16  H14  single    0.930  0.020  1.080
 27O  C14  H15  single    0.930  0.020  1.080
 27O  C12  H16  single    0.970  0.020  1.090
 27O  C12  H17  single    0.970  0.020  1.090
 27O  C11  H18  single    0.970  0.020  1.090
 27O  C11  H19  single    0.970  0.020  1.090
 27O  C9   H20  single    0.970  0.020  1.090
 27O  C8   H21  single    0.970  0.020  1.090
 27O  C9   H22  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
 27O  H1   C4   C3   120.54  3.000
 27O  H1   C4   C5   117.62  3.000
 27O  C3   C4   C5   121.85  3.000
 27O  H2   C5   C6   120.37  3.000
 27O  H2   C5   C4   117.48  3.000
 27O  C6   C5   C4   122.15  3.000
 27O  C13  C6   C7   120.98  3.000
 27O  C7   C6   C5   121.22  3.000
 27O  C13  C6   C5   117.76  3.000
 27O  H3   C7   C12  107.73  3.000
 27O  H3   C7   C8   105.73  3.000
 27O  C12  C7   C8   109.59  3.000
 27O  H3   C7   C6   108.40  3.000
 27O  C12  C7   C6   110.47  3.000
 27O  C8   C7   C6   114.60  3.000
 27O  H21  C8   H4   106.68  3.000
 27O  H21  C8   C9   110.41  3.000
 27O  H4   C8   C9   108.38  3.000
 27O  H21  C8   C7   110.01  3.000
 27O  H4   C8   C7   110.53  3.000
 27O  C9   C8   C7   110.75  3.000
 27O  H6   C10  H5   106.41  3.000
 27O  H6   C10  C9   109.20  3.000
 27O  H5   C10  C9   110.30  3.000
 27O  H6   C10  C11  109.42  3.000
 27O  H5   C10  C11  110.25  3.000
 27O  C9   C10  C11  111.14  3.000
 27O  C14  C13  C18  118.20  3.000
 27O  C18  C13  C6   120.09  3.000
 27O  C14  C13  C6   121.70  3.000
 27O  H7   C15  C14  120.00  3.000
 27O  H7   C15  C16  120.02  3.000
 27O  C14  C15  C16  119.97  3.000
 27O  H8   C17  C16  118.10  3.000
 27O  H8   C17  C18  120.23  3.000
 27O  C16  C17  C18  121.67  3.000
 27O  C1   C2   O    111.96  3.000
 27O  C1   C2   O1   124.63  3.000
 27O  O    C2   O1   123.37  3.000
 27O  H9   O    C2   109.99  3.000
 27O  H10  C1   C3   109.07  3.000
 27O  H10  C1   C    106.51  3.000
 27O  C3   C1   C    114.69  3.000
 27O  H10  C1   C2   108.34  3.000
 27O  C    C1   C2   107.65  3.000
 27O  C3   C1   C2   110.35  3.000
 27O  H13  C    H12  108.36  3.000
 27O  H13  C    H11  107.93  3.000
 27O  H12  C    H11  107.69  3.000
 27O  H13  C    C1   112.20  3.000
 27O  H12  C    C1   110.25  3.000
 27O  H11  C    C1   110.26  3.000
 27O  C18  C3   C1   120.05  3.000
 27O  C1   C3   C4   121.76  3.000
 27O  C18  C3   C4   118.19  3.000
 27O  C3   C18  C17  121.58  3.000
 27O  C3   C18  C13  119.96  3.000
 27O  C17  C18  C13  118.46  3.000
 27O  H14  C16  C17  120.02  3.000
 27O  H14  C16  C15  120.06  3.000
 27O  C17  C16  C15  119.92  3.000
 27O  H15  C14  C15  118.40  3.000
 27O  H15  C14  C13  119.83  3.000
 27O  C15  C14  C13  121.77  3.000
 27O  H17  C12  H16  106.40  3.000
 27O  H17  C12  C11  109.87  3.000
 27O  H16  C12  C11  109.98  3.000
 27O  H17  C12  C7   108.36  3.000
 27O  H16  C12  C7   110.42  3.000
 27O  C11  C12  C7   111.66  3.000
 27O  H19  C11  H18  106.43  3.000
 27O  H19  C11  C12  109.15  3.000
 27O  H18  C11  C12  109.81  3.000
 27O  H19  C11  C10  109.30  3.000
 27O  H18  C11  C10  110.35  3.000
 27O  C12  C11  C10  111.64  3.000
 27O  H22  C9   H20  106.42  3.000
 27O  H22  C9   C10  109.48  3.000
 27O  H20  C9   C10  110.31  3.000
 27O  H22  C9   C8   109.49  3.000
 27O  H20  C9   C8   109.75  3.000
 27O  C10  C9   C8   111.26  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
 27O  CONST_01  C17  C18  C3   C4   180.00   0.0  0
 27O  CONST_02  C13  C18  C3   C4     0.00   0.0  0
 27O  CONST_03  C13  C6   C5   C4     0.00   0.0  0
 27O  CONST_04  C14  C13  C6   C5   180.00   0.0  0
 27O  CONST_05  C18  C13  C6   C5     0.00   0.0  0
 27O  CONST_06  C18  C3   C4   C5     0.00   0.0  0
 27O  CONST_07  C15  C14  C13  C6   180.00   0.0  0
 27O  CONST_08  C17  C18  C13  C6   180.00   0.0  0
 27O  CONST_09  C3   C18  C13  C6     0.00   0.0  0
 27O  CONST_10  C3   C4   C5   C6     0.00   0.0  0
 27O  CONST_11  C16  C15  C14  C13    0.00   0.0  0
 27O  CONST_12  C16  C17  C18  C13    0.00   0.0  0
 27O  CONST_13  C18  C17  C16  C15    0.00   0.0  0
 27O  CONST_14  C18  C13  C14  C15    0.00   0.0  0
 27O  CONST_15  C14  C15  C16  C17    0.00   0.0  0
 27O  CONST_16  C14  C13  C18  C17    0.00   0.0  0
 27O  CONST_17  C16  C17  C18  C3   180.00   0.0  0
 27O  CONST_18  C14  C13  C18  C3   180.00   0.0  0
 27O  CONST_19  C7   C6   C5   C4   180.00   0.0  0
 27O  CONST_20  C14  C13  C6   C7     0.00   0.0  0
 27O  CONST_21  C18  C13  C6   C7   180.00   0.0  0
 27O  CONST_22  C1   C3   C4   C5   180.00   0.0  0
 27O  CONST_23  C1   C3   C18  C13  180.00   0.0  0
 27O  CONST_24  C1   C3   C18  C17    0.00   0.0  0
 27O  CONST_25  H15  C14  C13  C6     0.00   0.0  0
 27O  CONST_26  H1   C4   C5   C6   180.00   0.0  0
 27O  CONST_27  H2   C5   C6   C7     0.00   0.0  0
 27O  CONST_28  H7   C15  C14  C13  180.00   0.0  0
 27O  CONST_29  H8   C17  C18  C13  180.00   0.0  0
 27O  CONST_30  H14  C16  C17  C18  180.00   0.0  0
 27O  CONST_31  H9   O    C2   O1     0.00   0.0  0
 27O  Var_01    C10  C9   C8   C7    57.79  30.0  1
 27O  Var_02    C10  C11  C12  C7   -54.92  30.0  1
 27O  Var_03    C11  C10  C9   C8   -55.36  30.0  1
 27O  Var_04    C9   C10  C11  C12   53.83  30.0  1

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
 27O  chir_01  C7  C8  C6  C12  negativ
 27O  chir_02  C1  C2  C3  C    negativ

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
 27O  plan-1  C4   0.020
 27O  plan-1  C5   0.020
 27O  plan-1  C6   0.020
 27O  plan-1  C7   0.020
 27O  plan-1  C13  0.020
 27O  plan-1  C15  0.020
 27O  plan-1  C17  0.020
 27O  plan-1  C1   0.020
 27O  plan-1  C3   0.020
 27O  plan-1  C18  0.020
 27O  plan-1  C16  0.020
 27O  plan-1  C14  0.020
 27O  plan-1  H1   0.020
 27O  plan-1  H2   0.020
 27O  plan-1  H7   0.020
 27O  plan-1  H8   0.020
 27O  plan-1  H14  0.020
 27O  plan-1  H15  0.020
 27O  plan-2  C2   0.020
 27O  plan-2  O    0.020
 27O  plan-2  C1   0.020
 27O  plan-2  H9   0.020
 27O  plan-2  O1   0.020

