# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 08:31:17 2020
#   Inital geometry file: a 87 line input string
#   Ligand name: [(1S,2R)-2-(2-hydroxybenzene-1-carbonyl)cyclopentyl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)C[C@@H]1CCC[C@H]1C(=O)c2ccccc2O
#
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
 KSJ  KSJ  '[(1S,2R)-2-(2-hydroxybenzene-1-carbonyl)cyclopentyl]acetic acid'  ligand  34  18  .  2021-08-12  2021-08-12  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_KSJ
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
 KSJ  C11  C  CH1   0  -0.405   0.4526  -0.6992  -0.1762
 KSJ  C12  C  CH1   0  -0.214   1.9117  -0.3981   0.1807
 KSJ  C14  C  CH2   0  -0.443   1.5285  -2.6691   0.8307
 KSJ  C15  C  CH2   0  -0.431   2.5566  -1.7823   0.1343
 KSJ  C01  C  CR16  0  -0.383  -4.3434   0.4374   0.3256
 KSJ  C02  C  CR16  0  -0.237  -4.6323  -0.2286  -0.8511
 KSJ  C03  C  CR16  0  -0.270  -3.6073  -0.7273  -1.6450
 KSJ  C04  C  CR16  0  -0.275  -2.2981  -0.5519  -1.2373
 KSJ  C05  C  CR6   0  -0.124  -1.9700   0.1307  -0.0613
 KSJ  C06  C  CR6   0   0.357  -3.0218   0.6323   0.7288
 KSJ  C07  C  C     0   0.415  -0.5434   0.3263   0.3191
 KSJ  C08  C  CH2   0  -0.583   2.5296   0.6276  -0.7538
 KSJ  C09  C  C     0   0.552   3.9294   1.0357  -0.3880
 KSJ  C13  C  CH2   0  -0.426   0.1605  -2.1150   0.3947
 KSJ  O10  O  OH1   0  -0.604  -2.7440   1.2658   1.8761
 KSJ  O16  O  O     0  -0.444   4.4481   0.8690   0.6882
 KSJ  O17  O  O     0  -0.392  -0.1968   1.2537   1.0196
 KSJ  O18  O  OH1   0  -0.597   4.5429   1.6485  -1.3968
 KSJ  H1   H  HCH1  0   0.275   0.3803  -0.7489  -1.2680
 KSJ  H2   H  HCH1  0   0.239   1.9595  -0.0291   1.2094
 KSJ  H3   H  HCH2  0   0.238   1.6443  -3.7256   0.5878
 KSJ  H4   H  HCH2  0   0.228   1.6411  -2.5738   1.9129
 KSJ  H5   H  HCH2  0   0.215   2.6917  -2.0954  -0.9066
 KSJ  H6   H  HCH2  0   0.240   3.5357  -1.8099   0.6135
 KSJ  H8   H  HCR6  0   0.269  -5.6651  -0.3585  -1.1470
 KSJ  H9   H  HCR6  0   0.261  -3.8262  -1.2466  -2.5675
 KSJ  H10  H  HCR6  0   0.266  -1.5074  -0.9401  -1.8648
 KSJ  H11  H  HCH2  0   0.268   2.5177   0.2608  -1.7841
 KSJ  H12  H  HCH2  0   0.293   1.9313   1.5457  -0.7613
 KSJ  H13  H  HCH2  0   0.240  -0.5355  -2.0810   1.2346
 KSJ  H14  H  HCH2  0   0.241  -0.3061  -2.7417  -0.3656
 KSJ  H15  H  HOH1  0   0.478  -3.5644   1.4943   2.3287
 KSJ  H16  H  HOH1  0   0.478   5.4250   1.9388  -1.1204
 KSJ  H7   H  HCR6  0   0.276  -5.1508   0.8147   0.9438

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
 KSJ  O10  C06  single    1.340  0.020  1.340
 KSJ  O16  C09  double    1.206  0.020  1.206
 KSJ  O17  C07  double    1.213  0.020  1.213
 KSJ  C12  C15  single    1.528  0.020  1.528
 KSJ  C12  C08  single    1.519  0.020  1.519
 KSJ  C12  C11  single    1.532  0.020  1.532
 KSJ  C09  C08  single    1.503  0.020  1.503
 KSJ  C09  O18  single    1.330  0.020  1.330
 KSJ  C06  C01  aromatic  1.395  0.020  1.395
 KSJ  C06  C05  aromatic  1.408  0.020  1.408
 KSJ  C07  C05  single    1.489  0.020  1.489
 KSJ  C07  C11  single    1.513  0.020  1.513
 KSJ  C15  C14  single    1.526  0.020  1.526
 KSJ  C14  C13  single    1.539  0.020  1.539
 KSJ  C01  C02  aromatic  1.383  0.020  1.383
 KSJ  C05  C04  aromatic  1.399  0.020  1.399
 KSJ  C11  C13  single    1.554  0.020  1.554
 KSJ  C02  C03  aromatic  1.389  0.020  1.389
 KSJ  C04  C03  aromatic  1.382  0.020  1.382
 KSJ  C11  H1   single    0.970  0.020  1.090
 KSJ  C12  H2   single    0.970  0.020  1.090
 KSJ  C14  H3   single    0.970  0.020  1.090
 KSJ  C14  H4   single    0.970  0.020  1.090
 KSJ  C15  H5   single    0.970  0.020  1.090
 KSJ  C15  H6   single    0.970  0.020  1.090
 KSJ  C01  H7   single    0.930  0.020  1.080
 KSJ  C02  H8   single    0.930  0.020  1.080
 KSJ  C03  H9   single    0.930  0.020  1.080
 KSJ  C04  H10  single    0.930  0.020  1.080
 KSJ  C08  H11  single    0.970  0.020  1.090
 KSJ  C08  H12  single    0.970  0.020  1.090
 KSJ  C13  H13  single    0.970  0.020  1.090
 KSJ  C13  H14  single    0.970  0.020  1.090
 KSJ  O10  H15  single    0.850  0.020  0.980
 KSJ  O18  H16  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
 KSJ  H1   C11  C13  108.20  3.000
 KSJ  H1   C11  C07  108.28  3.000
 KSJ  C13  C11  C07  111.93  3.000
 KSJ  H1   C11  C12  107.70  3.000
 KSJ  C13  C11  C12  105.81  3.000
 KSJ  C07  C11  C12  114.68  3.000
 KSJ  H2   C12  C08  109.45  3.000
 KSJ  H2   C12  C15  108.41  3.000
 KSJ  C08  C12  C15  114.92  3.000
 KSJ  H2   C12  C11  109.08  3.000
 KSJ  C08  C12  C11  112.14  3.000
 KSJ  C15  C12  C11  102.53  3.000
 KSJ  H4   C14  H3   107.12  3.000
 KSJ  H4   C14  C13  109.93  3.000
 KSJ  H3   C14  C13  112.34  3.000
 KSJ  H4   C14  C15  109.39  3.000
 KSJ  H3   C14  C15  112.95  3.000
 KSJ  C13  C14  C15  105.09  3.000
 KSJ  H6   C15  H5   107.43  3.000
 KSJ  H6   C15  C14  112.94  3.000
 KSJ  H5   C15  C14  110.53  3.000
 KSJ  H6   C15  C12  112.87  3.000
 KSJ  H5   C15  C12  109.87  3.000
 KSJ  C14  C15  C12  103.20  3.000
 KSJ  H7   C01  C06  119.45  3.000
 KSJ  H7   C01  C02  119.81  3.000
 KSJ  C06  C01  C02  120.73  3.000
 KSJ  H8   C02  C03  120.33  3.000
 KSJ  H8   C02  C01  119.33  3.000
 KSJ  C03  C02  C01  120.34  3.000
 KSJ  H9   C03  C04  120.30  3.000
 KSJ  H9   C03  C02  120.71  3.000
 KSJ  C04  C03  C02  118.99  3.000
 KSJ  H10  C04  C05  119.44  3.000
 KSJ  H10  C04  C03  118.40  3.000
 KSJ  C05  C04  C03  122.14  3.000
 KSJ  C07  C05  C06  121.70  3.000
 KSJ  C07  C05  C04  120.23  3.000
 KSJ  C06  C05  C04  118.06  3.000
 KSJ  O10  C06  C05  119.62  3.000
 KSJ  C05  C06  C01  119.71  3.000
 KSJ  O10  C06  C01  120.65  3.000
 KSJ  O17  C07  C05  121.44  3.000
 KSJ  C05  C07  C11  117.26  3.000
 KSJ  O17  C07  C11  121.29  3.000
 KSJ  H12  C08  H11  105.58  3.000
 KSJ  H12  C08  C09  106.41  3.000
 KSJ  H11  C08  C09  109.29  3.000
 KSJ  H12  C08  C12  110.36  3.000
 KSJ  H11  C08  C12  110.41  3.000
 KSJ  C09  C08  C12  114.36  3.000
 KSJ  O18  C09  O16  122.82  3.000
 KSJ  O18  C09  C08  111.71  3.000
 KSJ  O16  C09  C08  125.45  3.000
 KSJ  H14  C13  H13  106.37  3.000
 KSJ  H14  C13  C14  111.78  3.000
 KSJ  H13  C13  C14  111.10  3.000
 KSJ  H14  C13  C11  110.36  3.000
 KSJ  H13  C13  C11  111.97  3.000
 KSJ  C14  C13  C11  105.36  3.000
 KSJ  H15  O10  C06  109.73  3.000
 KSJ  H16  O18  C09  109.97  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
 KSJ  CONST_01  C04  C05  C06  C01    0.00   0.0  0
 KSJ  CONST_02  C04  C03  C02  C01    0.00   0.0  0
 KSJ  CONST_03  C05  C06  C01  C02    0.00   0.0  0
 KSJ  CONST_04  C05  C04  C03  C02    0.00   0.0  0
 KSJ  CONST_05  C06  C01  C02  C03    0.00   0.0  0
 KSJ  CONST_06  C06  C05  C04  C03    0.00   0.0  0
 KSJ  CONST_07  C07  C05  C06  C01  180.00   0.0  0
 KSJ  CONST_08  O10  C06  C01  C02  180.00   0.0  0
 KSJ  CONST_09  C07  C05  C04  C03  180.00   0.0  0
 KSJ  CONST_10  O10  C06  C05  C04  180.00   0.0  0
 KSJ  CONST_11  H9   C03  C02  C01  180.00   0.0  0
 KSJ  CONST_12  H10  C04  C03  C02  180.00   0.0  0
 KSJ  CONST_13  H7   C01  C02  C03  180.00   0.0  0
 KSJ  CONST_14  H8   C02  C03  C04  180.00   0.0  0
 KSJ  CONST_15  H16  O18  C09  C08  180.00   0.0  0
 KSJ  Var_01    C15  C14  C13  C11  -16.51  30.0  1
 KSJ  Var_02    C13  C14  C15  C12   36.85  30.0  1
 KSJ  Var_03    C06  C05  C07  C11  153.41  30.0  2
 KSJ  Var_04    O16  C09  C08  C12  -17.82  30.0  2

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
 KSJ  chir_01  C11  C12  C07  C13  positiv
 KSJ  chir_02  C12  C11  C08  C15  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
 KSJ  plan-1  C01  0.020
 KSJ  plan-1  C02  0.020
 KSJ  plan-1  C03  0.020
 KSJ  plan-1  C04  0.020
 KSJ  plan-1  C05  0.020
 KSJ  plan-1  C06  0.020
 KSJ  plan-1  C07  0.020
 KSJ  plan-1  O10  0.020
 KSJ  plan-1  H8   0.020
 KSJ  plan-1  H9   0.020
 KSJ  plan-1  H10  0.020
 KSJ  plan-1  H7   0.020
 KSJ  plan-2  C08  0.020
 KSJ  plan-2  C09  0.020
 KSJ  plan-2  O16  0.020
 KSJ  plan-2  O18  0.020
 KSJ  plan-2  H16  0.020
 KSJ  plan-3  C11  0.020
 KSJ  plan-3  C05  0.020
 KSJ  plan-3  C07  0.020
 KSJ  plan-3  O17  0.020

