# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 26 15:13:19 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: (2R)-3-phenyl-2-{[2'-(propan-2-yl)biphenyl-4-yl]oxy}propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccccc1c2ccc(O[C@H](Cc3ccccc3)C(O)=O)cc2
#
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
 RRH  RRH  '(2R)-3-phenyl-2-{[2'-(propan-2-yl)biphenyl-4-yl]oxy}propanoic acid'  ligand  51  27  .  2022-07-22  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_RRH
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
 RRH  CAA  C  CH3   0  -0.645   4.5097   2.1330   1.4571
 RRH  CAZ  C  CH1   0  -0.350   4.2588   1.4496   0.1120
 RRH  CAB  C  CH3   0  -0.642   5.1296   2.0654  -0.9841
 RRH  CAY  C  CR6   0   0.142   4.4596  -0.0483   0.2120
 RRH  CAM  C  CR16  0  -0.304   5.7503  -0.5417   0.4101
 RRH  CAI  C  CR16  0  -0.250   6.0153  -1.8997   0.4744
 RRH  CAH  C  CR16  0  -0.262   4.9750  -2.8082   0.3332
 RRH  CAL  C  CR16  0  -0.286   3.6864  -2.3382   0.1459
 RRH  CAX  C  CR6   0   0.012   3.4074  -0.9691   0.0942
 RRH  CAW  C  CR6   0   0.013   1.9945  -0.5590  -0.0889
 RRH  CAQ  C  CR16  0  -0.279   1.2702  -0.9897  -1.2017
 RRH  CAO  C  CR16  0  -0.338  -0.0583  -0.6472  -1.3733
 RRH  CAP  C  CR16  0  -0.281   1.3285   0.2207   0.8509
 RRH  CAN  C  CR16  0  -0.361  -0.0053   0.5755   0.6951
 RRH  CAV  C  CR6   0   0.388  -0.7067   0.1436  -0.4261
 RRH  OAS  O  O2    0  -0.468  -2.0056   0.4187  -0.6796
 RRH  CBA  C  CH1   0  -0.083  -2.7438   1.1954   0.2203
 RRH  CAT  C  C     0   0.511  -2.3485   2.6607   0.0953
 RRH  OAD  O  OH1   0  -0.588  -2.8285   3.3686   1.1053
 RRH  OAC  O  O     0  -0.416  -1.7083   3.1125  -0.8154
 RRH  CAR  C  CH2   0  -0.550  -4.2255   1.0154  -0.1319
 RRH  CAU  C  CR6   0   0.139  -4.6518  -0.4177   0.0205
 RRH  CAJ  C  CR16  0  -0.304  -4.9974  -0.9165   1.2745
 RRH  CAF  C  CR16  0  -0.240  -5.3657  -2.2453   1.4333
 RRH  CAE  C  CR16  0  -0.270  -5.3959  -3.0949   0.3348
 RRH  CAG  C  CR16  0  -0.243  -5.0564  -2.6063  -0.9198
 RRH  CAK  C  CR16  0  -0.299  -4.6833  -1.2776  -1.0734
 RRH  H1   H  HCH3  0   0.230   3.8701   1.7233   2.2404
 RRH  H2   H  HCH3  0   0.222   5.5455   2.0108   1.7811
 RRH  H3   H  HCH3  0   0.230   4.3073   3.2030   1.3868
 RRH  H4   H  HCH1  0   0.246   3.2208   1.6406  -0.1657
 RRH  H5   H  HCH3  0   0.231   4.9228   1.6134  -1.9549
 RRH  H6   H  HCH3  0   0.230   4.9315   3.1355  -1.0655
 RRH  H7   H  HCH3  0   0.220   6.1946   1.9449  -0.7787
 RRH  H8   H  HCR6  0   0.248   6.5739   0.1557   0.5059
 RRH  H9   H  HCR6  0   0.252   7.0289  -2.2461   0.6304
 RRH  H10  H  HCR6  0   0.253   5.1630  -3.8731   0.3762
 RRH  H11  H  HCR6  0   0.248   2.8695  -3.0439   0.0553
 RRH  H12  H  HCR6  0   0.254   1.7573  -1.5970  -1.9547
 RRH  H13  H  HCR6  0   0.265  -0.6015  -0.9890  -2.2454
 RRH  H14  H  HCR6  0   0.259   1.8492   0.5581   1.7386
 RRH  H15  H  HCR6  0   0.276  -0.4659   1.1793   1.4654
 RRH  H16  H  HCH1  0   0.283  -2.5926   0.8662   1.2563
 RRH  H17  H  HOH1  0   0.489  -2.6123   4.3073   0.9957
 RRH  H18  H  HCH2  0   0.282  -4.8148   1.6545   0.5272
 RRH  H19  H  HCH2  0   0.275  -4.3959   1.3628  -1.1535
 RRH  H20  H  HCR6  0   0.250  -4.9838  -0.2582   2.1359
 RRH  H21  H  HCR6  0   0.255  -5.6329  -2.6164   2.4143
 RRH  H22  H  HCR6  0   0.255  -5.6861  -4.1307   0.4558
 RRH  H23  H  HCR6  0   0.255  -5.0805  -3.2615  -1.7810
 RRH  H24  H  HCR6  0   0.246  -4.4185  -0.9054  -2.0554

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
 RRH  OAC  CAT  double    1.201  0.020  1.201
 RRH  OAS  CBA  single    1.399  0.020  1.399
 RRH  OAS  CAV  single    1.352  0.020  1.352
 RRH  CAT  OAD  single    1.323  0.020  1.323
 RRH  CAT  CBA  single    1.523  0.020  1.523
 RRH  CBA  CAR  single    1.534  0.020  1.534
 RRH  CAV  CAO  aromatic  1.394  0.020  1.394
 RRH  CAV  CAN  aromatic  1.391  0.020  1.391
 RRH  CAO  CAQ  aromatic  1.383  0.020  1.383
 RRH  CAN  CAP  aromatic  1.389  0.020  1.389
 RRH  CAQ  CAW  aromatic  1.396  0.020  1.396
 RRH  CAB  CAZ  single    1.529  0.020  1.529
 RRH  CAP  CAW  aromatic  1.391  0.020  1.391
 RRH  CAW  CAX  single    1.483  0.020  1.483
 RRH  CAR  CAU  single    1.503  0.020  1.503
 RRH  CAX  CAL  aromatic  1.398  0.020  1.398
 RRH  CAX  CAY  aromatic  1.403  0.020  1.403
 RRH  CAL  CAH  aromatic  1.384  0.020  1.384
 RRH  CAU  CAJ  aromatic  1.393  0.020  1.393
 RRH  CAU  CAK  aromatic  1.392  0.020  1.392
 RRH  CAJ  CAF  aromatic  1.388  0.020  1.388
 RRH  CAZ  CAY  single    1.515  0.020  1.515
 RRH  CAZ  CAA  single    1.530  0.020  1.530
 RRH  CAY  CAM  aromatic  1.396  0.020  1.396
 RRH  CAK  CAG  aromatic  1.389  0.020  1.389
 RRH  CAH  CAI  aromatic  1.388  0.020  1.388
 RRH  CAF  CAE  aromatic  1.389  0.020  1.389
 RRH  CAG  CAE  aromatic  1.389  0.020  1.389
 RRH  CAM  CAI  aromatic  1.385  0.020  1.385
 RRH  CAA  H1   single    0.970  0.020  1.090
 RRH  CAA  H2   single    0.970  0.020  1.090
 RRH  CAA  H3   single    0.970  0.020  1.090
 RRH  CAZ  H4   single    0.970  0.020  1.090
 RRH  CAB  H5   single    0.970  0.020  1.090
 RRH  CAB  H6   single    0.970  0.020  1.090
 RRH  CAB  H7   single    0.970  0.020  1.090
 RRH  CAM  H8   single    0.930  0.020  1.080
 RRH  CAI  H9   single    0.930  0.020  1.080
 RRH  CAH  H10  single    0.930  0.020  1.080
 RRH  CAL  H11  single    0.930  0.020  1.080
 RRH  CAQ  H12  single    0.930  0.020  1.080
 RRH  CAO  H13  single    0.930  0.020  1.080
 RRH  CAP  H14  single    0.930  0.020  1.080
 RRH  CAN  H15  single    0.930  0.020  1.080
 RRH  CBA  H16  single    0.970  0.020  1.090
 RRH  OAD  H17  single    0.850  0.020  0.980
 RRH  CAR  H18  single    0.970  0.020  1.090
 RRH  CAR  H19  single    0.970  0.020  1.090
 RRH  CAJ  H20  single    0.930  0.020  1.080
 RRH  CAF  H21  single    0.930  0.020  1.080
 RRH  CAE  H22  single    0.930  0.020  1.080
 RRH  CAG  H23  single    0.930  0.020  1.080
 RRH  CAK  H24  single    0.930  0.020  1.080

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
 RRH  H3   CAA  H2   107.74  3.000
 RRH  H3   CAA  H1   107.80  3.000
 RRH  H2   CAA  H1   107.51  3.000
 RRH  H3   CAA  CAZ  110.56  3.000
 RRH  H2   CAA  CAZ  111.50  3.000
 RRH  H1   CAA  CAZ  111.56  3.000
 RRH  H4   CAZ  CAY  108.42  3.000
 RRH  H4   CAZ  CAB  106.79  3.000
 RRH  CAY  CAZ  CAB  111.72  3.000
 RRH  H4   CAZ  CAA  107.55  3.000
 RRH  CAY  CAZ  CAA  111.23  3.000
 RRH  CAB  CAZ  CAA  110.91  3.000
 RRH  H7   CAB  H6   107.43  3.000
 RRH  H7   CAB  H5   107.87  3.000
 RRH  H6   CAB  H5   107.79  3.000
 RRH  H7   CAB  CAZ  112.11  3.000
 RRH  H6   CAB  CAZ  110.17  3.000
 RRH  H5   CAB  CAZ  111.29  3.000
 RRH  CAX  CAY  CAM  118.25  3.000
 RRH  CAM  CAY  CAZ  118.78  3.000
 RRH  CAX  CAY  CAZ  122.96  3.000
 RRH  H8   CAM  CAI  118.79  3.000
 RRH  H8   CAM  CAY  119.20  3.000
 RRH  CAI  CAM  CAY  122.01  3.000
 RRH  H9   CAI  CAH  120.45  3.000
 RRH  H9   CAI  CAM  119.98  3.000
 RRH  CAH  CAI  CAM  119.57  3.000
 RRH  H10  CAH  CAL  120.08  3.000
 RRH  H10  CAH  CAI  120.64  3.000
 RRH  CAL  CAH  CAI  119.28  3.000
 RRH  H11  CAL  CAX  118.97  3.000
 RRH  H11  CAL  CAH  119.47  3.000
 RRH  CAX  CAL  CAH  121.55  3.000
 RRH  CAW  CAX  CAL  117.75  3.000
 RRH  CAL  CAX  CAY  119.33  3.000
 RRH  CAW  CAX  CAY  122.92  3.000
 RRH  CAP  CAW  CAQ  117.59  3.000
 RRH  CAP  CAW  CAX  121.87  3.000
 RRH  CAQ  CAW  CAX  120.50  3.000
 RRH  H12  CAQ  CAO  119.00  3.000
 RRH  H12  CAQ  CAW  119.59  3.000
 RRH  CAO  CAQ  CAW  121.40  3.000
 RRH  H13  CAO  CAV  119.53  3.000
 RRH  H13  CAO  CAQ  120.25  3.000
 RRH  CAV  CAO  CAQ  120.21  3.000
 RRH  H14  CAP  CAN  118.30  3.000
 RRH  H14  CAP  CAW  119.88  3.000
 RRH  CAN  CAP  CAW  121.81  3.000
 RRH  H15  CAN  CAV  122.18  3.000
 RRH  H15  CAN  CAP  118.14  3.000
 RRH  CAV  CAN  CAP  119.69  3.000
 RRH  OAS  CAV  CAN  124.91  3.000
 RRH  CAN  CAV  CAO  119.29  3.000
 RRH  OAS  CAV  CAO  115.79  3.000
 RRH  CBA  OAS  CAV  119.96  3.000
 RRH  H16  CBA  CAR  108.34  3.000
 RRH  H16  CBA  CAT  109.29  3.000
 RRH  CAR  CBA  CAT  110.18  3.000
 RRH  H16  CBA  OAS  111.58  3.000
 RRH  CAR  CBA  OAS  107.27  3.000
 RRH  CAT  CBA  OAS  110.14  3.000
 RRH  OAC  CAT  OAD  124.79  3.000
 RRH  OAD  CAT  CBA  110.97  3.000
 RRH  OAC  CAT  CBA  124.23  3.000
 RRH  H17  OAD  CAT  110.53  3.000
 RRH  H19  CAR  H18  107.13  3.000
 RRH  H19  CAR  CAU  110.72  3.000
 RRH  H18  CAR  CAU  110.13  3.000
 RRH  H19  CAR  CBA  109.16  3.000
 RRH  H18  CAR  CBA  108.33  3.000
 RRH  CAU  CAR  CBA  111.27  3.000
 RRH  CAK  CAU  CAJ  118.73  3.000
 RRH  CAK  CAU  CAR  121.05  3.000
 RRH  CAJ  CAU  CAR  120.20  3.000
 RRH  H20  CAJ  CAF  119.58  3.000
 RRH  H20  CAJ  CAU  119.65  3.000
 RRH  CAF  CAJ  CAU  120.77  3.000
 RRH  H21  CAF  CAE  120.11  3.000
 RRH  H21  CAF  CAJ  119.83  3.000
 RRH  CAE  CAF  CAJ  120.06  3.000
 RRH  H22  CAE  CAG  120.22  3.000
 RRH  H22  CAE  CAF  120.18  3.000
 RRH  CAG  CAE  CAF  119.60  3.000
 RRH  H23  CAG  CAK  119.81  3.000
 RRH  H23  CAG  CAE  120.03  3.000
 RRH  CAK  CAG  CAE  120.16  3.000
 RRH  H24  CAK  CAG  119.65  3.000
 RRH  H24  CAK  CAU  119.66  3.000
 RRH  CAG  CAK  CAU  120.68  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
 RRH  CONST_03  CAH  CAL  CAX  CAY    0.00   0.0  0
 RRH  CONST_04  CAH  CAI  CAM  CAY    0.00   0.0  0
 RRH  CONST_05  CAW  CAX  CAY  CAM  180.00   0.0  0
 RRH  CONST_06  CAL  CAX  CAY  CAM    0.00   0.0  0
 RRH  CONST_07  CAL  CAH  CAI  CAM    0.00   0.0  0
 RRH  CONST_08  CAX  CAL  CAH  CAI    0.00   0.0  0
 RRH  CONST_09  CAX  CAY  CAM  CAI    0.00   0.0  0
 RRH  CONST_10  CAW  CAX  CAL  CAH  180.00   0.0  0
 RRH  CONST_13  CAO  CAQ  CAW  CAX  180.00   0.0  0
 RRH  CONST_14  CAN  CAP  CAW  CAX  180.00   0.0  0
 RRH  CONST_15  CAV  CAO  CAQ  CAW    0.00   0.0  0
 RRH  CONST_16  CAV  CAN  CAP  CAW    0.00   0.0  0
 RRH  CONST_17  CAN  CAV  CAO  CAQ    0.00   0.0  0
 RRH  CONST_18  CAN  CAP  CAW  CAQ    0.00   0.0  0
 RRH  CONST_19  CAP  CAN  CAV  CAO    0.00   0.0  0
 RRH  CONST_20  CAP  CAW  CAQ  CAO    0.00   0.0  0
 RRH  CONST_21  CAE  CAF  CAJ  CAU    0.00   0.0  0
 RRH  CONST_22  CAE  CAG  CAK  CAU    0.00   0.0  0
 RRH  CONST_23  CAG  CAK  CAU  CAJ    0.00   0.0  0
 RRH  CONST_24  CAG  CAE  CAF  CAJ    0.00   0.0  0
 RRH  CONST_25  CAK  CAU  CAJ  CAF    0.00   0.0  0
 RRH  CONST_26  CAK  CAG  CAE  CAF    0.00   0.0  0
 RRH  CONST_27  CAW  CAX  CAY  CAZ    0.00   0.0  0
 RRH  CONST_28  CAL  CAX  CAY  CAZ  180.00   0.0  0
 RRH  CONST_29  CAI  CAM  CAY  CAZ  180.00   0.0  0
 RRH  CONST_30  OAS  CAV  CAO  CAQ  180.00   0.0  0
 RRH  CONST_31  OAS  CAV  CAN  CAP  180.00   0.0  0
 RRH  CONST_32  CAF  CAJ  CAU  CAR  180.00   0.0  0
 RRH  CONST_33  CAG  CAK  CAU  CAR  180.00   0.0  0
 RRH  CONST_34  H11  CAL  CAX  CAY  180.00   0.0  0
 RRH  CONST_35  H9   CAI  CAM  CAY  180.00   0.0  0
 RRH  CONST_36  H10  CAH  CAI  CAM  180.00   0.0  0
 RRH  CONST_37  H8   CAM  CAI  CAH  180.00   0.0  0
 RRH  CONST_38  H12  CAQ  CAW  CAX    0.00   0.0  0
 RRH  CONST_39  H14  CAP  CAW  CAX    0.00   0.0  0
 RRH  CONST_40  H13  CAO  CAQ  CAW  180.00   0.0  0
 RRH  CONST_41  H15  CAN  CAP  CAW  180.00   0.0  0
 RRH  CONST_42  H21  CAF  CAJ  CAU  180.00   0.0  0
 RRH  CONST_43  H23  CAG  CAK  CAU  180.00   0.0  0
 RRH  CONST_44  H24  CAK  CAU  CAJ  180.00   0.0  0
 RRH  CONST_45  H22  CAE  CAF  CAJ  180.00   0.0  0
 RRH  CONST_46  H20  CAJ  CAF  CAE  180.00   0.0  0
 RRH  CONST_47  H17  OAD  CAT  CBA  180.00   0.0  0
 RRH  Var_01    CAX  CAY  CAZ  CAA  112.01  30.0  2
 RRH  Var_02    CAJ  CAU  CAR  CBA   82.33  30.0  2
 RRH  Var_03    H5   CAB  CAZ  CAY   57.88  30.0  3
 RRH  Var_04    H1   CAA  CAZ  CAY  -56.85  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
 RRH  chir_01  CBA  OAS  CAT  CAR  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
 RRH  plan-1  CAZ  0.020
 RRH  plan-1  CAY  0.020
 RRH  plan-1  CAM  0.020
 RRH  plan-1  CAI  0.020
 RRH  plan-1  CAH  0.020
 RRH  plan-1  CAL  0.020
 RRH  plan-1  CAX  0.020
 RRH  plan-1  CAW  0.020
 RRH  plan-1  H8   0.020
 RRH  plan-1  H9   0.020
 RRH  plan-1  H10  0.020
 RRH  plan-1  H11  0.020
 RRH  plan-2  CAX  0.020
 RRH  plan-2  CAW  0.020
 RRH  plan-2  CAQ  0.020
 RRH  plan-2  CAO  0.020
 RRH  plan-2  CAP  0.020
 RRH  plan-2  CAN  0.020
 RRH  plan-2  CAV  0.020
 RRH  plan-2  OAS  0.020
 RRH  plan-2  H12  0.020
 RRH  plan-2  H13  0.020
 RRH  plan-2  H14  0.020
 RRH  plan-2  H15  0.020
 RRH  plan-3  CAR  0.020
 RRH  plan-3  CAU  0.020
 RRH  plan-3  CAJ  0.020
 RRH  plan-3  CAF  0.020
 RRH  plan-3  CAE  0.020
 RRH  plan-3  CAG  0.020
 RRH  plan-3  CAK  0.020
 RRH  plan-3  H20  0.020
 RRH  plan-3  H21  0.020
 RRH  plan-3  H22  0.020
 RRH  plan-3  H23  0.020
 RRH  plan-3  H24  0.020
 RRH  plan-4  CBA  0.020
 RRH  plan-4  CAT  0.020
 RRH  plan-4  OAD  0.020
 RRH  plan-4  OAC  0.020
 RRH  plan-4  H17  0.020

