# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Apr 26 23:58:39 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: cyclohexa-2,5-dien-1-yl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(cc1)C2=C([C@@H]3O[C@H]2C[C@H]3[S](=O)(=O)OC4C=CCC=C4)c5ccc(O)cc5
#
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
 OBH  OBH  'cyclohexa-2,5-dien-1-yl (1S,2R,4S)-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonate'  ligand  53  31  .  2021-08-17  2021-08-17  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_OBH
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
 OBH  CAN  C  CR16  0  -0.302  -3.9903  -1.0402  -0.1007
 OBH  CAJ  C  CR16  0  -0.367  -5.0418  -1.6810   0.5281
 OBH  CAW  C  CR6   0   0.346  -4.8542  -2.9367   1.1053
 OBH  OAC  O  OH1   0  -0.628  -5.8411  -3.6045   1.7306
 OBH  CAK  C  CR16  0  -0.322  -3.6014  -3.5396   1.0297
 OBH  CAO  C  CR16  0  -0.317  -2.5600  -2.8915   0.3887
 OBH  CAZ  C  CR6   0   0.025  -2.7232  -1.6243  -0.1782
 OBH  CAU  C  C     0   0.115  -1.6185  -0.9773  -0.8722
 OBH  CAV  C  C     0   0.094  -1.2935   0.3168  -1.0406
 OBH  CBA  C  CR6   0   0.010  -1.8220   1.5465  -0.4571
 OBH  CAP  C  CR16  0  -0.300  -2.2525   1.6000   0.8703
 OBH  CAL  C  CR16  0  -0.366  -2.7348   2.7721   1.4249
 OBH  CAX  C  CR6   0   0.348  -2.7957   3.9345   0.6575
 OBH  OAD  O  OH1   0  -0.626  -3.2594   5.1006   1.1409
 OBH  CAM  C  CR16  0  -0.323  -2.3548   3.9049  -0.6640
 OBH  CAQ  C  CR16  0  -0.300  -1.8716   2.7264  -1.2040
 OBH  CBC  C  CH1   0  -0.105  -0.0074   0.2827  -1.8502
 OBH  OAS  O  O2    0  -0.449  -0.1357  -0.8927  -2.6103
 OBH  CBB  C  CH1   0  -0.105  -0.4863  -1.7464  -1.5344
 OBH  CAR  C  CH2   0  -0.441   0.7593  -1.6202  -0.6185
 OBH  CBD  C  CH1   0  -0.477   1.0821  -0.1281  -0.8083
 OBH  SBE  S  S     0   1.463   2.7181   0.1637  -1.4727
 OBH  OAA  O  OS    0  -0.639   2.9396  -0.6416  -2.6542
 OBH  OAB  O  OS    0  -0.653   2.9236   1.6002  -1.5458
 OBH  OAT  O  OC2   0  -0.578   3.6798  -0.4719  -0.3682
 OBH  CAY  C  CH1   0  -0.118   3.9311   0.2462   0.8966
 OBH  CAH  C  C1    0  -0.218   3.9011  -0.7921   1.9658
 OBH  CAF  C  C1    0  -0.214   4.9552  -1.0746   2.7231
 OBH  CAE  C  CH2   0  -0.517   6.2691  -0.3848   2.5950
 OBH  CAG  C  C1    0  -0.216   6.2845   0.6659   1.5395
 OBH  CAI  C  C1    0  -0.209   5.2363   0.9572   0.7773
 OBH  H1   H  HCR6  0   0.260  -4.1703  -0.0740  -0.5537
 OBH  H2   H  HCR6  0   0.274  -6.0161  -1.2061   0.5584
 OBH  H3   H  HOH1  0   0.476  -6.6568  -3.0913   1.7162
 OBH  H4   H  HCR6  0   0.266  -3.4445  -4.5170   1.4683
 OBH  H5   H  HCR6  0   0.254  -1.5981  -3.3878   0.3450
 OBH  H6   H  HCR6  0   0.260  -2.2022   0.7132   1.4892
 OBH  H7   H  HCR6  0   0.275  -3.0557   2.7835   2.4604
 OBH  H8   H  HOH1  0   0.476  -3.5447   4.9969   2.0558
 OBH  H9   H  HCR6  0   0.267  -2.3910   4.8046  -1.2652
 OBH  H10  H  HCR6  0   0.258  -1.5402   2.7269  -2.2352
 OBH  H11  H  HCH1  0   0.289   0.2179   1.1537  -2.4645
 OBH  H12  H  HCH1  0   0.269  -0.7074  -2.7548  -1.8798
 OBH  H13  H  HCH2  0   0.280   0.5576  -1.8677   0.4218
 OBH  H14  H  HCH2  0   0.284   1.5556  -2.2759  -0.9711
 OBH  H15  H  HCH1  0   0.345   1.0202   0.4700   0.1030
 OBH  H18  H  H     0   0.260   2.9626  -1.3151   2.1121
 OBH  H19  H  H     0   0.261   4.8724  -1.8376   3.4881
 OBH  H20  H  HCH2  0   0.268   6.5505   0.0544   3.5588
 OBH  H21  H  HCH2  0   0.270   7.0556  -1.1225   2.3976
 OBH  H22  H  H     0   0.260   7.2076   1.2189   1.4092
 OBH  H23  H  H     0   0.264   5.2974   1.7450   0.0359
 OBH  H24  H  HCH1  0   0.274   3.1185   0.9646   1.0484

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
 OBH  CAN  CAJ  aromatic  1.383  0.020  1.383
 OBH  CAN  CAZ  aromatic  1.397  0.020  1.397
 OBH  CAJ  CAW  aromatic  1.395  0.020  1.395
 OBH  CAW  OAC  single    1.346  0.020  1.346
 OBH  CAW  CAK  aromatic  1.392  0.020  1.392
 OBH  CAK  CAO  aromatic  1.384  0.020  1.384
 OBH  CAO  CAZ  aromatic  1.398  0.020  1.398
 OBH  CAZ  CAU  single    1.456  0.020  1.456
 OBH  CAU  CAV  double    1.345  0.020  1.345
 OBH  CAU  CBB  single    1.520  0.020  1.520
 OBH  CAV  CBA  single    1.460  0.020  1.460
 OBH  CAV  CBC  single    1.520  0.020  1.520
 OBH  CBA  CAP  aromatic  1.396  0.020  1.396
 OBH  CBA  CAQ  aromatic  1.397  0.020  1.397
 OBH  CAP  CAL  aromatic  1.383  0.020  1.383
 OBH  CAL  CAX  aromatic  1.394  0.020  1.394
 OBH  CAX  OAD  single    1.345  0.020  1.345
 OBH  CAX  CAM  aromatic  1.393  0.020  1.393
 OBH  CAM  CAQ  aromatic  1.383  0.020  1.383
 OBH  CBC  OAS  single    1.406  0.020  1.406
 OBH  CBC  CBD  single    1.562  0.020  1.562
 OBH  OAS  CBB  single    1.417  0.020  1.417
 OBH  CBB  CAR  single    1.551  0.020  1.551
 OBH  CAR  CBD  single    1.538  0.020  1.538
 OBH  CBD  SBE  single    1.790  0.020  1.790
 OBH  SBE  OAA  deloc     1.447  0.020  1.447
 OBH  SBE  OAB  deloc     1.453  0.020  1.453
 OBH  SBE  OAT  single    1.596  0.020  1.596
 OBH  OAT  CAY  single    1.476  0.020  1.476
 OBH  CAY  CAH  single    1.491  0.020  1.491
 OBH  CAY  CAI  single    1.491  0.020  1.491
 OBH  CAH  CAF  double    1.328  0.020  1.328
 OBH  CAF  CAE  single    1.489  0.020  1.489
 OBH  CAE  CAG  single    1.489  0.020  1.489
 OBH  CAG  CAI  double    1.328  0.020  1.328
 OBH  CAN  H1   single    0.930  0.020  1.080
 OBH  CAJ  H2   single    0.930  0.020  1.080
 OBH  OAC  H3   single    0.850  0.020  0.980
 OBH  CAK  H4   single    0.930  0.020  1.080
 OBH  CAO  H5   single    0.930  0.020  1.080
 OBH  CAP  H6   single    0.930  0.020  1.080
 OBH  CAL  H7   single    0.930  0.020  1.080
 OBH  OAD  H8   single    0.850  0.020  0.980
 OBH  CAM  H9   single    0.930  0.020  1.080
 OBH  CAQ  H10  single    0.930  0.020  1.080
 OBH  CBC  H11  single    0.970  0.020  1.090
 OBH  CBB  H12  single    0.970  0.020  1.090
 OBH  CAR  H13  single    0.970  0.020  1.090
 OBH  CAR  H14  single    0.970  0.020  1.090
 OBH  CBD  H15  single    0.970  0.020  1.090
 OBH  CAH  H18  single    0.930  0.020  1.080
 OBH  CAF  H19  single    0.930  0.020  1.080
 OBH  CAE  H20  single    0.970  0.020  1.090
 OBH  CAE  H21  single    0.970  0.020  1.090
 OBH  CAG  H22  single    0.930  0.020  1.080
 OBH  CAI  H23  single    0.930  0.020  1.080
 OBH  CAY  H24  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
 OBH  H1   CAN  CAZ  120.06  3.000
 OBH  H1   CAN  CAJ  118.53  3.000
 OBH  CAZ  CAN  CAJ  121.40  3.000
 OBH  H2   CAJ  CAW  120.24  3.000
 OBH  H2   CAJ  CAN  119.54  3.000
 OBH  CAW  CAJ  CAN  120.21  3.000
 OBH  CAK  CAW  OAC  118.05  3.000
 OBH  CAK  CAW  CAJ  119.24  3.000
 OBH  OAC  CAW  CAJ  122.71  3.000
 OBH  H3   OAC  CAW  110.46  3.000
 OBH  H4   CAK  CAO  120.08  3.000
 OBH  H4   CAK  CAW  119.96  3.000
 OBH  CAO  CAK  CAW  119.96  3.000
 OBH  H5   CAO  CAZ  120.18  3.000
 OBH  H5   CAO  CAK  118.18  3.000
 OBH  CAZ  CAO  CAK  121.64  3.000
 OBH  CAU  CAZ  CAO  120.50  3.000
 OBH  CAU  CAZ  CAN  121.91  3.000
 OBH  CAO  CAZ  CAN  117.54  3.000
 OBH  CBB  CAU  CAV  104.61  3.000
 OBH  CBB  CAU  CAZ  123.21  3.000
 OBH  CAV  CAU  CAZ  132.11  3.000
 OBH  CBC  CAV  CBA  122.55  3.000
 OBH  CBC  CAV  CAU  104.45  3.000
 OBH  CBA  CAV  CAU  132.29  3.000
 OBH  CAQ  CBA  CAP  117.70  3.000
 OBH  CAQ  CBA  CAV  120.69  3.000
 OBH  CAP  CBA  CAV  121.58  3.000
 OBH  H6   CAP  CAL  118.76  3.000
 OBH  H6   CAP  CBA  119.85  3.000
 OBH  CAL  CAP  CBA  121.39  3.000
 OBH  H7   CAL  CAX  120.27  3.000
 OBH  H7   CAL  CAP  119.66  3.000
 OBH  CAX  CAL  CAP  120.07  3.000
 OBH  CAM  CAX  OAD  117.94  3.000
 OBH  CAM  CAX  CAL  119.37  3.000
 OBH  OAD  CAX  CAL  122.70  3.000
 OBH  H8   OAD  CAX  110.48  3.000
 OBH  H9   CAM  CAQ  120.18  3.000
 OBH  H9   CAM  CAX  119.89  3.000
 OBH  CAQ  CAM  CAX  119.92  3.000
 OBH  H10  CAQ  CAM  118.56  3.000
 OBH  H10  CAQ  CBA  119.90  3.000
 OBH  CAM  CAQ  CBA  121.54  3.000
 OBH  H11  CBC  CBD  116.23  3.000
 OBH  H11  CBC  OAS  112.49  3.000
 OBH  CBD  CBC  OAS  101.80  3.000
 OBH  H11  CBC  CAV  117.21  3.000
 OBH  CBD  CBC  CAV  103.93  3.000
 OBH  OAS  CBC  CAV  103.27  3.000
 OBH  CBB  OAS  CBC   96.65  3.000
 OBH  H12  CBB  CAR  115.20  3.000
 OBH  H12  CBB  OAS  111.55  3.000
 OBH  CAR  CBB  OAS  101.57  3.000
 OBH  H12  CBB  CAU  117.10  3.000
 OBH  CAR  CBB  CAU  107.43  3.000
 OBH  OAS  CBB  CAU  102.12  3.000
 OBH  H14  CAR  H13  107.92  3.000
 OBH  H14  CAR  CBD  112.97  3.000
 OBH  H13  CAR  CBD  112.18  3.000
 OBH  H14  CAR  CBB  110.28  3.000
 OBH  H13  CAR  CBB  113.40  3.000
 OBH  CBD  CAR  CBB  100.05  3.000
 OBH  H15  CBD  SBE  105.80  3.000
 OBH  H15  CBD  CAR  114.61  3.000
 OBH  SBE  CBD  CAR  113.32  3.000
 OBH  H15  CBD  CBC  111.90  3.000
 OBH  SBE  CBD  CBC  110.31  3.000
 OBH  CAR  CBD  CBC  101.01  3.000
 OBH  OAT  SBE  OAB  110.08  3.000
 OBH  OAT  SBE  OAA  104.54  3.000
 OBH  OAB  SBE  OAA  119.18  3.000
 OBH  OAT  SBE  CBD  103.24  3.000
 OBH  OAB  SBE  CBD  108.01  3.000
 OBH  OAA  SBE  CBD  110.62  3.000
 OBH  CAY  OAT  SBE  120.11  3.000
 OBH  H24  CAY  CAI  110.35  3.000
 OBH  H24  CAY  CAH  110.04  3.000
 OBH  CAI  CAY  CAH  114.02  3.000
 OBH  H24  CAY  OAT  108.16  3.000
 OBH  CAI  CAY  OAT  108.20  3.000
 OBH  CAH  CAY  OAT  105.81  3.000
 OBH  H18  CAH  CAF  120.49  3.000
 OBH  H18  CAH  CAY  116.75  3.000
 OBH  CAF  CAH  CAY  122.76  3.000
 OBH  H19  CAF  CAE  117.01  3.000
 OBH  H19  CAF  CAH  119.44  3.000
 OBH  CAE  CAF  CAH  123.54  3.000
 OBH  H21  CAE  H20  104.12  3.000
 OBH  H21  CAE  CAG  109.86  3.000
 OBH  H20  CAE  CAG  109.75  3.000
 OBH  H21  CAE  CAF  109.68  3.000
 OBH  H20  CAE  CAF  109.66  3.000
 OBH  CAG  CAE  CAF  113.38  3.000
 OBH  H22  CAG  CAI  119.41  3.000
 OBH  H22  CAG  CAE  117.00  3.000
 OBH  CAI  CAG  CAE  123.58  3.000
 OBH  H23  CAI  CAG  120.50  3.000
 OBH  H23  CAI  CAY  116.80  3.000
 OBH  CAG  CAI  CAY  122.70  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
 OBH  CONST_01  CAK  CAW  CAJ  CAN    0.00   0.0  0
 OBH  CONST_02  CAK  CAO  CAZ  CAN    0.00   0.0  0
 OBH  CONST_03  CAO  CAZ  CAN  CAJ    0.00   0.0  0
 OBH  CONST_04  CAO  CAK  CAW  CAJ    0.00   0.0  0
 OBH  CONST_05  CAZ  CAN  CAJ  CAW    0.00   0.0  0
 OBH  CONST_06  CAZ  CAO  CAK  CAW    0.00   0.0  0
 OBH  CONST_07  CAX  CAL  CAP  CBA    0.00   0.0  0
 OBH  CONST_08  CAX  CAM  CAQ  CBA    0.00   0.0  0
 OBH  CONST_09  CAM  CAQ  CBA  CAP    0.00   0.0  0
 OBH  CONST_10  CAM  CAX  CAL  CAP    0.00   0.0  0
 OBH  CONST_11  CAQ  CBA  CAP  CAL    0.00   0.0  0
 OBH  CONST_12  CAQ  CAM  CAX  CAL    0.00   0.0  0
 OBH  CONST_13  CAU  CAZ  CAN  CAJ  180.00   0.0  0
 OBH  CONST_14  CAU  CAZ  CAO  CAK  180.00   0.0  0
 OBH  CONST_15  CAL  CAP  CBA  CAV  180.00   0.0  0
 OBH  CONST_16  CAM  CAQ  CBA  CAV  180.00   0.0  0
 OBH  CONST_17  OAC  CAW  CAJ  CAN  180.00   0.0  0
 OBH  CONST_18  CAO  CAK  CAW  OAC  180.00   0.0  0
 OBH  CONST_19  OAD  CAX  CAL  CAP  180.00   0.0  0
 OBH  CONST_20  CAQ  CAM  CAX  OAD  180.00   0.0  0
 OBH  CONST_21  H5   CAO  CAZ  CAN  180.00   0.0  0
 OBH  CONST_22  H4   CAK  CAW  CAJ  180.00   0.0  0
 OBH  CONST_23  H1   CAN  CAJ  CAW  180.00   0.0  0
 OBH  CONST_24  H2   CAJ  CAW  CAK  180.00   0.0  0
 OBH  CONST_25  H6   CAP  CBA  CAV    0.00   0.0  0
 OBH  CONST_26  H10  CAQ  CBA  CAV    0.00   0.0  0
 OBH  CONST_27  H7   CAL  CAP  CBA  180.00   0.0  0
 OBH  CONST_28  H9   CAM  CAQ  CBA  180.00   0.0  0
 OBH  Var_01    CAV  CAU  CAZ  CAN   32.60  30.0  2
 OBH  Var_02    CBA  CAV  CAU  CAZ    9.01  30.0  1
 OBH  Var_03    CAP  CBA  CAV  CAU   36.12  30.0  2
 OBH  Var_04    CAE  CAF  CAH  CAY    0.43  30.0  1
 OBH  Var_05    CAE  CAG  CAI  CAY   -0.53  30.0  1
 OBH  Var_06    CAG  CAE  CAF  CAH    0.53  30.0  1
 OBH  Var_07    CAI  CAG  CAE  CAF   -0.48  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
 OBH  chir_01  CBC  CAV  OAS  CBD  positiv
 OBH  chir_02  CBB  OAS  CAR  CAU  negativ
 OBH  chir_03  CBD  SBE  CAR  CBC  positiv
 OBH  chir_04  CAY  OAT  CAI  CAH  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
 OBH  plan-1  CAN  0.020
 OBH  plan-1  CAJ  0.020
 OBH  plan-1  CAW  0.020
 OBH  plan-1  OAC  0.020
 OBH  plan-1  CAK  0.020
 OBH  plan-1  CAO  0.020
 OBH  plan-1  CAZ  0.020
 OBH  plan-1  CAU  0.020
 OBH  plan-1  H1   0.020
 OBH  plan-1  H2   0.020
 OBH  plan-1  H4   0.020
 OBH  plan-1  H5   0.020
 OBH  plan-2  CAV  0.020
 OBH  plan-2  CBA  0.020
 OBH  plan-2  CAP  0.020
 OBH  plan-2  CAL  0.020
 OBH  plan-2  CAX  0.020
 OBH  plan-2  OAD  0.020
 OBH  plan-2  CAM  0.020
 OBH  plan-2  CAQ  0.020
 OBH  plan-2  H6   0.020
 OBH  plan-2  H7   0.020
 OBH  plan-2  H9   0.020
 OBH  plan-2  H10  0.020

