# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Sun Jun 14 11:56:45 2020
#   Inital geometry file: a 149 line input string
#   Ligand name: (1R,2S,4R)-N-(4-chlorophenyl)-N-ethyl-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(c1ccc(Cl)cc1)[S](=O)(=O)[C@H]2C[C@H]3O[C@@H]2C(=C3c4ccc(O)cc4)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
 OB7  OB7  (1R,2S,4R)-N-(4-chlorophenyl)-N-ethyl-5,6-bis(4-hydroxyphenyl)-7-oxabicyclo[2.2.1]hept-5-ene-2-sulfonamide  ligand  58  34  .  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_OB7
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
 OB7  C01  C   CR6   0   0.345  -5.1691  -3.0512   0.7638
 OB7  C02  C   CR16  0  -0.322  -3.8431  -3.4704   0.6990
 OB7  C03  C   CR16  0  -0.322  -2.8793  -2.6346   0.1623
 OB7  C04  C   CR6   0   0.041  -3.1962  -1.3561  -0.3078
 OB7  C05  C   CR16  0  -0.307  -4.5353  -0.9607  -0.2493
 OB7  C06  C   CR16  0  -0.367  -5.5093  -1.7896   0.2761
 OB7  O01  O   OH1   0  -0.628  -6.0748  -3.8964   1.2904
 OB7  C07  C   C     0   0.133  -2.1601  -0.5041  -0.8744
 OB7  C08  C   C     0   0.068  -2.0103   0.8306  -0.9505
 OB7  C09  C   CH1   0  -0.086  -0.6495   1.0305  -1.5990
 OB7  C10  C   CH2   0  -0.438   0.4068   0.7255  -0.5041
 OB7  C11  C   CH1   0  -0.449   0.2056  -0.7923  -0.3526
 OB7  C12  C   CH1   0  -0.120  -0.8704  -1.0592  -1.4543
 OB7  C13  C   CR6   0   0.010  -2.7771   1.9368  -0.3837
 OB7  C14  C   CR16  0  -0.298  -2.9375   3.1267  -1.0950
 OB7  C15  C   CR16  0  -0.369  -3.6432   4.1960  -0.5681
 OB7  C16  C   CR6   0   0.347  -4.1986   4.1031   0.7053
 OB7  C17  C   CR16  0  -0.318  -4.0348   2.9274   1.4381
 OB7  C18  C   CR16  0  -0.301  -3.3335   1.8668   0.8971
 OB7  O02  O   OH1   0  -0.627  -4.8875   5.1082   1.2749
 OB7  O03  O   O2    0  -0.450  -0.5308  -0.1074  -2.4323
 OB7  S01  S   S     0   1.356   1.6766  -1.7712  -0.6563
 OB7  N01  N   N     0  -0.686   2.6835  -1.4767   0.6124
 OB7  C19  C   CR6   0   0.323   3.6784  -0.4702   0.5208
 OB7  C20  C   CR16  0  -0.263   3.5304   0.7162   1.2315
 OB7  C21  C   CR16  0  -0.214   4.5107   1.6939   1.1822
 OB7  C22  C   CR6   0  -0.036   5.6378   1.4778   0.4038
 OB7  C23  C   CR16  0  -0.219   5.8032   0.3013  -0.3101
 OB7  C24  C   CR16  0  -0.254   4.8221  -0.6759  -0.2415
 OB7  CL1  CL  CL    0  -0.121   6.8651   2.6975   0.3289
 OB7  C25  C   CH2   0  -0.314   2.4722  -2.1603   1.8937
 OB7  C26  C   CH3   0  -0.644   3.4653  -3.2865   2.1067
 OB7  O04  O   OS    0  -0.659   1.2581  -3.1648  -0.5708
 OB7  O05  O   OS    0  -0.644   2.3312  -1.2960  -1.8632
 OB7  H1   H   HCR6  0   0.267  -3.5692  -4.4511   1.0667
 OB7  H2   H   HCR6  0   0.241  -1.8572  -2.9933   0.1223
 OB7  H3   H   HCR6  0   0.262  -4.8298   0.0065  -0.6347
 OB7  H4   H   HCR6  0   0.274  -6.5406  -1.4556   0.2981
 OB7  H5   H   HOH1  0   0.476  -6.9528  -3.4988   1.2818
 OB7  H6   H   HCH1  0   0.264  -0.4868   1.9560  -2.1484
 OB7  H7   H   HCH2  0   0.278   1.4021   0.9894  -0.8612
 OB7  H8   H   HCH2  0   0.275   0.2259   1.2653   0.4233
 OB7  H9   H   HCH1  0   0.335  -0.1383  -1.0879   0.6407
 OB7  H10  H   HCH1  0   0.286  -0.9078  -2.0692  -1.8610
 OB7  H11  H   HCR6  0   0.260  -2.5170   3.2257  -2.0882
 OB7  H12  H   HCR6  0   0.274  -3.7556   5.1030  -1.1515
 OB7  H13  H   HCR6  0   0.267  -4.4500   2.8528   2.4354
 OB7  H14  H   HCR6  0   0.257  -3.2076   0.9707   1.4914
 OB7  H15  H   HOH1  0   0.476  -4.9217   5.8702   0.6857
 OB7  H16  H   HCR6  0   0.279   2.6444   0.8810   1.8319
 OB7  H17  H   HCR6  0   0.285   4.3913   2.6141   1.7375
 OB7  H18  H   HCR6  0   0.285   6.6900   0.1400  -0.9075
 OB7  H19  H   HCR6  0   0.276   4.9547  -1.6039  -0.7802
 OB7  H20  H   HCH2  0   0.262   2.5522  -1.4165   2.6874
 OB7  H21  H   HCH2  0   0.255   1.4516  -2.5394   1.9371
 OB7  H22  H   HCH3  0   0.233   3.3582  -4.0482   1.3354
 OB7  H23  H   HCH3  0   0.230   4.4909  -2.9164   2.0860
 OB7  H24  H   HCH3  0   0.237   3.2991  -3.7544   3.0771

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
 OB7  CL1  C22  single    1.732  0.020  1.732
 OB7  C23  C22  aromatic  1.386  0.020  1.386
 OB7  C23  C24  aromatic  1.386  0.020  1.386
 OB7  C22  C21  aromatic  1.387  0.020  1.387
 OB7  C24  C19  aromatic  1.390  0.020  1.390
 OB7  O05  S01  double    1.453  0.020  1.453
 OB7  C21  C20  aromatic  1.385  0.020  1.385
 OB7  C19  C20  aromatic  1.391  0.020  1.391
 OB7  C19  N01  single    1.418  0.020  1.418
 OB7  N01  S01  single    1.646  0.020  1.646
 OB7  N01  C25  single    1.468  0.020  1.468
 OB7  S01  O04  double    1.458  0.020  1.458
 OB7  S01  C11  single    1.793  0.020  1.793
 OB7  C10  C11  single    1.539  0.020  1.539
 OB7  C10  C09  single    1.552  0.020  1.552
 OB7  C26  C25  single    1.517  0.020  1.517
 OB7  C11  C12  single    1.563  0.020  1.563
 OB7  C09  O03  single    1.415  0.020  1.415
 OB7  C09  C08  single    1.521  0.020  1.521
 OB7  O03  C12  single    1.406  0.020  1.406
 OB7  C12  C07  single    1.519  0.020  1.519
 OB7  C08  C13  single    1.460  0.020  1.460
 OB7  C08  C07  double    1.345  0.020  1.345
 OB7  C13  C18  aromatic  1.398  0.020  1.398
 OB7  C13  C14  aromatic  1.395  0.020  1.395
 OB7  C18  C17  aromatic  1.382  0.020  1.382
 OB7  C14  C15  aromatic  1.385  0.020  1.385
 OB7  C17  C16  aromatic  1.395  0.020  1.395
 OB7  C15  C16  aromatic  1.392  0.020  1.392
 OB7  C16  O02  single    1.345  0.020  1.345
 OB7  C07  C04  single    1.456  0.020  1.456
 OB7  C04  C05  aromatic  1.397  0.020  1.397
 OB7  C04  C03  aromatic  1.399  0.020  1.399
 OB7  C05  C06  aromatic  1.383  0.020  1.383
 OB7  C06  C01  aromatic  1.395  0.020  1.395
 OB7  C03  C02  aromatic  1.384  0.020  1.384
 OB7  C02  C01  aromatic  1.392  0.020  1.392
 OB7  C01  O01  single    1.346  0.020  1.346
 OB7  C02  H1   single    0.930  0.020  1.080
 OB7  C03  H2   single    0.930  0.020  1.080
 OB7  C05  H3   single    0.930  0.020  1.080
 OB7  C06  H4   single    0.930  0.020  1.080
 OB7  O01  H5   single    0.850  0.020  0.980
 OB7  C09  H6   single    0.970  0.020  1.090
 OB7  C10  H7   single    0.970  0.020  1.090
 OB7  C10  H8   single    0.970  0.020  1.090
 OB7  C11  H9   single    0.970  0.020  1.090
 OB7  C12  H10  single    0.970  0.020  1.090
 OB7  C14  H11  single    0.930  0.020  1.080
 OB7  C15  H12  single    0.930  0.020  1.080
 OB7  C17  H13  single    0.930  0.020  1.080
 OB7  C18  H14  single    0.930  0.020  1.080
 OB7  O02  H15  single    0.850  0.020  0.980
 OB7  C20  H16  single    0.930  0.020  1.080
 OB7  C21  H17  single    0.930  0.020  1.080
 OB7  C23  H18  single    0.930  0.020  1.080
 OB7  C24  H19  single    0.930  0.020  1.080
 OB7  C25  H20  single    0.970  0.020  1.090
 OB7  C25  H21  single    0.970  0.020  1.090
 OB7  C26  H22  single    0.970  0.020  1.090
 OB7  C26  H23  single    0.970  0.020  1.090
 OB7  C26  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
 OB7  O01  C01  C06  122.73  3.000
 OB7  O01  C01  C02  118.03  3.000
 OB7  C06  C01  C02  119.24  3.000
 OB7  H1   C02  C03  120.17  3.000
 OB7  H1   C02  C01  119.87  3.000
 OB7  C03  C02  C01  119.97  3.000
 OB7  H2   C03  C04  120.25  3.000
 OB7  H2   C03  C02  118.11  3.000
 OB7  C04  C03  C02  121.64  3.000
 OB7  C07  C04  C05  122.17  3.000
 OB7  C05  C04  C03  117.50  3.000
 OB7  C07  C04  C03  120.29  3.000
 OB7  H3   C05  C06  118.65  3.000
 OB7  H3   C05  C04  119.92  3.000
 OB7  C06  C05  C04  121.42  3.000
 OB7  H4   C06  C05  119.54  3.000
 OB7  H4   C06  C01  120.24  3.000
 OB7  C05  C06  C01  120.22  3.000
 OB7  H5   O01  C01  110.51  3.000
 OB7  C12  C07  C08  104.27  3.000
 OB7  C08  C07  C04  132.98  3.000
 OB7  C12  C07  C04  122.60  3.000
 OB7  C13  C08  C09  122.40  3.000
 OB7  C13  C08  C07  132.15  3.000
 OB7  C09  C08  C07  104.72  3.000
 OB7  H6   C09  O03  111.95  3.000
 OB7  H6   C09  C10  114.93  3.000
 OB7  O03  C09  C10  101.56  3.000
 OB7  H6   C09  C08  117.44  3.000
 OB7  O03  C09  C08  102.74  3.000
 OB7  C10  C09  C08  106.41  3.000
 OB7  H8   C10  H7   108.12  3.000
 OB7  H8   C10  C11  112.56  3.000
 OB7  H7   C10  C11  112.99  3.000
 OB7  H8   C10  C09  113.00  3.000
 OB7  H7   C10  C09  110.05  3.000
 OB7  C11  C10  C09  100.04  3.000
 OB7  H9   C11  S01  105.35  3.000
 OB7  H9   C11  C12  112.22  3.000
 OB7  S01  C11  C12  110.62  3.000
 OB7  H9   C11  C10  113.44  3.000
 OB7  C12  C11  C10  100.90  3.000
 OB7  S01  C11  C10  114.49  3.000
 OB7  H10  C12  O03  112.09  3.000
 OB7  H10  C12  C11  116.43  3.000
 OB7  O03  C12  C11  102.03  3.000
 OB7  H10  C12  C07  116.88  3.000
 OB7  O03  C12  C07  102.89  3.000
 OB7  C11  C12  C07  104.66  3.000
 OB7  C18  C13  C14  117.64  3.000
 OB7  C14  C13  C08  120.56  3.000
 OB7  C18  C13  C08  121.77  3.000
 OB7  H11  C14  C15  118.42  3.000
 OB7  H11  C14  C13  120.05  3.000
 OB7  C15  C14  C13  121.52  3.000
 OB7  H12  C15  C16  120.44  3.000
 OB7  H12  C15  C14  119.60  3.000
 OB7  C16  C15  C14  119.97  3.000
 OB7  O02  C16  C17  117.87  3.000
 OB7  O02  C16  C15  122.80  3.000
 OB7  C17  C16  C15  119.33  3.000
 OB7  H13  C17  C18  120.15  3.000
 OB7  H13  C17  C16  119.80  3.000
 OB7  C18  C17  C16  120.05  3.000
 OB7  H14  C18  C17  118.65  3.000
 OB7  H14  C18  C13  119.87  3.000
 OB7  C17  C18  C13  121.48  3.000
 OB7  H15  O02  C16  110.49  3.000
 OB7  C12  O03  C09   96.57  3.000
 OB7  O05  S01  O04  119.39  3.000
 OB7  O04  S01  N01  107.54  3.000
 OB7  O05  S01  N01  107.82  3.000
 OB7  O04  S01  C11  106.05  3.000
 OB7  N01  S01  C11  105.88  3.000
 OB7  O05  S01  C11  109.38  3.000
 OB7  C25  N01  C19  119.21  3.000
 OB7  C25  N01  S01  120.09  3.000
 OB7  C19  N01  S01  120.42  3.000
 OB7  C24  C19  C20  119.61  3.000
 OB7  C20  C19  N01  119.85  3.000
 OB7  C24  C19  N01  120.51  3.000
 OB7  H16  C20  C21  119.43  3.000
 OB7  H16  C20  C19  120.02  3.000
 OB7  C21  C20  C19  120.56  3.000
 OB7  H17  C21  C22  120.70  3.000
 OB7  H17  C21  C20  120.27  3.000
 OB7  C22  C21  C20  119.02  3.000
 OB7  CL1  C22  C23  119.41  3.000
 OB7  C23  C22  C21  121.22  3.000
 OB7  CL1  C22  C21  119.38  3.000
 OB7  H18  C23  C24  120.17  3.000
 OB7  H18  C23  C22  120.60  3.000
 OB7  C24  C23  C22  119.24  3.000
 OB7  H19  C24  C23  119.58  3.000
 OB7  H19  C24  C19  120.08  3.000
 OB7  C23  C24  C19  120.34  3.000
 OB7  H21  C25  H20  106.08  3.000
 OB7  H21  C25  C26  110.45  3.000
 OB7  H20  C25  C26  110.87  3.000
 OB7  H21  C25  N01  109.37  3.000
 OB7  H20  C25  N01  107.89  3.000
 OB7  C26  C25  N01  111.98  3.000
 OB7  H24  C26  H23  107.81  3.000
 OB7  H24  C26  H22  108.37  3.000
 OB7  H23  C26  H22  108.44  3.000
 OB7  H24  C26  C25  110.12  3.000
 OB7  H23  C26  C25  111.17  3.000
 OB7  H22  C26  C25  110.82  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
 OB7  CONST_01  C04  C05  C06  C01    0.00   0.0  0
 OB7  CONST_02  C04  C03  C02  C01    0.00   0.0  0
 OB7  CONST_03  C05  C04  C03  C02    0.00   0.0  0
 OB7  CONST_04  C05  C06  C01  C02    0.00   0.0  0
 OB7  CONST_05  C06  C05  C04  C03    0.00   0.0  0
 OB7  CONST_06  C06  C01  C02  C03    0.00   0.0  0
 OB7  CONST_07  C16  C17  C18  C13    0.00   0.0  0
 OB7  CONST_08  C16  C15  C14  C13    0.00   0.0  0
 OB7  CONST_09  C17  C18  C13  C14    0.00   0.0  0
 OB7  CONST_10  C17  C16  C15  C14    0.00   0.0  0
 OB7  CONST_11  C18  C13  C14  C15    0.00   0.0  0
 OB7  CONST_12  C18  C17  C16  C15    0.00   0.0  0
 OB7  CONST_13  C22  C23  C24  C19    0.00   0.0  0
 OB7  CONST_14  C22  C21  C20  C19    0.00   0.0  0
 OB7  CONST_15  C23  C22  C21  C20    0.00   0.0  0
 OB7  CONST_16  C23  C24  C19  C20    0.00   0.0  0
 OB7  CONST_17  C24  C23  C22  C21    0.00   0.0  0
 OB7  CONST_18  C24  C19  C20  C21    0.00   0.0  0
 OB7  CONST_19  C07  C04  C03  C02  180.00   0.0  0
 OB7  CONST_20  C07  C04  C05  C06  180.00   0.0  0
 OB7  CONST_21  C17  C18  C13  C08  180.00   0.0  0
 OB7  CONST_22  C15  C14  C13  C08  180.00   0.0  0
 OB7  CONST_23  O01  C01  C02  C03  180.00   0.0  0
 OB7  CONST_24  O01  C01  C06  C05  180.00   0.0  0
 OB7  CONST_25  O02  C16  C15  C14  180.00   0.0  0
 OB7  CONST_26  O02  C16  C17  C18  180.00   0.0  0
 OB7  CONST_27  C23  C24  C19  N01  180.00   0.0  0
 OB7  CONST_28  C21  C20  C19  N01  180.00   0.0  0
 OB7  CONST_29  CL1  C22  C21  C20  180.00   0.0  0
 OB7  CONST_30  CL1  C22  C23  C24  180.00   0.0  0
 OB7  CONST_31  H3   C05  C06  C01  180.00   0.0  0
 OB7  CONST_32  H2   C03  C02  C01  180.00   0.0  0
 OB7  CONST_33  H4   C06  C01  C02  180.00   0.0  0
 OB7  CONST_34  H1   C02  C03  C04  180.00   0.0  0
 OB7  CONST_35  H14  C18  C13  C08    0.00   0.0  0
 OB7  CONST_36  H11  C14  C13  C08    0.00   0.0  0
 OB7  CONST_37  H13  C17  C18  C13  180.00   0.0  0
 OB7  CONST_38  H12  C15  C14  C13  180.00   0.0  0
 OB7  CONST_39  H18  C23  C24  C19  180.00   0.0  0
 OB7  CONST_40  H17  C21  C20  C19  180.00   0.0  0
 OB7  CONST_41  H19  C24  C19  C20  180.00   0.0  0
 OB7  CONST_42  H16  C20  C21  C22  180.00   0.0  0
 OB7  Var_01    C12  C07  C04  C03   22.94  30.0  2
 OB7  Var_02    C09  C08  C07  C04  176.58  30.0  1
 OB7  Var_03    C18  C13  C08  C07   37.63  30.0  2
 OB7  Var_04    C19  N01  S01  C11  -94.18  30.0  2
 OB7  Var_05    C26  C25  N01  C19  -82.48  30.0  3
 OB7  Var_06    H22  C26  C25  N01  -61.67  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
 OB7  chir_01  C09  C10  O03  C08  negativ
 OB7  chir_02  C11  S01  C10  C12  negativ
 OB7  chir_03  C12  O03  C11  C07  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
 OB7  plan-1  C01  0.020
 OB7  plan-1  C02  0.020
 OB7  plan-1  C03  0.020
 OB7  plan-1  C04  0.020
 OB7  plan-1  C05  0.020
 OB7  plan-1  C06  0.020
 OB7  plan-1  O01  0.020
 OB7  plan-1  C07  0.020
 OB7  plan-1  H1   0.020
 OB7  plan-1  H2   0.020
 OB7  plan-1  H3   0.020
 OB7  plan-1  H4   0.020
 OB7  plan-2  C08  0.020
 OB7  plan-2  C13  0.020
 OB7  plan-2  C14  0.020
 OB7  plan-2  C15  0.020
 OB7  plan-2  C16  0.020
 OB7  plan-2  C17  0.020
 OB7  plan-2  C18  0.020
 OB7  plan-2  O02  0.020
 OB7  plan-2  H11  0.020
 OB7  plan-2  H12  0.020
 OB7  plan-2  H13  0.020
 OB7  plan-2  H14  0.020
 OB7  plan-3  N01  0.020
 OB7  plan-3  C19  0.020
 OB7  plan-3  C20  0.020
 OB7  plan-3  C21  0.020
 OB7  plan-3  C22  0.020
 OB7  plan-3  C23  0.020
 OB7  plan-3  C24  0.020
 OB7  plan-3  CL1  0.020
 OB7  plan-3  H16  0.020
 OB7  plan-3  H17  0.020
 OB7  plan-3  H18  0.020
 OB7  plan-3  H19  0.020
 OB7  plan-4  S01  0.020
 OB7  plan-4  N01  0.020
 OB7  plan-4  C19  0.020
 OB7  plan-4  C25  0.020

