# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 23:04:46 2020
#   Inital geometry file: a 162 line input string
#   Ligand name: (2R)-N-hydroxy-2-methyl-2-(methylsulfonyl)-4-{4'-[3-(morpholin-4-yl)propoxy]biphenyl-4-yl}butanamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@](CCc1ccc(cc1)c2ccc(OCCCN3CCOCC3)cc2)(C(=O)NO)[S](C)(=O)=O
#
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
 03I  03I  (2R)-N-hydroxy-2-methyl-2-(methylsulfonyl)-4-{4'-[3-(morpholin-4-yl)propoxy]biphenyl-4-yl}butanamide  ligand  68  34  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_03I
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
 03I  C1    C  CR6   0   0.069   -1.0296   0.8544  -0.2155
 03I  C2    C  CR16  0  -0.297   -1.6862   1.9384   0.3761
 03I  C3    C  CR16  0  -0.333   -3.0522   1.9317   0.5781
 03I  C4    C  CR6   0   0.376   -3.8183   0.8297   0.1919
 03I  C5    C  CR16  0  -0.368   -3.1832  -0.2605  -0.3983
 03I  C6    C  CR16  0  -0.301   -1.8085  -0.2362  -0.5930
 03I  O7    O  O2    0  -0.474   -5.1411   0.9082   0.4255
 03I  C8    C  CR6   0   0.084    0.4303   0.8640  -0.4288
 03I  C9    C  CR16  0  -0.302    1.2878   1.4935   0.4756
 03I  C10   C  CR16  0  -0.292    2.6588   1.4983   0.2752
 03I  C11   C  CR6   0   0.131    3.2275   0.8725  -0.8311
 03I  C12   C  CR16  0  -0.295    2.3750   0.2444  -1.7340
 03I  C13   C  CR16  0  -0.301    1.0021   0.2425  -1.5406
 03I  C14   C  CH2   0  -0.543    4.7191   0.8386  -1.0127
 03I  C15   C  CH2   0  -0.431    5.3085  -0.3468  -0.2430
 03I  C16   C  CT    0  -0.409    6.8303  -0.5480  -0.3230
 03I  C17   C  C     0   0.593    7.1798  -1.7536   0.5626
 03I  S18   S  S     0   1.218    7.7629   0.8562   0.4261
 03I  C19   C  CH3   0  -0.794    6.9170   1.3468   1.9130
 03I  O20   O  OS    0  -0.670    9.0818   0.3358   0.7900
 03I  O21   O  OS    0  -0.664    7.7147   1.9844  -0.5052
 03I  C22   C  CH3   0  -0.721    7.3208  -0.6387  -1.7661
 03I  N23   N  NH1   0  -0.367    7.9068  -2.7103  -0.0232
 03I  O24   O  O     0  -0.462    6.8070  -1.8094   1.7207
 03I  C25   C  CH2   0  -0.170   -5.9680  -0.1809   0.0479
 03I  C26   C  CH2   0  -0.486   -7.3994   0.1667   0.4001
 03I  C27   C  CH2   0  -0.258   -8.3349  -0.9563  -0.0289
 03I  O28   O  OH1   0  -0.534    8.1507  -3.8693   0.6425
 03I  N29   N  NT    0  -0.426   -9.7142  -0.7403   0.3630
 03I  C30   C  CH2   0  -0.302  -10.5030  -1.9421   0.1561
 03I  C31   C  CH2   0  -0.190  -11.9360  -1.7179   0.5965
 03I  O32   O  O2    0  -0.485  -12.5237  -0.6335  -0.0880
 03I  C33   C  CH2   0  -0.186  -11.7722   0.5428   0.1096
 03I  C34   C  CH2   0  -0.310  -10.3310   0.3753  -0.3339
 03I  H2    H  HCR6  0   0.254   -1.1259   2.8167   0.6718
 03I  H3    H  HCR6  0   0.262   -3.5387   2.7876   1.0289
 03I  H5    H  HCR6  0   0.280   -3.7335  -1.1384  -0.7078
 03I  H6    H  HCR6  0   0.256   -1.3396  -1.1069  -1.0340
 03I  H9    H  HCR6  0   0.251    0.8852   1.9717   1.3600
 03I  H10   H  HCR6  0   0.249    3.2958   1.9948   0.9990
 03I  H12   H  HCR6  0   0.248    2.7866  -0.2404  -2.6116
 03I  H13   H  HCR6  0   0.251    0.3693  -0.2344  -2.2791
 03I  H14   H  HCH2  0   0.264    4.9583   0.7573  -2.0742
 03I  H14A  H  HCH2  0   0.255    5.1490   1.7810  -0.6711
 03I  H15   H  HCH2  0   0.275    5.0022  -0.2918   0.8026
 03I  H15A  H  HCH2  0   0.287    4.8601  -1.2663  -0.6327
 03I  H19   H  HCH3  0   0.304    6.8784   0.5191   2.6127
 03I  H19A  H  HCH3  0   0.318    7.5064   2.1657   2.3244
 03I  H19B  H  HCH3  0   0.288    5.9167   1.7032   1.6812
 03I  H22   H  HCH3  0   0.291    7.0715   0.2609  -2.3218
 03I  H22A  H  HCH3  0   0.271    8.4000  -0.7741  -1.8418
 03I  H22B  H  HCH3  0   0.280    6.8269  -1.4713  -2.2690
 03I  HN23  H  HNH1  0   0.434    8.1571  -2.7220  -1.0000
 03I  H25   H  HCH2  0   0.223   -5.8780  -0.3704  -1.0282
 03I  H25A  H  HCH2  0   0.224   -5.6559  -1.0928   0.5701
 03I  H26   H  HCH2  0   0.237   -7.4930   0.3236   1.4776
 03I  H26A  H  HCH2  0   0.241   -7.6664   1.1042  -0.0930
 03I  H27   H  HCH2  0   0.194   -8.2459  -1.1123  -1.1186
 03I  H27A  H  HCH2  0   0.234   -8.0022  -1.8867   0.4415
 03I  HO28  H  HOH1  0   0.482    9.0036  -3.7561   1.0835
 03I  H30   H  HCH2  0   0.195  -10.4915  -2.2625  -0.9005
 03I  H30A  H  HCH2  0   0.242  -10.0764  -2.7604   0.7419
 03I  H31   H  HCH2  0   0.236  -12.5359  -2.6039   0.3828
 03I  H31A  H  HCH2  0   0.200  -11.9628  -1.5456   1.6822
 03I  H33   H  HCH2  0   0.236  -12.2478   1.3371  -0.4677
 03I  H33A  H  HCH2  0   0.199  -11.7927   0.8375   1.1686
 03I  H34   H  HCH2  0   0.244   -9.8013   1.3016  -0.1041
 03I  H34A  H  HCH2  0   0.195  -10.2906   0.2402  -1.4293

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
 03I  C2   C1    aromatic  1.399  0.020  1.399
 03I  C1   C6    aromatic  1.392  0.020  1.392
 03I  C1   C8    single    1.475  0.020  1.475
 03I  C3   C2    aromatic  1.381  0.020  1.381
 03I  C2   H2    single    0.930  0.020  1.080
 03I  C3   C4    aromatic  1.396  0.020  1.396
 03I  C3   H3    single    0.930  0.020  1.080
 03I  O7   C4    single    1.346  0.020  1.346
 03I  C4   C5    aromatic  1.393  0.020  1.393
 03I  C5   C6    aromatic  1.389  0.020  1.389
 03I  C5   H5    single    0.930  0.020  1.080
 03I  C6   H6    single    0.930  0.020  1.080
 03I  O7   C25   single    1.419  0.020  1.419
 03I  C8   C9    aromatic  1.396  0.020  1.396
 03I  C8   C13   aromatic  1.396  0.020  1.396
 03I  C9   C10   aromatic  1.386  0.020  1.386
 03I  C9   H9    single    0.930  0.020  1.080
 03I  C10  C11   aromatic  1.392  0.020  1.392
 03I  C10  H10   single    0.930  0.020  1.080
 03I  C11  C12   aromatic  1.392  0.020  1.392
 03I  C11  C14   single    1.503  0.020  1.503
 03I  C13  C12   aromatic  1.387  0.020  1.387
 03I  C12  H12   single    0.930  0.020  1.080
 03I  C13  H13   single    0.930  0.020  1.080
 03I  C14  C15   single    1.531  0.020  1.531
 03I  C14  H14   single    0.970  0.020  1.090
 03I  C14  H14A  single    0.970  0.020  1.090
 03I  C15  C16   single    1.537  0.020  1.537
 03I  C15  H15   single    0.970  0.020  1.090
 03I  C15  H15A  single    0.970  0.020  1.090
 03I  C22  C16   single    1.527  0.020  1.527
 03I  S18  C16   single    1.845  0.020  1.845
 03I  C16  C17   single    1.536  0.020  1.536
 03I  C17  O24   double    1.218  0.020  1.218
 03I  C17  N23   single    1.337  0.020  1.337
 03I  O21  S18   double    1.464  0.020  1.464
 03I  S18  C19   single    1.780  0.020  1.780
 03I  S18  O20   double    1.464  0.020  1.464
 03I  C19  H19   single    0.970  0.020  1.090
 03I  C19  H19A  single    0.970  0.020  1.090
 03I  C19  H19B  single    0.970  0.020  1.090
 03I  C22  H22   single    0.970  0.020  1.090
 03I  C22  H22A  single    0.970  0.020  1.090
 03I  C22  H22B  single    0.970  0.020  1.090
 03I  N23  O28   single    1.359  0.020  1.359
 03I  N23  HN23  single    0.860  0.020  1.020
 03I  C26  C25   single    1.514  0.020  1.514
 03I  C25  H25   single    0.970  0.020  1.090
 03I  C25  H25A  single    0.970  0.020  1.090
 03I  C26  C27   single    1.523  0.020  1.523
 03I  C26  H26   single    0.970  0.020  1.090
 03I  C26  H26A  single    0.970  0.020  1.090
 03I  N29  C27   single    1.450  0.020  1.450
 03I  C27  H27   single    0.970  0.020  1.090
 03I  C27  H27A  single    0.970  0.020  1.090
 03I  O28  HO28  single    0.850  0.020  0.980
 03I  C30  N29   single    1.452  0.020  1.452
 03I  C34  N29   single    1.453  0.020  1.453
 03I  C31  C30   single    1.516  0.020  1.516
 03I  C30  H30   single    0.970  0.020  1.090
 03I  C30  H30A  single    0.970  0.020  1.090
 03I  O32  C31   single    1.411  0.020  1.411
 03I  C31  H31   single    0.970  0.020  1.090
 03I  C31  H31A  single    0.970  0.020  1.090
 03I  O32  C33   single    1.410  0.020  1.410
 03I  C33  C34   single    1.517  0.020  1.517
 03I  C33  H33   single    0.970  0.020  1.090
 03I  C33  H33A  single    0.970  0.020  1.090
 03I  C34  H34   single    0.970  0.020  1.090
 03I  C34  H34A  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
 03I  C8    C1   C6    121.29  3.000
 03I  C8    C1   C2    121.37  3.000
 03I  C6    C1   C2    117.33  3.000
 03I  H2    C2   C3    118.41  3.000
 03I  H2    C2   C1    120.08  3.000
 03I  C3    C2   C1    121.50  3.000
 03I  H3    C3   C4    119.50  3.000
 03I  H3    C3   C2    120.10  3.000
 03I  C4    C3   C2    120.40  3.000
 03I  O7    C4   C5    124.57  3.000
 03I  C5    C4   C3    118.99  3.000
 03I  O7    C4   C3    116.44  3.000
 03I  H5    C5   C6    118.55  3.000
 03I  H5    C5   C4    121.65  3.000
 03I  C6    C5   C4    119.81  3.000
 03I  H6    C6   C5    118.15  3.000
 03I  H6    C6   C1    119.87  3.000
 03I  C5    C6   C1    121.97  3.000
 03I  C25   O7   C4    118.82  3.000
 03I  C13   C8   C9    117.71  3.000
 03I  C13   C8   C1    121.16  3.000
 03I  C9    C8   C1    121.13  3.000
 03I  H9    C9   C10   118.97  3.000
 03I  H9    C9   C8    119.98  3.000
 03I  C10   C9   C8    121.03  3.000
 03I  H10   C10  C11   119.75  3.000
 03I  H10   C10  C9    119.09  3.000
 03I  C11   C10  C9    121.16  3.000
 03I  C14   C11  C12   121.29  3.000
 03I  C14   C11  C10   120.76  3.000
 03I  C12   C11  C10   117.92  3.000
 03I  H12   C12  C13   119.24  3.000
 03I  H12   C12  C11   119.65  3.000
 03I  C13   C12  C11   121.11  3.000
 03I  H13   C13  C12   118.95  3.000
 03I  H13   C13  C8    119.98  3.000
 03I  C12   C13  C8    121.07  3.000
 03I  H14A  C14  H14   106.42  3.000
 03I  H14A  C14  C15   111.08  3.000
 03I  H14   C14  C15   110.30  3.000
 03I  H14A  C14  C11   109.50  3.000
 03I  H14   C14  C11   109.68  3.000
 03I  C15   C14  C11   109.80  3.000
 03I  H15A  C15  H15   105.58  3.000
 03I  H15A  C15  C16   106.08  3.000
 03I  H15   C15  C16   109.54  3.000
 03I  H15A  C15  C14   108.28  3.000
 03I  H15   C15  C14   109.55  3.000
 03I  C16   C15  C14   117.14  3.000
 03I  C22   C16  S18   105.46  3.000
 03I  S18   C16  C17   104.38  3.000
 03I  C22   C16  C17   115.16  3.000
 03I  C17   C16  C15   107.34  3.000
 03I  S18   C16  C15   112.32  3.000
 03I  C22   C16  C15   112.03  3.000
 03I  O24   C17  N23   123.40  3.000
 03I  N23   C17  C16   115.64  3.000
 03I  O24   C17  C16   120.96  3.000
 03I  O21   S18  O20   117.51  3.000
 03I  O20   S18  C19   108.57  3.000
 03I  O21   S18  C19   107.66  3.000
 03I  O20   S18  C16   106.61  3.000
 03I  C19   S18  C16   107.99  3.000
 03I  O21   S18  C16   108.17  3.000
 03I  H19B  C19  H19A  109.38  3.000
 03I  H19B  C19  H19   110.80  3.000
 03I  H19A  C19  H19   110.44  3.000
 03I  H19B  C19  S18   110.47  3.000
 03I  H19A  C19  S18   105.40  3.000
 03I  H19   C19  S18   110.22  3.000
 03I  H22B  C22  H22A  108.74  3.000
 03I  H22B  C22  H22   106.99  3.000
 03I  H22A  C22  H22   107.12  3.000
 03I  H22B  C22  C16   109.61  3.000
 03I  H22A  C22  C16   113.02  3.000
 03I  H22   C22  C16   111.13  3.000
 03I  HN23  N23  O28   114.84  3.000
 03I  HN23  N23  C17   124.60  3.000
 03I  O28   N23  C17   119.57  3.000
 03I  H25A  C25  H25   107.48  3.000
 03I  H25A  C25  C26   110.44  3.000
 03I  H25   C25  C26   110.21  3.000
 03I  H25A  C25  O7    110.24  3.000
 03I  H25   C25  O7    110.25  3.000
 03I  C26   C25  O7    108.23  3.000
 03I  H26A  C26  H26   107.51  3.000
 03I  H26A  C26  C27   110.82  3.000
 03I  H26   C26  C27   109.32  3.000
 03I  H26A  C26  C25   108.84  3.000
 03I  H26   C26  C25   110.07  3.000
 03I  C27   C26  C25   110.23  3.000
 03I  H27A  C27  H27   106.23  3.000
 03I  H27A  C27  N29   107.44  3.000
 03I  H27   C27  N29   111.37  3.000
 03I  H27A  C27  C26   108.60  3.000
 03I  H27   C27  C26   109.42  3.000
 03I  N29   C27  C26   113.47  3.000
 03I  HO28  O28  N23   106.38  3.000
 03I  C34   N29  C30   109.66  3.000
 03I  C34   N29  C27   112.87  3.000
 03I  C30   N29  C27   110.79  3.000
 03I  H30A  C30  H30   106.95  3.000
 03I  H30A  C30  C31   108.90  3.000
 03I  H30   C30  C31   109.32  3.000
 03I  H30A  C30  N29   109.33  3.000
 03I  H30   C30  N29   111.77  3.000
 03I  C31   C30  N29   110.47  3.000
 03I  H31A  C31  H31   107.89  3.000
 03I  H31A  C31  O32   110.40  3.000
 03I  H31   C31  O32   107.47  3.000
 03I  H31A  C31  C30   109.45  3.000
 03I  H31   C31  C30   110.05  3.000
 03I  O32   C31  C30   111.50  3.000
 03I  C33   O32  C31   110.57  3.000
 03I  H33A  C33  H33   107.84  3.000
 03I  H33A  C33  C34   109.20  3.000
 03I  H33   C33  C34   109.86  3.000
 03I  H33A  C33  O32   110.41  3.000
 03I  H33   C33  O32   107.52  3.000
 03I  C34   C33  O32   111.92  3.000
 03I  H34A  C34  H34   107.14  3.000
 03I  H34A  C34  C33   109.77  3.000
 03I  H34   C34  C33   107.81  3.000
 03I  H34A  C34  N29   111.49  3.000
 03I  H34   C34  N29   110.16  3.000
 03I  C33   C34  N29   110.36  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
 03I  CONST_01  C4    C3   C2   C1      0.00   0.0  0
 03I  CONST_02  C4    C5   C6   C1      0.00   0.0  0
 03I  CONST_03  C10   C9   C8   C1    180.00   0.0  0
 03I  CONST_04  C12   C13  C8   C1    180.00   0.0  0
 03I  CONST_05  C5    C6   C1   C2      0.00   0.0  0
 03I  CONST_08  C5    C4   C3   C2      0.00   0.0  0
 03I  CONST_09  C6    C1   C2   C3      0.00   0.0  0
 03I  CONST_10  C8    C1   C2   C3    180.00   0.0  0
 03I  CONST_11  C6    C5   C4   C3      0.00   0.0  0
 03I  CONST_12  C8    C1   C6   C5    180.00   0.0  0
 03I  CONST_15  C11   C10  C9   C8      0.00   0.0  0
 03I  CONST_16  C11   C12  C13  C8      0.00   0.0  0
 03I  CONST_17  C12   C13  C8   C9      0.00   0.0  0
 03I  CONST_18  C12   C11  C10  C9      0.00   0.0  0
 03I  CONST_19  C13   C8   C9   C10     0.00   0.0  0
 03I  CONST_20  C13   C12  C11  C10     0.00   0.0  0
 03I  CONST_21  O7    C4   C3   C2    180.00   0.0  0
 03I  CONST_22  O7    C4   C5   C6    180.00   0.0  0
 03I  CONST_23  C14   C11  C10  C9    180.00   0.0  0
 03I  CONST_24  C14   C11  C12  C13   180.00   0.0  0
 03I  CONST_25  H3    C3   C2   C1    180.00   0.0  0
 03I  CONST_26  H5    C5   C6   C1    180.00   0.0  0
 03I  CONST_27  H9    C9   C8   C1      0.00   0.0  0
 03I  CONST_28  H13   C13  C8   C1      0.00   0.0  0
 03I  CONST_29  H6    C6   C1   C2    180.00   0.0  0
 03I  CONST_30  H2    C2   C3   C4    180.00   0.0  0
 03I  CONST_31  H10   C10  C9   C8    180.00   0.0  0
 03I  CONST_32  H12   C12  C13  C8    180.00   0.0  0
 03I  CONST_33  O28   N23  C17  C16   180.00   0.0  0
 03I  CONST_34  O28   N23  C17  O24     0.00   0.0  0
 03I  CONST_35  HN23  N23  C17  C16     0.00   0.0  0
 03I  Var_01    O32   C31  C30  N29    57.46  30.0  1
 03I  Var_02    O32   C33  C34  N29   -56.74  30.0  1
 03I  Var_03    C33   C34  N29  C30    55.50  30.0  1
 03I  Var_04    C34   N29  C30  C31   -56.01  30.0  1
 03I  Var_05    C34   C33  O32  C31    57.24  30.0  1
 03I  Var_06    C15   C14  C11  C10    85.21  30.0  2
 03I  Var_07    C30   N29  C27  C26  -169.21  30.0  2
 03I  Var_08    C26   C25  O7   C4   -179.23  30.0  3
 03I  Var_09    C16   C15  C14  C11   179.51  30.0  3
 03I  Var_10    N29   C27  C26  C25   175.74  30.0  3
 03I  Var_11    C27   C26  C25  O7    178.15  30.0  1
 03I  Var_12    H19   C19  S18  C16    60.19  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
 03I  chir_01  C16  C22  S18  C17  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
 03I  plan-1  C1    0.020
 03I  plan-1  C2    0.020
 03I  plan-1  C3    0.020
 03I  plan-1  C4    0.020
 03I  plan-1  C5    0.020
 03I  plan-1  C6    0.020
 03I  plan-1  O7    0.020
 03I  plan-1  C8    0.020
 03I  plan-1  H2    0.020
 03I  plan-1  H3    0.020
 03I  plan-1  H5    0.020
 03I  plan-1  H6    0.020
 03I  plan-2  C1    0.020
 03I  plan-2  C8    0.020
 03I  plan-2  C9    0.020
 03I  plan-2  C10   0.020
 03I  plan-2  C11   0.020
 03I  plan-2  C12   0.020
 03I  plan-2  C13   0.020
 03I  plan-2  C14   0.020
 03I  plan-2  H9    0.020
 03I  plan-2  H10   0.020
 03I  plan-2  H12   0.020
 03I  plan-2  H13   0.020
 03I  plan-3  C16   0.020
 03I  plan-3  C17   0.020
 03I  plan-3  N23   0.020
 03I  plan-3  O24   0.020
 03I  plan-3  O28   0.020
 03I  plan-3  HN23  0.020

