# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May  5 14:34:30 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: methyl [(5R)-3-(4-hydroxyphenyl)-4,5-dihydroisoxazol-5-yl]acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)C[C@H]1CC(=NO1)c2ccc(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
 HDI  HDI  'methyl [(5R)-3-(4-hydroxyphenyl)-4,5-dihydroisoxazol-5-yl]acetate'  ligand  30  17  .  2021-08-11  2021-08-11  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_HDI
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
 HDI  C12   C  CH3   0  -0.427  -0.3105  -1.1640   5.7952
 HDI  C11   C  C     0   0.606   0.2275   0.1486   3.9153
 HDI  O3    O  O     0  -0.451  -0.2224   1.1343   4.4438
 HDI  O4    O  O2    0  -0.452   0.2316  -1.0502   4.4787
 HDI  C10   C  CH2   0  -0.600   0.8839   0.1245   2.5602
 HDI  N1    N  N     0  -0.133  -1.2021   0.7217   0.1943
 HDI  O2    O  O     0  -0.406  -0.9635   1.2075   1.4536
 HDI  C9    C  CR15  0   0.017   0.4578   1.2847   1.6803
 HDI  C8    C  CH2   0  -0.592   1.0606   1.2023   0.2830
 HDI  C7    C  CR5   0   0.210  -0.1232   0.6919  -0.4833
 HDI  C5    C  CR16  0  -0.269  -1.2429  -0.1993  -2.5278
 HDI  C6    C  CR6   0   0.041  -0.0883   0.2420  -1.8707
 HDI  C1    C  CR16  0  -0.305   1.1095   0.2497  -2.5820
 HDI  C2    C  CR16  0  -0.367   1.1643  -0.1676  -3.9025
 HDI  C3    C  CR6   0   0.356   0.0081  -0.6052  -4.5414
 HDI  C4    C  CR16  0  -0.320  -1.2009  -0.6172  -3.8411
 HDI  H121  H  HCH3  0   0.253  -0.2023  -2.2084   6.0723
 HDI  H122  H  HCH3  0   0.240   0.2340  -0.5435   6.5064
 HDI  H123  H  HCH3  0   0.240  -1.3658  -0.8935   5.8154
 HDI  H101  H  HCH2  0   0.299   1.9666   0.1754   2.7178
 HDI  H102  H  HCH2  0   0.283   0.6924  -0.8305   2.0648
 HDI  HC9   H  HCR5  0   0.269   0.6626   2.2375   2.1682
 HDI  HC81  H  HCH2  0   0.296   1.3778   2.1734  -0.1050
 HDI  HC82  H  HCH2  0   0.284   1.9207   0.5329   0.2332
 HDI  HO1   H  HOH1  0   0.478   0.8814  -0.9864  -6.1948
 HDI  HC1   H  HCR6  0   0.265   2.0248   0.5841  -2.1108
 HDI  HC2   H  HCR6  0   0.277   2.1105  -0.1530  -4.4310
 HDI  HC4   H  HCR6  0   0.270  -2.1032  -0.9553  -4.3346
 HDI  HC5   H  HCR6  0   0.259  -2.1889  -0.2144  -2.0022
 HDI  O1    O  OH1   0  -0.624  -0.0049  -1.0238  -5.8177

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
 HDI  C12  O4    single    1.428  0.020  1.428
 HDI  C12  H121  single    0.970  0.020  1.090
 HDI  C12  H122  single    0.970  0.020  1.090
 HDI  C12  H123  single    0.970  0.020  1.090
 HDI  C11  O3    double    1.206  0.020  1.206
 HDI  C11  O4    single    1.325  0.020  1.325
 HDI  C11  C10   single    1.506  0.020  1.506
 HDI  C10  C9    single    1.517  0.020  1.517
 HDI  C10  H101  single    0.970  0.020  1.090
 HDI  C10  H102  single    0.970  0.020  1.090
 HDI  N1   O2    single    1.371  0.020  1.371
 HDI  N1   C7    double    1.274  0.020  1.274
 HDI  O2   C9    single    1.441  0.020  1.441
 HDI  C9   C8    single    1.524  0.020  1.524
 HDI  C9   HC9   single    0.970  0.020  1.090
 HDI  C8   C7    single    1.500  0.020  1.500
 HDI  C8   HC81  single    0.970  0.020  1.090
 HDI  C8   HC82  single    0.970  0.020  1.090
 HDI  C7   C6    single    1.459  0.020  1.459
 HDI  O1   C3    single    1.343  0.020  1.343
 HDI  O1   HO1   single    0.850  0.020  0.980
 HDI  C5   C6    aromatic  1.400  0.020  1.400
 HDI  C5   C4    aromatic  1.379  0.020  1.379
 HDI  C5   HC5   single    0.930  0.020  1.080
 HDI  C6   C1    aromatic  1.393  0.020  1.393
 HDI  C1   C2    aromatic  1.386  0.020  1.386
 HDI  C1   HC1   single    0.930  0.020  1.080
 HDI  C2   C3    aromatic  1.392  0.020  1.392
 HDI  C2   HC2   single    0.930  0.020  1.080
 HDI  C3   C4    aromatic  1.397  0.020  1.397
 HDI  C4   HC4   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
 HDI  H123  C12  H122  109.30  3.000
 HDI  H123  C12  H121  109.31  3.000
 HDI  H122  C12  H121  109.35  3.000
 HDI  H123  C12  O4    111.40  3.000
 HDI  H122  C12  O4    111.50  3.000
 HDI  H121  C12  O4    105.90  3.000
 HDI  C10   C11  O4    111.52  3.000
 HDI  C10   C11  O3    124.77  3.000
 HDI  O4    C11  O3    123.69  3.000
 HDI  C11   O4   C12   117.58  3.000
 HDI  H102  C10  H101  106.21  3.000
 HDI  H102  C10  C9    110.86  3.000
 HDI  H101  C10  C9    109.00  3.000
 HDI  H102  C10  C11   110.21  3.000
 HDI  H101  C10  C11   107.50  3.000
 HDI  C9    C10  C11   112.78  3.000
 HDI  C7    N1   O2    110.45  3.000
 HDI  C9    O2   N1    109.58  3.000
 HDI  HC9   C9   C8    112.55  3.000
 HDI  HC9   C9   O2    107.61  3.000
 HDI  C8    C9   O2    104.06  3.000
 HDI  HC9   C9   C10   110.86  3.000
 HDI  C8    C9   C10   112.29  3.000
 HDI  O2    C9   C10   109.10  3.000
 HDI  HC82  C8   HC81  107.47  3.000
 HDI  HC82  C8   C7    112.96  3.000
 HDI  HC81  C8   C7    110.50  3.000
 HDI  HC82  C8   C9    112.76  3.000
 HDI  HC81  C8   C9    113.09  3.000
 HDI  C7    C8   C9    100.06  3.000
 HDI  C6    C7   C8    124.88  3.000
 HDI  C6    C7   N1    122.22  3.000
 HDI  C8    C7   N1    112.87  3.000
 HDI  HC5   C5   C4    119.01  3.000
 HDI  HC5   C5   C6    119.82  3.000
 HDI  C4    C5   C6    121.16  3.000
 HDI  C1    C6   C5    118.11  3.000
 HDI  C1    C6   C7    120.29  3.000
 HDI  C5    C6   C7    121.59  3.000
 HDI  HC1   C1   C2    118.32  3.000
 HDI  HC1   C1   C6    120.43  3.000
 HDI  C2    C1   C6    121.25  3.000
 HDI  HC2   C2   C3    120.37  3.000
 HDI  HC2   C2   C1    119.67  3.000
 HDI  C3    C2   C1    119.96  3.000
 HDI  C4    C3   C2    119.44  3.000
 HDI  C4    C3   O1    117.72  3.000
 HDI  C2    C3   O1    122.84  3.000
 HDI  HC4   C4   C3    119.70  3.000
 HDI  HC4   C4   C5    120.23  3.000
 HDI  C3    C4   C5    120.07  3.000
 HDI  HO1   O1   C3    110.53  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
 HDI  CONST_01  C2    C1   C6   C5      0.00   0.0  0
 HDI  CONST_02  C2    C3   C4   C5      0.00   0.0  0
 HDI  CONST_03  C3    C4   C5   C6      0.00   0.0  0
 HDI  CONST_04  C3    C2   C1   C6      0.00   0.0  0
 HDI  CONST_05  C4    C5   C6   C1      0.00   0.0  0
 HDI  CONST_06  C4    C3   C2   C1      0.00   0.0  0
 HDI  CONST_07  C4    C5   C6   C7    180.00   0.0  0
 HDI  CONST_08  C2    C1   C6   C7    180.00   0.0  0
 HDI  CONST_09  C1    C2   C3   O1    180.00   0.0  0
 HDI  CONST_10  C5    C4   C3   O1    180.00   0.0  0
 HDI  CONST_11  HC5   C5   C6   C7      0.00   0.0  0
 HDI  CONST_12  HC1   C1   C6   C7      0.00   0.0  0
 HDI  CONST_13  HC4   C4   C5   C6    180.00   0.0  0
 HDI  CONST_14  HC2   C2   C1   C6    180.00   0.0  0
 HDI  Var_01    C9    C8   C7   N1     10.68  30.0  1
 HDI  Var_02    C5    C6   C7   N1     -0.84  30.0  2
 HDI  Var_03    C8    C7   N1   O2     -0.60  30.0  1
 HDI  Var_04    C9    C10  C11  O3    -23.11  30.0  3
 HDI  Var_05    O3    C11  O4   C12    -1.06  30.0  1
 HDI  Var_06    H121  C12  O4   C11  -179.36  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
 HDI  chir_01  C9  C10  O2  C8  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
 HDI  plan-1  C7   0.020
 HDI  plan-1  C5   0.020
 HDI  plan-1  C6   0.020
 HDI  plan-1  C1   0.020
 HDI  plan-1  C2   0.020
 HDI  plan-1  C3   0.020
 HDI  plan-1  C4   0.020
 HDI  plan-1  HC1  0.020
 HDI  plan-1  HC2  0.020
 HDI  plan-1  HC4  0.020
 HDI  plan-1  HC5  0.020
 HDI  plan-1  O1   0.020
 HDI  plan-2  C11  0.020
 HDI  plan-2  O3   0.020
 HDI  plan-2  O4   0.020
 HDI  plan-2  C10  0.020

