# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May  7 04:45:21 2020
#   Inital geometry file: a 79 line input string
#   Ligand name: 3-(3-hydroxy-7,8-dihydro-6H-cyclohepta[d]isoxazol-4-yl)-L-alanine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N[C@@H](CC1=CCCCc2onc(O)c12)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
 IBC  IBC  3-(3-hydroxy-7,8-dihydro-6H-cyclohepta[d]isoxazol-4-yl)-L-alanine  ligand  31  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 OK
;

data_comp_IBC
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
 IBC  O4    O  OH1   0  -0.591  -1.1389  -0.8605   3.6875
 IBC  C11   C  C     0   0.540   0.0272  -0.2327   3.5999
 IBC  O3    O  O     0  -0.439   0.8395  -0.2159   4.4901
 IBC  C10   C  CH1   0  -0.211   0.2258   0.4109   2.2441
 IBC  N2    N  NH2   0  -0.783   1.2424   1.4293   2.3475
 IBC  C9    C  CH2   0  -0.543   0.5162  -0.7192   1.2158
 IBC  C4    C  C     0   0.117   0.7051  -0.1972  -0.1811
 IBC  C1    C  CR5   0  -0.218  -0.4255  -0.1582  -1.1085
 IBC  C5    C  C1    0  -0.303   1.9057   0.1928  -0.6362
 IBC  C6    C  CH2   0  -0.519   2.1215   0.8530  -1.9698
 IBC  C7    C  CH2   0  -0.407   2.0393  -0.0653  -3.1947
 IBC  C8    C  CH2   0  -0.563   0.8446  -1.0346  -3.1525
 IBC  C3    C  CR5   0   0.435  -0.3307  -0.5007  -2.4220
 IBC  O1    O  O     0  -0.346  -1.5125  -0.3740  -3.0197
 IBC  N1    N  N     0  -0.226  -2.4459   0.0559  -2.1076
 IBC  C2    C  CR5   0   0.413  -1.8024   0.1753  -0.9815
 IBC  O2    O  OH1   0  -0.604  -2.3852   0.5728   0.1397
 IBC  HO4   H  HOH1  0   0.482  -1.2091  -1.3106   4.5428
 IBC  H10   H  HCH1  0   0.285  -0.7125   0.8938   1.9647
 IBC  HN21  H  HNH2  0   0.343   2.1329   1.0197   2.6041
 IBC  HN22  H  HNH2  0   0.359   1.3775   1.8571   1.4402
 IBC  H91   H  HCH2  0   0.257  -0.2885  -1.4565   1.2370
 IBC  H92   H  HCH2  0   0.261   1.4288  -1.2332   1.5304
 IBC  H5    H  H     0   0.247   2.7690   0.0673   0.0091
 IBC  H61   H  HCH2  0   0.254   3.0909   1.3533  -1.9744
 IBC  H62   H  HCH2  0   0.245   1.3691   1.6389  -2.0895
 IBC  H71   H  HCH2  0   0.240   2.9502  -0.6591  -3.2894
 IBC  H72   H  HCH2  0   0.241   1.9804   0.5624  -4.0861
 IBC  H81   H  HCH2  0   0.270   1.1505  -1.9389  -2.6187
 IBC  H82   H  HCH2  0   0.280   0.5631  -1.3438  -4.1595
 IBC  HO2   H  HOH1  0   0.486  -3.3251   0.7458  -0.0062

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
 IBC  O4   C11   single    1.327  0.020  1.327
 IBC  O4   HO4   single    0.850  0.020  0.980
 IBC  C11  O3    double    1.205  0.020  1.205
 IBC  C11  C10   single    1.514  0.020  1.514
 IBC  C10  N2    single    1.443  0.020  1.443
 IBC  C10  C9    single    1.555  0.020  1.555
 IBC  C10  H10   single    0.970  0.020  1.090
 IBC  N2   HN21  single    0.890  0.020  1.040
 IBC  N2   HN22  single    0.890  0.020  1.040
 IBC  C9   C4    single    1.503  0.020  1.503
 IBC  C9   H91   single    0.970  0.020  1.090
 IBC  C9   H92   single    0.970  0.020  1.090
 IBC  C4   C1    single    1.463  0.020  1.463
 IBC  C4   C5    double    1.342  0.020  1.342
 IBC  C1   C3    aromatic  1.361  0.020  1.361
 IBC  C1   C2    aromatic  1.422  0.020  1.422
 IBC  C5   C6    single    1.504  0.020  1.504
 IBC  C5   H5    single    0.930  0.020  1.080
 IBC  C6   C7    single    1.533  0.020  1.533
 IBC  C6   H61   single    0.970  0.020  1.090
 IBC  C6   H62   single    0.970  0.020  1.090
 IBC  C7   C8    single    1.539  0.020  1.539
 IBC  C7   H71   single    0.970  0.020  1.090
 IBC  C7   H72   single    0.970  0.020  1.090
 IBC  C8   C3    single    1.483  0.020  1.483
 IBC  C8   H81   single    0.970  0.020  1.090
 IBC  C8   H82   single    0.970  0.020  1.090
 IBC  C3   O1    aromatic  1.330  0.020  1.330
 IBC  O1   N1    aromatic  1.374  0.020  1.374
 IBC  N1   C2    aromatic  1.302  0.020  1.302
 IBC  C2   O2    single    1.325  0.020  1.325
 IBC  O2   HO2   single    0.850  0.020  0.980

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
 IBC  HO4   O4   C11   109.97  3.000
 IBC  C10   C11  O3    124.55  3.000
 IBC  C10   C11  O4    112.05  3.000
 IBC  O3    C11  O4    123.37  3.000
 IBC  H10   C10  C9    108.23  3.000
 IBC  H10   C10  N2    108.17  3.000
 IBC  C9    C10  N2    115.39  3.000
 IBC  H10   C10  C11   107.73  3.000
 IBC  C9    C10  C11   107.92  3.000
 IBC  N2    C10  C11   109.17  3.000
 IBC  HN22  N2   HN21  106.30  3.000
 IBC  HN22  N2   C10   109.16  3.000
 IBC  HN21  N2   C10   110.62  3.000
 IBC  H92   C9   H91   106.99  3.000
 IBC  H92   C9   C4    109.01  3.000
 IBC  H91   C9   C4    110.20  3.000
 IBC  H92   C9   C10   107.89  3.000
 IBC  H91   C9   C10   109.89  3.000
 IBC  C4    C9   C10   112.68  3.000
 IBC  C5    C4   C1    117.95  3.000
 IBC  C5    C4   C9    121.90  3.000
 IBC  C1    C4   C9    120.09  3.000
 IBC  C2    C1   C3    102.28  3.000
 IBC  C2    C1   C4    134.25  3.000
 IBC  C3    C1   C4    123.46  3.000
 IBC  H5    C5   C6    117.65  3.000
 IBC  H5    C5   C4    118.46  3.000
 IBC  C6    C5   C4    123.83  3.000
 IBC  H62   C6   H61   106.32  3.000
 IBC  H62   C6   C7    107.81  3.000
 IBC  H61   C6   C7    108.60  3.000
 IBC  H62   C6   C5    108.28  3.000
 IBC  H61   C6   C5    109.43  3.000
 IBC  C7    C6   C5    115.97  3.000
 IBC  H72   C7   H71   106.68  3.000
 IBC  H72   C7   C8    110.03  3.000
 IBC  H71   C7   C8    107.91  3.000
 IBC  H72   C7   C6    108.11  3.000
 IBC  H71   C7   C6    110.52  3.000
 IBC  C8    C7   C6    113.39  3.000
 IBC  H82   C8   H81   106.77  3.000
 IBC  H82   C8   C3    110.64  3.000
 IBC  H81   C8   C3    106.19  3.000
 IBC  H82   C8   C7    110.71  3.000
 IBC  H81   C8   C7    108.48  3.000
 IBC  C3    C8   C7    113.70  3.000
 IBC  O1    C3   C8    121.13  3.000
 IBC  O1    C3   C1    110.35  3.000
 IBC  C8    C3   C1    128.41  3.000
 IBC  N1    O1   C3    109.57  3.000
 IBC  C2    N1   O1    105.48  3.000
 IBC  O2    C2   N1    122.81  3.000
 IBC  O2    C2   C1    124.87  3.000
 IBC  N1    C2   C1    112.31  3.000
 IBC  HO2   O2   C2    110.71  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
 IBC  CONST_01  O1   N1  C2   C1    0.00  0.0  0
 IBC  CONST_02  C2   N1  O1   C3    0.00  0.0  0
 IBC  CONST_03  O2   C2  N1   O1  180.00  0.0  0
 IBC  CONST_04  HO4  O4  C11  O3    0.00  0.0  0

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
 IBC  chir_01  C10  C11  N2  C9  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
 IBC  plan-1  O4   0.020
 IBC  plan-1  C11  0.020
 IBC  plan-1  O3   0.020
 IBC  plan-1  C10  0.020
 IBC  plan-1  HO4  0.020
 IBC  plan-2  C4   0.020
 IBC  plan-2  C1   0.020
 IBC  plan-2  C8   0.020
 IBC  plan-2  C3   0.020
 IBC  plan-2  O1   0.020
 IBC  plan-2  N1   0.020
 IBC  plan-2  C2   0.020
 IBC  plan-2  O2   0.020

