# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May  3 21:24:05 2020
#   Inital geometry file: a 80 line input string
#   Ligand name: (2S)-2-[(3aR,4R,7S,7aS)-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl]propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](N1C(=O)[C@H]2[C@H]3CC[C@H](C3)[C@H]2C1=O)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
 GF1  GF1  '(2S)-2-[(3aR,4R,7S,7aS)-1,3-dioxooctahydro-2H-4,7-methanoisoindol-2-yl]propanoic acid'  ligand  31  17  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_GF1
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
 GF1  O10   O  O      0  -0.445   0.0394  -2.5258  -0.7291
 GF1  C7    C  CR5    0   0.571   0.2911  -1.5487  -0.0606
 GF1  N8    N  NR5    0  -0.508  -0.6537  -0.6883   0.4518
 GF1  C12   C  CH1    0  -0.245  -2.0779  -0.8097   0.1919
 GF1  C14   C  C      0   0.428  -2.5864   0.3905  -0.6523
 GF1  O16   O  OC    -1  -0.596  -3.7872   0.6818  -0.5154
 GF1  O15   O  O      0  -0.586  -1.7651   0.9049  -1.4310
 GF1  C13   C  CH3    0  -0.653  -2.8673  -1.0804   1.4638
 GF1  C2    C  CR15   0  -0.390   1.6535  -1.0703   0.3569
 GF1  C3    C  CR15   0  -0.383   1.3904   0.1931   1.1876
 GF1  C9    C  CR5    0   0.588  -0.1048   0.3685   1.1459
 GF1  O11   O  O      0  -0.443  -0.7468   1.2621   1.6463
 GF1  C1    C  CH1    0  -0.239   2.5771  -0.5694  -0.7701
 GF1  C6    C  CH2    0  -0.462   1.8065   0.3689  -1.7136
 GF1  C5    C  CH2    0  -0.468   1.6078   1.6504  -0.8638
 GF1  C17   C  CH2    0  -0.444   3.4306   0.4298   0.0251
 GF1  C4    C  CH1    0  -0.236   2.2346   1.2764   0.4845
 GF1  H12   H  HCH1   0   0.265  -2.1736  -1.6881  -0.4532
 GF1  H13   H  HCH3   0   0.229  -2.8640  -0.2275   2.1392
 GF1  H13A  H  HCH3   0   0.232  -3.9013  -1.3047   1.2120
 GF1  H13B  H  HCH3   0   0.221  -2.4604  -1.9421   1.9946
 GF1  H2    H  HCR5   0   0.304   2.1454  -1.8617   0.9274
 GF1  H3    H  HCR5   0   0.305   1.6989   0.0844   2.2303
 GF1  H1    H  HCH1   0   0.243   3.1128  -1.3716  -1.2758
 GF1  H6    H  HCH2   0   0.243   2.4057   0.5724  -2.6025
 GF1  H6A   H  HCH2   0   0.244   0.8568  -0.0433  -2.0578
 GF1  H5    H  HCH2   0   0.240   2.1511   2.4946  -1.2923
 GF1  H5A   H  HCH2   0   0.254   0.5615   1.9453  -0.7951
 GF1  H17   H  HCH2   0   0.243   3.9834  -0.0303   0.8478
 GF1  H17A  H  HCH2   0   0.247   4.1325   0.9864  -0.5999
 GF1  H4    H  HCH1   0   0.241   2.4598   2.1298   1.1228

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
 GF1  O10  C7    double  1.210  0.020  1.210
 GF1  N8   C7    single  1.377  0.020  1.377
 GF1  C7   C2    single  1.503  0.020  1.503
 GF1  C12  N8    single  1.453  0.020  1.453
 GF1  N8   C9    single  1.378  0.020  1.378
 GF1  C13  C12   single  1.521  0.020  1.521
 GF1  C12  C14   single  1.553  0.020  1.553
 GF1  C12  H12   single  0.970  0.020  1.090
 GF1  O15  C14   deloc   1.243  0.020  1.243
 GF1  C14  O16   deloc   1.243  0.020  1.243
 GF1  C13  H13   single  0.970  0.020  1.090
 GF1  C13  H13A  single  0.970  0.020  1.090
 GF1  C13  H13B  single  0.970  0.020  1.090
 GF1  C1   C2    single  1.541  0.020  1.541
 GF1  C3   C2    single  1.535  0.020  1.535
 GF1  C2   H2    single  0.970  0.020  1.090
 GF1  C9   C3    single  1.506  0.020  1.506
 GF1  C4   C3    single  1.543  0.020  1.543
 GF1  C3   H3    single  0.970  0.020  1.090
 GF1  O11  C9    double  1.209  0.020  1.209
 GF1  C6   C1    single  1.538  0.020  1.538
 GF1  C1   C17   single  1.536  0.020  1.536
 GF1  C1   H1    single  0.970  0.020  1.090
 GF1  C5   C6    single  1.550  0.020  1.550
 GF1  C6   H6    single  0.970  0.020  1.090
 GF1  C6   H6A   single  0.970  0.020  1.090
 GF1  C5   C4    single  1.533  0.020  1.533
 GF1  C5   H5    single  0.970  0.020  1.090
 GF1  C5   H5A   single  0.970  0.020  1.090
 GF1  C4   C17   single  1.536  0.020  1.536
 GF1  C17  H17   single  0.970  0.020  1.090
 GF1  C17  H17A  single  0.970  0.020  1.090
 GF1  C4   H4    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
 GF1  C2    C7   N8    108.65  3.000
 GF1  C2    C7   O10   126.79  3.000
 GF1  N8    C7   O10   124.56  3.000
 GF1  C9    N8   C12   123.00  3.000
 GF1  C9    N8   C7    113.16  3.000
 GF1  C12   N8   C7    123.64  3.000
 GF1  H12   C12  C13   107.75  3.000
 GF1  H12   C12  C14   105.75  3.000
 GF1  C13   C12  C14   114.97  3.000
 GF1  H12   C12  N8    104.97  3.000
 GF1  C14   C12  N8    110.71  3.000
 GF1  C13   C12  N8    111.96  3.000
 GF1  O15   C14  O16   127.61  3.000
 GF1  O16   C14  C12   115.94  3.000
 GF1  O15   C14  C12   116.35  3.000
 GF1  H13B  C13  H13A  107.72  3.000
 GF1  H13B  C13  H13   108.42  3.000
 GF1  H13A  C13  H13   107.95  3.000
 GF1  H13B  C13  C12   110.73  3.000
 GF1  H13A  C13  C12   109.66  3.000
 GF1  H13   C13  C12   112.21  3.000
 GF1  H2    C2   C1    110.33  3.000
 GF1  H2    C2   C3    113.00  3.000
 GF1  C1    C2   C3    103.36  3.000
 GF1  H2    C2   C7    108.82  3.000
 GF1  C3    C2   C7    104.89  3.000
 GF1  C1    C2   C7    116.34  3.000
 GF1  H3    C3   C4    110.50  3.000
 GF1  H3    C3   C9    108.56  3.000
 GF1  C4    C3   C9    116.66  3.000
 GF1  H3    C3   C2    112.72  3.000
 GF1  C4    C3   C2    103.74  3.000
 GF1  C9    C3   C2    104.54  3.000
 GF1  O11   C9   C3    127.01  3.000
 GF1  O11   C9   N8    124.32  3.000
 GF1  C3    C9   N8    108.66  3.000
 GF1  H1    C1   C17   116.50  3.000
 GF1  H1    C1   C6    114.27  3.000
 GF1  C17   C1   C6    101.49  3.000
 GF1  H1    C1   C2    113.27  3.000
 GF1  C17   C1   C2     99.55  3.000
 GF1  C6    C1   C2    110.29  3.000
 GF1  H6A   C6   H6    106.95  3.000
 GF1  H6A   C6   C5    111.93  3.000
 GF1  H6    C6   C5    111.27  3.000
 GF1  H6A   C6   C1    113.53  3.000
 GF1  H6    C6   C1    109.79  3.000
 GF1  C5    C6   C1    103.43  3.000
 GF1  H5A   C5   H5    107.07  3.000
 GF1  H5A   C5   C4    113.78  3.000
 GF1  H5    C5   C4    109.29  3.000
 GF1  H5A   C5   C6    112.42  3.000
 GF1  H5    C5   C6    111.12  3.000
 GF1  C4    C5   C6    103.18  3.000
 GF1  H17A  C17  H17   108.68  3.000
 GF1  H17A  C17  C4    112.99  3.000
 GF1  H17   C17  C4    113.63  3.000
 GF1  H17A  C17  C1    113.10  3.000
 GF1  H17   C17  C1    113.39  3.000
 GF1  C4    C17  C1     94.63  3.000
 GF1  H4    C4   C17   116.50  3.000
 GF1  H4    C4   C5    114.13  3.000
 GF1  C17   C4   C5    100.94  3.000
 GF1  H4    C4   C3    113.34  3.000
 GF1  C17   C4   C3    100.10  3.000
 GF1  C5    C4   C3    110.39  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
 GF1  CONST_01  C9   N8  C7  C2     0.00   0.0  0
 GF1  CONST_02  C9   N8  C7  O10  180.00   0.0  0
 GF1  CONST_03  C2   C7  N8  C12  180.00   0.0  0
 GF1  CONST_04  C12  N8  C7  O10    0.00   0.0  0
 GF1  Var_01    C3   C9  N8  C7    -3.28  30.0  1
 GF1  Var_02    C4   C5  C6  C1    -2.28  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
 GF1  chir_01  C12  N8   C13  C14  negativ
 GF1  chir_02  C2   C7   C1   C3   negativ
 GF1  chir_03  C3   C2   C9   C4   positiv
 GF1  chir_04  C1   C17  C6   C2   positiv
 GF1  chir_05  C4   C17  C5   C3   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
 GF1  plan-1  N8   0.020
 GF1  plan-1  C3   0.020
 GF1  plan-1  C9   0.020
 GF1  plan-1  O11  0.020
 GF1  plan-2  O10  0.020
 GF1  plan-2  C7   0.020
 GF1  plan-2  N8   0.020
 GF1  plan-2  C12  0.020
 GF1  plan-2  C2   0.020
 GF1  plan-2  C9   0.020
 GF1  plan-3  C12  0.020
 GF1  plan-3  C14  0.020
 GF1  plan-3  O16  0.020
 GF1  plan-3  O15  0.020

