# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 13:39:05 2021
#   Inital geometry file: a 55 line input string
#   Ligand name: 3-hydroxy-3-methylpentanedioic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(O)(CC(O)=O)CC(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
 MAH  MAH  '3-hydroxy-3-methylpentanedioic acid'  ligand  21  11  .  2021-08-14  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_MAH
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
 MAH  C1   C  C     0   0.554  13.1725  -17.1917  29.4805
 MAH  C2   C  CH2   0  -0.587  13.0732  -15.6871  29.4816
 MAH  C3   C  CT    0   0.205  12.7159  -15.0443  28.1383
 MAH  C4   C  CH2   0  -0.550  12.3946  -13.5620  28.4542
 MAH  C5   C  C     0   0.522  12.1861  -12.6834  27.2508
 MAH  C6   C  CH3   0  -0.695  13.8678  -15.1234  27.1364
 MAH  O1   O  OH1   0  -0.595  12.8576  -17.6854  30.6754
 MAH  O2   O  O     0  -0.435  13.5203  -17.8888  28.5615
 MAH  O3   O  O     0  -0.433  12.8015  -11.6733  27.0207
 MAH  O4   O  OH1   0  -0.598  11.2222  -13.1384  26.4513
 MAH  O7   O  OH1   0  -0.674  11.5745  -15.7335  27.6787
 MAH  H21  H  HCH2  0   0.283  12.3416  -15.3904  30.2368
 MAH  H22  H  HCH2  0   0.298  14.0359  -15.2998  29.8309
 MAH  H41  H  HCH2  0   0.290  11.4925  -13.5210  29.0726
 MAH  H42  H  HCH2  0   0.271  13.2066  -13.1276  29.0369
 MAH  H61  H  HCH3  0   0.235  13.5895  -14.6821  26.1769
 MAH  H62  H  HCH3  0   0.233  14.7425  -14.5852  27.5039
 MAH  H63  H  HCH3  0   0.262  14.1579  -16.1535  26.9466
 MAH  HO1  H  HOH1  0   0.479  12.9804  -18.6468  30.6778
 MAH  HO4  H  HOH1  0   0.486  11.1261  -12.5616  25.6777
 MAH  HO7  H  HOH1  0   0.450  11.2996  -15.3598  26.8347

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
 MAH  C1  C2   single  1.508  0.020  1.508
 MAH  C1  O1   single  1.331  0.020  1.331
 MAH  C1  O2   double  1.205  0.020  1.205
 MAH  C2  C3   single  1.532  0.020  1.532
 MAH  C2  H21  single  0.970  0.020  1.090
 MAH  C2  H22  single  0.970  0.020  1.090
 MAH  C3  C4   single  1.549  0.020  1.549
 MAH  C3  C6   single  1.529  0.020  1.529
 MAH  C3  O7   single  1.410  0.020  1.410
 MAH  C4  C5   single  1.505  0.020  1.505
 MAH  C4  H41  single  0.970  0.020  1.090
 MAH  C4  H42  single  0.970  0.020  1.090
 MAH  C5  O3   double  1.205  0.020  1.205
 MAH  C5  O4   single  1.332  0.020  1.332
 MAH  C6  H61  single  0.970  0.020  1.090
 MAH  C6  H62  single  0.970  0.020  1.090
 MAH  C6  H63  single  0.970  0.020  1.090
 MAH  O1  HO1  single  0.850  0.020  0.980
 MAH  O4  HO4  single  0.850  0.020  0.980
 MAH  O7  HO7  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
 MAH  O2   C1  O1   122.59  3.000
 MAH  O2   C1  C2   126.65  3.000
 MAH  O1   C1  C2   110.73  3.000
 MAH  H22  C2  H21  105.80  3.000
 MAH  H22  C2  C3   109.66  3.000
 MAH  H21  C2  C3   109.64  3.000
 MAH  H22  C2  C1   107.18  3.000
 MAH  H21  C2  C1   108.40  3.000
 MAH  C3   C2  C1   115.69  3.000
 MAH  O7   C3  C6   111.78  3.000
 MAH  O7   C3  C4   111.48  3.000
 MAH  C6   C3  C4   109.84  3.000
 MAH  O7   C3  C2   105.64  3.000
 MAH  C6   C3  C2   112.17  3.000
 MAH  C4   C3  C2   105.73  3.000
 MAH  H42  C4  H41  107.28  3.000
 MAH  H42  C4  C5   107.35  3.000
 MAH  H41  C4  C5   108.41  3.000
 MAH  H42  C4  C3   109.62  3.000
 MAH  H41  C4  C3   108.78  3.000
 MAH  C5   C4  C3   115.11  3.000
 MAH  O4   C5  O3   122.76  3.000
 MAH  O4   C5  C4   112.38  3.000
 MAH  O3   C5  C4   124.85  3.000
 MAH  H63  C6  H62  108.21  3.000
 MAH  H63  C6  H61  107.31  3.000
 MAH  H62  C6  H61  107.53  3.000
 MAH  H63  C6  C3   111.38  3.000
 MAH  H62  C6  C3   110.97  3.000
 MAH  H61  C6  C3   111.27  3.000
 MAH  HO1  O1  C1   109.89  3.000
 MAH  HO4  O4  C5   110.32  3.000
 MAH  HO7  O7  C3   109.08  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
 MAH  CONST_01  HO1  O1  C1  C2   180.00   0.0  0
 MAH  CONST_02  HO4  O4  C5  C4   180.00   0.0  0
 MAH  Var_01    C4   C3  C2  C1   168.83  30.0  3
 MAH  Var_02    C5   C4  C3  C2   172.43  30.0  3
 MAH  Var_03    O1   C1  C2  C3  -150.66  30.0  2
 MAH  Var_04    O3   C5  C4  C3  -123.92  30.0  3
 MAH  Var_05    H61  C6  C3  C2   178.66  30.0  3

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
 MAH  plan-1  C1   0.020
 MAH  plan-1  C2   0.020
 MAH  plan-1  O1   0.020
 MAH  plan-1  O2   0.020
 MAH  plan-1  HO1  0.020
 MAH  plan-2  C4   0.020
 MAH  plan-2  C5   0.020
 MAH  plan-2  O3   0.020
 MAH  plan-2  O4   0.020
 MAH  plan-2  HO4  0.020

