# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 12:45:13 2021
#   Inital geometry file: a 67 line input string
#   Ligand name: 2-(acetyloxy)-3-methylbenzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)Oc1c(C)cccc1C(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
 M3S  M3S  '2-(acetyloxy)-3-methylbenzoic acid'  ligand  24  14  .  2021-08-14  2023-02-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M3S
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
 M3S  O12   O  O     0  -0.417  37.8347  42.4189  -3.1896
 M3S  C11   C  C     0   0.552  36.8255  42.7077  -2.6108
 M3S  O1    O  O2    0  -0.475  35.7489  41.8912  -2.5765
 M3S  C2    C  CR6   0   0.354  35.7888  40.7056  -3.2682
 M3S  C7    C  CR6   0   0.020  35.8510  39.5458  -2.4998
 M3S  C1    C  CH3   0  -0.711  35.9249  39.6182  -1.0033
 M3S  C6    C  CR16  0  -0.293  35.8387  38.3233  -3.1624
 M3S  C5    C  CR16  0  -0.234  35.7911  38.2549  -4.5469
 M3S  C4    C  CR16  0  -0.290  35.7505  39.4187  -5.2905
 M3S  C3    C  CR6   0  -0.117  35.7384  40.6644  -4.6630
 M3S  C8    C  C     0   0.528  35.6746  41.8564  -5.5516
 M3S  O10   O  OH1   0  -0.591  35.2470  42.9579  -4.9540
 M3S  O9    O  O     0  -0.431  35.9600  41.8128  -6.7234
 M3S  C13   C  CH3   0  -0.774  36.5641  43.9596  -1.8405
 M3S  H1    H  HCH3  0   0.252  35.9614  38.6174  -0.5775
 M3S  H1A   H  HCH3  0   0.252  36.8158  40.1521  -0.6686
 M3S  H1B   H  HCH3  0   0.254  35.0607  40.1313  -0.5801
 M3S  H6    H  HCR6  0   0.267  35.8771  37.4115  -2.5790
 M3S  H5    H  HCR6  0   0.267  35.7848  37.2944  -5.0438
 M3S  H4    H  HCR6  0   0.273  35.7175  39.3676  -6.3699
 M3S  HO10  H  HOH1  0   0.489  35.2358  43.6908  -5.5885
 M3S  H13   H  HCH3  0   0.278  36.3240  43.7273  -0.8026
 M3S  H13A  H  HCH3  0   0.268  37.4334  44.6093  -1.8688
 M3S  H13B  H  HCH3  0   0.278  35.7075  44.4860  -2.2624

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
 M3S  O12  C11   double    1.199  0.020  1.199
 M3S  C11  O1    single    1.352  0.020  1.352
 M3S  C11  C13   single    1.493  0.020  1.493
 M3S  C2   O1    single    1.373  0.020  1.373
 M3S  C3   C2    aromatic  1.396  0.020  1.396
 M3S  C2   C7    aromatic  1.393  0.020  1.393
 M3S  C6   C7    aromatic  1.391  0.020  1.391
 M3S  C7   C1    single    1.500  0.020  1.500
 M3S  C1   H1    single    0.970  0.020  1.090
 M3S  C1   H1A   single    0.970  0.020  1.090
 M3S  C1   H1B   single    0.970  0.020  1.090
 M3S  C5   C6    aromatic  1.387  0.020  1.387
 M3S  C6   H6    single    0.930  0.020  1.080
 M3S  C4   C5    aromatic  1.382  0.020  1.382
 M3S  C5   H5    single    0.930  0.020  1.080
 M3S  C4   C3    aromatic  1.395  0.020  1.395
 M3S  C4   H4    single    0.930  0.020  1.080
 M3S  C8   C3    single    1.488  0.020  1.488
 M3S  O9   C8    double    1.207  0.020  1.207
 M3S  C8   O10   single    1.324  0.020  1.324
 M3S  O10  HO10  single    0.850  0.020  0.980
 M3S  C13  H13   single    0.970  0.020  1.090
 M3S  C13  H13A  single    0.970  0.020  1.090
 M3S  C13  H13B  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
 M3S  C13   C11  O1    110.73  3.000
 M3S  C13   C11  O12   126.77  3.000
 M3S  O1    C11  O12   122.50  3.000
 M3S  C2    O1   C11   119.06  3.000
 M3S  C3    C2   C7    121.88  3.000
 M3S  C7    C2   O1    116.25  3.000
 M3S  C3    C2   O1    121.85  3.000
 M3S  C6    C7   C1    121.21  3.000
 M3S  C1    C7   C2    120.83  3.000
 M3S  C6    C7   C2    117.96  3.000
 M3S  H1B   C1   H1A   107.32  3.000
 M3S  H1B   C1   H1    107.90  3.000
 M3S  H1A   C1   H1    107.60  3.000
 M3S  H1B   C1   C7    111.77  3.000
 M3S  H1A   C1   C7    111.71  3.000
 M3S  H1    C1   C7    110.34  3.000
 M3S  H6    C6   C5    119.83  3.000
 M3S  H6    C6   C7    118.89  3.000
 M3S  C5    C6   C7    121.28  3.000
 M3S  H5    C5   C4    120.04  3.000
 M3S  H5    C5   C6    120.18  3.000
 M3S  C4    C5   C6    119.78  3.000
 M3S  H4    C4   C3    119.41  3.000
 M3S  H4    C4   C5    119.90  3.000
 M3S  C3    C4   C5    120.69  3.000
 M3S  C8    C3   C4    116.56  3.000
 M3S  C8    C3   C2    125.05  3.000
 M3S  C4    C3   C2    118.38  3.000
 M3S  O9    C8   O10   123.00  3.000
 M3S  O10   C8   C3    114.25  3.000
 M3S  O9    C8   C3    122.73  3.000
 M3S  HO10  O10  C8    109.71  3.000
 M3S  H13B  C13  H13A  109.27  3.000
 M3S  H13B  C13  H13   107.35  3.000
 M3S  H13A  C13  H13   109.18  3.000
 M3S  H13B  C13  C11   110.05  3.000
 M3S  H13A  C13  C11   110.37  3.000
 M3S  H13   C13  C11   110.55  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
 M3S  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 M3S  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 M3S  CONST_03  C4    C3   C2   C7      0.00   0.0  0
 M3S  CONST_04  C4    C5   C6   C7      0.00   0.0  0
 M3S  CONST_05  C3    C2   C7   C6      0.00   0.0  0
 M3S  CONST_06  C3    C4   C5   C6      0.00   0.0  0
 M3S  CONST_07  C4    C3   C2   O1    180.00   0.0  0
 M3S  CONST_08  C6    C7   C2   O1    180.00   0.0  0
 M3S  CONST_09  C8    C3   C2   C7    180.00   0.0  0
 M3S  CONST_10  C3    C2   C7   C1    180.00   0.0  0
 M3S  CONST_11  C5    C6   C7   C1    180.00   0.0  0
 M3S  CONST_12  C8    C3   C4   C5    180.00   0.0  0
 M3S  CONST_13  H4    C4   C3   C2    180.00   0.0  0
 M3S  CONST_14  H6    C6   C7   C2    180.00   0.0  0
 M3S  CONST_15  H5    C5   C6   C7    180.00   0.0  0
 M3S  CONST_16  HO10  O10  C8   C3    180.00   0.0  0
 M3S  Var_01    C3    C2   O1   C11   -71.54  30.0  3
 M3S  Var_02    O9    C8   C3   C2    161.21  30.0  2
 M3S  Var_03    H1    C1   C7   C2    179.71  30.0  2
 M3S  Var_04    C13   C11  O1   C2    177.96  30.0  1
 M3S  Var_05    H13   C13  C11  O12  -120.75  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
 M3S  plan-1  O1    0.020
 M3S  plan-1  C2    0.020
 M3S  plan-1  C7    0.020
 M3S  plan-1  C1    0.020
 M3S  plan-1  C6    0.020
 M3S  plan-1  C5    0.020
 M3S  plan-1  C4    0.020
 M3S  plan-1  C3    0.020
 M3S  plan-1  C8    0.020
 M3S  plan-1  H6    0.020
 M3S  plan-1  H5    0.020
 M3S  plan-1  H4    0.020
 M3S  plan-2  C3    0.020
 M3S  plan-2  C8    0.020
 M3S  plan-2  O10   0.020
 M3S  plan-2  O9    0.020
 M3S  plan-2  HO10  0.020
 M3S  plan-3  O12   0.020
 M3S  plan-3  C11   0.020
 M3S  plan-3  O1    0.020
 M3S  plan-3  C13   0.020

