# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 22 14:10:26 2020
#   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  23  14  .  2021-08-14  2021-08-14  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

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  -0.439  -1.8621  -0.2638   1.5535
 M3S  C11   C  C      0   0.564  -2.1117  -0.0919   0.3914
 M3S  O1    O  O2     0  -0.476  -1.2273  -0.3418  -0.5897
 M3S  C2    C  CR6    0   0.314   0.0870  -0.5532  -0.2299
 M3S  C7    C  CR6    0   0.021   0.5211  -1.8776  -0.1929
 M3S  C1    C  CH3    0  -0.718  -0.4243  -3.0109  -0.4655
 M3S  C6    C  CR16   0  -0.318   1.8595  -2.1150   0.0992
 M3S  C5    C  CR16   0  -0.236   2.7307  -1.0629   0.3428
 M3S  C4    C  CR16   0  -0.317   2.2694   0.2408   0.2868
 M3S  C3    C  CR6    0  -0.154   0.9328   0.5282   0.0109
 M3S  C8    C  C      0   0.417   0.4828   1.9907  -0.0166
 M3S  O10   O  OC    -1  -0.589   1.3945   2.8344  -0.0948
 M3S  O9    O  O      0  -0.576  -0.7380   2.2239   0.0566
 M3S  C13   C  CH3    0  -0.779  -3.4233   0.3546  -0.1702
 M3S  H1    H  HCH3   0   0.247  -0.8988  -2.9213  -1.4434
 M3S  H1A   H  HCH3   0   0.247   0.1042  -3.9625  -0.4407
 M3S  H1B   H  HCH3   0   0.245  -1.2234  -3.0608   0.2763
 M3S  H6    H  HCR6   0   0.251   2.2187  -3.1363   0.1386
 M3S  H5    H  HCR6   0   0.250   3.7704  -1.2628   0.5678
 M3S  H4    H  HCR6   0   0.249   2.9511   1.0617   0.4611
 M3S  H13   H  HCH3   0   0.276  -3.3140   1.3628  -0.5699
 M3S  H13A  H  HCH3   0   0.265  -3.7433  -0.2905  -0.9880
 M3S  H13B  H  HCH3   0   0.257  -4.1877   0.3611   0.6016

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    1.201  0.020  1.201
 M3S  C11  O1    single    1.344  0.020  1.344
 M3S  C11  C13   single    1.495  0.020  1.495
 M3S  C2   O1    single    1.379  0.020  1.379
 M3S  C3   C2    aromatic  1.394  0.020  1.394
 M3S  C2   C7    aromatic  1.394  0.020  1.394
 M3S  C6   C7    aromatic  1.390  0.020  1.390
 M3S  C7   C1    single    1.501  0.020  1.501
 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  1.388  0.020  1.388
 M3S  C6   H6    single    0.930  0.020  1.080
 M3S  C4   C5    aromatic  1.384  0.020  1.384
 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    1.530  0.020  1.530
 M3S  O9   C8    deloc     1.245  0.020  1.245
 M3S  C8   O10   deloc     1.245  0.020  1.245
 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    111.01  3.000
 M3S  C13   C11  O12   126.05  3.000
 M3S  O1    C11  O12   122.88  3.000
 M3S  C2    O1   C11   117.71  3.000
 M3S  C3    C2   C7    122.92  3.000
 M3S  C7    C2   O1    116.70  3.000
 M3S  C3    C2   O1    120.30  3.000
 M3S  C6    C7   C1    121.04  3.000
 M3S  C1    C7   C2    121.09  3.000
 M3S  C6    C7   C2    117.87  3.000
 M3S  H1B   C1   H1A   107.45  3.000
 M3S  H1B   C1   H1    107.13  3.000
 M3S  H1A   C1   H1    107.66  3.000
 M3S  H1B   C1   C7    111.86  3.000
 M3S  H1A   C1   C7    110.49  3.000
 M3S  H1    C1   C7    112.02  3.000
 M3S  H6    C6   C5    120.01  3.000
 M3S  H6    C6   C7    119.20  3.000
 M3S  C5    C6   C7    120.79  3.000
 M3S  H5    C5   C4    120.17  3.000
 M3S  H5    C5   C6    119.97  3.000
 M3S  C4    C5   C6    119.86  3.000
 M3S  H4    C4   C3    118.66  3.000
 M3S  H4    C4   C5    119.91  3.000
 M3S  C3    C4   C5    121.44  3.000
 M3S  C8    C3   C4    118.84  3.000
 M3S  C8    C3   C2    124.05  3.000
 M3S  C4    C3   C2    117.11  3.000
 M3S  O9    C8   O10   126.51  3.000
 M3S  O10   C8   C3    115.69  3.000
 M3S  O9    C8   C3    117.79  3.000
 M3S  H13B  C13  H13A  109.28  3.000
 M3S  H13B  C13  H13   109.00  3.000
 M3S  H13A  C13  H13   107.56  3.000
 M3S  H13B  C13  C11   110.63  3.000
 M3S  H13A  C13  C11   111.27  3.000
 M3S  H13   C13  C11   109.03  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  Var_01    C3   C2   O1   C11  -82.05  30.0  2
 M3S  Var_02    O9   C8   C3   C2    17.10  30.0  2
 M3S  Var_03    H1   C1   C7   C2    57.13  30.0  2
 M3S  Var_04    C13  C11  O1   C2   169.75  30.0  1
 M3S  Var_05    H13  C13  C11  O12  111.05  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-3  O12  0.020
 M3S  plan-3  C11  0.020
 M3S  plan-3  O1   0.020
 M3S  plan-3  C13  0.020

