# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 14:00:09 2020
#   Inital geometry file: a 64 line input string
#   Ligand name: (2S)-2-hydroxy-2H-chromene-2-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)[C@@]1(O)Oc2ccccc2C=C1
#
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
 2C2  2C2  '(2S)-2-hydroxy-2H-chromene-2-carboxylic acid'  ligand  21  14  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_2C2
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
 2C2  O10  O  OC    -1  -0.564   4.0752   2.0795   5.4500
 2C2  C10  C  C      0   0.391   3.2911   1.2092   5.8395
 2C2  O11  O  O      0  -0.596   2.6795   1.1312   6.9254
 2C2  C9   C  CR6    0   0.304   2.9995   0.0323   4.8617
 2C2  O8   O  OH1    0  -0.663   2.2886  -0.9486   5.5225
 2C2  O2   O  O      0  -0.511   2.1880   0.6247   3.8417
 2C2  C2   C  CR66   0   0.359   2.0785   0.0141   2.6458
 2C2  C1   C  CR66   0  -0.007   3.1037  -0.8072   2.1648
 2C2  C7   C  CR16   0  -0.230   4.2667  -0.9893   3.0131
 2C2  C8   C  CR16   0  -0.272   4.2440  -0.5578   4.2735
 2C2  C3   C  CR16   0  -0.350   0.9495   0.2591   1.8739
 2C2  C4   C  CR16   0  -0.259   0.8401  -0.3198   0.6174
 2C2  C5   C  CR16   0  -0.269   1.8471  -1.1448   0.1275
 2C2  C6   C  CR16   0  -0.320   2.9728  -1.3793   0.9006
 2C2  HO8  H  HOH1   0   0.440   2.0232  -0.5077   6.3556
 2C2  H7   H  HCR6   0   0.259   5.1429  -1.4749   2.5998
 2C2  H8   H  HCR6   0   0.264   5.0939  -0.6882   4.9316
 2C2  H3   H  HCR6   0   0.261   0.1669   0.9034   2.2551
 2C2  H4   H  HCR6   0   0.257  -0.0419  -0.1280   0.0201
 2C2  H5   H  HCR6   0   0.253   1.7548  -1.5959  -0.8513
 2C2  H6   H  HCR6   0   0.255   3.7681  -2.0130   0.5260

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
 2C2  O10  C10  deloc     1.234  0.020  1.234
 2C2  C10  O11  deloc     1.249  0.020  1.249
 2C2  C10  C9   single    1.558  0.020  1.558
 2C2  C9   O8   single    1.380  0.020  1.380
 2C2  C9   O2   single    1.432  0.020  1.432
 2C2  C9   C8   single    1.498  0.020  1.498
 2C2  O8   HO8  single    0.850  0.020  0.980
 2C2  O2   C2   single    1.347  0.020  1.347
 2C2  C2   C3   aromatic  1.389  0.020  1.389
 2C2  C2   C1   aromatic  1.399  0.020  1.399
 2C2  C1   C7   single    1.451  0.020  1.451
 2C2  C1   C6   aromatic  1.394  0.020  1.394
 2C2  C7   C8   double    1.332  0.020  1.332
 2C2  C7   H7   single    0.930  0.020  1.080
 2C2  C8   H8   single    0.930  0.020  1.080
 2C2  C3   C4   aromatic  1.388  0.020  1.388
 2C2  C3   H3   single    0.930  0.020  1.080
 2C2  C4   C5   aromatic  1.391  0.020  1.391
 2C2  C4   H4   single    0.930  0.020  1.080
 2C2  C5   C6   aromatic  1.386  0.020  1.386
 2C2  C5   H5   single    0.930  0.020  1.080
 2C2  C6   H6   single    0.930  0.020  1.080

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
 2C2  C9   C10  O11  114.02  3.000
 2C2  C9   C10  O10  116.97  3.000
 2C2  O11  C10  O10  129.02  3.000
 2C2  C8   C9   O2   110.75  3.000
 2C2  C8   C9   O8   109.63  3.000
 2C2  O2   C9   O8   110.07  3.000
 2C2  C8   C9   C10  112.88  3.000
 2C2  O2   C9   C10  103.93  3.000
 2C2  O8   C9   C10  109.44  3.000
 2C2  HO8  O8   C9   103.12  3.000
 2C2  C2   O2   C9   119.41  3.000
 2C2  C3   C2   C1   120.53  3.000
 2C2  C1   C2   O2   120.78  3.000
 2C2  C3   C2   O2   118.64  3.000
 2C2  C6   C1   C7   123.65  3.000
 2C2  C6   C1   C2   118.95  3.000
 2C2  C7   C1   C2   117.39  3.000
 2C2  H7   C7   C8   121.31  3.000
 2C2  H7   C7   C1   118.77  3.000
 2C2  C8   C7   C1   119.92  3.000
 2C2  H8   C8   C7   121.51  3.000
 2C2  H8   C8   C9   117.45  3.000
 2C2  C7   C8   C9   120.88  3.000
 2C2  H3   C3   C4   120.66  3.000
 2C2  H3   C3   C2   119.77  3.000
 2C2  C4   C3   C2   119.57  3.000
 2C2  H4   C4   C5   120.04  3.000
 2C2  H4   C4   C3   119.34  3.000
 2C2  C5   C4   C3   120.62  3.000
 2C2  H5   C5   C6   120.24  3.000
 2C2  H5   C5   C4   120.29  3.000
 2C2  C6   C5   C4   119.47  3.000
 2C2  H6   C6   C5   120.16  3.000
 2C2  H6   C6   C1   118.98  3.000
 2C2  C5   C6   C1   120.86  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
 2C2  CONST_01  C5  C4  C3  C2    0.00   0.0  0
 2C2  CONST_02  C5  C6  C1  C2    0.00   0.0  0
 2C2  CONST_03  C4  C3  C2  C1    0.00   0.0  0
 2C2  CONST_04  C4  C5  C6  C1    0.00   0.0  0
 2C2  CONST_05  C6  C1  C2  C3    0.00   0.0  0
 2C2  CONST_06  C6  C5  C4  C3    0.00   0.0  0
 2C2  CONST_07  H3  C3  C2  O2    0.00   0.0  0
 2C2  CONST_08  H4  C4  C3  C2  180.00   0.0  0
 2C2  CONST_09  H6  C6  C1  C2  180.00   0.0  0
 2C2  CONST_10  H5  C5  C6  C1  180.00   0.0  0
 2C2  Var_01    C3  C2  O2  C9  155.19  30.0  1
 2C2  Var_02    C1  C7  C8  C9    4.19  30.0  1
 2C2  Var_03    C8  C7  C1  C2   10.23  30.0  1

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
 2C2  chir_01  C9  O8  O2  C8  positiv

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
 2C2  plan-1  O10  0.020
 2C2  plan-1  C10  0.020
 2C2  plan-1  O11  0.020
 2C2  plan-1  C9   0.020
 2C2  plan-2  O2   0.020
 2C2  plan-2  C2   0.020
 2C2  plan-2  C1   0.020
 2C2  plan-2  C7   0.020
 2C2  plan-2  C3   0.020
 2C2  plan-2  C4   0.020
 2C2  plan-2  C5   0.020
 2C2  plan-2  C6   0.020
 2C2  plan-2  H3   0.020
 2C2  plan-2  H4   0.020
 2C2  plan-2  H5   0.020
 2C2  plan-2  H6   0.020

