# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 24 17:57:27 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  22  14  .  2021-08-04  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

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  OH1   0  -0.568   4.1015   2.0798   5.1389
 2C2  C10   C  C     0   0.499   3.2877   1.2349   5.7315
 2C2  O11   O  O     0  -0.420   2.8160   1.3688   6.8288
 2C2  C9    C  CT    0   0.357   2.9758   0.0236   4.8354
 2C2  O8    O  OH1   0  -0.631   2.3110  -0.9466   5.5464
 2C2  O2    O  O2    0  -0.510   2.1473   0.5940   3.8335
 2C2  C2    C  CR6   0   0.364   2.0330  -0.0235   2.6333
 2C2  C1    C  CR6   0   0.000   3.0540  -0.8475   2.1570
 2C2  C7    C  C1    0  -0.208   4.2170  -1.0347   3.0029
 2C2  C8    C  C1    0  -0.275   4.2150  -0.5943   4.2590
 2C2  C3    C  CR16  0  -0.342   0.9024   0.2266   1.8700
 2C2  C4    C  CR16  0  -0.256   0.7899  -0.3548   0.6151
 2C2  C5    C  CR16  0  -0.263   1.7940  -1.1833   0.1247
 2C2  C6    C  CR16  0  -0.316   2.9207  -1.4221   0.8941
 2C2  HO10  H  HOH1  0   0.495   4.2748   2.8451   5.7090
 2C2  HO8   H  HOH1  0   0.462   1.7153  -0.5372   6.1903
 2C2  H7    H  H     0   0.273   5.0839  -1.5384   2.5935
 2C2  H8    H  H     0   0.287   5.0637  -0.7271   4.9172
 2C2  H3    H  HCR6  0   0.269   0.1238   0.8742   2.2526
 2C2  H4    H  HCR6  0   0.263  -0.0917  -0.1612   0.0181
 2C2  H5    H  HCR6  0   0.259   1.6983  -1.6344  -0.8535
 2C2  H6    H  HCR6  0   0.262   3.7131  -2.0590   0.5200

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   single    1.314  0.020  1.314
 2C2  O10  HO10  single    0.850  0.020  0.980
 2C2  C10  O11   double    1.202  0.020  1.202
 2C2  C10  C9    single    1.539  0.020  1.539
 2C2  C9   O8    single    1.374  0.020  1.374
 2C2  C9   O2    single    1.420  0.020  1.420
 2C2  C9   C8    single    1.500  0.020  1.500
 2C2  O8   HO8   single    0.850  0.020  0.980
 2C2  O2   C2    single    1.355  0.020  1.355
 2C2  C2   C3    aromatic  1.387  0.020  1.387
 2C2  C2   C1    aromatic  1.396  0.020  1.396
 2C2  C1   C7    single    1.450  0.020  1.450
 2C2  C1   C6    aromatic  1.394  0.020  1.394
 2C2  C7   C8    double    1.331  0.020  1.331
 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  1.385  0.020  1.385
 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  HO10  O10  C10  110.67  3.000
 2C2  C9    C10  O11  122.68  3.000
 2C2  C9    C10  O10  111.66  3.000
 2C2  O11   C10  O10  125.66  3.000
 2C2  C8    C9   O2   112.12  3.000
 2C2  C8    C9   O8   107.92  3.000
 2C2  O2    C9   O8   111.50  3.000
 2C2  C8    C9   C10  112.37  3.000
 2C2  O2    C9   C10  102.30  3.000
 2C2  O8    C9   C10  110.64  3.000
 2C2  HO8   O8   C9   110.07  3.000
 2C2  C2    O2   C9   119.43  3.000
 2C2  C3    C2   C1   121.00  3.000
 2C2  C1    C2   O2   120.65  3.000
 2C2  C3    C2   O2   118.31  3.000
 2C2  C6    C1   C7   123.50  3.000
 2C2  C6    C1   C2   118.85  3.000
 2C2  C7    C1   C2   117.63  3.000
 2C2  H7    C7   C8   120.78  3.000
 2C2  H7    C7   C1   118.78  3.000
 2C2  C8    C7   C1   120.43  3.000
 2C2  H8    C8   C7   122.15  3.000
 2C2  H8    C8   C9   117.69  3.000
 2C2  C7    C8   C9   120.01  3.000
 2C2  H3    C3   C4   120.79  3.000
 2C2  H3    C3   C2   119.98  3.000
 2C2  C4    C3   C2   119.23  3.000
 2C2  H4    C4   C5   120.00  3.000
 2C2  H4    C4   C3   119.34  3.000
 2C2  C5    C4   C3   120.65  3.000
 2C2  H5    C5   C6   120.17  3.000
 2C2  H5    C5   C4   120.23  3.000
 2C2  C6    C5   C4   119.60  3.000
 2C2  H6    C6   C5   120.30  3.000
 2C2  H6    C6   C1   119.03  3.000
 2C2  C5    C6   C1   120.67  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  CONST_11  HO10  O10  C10  C9  180.00   0.0  0
 2C2  Var_01    C3    C2   O2   C9  156.57  30.0  1
 2C2  Var_02    C1    C7   C8   C9    3.83  30.0  1
 2C2  Var_03    C8    C7   C1   C2    9.54  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-1  HO10  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

