# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  1 10:56:36 2020
#   Inital geometry file: a 96 line input string
#   Ligand name: [(5R)-5-(2,3-dibromo-5-ethoxy-4-hydroxybenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOc1cc(C[C@H]2SC(=S)N(CC(O)=O)C2=O)c(Br)c(Br)c1O
#
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
 322  322  '[(5R)-5-(2,3-dibromo-5-ethoxy-4-hydroxybenzyl)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]acetic acid'  ligand  36  24  .  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_322
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
 322  C10  C   C      0   0.428  -5.3922   0.1378   1.1439
 322  C8   C   CR5    0   0.034  -3.4135  -0.5125  -1.3404
 322  C9   C   CH2    0  -0.476  -5.1510   0.8150  -0.2296
 322  C4   C   CR16   0  -0.437   0.7827  -1.4816   0.6952
 322  C5   C   CR6    0   0.168   0.6965  -0.0940   0.5606
 322  C6   C   CH2    0  -0.513  -0.6348   0.5541   0.8195
 322  C3   C   CR6    0   0.344   1.9543  -2.1645   0.4379
 322  C2   C   CH2    0  -0.190   1.0006  -4.3152   0.8355
 322  C1   C   CH3    0  -0.682   1.4486  -5.7551   0.8001
 322  C7   C   CR15   0  -0.556  -1.4050   0.8483  -0.4745
 322  N1   N   NR5    0  -0.433  -3.7901   0.6091  -0.6758
 322  S1   S   S2     0   0.192  -1.6871  -0.6432  -1.4633
 322  O1   O   O2     0  -0.487   2.1268  -3.4922   0.5386
 322  C11  C   CR5    0   0.648  -2.7799   1.3897  -0.1524
 322  C12  C   CR6    0  -0.196   1.8299   0.6009   0.1584
 322  C13  C   CR6    0  -0.192   3.0256  -0.0798  -0.0989
 322  C14  C   CR6    0   0.328   3.0991  -1.4584   0.0334
 322  O2   O   O      0  -0.584  -4.4109  -0.3923   1.6871
 322  O3   O   OC    -1  -0.606  -6.5617   0.2151   1.5551
 322  O4   O   O      0  -0.411  -2.9692   2.3856   0.4967
 322  O5   O   OH1    0  -0.600   4.2506  -2.0899  -0.2202
 322  H9   H   HCH2   0   0.277  -5.8275   0.4140  -0.9825
 322  H9A  H   HCH2   0   0.281  -5.3349   1.8866  -0.1596
 322  H4   H   HCR6   0   0.296  -0.1015  -2.0141   1.0166
 322  H6   H   HCH2   0   0.293  -1.2395  -0.1099   1.4398
 322  H6A  H   HCH2   0   0.293  -0.5267   1.4881   1.3733
 322  H2   H   HCH2   0   0.233   0.2103  -4.1370   0.0995
 322  H2A  H   HCH2   0   0.235   0.6042  -4.0574   1.8223
 322  H1   H   HCH3   0   0.239   1.8185  -6.0332  -0.1864
 322  H1A  H   HCH3   0   0.239   2.2293  -5.9491   1.5354
 322  H1B  H   HCH3   0   0.242   0.6009  -6.3977   1.0352
 322  H7   H   HCR5   0   0.351  -0.8778   1.5823  -1.0879
 322  HO5  H   HOH1   0   0.483   4.1395  -3.0425  -0.0988
 322  BR1  BR  BR     0  -0.010   1.7682   2.4726  -0.0354
 322  BR2  BR  BR     0   0.012   4.5835   0.8157  -0.6327
 322  S2   S   S1     0  -0.240  -4.4057  -1.6439  -1.9876

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
 322  O2   C10  deloc     1.241  0.020  1.241
 322  C9   C10  single    1.550  0.020  1.550
 322  C10  O3   deloc     1.242  0.020  1.242
 322  S2   C8   double    1.638  0.020  1.638
 322  S1   C8   single    1.736  0.020  1.736
 322  C8   N1   single    1.357  0.020  1.357
 322  N1   C9   single    1.447  0.020  1.447
 322  C9   H9   single    0.970  0.020  1.090
 322  C9   H9A  single    0.970  0.020  1.090
 322  C3   C4   aromatic  1.380  0.020  1.380
 322  C4   C5   aromatic  1.397  0.020  1.397
 322  C4   H4   single    0.930  0.020  1.080
 322  C5   C6   single    1.503  0.020  1.503
 322  C5   C12  aromatic  1.389  0.020  1.389
 322  C7   C6   single    1.534  0.020  1.534
 322  C6   H6   single    0.970  0.020  1.090
 322  C6   H6A  single    0.970  0.020  1.090
 322  O1   C3   single    1.343  0.020  1.343
 322  C3   C14  aromatic  1.405  0.020  1.405
 322  C1   C2   single    1.508  0.020  1.508
 322  C2   O1   single    1.426  0.020  1.426
 322  C2   H2   single    0.970  0.020  1.090
 322  C2   H2A  single    0.970  0.020  1.090
 322  C1   H1   single    0.970  0.020  1.090
 322  C1   H1A  single    0.970  0.020  1.090
 322  C1   H1B  single    0.970  0.020  1.090
 322  S1   C7   single    1.812  0.020  1.812
 322  C7   C11  single    1.512  0.020  1.512
 322  C7   H7   single    0.970  0.020  1.090
 322  C12  BR1  single    1.883  0.020  1.883
 322  C13  BR2  single    1.875  0.020  1.875
 322  N1   C11  single    1.380  0.020  1.380
 322  C11  O4   double    1.204  0.020  1.204
 322  C13  C12  aromatic  1.400  0.020  1.400
 322  C14  C13  aromatic  1.387  0.020  1.387
 322  O5   C14  single    1.338  0.020  1.338
 322  O5   HO5  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
 322  O3   C10  O2   128.79  3.000
 322  O3   C10  C9   114.36  3.000
 322  O2   C10  C9   116.85  3.000
 322  S2   C8   S1   121.50  3.000
 322  S1   C8   N1   111.90  3.000
 322  S2   C8   N1   126.60  3.000
 322  H9A  C9   H9   107.57  3.000
 322  H9A  C9   N1   108.57  3.000
 322  H9   C9   N1   108.59  3.000
 322  H9A  C9   C10  110.27  3.000
 322  H9   C9   C10  110.80  3.000
 322  N1   C9   C10  110.94  3.000
 322  H4   C4   C3   120.39  3.000
 322  H4   C4   C5   117.87  3.000
 322  C3   C4   C5   121.74  3.000
 322  C12  C5   C6   123.84  3.000
 322  C12  C5   C4   118.33  3.000
 322  C6   C5   C4   117.81  3.000
 322  H6A  C6   H6   106.68  3.000
 322  H6A  C6   C7   108.28  3.000
 322  H6   C6   C7   108.54  3.000
 322  H6A  C6   C5   111.64  3.000
 322  H6   C6   C5   109.04  3.000
 322  C7   C6   C5   112.46  3.000
 322  C14  C3   O1   114.46  3.000
 322  C14  C3   C4   119.79  3.000
 322  O1   C3   C4   125.76  3.000
 322  H2A  C2   H2   107.84  3.000
 322  H2A  C2   O1   109.75  3.000
 322  H2   C2   O1   109.64  3.000
 322  H2A  C2   C1   110.71  3.000
 322  H2   C2   C1   110.74  3.000
 322  O1   C2   C1   108.15  3.000
 322  H1B  C1   H1A  107.87  3.000
 322  H1B  C1   H1   108.00  3.000
 322  H1A  C1   H1   108.79  3.000
 322  H1B  C1   C2   109.08  3.000
 322  H1A  C1   C2   111.52  3.000
 322  H1   C1   C2   111.45  3.000
 322  H7   C7   C11  108.53  3.000
 322  H7   C7   S1   108.78  3.000
 322  C11  C7   S1   105.63  3.000
 322  H7   C7   C6   111.11  3.000
 322  C11  C7   C6   110.20  3.000
 322  S1   C7   C6   112.37  3.000
 322  C11  N1   C9   119.41  3.000
 322  C11  N1   C8   116.76  3.000
 322  C9   N1   C8   121.98  3.000
 322  C7   S1   C8    93.11  3.000
 322  C2   O1   C3   119.00  3.000
 322  O4   C11  N1   123.88  3.000
 322  O4   C11  C7   123.64  3.000
 322  N1   C11  C7   112.47  3.000
 322  C13  C12  BR1  119.51  3.000
 322  C13  C12  C5   120.46  3.000
 322  BR1  C12  C5   120.03  3.000
 322  C14  C13  C12  120.74  3.000
 322  C14  C13  BR2  117.26  3.000
 322  C12  C13  BR2  122.00  3.000
 322  O5   C14  C13  119.79  3.000
 322  O5   C14  C3   121.26  3.000
 322  C13  C14  C3   118.95  3.000
 322  HO5  O5   C14  110.03  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
 322  CONST_01  C13  C14  C3   C4      0.00   0.0  0
 322  CONST_02  C13  C12  C5   C4      0.00   0.0  0
 322  CONST_03  C14  C3   C4   C5      0.00   0.0  0
 322  CONST_04  C14  C13  C12  C5      0.00   0.0  0
 322  CONST_05  C12  C5   C4   C3      0.00   0.0  0
 322  CONST_06  C12  C13  C14  C3      0.00   0.0  0
 322  CONST_07  C7   C11  N1   C8      0.00   0.0  0
 322  CONST_08  O5   C14  C3   C4    180.00   0.0  0
 322  CONST_09  BR1  C12  C5   C4    180.00   0.0  0
 322  CONST_10  O1   C3   C4   C5    180.00   0.0  0
 322  CONST_11  BR2  C13  C12  C5    180.00   0.0  0
 322  CONST_12  C3   C4   C5   C6    180.00   0.0  0
 322  CONST_13  C13  C12  C5   C6    180.00   0.0  0
 322  CONST_14  BR2  C13  C14  C3    180.00   0.0  0
 322  CONST_15  C14  C13  C12  BR1   180.00   0.0  0
 322  CONST_16  C13  C14  C3   O1    180.00   0.0  0
 322  CONST_17  O5   C14  C13  C12   180.00   0.0  0
 322  CONST_18  O4   C11  N1   C8    180.00   0.0  0
 322  CONST_19  C7   C11  N1   C9    180.00   0.0  0
 322  CONST_20  H4   C4   C5   C12   180.00   0.0  0
 322  CONST_21  O4   C11  N1   C9      0.00   0.0  0
 322  Var_01    N1   C8   S1   C7      3.46  30.0  1
 322  Var_02    C11  N1   C8   S1     -3.83  30.0  1
 322  Var_03    C7   C6   C5   C4    -98.76  30.0  2
 322  Var_04    C8   N1   C9   C10    84.69  30.0  1
 322  Var_05    C14  C3   O1   C2   -174.92  30.0  2
 322  Var_06    C1   C2   O1   C3    176.28  30.0  1
 322  Var_07    O2   C10  C9   N1      4.15  30.0  3
 322  Var_08    H1   C1   C2   O1    -61.41  30.0  3

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
 322  chir_01  C7  C6  S1  C11  negativ

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
 322  plan-1  C4   0.020
 322  plan-1  C5   0.020
 322  plan-1  C6   0.020
 322  plan-1  C3   0.020
 322  plan-1  O1   0.020
 322  plan-1  C12  0.020
 322  plan-1  C13  0.020
 322  plan-1  C14  0.020
 322  plan-1  O5   0.020
 322  plan-1  H4   0.020
 322  plan-1  BR1  0.020
 322  plan-1  BR2  0.020
 322  plan-2  C10  0.020
 322  plan-2  C9   0.020
 322  plan-2  O2   0.020
 322  plan-2  O3   0.020
 322  plan-3  C8   0.020
 322  plan-3  C9   0.020
 322  plan-3  C7   0.020
 322  plan-3  N1   0.020
 322  plan-3  C11  0.020
 322  plan-3  O4   0.020

