# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr  6 22:53:31 2020
#   Inital geometry file: a 97 line input string
#   Ligand name: 3,4-bis(2-chloro-4-hydroxyphenyl)-1H-1lambda~6~-thiophene-1,1-dione
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(c(Cl)c1)C2=C[S](=O)(=O)C=C2c3ccc(O)cc3Cl
#
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
 5G2  5G2  3,4-bis(2-chloro-4-hydroxyphenyl)-1H-1lambda~6~-thiophene-1,1-dione  ligand  33  23  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_5G2
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
 5G2  C01  C   CR15  0  -0.519   2.2375   1.2706  -0.2933
 5G2  C02  C   CR5   0   0.200   1.0251   0.7347  -0.1690
 5G2  C03  C   CR5   0   0.198   1.0536  -0.7383   0.1350
 5G2  C04  C   CR15  0  -0.517   2.2853  -1.2389   0.2019
 5G2  C05  C   CR6   0   0.086  -0.2405   1.4531  -0.3501
 5G2  C06  C   CR6   0   0.084  -0.1804  -1.4941   0.3742
 5G2  C07  C   CR6   0  -0.099  -0.5822   2.6044   0.3601
 5G2  C08  C   CR16  0  -0.279  -1.7841   3.2584   0.1609
 5G2  S01  S   S     0   1.221   3.4770   0.0341  -0.0708
 5G2  C09  C   CR6   0   0.357  -2.6858   2.7684  -0.7805
 5G2  C10  C   CR16  0  -0.359  -2.3708   1.6200  -1.5046
 5G2  C11  C   CR16  0  -0.270  -1.1702   0.9792  -1.2768
 5G2  C12  C   CR6   0  -0.098  -0.5236  -2.6501  -0.3278
 5G2  C13  C   CR16  0  -0.279  -1.6966  -3.3380  -0.0773
 5G2  C14  C   CR6   0   0.357  -2.5654  -2.8789   0.9096
 5G2  O03  O   OS    0  -0.653   4.2505   0.2651   1.1433
 5G2  C15  C   CR16  0  -0.359  -2.2466  -1.7287   1.6289
 5G2  C16  C   CR16  0  -0.271  -1.0763  -1.0528   1.3490
 5G2  O04  O   OS    0  -0.653   4.2100  -0.1755  -1.3134
 5G2  CL1  CL  CL    0  -0.114   0.4779   3.2370   1.5734
 5G2  CL2  CL  CL    0  -0.114   0.4934  -3.2440  -1.5960
 5G2  H1   H   HCR5  0   0.325   2.5136   2.2833  -0.5463
 5G2  H2   H   HOH1  0   0.482  -4.3926   3.0070  -1.5981
 5G2  H3   H   HCR5  0   0.326   2.6009  -2.2429   0.4429
 5G2  H4   H   HCR6  0   0.294  -2.0282   4.1443   0.7318
 5G2  H5   H   HOH1  0   0.482  -4.2292  -3.1627   1.7971
 5G2  H6   H   HCR6  0   0.286  -3.0603   1.2253  -2.2411
 5G2  H7   H   HCR6  0   0.271  -0.9391   0.0900  -1.8491
 5G2  H8   H   HCR6  0   0.294  -1.9446  -4.2251  -0.6447
 5G2  H9   H   HCR6  0   0.286  -2.9101  -1.3584   2.4009
 5G2  H10  H   HCR6  0   0.271  -0.8421  -0.1615   1.9167
 5G2  O02  O   OH1   0  -0.618  -3.6883  -3.5789   1.1161
 5G2  O01  O   OH1   0  -0.618  -3.8341   3.4386  -0.9412

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
 5G2  O01  C09  single    1.339  0.020  1.339
 5G2  C09  C10  aromatic  1.394  0.020  1.394
 5G2  C09  C08  aromatic  1.393  0.020  1.393
 5G2  C10  C11  aromatic  1.380  0.020  1.380
 5G2  C08  C07  aromatic  1.383  0.020  1.383
 5G2  C11  C05  aromatic  1.396  0.020  1.396
 5G2  C07  C05  aromatic  1.395  0.020  1.395
 5G2  C07  CL1  single    1.731  0.020  1.731
 5G2  C05  C02  single    1.466  0.020  1.466
 5G2  C02  C01  double    1.331  0.020  1.331
 5G2  C02  C03  single    1.504  0.020  1.504
 5G2  O02  C14  single    1.339  0.020  1.339
 5G2  C14  C13  aromatic  1.393  0.020  1.393
 5G2  C14  C15  aromatic  1.394  0.020  1.394
 5G2  C13  C12  aromatic  1.383  0.020  1.383
 5G2  C15  C16  aromatic  1.380  0.020  1.380
 5G2  C01  S01  single    1.765  0.020  1.765
 5G2  C12  CL2  single    1.731  0.020  1.731
 5G2  C12  C06  aromatic  1.395  0.020  1.395
 5G2  C16  C06  aromatic  1.396  0.020  1.396
 5G2  C06  C03  single    1.467  0.020  1.467
 5G2  C03  C04  double    1.331  0.020  1.331
 5G2  C04  S01  single    1.765  0.020  1.765
 5G2  O03  S01  double    1.458  0.020  1.458
 5G2  S01  O04  double    1.458  0.020  1.458
 5G2  C01  H1   single    0.930  0.020  1.080
 5G2  O01  H2   single    0.850  0.020  0.980
 5G2  C04  H3   single    0.930  0.020  1.080
 5G2  C08  H4   single    0.930  0.020  1.080
 5G2  O02  H5   single    0.850  0.020  0.980
 5G2  C10  H6   single    0.930  0.020  1.080
 5G2  C11  H7   single    0.930  0.020  1.080
 5G2  C13  H8   single    0.930  0.020  1.080
 5G2  C15  H9   single    0.930  0.020  1.080
 5G2  C16  H10  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
 5G2  H1   C01  S01  120.47  3.000
 5G2  H1   C01  C02  129.22  3.000
 5G2  S01  C01  C02  110.23  3.000
 5G2  C05  C02  C03  121.40  3.000
 5G2  C03  C02  C01  113.31  3.000
 5G2  C05  C02  C01  125.25  3.000
 5G2  C06  C03  C04  125.20  3.000
 5G2  C04  C03  C02  113.32  3.000
 5G2  C06  C03  C02  121.44  3.000
 5G2  H3   C04  S01  120.52  3.000
 5G2  H3   C04  C03  129.15  3.000
 5G2  S01  C04  C03  110.23  3.000
 5G2  C11  C05  C07  117.07  3.000
 5G2  C07  C05  C02  123.56  3.000
 5G2  C11  C05  C02  119.38  3.000
 5G2  C16  C06  C12  117.10  3.000
 5G2  C16  C06  C03  119.41  3.000
 5G2  C12  C06  C03  123.49  3.000
 5G2  CL1  C07  C08  117.42  3.000
 5G2  CL1  C07  C05  120.55  3.000
 5G2  C08  C07  C05  122.00  3.000
 5G2  H4   C08  C09  119.92  3.000
 5G2  H4   C08  C07  120.50  3.000
 5G2  C09  C08  C07  119.59  3.000
 5G2  O04  S01  O03  117.76  3.000
 5G2  O04  S01  C04  111.56  3.000
 5G2  O03  S01  C04  110.11  3.000
 5G2  O04  S01  C01  110.27  3.000
 5G2  O03  S01  C01  111.50  3.000
 5G2  C04  S01  C01   92.90  3.000
 5G2  C10  C09  C08  119.66  3.000
 5G2  C08  C09  O01  117.40  3.000
 5G2  C10  C09  O01  122.95  3.000
 5G2  H6   C10  C11  119.79  3.000
 5G2  H6   C10  C09  120.64  3.000
 5G2  C11  C10  C09  119.58  3.000
 5G2  H7   C11  C10  118.68  3.000
 5G2  H7   C11  C05  119.20  3.000
 5G2  C10  C11  C05  122.11  3.000
 5G2  CL2  C12  C13  117.42  3.000
 5G2  CL2  C12  C06  120.56  3.000
 5G2  C13  C12  C06  121.99  3.000
 5G2  H8   C13  C14  119.93  3.000
 5G2  H8   C13  C12  120.49  3.000
 5G2  C14  C13  C12  119.58  3.000
 5G2  C15  C14  C13  119.68  3.000
 5G2  C15  C14  O02  122.93  3.000
 5G2  C13  C14  O02  117.39  3.000
 5G2  H9   C15  C16  119.77  3.000
 5G2  H9   C15  C14  120.66  3.000
 5G2  C16  C15  C14  119.57  3.000
 5G2  H10  C16  C15  118.71  3.000
 5G2  H10  C16  C06  119.20  3.000
 5G2  C15  C16  C06  122.08  3.000
 5G2  H5   O02  C14  110.71  3.000
 5G2  H2   O01  C09  110.75  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
 5G2  CONST_01  C09  C10  C11  C05    0.00   0.0  0
 5G2  CONST_02  C09  C08  C07  C05    0.00   0.0  0
 5G2  CONST_03  C14  C13  C12  C06    0.00   0.0  0
 5G2  CONST_04  C14  C15  C16  C06    0.00   0.0  0
 5G2  CONST_05  C10  C09  C08  C07    0.00   0.0  0
 5G2  CONST_06  C10  C11  C05  C07    0.00   0.0  0
 5G2  CONST_07  C11  C10  C09  C08    0.00   0.0  0
 5G2  CONST_08  C11  C05  C07  C08    0.00   0.0  0
 5G2  CONST_09  C15  C14  C13  C12    0.00   0.0  0
 5G2  CONST_10  C15  C16  C06  C12    0.00   0.0  0
 5G2  CONST_11  C16  C15  C14  C13    0.00   0.0  0
 5G2  CONST_12  C16  C06  C12  C13    0.00   0.0  0
 5G2  CONST_13  C10  C11  C05  C02  180.00   0.0  0
 5G2  CONST_14  C08  C07  C05  C02  180.00   0.0  0
 5G2  CONST_15  C13  C12  C06  C03  180.00   0.0  0
 5G2  CONST_16  C15  C16  C06  C03  180.00   0.0  0
 5G2  CONST_17  CL1  C07  C05  C02    0.00   0.0  0
 5G2  CONST_18  CL2  C12  C06  C03    0.00   0.0  0
 5G2  CONST_19  C11  C10  C09  O01  180.00   0.0  0
 5G2  CONST_20  C07  C08  C09  O01  180.00   0.0  0
 5G2  CONST_21  C12  C13  C14  O02  180.00   0.0  0
 5G2  CONST_22  C16  C15  C14  O02  180.00   0.0  0
 5G2  CONST_23  CL1  C07  C08  C09  180.00   0.0  0
 5G2  CONST_24  CL1  C07  C05  C11  180.00   0.0  0
 5G2  CONST_25  CL2  C12  C13  C14  180.00   0.0  0
 5G2  CONST_26  CL2  C12  C06  C16  180.00   0.0  0
 5G2  CONST_27  H7   C11  C05  C02    0.00   0.0  0
 5G2  CONST_28  H10  C16  C06  C03    0.00   0.0  0
 5G2  CONST_29  H6   C10  C11  C05  180.00   0.0  0
 5G2  CONST_30  H4   C08  C07  C05  180.00   0.0  0
 5G2  CONST_31  H8   C13  C12  C06  180.00   0.0  0
 5G2  CONST_32  H9   C15  C16  C06  180.00   0.0  0
 5G2  Var_01    C11  C05  C02  C01  124.02  30.0  2
 5G2  Var_02    C06  C03  C02  C01  176.89  30.0  1
 5G2  Var_03    C03  C04  S01  C01   -0.47  30.0  1
 5G2  Var_04    C04  S01  C01  C02   -0.14  30.0  1
 5G2  Var_05    C12  C06  C03  C02  125.88  30.0  2
 5G2  Var_06    S01  C04  C03  C02    0.90  30.0  1
 5G2  Var_07    S01  C01  C02  C03    0.65  30.0  1

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
 5G2  plan-1  C02  0.020
 5G2  plan-1  C05  0.020
 5G2  plan-1  C07  0.020
 5G2  plan-1  C08  0.020
 5G2  plan-1  C09  0.020
 5G2  plan-1  C10  0.020
 5G2  plan-1  C11  0.020
 5G2  plan-1  CL1  0.020
 5G2  plan-1  H4   0.020
 5G2  plan-1  H6   0.020
 5G2  plan-1  H7   0.020
 5G2  plan-1  O01  0.020
 5G2  plan-2  C03  0.020
 5G2  plan-2  C06  0.020
 5G2  plan-2  C12  0.020
 5G2  plan-2  C13  0.020
 5G2  plan-2  C14  0.020
 5G2  plan-2  C15  0.020
 5G2  plan-2  C16  0.020
 5G2  plan-2  CL2  0.020
 5G2  plan-2  H8   0.020
 5G2  plan-2  H9   0.020
 5G2  plan-2  H10  0.020
 5G2  plan-2  O02  0.020

