# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 21:33:47 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: (1S)-2,3-bis(2-chloro-4-hydroxyphenyl)-1H-1lambda~4~-thiophen-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Oc1ccc(c(Cl)c1)C2=C(c3ccc(O)cc3Cl)[S@@](=O)C=C2
#
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
 7EN  7EN  (1S)-2,3-bis(2-chloro-4-hydroxyphenyl)-1H-1lambda~4~-thiophen-1-one  ligand  32  22  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7EN
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
 7EN  O01   O   OH1   0  -0.620   2.4153   4.4171   0.4194
 7EN  C02   C   CR6   0   0.352   2.0068   3.1620   0.1865
 7EN  C03   C   CR16  0  -0.279   2.4606   2.1692   1.0526
 7EN  C04   C   CR6   0  -0.097   2.0670   0.8606   0.8519
 7EN  CL05  CL  CL    0  -0.119   2.6133  -0.3293   1.9834
 7EN  C06   C   CR6   0   0.109   1.2233   0.4871  -0.1954
 7EN  C07   C   CR5   0  -0.278   0.7853  -0.8771  -0.4559
 7EN  C08   C   CR5   0   0.229  -0.4617  -1.3457  -0.6562
 7EN  C09   C   CR6   0   0.101  -1.7073  -0.5903  -0.4760
 7EN  C10   C   CR6   0  -0.108  -2.0469   0.0914   0.6938
 7EN  CL11  CL  CL    0  -0.114  -1.0229   0.0114   2.0843
 7EN  C12   C   CR16  0  -0.281  -3.2196   0.8161   0.8050
 7EN  C13   C   CR6   0   0.353  -4.0996   0.8741  -0.2730
 7EN  O14   O   OH1   0  -0.621  -5.2186   1.5955  -0.1163
 7EN  C15   C   CR16  0  -0.362  -3.7978   0.1849  -1.4457
 7EN  C16   C   CR16  0  -0.294  -2.6220  -0.5354  -1.5282
 7EN  C17   C   CR15  0  -0.169  -0.4688  -2.7242  -1.1521
 7EN  C18   C   CR15  0  -0.467   0.7464  -3.2482  -1.3368
 7EN  S19   S   S3    0   0.803   1.9828  -2.1840  -0.6602
 7EN  O20   O   O     0  -0.742   3.0704  -1.7816  -1.6189
 7EN  C21   C   CR16  0  -0.298   0.7867   1.5048  -1.0456
 7EN  C22   C   CR16  0  -0.360   1.1610   2.8224  -0.8667
 7EN  H1    H   HOH1  0   0.481   2.0499   5.0213  -0.2372
 7EN  H2    H   HCR6  0   0.292   3.1084   2.4278   1.8798
 7EN  H3    H   HCR6  0   0.291  -3.4610   1.3317   1.7253
 7EN  H4    H   HOH1  0   0.481  -5.7501   1.5826  -0.9208
 7EN  H5    H   HCR6  0   0.284  -4.4741   0.2116  -2.2914
 7EN  H6    H   HCR6  0   0.273  -2.3939  -1.0591  -2.4485
 7EN  H7    H   HCR5  0   0.293  -1.3908  -3.2650  -1.3202
 7EN  H8    H   HCR5  0   0.310   1.0025  -4.2533  -1.6365
 7EN  H9    H   HCR6  0   0.270   0.1435   1.2503  -1.8776
 7EN  H10   H   HCR6  0   0.283   0.8034   3.5808  -1.5528

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
 7EN  O14   C13   single    1.341  0.020  1.341
 7EN  C13   C15   aromatic  1.393  0.020  1.393
 7EN  C13   C12   aromatic  1.393  0.020  1.393
 7EN  C15   C16   aromatic  1.381  0.020  1.381
 7EN  C12   C10   aromatic  1.383  0.020  1.383
 7EN  C16   C09   aromatic  1.395  0.020  1.395
 7EN  C10   C09   aromatic  1.396  0.020  1.396
 7EN  C10   CL11  single    1.729  0.020  1.729
 7EN  C09   C08   single    1.468  0.020  1.468
 7EN  C08   C17   single    1.465  0.020  1.465
 7EN  C08   C07   double    1.347  0.020  1.347
 7EN  O01   C02   single    1.340  0.020  1.340
 7EN  C03   C02   aromatic  1.393  0.020  1.393
 7EN  C03   C04   aromatic  1.381  0.020  1.381
 7EN  C02   C22   aromatic  1.393  0.020  1.393
 7EN  CL05  C04   single    1.730  0.020  1.730
 7EN  C04   C06   aromatic  1.396  0.020  1.396
 7EN  C22   C21   aromatic  1.381  0.020  1.381
 7EN  C17   C18   double    1.336  0.020  1.336
 7EN  C06   C21   aromatic  1.396  0.020  1.396
 7EN  C06   C07   single    1.456  0.020  1.456
 7EN  C07   S19   single    1.784  0.020  1.784
 7EN  C18   S19   single    1.766  0.020  1.766
 7EN  S19   O20   double    1.505  0.020  1.505
 7EN  O01   H1    single    0.850  0.020  0.980
 7EN  C03   H2    single    0.930  0.020  1.080
 7EN  C12   H3    single    0.930  0.020  1.080
 7EN  O14   H4    single    0.850  0.020  0.980
 7EN  C15   H5    single    0.930  0.020  1.080
 7EN  C16   H6    single    0.930  0.020  1.080
 7EN  C17   H7    single    0.930  0.020  1.080
 7EN  C18   H8    single    0.930  0.020  1.080
 7EN  C21   H9    single    0.930  0.020  1.080
 7EN  C22   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
 7EN  H1    O01  C02   110.67  3.000
 7EN  C22   C02  C03   119.61  3.000
 7EN  C22   C02  O01   123.01  3.000
 7EN  C03   C02  O01   117.38  3.000
 7EN  H2    C03  C04   120.54  3.000
 7EN  H2    C03  C02   119.99  3.000
 7EN  C04   C03  C02   119.46  3.000
 7EN  C06   C04  CL05  119.83  3.000
 7EN  C06   C04  C03   122.33  3.000
 7EN  CL05  C04  C03   117.81  3.000
 7EN  C21   C06  C07   118.68  3.000
 7EN  C07   C06  C04   124.52  3.000
 7EN  C21   C06  C04   116.80  3.000
 7EN  S19   C07  C08   110.45  3.000
 7EN  S19   C07  C06   120.31  3.000
 7EN  C08   C07  C06   129.11  3.000
 7EN  C17   C08  C09   121.45  3.000
 7EN  C17   C08  C07   112.46  3.000
 7EN  C09   C08  C07   126.03  3.000
 7EN  C16   C09  C10   116.95  3.000
 7EN  C10   C09  C08   124.10  3.000
 7EN  C16   C09  C08   118.95  3.000
 7EN  C12   C10  CL11  117.51  3.000
 7EN  CL11  C10  C09   120.49  3.000
 7EN  C12   C10  C09   121.98  3.000
 7EN  H3    C12  C13   119.84  3.000
 7EN  H3    C12  C10   120.47  3.000
 7EN  C13   C12  C10   119.69  3.000
 7EN  C15   C13  O14   123.05  3.000
 7EN  C15   C13  C12   119.61  3.000
 7EN  O14   C13  C12   117.34  3.000
 7EN  H4    O14  C13   110.81  3.000
 7EN  H5    C15  C16   119.85  3.000
 7EN  H5    C15  C13   120.64  3.000
 7EN  C16   C15  C13   119.51  3.000
 7EN  H6    C16  C15   118.82  3.000
 7EN  H6    C16  C09   118.93  3.000
 7EN  C15   C16  C09   122.24  3.000
 7EN  H7    C17  C18   123.88  3.000
 7EN  H7    C17  C08   121.80  3.000
 7EN  C18   C17  C08   114.30  3.000
 7EN  H8    C18  S19   120.09  3.000
 7EN  H8    C18  C17   128.26  3.000
 7EN  S19   C18  C17   110.33  3.000
 7EN  O20   S19  C18   115.03  3.000
 7EN  O20   S19  C07   111.24  3.000
 7EN  C18   S19  C07    90.88  3.000
 7EN  H9    C21  C22   119.01  3.000
 7EN  H9    C21  C06   118.86  3.000
 7EN  C22   C21  C06   122.12  3.000
 7EN  H10   C22  C21   119.76  3.000
 7EN  H10   C22  C02   120.57  3.000
 7EN  C21   C22  C02   119.67  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
 7EN  CONST_01  C06   C04  C03  C02     0.00   0.0  0
 7EN  CONST_02  C06   C21  C22  C02     0.00   0.0  0
 7EN  CONST_03  C21   C22  C02  C03     0.00   0.0  0
 7EN  CONST_04  C21   C06  C04  C03     0.00   0.0  0
 7EN  CONST_05  C22   C02  C03  C04     0.00   0.0  0
 7EN  CONST_06  C22   C21  C06  C04     0.00   0.0  0
 7EN  CONST_07  C13   C15  C16  C09     0.00   0.0  0
 7EN  CONST_08  C13   C12  C10  C09     0.00   0.0  0
 7EN  CONST_09  C15   C13  C12  C10     0.00   0.0  0
 7EN  CONST_10  C15   C16  C09  C10     0.00   0.0  0
 7EN  CONST_11  C16   C15  C13  C12     0.00   0.0  0
 7EN  CONST_12  C16   C09  C10  C12     0.00   0.0  0
 7EN  CONST_13  C07   C06  C04  C03   180.00   0.0  0
 7EN  CONST_14  C22   C21  C06  C07   180.00   0.0  0
 7EN  CONST_15  C15   C16  C09  C08   180.00   0.0  0
 7EN  CONST_16  C12   C10  C09  C08   180.00   0.0  0
 7EN  CONST_17  C04   C03  C02  O01   180.00   0.0  0
 7EN  CONST_18  C21   C22  C02  O01   180.00   0.0  0
 7EN  CONST_19  CL05  C04  C03  C02   180.00   0.0  0
 7EN  CONST_20  C21   C06  C04  CL05  180.00   0.0  0
 7EN  CONST_21  C07   C06  C04  CL05    0.00   0.0  0
 7EN  CONST_22  CL11  C10  C09  C08     0.00   0.0  0
 7EN  CONST_23  O14   C13  C12  C10   180.00   0.0  0
 7EN  CONST_24  C13   C12  C10  CL11  180.00   0.0  0
 7EN  CONST_25  C16   C09  C10  CL11  180.00   0.0  0
 7EN  CONST_26  C16   C15  C13  O14   180.00   0.0  0
 7EN  CONST_27  H9    C21  C22  C02   180.00   0.0  0
 7EN  CONST_28  H10   C22  C02  C03   180.00   0.0  0
 7EN  CONST_29  H2    C03  C04  C06   180.00   0.0  0
 7EN  CONST_30  H6    C16  C09  C08     0.00   0.0  0
 7EN  CONST_31  H5    C15  C16  C09   180.00   0.0  0
 7EN  CONST_32  H3    C12  C10  C09   180.00   0.0  0
 7EN  Var_01    C08   C07  C06  C04   129.50  30.0  2
 7EN  Var_02    C16   C09  C08  C07   126.47  30.0  2

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
 7EN  plan-1  C06   0.020
 7EN  plan-1  C07   0.020
 7EN  plan-1  C08   0.020
 7EN  plan-1  C09   0.020
 7EN  plan-1  C17   0.020
 7EN  plan-1  C18   0.020
 7EN  plan-1  S19   0.020
 7EN  plan-1  O20   0.020
 7EN  plan-1  H7    0.020
 7EN  plan-1  H8    0.020
 7EN  plan-2  O01   0.020
 7EN  plan-2  C02   0.020
 7EN  plan-2  C03   0.020
 7EN  plan-2  C04   0.020
 7EN  plan-2  CL05  0.020
 7EN  plan-2  C06   0.020
 7EN  plan-2  C07   0.020
 7EN  plan-2  C21   0.020
 7EN  plan-2  C22   0.020
 7EN  plan-2  H2    0.020
 7EN  plan-2  H9    0.020
 7EN  plan-2  H10   0.020
 7EN  plan-3  C08   0.020
 7EN  plan-3  C09   0.020
 7EN  plan-3  C10   0.020
 7EN  plan-3  CL11  0.020
 7EN  plan-3  C12   0.020
 7EN  plan-3  C13   0.020
 7EN  plan-3  O14   0.020
 7EN  plan-3  C15   0.020
 7EN  plan-3  C16   0.020
 7EN  plan-3  H3    0.020
 7EN  plan-3  H5    0.020
 7EN  plan-3  H6    0.020

