# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 07:06:21 2020
#   Inital geometry file: a 83 line input string
#   Ligand name: 4-chloro-6-[5-(4-methoxyphenyl)-1,2,3-thiadiazol-4-yl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2snnc2c3cc(Cl)c(O)cc3O
#
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
 YI0  YI0  4-chloro-6-[5-(4-methoxyphenyl)-1,2,3-thiadiazol-4-yl]benzene-1,3-diol  ligand  33  22  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_YI0
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
 YI0  N1    N   N     0  -0.338   0.7248  -4.1011   0.1199
 YI0  N2    N   N     0  -0.227  -0.3227  -3.3952   0.0359
 YI0  C3    C   CR5   0   0.352  -0.1140  -2.0522  -0.0092
 YI0  C4    C   CR5   0  -0.306   1.2184  -1.7043   0.0377
 YI0  C6    C   CR6   0  -0.144  -1.2474  -1.1198  -0.0375
 YI0  C7    C   CR6   0   0.044   1.8384  -0.3840  -0.0127
 YI0  C12   C   CR16  0  -0.288   2.9397  -0.0742   0.7912
 YI0  C13   C   CR16  0  -0.327   3.5284   1.1722   0.7411
 YI0  C14   C   CR6   0   0.385   3.0320   2.1522  -0.1231
 YI0  C15   C   CR16  0  -0.366   1.9383   1.8530  -0.9351
 YI0  C16   C   CR16  0  -0.269   1.3536   0.5986  -0.8723
 YI0  C21   C   CR6   0   0.380  -2.1911  -1.1482  -1.0689
 YI0  C22   C   CR16  0  -0.522  -3.2376  -0.2326  -1.0859
 YI0  C23   C   CR6   0   0.441  -3.3624   0.7230  -0.0846
 YI0  C24   C   CR6   0  -0.161  -2.4208   0.7474   0.9456
 YI0  C25   C   CR16  0  -0.213  -1.3846  -0.1634   0.9622
 YI0  O29   O   OH1   0  -0.607  -4.3456   1.6269  -0.0596
 YI0  O30   O   OH1   0  -0.614  -2.0331  -2.0662  -2.0331
 YI0  O33   O   O2    0  -0.464   3.6608   3.3360  -0.1064
 YI0  S1    S   S2    0   0.434   2.1074  -3.1483   0.1447
 YI0  C34   C   CH3   0  -0.440   3.2241   4.3510  -0.9920
 YI0  CL    CL  CL    0  -0.115  -2.5709   1.9288   2.2003
 YI0  H25   H   HCR6  0   0.281  -0.6637  -0.1308   1.7686
 YI0  H12   H   HCR6  0   0.264   3.3363  -0.8098   1.4804
 YI0  H16   H   HCR6  0   0.267   0.5133   0.3897  -1.5209
 YI0  H13   H   HCR6  0   0.272   4.3765   1.3969   1.3751
 YI0  H15   H   HCR6  0   0.286   1.5275   2.5786  -1.6231
 YI0  H22   H   HCR6  0   0.297  -3.9622  -0.2594  -1.8935
 YI0  H30   H   HOH1  0   0.483  -2.7237  -1.9819  -2.7009
 YI0  H29   H   HOH1  0   0.486  -4.9282   1.5209  -0.8208
 YI0  H341  H   HCH3  0   0.233   3.3131   4.0433  -2.0368
 YI0  H342  H   HCH3  0   0.233   2.1903   4.6465  -0.7963
 YI0  H343  H   HCH3  0   0.263   3.8716   5.2068  -0.8206

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
 YI0  N1   N2    aromatic  1.266  0.020  1.266
 YI0  N1   S1    aromatic  1.679  0.020  1.679
 YI0  N2   C3    aromatic  1.360  0.020  1.360
 YI0  C3   C4    aromatic  1.378  0.020  1.378
 YI0  C3   C6    single    1.468  0.020  1.468
 YI0  C4   C7    single    1.459  0.020  1.459
 YI0  C4   S1    aromatic  1.699  0.020  1.699
 YI0  C6   C21   aromatic  1.398  0.020  1.398
 YI0  C6   C25   aromatic  1.390  0.020  1.390
 YI0  C7   C12   aromatic  1.398  0.020  1.398
 YI0  C7   C16   aromatic  1.393  0.020  1.393
 YI0  C12  C13   aromatic  1.379  0.020  1.379
 YI0  C13  C14   aromatic  1.398  0.020  1.398
 YI0  C14  C15   aromatic  1.395  0.020  1.395
 YI0  C14  O33   single    1.341  0.020  1.341
 YI0  C15  C16   aromatic  1.385  0.020  1.385
 YI0  C21  C22   aromatic  1.391  0.020  1.391
 YI0  C21  O30   single    1.341  0.020  1.341
 YI0  C22  C23   aromatic  1.390  0.020  1.390
 YI0  C23  C24   aromatic  1.396  0.020  1.396
 YI0  C23  O29   single    1.336  0.020  1.336
 YI0  C24  C25   aromatic  1.380  0.020  1.380
 YI0  C24  CL    single    1.730  0.020  1.730
 YI0  O33  C34   single    1.416  0.020  1.416
 YI0  C25  H25   single    0.930  0.020  1.080
 YI0  C12  H12   single    0.930  0.020  1.080
 YI0  C16  H16   single    0.930  0.020  1.080
 YI0  C13  H13   single    0.930  0.020  1.080
 YI0  C15  H15   single    0.930  0.020  1.080
 YI0  C22  H22   single    0.930  0.020  1.080
 YI0  O30  H30   single    0.850  0.020  0.980
 YI0  O29  H29   single    0.850  0.020  0.980
 YI0  C34  H341  single    0.970  0.020  1.090
 YI0  C34  H342  single    0.970  0.020  1.090
 YI0  C34  H343  single    0.970  0.020  1.090

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
 YI0  S1    N1   N2    111.46  3.000
 YI0  C3    N2   N1    115.21  3.000
 YI0  C6    C3   C4    125.94  3.000
 YI0  C6    C3   N2    120.63  3.000
 YI0  C4    C3   N2    113.37  3.000
 YI0  S1    C4   C7    123.28  3.000
 YI0  S1    C4   C3    107.06  3.000
 YI0  C7    C4   C3    129.65  3.000
 YI0  C25   C6   C21   118.54  3.000
 YI0  C25   C6   C3    119.96  3.000
 YI0  C21   C6   C3    121.49  3.000
 YI0  C16   C7   C12   118.21  3.000
 YI0  C16   C7   C4    120.78  3.000
 YI0  C12   C7   C4    121.01  3.000
 YI0  H12   C12  C13   118.71  3.000
 YI0  H12   C12  C7    120.24  3.000
 YI0  C13   C12  C7    121.04  3.000
 YI0  H13   C13  C14   119.66  3.000
 YI0  H13   C13  C12   120.05  3.000
 YI0  C14   C13  C12   120.29  3.000
 YI0  O33   C14  C15   124.37  3.000
 YI0  O33   C14  C13   116.41  3.000
 YI0  C15   C14  C13   119.22  3.000
 YI0  H15   C15  C16   118.44  3.000
 YI0  H15   C15  C14   121.64  3.000
 YI0  C16   C15  C14   119.92  3.000
 YI0  H16   C16  C15   118.39  3.000
 YI0  H16   C16  C7    120.28  3.000
 YI0  C15   C16  C7    121.32  3.000
 YI0  O30   C21  C22   122.05  3.000
 YI0  O30   C21  C6    117.70  3.000
 YI0  C22   C21  C6    120.23  3.000
 YI0  H22   C22  C23   119.55  3.000
 YI0  H22   C22  C21   119.69  3.000
 YI0  C23   C22  C21   120.76  3.000
 YI0  O29   C23  C24   118.09  3.000
 YI0  O29   C23  C22   123.01  3.000
 YI0  C24   C23  C22   118.89  3.000
 YI0  CL    C24  C25   120.48  3.000
 YI0  CL    C24  C23   119.25  3.000
 YI0  C25   C24  C23   120.26  3.000
 YI0  H25   C25  C24   119.30  3.000
 YI0  H25   C25  C6    119.40  3.000
 YI0  C24   C25  C6    121.31  3.000
 YI0  H29   O29  C23   110.82  3.000
 YI0  H30   O30  C21   110.72  3.000
 YI0  C34   O33  C14   118.72  3.000
 YI0  C4    S1   N1     92.89  3.000
 YI0  H343  C34  H342  108.81  3.000
 YI0  H343  C34  H341  108.90  3.000
 YI0  H342  C34  H341  108.93  3.000
 YI0  H343  C34  O33   106.38  3.000
 YI0  H342  C34  O33   111.94  3.000
 YI0  H341  C34  O33   111.77  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
 YI0  CONST_01  C4    C3   N2   N1     0.00   0.0  0
 YI0  CONST_02  C6    C3   N2   N1   180.00   0.0  0
 YI0  CONST_03  C3    C4   S1   N1     0.00   0.0  0
 YI0  CONST_04  C7    C4   S1   N1   180.00   0.0  0
 YI0  CONST_05  C4    S1   N1   N2     0.00   0.0  0
 YI0  CONST_06  C7    C4   C3   N2   180.00   0.0  0
 YI0  CONST_07  S1    C4   C3   N2     0.00   0.0  0
 YI0  CONST_10  S1    N1   N2   C3     0.00   0.0  0
 YI0  CONST_13  C22   C21  C6   C3   180.00   0.0  0
 YI0  CONST_14  C24   C25  C6   C3   180.00   0.0  0
 YI0  CONST_17  C13   C12  C7   C4   180.00   0.0  0
 YI0  CONST_18  C15   C16  C7   C4   180.00   0.0  0
 YI0  CONST_19  C7    C4   C3   C6     0.00   0.0  0
 YI0  CONST_20  S1    C4   C3   C6   180.00   0.0  0
 YI0  CONST_21  C23   C22  C21  C6     0.00   0.0  0
 YI0  CONST_22  C23   C24  C25  C6     0.00   0.0  0
 YI0  CONST_23  C14   C13  C12  C7     0.00   0.0  0
 YI0  CONST_24  C14   C15  C16  C7     0.00   0.0  0
 YI0  CONST_26  C15   C16  C7   C12    0.00   0.0  0
 YI0  CONST_27  C15   C14  C13  C12    0.00   0.0  0
 YI0  CONST_28  C16   C7   C12  C13    0.00   0.0  0
 YI0  CONST_29  C16   C15  C14  C13    0.00   0.0  0
 YI0  CONST_31  C24   C25  C6   C21    0.00   0.0  0
 YI0  CONST_32  C24   C23  C22  C21    0.00   0.0  0
 YI0  CONST_33  C25   C6   C21  C22    0.00   0.0  0
 YI0  CONST_34  C25   C24  C23  C22    0.00   0.0  0
 YI0  CONST_35  O30   C21  C6   C3     0.00   0.0  0
 YI0  CONST_36  CL    C24  C25  C6   180.00   0.0  0
 YI0  CONST_37  O33   C14  C13  C12  180.00   0.0  0
 YI0  CONST_38  O33   C14  C15  C16  180.00   0.0  0
 YI0  CONST_39  O29   C23  C22  C21  180.00   0.0  0
 YI0  CONST_40  CL    C24  C23  C22  180.00   0.0  0
 YI0  CONST_41  O30   C21  C22  C23  180.00   0.0  0
 YI0  CONST_42  O30   C21  C6   C25  180.00   0.0  0
 YI0  CONST_43  O29   C23  C24  C25  180.00   0.0  0
 YI0  CONST_44  H25   C25  C6   C3     0.00   0.0  0
 YI0  CONST_45  H12   C12  C7   C4     0.00   0.0  0
 YI0  CONST_46  H16   C16  C7   C4     0.00   0.0  0
 YI0  CONST_47  H22   C22  C21  C6   180.00   0.0  0
 YI0  CONST_48  H13   C13  C12  C7   180.00   0.0  0
 YI0  CONST_49  H15   C15  C16  C7   180.00   0.0  0
 YI0  Var_01    H341  C34  O33  C14  -60.54  30.0  3

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
 YI0  plan-1  N1   0.020
 YI0  plan-1  N2   0.020
 YI0  plan-1  C3   0.020
 YI0  plan-1  C4   0.020
 YI0  plan-1  C6   0.020
 YI0  plan-1  C7   0.020
 YI0  plan-1  S1   0.020
 YI0  plan-2  C3   0.020
 YI0  plan-2  C6   0.020
 YI0  plan-2  C21  0.020
 YI0  plan-2  C22  0.020
 YI0  plan-2  C23  0.020
 YI0  plan-2  C24  0.020
 YI0  plan-2  C25  0.020
 YI0  plan-2  O29  0.020
 YI0  plan-2  O30  0.020
 YI0  plan-2  CL   0.020
 YI0  plan-2  H25  0.020
 YI0  plan-2  H22  0.020
 YI0  plan-3  C4   0.020
 YI0  plan-3  C7   0.020
 YI0  plan-3  C12  0.020
 YI0  plan-3  C13  0.020
 YI0  plan-3  C14  0.020
 YI0  plan-3  C15  0.020
 YI0  plan-3  C16  0.020
 YI0  plan-3  O33  0.020
 YI0  plan-3  H12  0.020
 YI0  plan-3  H16  0.020
 YI0  plan-3  H13  0.020
 YI0  plan-3  H15  0.020

