# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun May 10 11:43:07 2020
#   Inital geometry file: a 91 line input string
#   Ligand name: 4-chloro-6-[5-(3,4-dimethoxyphenyl)-1,2,3-thiadiazol-4-yl]benzene-1,3-diol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1OC)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
 YI5  YI5  4-chloro-6-[5-(3,4-dimethoxyphenyl)-1,2,3-thiadiazol-4-yl]benzene-1,3-diol  ligand  37  24  .  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_YI5
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
 YI5  N1    N   N     0  -0.315  -0.0961   3.9886   1.1612
 YI5  N2    N   N     0  -0.335  -1.0644   3.2146   0.8938
 YI5  C3    C   CR5   0   0.477  -0.7453   1.9100   0.6615
 YI5  C4    C   CR5   0  -0.333   0.6090   1.6733   0.7933
 YI5  C6    C   CR6   0  -0.151  -1.8230   0.9845   0.3025
 YI5  C7    C   CR6   0   0.008   1.3814   0.4329   0.7168
 YI5  C12   C   CR16  0  -0.424   2.4986   0.3553  -0.1242
 YI5  C13   C   CR6   0   0.333   3.2411  -0.8089  -0.2007
 YI5  C14   C   CR6   0   0.314   2.8689  -1.9260   0.5797
 YI5  C15   C   CR16  0  -0.365   1.7692  -1.8346   1.4185
 YI5  C16   C   CR16  0  -0.287   1.0277  -0.6604   1.4892
 YI5  C21   C   CR6   0   0.365  -3.1601   1.2445   0.6620
 YI5  C22   C   CR16  0  -0.485  -4.1567   0.3243   0.3467
 YI5  C23   C   CR6   0   0.434  -3.8690  -0.8409  -0.3464
 YI5  C24   C   CR6   0  -0.154  -2.5496  -1.0751  -0.7441
 YI5  C25   C   CR16  0  -0.257  -1.5580  -0.1754  -0.4274
 YI5  O29   O   OH1   0  -0.605  -4.7957  -1.7457  -0.6728
 YI5  O30   O   OH1   0  -0.631  -3.5467   2.3469   1.3139
 YI5  O33   O   O2    0  -0.456   3.6391  -3.0126   0.4331
 YI5  S1    S   S2    0   0.481   1.3440   3.1589   1.1637
 YI5  C34   C   CH3   0  -0.440   3.3272  -4.1658   1.1911
 YI5  CL    CL  CL    0  -0.113  -2.1802  -2.5018  -1.6500
 YI5  CAB   C   CH3   0  -0.442   4.7255   0.0908  -1.8081
 YI5  OAN   O   O2    0  -0.461   4.3192  -0.9820  -0.9811
 YI5  H25   H   HCR6  0   0.287  -0.5516  -0.3806  -0.7622
 YI5  H12   H   HCR6  0   0.290   2.7623   1.2121  -0.7308
 YI5  H16   H   HCR6  0   0.267   0.1765  -0.6086   2.1545
 YI5  H15   H   HCR6  0   0.289   1.4711  -2.6726   2.0333
 YI5  H22   H   HCR6  0   0.290  -5.1778   0.5407   0.6406
 YI5  H30   H   HOH1  0   0.479  -2.8260   3.0078   1.2971
 YI5  H29   H   HOH1  0   0.486  -5.6628  -1.4745  -0.3484
 YI5  H341  H   HCH3  0   0.263   4.0603  -4.9202   0.9176
 YI5  H342  H   HCH3  0   0.232   3.3973  -3.9775   2.2654
 YI5  H343  H   HCH3  0   0.232   2.3281  -4.5454   0.9629
 YI5  HAB1  H   HCH3  0   0.264   5.5962  -0.2571  -2.3578
 YI5  HAB2  H   HCH3  0   0.231   3.9460   0.3712  -2.5214
 YI5  HAB3  H   HCH3  0   0.231   5.0061   0.9723  -1.2253

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
 YI5  N1   N2    aromatic  1.268  0.020  1.268
 YI5  N1   S1    aromatic  1.662  0.020  1.662
 YI5  N2   C3    aromatic  1.363  0.020  1.363
 YI5  C3   C4    aromatic  1.381  0.020  1.381
 YI5  C3   C6    single    1.465  0.020  1.465
 YI5  C4   C7    single    1.463  0.020  1.463
 YI5  C4   S1    aromatic  1.698  0.020  1.698
 YI5  C6   C21   aromatic  1.409  0.020  1.409
 YI5  C6   C25   aromatic  1.396  0.020  1.396
 YI5  C7   C12   aromatic  1.401  0.020  1.401
 YI5  C7   C16   aromatic  1.385  0.020  1.385
 YI5  C12  C13   aromatic  1.383  0.020  1.383
 YI5  C13  C14   aromatic  1.413  0.020  1.413
 YI5  C13  OAN   single    1.342  0.020  1.342
 YI5  C14  C15   aromatic  1.386  0.020  1.386
 YI5  C14  O33   single    1.340  0.020  1.340
 YI5  C15  C16   aromatic  1.390  0.020  1.390
 YI5  C21  C22   aromatic  1.393  0.020  1.393
 YI5  C21  O30   single    1.338  0.020  1.338
 YI5  C22  C23   aromatic  1.386  0.020  1.386
 YI5  C23  C24   aromatic  1.398  0.020  1.398
 YI5  C23  O29   single    1.336  0.020  1.336
 YI5  C24  C25   aromatic  1.376  0.020  1.376
 YI5  C24  CL    single    1.730  0.020  1.730
 YI5  O33  C34   single    1.415  0.020  1.415
 YI5  CAB  OAN   single    1.414  0.020  1.414
 YI5  C25  H25   single    0.930  0.020  1.080
 YI5  C12  H12   single    0.930  0.020  1.080
 YI5  C16  H16   single    0.930  0.020  1.080
 YI5  C15  H15   single    0.930  0.020  1.080
 YI5  C22  H22   single    0.930  0.020  1.080
 YI5  O30  H30   single    0.850  0.020  0.980
 YI5  O29  H29   single    0.850  0.020  0.980
 YI5  C34  H341  single    0.970  0.020  1.090
 YI5  C34  H342  single    0.970  0.020  1.090
 YI5  C34  H343  single    0.970  0.020  1.090
 YI5  CAB  HAB1  single    0.970  0.020  1.090
 YI5  CAB  HAB2  single    0.970  0.020  1.090
 YI5  CAB  HAB3  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
 YI5  S1    N1   N2    110.93  3.000
 YI5  C3    N2   N1    116.19  3.000
 YI5  C6    C3   C4    129.52  3.000
 YI5  C6    C3   N2    118.30  3.000
 YI5  C4    C3   N2    112.17  3.000
 YI5  S1    C4   C7    121.63  3.000
 YI5  S1    C4   C3    107.17  3.000
 YI5  C7    C4   C3    131.14  3.000
 YI5  C25   C6   C21   117.84  3.000
 YI5  C25   C6   C3    120.89  3.000
 YI5  C21   C6   C3    121.26  3.000
 YI5  C16   C7   C12   119.66  3.000
 YI5  C16   C7   C4    120.36  3.000
 YI5  C12   C7   C4    119.97  3.000
 YI5  H12   C12  C13   120.30  3.000
 YI5  H12   C12  C7    119.14  3.000
 YI5  C13   C12  C7    120.54  3.000
 YI5  OAN   C13  C14   115.52  3.000
 YI5  OAN   C13  C12   124.89  3.000
 YI5  C14   C13  C12   119.59  3.000
 YI5  O33   C14  C15   125.15  3.000
 YI5  O33   C14  C13   115.44  3.000
 YI5  C15   C14  C13   119.42  3.000
 YI5  H15   C15  C16   118.59  3.000
 YI5  H15   C15  C14   120.77  3.000
 YI5  C16   C15  C14   120.64  3.000
 YI5  H16   C16  C15   119.43  3.000
 YI5  H16   C16  C7    120.42  3.000
 YI5  C15   C16  C7    120.15  3.000
 YI5  O30   C21  C22   116.62  3.000
 YI5  O30   C21  C6    123.42  3.000
 YI5  C22   C21  C6    119.97  3.000
 YI5  H22   C22  C23   119.92  3.000
 YI5  H22   C22  C21   118.73  3.000
 YI5  C23   C22  C21   121.35  3.000
 YI5  O29   C23  C24   118.15  3.000
 YI5  O29   C23  C22   123.21  3.000
 YI5  C24   C23  C22   118.63  3.000
 YI5  CL    C24  C25   120.40  3.000
 YI5  CL    C24  C23   119.26  3.000
 YI5  C25   C24  C23   120.34  3.000
 YI5  H25   C25  C24   118.41  3.000
 YI5  H25   C25  C6    119.79  3.000
 YI5  C24   C25  C6    121.80  3.000
 YI5  H29   O29  C23   110.55  3.000
 YI5  H30   O30  C21   109.61  3.000
 YI5  C34   O33  C14   118.41  3.000
 YI5  C4    S1   N1     93.52  3.000
 YI5  H343  C34  H342  108.88  3.000
 YI5  H343  C34  H341  108.85  3.000
 YI5  H342  C34  H341  108.89  3.000
 YI5  H343  C34  O33   111.88  3.000
 YI5  H342  C34  O33   111.84  3.000
 YI5  H341  C34  O33   106.40  3.000
 YI5  HAB3  CAB  HAB2  108.90  3.000
 YI5  HAB3  CAB  HAB1  108.79  3.000
 YI5  HAB2  CAB  HAB1  108.86  3.000
 YI5  HAB3  CAB  OAN   111.94  3.000
 YI5  HAB2  CAB  OAN   111.80  3.000
 YI5  HAB1  CAB  OAN   106.44  3.000
 YI5  CAB   OAN  C13   118.23  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
 YI5  CONST_01  C4    C3   N2   N1      0.00   0.0  0
 YI5  CONST_02  C6    C3   N2   N1    180.00   0.0  0
 YI5  CONST_03  C3    C4   S1   N1      0.00   0.0  0
 YI5  CONST_04  C7    C4   S1   N1    180.00   0.0  0
 YI5  CONST_05  C4    S1   N1   N2      0.00   0.0  0
 YI5  CONST_06  C7    C4   C3   N2    180.00   0.0  0
 YI5  CONST_07  S1    C4   C3   N2      0.00   0.0  0
 YI5  CONST_10  S1    N1   N2   C3      0.00   0.0  0
 YI5  CONST_13  C22   C21  C6   C3    180.00   0.0  0
 YI5  CONST_14  C24   C25  C6   C3    180.00   0.0  0
 YI5  CONST_17  C13   C12  C7   C4    180.00   0.0  0
 YI5  CONST_18  C15   C16  C7   C4    180.00   0.0  0
 YI5  CONST_19  C7    C4   C3   C6      0.00   0.0  0
 YI5  CONST_20  S1    C4   C3   C6    180.00   0.0  0
 YI5  CONST_21  C23   C22  C21  C6      0.00   0.0  0
 YI5  CONST_22  C23   C24  C25  C6      0.00   0.0  0
 YI5  CONST_23  C14   C13  C12  C7      0.00   0.0  0
 YI5  CONST_24  C14   C15  C16  C7      0.00   0.0  0
 YI5  CONST_26  C15   C16  C7   C12     0.00   0.0  0
 YI5  CONST_27  C15   C14  C13  C12     0.00   0.0  0
 YI5  CONST_28  C16   C7   C12  C13     0.00   0.0  0
 YI5  CONST_29  C16   C15  C14  C13     0.00   0.0  0
 YI5  CONST_31  C24   C25  C6   C21     0.00   0.0  0
 YI5  CONST_32  C24   C23  C22  C21     0.00   0.0  0
 YI5  CONST_33  C25   C6   C21  C22     0.00   0.0  0
 YI5  CONST_34  C25   C24  C23  C22     0.00   0.0  0
 YI5  CONST_35  O30   C21  C6   C3      0.00   0.0  0
 YI5  CONST_36  CL    C24  C25  C6    180.00   0.0  0
 YI5  CONST_37  OAN   C13  C12  C7    180.00   0.0  0
 YI5  CONST_38  O33   C14  C13  C12   180.00   0.0  0
 YI5  CONST_39  OAN   C13  C14  C15   180.00   0.0  0
 YI5  CONST_40  O33   C14  C15  C16   180.00   0.0  0
 YI5  CONST_41  O29   C23  C22  C21   180.00   0.0  0
 YI5  CONST_42  CL    C24  C23  C22   180.00   0.0  0
 YI5  CONST_43  O30   C21  C22  C23   180.00   0.0  0
 YI5  CONST_44  O30   C21  C6   C25   180.00   0.0  0
 YI5  CONST_45  O29   C23  C24  C25   180.00   0.0  0
 YI5  CONST_46  H25   C25  C6   C3      0.00   0.0  0
 YI5  CONST_47  H12   C12  C7   C4      0.00   0.0  0
 YI5  CONST_48  H16   C16  C7   C4      0.00   0.0  0
 YI5  CONST_49  H22   C22  C21  C6    180.00   0.0  0
 YI5  CONST_50  H15   C15  C16  C7    180.00   0.0  0
 YI5  Var_01    HAB1  CAB  OAN  C13  -179.32  30.0  3
 YI5  Var_02    H341  C34  O33  C14   179.54  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
 YI5  plan-1  N1   0.020
 YI5  plan-1  N2   0.020
 YI5  plan-1  C3   0.020
 YI5  plan-1  C4   0.020
 YI5  plan-1  C6   0.020
 YI5  plan-1  C7   0.020
 YI5  plan-1  S1   0.020
 YI5  plan-2  C3   0.020
 YI5  plan-2  C6   0.020
 YI5  plan-2  C21  0.020
 YI5  plan-2  C22  0.020
 YI5  plan-2  C23  0.020
 YI5  plan-2  C24  0.020
 YI5  plan-2  C25  0.020
 YI5  plan-2  O29  0.020
 YI5  plan-2  O30  0.020
 YI5  plan-2  CL   0.020
 YI5  plan-2  H25  0.020
 YI5  plan-2  H22  0.020
 YI5  plan-3  C4   0.020
 YI5  plan-3  C7   0.020
 YI5  plan-3  C12  0.020
 YI5  plan-3  C13  0.020
 YI5  plan-3  C14  0.020
 YI5  plan-3  C15  0.020
 YI5  plan-3  C16  0.020
 YI5  plan-3  O33  0.020
 YI5  plan-3  OAN  0.020
 YI5  plan-3  H12  0.020
 YI5  plan-3  H16  0.020
 YI5  plan-3  H15  0.020

