# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 07:22:55 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: 2-(3,4-dihydroxyphenyl)-8-(1,1-dioxidoisothiazolidin-2-yl)-3-hydroxy-6-methyl-4H-chromen-4-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(N2CCC[S]2(=O)=O)c3OC(=C(O)C(=O)c3c1)c4ccc(O)c(O)c4
#
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
 371  371  2-(3,4-dihydroxyphenyl)-8-(1,1-dioxidoisothiazolidin-2-yl)-3-hydroxy-6-methyl-4H-chromen-4-one  ligand  45  28  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_371
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
 371  O1    O  O     0  -0.449   0.4774  -4.4564  -1.2109
 371  C1    C  CR6   0   0.240   1.6507  -5.1003  -1.3613
 371  C2    C  CR6   0   0.115   1.7586  -6.4361  -1.1536
 371  C3    C  CR6   0   0.398   0.6241  -7.2197  -0.6878
 371  C4    C  CR16  0  -0.373  -1.7988  -7.0803  -0.1069
 371  C5    C  CR6   0   0.110  -2.9633  -6.3574   0.0252
 371  C6    C  CR16  0  -0.354  -2.9367  -4.9797  -0.2462
 371  C7    C  CR6   0   0.311  -1.7896  -4.3335  -0.6593
 371  C8    C  CR66  0   0.335  -0.6212  -5.1016  -0.8003
 371  C9    C  CR66  0  -0.107  -0.6125  -6.4586  -0.5175
 371  O2    O  OC    0  -0.432   0.7058  -8.4204  -0.4744
 371  C10   C  CR6   0  -0.016   2.7285  -4.2173  -1.8152
 371  C11   C  CR16  0  -0.266   2.4955  -3.2794  -2.8161
 371  C12   C  CR16  0  -0.365   3.5247  -2.4573  -3.2461
 371  C13   C  CR6   0   0.262   4.7872  -2.5476  -2.6800
 371  C14   C  CR6   0   0.319   5.0257  -3.4754  -1.6556
 371  C15   C  CR16  0  -0.406   3.9974  -4.2986  -1.2325
 371  C16   C  CH3   0  -0.723  -4.2474  -6.9998   0.4594
 371  O3    O  OH1   0  -0.610   2.8828  -7.1506  -1.3568
 371  O4    O  OH1   0  -0.630   6.2300  -3.5796  -1.0612
 371  O5    O  OH1   0  -0.634   5.8349  -1.7830  -3.0421
 371  C17   C  CH2   0  -0.517  -2.6931  -0.7678  -1.2307
 371  C18   C  CH2   0  -0.255  -2.9441  -2.2582  -1.4541
 371  N1    N  N     0  -0.720  -1.7514  -2.9669  -0.9778
 371  S1    S  S     0   1.362  -0.7100  -1.9498  -0.1134
 371  C19   C  CH2   0  -0.601  -1.9381  -0.6686   0.0838
 371  O7    O  OS    0  -0.646   0.3355  -1.4422  -0.9842
 371  O6    O  OS    0  -0.651  -0.3226  -2.6130   1.1218
 371  H4    H  HCR6  0   0.262  -1.7871  -8.1423   0.1016
 371  H6    H  HCR6  0   0.278  -3.8525  -4.4155  -0.1258
 371  H11   H  HCR6  0   0.258   1.5204  -3.1886  -3.2729
 371  H12   H  HCR6  0   0.283   3.3435  -1.7355  -4.0340
 371  H15   H  HCR6  0   0.285   4.1877  -4.9772  -0.4096
 371  H161  H  HCH3  0   0.250  -4.1076  -8.0554   0.6863
 371  H162  H  HCH3  0   0.251  -4.6480  -6.5143   1.3501
 371  H163  H  HCH3  0   0.252  -5.0072  -6.9222  -0.3195
 371  HO3   H  HOH1  0   0.477   3.5120  -6.6599  -1.9000
 371  HO4   H  HOH1  0   0.476   6.8451  -2.9298  -1.4209
 371  HO5   H  HOH1  0   0.486   5.5855  -1.1492  -3.7243
 371  H172  H  HCH2  0   0.297  -3.6355  -0.2266  -1.1815
 371  H181  H  HCH2  0   0.257  -3.8270  -2.5585  -0.8879
 371  H182  H  HCH2  0   0.279  -3.1146  -2.4877  -2.5051
 371  H191  H  HCH2  0   0.327  -1.4381   0.2830   0.2546
 371  H192  H  HCH2  0   0.310  -2.5641  -0.9228   0.9401
 371  H171  H  HCH2  0   0.276  -2.1029  -0.3402  -2.0409

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
 371  O1   C1    aromatic  1.347  0.020  1.347
 371  O1   C8    aromatic  1.339  0.020  1.339
 371  C1   C10   single    1.465  0.020  1.465
 371  C1   C2    aromatic  1.356  0.020  1.356
 371  C2   O3    single    1.347  0.020  1.347
 371  C2   C3    aromatic  1.455  0.020  1.455
 371  C3   C9    aromatic  1.462  0.020  1.462
 371  C3   O2    double    1.222  0.020  1.222
 371  C4   C9    aromatic  1.401  0.020  1.401
 371  C4   C5    aromatic  1.377  0.020  1.377
 371  C4   H4    single    0.930  0.020  1.080
 371  C5   C6    aromatic  1.404  0.020  1.404
 371  C5   C16   single    1.500  0.020  1.500
 371  C6   C7    aromatic  1.380  0.020  1.380
 371  C6   H6    single    0.930  0.020  1.080
 371  C7   N1    single    1.404  0.020  1.404
 371  C7   C8    aromatic  1.405  0.020  1.405
 371  C8   C9    aromatic  1.386  0.020  1.386
 371  C10  C11   aromatic  1.391  0.020  1.391
 371  C10  C15   aromatic  1.399  0.020  1.399
 371  C11  C12   aromatic  1.386  0.020  1.386
 371  C11  H11   single    0.930  0.020  1.080
 371  C12  C13   aromatic  1.387  0.020  1.387
 371  C12  H12   single    0.930  0.020  1.080
 371  C13  O5    single    1.347  0.020  1.347
 371  C13  C14   aromatic  1.402  0.020  1.402
 371  C14  O4    single    1.347  0.020  1.347
 371  C14  C15   aromatic  1.383  0.020  1.383
 371  C15  H15   single    0.930  0.020  1.080
 371  C16  H161  single    0.970  0.020  1.090
 371  C16  H162  single    0.970  0.020  1.090
 371  C16  H163  single    0.970  0.020  1.090
 371  O3   HO3   single    0.850  0.020  0.980
 371  O4   HO4   single    0.850  0.020  0.980
 371  O5   HO5   single    0.850  0.020  0.980
 371  C17  C19   single    1.519  0.020  1.519
 371  C17  C18   single    1.528  0.020  1.528
 371  C17  H171  single    0.970  0.020  1.090
 371  C17  H172  single    0.970  0.020  1.090
 371  C18  N1    single    1.467  0.020  1.467
 371  C18  H181  single    0.970  0.020  1.090
 371  C18  H182  single    0.970  0.020  1.090
 371  N1   S1    single    1.693  0.020  1.693
 371  S1   C19   single    1.786  0.020  1.786
 371  S1   O7    double    1.452  0.020  1.452
 371  S1   O6    double    1.454  0.020  1.454
 371  C19  H191  single    0.970  0.020  1.090
 371  C19  H192  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
 371  C8    O1   C1    121.25  3.000
 371  C10   C1   C2    125.62  3.000
 371  C2    C1   O1    121.54  3.000
 371  C10   C1   O1    112.79  3.000
 371  O3    C2   C3    114.40  3.000
 371  C3    C2   C1    121.15  3.000
 371  O3    C2   C1    124.45  3.000
 371  O2    C3   C9    123.20  3.000
 371  O2    C3   C2    122.19  3.000
 371  C9    C3   C2    114.60  3.000
 371  H4    C4   C9    118.87  3.000
 371  H4    C4   C5    120.38  3.000
 371  C9    C4   C5    120.75  3.000
 371  C16   C5   C6    119.49  3.000
 371  C16   C5   C4    121.80  3.000
 371  C6    C5   C4    118.71  3.000
 371  H6    C6   C7    119.50  3.000
 371  H6    C6   C5    118.29  3.000
 371  C7    C6   C5    122.21  3.000
 371  N1    C7   C8    119.12  3.000
 371  C8    C7   C6    117.72  3.000
 371  N1    C7   C6    123.13  3.000
 371  C9    C8   C7    121.32  3.000
 371  C9    C8   O1    121.96  3.000
 371  C7    C8   O1    116.73  3.000
 371  C8    C9   C4    119.27  3.000
 371  C8    C9   C3    119.42  3.000
 371  C4    C9   C3    121.29  3.000
 371  C15   C10  C11   119.39  3.000
 371  C15   C10  C1    120.21  3.000
 371  C11   C10  C1    120.39  3.000
 371  H11   C11  C12   119.29  3.000
 371  H11   C11  C10   120.78  3.000
 371  C12   C11  C10   119.92  3.000
 371  H12   C12  C13   119.50  3.000
 371  H12   C12  C11   119.77  3.000
 371  C13   C12  C11   120.73  3.000
 371  O5    C13  C14   116.09  3.000
 371  C14   C13  C12   119.74  3.000
 371  O5    C13  C12   124.17  3.000
 371  O4    C14  C15   118.91  3.000
 371  C15   C14  C13   119.38  3.000
 371  O4    C14  C13   121.70  3.000
 371  H15   C15  C14   118.32  3.000
 371  H15   C15  C10   120.81  3.000
 371  C14   C15  C10   120.81  3.000
 371  H163  C16  H162  107.19  3.000
 371  H163  C16  H161  107.89  3.000
 371  H162  C16  H161  107.97  3.000
 371  H163  C16  C5    111.05  3.000
 371  H162  C16  C5    111.11  3.000
 371  H161  C16  C5    111.45  3.000
 371  HO3   O3   C2    111.05  3.000
 371  HO4   O4   C14   110.70  3.000
 371  HO5   O5   C13   111.25  3.000
 371  H172  C17  H171  107.91  3.000
 371  H172  C17  C19   111.03  3.000
 371  H171  C17  C19   110.40  3.000
 371  H172  C17  C18   110.47  3.000
 371  H171  C17  C18   111.29  3.000
 371  C19   C17  C18   105.78  3.000
 371  H182  C18  H181  108.43  3.000
 371  H182  C18  N1    109.80  3.000
 371  H181  C18  N1    110.88  3.000
 371  H182  C18  C17   111.86  3.000
 371  H181  C18  C17   109.00  3.000
 371  N1    C18  C17   106.87  3.000
 371  S1    N1   C18   112.06  3.000
 371  S1    N1   C7    119.07  3.000
 371  C18   N1   C7    121.46  3.000
 371  O6    S1   O7    118.48  3.000
 371  O6    S1   C19   114.62  3.000
 371  O7    S1   C19   108.10  3.000
 371  O6    S1   N1    108.87  3.000
 371  O7    S1   N1    110.28  3.000
 371  C19   S1   N1     93.69  3.000
 371  H192  C19  H191  110.13  3.000
 371  H192  C19  S1    108.32  3.000
 371  H191  C19  S1    109.19  3.000
 371  H192  C19  C17   112.26  3.000
 371  H191  C19  C17   114.91  3.000
 371  S1    C19  C17   101.50  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
 371  CONST_03  C3    C2   C1   O1      0.00   0.0  0
 371  CONST_04  C6    C7   C8   O1    180.00   0.0  0
 371  CONST_05  C3    C9   C8   O1      0.00   0.0  0
 371  CONST_06  C4    C9   C8   O1    180.00   0.0  0
 371  CONST_07  C7    C8   O1   C1    180.00   0.0  0
 371  CONST_08  C9    C8   O1   C1      0.00   0.0  0
 371  CONST_09  C12   C11  C10  C1    180.00   0.0  0
 371  CONST_10  C14   C15  C10  C1    180.00   0.0  0
 371  CONST_11  C9    C3   C2   C1      0.00   0.0  0
 371  CONST_12  C8    O1   C1   C2      0.00   0.0  0
 371  CONST_15  C4    C9   C3   C2    180.00   0.0  0
 371  CONST_16  C8    C9   C3   C2      0.00   0.0  0
 371  CONST_17  C10   C1   C2   C3    180.00   0.0  0
 371  CONST_18  C5    C4   C9   C3    180.00   0.0  0
 371  CONST_19  C7    C8   C9   C3    180.00   0.0  0
 371  CONST_20  C7    C8   C9   C4      0.00   0.0  0
 371  CONST_21  C7    C6   C5   C4      0.00   0.0  0
 371  CONST_22  C8    C9   C4   C5      0.00   0.0  0
 371  CONST_23  C8    C7   C6   C5      0.00   0.0  0
 371  CONST_24  C9    C4   C5   C6      0.00   0.0  0
 371  CONST_25  C9    C8   C7   C6      0.00   0.0  0
 371  CONST_26  C10   C1   O1   C8    180.00   0.0  0
 371  CONST_27  C13   C12  C11  C10     0.00   0.0  0
 371  CONST_28  C13   C14  C15  C10     0.00   0.0  0
 371  CONST_29  C14   C15  C10  C11     0.00   0.0  0
 371  CONST_30  C14   C13  C12  C11     0.00   0.0  0
 371  CONST_31  C15   C10  C11  C12     0.00   0.0  0
 371  CONST_32  C15   C14  C13  C12     0.00   0.0  0
 371  CONST_33  N1    C7   C8   O1      0.00   0.0  0
 371  CONST_34  N1    C7   C6   C5    180.00   0.0  0
 371  CONST_35  N1    C7   C8   C9    180.00   0.0  0
 371  CONST_36  O3    C2   C1   O1    180.00   0.0  0
 371  CONST_37  O2    C3   C2   C1    180.00   0.0  0
 371  CONST_38  O2    C3   C9   C4      0.00   0.0  0
 371  CONST_39  C16   C5   C6   C7    180.00   0.0  0
 371  CONST_40  O2    C3   C9   C8    180.00   0.0  0
 371  CONST_41  O3    C2   C3   C9    180.00   0.0  0
 371  CONST_42  C16   C5   C4   C9    180.00   0.0  0
 371  CONST_43  O3    C2   C1   C10     0.00   0.0  0
 371  CONST_44  O4    C14  C15  C10   180.00   0.0  0
 371  CONST_45  O5    C13  C12  C11   180.00   0.0  0
 371  CONST_46  O4    C14  C13  C12   180.00   0.0  0
 371  CONST_47  O5    C13  C14  C15   180.00   0.0  0
 371  CONST_48  H11   C11  C10  C1      0.00   0.0  0
 371  CONST_49  H15   C15  C10  C1      0.00   0.0  0
 371  CONST_50  H4    C4   C9   C3      0.00   0.0  0
 371  CONST_51  H6    C6   C5   C4    180.00   0.0  0
 371  CONST_52  H12   C12  C11  C10   180.00   0.0  0
 371  Var_01    C18   N1   C7   C6    -26.80  30.0  2
 371  Var_02    C17   C18  N1   C7    160.51  30.0  1
 371  Var_03    C19   S1   N1   C7   -135.62  30.0  1
 371  Var_04    N1    S1   C19  C17   -35.15  30.0  1
 371  Var_05    S1    C19  C17  C18    45.81  30.0  1
 371  Var_06    C19   C17  C18  N1    -37.31  30.0  1
 371  Var_07    H161  C16  C5   C4      2.63  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
 371  plan-1  C1   0.020
 371  plan-1  C10  0.020
 371  plan-1  C11  0.020
 371  plan-1  C12  0.020
 371  plan-1  C13  0.020
 371  plan-1  C14  0.020
 371  plan-1  C15  0.020
 371  plan-1  O4   0.020
 371  plan-1  O5   0.020
 371  plan-1  H11  0.020
 371  plan-1  H12  0.020
 371  plan-1  H15  0.020
 371  plan-2  O1   0.020
 371  plan-2  C3   0.020
 371  plan-2  C4   0.020
 371  plan-2  C5   0.020
 371  plan-2  C6   0.020
 371  plan-2  C7   0.020
 371  plan-2  C8   0.020
 371  plan-2  C9   0.020
 371  plan-2  C16  0.020
 371  plan-2  N1   0.020
 371  plan-2  H4   0.020
 371  plan-2  H6   0.020
 371  plan-3  C2   0.020
 371  plan-3  C3   0.020
 371  plan-3  C9   0.020
 371  plan-3  O2   0.020
 371  plan-4  C7   0.020
 371  plan-4  C18  0.020
 371  plan-4  N1   0.020
 371  plan-4  S1   0.020

