# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 04:31:21 2020
#   Inital geometry file: a 130 line input string
#   Ligand name: 5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-(4-methoxyphenyl)isoxazole-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCNC(=O)c1noc(c2cc(Cl)c(O)cc2O)c1c3ccc(OC)cc3
#
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
 2GG  2GG  5-(5-chloro-2,4-dihydroxyphenyl)-N-ethyl-4-(4-methoxyphenyl)isoxazole-3-carboxamide  ligand  44  27  .  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_2GG
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
 2GG  C22   C   CH3   0  -0.437   2.8384  -1.4770   4.9397
 2GG  O21   O   O2    0  -0.468   1.7335  -1.0571   4.1627
 2GG  C18   C   CR6   0   0.378   1.8282  -1.1206   2.8235
 2GG  C19   C   CR16  0  -0.335   0.7173  -0.6732   2.1022
 2GG  C20   C   CR16  0  -0.255   0.7223  -0.7027   0.7229
 2GG  C17   C   CR16  0  -0.370   2.9419  -1.5934   2.1342
 2GG  C16   C   CR16  0  -0.284   2.9332  -1.6127   0.7458
 2GG  C7    C   CR6   0  -0.017   1.8329  -1.1736   0.0194
 2GG  C3    C   CR5   0  -0.161   1.8870  -1.1585  -1.4475
 2GG  C2    C   CR5   0   0.132   1.0340  -1.7484  -2.4245
 2GG  C8    C   C     0   0.512  -0.2082  -2.5516  -2.2072
 2GG  O9    O   O     0  -0.464  -0.6017  -2.7836  -1.0758
 2GG  N10   N   NH1   0  -0.636  -0.8044  -2.9843  -3.3220
 2GG  C26   C   CH2   0  -0.297  -2.0505  -3.7242  -3.3103
 2GG  C27   C   CH3   0  -0.662  -3.2731  -2.8196  -3.2641
 2GG  N1    N   N     0  -0.154   1.4897  -1.5543  -3.6277
 2GG  C4    C   CR5   0   0.432   2.8713  -0.5985  -2.2101
 2GG  C6    C   CR6   0  -0.163   4.0816   0.1474  -1.8930
 2GG  C11   C   CR16  0  -0.226   5.2916  -0.2316  -2.4731
 2GG  C12   C   CR6   0  -0.184   6.4569   0.4430  -2.1889
 2GG  CL25  CL  CL    0  -0.112   7.9547  -0.0537  -2.9060
 2GG  C13   C   CR6   0   0.445   6.4517   1.5321  -1.3089
 2GG  O24   O   OH1   0  -0.602   7.5477   2.2233  -0.9926
 2GG  C14   C   CR16  0  -0.430   5.2486   1.9229  -0.7390
 2GG  C15   C   CR6   0   0.355   4.0669   1.2518  -1.0258
 2GG  O23   O   OH1   0  -0.601   2.9565   1.7320  -0.4535
 2GG  O3    O   O     0  -0.323   2.6224  -0.8398  -3.5051
 2GG  H221  H   HCH3  0   0.230   3.7320  -0.8840   4.7294
 2GG  H222  H   HCH3  0   0.230   3.0701  -2.5336   4.7819
 2GG  H223  H   HCH3  0   0.261   2.5579  -1.3322   5.9799
 2GG  H19   H   HCR6  0   0.265  -0.1484  -0.2982   2.6336
 2GG  H17   H   HCR6  0   0.282   3.8200  -1.9538   2.6520
 2GG  H20   H   HCR6  0   0.253  -0.1446  -0.3403   0.1873
 2GG  H16   H   HCR6  0   0.259   3.8044  -1.9913   0.2264
 2GG  H10   H   HNH1  0   0.411  -0.4218  -2.7147  -4.2149
 2GG  H261  H   HCH2  0   0.254  -2.0675  -4.3399  -4.2088
 2GG  H262  H   HCH2  0   0.245  -2.0482  -4.4034  -2.4586
 2GG  H271  H   HCH3  0   0.232  -3.2790  -2.2138  -2.3578
 2GG  H272  H   HCH3  0   0.229  -3.2981  -2.1503  -4.1243
 2GG  H273  H   HCH3  0   0.234  -4.1850  -3.4169  -3.2747
 2GG  H11   H   HCR6  0   0.296   5.3226  -1.0807  -3.1429
 2GG  H24   H   HOH1  0   0.474   8.3250   1.8868  -1.4580
 2GG  H14   H   HCR6  0   0.290   5.2317   2.7756  -0.0715
 2GG  H23   H   HOH1  0   0.482   2.1640   1.2732  -0.7555

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
 2GG  C22  O21   single    1.415  0.020  1.415
 2GG  O21  C18   single    1.344  0.020  1.344
 2GG  C18  C19   aromatic  1.398  0.020  1.398
 2GG  C19  C20   aromatic  1.380  0.020  1.380
 2GG  C18  C17   aromatic  1.392  0.020  1.392
 2GG  C17  C16   aromatic  1.389  0.020  1.389
 2GG  C20  C7    aromatic  1.397  0.020  1.397
 2GG  C16  C7    aromatic  1.390  0.020  1.390
 2GG  C7   C3    single    1.468  0.020  1.468
 2GG  C3   C2    single    1.425  0.020  1.425
 2GG  C2   C8    single    1.495  0.020  1.495
 2GG  C8   O9    double    1.220  0.020  1.220
 2GG  C8   N10   single    1.336  0.020  1.336
 2GG  N10  C26   single    1.449  0.020  1.449
 2GG  C26  C27   single    1.522  0.020  1.522
 2GG  C2   N1    double    1.301  0.020  1.301
 2GG  C3   C4    double    1.365  0.020  1.365
 2GG  C4   C6    single    1.457  0.020  1.457
 2GG  C6   C11   aromatic  1.394  0.020  1.394
 2GG  C11  C12   aromatic  1.376  0.020  1.376
 2GG  C12  CL25  single    1.733  0.020  1.733
 2GG  C12  C13   aromatic  1.400  0.020  1.400
 2GG  C13  O24   single    1.334  0.020  1.334
 2GG  C13  C14   aromatic  1.387  0.020  1.387
 2GG  C6   C15   aromatic  1.404  0.020  1.404
 2GG  C14  C15   aromatic  1.389  0.020  1.389
 2GG  C15  O23   single    1.338  0.020  1.338
 2GG  N1   O3    single    1.345  0.020  1.345
 2GG  C4   O3    single    1.341  0.020  1.341
 2GG  C22  H221  single    0.970  0.020  1.090
 2GG  C22  H222  single    0.970  0.020  1.090
 2GG  C22  H223  single    0.970  0.020  1.090
 2GG  C19  H19   single    0.930  0.020  1.080
 2GG  C17  H17   single    0.930  0.020  1.080
 2GG  C20  H20   single    0.930  0.020  1.080
 2GG  C16  H16   single    0.930  0.020  1.080
 2GG  N10  H10   single    0.860  0.020  1.020
 2GG  C26  H261  single    0.970  0.020  1.090
 2GG  C26  H262  single    0.970  0.020  1.090
 2GG  C27  H271  single    0.970  0.020  1.090
 2GG  C27  H272  single    0.970  0.020  1.090
 2GG  C27  H273  single    0.970  0.020  1.090
 2GG  C11  H11   single    0.930  0.020  1.080
 2GG  O24  H24   single    0.850  0.020  0.980
 2GG  C14  H14   single    0.930  0.020  1.080
 2GG  O23  H23   single    0.850  0.020  0.980

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
 2GG  H223  C22  H222  108.76  3.000
 2GG  H223  C22  H221  108.84  3.000
 2GG  H222  C22  H221  108.87  3.000
 2GG  H223  C22  O21   106.53  3.000
 2GG  H222  C22  O21   111.91  3.000
 2GG  H221  C22  O21   111.83  3.000
 2GG  C18   O21  C22   118.57  3.000
 2GG  C17   C18  C19   119.26  3.000
 2GG  C17   C18  O21   124.45  3.000
 2GG  C19   C18  O21   116.29  3.000
 2GG  H19   C19  C20   120.07  3.000
 2GG  H19   C19  C18   119.53  3.000
 2GG  C20   C19  C18   120.41  3.000
 2GG  H20   C20  C7    120.07  3.000
 2GG  H20   C20  C19   119.02  3.000
 2GG  C7    C20  C19   120.91  3.000
 2GG  H17   C17  C16   118.64  3.000
 2GG  H17   C17  C18   121.71  3.000
 2GG  C16   C17  C18   119.65  3.000
 2GG  H16   C16  C7    119.79  3.000
 2GG  H16   C16  C17   118.66  3.000
 2GG  C7    C16  C17   121.55  3.000
 2GG  C3    C7   C16   119.77  3.000
 2GG  C3    C7   C20   121.95  3.000
 2GG  C16   C7   C20   118.22  3.000
 2GG  C4    C3   C2    102.62  3.000
 2GG  C4    C3   C7    126.08  3.000
 2GG  C2    C3   C7    131.21  3.000
 2GG  N1    C2   C8    120.36  3.000
 2GG  N1    C2   C3    111.26  3.000
 2GG  C8    C2   C3    128.33  3.000
 2GG  N10   C8   O9    124.62  3.000
 2GG  N10   C8   C2    115.05  3.000
 2GG  O9    C8   C2    120.32  3.000
 2GG  H10   N10  C26   118.03  3.000
 2GG  H10   N10  C8    118.88  3.000
 2GG  C26   N10  C8    122.83  3.000
 2GG  H262  C26  H261  107.01  3.000
 2GG  H262  C26  C27   110.40  3.000
 2GG  H261  C26  C27   110.40  3.000
 2GG  H262  C26  N10   108.83  3.000
 2GG  H261  C26  N10   107.18  3.000
 2GG  C27   C26  N10   112.80  3.000
 2GG  H273  C27  H272  108.03  3.000
 2GG  H273  C27  H271  107.94  3.000
 2GG  H272  C27  H271  108.34  3.000
 2GG  H273  C27  C26   110.25  3.000
 2GG  H272  C27  C26   111.07  3.000
 2GG  H271  C27  C26   111.10  3.000
 2GG  O3    N1   C2    106.86  3.000
 2GG  O3    C4   C6    117.18  3.000
 2GG  O3    C4   C3    109.38  3.000
 2GG  C6    C4   C3    133.43  3.000
 2GG  C15   C6   C11   118.67  3.000
 2GG  C15   C6   C4    121.90  3.000
 2GG  C11   C6   C4    119.42  3.000
 2GG  H11   C11  C12   119.23  3.000
 2GG  H11   C11  C6    119.72  3.000
 2GG  C12   C11  C6    121.04  3.000
 2GG  C13   C12  CL25  119.08  3.000
 2GG  C13   C12  C11   120.53  3.000
 2GG  CL25  C12  C11   120.38  3.000
 2GG  C14   C13  O24   117.98  3.000
 2GG  C14   C13  C12   118.71  3.000
 2GG  O24   C13  C12   123.30  3.000
 2GG  H24   O24  C13   111.48  3.000
 2GG  H14   C14  C15   119.63  3.000
 2GG  H14   C14  C13   119.24  3.000
 2GG  C15   C14  C13   121.12  3.000
 2GG  O23   C15  C14   116.38  3.000
 2GG  O23   C15  C6    123.71  3.000
 2GG  C14   C15  C6    119.91  3.000
 2GG  H23   O23  C15   112.16  3.000
 2GG  C4    O3   N1    109.88  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
 2GG  CONST_01  C7    C20  C19  C18      0.00   0.0  0
 2GG  CONST_02  C7    C16  C17  C18      0.00   0.0  0
 2GG  CONST_03  C16   C17  C18  C19      0.00   0.0  0
 2GG  CONST_04  C16   C7   C20  C19      0.00   0.0  0
 2GG  CONST_05  C17   C18  C19  C20      0.00   0.0  0
 2GG  CONST_06  C17   C16  C7   C20      0.00   0.0  0
 2GG  CONST_07  C13   C12  C11  C6       0.00   0.0  0
 2GG  CONST_08  C13   C14  C15  C6       0.00   0.0  0
 2GG  CONST_09  C14   C15  C6   C11      0.00   0.0  0
 2GG  CONST_10  C14   C13  C12  C11      0.00   0.0  0
 2GG  CONST_11  C15   C6   C11  C12      0.00   0.0  0
 2GG  CONST_12  C15   C14  C13  C12      0.00   0.0  0
 2GG  CONST_13  C3    C7   C20  C19    180.00   0.0  0
 2GG  CONST_14  C3    C7   C16  C17    180.00   0.0  0
 2GG  CONST_15  C12   C11  C6   C4     180.00   0.0  0
 2GG  CONST_16  C14   C15  C6   C4     180.00   0.0  0
 2GG  CONST_17  C20   C19  C18  O21    180.00   0.0  0
 2GG  CONST_18  C16   C17  C18  O21    180.00   0.0  0
 2GG  CONST_19  O23   C15  C6   C4       0.00   0.0  0
 2GG  CONST_20  CL25  C12  C11  C6     180.00   0.0  0
 2GG  CONST_21  O23   C15  C6   C11    180.00   0.0  0
 2GG  CONST_22  O24   C13  C12  C11    180.00   0.0  0
 2GG  CONST_23  C14   C13  C12  CL25   180.00   0.0  0
 2GG  CONST_24  O23   C15  C14  C13    180.00   0.0  0
 2GG  CONST_25  C15   C14  C13  O24    180.00   0.0  0
 2GG  CONST_26  H20   C20  C19  C18    180.00   0.0  0
 2GG  CONST_27  H16   C16  C17  C18    180.00   0.0  0
 2GG  CONST_28  H17   C17  C18  C19    180.00   0.0  0
 2GG  CONST_29  H19   C19  C18  C17    180.00   0.0  0
 2GG  CONST_30  H11   C11  C6   C4       0.00   0.0  0
 2GG  CONST_31  H14   C14  C15  C6     180.00   0.0  0
 2GG  CONST_32  C26   N10  C8   C2     180.00   0.0  0
 2GG  CONST_33  H10   N10  C8   C2       0.00   0.0  0
 2GG  CONST_34  C26   N10  C8   O9       0.00   0.0  0
 2GG  Var_01    C2    C3   C7   C20    -57.84  30.0  2
 2GG  Var_02    C11   C6   C4   C3     130.26  30.0  2
 2GG  Var_03    C19   C18  O21  C22   -178.98  30.0  2
 2GG  Var_04    O9    C8   C2   C3      -0.63  30.0  2
 2GG  Var_05    H221  C22  O21  C18     60.49  30.0  3
 2GG  Var_06    C27   C26  N10  C8      84.85  30.0  3
 2GG  Var_07    H271  C27  C26  N10    -61.39  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
 2GG  plan-1  C7    0.020
 2GG  plan-1  C3    0.020
 2GG  plan-1  C2    0.020
 2GG  plan-1  C8    0.020
 2GG  plan-1  N1    0.020
 2GG  plan-1  C4    0.020
 2GG  plan-1  C6    0.020
 2GG  plan-1  O3    0.020
 2GG  plan-2  O21   0.020
 2GG  plan-2  C18   0.020
 2GG  plan-2  C19   0.020
 2GG  plan-2  C20   0.020
 2GG  plan-2  C17   0.020
 2GG  plan-2  C16   0.020
 2GG  plan-2  C7    0.020
 2GG  plan-2  C3    0.020
 2GG  plan-2  H19   0.020
 2GG  plan-2  H17   0.020
 2GG  plan-2  H20   0.020
 2GG  plan-2  H16   0.020
 2GG  plan-3  C4    0.020
 2GG  plan-3  C6    0.020
 2GG  plan-3  C11   0.020
 2GG  plan-3  C12   0.020
 2GG  plan-3  CL25  0.020
 2GG  plan-3  C13   0.020
 2GG  plan-3  O24   0.020
 2GG  plan-3  C14   0.020
 2GG  plan-3  C15   0.020
 2GG  plan-3  O23   0.020
 2GG  plan-3  H11   0.020
 2GG  plan-3  H14   0.020
 2GG  plan-4  C2    0.020
 2GG  plan-4  C8    0.020
 2GG  plan-4  O9    0.020
 2GG  plan-4  N10   0.020
 2GG  plan-4  C26   0.020
 2GG  plan-4  H10   0.020

