# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr  7 22:16:23 2020
#   Inital geometry file: a 94 line input string
#   Ligand name: 2-hydroxy-4-(4-methyl-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cccc2C(=O)N(c3ccc(C(O)=O)c(O)c3)C(=O)c12
#
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
 20C  20C  '2-hydroxy-4-(4-methyl-1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)benzoic acid'  ligand  32  22  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_20C
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
 20C  C1    C  CR6    0   0.068  -4.2330  -0.9682  -0.3038
 20C  C2    C  CR16   0  -0.242  -5.3480  -0.1795   0.0022
 20C  C3    C  CR16   0  -0.253  -5.2330   1.1069   0.5154
 20C  C4    C  CR16   0  -0.429  -3.9853   1.6776   0.7536
 20C  C5    C  CR56   0   0.198  -2.8860   0.9048   0.4533
 20C  C6    C  CR56   0  -0.130  -3.0014  -0.3790  -0.0590
 20C  C7    C  CR5    0   0.526  -1.4486   1.2264   0.5956
 20C  N8    N  NR5    0  -0.648  -0.7654   0.0998   0.1537
 20C  C9    C  CR5    0   0.614  -1.6341  -0.9099  -0.2609
 20C  C10   C  C      0   0.353   0.6467  -0.0067   0.1137
 20C  O11   O  O      0  -0.463  -1.2858  -1.9777  -0.6925
 20C  O12   O  O      0  -0.465  -0.9399   2.2358   1.0084
 20C  C13   C  CH3    0  -0.740  -4.3875  -2.3506  -0.8556
 20C  C14   C  C1     0  -0.341   1.2915  -0.8960   0.9667
 20C  C15   C  C1     0  -0.343   2.6723  -0.9807   0.9143
 20C  C16   C  C      0  -0.080   3.4184  -0.1952   0.0436
 20C  C17   C  C      0   0.243   2.7484   0.7037  -0.8094
 20C  C18   C  C1     0  -0.283   1.3543   0.7841  -0.7733
 20C  O19   O  OH1    0  -0.685   3.4225   1.4715  -1.6542
 20C  C20   C  C      0   0.336   4.9230  -0.2863   0.0021
 20C  O21   O  O      0  -0.563   5.4900   0.4850  -0.8367
 20C  O22   O  OC    -1  -0.640   5.5012  -1.0721   0.7534
 20C  H2    H  HCR6   0   0.276  -6.3367  -0.5871  -0.1683
 20C  H3    H  HCR6   0   0.297  -6.1310   1.6699   0.7319
 20C  H4    H  HCR6   0   0.267  -3.8895   2.6780   1.1537
 20C  H13   H  HCH3   0   0.257  -3.9457  -2.4338  -1.8487
 20C  H13A  H  HCH3   0   0.274  -3.8949  -3.0890  -0.2233
 20C  H13B  H  HCH3   0   0.258  -5.4396  -2.6175  -0.9328
 20C  H14   H  H      0   0.329   0.7234  -1.4982   1.6629
 20C  H15   H  H      0   0.246   3.1899  -1.6687   1.5702
 20C  H18   H  H      0   0.314   0.8385   1.4642  -1.4404
 20C  HO19  H  HOH1   0   0.451   4.4072   1.2059  -1.4760

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
 20C  C6   C1    aromatic  1.387  0.020  1.387
 20C  C13  C1    single    1.496  0.020  1.496
 20C  C1   C2    aromatic  1.400  0.020  1.400
 20C  C2   C3    aromatic  1.390  0.020  1.390
 20C  C2   H2    single    0.930  0.020  1.080
 20C  C4   C3    aromatic  1.393  0.020  1.393
 20C  C3   H3    single    0.930  0.020  1.080
 20C  C5   C4    aromatic  1.377  0.020  1.377
 20C  C4   H4    single    0.930  0.020  1.080
 20C  C7   C5    single    1.480  0.020  1.480
 20C  C6   C5    aromatic  1.387  0.020  1.387
 20C  C9   C6    single    1.481  0.020  1.481
 20C  N8   C7    single    1.390  0.020  1.390
 20C  C7   O12   double    1.203  0.020  1.203
 20C  C10  N8    single    1.417  0.020  1.417
 20C  N8   C9    single    1.395  0.020  1.395
 20C  O11  C9    double    1.203  0.020  1.203
 20C  C18  C10   aromatic  1.383  0.020  1.383
 20C  C14  C10   aromatic  1.391  0.020  1.391
 20C  C13  H13   single    0.970  0.020  1.090
 20C  C13  H13A  single    0.970  0.020  1.090
 20C  C13  H13B  single    0.970  0.020  1.090
 20C  C15  C14   aromatic  1.384  0.020  1.384
 20C  C14  H14   single    0.930  0.020  1.080
 20C  C16  C15   aromatic  1.390  0.020  1.390
 20C  C15  H15   single    0.930  0.020  1.080
 20C  C20  C16   single    1.508  0.020  1.508
 20C  C16  C17   aromatic  1.409  0.020  1.409
 20C  O19  C17   single    1.326  0.020  1.326
 20C  C17  C18   aromatic  1.397  0.020  1.397
 20C  C18  H18   single    0.930  0.020  1.080
 20C  O19  HO19  single    0.850  0.020  0.980
 20C  O21  C20   deloc     1.273  0.020  1.273
 20C  O22  C20   deloc     1.231  0.020  1.231

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
 20C  C13   C1   C6    123.31  3.000
 20C  C13   C1   C2    121.26  3.000
 20C  C6    C1   C2    115.43  3.000
 20C  H2    C2   C3    118.82  3.000
 20C  H2    C2   C1    118.74  3.000
 20C  C3    C2   C1    122.44  3.000
 20C  H3    C3   C4    119.76  3.000
 20C  H3    C3   C2    119.14  3.000
 20C  C4    C3   C2    121.10  3.000
 20C  H4    C4   C5    121.94  3.000
 20C  H4    C4   C3    121.44  3.000
 20C  C5    C4   C3    116.62  3.000
 20C  C7    C5   C6    108.51  3.000
 20C  C6    C5   C4    122.25  3.000
 20C  C7    C5   C4    129.24  3.000
 20C  C9    C6   C5    107.79  3.000
 20C  C9    C6   C1    130.06  3.000
 20C  C5    C6   C1    122.15  3.000
 20C  O12   C7   N8    125.53  3.000
 20C  O12   C7   C5    128.75  3.000
 20C  N8    C7   C5    105.71  3.000
 20C  C10   N8   C9    123.91  3.000
 20C  C9    N8   C7    112.03  3.000
 20C  C10   N8   C7    124.06  3.000
 20C  O11   C9   N8    124.66  3.000
 20C  O11   C9   C6    129.38  3.000
 20C  N8    C9   C6    105.96  3.000
 20C  C18   C10  C14   121.45  3.000
 20C  C14   C10  N8    119.53  3.000
 20C  C18   C10  N8    119.02  3.000
 20C  H13B  C13  H13A  108.18  3.000
 20C  H13B  C13  H13   107.97  3.000
 20C  H13A  C13  H13   107.08  3.000
 20C  H13B  C13  C1    110.64  3.000
 20C  H13A  C13  C1    111.43  3.000
 20C  H13   C13  C1    111.39  3.000
 20C  H14   C14  C15   120.94  3.000
 20C  H14   C14  C10   120.49  3.000
 20C  C15   C14  C10   118.57  3.000
 20C  H15   C15  C16   118.82  3.000
 20C  H15   C15  C14   119.53  3.000
 20C  C16   C15  C14   121.64  3.000
 20C  C20   C16  C17   119.77  3.000
 20C  C17   C16  C15   118.99  3.000
 20C  C20   C16  C15   121.25  3.000
 20C  O19   C17  C18   119.38  3.000
 20C  C18   C17  C16   119.72  3.000
 20C  O19   C17  C16   120.90  3.000
 20C  H18   C18  C17   119.69  3.000
 20C  H18   C18  C10   120.68  3.000
 20C  C17   C18  C10   119.62  3.000
 20C  HO19  O19  C17   103.02  3.000
 20C  O22   C20  O21   125.43  3.000
 20C  O22   C20  C16   119.36  3.000
 20C  O21   C20  C16   115.21  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
 20C  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 20C  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 20C  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 20C  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 20C  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 20C  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 20C  CONST_07  C16  C17  C18  C10     0.00   0.0  0
 20C  CONST_08  C16  C15  C14  C10     0.00   0.0  0
 20C  CONST_09  C17  C18  C10  C14     0.00   0.0  0
 20C  CONST_10  C17  C16  C15  C14     0.00   0.0  0
 20C  CONST_11  C18  C10  C14  C15     0.00   0.0  0
 20C  CONST_12  C18  C17  C16  C15     0.00   0.0  0
 20C  CONST_13  C17  C18  C10  N8    180.00   0.0  0
 20C  CONST_14  C15  C14  C10  N8    180.00   0.0  0
 20C  CONST_15  C10  N8   C7   C5    180.00   0.0  0
 20C  CONST_16  C9   N8   C7   C5      0.00   0.0  0
 20C  CONST_17  C13  C1   C2   C3    180.00   0.0  0
 20C  CONST_18  C13  C1   C6   C5    180.00   0.0  0
 20C  CONST_19  C13  C1   C6   C9      0.00   0.0  0
 20C  CONST_20  O19  C17  C18  C10   180.00   0.0  0
 20C  CONST_21  C20  C16  C15  C14   180.00   0.0  0
 20C  CONST_22  O19  C17  C16  C15   180.00   0.0  0
 20C  CONST_23  C20  C16  C17  C18   180.00   0.0  0
 20C  CONST_24  O12  C7   N8   C9    180.00   0.0  0
 20C  CONST_25  O12  C7   N8   C10     0.00   0.0  0
 20C  CONST_26  H3   C3   C2   C1    180.00   0.0  0
 20C  CONST_27  H4   C4   C3   C2    180.00   0.0  0
 20C  CONST_28  H2   C2   C3   C4    180.00   0.0  0
 20C  CONST_29  H18  C18  C10  N8      0.00   0.0  0
 20C  CONST_30  H14  C14  C10  N8      0.00   0.0  0
 20C  CONST_31  H15  C15  C14  C10   180.00   0.0  0
 20C  Var_01    C18  C10  N8   C7    -67.28  30.0  2
 20C  Var_02    O21  C20  C16  C15  -179.95  30.0  3
 20C  Var_03    H13  C13  C1   C2    118.17  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
 20C  plan-1  N8   0.020
 20C  plan-1  C10  0.020
 20C  plan-1  C14  0.020
 20C  plan-1  C15  0.020
 20C  plan-1  C16  0.020
 20C  plan-1  C17  0.020
 20C  plan-1  C18  0.020
 20C  plan-1  O19  0.020
 20C  plan-1  C20  0.020
 20C  plan-1  H14  0.020
 20C  plan-1  H15  0.020
 20C  plan-1  H18  0.020
 20C  plan-2  C1   0.020
 20C  plan-2  C2   0.020
 20C  plan-2  C3   0.020
 20C  plan-2  C4   0.020
 20C  plan-2  C5   0.020
 20C  plan-2  C6   0.020
 20C  plan-2  C7   0.020
 20C  plan-2  N8   0.020
 20C  plan-2  C9   0.020
 20C  plan-2  C10  0.020
 20C  plan-2  O11  0.020
 20C  plan-2  O12  0.020
 20C  plan-2  C13  0.020
 20C  plan-2  H2   0.020
 20C  plan-2  H3   0.020
 20C  plan-2  H4   0.020
 20C  plan-3  C16  0.020
 20C  plan-3  C20  0.020
 20C  plan-3  O21  0.020
 20C  plan-3  O22  0.020

