# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 18:39:35 2020
#   Inital geometry file: a 89 line input string
#   Ligand name: 4-[(1-hydroxy-1,3-dihydro-2,1-benzoxaborol-5-yl)oxy]benzene-1,2-dicarbonitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OB1OCc2cc(Oc3ccc(C#N)c(c3)C#N)ccc12
#
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
 3OJ  3OJ  4-[(1-hydroxy-1,3-dihydro-2,1-benzoxaborol-5-yl)oxy]benzene-1,2-dicarbonitrile  ligand  30  21  .  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_3OJ
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
 3OJ  C1    C  CR16  0  -0.301  -2.6064  -2.0747   0.0882
 3OJ  C2    C  CR6   0   0.409  -1.4425  -1.3131  -0.0157
 3OJ  C3    C  CR16  0  -0.231  -3.8391  -1.4583   0.1236
 3OJ  C4    C  CR16  0  -0.338  -1.5160   0.0751  -0.0830
 3OJ  C5    C  CR6   0   0.040  -3.9346  -0.0703   0.0567
 3OJ  C6    C  CR6   0   0.086  -2.7612   0.6862  -0.0459
 3OJ  O7    O  O2    0  -0.496  -0.2856  -1.9964  -0.0457
 3OJ  C8    C  CR56  0  -0.092   3.3165  -0.0198  -0.4673
 3OJ  C9    C  CR56  0  -0.036   2.7926  -0.2747   0.7973
 3OJ  C10   C  CR16  0  -0.343   2.6174  -0.4244  -1.5988
 3OJ  C11   C  CR16  0  -0.328   1.5797  -0.9234   0.9692
 3OJ  C12   C  CR16  0  -0.277   1.4010  -1.0736  -1.4546
 3OJ  C13   C  CR6   0   0.279   0.9064  -1.3134  -0.1764
 3OJ  C14   C  CH2   0  -0.176   3.7199   0.2473   1.8552
 3OJ  O15   O  O     0  -0.473   4.8137   0.8326   1.1620
 3OJ  B16   B  B     0   0.522   4.6584   0.7131  -0.1963
 3OJ  O17   O  OH1   0  -0.611   5.5472   1.1681  -1.1022
 3OJ  C18   C  CSP   0   0.025  -5.2066   0.5663   0.0929
 3OJ  C19   C  CSP   0   0.031  -2.8366   2.1100  -0.1141
 3OJ  N20   N  NS    0  -0.230  -6.2352   1.0838   0.1267
 3OJ  N21   N  NS    0  -0.220  -2.9056   3.2574  -0.1714
 3OJ  H1    H  HCR6  0   0.304  -2.5380  -3.1531   0.1393
 3OJ  H3    H  HCR6  0   0.302  -4.7358  -2.0565   0.2030
 3OJ  H4    H  HCR6  0   0.319  -0.6301   0.6900  -0.1601
 3OJ  H11   H  HCR6  0   0.280   1.1682  -1.1270   1.9504
 3OJ  H12   H  HCR6  0   0.281   0.8397  -1.4009  -2.3204
 3OJ  H14   H  HCH2  0   0.256   3.2380   0.9977   2.4877
 3OJ  H14A  H  HCH2  0   0.256   4.0830  -0.5504   2.5087
 3OJ  HO17  H  HOH1  0   0.493   6.3218   1.5988  -0.7249
 3OJ  H10   H  HCR6  0   0.267   3.0079  -0.2394  -2.5914

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
 3OJ  C3   C1    aromatic  1.379  0.020  1.379
 3OJ  C1   C2    aromatic  1.395  0.020  1.395
 3OJ  C1   H1    single    0.930  0.020  1.080
 3OJ  C2   C4    aromatic  1.392  0.020  1.392
 3OJ  C2   O7    single    1.344  0.020  1.344
 3OJ  C3   C5    aromatic  1.393  0.020  1.393
 3OJ  C3   H3    single    0.930  0.020  1.080
 3OJ  C6   C4    aromatic  1.388  0.020  1.388
 3OJ  C4   H4    single    0.930  0.020  1.080
 3OJ  C18  C5    single    1.423  0.020  1.423
 3OJ  C5   C6    aromatic  1.400  0.020  1.400
 3OJ  C6   C19   single    1.427  0.020  1.427
 3OJ  O7   C13   single    1.380  0.020  1.380
 3OJ  C9   C8    aromatic  1.392  0.020  1.392
 3OJ  C8   C10   aromatic  1.390  0.020  1.390
 3OJ  C8   B16   single    1.553  0.020  1.553
 3OJ  C11  C9    aromatic  1.386  0.020  1.386
 3OJ  C9   C14   single    1.501  0.020  1.501
 3OJ  C12  C10   aromatic  1.386  0.020  1.386
 3OJ  C10  H10   single    0.930  0.020  1.080
 3OJ  C11  C13   aromatic  1.385  0.020  1.385
 3OJ  C11  H11   single    0.930  0.020  1.080
 3OJ  C13  C12   aromatic  1.391  0.020  1.391
 3OJ  C12  H12   single    0.930  0.020  1.080
 3OJ  C14  O15   single    1.421  0.020  1.421
 3OJ  C14  H14   single    0.970  0.020  1.090
 3OJ  C14  H14A  single    0.970  0.020  1.090
 3OJ  O15  B16   single    1.372  0.020  1.372
 3OJ  B16  O17   single    1.348  0.020  1.348
 3OJ  O17  HO17  single    0.850  0.020  0.980
 3OJ  N20  C18   triple    1.152  0.020  1.152
 3OJ  C19  N21   triple    1.151  0.020  1.151

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
 3OJ  H1    C1   C3   120.07  3.000
 3OJ  H1    C1   C2   119.68  3.000
 3OJ  C3    C1   C2   120.25  3.000
 3OJ  O7    C2   C4   123.47  3.000
 3OJ  O7    C2   C1   116.26  3.000
 3OJ  C4    C2   C1   120.28  3.000
 3OJ  H3    C3   C5   119.88  3.000
 3OJ  H3    C3   C1   119.75  3.000
 3OJ  C5    C3   C1   120.38  3.000
 3OJ  H4    C4   C6   119.13  3.000
 3OJ  H4    C4   C2   121.83  3.000
 3OJ  C6    C4   C2   119.04  3.000
 3OJ  C18   C5   C6   120.63  3.000
 3OJ  C6    C5   C3   118.98  3.000
 3OJ  C18   C5   C3   120.39  3.000
 3OJ  C19   C6   C5   119.89  3.000
 3OJ  C19   C6   C4   119.04  3.000
 3OJ  C5    C6   C4   121.08  3.000
 3OJ  C13   O7   C2   119.61  3.000
 3OJ  B16   C8   C10  135.56  3.000
 3OJ  B16   C8   C9   104.66  3.000
 3OJ  C10   C8   C9   119.78  3.000
 3OJ  C14   C9   C11  128.03  3.000
 3OJ  C14   C9   C8   110.13  3.000
 3OJ  C11   C9   C8   121.84  3.000
 3OJ  H10   C10  C12  119.47  3.000
 3OJ  H10   C10  C8   121.01  3.000
 3OJ  C12   C10  C8   119.53  3.000
 3OJ  H11   C11  C13  120.77  3.000
 3OJ  H11   C11  C9   122.19  3.000
 3OJ  C13   C11  C9   117.04  3.000
 3OJ  H12   C12  C13  119.89  3.000
 3OJ  H12   C12  C10  120.89  3.000
 3OJ  C13   C12  C10  119.22  3.000
 3OJ  C12   C13  C11  122.58  3.000
 3OJ  C12   C13  O7   118.64  3.000
 3OJ  C11   C13  O7   118.75  3.000
 3OJ  H14A  C14  H14  107.54  3.000
 3OJ  H14A  C14  O15  109.66  3.000
 3OJ  H14   C14  O15  109.80  3.000
 3OJ  H14A  C14  C9   111.89  3.000
 3OJ  H14   C14  C9   111.99  3.000
 3OJ  O15   C14  C9   105.97  3.000
 3OJ  B16   O15  C14  111.09  3.000
 3OJ  O17   B16  O15  124.13  3.000
 3OJ  O17   B16  C8   127.71  3.000
 3OJ  O15   B16  C8   108.16  3.000
 3OJ  HO17  O17  B16  114.70  3.000
 3OJ  N20   C18  C5   180.00  3.000
 3OJ  N21   C19  C6   180.00  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
 3OJ  CONST_01  C6   C5   C3   C1     0.00   0.0  0
 3OJ  CONST_02  C6   C4   C2   C1     0.00   0.0  0
 3OJ  CONST_03  C5   C3   C1   C2     0.00   0.0  0
 3OJ  CONST_04  C5   C6   C4   C2     0.00   0.0  0
 3OJ  CONST_05  C4   C2   C1   C3     0.00   0.0  0
 3OJ  CONST_06  C4   C6   C5   C3     0.00   0.0  0
 3OJ  CONST_07  C13  C11  C9   C8     0.00   0.0  0
 3OJ  CONST_08  C13  C12  C10  C8     0.00   0.0  0
 3OJ  CONST_09  C12  C10  C8   C9     0.00   0.0  0
 3OJ  CONST_10  C12  C13  C11  C9     0.00   0.0  0
 3OJ  CONST_11  C11  C9   C8   C10    0.00   0.0  0
 3OJ  CONST_12  C11  C13  C12  C10    0.00   0.0  0
 3OJ  CONST_13  C18  C5   C3   C1   180.00   0.0  0
 3OJ  CONST_14  C19  C6   C4   C2   180.00   0.0  0
 3OJ  CONST_15  O7   C2   C1   C3   180.00   0.0  0
 3OJ  CONST_16  C19  C6   C5   C3   180.00   0.0  0
 3OJ  CONST_17  C18  C5   C6   C4   180.00   0.0  0
 3OJ  CONST_18  O7   C2   C4   C6   180.00   0.0  0
 3OJ  CONST_19  C9   C11  C13  O7   180.00   0.0  0
 3OJ  CONST_20  C10  C12  C13  O7   180.00   0.0  0
 3OJ  CONST_21  H4   C4   C2   C1   180.00   0.0  0
 3OJ  CONST_22  H3   C3   C1   C2   180.00   0.0  0
 3OJ  CONST_23  H1   C1   C2   C4   180.00   0.0  0
 3OJ  CONST_24  H11  C11  C9   C8   180.00   0.0  0
 3OJ  CONST_25  H12  C12  C10  C8   180.00   0.0  0
 3OJ  CONST_26  H10  C10  C8   C9   180.00   0.0  0
 3OJ  Var_01    O15  C14  C9   C8     0.41  30.0  1
 3OJ  Var_02    O15  B16  C8   C9    -0.17  30.0  1
 3OJ  Var_03    C11  C13  O7   C2    91.45  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
 3OJ  plan-1  C1   0.020
 3OJ  plan-1  C2   0.020
 3OJ  plan-1  C3   0.020
 3OJ  plan-1  C4   0.020
 3OJ  plan-1  C5   0.020
 3OJ  plan-1  C6   0.020
 3OJ  plan-1  O7   0.020
 3OJ  plan-1  C18  0.020
 3OJ  plan-1  C19  0.020
 3OJ  plan-1  N20  0.020
 3OJ  plan-1  N21  0.020
 3OJ  plan-1  H1   0.020
 3OJ  plan-1  H3   0.020
 3OJ  plan-1  H4   0.020
 3OJ  plan-2  O7   0.020
 3OJ  plan-2  C8   0.020
 3OJ  plan-2  C9   0.020
 3OJ  plan-2  C10  0.020
 3OJ  plan-2  C11  0.020
 3OJ  plan-2  C12  0.020
 3OJ  plan-2  C13  0.020
 3OJ  plan-2  C14  0.020
 3OJ  plan-2  B16  0.020
 3OJ  plan-2  H11  0.020
 3OJ  plan-2  H12  0.020
 3OJ  plan-2  H10  0.020

