# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 20:24:56 2020
#   Inital geometry file: a 81 line input string
#   Ligand name: (2~{R},3~{R})-2,3-dimethoxy-2,3-dimethyl-1,4-benzodioxin-6-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CO[C@]1(C)Oc2ccc(N)cc2O[C@@]1(C)OC
#
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
 EN8  EN8  (2~{R},3~{R})-2,3-dimethoxy-2,3-dimethyl-1,4-benzodioxin-6-amine  ligand  34  17  .  2021-08-08  2021-08-08  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_EN8
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
 EN8  N1   N  NH2   0  -0.864   4.5379  -0.3240  -0.7542
 EN8  C4   C  CH3   0  -0.723  -2.4978  -1.3010  -1.2139
 EN8  C5   C  CH3   0  -0.422  -1.2188  -2.9528   0.8002
 EN8  C6   C  CR6   0   0.351   0.8698  -0.3034  -0.3921
 EN8  C7   C  CR16  0  -0.457   2.1423  -0.6375  -0.8301
 EN8  C8   C  CR6   0   0.294   3.2710  -0.0353  -0.2707
 EN8  C10  C  CR16  0  -0.370   1.8103   1.2335   1.1791
 EN8  C1   C  CH3   0  -0.726  -2.8916   0.8834   0.9537
 EN8  C2   C  CT    0   0.457  -1.6025   0.6542   0.1857
 EN8  C3   C  CT    0   0.456  -1.4135  -0.8204  -0.2671
 EN8  O1   O  O2    0  -0.486  -1.3263  -1.5469   0.9123
 EN8  O2   O  O2    0  -0.501  -0.1915  -0.9087  -0.9807
 EN8  C9   C  CR16  0  -0.336   3.0863   0.9013   0.7511
 EN8  C11  C  CR6   0   0.300   0.6936   0.6370   0.6190
 EN8  O3   O  O2    0  -0.502  -0.5484   0.9766   1.0683
 EN8  O4   O  O2    0  -0.489  -1.4989   1.3997  -0.9831
 EN8  C12  C  CH3   0  -0.420  -1.6973   2.7959  -0.8737
 EN8  H13  H  HNH2  0   0.374   4.6276  -1.2298  -1.1871
 EN8  H14  H  HNH2  0   0.374   5.2840  -0.1705  -0.0941
 EN8  H4   H  HCH3  0   0.262  -2.6251  -0.6096  -2.0435
 EN8  H5   H  HCH3  0   0.256  -2.2503  -2.2777  -1.6298
 EN8  H6   H  HCH3  0   0.250  -3.4499  -1.3908  -0.6924
 EN8  H8   H  HCH3  0   0.246  -0.9914  -3.3277   1.7964
 EN8  H7   H  HCH3  0   0.222  -2.1505  -3.4158   0.4656
 EN8  H9   H  HCH3  0   0.221  -0.4143  -3.2601   0.1278
 EN8  H10  H  HCR6  0   0.264   2.2477  -1.3743  -1.6183
 EN8  H12  H  HCR6  0   0.262   1.6799   1.9663   1.9661
 EN8  H2   H  HCH3  0   0.257  -2.8988   1.8698   1.4180
 EN8  H3   H  HCH3  0   0.249  -3.7542   0.8201   0.2918
 EN8  H1   H  HCH3  0   0.261  -3.0115   0.1442   1.7425
 EN8  H11  H  HCR6  0   0.255   3.9433   1.3825   1.2060
 EN8  H17  H  HCH3  0   0.245  -1.4430   3.2240  -1.8415
 EN8  H16  H  HCH3  0   0.222  -2.7358   3.0508  -0.6485
 EN8  H15  H  HCH3  0   0.220  -1.0543   3.2511  -0.1171

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
 EN8  C5   O1   single    1.414  0.020  1.414
 EN8  O1   C3   single    1.388  0.020  1.388
 EN8  C4   C3   single    1.518  0.020  1.518
 EN8  C3   C2   single    1.554  0.020  1.554
 EN8  C3   O2   single    1.418  0.020  1.418
 EN8  C1   C2   single    1.518  0.020  1.518
 EN8  C2   O3   single    1.412  0.020  1.412
 EN8  C2   O4   single    1.390  0.020  1.390
 EN8  O2   C6   single    1.356  0.020  1.356
 EN8  O3   C11  single    1.364  0.020  1.364
 EN8  C6   C11  aromatic  1.392  0.020  1.392
 EN8  C6   C7   aromatic  1.387  0.020  1.387
 EN8  C11  C10  aromatic  1.384  0.020  1.384
 EN8  O4   C12  single    1.414  0.020  1.414
 EN8  C7   C8   aromatic  1.396  0.020  1.396
 EN8  C10  C9   aromatic  1.386  0.020  1.386
 EN8  C8   C9   aromatic  1.398  0.020  1.398
 EN8  C8   N1   single    1.386  0.020  1.386
 EN8  N1   H13  single    0.890  0.020  1.040
 EN8  N1   H14  single    0.890  0.020  1.040
 EN8  C4   H4   single    0.970  0.020  1.090
 EN8  C4   H5   single    0.970  0.020  1.090
 EN8  C4   H6   single    0.970  0.020  1.090
 EN8  C5   H8   single    0.970  0.020  1.090
 EN8  C5   H7   single    0.970  0.020  1.090
 EN8  C5   H9   single    0.970  0.020  1.090
 EN8  C7   H10  single    0.930  0.020  1.080
 EN8  C10  H12  single    0.930  0.020  1.080
 EN8  C1   H2   single    0.970  0.020  1.090
 EN8  C1   H3   single    0.970  0.020  1.090
 EN8  C1   H1   single    0.970  0.020  1.090
 EN8  C9   H11  single    0.930  0.020  1.080
 EN8  C12  H17  single    0.970  0.020  1.090
 EN8  C12  H16  single    0.970  0.020  1.090
 EN8  C12  H15  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
 EN8  H14  N1   H13  110.63  3.000
 EN8  H14  N1   C8   114.60  3.000
 EN8  H13  N1   C8   114.72  3.000
 EN8  H6   C4   H5   107.89  3.000
 EN8  H6   C4   H4   108.38  3.000
 EN8  H5   C4   H4   107.77  3.000
 EN8  H6   C4   C3   110.60  3.000
 EN8  H5   C4   C3   111.07  3.000
 EN8  H4   C4   C3   111.00  3.000
 EN8  H9   C5   H7   108.67  3.000
 EN8  H9   C5   H8   108.22  3.000
 EN8  H7   C5   H8   108.21  3.000
 EN8  H9   C5   O1   112.60  3.000
 EN8  H7   C5   O1   112.36  3.000
 EN8  H8   C5   O1   106.60  3.000
 EN8  C11  C6   O2   121.18  3.000
 EN8  C11  C6   C7   120.55  3.000
 EN8  O2   C6   C7   118.26  3.000
 EN8  H10  C7   C8   120.38  3.000
 EN8  H10  C7   C6   118.86  3.000
 EN8  C8   C7   C6   120.75  3.000
 EN8  C9   C8   C7   118.35  3.000
 EN8  C9   C8   N1   121.00  3.000
 EN8  C7   C8   N1   120.61  3.000
 EN8  H12  C10  C11  119.23  3.000
 EN8  H12  C10  C9   119.82  3.000
 EN8  C11  C10  C9   120.95  3.000
 EN8  H1   C1   H3   108.29  3.000
 EN8  H1   C1   H2   107.78  3.000
 EN8  H3   C1   H2   107.82  3.000
 EN8  H1   C1   C2   110.98  3.000
 EN8  H3   C1   C2   110.88  3.000
 EN8  H2   C1   C2   110.96  3.000
 EN8  O4   C2   O3   110.33  3.000
 EN8  O4   C2   C3   104.77  3.000
 EN8  O3   C2   C3   107.93  3.000
 EN8  O4   C2   C1   114.06  3.000
 EN8  O3   C2   C1   106.45  3.000
 EN8  C3   C2   C1   113.20  3.000
 EN8  O2   C3   O1   109.93  3.000
 EN8  O2   C3   C2   108.09  3.000
 EN8  O1   C3   C2   104.88  3.000
 EN8  O2   C3   C4   106.38  3.000
 EN8  C2   C3   C4   113.29  3.000
 EN8  O1   C3   C4   114.16  3.000
 EN8  C3   O1   C5   117.24  3.000
 EN8  C3   O2   C6   115.35  3.000
 EN8  H11  C9   C10  119.49  3.000
 EN8  H11  C9   C8   120.00  3.000
 EN8  C10  C9   C8   120.51  3.000
 EN8  O3   C11  C10  119.61  3.000
 EN8  C10  C11  C6   118.88  3.000
 EN8  O3   C11  C6   121.52  3.000
 EN8  C11  O3   C2   114.65  3.000
 EN8  C12  O4   C2   116.99  3.000
 EN8  H15  C12  H16  108.63  3.000
 EN8  H15  C12  H17  108.33  3.000
 EN8  H16  C12  H17  108.27  3.000
 EN8  H15  C12  O4   112.48  3.000
 EN8  H16  C12  O4   112.30  3.000
 EN8  H17  C12  O4   106.66  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
 EN8  CONST_01  C9   C10  C11  C6    0.00   0.0  0
 EN8  CONST_02  C9   C8   C7   C6    0.00   0.0  0
 EN8  CONST_03  C10  C11  C6   C7    0.00   0.0  0
 EN8  CONST_04  C10  C9   C8   C7    0.00   0.0  0
 EN8  CONST_05  C11  C6   C7   C8    0.00   0.0  0
 EN8  CONST_06  C11  C10  C9   C8    0.00   0.0  0
 EN8  CONST_07  C6   C7   C8   N1  180.00   0.0  0
 EN8  CONST_08  C10  C9   C8   N1  180.00   0.0  0
 EN8  CONST_09  H12  C10  C11  C6  180.00   0.0  0
 EN8  CONST_10  H11  C9   C8   C7  180.00   0.0  0
 EN8  CONST_11  H10  C7   C6   O2    0.00   0.0  0
 EN8  Var_01    C11  C6   O2   C3  -17.23  30.0  1
 EN8  Var_02    H17  C12  O4   C2  172.23  30.0  3
 EN8  Var_03    H8   C5   O1   C3  170.52  30.0  3

loop_
_chem_comp_chir.comp_id
_chem_comp_chir.id
_chem_comp_chir.atom_id_centre
_chem_comp_chir.atom_id_1
_chem_comp_chir.atom_id_2
_chem_comp_chir.atom_id_3
_chem_comp_chir.volume_sign
 EN8  chir_01  C2  C3  O3  O4  negativ
 EN8  chir_02  C3  O2  C4  C2  positiv

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
 EN8  plan-1  N1   0.020
 EN8  plan-1  C6   0.020
 EN8  plan-1  C7   0.020
 EN8  plan-1  C8   0.020
 EN8  plan-1  C10  0.020
 EN8  plan-1  O2   0.020
 EN8  plan-1  C9   0.020
 EN8  plan-1  C11  0.020
 EN8  plan-1  O3   0.020
 EN8  plan-1  H10  0.020
 EN8  plan-1  H12  0.020
 EN8  plan-1  H11  0.020
 EN8  plan-2  N1   0.020
 EN8  plan-2  C8   0.020
 EN8  plan-2  H13  0.020
 EN8  plan-2  H14  0.020

