# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 19:28:19 2022
#   Inital geometry file: a 103 line input string
#   Ligand name: dibutyl benzene-1,2-dicarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOC(=O)c1ccccc1C(=O)OCCCC
#
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
 DB7  DB7  'dibutyl benzene-1,2-dicarboxylate'  ligand  42  20  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_DB7
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
 DB7  C1   C  CR6   0  -0.030  -0.3901   1.9705   0.4838
 DB7  C2   C  CR6   0  -0.001   0.9106   2.4163   0.7362
 DB7  C3   C  CR16  0  -0.269   1.2209   3.7612   0.5905
 DB7  C4   C  CR16  0  -0.237   0.2506   4.6617   0.1725
 DB7  C5   C  CR16  0  -0.238  -1.0357   4.2196  -0.0944
 DB7  C6   C  CR16  0  -0.267  -1.3559   2.8786   0.0633
 DB7  C7   C  C     0   0.550  -0.7641   0.5658   0.8035
 DB7  C8   C  C     0   0.518   2.0123   1.4864   1.1207
 DB7  C13  C  CH2   0  -0.160   3.0885  -0.5331   0.5348
 DB7  C14  C  CH2   0  -0.458   2.9732  -1.5858  -0.5449
 DB7  C15  C  CH2   0  -0.432   3.9573  -2.7265  -0.3080
 DB7  C16  C  CH3   0  -0.660   3.8786  -3.7980  -1.3858
 DB7  O9   O  O2    0  -0.449   2.1333   0.5005   0.2531
 DB7  O11  O  O     0  -0.439   2.7326   1.6636   2.0703
 DB7  O12  O  O     0  -0.443  -0.2497  -0.0661   1.6938
 DB7  O10  O  O2    0  -0.454  -1.7348   0.1161   0.0332
 DB7  C17  C  CH2   0  -0.163  -2.2602  -1.1947   0.3006
 DB7  C18  C  CH2   0  -0.459  -3.4000  -1.4455  -0.6615
 DB7  C19  C  CH2   0  -0.432  -4.0275  -2.8157  -0.4290
 DB7  C20  C  CH3   0  -0.661  -5.1800  -3.0896  -1.3848
 DB7  H1   H  HCR6  0   0.276   2.2278   4.1068   0.7857
 DB7  H2   H  HCR6  0   0.274   0.5028   5.7071   0.0555
 DB7  H3   H  HCR6  0   0.274  -1.7971   4.9184  -0.4140
 DB7  H4   H  HCR6  0   0.274  -2.3695   2.5494  -0.1202
 DB7  H5   H  HCH2  0   0.233   2.8809  -0.9600   1.5191
 DB7  H6   H  HCH2  0   0.235   4.0947  -0.1071   0.5581
 DB7  H7   H  HCH2  0   0.228   1.9527  -1.9802  -0.5670
 DB7  H8   H  HCH2  0   0.231   3.1640  -1.1352  -1.5232
 DB7  H9   H  HCH2  0   0.221   4.9743  -2.3259  -0.2639
 DB7  H10  H  HCH2  0   0.221   3.7640  -3.1759   0.6702
 DB7  H11  H  HCH3  0   0.230   4.5846  -4.6057  -1.1918
 DB7  H12  H  HCH3  0   0.219   2.8804  -4.2366  -1.4363
 DB7  H13  H  HCH3  0   0.219   4.1080  -3.3866  -2.3702
 DB7  H14  H  HCH2  0   0.235  -1.4695  -1.9381   0.1715
 DB7  H15  H  HCH2  0   0.237  -2.6062  -1.2474   1.3359
 DB7  H16  H  HCH2  0   0.232  -4.1612  -0.6692  -0.5402
 DB7  H17  H  HCH2  0   0.232  -3.0368  -1.3799  -1.6912
 DB7  H18  H  HCH2  0   0.222  -3.2651  -3.5921  -0.5419
 DB7  H19  H  HCH2  0   0.221  -4.3824  -2.8839   0.6034
 DB7  H20  H  HCH3  0   0.220  -5.9698  -2.3449  -1.2725
 DB7  H21  H  HCH3  0   0.220  -4.8448  -3.0616  -2.4231
 DB7  H22  H  HCH3  0   0.230  -5.6209  -4.0703  -1.2054

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
 DB7  C4   C5   aromatic  1.386  0.020  1.386
 DB7  C4   C3   aromatic  1.388  0.020  1.388
 DB7  C5   C6   aromatic  1.388  0.020  1.388
 DB7  C3   C2   aromatic  1.388  0.020  1.388
 DB7  C6   C1   aromatic  1.391  0.020  1.391
 DB7  C15  C16  single    1.522  0.020  1.522
 DB7  C15  C14  single    1.525  0.020  1.525
 DB7  C2   C1   aromatic  1.398  0.020  1.398
 DB7  C2   C8   single    1.492  0.020  1.492
 DB7  C1   C7   single    1.488  0.020  1.488
 DB7  C13  C14  single    1.512  0.020  1.512
 DB7  C13  O9   single    1.435  0.020  1.435
 DB7  C8   O9   single    1.319  0.020  1.319
 DB7  C8   O11  double    1.205  0.020  1.205
 DB7  C20  C19  single    1.522  0.020  1.522
 DB7  C7   O10  single    1.318  0.020  1.318
 DB7  C7   O12  double    1.207  0.020  1.207
 DB7  O10  C17  single    1.437  0.020  1.437
 DB7  C19  C18  single    1.525  0.020  1.525
 DB7  C18  C17  single    1.513  0.020  1.513
 DB7  C3   H1   single    0.930  0.020  1.080
 DB7  C4   H2   single    0.930  0.020  1.080
 DB7  C5   H3   single    0.930  0.020  1.080
 DB7  C6   H4   single    0.930  0.020  1.080
 DB7  C13  H5   single    0.970  0.020  1.090
 DB7  C13  H6   single    0.970  0.020  1.090
 DB7  C14  H7   single    0.970  0.020  1.090
 DB7  C14  H8   single    0.970  0.020  1.090
 DB7  C15  H9   single    0.970  0.020  1.090
 DB7  C15  H10  single    0.970  0.020  1.090
 DB7  C16  H11  single    0.970  0.020  1.090
 DB7  C16  H12  single    0.970  0.020  1.090
 DB7  C16  H13  single    0.970  0.020  1.090
 DB7  C17  H14  single    0.970  0.020  1.090
 DB7  C17  H15  single    0.970  0.020  1.090
 DB7  C18  H16  single    0.970  0.020  1.090
 DB7  C18  H17  single    0.970  0.020  1.090
 DB7  C19  H18  single    0.970  0.020  1.090
 DB7  C19  H19  single    0.970  0.020  1.090
 DB7  C20  H20  single    0.970  0.020  1.090
 DB7  C20  H21  single    0.970  0.020  1.090
 DB7  C20  H22  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
 DB7  C7   C1   C6   120.44  3.000
 DB7  C7   C1   C2   119.73  3.000
 DB7  C6   C1   C2   119.51  3.000
 DB7  C8   C2   C3   117.77  3.000
 DB7  C8   C2   C1   122.33  3.000
 DB7  C3   C2   C1   119.87  3.000
 DB7  H1   C3   C4   119.83  3.000
 DB7  H1   C3   C2   119.90  3.000
 DB7  C4   C3   C2   120.26  3.000
 DB7  H2   C4   C5   120.25  3.000
 DB7  H2   C4   C3   119.77  3.000
 DB7  C5   C4   C3   119.98  3.000
 DB7  H3   C5   C6   119.70  3.000
 DB7  H3   C5   C4   120.27  3.000
 DB7  C6   C5   C4   120.03  3.000
 DB7  H4   C6   C5   119.41  3.000
 DB7  H4   C6   C1   120.23  3.000
 DB7  C5   C6   C1   120.33  3.000
 DB7  O10  C7   O12  124.49  3.000
 DB7  O12  C7   C1   123.06  3.000
 DB7  O10  C7   C1   112.42  3.000
 DB7  O11  C8   O9   125.00  3.000
 DB7  O11  C8   C2   123.56  3.000
 DB7  O9   C8   C2   111.35  3.000
 DB7  H6   C13  H5   107.94  3.000
 DB7  H6   C13  O9   109.64  3.000
 DB7  H5   C13  O9   109.37  3.000
 DB7  H6   C13  C14  110.90  3.000
 DB7  H5   C13  C14  110.89  3.000
 DB7  O9   C13  C14  108.08  3.000
 DB7  H8   C14  H7   107.04  3.000
 DB7  H8   C14  C15  109.54  3.000
 DB7  H7   C14  C15  109.59  3.000
 DB7  H8   C14  C13  109.78  3.000
 DB7  H7   C14  C13  109.66  3.000
 DB7  C15  C14  C13  111.13  3.000
 DB7  H10  C15  H9   106.18  3.000
 DB7  H10  C15  C16  109.57  3.000
 DB7  H9   C15  C16  109.54  3.000
 DB7  H10  C15  C14  109.40  3.000
 DB7  H9   C15  C14  109.41  3.000
 DB7  C16  C15  C14  112.54  3.000
 DB7  H13  C16  H12  107.58  3.000
 DB7  H13  C16  H11  107.69  3.000
 DB7  H12  C16  H11  107.62  3.000
 DB7  H13  C16  C15  111.25  3.000
 DB7  H12  C16  C15  111.28  3.000
 DB7  H11  C16  C15  111.23  3.000
 DB7  C13  O9   C8   118.05  3.000
 DB7  C17  O10  C7   118.14  3.000
 DB7  H15  C17  H14  107.95  3.000
 DB7  H15  C17  C18  110.86  3.000
 DB7  H14  C17  C18  110.93  3.000
 DB7  H15  C17  O10  109.63  3.000
 DB7  H14  C17  O10  109.51  3.000
 DB7  C18  C17  O10  107.96  3.000
 DB7  H17  C18  H16  107.02  3.000
 DB7  H17  C18  C19  109.52  3.000
 DB7  H16  C18  C19  109.54  3.000
 DB7  H17  C18  C17  109.79  3.000
 DB7  H16  C18  C17  109.64  3.000
 DB7  C19  C18  C17  111.23  3.000
 DB7  H19  C19  H18  106.21  3.000
 DB7  H19  C19  C20  109.62  3.000
 DB7  H18  C19  C20  109.58  3.000
 DB7  H19  C19  C18  109.48  3.000
 DB7  H18  C19  C18  109.59  3.000
 DB7  C20  C19  C18  112.18  3.000
 DB7  H22  C20  H21  107.69  3.000
 DB7  H22  C20  H20  107.72  3.000
 DB7  H21  C20  H20  107.62  3.000
 DB7  H22  C20  C19  111.39  3.000
 DB7  H21  C20  C19  111.11  3.000
 DB7  H20  C20  C19  111.14  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
 DB7  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 DB7  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 DB7  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 DB7  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 DB7  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 DB7  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 DB7  CONST_07  C7   C1   C2   C3    180.00   0.0  0
 DB7  CONST_08  C8   C2   C3   C4    180.00   0.0  0
 DB7  CONST_09  C7   C1   C6   C5    180.00   0.0  0
 DB7  CONST_10  C8   C2   C1   C6    180.00   0.0  0
 DB7  CONST_11  H3   C5   C6   C1    180.00   0.0  0
 DB7  CONST_12  H1   C3   C2   C1    180.00   0.0  0
 DB7  CONST_13  H2   C4   C3   C2    180.00   0.0  0
 DB7  CONST_14  H4   C6   C1   C2    180.00   0.0  0
 DB7  Var_01    O9   C8   C2   C1     53.65  30.0  2
 DB7  Var_02    O10  C7   C1   C2   -152.22  30.0  2
 DB7  Var_03    C18  C17  O10  C7    177.03  30.0  3
 DB7  Var_04    C14  C13  O9   C8    176.13  30.0  2
 DB7  Var_05    C16  C15  C14  C13  -179.38  30.0  2
 DB7  Var_06    O9   C13  C14  C15  -179.69  30.0  2
 DB7  Var_07    C19  C18  C17  O10  -179.22  30.0  1
 DB7  Var_08    C20  C19  C18  C17   179.88  30.0  1
 DB7  Var_09    H11  C16  C15  C14  -179.57  30.0  3
 DB7  Var_10    H20  C20  C19  C18   -59.70  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
 DB7  plan-1  C1   0.020
 DB7  plan-1  C2   0.020
 DB7  plan-1  C3   0.020
 DB7  plan-1  C4   0.020
 DB7  plan-1  C5   0.020
 DB7  plan-1  C6   0.020
 DB7  plan-1  C7   0.020
 DB7  plan-1  C8   0.020
 DB7  plan-1  H1   0.020
 DB7  plan-1  H2   0.020
 DB7  plan-1  H3   0.020
 DB7  plan-1  H4   0.020
 DB7  plan-2  C2   0.020
 DB7  plan-2  C8   0.020
 DB7  plan-2  O9   0.020
 DB7  plan-2  O11  0.020
 DB7  plan-3  C1   0.020
 DB7  plan-3  C7   0.020
 DB7  plan-3  O12  0.020
 DB7  plan-3  O10  0.020

