# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr  8 04:59:40 2020
#   Inital geometry file: a 111 line input string
#   Ligand name: benzyl butyl benzene-1,2-dicarboxylate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCOC(=O)c1ccccc1C(=O)OCc2ccccc2
#
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
 27G  27G  'benzyl butyl benzene-1,2-dicarboxylate'  ligand  43  23  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_27G
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
 27G  CAA  C  CH3   0  -0.660   7.5421  -2.3206  -0.7141
 27G  CAM  C  CH2   0  -0.432   6.3408  -2.1588   0.2068
 27G  CAN  C  CH2   0  -0.459   5.3238  -1.1632  -0.3401
 27G  CAO  C  CH2   0  -0.161   4.1367  -1.0303   0.5879
 27G  OAQ  O  O2    0  -0.449   3.2360  -0.0612   0.0243
 27G  CAS  C  C     0   0.518   2.1214   0.2010   0.6785
 27G  OAB  O  O     0  -0.436   1.7888  -0.3180   1.7127
 27G  CAV  C  CR6   0  -0.004   1.3459   1.2983   0.0244
 27G  CAK  C  CR16  0  -0.259   1.9460   2.5444  -0.0980
 27G  CAG  C  CR16  0  -0.235   1.2181   3.6288  -0.5690
 27G  CAH  C  CR16  0  -0.239  -0.1119   3.4698  -0.9246
 27G  CAL  C  CR16  0  -0.264  -0.7144   2.2251  -0.8142
 27G  CAW  C  CR6   0  -0.047   0.0080   1.1333  -0.3437
 27G  CAT  C  C     0   0.562  -0.5904  -0.2279  -0.3465
 27G  OAC  O  O     0  -0.443   0.0565  -1.2343  -0.5036
 27G  OAR  O  O2    0  -0.448  -1.9011  -0.2020  -0.1891
 27G  CAP  C  CH2   0  -0.253  -2.6096  -1.4543  -0.2639
 27G  CAU  C  CR6   0   0.079  -4.0622  -1.1389  -0.0921
 27G  CAI  C  CR16  0  -0.288  -4.8525  -0.8389  -1.1979
 27G  CAE  C  CR16  0  -0.242  -6.1917  -0.5110  -1.0384
 27G  CAD  C  CR16  0  -0.260  -6.7521  -0.4785   0.2321
 27G  CAF  C  CR16  0  -0.242  -5.9702  -0.7779   1.3405
 27G  CAJ  C  CR16  0  -0.288  -4.6316  -1.1063   1.1775
 27G  H1   H  HCH3  0   0.219   8.0504  -1.3670  -0.8676
 27G  H2   H  HCH3  0   0.230   8.2686  -3.0204  -0.3005
 27G  H3   H  HCH3  0   0.220   7.2410  -2.6960  -1.6936
 27G  H4   H  HCH2  0   0.221   5.8593  -3.1296   0.3569
 27G  H5   H  HCH2  0   0.221   6.6783  -1.8297   1.1940
 27G  H6   H  HCH2  0   0.231   5.8022  -0.1881  -0.4704
 27G  H7   H  HCH2  0   0.231   4.9853  -1.4888  -1.3281
 27G  H8   H  HCH2  0   0.236   3.6214  -1.9874   0.6995
 27G  H9   H  HCH2  0   0.236   4.4531  -0.6995   1.5802
 27G  H10  H  HCR6  0   0.276   2.9792   2.6812   0.1931
 27G  H11  H  HCR6  0   0.275   1.6930   4.5970  -0.6550
 27G  H12  H  HCR6  0   0.274  -0.6811   4.3116  -1.2951
 27G  H13  H  HCR6  0   0.273  -1.7455   2.1059  -1.1173
 27G  H14  H  HCH2  0   0.259  -2.4169  -1.9245  -1.2299
 27G  H15  H  HCH2  0   0.259  -2.2513  -2.1223   0.5211
 27G  H16  H  HCR6  0   0.256  -4.4200  -0.8681  -2.1912
 27G  H17  H  HCR6  0   0.259  -6.7977  -0.2837  -1.9057
 27G  H18  H  HCR6  0   0.260  -7.7970  -0.2263   0.3585
 27G  H19  H  HCR6  0   0.259  -6.4033  -0.7572   2.3321
 27G  H20  H  HCR6  0   0.257  -4.0269  -1.3429   2.0450

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
 27G  CAJ  CAF  aromatic  1.388  0.020  1.388
 27G  CAJ  CAU  aromatic  1.392  0.020  1.392
 27G  CAF  CAD  aromatic  1.389  0.020  1.389
 27G  CAP  CAU  single    1.496  0.020  1.496
 27G  CAP  OAR  single    1.441  0.020  1.441
 27G  CAA  CAM  single    1.522  0.020  1.522
 27G  CAU  CAI  aromatic  1.392  0.020  1.392
 27G  OAC  CAT  double    1.207  0.020  1.207
 27G  CAD  CAE  aromatic  1.389  0.020  1.389
 27G  CAI  CAE  aromatic  1.388  0.020  1.388
 27G  OAR  CAT  single    1.320  0.020  1.320
 27G  CAT  CAW  single    1.487  0.020  1.487
 27G  CAM  CAN  single    1.525  0.020  1.525
 27G  CAN  CAO  single    1.513  0.020  1.513
 27G  CAW  CAL  aromatic  1.391  0.020  1.391
 27G  CAW  CAV  aromatic  1.397  0.020  1.397
 27G  CAL  CAH  aromatic  1.387  0.020  1.387
 27G  CAO  OAQ  single    1.438  0.020  1.438
 27G  OAQ  CAS  single    1.319  0.020  1.319
 27G  CAS  CAV  single    1.494  0.020  1.494
 27G  CAS  OAB  double    1.204  0.020  1.204
 27G  CAV  CAK  aromatic  1.388  0.020  1.388
 27G  CAH  CAG  aromatic  1.386  0.020  1.386
 27G  CAK  CAG  aromatic  1.388  0.020  1.388
 27G  CAA  H1   single    0.970  0.020  1.090
 27G  CAA  H2   single    0.970  0.020  1.090
 27G  CAA  H3   single    0.970  0.020  1.090
 27G  CAM  H4   single    0.970  0.020  1.090
 27G  CAM  H5   single    0.970  0.020  1.090
 27G  CAN  H6   single    0.970  0.020  1.090
 27G  CAN  H7   single    0.970  0.020  1.090
 27G  CAO  H8   single    0.970  0.020  1.090
 27G  CAO  H9   single    0.970  0.020  1.090
 27G  CAK  H10  single    0.930  0.020  1.080
 27G  CAG  H11  single    0.930  0.020  1.080
 27G  CAH  H12  single    0.930  0.020  1.080
 27G  CAL  H13  single    0.930  0.020  1.080
 27G  CAP  H14  single    0.970  0.020  1.090
 27G  CAP  H15  single    0.970  0.020  1.090
 27G  CAI  H16  single    0.930  0.020  1.080
 27G  CAE  H17  single    0.930  0.020  1.080
 27G  CAD  H18  single    0.930  0.020  1.080
 27G  CAF  H19  single    0.930  0.020  1.080
 27G  CAJ  H20  single    0.930  0.020  1.080

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
 27G  H3   CAA  H2   107.67  3.000
 27G  H3   CAA  H1   107.63  3.000
 27G  H2   CAA  H1   107.69  3.000
 27G  H3   CAA  CAM  111.21  3.000
 27G  H2   CAA  CAM  111.38  3.000
 27G  H1   CAA  CAM  111.08  3.000
 27G  H5   CAM  H4   106.20  3.000
 27G  H5   CAM  CAN  109.45  3.000
 27G  H4   CAM  CAN  109.58  3.000
 27G  H5   CAM  CAA  109.54  3.000
 27G  H4   CAM  CAA  109.64  3.000
 27G  CAN  CAM  CAA  112.26  3.000
 27G  H7   CAN  H6   107.05  3.000
 27G  H7   CAN  CAO  109.72  3.000
 27G  H6   CAN  CAO  109.75  3.000
 27G  H7   CAN  CAM  109.63  3.000
 27G  H6   CAN  CAM  109.45  3.000
 27G  CAO  CAN  CAM  111.15  3.000
 27G  H9   CAO  H8   108.00  3.000
 27G  H9   CAO  OAQ  109.46  3.000
 27G  H8   CAO  OAQ  109.57  3.000
 27G  H9   CAO  CAN  110.88  3.000
 27G  H8   CAO  CAN  110.84  3.000
 27G  OAQ  CAO  CAN  108.08  3.000
 27G  CAS  OAQ  CAO  117.97  3.000
 27G  CAV  CAS  OAB  123.31  3.000
 27G  OAB  CAS  OAQ  125.02  3.000
 27G  CAV  CAS  OAQ  111.56  3.000
 27G  CAW  CAV  CAK  119.77  3.000
 27G  CAK  CAV  CAS  118.25  3.000
 27G  CAW  CAV  CAS  121.70  3.000
 27G  H10  CAK  CAG  119.55  3.000
 27G  H10  CAK  CAV  120.15  3.000
 27G  CAG  CAK  CAV  120.29  3.000
 27G  H11  CAG  CAH  120.24  3.000
 27G  H11  CAG  CAK  119.72  3.000
 27G  CAH  CAG  CAK  120.04  3.000
 27G  H12  CAH  CAL  119.80  3.000
 27G  H12  CAH  CAG  120.24  3.000
 27G  CAL  CAH  CAG  119.96  3.000
 27G  H13  CAL  CAW  120.23  3.000
 27G  H13  CAL  CAH  119.39  3.000
 27G  CAW  CAL  CAH  120.37  3.000
 27G  CAT  CAW  CAL  120.59  3.000
 27G  CAL  CAW  CAV  119.58  3.000
 27G  CAT  CAW  CAV  119.60  3.000
 27G  OAR  CAT  OAC  124.34  3.000
 27G  OAR  CAT  CAW  112.42  3.000
 27G  OAC  CAT  CAW  123.23  3.000
 27G  CAP  OAR  CAT  117.70  3.000
 27G  H15  CAP  H14  108.36  3.000
 27G  H15  CAP  CAU  111.42  3.000
 27G  H14  CAP  CAU  111.33  3.000
 27G  H15  CAP  OAR  109.47  3.000
 27G  H14  CAP  OAR  109.49  3.000
 27G  CAU  CAP  OAR  106.75  3.000
 27G  CAJ  CAU  CAI  119.17  3.000
 27G  CAI  CAU  CAP  120.36  3.000
 27G  CAJ  CAU  CAP  120.45  3.000
 27G  H16  CAI  CAE  119.78  3.000
 27G  H16  CAI  CAU  119.72  3.000
 27G  CAE  CAI  CAU  120.50  3.000
 27G  H17  CAE  CAD  120.15  3.000
 27G  H17  CAE  CAI  119.86  3.000
 27G  CAD  CAE  CAI  119.99  3.000
 27G  H18  CAD  CAF  120.03  3.000
 27G  H18  CAD  CAE  120.12  3.000
 27G  CAF  CAD  CAE  119.85  3.000
 27G  H19  CAF  CAJ  119.87  3.000
 27G  H19  CAF  CAD  120.12  3.000
 27G  CAJ  CAF  CAD  120.01  3.000
 27G  H20  CAJ  CAF  119.73  3.000
 27G  H20  CAJ  CAU  119.79  3.000
 27G  CAF  CAJ  CAU  120.48  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
 27G  CONST_01  CAH  CAL  CAW  CAV     0.00   0.0  0
 27G  CONST_02  CAH  CAG  CAK  CAV     0.00   0.0  0
 27G  CONST_03  CAL  CAW  CAV  CAK     0.00   0.0  0
 27G  CONST_04  CAL  CAH  CAG  CAK     0.00   0.0  0
 27G  CONST_05  CAW  CAL  CAH  CAG     0.00   0.0  0
 27G  CONST_06  CAW  CAV  CAK  CAG     0.00   0.0  0
 27G  CONST_07  CAD  CAF  CAJ  CAU     0.00   0.0  0
 27G  CONST_08  CAD  CAE  CAI  CAU     0.00   0.0  0
 27G  CONST_09  CAF  CAJ  CAU  CAI     0.00   0.0  0
 27G  CONST_10  CAF  CAD  CAE  CAI     0.00   0.0  0
 27G  CONST_11  CAJ  CAF  CAD  CAE     0.00   0.0  0
 27G  CONST_12  CAJ  CAU  CAI  CAE     0.00   0.0  0
 27G  CONST_13  CAL  CAW  CAV  CAS   180.00   0.0  0
 27G  CONST_14  CAG  CAK  CAV  CAS   180.00   0.0  0
 27G  CONST_15  CAT  CAW  CAV  CAK   180.00   0.0  0
 27G  CONST_16  CAT  CAW  CAL  CAH   180.00   0.0  0
 27G  CONST_17  CAF  CAJ  CAU  CAP   180.00   0.0  0
 27G  CONST_18  CAE  CAI  CAU  CAP   180.00   0.0  0
 27G  CONST_19  H13  CAL  CAW  CAV   180.00   0.0  0
 27G  CONST_20  H11  CAG  CAK  CAV   180.00   0.0  0
 27G  CONST_21  H12  CAH  CAG  CAK   180.00   0.0  0
 27G  CONST_22  H10  CAK  CAG  CAH   180.00   0.0  0
 27G  CONST_23  H19  CAF  CAJ  CAU   180.00   0.0  0
 27G  CONST_24  H17  CAE  CAI  CAU   180.00   0.0  0
 27G  CONST_25  H20  CAJ  CAU  CAI   180.00   0.0  0
 27G  CONST_26  H18  CAD  CAE  CAI   180.00   0.0  0
 27G  CONST_27  H16  CAI  CAE  CAD   180.00   0.0  0
 27G  Var_01    CAW  CAV  CAS  OAQ   125.72  30.0  2
 27G  Var_02    OAC  CAT  CAW  CAV   -26.46  30.0  1
 27G  Var_03    CAJ  CAU  CAP  OAR   -89.13  30.0  2
 27G  Var_04    CAV  CAS  OAQ  CAO   175.63  30.0  3
 27G  Var_05    CAU  CAP  OAR  CAT  -178.47  30.0  1
 27G  Var_06    CAO  CAN  CAM  CAA   179.54  30.0  3
 27G  Var_07    OAQ  CAO  CAN  CAM   178.90  30.0  3
 27G  Var_08    H1   CAA  CAM  CAN    58.86  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
 27G  plan-1  CAS  0.020
 27G  plan-1  CAV  0.020
 27G  plan-1  CAK  0.020
 27G  plan-1  CAG  0.020
 27G  plan-1  CAH  0.020
 27G  plan-1  CAL  0.020
 27G  plan-1  CAW  0.020
 27G  plan-1  CAT  0.020
 27G  plan-1  H10  0.020
 27G  plan-1  H11  0.020
 27G  plan-1  H12  0.020
 27G  plan-1  H13  0.020
 27G  plan-2  CAP  0.020
 27G  plan-2  CAU  0.020
 27G  plan-2  CAI  0.020
 27G  plan-2  CAE  0.020
 27G  plan-2  CAD  0.020
 27G  plan-2  CAF  0.020
 27G  plan-2  CAJ  0.020
 27G  plan-2  H16  0.020
 27G  plan-2  H17  0.020
 27G  plan-2  H18  0.020
 27G  plan-2  H19  0.020
 27G  plan-2  H20  0.020
 27G  plan-3  CAW  0.020
 27G  plan-3  CAT  0.020
 27G  plan-3  OAC  0.020
 27G  plan-3  OAR  0.020
 27G  plan-4  OAQ  0.020
 27G  plan-4  CAS  0.020
 27G  plan-4  OAB  0.020
 27G  plan-4  CAV  0.020

