# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu May 14 03:03:00 2020
#   Inital geometry file: a 113 line input string
#   Ligand name: {[(2Z)-2-(3,4-dimethoxybenzylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1OC)/C=C/2Oc3cc(OCC(O)=O)ccc3C/2=O
#
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
 LCD  LCD  '{[(2Z)-2-(3,4-dimethoxybenzylidene)-3-oxo-2,3-dihydro-1-benzofuran-6-yl]oxy}acetic acid'  ligand  42  26  .  2021-08-13  2021-08-13  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_LCD
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
 LCD  CAB  C  CH3   0  -0.440  -6.9173   1.3827   0.1050
 LCD  OAO  O  O2    0  -0.463  -6.5232   0.0257   0.0662
 LCD  CAV  C  CR6   0   0.334  -5.2085  -0.2514   0.0327
 LCD  CAK  C  CR16  0  -0.449  -4.1980   0.6874   0.0449
 LCD  CAU  C  CR6   0   0.315  -4.8776  -1.6237  -0.0200
 LCD  OAN  O  O2    0  -0.454  -5.9142  -2.4699  -0.0293
 LCD  CAA  C  CH3   0  -0.440  -5.6496  -3.8593  -0.0834
 LCD  CAH  C  CR16  0  -0.362  -3.5417  -1.9971  -0.0577
 LCD  CAG  C  CR16  0  -0.331  -2.5312  -1.0447  -0.0443
 LCD  CAS  C  CR6   0   0.177  -2.8412   0.3122   0.0074
 LCD  CAF  C  C1    0  -0.431  -1.8663   1.3830   0.0230
 LCD  CAX  C  CR5   0   0.272  -0.5281   1.3544   0.0129
 LCD  CAW  C  CR5   0   0.327   0.3639   2.5401   0.0314
 LCD  OAD  O  O     0  -0.409   0.0209   3.7072   0.0545
 LCD  OAQ  O  O     0  -0.499   0.2314   0.2106  -0.0127
 LCD  CAY  C  CR56  0   0.450   1.5358   0.5786  -0.0072
 LCD  CAL  C  CR16  0  -0.459   2.5927  -0.2994  -0.0215
 LCD  CAZ  C  CR56  0  -0.147   1.6958   1.9600   0.0170
 LCD  CAJ  C  CR16  0  -0.268   2.9725   2.5045   0.0237
 LCD  CAI  C  CR16  0  -0.385   4.0642   1.6572   0.0086
 LCD  CAT  C  CR6   0   0.419   3.8727   0.2638  -0.0116
 LCD  OAP  O  O2    0  -0.453   4.8799  -0.6191  -0.0210
 LCD  CAM  C  CH2   0  -0.302   6.2019  -0.1453  -0.0012
 LCD  CAR  C  C     0   0.515   7.1158  -1.3462   0.0160
 LCD  OAE  O  O     0  -0.421   6.7515  -2.4897   0.0197
 LCD  OAC  O  OH1   0  -0.589   8.3787  -0.9512   0.0273
 LCD  H1   H  HCH3  0   0.263  -8.0042   1.3883   0.1230
 LCD  H2   H  HCH3  0   0.230  -6.5476   1.8895   1.0005
 LCD  H3   H  HCH3  0   0.230  -6.5756   1.9308  -0.7770
 LCD  H4   H  HCR6  0   0.287  -4.4360   1.7426   0.0872
 LCD  H5   H  HCH3  0   0.233  -5.1130  -4.1356  -0.9946
 LCD  H6   H  HCH3  0   0.233  -5.0754  -4.1971   0.7829
 LCD  H7   H  HCH3  0   0.263  -6.6164  -4.3560  -0.0804
 LCD  H8   H  HCR6  0   0.289  -3.2649  -3.0418  -0.1003
 LCD  H9   H  HCR6  0   0.263  -1.5087  -1.3878  -0.0772
 LCD  H10  H  H     0   0.278  -2.2711   2.3896   0.0492
 LCD  H11  H  HCR6  0   0.288   2.4574  -1.3729  -0.0375
 LCD  H12  H  HCR6  0   0.279   3.1172   3.5767   0.0405
 LCD  H13  H  HCR6  0   0.296   5.0572   2.0831   0.0132
 LCD  H14  H  HCH2  0   0.285   6.4286   0.4649  -0.8828
 LCD  H15  H  HCH2  0   0.285   6.4018   0.4678   0.8849
 LCD  H16  H  HOH1  0   0.492   8.9739  -1.7161   0.0410

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
 LCD  OAE  CAR  double    1.200  0.020  1.200
 LCD  CAM  CAR  single    1.509  0.020  1.509
 LCD  CAM  OAP  single    1.405  0.020  1.405
 LCD  CAI  CAJ  aromatic  1.382  0.020  1.382
 LCD  CAI  CAT  aromatic  1.407  0.020  1.407
 LCD  CAR  OAC  single    1.323  0.020  1.323
 LCD  CAJ  CAZ  aromatic  1.388  0.020  1.388
 LCD  OAD  CAW  double    1.217  0.020  1.217
 LCD  CAT  OAP  single    1.339  0.020  1.339
 LCD  CAT  CAL  aromatic  1.398  0.020  1.398
 LCD  CAZ  CAW  single    1.453  0.020  1.453
 LCD  CAZ  CAY  aromatic  1.391  0.020  1.391
 LCD  CAW  CAX  single    1.484  0.020  1.484
 LCD  CAL  CAY  aromatic  1.374  0.020  1.374
 LCD  CAY  OAQ  single    1.355  0.020  1.355
 LCD  CAX  OAQ  single    1.373  0.020  1.373
 LCD  CAX  CAF  double    1.339  0.020  1.339
 LCD  CAF  CAS  single    1.448  0.020  1.448
 LCD  CAS  CAK  aromatic  1.408  0.020  1.408
 LCD  CAS  CAG  aromatic  1.393  0.020  1.393
 LCD  CAK  CAV  aromatic  1.379  0.020  1.379
 LCD  CAG  CAH  aromatic  1.389  0.020  1.389
 LCD  CAV  OAO  single    1.344  0.020  1.344
 LCD  CAV  CAU  aromatic  1.413  0.020  1.413
 LCD  OAO  CAB  single    1.414  0.020  1.414
 LCD  CAH  CAU  aromatic  1.388  0.020  1.388
 LCD  CAU  OAN  single    1.338  0.020  1.338
 LCD  OAN  CAA  single    1.415  0.020  1.415
 LCD  CAB  H1   single    0.970  0.020  1.090
 LCD  CAB  H2   single    0.970  0.020  1.090
 LCD  CAB  H3   single    0.970  0.020  1.090
 LCD  CAK  H4   single    0.930  0.020  1.080
 LCD  CAA  H5   single    0.970  0.020  1.090
 LCD  CAA  H6   single    0.970  0.020  1.090
 LCD  CAA  H7   single    0.970  0.020  1.090
 LCD  CAH  H8   single    0.930  0.020  1.080
 LCD  CAG  H9   single    0.930  0.020  1.080
 LCD  CAF  H10  single    0.930  0.020  1.080
 LCD  CAL  H11  single    0.930  0.020  1.080
 LCD  CAJ  H12  single    0.930  0.020  1.080
 LCD  CAI  H13  single    0.930  0.020  1.080
 LCD  CAM  H14  single    0.970  0.020  1.090
 LCD  CAM  H15  single    0.970  0.020  1.090
 LCD  OAC  H16  single    0.850  0.020  0.980

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
 LCD  H3   CAB  H2   108.83  3.000
 LCD  H3   CAB  H1   108.86  3.000
 LCD  H2   CAB  H1   108.79  3.000
 LCD  H3   CAB  OAO  111.84  3.000
 LCD  H2   CAB  OAO  111.92  3.000
 LCD  H1   CAB  OAO  106.51  3.000
 LCD  CAV  OAO  CAB  118.12  3.000
 LCD  CAU  CAV  CAK  119.33  3.000
 LCD  CAU  CAV  OAO  115.49  3.000
 LCD  CAK  CAV  OAO  125.18  3.000
 LCD  H4   CAK  CAS  118.20  3.000
 LCD  H4   CAK  CAV  120.18  3.000
 LCD  CAS  CAK  CAV  121.62  3.000
 LCD  CAH  CAU  OAN  125.13  3.000
 LCD  OAN  CAU  CAV  115.66  3.000
 LCD  CAH  CAU  CAV  119.21  3.000
 LCD  CAA  OAN  CAU  118.44  3.000
 LCD  H7   CAA  H6   108.90  3.000
 LCD  H7   CAA  H5   108.87  3.000
 LCD  H6   CAA  H5   108.96  3.000
 LCD  H7   CAA  OAN  106.39  3.000
 LCD  H6   CAA  OAN  111.80  3.000
 LCD  H5   CAA  OAN  111.83  3.000
 LCD  H8   CAH  CAG  118.46  3.000
 LCD  H8   CAH  CAU  120.49  3.000
 LCD  CAG  CAH  CAU  121.05  3.000
 LCD  H9   CAG  CAS  121.45  3.000
 LCD  H9   CAG  CAH  118.11  3.000
 LCD  CAS  CAG  CAH  120.44  3.000
 LCD  CAF  CAS  CAG  124.82  3.000
 LCD  CAG  CAS  CAK  118.36  3.000
 LCD  CAF  CAS  CAK  116.83  3.000
 LCD  H10  CAF  CAX  113.13  3.000
 LCD  H10  CAF  CAS  115.79  3.000
 LCD  CAX  CAF  CAS  131.08  3.000
 LCD  OAQ  CAX  CAW  109.47  3.000
 LCD  OAQ  CAX  CAF  124.81  3.000
 LCD  CAW  CAX  CAF  125.72  3.000
 LCD  CAZ  CAW  OAD  129.92  3.000
 LCD  CAZ  CAW  CAX  103.41  3.000
 LCD  OAD  CAW  CAX  126.67  3.000
 LCD  CAY  OAQ  CAX  107.82  3.000
 LCD  CAZ  CAY  CAL  123.11  3.000
 LCD  CAL  CAY  OAQ  124.53  3.000
 LCD  CAZ  CAY  OAQ  112.36  3.000
 LCD  H11  CAL  CAT  120.94  3.000
 LCD  H11  CAL  CAY  122.53  3.000
 LCD  CAT  CAL  CAY  116.53  3.000
 LCD  CAJ  CAZ  CAY  119.71  3.000
 LCD  CAY  CAZ  CAW  106.93  3.000
 LCD  CAJ  CAZ  CAW  133.36  3.000
 LCD  H12  CAJ  CAI  120.13  3.000
 LCD  H12  CAJ  CAZ  120.79  3.000
 LCD  CAI  CAJ  CAZ  119.08  3.000
 LCD  H13  CAI  CAT  121.04  3.000
 LCD  H13  CAI  CAJ  118.97  3.000
 LCD  CAT  CAI  CAJ  120.00  3.000
 LCD  OAP  CAT  CAI  123.42  3.000
 LCD  OAP  CAT  CAL  115.01  3.000
 LCD  CAI  CAT  CAL  121.58  3.000
 LCD  CAM  OAP  CAT  119.04  3.000
 LCD  H15  CAM  H14  107.53  3.000
 LCD  H15  CAM  CAR  109.00  3.000
 LCD  H14  CAM  CAR  109.09  3.000
 LCD  H15  CAM  OAP  111.83  3.000
 LCD  H14  CAM  OAP  111.79  3.000
 LCD  CAR  CAM  OAP  107.56  3.000
 LCD  OAC  CAR  OAE  125.03  3.000
 LCD  OAC  CAR  CAM  109.91  3.000
 LCD  OAE  CAR  CAM  125.06  3.000
 LCD  H16  OAC  CAR  110.53  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
 LCD  CONST_01  CAG  CAS  CAK  CAV    0.00   0.0  0
 LCD  CONST_02  CAG  CAH  CAU  CAV    0.00   0.0  0
 LCD  CONST_03  CAH  CAG  CAS  CAK    0.00   0.0  0
 LCD  CONST_04  CAH  CAU  CAV  CAK    0.00   0.0  0
 LCD  CONST_05  CAS  CAK  CAV  CAU    0.00   0.0  0
 LCD  CONST_06  CAS  CAG  CAH  CAU    0.00   0.0  0
 LCD  CONST_07  CAI  CAJ  CAZ  CAY    0.00   0.0  0
 LCD  CONST_08  CAI  CAT  CAL  CAY    0.00   0.0  0
 LCD  CONST_09  CAJ  CAI  CAT  CAL    0.00   0.0  0
 LCD  CONST_10  CAJ  CAZ  CAY  CAL    0.00   0.0  0
 LCD  CONST_11  CAT  CAI  CAJ  CAZ    0.00   0.0  0
 LCD  CONST_12  CAT  CAL  CAY  CAZ    0.00   0.0  0
 LCD  CONST_13  CAS  CAK  CAV  OAO  180.00   0.0  0
 LCD  CONST_14  CAH  CAU  CAV  OAO  180.00   0.0  0
 LCD  CONST_15  CAF  CAS  CAK  CAV  180.00   0.0  0
 LCD  CONST_16  OAN  CAU  CAV  CAK  180.00   0.0  0
 LCD  CONST_17  CAG  CAH  CAU  OAN  180.00   0.0  0
 LCD  CONST_18  CAF  CAS  CAG  CAH  180.00   0.0  0
 LCD  CONST_19  OAP  CAT  CAL  CAY  180.00   0.0  0
 LCD  CONST_20  OAP  CAT  CAI  CAJ  180.00   0.0  0
 LCD  CONST_21  H8   CAH  CAU  CAV  180.00   0.0  0
 LCD  CONST_22  H9   CAG  CAS  CAK  180.00   0.0  0
 LCD  CONST_23  H4   CAK  CAV  CAU  180.00   0.0  0
 LCD  CONST_24  H12  CAJ  CAZ  CAW    0.00   0.0  0
 LCD  CONST_25  H11  CAL  CAY  OAQ    0.00   0.0  0
 LCD  CONST_26  H13  CAI  CAT  CAL  180.00   0.0  0
 LCD  CONST_27  H16  OAC  CAR  CAM  180.00   0.0  0
 LCD  Var_01    CAX  CAF  CAS  CAK  179.08  30.0  3
 LCD  Var_02    CAW  CAX  CAF  CAS  179.99  30.0  3
 LCD  Var_03    CAK  CAV  OAO  CAB    0.61  30.0  2
 LCD  Var_04    CAH  CAU  OAN  CAA   -0.09  30.0  2
 LCD  Var_05    CAR  CAM  OAP  CAT  178.66  30.0  1
 LCD  Var_06    H1   CAB  OAO  CAV  179.74  30.0  3
 LCD  Var_07    H5   CAA  OAN  CAU  -61.33  30.0  3
 LCD  Var_08    OAE  CAR  CAM  OAP   -0.40  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
 LCD  plan-1  OAO  0.020
 LCD  plan-1  CAV  0.020
 LCD  plan-1  CAK  0.020
 LCD  plan-1  CAU  0.020
 LCD  plan-1  OAN  0.020
 LCD  plan-1  CAH  0.020
 LCD  plan-1  CAG  0.020
 LCD  plan-1  CAS  0.020
 LCD  plan-1  CAF  0.020
 LCD  plan-1  H4   0.020
 LCD  plan-1  H8   0.020
 LCD  plan-1  H9   0.020
 LCD  plan-2  CAF  0.020
 LCD  plan-2  CAX  0.020
 LCD  plan-2  CAW  0.020
 LCD  plan-2  OAD  0.020
 LCD  plan-2  OAQ  0.020
 LCD  plan-2  CAY  0.020
 LCD  plan-2  CAL  0.020
 LCD  plan-2  CAZ  0.020
 LCD  plan-2  CAJ  0.020
 LCD  plan-2  CAI  0.020
 LCD  plan-2  CAT  0.020
 LCD  plan-2  OAP  0.020
 LCD  plan-2  H11  0.020
 LCD  plan-2  H12  0.020
 LCD  plan-2  H13  0.020
 LCD  plan-3  CAM  0.020
 LCD  plan-3  CAR  0.020
 LCD  plan-3  OAE  0.020
 LCD  plan-3  OAC  0.020
 LCD  plan-3  H16  0.020

