# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 12 02:12:26 2022
#   Inital geometry file: a 115 line input string
#   Ligand name: 4-[(3~{S},3~{a}~{R},6~{S},6~{a}~{R})-6-(3-methoxy-4-oxidanyl-phenyl)-1,3,3~{a},4,6,6~{a}-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxy-phenol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1cc(ccc1O)[C@H]2OC[C@H]3[C@@H]2CO[C@@H]3c4ccc(O)c(OC)c4
#
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
 GEC  GEC  4-[(3~{S},3~{a}~{R},6~{S},6~{a}~{R})-6-(3-methoxy-4-oxidanyl-phenyl)-1,3,3~{a},4,6,6~{a}-hexahydrofuro[3,4-c]furan-3-yl]-2-methoxy-phenol  ligand  48  26  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_GEC
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
 GEC  CAY  C  CH3   0  -0.436  -69.0051  36.8699   -5.9989
 GEC  OAC  O  O2    0  -0.464  -69.2079  35.5407   -5.5692
 GEC  CAS  C  CR6   0   0.334  -70.4732  35.1259   -5.3622
 GEC  CAO  C  CR16  0  -0.446  -71.6074  35.8982   -5.5547
 GEC  CAW  C  CR6   0   0.262  -70.6122  33.8003   -4.9120
 GEC  OAE  O  OH1   0  -0.622  -69.4798  33.0898   -4.7393
 GEC  CAU  C  CR16  0  -0.364  -71.8785  33.3017   -4.6643
 GEC  CAQ  C  CR16  0  -0.325  -73.0094  34.0901   -4.8564
 GEC  CAM  C  CR6   0   0.166  -72.8883  35.3957   -5.3035
 GEC  CAI  C  CH1   0  -0.096  -74.0749  36.2833   -5.5982
 GEC  OAA  O  O2    0  -0.478  -74.4871  36.1444   -6.9545
 GEC  CAK  C  CH2   0  -0.181  -75.3816  35.0516   -7.0038
 GEC  CAH  C  CH1   0  -0.313  -76.2280  35.1731   -5.7419
 GEC  CAG  C  CH1   0  -0.325  -75.3372  35.9841   -4.7799
 GEC  CAL  C  CH2   0  -0.161  -76.1923  37.2217   -4.4695
 GEC  OAB  O  O2    0  -0.491  -77.5246  36.8495   -4.7397
 GEC  CAJ  C  CH1   0   0.025  -77.4779  36.0633   -5.9095
 GEC  CAN  C  CR6   0   0.098  -78.7569  35.2997   -6.0886
 GEC  CAP  C  CR16  0  -0.449  -79.3043  35.1708   -7.3655
 GEC  CAR  C  CR16  0  -0.324  -79.3804  34.6708   -5.0234
 GEC  CAV  C  CR16  0  -0.360  -80.5325  33.9208   -5.2325
 GEC  CAX  C  CR6   0   0.257  -81.0746  33.7833   -6.4997
 GEC  OAF  O  OH1   0  -0.623  -82.1869  33.0668   -6.7641
 GEC  CAT  C  CR6   0   0.341  -80.4499  34.4194   -7.5857
 GEC  OAD  O  O2    0  -0.465  -81.0409  34.2447   -8.7841
 GEC  CAZ  C  CH3   0  -0.436  -80.4596  34.8667   -9.9099
 GEC  H1   H  HCH3  0   0.259  -67.9302  37.0054   -6.0911
 GEC  H2   H  HCH3  0   0.226  -69.4677  37.0623   -6.9710
 GEC  H3   H  HCH3  0   0.226  -69.3905  37.5966   -5.2783
 GEC  H4   H  HCR6  0   0.276  -71.5136  36.9206   -5.9004
 GEC  H5   H  HOH1  0   0.473  -69.6906  32.2000   -4.4342
 GEC  H6   H  HCR6  0   0.269  -71.9898  32.2821   -4.3117
 GEC  H7   H  HCR6  0   0.257  -73.9786  33.6590   -4.6397
 GEC  H8   H  HCH1  0   0.249  -73.7618  37.3252   -5.4769
 GEC  H9   H  HCH2  0   0.239  -75.9629  35.1220   -7.9261
 GEC  H10  H  HCH2  0   0.218  -74.8442  34.0957   -7.0210
 GEC  H11  H  HCH1  0   0.270  -76.5009  34.1968   -5.3390
 GEC  H12  H  HCH1  0   0.270  -75.1121  35.4430   -3.8617
 GEC  H13  H  HCH2  0   0.239  -76.1236  37.5408   -3.4291
 GEC  H14  H  HCH2  0   0.207  -75.8908  38.0684   -5.1027
 GEC  H15  H  HCH1  0   0.226  -77.3260  36.7151   -6.7858
 GEC  H16  H  HCR6  0   0.275  -78.8175  35.6752   -8.1911
 GEC  H17  H  HCR6  0   0.245  -78.9811  34.7541   -4.0211
 GEC  H18  H  HCR6  0   0.268  -81.0166  33.4347   -4.3923
 GEC  H19  H  HOH1  0   0.472  -82.5304  32.6800   -5.9507
 GEC  H20  H  HCH3  0   0.258  -81.0817  34.6064  -10.7630
 GEC  H21  H  HCH3  0   0.226  -80.4371  35.9556   -9.8109
 GEC  H22  H  HCH3  0   0.226  -79.4423  34.5110  -10.0958

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
 GEC  CAZ  OAD  single    1.412  0.020  1.412
 GEC  OAD  CAT  single    1.348  0.020  1.348
 GEC  CAT  CAP  aromatic  1.388  0.020  1.388
 GEC  CAT  CAX  aromatic  1.405  0.020  1.405
 GEC  CAP  CAN  aromatic  1.395  0.020  1.395
 GEC  OAF  CAX  single    1.349  0.020  1.349
 GEC  CAX  CAV  aromatic  1.385  0.020  1.385
 GEC  OAA  CAK  single    1.413  0.020  1.413
 GEC  OAA  CAI  single    1.424  0.020  1.424
 GEC  CAY  OAC  single    1.412  0.020  1.412
 GEC  CAN  CAJ  single    1.500  0.020  1.500
 GEC  CAN  CAR  aromatic  1.385  0.020  1.385
 GEC  CAK  CAH  single    1.524  0.020  1.524
 GEC  OAC  CAS  single    1.348  0.020  1.348
 GEC  CAJ  CAH  single    1.544  0.020  1.544
 GEC  CAJ  OAB  single    1.410  0.020  1.410
 GEC  CAI  CAM  single    1.511  0.020  1.511
 GEC  CAI  CAG  single    1.534  0.020  1.534
 GEC  CAO  CAS  aromatic  1.386  0.020  1.386
 GEC  CAO  CAM  aromatic  1.399  0.020  1.399
 GEC  CAV  CAR  aromatic  1.391  0.020  1.391
 GEC  CAS  CAW  aromatic  1.407  0.020  1.407
 GEC  CAM  CAQ  aromatic  1.385  0.020  1.385
 GEC  CAH  CAG  single    1.542  0.020  1.542
 GEC  CAW  OAE  single    1.348  0.020  1.348
 GEC  CAW  CAU  aromatic  1.383  0.020  1.383
 GEC  CAQ  CAU  aromatic  1.392  0.020  1.392
 GEC  CAG  CAL  single    1.536  0.020  1.536
 GEC  OAB  CAL  single    1.409  0.020  1.409
 GEC  CAY  H1   single    0.970  0.020  1.090
 GEC  CAY  H2   single    0.970  0.020  1.090
 GEC  CAY  H3   single    0.970  0.020  1.090
 GEC  CAO  H4   single    0.930  0.020  1.080
 GEC  OAE  H5   single    0.850  0.020  0.980
 GEC  CAU  H6   single    0.930  0.020  1.080
 GEC  CAQ  H7   single    0.930  0.020  1.080
 GEC  CAI  H8   single    0.970  0.020  1.090
 GEC  CAK  H9   single    0.970  0.020  1.090
 GEC  CAK  H10  single    0.970  0.020  1.090
 GEC  CAH  H11  single    0.970  0.020  1.090
 GEC  CAG  H12  single    0.970  0.020  1.090
 GEC  CAL  H13  single    0.970  0.020  1.090
 GEC  CAL  H14  single    0.970  0.020  1.090
 GEC  CAJ  H15  single    0.970  0.020  1.090
 GEC  CAP  H16  single    0.930  0.020  1.080
 GEC  CAR  H17  single    0.930  0.020  1.080
 GEC  CAV  H18  single    0.930  0.020  1.080
 GEC  OAF  H19  single    0.850  0.020  0.980
 GEC  CAZ  H20  single    0.970  0.020  1.090
 GEC  CAZ  H21  single    0.970  0.020  1.090
 GEC  CAZ  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
 GEC  H3   CAY  H2   108.65  3.000
 GEC  H3   CAY  H1   108.75  3.000
 GEC  H2   CAY  H1   108.71  3.000
 GEC  H3   CAY  OAC  112.00  3.000
 GEC  H2   CAY  OAC  112.06  3.000
 GEC  H1   CAY  OAC  106.57  3.000
 GEC  CAS  OAC  CAY  118.13  3.000
 GEC  CAW  CAS  CAO  119.26  3.000
 GEC  CAW  CAS  OAC  115.59  3.000
 GEC  CAO  CAS  OAC  125.15  3.000
 GEC  H4   CAO  CAM  118.41  3.000
 GEC  H4   CAO  CAS  119.96  3.000
 GEC  CAM  CAO  CAS  121.63  3.000
 GEC  CAU  CAW  OAE  123.79  3.000
 GEC  CAU  CAW  CAS  119.17  3.000
 GEC  OAE  CAW  CAS  117.04  3.000
 GEC  H5   OAE  CAW  110.08  3.000
 GEC  H6   CAU  CAQ  119.61  3.000
 GEC  H6   CAU  CAW  119.41  3.000
 GEC  CAQ  CAU  CAW  120.98  3.000
 GEC  H7   CAQ  CAM  121.21  3.000
 GEC  H7   CAQ  CAU  118.30  3.000
 GEC  CAM  CAQ  CAU  120.49  3.000
 GEC  CAI  CAM  CAQ  123.23  3.000
 GEC  CAQ  CAM  CAO  118.46  3.000
 GEC  CAI  CAM  CAO  118.24  3.000
 GEC  H8   CAI  CAG  111.22  3.000
 GEC  H8   CAI  OAA  106.32  3.000
 GEC  CAG  CAI  OAA  104.53  3.000
 GEC  H8   CAI  CAM  108.24  3.000
 GEC  CAG  CAI  CAM  115.32  3.000
 GEC  OAA  CAI  CAM  110.84  3.000
 GEC  CAK  OAA  CAI  106.97  3.000
 GEC  H10  CAK  H9   107.67  3.000
 GEC  H10  CAK  CAH  110.77  3.000
 GEC  H9   CAK  CAH  113.47  3.000
 GEC  H10  CAK  OAA  111.37  3.000
 GEC  H9   CAK  OAA  108.45  3.000
 GEC  CAH  CAK  OAA  105.13  3.000
 GEC  H11  CAH  CAJ  110.71  3.000
 GEC  H11  CAH  CAG  112.64  3.000
 GEC  CAJ  CAH  CAG  103.43  3.000
 GEC  H11  CAH  CAK  111.92  3.000
 GEC  CAG  CAH  CAK  103.75  3.000
 GEC  CAJ  CAH  CAK  113.94  3.000
 GEC  H12  CAG  CAL  110.18  3.000
 GEC  H12  CAG  CAH  112.58  3.000
 GEC  CAL  CAG  CAH  103.20  3.000
 GEC  H12  CAG  CAI  112.12  3.000
 GEC  CAL  CAG  CAI  114.14  3.000
 GEC  CAH  CAG  CAI  104.20  3.000
 GEC  H14  CAL  H13  107.87  3.000
 GEC  H14  CAL  OAB  110.62  3.000
 GEC  H13  CAL  OAB  108.65  3.000
 GEC  H14  CAL  CAG  110.57  3.000
 GEC  H13  CAL  CAG  113.18  3.000
 GEC  OAB  CAL  CAG  105.94  3.000
 GEC  CAJ  OAB  CAL  105.96  3.000
 GEC  H15  CAJ  CAN  108.87  3.000
 GEC  H15  CAJ  OAB  109.53  3.000
 GEC  CAN  CAJ  OAB  110.76  3.000
 GEC  H15  CAJ  CAH  108.40  3.000
 GEC  OAB  CAJ  CAH  104.97  3.000
 GEC  CAN  CAJ  CAH  114.19  3.000
 GEC  CAR  CAN  CAP  119.03  3.000
 GEC  CAR  CAN  CAJ  121.53  3.000
 GEC  CAP  CAN  CAJ  119.39  3.000
 GEC  H16  CAP  CAT  120.16  3.000
 GEC  H16  CAP  CAN  118.57  3.000
 GEC  CAT  CAP  CAN  121.28  3.000
 GEC  H17  CAR  CAV  119.11  3.000
 GEC  H17  CAR  CAN  120.75  3.000
 GEC  CAV  CAR  CAN  120.15  3.000
 GEC  H18  CAV  CAX  119.30  3.000
 GEC  H18  CAV  CAR  119.68  3.000
 GEC  CAX  CAV  CAR  121.02  3.000
 GEC  CAT  CAX  OAF  117.09  3.000
 GEC  OAF  CAX  CAV  123.68  3.000
 GEC  CAT  CAX  CAV  119.22  3.000
 GEC  H19  OAF  CAX  109.97  3.000
 GEC  OAD  CAT  CAX  115.70  3.000
 GEC  CAX  CAT  CAP  119.31  3.000
 GEC  OAD  CAT  CAP  124.99  3.000
 GEC  CAZ  OAD  CAT  118.13  3.000
 GEC  H22  CAZ  H21  108.67  3.000
 GEC  H22  CAZ  H20  108.72  3.000
 GEC  H21  CAZ  H20  108.74  3.000
 GEC  H22  CAZ  OAD  112.04  3.000
 GEC  H21  CAZ  OAD  112.03  3.000
 GEC  H20  CAZ  OAD  106.53  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
 GEC  CONST_01  CAQ  CAM  CAO  CAS     0.00   0.0  0
 GEC  CONST_02  CAQ  CAU  CAW  CAS     0.00   0.0  0
 GEC  CONST_03  CAU  CAW  CAS  CAO     0.00   0.0  0
 GEC  CONST_04  CAU  CAQ  CAM  CAO     0.00   0.0  0
 GEC  CONST_05  CAM  CAO  CAS  CAW     0.00   0.0  0
 GEC  CONST_06  CAM  CAQ  CAU  CAW     0.00   0.0  0
 GEC  CONST_07  CAX  CAT  CAP  CAN     0.00   0.0  0
 GEC  CONST_08  CAX  CAV  CAR  CAN     0.00   0.0  0
 GEC  CONST_09  CAV  CAX  CAT  CAP     0.00   0.0  0
 GEC  CONST_10  CAV  CAR  CAN  CAP     0.00   0.0  0
 GEC  CONST_11  CAT  CAP  CAN  CAR     0.00   0.0  0
 GEC  CONST_12  CAT  CAX  CAV  CAR     0.00   0.0  0
 GEC  CONST_13  CAI  CAM  CAO  CAS   180.00   0.0  0
 GEC  CONST_14  CAI  CAM  CAQ  CAU   180.00   0.0  0
 GEC  CONST_15  CAT  CAP  CAN  CAJ   180.00   0.0  0
 GEC  CONST_16  CAV  CAR  CAN  CAJ   180.00   0.0  0
 GEC  CONST_17  CAM  CAO  CAS  OAC   180.00   0.0  0
 GEC  CONST_18  CAU  CAW  CAS  OAC   180.00   0.0  0
 GEC  CONST_19  OAE  CAW  CAS  CAO   180.00   0.0  0
 GEC  CONST_20  CAQ  CAU  CAW  OAE   180.00   0.0  0
 GEC  CONST_21  OAD  CAT  CAP  CAN   180.00   0.0  0
 GEC  CONST_22  OAF  CAX  CAT  CAP   180.00   0.0  0
 GEC  CONST_23  OAF  CAX  CAV  CAR   180.00   0.0  0
 GEC  CONST_24  OAD  CAT  CAX  CAV   180.00   0.0  0
 GEC  CONST_25  H6   CAU  CAW  CAS   180.00   0.0  0
 GEC  CONST_26  H7   CAQ  CAM  CAO   180.00   0.0  0
 GEC  CONST_27  H4   CAO  CAS  CAW   180.00   0.0  0
 GEC  CONST_28  H16  CAP  CAN  CAJ     0.00   0.0  0
 GEC  CONST_29  H17  CAR  CAN  CAJ     0.00   0.0  0
 GEC  CONST_30  H18  CAV  CAR  CAN   180.00   0.0  0
 GEC  Var_01    CAH  CAK  OAA  CAI    39.59  30.0  1
 GEC  Var_02    H13  CAL  OAB  CAJ  -161.64  30.0  1
 GEC  Var_03    CAO  CAS  OAC  CAY     0.90  30.0  2
 GEC  Var_04    H1   CAY  OAC  CAS   179.19  30.0  3
 GEC  Var_05    H20  CAZ  OAD  CAT  -179.85  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
 GEC  chir_01  CAI  OAA  CAM  CAG  positiv
 GEC  chir_02  CAH  CAG  CAJ  CAK  negativ
 GEC  chir_03  CAG  CAI  CAH  CAL  positiv
 GEC  chir_04  CAJ  OAB  CAN  CAH  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
 GEC  plan-1  OAC  0.020
 GEC  plan-1  CAS  0.020
 GEC  plan-1  CAO  0.020
 GEC  plan-1  CAW  0.020
 GEC  plan-1  OAE  0.020
 GEC  plan-1  CAU  0.020
 GEC  plan-1  CAQ  0.020
 GEC  plan-1  CAM  0.020
 GEC  plan-1  CAI  0.020
 GEC  plan-1  H4   0.020
 GEC  plan-1  H6   0.020
 GEC  plan-1  H7   0.020
 GEC  plan-2  CAJ  0.020
 GEC  plan-2  CAN  0.020
 GEC  plan-2  CAP  0.020
 GEC  plan-2  CAR  0.020
 GEC  plan-2  CAV  0.020
 GEC  plan-2  CAX  0.020
 GEC  plan-2  OAF  0.020
 GEC  plan-2  CAT  0.020
 GEC  plan-2  OAD  0.020
 GEC  plan-2  H16  0.020
 GEC  plan-2  H17  0.020
 GEC  plan-2  H18  0.020

