# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 08:50:40 2022
#   Inital geometry file: a 154 line input string
#   Ligand name: (5Z)-4-hydroxy-3-[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-5-{[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methylidene}furan-2(5H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)(O)[C@H]1Cc2cc(ccc2O1)\C=C3/OC(=O)C(=C3O)c4ccc5O[C@H](Cc5c4)C(C)(C)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
 923  923  (5Z)-4-hydroxy-3-[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]-5-{[(2R)-2-(2-hydroxypropan-2-yl)-2,3-dihydro-1-benzofuran-5-yl]methylidene}furan-2(5H)-one  ligand  62  34  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_923
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
 923  C1    C  CR16  0  -0.393    3.6715  -0.0931   0.2518
 923  C2    C  CR6   0   0.161    3.2377  -1.4328   0.2949
 923  C3    C  CR16  0  -0.301    4.1992  -2.4434   0.4425
 923  C4    C  CR16  0  -0.348    5.5539  -2.1707   0.5567
 923  C5    C  CR56  0   0.415    5.9380  -0.8420   0.5139
 923  C6    C  CR56  0   0.004    5.0129   0.1851   0.3626
 923  C7    C  CH2   0  -0.509    5.7659   1.4786   0.3034
 923  C8    C  CR15  0   0.037    7.1922   1.0423   0.6884
 923  O9    O  O     0  -0.494    7.2003  -0.4043   0.6174
 923  C10   C  C1    0  -0.447    1.8535  -1.8521   0.1887
 923  C11   C  CR5   0   0.374    0.7341  -1.1274   0.0571
 923  O12   O  O     0  -0.491    0.7022   0.2357   0.0010
 923  C13   C  CR5   0   0.527   -0.5945   0.6519  -0.1579
 923  C14   C  CR5   0  -0.239   -1.4530  -0.5169  -0.1990
 923  C15   C  CR5   0   0.263   -0.6362  -1.5931  -0.0615
 923  C16   C  CR6   0   0.097   -2.9029  -0.4633  -0.3728
 923  C17   C  CR16  0  -0.369   -3.6621   0.5074   0.2974
 923  C18   C  CR56  0  -0.011   -5.0246   0.5578   0.1014
 923  C19   C  CR56  0   0.407   -5.6441  -0.3453  -0.7516
 923  C20   C  CR16  0  -0.345   -4.9286  -1.3223  -1.4201
 923  C21   C  CR16  0  -0.311   -3.5538  -1.3660  -1.2176
 923  C22   C  CH2   0  -0.518   -6.0880   1.4275   0.6998
 923  C23   C  CR15  0   0.052   -7.3113   1.0683  -0.1671
 923  O24   O  O     0  -0.491   -6.9698  -0.1527  -0.8536
 923  C25   C  CT    0   0.152   -8.6339   0.8753   0.5834
 923  C26   C  CH3   0  -0.662   -9.7334   0.4608  -0.3890
 923  O27   O  OH1   0  -0.668   -8.5207  -0.1673   1.5320
 923  C28   C  CH3   0  -0.693   -9.0091   2.1956   1.2531
 923  C29   C  CT    0   0.153    8.3094   1.5835  -0.2103
 923  O30   O  OH1   0  -0.671    8.0575   1.2429  -1.5601
 923  C31   C  CH3   0  -0.670    8.3088   3.1046  -0.1295
 923  C32   C  CH3   0  -0.673    9.6670   1.0439   0.2396
 923  O33   O  O     0  -0.414   -0.8440   1.8246  -0.2438
 923  O34   O  OH1   0  -0.575   -1.0284  -2.8523  -0.0373
 923  H1    H  HCR6  0   0.263    2.9704   0.7195   0.1337
 923  H3    H  HCR6  0   0.263    3.8745  -3.4762   0.4752
 923  H4    H  HCR6  0   0.270    6.2757  -2.9678   0.6738
 923  H7    H  HCH2  0   0.271    5.7276   1.9014  -0.7036
 923  H7A   H  HCH2  0   0.274    5.3800   2.2321   0.9892
 923  H8    H  HCR5  0   0.252    7.4047   1.3146   1.7275
 923  H10   H  H     0   0.264    1.7126  -2.9275   0.2174
 923  H17   H  HCR6  0   0.251   -3.1856   1.2054   0.9738
 923  H20   H  HCR6  0   0.264   -5.4132  -2.0240  -2.0863
 923  H21   H  HCR6  0   0.253   -2.9776  -2.1088  -1.7531
 923  H22   H  HCH2  0   0.253   -6.2265   1.1857   1.7586
 923  H22A  H  HCH2  0   0.277   -5.8620   2.4917   0.6446
 923  H23   H  HCR5  0   0.247   -7.4550   1.8422  -0.9300
 923  H26   H  HCH3  0   0.241   -9.5320  -0.5094  -0.8424
 923  H26A  H  HCH3  0   0.236  -10.6917   0.4005   0.1287
 923  H26B  H  HCH3  0   0.228   -9.8334   1.1943  -1.1896
 923  HO27  H  HOH1  0   0.447   -8.0290   0.1496   2.2963
 923  H28   H  HCH3  0   0.236   -9.0848   3.0021   0.5226
 923  H28A  H  HCH3  0   0.247   -9.9757   2.1063   1.7507
 923  H28B  H  HCH3  0   0.241   -8.2752   2.4992   2.0033
 923  HO30  H  HOH1  0   0.447    8.1499   0.2891  -1.6593
 923  H31   H  HCH3  0   0.234    8.4891   3.4368   0.8934
 923  H31A  H  HCH3  0   0.245    9.1016   3.5149  -0.7562
 923  H31B  H  HCH3  0   0.245    7.3617   3.5341  -0.4596
 923  H32   H  HCH3  0   0.238    9.7401  -0.0380   0.1170
 923  H32A  H  HCH3  0   0.238   10.4649   1.5023  -0.3462
 923  H32B  H  HCH3  0   0.229    9.8506   1.2728   1.2899
 923  HO34  H  HOH1  0   0.498   -0.2996  -3.4673   0.1089

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
 923  C1   C2    aromatic  1.409  0.020  1.409
 923  C1   C6    aromatic  1.374  0.020  1.374
 923  C1   H1    single    0.930  0.020  1.080
 923  C2   C3    aromatic  1.403  0.020  1.403
 923  C2   C10   single    1.450  0.020  1.450
 923  C3   C4    aromatic  1.387  0.020  1.387
 923  C3   H3    single    0.930  0.020  1.080
 923  C4   C5    aromatic  1.384  0.020  1.384
 923  C4   H4    single    0.930  0.020  1.080
 923  C5   C6    aromatic  1.391  0.020  1.391
 923  C5   O9    single    1.340  0.020  1.340
 923  C6   C7    single    1.498  0.020  1.498
 923  C7   C8    single    1.540  0.020  1.540
 923  C7   H7    single    0.970  0.020  1.090
 923  C7   H7A   single    0.970  0.020  1.090
 923  C8   O9    single    1.448  0.020  1.448
 923  C8   C29   single    1.532  0.020  1.532
 923  C8   H8    single    0.970  0.020  1.090
 923  C10  C11   double    1.340  0.020  1.340
 923  C10  H10   single    0.930  0.020  1.080
 923  C11  O12   single    1.365  0.020  1.365
 923  C11  C15   single    1.452  0.020  1.452
 923  O12  C13   single    1.371  0.020  1.371
 923  C13  C14   single    1.451  0.020  1.451
 923  C13  O33   double    1.202  0.020  1.202
 923  C14  C15   double    1.358  0.020  1.358
 923  C14  C16   single    1.461  0.020  1.461
 923  C15  O34   single    1.319  0.020  1.319
 923  C16  C17   aromatic  1.403  0.020  1.403
 923  C16  C21   aromatic  1.397  0.020  1.397
 923  C17  C18   aromatic  1.377  0.020  1.377
 923  C17  H17   single    0.930  0.020  1.080
 923  C18  C19   aromatic  1.388  0.020  1.388
 923  C18  C22   single    1.498  0.020  1.498
 923  C19  C20   aromatic  1.383  0.020  1.383
 923  C19  O24   single    1.344  0.020  1.344
 923  C20  C21   aromatic  1.390  0.020  1.390
 923  C20  H20   single    0.930  0.020  1.080
 923  C21  H21   single    0.930  0.020  1.080
 923  C22  C23   single    1.542  0.020  1.542
 923  C22  H22   single    0.970  0.020  1.090
 923  C22  H22A  single    0.970  0.020  1.090
 923  C23  O24   single    1.442  0.020  1.442
 923  C23  C25   single    1.533  0.020  1.533
 923  C23  H23   single    0.970  0.020  1.090
 923  C25  C26   single    1.525  0.020  1.525
 923  C25  O27   single    1.414  0.020  1.414
 923  C25  C28   single    1.527  0.020  1.527
 923  C26  H26   single    0.970  0.020  1.090
 923  C26  H26A  single    0.970  0.020  1.090
 923  C26  H26B  single    0.970  0.020  1.090
 923  O27  HO27  single    0.850  0.020  0.980
 923  C28  H28   single    0.970  0.020  1.090
 923  C28  H28A  single    0.970  0.020  1.090
 923  C28  H28B  single    0.970  0.020  1.090
 923  C29  O30   single    1.415  0.020  1.415
 923  C29  C31   single    1.523  0.020  1.523
 923  C29  C32   single    1.529  0.020  1.529
 923  O30  HO30  single    0.850  0.020  0.980
 923  C31  H31   single    0.970  0.020  1.090
 923  C31  H31A  single    0.970  0.020  1.090
 923  C31  H31B  single    0.970  0.020  1.090
 923  C32  H32   single    0.970  0.020  1.090
 923  C32  H32A  single    0.970  0.020  1.090
 923  C32  H32B  single    0.970  0.020  1.090
 923  O34  HO34  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
 923  H1    C1   C6    119.36  3.000
 923  H1    C1   C2    121.27  3.000
 923  C6    C1   C2    119.37  3.000
 923  C10   C2   C3    116.98  3.000
 923  C10   C2   C1    124.52  3.000
 923  C3    C2   C1    118.51  3.000
 923  H3    C3   C4    118.55  3.000
 923  H3    C3   C2    118.99  3.000
 923  C4    C3   C2    122.46  3.000
 923  H4    C4   C5    121.71  3.000
 923  H4    C4   C3    121.06  3.000
 923  C5    C4   C3    117.22  3.000
 923  O9    C5   C6    113.19  3.000
 923  O9    C5   C4    124.94  3.000
 923  C6    C5   C4    121.87  3.000
 923  C7    C6   C5    107.92  3.000
 923  C7    C6   C1    131.47  3.000
 923  C5    C6   C1    120.57  3.000
 923  H7A   C7   H7    107.46  3.000
 923  H7A   C7   C8    111.50  3.000
 923  H7    C7   C8    111.86  3.000
 923  H7A   C7   C6    113.22  3.000
 923  H7    C7   C6    110.67  3.000
 923  C8    C7   C6    102.18  3.000
 923  H8    C8   C29   109.10  3.000
 923  H8    C8   O9    107.08  3.000
 923  C29   C8   O9    108.66  3.000
 923  H8    C8   C7    110.27  3.000
 923  C29   C8   C7    115.37  3.000
 923  O9    C8   C7    106.01  3.000
 923  C8    O9   C5    108.95  3.000
 923  H10   C10  C11   115.47  3.000
 923  H10   C10  C2    114.12  3.000
 923  C11   C10  C2    130.40  3.000
 923  C15   C11  O12   107.15  3.000
 923  C15   C11  C10   128.53  3.000
 923  O12   C11  C10   124.32  3.000
 923  C13   O12  C11   109.28  3.000
 923  O33   C13  C14   131.39  3.000
 923  O33   C13  O12   120.05  3.000
 923  C14   C13  O12   108.56  3.000
 923  C16   C14  C15   129.63  3.000
 923  C16   C14  C13   124.12  3.000
 923  C15   C14  C13   106.24  3.000
 923  O34   C15  C14   125.42  3.000
 923  O34   C15  C11   125.81  3.000
 923  C14   C15  C11   108.77  3.000
 923  C21   C16  C17   118.93  3.000
 923  C21   C16  C14   120.70  3.000
 923  C17   C16  C14   120.37  3.000
 923  H17   C17  C18   120.05  3.000
 923  H17   C17  C16   120.43  3.000
 923  C18   C17  C16   119.51  3.000
 923  C22   C18  C19   107.84  3.000
 923  C22   C18  C17   131.79  3.000
 923  C19   C18  C17   120.34  3.000
 923  O24   C19  C20   125.10  3.000
 923  O24   C19  C18   113.19  3.000
 923  C20   C19  C18   121.71  3.000
 923  H20   C20  C21   120.81  3.000
 923  H20   C20  C19   121.59  3.000
 923  C21   C20  C19   117.60  3.000
 923  H21   C21  C20   118.43  3.000
 923  H21   C21  C16   119.65  3.000
 923  C20   C21  C16   121.90  3.000
 923  H22A  C22  H22   106.92  3.000
 923  H22A  C22  C23   111.32  3.000
 923  H22   C22  C23   113.07  3.000
 923  H22A  C22  C18   113.55  3.000
 923  H22   C22  C18   110.36  3.000
 923  C23   C22  C18   101.73  3.000
 923  H23   C23  C25   108.45  3.000
 923  H23   C23  O24   107.31  3.000
 923  C25   C23  O24   109.32  3.000
 923  H23   C23  C22   109.32  3.000
 923  C25   C23  C22   116.02  3.000
 923  O24   C23  C22   106.08  3.000
 923  C23   O24  C19   108.60  3.000
 923  C28   C25  O27   111.28  3.000
 923  C28   C25  C26   109.72  3.000
 923  O27   C25  C26   106.56  3.000
 923  C28   C25  C23   108.53  3.000
 923  O27   C25  C23   110.62  3.000
 923  C26   C25  C23   110.13  3.000
 923  H26B  C26  H26A  107.77  3.000
 923  H26B  C26  H26   108.08  3.000
 923  H26A  C26  H26   108.09  3.000
 923  H26B  C26  C25   110.57  3.000
 923  H26A  C26  C25   110.23  3.000
 923  H26   C26  C25   111.96  3.000
 923  HO27  O27  C25   109.32  3.000
 923  H28B  C28  H28A  107.74  3.000
 923  H28B  C28  H28   107.52  3.000
 923  H28A  C28  H28   107.73  3.000
 923  H28B  C28  C25   112.10  3.000
 923  H28A  C28  C25   110.30  3.000
 923  H28   C28  C25   111.25  3.000
 923  C32   C29  C31   109.71  3.000
 923  C32   C29  O30   110.73  3.000
 923  C31   C29  O30   106.91  3.000
 923  C32   C29  C8    110.50  3.000
 923  C31   C29  C8    108.74  3.000
 923  O30   C29  C8    110.16  3.000
 923  HO30  O30  C29   108.63  3.000
 923  H31B  C31  H31A  108.01  3.000
 923  H31B  C31  H31   107.90  3.000
 923  H31A  C31  H31   107.71  3.000
 923  H31B  C31  C29   112.17  3.000
 923  H31A  C31  C29   110.18  3.000
 923  H31   C31  C29   110.72  3.000
 923  H32B  C32  H32A  107.81  3.000
 923  H32B  C32  H32   107.76  3.000
 923  H32A  C32  H32   107.89  3.000
 923  H32B  C32  C29   111.03  3.000
 923  H32A  C32  C29   110.07  3.000
 923  H32   C32  C29   112.12  3.000
 923  HO34  O34  C15   112.76  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
 923  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 923  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 923  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 923  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 923  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 923  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 923  CONST_07  C19  C18  C17  C16    0.00   0.0  0
 923  CONST_08  C19  C20  C21  C16    0.00   0.0  0
 923  CONST_09  C20  C21  C16  C17    0.00   0.0  0
 923  CONST_10  C20  C19  C18  C17    0.00   0.0  0
 923  CONST_11  C21  C16  C17  C18    0.00   0.0  0
 923  CONST_12  C21  C20  C19  C18    0.00   0.0  0
 923  CONST_13  C18  C17  C16  C14  180.00   0.0  0
 923  CONST_14  C20  C21  C16  C14  180.00   0.0  0
 923  CONST_15  C10  C2   C3   C4   180.00   0.0  0
 923  CONST_16  C10  C2   C1   C6   180.00   0.0  0
 923  CONST_17  H3   C3   C2   C1   180.00   0.0  0
 923  CONST_18  H4   C4   C3   C2   180.00   0.0  0
 923  CONST_19  H1   C1   C2   C3   180.00   0.0  0
 923  CONST_20  H17  C17  C16  C14    0.00   0.0  0
 923  CONST_21  H21  C21  C16  C14    0.00   0.0  0
 923  CONST_22  H20  C20  C21  C16  180.00   0.0  0
 923  Var_01    C8   C7   C6   C1   172.87  30.0  1
 923  Var_02    C17  C16  C14  C13  -41.58  30.0  2
 923  Var_03    C23  C22  C18  C17  170.90  30.0  1
 923  Var_04    O12  C11  C10  C2    -0.26   0.0  2
 923  Var_05    C11  C10  C2   C1    -1.21  30.0  2
 923  Var_06    H31  C31  C29  C8    60.54  30.0  3
 923  Var_07    H32  C32  C29  C8    64.97  30.0  3
 923  Var_08    H26  C26  C25  C23   64.14  30.0  3
 923  Var_09    H28  C28  C25  C23   57.38  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
 923  chir_01  C8   C7   O9   C29  negativ
 923  chir_02  C23  C22  O24  C25  negativ

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
 923  plan-1  C2   0.020
 923  plan-1  C10  0.020
 923  plan-1  C11  0.020
 923  plan-1  O12  0.020
 923  plan-1  C13  0.020
 923  plan-1  C14  0.020
 923  plan-1  C15  0.020
 923  plan-1  C16  0.020
 923  plan-1  O33  0.020
 923  plan-1  O34  0.020
 923  plan-1  H10  0.020
 923  plan-2  C1   0.020
 923  plan-2  C2   0.020
 923  plan-2  C3   0.020
 923  plan-2  C4   0.020
 923  plan-2  C5   0.020
 923  plan-2  C6   0.020
 923  plan-2  C7   0.020
 923  plan-2  O9   0.020
 923  plan-2  C10  0.020
 923  plan-2  H1   0.020
 923  plan-2  H3   0.020
 923  plan-2  H4   0.020
 923  plan-3  C14  0.020
 923  plan-3  C16  0.020
 923  plan-3  C17  0.020
 923  plan-3  C18  0.020
 923  plan-3  C19  0.020
 923  plan-3  C20  0.020
 923  plan-3  C21  0.020
 923  plan-3  C22  0.020
 923  plan-3  O24  0.020
 923  plan-3  H17  0.020
 923  plan-3  H20  0.020
 923  plan-3  H21  0.020

