# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 13:32:28 2022
#   Inital geometry file: a 132 line input string
#   Ligand name: (2E)-3-[4-({2-[2-(1,1-difluoroethyl)-4-fluorophenyl]-6-hydroxy-1-benzothiophen-3-yl}oxy)phenyl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(F)(F)c1cc(F)ccc1c2sc3cc(O)ccc3c2Oc4ccc(/C=C/C(O)=O)cc4
#
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
 C6V  C6V  '(2E)-3-[4-({2-[2-(1,1-difluoroethyl)-4-fluorophenyl]-6-hydroxy-1-benzothiophen-3-yl}oxy)phenyl]prop-2-enoic acid'  ligand  49  33  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C6V
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
 C6V  C1   C  C1     0  -0.251   4.9556  -1.4534   0.6463
 C6V  C2   C  CR16   0  -0.333  -2.0663  -4.1049   0.9075
 C6V  C3   C  CR6    0   0.357  -3.1615  -4.0858   0.0245
 C6V  C13  C  CR6    0   0.101  -1.8557   2.0243   0.4039
 C6V  C14  C  C      0   0.348   0.8935  -0.4519   1.4748
 C6V  C15  C  C1     0  -0.321   1.8343  -0.4865   2.4952
 C6V  C16  C  C1     0  -0.309   3.1469  -0.8127   2.2002
 C6V  C17  C  C      0   0.140   3.5555  -1.1116   0.8975
 C6V  C18  C  C1     0  -0.314   2.5849  -1.0690  -0.1066
 C6V  C19  C  C1     0  -0.305   1.2686  -0.7420   0.1675
 C6V  C20  C  C1     0  -0.441   5.5302  -1.6794  -0.5377
 C6V  C21  C  C      0   0.401   6.9899  -2.0358  -0.6923
 C6V  C24  C  CR6    0  -0.044  -1.4929   2.8683  -0.6588
 C6V  C25  C  CR16   0  -0.477  -1.3109   4.2250  -0.4235
 C6V  C26  C  CR6    0   0.567  -1.4732   4.7313   0.8502
 C6V  C27  C  CR16   0  -0.404  -1.8195   3.9300   1.9153
 C6V  C28  C  CR16   0  -0.267  -2.0099   2.5800   1.6743
 C6V  C30  C  CT     0   0.742  -1.3261   2.3490  -2.0694
 C6V  C4   C  CR16   0  -0.419  -3.6222  -2.8903  -0.5028
 C6V  C5   C  CR56   0  -0.218  -2.9708  -1.7174  -0.1327
 C6V  C6   C  CR56   0   0.159  -1.8776  -1.7191   0.7410
 C6V  C7   C  CR16   0  -0.293  -1.4311  -2.9378   1.2634
 C6V  S8   S  S2     0   0.231  -3.3701  -0.1137  -0.6500
 C6V  C9   C  CR5    0  -0.356  -2.0706   0.5737   0.2896
 C6V  C10  C  CR5    0   0.354  -1.3969  -0.3870   0.9668
 C6V  O22  O  O      0  -0.601   7.6776  -2.1440   0.3430
 C6V  O23  O  OC    -1  -0.618   7.3816  -2.1950  -1.8679
 C6V  F29  F  F      0  -0.308  -1.2891   6.0426   1.0473
 C6V  F31  F  F      0  -0.350  -2.5767   2.0602  -2.5591
 C6V  C32  C  CH3    0  -0.785  -0.6108   3.2392  -3.0518
 C6V  F33  F  F      0  -0.346  -0.6703   1.1491  -2.0251
 C6V  H1   H  H      0   0.236   5.5833  -1.5231   1.5301
 C6V  H2   H  HCR6   0   0.271  -1.7295  -5.0527   1.3075
 C6V  H3   H  H      0   0.270   1.5386  -0.2627   3.5122
 C6V  H4   H  H      0   0.258   3.8724  -0.8387   3.0042
 C6V  H5   H  H      0   0.257   2.8527  -1.2953  -1.1306
 C6V  H6   H  H      0   0.282   0.5482  -0.7117  -0.6379
 C6V  H7   H  H      0   0.227   4.9511  -1.6076  -1.4544
 C6V  H8   H  HCR6   0   0.290  -1.0332   4.9025  -1.2193
 C6V  H9   H  HCR6   0   0.291  -1.9458   4.3417   2.9076
 C6V  H10  H  HCR6   0   0.274  -2.3007   1.9415   2.4975
 C6V  H11  H  HCR6   0   0.285  -4.4665  -2.8674  -1.1818
 C6V  H12  H  HCR6   0   0.259  -0.5938  -2.9720   1.9481
 C6V  H13  H  HOH1   0   0.477  -4.4627  -5.1563  -0.8788
 C6V  H15  H  HCH3   0   0.265   0.3818   3.4989  -2.6884
 C6V  H16  H  HCH3   0   0.281  -0.5032   2.7121  -3.9994
 C6V  H17  H  HCH3   0   0.262  -1.1640   4.1569  -3.2398
 C6V  O12  O  O2     0  -0.497  -0.3817  -0.1123   1.8293
 C6V  O11  O  OH1    0  -0.629  -3.7245  -5.2724  -0.2702

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
 C6V  O22  C21  deloc     1.248  0.020  1.248
 C6V  O23  C21  deloc     1.249  0.020  1.249
 C6V  C21  C20  single    1.510  0.020  1.510
 C6V  C20  C1   double    1.335  0.020  1.335
 C6V  C1   C17  single    1.463  0.020  1.463
 C6V  C17  C16  aromatic  1.398  0.020  1.398
 C6V  C17  C18  aromatic  1.397  0.020  1.397
 C6V  C16  C15  aromatic  1.384  0.020  1.384
 C6V  C18  C19  aromatic  1.384  0.020  1.384
 C6V  C15  C14  aromatic  1.388  0.020  1.388
 C6V  C19  C14  aromatic  1.391  0.020  1.391
 C6V  C14  O12  single    1.366  0.020  1.366
 C6V  C27  C28  aromatic  1.384  0.020  1.384
 C6V  C27  C26  aromatic  1.377  0.020  1.377
 C6V  F29  C26  single    1.339  0.020  1.339
 C6V  C28  C13  aromatic  1.395  0.020  1.395
 C6V  C26  C25  aromatic  1.380  0.020  1.380
 C6V  O12  C10  single    1.360  0.020  1.360
 C6V  C10  C6   aromatic  1.434  0.020  1.434
 C6V  C10  C9   aromatic  1.355  0.020  1.355
 C6V  C7   C6   aromatic  1.399  0.020  1.399
 C6V  C7   C2   aromatic  1.376  0.020  1.376
 C6V  C13  C9   single    1.471  0.020  1.471
 C6V  C13  C24  aromatic  1.405  0.020  1.405
 C6V  C25  C24  aromatic  1.389  0.020  1.389
 C6V  C6   C5   aromatic  1.399  0.020  1.399
 C6V  C9   S8   aromatic  1.745  0.020  1.745
 C6V  C2   C3   aromatic  1.407  0.020  1.407
 C6V  C24  C30  single    1.512  0.020  1.512
 C6V  C5   S8   aromatic  1.732  0.020  1.732
 C6V  C5   C4   aromatic  1.392  0.020  1.392
 C6V  C3   C4   aromatic  1.386  0.020  1.386
 C6V  C3   O11  single    1.346  0.020  1.346
 C6V  F31  C30  single    1.374  0.020  1.374
 C6V  C30  C32  single    1.506  0.020  1.506
 C6V  C30  F33  single    1.368  0.020  1.368
 C6V  C1   H1   single    0.930  0.020  1.080
 C6V  C2   H2   single    0.930  0.020  1.080
 C6V  C15  H3   single    0.930  0.020  1.080
 C6V  C16  H4   single    0.930  0.020  1.080
 C6V  C18  H5   single    0.930  0.020  1.080
 C6V  C19  H6   single    0.930  0.020  1.080
 C6V  C20  H7   single    0.930  0.020  1.080
 C6V  C25  H8   single    0.930  0.020  1.080
 C6V  C27  H9   single    0.930  0.020  1.080
 C6V  C28  H10  single    0.930  0.020  1.080
 C6V  C4   H11  single    0.930  0.020  1.080
 C6V  C7   H12  single    0.930  0.020  1.080
 C6V  O11  H13  single    0.850  0.020  0.980
 C6V  C32  H15  single    0.970  0.020  1.090
 C6V  C32  H16  single    0.970  0.020  1.090
 C6V  C32  H17  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
 C6V  H1   C1   C20  117.51  3.000
 C6V  H1   C1   C17  115.36  3.000
 C6V  C20  C1   C17  127.13  3.000
 C6V  H2   C2   C7   120.24  3.000
 C6V  H2   C2   C3   119.08  3.000
 C6V  C7   C2   C3   120.69  3.000
 C6V  O11  C3   C4   122.57  3.000
 C6V  O11  C3   C2   116.81  3.000
 C6V  C4   C3   C2   120.62  3.000
 C6V  C9   C13  C28  116.58  3.000
 C6V  C9   C13  C24  124.85  3.000
 C6V  C28  C13  C24  118.57  3.000
 C6V  O12  C14  C19  123.20  3.000
 C6V  O12  C14  C15  116.61  3.000
 C6V  C19  C14  C15  120.19  3.000
 C6V  H3   C15  C16  120.53  3.000
 C6V  H3   C15  C14  120.02  3.000
 C6V  C16  C15  C14  119.46  3.000
 C6V  H4   C16  C17  119.40  3.000
 C6V  H4   C16  C15  118.85  3.000
 C6V  C17  C16  C15  121.75  3.000
 C6V  C18  C17  C16  117.41  3.000
 C6V  C18  C17  C1   123.26  3.000
 C6V  C16  C17  C1   119.33  3.000
 C6V  H5   C18  C19  118.18  3.000
 C6V  H5   C18  C17  120.11  3.000
 C6V  C19  C18  C17  121.71  3.000
 C6V  H6   C19  C18  119.54  3.000
 C6V  H6   C19  C14  120.98  3.000
 C6V  C18  C19  C14  119.48  3.000
 C6V  H7   C20  C21  116.37  3.000
 C6V  H7   C20  C1   120.50  3.000
 C6V  C21  C20  C1   123.13  3.000
 C6V  O23  C21  O22  126.66  3.000
 C6V  O23  C21  C20  115.43  3.000
 C6V  O22  C21  C20  117.92  3.000
 C6V  C30  C24  C25  118.62  3.000
 C6V  C30  C24  C13  121.86  3.000
 C6V  C25  C24  C13  119.51  3.000
 C6V  H8   C25  C26  118.65  3.000
 C6V  H8   C25  C24  121.40  3.000
 C6V  C26  C25  C24  119.95  3.000
 C6V  F29  C26  C27  119.38  3.000
 C6V  F29  C26  C25  118.62  3.000
 C6V  C27  C26  C25  122.00  3.000
 C6V  H9   C27  C28  120.98  3.000
 C6V  H9   C27  C26  121.16  3.000
 C6V  C28  C27  C26  117.86  3.000
 C6V  H10  C28  C27  118.69  3.000
 C6V  H10  C28  C13  119.19  3.000
 C6V  C27  C28  C13  122.11  3.000
 C6V  F33  C30  C32  108.17  3.000
 C6V  F33  C30  F31  105.28  3.000
 C6V  C32  C30  F31  108.91  3.000
 C6V  F33  C30  C24  108.89  3.000
 C6V  C32  C30  C24  117.24  3.000
 C6V  F31  C30  C24  107.72  3.000
 C6V  H11  C4   C5   120.89  3.000
 C6V  H11  C4   C3   121.05  3.000
 C6V  C5   C4   C3   118.06  3.000
 C6V  S8   C5   C6   111.57  3.000
 C6V  S8   C5   C4   126.38  3.000
 C6V  C6   C5   C4   122.05  3.000
 C6V  C10  C6   C7   130.04  3.000
 C6V  C7   C6   C5   118.91  3.000
 C6V  C10  C6   C5   111.04  3.000
 C6V  H12  C7   C6   120.71  3.000
 C6V  H12  C7   C2   119.62  3.000
 C6V  C6   C7   C2   119.67  3.000
 C6V  C9   S8   C5    91.85  3.000
 C6V  C10  C9   S8   111.11  3.000
 C6V  S8   C9   C13  122.64  3.000
 C6V  C10  C9   C13  126.00  3.000
 C6V  O12  C10  C9   123.02  3.000
 C6V  C9   C10  C6   114.42  3.000
 C6V  O12  C10  C6   122.52  3.000
 C6V  H17  C32  H16  107.94  3.000
 C6V  H17  C32  H15  108.67  3.000
 C6V  H16  C32  H15  108.40  3.000
 C6V  H17  C32  C30  111.70  3.000
 C6V  H16  C32  C30  109.16  3.000
 C6V  H15  C32  C30  110.88  3.000
 C6V  C10  O12  C14  118.80  3.000
 C6V  H13  O11  C3   110.64  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
 C6V  CONST_01  C10  C6   C7   C2    180.00   0.0  0
 C6V  CONST_02  C5   C6   C7   C2      0.00   0.0  0
 C6V  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 C6V  CONST_04  C6   C7   C2   C3      0.00   0.0  0
 C6V  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 C6V  CONST_06  S8   C5   C4   C3    180.00   0.0  0
 C6V  CONST_07  C26  C27  C28  C13     0.00   0.0  0
 C6V  CONST_08  C6   C10  C9   C13   180.00   0.0  0
 C6V  CONST_09  C5   S8   C9   C13   180.00   0.0  0
 C6V  CONST_10  C26  C25  C24  C13     0.00   0.0  0
 C6V  CONST_11  C17  C16  C15  C14     0.00   0.0  0
 C6V  CONST_12  C17  C18  C19  C14     0.00   0.0  0
 C6V  CONST_13  C18  C17  C16  C15     0.00   0.0  0
 C6V  CONST_14  C18  C19  C14  C15     0.00   0.0  0
 C6V  CONST_15  C19  C18  C17  C16     0.00   0.0  0
 C6V  CONST_16  C19  C14  C15  C16     0.00   0.0  0
 C6V  CONST_17  C27  C28  C13  C24     0.00   0.0  0
 C6V  CONST_20  C27  C26  C25  C24     0.00   0.0  0
 C6V  CONST_21  C28  C27  C26  C25     0.00   0.0  0
 C6V  CONST_22  C28  C13  C24  C25     0.00   0.0  0
 C6V  CONST_23  C9   C13  C24  C25   180.00   0.0  0
 C6V  CONST_24  C9   C13  C28  C27   180.00   0.0  0
 C6V  CONST_27  C10  C6   C5   C4    180.00   0.0  0
 C6V  CONST_28  C7   C6   C5   C4      0.00   0.0  0
 C6V  CONST_29  C9   S8   C5   C4    180.00   0.0  0
 C6V  CONST_30  C7   C2   C3   C4      0.00   0.0  0
 C6V  CONST_31  C9   C10  C6   C5      0.00   0.0  0
 C6V  CONST_32  C10  C9   S8   C5      0.00   0.0  0
 C6V  CONST_33  S8   C9   C10  C6      0.00   0.0  0
 C6V  CONST_34  C9   S8   C5   C6      0.00   0.0  0
 C6V  CONST_35  C9   C10  C6   C7    180.00   0.0  0
 C6V  CONST_36  S8   C5   C6   C7    180.00   0.0  0
 C6V  CONST_37  C10  C6   C5   S8      0.00   0.0  0
 C6V  CONST_38  C15  C16  C17  C1    180.00   0.0  0
 C6V  CONST_39  C19  C18  C17  C1    180.00   0.0  0
 C6V  CONST_40  O12  C10  C9   C13     0.00   0.0  0
 C6V  CONST_41  O12  C14  C15  C16   180.00   0.0  0
 C6V  CONST_42  O12  C14  C19  C18   180.00   0.0  0
 C6V  CONST_43  F29  C26  C25  C24   180.00   0.0  0
 C6V  CONST_44  C30  C24  C25  C26   180.00   0.0  0
 C6V  CONST_45  F29  C26  C27  C28   180.00   0.0  0
 C6V  CONST_46  C30  C24  C13  C28   180.00   0.0  0
 C6V  CONST_47  C9   C13  C24  C30     0.00   0.0  0
 C6V  CONST_48  O12  C10  C6   C5    180.00   0.0  0
 C6V  CONST_49  O11  C3   C4   C5    180.00   0.0  0
 C6V  CONST_50  O12  C10  C6   C7      0.00   0.0  0
 C6V  CONST_51  O11  C3   C2   C7    180.00   0.0  0
 C6V  CONST_52  O12  C10  C9   S8    180.00   0.0  0
 C6V  CONST_53  H11  C4   C3   C2    180.00   0.0  0
 C6V  CONST_54  H12  C7   C2   C3    180.00   0.0  0
 C6V  CONST_55  H9   C27  C28  C13   180.00   0.0  0
 C6V  CONST_56  H8   C25  C24  C13   180.00   0.0  0
 C6V  CONST_57  H4   C16  C15  C14   180.00   0.0  0
 C6V  CONST_58  H5   C18  C19  C14   180.00   0.0  0
 C6V  CONST_59  H6   C19  C14  C15   180.00   0.0  0
 C6V  CONST_60  H3   C15  C16  C17   180.00   0.0  0
 C6V  CONST_61  H10  C28  C13  C24   180.00   0.0  0
 C6V  CONST_62  H2   C2   C3   C4    180.00   0.0  0
 C6V  Var_01    C6   C10  O12  C14    72.85  30.0  2
 C6V  Var_02    F31  C30  C24  C13    71.83  30.0  2
 C6V  Var_03    C20  C1   C17  C16  -175.35  30.0  2
 C6V  Var_04    C21  C20  C1   C17  -179.62   0.0  2
 C6V  Var_05    H15  C32  C30  C24    56.72  30.0  3
 C6V  Var_06    O22  C21  C20  C1      1.26  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
 C6V  plan-1  C1   0.020
 C6V  plan-1  C14  0.020
 C6V  plan-1  C15  0.020
 C6V  plan-1  C16  0.020
 C6V  plan-1  C17  0.020
 C6V  plan-1  C18  0.020
 C6V  plan-1  C19  0.020
 C6V  plan-1  H3   0.020
 C6V  plan-1  H4   0.020
 C6V  plan-1  H5   0.020
 C6V  plan-1  H6   0.020
 C6V  plan-1  O12  0.020
 C6V  plan-2  C13  0.020
 C6V  plan-2  C24  0.020
 C6V  plan-2  C25  0.020
 C6V  plan-2  C26  0.020
 C6V  plan-2  C27  0.020
 C6V  plan-2  C28  0.020
 C6V  plan-2  C30  0.020
 C6V  plan-2  C9   0.020
 C6V  plan-2  F29  0.020
 C6V  plan-2  H8   0.020
 C6V  plan-2  H9   0.020
 C6V  plan-2  H10  0.020
 C6V  plan-3  C2   0.020
 C6V  plan-3  C3   0.020
 C6V  plan-3  C13  0.020
 C6V  plan-3  C4   0.020
 C6V  plan-3  C5   0.020
 C6V  plan-3  C6   0.020
 C6V  plan-3  C7   0.020
 C6V  plan-3  S8   0.020
 C6V  plan-3  C9   0.020
 C6V  plan-3  C10  0.020
 C6V  plan-3  H2   0.020
 C6V  plan-3  H11  0.020
 C6V  plan-3  H12  0.020
 C6V  plan-3  O12  0.020
 C6V  plan-3  O11  0.020
 C6V  plan-4  C20  0.020
 C6V  plan-4  C21  0.020
 C6V  plan-4  O22  0.020
 C6V  plan-4  O23  0.020
 C6V  plan-5  C1   0.020
 C6V  plan-5  C17  0.020
 C6V  plan-5  C20  0.020
 C6V  plan-5  C21  0.020
 C6V  plan-5  H1   0.020
 C6V  plan-5  H7   0.020

