# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 27 19:21:22 2020
#   Inital geometry file: a 122 line input string
#   Ligand name: [(1Z)-5-fluoro-2-methyl-1-{[4-(propan-2-yl)phenyl]methylidene}-1H-inden-3-yl]acetic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)c1ccc(cc1)\C=C2\C(=C(CC(O)=O)c3cc(F)ccc23)C
#
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
 7A4  7A4  '[(1Z)-5-fluoro-2-methyl-1-{[4-(propan-2-yl)phenyl]methylidene}-1H-inden-3-yl]acetic acid'  ligand  46  25  .  2021-08-06  2021-08-06  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7A4
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
 7A4  C11  C  CR6   0   0.166   4.5796  -0.5660   0.1819
 7A4  C13  C  CR16  0  -0.275   2.7164  -1.9159   0.9350
 7A4  C16  C  CH3   0  -0.644   6.7759  -0.4228  -1.0287
 7A4  C15  C  CH3   0  -0.643   6.1671   1.3034   0.7025
 7A4  C14  C  CH1   0  -0.330   6.0305  -0.1598   0.2796
 7A4  C19  C  CR6   0   0.540  -1.8968   3.0131  -0.0554
 7A4  C23  C  C     0   0.557  -5.2021  -0.4502   0.4367
 7A4  C20  C  CR16  0  -0.513  -2.7676   1.9666  -0.3069
 7A4  C02  C  CR5   0   0.023  -1.9802  -1.5823  -0.4086
 7A4  C03  C  CR5   0   0.083  -2.8972  -0.5946  -0.5154
 7A4  C04  C  CR56  0   0.114  -2.2300   0.6905  -0.3318
 7A4  C05  C  CR56  0   0.042  -0.8556   0.4671  -0.1291
 7A4  C06  C  CR5   0   0.140  -0.6480  -0.9896  -0.1911
 7A4  C07  C  C1    0  -0.388   0.4648  -1.7353  -0.0657
 7A4  C08  C  CR6   0   0.078   1.8596  -1.3015   0.0207
 7A4  C09  C  CR16  0  -0.303   2.3965  -0.3411  -0.8405
 7A4  C10  C  CR16  0  -0.290   3.7306   0.0177  -0.7592
 7A4  C12  C  CR16  0  -0.322   4.0482  -1.5402   1.0226
 7A4  C17  C  CR16  0  -0.329  -0.0236   1.5382   0.1514
 7A4  C18  C  CR16  0  -0.427  -0.5486   2.8277   0.1868
 7A4  O24  O  OH1   0  -0.592  -6.4962  -0.4729   0.1407
 7A4  O25  O  O     0  -0.431  -4.7752  -0.2459   1.5435
 7A4  H1   H  HCR6  0   0.253   2.3327  -2.6873   1.5922
 7A4  H2   H  HCH3  0   0.220   6.3652   0.1703  -1.8481
 7A4  H3   H  HCH3  0   0.231   7.8299  -0.1598  -0.9278
 7A4  H4   H  HCH3  0   0.232   6.7176  -1.4732  -1.3160
 7A4  H5   H  HCH3  0   0.232   5.6690   1.4930   1.6541
 7A4  H6   H  HCH3  0   0.231   7.2187   1.5718   0.8153
 7A4  H7   H  HCH3  0   0.220   5.7331   1.9746  -0.0413
 7A4  H8   H  HCH1  0   0.242   6.4915  -0.7759   1.0573
 7A4  H9   H  HCH2  0   0.313  -4.6070  -1.7170  -1.1537
 7A4  H10  H  HCH2  0   0.303  -4.6657  -0.0316  -1.5775
 7A4  H11  H  HCR6  0   0.264  -3.8212   2.1556  -0.4708
 7A4  H12  H  HCH3  0   0.251  -1.6132  -3.4921  -1.3130
 7A4  H13  H  HCH3  0   0.252  -1.9250  -3.5590   0.4127
 7A4  H14  H  HCH3  0   0.255  -3.2514  -3.2871  -0.7075
 7A4  H15  H  H     0   0.269   0.3264  -2.8119  -0.0262
 7A4  H16  H  HCR6  0   0.266   1.7685   0.1141  -1.5961
 7A4  H17  H  HCR6  0   0.251   4.1163   0.7604  -1.4479
 7A4  H18  H  HCR6  0   0.251   4.6888  -2.0200   1.7537
 7A4  H19  H  HCR6  0   0.267   1.0300   1.4029   0.3476
 7A4  H20  H  HCR6  0   0.276   0.0880   3.6763   0.3989
 7A4  H21  H  HOH1  0   0.482  -7.0229  -0.3031   0.9361
 7A4  F21  F  F     0  -0.319  -2.3881   4.2639  -0.0321
 7A4  C22  C  CH2   0  -0.739  -4.3544  -0.7197  -0.7839
 7A4  C01  C  CH3   0  -0.761  -2.2075  -3.0503  -0.5114

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
 7A4  C01  C02  single    1.489  0.020  1.489
 7A4  C22  C03  single    1.487  0.020  1.487
 7A4  C22  C23  single    1.510  0.020  1.510
 7A4  C02  C03  double    1.352  0.020  1.352
 7A4  C02  C06  single    1.474  0.020  1.474
 7A4  C03  C04  single    1.460  0.020  1.460
 7A4  O25  C23  double    1.204  0.020  1.204
 7A4  C07  C06  double    1.345  0.020  1.345
 7A4  C07  C08  single    1.463  0.020  1.463
 7A4  C06  C05  single    1.473  0.020  1.473
 7A4  C23  O24  single    1.328  0.020  1.328
 7A4  C09  C08  aromatic  1.397  0.020  1.397
 7A4  C09  C10  aromatic  1.384  0.020  1.384
 7A4  C04  C05  aromatic  1.407  0.020  1.407
 7A4  C04  C20  aromatic  1.385  0.020  1.385
 7A4  C08  C13  aromatic  1.395  0.020  1.395
 7A4  C05  C17  aromatic  1.385  0.020  1.385
 7A4  C10  C11  aromatic  1.395  0.020  1.395
 7A4  C20  C19  aromatic  1.384  0.020  1.384
 7A4  C17  C18  aromatic  1.393  0.020  1.393
 7A4  C13  C12  aromatic  1.387  0.020  1.387
 7A4  C19  C18  aromatic  1.382  0.020  1.382
 7A4  C19  F21  single    1.344  0.020  1.344
 7A4  C11  C12  aromatic  1.392  0.020  1.392
 7A4  C11  C14  single    1.510  0.020  1.510
 7A4  C14  C16  single    1.529  0.020  1.529
 7A4  C14  C15  single    1.529  0.020  1.529
 7A4  C13  H1   single    0.930  0.020  1.080
 7A4  C16  H2   single    0.970  0.020  1.090
 7A4  C16  H3   single    0.970  0.020  1.090
 7A4  C16  H4   single    0.970  0.020  1.090
 7A4  C15  H5   single    0.970  0.020  1.090
 7A4  C15  H6   single    0.970  0.020  1.090
 7A4  C15  H7   single    0.970  0.020  1.090
 7A4  C14  H8   single    0.970  0.020  1.090
 7A4  C22  H9   single    0.970  0.020  1.090
 7A4  C22  H10  single    0.970  0.020  1.090
 7A4  C20  H11  single    0.930  0.020  1.080
 7A4  C01  H12  single    0.970  0.020  1.090
 7A4  C01  H13  single    0.970  0.020  1.090
 7A4  C01  H14  single    0.970  0.020  1.090
 7A4  C07  H15  single    0.930  0.020  1.080
 7A4  C09  H16  single    0.930  0.020  1.080
 7A4  C10  H17  single    0.930  0.020  1.080
 7A4  C12  H18  single    0.930  0.020  1.080
 7A4  C17  H19  single    0.930  0.020  1.080
 7A4  C18  H20  single    0.930  0.020  1.080
 7A4  O24  H21  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
 7A4  C12  C11  C10  117.89  3.000
 7A4  C12  C11  C14  121.06  3.000
 7A4  C10  C11  C14  121.05  3.000
 7A4  H1   C13  C12  119.64  3.000
 7A4  H1   C13  C08  119.57  3.000
 7A4  C12  C13  C08  120.78  3.000
 7A4  H4   C16  H3   107.95  3.000
 7A4  H4   C16  H2   107.79  3.000
 7A4  H3   C16  H2   107.57  3.000
 7A4  H4   C16  C14  111.42  3.000
 7A4  H3   C16  C14  110.52  3.000
 7A4  H2   C16  C14  111.43  3.000
 7A4  H7   C15  H6   107.60  3.000
 7A4  H7   C15  H5   107.82  3.000
 7A4  H6   C15  H5   107.88  3.000
 7A4  H7   C15  C14  111.37  3.000
 7A4  H6   C15  C14  110.48  3.000
 7A4  H5   C15  C14  111.52  3.000
 7A4  H8   C14  C15  107.74  3.000
 7A4  H8   C14  C16  107.82  3.000
 7A4  C15  C14  C16  110.97  3.000
 7A4  H8   C14  C11  107.42  3.000
 7A4  C15  C14  C11  111.17  3.000
 7A4  C16  C14  C11  111.53  3.000
 7A4  F21  C19  C18  118.58  3.000
 7A4  F21  C19  C20  118.46  3.000
 7A4  C18  C19  C20  122.95  3.000
 7A4  O25  C23  O24  123.61  3.000
 7A4  O24  C23  C22  111.34  3.000
 7A4  O25  C23  C22  125.05  3.000
 7A4  H11  C20  C04  122.40  3.000
 7A4  H11  C20  C19  120.50  3.000
 7A4  C04  C20  C19  117.10  3.000
 7A4  C06  C02  C03  109.32  3.000
 7A4  C06  C02  C01  122.99  3.000
 7A4  C03  C02  C01  127.68  3.000
 7A4  C04  C03  C02  108.86  3.000
 7A4  C04  C03  C22  123.00  3.000
 7A4  C02  C03  C22  128.13  3.000
 7A4  C05  C04  C03  108.95  3.000
 7A4  C05  C04  C20  121.52  3.000
 7A4  C03  C04  C20  129.50  3.000
 7A4  C17  C05  C06  133.54  3.000
 7A4  C17  C05  C04  119.55  3.000
 7A4  C06  C05  C04  106.78  3.000
 7A4  C07  C06  C05  131.37  3.000
 7A4  C05  C06  C02  106.05  3.000
 7A4  C07  C06  C02  122.57  3.000
 7A4  H15  C07  C08  114.40  3.000
 7A4  H15  C07  C06  116.58  3.000
 7A4  C08  C07  C06  129.02  3.000
 7A4  C09  C08  C07  122.25  3.000
 7A4  C09  C08  C13  118.07  3.000
 7A4  C07  C08  C13  119.56  3.000
 7A4  H16  C09  C10  119.41  3.000
 7A4  H16  C09  C08  119.75  3.000
 7A4  C10  C09  C08  120.82  3.000
 7A4  H17  C10  C09  118.91  3.000
 7A4  H17  C10  C11  119.91  3.000
 7A4  C09  C10  C11  121.18  3.000
 7A4  H18  C12  C13  119.36  3.000
 7A4  H18  C12  C11  119.44  3.000
 7A4  C13  C12  C11  121.20  3.000
 7A4  H19  C17  C18  118.62  3.000
 7A4  H19  C17  C05  121.72  3.000
 7A4  C18  C17  C05  119.66  3.000
 7A4  H20  C18  C17  120.63  3.000
 7A4  H20  C18  C19  120.21  3.000
 7A4  C17  C18  C19  119.16  3.000
 7A4  H21  O24  C23  110.11  3.000
 7A4  H10  C22  H9   105.21  3.000
 7A4  H10  C22  C03  110.88  3.000
 7A4  H9   C22  C03  111.36  3.000
 7A4  H10  C22  C23  108.30  3.000
 7A4  H9   C22  C23  107.85  3.000
 7A4  C03  C22  C23  112.90  3.000
 7A4  H14  C01  H13  107.41  3.000
 7A4  H14  C01  H12  107.57  3.000
 7A4  H13  C01  H12  106.99  3.000
 7A4  H14  C01  C02  111.93  3.000
 7A4  H13  C01  C02  111.18  3.000
 7A4  H12  C01  C02  111.51  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
 7A4  CONST_01  C08  C09  C10  C11    0.00   0.0  0
 7A4  CONST_02  C08  C13  C12  C11    0.00   0.0  0
 7A4  CONST_03  C10  C09  C08  C13    0.00   0.0  0
 7A4  CONST_04  C10  C11  C12  C13    0.00   0.0  0
 7A4  CONST_05  C05  C04  C20  C19    0.00   0.0  0
 7A4  CONST_06  C05  C17  C18  C19    0.00   0.0  0
 7A4  CONST_07  C17  C05  C04  C20    0.00   0.0  0
 7A4  CONST_08  C17  C18  C19  C20    0.00   0.0  0
 7A4  CONST_09  C18  C17  C05  C04    0.00   0.0  0
 7A4  CONST_10  C18  C19  C20  C04    0.00   0.0  0
 7A4  CONST_11  C12  C13  C08  C09    0.00   0.0  0
 7A4  CONST_12  C12  C11  C10  C09    0.00   0.0  0
 7A4  CONST_13  C14  C11  C12  C13  180.00   0.0  0
 7A4  CONST_14  C09  C10  C11  C14  180.00   0.0  0
 7A4  CONST_15  F21  C19  C20  C04  180.00   0.0  0
 7A4  CONST_16  C10  C09  C08  C07  180.00   0.0  0
 7A4  CONST_17  C12  C13  C08  C07  180.00   0.0  0
 7A4  CONST_18  F21  C19  C18  C17  180.00   0.0  0
 7A4  CONST_19  H16  C09  C10  C11  180.00   0.0  0
 7A4  CONST_20  H1   C13  C12  C11  180.00   0.0  0
 7A4  CONST_21  H19  C17  C18  C19  180.00   0.0  0
 7A4  CONST_22  H20  C18  C19  C20  180.00   0.0  0
 7A4  CONST_23  H11  C20  C04  C03    0.00   0.0  0
 7A4  CONST_24  H17  C10  C09  C08  180.00   0.0  0
 7A4  CONST_25  H18  C12  C13  C08  180.00   0.0  0
 7A4  CONST_26  H21  O24  C23  C22  180.00   0.0  0
 7A4  Var_01    C06  C07  C08  C13  138.01  30.0  3
 7A4  Var_02    C08  C07  C06  C02  173.36  30.0  2
 7A4  Var_03    C10  C11  C14  C16  -60.06  30.0  3
 7A4  Var_04    C02  C03  C22  C23  106.59  30.0  3
 7A4  Var_05    H12  C01  C02  C03  121.34  30.0  3
 7A4  Var_06    O25  C23  C22  C03   -4.96  30.0  3
 7A4  Var_07    H2   C16  C14  C11   62.64  30.0  3
 7A4  Var_08    H5   C15  C14  C11   57.35  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
 7A4  plan-1  C11  0.020
 7A4  plan-1  C13  0.020
 7A4  plan-1  C14  0.020
 7A4  plan-1  C07  0.020
 7A4  plan-1  C08  0.020
 7A4  plan-1  C09  0.020
 7A4  plan-1  C10  0.020
 7A4  plan-1  C12  0.020
 7A4  plan-1  H1   0.020
 7A4  plan-1  H16  0.020
 7A4  plan-1  H17  0.020
 7A4  plan-1  H18  0.020
 7A4  plan-2  C19  0.020
 7A4  plan-2  C20  0.020
 7A4  plan-2  C02  0.020
 7A4  plan-2  C03  0.020
 7A4  plan-2  C04  0.020
 7A4  plan-2  C05  0.020
 7A4  plan-2  C06  0.020
 7A4  plan-2  C07  0.020
 7A4  plan-2  C17  0.020
 7A4  plan-2  C18  0.020
 7A4  plan-2  H11  0.020
 7A4  plan-2  H19  0.020
 7A4  plan-2  H20  0.020
 7A4  plan-2  F21  0.020
 7A4  plan-2  C22  0.020
 7A4  plan-2  C01  0.020
 7A4  plan-3  C23  0.020
 7A4  plan-3  O24  0.020
 7A4  plan-3  O25  0.020
 7A4  plan-3  H21  0.020
 7A4  plan-3  C22  0.020

