# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr 17 19:06:22 2020
#   Inital geometry file: a 153 line input string
#   Ligand name: 4-[[4-[[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methyl-phenyl]methoxy]-2,5-bis(fluoranyl)phenyl]methylamino]-3-oxidanylidene-butanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1c(COc2cc(F)c(CNCC(=O)CC(O)=O)cc2F)cccc1c3ccc4OCCOc4c3
#
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
 8HW  8HW  '4-[[4-[[3-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-methyl-phenyl]methoxy]-2,5-bis(fluoranyl)phenyl]methylamino]-3-oxidanylidene-butanoic acid'  ligand  60  36  .  2022-07-23  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_8HW
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
 8HW  F1   F  F      0  -0.310   -1.7779   3.7038  -0.9730
 8HW  C19  C  C      0   0.463   -2.2403   2.6489  -0.2845
 8HW  C20  C  C1     0  -0.442   -3.5863   2.5248  -0.0398
 8HW  C21  C  C      0  -0.130   -4.0865   1.4397   0.6791
 8HW  C22  C  CH2    0  -0.316   -5.5590   1.2835   0.9275
 8HW  N    N  NH1    0  -0.588   -6.1073   0.2029   0.1289
 8HW  C23  C  CH2    0  -0.371   -7.5259   0.0556   0.3261
 8HW  C24  C  C      0   0.393   -8.1466  -0.9847  -0.5706
 8HW  O3   O  O      0  -0.418   -7.5369  -1.4747  -1.4968
 8HW  C25  C  CH2    0  -0.722   -9.5662  -1.3447  -0.2528
 8HW  C26  C  C      0   0.438   -9.6148  -2.4690   0.8192
 8HW  O4   O  O      0  -0.595   -8.5158  -2.8645   1.2505
 8HW  O5   O  OC    -1  -0.603  -10.7460  -2.8631   1.1431
 8HW  C2   C  C      0   0.267   -1.3194   1.7020   0.1644
 8HW  C1   C  C1     0  -0.538   -1.8014   0.6114   0.8783
 8HW  C    C  C      0   0.559   -3.1622   0.5078   1.1122
 8HW  F    F  F      0  -0.307   -3.5893  -0.5524   1.8143
 8HW  O    O  O2     0  -0.471   -0.0341   1.9309  -0.1331
 8HW  C3   C  CH2    0  -0.219    0.9404   1.0194   0.3228
 8HW  C4   C  CR6    0   0.034    2.3051   1.5034  -0.0864
 8HW  C5   C  CR6    0   0.039    3.4088   0.6805   0.1870
 8HW  C6   C  CH3    0  -0.774    3.1885  -0.6252   0.8992
 8HW  C7   C  CR6    0   0.054    4.6875   1.1120  -0.1904
 8HW  C16  C  CR16   0  -0.302    4.8448   2.3594  -0.7960
 8HW  C17  C  CR16   0  -0.243    3.7520   3.1671  -1.0492
 8HW  C18  C  CR16   0  -0.318    2.4800   2.7366  -0.7011
 8HW  C8   C  C      0   0.023    5.8999   0.2864   0.0227
 8HW  C9   C  C1     0  -0.398    6.0145  -0.9761  -0.5521
 8HW  C10  C  C      0   0.331    7.1643  -1.7352  -0.3901
 8HW  C11  C  C      0   0.304    8.2283  -1.2328   0.3674
 8HW  C14  C  C1     0  -0.351    8.1228   0.0310   0.9313
 8HW  C15  C  C1     0  -0.306    6.9752   0.7869   0.7547
 8HW  O2   O  O2     0  -0.481    7.2242  -2.9508  -0.9845
 8HW  C13  C  CH2    0  -0.227    8.5328  -3.4956  -1.0663
 8HW  C12  C  CH2    0  -0.225    9.2517  -3.3232   0.2491
 8HW  O1   O  O2     0  -0.479    9.3622  -1.9442   0.5691
 8HW  H1   H  H      0   0.287   -4.2633   3.2857  -0.4090
 8HW  H2   H  HCH2   0   0.243   -5.7425   1.0591   1.9819
 8HW  H3   H  HCH2   0   0.222   -6.0491   2.2487   0.7316
 8HW  H4   H  HNH1   0   0.345   -5.9179   0.3837  -0.8495
 8HW  H6   H  HCH2   0   0.260   -7.7305  -0.2240   1.3640
 8HW  H7   H  HCH2   0   0.227   -8.0980   0.9869   0.1582
 8HW  H8   H  HCH2   0   0.256  -10.1127  -0.4748   0.1239
 8HW  H9   H  HCH2   0   0.264  -10.0788  -1.6835  -1.1564
 8HW  H11  H  H      0   0.312   -1.1446  -0.1601   1.2571
 8HW  H12  H  HCH2   0   0.251    0.8873   0.9248   1.4155
 8HW  H13  H  HCH2   0   0.251    0.7513   0.0224  -0.0949
 8HW  H14  H  HCH3   0   0.255    2.7289  -1.3697   0.2447
 8HW  H15  H  HCH3   0   0.264    4.1158  -1.0515   1.2719
 8HW  H16  H  HCH3   0   0.251    2.5222  -0.5036   1.7550
 8HW  H17  H  HCR6   0   0.250    5.8358   2.6861  -1.0857
 8HW  H18  H  HCR6   0   0.254    3.8865   4.1293  -1.5261
 8HW  H19  H  HCR6   0   0.252    1.6300   3.3705  -0.9114
 8HW  H20  H  H      0   0.264    5.2064  -1.3832  -1.1486
 8HW  H21  H  H      0   0.267    8.9486   0.4167   1.5162
 8HW  H22  H  H      0   0.252    6.9102   1.7669   1.2100
 8HW  H23  H  HCH2   0   0.261    8.4276  -4.5523  -1.3078
 8HW  H24  H  HCH2   0   0.243    9.0925  -3.0109  -1.8735
 8HW  H25  H  HCH2   0   0.243    8.7199  -3.8525   1.0468
 8HW  H26  H  HCH2   0   0.261   10.2632  -3.7215   0.1854

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
 8HW  C13  C12  single    1.509  0.020  1.509
 8HW  C13  O2   single    1.420  0.020  1.420
 8HW  C12  O1   single    1.420  0.020  1.420
 8HW  O2   C10  single    1.354  0.020  1.354
 8HW  O1   C11  single    1.354  0.020  1.354
 8HW  C10  C11  aromatic  1.399  0.020  1.399
 8HW  C10  C9   aromatic  1.387  0.020  1.387
 8HW  C11  C14  aromatic  1.388  0.020  1.388
 8HW  C9   C8   aromatic  1.392  0.020  1.392
 8HW  C14  C15  aromatic  1.385  0.020  1.385
 8HW  C8   C15  aromatic  1.394  0.020  1.394
 8HW  C8   C7   single    1.482  0.020  1.482
 8HW  C6   C5   single    1.504  0.020  1.504
 8HW  C7   C5   aromatic  1.401  0.020  1.401
 8HW  C7   C16  aromatic  1.396  0.020  1.396
 8HW  C5   C4   aromatic  1.404  0.020  1.404
 8HW  C16  C17  aromatic  1.382  0.020  1.382
 8HW  C4   C3   single    1.505  0.020  1.505
 8HW  C4   C18  aromatic  1.389  0.020  1.389
 8HW  C17  C18  aromatic  1.387  0.020  1.387
 8HW  C3   O    single    1.410  0.020  1.410
 8HW  F    C    single    1.341  0.020  1.341
 8HW  C1   C    aromatic  1.385  0.020  1.385
 8HW  C1   C2   aromatic  1.390  0.020  1.390
 8HW  O    C2   single    1.339  0.020  1.339
 8HW  C    C21  aromatic  1.382  0.020  1.382
 8HW  C2   C19  aromatic  1.395  0.020  1.395
 8HW  C21  C22  single    1.501  0.020  1.501
 8HW  C21  C20  aromatic  1.394  0.020  1.394
 8HW  C19  C20  aromatic  1.374  0.020  1.374
 8HW  C19  F1   single    1.342  0.020  1.342
 8HW  C22  N    single    1.451  0.020  1.451
 8HW  N    C23  single    1.440  0.020  1.440
 8HW  C23  C24  single    1.507  0.020  1.507
 8HW  O4   C26  deloc     1.245  0.020  1.245
 8HW  C24  O3   double    1.212  0.020  1.212
 8HW  C24  C25  single    1.499  0.020  1.499
 8HW  C26  O5   deloc     1.241  0.020  1.241
 8HW  C26  C25  single    1.554  0.020  1.554
 8HW  C20  H1   single    0.930  0.020  1.080
 8HW  C22  H2   single    0.970  0.020  1.090
 8HW  C22  H3   single    0.970  0.020  1.090
 8HW  N    H4   single    0.890  0.020  1.040
 8HW  C23  H6   single    0.970  0.020  1.090
 8HW  C23  H7   single    0.970  0.020  1.090
 8HW  C25  H8   single    0.970  0.020  1.090
 8HW  C25  H9   single    0.970  0.020  1.090
 8HW  C1   H11  single    0.930  0.020  1.080
 8HW  C3   H12  single    0.970  0.020  1.090
 8HW  C3   H13  single    0.970  0.020  1.090
 8HW  C6   H14  single    0.970  0.020  1.090
 8HW  C6   H15  single    0.970  0.020  1.090
 8HW  C6   H16  single    0.970  0.020  1.090
 8HW  C16  H17  single    0.930  0.020  1.080
 8HW  C17  H18  single    0.930  0.020  1.080
 8HW  C18  H19  single    0.930  0.020  1.080
 8HW  C9   H20  single    0.930  0.020  1.080
 8HW  C14  H21  single    0.930  0.020  1.080
 8HW  C15  H22  single    0.930  0.020  1.080
 8HW  C13  H23  single    0.970  0.020  1.090
 8HW  C13  H24  single    0.970  0.020  1.090
 8HW  C12  H25  single    0.970  0.020  1.090
 8HW  C12  H26  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
 8HW  C2   C19  C20  121.88  3.000
 8HW  C20  C19  F1   120.00  3.000
 8HW  C2   C19  F1   118.12  3.000
 8HW  H1   C20  C21  119.88  3.000
 8HW  H1   C20  C19  119.22  3.000
 8HW  C21  C20  C19  120.90  3.000
 8HW  C    C21  C22  122.26  3.000
 8HW  C22  C21  C20  121.20  3.000
 8HW  C    C21  C20  116.51  3.000
 8HW  H3   C22  H2   106.08  3.000
 8HW  H3   C22  N    112.76  3.000
 8HW  H2   C22  N    108.33  3.000
 8HW  H3   C22  C21  108.43  3.000
 8HW  H2   C22  C21  110.21  3.000
 8HW  N    C22  C21  110.91  3.000
 8HW  H4   N    C23  109.56  3.000
 8HW  H4   N    C22  109.15  3.000
 8HW  C23  N    C22  111.91  3.000
 8HW  H7   C23  H6   105.21  3.000
 8HW  H7   C23  C24  106.14  3.000
 8HW  H6   C23  C24  108.11  3.000
 8HW  H7   C23  N    113.76  3.000
 8HW  H6   C23  N    109.90  3.000
 8HW  C24  C23  N    113.26  3.000
 8HW  C25  C24  O3   122.78  3.000
 8HW  C25  C24  C23  115.45  3.000
 8HW  O3   C24  C23  121.76  3.000
 8HW  H9   C25  H8   107.27  3.000
 8HW  H9   C25  C26  109.35  3.000
 8HW  H8   C25  C26  108.79  3.000
 8HW  H9   C25  C24  110.09  3.000
 8HW  H8   C25  C24  110.80  3.000
 8HW  C26  C25  C24  110.47  3.000
 8HW  O5   C26  O4   127.83  3.000
 8HW  O5   C26  C25  115.99  3.000
 8HW  O4   C26  C25  116.18  3.000
 8HW  O    C2   C1   125.54  3.000
 8HW  O    C2   C19  116.49  3.000
 8HW  C1   C2   C19  117.97  3.000
 8HW  H11  C1   C    118.96  3.000
 8HW  H11  C1   C2   121.94  3.000
 8HW  C    C1   C2   119.10  3.000
 8HW  F    C    C1   117.42  3.000
 8HW  C1   C    C21  123.63  3.000
 8HW  F    C    C21  118.95  3.000
 8HW  C3   O    C2   118.75  3.000
 8HW  H13  C3   H12  106.99  3.000
 8HW  H13  C3   C4   110.18  3.000
 8HW  H12  C3   C4   110.00  3.000
 8HW  H13  C3   O    110.20  3.000
 8HW  H12  C3   O    110.12  3.000
 8HW  C4   C3   O    109.33  3.000
 8HW  C18  C4   C5   120.51  3.000
 8HW  C18  C4   C3   121.34  3.000
 8HW  C5   C4   C3   118.14  3.000
 8HW  C7   C5   C6   121.92  3.000
 8HW  C7   C5   C4   118.98  3.000
 8HW  C6   C5   C4   119.09  3.000
 8HW  H16  C6   H15  107.20  3.000
 8HW  H16  C6   H14  106.79  3.000
 8HW  H15  C6   H14  107.29  3.000
 8HW  H16  C6   C5   111.35  3.000
 8HW  H15  C6   C5   112.22  3.000
 8HW  H14  C6   C5   111.69  3.000
 8HW  C8   C7   C16  117.91  3.000
 8HW  C16  C7   C5   119.67  3.000
 8HW  C8   C7   C5   122.42  3.000
 8HW  H17  C16  C17  119.88  3.000
 8HW  H17  C16  C7   119.27  3.000
 8HW  C17  C16  C7   120.84  3.000
 8HW  H18  C17  C18  120.02  3.000
 8HW  H18  C17  C16  120.13  3.000
 8HW  C18  C17  C16  119.84  3.000
 8HW  H19  C18  C17  119.35  3.000
 8HW  H19  C18  C4   120.51  3.000
 8HW  C17  C18  C4   120.13  3.000
 8HW  C15  C8   C9   118.62  3.000
 8HW  C15  C8   C7   120.44  3.000
 8HW  C9   C8   C7   120.88  3.000
 8HW  H20  C9   C10  118.47  3.000
 8HW  H20  C9   C8   120.44  3.000
 8HW  C10  C9   C8   121.09  3.000
 8HW  O2   C10  C11  121.75  3.000
 8HW  C11  C10  C9   119.80  3.000
 8HW  O2   C10  C9   118.46  3.000
 8HW  O1   C11  C14  118.80  3.000
 8HW  C14  C11  C10  119.28  3.000
 8HW  O1   C11  C10  121.93  3.000
 8HW  H21  C14  C15  120.41  3.000
 8HW  H21  C14  C11  119.06  3.000
 8HW  C15  C14  C11  120.53  3.000
 8HW  H22  C15  C14  119.34  3.000
 8HW  H22  C15  C8   119.97  3.000
 8HW  C14  C15  C8   120.67  3.000
 8HW  C13  O2   C10  114.23  3.000
 8HW  H24  C13  H23  108.38  3.000
 8HW  H24  C13  C12  110.39  3.000
 8HW  H23  C13  C12  110.50  3.000
 8HW  H24  C13  O2   110.10  3.000
 8HW  H23  C13  O2   107.22  3.000
 8HW  C12  C13  O2   110.18  3.000
 8HW  H26  C12  H25  108.47  3.000
 8HW  H26  C12  O1   107.22  3.000
 8HW  H25  C12  O1   110.06  3.000
 8HW  H26  C12  C13  110.47  3.000
 8HW  H25  C12  C13  110.39  3.000
 8HW  O1   C12  C13  110.16  3.000
 8HW  C12  O1   C11  114.31  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
 8HW  CONST_01  C    C1   C2   C19     0.00   0.0  0
 8HW  CONST_02  C    C21  C20  C19     0.00   0.0  0
 8HW  CONST_03  C1   C    C21  C20     0.00   0.0  0
 8HW  CONST_04  C1   C2   C19  C20     0.00   0.0  0
 8HW  CONST_05  C2   C1   C    C21     0.00   0.0  0
 8HW  CONST_06  C2   C19  C20  C21     0.00   0.0  0
 8HW  CONST_07  C8   C7   C5   C4    180.00   0.0  0
 8HW  CONST_08  C16  C7   C5   C4      0.00   0.0  0
 8HW  CONST_09  C16  C17  C18  C4      0.00   0.0  0
 8HW  CONST_12  C17  C16  C7   C5      0.00   0.0  0
 8HW  CONST_13  C17  C18  C4   C5      0.00   0.0  0
 8HW  CONST_14  C10  C9   C8   C7    180.00   0.0  0
 8HW  CONST_15  C14  C15  C8   C7    180.00   0.0  0
 8HW  CONST_16  C18  C4   C5   C7      0.00   0.0  0
 8HW  CONST_17  C18  C17  C16  C7      0.00   0.0  0
 8HW  CONST_20  C8   C7   C16  C17   180.00   0.0  0
 8HW  CONST_21  C11  C10  C9   C8      0.00   0.0  0
 8HW  CONST_22  C11  C14  C15  C8      0.00   0.0  0
 8HW  CONST_23  C14  C11  C10  C9      0.00   0.0  0
 8HW  CONST_24  C14  C15  C8   C9      0.00   0.0  0
 8HW  CONST_25  C15  C14  C11  C10     0.00   0.0  0
 8HW  CONST_26  C15  C8   C9   C10     0.00   0.0  0
 8HW  CONST_27  C1   C2   C19  F1    180.00   0.0  0
 8HW  CONST_28  C21  C20  C19  F1    180.00   0.0  0
 8HW  CONST_29  C22  C21  C20  C19   180.00   0.0  0
 8HW  CONST_30  F    C    C21  C20   180.00   0.0  0
 8HW  CONST_31  O    C2   C19  C20   180.00   0.0  0
 8HW  CONST_32  C1   C    C21  C22   180.00   0.0  0
 8HW  CONST_33  F    C    C1   C2    180.00   0.0  0
 8HW  CONST_34  O    C2   C1   C     180.00   0.0  0
 8HW  CONST_35  C7   C5   C4   C3    180.00   0.0  0
 8HW  CONST_36  C17  C18  C4   C3    180.00   0.0  0
 8HW  CONST_37  C8   C7   C5   C6      0.00   0.0  0
 8HW  CONST_38  C16  C7   C5   C6    180.00   0.0  0
 8HW  CONST_39  C18  C4   C5   C6    180.00   0.0  0
 8HW  CONST_40  H11  C1   C2   C19   180.00   0.0  0
 8HW  CONST_41  H1   C20  C19  C2    180.00   0.0  0
 8HW  CONST_42  H18  C17  C18  C4    180.00   0.0  0
 8HW  CONST_43  H17  C16  C7   C5    180.00   0.0  0
 8HW  CONST_44  H19  C18  C4   C5    180.00   0.0  0
 8HW  CONST_45  H20  C9   C8   C7      0.00   0.0  0
 8HW  CONST_46  H22  C15  C8   C7      0.00   0.0  0
 8HW  CONST_47  H21  C14  C15  C8    180.00   0.0  0
 8HW  Var_01    C12  C13  O2   C10    44.96  30.0  1
 8HW  Var_02    C13  C12  O1   C11    44.45  30.0  1
 8HW  Var_03    O1   C12  C13  O2    -60.58  30.0  1
 8HW  Var_04    N    C22  C21  C20   107.95  30.0  2
 8HW  Var_05    C4   C3   O    C2   -178.03  30.0  1
 8HW  Var_06    C5   C4   C3   O    -175.30  30.0  1
 8HW  Var_07    H14  C6   C5   C4     73.72  30.0  2
 8HW  Var_08    C23  N    C22  C21  -178.57  30.0  3
 8HW  Var_09    C24  C23  N    C22   175.38  30.0  3
 8HW  Var_10    O3   C24  C23  N     -11.03  30.0  3
 8HW  Var_11    C26  C25  C24  C23   -86.72  30.0  3
 8HW  Var_12    O4   C26  C25  C24     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
 8HW  plan-1  F1   0.020
 8HW  plan-1  C19  0.020
 8HW  plan-1  C20  0.020
 8HW  plan-1  C21  0.020
 8HW  plan-1  C22  0.020
 8HW  plan-1  C2   0.020
 8HW  plan-1  C1   0.020
 8HW  plan-1  C    0.020
 8HW  plan-1  F    0.020
 8HW  plan-1  O    0.020
 8HW  plan-1  H1   0.020
 8HW  plan-1  H11  0.020
 8HW  plan-2  C3   0.020
 8HW  plan-2  C4   0.020
 8HW  plan-2  C5   0.020
 8HW  plan-2  C6   0.020
 8HW  plan-2  C7   0.020
 8HW  plan-2  C16  0.020
 8HW  plan-2  C17  0.020
 8HW  plan-2  C18  0.020
 8HW  plan-2  C8   0.020
 8HW  plan-2  H17  0.020
 8HW  plan-2  H18  0.020
 8HW  plan-2  H19  0.020
 8HW  plan-3  C7   0.020
 8HW  plan-3  C8   0.020
 8HW  plan-3  C9   0.020
 8HW  plan-3  C10  0.020
 8HW  plan-3  C11  0.020
 8HW  plan-3  C14  0.020
 8HW  plan-3  C15  0.020
 8HW  plan-3  O2   0.020
 8HW  plan-3  O1   0.020
 8HW  plan-3  H20  0.020
 8HW  plan-3  H21  0.020
 8HW  plan-3  H22  0.020
 8HW  plan-4  C23  0.020
 8HW  plan-4  C24  0.020
 8HW  plan-4  O3   0.020
 8HW  plan-4  C25  0.020
 8HW  plan-5  C25  0.020
 8HW  plan-5  C26  0.020
 8HW  plan-5  O4   0.020
 8HW  plan-5  O5   0.020

