# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 28 17:23:02 2020
#   Inital geometry file: a 141 line input string
#   Ligand name: (E)-3-[4-[[3-(4-fluoranyl-2-methyl-phenyl)-7-oxidanyl-2-oxidanylidene-chromen-4-yl]methyl]phenyl]prop-2-enoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Cc1cc(F)ccc1C2=C(Cc3ccc(\C=C\C(O)=O)cc3)c4ccc(O)cc4OC2=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
 85Z  85Z  '(E)-3-[4-[[3-(4-fluoranyl-2-methyl-phenyl)-7-oxidanyl-2-oxidanylidene-chromen-4-yl]methyl]phenyl]prop-2-enoic acid'  ligand  51  32  .  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_85Z
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
 85Z  C1    C  CH3   0  -0.736   0.3666   1.1666   1.8636
 85Z  C2    C  CR6   0   0.119  -0.0671   2.1849   0.8533
 85Z  C3    C  CR16  0  -0.453   0.6820   3.3466   0.6890
 85Z  C4    C  CR6   0   0.539   0.2929   4.2897  -0.2395
 85Z  C5    C  CR16  0  -0.427  -0.8279   4.1295  -1.0290
 85Z  C6    C  CR16  0  -0.252  -1.5727   2.9722  -0.8623
 85Z  C7    C  CR6   0   0.017  -1.2074   1.9990   0.0631
 85Z  C8    C  CR6   0  -0.341  -2.0253   0.7696   0.1801
 85Z  C9    C  CR6   0   0.313  -1.9502  -0.2579  -0.7063
 85Z  C10   C  CR66  0  -0.056  -2.7937  -1.4140  -0.5200
 85Z  C11   C  CR16  0  -0.327  -2.8120  -2.5424  -1.3516
 85Z  C12   C  CR16  0  -0.374  -3.6429  -3.6104  -1.1056
 85Z  C13   C  CR6   0   0.370  -4.5031  -3.5872  -0.0011
 85Z  C14   C  CR16  0  -0.419  -4.5125  -2.4864   0.8454
 85Z  C15   C  CR66  0   0.386  -3.6640  -1.4278   0.5752
 85Z  O16   O  O     0  -0.466  -3.7084  -0.3890   1.4362
 85Z  C17   C  CR6   0   0.551  -2.9316   0.7145   1.3103
 85Z  O18   O  O     0  -0.419  -3.0536   1.5706   2.1517
 85Z  O19   O  OH1   0  -0.615  -5.3315  -4.5975   0.2836
 85Z  C20   C  CH2   0  -0.648  -0.9569  -0.2069  -1.8390
 85Z  C21   C  CR6   0   0.140   0.4481  -0.4481  -1.3450
 85Z  C22   C  CR16  0  -0.268   0.7930  -1.6517  -0.7371
 85Z  C23   C  CR16  0  -0.286   2.0802  -1.8624  -0.2742
 85Z  C24   C  CR6   0   0.135   3.0607  -0.8754  -0.4009
 85Z  C25   C  CR16  0  -0.293   2.7107   0.3295  -1.0165
 85Z  C26   C  CR16  0  -0.280   1.4251   0.5359  -1.4799
 85Z  C27   C  C1    0  -0.212   4.3951  -1.1516   0.1142
 85Z  C28   C  C1    0  -0.422   5.4456  -0.3224   0.1046
 85Z  C29   C  C     0   0.535   6.7352  -0.7465   0.6682
 85Z  O30   O  O     0  -0.452   6.9660  -1.8291   1.1575
 85Z  O31   O  OH1   0  -0.604   7.6466   0.2188   0.5816
 85Z  F32   F  F     0  -0.317   1.0352   5.4003  -0.3821
 85Z  H11C  H  HCH3  0   0.256  -0.0948   1.3632   2.8335
 85Z  H12C  H  HCH3  0   0.247   0.0909   0.1556   1.5666
 85Z  H13C  H  HCH3  0   0.251   1.4465   1.1902   2.0029
 85Z  H3    H  HCR6  0   0.270   1.5771   3.5056   1.2779
 85Z  H5    H  HCR6  0   0.278  -1.1150   4.8830  -1.7504
 85Z  H6    H  HCR6  0   0.265  -2.4557   2.8227  -1.4712
 85Z  H201  H  HCH2  0   0.293  -1.2033  -0.9363  -2.6091
 85Z  H202  H  HCH2  0   0.302  -1.0069   0.7663  -2.3266
 85Z  H11   H  HCR6  0   0.275  -2.1643  -2.5953  -2.2150
 85Z  H12   H  HCR6  0   0.287  -3.6313  -4.4662  -1.7690
 85Z  H14   H  HCR6  0   0.292  -5.1714  -2.4534   1.7039
 85Z  H19   H  HOH1  0   0.483  -5.2303  -5.3140  -0.3543
 85Z  H22   H  HCR6  0   0.257   0.0554  -2.4368  -0.6240
 85Z  H26   H  HCR6  0   0.259   1.1696   1.4801  -1.9453
 85Z  H23   H  HCR6  0   0.261   2.3321  -2.8062   0.1944
 85Z  H25   H  HCR6  0   0.256   3.4418   1.1192  -1.1347
 85Z  H27   H  H     0   0.269   4.5271  -2.1383   0.5481
 85Z  H28   H  H     0   0.281   5.3861   0.6765  -0.3097
 85Z  H31   H  HOH1  0   0.481   8.4847  -0.0833   0.9621

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
 85Z  C1   C2    single    1.499  0.020  1.499
 85Z  C2   C3    aromatic  1.392  0.020  1.392
 85Z  C2   C7    aromatic  1.400  0.020  1.400
 85Z  C3   C4    aromatic  1.380  0.020  1.380
 85Z  C4   C5    aromatic  1.380  0.020  1.380
 85Z  C4   F32   single    1.343  0.020  1.343
 85Z  C5   C6    aromatic  1.386  0.020  1.386
 85Z  C6   C7    aromatic  1.392  0.020  1.392
 85Z  C7   C8    single    1.481  0.020  1.481
 85Z  C8   C9    double    1.359  0.020  1.359
 85Z  C8   C17   single    1.450  0.020  1.450
 85Z  C9   C10   single    1.443  0.020  1.443
 85Z  C9   C20   single    1.507  0.020  1.507
 85Z  C10  C11   aromatic  1.402  0.020  1.402
 85Z  C10  C15   aromatic  1.399  0.020  1.399
 85Z  C11  C12   aromatic  1.375  0.020  1.375
 85Z  C12  C13   aromatic  1.400  0.020  1.400
 85Z  C13  C14   aromatic  1.389  0.020  1.389
 85Z  C13  O19   single    1.337  0.020  1.337
 85Z  C14  C15   aromatic  1.383  0.020  1.383
 85Z  C15  O16   single    1.350  0.020  1.350
 85Z  O16  C17   single    1.355  0.020  1.355
 85Z  C17  O18   double    1.207  0.020  1.207
 85Z  C20  C21   single    1.509  0.020  1.509
 85Z  C21  C22   aromatic  1.392  0.020  1.392
 85Z  C21  C26   aromatic  1.393  0.020  1.393
 85Z  C22  C23   aromatic  1.384  0.020  1.384
 85Z  C23  C24   aromatic  1.397  0.020  1.397
 85Z  C24  C25   aromatic  1.398  0.020  1.398
 85Z  C24  C27   single    1.457  0.020  1.457
 85Z  C25  C26   aromatic  1.382  0.020  1.382
 85Z  C27  C28   double    1.338  0.020  1.338
 85Z  C28  C29   single    1.470  0.020  1.470
 85Z  C29  O30   double    1.210  0.020  1.210
 85Z  C29  O31   single    1.330  0.020  1.330
 85Z  C1   H11C  single    0.970  0.020  1.090
 85Z  C1   H12C  single    0.970  0.020  1.090
 85Z  C1   H13C  single    0.970  0.020  1.090
 85Z  C3   H3    single    0.930  0.020  1.080
 85Z  C5   H5    single    0.930  0.020  1.080
 85Z  C6   H6    single    0.930  0.020  1.080
 85Z  C20  H201  single    0.970  0.020  1.090
 85Z  C20  H202  single    0.970  0.020  1.090
 85Z  C11  H11   single    0.930  0.020  1.080
 85Z  C12  H12   single    0.930  0.020  1.080
 85Z  C14  H14   single    0.930  0.020  1.080
 85Z  O19  H19   single    0.850  0.020  0.980
 85Z  C22  H22   single    0.930  0.020  1.080
 85Z  C26  H26   single    0.930  0.020  1.080
 85Z  C23  H23   single    0.930  0.020  1.080
 85Z  C25  H25   single    0.930  0.020  1.080
 85Z  C27  H27   single    0.930  0.020  1.080
 85Z  C28  H28   single    0.930  0.020  1.080
 85Z  O31  H31   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
 85Z  H13C  C1   H12C  107.82  3.000
 85Z  H13C  C1   H11C  107.54  3.000
 85Z  H12C  C1   H11C  107.60  3.000
 85Z  H13C  C1   C2    111.00  3.000
 85Z  H12C  C1   C2    111.94  3.000
 85Z  H11C  C1   C2    110.75  3.000
 85Z  C7    C2   C3    118.85  3.000
 85Z  C7    C2   C1    121.74  3.000
 85Z  C3    C2   C1    119.40  3.000
 85Z  H3    C3   C4    119.91  3.000
 85Z  H3    C3   C2    120.20  3.000
 85Z  C4    C3   C2    119.88  3.000
 85Z  F32   C4   C5    118.94  3.000
 85Z  F32   C4   C3    118.73  3.000
 85Z  C5    C4   C3    122.32  3.000
 85Z  H5    C5   C6    121.27  3.000
 85Z  H5    C5   C4    121.06  3.000
 85Z  C6    C5   C4    117.67  3.000
 85Z  H6    C6   C7    119.42  3.000
 85Z  H6    C6   C5    119.06  3.000
 85Z  C7    C6   C5    121.51  3.000
 85Z  C8    C7   C6    119.21  3.000
 85Z  C8    C7   C2    121.03  3.000
 85Z  C6    C7   C2    119.76  3.000
 85Z  C17   C8   C9    120.95  3.000
 85Z  C17   C8   C7    116.00  3.000
 85Z  C9    C8   C7    123.05  3.000
 85Z  C20   C9   C10   120.61  3.000
 85Z  C20   C9   C8    120.06  3.000
 85Z  C10   C9   C8    119.29  3.000
 85Z  C15   C10  C11   116.64  3.000
 85Z  C15   C10  C9    118.20  3.000
 85Z  C11   C10  C9    125.16  3.000
 85Z  H11   C11  C12   117.84  3.000
 85Z  H11   C11  C10   120.37  3.000
 85Z  C12   C11  C10   121.79  3.000
 85Z  H12   C12  C13   120.19  3.000
 85Z  H12   C12  C11   119.84  3.000
 85Z  C13   C12  C11   119.96  3.000
 85Z  O19   C13  C14   117.70  3.000
 85Z  O19   C13  C12   122.42  3.000
 85Z  C14   C13  C12   119.88  3.000
 85Z  H14   C14  C15   120.32  3.000
 85Z  H14   C14  C13   120.78  3.000
 85Z  C15   C14  C13   118.91  3.000
 85Z  O16   C15  C14   116.37  3.000
 85Z  O16   C15  C10   120.81  3.000
 85Z  C14   C15  C10   122.82  3.000
 85Z  C17   O16  C15   123.26  3.000
 85Z  O18   C17  O16   117.06  3.000
 85Z  O18   C17  C8    125.44  3.000
 85Z  O16   C17  C8    117.49  3.000
 85Z  H19   O19  C13   110.82  3.000
 85Z  H202  C20  H201  105.75  3.000
 85Z  H202  C20  C21   109.39  3.000
 85Z  H201  C20  C21   109.59  3.000
 85Z  H202  C20  C9    109.64  3.000
 85Z  H201  C20  C9    111.08  3.000
 85Z  C21   C20  C9    111.23  3.000
 85Z  C26   C21  C22   118.64  3.000
 85Z  C26   C21  C20   120.56  3.000
 85Z  C22   C21  C20   120.80  3.000
 85Z  H22   C22  C23   119.21  3.000
 85Z  H22   C22  C21   120.25  3.000
 85Z  C23   C22  C21   120.54  3.000
 85Z  H23   C23  C24   119.44  3.000
 85Z  H23   C23  C22   119.57  3.000
 85Z  C24   C23  C22   120.99  3.000
 85Z  C27   C24  C25   123.27  3.000
 85Z  C27   C24  C23   118.48  3.000
 85Z  C25   C24  C23   118.25  3.000
 85Z  H25   C25  C26   118.86  3.000
 85Z  H25   C25  C24   120.52  3.000
 85Z  C26   C25  C24   120.62  3.000
 85Z  H26   C26  C25   119.58  3.000
 85Z  H26   C26  C21   119.46  3.000
 85Z  C25   C26  C21   120.96  3.000
 85Z  H27   C27  C28   118.06  3.000
 85Z  H27   C27  C24   115.14  3.000
 85Z  C28   C27  C24   126.80  3.000
 85Z  H28   C28  C29   117.45  3.000
 85Z  H28   C28  C27   122.08  3.000
 85Z  C29   C28  C27   120.47  3.000
 85Z  O31   C29  O30   123.00  3.000
 85Z  O31   C29  C28   111.52  3.000
 85Z  O30   C29  C28   125.48  3.000
 85Z  H31   O31  C29   109.93  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
 85Z  CONST_01  C5    C4   C3   C2      0.00   0.0  0
 85Z  CONST_02  C5    C6   C7   C2      0.00   0.0  0
 85Z  CONST_03  C6    C7   C2   C3      0.00   0.0  0
 85Z  CONST_04  C6    C5   C4   C3      0.00   0.0  0
 85Z  CONST_05  C7    C2   C3   C4      0.00   0.0  0
 85Z  CONST_06  C7    C6   C5   C4      0.00   0.0  0
 85Z  CONST_07  C13   C12  C11  C10     0.00   0.0  0
 85Z  CONST_08  C13   C14  C15  C10     0.00   0.0  0
 85Z  CONST_09  C14   C15  C10  C11     0.00   0.0  0
 85Z  CONST_10  C14   C13  C12  C11     0.00   0.0  0
 85Z  CONST_11  C15   C10  C11  C12     0.00   0.0  0
 85Z  CONST_12  C15   C14  C13  C12     0.00   0.0  0
 85Z  CONST_13  C24   C23  C22  C21     0.00   0.0  0
 85Z  CONST_14  C24   C25  C26  C21     0.00   0.0  0
 85Z  CONST_15  C25   C26  C21  C22     0.00   0.0  0
 85Z  CONST_16  C25   C24  C23  C22     0.00   0.0  0
 85Z  CONST_17  C26   C21  C22  C23     0.00   0.0  0
 85Z  CONST_18  C26   C25  C24  C23     0.00   0.0  0
 85Z  CONST_19  C8    C7   C2   C3    180.00   0.0  0
 85Z  CONST_20  C8    C7   C6   C5    180.00   0.0  0
 85Z  CONST_21  C4    C3   C2   C1    180.00   0.0  0
 85Z  CONST_22  C6    C7   C2   C1    180.00   0.0  0
 85Z  CONST_23  C8    C7   C2   C1      0.00   0.0  0
 85Z  CONST_24  F32   C4   C3   C2    180.00   0.0  0
 85Z  CONST_25  F32   C4   C5   C6    180.00   0.0  0
 85Z  CONST_26  O19   C13  C12  C11   180.00   0.0  0
 85Z  CONST_27  O19   C13  C14  C15   180.00   0.0  0
 85Z  CONST_28  C23   C22  C21  C20   180.00   0.0  0
 85Z  CONST_29  C25   C26  C21  C20   180.00   0.0  0
 85Z  CONST_30  C27   C24  C23  C22   180.00   0.0  0
 85Z  CONST_31  C27   C24  C25  C26   180.00   0.0  0
 85Z  CONST_32  H6    C6   C7   C2    180.00   0.0  0
 85Z  CONST_33  H5    C5   C4   C3    180.00   0.0  0
 85Z  CONST_34  H3    C3   C4   C5    180.00   0.0  0
 85Z  CONST_35  H11   C11  C10  C9      0.00   0.0  0
 85Z  CONST_36  H12   C12  C11  C10   180.00   0.0  0
 85Z  CONST_37  H14   C14  C15  C10   180.00   0.0  0
 85Z  CONST_38  H23   C23  C22  C21   180.00   0.0  0
 85Z  CONST_39  H25   C25  C26  C21   180.00   0.0  0
 85Z  CONST_40  H26   C26  C21  C22   180.00   0.0  0
 85Z  CONST_41  H22   C22  C23  C24   180.00   0.0  0
 85Z  CONST_42  H31   O31  C29  C28   180.00   0.0  0
 85Z  Var_01    C9    C8   C7   C2   -101.44  30.0  2
 85Z  Var_02    C10   C9   C8   C7   -179.49  30.0  1
 85Z  Var_03    O16   C17  C8   C7    179.10  30.0  1
 85Z  Var_04    C11   C10  C9   C8   -179.63  30.0  1
 85Z  Var_05    C21   C20  C9   C8     73.98  30.0  3
 85Z  Var_06    C22   C21  C20  C9     61.71  30.0  2
 85Z  Var_07    C28   C27  C24  C23  -178.61  30.0  2
 85Z  Var_08    H11C  C1   C2   C3     90.57  30.0  2
 85Z  Var_09    C29   C28  C27  C24   179.86   0.0  2
 85Z  Var_10    O30   C29  C28  C27     0.69  30.0  2

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
 85Z  plan-1  C1   0.020
 85Z  plan-1  C2   0.020
 85Z  plan-1  C3   0.020
 85Z  plan-1  C4   0.020
 85Z  plan-1  C5   0.020
 85Z  plan-1  C6   0.020
 85Z  plan-1  C7   0.020
 85Z  plan-1  C8   0.020
 85Z  plan-1  F32  0.020
 85Z  plan-1  H3   0.020
 85Z  plan-1  H5   0.020
 85Z  plan-1  H6   0.020
 85Z  plan-2  C20  0.020
 85Z  plan-2  C21  0.020
 85Z  plan-2  C22  0.020
 85Z  plan-2  C23  0.020
 85Z  plan-2  C24  0.020
 85Z  plan-2  C25  0.020
 85Z  plan-2  C26  0.020
 85Z  plan-2  C27  0.020
 85Z  plan-2  H22  0.020
 85Z  plan-2  H26  0.020
 85Z  plan-2  H23  0.020
 85Z  plan-2  H25  0.020
 85Z  plan-3  C9   0.020
 85Z  plan-3  C10  0.020
 85Z  plan-3  C11  0.020
 85Z  plan-3  C12  0.020
 85Z  plan-3  C13  0.020
 85Z  plan-3  C14  0.020
 85Z  plan-3  C15  0.020
 85Z  plan-3  O16  0.020
 85Z  plan-3  O19  0.020
 85Z  plan-3  H11  0.020
 85Z  plan-3  H12  0.020
 85Z  plan-3  H14  0.020
 85Z  plan-4  C28  0.020
 85Z  plan-4  C29  0.020
 85Z  plan-4  O30  0.020
 85Z  plan-4  O31  0.020
 85Z  plan-4  H31  0.020
 85Z  plan-5  C8   0.020
 85Z  plan-5  O16  0.020
 85Z  plan-5  C17  0.020
 85Z  plan-5  O18  0.020
 85Z  plan-6  C24  0.020
 85Z  plan-6  C27  0.020
 85Z  plan-6  C28  0.020
 85Z  plan-6  C29  0.020
 85Z  plan-6  H27  0.020
 85Z  plan-6  H28  0.020

