# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Jun  9 02:58:29 2020
#   Inital geometry file: a 110 line input string
#   Ligand name: (1E,10S)-1-(3,5-dihydroxyphenyl)-10-hydroxyundec-1-en-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H](O)CCCC(=O)CCC\C=C\c1cc(O)cc(O)c1
#
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
 ZFR  ZFR  (1E,10S)-1-(3,5-dihydroxyphenyl)-10-hydroxyundec-1-en-6-one  ligand  45  21  .  2021-08-25  2021-08-25  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_ZFR
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
 ZFR  C1   C  CR16  0  -0.459  -4.7006   0.8374   0.6795
 ZFR  C2   C  CR6   0   0.407  -5.9823   1.3392   0.4991
 ZFR  C3   C  CR16  0  -0.532  -6.9102   0.6627  -0.2914
 ZFR  C4   C  CR6   0   0.392  -6.5381  -0.5293  -0.9020
 ZFR  C5   C  CR16  0  -0.443  -5.2551  -1.0399  -0.7283
 ZFR  C6   C  CR6   0   0.183  -4.3311  -0.3589   0.0623
 ZFR  C10  C  CH1   0   0.031   8.0773   0.1353  -0.6946
 ZFR  C11  C  CH3   0  -0.681   9.3859  -0.4790  -0.2181
 ZFR  C6P  C  C     0   0.407   3.0053  -0.1533  -0.1134
 ZFR  C7P  C  CH2   0  -0.555   4.3815  -0.6463   0.2581
 ZFR  C8P  C  CH2   0  -0.413   5.5322   0.0397  -0.4594
 ZFR  C9P  C  CH2   0  -0.447   6.8795  -0.4938   0.0103
 ZFR  O10  O  OH1   0  -0.669   8.0909   1.5463  -0.5638
 ZFR  C5P  C  CH2   0  -0.556   1.8563  -0.8683   0.5541
 ZFR  C4P  C  CH2   0  -0.419   0.4828  -0.2828   0.2722
 ZFR  C3P  C  CH2   0  -0.486  -0.6197  -1.0597   0.9950
 ZFR  C2P  C  C1    0  -0.203  -1.9554  -0.4067   0.8562
 ZFR  C1P  C  C1    0  -0.307  -2.9966  -0.9487   0.2229
 ZFR  O4   O  OH1   0  -0.634  -7.3889  -1.2337  -1.6729
 ZFR  O2   O  OH1   0  -0.635  -6.2918   2.4939   1.1206
 ZFR  H1   H  HCR6  0   0.253  -4.0107   1.3786   1.3143
 ZFR  H2   H  HCR6  0   0.281  -7.9131   1.0577  -0.4205
 ZFR  H3   H  HCR6  0   0.255  -4.9813  -1.9731  -1.2055
 ZFR  H4   H  HCH1  0   0.214   7.9761  -0.0476  -1.7697
 ZFR  H6   H  HCH3  0   0.225   9.4030  -1.5536  -0.4044
 ZFR  H7   H  HCH3  0   0.234  10.2400  -0.0361  -0.7317
 ZFR  H8   H  HCH2  0   0.264   4.4840  -0.5319   1.3439
 ZFR  H9   H  HCH2  0   0.262   4.4087  -1.7293   0.0918
 ZFR  H10  H  HCH2  0   0.221   5.4378  -0.1094  -1.5389
 ZFR  H11  H  HCH2  0   0.225   5.4816   1.1166  -0.2894
 ZFR  H12  H  HCH2  0   0.222   6.9210  -1.5763  -0.1483
 ZFR  H13  H  HCH2  0   0.215   6.9792  -0.3470   1.0933
 ZFR  H14  H  HOH1  0   0.439   8.1564   1.7571   0.3740
 ZFR  H15  H  HCH2  0   0.268   1.9016  -1.9195   0.2455
 ZFR  H16  H  HCH2  0   0.262   2.0490  -0.8876   1.6327
 ZFR  H17  H  HCH2  0   0.230   0.4556   0.7632   0.5888
 ZFR  H18  H  HCH2  0   0.233   0.2815  -0.2870  -0.8013
 ZFR  H19  H  HCH2  0   0.237  -0.6623  -2.0857   0.6201
 ZFR  H20  H  HCH2  0   0.236  -0.3670  -1.1239   2.0594
 ZFR  H21  H  H     0   0.248  -2.0442   0.5796   1.3047
 ZFR  H22  H  H     0   0.240  -2.8676  -1.9299  -0.2273
 ZFR  H23  H  HOH1  0   0.475  -8.2478  -0.7987  -1.7119
 ZFR  H24  H  HOH1  0   0.475  -7.2095   2.7338   0.9513
 ZFR  H5   H  HCH3  0   0.218   9.5190  -0.3293   0.8565
 ZFR  O6P  O  O     0  -0.411   2.8327   0.7574  -0.8923

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
 ZFR  C4P  C5P  single    1.519  0.020  1.519
 ZFR  C4P  C3P  single    1.530  0.020  1.530
 ZFR  C5P  C6P  single    1.509  0.020  1.509
 ZFR  C6P  O6P  double    1.211  0.020  1.211
 ZFR  C6P  C7P  single    1.508  0.020  1.508
 ZFR  C3P  C2P  single    1.493  0.020  1.493
 ZFR  C2P  C1P  double    1.334  0.020  1.334
 ZFR  C7P  C8P  single    1.520  0.020  1.520
 ZFR  O4   C4   single    1.347  0.020  1.347
 ZFR  C8P  C9P  single    1.523  0.020  1.523
 ZFR  C5   C4   aromatic  1.392  0.020  1.392
 ZFR  C5   C6   aromatic  1.394  0.020  1.394
 ZFR  C1P  C6   single    1.468  0.020  1.468
 ZFR  C4   C3   aromatic  1.390  0.020  1.390
 ZFR  C6   C1   aromatic  1.396  0.020  1.396
 ZFR  C9P  C10  single    1.526  0.020  1.526
 ZFR  C11  C10  single    1.522  0.020  1.522
 ZFR  C3   C2   aromatic  1.394  0.020  1.394
 ZFR  C10  O10  single    1.417  0.020  1.417
 ZFR  C1   C2   aromatic  1.388  0.020  1.388
 ZFR  C2   O2   single    1.347  0.020  1.347
 ZFR  C1   H1   single    0.930  0.020  1.080
 ZFR  C3   H2   single    0.930  0.020  1.080
 ZFR  C5   H3   single    0.930  0.020  1.080
 ZFR  C10  H4   single    0.970  0.020  1.090
 ZFR  C11  H5   single    0.970  0.020  1.090
 ZFR  C11  H6   single    0.970  0.020  1.090
 ZFR  C11  H7   single    0.970  0.020  1.090
 ZFR  C7P  H8   single    0.970  0.020  1.090
 ZFR  C7P  H9   single    0.970  0.020  1.090
 ZFR  C8P  H10  single    0.970  0.020  1.090
 ZFR  C8P  H11  single    0.970  0.020  1.090
 ZFR  C9P  H12  single    0.970  0.020  1.090
 ZFR  C9P  H13  single    0.970  0.020  1.090
 ZFR  O10  H14  single    0.850  0.020  0.980
 ZFR  C5P  H15  single    0.970  0.020  1.090
 ZFR  C5P  H16  single    0.970  0.020  1.090
 ZFR  C4P  H17  single    0.970  0.020  1.090
 ZFR  C4P  H18  single    0.970  0.020  1.090
 ZFR  C3P  H19  single    0.970  0.020  1.090
 ZFR  C3P  H20  single    0.970  0.020  1.090
 ZFR  C2P  H21  single    0.930  0.020  1.080
 ZFR  C1P  H22  single    0.930  0.020  1.080
 ZFR  O4   H23  single    0.850  0.020  0.980
 ZFR  O2   H24  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
 ZFR  H1   C1   C6   121.27  3.000
 ZFR  H1   C1   C2   118.94  3.000
 ZFR  C6   C1   C2   119.78  3.000
 ZFR  O2   C2   C3   121.64  3.000
 ZFR  O2   C2   C1   117.51  3.000
 ZFR  C3   C2   C1   120.85  3.000
 ZFR  H2   C3   C4   120.46  3.000
 ZFR  H2   C3   C2   120.38  3.000
 ZFR  C4   C3   C2   119.15  3.000
 ZFR  O4   C4   C5   117.50  3.000
 ZFR  C5   C4   C3   120.43  3.000
 ZFR  O4   C4   C3   122.06  3.000
 ZFR  H3   C5   C6   120.21  3.000
 ZFR  H3   C5   C4   119.61  3.000
 ZFR  C6   C5   C4   120.18  3.000
 ZFR  C1P  C6   C5   117.94  3.000
 ZFR  C1P  C6   C1   122.46  3.000
 ZFR  C5   C6   C1   119.61  3.000
 ZFR  H4   C10  O10  104.93  3.000
 ZFR  H4   C10  C9P  108.19  3.000
 ZFR  O10  C10  C9P  112.06  3.000
 ZFR  H4   C10  C11  108.62  3.000
 ZFR  O10  C10  C11  111.39  3.000
 ZFR  C9P  C10  C11  111.35  3.000
 ZFR  H7   C11  H6   107.90  3.000
 ZFR  H7   C11  H5   108.17  3.000
 ZFR  H6   C11  H5   107.51  3.000
 ZFR  H7   C11  C10  111.23  3.000
 ZFR  H6   C11  C10  110.95  3.000
 ZFR  H5   C11  C10  110.92  3.000
 ZFR  C5P  C6P  C7P  115.53  3.000
 ZFR  C7P  C6P  O6P  122.30  3.000
 ZFR  C5P  C6P  O6P  122.17  3.000
 ZFR  H9   C7P  H8   104.54  3.000
 ZFR  H9   C7P  C8P  110.83  3.000
 ZFR  H8   C7P  C8P  110.47  3.000
 ZFR  H9   C7P  C6P  107.95  3.000
 ZFR  H8   C7P  C6P  107.16  3.000
 ZFR  C8P  C7P  C6P  115.28  3.000
 ZFR  H11  C8P  H10  106.51  3.000
 ZFR  H11  C8P  C9P  109.79  3.000
 ZFR  H10  C8P  C9P  109.44  3.000
 ZFR  H11  C8P  C7P  109.68  3.000
 ZFR  H10  C8P  C7P  109.83  3.000
 ZFR  C9P  C8P  C7P  111.47  3.000
 ZFR  H13  C9P  H12  105.77  3.000
 ZFR  H13  C9P  C8P  109.74  3.000
 ZFR  H12  C9P  C8P  109.58  3.000
 ZFR  H13  C9P  C10  109.23  3.000
 ZFR  H12  C9P  C10  108.12  3.000
 ZFR  C8P  C9P  C10  114.05  3.000
 ZFR  H14  O10  C10  107.96  3.000
 ZFR  H16  C5P  H15  104.65  3.000
 ZFR  H16  C5P  C4P  110.39  3.000
 ZFR  H15  C5P  C4P  110.77  3.000
 ZFR  H16  C5P  C6P  108.05  3.000
 ZFR  H15  C5P  C6P  107.35  3.000
 ZFR  C4P  C5P  C6P  115.07  3.000
 ZFR  H18  C4P  H17  106.48  3.000
 ZFR  H18  C4P  C3P  109.24  3.000
 ZFR  H17  C4P  C3P  109.33  3.000
 ZFR  H18  C4P  C5P  110.33  3.000
 ZFR  H17  C4P  C5P  109.72  3.000
 ZFR  C3P  C4P  C5P  111.59  3.000
 ZFR  H20  C3P  H19  106.69  3.000
 ZFR  H20  C3P  C2P  108.79  3.000
 ZFR  H19  C3P  C2P  110.10  3.000
 ZFR  H20  C3P  C4P  108.81  3.000
 ZFR  H19  C3P  C4P  110.03  3.000
 ZFR  C2P  C3P  C4P  112.24  3.000
 ZFR  H21  C2P  C1P  120.05  3.000
 ZFR  H21  C2P  C3P  115.56  3.000
 ZFR  C1P  C2P  C3P  124.38  3.000
 ZFR  H22  C1P  C2P  118.08  3.000
 ZFR  H22  C1P  C6   115.17  3.000
 ZFR  C2P  C1P  C6   126.75  3.000
 ZFR  H23  O4   C4   110.49  3.000
 ZFR  H24  O2   C2   110.56  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
 ZFR  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 ZFR  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 ZFR  CONST_03  C5   C4   C3   C2      0.00   0.0  0
 ZFR  CONST_04  C5   C6   C1   C2      0.00   0.0  0
 ZFR  CONST_05  C6   C5   C4   C3      0.00   0.0  0
 ZFR  CONST_06  C6   C1   C2   C3      0.00   0.0  0
 ZFR  CONST_07  O4   C4   C3   C2    180.00   0.0  0
 ZFR  CONST_08  C1P  C6   C1   C2    180.00   0.0  0
 ZFR  CONST_09  C1P  C6   C5   C4    180.00   0.0  0
 ZFR  CONST_10  O2   C2   C3   C4    180.00   0.0  0
 ZFR  CONST_11  O4   C4   C5   C6    180.00   0.0  0
 ZFR  CONST_12  O2   C2   C1   C6    180.00   0.0  0
 ZFR  CONST_13  H3   C5   C6   C1    180.00   0.0  0
 ZFR  CONST_14  H2   C3   C2   C1    180.00   0.0  0
 ZFR  CONST_15  H1   C1   C2   C3    180.00   0.0  0
 ZFR  Var_01    C2P  C1P  C6   C1     -5.73  30.0  2
 ZFR  Var_02    C3P  C2P  C1P  C6    179.61   0.0  2
 ZFR  Var_03    C7P  C8P  C9P  C10   178.79  30.0  2
 ZFR  Var_04    C4P  C5P  C6P  O6P    -5.16  30.0  1
 ZFR  Var_05    C8P  C7P  C6P  O6P    -2.55  30.0  3
 ZFR  Var_06    C3P  C4P  C5P  C6P  -179.54  30.0  2
 ZFR  Var_07    C9P  C8P  C7P  C6P   178.28  30.0  3
 ZFR  Var_08    C2P  C3P  C4P  C5P   173.45  30.0  3
 ZFR  Var_09    C1P  C2P  C3P  C4P   115.65  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
 ZFR  chir_01  C10  C9P  C11  O10  positiv

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
 ZFR  plan-1  C1   0.020
 ZFR  plan-1  C2   0.020
 ZFR  plan-1  C3   0.020
 ZFR  plan-1  C4   0.020
 ZFR  plan-1  C5   0.020
 ZFR  plan-1  C6   0.020
 ZFR  plan-1  C1P  0.020
 ZFR  plan-1  O4   0.020
 ZFR  plan-1  O2   0.020
 ZFR  plan-1  H1   0.020
 ZFR  plan-1  H2   0.020
 ZFR  plan-1  H3   0.020
 ZFR  plan-2  C6P  0.020
 ZFR  plan-2  C7P  0.020
 ZFR  plan-2  C5P  0.020
 ZFR  plan-2  O6P  0.020
 ZFR  plan-3  C6   0.020
 ZFR  plan-3  C3P  0.020
 ZFR  plan-3  C2P  0.020
 ZFR  plan-3  C1P  0.020
 ZFR  plan-3  H21  0.020
 ZFR  plan-3  H22  0.020

