# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon Apr 13 21:30:06 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: ethyl 3-(4-{[(1s,5s)-bicyclo[3.3.1]nonan-9-ylidene](4-hydroxyphenyl)methyl}phenyl)prop-2-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)C=Cc1ccc(cc1)[C](c2ccc(O)cc2)=[C]3C4C[CH2]CC3CCC4
#
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
 7FG  7FG  'ethyl 3-(4-{[(1s,5s)-bicyclo[3.3.1]nonan-9-ylidene](4-hydroxyphenyl)methyl}phenyl)prop-2-enoate'  ligand  60  30  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_7FG
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
 7FG  C01  C  CH2   0  -0.408  -4.5583  -2.1506  -0.9319
 7FG  C02  C  CH2   0  -0.445  -3.8700  -3.4289  -1.4111
 7FG  C03  C  CH2   0  -0.405  -2.3464  -3.3100  -1.4122
 7FG  C04  C  CH1   0  -0.324  -1.7484  -2.6424  -0.1603
 7FG  C05  C  CH2   0  -0.407  -1.8679  -3.4729   1.1266
 7FG  C06  C  CH2   0  -0.443  -3.2953  -3.6105   1.6560
 7FG  C07  C  CH2   0  -0.407  -4.0622  -2.2906   1.6057
 7FG  C08  C  CH1   0  -0.323  -3.9007  -1.5024   0.2950
 7FG  C09  C  C     0   0.183  -2.4309  -1.3145   0.0305
 7FG  C10  C  C     0  -0.070  -1.8245  -0.1190  -0.0485
 7FG  C11  C  CR6   0   0.040  -0.3602   0.0435  -0.2228
 7FG  C12  C  CR6   0   0.030  -2.5621   1.1701   0.0248
 7FG  C13  C  CR16  0  -0.270  -3.5400   1.5125  -0.9073
 7FG  C14  C  CR16  0  -0.288  -4.2058   2.7283  -0.8385
 7FG  C15  C  CR6   0   0.312  -3.8951   3.6354   0.1668
 7FG  C16  C  CR16  0  -0.287  -2.9102   3.3160   1.0958
 7FG  C17  C  CR16  0  -0.254  -2.2489   2.1005   1.0160
 7FG  C18  C  CR16  0  -0.248   0.1355   0.8073  -1.2799
 7FG  C19  C  CR16  0  -0.265   1.4958   1.0021  -1.4391
 7FG  C20  C  CR6   0   0.163   2.4142   0.4582  -0.5368
 7FG  C21  C  CR16  0  -0.275   1.9179  -0.2983   0.5289
 7FG  C22  C  CR16  0  -0.258   0.5583  -0.4977   0.6812
 7FG  O01  O  OH1   0  -0.643  -4.5148   4.8546   0.2104
 7FG  H1   H  HCH2  0   0.214  -4.5411  -1.4149  -1.7423
 7FG  H2   H  HCH2  0   0.218  -5.6135  -2.3478  -0.7224
 7FG  H3   H  HCH2  0   0.216  -4.1833  -4.2775  -0.8030
 7FG  H4   H  HCH2  0   0.220  -1.8953  -4.2977  -1.5452
 7FG  H5   H  HCH1  0   0.250  -0.6850  -2.5040  -0.3623
 7FG  H6   H  HCH2  0   0.220  -1.4285  -4.4615   0.9653
 7FG  H7   H  HCH2  0   0.212  -1.2544  -2.9858   1.8917
 7FG  H8   H  HCH2  0   0.217  -3.8316  -4.3813   1.1031
 7FG  H9   H  HCH2  0   0.227  -3.2612  -3.9659   2.6891
 7FG  H10  H  HCH2  0   0.220  -5.1255  -2.4668   1.7916
 7FG  H11  H  HCH2  0   0.219  -3.7119  -1.6450   2.4173
 7FG  H12  H  HCH1  0   0.259  -4.3853  -0.5376   0.4548
 7FG  H15  H  HCR6  0   0.229  -3.7820   0.8206  -1.7049
 7FG  H16  H  HCR6  0   0.233  -4.9574   2.9775  -1.5774
 7FG  H17  H  HCR6  0   0.237  -2.6554   4.0244   1.8745
 7FG  H18  H  HCR6  0   0.226  -1.4794   1.8715   1.7437
 7FG  H19  H  HCR6  0   0.231  -0.5508   1.2533  -1.9893
 7FG  H20  H  HCR6  0   0.226   1.8557   1.5900  -2.2751
 7FG  H22  H  HCR6  0   0.216   2.5907  -0.7300   1.2591
 7FG  H23  H  HCR6  0   0.233   0.2006  -1.0675   1.5299
 7FG  H24  H  HOH1  0   0.438  -5.2914   4.8091   0.7792
 7FG  C1   C  C1    0  -0.200   3.8311   0.7231  -0.7445
 7FG  C2   C  C1    0  -0.414   4.8496   0.3112   0.0200
 7FG  C3   C  C     0   0.593   6.2324   0.6806  -0.3209
 7FG  O2   O  O2    0  -0.465   7.0915   0.1838   0.5603
 7FG  O1   O  O     0  -0.422   6.5634   1.3519  -1.2723
 7FG  C6   C  CH2   0  -0.161   8.4875   0.4583   0.3709
 7FG  C7   C  CH3   0  -0.672   9.2483  -0.2401   1.4715
 7FG  H25  H  HCH2  0   0.229  -4.2085  -3.6584  -2.4248
 7FG  H26  H  HCH2  0   0.222  -2.0352  -2.7157  -2.2773
 7FG  H13  H  H     0   0.256   4.0628   1.3274  -1.6166
 7FG  H14  H  H     0   0.240   4.7001  -0.2968   0.9036
 7FG  H21  H  HCH2  0   0.223   8.8048   0.0991  -0.6100
 7FG  H27  H  HCH2  0   0.223   8.6565   1.5367   0.4036
 7FG  H28  H  HCH3  0   0.221  10.3128  -0.0416   1.3508
 7FG  H29  H  HCH3  0   0.230   8.9516   0.1200   2.4564
 7FG  H30  H  HCH3  0   0.229   9.1040  -1.3199   1.4363

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
 7FG  O01  C15  single    1.368  0.020  1.368
 7FG  C14  C15  aromatic  1.389  0.020  1.389
 7FG  C14  C13  aromatic  1.388  0.020  1.388
 7FG  C15  C16  aromatic  1.391  0.020  1.391
 7FG  C13  C12  aromatic  1.394  0.020  1.394
 7FG  C16  C17  aromatic  1.386  0.020  1.386
 7FG  C12  C17  aromatic  1.395  0.020  1.395
 7FG  C12  C10  single    1.487  0.020  1.487
 7FG  C22  C21  aromatic  1.383  0.020  1.383
 7FG  C22  C11  aromatic  1.398  0.020  1.398
 7FG  C10  C11  single    1.484  0.020  1.484
 7FG  C10  C09  double    1.343  0.020  1.343
 7FG  C21  C20  aromatic  1.398  0.020  1.398
 7FG  C11  C18  aromatic  1.395  0.020  1.395
 7FG  C20  C19  aromatic  1.398  0.020  1.398
 7FG  C18  C19  aromatic  1.383  0.020  1.383
 7FG  C09  C08  single    1.505  0.020  1.505
 7FG  C09  C04  single    1.505  0.020  1.505
 7FG  C08  C07  single    1.538  0.020  1.538
 7FG  C08  C01  single    1.536  0.020  1.536
 7FG  C07  C06  single    1.527  0.020  1.527
 7FG  C05  C04  single    1.536  0.020  1.536
 7FG  C05  C06  single    1.529  0.020  1.529
 7FG  C04  C03  single    1.540  0.020  1.540
 7FG  C01  C02  single    1.529  0.020  1.529
 7FG  C03  C02  single    1.528  0.020  1.528
 7FG  C01  H1   single    0.970  0.020  1.090
 7FG  C01  H2   single    0.970  0.020  1.090
 7FG  C02  H3   single    0.970  0.020  1.090
 7FG  C03  H4   single    0.970  0.020  1.090
 7FG  C04  H5   single    0.970  0.020  1.090
 7FG  C05  H6   single    0.970  0.020  1.090
 7FG  C05  H7   single    0.970  0.020  1.090
 7FG  C06  H8   single    0.970  0.020  1.090
 7FG  C06  H9   single    0.970  0.020  1.090
 7FG  C07  H10  single    0.970  0.020  1.090
 7FG  C07  H11  single    0.970  0.020  1.090
 7FG  C08  H12  single    0.970  0.020  1.090
 7FG  C13  H15  single    0.930  0.020  1.080
 7FG  C14  H16  single    0.930  0.020  1.080
 7FG  C16  H17  single    0.930  0.020  1.080
 7FG  C17  H18  single    0.930  0.020  1.080
 7FG  C18  H19  single    0.930  0.020  1.080
 7FG  C19  H20  single    0.930  0.020  1.080
 7FG  C21  H22  single    0.930  0.020  1.080
 7FG  C22  H23  single    0.930  0.020  1.080
 7FG  O01  H24  single    0.850  0.020  0.980
 7FG  C20  C1   single    1.456  0.020  1.456
 7FG  C1   C2   double    1.339  0.020  1.339
 7FG  C2   C3   single    1.471  0.020  1.471
 7FG  C3   O2   single    1.327  0.020  1.327
 7FG  C3   O1   double    1.211  0.020  1.211
 7FG  O2   C6   single    1.435  0.020  1.435
 7FG  C6   C7   single    1.509  0.020  1.509
 7FG  C02  H25  single    0.970  0.020  1.090
 7FG  C03  H26  single    0.970  0.020  1.090
 7FG  C1   H13  single    0.930  0.020  1.080
 7FG  C2   H14  single    0.930  0.020  1.080
 7FG  C6   H21  single    0.970  0.020  1.090
 7FG  C6   H27  single    0.970  0.020  1.090
 7FG  C7   H28  single    0.970  0.020  1.090
 7FG  C7   H29  single    0.970  0.020  1.090
 7FG  C7   H30  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
 7FG  H2   C01  H1   106.15  3.000
 7FG  H2   C01  C08  109.65  3.000
 7FG  H1   C01  C08  107.52  3.000
 7FG  H2   C01  C02  110.10  3.000
 7FG  H1   C01  C02  108.83  3.000
 7FG  C08  C01  C02  114.24  3.000
 7FG  H25  C02  H3   105.36  3.000
 7FG  H25  C02  C03  108.93  3.000
 7FG  H3   C02  C03  110.34  3.000
 7FG  H25  C02  C01  109.07  3.000
 7FG  H3   C02  C01  110.28  3.000
 7FG  C03  C02  C01  112.58  3.000
 7FG  H26  C03  H4   106.07  3.000
 7FG  H26  C03  C04  107.26  3.000
 7FG  H4   C03  C04  109.28  3.000
 7FG  H26  C03  C02  109.04  3.000
 7FG  H4   C03  C02  109.93  3.000
 7FG  C04  C03  C02  114.86  3.000
 7FG  H5   C04  C09  110.70  3.000
 7FG  H5   C04  C05  107.42  3.000
 7FG  C09  C04  C05  109.60  3.000
 7FG  H5   C04  C03  106.44  3.000
 7FG  C05  C04  C03  114.61  3.000
 7FG  C09  C04  C03  108.03  3.000
 7FG  H7   C05  H6   106.26  3.000
 7FG  H7   C05  C06  108.74  3.000
 7FG  H6   C05  C06  110.17  3.000
 7FG  H7   C05  C04  107.53  3.000
 7FG  H6   C05  C04  109.50  3.000
 7FG  C06  C05  C04  114.30  3.000
 7FG  H9   C06  H8   105.36  3.000
 7FG  H9   C06  C07  109.13  3.000
 7FG  H8   C06  C07  110.33  3.000
 7FG  H9   C06  C05  109.12  3.000
 7FG  H8   C06  C05  110.33  3.000
 7FG  C07  C06  C05  112.32  3.000
 7FG  H11  C07  H10  106.27  3.000
 7FG  H11  C07  C08  107.22  3.000
 7FG  H10  C07  C08  109.24  3.000
 7FG  H11  C07  C06  108.94  3.000
 7FG  H10  C07  C06  110.08  3.000
 7FG  C08  C07  C06  114.72  3.000
 7FG  H12  C08  C09  110.42  3.000
 7FG  H12  C08  C07  106.36  3.000
 7FG  C09  C08  C07  108.44  3.000
 7FG  H12  C08  C01  107.46  3.000
 7FG  C07  C08  C01  114.81  3.000
 7FG  C09  C08  C01  109.30  3.000
 7FG  C10  C09  C08  124.23  3.000
 7FG  C08  C09  C04  110.79  3.000
 7FG  C10  C09  C04  124.97  3.000
 7FG  C12  C10  C11  113.61  3.000
 7FG  C11  C10  C09  123.37  3.000
 7FG  C12  C10  C09  123.02  3.000
 7FG  C22  C11  C18  117.94  3.000
 7FG  C18  C11  C10  119.98  3.000
 7FG  C22  C11  C10  122.02  3.000
 7FG  C17  C12  C13  117.96  3.000
 7FG  C17  C12  C10  120.12  3.000
 7FG  C13  C12  C10  121.87  3.000
 7FG  H15  C13  C14  119.26  3.000
 7FG  H15  C13  C12  119.49  3.000
 7FG  C14  C13  C12  121.24  3.000
 7FG  H16  C14  C15  119.91  3.000
 7FG  H16  C14  C13  120.05  3.000
 7FG  C15  C14  C13  120.04  3.000
 7FG  O01  C15  C16  120.26  3.000
 7FG  C16  C15  C14  119.45  3.000
 7FG  O01  C15  C14  120.23  3.000
 7FG  H17  C16  C17  120.18  3.000
 7FG  H17  C16  C15  119.77  3.000
 7FG  C17  C16  C15  120.05  3.000
 7FG  H18  C17  C16  119.04  3.000
 7FG  H18  C17  C12  119.71  3.000
 7FG  C16  C17  C12  121.24  3.000
 7FG  H19  C18  C19  119.32  3.000
 7FG  H19  C18  C11  119.77  3.000
 7FG  C19  C18  C11  120.91  3.000
 7FG  H20  C19  C20  119.40  3.000
 7FG  H20  C19  C18  119.46  3.000
 7FG  C20  C19  C18  121.13  3.000
 7FG  C1   C20  C21  123.54  3.000
 7FG  C1   C20  C19  118.45  3.000
 7FG  C21  C20  C19  118.00  3.000
 7FG  H22  C21  C22  118.64  3.000
 7FG  H22  C21  C20  120.62  3.000
 7FG  C22  C21  C20  120.74  3.000
 7FG  H23  C22  C21  119.14  3.000
 7FG  H23  C22  C11  119.57  3.000
 7FG  C21  C22  C11  121.27  3.000
 7FG  H24  O01  C15  109.98  3.000
 7FG  H13  C1   C2   117.88  3.000
 7FG  H13  C1   C20  115.05  3.000
 7FG  C2   C1   C20  127.08  3.000
 7FG  H14  C2   C3   117.37  3.000
 7FG  H14  C2   C1   122.26  3.000
 7FG  C3   C2   C1   120.37  3.000
 7FG  O1   C3   O2   123.54  3.000
 7FG  O1   C3   C2   125.33  3.000
 7FG  O2   C3   C2   111.13  3.000
 7FG  C6   O2   C3   118.06  3.000
 7FG  H27  C6   H21  107.87  3.000
 7FG  H27  C6   C7   110.93  3.000
 7FG  H21  C6   C7   110.88  3.000
 7FG  H27  C6   O2   109.60  3.000
 7FG  H21  C6   O2   109.77  3.000
 7FG  C7   C6   O2   107.79  3.000
 7FG  H30  C7   H29  108.70  3.000
 7FG  H30  C7   H28  107.83  3.000
 7FG  H29  C7   H28  107.81  3.000
 7FG  H30  C7   C6   111.61  3.000
 7FG  H29  C7   C6   111.65  3.000
 7FG  H28  C7   C6   109.11  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
 7FG  CONST_01  C20  C21  C22  C11     0.00   0.0  0
 7FG  CONST_02  C20  C19  C18  C11     0.00   0.0  0
 7FG  CONST_03  C15  C14  C13  C12     0.00   0.0  0
 7FG  CONST_04  C15  C16  C17  C12     0.00   0.0  0
 7FG  CONST_05  C16  C15  C14  C13     0.00   0.0  0
 7FG  CONST_06  C16  C17  C12  C13     0.00   0.0  0
 7FG  CONST_07  C17  C16  C15  C14     0.00   0.0  0
 7FG  CONST_08  C17  C12  C13  C14     0.00   0.0  0
 7FG  CONST_09  C21  C22  C11  C18     0.00   0.0  0
 7FG  CONST_10  C21  C20  C19  C18     0.00   0.0  0
 7FG  CONST_11  C22  C21  C20  C19     0.00   0.0  0
 7FG  CONST_12  C22  C11  C18  C19     0.00   0.0  0
 7FG  CONST_13  C14  C13  C12  C10   180.00   0.0  0
 7FG  CONST_14  C16  C17  C12  C10   180.00   0.0  0
 7FG  CONST_15  C21  C22  C11  C10   180.00   0.0  0
 7FG  CONST_16  C19  C18  C11  C10   180.00   0.0  0
 7FG  CONST_17  O01  C15  C14  C13   180.00   0.0  0
 7FG  CONST_18  O01  C15  C16  C17   180.00   0.0  0
 7FG  CONST_19  C1   C20  C19  C18   180.00   0.0  0
 7FG  CONST_20  C1   C20  C21  C22   180.00   0.0  0
 7FG  CONST_21  H22  C21  C22  C11   180.00   0.0  0
 7FG  CONST_22  H20  C19  C18  C11   180.00   0.0  0
 7FG  CONST_23  H16  C14  C13  C12   180.00   0.0  0
 7FG  CONST_24  H17  C16  C17  C12   180.00   0.0  0
 7FG  CONST_25  H18  C17  C12  C13   180.00   0.0  0
 7FG  CONST_26  H15  C13  C14  C15   180.00   0.0  0
 7FG  CONST_27  H23  C22  C11  C18   180.00   0.0  0
 7FG  CONST_28  H19  C18  C19  C20   180.00   0.0  0
 7FG  Var_01    C04  C03  C02  C01    43.87  30.0  1
 7FG  Var_02    C08  C01  C02  C03   -42.88  30.0  1
 7FG  Var_03    C07  C06  C05  C04   -43.47  30.0  3
 7FG  Var_04    C08  C07  C06  C05    44.62  30.0  3
 7FG  Var_05    C12  C10  C09  C04   174.26  30.0  2
 7FG  Var_06    C13  C12  C10  C09   -60.88  30.0  2
 7FG  Var_07    C22  C11  C10  C09   -57.76  30.0  2
 7FG  Var_08    C2   C1   C20  C19   178.75  30.0  2
 7FG  Var_09    C3   C2   C1   C20  -179.26   0.0  2
 7FG  Var_10    O2   C3   C2   C1    179.62  30.0  2
 7FG  Var_11    C7   C6   O2   C3   -178.51  30.0  3
 7FG  Var_12    H28  C7   C6   O2   -179.73  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
 7FG  chir_01  C04  C09  C05  C03  negativ
 7FG  chir_02  C08  C01  C07  C09  negativ

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
 7FG  plan-1  C10  0.020
 7FG  plan-1  C12  0.020
 7FG  plan-1  C13  0.020
 7FG  plan-1  C14  0.020
 7FG  plan-1  C15  0.020
 7FG  plan-1  C16  0.020
 7FG  plan-1  C17  0.020
 7FG  plan-1  O01  0.020
 7FG  plan-1  H15  0.020
 7FG  plan-1  H16  0.020
 7FG  plan-1  H17  0.020
 7FG  plan-1  H18  0.020
 7FG  plan-2  C10  0.020
 7FG  plan-2  C11  0.020
 7FG  plan-2  C18  0.020
 7FG  plan-2  C19  0.020
 7FG  plan-2  C20  0.020
 7FG  plan-2  C21  0.020
 7FG  plan-2  C22  0.020
 7FG  plan-2  H19  0.020
 7FG  plan-2  H20  0.020
 7FG  plan-2  H22  0.020
 7FG  plan-2  H23  0.020
 7FG  plan-2  C1   0.020
 7FG  plan-3  C20  0.020
 7FG  plan-3  C1   0.020
 7FG  plan-3  C2   0.020
 7FG  plan-3  C3   0.020
 7FG  plan-3  H13  0.020
 7FG  plan-3  H14  0.020
 7FG  plan-4  C2   0.020
 7FG  plan-4  C3   0.020
 7FG  plan-4  O2   0.020
 7FG  plan-4  O1   0.020

