# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 30 14:27:38 2022
#   Inital geometry file: a 94 line input string
#   Ligand name: (3~{a}~{R},5~{S},8~{R},8~{a}~{R},9~{a}~{R})-5,8~{a}-dimethyl-3-methylidene-8-oxidanyl-5,6,7,8,9,9~{a}-hexahydro-3~{a}~{H}-benzo[f][1]benzofuran-2-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CC[C@@H](O)[C@]2(C)C[C@H]3OC(=O)C(=C)[C@H]3C=C12
#
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
 BX0  BX0  "(3aR,5S,8R,8aR,9aR)-5,8a-dimethyl-3-methylidene-8-oxidanyl-5,6,7,8,9,9a-hexahydro-3aH-benzo[f][1]benzofuran-2-one"
  ligand  38  18  .  2022-09-16  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BX0
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
 BX0  C1   C  CH3   0  -0.651  11.9632  -7.7160  -32.9707
 BX0  C2   C  CH1   0  -0.312  12.7154  -6.5332  -32.3533
 BX0  C3   C  CH2   0  -0.435  14.2245  -6.6357  -32.5809
 BX0  C4   C  CH2   0  -0.472  14.6200  -6.2515  -33.9979
 BX0  C5   C  CH1   0   0.093  14.1623  -4.8374  -34.3072
 BX0  O1   O  OH1   0  -0.671  14.6253  -4.5013  -35.5966
 BX0  C6   C  CT    0  -0.180  12.6236  -4.6543  -34.1713
 BX0  C7   C  CH3   0  -0.648  11.8999  -5.3878  -35.3167
 BX0  C8   C  CH2   0  -0.493  12.3372  -3.1438  -34.2461
 BX0  C9   C  CH1   0   0.052  11.0066  -2.6858  -33.7064
 BX0  O2   O  O2    0  -0.449   9.9096  -3.1535  -34.5202
 BX0  C10  C  C     0   0.551   8.8526  -3.4810  -33.7782
 BX0  O3   O  O     0  -0.421   7.7979  -3.7937  -34.2630
 BX0  C11  C  C     0   0.002   9.2248  -3.3860  -32.3468
 BX0  C12  C  C2    0  -0.541   8.3459  -3.4659  -31.3571
 BX0  C13  C  CH1   0  -0.404  10.7127  -3.1953  -32.2958
 BX0  C14  C  C1    0  -0.284  11.3818  -4.5073  -32.0055
 BX0  C15  C  C     0   0.214  12.1947  -5.1877  -32.8140
 BX0  H1   H  HCH3  0   0.230  12.2648  -8.6408  -32.4753
 BX0  H2   H  HCH3  0   0.228  10.8862  -7.6049  -32.8413
 BX0  H3   H  HCH3  0   0.223  12.1581  -7.8399  -34.0343
 BX0  H4   H  HCH1  0   0.240  12.5386  -6.5882  -31.2751
 BX0  H5   H  HCH2  0   0.234  14.5658  -7.6487  -32.3532
 BX0  H6   H  HCH2  0   0.227  14.7371  -5.9712  -31.8784
 BX0  H7   H  HCH2  0   0.224  14.2074  -6.9593  -34.7222
 BX0  H8   H  HCH2  0   0.241  15.7065  -6.3004  -34.1055
 BX0  H9   H  HCH1  0   0.204  14.6264  -4.1786  -33.5549
 BX0  H10  H  HOH1  0   0.450  14.5537  -3.5499  -35.7189
 BX0  H11  H  HCH3  0   0.234  10.8438  -5.5310  -35.0972
 BX0  H12  H  HCH3  0   0.233  11.9692  -4.8183  -36.2436
 BX0  H13  H  HCH3  0   0.230  12.3221  -6.3715  -35.5162
 BX0  H14  H  HCH2  0   0.254  13.0830  -2.6096  -33.6473
 BX0  H15  H  HCH2  0   0.255  12.4507  -2.7829  -35.2717
 BX0  H16  H  HCH1  0   0.271  10.9699  -1.5932  -33.7270
 BX0  H18  H  H     0   0.268   8.6479  -3.3753  -30.3220
 BX0  H19  H  H     0   0.267   7.2928  -3.6218  -31.5523
 BX0  H21  H  HCH1  0   0.292  10.9964  -2.4536  -31.5452
 BX0  H22  H  H     0   0.246  11.1257  -4.9357  -31.0401

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
 BX0  O1   C5   single  1.411  0.020  1.411
 BX0  C7   C6   single  1.541  0.020  1.541
 BX0  O3   C10  double  1.202  0.020  1.202
 BX0  C5   C4   single  1.518  0.020  1.518
 BX0  C5   C6   single  1.555  0.020  1.555
 BX0  O2   C10  single  1.332  0.020  1.332
 BX0  O2   C9   single  1.444  0.020  1.444
 BX0  C4   C3   single  1.521  0.020  1.521
 BX0  C8   C6   single  1.539  0.020  1.539
 BX0  C8   C9   single  1.507  0.020  1.507
 BX0  C6   C15  single  1.520  0.020  1.520
 BX0  C10  C11  single  1.482  0.020  1.482
 BX0  C9   C13  single  1.528  0.020  1.528
 BX0  C1   C2   single  1.532  0.020  1.532
 BX0  C15  C2   single  1.514  0.020  1.514
 BX0  C15  C14  double  1.333  0.020  1.333
 BX0  C3   C2   single  1.530  0.020  1.530
 BX0  C11  C13  single  1.501  0.020  1.501
 BX0  C11  C12  double  1.326  0.020  1.326
 BX0  C13  C14  single  1.501  0.020  1.501
 BX0  C1   H1   single  0.970  0.020  1.090
 BX0  C1   H2   single  0.970  0.020  1.090
 BX0  C1   H3   single  0.970  0.020  1.090
 BX0  C2   H4   single  0.970  0.020  1.090
 BX0  C3   H5   single  0.970  0.020  1.090
 BX0  C3   H6   single  0.970  0.020  1.090
 BX0  C4   H7   single  0.970  0.020  1.090
 BX0  C4   H8   single  0.970  0.020  1.090
 BX0  C5   H9   single  0.970  0.020  1.090
 BX0  O1   H10  single  0.850  0.020  0.980
 BX0  C7   H11  single  0.970  0.020  1.090
 BX0  C7   H12  single  0.970  0.020  1.090
 BX0  C7   H13  single  0.970  0.020  1.090
 BX0  C8   H14  single  0.970  0.020  1.090
 BX0  C8   H15  single  0.970  0.020  1.090
 BX0  C9   H16  single  0.970  0.020  1.090
 BX0  C12  H18  single  0.930  0.020  1.080
 BX0  C12  H19  single  0.930  0.020  1.080
 BX0  C13  H21  single  0.970  0.020  1.090
 BX0  C14  H22  single  0.930  0.020  1.080

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
 BX0  H3   C1   H2   107.72  3.000
 BX0  H3   C1   H1   107.31  3.000
 BX0  H2   C1   H1   107.78  3.000
 BX0  H3   C1   C2   113.19  3.000
 BX0  H2   C1   C2   111.01  3.000
 BX0  H1   C1   C2   109.61  3.000
 BX0  H4   C2   C15  106.79  3.000
 BX0  H4   C2   C3   107.62  3.000
 BX0  C15  C2   C3   110.70  3.000
 BX0  H4   C2   C1   106.20  3.000
 BX0  C3   C2   C1   111.89  3.000
 BX0  C15  C2   C1   113.24  3.000
 BX0  H6   C3   H5   106.42  3.000
 BX0  H6   C3   C4   108.85  3.000
 BX0  H5   C3   C4   110.31  3.000
 BX0  H6   C3   C2   109.02  3.000
 BX0  H5   C3   C2   109.83  3.000
 BX0  C4   C3   C2   112.23  3.000
 BX0  H8   C4   H7   106.32  3.000
 BX0  H8   C4   C5   108.74  3.000
 BX0  H7   C4   C5   110.75  3.000
 BX0  H8   C4   C3   109.82  3.000
 BX0  H7   C4   C3   110.83  3.000
 BX0  C5   C4   C3   110.29  3.000
 BX0  H9   C5   C6   106.65  3.000
 BX0  H9   C5   O1   110.07  3.000
 BX0  C6   C5   O1   112.11  3.000
 BX0  H9   C5   C4   106.90  3.000
 BX0  C6   C5   C4   112.96  3.000
 BX0  O1   C5   C4   108.01  3.000
 BX0  H10  O1   C5   109.12  3.000
 BX0  C15  C6   C8   109.59  3.000
 BX0  C15  C6   C7   111.36  3.000
 BX0  C8   C6   C7   110.10  3.000
 BX0  C15  C6   C5   108.41  3.000
 BX0  C8   C6   C5   107.18  3.000
 BX0  C7   C6   C5   110.10  3.000
 BX0  H13  C7   H12  106.95  3.000
 BX0  H13  C7   H11  107.13  3.000
 BX0  H12  C7   H11  107.58  3.000
 BX0  H13  C7   C6   112.59  3.000
 BX0  H12  C7   C6   110.70  3.000
 BX0  H11  C7   C6   111.63  3.000
 BX0  H15  C8   H14  106.33  3.000
 BX0  H15  C8   C9   109.10  3.000
 BX0  H14  C8   C9   104.90  3.000
 BX0  H15  C8   C6   110.50  3.000
 BX0  H14  C8   C6   108.98  3.000
 BX0  C9   C8   C6   116.43  3.000
 BX0  H16  C9   C13  110.12  3.000
 BX0  H16  C9   O2   106.72  3.000
 BX0  C13  C9   O2   105.44  3.000
 BX0  H16  C9   C8   109.06  3.000
 BX0  C13  C9   C8   113.51  3.000
 BX0  O2   C9   C8   111.75  3.000
 BX0  C10  O2   C9   111.62  3.000
 BX0  C11  C10  O3   128.79  3.000
 BX0  C11  C10  O2   108.84  3.000
 BX0  O3   C10  O2   122.37  3.000
 BX0  C13  C11  C12  129.75  3.000
 BX0  C12  C11  C10  123.40  3.000
 BX0  C13  C11  C10  106.85  3.000
 BX0  H19  C12  H18  117.14  3.000
 BX0  H19  C12  C11  121.27  3.000
 BX0  H18  C12  C11  121.59  3.000
 BX0  H21  C13  C14  110.16  3.000
 BX0  H21  C13  C11  111.53  3.000
 BX0  C14  C13  C11  109.71  3.000
 BX0  H21  C13  C9   110.97  3.000
 BX0  C14  C13  C9   112.59  3.000
 BX0  C11  C13  C9   101.63  3.000
 BX0  H22  C14  C15  118.76  3.000
 BX0  H22  C14  C13  114.29  3.000
 BX0  C15  C14  C13  126.91  3.000
 BX0  C14  C15  C6   122.31  3.000
 BX0  C14  C15  C2   118.59  3.000
 BX0  C6   C15  C2   119.10  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
 BX0  Var_01  C13  C14  C15  C2   -177.08   0.0  0
 BX0  Var_02  C13  C14  C15  C6      3.47   0.0  0
 BX0  Var_03  C5   C4   C3   C2     57.95  30.0  1
 BX0  Var_04  C11  C10  O2   C9     -6.02  30.0  1
 BX0  Var_05  C13  C11  C10  O2     -9.86  30.0  1
 BX0  Var_06  O3   C10  O2   C9    174.02  30.0  1
 BX0  Var_07  C12  C11  C10  O2    170.20  30.0  1
 BX0  Var_08  C13  C11  C10  O3    170.09  30.0  1
 BX0  Var_09  H22  C14  C15  C2      0.48   0.0  0
 BX0  Var_10  H22  C14  C15  C6   -178.97   0.0  0
 BX0  Var_11  H7   C4   C3   C2    -65.06  30.0  1
 BX0  Var_12  H8   C4   C3   C2    177.77  30.0  1
 BX0  Var_13  H5   C3   C4   C5   -179.23  30.0  1
 BX0  Var_14  H6   C3   C4   C5    -62.81  30.0  1
 BX0  Var_15  C12  C11  C10  O3     -9.84  30.0  1
 BX0  Var_16  H18  C12  C11  C10  -178.91   0.0  2
 BX0  Var_17  H19  C12  C11  C10     0.89   0.0  2
 BX0  Var_18  H18  C12  C11  C13     1.18   0.0  2
 BX0  Var_19  H19  C12  C11  C13  -179.03   0.0  2

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
 BX0  chir_01  C2   C1  C15  C3   positiv
 BX0  chir_02  C5   O1  C6   C4   negativ
 BX0  chir_03  C6   C5  C8   C15  positiv
 BX0  chir_04  C9   O2  C13  C8   negativ
 BX0  chir_05  C13  C9  C11  C14  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
 BX0  plan-1  O2   0.020
 BX0  plan-1  C10  0.020
 BX0  plan-1  O3   0.020
 BX0  plan-1  C11  0.020
 BX0  plan-2  C2   0.020
 BX0  plan-2  C6   0.020
 BX0  plan-2  C13  0.020
 BX0  plan-2  C14  0.020
 BX0  plan-2  C15  0.020
 BX0  plan-2  H22  0.020
 BX0  plan-3  C10  0.020
 BX0  plan-3  C11  0.020
 BX0  plan-3  C12  0.020
 BX0  plan-3  C13  0.020
 BX0  plan-3  H18  0.020
 BX0  plan-3  H19  0.020

