# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  2 03:35:06 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (3S,7R,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1CCC[C@H](O)CCC/C=C/c2cc(O)cc(O)c2C(=O)O1
#
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
 36J  36J  (3S,7R,11E)-7,14,16-trihydroxy-3-methyl-3,4,5,6,7,8,9,10-octahydro-1H-2-benzoxacyclotetradecin-1-one  ligand  47  23  .  2021-08-04  2021-08-04  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_36J
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
 36J  CAO  C  CH2   0  -0.444  -4.3228  -0.2307  -0.4736
 36J  CAL  C  CH2   0  -0.468  -3.1642  -1.2236  -0.6549
 36J  CAM  C  CH2   0  -0.452  -2.6199  -1.7532   0.6721
 36J  CAV  C  CH1   0   0.020  -1.3279  -2.5537   0.5804
 36J  CAA  C  CH3   0  -0.672  -1.1044  -3.4214   1.8037
 36J  OAP  O  O2    0  -0.464  -0.1863  -1.6585   0.5192
 36J  CAQ  C  C     0   0.537   0.4511  -1.4380  -0.6196
 36J  OAB  O  O     0  -0.442   0.0858  -1.8504  -1.6931
 36J  CAU  C  CR6   0  -0.221   1.7009  -0.6473  -0.4352
 36J  CAS  C  CR6   0   0.400   2.8698  -1.1408  -1.0323
 36J  OAD  O  OH1   0  -0.618   2.8169  -2.3427  -1.6263
 36J  CAH  C  CR16  0  -0.532   4.0596  -0.4245  -0.9820
 36J  CAR  C  CR6   0   0.400   4.0919   0.8086  -0.3468
 36J  OAC  O  OH1   0  -0.626   5.2092   1.5475  -0.2701
 36J  CAI  C  CR16  0  -0.423   2.9428   1.3120   0.2563
 36J  CAT  C  CR6   0   0.126   1.7529   0.5945   0.2241
 36J  CAG  C  C1    0  -0.310   0.5758   1.2036   0.8763
 36J  CAF  C  C1    0  -0.189   0.1790   2.4532   0.6329
 36J  CAJ  C  CH2   0  -0.493  -1.0055   3.1197   1.2617
 36J  CAK  C  CH2   0  -0.435  -2.2619   2.9936   0.3847
 36J  CAN  C  CH2   0  -0.454  -2.7751   1.5613   0.3911
 36J  CAW  C  CH1   0   0.040  -3.9166   1.2389  -0.5653
 36J  OAE  O  OH1   0  -0.678  -3.5655   1.4911  -1.9158
 36J  H1   H  HCH2  0   0.235  -5.0982  -0.4125  -1.2219
 36J  H2   H  HCH2  0   0.227  -4.8011  -0.3913   0.4973
 36J  H3   H  HCH2  0   0.235  -3.5013  -2.0793  -1.2455
 36J  H4   H  HCH2  0   0.235  -2.3725  -0.7617  -1.2475
 36J  H5   H  HCH2  0   0.240  -2.4736  -0.9448   1.3934
 36J  H6   H  HCH2  0   0.236  -3.3795  -2.4037   1.1160
 36J  H7   H  HCH1  0   0.241  -1.3374  -3.1801  -0.3143
 36J  H8   H  HCH3  0   0.236  -1.8999  -4.1627   1.8768
 36J  H9   H  HCH3  0   0.242  -0.1561  -3.9563   1.7453
 36J  H10  H  HCH3  0   0.231  -1.1119  -2.8299   2.7208
 36J  H11  H  HOH1  0   0.481   3.6879  -2.5946  -1.9541
 36J  H12  H  HCR6  0   0.288   4.9577  -0.8343  -1.4333
 36J  H13  H  HOH1  0   0.479   5.9386   1.1130  -0.7271
 36J  H14  H  HCR6  0   0.263   2.9838   2.2607   0.7749
 36J  H15  H  H     0   0.262   0.0324   0.5991   1.5941
 36J  H16  H  H     0   0.247   0.7071   3.0342  -0.1193
 36J  H17  H  HCH2  0   0.235  -1.2116   2.6879   2.2450
 36J  H18  H  HCH2  0   0.246  -0.7766   4.1757   1.4214
 36J  H19  H  HCH2  0   0.233  -3.0346   3.6729   0.7546
 36J  H20  H  HCH2  0   0.211  -2.0143   3.3246  -0.6295
 36J  H21  H  HCH2  0   0.237  -1.9388   0.8959   0.1682
 36J  H22  H  HCH2  0   0.215  -3.1013   1.3167   1.4078
 36J  H23  H  HCH1  0   0.197  -4.7918   1.8462  -0.2874
 36J  H24  H  HOH1  0   0.446  -3.3800   2.4293  -2.0142

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
 36J  OAC  CAR  single    1.342  0.020  1.342
 36J  CAR  CAH  aromatic  1.387  0.020  1.387
 36J  CAR  CAI  aromatic  1.392  0.020  1.392
 36J  CAH  CAS  aromatic  1.390  0.020  1.390
 36J  CAI  CAT  single    1.390  0.020  1.390
 36J  CAS  OAD  single    1.342  0.020  1.342
 36J  CAS  CAU  single    1.402  0.020  1.402
 36J  CAT  CAU  aromatic  1.407  0.020  1.407
 36J  CAT  CAG  single    1.477  0.020  1.477
 36J  CAU  CAQ  single    1.490  0.020  1.490
 36J  CAG  CAF  double    1.333  0.020  1.333
 36J  CAF  CAJ  single    1.498  0.020  1.498
 36J  CAQ  OAB  double    1.207  0.020  1.207
 36J  CAQ  OAP  single    1.324  0.020  1.324
 36J  CAJ  CAK  single    1.537  0.020  1.537
 36J  OAP  CAV  single    1.452  0.020  1.452
 36J  CAK  CAN  single    1.521  0.020  1.521
 36J  CAA  CAV  single    1.516  0.020  1.516
 36J  CAV  CAM  single    1.523  0.020  1.523
 36J  CAN  CAW  single    1.524  0.020  1.524
 36J  CAM  CAL  single    1.529  0.020  1.529
 36J  CAW  OAE  single    1.418  0.020  1.418
 36J  CAW  CAO  single    1.527  0.020  1.527
 36J  CAL  CAO  single    1.537  0.020  1.537
 36J  CAO  H1   single    0.970  0.020  1.090
 36J  CAO  H2   single    0.970  0.020  1.090
 36J  CAL  H3   single    0.970  0.020  1.090
 36J  CAL  H4   single    0.970  0.020  1.090
 36J  CAM  H5   single    0.970  0.020  1.090
 36J  CAM  H6   single    0.970  0.020  1.090
 36J  CAV  H7   single    0.970  0.020  1.090
 36J  CAA  H8   single    0.970  0.020  1.090
 36J  CAA  H9   single    0.970  0.020  1.090
 36J  CAA  H10  single    0.970  0.020  1.090
 36J  OAD  H11  single    0.850  0.020  0.980
 36J  CAH  H12  single    0.930  0.020  1.080
 36J  OAC  H13  single    0.850  0.020  0.980
 36J  CAI  H14  single    0.930  0.020  1.080
 36J  CAG  H15  single    0.930  0.020  1.080
 36J  CAF  H16  single    0.930  0.020  1.080
 36J  CAJ  H17  single    0.970  0.020  1.090
 36J  CAJ  H18  single    0.970  0.020  1.090
 36J  CAK  H19  single    0.970  0.020  1.090
 36J  CAK  H20  single    0.970  0.020  1.090
 36J  CAN  H21  single    0.970  0.020  1.090
 36J  CAN  H22  single    0.970  0.020  1.090
 36J  CAW  H23  single    0.970  0.020  1.090
 36J  OAE  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
 36J  H2   CAO  H1   105.84  3.000
 36J  H2   CAO  CAW  108.10  3.000
 36J  H1   CAO  CAW  107.92  3.000
 36J  H2   CAO  CAL  109.84  3.000
 36J  H1   CAO  CAL  110.28  3.000
 36J  CAW  CAO  CAL  114.46  3.000
 36J  H4   CAL  H3   105.17  3.000
 36J  H4   CAL  CAM  111.08  3.000
 36J  H3   CAL  CAM  107.92  3.000
 36J  H4   CAL  CAO  109.72  3.000
 36J  H3   CAL  CAO  109.70  3.000
 36J  CAM  CAL  CAO  112.95  3.000
 36J  H6   CAM  H5   105.36  3.000
 36J  H6   CAM  CAV  107.51  3.000
 36J  H5   CAM  CAV  108.36  3.000
 36J  H6   CAM  CAL  108.11  3.000
 36J  H5   CAM  CAL  111.35  3.000
 36J  CAV  CAM  CAL  115.59  3.000
 36J  H7   CAV  OAP  109.01  3.000
 36J  H7   CAV  CAA  109.51  3.000
 36J  OAP  CAV  CAA  105.72  3.000
 36J  H7   CAV  CAM  110.09  3.000
 36J  CAA  CAV  CAM  112.17  3.000
 36J  OAP  CAV  CAM  110.21  3.000
 36J  H10  CAA  H9   108.48  3.000
 36J  H10  CAA  H8   107.89  3.000
 36J  H9   CAA  H8   107.75  3.000
 36J  H10  CAA  CAV  111.52  3.000
 36J  H9   CAA  CAV  111.46  3.000
 36J  H8   CAA  CAV  109.61  3.000
 36J  CAQ  OAP  CAV  121.17  3.000
 36J  CAU  CAQ  OAB  123.04  3.000
 36J  OAB  CAQ  OAP  124.25  3.000
 36J  CAU  CAQ  OAP  112.69  3.000
 36J  CAT  CAU  CAS  118.65  3.000
 36J  CAT  CAU  CAQ  123.86  3.000
 36J  CAS  CAU  CAQ  117.36  3.000
 36J  CAH  CAS  OAD  120.76  3.000
 36J  OAD  CAS  CAU  118.10  3.000
 36J  CAH  CAS  CAU  121.12  3.000
 36J  H11  OAD  CAS  110.43  3.000
 36J  H12  CAH  CAR  120.44  3.000
 36J  H12  CAH  CAS  119.92  3.000
 36J  CAR  CAH  CAS  119.64  3.000
 36J  CAI  CAR  OAC  117.62  3.000
 36J  CAI  CAR  CAH  120.04  3.000
 36J  OAC  CAR  CAH  122.34  3.000
 36J  H13  OAC  CAR  110.78  3.000
 36J  H14  CAI  CAT  119.75  3.000
 36J  H14  CAI  CAR  119.57  3.000
 36J  CAT  CAI  CAR  120.67  3.000
 36J  CAG  CAT  CAI  117.33  3.000
 36J  CAG  CAT  CAU  122.78  3.000
 36J  CAI  CAT  CAU  119.87  3.000
 36J  H15  CAG  CAF  119.61  3.000
 36J  H15  CAG  CAT  117.50  3.000
 36J  CAF  CAG  CAT  122.89  3.000
 36J  H16  CAF  CAJ  115.90  3.000
 36J  H16  CAF  CAG  118.85  3.000
 36J  CAJ  CAF  CAG  125.15  3.000
 36J  H18  CAJ  H17  106.84  3.000
 36J  H18  CAJ  CAK  109.51  3.000
 36J  H17  CAJ  CAK  109.06  3.000
 36J  H18  CAJ  CAF  109.02  3.000
 36J  H17  CAJ  CAF  110.55  3.000
 36J  CAK  CAJ  CAF  111.74  3.000
 36J  H20  CAK  H19  106.58  3.000
 36J  H20  CAK  CAN  111.38  3.000
 36J  H19  CAK  CAN  110.19  3.000
 36J  H20  CAK  CAJ  108.58  3.000
 36J  H19  CAK  CAJ  109.49  3.000
 36J  CAN  CAK  CAJ  110.51  3.000
 36J  H22  CAN  H21  106.35  3.000
 36J  H22  CAN  CAW  108.19  3.000
 36J  H21  CAN  CAW  108.47  3.000
 36J  H22  CAN  CAK  108.33  3.000
 36J  H21  CAN  CAK  108.34  3.000
 36J  CAW  CAN  CAK  116.69  3.000
 36J  H23  CAW  OAE  109.82  3.000
 36J  H23  CAW  CAN  108.69  3.000
 36J  OAE  CAW  CAN  112.00  3.000
 36J  H23  CAW  CAO  107.71  3.000
 36J  OAE  CAW  CAO  107.10  3.000
 36J  CAN  CAW  CAO  111.41  3.000
 36J  H24  OAE  CAW  108.59  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
 36J  CONST_01  CAR  CAH  CAS  CAU     0.00   0.0  0
 36J  CONST_02  CAR  CAI  CAT  CAU     0.00   0.0  0
 36J  CONST_03  CAI  CAR  CAH  CAS     0.00   0.0  0
 36J  CONST_04  CAI  CAT  CAU  CAS     0.00   0.0  0
 36J  CONST_05  CAT  CAI  CAR  CAH     0.00   0.0  0
 36J  CONST_06  CAT  CAU  CAS  CAH     0.00   0.0  0
 36J  CONST_07  OAD  CAS  CAU  CAQ     0.00   0.0  0
 36J  CONST_08  OAC  CAR  CAH  CAS   180.00   0.0  0
 36J  CONST_09  CAR  CAH  CAS  OAD   180.00   0.0  0
 36J  CONST_10  CAT  CAU  CAS  OAD   180.00   0.0  0
 36J  CONST_11  CAT  CAI  CAR  OAC   180.00   0.0  0
 36J  CONST_12  H12  CAH  CAS  CAU   180.00   0.0  0
 36J  CONST_13  H14  CAI  CAT  CAU   180.00   0.0  0
 36J  Var_01    CAJ  CAF  CAG  CAT   179.87   0.0  0
 36J  Var_02    CAV  CAM  CAL  CAO  -170.12  30.0  1
 36J  Var_03    CAW  CAO  CAL  CAM    98.87  30.0  1
 36J  Var_04    CAU  CAQ  OAP  CAV  -171.89  30.0  1
 36J  Var_05    CAS  CAU  CAQ  OAP   130.47  30.0  1
 36J  Var_06    CAF  CAG  CAT  CAU  -128.20  30.0  1
 36J  Var_07    CAK  CAJ  CAF  CAG   -94.32  30.0  1
 36J  Var_08    CAN  CAK  CAJ  CAF    71.21  30.0  1
 36J  Var_09    CAW  CAN  CAK  CAJ  -172.84  30.0  1
 36J  Var_10    H15  CAG  CAF  CAJ    -1.20   0.0  0

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
 36J  chir_01  CAV  OAP  CAA  CAM  negativ
 36J  chir_02  CAW  OAE  CAN  CAO  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
 36J  plan-1  CAQ  0.020
 36J  plan-1  CAU  0.020
 36J  plan-1  CAS  0.020
 36J  plan-1  OAD  0.020
 36J  plan-1  CAH  0.020
 36J  plan-1  CAR  0.020
 36J  plan-1  OAC  0.020
 36J  plan-1  CAI  0.020
 36J  plan-1  CAT  0.020
 36J  plan-1  CAG  0.020
 36J  plan-1  H12  0.020
 36J  plan-1  H14  0.020
 36J  plan-2  CAT  0.020
 36J  plan-2  CAG  0.020
 36J  plan-2  CAF  0.020
 36J  plan-2  CAJ  0.020
 36J  plan-2  H15  0.020
 36J  plan-2  H16  0.020
 36J  plan-3  OAP  0.020
 36J  plan-3  CAQ  0.020
 36J  plan-3  OAB  0.020
 36J  plan-3  CAU  0.020

