# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 09:05:28 2020
#   Inital geometry file: a 123 line input string
#   Ligand name: methyl (2E,6E)-8-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-2,6-dimethylocta-2,6-dienoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)/C(C)=C/CC\C(C)=C\Cc1c(O)c(Cl)c(C)c(C=O)c1O
#
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
 9BL  9BL  'methyl (2E,6E)-8-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-2,6-dimethylocta-2,6-dienoate'  ligand  48  25  .  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_9BL
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
 9BL  CAA  C   CH3   0  -0.423   7.6226   2.2441   0.3269
 9BL  OAP  O   O2    0  -0.457   6.2434   1.8836   0.3539
 9BL  CAS  C   C     0   0.583   5.9453   0.5908   0.3433
 9BL  OAF  O   O     0  -0.461   6.7903  -0.2749   0.3114
 9BL  CAR  C   C     0  -0.087   4.4751   0.3618   0.3769
 9BL  CAC  C   CH3   0  -0.720   3.5697   1.5566   0.4292
 9BL  CAK  C   C1    0  -0.178   4.0636  -0.9120   0.3468
 9BL  CAM  C   CH2   0  -0.503   2.6554  -1.4009   0.3439
 9BL  CAN  C   CH2   0  -0.490   2.2076  -1.7851  -1.0783
 9BL  CAQ  C   C     0   0.115   0.7958  -2.3100  -1.1106
 9BL  CAB  C   CH3   0  -0.724   0.5988  -3.6697  -0.5096
 9BL  CAL  C   C1    0  -0.249  -0.1743  -1.5569  -1.6332
 9BL  CAO  C   CH2   0  -0.560  -1.6434  -1.8593  -1.7072
 9BL  CAY  C   CR6   0  -0.112  -2.4246  -0.8690  -0.8815
 9BL  CAV  C   CR6   0   0.364  -2.9196   0.3094  -1.4361
 9BL  OAH  O   OH1   0  -0.616  -2.7008   0.5234  -2.7276
 9BL  CAX  C   CR6   0  -0.237  -3.6279   1.2524  -0.6537
 9BL  CAJ  C   C1    0   0.145  -4.1195   2.4548  -1.2835
 9BL  OAE  O   O     0  -0.457  -3.9619   2.7229  -2.4728
 9BL  CAT  C   CR6   0   0.161  -3.8418   1.0208   0.7246
 9BL  CAD  C   CH3   0  -0.757  -4.5942   2.0201   1.5557
 9BL  CAW  C   CR6   0  -0.270  -3.3280  -0.1394   1.2614
 9BL  CLA  CL  CL    0  -0.119  -3.5151  -0.5255   2.9494
 9BL  CAU  C   CR6   0   0.471  -2.6204  -1.0774   0.4787
 9BL  OAG  O   OH1   0  -0.584  -2.1179  -2.1903   1.0011
 9BL  H1   H   HCH3  0   0.238   8.1105   1.8906  -0.5815
 9BL  H2   H   HCH3  0   0.251   7.6480   3.3297   0.3485
 9BL  H3   H   HCH3  0   0.238   8.1553   1.8538   1.1941
 9BL  H4   H   HCH3  0   0.246   3.7590   2.1706   1.3108
 9BL  H5   H   HCH3  0   0.247   3.7059   2.1983  -0.4424
 9BL  H6   H   HCH3  0   0.241   2.5225   1.2655   0.4544
 9BL  H7   H   H     0   0.258   4.8206  -1.6872   0.2854
 9BL  H8   H   HCH2  0   0.254   2.5912  -2.2743   0.9970
 9BL  H9   H   HCH2  0   0.249   1.9645  -0.6568   0.7412
 9BL  H10  H   HCH2  0   0.244   2.2942  -0.9049  -1.7194
 9BL  H11  H   HCH2  0   0.236   2.8954  -2.5372  -1.4791
 9BL  H12  H   HCH3  0   0.238   0.7913  -3.6591   0.5656
 9BL  H13  H   HCH3  0   0.242  -0.4054  -4.0612  -0.6532
 9BL  H14  H   HCH3  0   0.232   1.3009  -4.3838  -0.9459
 9BL  H15  H   H     0   0.230   0.1050  -0.5870  -2.0383
 9BL  H16  H   HCH2  0   0.263  -1.9757  -1.8010  -2.7454
 9BL  H17  H   HCH2  0   0.264  -1.8624  -2.8724  -1.3753
 9BL  H18  H   HOH1  0   0.478  -3.1152   1.3872  -2.9679
 9BL  H19  H   H     0   0.235  -4.6658   3.1653  -0.6520
 9BL  H20  H   HCH3  0   0.267  -5.5753   2.2292   1.1309
 9BL  H21  H   HCH3  0   0.267  -4.7511   1.6721   2.5714
 9BL  H22  H   HCH3  0   0.270  -4.0533   2.9652   1.6145
 9BL  H23  H   HOH1  0   0.474  -2.3092  -2.2593   1.9465

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
 9BL  CAB  CAQ  single    1.500  0.020  1.500
 9BL  OAG  CAU  single    1.328  0.020  1.328
 9BL  CAQ  CAN  single    1.507  0.020  1.507
 9BL  CAQ  CAL  double    1.335  0.020  1.335
 9BL  CAN  CAM  single    1.540  0.020  1.540
 9BL  CLA  CAW  single    1.742  0.020  1.742
 9BL  CAM  CAK  single    1.491  0.020  1.491
 9BL  CAU  CAW  aromatic  1.412  0.020  1.412
 9BL  CAU  CAY  aromatic  1.390  0.020  1.390
 9BL  CAC  CAR  single    1.500  0.020  1.500
 9BL  CAO  CAL  single    1.502  0.020  1.502
 9BL  CAO  CAY  single    1.508  0.020  1.508
 9BL  CAW  CAT  aromatic  1.378  0.020  1.378
 9BL  CAY  CAV  aromatic  1.393  0.020  1.393
 9BL  CAK  CAR  double    1.339  0.020  1.339
 9BL  CAR  CAS  single    1.488  0.020  1.488
 9BL  CAT  CAD  single    1.502  0.020  1.502
 9BL  CAT  CAX  aromatic  1.414  0.020  1.414
 9BL  CAV  CAX  aromatic  1.415  0.020  1.415
 9BL  CAV  OAH  single    1.327  0.020  1.327
 9BL  CAS  OAF  double    1.210  0.020  1.210
 9BL  CAS  OAP  single    1.327  0.020  1.327
 9BL  CAX  CAJ  single    1.444  0.020  1.444
 9BL  OAP  CAA  single    1.426  0.020  1.426
 9BL  CAJ  OAE  double    1.229  0.020  1.229
 9BL  CAA  H1   single    0.970  0.020  1.090
 9BL  CAA  H2   single    0.970  0.020  1.090
 9BL  CAA  H3   single    0.970  0.020  1.090
 9BL  CAC  H4   single    0.970  0.020  1.090
 9BL  CAC  H5   single    0.970  0.020  1.090
 9BL  CAC  H6   single    0.970  0.020  1.090
 9BL  CAK  H7   single    0.930  0.020  1.080
 9BL  CAM  H8   single    0.970  0.020  1.090
 9BL  CAM  H9   single    0.970  0.020  1.090
 9BL  CAN  H10  single    0.970  0.020  1.090
 9BL  CAN  H11  single    0.970  0.020  1.090
 9BL  CAB  H12  single    0.970  0.020  1.090
 9BL  CAB  H13  single    0.970  0.020  1.090
 9BL  CAB  H14  single    0.970  0.020  1.090
 9BL  CAL  H15  single    0.930  0.020  1.080
 9BL  CAO  H16  single    0.970  0.020  1.090
 9BL  CAO  H17  single    0.970  0.020  1.090
 9BL  OAH  H18  single    0.850  0.020  0.980
 9BL  CAJ  H19  single    0.930  0.020  1.080
 9BL  CAD  H20  single    0.970  0.020  1.090
 9BL  CAD  H21  single    0.970  0.020  1.090
 9BL  CAD  H22  single    0.970  0.020  1.090
 9BL  OAG  H23  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
 9BL  H3   CAA  H2   109.30  3.000
 9BL  H3   CAA  H1   109.16  3.000
 9BL  H2   CAA  H1   109.28  3.000
 9BL  H3   CAA  OAP  111.54  3.000
 9BL  H2   CAA  OAP  105.96  3.000
 9BL  H1   CAA  OAP  111.52  3.000
 9BL  CAS  OAP  CAA  117.62  3.000
 9BL  CAR  CAS  OAF  125.47  3.000
 9BL  OAF  CAS  OAP  122.71  3.000
 9BL  CAR  CAS  OAP  111.82  3.000
 9BL  CAK  CAR  CAC  124.96  3.000
 9BL  CAK  CAR  CAS  116.71  3.000
 9BL  CAC  CAR  CAS  118.32  3.000
 9BL  H6   CAC  H5   107.23  3.000
 9BL  H6   CAC  H4   107.40  3.000
 9BL  H5   CAC  H4   107.03  3.000
 9BL  H6   CAC  CAR  111.65  3.000
 9BL  H5   CAC  CAR  111.43  3.000
 9BL  H4   CAC  CAR  111.82  3.000
 9BL  H7   CAK  CAM  115.12  3.000
 9BL  H7   CAK  CAR  117.80  3.000
 9BL  CAM  CAK  CAR  127.04  3.000
 9BL  H9   CAM  H8   106.89  3.000
 9BL  H9   CAM  CAN  108.82  3.000
 9BL  H8   CAM  CAN  109.61  3.000
 9BL  H9   CAM  CAK  111.96  3.000
 9BL  H8   CAM  CAK  108.45  3.000
 9BL  CAN  CAM  CAK  111.00  3.000
 9BL  H11  CAN  H10  106.79  3.000
 9BL  H11  CAN  CAQ  109.96  3.000
 9BL  H10  CAN  CAQ  110.02  3.000
 9BL  H11  CAN  CAM  109.08  3.000
 9BL  H10  CAN  CAM  108.55  3.000
 9BL  CAQ  CAN  CAM  112.29  3.000
 9BL  CAL  CAQ  CAB  124.96  3.000
 9BL  CAL  CAQ  CAN  119.53  3.000
 9BL  CAB  CAQ  CAN  115.50  3.000
 9BL  H14  CAB  H13  107.78  3.000
 9BL  H14  CAB  H12  106.63  3.000
 9BL  H13  CAB  H12  107.23  3.000
 9BL  H14  CAB  CAQ  110.38  3.000
 9BL  H13  CAB  CAQ  113.26  3.000
 9BL  H12  CAB  CAQ  111.26  3.000
 9BL  H15  CAL  CAO  114.36  3.000
 9BL  H15  CAL  CAQ  117.54  3.000
 9BL  CAO  CAL  CAQ  128.08  3.000
 9BL  H17  CAO  H16  106.17  3.000
 9BL  H17  CAO  CAY  109.89  3.000
 9BL  H16  CAO  CAY  109.15  3.000
 9BL  H17  CAO  CAL  111.67  3.000
 9BL  H16  CAO  CAL  109.51  3.000
 9BL  CAY  CAO  CAL  110.34  3.000
 9BL  CAU  CAY  CAV  117.80  3.000
 9BL  CAV  CAY  CAO  121.44  3.000
 9BL  CAU  CAY  CAO  120.70  3.000
 9BL  CAX  CAV  OAH  120.87  3.000
 9BL  OAH  CAV  CAY  117.72  3.000
 9BL  CAX  CAV  CAY  121.42  3.000
 9BL  H18  OAH  CAV  107.97  3.000
 9BL  CAT  CAX  CAJ  120.68  3.000
 9BL  CAJ  CAX  CAV  118.96  3.000
 9BL  CAT  CAX  CAV  120.36  3.000
 9BL  H19  CAJ  OAE  118.68  3.000
 9BL  H19  CAJ  CAX  117.26  3.000
 9BL  OAE  CAJ  CAX  124.06  3.000
 9BL  CAW  CAT  CAD  122.11  3.000
 9BL  CAD  CAT  CAX  120.42  3.000
 9BL  CAW  CAT  CAX  117.47  3.000
 9BL  H22  CAD  H21  107.41  3.000
 9BL  H22  CAD  H20  107.54  3.000
 9BL  H21  CAD  H20  107.24  3.000
 9BL  H22  CAD  CAT  110.97  3.000
 9BL  H21  CAD  CAT  112.15  3.000
 9BL  H20  CAD  CAT  111.29  3.000
 9BL  CAU  CAW  CLA  116.35  3.000
 9BL  CAU  CAW  CAT  122.03  3.000
 9BL  CLA  CAW  CAT  121.62  3.000
 9BL  OAG  CAU  CAW  121.89  3.000
 9BL  CAW  CAU  CAY  120.90  3.000
 9BL  OAG  CAU  CAY  117.22  3.000
 9BL  H23  OAG  CAU  111.69  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
 9BL  CONST_01  CAT  CAW  CAU  CAY     0.00   0.0  0
 9BL  CONST_02  CAT  CAX  CAV  CAY     0.00   0.0  0
 9BL  CONST_03  CAW  CAU  CAY  CAV     0.00   0.0  0
 9BL  CONST_04  CAW  CAT  CAX  CAV     0.00   0.0  0
 9BL  CONST_05  CAU  CAW  CAT  CAX     0.00   0.0  0
 9BL  CONST_06  CAU  CAY  CAV  CAX     0.00   0.0  0
 9BL  CONST_07  CAW  CAU  CAY  CAO   180.00   0.0  0
 9BL  CONST_08  CAX  CAV  CAY  CAO   180.00   0.0  0
 9BL  CONST_09  CLA  CAW  CAU  CAY   180.00   0.0  0
 9BL  CONST_10  CAJ  CAX  CAV  CAY   180.00   0.0  0
 9BL  CONST_11  OAG  CAU  CAY  CAV   180.00   0.0  0
 9BL  CONST_12  CAD  CAT  CAX  CAV   180.00   0.0  0
 9BL  CONST_13  CAU  CAY  CAV  OAH   180.00   0.0  0
 9BL  CONST_14  CAT  CAX  CAV  OAH   180.00   0.0  0
 9BL  CONST_15  CLA  CAW  CAT  CAX   180.00   0.0  0
 9BL  CONST_16  CAW  CAT  CAX  CAJ   180.00   0.0  0
 9BL  CONST_17  OAG  CAU  CAW  CAT   180.00   0.0  0
 9BL  CONST_18  CAU  CAW  CAT  CAD   180.00   0.0  0
 9BL  Var_01    CAU  CAY  CAO  CAL   -85.89  30.0  2
 9BL  Var_02    OAE  CAJ  CAX  CAV    -0.09  30.0  2
 9BL  Var_03    H20  CAD  CAT  CAX    55.15  30.0  2
 9BL  Var_04    CAY  CAO  CAL  CAQ   115.56  30.0  2
 9BL  Var_05    CAM  CAK  CAR  CAS  -178.73   0.0  2
 9BL  Var_06    CAO  CAL  CAQ  CAN  -176.99   0.0  2
 9BL  Var_07    CAR  CAS  OAP  CAA   179.89  30.0  1
 9BL  Var_08    CAC  CAR  CAS  OAP    -0.56  30.0  3
 9BL  Var_09    CAN  CAM  CAK  CAR   100.17  30.0  1
 9BL  Var_10    CAQ  CAN  CAM  CAK   178.85  30.0  2
 9BL  Var_11    CAB  CAQ  CAN  CAM   -71.21  30.0  1
 9BL  Var_12    H4   CAC  CAR  CAS   -59.39  30.0  3
 9BL  Var_13    H1   CAA  OAP  CAS    61.60  30.0  3
 9BL  Var_14    H12  CAB  CAQ  CAN    65.74  30.0  3

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
 9BL  plan-1  CAO  0.020
 9BL  plan-1  CAY  0.020
 9BL  plan-1  CAV  0.020
 9BL  plan-1  OAH  0.020
 9BL  plan-1  CAX  0.020
 9BL  plan-1  CAJ  0.020
 9BL  plan-1  CAT  0.020
 9BL  plan-1  CAD  0.020
 9BL  plan-1  CAW  0.020
 9BL  plan-1  CLA  0.020
 9BL  plan-1  CAU  0.020
 9BL  plan-1  OAG  0.020
 9BL  plan-2  CAN  0.020
 9BL  plan-2  CAQ  0.020
 9BL  plan-2  CAB  0.020
 9BL  plan-2  CAL  0.020
 9BL  plan-2  CAO  0.020
 9BL  plan-2  H15  0.020
 9BL  plan-3  CAS  0.020
 9BL  plan-3  CAR  0.020
 9BL  plan-3  CAC  0.020
 9BL  plan-3  CAK  0.020
 9BL  plan-3  CAM  0.020
 9BL  plan-3  H7   0.020
 9BL  plan-4  OAP  0.020
 9BL  plan-4  CAS  0.020
 9BL  plan-4  OAF  0.020
 9BL  plan-4  CAR  0.020
 9BL  plan-5  CAX  0.020
 9BL  plan-5  CAJ  0.020
 9BL  plan-5  OAE  0.020
 9BL  plan-5  H19  0.020

