# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 11 12:47:06 2020
#   Inital geometry file: a 144 line input string
#   Ligand name: 3-chloro-4,6-dihydroxy-2-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzaldehyde
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)=CCC/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
 9BR  9BR  3-chloro-4,6-dihydroxy-2-methyl-5-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]benzaldehyde  ligand  58  27  .  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_9BR
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
 9BR  CAA  C   CH3   0  -0.706   9.6696   1.0440   0.7916
 9BR  CAS  C   C     0   0.081   8.2667   0.9121   0.2736
 9BR  CAB  C   CH3   0  -0.719   8.1685   0.7430  -1.2139
 9BR  CAK  C   C1    0  -0.256   7.2206   0.9516   1.1028
 9BR  CAN  C   CH2   0  -0.492   5.7686   0.8324   0.7576
 9BR  CAQ  C   CH2   0  -0.481   5.1891  -0.5231   1.1930
 9BR  CAT  C   C     0   0.112   3.7064  -0.6414   0.9579
 9BR  CAC  C   CH3   0  -0.732   2.8461   0.2137   1.8423
 9BR  CAL  C   C1    0  -0.272   3.2342  -1.4564   0.0105
 9BR  CAO  C   CH2   0  -0.490   1.8071  -1.6726  -0.3865
 9BR  CAR  C   CH2   0  -0.484   1.4705  -0.9570  -1.7056
 9BR  CAU  C   C     0   0.119   0.0578  -1.2061  -2.1644
 9BR  CAD  C   CH3   0  -0.724  -0.2284  -2.6016  -2.6343
 9BR  CAM  C   C1    0  -0.254  -0.8411  -0.2208  -2.1117
 9BR  CAP  C   CH2   0  -0.557  -2.3011  -0.2803  -2.4598
 9BR  CBA  C   CR6   0  -0.113  -3.1456  -0.0197  -1.2380
 9BR  CAX  C   CR6   0   0.363  -3.5932   1.2607  -0.9196
 9BR  OAH  O   OH1   0  -0.616  -3.2698   2.2511  -1.7416
 9BR  CAZ  C   CR6   0  -0.239  -4.3642   1.5048   0.2427
 9BR  CAJ  C   C1    0   0.146  -4.8097   2.8508   0.5151
 9BR  OAF  O   O     0  -0.458  -4.5589   3.8175  -0.2022
 9BR  CAV  C   CR6   0   0.161  -4.6870   0.4457   1.1217
 9BR  CAE  C   CH3   0  -0.756  -5.5079   0.7020   2.3531
 9BR  CAY  C   CR6   0  -0.270  -4.2174  -0.8099   0.8036
 9BR  CLA  CL  CL    0  -0.119  -4.5378  -2.1899   1.8166
 9BR  CAW  C   CR6   0   0.472  -3.4521  -1.0508  -0.3581
 9BR  OAG  O   OH1   0  -0.583  -2.9998  -2.2619  -0.6615
 9BR  H1   H   HCH3  0   0.230  10.1744   1.9027   0.3404
 9BR  H2   H   HCH3  0   0.235   9.6989   1.1664   1.8744
 9BR  H3   H   HCH3  0   0.230  10.2675   0.1657   0.5343
 9BR  H4   H   HCH3  0   0.234   8.7960  -0.0886  -1.5437
 9BR  H5   H   HCH3  0   0.238   7.1564   0.5506  -1.5638
 9BR  H6   H   HCH3  0   0.235   8.5394   1.6321  -1.7311
 9BR  H7   H   H     0   0.220   7.4275   1.0628   2.1653
 9BR  H8   H   HCH2  0   0.235   5.2246   1.6383   1.2591
 9BR  H9   H   HCH2  0   0.235   5.5959   0.9672  -0.3118
 9BR  H10  H   HCH2  0   0.234   5.7175  -1.3158   0.6575
 9BR  H11  H   HCH2  0   0.225   5.4016  -0.6708   2.2582
 9BR  H12  H   HCH3  0   0.234   3.0760   0.0319   2.8950
 9BR  H13  H   HCH3  0   0.240   3.0297   1.2760   1.6652
 9BR  H14  H   HCH3  0   0.242   1.7811   0.0428   1.7004
 9BR  H15  H   H     0   0.221   3.9604  -2.0167  -0.5754
 9BR  H16  H   HCH2  0   0.234   1.6314  -2.7463  -0.5004
 9BR  H17  H   HCH2  0   0.235   1.1160  -1.3270   0.3850
 9BR  H18  H   HCH2  0   0.234   1.6368   0.1144  -1.5694
 9BR  H19  H   HCH2  0   0.225   2.1736  -1.2904  -2.4774
 9BR  H20  H   HCH3  0   0.238  -0.1925  -3.3108  -1.8049
 9BR  H21  H   HCH3  0   0.241  -1.2026  -2.7058  -3.1061
 9BR  H22  H   HCH3  0   0.230   0.5276  -2.9223  -3.3546
 9BR  H23  H   H     0   0.227  -0.5066   0.7483  -1.7487
 9BR  H24  H   HCH2  0   0.262  -2.5264   0.4719  -3.2180
 9BR  H25  H   HCH2  0   0.263  -2.5728  -1.2404  -2.8955
 9BR  H26  H   HOH1  0   0.478  -3.6671   3.0831  -1.3860
 9BR  H27  H   H     0   0.235  -5.4087   3.0080   1.4199
 9BR  H28  H   HCH3  0   0.267  -6.4647   1.1583   2.1006
 9BR  H29  H   HCH3  0   0.267  -5.7211  -0.2113   2.8991
 9BR  H30  H   HCH3  0   0.269  -4.9912   1.3773   3.0358
 9BR  H31  H   HOH1  0   0.474  -3.2664  -2.9182  -0.0033

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
 9BR  CAD  CAU  single    1.500  0.020  1.500
 9BR  OAG  CAW  single    1.328  0.020  1.328
 9BR  CAO  CAR  single    1.538  0.020  1.538
 9BR  CAO  CAL  single    1.497  0.020  1.497
 9BR  CAU  CAR  single    1.506  0.020  1.506
 9BR  CAU  CAM  double    1.335  0.020  1.335
 9BR  CLA  CAY  single    1.742  0.020  1.742
 9BR  CAL  CAT  double    1.336  0.020  1.336
 9BR  CAW  CAY  aromatic  1.412  0.020  1.412
 9BR  CAW  CBA  aromatic  1.390  0.020  1.390
 9BR  CAP  CAM  single    1.502  0.020  1.502
 9BR  CAP  CBA  single    1.508  0.020  1.508
 9BR  CAY  CAV  aromatic  1.378  0.020  1.378
 9BR  CAT  CAQ  single    1.506  0.020  1.506
 9BR  CAT  CAC  single    1.501  0.020  1.501
 9BR  CBA  CAX  aromatic  1.393  0.020  1.393
 9BR  CAQ  CAN  single    1.537  0.020  1.537
 9BR  CAV  CAE  single    1.502  0.020  1.502
 9BR  CAV  CAZ  aromatic  1.414  0.020  1.414
 9BR  CAX  CAZ  aromatic  1.416  0.020  1.416
 9BR  CAX  OAH  single    1.327  0.020  1.327
 9BR  CAZ  CAJ  single    1.444  0.020  1.444
 9BR  CAN  CAK  single    1.497  0.020  1.497
 9BR  CAK  CAS  double    1.335  0.020  1.335
 9BR  CAA  CAS  single    1.501  0.020  1.501
 9BR  CAS  CAB  single    1.500  0.020  1.500
 9BR  CAJ  OAF  double    1.230  0.020  1.230
 9BR  CAA  H1   single    0.970  0.020  1.090
 9BR  CAA  H2   single    0.970  0.020  1.090
 9BR  CAA  H3   single    0.970  0.020  1.090
 9BR  CAB  H4   single    0.970  0.020  1.090
 9BR  CAB  H5   single    0.970  0.020  1.090
 9BR  CAB  H6   single    0.970  0.020  1.090
 9BR  CAK  H7   single    0.930  0.020  1.080
 9BR  CAN  H8   single    0.970  0.020  1.090
 9BR  CAN  H9   single    0.970  0.020  1.090
 9BR  CAQ  H10  single    0.970  0.020  1.090
 9BR  CAQ  H11  single    0.970  0.020  1.090
 9BR  CAC  H12  single    0.970  0.020  1.090
 9BR  CAC  H13  single    0.970  0.020  1.090
 9BR  CAC  H14  single    0.970  0.020  1.090
 9BR  CAL  H15  single    0.930  0.020  1.080
 9BR  CAO  H16  single    0.970  0.020  1.090
 9BR  CAO  H17  single    0.970  0.020  1.090
 9BR  CAR  H18  single    0.970  0.020  1.090
 9BR  CAR  H19  single    0.970  0.020  1.090
 9BR  CAD  H20  single    0.970  0.020  1.090
 9BR  CAD  H21  single    0.970  0.020  1.090
 9BR  CAD  H22  single    0.970  0.020  1.090
 9BR  CAM  H23  single    0.930  0.020  1.080
 9BR  CAP  H24  single    0.970  0.020  1.090
 9BR  CAP  H25  single    0.970  0.020  1.090
 9BR  OAH  H26  single    0.850  0.020  0.980
 9BR  CAJ  H27  single    0.930  0.020  1.080
 9BR  CAE  H28  single    0.970  0.020  1.090
 9BR  CAE  H29  single    0.970  0.020  1.090
 9BR  CAE  H30  single    0.970  0.020  1.090
 9BR  OAG  H31  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
 9BR  H3   CAA  H2   108.02  3.000
 9BR  H3   CAA  H1   106.34  3.000
 9BR  H2   CAA  H1   108.02  3.000
 9BR  H3   CAA  CAS  111.05  3.000
 9BR  H2   CAA  CAS  112.19  3.000
 9BR  H1   CAA  CAS  110.98  3.000
 9BR  CAK  CAS  CAB  124.59  3.000
 9BR  CAB  CAS  CAA  114.40  3.000
 9BR  CAK  CAS  CAA  121.00  3.000
 9BR  H6   CAB  H5   107.89  3.000
 9BR  H6   CAB  H4   106.33  3.000
 9BR  H5   CAB  H4   107.61  3.000
 9BR  H6   CAB  CAS  110.80  3.000
 9BR  H5   CAB  CAS  113.56  3.000
 9BR  H4   CAB  CAS  110.33  3.000
 9BR  H7   CAK  CAN  114.68  3.000
 9BR  H7   CAK  CAS  117.42  3.000
 9BR  CAN  CAK  CAS  127.89  3.000
 9BR  H9   CAN  H8   106.23  3.000
 9BR  H9   CAN  CAQ  109.07  3.000
 9BR  H8   CAN  CAQ  109.41  3.000
 9BR  H9   CAN  CAK  111.68  3.000
 9BR  H8   CAN  CAK  108.54  3.000
 9BR  CAQ  CAN  CAK  111.74  3.000
 9BR  H11  CAQ  H10  106.54  3.000
 9BR  H11  CAQ  CAT  109.39  3.000
 9BR  H10  CAQ  CAT  110.04  3.000
 9BR  H11  CAQ  CAN  108.72  3.000
 9BR  H10  CAQ  CAN  108.58  3.000
 9BR  CAT  CAQ  CAN  113.34  3.000
 9BR  CAL  CAT  CAC  124.24  3.000
 9BR  CAC  CAT  CAQ  115.31  3.000
 9BR  CAL  CAT  CAQ  120.44  3.000
 9BR  H14  CAC  H13  107.22  3.000
 9BR  H14  CAC  H12  107.79  3.000
 9BR  H13  CAC  H12  106.41  3.000
 9BR  H14  CAC  CAT  113.25  3.000
 9BR  H13  CAC  CAT  111.23  3.000
 9BR  H12  CAC  CAT  110.63  3.000
 9BR  H15  CAL  CAO  114.77  3.000
 9BR  H15  CAL  CAT  117.38  3.000
 9BR  CAO  CAL  CAT  127.82  3.000
 9BR  H17  CAO  H16  106.41  3.000
 9BR  H17  CAO  CAR  108.67  3.000
 9BR  H16  CAO  CAR  109.41  3.000
 9BR  H17  CAO  CAL  111.73  3.000
 9BR  H16  CAO  CAL  108.82  3.000
 9BR  CAR  CAO  CAL  111.65  3.000
 9BR  H19  CAR  H18  106.77  3.000
 9BR  H19  CAR  CAU  109.69  3.000
 9BR  H18  CAR  CAU  110.05  3.000
 9BR  H19  CAR  CAO  108.79  3.000
 9BR  H18  CAR  CAO  108.42  3.000
 9BR  CAU  CAR  CAO  112.93  3.000
 9BR  CAM  CAU  CAD  124.79  3.000
 9BR  CAM  CAU  CAR  119.84  3.000
 9BR  CAD  CAU  CAR  115.36  3.000
 9BR  H22  CAD  H21  107.80  3.000
 9BR  H22  CAD  H20  106.71  3.000
 9BR  H21  CAD  H20  107.27  3.000
 9BR  H22  CAD  CAU  110.34  3.000
 9BR  H21  CAD  CAU  113.33  3.000
 9BR  H20  CAD  CAU  111.11  3.000
 9BR  H23  CAM  CAP  114.30  3.000
 9BR  H23  CAM  CAU  117.64  3.000
 9BR  CAP  CAM  CAU  128.04  3.000
 9BR  H25  CAP  H24  106.15  3.000
 9BR  H25  CAP  CBA  109.69  3.000
 9BR  H24  CAP  CBA  109.15  3.000
 9BR  H25  CAP  CAM  111.73  3.000
 9BR  H24  CAP  CAM  109.53  3.000
 9BR  CBA  CAP  CAM  110.47  3.000
 9BR  CAW  CBA  CAX  117.79  3.000
 9BR  CAX  CBA  CAP  121.59  3.000
 9BR  CAW  CBA  CAP  120.55  3.000
 9BR  CAZ  CAX  OAH  120.83  3.000
 9BR  OAH  CAX  CBA  117.78  3.000
 9BR  CAZ  CAX  CBA  121.40  3.000
 9BR  H26  OAH  CAX  107.91  3.000
 9BR  CAV  CAZ  CAJ  120.71  3.000
 9BR  CAJ  CAZ  CAX  118.92  3.000
 9BR  CAV  CAZ  CAX  120.37  3.000
 9BR  H27  CAJ  OAF  118.69  3.000
 9BR  H27  CAJ  CAZ  117.26  3.000
 9BR  OAF  CAJ  CAZ  124.05  3.000
 9BR  CAY  CAV  CAE  122.08  3.000
 9BR  CAE  CAV  CAZ  120.45  3.000
 9BR  CAY  CAV  CAZ  117.47  3.000
 9BR  H30  CAE  H29  107.41  3.000
 9BR  H30  CAE  H28  107.57  3.000
 9BR  H29  CAE  H28  107.25  3.000
 9BR  H30  CAE  CAV  111.10  3.000
 9BR  H29  CAE  CAV  112.10  3.000
 9BR  H28  CAE  CAV  111.19  3.000
 9BR  CAW  CAY  CLA  116.30  3.000
 9BR  CAW  CAY  CAV  122.02  3.000
 9BR  CLA  CAY  CAV  121.68  3.000
 9BR  OAG  CAW  CAY  121.89  3.000
 9BR  CAY  CAW  CBA  120.93  3.000
 9BR  OAG  CAW  CBA  117.19  3.000
 9BR  H31  OAG  CAW  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
 9BR  CONST_01  CAV  CAY  CAW  CBA     0.00   0.0  0
 9BR  CONST_02  CAV  CAZ  CAX  CBA     0.00   0.0  0
 9BR  CONST_03  CAY  CAW  CBA  CAX     0.00   0.0  0
 9BR  CONST_04  CAY  CAV  CAZ  CAX     0.00   0.0  0
 9BR  CONST_05  CAW  CAY  CAV  CAZ     0.00   0.0  0
 9BR  CONST_06  CAW  CBA  CAX  CAZ     0.00   0.0  0
 9BR  CONST_07  CAY  CAW  CBA  CAP   180.00   0.0  0
 9BR  CONST_08  CAZ  CAX  CBA  CAP   180.00   0.0  0
 9BR  CONST_09  CLA  CAY  CAW  CBA   180.00   0.0  0
 9BR  CONST_10  CAJ  CAZ  CAX  CBA   180.00   0.0  0
 9BR  CONST_11  OAG  CAW  CBA  CAX   180.00   0.0  0
 9BR  CONST_12  CAE  CAV  CAZ  CAX   180.00   0.0  0
 9BR  CONST_13  CAW  CBA  CAX  OAH   180.00   0.0  0
 9BR  CONST_14  CAV  CAZ  CAX  OAH   180.00   0.0  0
 9BR  CONST_15  CLA  CAY  CAV  CAZ   180.00   0.0  0
 9BR  CONST_16  CAY  CAV  CAZ  CAJ   180.00   0.0  0
 9BR  CONST_17  OAG  CAW  CAY  CAV   180.00   0.0  0
 9BR  CONST_18  CAW  CAY  CAV  CAE   180.00   0.0  0
 9BR  Var_01    CAW  CBA  CAP  CAM   -84.25  30.0  2
 9BR  Var_02    OAF  CAJ  CAZ  CAX    -0.21  30.0  2
 9BR  Var_03    H28  CAE  CAV  CAZ    56.78  30.0  2
 9BR  Var_04    CBA  CAP  CAM  CAU   115.81  30.0  1
 9BR  Var_05    CAN  CAK  CAS  CAA  -179.80   0.0  2
 9BR  Var_06    CAO  CAL  CAT  CAQ  -178.21   0.0  2
 9BR  Var_07    CAP  CAM  CAU  CAR  -177.02   0.0  2
 9BR  Var_08    CAQ  CAN  CAK  CAS   107.26  30.0  1
 9BR  Var_09    CAT  CAQ  CAN  CAK   175.62  30.0  1
 9BR  Var_10    CAL  CAT  CAQ  CAN   109.92  30.0  2
 9BR  Var_11    CAR  CAO  CAL  CAT   103.83  30.0  2
 9BR  Var_12    CAU  CAR  CAO  CAL   177.43  30.0  3
 9BR  Var_13    CAD  CAU  CAR  CAO   -69.65  30.0  1
 9BR  Var_14    H4   CAB  CAS  CAA    53.40  30.0  3
 9BR  Var_15    H1   CAA  CAS  CAB    58.97  30.0  3
 9BR  Var_16    H12  CAC  CAT  CAQ   -54.18  30.0  3
 9BR  Var_17    H20  CAD  CAU  CAR    68.49  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
 9BR  plan-1  CAP  0.020
 9BR  plan-1  CBA  0.020
 9BR  plan-1  CAX  0.020
 9BR  plan-1  OAH  0.020
 9BR  plan-1  CAZ  0.020
 9BR  plan-1  CAJ  0.020
 9BR  plan-1  CAV  0.020
 9BR  plan-1  CAE  0.020
 9BR  plan-1  CAY  0.020
 9BR  plan-1  CLA  0.020
 9BR  plan-1  CAW  0.020
 9BR  plan-1  OAG  0.020
 9BR  plan-2  CAR  0.020
 9BR  plan-2  CAU  0.020
 9BR  plan-2  CAD  0.020
 9BR  plan-2  CAM  0.020
 9BR  plan-2  CAP  0.020
 9BR  plan-2  H23  0.020
 9BR  plan-3  CAQ  0.020
 9BR  plan-3  CAT  0.020
 9BR  plan-3  CAC  0.020
 9BR  plan-3  CAL  0.020
 9BR  plan-3  CAO  0.020
 9BR  plan-3  H15  0.020
 9BR  plan-4  CAA  0.020
 9BR  plan-4  CAS  0.020
 9BR  plan-4  CAB  0.020
 9BR  plan-4  CAK  0.020
 9BR  plan-4  CAN  0.020
 9BR  plan-4  H7   0.020
 9BR  plan-5  CAZ  0.020
 9BR  plan-5  CAJ  0.020
 9BR  plan-5  OAF  0.020
 9BR  plan-5  H27  0.020

