# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 03:59:16 2020
#   Inital geometry file: a 150 line input string
#   Ligand name: (6aR,10aR)-3-(1,1-dimethylheptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCC(C)(C)c1cc(O)c2[C@@H]3CC(=CC[C@H]3C(C)(C)Oc2c1)C(O)=O
#
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
 AJA  AJA  '(6aR,10aR)-3-(1,1-dimethylheptyl)-1-hydroxy-6,6-dimethyl-6a,7,10,10a-tetrahydro-6H-benzo[c]chromene-9-carboxylic acid'  ligand  65  29  .  2022-07-24  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_AJA
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
 AJA  O27   O  O     0  -0.450   5.5209   5.7822  -5.6468
 AJA  C16   C  C     0   0.512   5.0234   5.1332  -4.7546
 AJA  O26   O  OH1   0  -0.596   5.5412   5.0882  -3.5314
 AJA  C10   C  C     0  -0.064   3.7886   4.3207  -4.8750
 AJA  C9    C  CH2   0  -0.476   3.3352   3.4733  -3.7155
 AJA  C8    C  CH1   0  -0.273   2.3101   2.4248  -4.1664
 AJA  C7    C  CR6   0  -0.102   1.6950   1.6510  -3.0244
 AJA  C6    C  CR6   0   0.374   2.4550   0.9880  -2.0562
 AJA  O15   O  OH1   0  -0.632   3.7949   0.9584  -2.2240
 AJA  C5    C  CR16  0  -0.514   1.8677   0.3701  -0.9555
 AJA  C4    C  CR6   0   0.212   0.4862   0.3462  -0.8038
 AJA  C19   C  CT    0  -0.166  -0.1910  -0.3180   0.3905
 AJA  C25   C  CH3   0  -0.678   0.8143  -0.7940   1.4406
 AJA  C20   C  CH2   0  -0.392  -1.1898   0.6616   1.0390
 AJA  C21   C  CH2   0  -0.416  -0.6078   1.9841   1.5197
 AJA  C22   C  CH2   0  -0.408  -1.6695   2.8977   2.1228
 AJA  C23   C  CH2   0  -0.406  -1.1198   4.2430   2.5782
 AJA  C28   C  CH2   0  -0.419  -2.1780   5.1458   3.2018
 AJA  C29   C  CH3   0  -0.662  -1.6242   6.4929   3.6448
 AJA  C24   C  CH3   0  -0.630  -0.9679  -1.5455  -0.1057
 AJA  C3    C  CR16  0  -0.463  -0.2876   0.9196  -1.8052
 AJA  C2    C  CR6   0   0.390   0.3073   1.5459  -2.8959
 AJA  O1    O  O2    0  -0.498  -0.5404   2.0470  -3.8194
 AJA  C14   C  CT    0   0.200  -0.0288   2.3048  -5.1369
 AJA  C18   C  CH3   0  -0.676  -1.1359   3.0766  -5.8366
 AJA  C17   C  CH3   0  -0.676   0.2214   0.9803  -5.8512
 AJA  C13   C  CH1   0  -0.257   1.2297   3.1549  -4.9702
 AJA  C12   C  CH2   0  -0.487   1.8306   3.6685  -6.2705
 AJA  C11   C  C1    0  -0.193   3.1250   4.3684  -6.0338
 AJA  HO26  H  HOH1  0   0.483   6.3408   5.6335  -3.4943
 AJA  H91   H  HCH2  0   0.271   4.1969   2.9863  -3.2662
 AJA  H92   H  HCH2  0   0.245   2.8927   4.1008  -2.9343
 AJA  H8    H  HCH1  0   0.252   2.8286   1.7251  -4.8363
 AJA  HO15  H  HOH1  0   0.473   4.2116   0.5066  -1.4816
 AJA  H5    H  HCR6  0   0.257   2.5121  -0.1013  -0.2233
 AJA  H251  H  HCH3  0   0.234   1.4383   0.0146   1.8228
 AJA  H252  H  HCH3  0   0.231   1.4749  -1.5676   1.0456
 AJA  H253  H  HCH3  0   0.237   0.2788  -1.2280   2.2865
 AJA  H201  H  HCH2  0   0.218  -1.9963   0.8677   0.3280
 AJA  H202  H  HCH2  0   0.219  -1.6669   0.1488   1.8818
 AJA  H211  H  HCH2  0   0.212   0.1734   1.8089   2.2659
 AJA  H212  H  HCH2  0   0.214  -0.1237   2.4983   0.6833
 AJA  H221  H  HCH2  0   0.206  -2.1435   2.3930   2.9721
 AJA  H222  H  HCH2  0   0.206  -2.4650   3.0607   1.3872
 AJA  H231  H  HCH2  0   0.205  -0.3124   4.0822   3.3012
 AJA  H232  H  HCH2  0   0.205  -0.6629   4.7564   1.7248
 AJA  H281  H  HCH2  0   0.210  -2.9901   5.2991   2.4843
 AJA  H282  H  HCH2  0   0.209  -2.6261   4.6351   4.0599
 AJA  H291  H  HCH3  0   0.225  -2.3993   7.1195   4.0877
 AJA  H292  H  HCH3  0   0.216  -0.8353   6.3680   4.3887
 AJA  H293  H  HCH3  0   0.215  -1.1972   7.0415   2.8032
 AJA  H241  H  HCH3  0   0.227  -1.7464  -1.2735  -0.8200
 AJA  H242  H  HCH3  0   0.228  -0.3021  -2.2593  -0.5941
 AJA  H243  H  HCH3  0   0.225  -1.4498  -2.0553   0.7314
 AJA  H3    H  HCR6  0   0.240  -1.3697   0.8937  -1.7581
 AJA  H181  H  HCH3  0   0.243  -2.0610   2.4983  -5.8489
 AJA  H182  H  HCH3  0   0.238  -1.3312   4.0291  -5.3407
 AJA  H183  H  HCH3  0   0.236  -0.8673   3.2843  -6.8713
 AJA  H171  H  HCH3  0   0.245  -0.6974   0.3932  -5.8828
 AJA  H172  H  HCH3  0   0.239   0.5350   1.1497  -6.8815
 AJA  H173  H  HCH3  0   0.243   0.9902   0.3753  -5.3690
 AJA  H13   H  HCH1  0   0.249   0.9221   4.0349  -4.3879
 AJA  H121  H  HCH2  0   0.266   1.1510   4.3667  -6.7663
 AJA  H122  H  HCH2  0   0.258   1.9909   2.8579  -6.9921
 AJA  H11   H  H     0   0.263   3.5179   4.9600  -6.8528

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
 AJA  O27  C16   double    1.210  0.020  1.210
 AJA  C16  O26   single    1.329  0.020  1.329
 AJA  C16  C10   single    1.483  0.020  1.483
 AJA  O26  HO26  single    0.850  0.020  0.980
 AJA  C10  C11   double    1.336  0.020  1.336
 AJA  C10  C9    single    1.506  0.020  1.506
 AJA  C9   C8    single    1.534  0.020  1.534
 AJA  C9   H91   single    0.970  0.020  1.090
 AJA  C9   H92   single    0.970  0.020  1.090
 AJA  C8   C13   single    1.532  0.020  1.532
 AJA  C8   C7    single    1.510  0.020  1.510
 AJA  C8   H8    single    0.970  0.020  1.090
 AJA  C7   C2    aromatic  1.398  0.020  1.398
 AJA  C7   C6    aromatic  1.398  0.020  1.398
 AJA  C6   C5    aromatic  1.392  0.020  1.392
 AJA  C6   O15   single    1.351  0.020  1.351
 AJA  O15  HO15  single    0.850  0.020  0.980
 AJA  C5   C4    aromatic  1.390  0.020  1.390
 AJA  C5   H5    single    0.930  0.020  1.080
 AJA  C4   C3    aromatic  1.389  0.020  1.389
 AJA  C4   C19   single    1.525  0.020  1.525
 AJA  C19  C24   single    1.535  0.020  1.535
 AJA  C19  C25   single    1.530  0.020  1.530
 AJA  C19  C20   single    1.542  0.020  1.542
 AJA  C25  H251  single    0.970  0.020  1.090
 AJA  C25  H252  single    0.970  0.020  1.090
 AJA  C25  H253  single    0.970  0.020  1.090
 AJA  C20  C21   single    1.523  0.020  1.523
 AJA  C20  H201  single    0.970  0.020  1.090
 AJA  C20  H202  single    0.970  0.020  1.090
 AJA  C21  C22   single    1.525  0.020  1.525
 AJA  C21  H211  single    0.970  0.020  1.090
 AJA  C21  H212  single    0.970  0.020  1.090
 AJA  C22  C23   single    1.523  0.020  1.523
 AJA  C22  H221  single    0.970  0.020  1.090
 AJA  C22  H222  single    0.970  0.020  1.090
 AJA  C23  C28   single    1.524  0.020  1.524
 AJA  C23  H231  single    0.970  0.020  1.090
 AJA  C23  H232  single    0.970  0.020  1.090
 AJA  C28  C29   single    1.522  0.020  1.522
 AJA  C28  H281  single    0.970  0.020  1.090
 AJA  C28  H282  single    0.970  0.020  1.090
 AJA  C29  H291  single    0.970  0.020  1.090
 AJA  C29  H292  single    0.970  0.020  1.090
 AJA  C29  H293  single    0.970  0.020  1.090
 AJA  C24  H241  single    0.970  0.020  1.090
 AJA  C24  H242  single    0.970  0.020  1.090
 AJA  C24  H243  single    0.970  0.020  1.090
 AJA  C3   C2    aromatic  1.391  0.020  1.391
 AJA  C3   H3    single    0.930  0.020  1.080
 AJA  C2   O1    single    1.350  0.020  1.350
 AJA  O1   C14   single    1.437  0.020  1.437
 AJA  C14  C17   single    1.525  0.020  1.525
 AJA  C14  C13   single    1.528  0.020  1.528
 AJA  C14  C18   single    1.520  0.020  1.520
 AJA  C18  H181  single    0.970  0.020  1.090
 AJA  C18  H182  single    0.970  0.020  1.090
 AJA  C18  H183  single    0.970  0.020  1.090
 AJA  C17  H171  single    0.970  0.020  1.090
 AJA  C17  H172  single    0.970  0.020  1.090
 AJA  C17  H173  single    0.970  0.020  1.090
 AJA  C13  C12   single    1.522  0.020  1.522
 AJA  C13  H13   single    0.970  0.020  1.090
 AJA  C12  C11   single    1.490  0.020  1.490
 AJA  C12  H121  single    0.970  0.020  1.090
 AJA  C12  H122  single    0.970  0.020  1.090
 AJA  C11  H11   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
 AJA  C10   C16  O26   112.37  3.000
 AJA  C10   C16  O27   125.19  3.000
 AJA  O26   C16  O27   122.44  3.000
 AJA  HO26  O26  C16   109.74  3.000
 AJA  C11   C10  C9    122.56  3.000
 AJA  C9    C10  C16   119.76  3.000
 AJA  C11   C10  C16   117.67  3.000
 AJA  H92   C9   H91   106.39  3.000
 AJA  H92   C9   C8    109.34  3.000
 AJA  H91   C9   C8    110.18  3.000
 AJA  H92   C9   C10   110.38  3.000
 AJA  H91   C9   C10   109.37  3.000
 AJA  C8    C9   C10   111.06  3.000
 AJA  H8    C8   C13   108.45  3.000
 AJA  H8    C8   C7    109.08  3.000
 AJA  C13   C8   C7    110.71  3.000
 AJA  H8    C8   C9    107.40  3.000
 AJA  C7    C8   C9    113.58  3.000
 AJA  C13   C8   C9    107.45  3.000
 AJA  C2    C7   C6    116.14  3.000
 AJA  C6    C7   C8    123.04  3.000
 AJA  C2    C7   C8    120.82  3.000
 AJA  C5    C6   O15   120.46  3.000
 AJA  O15   C6   C7    117.62  3.000
 AJA  C5    C6   C7    121.91  3.000
 AJA  HO15  O15  C6    110.09  3.000
 AJA  H5    C5   C4    120.66  3.000
 AJA  H5    C5   C6    118.46  3.000
 AJA  C4    C5   C6    120.87  3.000
 AJA  C3    C4   C19   119.79  3.000
 AJA  C19   C4   C5    122.29  3.000
 AJA  C3    C4   C5    117.89  3.000
 AJA  C24   C19  C20   108.43  3.000
 AJA  C20   C19  C25   109.55  3.000
 AJA  C24   C19  C25   107.79  3.000
 AJA  C20   C19  C4    109.90  3.000
 AJA  C25   C19  C4    112.41  3.000
 AJA  C24   C19  C4    108.65  3.000
 AJA  H253  C25  H252  107.20  3.000
 AJA  H253  C25  H251  107.70  3.000
 AJA  H252  C25  H251  107.82  3.000
 AJA  H253  C25  C19   109.48  3.000
 AJA  H252  C25  C19   111.72  3.000
 AJA  H251  C25  C19   112.69  3.000
 AJA  H202  C20  H201  105.48  3.000
 AJA  H202  C20  C21   109.27  3.000
 AJA  H201  C20  C21   108.85  3.000
 AJA  H202  C20  C19   107.95  3.000
 AJA  H201  C20  C19   108.89  3.000
 AJA  C21   C20  C19   115.91  3.000
 AJA  H212  C21  H211  106.29  3.000
 AJA  H212  C21  C22   109.19  3.000
 AJA  H211  C21  C22   108.86  3.000
 AJA  H212  C21  C20   109.62  3.000
 AJA  H211  C21  C20   110.43  3.000
 AJA  C22   C21  C20   112.27  3.000
 AJA  H222  C22  H221  105.95  3.000
 AJA  H222  C22  C23   109.35  3.000
 AJA  H221  C22  C23   109.34  3.000
 AJA  H222  C22  C21   109.22  3.000
 AJA  H221  C22  C21   109.38  3.000
 AJA  C23   C22  C21   113.34  3.000
 AJA  H232  C23  H231  105.99  3.000
 AJA  H232  C23  C28   109.31  3.000
 AJA  H231  C23  C28   109.18  3.000
 AJA  H232  C23  C22   109.36  3.000
 AJA  H231  C23  C22   109.49  3.000
 AJA  C28   C23  C22   113.26  3.000
 AJA  H282  C28  H281  106.00  3.000
 AJA  H282  C28  C29   109.49  3.000
 AJA  H281  C28  C29   109.68  3.000
 AJA  H282  C28  C23   109.18  3.000
 AJA  H281  C28  C23   109.25  3.000
 AJA  C29   C28  C23   112.99  3.000
 AJA  H293  C29  H292  107.46  3.000
 AJA  H293  C29  H291  107.60  3.000
 AJA  H292  C29  H291  107.62  3.000
 AJA  H293  C29  C28   111.26  3.000
 AJA  H292  C29  C28   111.10  3.000
 AJA  H291  C29  C28   111.59  3.000
 AJA  H243  C24  H242  107.87  3.000
 AJA  H243  C24  H241  107.66  3.000
 AJA  H242  C24  H241  107.78  3.000
 AJA  H243  C24  C19   110.41  3.000
 AJA  H242  C24  C19   111.03  3.000
 AJA  H241  C24  C19   111.92  3.000
 AJA  H3    C3   C2    118.16  3.000
 AJA  H3    C3   C4    121.00  3.000
 AJA  C2    C3   C4    120.84  3.000
 AJA  O1    C2   C3    115.77  3.000
 AJA  O1    C2   C7    122.19  3.000
 AJA  C3    C2   C7    122.04  3.000
 AJA  C14   O1   C2    118.06  3.000
 AJA  C13   C14  C17   113.52  3.000
 AJA  C13   C14  C18   111.57  3.000
 AJA  C17   C14  C18   110.17  3.000
 AJA  C18   C14  O1    104.71  3.000
 AJA  C13   C14  O1    107.04  3.000
 AJA  C17   C14  O1    109.39  3.000
 AJA  H183  C18  H182  108.02  3.000
 AJA  H183  C18  H181  107.43  3.000
 AJA  H182  C18  H181  108.42  3.000
 AJA  H183  C18  C14   110.76  3.000
 AJA  H182  C18  C14   111.37  3.000
 AJA  H181  C18  C14   110.71  3.000
 AJA  H173  C17  H172  107.53  3.000
 AJA  H173  C17  H171  107.93  3.000
 AJA  H172  C17  H171  107.37  3.000
 AJA  H173  C17  C14   112.97  3.000
 AJA  H172  C17  C14   110.78  3.000
 AJA  H171  C17  C14   110.04  3.000
 AJA  H13   C13  C12   107.04  3.000
 AJA  H13   C13  C14   105.83  3.000
 AJA  C12   C13  C14   114.82  3.000
 AJA  H13   C13  C8    107.51  3.000
 AJA  C12   C13  C8    109.31  3.000
 AJA  C14   C13  C8    111.91  3.000
 AJA  H122  C12  H121  105.34  3.000
 AJA  H122  C12  C11   108.93  3.000
 AJA  H121  C12  C11   108.18  3.000
 AJA  H122  C12  C13   111.73  3.000
 AJA  H121  C12  C13   110.95  3.000
 AJA  C11   C12  C13   111.45  3.000
 AJA  H11   C11  C12   116.81  3.000
 AJA  H11   C11  C10   119.64  3.000
 AJA  C12   C11  C10   123.53  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
 AJA  CONST_01  C4    C3   C2   C7      0.00   0.0  0
 AJA  CONST_02  C4    C5   C6   C7      0.00   0.0  0
 AJA  CONST_03  C3    C2   C7   C6      0.00   0.0  0
 AJA  CONST_04  C3    C4   C5   C6      0.00   0.0  0
 AJA  CONST_05  C2    C7   C6   C5      0.00   0.0  0
 AJA  CONST_06  C2    C3   C4   C5      0.00   0.0  0
 AJA  CONST_07  O15   C6   C7   C8      0.00   0.0  0
 AJA  CONST_08  C19   C4   C5   C6    180.00   0.0  0
 AJA  CONST_09  C2    C7   C6   O15   180.00   0.0  0
 AJA  CONST_10  C4    C5   C6   O15   180.00   0.0  0
 AJA  CONST_11  C2    C3   C4   C19   180.00   0.0  0
 AJA  CONST_12  H3    C3   C2   C7    180.00   0.0  0
 AJA  CONST_13  H5    C5   C6   C7    180.00   0.0  0
 AJA  CONST_14  HO26  O26  C16  C10   180.00   0.0  0
 AJA  Var_01    C13   C12  C11  C10    11.98  30.0  1
 AJA  Var_02    C12   C11  C10  C9      4.23  30.0  1
 AJA  Var_03    C11   C10  C9   C8     16.04  30.0  1
 AJA  Var_04    C13   C14  O1   C2    -51.68  30.0  1
 AJA  Var_05    C24   C19  C4   C5   -112.82  30.0  2
 AJA  Var_06    H171  C17  C14  O1     56.91  30.0  3
 AJA  Var_07    H181  C18  C14  O1    -58.23  30.0  3
 AJA  Var_08    C21   C20  C19  C4    -57.91  30.0  3
 AJA  Var_09    H241  C24  C19  C4    -61.17  30.0  3
 AJA  Var_10    H251  C25  C19  C4     58.19  30.0  3
 AJA  Var_11    C22   C21  C20  C19   178.97  30.0  3
 AJA  Var_12    C23   C22  C21  C20  -178.47  30.0  3
 AJA  Var_13    C28   C23  C22  C21  -179.04  30.0  3
 AJA  Var_14    C29   C28  C23  C22  -179.55  30.0  3
 AJA  Var_15    H291  C29  C28  C23  -179.96  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
 AJA  chir_01  C8   C9  C13  C7   positiv
 AJA  chir_02  C13  C8  C14  C12  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
 AJA  plan-1  O27   0.020
 AJA  plan-1  C16   0.020
 AJA  plan-1  O26   0.020
 AJA  plan-1  C10   0.020
 AJA  plan-1  HO26  0.020
 AJA  plan-2  C8    0.020
 AJA  plan-2  C7    0.020
 AJA  plan-2  C6    0.020
 AJA  plan-2  O15   0.020
 AJA  plan-2  C5    0.020
 AJA  plan-2  C4    0.020
 AJA  plan-2  C19   0.020
 AJA  plan-2  C3    0.020
 AJA  plan-2  C2    0.020
 AJA  plan-2  O1    0.020
 AJA  plan-2  H5    0.020
 AJA  plan-2  H3    0.020

