# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 09:06:36 2022
#   Inital geometry file: a 114 line input string
#   Ligand name: 2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine-18-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: OC(=O)c1ccc2OCCOCCOCCOCCOCCOc2c1
#
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
 AJU  AJU  '2,3,5,6,8,9,11,12,14,15-decahydro-1,4,7,10,13,16-benzohexaoxacyclooctadecine-18-carboxylic acid'  ligand  48  25  .  2022-03-11  2022-03-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_AJU
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
 AJU  OAX  O  O      0  -0.596   5.6332  -1.8286   1.1540
 AJU  CAW  C  C      0   0.396   5.6056  -0.5971   0.9600
 AJU  OAY  O  OC    -1  -0.597   6.5684   0.1908   1.0401
 AJU  CAV  C  CR6    0  -0.113   4.2617   0.0050   0.5832
 AJU  CAU  C  CR16   0  -0.375   3.1311  -0.8003   0.4585
 AJU  CAQ  C  CR6    0   0.291   1.8993  -0.2750   0.1110
 AJU  OAP  O  O2     0  -0.493   0.7884  -1.0583   0.0346
 AJU  CAO  C  CH2    0  -0.196   0.7828  -2.0451  -0.9881
 AJU  CAN  C  CH2    0  -0.166  -0.2036  -3.1246  -0.6290
 AJU  OAM  O  O2     0  -0.482  -1.5091  -2.6094  -0.6432
 AJU  CAL  C  CH2    0  -0.170  -2.4567  -3.5182  -0.1430
 AJU  CAK  C  CH2    0  -0.168  -3.8403  -2.9377  -0.2831
 AJU  OAJ  O  O2     0  -0.482  -3.9382  -1.7574   0.4696
 AJU  CAI  C  CH2    0  -0.167  -5.1953  -1.1401   0.3670
 AJU  CAH  C  CH2    0  -0.168  -5.1300   0.2419   0.9658
 AJU  OAG  O  O2     0  -0.483  -4.2658   1.0360   0.1951
 AJU  CAA  C  CH2    0  -0.167  -4.2349   2.3814   0.5948
 AJU  CAB  C  CH2    0  -0.171  -3.2909   3.1415  -0.3013
 AJU  OAC  O  O2     0  -0.484  -1.9666   2.7341  -0.0568
 AJU  CAD  C  CH2    0  -0.161  -1.0701   3.2054  -1.0273
 AJU  CAE  C  CH2    0  -0.220   0.3491   2.9346  -0.6052
 AJU  OAF  O  O2     0  -0.458   0.5445   1.5379  -0.4868
 AJU  CAR  C  CR6    0   0.304   1.7676   1.1011  -0.1321
 AJU  CAS  C  CR16   0  -0.376   2.8884   1.9148   0.0127
 AJU  CAT  C  CR16   0  -0.298   4.1169   1.3669   0.3590
 AJU  H2   H  HCR6   0   0.255   3.2171  -1.8628   0.6523
 AJU  H3   H  HCH2   0   0.227   0.5296  -1.5913  -1.9534
 AJU  H4   H  HCH2   0   0.227   1.7664  -2.5131  -1.0916
 AJU  H5   H  HCH2   0   0.209  -0.0929  -3.9449  -1.3522
 AJU  H6   H  HCH2   0   0.206   0.0508  -3.5346   0.3588
 AJU  H7   H  HCH2   0   0.206  -2.4332  -4.4675  -0.6966
 AJU  H8   H  HCH2   0   0.206  -2.2496  -3.7574   0.9100
 AJU  H9   H  HCH2   0   0.204  -4.0583  -2.7438  -1.3434
 AJU  H10  H  HCH2   0   0.205  -4.5620  -3.6946   0.0559
 AJU  H11  H  HCH2   0   0.203  -5.5139  -1.0681  -0.6828
 AJU  H12  H  HCH2   0   0.207  -5.9686  -1.7159   0.8948
 AJU  H13  H  HCH2   0   0.205  -6.1482   0.6553   0.9785
 AJU  H14  H  HCH2   0   0.206  -4.7950   0.1893   2.0115
 AJU  H15  H  HCH2   0   0.206  -5.2298   2.8416   0.5130
 AJU  H16  H  HCH2   0   0.205  -3.9240   2.4815   1.6448
 AJU  H17  H  HCH2   0   0.206  -3.5698   2.9709  -1.3508
 AJU  H18  H  HCH2   0   0.210  -3.4118   4.2166  -0.1105
 AJU  H19  H  HCH2   0   0.213  -1.2717   2.7449  -2.0048
 AJU  H20  H  HCH2   0   0.213  -1.1608   4.2919  -1.1655
 AJU  H21  H  HCH2   0   0.231   1.0107   3.3635  -1.3659
 AJU  H22  H  HCH2   0   0.230   0.5682   3.4340   0.3456
 AJU  H23  H  HCR6   0   0.275   2.8248   2.9816  -0.1536
 AJU  H24  H  HCR6   0   0.244   4.9731   2.0205   0.4564

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
 AJU  OAX  CAW  deloc     1.247  0.020  1.247
 AJU  CAW  OAY  deloc     1.247  0.020  1.247
 AJU  CAW  CAV  single    1.520  0.020  1.520
 AJU  CAN  CAO  single    1.506  0.020  1.506
 AJU  CAN  OAM  single    1.404  0.020  1.404
 AJU  CAO  OAP  single    1.421  0.020  1.421
 AJU  CAL  OAM  single    1.405  0.020  1.405
 AJU  CAL  CAK  single    1.507  0.020  1.507
 AJU  CAU  CAV  aromatic  1.394  0.020  1.394
 AJU  CAU  CAQ  single    1.383  0.020  1.383
 AJU  CAV  CAT  aromatic  1.388  0.020  1.388
 AJU  OAP  CAQ  single    1.361  0.020  1.361
 AJU  CAK  OAJ  single    1.403  0.020  1.403
 AJU  CAQ  CAR  aromatic  1.404  0.020  1.404
 AJU  CAT  CAS  aromatic  1.389  0.020  1.389
 AJU  OAJ  CAI  single    1.404  0.020  1.404
 AJU  CAR  CAS  single    1.393  0.020  1.393
 AJU  CAR  OAF  single    1.346  0.020  1.346
 AJU  CAI  CAH  single    1.508  0.020  1.508
 AJU  OAF  CAE  single    1.415  0.020  1.415
 AJU  CAH  OAG  single    1.404  0.020  1.404
 AJU  CAE  CAD  single    1.505  0.020  1.505
 AJU  OAG  CAA  single    1.404  0.020  1.404
 AJU  OAC  CAD  single    1.403  0.020  1.403
 AJU  OAC  CAB  single    1.407  0.020  1.407
 AJU  CAA  CAB  single    1.507  0.020  1.507
 AJU  CAU  H2   single    0.930  0.020  1.080
 AJU  CAO  H3   single    0.970  0.020  1.090
 AJU  CAO  H4   single    0.970  0.020  1.090
 AJU  CAN  H5   single    0.970  0.020  1.090
 AJU  CAN  H6   single    0.970  0.020  1.090
 AJU  CAL  H7   single    0.970  0.020  1.090
 AJU  CAL  H8   single    0.970  0.020  1.090
 AJU  CAK  H9   single    0.970  0.020  1.090
 AJU  CAK  H10  single    0.970  0.020  1.090
 AJU  CAI  H11  single    0.970  0.020  1.090
 AJU  CAI  H12  single    0.970  0.020  1.090
 AJU  CAH  H13  single    0.970  0.020  1.090
 AJU  CAH  H14  single    0.970  0.020  1.090
 AJU  CAA  H15  single    0.970  0.020  1.090
 AJU  CAA  H16  single    0.970  0.020  1.090
 AJU  CAB  H17  single    0.970  0.020  1.090
 AJU  CAB  H18  single    0.970  0.020  1.090
 AJU  CAD  H19  single    0.970  0.020  1.090
 AJU  CAD  H20  single    0.970  0.020  1.090
 AJU  CAE  H21  single    0.970  0.020  1.090
 AJU  CAE  H22  single    0.970  0.020  1.090
 AJU  CAS  H23  single    0.930  0.020  1.080
 AJU  CAT  H24  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
 AJU  CAV  CAW  OAY  116.64  3.000
 AJU  CAV  CAW  OAX  116.70  3.000
 AJU  OAY  CAW  OAX  126.66  3.000
 AJU  CAT  CAV  CAU  117.90  3.000
 AJU  CAT  CAV  CAW  121.40  3.000
 AJU  CAU  CAV  CAW  120.70  3.000
 AJU  H2   CAU  CAQ  119.21  3.000
 AJU  H2   CAU  CAV  119.09  3.000
 AJU  CAQ  CAU  CAV  121.69  3.000
 AJU  CAR  CAQ  OAP  118.53  3.000
 AJU  CAR  CAQ  CAU  119.95  3.000
 AJU  OAP  CAQ  CAU  121.48  3.000
 AJU  CAO  OAP  CAQ  116.30  3.000
 AJU  H4   CAO  H3   107.54  3.000
 AJU  H4   CAO  CAN  107.75  3.000
 AJU  H3   CAO  CAN  110.82  3.000
 AJU  H4   CAO  OAP  111.19  3.000
 AJU  H3   CAO  OAP  110.31  3.000
 AJU  CAN  CAO  OAP  109.20  3.000
 AJU  H6   CAN  H5   106.83  3.000
 AJU  H6   CAN  OAM  111.18  3.000
 AJU  H5   CAN  OAM  111.16  3.000
 AJU  H6   CAN  CAO  109.27  3.000
 AJU  H5   CAN  CAO  108.19  3.000
 AJU  OAM  CAN  CAO  110.10  3.000
 AJU  CAL  OAM  CAN  112.72  3.000
 AJU  H8   CAL  H7   106.89  3.000
 AJU  H8   CAL  CAK  110.23  3.000
 AJU  H7   CAL  CAK  107.78  3.000
 AJU  H8   CAL  OAM  110.77  3.000
 AJU  H7   CAL  OAM  111.40  3.000
 AJU  CAK  CAL  OAM  109.69  3.000
 AJU  H10  CAK  H9   106.78  3.000
 AJU  H10  CAK  OAJ  111.59  3.000
 AJU  H9   CAK  OAJ  110.79  3.000
 AJU  H10  CAK  CAL  107.99  3.000
 AJU  H9   CAK  CAL  109.85  3.000
 AJU  OAJ  CAK  CAL  109.77  3.000
 AJU  CAI  OAJ  CAK  113.14  3.000
 AJU  H12  CAI  H11  106.80  3.000
 AJU  H12  CAI  CAH  108.66  3.000
 AJU  H11  CAI  CAH  109.38  3.000
 AJU  H12  CAI  OAJ  111.37  3.000
 AJU  H11  CAI  OAJ  110.98  3.000
 AJU  CAH  CAI  OAJ  109.58  3.000
 AJU  H14  CAH  H13  106.81  3.000
 AJU  H14  CAH  OAG  111.20  3.000
 AJU  H13  CAH  OAG  111.34  3.000
 AJU  H14  CAH  CAI  110.32  3.000
 AJU  H13  CAH  CAI  108.02  3.000
 AJU  OAG  CAH  CAI  109.09  3.000
 AJU  CAA  OAG  CAH  113.53  3.000
 AJU  H16  CAA  H15  106.79  3.000
 AJU  H16  CAA  CAB  110.16  3.000
 AJU  H15  CAA  CAB  108.15  3.000
 AJU  H16  CAA  OAG  111.43  3.000
 AJU  H15  CAA  OAG  111.11  3.000
 AJU  CAB  CAA  OAG  109.14  3.000
 AJU  H18  CAB  H17  106.85  3.000
 AJU  H18  CAB  OAC  110.90  3.000
 AJU  H17  CAB  OAC  111.09  3.000
 AJU  H18  CAB  CAA  108.74  3.000
 AJU  H17  CAB  CAA  109.29  3.000
 AJU  OAC  CAB  CAA  109.88  3.000
 AJU  CAD  OAC  CAB  112.58  3.000
 AJU  H20  CAD  H19  106.69  3.000
 AJU  H20  CAD  CAE  106.91  3.000
 AJU  H19  CAD  CAE  110.30  3.000
 AJU  H20  CAD  OAC  111.49  3.000
 AJU  H19  CAD  OAC  110.94  3.000
 AJU  CAE  CAD  OAC  110.37  3.000
 AJU  H22  CAE  H21  107.65  3.000
 AJU  H22  CAE  OAF  110.45  3.000
 AJU  H21  CAE  OAF  111.16  3.000
 AJU  H22  CAE  CAD  110.48  3.000
 AJU  H21  CAE  CAD  107.71  3.000
 AJU  OAF  CAE  CAD  109.34  3.000
 AJU  CAR  OAF  CAE  117.88  3.000
 AJU  CAS  CAR  OAF  124.68  3.000
 AJU  OAF  CAR  CAQ  116.68  3.000
 AJU  CAS  CAR  CAQ  118.64  3.000
 AJU  H23  CAS  CAT  118.65  3.000
 AJU  H23  CAS  CAR  120.86  3.000
 AJU  CAT  CAS  CAR  120.48  3.000
 AJU  H24  CAT  CAS  118.96  3.000
 AJU  H24  CAT  CAV  119.73  3.000
 AJU  CAS  CAT  CAV  121.31  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
 AJU  CONST_01  CAR  CAQ  CAU  CAV     0.00   0.0  0
 AJU  CONST_02  CAR  CAS  CAT  CAV     0.00   0.0  0
 AJU  CONST_03  CAS  CAT  CAV  CAU     0.00   0.0  0
 AJU  CONST_04  CAS  CAR  CAQ  CAU     0.00   0.0  0
 AJU  CONST_05  CAT  CAV  CAU  CAQ     0.00   0.0  0
 AJU  CONST_06  CAT  CAS  CAR  CAQ     0.00   0.0  0
 AJU  CONST_07  CAQ  CAU  CAV  CAW   180.00   0.0  0
 AJU  CONST_08  CAS  CAT  CAV  CAW   180.00   0.0  0
 AJU  CONST_09  H23  CAS  CAT  CAV   180.00   0.0  0
 AJU  CONST_10  H24  CAT  CAV  CAU   180.00   0.0  0
 AJU  CONST_11  H2   CAU  CAQ  OAP     0.00   0.0  0
 AJU  Var_01    CAN  CAO  OAP  CAQ   158.54  30.0  1
 AJU  Var_02    OAM  CAN  CAO  OAP    66.26  30.0  1
 AJU  Var_03    CAR  CAQ  OAP  CAO   115.91  30.0  1
 AJU  Var_04    CAK  CAL  OAM  CAN  -175.86  30.0  1
 AJU  Var_05    OAJ  CAK  CAL  OAM   -61.70  30.0  1
 AJU  Var_06    CAH  CAI  OAJ  CAK  -168.63  30.0  1
 AJU  Var_07    OAG  CAH  CAI  OAJ    65.31  30.0  1
 AJU  Var_08    CAB  CAA  OAG  CAH  -179.51  30.0  1
 AJU  Var_09    OAC  CAB  CAA  OAG   -68.97  30.0  1
 AJU  Var_10    CAE  CAD  OAC  CAB   170.87  30.0  1
 AJU  Var_11    OAF  CAE  CAD  OAC    61.91  30.0  1
 AJU  Var_12    CAS  CAR  OAF  CAE    -5.97  30.0  1
 AJU  Var_13    CAU  CAV  CAW  OAX    -0.38  30.0  2

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
 AJU  plan-1  CAW  0.020
 AJU  plan-1  CAV  0.020
 AJU  plan-1  CAU  0.020
 AJU  plan-1  CAQ  0.020
 AJU  plan-1  OAP  0.020
 AJU  plan-1  OAF  0.020
 AJU  plan-1  CAR  0.020
 AJU  plan-1  CAS  0.020
 AJU  plan-1  CAT  0.020
 AJU  plan-1  H2   0.020
 AJU  plan-1  H23  0.020
 AJU  plan-1  H24  0.020
 AJU  plan-2  OAX  0.020
 AJU  plan-2  CAW  0.020
 AJU  plan-2  OAY  0.020
 AJU  plan-2  CAV  0.020

