# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Mar 31 13:24:48 2020
#   Inital geometry file: a 116 line input string
#   Ligand name: 4-(3-methoxy-5-methylphenoxy)-2-(4-methoxyphenyl)-6-methylpyridine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(cc1)c2cc(Oc3cc(C)cc(OC)c3)cc(C)n2
#
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
 2OK  2OK  4-(3-methoxy-5-methylphenoxy)-2-(4-methoxyphenyl)-6-methylpyridine  ligand  46  25  .  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_2OK
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
 2OK  CAB  C  CH3   0  -0.439  -5.4351  -2.4144   1.7911
 2OK  OAP  O  O2    0  -0.471  -5.9077  -1.3618   0.9729
 2OK  CAU  C  CR6   0   0.407  -5.0394  -0.7371   0.1595
 2OK  CAL  C  CR16  0  -0.457  -3.6889  -1.0658   0.0668
 2OK  CAI  C  CR16  0  -0.390  -5.5592   0.2965  -0.6209
 2OK  CAR  C  CR6   0   0.113  -4.7510   1.0074  -1.4964
 2OK  CAC  C  CH3   0  -0.725  -5.3226   2.1344  -2.3056
 2OK  CAJ  C  CR16  0  -0.379  -3.3990   0.6786  -1.5964
 2OK  CAV  C  CR6   0   0.341  -2.8990  -0.3465  -0.8168
 2OK  OAQ  O  O2    0  -0.509  -1.5733  -0.7039  -0.9372
 2OK  CAW  C  CR6   0   0.485  -0.6411  -0.0224  -0.2382
 2OK  CAM  C  CR16  0  -0.448   0.6817  -0.3858  -0.4518
 2OK  CAK  C  CR16  0  -0.437  -0.9330   0.9983   0.6571
 2OK  CAS  C  CR6   0   0.241   0.1303   1.6217   1.3015
 2OK  CAD  C  CH3   0  -0.720  -0.1150   2.7374   2.2718
 2OK  NAN  N  N     0  -0.469   1.3961   1.2729   1.1037
 2OK  CAY  C  CR6   0   0.237   1.6754   0.2865   0.2506
 2OK  CAX  C  CR6   0   0.044   3.1039  -0.0473   0.0725
 2OK  CAG  C  CR16  0  -0.306   3.5201  -1.2703  -0.4623
 2OK  CAE  C  CR16  0  -0.325   4.8586  -1.5654  -0.6242
 2OK  CAT  C  CR6   0   0.377   5.8353  -0.6369  -0.2556
 2OK  OAO  O  O2    0  -0.467   7.1127  -1.0050  -0.4486
 2OK  CAA  C  CH3   0  -0.438   8.1395  -0.1106  -0.0652
 2OK  CAF  C  CR16  0  -0.366   5.4390   0.5867   0.2816
 2OK  CAH  C  CR16  0  -0.271   4.0897   0.8636   0.4437
 2OK  H1   H  HCH3  0   0.231  -4.6605  -2.0760   2.4841
 2OK  H2   H  HCH3  0   0.263  -6.2888  -2.7662   2.3648
 2OK  H3   H  HCH3  0   0.231  -5.0425  -3.2452   1.1991
 2OK  H4   H  HCR6  0   0.292  -3.2443  -1.8625   0.6482
 2OK  H5   H  HCR6  0   0.258  -6.6121   0.5393  -0.5362
 2OK  H6   H  HCH3  0   0.253  -5.4078   3.0391  -1.7006
 2OK  H7   H  HCH3  0   0.247  -4.6936   2.3733  -3.1619
 2OK  H8   H  HCH3  0   0.248  -6.3204   1.8966  -2.6736
 2OK  H9   H  HCR6  0   0.265  -2.7476   1.2141  -2.2761
 2OK  H10  H  HCR6  0   0.274   0.9122  -1.1654  -1.1652
 2OK  H11  H  HCR6  0   0.284  -1.9472   1.3163   0.8546
 2OK  H12  H  HCH3  0   0.253   0.2686   2.4777   3.2592
 2OK  H13  H  HCH3  0   0.253   0.4031   3.6424   1.9521
 2OK  H14  H  HCH3  0   0.244  -1.1742   2.9680   2.3672
 2OK  H15  H  HCR6  0   0.254   2.7946  -2.0230  -0.7427
 2OK  H16  H  HCR6  0   0.265   5.1600  -2.5224  -1.0309
 2OK  H17  H  HCH3  0   0.230   8.0940   0.8262  -0.6266
 2OK  H18  H  HCH3  0   0.230   8.1038   0.1159   1.0034
 2OK  H19  H  HCH3  0   0.261   9.0806  -0.6073  -0.2874
 2OK  H20  H  HCR6  0   0.280   6.1630   1.3347   0.5751
 2OK  H21  H  HCR6  0   0.256   3.7973   1.8163   0.8638

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
 2OK  CAC  CAR  single    1.501  0.020  1.501
 2OK  CAR  CAI  aromatic  1.387  0.020  1.387
 2OK  CAR  CAJ  aromatic  1.395  0.020  1.395
 2OK  OAO  CAT  single    1.343  0.020  1.343
 2OK  OAO  CAA  single    1.415  0.020  1.415
 2OK  CAI  CAU  aromatic  1.395  0.020  1.395
 2OK  CAJ  CAV  aromatic  1.382  0.020  1.382
 2OK  CAE  CAT  aromatic  1.397  0.020  1.397
 2OK  CAE  CAG  aromatic  1.380  0.020  1.380
 2OK  CAT  CAF  aromatic  1.394  0.020  1.394
 2OK  CAG  CAX  aromatic  1.398  0.020  1.398
 2OK  CAF  CAH  aromatic  1.387  0.020  1.387
 2OK  CAU  CAL  aromatic  1.393  0.020  1.393
 2OK  CAU  OAP  single    1.344  0.020  1.344
 2OK  CAV  CAL  aromatic  1.386  0.020  1.386
 2OK  CAV  OAQ  single    1.378  0.020  1.378
 2OK  CAX  CAH  aromatic  1.393  0.020  1.393
 2OK  CAX  CAY  single    1.478  0.020  1.478
 2OK  CAM  CAY  aromatic  1.390  0.020  1.390
 2OK  CAM  CAW  aromatic  1.388  0.020  1.388
 2OK  OAP  CAB  single    1.415  0.020  1.415
 2OK  CAY  NAN  aromatic  1.334  0.020  1.334
 2OK  OAQ  CAW  single    1.350  0.020  1.350
 2OK  CAW  CAK  aromatic  1.389  0.020  1.389
 2OK  NAN  CAS  aromatic  1.328  0.020  1.328
 2OK  CAK  CAS  aromatic  1.391  0.020  1.391
 2OK  CAS  CAD  single    1.499  0.020  1.499
 2OK  CAB  H1   single    0.970  0.020  1.090
 2OK  CAB  H2   single    0.970  0.020  1.090
 2OK  CAB  H3   single    0.970  0.020  1.090
 2OK  CAL  H4   single    0.930  0.020  1.080
 2OK  CAI  H5   single    0.930  0.020  1.080
 2OK  CAC  H6   single    0.970  0.020  1.090
 2OK  CAC  H7   single    0.970  0.020  1.090
 2OK  CAC  H8   single    0.970  0.020  1.090
 2OK  CAJ  H9   single    0.930  0.020  1.080
 2OK  CAM  H10  single    0.930  0.020  1.080
 2OK  CAK  H11  single    0.930  0.020  1.080
 2OK  CAD  H12  single    0.970  0.020  1.090
 2OK  CAD  H13  single    0.970  0.020  1.090
 2OK  CAD  H14  single    0.970  0.020  1.090
 2OK  CAG  H15  single    0.930  0.020  1.080
 2OK  CAE  H16  single    0.930  0.020  1.080
 2OK  CAA  H17  single    0.970  0.020  1.090
 2OK  CAA  H18  single    0.970  0.020  1.090
 2OK  CAA  H19  single    0.970  0.020  1.090
 2OK  CAF  H20  single    0.930  0.020  1.080
 2OK  CAH  H21  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
 2OK  H3   CAB  H2   108.78  3.000
 2OK  H3   CAB  H1   108.92  3.000
 2OK  H2   CAB  H1   108.79  3.000
 2OK  H3   CAB  OAP  111.86  3.000
 2OK  H2   CAB  OAP  106.48  3.000
 2OK  H1   CAB  OAP  111.91  3.000
 2OK  CAU  OAP  CAB  118.69  3.000
 2OK  CAI  CAU  CAL  119.91  3.000
 2OK  CAL  CAU  OAP  123.85  3.000
 2OK  CAI  CAU  OAP  116.24  3.000
 2OK  H4   CAL  CAV  119.37  3.000
 2OK  H4   CAL  CAU  122.44  3.000
 2OK  CAV  CAL  CAU  118.19  3.000
 2OK  H5   CAI  CAR  120.02  3.000
 2OK  H5   CAI  CAU  118.95  3.000
 2OK  CAR  CAI  CAU  121.03  3.000
 2OK  CAJ  CAR  CAC  120.50  3.000
 2OK  CAJ  CAR  CAI  119.27  3.000
 2OK  CAC  CAR  CAI  120.21  3.000
 2OK  H8   CAC  H7   108.13  3.000
 2OK  H8   CAC  H6   107.25  3.000
 2OK  H7   CAC  H6   107.40  3.000
 2OK  H8   CAC  CAR  111.53  3.000
 2OK  H7   CAC  CAR  111.64  3.000
 2OK  H6   CAC  CAR  110.69  3.000
 2OK  H9   CAJ  CAV  120.21  3.000
 2OK  H9   CAJ  CAR  120.76  3.000
 2OK  CAV  CAJ  CAR  119.03  3.000
 2OK  OAQ  CAV  CAJ  119.42  3.000
 2OK  OAQ  CAV  CAL  117.98  3.000
 2OK  CAJ  CAV  CAL  122.57  3.000
 2OK  CAW  OAQ  CAV  119.22  3.000
 2OK  CAK  CAW  CAM  119.46  3.000
 2OK  CAK  CAW  OAQ  124.04  3.000
 2OK  CAM  CAW  OAQ  116.50  3.000
 2OK  H10  CAM  CAY  121.97  3.000
 2OK  H10  CAM  CAW  119.55  3.000
 2OK  CAY  CAM  CAW  118.47  3.000
 2OK  H11  CAK  CAS  120.05  3.000
 2OK  H11  CAK  CAW  122.08  3.000
 2OK  CAS  CAK  CAW  117.87  3.000
 2OK  NAN  CAS  CAD  116.62  3.000
 2OK  CAD  CAS  CAK  120.56  3.000
 2OK  NAN  CAS  CAK  122.82  3.000
 2OK  H14  CAD  H13  108.19  3.000
 2OK  H14  CAD  H12  108.27  3.000
 2OK  H13  CAD  H12  107.21  3.000
 2OK  H14  CAD  CAS  111.95  3.000
 2OK  H13  CAD  CAS  110.50  3.000
 2OK  H12  CAD  CAS  110.57  3.000
 2OK  CAY  NAN  CAS  119.29  3.000
 2OK  CAX  CAY  NAN  116.53  3.000
 2OK  NAN  CAY  CAM  122.08  3.000
 2OK  CAX  CAY  CAM  121.39  3.000
 2OK  CAH  CAX  CAG  117.60  3.000
 2OK  CAH  CAX  CAY  120.30  3.000
 2OK  CAG  CAX  CAY  122.10  3.000
 2OK  H15  CAG  CAE  118.10  3.000
 2OK  H15  CAG  CAX  120.52  3.000
 2OK  CAE  CAG  CAX  121.37  3.000
 2OK  H16  CAE  CAT  119.47  3.000
 2OK  H16  CAE  CAG  120.20  3.000
 2OK  CAT  CAE  CAG  120.33  3.000
 2OK  CAF  CAT  OAO  124.49  3.000
 2OK  CAF  CAT  CAE  119.10  3.000
 2OK  OAO  CAT  CAE  116.41  3.000
 2OK  CAA  OAO  CAT  118.56  3.000
 2OK  H19  CAA  H18  108.84  3.000
 2OK  H19  CAA  H17  108.82  3.000
 2OK  H18  CAA  H17  108.86  3.000
 2OK  H19  CAA  OAO  106.50  3.000
 2OK  H18  CAA  OAO  111.86  3.000
 2OK  H17  CAA  OAO  111.86  3.000
 2OK  H20  CAF  CAH  118.78  3.000
 2OK  H20  CAF  CAT  121.42  3.000
 2OK  CAH  CAF  CAT  119.80  3.000
 2OK  H21  CAH  CAF  118.97  3.000
 2OK  H21  CAH  CAX  119.23  3.000
 2OK  CAF  CAH  CAX  121.80  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
 2OK  CONST_01  CAJ  CAR  CAI  CAU     0.00   0.0  0
 2OK  CONST_02  CAJ  CAV  CAL  CAU     0.00   0.0  0
 2OK  CONST_03  CAR  CAI  CAU  CAL     0.00   0.0  0
 2OK  CONST_04  CAR  CAJ  CAV  CAL     0.00   0.0  0
 2OK  CONST_05  CAV  CAJ  CAR  CAI     0.00   0.0  0
 2OK  CONST_06  CAV  CAL  CAU  CAI     0.00   0.0  0
 2OK  CONST_07  CAX  CAY  CAM  CAW   180.00   0.0  0
 2OK  CONST_08  NAN  CAY  CAM  CAW     0.00   0.0  0
 2OK  CONST_09  NAN  CAS  CAK  CAW     0.00   0.0  0
 2OK  CONST_12  CAS  NAN  CAY  CAM     0.00   0.0  0
 2OK  CONST_13  CAS  CAK  CAW  CAM     0.00   0.0  0
 2OK  CONST_14  CAY  CAM  CAW  CAK     0.00   0.0  0
 2OK  CONST_15  CAY  NAN  CAS  CAK     0.00   0.0  0
 2OK  CONST_16  CAX  CAY  NAN  CAS   180.00   0.0  0
 2OK  CONST_19  CAE  CAG  CAX  CAY   180.00   0.0  0
 2OK  CONST_20  CAF  CAH  CAX  CAY   180.00   0.0  0
 2OK  CONST_21  CAT  CAE  CAG  CAX     0.00   0.0  0
 2OK  CONST_22  CAT  CAF  CAH  CAX     0.00   0.0  0
 2OK  CONST_23  CAF  CAT  CAE  CAG     0.00   0.0  0
 2OK  CONST_24  CAF  CAH  CAX  CAG     0.00   0.0  0
 2OK  CONST_25  CAH  CAF  CAT  CAE     0.00   0.0  0
 2OK  CONST_26  CAH  CAX  CAG  CAE     0.00   0.0  0
 2OK  CONST_27  CAR  CAI  CAU  OAP   180.00   0.0  0
 2OK  CONST_28  CAV  CAL  CAU  OAP   180.00   0.0  0
 2OK  CONST_29  CAC  CAR  CAI  CAU   180.00   0.0  0
 2OK  CONST_30  OAQ  CAV  CAL  CAU   180.00   0.0  0
 2OK  CONST_31  OAQ  CAV  CAJ  CAR   180.00   0.0  0
 2OK  CONST_32  CAV  CAJ  CAR  CAC   180.00   0.0  0
 2OK  CONST_33  CAY  CAM  CAW  OAQ   180.00   0.0  0
 2OK  CONST_34  CAS  CAK  CAW  OAQ   180.00   0.0  0
 2OK  CONST_35  CAD  CAS  CAK  CAW   180.00   0.0  0
 2OK  CONST_36  CAY  NAN  CAS  CAD   180.00   0.0  0
 2OK  CONST_37  OAO  CAT  CAE  CAG   180.00   0.0  0
 2OK  CONST_38  CAH  CAF  CAT  OAO   180.00   0.0  0
 2OK  CONST_39  H5   CAI  CAU  CAL   180.00   0.0  0
 2OK  CONST_40  H9   CAJ  CAV  CAL   180.00   0.0  0
 2OK  CONST_41  H4   CAL  CAU  CAI   180.00   0.0  0
 2OK  CONST_42  H11  CAK  CAW  CAM   180.00   0.0  0
 2OK  CONST_43  H10  CAM  CAW  CAK   180.00   0.0  0
 2OK  CONST_44  H15  CAG  CAX  CAY     0.00   0.0  0
 2OK  CONST_45  H21  CAH  CAX  CAY     0.00   0.0  0
 2OK  CONST_46  H16  CAE  CAG  CAX   180.00   0.0  0
 2OK  CONST_47  H20  CAF  CAH  CAX   180.00   0.0  0
 2OK  Var_01    CAM  CAW  OAQ  CAV  -176.92  30.0  2
 2OK  Var_02    CAI  CAU  OAP  CAB  -179.76  30.0  3
 2OK  Var_03    CAF  CAT  OAO  CAA     1.12  30.0  2
 2OK  Var_04    H6   CAC  CAR  CAI    79.43  30.0  2
 2OK  Var_05    H12  CAD  CAS  CAK   119.99  30.0  2
 2OK  Var_06    H1   CAB  OAP  CAU    60.79  30.0  3
 2OK  Var_07    H17  CAA  OAO  CAT   -62.32  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
 2OK  plan-1  OAP  0.020
 2OK  plan-1  CAU  0.020
 2OK  plan-1  CAL  0.020
 2OK  plan-1  CAI  0.020
 2OK  plan-1  CAR  0.020
 2OK  plan-1  CAC  0.020
 2OK  plan-1  CAJ  0.020
 2OK  plan-1  CAV  0.020
 2OK  plan-1  OAQ  0.020
 2OK  plan-1  H4   0.020
 2OK  plan-1  H5   0.020
 2OK  plan-1  H9   0.020
 2OK  plan-2  OAQ  0.020
 2OK  plan-2  CAW  0.020
 2OK  plan-2  CAM  0.020
 2OK  plan-2  CAK  0.020
 2OK  plan-2  CAS  0.020
 2OK  plan-2  CAD  0.020
 2OK  plan-2  NAN  0.020
 2OK  plan-2  CAY  0.020
 2OK  plan-2  CAX  0.020
 2OK  plan-2  H10  0.020
 2OK  plan-2  H11  0.020
 2OK  plan-3  CAY  0.020
 2OK  plan-3  CAX  0.020
 2OK  plan-3  CAG  0.020
 2OK  plan-3  CAE  0.020
 2OK  plan-3  CAT  0.020
 2OK  plan-3  OAO  0.020
 2OK  plan-3  CAF  0.020
 2OK  plan-3  CAH  0.020
 2OK  plan-3  H15  0.020
 2OK  plan-3  H16  0.020
 2OK  plan-3  H20  0.020
 2OK  plan-3  H21  0.020

