# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 18:58:15 2020
#   Inital geometry file: a 114 line input string
#   Ligand name: (4beta,8alpha,9R)-6'-methoxy-10,11-dihydrocinchonan-9-ol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@H]1C[N@@]2CC[C@@H]1C[C@H]2[C@H](O)c3ccnc4ccc(OC)cc34
#
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
 0BR  0BR  (4beta,8alpha,9R)-6'-methoxy-10,11-dihydrocinchonan-9-ol  ligand  50  24  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_0BR
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
 0BR  CAX  C  CH3    0  -0.440  -4.7154  -3.2781   0.2335
 0BR  OAB  O  O2     0  -0.471  -3.5418  -2.5984  -0.1703
 0BR  CAV  C  CR6    0   0.416  -3.4465  -1.2742   0.0395
 0BR  CAS  C  CR16   0  -0.475  -2.2871  -0.6616  -0.3825
 0BR  CAP  C  CR66   0   0.095  -2.0923   0.7232  -0.2111
 0BR  CAW  C  CR16   0  -0.382  -4.4618  -0.5092   0.6569
 0BR  CAU  C  CR16   0  -0.274  -4.2933   0.8381   0.8229
 0BR  CAR  C  CR66   0   0.175  -3.1191   1.4921   0.3969
 0BR  NAD  N  N      0  -0.432  -3.0283   2.8307   0.5869
 0BR  CAT  C  CR16   0  -0.081  -1.9457   3.4278   0.1754
 0BR  CAQ  C  CR16   0  -0.418  -0.8663   2.7618  -0.4414
 0BR  CAN  C  CR6    0   0.191  -0.9124   1.4081  -0.6297
 0BR  CAL  C  CH1    0  -0.040   0.2515   0.6522  -1.2376
 0BR  OAA  O  OH1    0  -0.650   1.0595   1.4768  -2.0377
 0BR  CAF  C  CH1    0  -0.125   1.0061  -0.0958  -0.1236
 0BR  CAG  C  CH2    0  -0.464   1.7546   0.8162   0.8767
 0BR  CAE  C  CH1    0  -0.242   3.0647   0.1178   1.2485
 0BR  CAI  C  CH2    0  -0.465   2.7450  -1.3127   1.6897
 0BR  CAK  C  CH2   -1  -0.339   2.1613  -2.0641   0.4702
 0BR  NAC  N  NT     0  -0.401   1.8893  -1.1453  -0.6350
 0BR  CAJ  C  CH2    0  -0.340   3.1721  -0.6305  -1.1138
 0BR  CAH  C  CH1    0  -0.219   3.9606   0.1061   0.0028
 0BR  CAM  C  CH2    0  -0.431   5.3405  -0.4961   0.2539
 0BR  CAO  C  CH3    0  -0.665   6.2904  -0.3138  -0.9227
 0BR  H1   H  HCH3   0   0.232  -4.8792  -3.2083   1.3114
 0BR  H2   H  HCH3   0   0.232  -5.6028  -2.9081  -0.2860
 0BR  H3   H  HCH3   0   0.262  -4.5689  -4.3227  -0.0293
 0BR  H4   H  HCR6   0   0.263  -1.5321  -1.2722  -0.8610
 0BR  H5   H  HCR6   0   0.288  -5.3773  -0.9697   1.0018
 0BR  H6   H  HCR6   0   0.268  -5.0711   1.4291   1.2892
 0BR  H7   H  HCR6   0   0.262  -1.8871   4.5007   0.3264
 0BR  H8   H  HCR6   0   0.253  -0.0160   3.3511  -0.7572
 0BR  H9   H  HCH1   0   0.254  -0.1447  -0.1063  -1.9192
 0BR  H10  H  HOH1   0   0.450   1.6344   2.0117  -1.4805
 0BR  H11  H  HCH1   0   0.267   0.2322  -0.6274   0.4373
 0BR  H12  H  HCH2   0   0.213   1.9851   1.8091   0.4727
 0BR  H13  H  HCH2   0   0.252   1.1379   0.9937   1.7601
 0BR  H14  H  HCH1   0   0.234   3.5610   0.6629   2.0552
 0BR  H15  H  HCH2   0   0.239   3.6359  -1.8166   2.0679
 0BR  H16  H  HCH2   0   0.235   2.0300  -1.2893   2.5167
 0BR  H17  H  HCH2   0   0.235   2.8594  -2.8242   0.1098
 0BR  H18  H  HCH2   0   0.240   1.2375  -2.5845   0.7341
 0BR  H20  H  HCH2   0   0.231   3.7429  -1.4914  -1.4746
 0BR  H21  H  HCH2   0   0.246   3.0116   0.0073  -1.9806
 0BR  H22  H  HCH1   0   0.220   4.1154   1.1504  -0.2969
 0BR  H23  H  HCH2   0   0.219   5.7786  -0.0326   1.1436
 0BR  H24  H  HCH2   0   0.214   5.2460  -1.5626   0.4808
 0BR  H25  H  HCH3   0   0.228   7.2678  -0.7502  -0.7134
 0BR  H26  H  HCH3   0   0.222   5.9098  -0.7900  -1.8284
 0BR  H27  H  HCH3   0   0.217   6.4413   0.7440  -1.1463

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
 0BR  CAQ  CAT  aromatic  1.410  0.020  1.410
 0BR  CAQ  CAN  aromatic  1.368  0.020  1.368
 0BR  CAT  NAD  aromatic  1.303  0.020  1.303
 0BR  OAA  CAL  single    1.405  0.020  1.405
 0BR  CAL  CAN  single    1.515  0.020  1.515
 0BR  CAL  CAF  single    1.540  0.020  1.540
 0BR  CAN  CAP  aromatic  1.427  0.020  1.427
 0BR  NAD  CAR  aromatic  1.355  0.020  1.355
 0BR  CAP  CAR  aromatic  1.420  0.020  1.420
 0BR  CAP  CAS  aromatic  1.409  0.020  1.409
 0BR  CAR  CAU  aromatic  1.410  0.020  1.410
 0BR  CAS  CAV  aromatic  1.377  0.020  1.377
 0BR  CAU  CAW  aromatic  1.368  0.020  1.368
 0BR  CAV  CAW  aromatic  1.413  0.020  1.413
 0BR  CAV  OAB  single    1.344  0.020  1.344
 0BR  OAB  CAX  single    1.415  0.020  1.415
 0BR  CAF  NAC  single    1.464  0.020  1.464
 0BR  CAF  CAG  single    1.547  0.020  1.547
 0BR  NAC  CAJ  single    1.463  0.020  1.463
 0BR  NAC  CAK  single    1.463  0.020  1.463
 0BR  CAJ  CAH  single    1.553  0.020  1.553
 0BR  CAG  CAE  single    1.531  0.020  1.531
 0BR  CAK  CAI  single    1.547  0.020  1.547
 0BR  CAH  CAE  single    1.534  0.020  1.534
 0BR  CAH  CAM  single    1.526  0.020  1.526
 0BR  CAE  CAI  single    1.531  0.020  1.531
 0BR  CAM  CAO  single    1.523  0.020  1.523
 0BR  CAX  H1   single    0.970  0.020  1.090
 0BR  CAX  H2   single    0.970  0.020  1.090
 0BR  CAX  H3   single    0.970  0.020  1.090
 0BR  CAS  H4   single    0.930  0.020  1.080
 0BR  CAW  H5   single    0.930  0.020  1.080
 0BR  CAU  H6   single    0.930  0.020  1.080
 0BR  CAT  H7   single    0.930  0.020  1.080
 0BR  CAQ  H8   single    0.930  0.020  1.080
 0BR  CAL  H9   single    0.970  0.020  1.090
 0BR  OAA  H10  single    0.850  0.020  0.980
 0BR  CAF  H11  single    0.970  0.020  1.090
 0BR  CAG  H12  single    0.970  0.020  1.090
 0BR  CAG  H13  single    0.970  0.020  1.090
 0BR  CAE  H14  single    0.970  0.020  1.090
 0BR  CAI  H15  single    0.970  0.020  1.090
 0BR  CAI  H16  single    0.970  0.020  1.090
 0BR  CAK  H17  single    0.970  0.020  1.090
 0BR  CAK  H18  single    0.970  0.020  1.090
 0BR  CAJ  H20  single    0.970  0.020  1.090
 0BR  CAJ  H21  single    0.970  0.020  1.090
 0BR  CAH  H22  single    0.970  0.020  1.090
 0BR  CAM  H23  single    0.970  0.020  1.090
 0BR  CAM  H24  single    0.970  0.020  1.090
 0BR  CAO  H25  single    0.970  0.020  1.090
 0BR  CAO  H26  single    0.970  0.020  1.090
 0BR  CAO  H27  single    0.970  0.020  1.090

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
 0BR  H3   CAX  H2   108.66  3.000
 0BR  H3   CAX  H1   108.67  3.000
 0BR  H2   CAX  H1   109.01  3.000
 0BR  H3   CAX  OAB  106.31  3.000
 0BR  H2   CAX  OAB  112.03  3.000
 0BR  H1   CAX  OAB  112.03  3.000
 0BR  CAV  OAB  CAX  119.18  3.000
 0BR  CAW  CAV  CAS  119.85  3.000
 0BR  CAW  CAV  OAB  123.40  3.000
 0BR  CAS  CAV  OAB  116.75  3.000
 0BR  H4   CAS  CAP  120.78  3.000
 0BR  H4   CAS  CAV  118.14  3.000
 0BR  CAP  CAS  CAV  121.08  3.000
 0BR  CAN  CAP  CAR  117.62  3.000
 0BR  CAR  CAP  CAS  118.98  3.000
 0BR  CAN  CAP  CAS  123.39  3.000
 0BR  H5   CAW  CAU  119.02  3.000
 0BR  H5   CAW  CAV  121.14  3.000
 0BR  CAU  CAW  CAV  119.85  3.000
 0BR  H6   CAU  CAR  118.38  3.000
 0BR  H6   CAU  CAW  120.10  3.000
 0BR  CAR  CAU  CAW  121.52  3.000
 0BR  NAD  CAR  CAU  118.14  3.000
 0BR  CAU  CAR  CAP  118.72  3.000
 0BR  NAD  CAR  CAP  123.14  3.000
 0BR  CAT  NAD  CAR  117.65  3.000
 0BR  H7   CAT  CAQ  119.11  3.000
 0BR  H7   CAT  NAD  117.00  3.000
 0BR  CAQ  CAT  NAD  123.89  3.000
 0BR  H8   CAQ  CAN  121.71  3.000
 0BR  H8   CAQ  CAT  118.17  3.000
 0BR  CAN  CAQ  CAT  120.12  3.000
 0BR  CAL  CAN  CAQ  121.55  3.000
 0BR  CAL  CAN  CAP  120.89  3.000
 0BR  CAQ  CAN  CAP  117.56  3.000
 0BR  H9   CAL  CAF  106.95  3.000
 0BR  H9   CAL  OAA  105.10  3.000
 0BR  CAF  CAL  OAA  114.55  3.000
 0BR  H9   CAL  CAN  108.52  3.000
 0BR  CAF  CAL  CAN  109.19  3.000
 0BR  OAA  CAL  CAN  112.18  3.000
 0BR  H10  OAA  CAL  109.87  3.000
 0BR  H11  CAF  NAC  104.93  3.000
 0BR  H11  CAF  CAG  107.30  3.000
 0BR  NAC  CAF  CAG  110.90  3.000
 0BR  H11  CAF  CAL  105.09  3.000
 0BR  CAG  CAF  CAL  114.75  3.000
 0BR  NAC  CAF  CAL  113.03  3.000
 0BR  H13  CAG  H12  105.64  3.000
 0BR  H13  CAG  CAE  111.17  3.000
 0BR  H12  CAG  CAE  108.83  3.000
 0BR  H13  CAG  CAF  110.23  3.000
 0BR  H12  CAG  CAF  113.42  3.000
 0BR  CAE  CAG  CAF  107.59  3.000
 0BR  H14  CAE  CAH  109.75  3.000
 0BR  H14  CAE  CAI  110.38  3.000
 0BR  CAH  CAE  CAI  110.41  3.000
 0BR  H14  CAE  CAG  109.90  3.000
 0BR  CAI  CAE  CAG  108.52  3.000
 0BR  CAH  CAE  CAG  107.82  3.000
 0BR  H16  CAI  H15  106.35  3.000
 0BR  H16  CAI  CAK  111.10  3.000
 0BR  H15  CAI  CAK  110.92  3.000
 0BR  H16  CAI  CAE  109.55  3.000
 0BR  H15  CAI  CAE  111.16  3.000
 0BR  CAK  CAI  CAE  107.79  3.000
 0BR  H18  CAK  H17  106.76  3.000
 0BR  H18  CAK  NAC  108.93  3.000
 0BR  H17  CAK  NAC  107.84  3.000
 0BR  H18  CAK  CAI  111.10  3.000
 0BR  H17  CAK  CAI  110.90  3.000
 0BR  NAC  CAK  CAI  111.14  3.000
 0BR  CAJ  NAC  CAK  107.77  3.000
 0BR  CAK  NAC  CAF  107.37  3.000
 0BR  CAJ  NAC  CAF  113.02  3.000
 0BR  H21  CAJ  H20  105.99  3.000
 0BR  H21  CAJ  CAH  111.70  3.000
 0BR  H20  CAJ  CAH  110.21  3.000
 0BR  H21  CAJ  NAC  109.74  3.000
 0BR  H20  CAJ  NAC  106.77  3.000
 0BR  CAH  CAJ  NAC  112.14  3.000
 0BR  H22  CAH  CAM  107.03  3.000
 0BR  H22  CAH  CAJ  109.07  3.000
 0BR  CAM  CAH  CAJ  112.97  3.000
 0BR  H22  CAH  CAE  107.26  3.000
 0BR  CAM  CAH  CAE  113.41  3.000
 0BR  CAJ  CAH  CAE  106.91  3.000
 0BR  H24  CAM  H23  106.18  3.000
 0BR  H24  CAM  CAO  109.31  3.000
 0BR  H23  CAM  CAO  109.12  3.000
 0BR  H24  CAM  CAH  109.91  3.000
 0BR  H23  CAM  CAH  109.18  3.000
 0BR  CAO  CAM  CAH  112.92  3.000
 0BR  H27  CAO  H26  107.52  3.000
 0BR  H27  CAO  H25  107.65  3.000
 0BR  H26  CAO  H25  107.29  3.000
 0BR  H27  CAO  CAM  111.12  3.000
 0BR  H26  CAO  CAM  111.79  3.000
 0BR  H25  CAO  CAM  111.27  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
 0BR  CONST_01  CAN  CAP  CAS  CAV   180.00   0.0  0
 0BR  CONST_02  CAR  CAP  CAS  CAV     0.00   0.0  0
 0BR  CONST_03  CAR  CAU  CAW  CAV     0.00   0.0  0
 0BR  CONST_04  CAQ  CAN  CAP  CAS   180.00   0.0  0
 0BR  CONST_05  NAD  CAR  CAP  CAS   180.00   0.0  0
 0BR  CONST_06  CAU  CAR  CAP  CAS     0.00   0.0  0
 0BR  CONST_07  CAU  CAW  CAV  CAS     0.00   0.0  0
 0BR  CONST_08  CAT  CAQ  CAN  CAP     0.00   0.0  0
 0BR  CONST_09  CAT  NAD  CAR  CAP     0.00   0.0  0
 0BR  CONST_10  CAW  CAU  CAR  CAP     0.00   0.0  0
 0BR  CONST_11  CAW  CAV  CAS  CAP     0.00   0.0  0
 0BR  CONST_12  NAD  CAR  CAU  CAW   180.00   0.0  0
 0BR  CONST_13  CAT  NAD  CAR  CAU   180.00   0.0  0
 0BR  CONST_14  CAN  CAP  CAR  CAU   180.00   0.0  0
 0BR  CONST_15  CAQ  CAT  NAD  CAR     0.00   0.0  0
 0BR  CONST_16  CAQ  CAN  CAP  CAR     0.00   0.0  0
 0BR  CONST_17  CAN  CAQ  CAT  NAD     0.00   0.0  0
 0BR  CONST_18  CAN  CAP  CAR  NAD     0.00   0.0  0
 0BR  CONST_19  CAP  CAS  CAV  OAB   180.00   0.0  0
 0BR  CONST_20  CAU  CAW  CAV  OAB   180.00   0.0  0
 0BR  CONST_21  CAL  CAN  CAP  CAS     0.00   0.0  0
 0BR  CONST_22  CAL  CAN  CAP  CAR   180.00   0.0  0
 0BR  CONST_23  CAL  CAN  CAQ  CAT   180.00   0.0  0
 0BR  CONST_24  H6   CAU  CAW  CAV   180.00   0.0  0
 0BR  CONST_25  H5   CAW  CAV  CAS   180.00   0.0  0
 0BR  CONST_26  H8   CAQ  CAN  CAP   180.00   0.0  0
 0BR  CONST_27  H4   CAS  CAV  CAW   180.00   0.0  0
 0BR  CONST_28  H7   CAT  NAD  CAR   180.00   0.0  0
 0BR  Var_01    NAC  CAK  CAI  CAE    -9.40  30.0  1
 0BR  Var_02    CAS  CAV  OAB  CAX  -179.50  30.0  1
 0BR  Var_03    H1   CAX  OAB  CAV   -61.25  30.0  3
 0BR  Var_04    H25  CAO  CAM  CAH   179.80  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
 0BR  chir_01  CAL  OAA  CAN  CAF  positiv
 0BR  chir_02  CAF  NAC  CAG  CAL  negativ
 0BR  chir_03  CAE  CAG  CAH  CAI  positiv
 0BR  chir_04  NAC  CAJ  CAK  CAF  negativ
 0BR  chir_05  CAH  CAM  CAE  CAJ  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
 0BR  plan-1  OAB  0.020
 0BR  plan-1  CAV  0.020
 0BR  plan-1  CAS  0.020
 0BR  plan-1  CAP  0.020
 0BR  plan-1  CAW  0.020
 0BR  plan-1  CAU  0.020
 0BR  plan-1  CAR  0.020
 0BR  plan-1  NAD  0.020
 0BR  plan-1  CAT  0.020
 0BR  plan-1  CAQ  0.020
 0BR  plan-1  CAN  0.020
 0BR  plan-1  CAL  0.020
 0BR  plan-1  H4   0.020
 0BR  plan-1  H5   0.020
 0BR  plan-1  H6   0.020
 0BR  plan-1  H7   0.020
 0BR  plan-1  H8   0.020

