# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr  9 19:19:29 2020
#   Inital geometry file: a 117 line input string
#   Ligand name: (6aS,9R,10R,10aS)-9-ethyl-10-isocyano-6,6,9-trimethyl-5,6,6a,7,8,9,10,10a-octahydroindeno[2,1-b]indole
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC[C@]1(C)CC[C@H]2[C@H]([C@H]1[N+]#[C-])c3c([nH]c4ccccc34)C2(C)C
#
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
 6CU  6CU  (6aS,9R,10R,10aS)-9-ethyl-10-isocyano-6,6,9-trimethyl-5,6,6a,7,8,9,10,10a-octahydroindeno[2,1-b]indole  ligand  49  23  .  2021-08-05  2021-08-05  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_6CU
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
 6CU  CAA  C  CH3    0  -0.677   4.5496  -0.8344   1.9535
 6CU  CAF  C  CH2    0  -0.420   3.1324  -1.1939   1.5249
 6CU  CAW  C  CT     0  -0.094   2.8304  -1.0391   0.0170
 6CU  CAD  C  CH3    0  -0.657   3.5940  -2.1222  -0.7469
 6CU  CAL  C  CH2    0  -0.429   3.2482   0.3420  -0.5226
 6CU  CAK  C  CH2    0  -0.441   2.4265   1.5248   0.0007
 6CU  CAS  C  CH1    0  -0.197   0.9729   1.2424  -0.3205
 6CU  CAV  C  CT     0  -0.155  -0.1376   2.2960  -0.0467
 6CU  CAB  C  CH3    0  -0.650  -0.2125   3.3430  -1.1526
 6CU  CAC  C  CH3    0  -0.647   0.0258   2.9798   1.3149
 6CU  CAO  C  CR5    0   0.355  -1.3026   1.3482  -0.0208
 6CU  NAM  N  NR15   0  -0.762  -2.6553   1.4963  -0.0584
 6CU  CAQ  C  CR56   0   0.312  -3.2260   0.2580   0.1102
 6CU  CAI  C  CR16   0  -0.311  -4.5684  -0.1090   0.1239
 6CU  CAG  C  CR16   0  -0.289  -4.8688  -1.4446   0.3256
 6CU  CAH  C  CR16   0  -0.268  -3.8555  -2.3987   0.5053
 6CU  CAJ  C  CR16   0  -0.399  -2.5216  -2.0366   0.4835
 6CU  CAR  C  CR56   0  -0.010  -2.1832  -0.6937   0.2824
 6CU  CAP  C  CR5    0   0.140  -0.9688   0.0446   0.1797
 6CU  CAU  C  CH1    0  -0.368   0.5101  -0.0542   0.3659
 6CU  CAT  C  CH1    0  -0.060   1.2951  -1.2553  -0.1611
 6CU  NAN  N  N      1  -0.174   0.9500  -1.4842  -1.5213
 6CU  CAE  C  C     -1  -0.167   0.6419  -1.6410  -2.6312
 6CU  H1   H  HCH3   0   0.225   5.3116  -1.3809   1.3981
 6CU  H2   H  HCH3   0   0.225   4.7512   0.2304   1.8333
 6CU  H3   H  HCH3   0   0.237   4.6879  -1.0689   3.0092
 6CU  H4   H  HCH2   0   0.230   2.9248  -2.2326   1.8022
 6CU  H5   H  HCH2   0   0.237   2.4476  -0.5906   2.1230
 6CU  H6   H  HCH3   0   0.238   4.6663  -2.0411  -0.5676
 6CU  H7   H  HCH3   0   0.230   3.2814  -3.1221  -0.4383
 6CU  H8   H  HCH3   0   0.235   3.4477  -2.0395  -1.8240
 6CU  H9   H  HCH2   0   0.245   4.3104   0.4917  -0.3179
 6CU  H10  H  HCH2   0   0.231   3.1596   0.3284  -1.6145
 6CU  H11  H  HCH2   0   0.224   2.5742   1.6633   1.0764
 6CU  H12  H  HCH2   0   0.237   2.7691   2.4424  -0.4851
 6CU  H13  H  HCH1   0   0.234   0.9128   1.0538  -1.4012
 6CU  H14  H  HCH3   0   0.231  -0.3368   2.8794  -2.1325
 6CU  H15  H  HCH3   0   0.231  -1.0450   4.0314  -0.9952
 6CU  H16  H  HCH3   0   0.235   0.7019   3.9385  -1.1760
 6CU  H17  H  HCH3   0   0.235   0.9185   3.6086   1.3240
 6CU  H18  H  HCH3   0   0.235  -0.8300   3.6209   1.5332
 6CU  H19  H  HCH3   0   0.233   0.1154   2.2555   2.1262
 6CU  H20  H  HNR5   0   0.404  -3.1616   2.3487  -0.2318
 6CU  H21  H  HCR6   0   0.256  -5.3525   0.6252  -0.0134
 6CU  H22  H  HCR6   0   0.247  -5.9047  -1.7579   0.3468
 6CU  H23  H  HCR6   0   0.244  -4.1261  -3.4348   0.6626
 6CU  H24  H  HCR6   0   0.236  -1.7487  -2.7834   0.6199
 6CU  H25  H  HCH1   0   0.263   0.7361   0.0002   1.4368
 6CU  H26  H  HCH1   0   0.290   1.0083  -2.1600   0.3845

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
 6CU  CAE  NAN  triple    1.162  0.020  1.162
 6CU  CAG  CAH  aromatic  1.403  0.020  1.403
 6CU  CAG  CAI  aromatic  1.384  0.020  1.384
 6CU  CAH  CAJ  aromatic  1.382  0.020  1.382
 6CU  CAI  CAQ  aromatic  1.392  0.020  1.392
 6CU  NAN  CAT  single    1.422  0.020  1.422
 6CU  CAJ  CAR  aromatic  1.399  0.020  1.399
 6CU  CAQ  CAR  aromatic  1.422  0.020  1.422
 6CU  CAQ  NAM  aromatic  1.374  0.020  1.374
 6CU  CAR  CAP  aromatic  1.425  0.020  1.425
 6CU  NAM  CAO  aromatic  1.361  0.020  1.361
 6CU  CAD  CAW  single    1.530  0.020  1.530
 6CU  CAT  CAU  single    1.529  0.020  1.529
 6CU  CAT  CAW  single    1.561  0.020  1.561
 6CU  CAP  CAO  aromatic  1.361  0.020  1.361
 6CU  CAP  CAU  single    1.494  0.020  1.494
 6CU  CAO  CAV  single    1.502  0.020  1.502
 6CU  CAB  CAV  single    1.525  0.020  1.525
 6CU  CAS  CAU  single    1.538  0.020  1.538
 6CU  CAS  CAV  single    1.555  0.020  1.555
 6CU  CAS  CAK  single    1.515  0.020  1.515
 6CU  CAW  CAL  single    1.540  0.020  1.540
 6CU  CAW  CAF  single    1.546  0.020  1.546
 6CU  CAV  CAC  single    1.532  0.020  1.532
 6CU  CAL  CAK  single    1.532  0.020  1.532
 6CU  CAF  CAA  single    1.524  0.020  1.524
 6CU  CAA  H1   single    0.970  0.020  1.090
 6CU  CAA  H2   single    0.970  0.020  1.090
 6CU  CAA  H3   single    0.970  0.020  1.090
 6CU  CAF  H4   single    0.970  0.020  1.090
 6CU  CAF  H5   single    0.970  0.020  1.090
 6CU  CAD  H6   single    0.970  0.020  1.090
 6CU  CAD  H7   single    0.970  0.020  1.090
 6CU  CAD  H8   single    0.970  0.020  1.090
 6CU  CAL  H9   single    0.970  0.020  1.090
 6CU  CAL  H10  single    0.970  0.020  1.090
 6CU  CAK  H11  single    0.970  0.020  1.090
 6CU  CAK  H12  single    0.970  0.020  1.090
 6CU  CAS  H13  single    0.970  0.020  1.090
 6CU  CAB  H14  single    0.970  0.020  1.090
 6CU  CAB  H15  single    0.970  0.020  1.090
 6CU  CAB  H16  single    0.970  0.020  1.090
 6CU  CAC  H17  single    0.970  0.020  1.090
 6CU  CAC  H18  single    0.970  0.020  1.090
 6CU  CAC  H19  single    0.970  0.020  1.090
 6CU  NAM  H20  single    0.860  0.020  1.020
 6CU  CAI  H21  single    0.930  0.020  1.080
 6CU  CAG  H22  single    0.930  0.020  1.080
 6CU  CAH  H23  single    0.930  0.020  1.080
 6CU  CAJ  H24  single    0.930  0.020  1.080
 6CU  CAU  H25  single    0.970  0.020  1.090
 6CU  CAT  H26  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
 6CU  H3   CAA  H2   107.06  3.000
 6CU  H3   CAA  H1   107.27  3.000
 6CU  H2   CAA  H1   107.71  3.000
 6CU  H3   CAA  CAF  109.86  3.000
 6CU  H2   CAA  CAF  111.80  3.000
 6CU  H1   CAA  CAF  112.87  3.000
 6CU  H5   CAF  H4   105.46  3.000
 6CU  H5   CAF  CAW  110.90  3.000
 6CU  H4   CAF  CAW  107.76  3.000
 6CU  H5   CAF  CAA  107.40  3.000
 6CU  H4   CAF  CAA  109.21  3.000
 6CU  CAW  CAF  CAA  115.63  3.000
 6CU  CAT  CAW  CAL  110.55  3.000
 6CU  CAL  CAW  CAD  108.93  3.000
 6CU  CAT  CAW  CAD  109.64  3.000
 6CU  CAL  CAW  CAF  112.24  3.000
 6CU  CAT  CAW  CAF  106.84  3.000
 6CU  CAD  CAW  CAF  108.59  3.000
 6CU  H8   CAD  H7   108.07  3.000
 6CU  H8   CAD  H6   106.79  3.000
 6CU  H7   CAD  H6   107.65  3.000
 6CU  H8   CAD  CAW  111.89  3.000
 6CU  H7   CAD  CAW  111.36  3.000
 6CU  H6   CAD  CAW  110.87  3.000
 6CU  H10  CAL  H9   105.50  3.000
 6CU  H10  CAL  CAK  107.85  3.000
 6CU  H9   CAL  CAK  110.59  3.000
 6CU  H10  CAL  CAW  108.43  3.000
 6CU  H9   CAL  CAW  108.73  3.000
 6CU  CAK  CAL  CAW  115.27  3.000
 6CU  H12  CAK  H11  106.75  3.000
 6CU  H12  CAK  CAS  111.28  3.000
 6CU  H11  CAK  CAS  111.18  3.000
 6CU  H12  CAK  CAL  109.15  3.000
 6CU  H11  CAK  CAL  111.15  3.000
 6CU  CAS  CAK  CAL  107.35  3.000
 6CU  H13  CAS  CAU  106.13  3.000
 6CU  H13  CAS  CAV  104.50  3.000
 6CU  CAU  CAS  CAV  106.12  3.000
 6CU  H13  CAS  CAK  107.04  3.000
 6CU  CAV  CAS  CAK  121.43  3.000
 6CU  CAU  CAS  CAK  110.56  3.000
 6CU  CAO  CAV  CAC  110.43  3.000
 6CU  CAC  CAV  CAB  110.08  3.000
 6CU  CAO  CAV  CAB  114.05  3.000
 6CU  CAC  CAV  CAS  112.50  3.000
 6CU  CAB  CAV  CAS  111.88  3.000
 6CU  CAO  CAV  CAS   97.44  3.000
 6CU  H16  CAB  H15  107.33  3.000
 6CU  H16  CAB  H14  107.94  3.000
 6CU  H15  CAB  H14  108.10  3.000
 6CU  H16  CAB  CAV  110.42  3.000
 6CU  H15  CAB  CAV  111.46  3.000
 6CU  H14  CAB  CAV  111.42  3.000
 6CU  H19  CAC  H18  107.79  3.000
 6CU  H19  CAC  H17  107.99  3.000
 6CU  H18  CAC  H17  107.53  3.000
 6CU  H19  CAC  CAV  111.91  3.000
 6CU  H18  CAC  CAV  110.87  3.000
 6CU  H17  CAC  CAV  110.58  3.000
 6CU  CAP  CAO  NAM  110.61  3.000
 6CU  CAP  CAO  CAV  114.63  3.000
 6CU  NAM  CAO  CAV  134.56  3.000
 6CU  H20  NAM  CAQ  125.13  3.000
 6CU  H20  NAM  CAO  126.64  3.000
 6CU  CAQ  NAM  CAO  108.14  3.000
 6CU  CAR  CAQ  CAI  121.97  3.000
 6CU  CAR  CAQ  NAM  108.26  3.000
 6CU  CAI  CAQ  NAM  129.76  3.000
 6CU  H21  CAI  CAG  121.04  3.000
 6CU  H21  CAI  CAQ  121.22  3.000
 6CU  CAG  CAI  CAQ  117.74  3.000
 6CU  H22  CAG  CAH  119.45  3.000
 6CU  H22  CAG  CAI  119.34  3.000
 6CU  CAH  CAG  CAI  121.21  3.000
 6CU  H23  CAH  CAJ  119.63  3.000
 6CU  H23  CAH  CAG  119.27  3.000
 6CU  CAJ  CAH  CAG  121.10  3.000
 6CU  H24  CAJ  CAR  120.47  3.000
 6CU  H24  CAJ  CAH  120.39  3.000
 6CU  CAR  CAJ  CAH  119.15  3.000
 6CU  CAP  CAR  CAJ  135.53  3.000
 6CU  CAP  CAR  CAQ  105.63  3.000
 6CU  CAJ  CAR  CAQ  118.83  3.000
 6CU  CAU  CAP  CAR  143.18  3.000
 6CU  CAU  CAP  CAO  108.94  3.000
 6CU  CAR  CAP  CAO  107.33  3.000
 6CU  H25  CAU  CAT  105.66  3.000
 6CU  H25  CAU  CAP  108.83  3.000
 6CU  CAT  CAU  CAP  121.16  3.000
 6CU  H25  CAU  CAS  109.40  3.000
 6CU  CAP  CAU  CAS  100.75  3.000
 6CU  CAT  CAU  CAS  110.73  3.000
 6CU  H26  CAT  NAN  106.26  3.000
 6CU  H26  CAT  CAU  110.06  3.000
 6CU  NAN  CAT  CAU  109.37  3.000
 6CU  H26  CAT  CAW  108.38  3.000
 6CU  CAU  CAT  CAW  110.92  3.000
 6CU  NAN  CAT  CAW  111.73  3.000
 6CU  CAE  NAN  CAT  180.00  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
 6CU  CONST_01  CAI  CAQ  NAM  CAO   180.00   0.0  0
 6CU  CONST_02  CAR  CAQ  NAM  CAO     0.00   0.0  0
 6CU  CONST_03  CAJ  CAR  CAP  CAO   180.00   0.0  0
 6CU  CONST_04  CAQ  CAR  CAP  CAO     0.00   0.0  0
 6CU  CONST_05  CAG  CAI  CAQ  NAM   180.00   0.0  0
 6CU  CONST_06  CAJ  CAR  CAQ  NAM   180.00   0.0  0
 6CU  CONST_07  CAP  CAR  CAQ  NAM     0.00   0.0  0
 6CU  CONST_08  CAR  CAP  CAO  NAM     0.00   0.0  0
 6CU  CONST_09  CAH  CAG  CAI  CAQ     0.00   0.0  0
 6CU  CONST_10  CAH  CAJ  CAR  CAQ     0.00   0.0  0
 6CU  CONST_11  CAP  CAO  NAM  CAQ     0.00   0.0  0
 6CU  CONST_12  CAJ  CAH  CAG  CAI     0.00   0.0  0
 6CU  CONST_13  CAJ  CAR  CAQ  CAI     0.00   0.0  0
 6CU  CONST_14  CAP  CAR  CAQ  CAI   180.00   0.0  0
 6CU  CONST_15  CAR  CAJ  CAH  CAG     0.00   0.0  0
 6CU  CONST_16  CAR  CAQ  CAI  CAG     0.00   0.0  0
 6CU  CONST_17  CAP  CAR  CAJ  CAH   180.00   0.0  0
 6CU  CONST_18  H20  NAM  CAO  CAV     0.00   0.0  0
 6CU  CONST_19  H21  CAI  CAQ  NAM     0.00   0.0  0
 6CU  CONST_20  H22  CAG  CAI  CAQ   180.00   0.0  0
 6CU  CONST_21  H24  CAJ  CAR  CAQ   180.00   0.0  0
 6CU  CONST_22  H23  CAH  CAG  CAI   180.00   0.0  0
 6CU  Var_01    CAS  CAK  CAL  CAW   -56.18  30.0  1
 6CU  Var_02    NAM  CAO  CAV  CAS  -166.71  30.0  1
 6CU  Var_03    H14  CAB  CAV  CAS    54.57  30.0  3
 6CU  Var_04    H17  CAC  CAV  CAS    67.80  30.0  3
 6CU  Var_05    H1   CAA  CAF  CAW   -54.83  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
 6CU  chir_01  CAW  CAT  CAL  CAF  negativ
 6CU  chir_02  CAS  CAK  CAV  CAU  positiv
 6CU  chir_03  CAU  CAS  CAP  CAT  negativ
 6CU  chir_04  CAT  NAN  CAW  CAU  negativ

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
 6CU  plan-1  CAV  0.020
 6CU  plan-1  CAO  0.020
 6CU  plan-1  NAM  0.020
 6CU  plan-1  CAQ  0.020
 6CU  plan-1  CAI  0.020
 6CU  plan-1  CAG  0.020
 6CU  plan-1  CAH  0.020
 6CU  plan-1  CAJ  0.020
 6CU  plan-1  CAR  0.020
 6CU  plan-1  CAP  0.020
 6CU  plan-1  CAU  0.020
 6CU  plan-1  H20  0.020
 6CU  plan-1  H21  0.020
 6CU  plan-1  H22  0.020
 6CU  plan-1  H23  0.020
 6CU  plan-1  H24  0.020

