# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Apr 29 23:16:34 2020
#   Inital geometry file: a 126 line input string
#   Ligand name: (~{E})-3-[3-(3-cyclohexyl-3,5,8,10-tetrazatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),4,7,11-pentaen-4-yl)phenyl]prop-2-enenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N#C\C=C\c1cccc(c1)c2nc3cnc4[nH]ccc4c3n2C5CCCCC5
#
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
 F3W  F3W  (~{E})-3-[3-(3-cyclohexyl-3,5,8,10-tetrazatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),4,7,11-pentaen-4-yl)phenyl]prop-2-enenitrile  ligand  49  28  .  2021-08-09  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_F3W
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
 F3W  C4   C  CR16  0  -0.144  -2.0923   3.3217   0.3269
 F3W  C5   C  CR15  0  -0.468  -4.3671  -0.0490  -0.5855
 F3W  C6   C  CR15  0  -0.005  -5.5078   0.6813  -0.7742
 F3W  N1   N  NR15  0  -0.654  -5.2478   2.0009  -0.5687
 F3W  C7   C  CR5   0   0.430   0.1519   0.6572   0.5890
 F3W  C8   C  CR6   0  -0.005   1.4491   0.0245   0.8656
 F3W  N2   N  NR5   0  -0.565  -0.9797  -0.0379   0.2279
 F3W  C9   C  CR16  0  -0.341   2.5886   0.5280   0.2470
 F3W  C10  C  CR6   0   0.164   3.8455  -0.0227   0.4950
 F3W  C11  C  CR16  0  -0.305   3.9505  -1.0911   1.3911
 F3W  C12  C  CR16  0  -0.220   2.8233  -1.5830   2.0227
 F3W  N3   N  N     0  -0.459  -0.0401   1.9416   0.6737
 F3W  C13  C  C1    0  -0.208   4.9915   0.5448  -0.2038
 F3W  C14  C  C1    0  -0.350   6.2566   0.1085  -0.1262
 F3W  C15  C  CSP   0   0.088   7.2941   0.7423  -0.8578
 F3W  N4   N  NS    0  -0.267   8.1518   1.2426  -1.4454
 F3W  C16  C  CR16  0  -0.287   1.5753  -1.0298   1.7670
 F3W  C    C  CR56  0   0.010  -1.3619   2.1261   0.3679
 F3W  N    N  N     0  -0.429  -3.3717   3.3419   0.0230
 F3W  C1   C  CR56  0   0.376  -1.9722   0.8956   0.0858
 F3W  C2   C  CR56  0   0.010  -3.3382   0.8783  -0.2435
 F3W  C3   C  CR56  0   0.417  -3.9353   2.1615  -0.2425
 F3W  C17  C  CH1   0  -0.106  -1.0354  -1.4610  -0.0975
 F3W  C22  C  CH2   0  -0.450  -1.9196  -2.2377   0.8732
 F3W  C21  C  CH2   0  -0.437  -1.8957  -3.7267   0.5396
 F3W  C20  C  CH2   0  -0.438  -2.2797  -3.9794  -0.9144
 F3W  C19  C  CH2   0  -0.439  -1.3782  -3.1978  -1.8643
 F3W  C18  C  CH2   0  -0.440  -1.4049  -1.7021  -1.5591
 F3W  H1   H  HCR6  0   0.259  -1.6091   4.2671   0.5489
 F3W  H2   H  HCR5  0   0.245  -4.2946  -1.1185  -0.6856
 F3W  H3   H  HCR5  0   0.289  -6.4966   0.3479  -1.0424
 F3W  H4   H  HNR5  0   0.411  -5.9169   2.7492  -0.6477
 F3W  H5   H  HCR6  0   0.267   2.4945   1.3530  -0.4484
 F3W  H6   H  HCR6  0   0.269   4.9116  -1.5403   1.6044
 F3W  H7   H  HCR6  0   0.274   2.9113  -2.4005   2.7251
 F3W  H8   H  H     0   0.293   4.7780   1.3947  -0.8428
 F3W  H9   H  H     0   0.322   6.5579  -0.7373   0.4789
 F3W  H10  H  HCR6  0   0.280   0.7070  -1.4119   2.2895
 F3W  H11  H  HCH1  0   0.267  -0.0148  -1.8280   0.0259
 F3W  H12  H  HCH2  0   0.251  -1.5734  -2.0704   1.8965
 F3W  H13  H  HCH2  0   0.238  -2.9481  -1.8714   0.8314
 F3W  H14  H  HCH2  0   0.219  -0.8925  -4.1246   0.7253
 F3W  H15  H  HCH2  0   0.239  -2.5693  -4.2608   1.2125
 F3W  H16  H  HCH2  0   0.236  -2.2281  -5.0474  -1.1373
 F3W  H17  H  HCH2  0   0.217  -3.3215  -3.6793  -1.0726
 F3W  H18  H  HCH2  0   0.220  -0.3508  -3.5669  -1.7772
 F3W  H19  H  HCH2  0   0.239  -1.6798  -3.3630  -2.9005
 F3W  H20  H  HCH2  0   0.238  -2.3977  -1.3048  -1.7803
 F3W  H21  H  HCH2  0   0.249  -0.7003  -1.1693  -2.2018

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
 F3W  N4   C15  triple    1.154  0.020  1.154
 F3W  C15  C14  single    1.419  0.020  1.419
 F3W  C14  C13  double    1.341  0.020  1.341
 F3W  C11  C12  aromatic  1.383  0.020  1.383
 F3W  C11  C10  aromatic  1.398  0.020  1.398
 F3W  C12  C16  aromatic  1.389  0.020  1.389
 F3W  C13  C10  single    1.457  0.020  1.457
 F3W  C10  C9   aromatic  1.394  0.020  1.394
 F3W  C16  C8   aromatic  1.393  0.020  1.393
 F3W  C9   C8   aromatic  1.391  0.020  1.391
 F3W  C8   C7   single    1.470  0.020  1.470
 F3W  C19  C18  single    1.527  0.020  1.527
 F3W  C19  C20  single    1.525  0.020  1.525
 F3W  C18  C17  single    1.527  0.020  1.527
 F3W  C7   N2   aromatic  1.376  0.020  1.376
 F3W  C7   N3   aromatic  1.301  0.020  1.301
 F3W  C17  N2   single    1.461  0.020  1.461
 F3W  C17  C22  single    1.526  0.020  1.526
 F3W  C20  C21  single    1.525  0.020  1.525
 F3W  N2   C1   aromatic  1.370  0.020  1.370
 F3W  N3   C    aromatic  1.369  0.020  1.369
 F3W  C21  C22  single    1.526  0.020  1.526
 F3W  C1   C    aromatic  1.402  0.020  1.402
 F3W  C1   C2   aromatic  1.405  0.020  1.405
 F3W  C    C4   aromatic  1.402  0.020  1.402
 F3W  C2   C5   aromatic  1.427  0.020  1.427
 F3W  C2   C3   aromatic  1.415  0.020  1.415
 F3W  C4   N    aromatic  1.315  0.020  1.315
 F3W  C5   C6   aromatic  1.367  0.020  1.367
 F3W  C3   N    aromatic  1.335  0.020  1.335
 F3W  C3   N1   aromatic  1.362  0.020  1.362
 F3W  C6   N1   aromatic  1.361  0.020  1.361
 F3W  C4   H1   single    0.930  0.020  1.080
 F3W  C5   H2   single    0.930  0.020  1.080
 F3W  C6   H3   single    0.930  0.020  1.080
 F3W  N1   H4   single    0.860  0.020  1.020
 F3W  C9   H5   single    0.930  0.020  1.080
 F3W  C11  H6   single    0.930  0.020  1.080
 F3W  C12  H7   single    0.930  0.020  1.080
 F3W  C13  H8   single    0.930  0.020  1.080
 F3W  C14  H9   single    0.930  0.020  1.080
 F3W  C16  H10  single    0.930  0.020  1.080
 F3W  C17  H11  single    0.970  0.020  1.090
 F3W  C22  H12  single    0.970  0.020  1.090
 F3W  C22  H13  single    0.970  0.020  1.090
 F3W  C21  H14  single    0.970  0.020  1.090
 F3W  C21  H15  single    0.970  0.020  1.090
 F3W  C20  H16  single    0.970  0.020  1.090
 F3W  C20  H17  single    0.970  0.020  1.090
 F3W  C19  H18  single    0.970  0.020  1.090
 F3W  C19  H19  single    0.970  0.020  1.090
 F3W  C18  H20  single    0.970  0.020  1.090
 F3W  C18  H21  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
 F3W  H1   C4   N    117.86  3.000
 F3W  H1   C4   C    120.35  3.000
 F3W  N    C4   C    121.79  3.000
 F3W  H2   C5   C2   128.27  3.000
 F3W  H2   C5   C6   125.02  3.000
 F3W  C2   C5   C6   106.71  3.000
 F3W  H3   C6   N1   120.87  3.000
 F3W  H3   C6   C5   129.39  3.000
 F3W  N1   C6   C5   109.74  3.000
 F3W  H4   N1   C3   124.86  3.000
 F3W  H4   N1   C6   125.59  3.000
 F3W  C3   N1   C6   109.56  3.000
 F3W  N3   C7   N2   113.22  3.000
 F3W  N3   C7   C8   122.88  3.000
 F3W  N2   C7   C8   123.90  3.000
 F3W  C16  C8   C9   119.18  3.000
 F3W  C9   C8   C7   118.92  3.000
 F3W  C16  C8   C7   121.85  3.000
 F3W  C17  N2   C1   127.81  3.000
 F3W  C1   N2   C7   106.19  3.000
 F3W  C17  N2   C7   125.57  3.000
 F3W  H5   C9   C10  119.56  3.000
 F3W  H5   C9   C8   119.34  3.000
 F3W  C10  C9   C8   121.09  3.000
 F3W  C13  C10  C11  123.08  3.000
 F3W  C13  C10  C9   118.01  3.000
 F3W  C11  C10  C9   118.91  3.000
 F3W  H6   C11  C12  119.10  3.000
 F3W  H6   C11  C10  120.68  3.000
 F3W  C12  C11  C10  120.22  3.000
 F3W  H7   C12  C16  119.59  3.000
 F3W  H7   C12  C11  119.96  3.000
 F3W  C16  C12  C11  120.45  3.000
 F3W  C    N3   C7   105.12  3.000
 F3W  H8   C13  C14  118.36  3.000
 F3W  H8   C13  C10  115.66  3.000
 F3W  C14  C13  C10  125.99  3.000
 F3W  H9   C14  C15  115.70  3.000
 F3W  H9   C14  C13  123.32  3.000
 F3W  C15  C14  C13  120.98  3.000
 F3W  N4   C15  C14  180.00  3.000
 F3W  H10  C16  C12  119.41  3.000
 F3W  H10  C16  C8   120.44  3.000
 F3W  C12  C16  C8   120.14  3.000
 F3W  C1   C    N3   110.30  3.000
 F3W  C1   C    C4   121.05  3.000
 F3W  N3   C    C4   128.65  3.000
 F3W  C3   N    C4   116.31  3.000
 F3W  C2   C1   C    118.75  3.000
 F3W  C2   C1   N2   136.07  3.000
 F3W  C    C1   N2   105.17  3.000
 F3W  C3   C2   C1   113.50  3.000
 F3W  C3   C2   C5   106.57  3.000
 F3W  C1   C2   C5   139.93  3.000
 F3W  C2   C3   N    128.60  3.000
 F3W  N    C3   N1   123.98  3.000
 F3W  C2   C3   N1   107.42  3.000
 F3W  H11  C17  C18  106.34  3.000
 F3W  H11  C17  C22  107.39  3.000
 F3W  C18  C17  C22  112.86  3.000
 F3W  H11  C17  N2   105.47  3.000
 F3W  C22  C17  N2   112.11  3.000
 F3W  C18  C17  N2   112.10  3.000
 F3W  H13  C22  H12  106.41  3.000
 F3W  H13  C22  C21  109.48  3.000
 F3W  H12  C22  C21  110.42  3.000
 F3W  H13  C22  C17  110.52  3.000
 F3W  H12  C22  C17  109.52  3.000
 F3W  C21  C22  C17  110.40  3.000
 F3W  H15  C21  H14  106.44  3.000
 F3W  H15  C21  C20  110.56  3.000
 F3W  H14  C21  C20  109.39  3.000
 F3W  H15  C21  C22  109.45  3.000
 F3W  H14  C21  C22  109.38  3.000
 F3W  C20  C21  C22  111.48  3.000
 F3W  H17  C20  H16  106.46  3.000
 F3W  H17  C20  C19  109.38  3.000
 F3W  H16  C20  C19  110.25  3.000
 F3W  H17  C20  C21  109.37  3.000
 F3W  H16  C20  C21  110.17  3.000
 F3W  C19  C20  C21  111.10  3.000
 F3W  H19  C19  H18  106.48  3.000
 F3W  H19  C19  C18  109.46  3.000
 F3W  H18  C19  C18  109.31  3.000
 F3W  H19  C19  C20  110.50  3.000
 F3W  H18  C19  C20  109.41  3.000
 F3W  C18  C19  C20  111.54  3.000
 F3W  H21  C18  H20  106.84  3.000
 F3W  H21  C18  C19  110.42  3.000
 F3W  H20  C18  C19  109.38  3.000
 F3W  H21  C18  C17  109.27  3.000
 F3W  H20  C18  C17  110.88  3.000
 F3W  C19  C18  C17  109.99  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
 F3W  CONST_01  C7   N3   C    C4    180.00   0.0  0
 F3W  CONST_02  N2   C1   C    C4    180.00   0.0  0
 F3W  CONST_03  C2   C1   C    C4      0.00   0.0  0
 F3W  CONST_04  C2   C3   N    C4      0.00   0.0  0
 F3W  CONST_05  N1   C3   N    C4    180.00   0.0  0
 F3W  CONST_06  N2   C1   C2   C5      0.00   0.0  0
 F3W  CONST_07  C    C1   C2   C5    180.00   0.0  0
 F3W  CONST_08  N    C3   C2   C5    180.00   0.0  0
 F3W  CONST_09  N1   C3   C2   C5      0.00   0.0  0
 F3W  CONST_10  C3   N1   C6   C5      0.00   0.0  0
 F3W  CONST_11  C1   C2   C5   C6    180.00   0.0  0
 F3W  CONST_12  C3   C2   C5   C6      0.00   0.0  0
 F3W  CONST_13  C2   C3   N1   C6      0.00   0.0  0
 F3W  CONST_14  N    C3   N1   C6    180.00   0.0  0
 F3W  CONST_15  C1   C2   C3   N1    180.00   0.0  0
 F3W  CONST_16  C2   C5   C6   N1      0.00   0.0  0
 F3W  CONST_17  C12  C16  C8   C7    180.00   0.0  0
 F3W  CONST_18  C10  C9   C8   C7    180.00   0.0  0
 F3W  CONST_19  C    C1   N2   C7      0.00   0.0  0
 F3W  CONST_20  C2   C1   N2   C7    180.00   0.0  0
 F3W  CONST_21  C1   C    N3   C7      0.00   0.0  0
 F3W  CONST_22  C11  C12  C16  C8      0.00   0.0  0
 F3W  CONST_23  C11  C10  C9   C8      0.00   0.0  0
 F3W  CONST_24  C1   N2   C7   C8    180.00   0.0  0
 F3W  CONST_25  C    N3   C7   C8    180.00   0.0  0
 F3W  CONST_28  C    N3   C7   N2      0.00   0.0  0
 F3W  CONST_29  N3   C    C1   N2      0.00   0.0  0
 F3W  CONST_30  C3   C2   C1   N2    180.00   0.0  0
 F3W  CONST_31  C12  C11  C10  C9      0.00   0.0  0
 F3W  CONST_32  C12  C16  C8   C9      0.00   0.0  0
 F3W  CONST_34  C16  C12  C11  C10     0.00   0.0  0
 F3W  CONST_35  C16  C8   C9   C10     0.00   0.0  0
 F3W  CONST_37  C1   N2   C7   N3      0.00   0.0  0
 F3W  CONST_38  C2   C1   C    N3    180.00   0.0  0
 F3W  CONST_39  N    C4   C    N3    180.00   0.0  0
 F3W  CONST_40  C3   C2   C1   C       0.00   0.0  0
 F3W  CONST_41  C3   N    C4   C       0.00   0.0  0
 F3W  CONST_42  C1   C    C4   N       0.00   0.0  0
 F3W  CONST_43  C1   C2   C3   N       0.00   0.0  0
 F3W  CONST_44  C17  N2   C7   C8      0.00   0.0  0
 F3W  CONST_45  C17  N2   C7   N3    180.00   0.0  0
 F3W  CONST_46  C17  N2   C1   C     180.00   0.0  0
 F3W  CONST_47  C17  N2   C1   C2      0.00   0.0  0
 F3W  CONST_48  C13  C10  C9   C8    180.00   0.0  0
 F3W  CONST_49  C13  C10  C11  C12   180.00   0.0  0
 F3W  CONST_50  H4   N1   C6   C5    180.00   0.0  0
 F3W  CONST_51  H2   C5   C6   N1    180.00   0.0  0
 F3W  CONST_52  H10  C16  C8   C7      0.00   0.0  0
 F3W  CONST_53  H5   C9   C8   C7      0.00   0.0  0
 F3W  CONST_54  H7   C12  C16  C8    180.00   0.0  0
 F3W  CONST_55  H6   C11  C10  C9    180.00   0.0  0
 F3W  CONST_56  H1   C4   C    N3      0.00   0.0  0
 F3W  CONST_57  H3   C6   C5   C2    180.00   0.0  0
 F3W  Var_01    C20  C19  C18  C17    55.28  30.0  1
 F3W  Var_02    C20  C21  C22  C17   -54.70  30.0  1
 F3W  Var_03    C19  C20  C21  C22    55.92  30.0  1
 F3W  Var_04    C18  C19  C20  C21   -56.35  30.0  1
 F3W  Var_05    C14  C13  C10  C9   -177.23  30.0  2
 F3W  Var_06    C15  C14  C13  C10   179.89   0.0  2

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
 F3W  chir_01  C17  C18  N2  C22  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
 F3W  plan-1  C7   0.020
 F3W  plan-1  C8   0.020
 F3W  plan-1  C9   0.020
 F3W  plan-1  C10  0.020
 F3W  plan-1  C11  0.020
 F3W  plan-1  C12  0.020
 F3W  plan-1  C13  0.020
 F3W  plan-1  C16  0.020
 F3W  plan-1  H5   0.020
 F3W  plan-1  H6   0.020
 F3W  plan-1  H7   0.020
 F3W  plan-1  H10  0.020
 F3W  plan-2  C10  0.020
 F3W  plan-2  C13  0.020
 F3W  plan-2  C14  0.020
 F3W  plan-2  C15  0.020
 F3W  plan-2  H8   0.020
 F3W  plan-2  H9   0.020
 F3W  plan-3  C4   0.020
 F3W  plan-3  C5   0.020
 F3W  plan-3  C6   0.020
 F3W  plan-3  N1   0.020
 F3W  plan-3  C7   0.020
 F3W  plan-3  C8   0.020
 F3W  plan-3  N2   0.020
 F3W  plan-3  N3   0.020
 F3W  plan-3  C    0.020
 F3W  plan-3  N    0.020
 F3W  plan-3  C1   0.020
 F3W  plan-3  C2   0.020
 F3W  plan-3  C3   0.020
 F3W  plan-3  C17  0.020
 F3W  plan-3  H1   0.020
 F3W  plan-3  H2   0.020
 F3W  plan-3  H3   0.020
 F3W  plan-3  H4   0.020

