# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Apr 30 02:05:49 2020
#   Inital geometry file: a 118 line input string
#   Ligand name: (~{E})-3-[5-(3-cyclohexyl-3,5,8,10-tetrazatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),4,7,11-pentaen-4-yl)furan-2-yl]prop-2-enenitrile
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: N#C/C=C/c1oc(cc1)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
 F4B  F4B  (~{E})-3-[5-(3-cyclohexyl-3,5,8,10-tetrazatricyclo[7.3.0.0^{2,6}]dodeca-1(9),2(6),4,7,11-pentaen-4-yl)furan-2-yl]prop-2-enenitrile  ligand  46  27  .  2022-07-25  2022-07-26
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_F4B
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
 F4B  C4   C  CR16  0  -0.139   3.7607   2.1091  -0.4277
 F4B  C5   C  CR15  0  -0.464   3.3922  -2.0413  -0.2395
 F4B  C6   C  CR15  0  -0.004   4.7235  -2.2452  -0.4800
 F4B  N1   N  NR15  0  -0.653   5.3570  -1.0473  -0.6152
 F4B  C7   C  CR5   0   0.387   0.3620   1.5099   0.1800
 F4B  C8   C  CR5   0   0.302  -1.0113   1.9331   0.3622
 F4B  N2   N  NR5   0  -0.572   0.8294   0.2139   0.1859
 F4B  C9   C  CR15  0  -0.332  -1.5114   3.0261   1.0048
 F4B  C10  C  CR15  0  -0.315  -2.9118   2.9818   0.8175
 F4B  C11  C  CR5   0   0.381  -3.1683   1.8678   0.0684
 F4B  C12  C  C1    0  -0.284  -4.3969   1.3208  -0.4084
 F4B  N3   N  N     0  -0.453   1.3019   2.3935  -0.0232
 F4B  C13  C  C1    0  -0.336  -4.5158   0.1961  -1.1361
 F4B  C14  C  CSP   0   0.083  -5.7838  -0.2668  -1.5647
 F4B  C15  C  CH1   0  -0.092   0.1819  -1.0549   0.5352
 F4B  N4   N  NS    0  -0.269  -6.8049  -0.6567  -1.9355
 F4B  O    O  O     0  -0.440  -2.0061   1.2374  -0.2152
 F4B  C    C  CR56  0   0.018   2.4500   1.6699  -0.1788
 F4B  N    N  N     0  -0.428   4.7568   1.2627  -0.5695
 F4B  C1   C  CR56  0   0.385   2.1670   0.3051  -0.0675
 F4B  C2   C  CR56  0  -0.007   3.1986  -0.6293  -0.2251
 F4B  C3   C  CR56  0   0.422   4.4574  -0.0360  -0.4712
 F4B  C20  C  CH2   0  -0.443  -0.4785  -1.7222  -0.6666
 F4B  C19  C  CH2   0  -0.445  -0.9931  -3.1066  -0.2822
 F4B  C18  C  CH2   0  -0.433  -1.9134  -3.0452   0.9326
 F4B  C17  C  CH2   0  -0.440  -1.2259  -2.3706   2.1147
 F4B  C16  C  CH2   0  -0.446  -0.7381  -0.9698   1.7505
 F4B  H1   H  HCR6  0   0.262   3.9803   3.1680  -0.5101
 F4B  H2   H  HCR5  0   0.249   2.6584  -2.8188  -0.1047
 F4B  H3   H  HCR5  0   0.290   5.2694  -3.1698  -0.5705
 F4B  H4   H  HNR5  0   0.413   6.3400  -0.9246  -0.7959
 F4B  H5   H  HCR5  0   0.279  -0.9426   3.7572   1.5544
 F4B  H6   H  HCR5  0   0.286  -3.6463   3.6761   1.1927
 F4B  H7   H  H     0   0.315  -5.2818   1.8852  -0.1404
 F4B  H8   H  H     0   0.321  -3.6655  -0.4037  -1.4362
 F4B  H9   H  HCH1  0   0.257   1.0122  -1.6925   0.8483
 F4B  H10  H  HCH2  0   0.235  -1.3040  -1.1069  -1.0305
 F4B  H11  H  HCH2  0   0.247   0.2431  -1.7994  -1.4837
 F4B  H12  H  HCH2  0   0.241  -1.5144  -3.5502  -1.1324
 F4B  H13  H  HCH2  0   0.221  -0.1441  -3.7633  -0.0625
 F4B  H14  H  HCH2  0   0.211  -2.8213  -2.4891   0.6741
 F4B  H15  H  HCH2  0   0.237  -2.2364  -4.0508   1.2103
 F4B  H16  H  HCH2  0   0.241  -1.9073  -2.3051   2.9650
 F4B  H17  H  HCH2  0   0.221  -0.3773  -2.9803   2.4427
 F4B  H18  H  HCH2  0   0.253  -0.1959  -0.5239   2.5872
 F4B  H19  H  HCH2  0   0.237  -1.6070  -0.3427   1.5571

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
 F4B  C6   N1   aromatic  1.362  0.020  1.362
 F4B  C6   C5   aromatic  1.368  0.020  1.368
 F4B  N1   C3   aromatic  1.361  0.020  1.361
 F4B  C5   C2   aromatic  1.425  0.020  1.425
 F4B  C3   C2   aromatic  1.413  0.020  1.413
 F4B  C3   N    aromatic  1.336  0.020  1.336
 F4B  C2   C1   aromatic  1.401  0.020  1.401
 F4B  N    C4   aromatic  1.315  0.020  1.315
 F4B  C17  C18  single    1.525  0.020  1.525
 F4B  C17  C16  single    1.527  0.020  1.527
 F4B  C18  C19  single    1.525  0.020  1.525
 F4B  C4   C    aromatic  1.404  0.020  1.404
 F4B  C1   C    aromatic  1.398  0.020  1.398
 F4B  C1   N2   aromatic  1.364  0.020  1.364
 F4B  C16  C15  single    1.527  0.020  1.527
 F4B  C    N3   aromatic  1.366  0.020  1.366
 F4B  C15  N2   single    1.467  0.020  1.467
 F4B  C15  C20  single    1.525  0.020  1.525
 F4B  N2   C7   aromatic  1.378  0.020  1.378
 F4B  C19  C20  single    1.526  0.020  1.526
 F4B  N3   C7   aromatic  1.306  0.020  1.306
 F4B  C7   C8   single    1.448  0.020  1.448
 F4B  C8   C9   aromatic  1.363  0.020  1.363
 F4B  C8   O    aromatic  1.344  0.020  1.344
 F4B  C9   C10  aromatic  1.414  0.020  1.414
 F4B  O    C11  aromatic  1.352  0.020  1.352
 F4B  C10  C11  aromatic  1.367  0.020  1.367
 F4B  C11  C12  single    1.427  0.020  1.427
 F4B  C12  C13  double    1.345  0.020  1.345
 F4B  C13  C14  single    1.416  0.020  1.416
 F4B  C14  N4   triple    1.154  0.020  1.154
 F4B  C4   H1   single    0.930  0.020  1.080
 F4B  C5   H2   single    0.930  0.020  1.080
 F4B  C6   H3   single    0.930  0.020  1.080
 F4B  N1   H4   single    0.860  0.020  1.020
 F4B  C9   H5   single    0.930  0.020  1.080
 F4B  C10  H6   single    0.930  0.020  1.080
 F4B  C12  H7   single    0.930  0.020  1.080
 F4B  C13  H8   single    0.930  0.020  1.080
 F4B  C15  H9   single    0.970  0.020  1.090
 F4B  C20  H10  single    0.970  0.020  1.090
 F4B  C20  H11  single    0.970  0.020  1.090
 F4B  C19  H12  single    0.970  0.020  1.090
 F4B  C19  H13  single    0.970  0.020  1.090
 F4B  C18  H14  single    0.970  0.020  1.090
 F4B  C18  H15  single    0.970  0.020  1.090
 F4B  C17  H16  single    0.970  0.020  1.090
 F4B  C17  H17  single    0.970  0.020  1.090
 F4B  C16  H18  single    0.970  0.020  1.090
 F4B  C16  H19  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
 F4B  H1   C4   N    117.83  3.000
 F4B  H1   C4   C    120.52  3.000
 F4B  N    C4   C    121.66  3.000
 F4B  H2   C5   C2   128.39  3.000
 F4B  H2   C5   C6   125.25  3.000
 F4B  C2   C5   C6   106.36  3.000
 F4B  H3   C6   N1   120.71  3.000
 F4B  H3   C6   C5   129.47  3.000
 F4B  N1   C6   C5   109.82  3.000
 F4B  H4   N1   C3   125.00  3.000
 F4B  H4   N1   C6   125.39  3.000
 F4B  C3   N1   C6   109.60  3.000
 F4B  N3   C7   N2   113.14  3.000
 F4B  N3   C7   C8   120.27  3.000
 F4B  N2   C7   C8   126.59  3.000
 F4B  O    C8   C9   110.24  3.000
 F4B  O    C8   C7   119.76  3.000
 F4B  C9   C8   C7   129.91  3.000
 F4B  C1   N2   C15  122.33  3.000
 F4B  C15  N2   C7   131.68  3.000
 F4B  C1   N2   C7   105.61  3.000
 F4B  H5   C9   C10  127.74  3.000
 F4B  H5   C9   C8   126.23  3.000
 F4B  C10  C9   C8   106.02  3.000
 F4B  H6   C10  C11  126.01  3.000
 F4B  H6   C10  C9   127.49  3.000
 F4B  C11  C10  C9   106.50  3.000
 F4B  O    C11  C12  119.43  3.000
 F4B  C12  C11  C10  131.08  3.000
 F4B  O    C11  C10  109.49  3.000
 F4B  H7   C12  C13  119.83  3.000
 F4B  H7   C12  C11  114.90  3.000
 F4B  C13  C12  C11  125.27  3.000
 F4B  C    N3   C7   105.32  3.000
 F4B  H8   C13  C14  115.99  3.000
 F4B  H8   C13  C12  122.94  3.000
 F4B  C14  C13  C12  121.08  3.000
 F4B  N4   C14  C13  180.00  3.000
 F4B  H9   C15  C16  105.21  3.000
 F4B  H9   C15  C20  107.43  3.000
 F4B  C16  C15  C20  113.00  3.000
 F4B  H9   C15  N2   103.75  3.000
 F4B  C20  C15  N2   112.46  3.000
 F4B  C16  C15  N2   114.04  3.000
 F4B  C11  O    C8   107.74  3.000
 F4B  C1   C    N3   109.74  3.000
 F4B  N3   C    C4   129.71  3.000
 F4B  C1   C    C4   120.55  3.000
 F4B  C3   N    C4   116.61  3.000
 F4B  C2   C1   C    119.54  3.000
 F4B  C    C1   N2   106.17  3.000
 F4B  C2   C1   N2   134.30  3.000
 F4B  C3   C2   C1   113.30  3.000
 F4B  C1   C2   C5   139.64  3.000
 F4B  C3   C2   C5   107.05  3.000
 F4B  C2   C3   N    128.34  3.000
 F4B  N    C3   N1   124.48  3.000
 F4B  C2   C3   N1   107.17  3.000
 F4B  H11  C20  H10  106.85  3.000
 F4B  H11  C20  C19  110.29  3.000
 F4B  H10  C20  C19  109.89  3.000
 F4B  H11  C20  C15  109.52  3.000
 F4B  H10  C20  C15  110.08  3.000
 F4B  C19  C20  C15  110.15  3.000
 F4B  H13  C19  H12  106.43  3.000
 F4B  H13  C19  C18  109.39  3.000
 F4B  H12  C19  C18  110.40  3.000
 F4B  H13  C19  C20  109.45  3.000
 F4B  H12  C19  C20  109.48  3.000
 F4B  C18  C19  C20  111.56  3.000
 F4B  H15  C18  H14  106.40  3.000
 F4B  H15  C18  C17  110.10  3.000
 F4B  H14  C18  C17  109.39  3.000
 F4B  H15  C18  C19  110.12  3.000
 F4B  H14  C18  C19  109.42  3.000
 F4B  C17  C18  C19  111.29  3.000
 F4B  H17  C17  H16  106.48  3.000
 F4B  H17  C17  C16  109.55  3.000
 F4B  H16  C17  C16  109.28  3.000
 F4B  H17  C17  C18  109.59  3.000
 F4B  H16  C17  C18  110.42  3.000
 F4B  C16  C17  C18  111.40  3.000
 F4B  H19  C16  H18  107.28  3.000
 F4B  H19  C16  C17  108.40  3.000
 F4B  H18  C16  C17  110.50  3.000
 F4B  H19  C16  C15  111.82  3.000
 F4B  H18  C16  C15  109.48  3.000
 F4B  C17  C16  C15  109.34  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
 F4B  CONST_01  N1   C3   N    C4    180.00   0.0  0
 F4B  CONST_02  C2   C3   N    C4      0.00   0.0  0
 F4B  CONST_03  C2   C1   C    C4      0.00   0.0  0
 F4B  CONST_04  N2   C1   C    C4    180.00   0.0  0
 F4B  CONST_05  C7   N3   C    C4    180.00   0.0  0
 F4B  CONST_06  C3   N1   C6   C5      0.00   0.0  0
 F4B  CONST_07  N1   C3   C2   C5      0.00   0.0  0
 F4B  CONST_08  N    C3   C2   C5    180.00   0.0  0
 F4B  CONST_09  C    C1   C2   C5    180.00   0.0  0
 F4B  CONST_10  N2   C1   C2   C5      0.00   0.0  0
 F4B  CONST_11  C2   C3   N1   C6      0.00   0.0  0
 F4B  CONST_12  N    C3   N1   C6    180.00   0.0  0
 F4B  CONST_13  C3   C2   C5   C6      0.00   0.0  0
 F4B  CONST_14  C1   C2   C5   C6    180.00   0.0  0
 F4B  CONST_15  C2   C5   C6   N1      0.00   0.0  0
 F4B  CONST_16  C1   C2   C3   N1    180.00   0.0  0
 F4B  CONST_17  C2   C1   N2   C7    180.00   0.0  0
 F4B  CONST_18  C    C1   N2   C7      0.00   0.0  0
 F4B  CONST_19  C1   C    N3   C7      0.00   0.0  0
 F4B  CONST_20  C10  C9   C8   C7    180.00   0.0  0
 F4B  CONST_21  C11  O    C8   C7    180.00   0.0  0
 F4B  CONST_22  C1   N2   C7   C8    180.00   0.0  0
 F4B  CONST_23  C    N3   C7   C8    180.00   0.0  0
 F4B  CONST_24  C11  C10  C9   C8      0.00   0.0  0
 F4B  CONST_25  C10  C11  O    C8      0.00   0.0  0
 F4B  CONST_26  C3   C2   C1   N2    180.00   0.0  0
 F4B  CONST_27  N3   C    C1   N2      0.00   0.0  0
 F4B  CONST_28  C    N3   C7   N2      0.00   0.0  0
 F4B  CONST_32  C11  O    C8   C9      0.00   0.0  0
 F4B  CONST_33  O    C11  C10  C9      0.00   0.0  0
 F4B  CONST_34  O    C8   C9   C10     0.00   0.0  0
 F4B  CONST_35  N    C4   C    N3    180.00   0.0  0
 F4B  CONST_36  C2   C1   C    N3    180.00   0.0  0
 F4B  CONST_37  C1   N2   C7   N3      0.00   0.0  0
 F4B  CONST_39  C3   N    C4   C       0.00   0.0  0
 F4B  CONST_40  C3   C2   C1   C       0.00   0.0  0
 F4B  CONST_41  C1   C2   C3   N       0.00   0.0  0
 F4B  CONST_42  C1   C    C4   N       0.00   0.0  0
 F4B  CONST_43  C15  N2   C7   C8      0.00   0.0  0
 F4B  CONST_44  C15  N2   C7   N3    180.00   0.0  0
 F4B  CONST_45  C2   C1   N2   C15     0.00   0.0  0
 F4B  CONST_46  C    C1   N2   C15   180.00   0.0  0
 F4B  CONST_47  C12  C11  O    C8    180.00   0.0  0
 F4B  CONST_48  C12  C11  C10  C9    180.00   0.0  0
 F4B  CONST_49  H4   N1   C6   C5    180.00   0.0  0
 F4B  CONST_50  H2   C5   C6   N1    180.00   0.0  0
 F4B  CONST_51  H5   C9   C8   C7      0.00   0.0  0
 F4B  CONST_52  H6   C10  C9   C8    180.00   0.0  0
 F4B  CONST_53  H1   C4   C    N3      0.00   0.0  0
 F4B  CONST_54  H3   C6   C5   C2    180.00   0.0  0
 F4B  Var_01    C18  C17  C16  C15   -56.03  30.0  1
 F4B  Var_02    C18  C19  C20  C15    54.22  30.0  1
 F4B  Var_03    C17  C18  C19  C20   -55.44  30.0  1
 F4B  Var_04    C16  C17  C18  C19    56.54  30.0  1
 F4B  Var_05    C13  C12  C11  C10  -179.35  30.0  2
 F4B  Var_06    C14  C13  C12  C11  -179.96   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
 F4B  chir_01  C15  C16  N2  C20  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
 F4B  plan-1  C7   0.020
 F4B  plan-1  C8   0.020
 F4B  plan-1  C9   0.020
 F4B  plan-1  C10  0.020
 F4B  plan-1  C11  0.020
 F4B  plan-1  C12  0.020
 F4B  plan-1  O    0.020
 F4B  plan-1  H5   0.020
 F4B  plan-1  H6   0.020
 F4B  plan-2  C11  0.020
 F4B  plan-2  C12  0.020
 F4B  plan-2  C13  0.020
 F4B  plan-2  C14  0.020
 F4B  plan-2  H7   0.020
 F4B  plan-2  H8   0.020
 F4B  plan-3  C4   0.020
 F4B  plan-3  C5   0.020
 F4B  plan-3  C6   0.020
 F4B  plan-3  N1   0.020
 F4B  plan-3  C7   0.020
 F4B  plan-3  C8   0.020
 F4B  plan-3  N2   0.020
 F4B  plan-3  N3   0.020
 F4B  plan-3  C15  0.020
 F4B  plan-3  C    0.020
 F4B  plan-3  N    0.020
 F4B  plan-3  C1   0.020
 F4B  plan-3  C2   0.020
 F4B  plan-3  C3   0.020
 F4B  plan-3  H1   0.020
 F4B  plan-3  H2   0.020
 F4B  plan-3  H3   0.020
 F4B  plan-3  H4   0.020

