# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 12:56:14 2022
#   Inital geometry file: a 147 line input string
#   Ligand name: difluoro(5-{2-[(5-octyl-1H-pyrrol-2-yl-kappaN)methylidene]-2H-pyrrol-5-yl-kappaN}pentanoato)boron
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCCCCCCCc1ccc2C=C3C=CC(=[N+]3[B-](F)(F)n12)CCCCC(O)=O
#
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
 C08  C08  difluoro(5-{2-[(5-octyl-1H-pyrrol-2-yl-kappaN)methylidene]-2H-pyrrol-5-yl-kappaN}pentanoato)boron  ligand  59  29  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as GRAND
;

data_comp_C08
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
 C08  C01   C  C1     0  -0.380   2.0766  -3.9883   0.8733
 C08  C02   C  CR5    0   0.347   0.7347  -3.9603   0.5430
 C08  C03   C  CR15   0  -0.287  -0.2747  -4.9157   0.7557
 C08  C04   C  CR15   0  -0.372  -1.4324  -4.3966   0.2164
 C08  C05   C  CR5    0   0.381  -1.1199  -3.1314  -0.3188
 C08  C06   C  CH2    0  -0.547  -2.0857  -2.2035  -0.9668
 C08  C07   C  CH2    0  -0.419  -2.8905  -1.3839   0.0505
 C08  C08   C  CH2    0  -0.419  -3.8920  -0.4654  -0.6364
 C08  C09   C  CH2    0  -0.414  -4.7239   0.3556   0.3418
 C08  C10   C  CH2    0  -0.412  -5.7141   1.2801  -0.3548
 C08  C11   C  CH2    0  -0.407  -6.5589   2.1034   0.6105
 C08  C12   C  CH2    0  -0.420  -7.5393   3.0326  -0.0944
 C08  C13   C  CH3    0  -0.662  -8.3832   3.8515   0.8732
 C08  N01   N  NR5    0  -0.593   0.1803  -2.8768  -0.1162
 C08  B     B  B     -1   0.717   0.9772  -1.6090  -0.5370
 C08  F01   F  F      0  -0.362   0.4347  -0.4858   0.0773
 C08  N02   N  N      1  -0.592   2.4497  -1.8057  -0.0786
 C08  C14   C  C      0   0.383   3.4764  -0.9618  -0.2421
 C08  C15   C  CH2    0  -0.545   3.3862   0.3950  -0.8452
 C08  C16   C  CH2    0  -0.417   3.3338   1.4936   0.2231
 C08  C17   C  CH2    0  -0.408   3.2845   2.8884  -0.3885
 C08  C18   C  CH2    0  -0.584   3.2620   3.9781   0.6701
 C08  C19   C  C      0   0.412   3.2143   5.4269   0.1528
 C08  O01   O  OC    -1  -0.634   3.1926   6.3174   1.0294
 C08  O02   O  O      0  -0.609   3.2018   5.6074  -1.0805
 C08  C20   C  C1     0  -0.370   4.6418  -1.5397   0.3020
 C08  C21   C  C1     0  -0.286   4.2945  -2.7726   0.8091
 C08  C22   C  C      0   0.348   2.9182  -2.9371   0.5682
 C08  F02   F  F      0  -0.367   0.9298  -1.4629  -1.9204
 C08  H01   H  H      0   0.293   2.4771  -4.8555   1.3819
 C08  H03   H  HCR5   0   0.270  -0.1379  -5.8667   1.2471
 C08  H04   H  HCR5   0   0.263  -2.4106  -4.8509   0.1905
 C08  H06   H  HCH2   0   0.266  -1.5840  -1.5318  -1.6627
 C08  H06A  H  HCH2   0   0.260  -2.7810  -2.8041  -1.5586
 C08  H07   H  HCH2   0   0.225  -3.4166  -2.0630   0.7281
 C08  H07A  H  HCH2   0   0.233  -2.2058  -0.7941   0.6645
 C08  H08   H  HCH2   0   0.214  -3.3585   0.2109  -1.3133
 C08  H08A  H  HCH2   0   0.213  -4.5601  -1.0625  -1.2664
 C08  H09   H  HCH2   0   0.209  -5.2652  -0.3201   1.0132
 C08  H09A  H  HCH2   0   0.210  -4.0567   0.9476   0.9776
 C08  H10   H  HCH2   0   0.207  -5.1694   1.9558  -1.0238
 C08  H10A  H  HCH2   0   0.207  -6.3750   0.6867  -0.9963
 C08  H11   H  HCH2   0   0.206  -7.1112   1.4290   1.2747
 C08  H11A  H  HCH2   0   0.206  -5.8998   2.6935   1.2570
 C08  H12   H  HCH2   0   0.210  -6.9862   3.7056  -0.7574
 C08  H12A  H  HCH2   0   0.210  -8.1953   2.4420  -0.7417
 C08  H13   H  HCH3   0   0.216  -8.9785   3.2051   1.5205
 C08  H13A  H  HCH3   0   0.216  -7.7554   4.4714   1.5159
 C08  H13B  H  HCH3   0   0.225  -9.0708   4.5137   0.3455
 C08  H15   H  HCH2   0   0.258   4.2750   0.5475  -1.4632
 C08  H15A  H  HCH2   0   0.266   2.5279   0.4818  -1.5098
 C08  H16   H  HCH2   0   0.227   2.4595   1.3368   0.8614
 C08  H16A  H  HCH2   0   0.222   4.2102   1.4061   0.8732
 C08  H17   H  HCH2   0   0.207   4.1478   3.0240  -1.0469
 C08  H17A  H  HCH2   0   0.208   2.4019   2.9711  -1.0297
 C08  H18   H  HCH2   0   0.218   2.4038   3.8270   1.3355
 C08  H18A  H  HCH2   0   0.218   4.1398   3.8770   1.3191
 C08  H20   H  H      0   0.264   5.6164  -1.0769   0.3030
 C08  H21   H  H      0   0.271   4.9311  -3.4941   1.2977

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
 C08  C01  C02   single    1.382  0.020  1.382
 C08  C01  C22   double    1.381  0.020  1.381
 C08  C02  C03   aromatic  1.406  0.020  1.406
 C08  C02  N01   aromatic  1.384  0.020  1.384
 C08  C03  C04   aromatic  1.379  0.020  1.379
 C08  C04  C05   aromatic  1.409  0.020  1.409
 C08  C05  C06   single    1.488  0.020  1.488
 C08  C05  N01   aromatic  1.340  0.020  1.340
 C08  C06  C07   single    1.534  0.020  1.534
 C08  C07  C08   single    1.523  0.020  1.523
 C08  C08  C09   single    1.524  0.020  1.524
 C08  C09  C10   single    1.523  0.020  1.523
 C08  C10  C11   single    1.524  0.020  1.524
 C08  C11  C12   single    1.524  0.020  1.524
 C08  C12  C13   single    1.523  0.020  1.523
 C08  N01  B     single    1.555  0.020  1.555
 C08  B    F01   single    1.390  0.020  1.390
 C08  B    N02   single    1.555  0.020  1.555
 C08  B    F02   single    1.392  0.020  1.392
 C08  N02  C14   double    1.339  0.020  1.339
 C08  N02  C22   single    1.385  0.020  1.385
 C08  C14  C15   single    1.488  0.020  1.488
 C08  C14  C20   single    1.410  0.020  1.410
 C08  C15  C16   single    1.533  0.020  1.533
 C08  C16  C17   single    1.524  0.020  1.524
 C08  C17  C18   single    1.519  0.020  1.519
 C08  C18  C19   single    1.539  0.020  1.539
 C08  C19  O01   deloc     1.250  0.020  1.250
 C08  C19  O02   deloc     1.247  0.020  1.247
 C08  C20  C21   double    1.378  0.020  1.378
 C08  C21  C22   single    1.407  0.020  1.407
 C08  C01  H01   single    0.930  0.020  1.080
 C08  C03  H03   single    0.930  0.020  1.080
 C08  C04  H04   single    0.930  0.020  1.080
 C08  C06  H06   single    0.970  0.020  1.090
 C08  C06  H06A  single    0.970  0.020  1.090
 C08  C07  H07   single    0.970  0.020  1.090
 C08  C07  H07A  single    0.970  0.020  1.090
 C08  C08  H08   single    0.970  0.020  1.090
 C08  C08  H08A  single    0.970  0.020  1.090
 C08  C09  H09   single    0.970  0.020  1.090
 C08  C09  H09A  single    0.970  0.020  1.090
 C08  C10  H10   single    0.970  0.020  1.090
 C08  C10  H10A  single    0.970  0.020  1.090
 C08  C11  H11   single    0.970  0.020  1.090
 C08  C11  H11A  single    0.970  0.020  1.090
 C08  C12  H12   single    0.970  0.020  1.090
 C08  C12  H12A  single    0.970  0.020  1.090
 C08  C13  H13   single    0.970  0.020  1.090
 C08  C13  H13A  single    0.970  0.020  1.090
 C08  C13  H13B  single    0.970  0.020  1.090
 C08  C15  H15   single    0.970  0.020  1.090
 C08  C15  H15A  single    0.970  0.020  1.090
 C08  C16  H16   single    0.970  0.020  1.090
 C08  C16  H16A  single    0.970  0.020  1.090
 C08  C17  H17   single    0.970  0.020  1.090
 C08  C17  H17A  single    0.970  0.020  1.090
 C08  C18  H18   single    0.970  0.020  1.090
 C08  C18  H18A  single    0.970  0.020  1.090
 C08  C20  H20   single    0.930  0.020  1.080
 C08  C21  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
 C08  H01   C01  C22   119.23  3.000
 C08  H01   C01  C02   119.20  3.000
 C08  C22   C01  C02   121.57  3.000
 C08  N01   C02  C03   108.44  3.000
 C08  N01   C02  C01   121.23  3.000
 C08  C03   C02  C01   130.32  3.000
 C08  H03   C03  C04   128.05  3.000
 C08  H03   C03  C02   125.22  3.000
 C08  C04   C03  C02   106.73  3.000
 C08  H04   C04  C05   124.76  3.000
 C08  H04   C04  C03   127.75  3.000
 C08  C05   C04  C03   107.48  3.000
 C08  N01   C05  C06   125.24  3.000
 C08  N01   C05  C04   109.17  3.000
 C08  C06   C05  C04   125.56  3.000
 C08  H06A  C06  H06   106.61  3.000
 C08  H06A  C06  C07   108.59  3.000
 C08  H06   C06  C07   109.61  3.000
 C08  H06A  C06  C05   107.82  3.000
 C08  H06   C06  C05   111.33  3.000
 C08  C07   C06  C05   112.64  3.000
 C08  H07A  C07  H07   106.76  3.000
 C08  H07A  C07  C08   109.89  3.000
 C08  H07   C07  C08   109.73  3.000
 C08  H07A  C07  C06   109.40  3.000
 C08  H07   C07  C06   109.35  3.000
 C08  C08   C07  C06   111.60  3.000
 C08  H08A  C08  H08   106.14  3.000
 C08  H08A  C08  C09   109.26  3.000
 C08  H08   C08  C09   109.26  3.000
 C08  H08A  C08  C07   109.38  3.000
 C08  H08   C08  C07   109.32  3.000
 C08  C09   C08  C07   113.23  3.000
 C08  H09A  C09  H09   106.17  3.000
 C08  H09A  C09  C10   109.47  3.000
 C08  H09   C09  C10   109.48  3.000
 C08  H09A  C09  C08   109.34  3.000
 C08  H09   C09  C08   109.31  3.000
 C08  C10   C09  C08   112.85  3.000
 C08  H10A  C10  H10   106.04  3.000
 C08  H10A  C10  C11   109.21  3.000
 C08  H10   C10  C11   109.21  3.000
 C08  H10A  C10  C09   109.34  3.000
 C08  H10   C10  C09   109.29  3.000
 C08  C11   C10  C09   113.48  3.000
 C08  H11A  C11  H11   106.08  3.000
 C08  H11A  C11  C12   109.37  3.000
 C08  H11   C11  C12   109.36  3.000
 C08  H11A  C11  C10   109.34  3.000
 C08  H11   C11  C10   109.31  3.000
 C08  C12   C11  C10   113.14  3.000
 C08  H12A  C12  H12   106.05  3.000
 C08  H12A  C12  C13   109.50  3.000
 C08  H12   C12  C13   109.53  3.000
 C08  H12A  C12  C11   109.28  3.000
 C08  H12   C12  C11   109.27  3.000
 C08  C13   C12  C11   112.99  3.000
 C08  H13B  C13  H13A  107.62  3.000
 C08  H13B  C13  H13   107.61  3.000
 C08  H13A  C13  H13   107.51  3.000
 C08  H13B  C13  C12   111.61  3.000
 C08  H13A  C13  C12   111.15  3.000
 C08  H13   C13  C12   111.14  3.000
 C08  B     N01  C05   127.66  3.000
 C08  B     N01  C02   124.17  3.000
 C08  C05   N01  C02   108.17  3.000
 C08  F02   B    N02   109.79  3.000
 C08  F02   B    F01   109.94  3.000
 C08  N02   B    F01   109.97  3.000
 C08  F02   B    N01   109.69  3.000
 C08  N02   B    N01   107.60  3.000
 C08  F01   B    N01   109.82  3.000
 C08  C22   N02  C14   108.21  3.000
 C08  C22   N02  B     124.16  3.000
 C08  C14   N02  B     127.62  3.000
 C08  C20   C14  C15   125.48  3.000
 C08  C20   C14  N02   109.17  3.000
 C08  C15   C14  N02   125.30  3.000
 C08  H15A  C15  H15   106.54  3.000
 C08  H15A  C15  C16   109.94  3.000
 C08  H15   C15  C16   108.77  3.000
 C08  H15A  C15  C14   111.59  3.000
 C08  H15   C15  C14   107.89  3.000
 C08  C16   C15  C14   111.91  3.000
 C08  H16A  C16  H16   106.38  3.000
 C08  H16A  C16  C17   109.72  3.000
 C08  H16   C16  C17   109.86  3.000
 C08  H16A  C16  C15   109.21  3.000
 C08  H16   C16  C15   109.34  3.000
 C08  C17   C16  C15   112.16  3.000
 C08  H17A  C17  H17   105.93  3.000
 C08  H17A  C17  C18   110.01  3.000
 C08  H17   C17  C18   110.01  3.000
 C08  H17A  C17  C16   109.30  3.000
 C08  H17   C17  C16   109.24  3.000
 C08  C18   C17  C16   112.17  3.000
 C08  H18A  C18  H18   104.75  3.000
 C08  H18A  C18  C19   108.09  3.000
 C08  H18   C18  C19   108.03  3.000
 C08  H18A  C18  C17   109.54  3.000
 C08  H18   C18  C17   109.61  3.000
 C08  C19   C18  C17   116.19  3.000
 C08  O02   C19  O01   126.21  3.000
 C08  O02   C19  C18   117.98  3.000
 C08  O01   C19  C18   115.82  3.000
 C08  H20   C20  C21   127.69  3.000
 C08  H20   C20  C14   124.83  3.000
 C08  C21   C20  C14   107.48  3.000
 C08  H21   C21  C22   125.20  3.000
 C08  H21   C21  C20   128.05  3.000
 C08  C22   C21  C20   106.76  3.000
 C08  C21   C22  N02   108.38  3.000
 C08  C21   C22  C01   130.35  3.000
 C08  N02   C22  C01   121.26  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
 C08  CONST_01  C05  C04  C03  C02     0.00   0.0  0
 C08  CONST_02  C04  C05  N01  C02     0.00   0.0  0
 C08  CONST_03  C05  N01  C02  C03     0.00   0.0  0
 C08  CONST_04  N01  C05  C04  C03     0.00   0.0  0
 C08  CONST_05  N01  C02  C03  C04     0.00   0.0  0
 C08  CONST_06  C06  C05  N01  C02   180.00   0.0  0
 C08  CONST_07  C06  C05  C04  C03   180.00   0.0  0
 C08  CONST_08  B    N01  C05  C06     0.00   0.0  0
 C08  CONST_09  H03  C03  C02  C01     0.00   0.0  0
 C08  CONST_10  H04  C04  C03  C02   180.00   0.0  0
 C08  Var_01    N02  C22  C01  C02     0.25   0.0  0
 C08  Var_02    C20  C14  N02  B    -179.00   0.0  0
 C08  Var_03    C22  N02  C14  C20     0.03   0.0  0
 C08  Var_04    F01  B    N01  C02  -119.88  30.0  1
 C08  Var_05    C14  N02  B    F01   -60.69  30.0  1
 C08  Var_06    H01  C01  C22  N02  -179.82   0.0  0
 C08  Var_07    C07  C06  C05  C04    81.39  30.0  2
 C08  Var_08    C16  C15  C14  N02    99.47  30.0  3
 C08  Var_09    C08  C07  C06  C05  -178.75  30.0  3
 C08  Var_10    C17  C16  C15  C14   178.24  30.0  3
 C08  Var_11    C09  C08  C07  C06   179.34  30.0  3
 C08  Var_12    C10  C09  C08  C07   179.49  30.0  3
 C08  Var_13    C11  C10  C09  C08   179.71  30.0  3
 C08  Var_14    C12  C11  C10  C09   179.58  30.0  3
 C08  Var_15    C13  C12  C11  C10   179.90  30.0  3
 C08  Var_16    C18  C17  C16  C15  -178.80  30.0  3
 C08  Var_17    C19  C18  C17  C16   179.91  30.0  3
 C08  Var_18    O01  C19  C18  C17   179.83  30.0  3
 C08  Var_19    H13  C13  C12  C11   -60.30  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
 C08  plan-1  C18  0.020
 C08  plan-1  C19  0.020
 C08  plan-1  O01  0.020
 C08  plan-1  O02  0.020
 C08  plan-2  C01  0.020
 C08  plan-2  C02  0.020
 C08  plan-2  C03  0.020
 C08  plan-2  C04  0.020
 C08  plan-2  C05  0.020
 C08  plan-2  C06  0.020
 C08  plan-2  N01  0.020
 C08  plan-2  B    0.020
 C08  plan-2  N02  0.020
 C08  plan-2  C14  0.020
 C08  plan-2  C15  0.020
 C08  plan-2  C20  0.020
 C08  plan-2  C21  0.020
 C08  plan-2  C22  0.020
 C08  plan-2  H01  0.020
 C08  plan-2  H03  0.020
 C08  plan-2  H04  0.020
 C08  plan-2  H20  0.020
 C08  plan-2  H21  0.020

