# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Thu Jul 22 08:39:19 2021
#   Inital geometry file: a 110 line input string
#   Ligand name: 12-(diethylamino)-2,2-bis(fluoranyl)-4,5-dimethyl-5-aza-3-azonia-2-boranuidatricyclo[7.4.0.0^{3,7}]trideca-1(13),3,7,9,11-pentaen-6-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(CC)c1ccc2C=C3C(=O)N(C)C(=[N+]3[B-](F)(F)c2c1)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
 Q3J  Q3J  12-(diethylamino)-2,2-bis(fluoranyl)-4,5-dimethyl-5-aza-3-azonia-2-boranuidatricyclo[7.4.0.0^{3,7}]trideca-1(13),3,7,9,11-pentaen-6-one  ligand  43  23  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_Q3J
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
 Q3J  F2   F  F      0  -0.382   3.6193  16.4839  89.2455
 Q3J  B1   B  B     -1   0.704   2.9851  15.4186  89.8969
 Q3J  F1   F  F      0  -0.378   1.7164  15.8376  90.3200
 Q3J  N2   N  N      1  -0.568   3.8257  15.0669  91.1920
 Q3J  C13  C  C      0   0.134   4.3261  13.7874  91.4337
 Q3J  C12  C  C1     0  -0.337   4.1747  12.7518  90.5755
 Q3J  C3   C  CR6    0   0.005   3.4796  12.8706  89.3414
 Q3J  C2   C  CR16   0  -0.259   3.3686  11.7684  88.4792
 Q3J  C14  C  C      0   0.519   4.9947  13.8112  92.7171
 Q3J  N3   N  NT     0  -0.549   4.8238  15.1348  93.1419
 Q3J  C16  C  CH3    0  -0.538   5.3200  15.6681  94.3919
 Q3J  C9   C  C      0   0.634   4.1365  15.8295  92.2110
 Q3J  C15  C  CH3    0  -0.776   3.7951  17.2539  92.3897
 Q3J  O1   O  O      0  -0.439   5.5785  12.9459  93.3354
 Q3J  C4   C  CR6    0  -0.078   2.9008  14.1036  88.9642
 Q3J  C5   C  CR16   0  -0.469   2.2326  14.1799  87.7606
 Q3J  C6   C  CR6    0   0.435   2.0835  13.0693  86.8907
 Q3J  C1   C  CR16   0  -0.372   2.6998  11.8553  87.2853
 Q3J  N1   N  NT     0  -0.495   1.3668  13.1545  85.7425
 Q3J  C8   C  CH2    0  -0.333   1.3634  12.0663  84.7769
 Q3J  C11  C  CH3    0  -0.663   2.6444  11.9526  83.9595
 Q3J  C7   C  CH2    0  -0.337   0.6943  14.3843  85.3593
 Q3J  C10  C  CH3    0  -0.665   1.5788  15.3768  84.6163
 Q3J  H1   H  H      0   0.279   4.6042  11.7966  90.8560
 Q3J  H2   H  HCR6   0   0.256   3.8187  10.8232  88.7607
 Q3J  H3   H  HCH3   0   0.281   5.7333  14.8488  94.9720
 Q3J  H4   H  HCH3   0   0.273   6.1023  16.4037  94.2167
 Q3J  H5   H  HCH3   0   0.273   4.5126  16.1249  94.9600
 Q3J  H7   H  HCH3   0   0.290   4.6663  17.8100  92.7353
 Q3J  H8   H  HCH3   0   0.302   3.4390  17.7033  91.4703
 Q3J  H9   H  HCH3   0   0.296   3.0204  17.3545  93.1521
 Q3J  H10  H  HCR6   0   0.261   1.8161  15.1343  87.4669
 Q3J  H11  H  HCR6   0   0.269   2.6470  10.9745  86.6632
 Q3J  H12  H  HCH2   0   0.259   0.5185  12.2288  84.1086
 Q3J  H13  H  HCH2   0   0.250   1.1581  11.1219  85.2860
 Q3J  H14  H  HCH3   0   0.236   2.5814  11.0950  83.2895
 Q3J  H15  H  HCH3   0   0.233   2.8077  12.8419  83.3508
 Q3J  H16  H  HCH3   0   0.232   3.5199  11.8157  84.5947
 Q3J  H17  H  HCH2   0   0.252   0.2614  14.8515  86.2446
 Q3J  H18  H  HCH2   0   0.259  -0.1520  14.1091  84.7295
 Q3J  H19  H  HCH3   0   0.236   1.0262  16.2957  84.4189
 Q3J  H20  H  HCH3   0   0.231   2.4665  15.6378  85.1935
 Q3J  H21  H  HCH3   0   0.233   1.9068  14.9734  83.6585

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
 Q3J  C11  C8   single    1.524  0.020  1.524
 Q3J  C8   N1   single    1.455  0.020  1.455
 Q3J  C10  C7   single    1.523  0.020  1.523
 Q3J  C7   N1   single    1.453  0.020  1.453
 Q3J  N1   C6   single    1.356  0.020  1.356
 Q3J  C6   C1   aromatic  1.417  0.020  1.417
 Q3J  C6   C5   aromatic  1.419  0.020  1.419
 Q3J  C1   C2   aromatic  1.371  0.020  1.371
 Q3J  C5   C4   aromatic  1.379  0.020  1.379
 Q3J  C2   C3   aromatic  1.404  0.020  1.404
 Q3J  C4   C3   aromatic  1.413  0.020  1.413
 Q3J  C4   B1   single    1.614  0.020  1.614
 Q3J  F2   B1   single    1.401  0.020  1.401
 Q3J  C3   C12  single    1.421  0.020  1.421
 Q3J  B1   F1   single    1.402  0.020  1.402
 Q3J  B1   N2   single    1.584  0.020  1.584
 Q3J  C12  C13  double    1.353  0.020  1.353
 Q3J  N2   C13  single    1.395  0.020  1.395
 Q3J  N2   C9   double    1.310  0.020  1.310
 Q3J  C13  C14  single    1.447  0.020  1.447
 Q3J  C9   C15  single    1.476  0.020  1.476
 Q3J  C9   N3   single    1.350  0.020  1.350
 Q3J  C14  N3   single    1.401  0.020  1.401
 Q3J  C14  O1   double    1.213  0.020  1.213
 Q3J  N3   C16  single    1.447  0.020  1.447
 Q3J  C12  H1   single    0.930  0.020  1.080
 Q3J  C2   H2   single    0.930  0.020  1.080
 Q3J  C16  H3   single    0.970  0.020  1.090
 Q3J  C16  H4   single    0.970  0.020  1.090
 Q3J  C16  H5   single    0.970  0.020  1.090
 Q3J  C15  H7   single    0.970  0.020  1.090
 Q3J  C15  H8   single    0.970  0.020  1.090
 Q3J  C15  H9   single    0.970  0.020  1.090
 Q3J  C5   H10  single    0.930  0.020  1.080
 Q3J  C1   H11  single    0.930  0.020  1.080
 Q3J  C8   H12  single    0.970  0.020  1.090
 Q3J  C8   H13  single    0.970  0.020  1.090
 Q3J  C11  H14  single    0.970  0.020  1.090
 Q3J  C11  H15  single    0.970  0.020  1.090
 Q3J  C11  H16  single    0.970  0.020  1.090
 Q3J  C7   H17  single    0.970  0.020  1.090
 Q3J  C7   H18  single    0.970  0.020  1.090
 Q3J  C10  H19  single    0.970  0.020  1.090
 Q3J  C10  H20  single    0.970  0.020  1.090
 Q3J  C10  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
 Q3J  C4   B1   N2   108.62  3.000
 Q3J  N2   B1   F1   107.46  3.000
 Q3J  C4   B1   F1   111.76  3.000
 Q3J  N2   B1   F2   107.99  3.000
 Q3J  F1   B1   F2   108.84  3.000
 Q3J  C4   B1   F2   111.99  3.000
 Q3J  C9   N2   C13  108.30  3.000
 Q3J  C9   N2   B1   129.25  3.000
 Q3J  C13  N2   B1   122.40  3.000
 Q3J  C14  C13  C12  128.79  3.000
 Q3J  C14  C13  N2   107.71  3.000
 Q3J  C12  C13  N2   123.49  3.000
 Q3J  H1   C12  C3   119.47  3.000
 Q3J  H1   C12  C13  117.76  3.000
 Q3J  C3   C12  C13  122.77  3.000
 Q3J  C4   C3   C2   119.25  3.000
 Q3J  C4   C3   C12  120.33  3.000
 Q3J  C2   C3   C12  120.42  3.000
 Q3J  H2   C2   C1   118.94  3.000
 Q3J  H2   C2   C3   119.49  3.000
 Q3J  C1   C2   C3   121.57  3.000
 Q3J  O1   C14  N3   125.32  3.000
 Q3J  O1   C14  C13  131.49  3.000
 Q3J  N3   C14  C13  103.19  3.000
 Q3J  C9   N3   C16  125.51  3.000
 Q3J  C16  N3   C14  124.65  3.000
 Q3J  C9   N3   C14  109.84  3.000
 Q3J  H5   C16  H4   109.51  3.000
 Q3J  H5   C16  H3   108.69  3.000
 Q3J  H4   C16  H3   108.82  3.000
 Q3J  H5   C16  N3   110.58  3.000
 Q3J  H4   C16  N3   110.89  3.000
 Q3J  H3   C16  N3   108.30  3.000
 Q3J  C15  C9   N3   122.08  3.000
 Q3J  N3   C9   N2   110.96  3.000
 Q3J  C15  C9   N2   126.96  3.000
 Q3J  H9   C15  H8   108.73  3.000
 Q3J  H9   C15  H7   107.39  3.000
 Q3J  H8   C15  H7   108.67  3.000
 Q3J  H9   C15  C9   109.74  3.000
 Q3J  H8   C15  C9   111.94  3.000
 Q3J  H7   C15  C9   110.25  3.000
 Q3J  C5   C4   C3   118.67  3.000
 Q3J  C3   C4   B1   122.34  3.000
 Q3J  C5   C4   B1   118.98  3.000
 Q3J  H10  C5   C6   118.93  3.000
 Q3J  H10  C5   C4   118.19  3.000
 Q3J  C6   C5   C4   122.88  3.000
 Q3J  N1   C6   C1   121.28  3.000
 Q3J  C1   C6   C5   117.01  3.000
 Q3J  N1   C6   C5   121.70  3.000
 Q3J  H11  C1   C6   121.13  3.000
 Q3J  H11  C1   C2   118.29  3.000
 Q3J  C6   C1   C2   120.58  3.000
 Q3J  C7   N1   C8   117.19  3.000
 Q3J  C7   N1   C6   121.40  3.000
 Q3J  C8   N1   C6   121.07  3.000
 Q3J  H13  C8   H12  105.61  3.000
 Q3J  H13  C8   C11  110.09  3.000
 Q3J  H12  C8   C11  109.51  3.000
 Q3J  H13  C8   N1   109.74  3.000
 Q3J  H12  C8   N1   107.29  3.000
 Q3J  C11  C8   N1   114.19  3.000
 Q3J  H16  C11  H15  107.91  3.000
 Q3J  H16  C11  H14  107.80  3.000
 Q3J  H15  C11  H14  107.90  3.000
 Q3J  H16  C11  C8   111.83  3.000
 Q3J  H15  C11  C8   111.39  3.000
 Q3J  H14  C11  C8   109.87  3.000
 Q3J  H18  C7   H17  105.60  3.000
 Q3J  H18  C7   C10  109.48  3.000
 Q3J  H17  C7   C10  110.33  3.000
 Q3J  H18  C7   N1   107.33  3.000
 Q3J  H17  C7   N1   109.40  3.000
 Q3J  C10  C7   N1   114.29  3.000
 Q3J  H21  C10  H20  107.99  3.000
 Q3J  H21  C10  H19  107.78  3.000
 Q3J  H20  C10  H19  107.85  3.000
 Q3J  H21  C10  C7   111.25  3.000
 Q3J  H20  C10  C7   111.74  3.000
 Q3J  H19  C10  C7   110.07  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
 Q3J  CONST_01  C6   C1   C2   C3      0.00   0.0  0
 Q3J  CONST_02  C6   C5   C4   C3      0.00   0.0  0
 Q3J  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 Q3J  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 Q3J  CONST_05  C1   C6   C5   C4      0.00   0.0  0
 Q3J  CONST_06  C1   C2   C3   C4      0.00   0.0  0
 Q3J  CONST_07  C14  C13  N2   B1    180.00   0.0  0
 Q3J  CONST_08  N3   C9   N2   B1    180.00   0.0  0
 Q3J  CONST_09  C3   C12  C13  N2      0.00   0.0  0
 Q3J  CONST_10  N3   C14  C13  N2      0.00   0.0  0
 Q3J  CONST_11  C14  N3   C9   N2      0.00   0.0  0
 Q3J  CONST_12  N3   C9   N2   C13     0.00   0.0  0
 Q3J  CONST_13  C9   N3   C14  C13     0.00   0.0  0
 Q3J  CONST_14  C14  C13  C12  C3    180.00   0.0  0
 Q3J  CONST_15  C9   N2   C13  C14     0.00   0.0  0
 Q3J  CONST_16  N1   C6   C1   C2    180.00   0.0  0
 Q3J  CONST_17  N1   C6   C5   C4    180.00   0.0  0
 Q3J  CONST_18  C15  C9   N2   B1      0.00   0.0  0
 Q3J  CONST_19  C16  N3   C9   N2    180.00   0.0  0
 Q3J  CONST_20  C15  C9   N2   C13   180.00   0.0  0
 Q3J  CONST_21  C16  N3   C14  C13   180.00   0.0  0
 Q3J  CONST_22  C15  C9   N3   C14   180.00   0.0  0
 Q3J  CONST_23  O1   C14  N3   C9    180.00   0.0  0
 Q3J  CONST_24  H10  C5   C4   B1      0.00   0.0  0
 Q3J  CONST_25  H2   C2   C3   C12     0.00   0.0  0
 Q3J  CONST_26  H11  C1   C2   C3    180.00   0.0  0
 Q3J  CONST_27  H1   C12  C13  N2    180.00   0.0  0
 Q3J  CONST_28  C8   N1   C6   C5    180.00   0.0  0
 Q3J  CONST_29  C7   N1   C6   C5      0.00   0.0  0
 Q3J  CONST_30  C8   N1   C6   C1      0.00   0.0  0
 Q3J  CONST_31  C7   N1   C6   C1    180.00   0.0  0
 Q3J  CONST_32  C15  C9   N3   C16     0.00   0.0  0
 Q3J  CONST_33  O1   C14  N3   C16     0.00   0.0  0
 Q3J  Var_01    C5   C4   B1   F2    -59.63  30.0  1
 Q3J  Var_02    C13  N2   B1   F2   -124.10  30.0  1
 Q3J  Var_03    H7   C15  C9   N2   -134.47  30.0  3
 Q3J  Var_04    H3   C16  N3   C14    -6.39  30.0  3
 Q3J  Var_05    C11  C8   N1   C6    -74.69  30.0  2
 Q3J  Var_06    C10  C7   N1   C6     85.05  30.0  2
 Q3J  Var_07    H14  C11  C8   N1    177.80  30.0  3
 Q3J  Var_08    H19  C10  C7   N1   -176.41  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
 Q3J  plan-1  C6   0.020
 Q3J  plan-1  N1   0.020
 Q3J  plan-1  C8   0.020
 Q3J  plan-1  C7   0.020
 Q3J  plan-2  B1   0.020
 Q3J  plan-2  N2   0.020
 Q3J  plan-2  C13  0.020
 Q3J  plan-2  C12  0.020
 Q3J  plan-2  C3   0.020
 Q3J  plan-2  C2   0.020
 Q3J  plan-2  C14  0.020
 Q3J  plan-2  N3   0.020
 Q3J  plan-2  C16  0.020
 Q3J  plan-2  C9   0.020
 Q3J  plan-2  C15  0.020
 Q3J  plan-2  O1   0.020
 Q3J  plan-2  C4   0.020
 Q3J  plan-2  C5   0.020
 Q3J  plan-2  C6   0.020
 Q3J  plan-2  C1   0.020
 Q3J  plan-2  N1   0.020
 Q3J  plan-2  H1   0.020
 Q3J  plan-2  H2   0.020
 Q3J  plan-2  H10  0.020
 Q3J  plan-2  H11  0.020

