# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Apr 18 17:42:50 2020
#   Inital geometry file: a 131 line input string
#   Ligand name: (3-exo)-3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yloxy)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octane
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[N+]1(C)[C@H]2CC[C@@H]1CC(C2)O[C@@H]3c4ccccc4CCc5ccccc35
#
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
 BS1  BS1  (3-exo)-3-(10,11-dihydro-5H-dibenzo[a,d][7]annulen-5-yloxy)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octane  ligand  56  26  .  2022-07-24  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_BS1
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
 BS1  C17   C  CH3   0  -0.552   4.9849   0.4985  -0.8972
 BS1  N1    N  NT    1  -0.387   3.7407   0.3649  -0.0851
 BS1  C16   C  CH3   0  -0.552   4.1832   0.2489   1.3280
 BS1  C3    C  CH1   0  -0.118   2.8027   1.5264  -0.3599
 BS1  C12   C  CH2   0  -0.502   2.3507   1.2446  -1.7974
 BS1  C13   C  CH2   0  -0.495   2.4186  -0.2923  -1.9435
 BS1  C2    C  CH1   0  -0.117   2.8974  -0.7966  -0.5774
 BS1  C8    C  CH2   0  -0.501   1.6387   1.4906   0.6187
 BS1  C6    C  CH1   0   0.078   0.8235   0.2036   0.4789
 BS1  C7    C  CH2   0  -0.500   1.7264  -1.0314   0.3684
 BS1  O1    O  O2    0  -0.485  -0.0441   0.0845   1.5838
 BS1  C1    C  CH1   0  -0.177  -1.4179  -0.1509   1.2876
 BS1  C5    C  CR6   0   0.104  -1.5501  -1.5269   0.6553
 BS1  C19   C  CR16  0  -0.280  -1.3809  -2.5796   1.5589
 BS1  C23   C  CR16  0  -0.264  -1.3184  -3.8989   1.1478
 BS1  C26   C  CR16  0  -0.250  -1.4256  -4.1929  -0.2040
 BS1  C21   C  CR16  0  -0.312  -1.6139  -3.1618  -1.1084
 BS1  C9    C  CR6   0   0.087  -1.6814  -1.8272  -0.7036
 BS1  C15   C  CH2   0  -0.541  -1.9709  -0.7828  -1.7421
 BS1  C14   C  CH2   0  -0.524  -3.1677   0.0825  -1.3624
 BS1  C10   C  CR6   0   0.088  -2.8337   1.2269  -0.4464
 BS1  C22   C  CR16  0  -0.316  -3.3506   2.4830  -0.7824
 BS1  C25   C  CR16  0  -0.250  -3.1086   3.6090  -0.0184
 BS1  C24   C  CR16  0  -0.263  -2.3268   3.4946   1.1228
 BS1  C18   C  CR16  0  -0.257  -1.8089   2.2601   1.4662
 BS1  C4    C  CR6   0   0.066  -2.0407   1.1114   0.6986
 BS1  H171  H  HCH3  0   0.295   5.5866  -0.3967  -0.7645
 BS1  H172  H  HCH3  0   0.304   4.7630   0.6260  -1.9501
 BS1  H173  H  HCH3  0   0.295   5.5365   1.3643  -0.5415
 BS1  H161  H  HCH3  0   0.297   4.6996   1.1645   1.6041
 BS1  H162  H  HCH3  0   0.294   3.3543   0.0915   2.0045
 BS1  H163  H  HCH3  0   0.297   4.8670  -0.5923   1.4059
 BS1  H3    H  HCH1  0   0.317   3.3700   2.4508  -0.2565
 BS1  H2    H  HCH1  0   0.316   3.5340  -1.6793  -0.6333
 BS1  H121  H  HCH2  0   0.283   1.3475   1.6356  -1.9624
 BS1  H122  H  HCH2  0   0.290   2.9974   1.7412  -2.5186
 BS1  H81C  H  HCH2  0   0.272   1.9824   1.6252   1.6461
 BS1  H82C  H  HCH2  0   0.287   1.0042   2.3520   0.4022
 BS1  H131  H  HCH2  0   0.278   1.4520  -0.7323  -2.1858
 BS1  H132  H  HCH2  0   0.290   3.1013  -0.5878  -2.7386
 BS1  H71C  H  HCH2  0   0.289   1.1655  -1.8762  -0.0346
 BS1  H72C  H  HCH2  0   0.272   2.0673  -1.3452   1.3564
 BS1  H6    H  HCH1  0   0.224   0.2384   0.2866  -0.4436
 BS1  H1    H  HCH1  0   0.270  -1.8653  -0.2479   2.2816
 BS1  H19   H  HCR6  0   0.252  -1.2860  -2.3556   2.6154
 BS1  H23   H  HCR6  0   0.256  -1.1894  -4.6887   1.8760
 BS1  H26   H  HCR6  0   0.256  -1.3791  -5.2175  -0.5502
 BS1  H21   H  HCR6  0   0.251  -1.7221  -3.3924  -2.1616
 BS1  H151  H  HCH2  0   0.242  -1.1016  -0.1444  -1.9318
 BS1  H152  H  HCH2  0   0.269  -2.1783  -1.2817  -2.6896
 BS1  H141  H  HCH2  0   0.260  -3.6107   0.4933  -2.2709
 BS1  H142  H  HCH2  0   0.255  -3.9387  -0.5507  -0.9127
 BS1  H22   H  HCR6  0   0.248  -3.9562   2.5703  -1.6768
 BS1  H25   H  HCR6  0   0.255  -3.5239   4.5649  -0.3106
 BS1  H24   H  HCR6  0   0.253  -2.1249   4.3581   1.7433
 BS1  H18   H  HCR6  0   0.252  -1.2055   2.1836   2.3623

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
 BS1  C17  N1    single    1.492  0.020  1.492
 BS1  N1   C16   single    1.485  0.020  1.485
 BS1  N1   C3    single    1.518  0.020  1.518
 BS1  N1   C2    single    1.517  0.020  1.517
 BS1  C3   C12   single    1.533  0.020  1.533
 BS1  C3   C8    single    1.521  0.020  1.521
 BS1  C12  C13   single    1.545  0.020  1.545
 BS1  C13  C2    single    1.533  0.020  1.533
 BS1  C2   C7    single    1.523  0.020  1.523
 BS1  C8   C6    single    1.530  0.020  1.530
 BS1  C6   C7    single    1.534  0.020  1.534
 BS1  C6   O1    single    1.410  0.020  1.410
 BS1  O1   C1    single    1.425  0.020  1.425
 BS1  C1   C5    single    1.520  0.020  1.520
 BS1  C1   C4    single    1.526  0.020  1.526
 BS1  C5   C19   aromatic  1.398  0.020  1.398
 BS1  C5   C9    aromatic  1.398  0.020  1.398
 BS1  C19  C23   aromatic  1.383  0.020  1.383
 BS1  C23  C26   aromatic  1.388  0.020  1.388
 BS1  C26  C21   aromatic  1.384  0.020  1.384
 BS1  C21  C9    aromatic  1.396  0.020  1.396
 BS1  C9   C15   single    1.501  0.020  1.501
 BS1  C15  C14   single    1.525  0.020  1.525
 BS1  C14  C10   single    1.503  0.020  1.503
 BS1  C10  C22   aromatic  1.399  0.020  1.399
 BS1  C10  C4    aromatic  1.398  0.020  1.398
 BS1  C22  C25   aromatic  1.382  0.020  1.382
 BS1  C25  C24   aromatic  1.388  0.020  1.388
 BS1  C24  C18   aromatic  1.382  0.020  1.382
 BS1  C18  C4    aromatic  1.401  0.020  1.401
 BS1  C17  H171  single    0.970  0.020  1.090
 BS1  C17  H172  single    0.970  0.020  1.090
 BS1  C17  H173  single    0.970  0.020  1.090
 BS1  C16  H161  single    0.970  0.020  1.090
 BS1  C16  H162  single    0.970  0.020  1.090
 BS1  C16  H163  single    0.970  0.020  1.090
 BS1  C3   H3    single    0.970  0.020  1.090
 BS1  C2   H2    single    0.970  0.020  1.090
 BS1  C12  H121  single    0.970  0.020  1.090
 BS1  C12  H122  single    0.970  0.020  1.090
 BS1  C8   H81C  single    0.970  0.020  1.090
 BS1  C8   H82C  single    0.970  0.020  1.090
 BS1  C13  H131  single    0.970  0.020  1.090
 BS1  C13  H132  single    0.970  0.020  1.090
 BS1  C7   H71C  single    0.970  0.020  1.090
 BS1  C7   H72C  single    0.970  0.020  1.090
 BS1  C6   H6    single    0.970  0.020  1.090
 BS1  C1   H1    single    0.970  0.020  1.090
 BS1  C19  H19   single    0.930  0.020  1.080
 BS1  C23  H23   single    0.930  0.020  1.080
 BS1  C26  H26   single    0.930  0.020  1.080
 BS1  C21  H21   single    0.930  0.020  1.080
 BS1  C15  H151  single    0.970  0.020  1.090
 BS1  C15  H152  single    0.970  0.020  1.090
 BS1  C14  H141  single    0.970  0.020  1.090
 BS1  C14  H142  single    0.970  0.020  1.090
 BS1  C22  H22   single    0.930  0.020  1.080
 BS1  C25  H25   single    0.930  0.020  1.080
 BS1  C24  H24   single    0.930  0.020  1.080
 BS1  C18  H18   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
 BS1  H173  C17  H172  109.17  3.000
 BS1  H173  C17  H171  109.60  3.000
 BS1  H172  C17  H171  109.21  3.000
 BS1  H173  C17  N1    108.45  3.000
 BS1  H172  C17  N1    111.63  3.000
 BS1  H171  C17  N1    108.76  3.000
 BS1  C2    N1   C3    100.58  3.000
 BS1  C2    N1   C16   114.48  3.000
 BS1  C3    N1   C16   114.59  3.000
 BS1  C2    N1   C17   110.82  3.000
 BS1  C3    N1   C17   110.39  3.000
 BS1  C16   N1   C17   106.05  3.000
 BS1  H163  C16  H162  108.95  3.000
 BS1  H163  C16  H161  109.56  3.000
 BS1  H162  C16  H161  109.14  3.000
 BS1  H163  C16  N1    108.43  3.000
 BS1  H162  C16  N1    112.22  3.000
 BS1  H161  C16  N1    108.51  3.000
 BS1  H3    C3   C8    110.94  3.000
 BS1  H3    C3   C12   113.48  3.000
 BS1  C8    C3   C12   111.92  3.000
 BS1  H3    C3   N1    108.08  3.000
 BS1  C8    C3   N1    109.78  3.000
 BS1  C12   C3   N1    102.20  3.000
 BS1  H122  C12  H121  106.44  3.000
 BS1  H122  C12  C13   111.40  3.000
 BS1  H121  C12  C13   112.53  3.000
 BS1  H122  C12  C3    111.24  3.000
 BS1  H121  C12  C3    110.35  3.000
 BS1  C13   C12  C3    104.98  3.000
 BS1  H132  C13  H131  106.52  3.000
 BS1  H132  C13  C2    111.45  3.000
 BS1  H131  C13  C2    110.03  3.000
 BS1  H132  C13  C12   111.50  3.000
 BS1  H131  C13  C12   112.56  3.000
 BS1  C2    C13  C12   104.87  3.000
 BS1  H2    C2   C7    110.85  3.000
 BS1  H2    C2   C13   113.78  3.000
 BS1  C7    C2   C13   111.34  3.000
 BS1  H2    C2   N1    108.18  3.000
 BS1  C7    C2   N1    110.10  3.000
 BS1  C13   C2   N1    102.17  3.000
 BS1  H82C  C8   H81C  105.81  3.000
 BS1  H82C  C8   C6    109.64  3.000
 BS1  H81C  C8   C6    110.95  3.000
 BS1  H82C  C8   C3    107.38  3.000
 BS1  H81C  C8   C3    111.20  3.000
 BS1  C6    C8   C3    111.64  3.000
 BS1  H6    C6   O1    109.74  3.000
 BS1  H6    C6   C7    108.35  3.000
 BS1  O1    C6   C7    110.53  3.000
 BS1  H6    C6   C8    107.33  3.000
 BS1  O1    C6   C8    109.10  3.000
 BS1  C7    C6   C8    111.73  3.000
 BS1  H72C  C7   H71C  105.80  3.000
 BS1  H72C  C7   C6    110.51  3.000
 BS1  H71C  C7   C6    110.33  3.000
 BS1  H72C  C7   C2    111.49  3.000
 BS1  H71C  C7   C2    106.57  3.000
 BS1  C6    C7   C2    111.91  3.000
 BS1  C1    O1   C6    116.38  3.000
 BS1  H1    C1   C4    104.89  3.000
 BS1  H1    C1   C5    105.19  3.000
 BS1  C4    C1   C5    123.56  3.000
 BS1  H1    C1   O1    102.71  3.000
 BS1  C4    C1   O1    109.70  3.000
 BS1  C5    C1   O1    108.65  3.000
 BS1  C9    C5   C19   118.56  3.000
 BS1  C9    C5   C1    127.37  3.000
 BS1  C19   C5   C1    113.73  3.000
 BS1  H19   C19  C23   118.86  3.000
 BS1  H19   C19  C5    119.01  3.000
 BS1  C23   C19  C5    122.12  3.000
 BS1  H23   C23  C26   120.67  3.000
 BS1  H23   C23  C19   120.11  3.000
 BS1  C26   C23  C19   119.22  3.000
 BS1  H26   C26  C21   120.12  3.000
 BS1  H26   C26  C23   120.59  3.000
 BS1  C21   C26  C23   119.28  3.000
 BS1  H21   C21  C9    118.71  3.000
 BS1  H21   C21  C26   119.34  3.000
 BS1  C9    C21  C26   121.94  3.000
 BS1  C15   C9   C21   118.28  3.000
 BS1  C15   C9   C5    122.77  3.000
 BS1  C21   C9   C5    118.85  3.000
 BS1  H152  C15  H151  105.49  3.000
 BS1  H152  C15  C14   109.06  3.000
 BS1  H151  C15  C14   109.59  3.000
 BS1  H152  C15  C9    108.64  3.000
 BS1  H151  C15  C9    111.86  3.000
 BS1  C14   C15  C9    111.96  3.000
 BS1  H142  C14  H141  105.90  3.000
 BS1  H142  C14  C10   110.28  3.000
 BS1  H141  C14  C10   108.12  3.000
 BS1  H142  C14  C15   109.08  3.000
 BS1  H141  C14  C15   108.97  3.000
 BS1  C10   C14  C15   114.16  3.000
 BS1  C4    C10  C22   118.72  3.000
 BS1  C4    C10  C14   124.22  3.000
 BS1  C22   C10  C14   117.06  3.000
 BS1  H22   C22  C25   119.24  3.000
 BS1  H22   C22  C10   118.49  3.000
 BS1  C25   C22  C10   122.27  3.000
 BS1  H25   C25  C24   120.72  3.000
 BS1  H25   C25  C22   120.21  3.000
 BS1  C24   C25  C22   119.07  3.000
 BS1  H24   C24  C18   120.02  3.000
 BS1  H24   C24  C25   120.70  3.000
 BS1  C18   C24  C25   119.27  3.000
 BS1  H18   C18  C4    119.18  3.000
 BS1  H18   C18  C24   118.52  3.000
 BS1  C4    C18  C24   122.30  3.000
 BS1  C18   C4   C10   118.36  3.000
 BS1  C18   C4   C1    113.54  3.000
 BS1  C10   C4   C1    128.04  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
 BS1  CONST_01  C26   C23  C19  C5      0.00   0.0  0
 BS1  CONST_02  C21   C26  C23  C19     0.00   0.0  0
 BS1  CONST_03  C9    C21  C26  C23     0.00   0.0  0
 BS1  CONST_04  C24   C25  C22  C10     0.00   0.0  0
 BS1  CONST_05  C18   C24  C25  C22     0.00   0.0  0
 BS1  CONST_06  C4    C18  C24  C25     0.00   0.0  0
 BS1  CONST_07  H23   C23  C19  C5    180.00   0.0  0
 BS1  CONST_08  H26   C26  C23  C19   180.00   0.0  0
 BS1  CONST_09  H21   C21  C26  C23   180.00   0.0  0
 BS1  CONST_10  H19   C19  C23  C26   180.00   0.0  0
 BS1  CONST_11  H25   C25  C22  C10   180.00   0.0  0
 BS1  CONST_12  H24   C24  C25  C22   180.00   0.0  0
 BS1  CONST_13  H18   C18  C24  C25   180.00   0.0  0
 BS1  CONST_14  H22   C22  C25  C24   180.00   0.0  0
 BS1  Var_01    C2    C13  C12  C3      0.33  30.0  3
 BS1  Var_02    H171  C17  N1   C3   -173.85  30.0  3
 BS1  Var_03    H161  C16  N1   C3    -59.54  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
 BS1  chir_01  C3  N1  C12  C8   negativ
 BS1  chir_02  C2  N1  C7   C13  negativ
 BS1  chir_03  C6  O1  C7   C8   positiv
 BS1  chir_04  C1  O1  C5   C4   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
 BS1  plan-1  C1   0.020
 BS1  plan-1  C5   0.020
 BS1  plan-1  C19  0.020
 BS1  plan-1  C23  0.020
 BS1  plan-1  C26  0.020
 BS1  plan-1  C21  0.020
 BS1  plan-1  C9   0.020
 BS1  plan-1  C15  0.020
 BS1  plan-1  H19  0.020
 BS1  plan-1  H23  0.020
 BS1  plan-1  H26  0.020
 BS1  plan-1  H21  0.020
 BS1  plan-2  C1   0.020
 BS1  plan-2  C14  0.020
 BS1  plan-2  C10  0.020
 BS1  plan-2  C22  0.020
 BS1  plan-2  C25  0.020
 BS1  plan-2  C24  0.020
 BS1  plan-2  C18  0.020
 BS1  plan-2  C4   0.020
 BS1  plan-2  H22  0.020
 BS1  plan-2  H25  0.020
 BS1  plan-2  H24  0.020
 BS1  plan-2  H18  0.020

