# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 14:00:49 2022
#   Inital geometry file: a 107 line input string
#   Ligand name: (1S,2S,3R,5R,8R)-2-(methoxycarbonyl)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azoniabicyclo[3.2.1]octane
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COC(=O)[C@@H]1[C@@H](C[C@H]2CC[C@@H]1[NH+]2C)OC(=O)c3ccccc3
#
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
 CCA  CCA  (1S,2S,3R,5R,8R)-2-(methoxycarbonyl)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azoniabicyclo[3.2.1]octane  ligand  44  22  .  2022-03-15  2022-03-15
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CCA
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
 CCA  C1   C  CH3   0  -0.442  -0.4547   3.6863   0.1483
 CCA  O5   O  O2    0  -0.432  -0.7264   2.4129   0.7496
 CCA  C6   C  C     0   0.652  -1.4248   1.5469   0.0582
 CCA  O7   O  O     0  -0.453  -1.8764   1.7671  -1.0451
 CCA  C8   C  CH1   0  -0.435  -1.6039   0.2256   0.7781
 CCA  C10  C  CR15  0  -0.137  -3.0518  -0.2747   0.6940
 CCA  N12  N  N     1  -0.526  -3.3984  -0.5239  -0.7445
 CCA  C14  C  CH3   0  -0.540  -4.8532  -0.6436  -0.9863
 CCA  C18  C  CH2   0  -0.486  -3.2166  -1.6623   1.3228
 CCA  C21  C  CH2   0  -0.489  -2.9571  -2.6554   0.1691
 CCA  C24  C  CR15  0  -0.131  -2.6266  -1.7767  -1.0398
 CCA  C26  C  CH2   0  -0.501  -1.1525  -1.4002  -1.1276
 CCA  C29  C  CH1   0   0.048  -0.6555  -0.8417   0.2013
 CCA  O1   O  O2    0  -0.484   0.6183  -0.2206   0.0616
 CCA  C2   C  C     0   0.615   1.7135  -0.9781   0.1220
 CCA  O3   O  O     0  -0.434   1.6821  -2.1788   0.2210
 CCA  C4   C  CR6   0  -0.092   2.9592  -0.1788   0.0582
 CCA  C5   C  CR16  0  -0.254   4.1738  -0.8622   0.0177
 CCA  C7   C  CR16  0  -0.240   5.3670  -0.1604  -0.0313
 CCA  C9   C  CR16  0  -0.241   5.3559   1.2287  -0.0377
 CCA  C11  C  CR16  0  -0.241   4.1487   1.9139   0.0058
 CCA  C13  C  CR16  0  -0.263   2.9523   1.2158   0.0530
 CCA  H2   H  HCH3  0   0.249   0.1480   3.5717  -0.7520
 CCA  H3   H  HCH3  0   0.259  -1.3768   4.2116  -0.0950
 CCA  H4   H  HCH3  0   0.264   0.1014   4.2484   0.8911
 CCA  H9   H  HCH1  0   0.341  -1.3758   0.3623   1.8368
 CCA  H11  H  HCR5  0   0.338  -3.7339   0.4696   1.1029
 CCA  H13  H  H     0   0.471  -3.0501   0.2611  -1.3112
 CCA  H15  H  HCH3  0   0.295  -5.3237   0.3037  -0.7409
 CCA  H16  H  HCH3  0   0.297  -5.0076  -0.8731  -2.0361
 CCA  H17  H  HCH3  0   0.291  -5.2759  -1.4324  -0.3722
 CCA  H19  H  HCH2  0   0.295  -4.2190  -1.7795   1.7296
 CCA  H20  H  HCH2  0   0.292  -2.5233  -1.7859   2.1533
 CCA  H22  H  HCH2  0   0.291  -3.8370  -3.2670  -0.0244
 CCA  H23  H  HCH2  0   0.288  -2.1381  -3.3427   0.3776
 CCA  H25  H  HCR5  0   0.323  -2.9682  -2.1854  -1.9888
 CCA  H27  H  HCH2  0   0.282  -0.9995  -0.6778  -1.9333
 CCA  H28  H  HCH2  0   0.301  -0.5907  -2.2959  -1.3929
 CCA  H30  H  HCH1  0   0.292  -0.5813  -1.6488   0.9340
 CCA  H6   H  HCR6  0   0.266   4.1874  -1.9437   0.0240
 CCA  H8   H  HCR6  0   0.268   6.3054  -0.6976  -0.0637
 CCA  H10  H  HCR6  0   0.270   6.2876   1.7780  -0.0748
 CCA  H12  H  HCR6  0   0.267   4.1383   2.9955   0.0048
 CCA  H14  H  HCR6  0   0.262   2.0224   1.7647   0.0976

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
 CCA  C1   O5   single    1.434  0.020  1.434
 CCA  C1   H2   single    0.970  0.020  1.090
 CCA  C1   H3   single    0.970  0.020  1.090
 CCA  C1   H4   single    0.970  0.020  1.090
 CCA  O5   C6   single    1.310  0.020  1.310
 CCA  C6   O7   double    1.212  0.020  1.212
 CCA  C6   C8   single    1.515  0.020  1.515
 CCA  C8   C10  single    1.534  0.020  1.534
 CCA  C8   C29  single    1.540  0.020  1.540
 CCA  C8   H9   single    0.970  0.020  1.090
 CCA  C10  N12  single    1.500  0.020  1.500
 CCA  C10  C18  single    1.532  0.020  1.532
 CCA  C10  H11  single    0.970  0.020  1.090
 CCA  N12  C14  single    1.480  0.020  1.480
 CCA  N12  C24  single    1.501  0.020  1.501
 CCA  N12  H13  single    0.890  0.020  1.040
 CCA  C14  H15  single    0.970  0.020  1.090
 CCA  C14  H16  single    0.970  0.020  1.090
 CCA  C14  H17  single    0.970  0.020  1.090
 CCA  C18  C21  single    1.544  0.020  1.544
 CCA  C18  H19  single    0.970  0.020  1.090
 CCA  C18  H20  single    0.970  0.020  1.090
 CCA  C21  C24  single    1.531  0.020  1.531
 CCA  C21  H22  single    0.970  0.020  1.090
 CCA  C21  H23  single    0.970  0.020  1.090
 CCA  C24  C26  single    1.524  0.020  1.524
 CCA  C24  H25  single    0.970  0.020  1.090
 CCA  C26  C29  single    1.525  0.020  1.525
 CCA  C26  H27  single    0.970  0.020  1.090
 CCA  C26  H28  single    0.970  0.020  1.090
 CCA  C29  O1   single    1.424  0.020  1.424
 CCA  C29  H30  single    0.970  0.020  1.090
 CCA  O1   C2   single    1.333  0.020  1.333
 CCA  C2   O3   double    1.205  0.020  1.205
 CCA  C2   C4   single    1.481  0.020  1.481
 CCA  C4   C5   aromatic  1.394  0.020  1.394
 CCA  C4   C13  aromatic  1.395  0.020  1.395
 CCA  C5   C7   aromatic  1.385  0.020  1.385
 CCA  C5   H6   single    0.930  0.020  1.080
 CCA  C7   C9   aromatic  1.389  0.020  1.389
 CCA  C7   H8   single    0.930  0.020  1.080
 CCA  C9   C11  aromatic  1.389  0.020  1.389
 CCA  C9   H10  single    0.930  0.020  1.080
 CCA  C11  C13  aromatic  1.386  0.020  1.386
 CCA  C11  H12  single    0.930  0.020  1.080
 CCA  C13  H14  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
 CCA  H4   C1   H3   109.70  3.000
 CCA  H4   C1   H2   109.67  3.000
 CCA  H3   C1   H2   109.55  3.000
 CCA  H4   C1   O5   105.67  3.000
 CCA  H3   C1   O5   111.20  3.000
 CCA  H2   C1   O5   110.97  3.000
 CCA  C6   O5   C1   117.82  3.000
 CCA  C8   C6   O7   123.15  3.000
 CCA  C8   C6   O5   112.87  3.000
 CCA  O7   C6   O5   123.98  3.000
 CCA  H9   C8   C29  108.75  3.000
 CCA  H9   C8   C10  106.93  3.000
 CCA  C29  C8   C10  109.56  3.000
 CCA  H9   C8   C6   109.08  3.000
 CCA  C29  C8   C6   110.71  3.000
 CCA  C10  C8   C6   111.70  3.000
 CCA  H11  C10  C18  113.41  3.000
 CCA  H11  C10  N12  109.20  3.000
 CCA  C18  C10  N12  102.60  3.000
 CCA  H11  C10  C8   110.34  3.000
 CCA  C18  C10  C8   111.98  3.000
 CCA  N12  C10  C8   108.95  3.000
 CCA  H13  N12  C24  110.76  3.000
 CCA  H13  N12  C14  107.73  3.000
 CCA  C24  N12  C14  113.95  3.000
 CCA  H13  N12  C10  108.85  3.000
 CCA  C24  N12  C10  102.04  3.000
 CCA  C14  N12  C10  113.40  3.000
 CCA  H17  C14  H16  109.76  3.000
 CCA  H17  C14  H15  109.72  3.000
 CCA  H16  C14  H15  109.96  3.000
 CCA  H17  C14  N12  110.45  3.000
 CCA  H16  C14  N12  108.36  3.000
 CCA  H15  C14  N12  108.58  3.000
 CCA  H20  C18  H19  106.81  3.000
 CCA  H20  C18  C21  112.94  3.000
 CCA  H19  C18  C21  111.40  3.000
 CCA  H20  C18  C10  110.32  3.000
 CCA  H19  C18  C10  110.48  3.000
 CCA  C21  C18  C10  104.93  3.000
 CCA  H23  C21  H22  106.69  3.000
 CCA  H23  C21  C24  110.55  3.000
 CCA  H22  C21  C24  110.90  3.000
 CCA  H23  C21  C18  112.90  3.000
 CCA  H22  C21  C18  110.99  3.000
 CCA  C24  C21  C18  104.90  3.000
 CCA  H25  C24  C26  110.25  3.000
 CCA  H25  C24  C21  113.91  3.000
 CCA  C26  C24  C21  113.34  3.000
 CCA  H25  C24  N12  108.88  3.000
 CCA  C26  C24  N12  107.61  3.000
 CCA  C21  C24  N12  102.28  3.000
 CCA  H28  C26  H27  106.95  3.000
 CCA  H28  C26  C29  110.19  3.000
 CCA  H27  C26  C29  110.78  3.000
 CCA  H28  C26  C24  108.03  3.000
 CCA  H27  C26  C24  109.95  3.000
 CCA  C29  C26  C24  110.83  3.000
 CCA  H30  C29  O1   109.10  3.000
 CCA  H30  C29  C26  109.63  3.000
 CCA  O1   C29  C26  111.46  3.000
 CCA  H30  C29  C8   107.61  3.000
 CCA  O1   C29  C8   106.58  3.000
 CCA  C26  C29  C8   112.31  3.000
 CCA  C2   O1   C29  118.86  3.000
 CCA  C4   C2   O3   124.26  3.000
 CCA  C4   C2   O1   112.48  3.000
 CCA  O3   C2   O1   123.26  3.000
 CCA  C13  C4   C5   119.63  3.000
 CCA  C13  C4   C2   122.38  3.000
 CCA  C5   C4   C2   117.99  3.000
 CCA  H6   C5   C7   119.73  3.000
 CCA  H6   C5   C4   120.06  3.000
 CCA  C7   C5   C4   120.21  3.000
 CCA  H8   C7   C9   120.22  3.000
 CCA  H8   C7   C5   119.79  3.000
 CCA  C9   C7   C5   120.00  3.000
 CCA  H10  C9   C11  119.94  3.000
 CCA  H10  C9   C7   120.06  3.000
 CCA  C11  C9   C7   120.01  3.000
 CCA  H12  C11  C13  119.70  3.000
 CCA  H12  C11  C9   120.11  3.000
 CCA  C13  C11  C9   120.19  3.000
 CCA  H14  C13  C11  119.23  3.000
 CCA  H14  C13  C4   120.80  3.000
 CCA  C11  C13  C4   119.97  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
 CCA  CONST_01  C9   C7   C5   C4      0.00   0.0  0
 CCA  CONST_02  C9   C11  C13  C4      0.00   0.0  0
 CCA  CONST_03  C11  C13  C4   C5      0.00   0.0  0
 CCA  CONST_04  C11  C9   C7   C5      0.00   0.0  0
 CCA  CONST_05  C13  C4   C5   C7      0.00   0.0  0
 CCA  CONST_06  C13  C11  C9   C7      0.00   0.0  0
 CCA  CONST_07  C7   C5   C4   C2    180.00   0.0  0
 CCA  CONST_08  C11  C13  C4   C2    180.00   0.0  0
 CCA  CONST_09  H8   C7   C5   C4    180.00   0.0  0
 CCA  CONST_10  H12  C11  C13  C4    180.00   0.0  0
 CCA  CONST_11  H14  C13  C4   C5    180.00   0.0  0
 CCA  CONST_12  H10  C9   C7   C5    180.00   0.0  0
 CCA  CONST_13  H6   C5   C7   C9    180.00   0.0  0
 CCA  Var_01    C24  C21  C18  C10     1.34  30.0  3
 CCA  Var_02    C4   C2   O1   C29  -175.87  30.0  3
 CCA  Var_03    C5   C4   C2   O1   -175.59  30.0  2
 CCA  Var_04    C8   C6   O5   C1    177.99  30.0  3
 CCA  Var_05    H2   C1   O5   C6    -62.78  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
 CCA  chir_01  C8   C6   C10  C29  negativ
 CCA  chir_02  C10  N12  C18  C8   negativ
 CCA  chir_03  N12  C24  C14  C10  negativ
 CCA  chir_04  C24  N12  C21  C26  positiv
 CCA  chir_05  C29  O1   C26  C8   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
 CCA  plan-1  C2   0.020
 CCA  plan-1  C4   0.020
 CCA  plan-1  C5   0.020
 CCA  plan-1  C7   0.020
 CCA  plan-1  C9   0.020
 CCA  plan-1  C11  0.020
 CCA  plan-1  C13  0.020
 CCA  plan-1  H6   0.020
 CCA  plan-1  H8   0.020
 CCA  plan-1  H10  0.020
 CCA  plan-1  H12  0.020
 CCA  plan-1  H14  0.020
 CCA  plan-2  O5   0.020
 CCA  plan-2  C6   0.020
 CCA  plan-2  O7   0.020
 CCA  plan-2  C8   0.020
 CCA  plan-3  O1   0.020
 CCA  plan-3  C2   0.020
 CCA  plan-3  O3   0.020
 CCA  plan-3  C4   0.020

