# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Mon Jun 29 20:08:43 2020
#   Inital geometry file: a 140 line input string
#   Ligand name: (1R,3aS,3bR,7aR,8aS,8bS,8cS,10aS)-1-acetyl-5-chloro-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,7,7a,8,8a,8b,8c,9,10,10a-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-1-yl acetate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(=O)O[C@@]1(CC[C@H]2[C@@H]3C=C(Cl)C4=CC(=O)[C@@H]5C[C@@H]5[C@]4(C)[C@H]3CC[C@]12C)C(C)=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
 CA4  CA4  '(1R,3aS,3bR,7aR,8aS,8bS,8cS,10aS)-1-acetyl-5-chloro-8b,10a-dimethyl-7-oxo-1,2,3,3a,3b,7,7a,8,8a,8b,8c,9,10,10a-tetradecahydrocyclopenta[a]cyclopropa[g]phenanthren-1-yl acetate'  ligand  58  29  .  2022-09-16  2023-02-02
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_CA4
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
 CA4  C4    C   CR16  0  -0.481   0.2791  -1.0439  -4.4415
 CA4  C14   C   CR15  0  -0.197  -0.1582  -2.6092   0.9150
 CA4  C5    C   CR6   0   0.259   0.4526  -1.3555  -3.1452
 CA4  C6    C   C     0  -0.063   0.0213  -0.4676  -2.0680
 CA4  C11   C   CH2   0  -0.458   1.0873  -4.4894  -0.9350
 CA4  C7    C   C1    0  -0.127   0.0997  -0.7763  -0.7719
 CA4  C8    C   CH1   0  -0.315   0.6153  -2.0895  -0.2913
 CA4  C9    C   CH1   0  -0.186   0.5518  -3.1370  -1.4066
 CA4  C10   C   CR6   0  -0.188   1.2021  -2.6024  -2.7027
 CA4  C12   C   CH2   0  -0.412   0.3745  -4.9867   0.3295
 CA4  C13   C   CR5   0  -0.111   0.4259  -3.9358   1.4385
 CA4  C3    C   CR6   0   0.456   0.7144  -1.9076  -5.5428
 CA4  C19   C   CH3   0  -0.653   2.6717  -2.2002  -2.4932
 CA4  C1    C   CR16  0  -0.222   1.1619  -3.6807  -3.7673
 CA4  C22   C   CH2   0  -0.471  -0.0926  -4.0667  -4.4493
 CA4  C2    C   CR16  0  -0.410   0.9822  -3.3164  -5.2160
 CA4  O3    O   O     0  -0.439   0.8278  -1.4710  -6.6768
 CA4  CL6   CL  CL    0  -0.136  -0.6223   1.0924  -2.5096
 CA4  C18   C   CH3   0  -0.691   1.8751  -3.7729   1.9191
 CA4  C15   C   CH2   0  -0.461  -0.2648  -1.7380   2.1622
 CA4  C16   C   CH2   0  -0.455  -0.5791  -2.7360   3.2981
 CA4  C17   C   CR5   0   0.150  -0.4862  -4.1494   2.6867
 CA4  C20   C   C     0   0.389   0.0599  -5.2245   3.6317
 CA4  C21   C   CH3   0  -0.781  -0.0730  -6.6698   3.2218
 CA4  O20   O   O     0  -0.391   0.6769  -4.9229   4.6258
 CA4  O17   O   O2    0  -0.468  -1.7644  -4.5535   2.1739
 CA4  C23   C   C     0   0.567  -2.7115  -4.9314   3.0285
 CA4  C24   C   CH3   0  -0.767  -4.0032  -5.2151   2.3275
 CA4  O23   O   O     0  -0.443  -2.5191  -5.0330   4.2152
 CA4  H4    H   HCR6  0   0.262  -0.1699  -0.1032  -4.7340
 CA4  H14   H   HCR5  0   0.249  -1.1763  -2.8132   0.5621
 CA4  H111  H   HCH2  0   0.230   2.1653  -4.4371  -0.7626
 CA4  H112  H   HCH2  0   0.259   0.9401  -5.2375  -1.7155
 CA4  H7    H   H     0   0.287  -0.2051  -0.0461  -0.0314
 CA4  H8    H   HCH1  0   0.266   1.6584  -1.9248   0.0127
 CA4  H9    H   HCH1  0   0.238  -0.5137  -3.2822  -1.6336
 CA4  H121  H   HCH2  0   0.239  -0.6609  -5.2200   0.0734
 CA4  H122  H   HCH2  0   0.238   0.8404  -5.9226   0.6483
 CA4  H191  H   HCH3  0   0.247   3.1125  -1.8786  -3.4373
 CA4  H192  H   HCH3  0   0.246   2.7852  -1.3830  -1.7812
 CA4  H193  H   HCH3  0   0.243   3.2571  -3.0461  -2.1291
 CA4  H1    H   HCR6  0   0.285   1.8789  -4.4769  -3.6003
 CA4  H221  H   HCH2  0   0.266  -1.0063  -3.5330  -4.2169
 CA4  H222  H   HCH2  0   0.280  -0.2353  -5.1046  -4.7185
 CA4  H2    H   HCR6  0   0.283   1.5353  -3.8744  -5.9616
 CA4  H181  H   HCH3  0   0.251   2.5220  -3.4226   1.1173
 CA4  H182  H   HCH3  0   0.253   1.9812  -3.0651   2.7405
 CA4  H183  H   HCH3  0   0.244   2.2894  -4.7269   2.2491
 CA4  H151  H   HCH2  0   0.249  -1.0404  -0.9783   2.0673
 CA4  H152  H   HCH2  0   0.237   0.6740  -1.2132   2.3536
 CA4  H161  H   HCH2  0   0.258   0.1331  -2.6366   4.1143
 CA4  H162  H   HCH2  0   0.264  -1.5636  -2.5612   3.7299
 CA4  H211  H   HCH3  0   0.253  -0.7708  -6.8558   2.4105
 CA4  H212  H   HCH3  0   0.275   0.9099  -7.0195   2.8976
 CA4  H213  H   HCH3  0   0.283  -0.3602  -7.2715   4.0832
 CA4  H241  H   HCH3  0   0.274  -3.8527  -5.9414   1.5288
 CA4  H242  H   HCH3  0   0.278  -4.3878  -4.3038   1.8682
 CA4  H243  H   HCH3  0   0.265  -4.7399  -5.5983   3.0275

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
 CA4  C4   C3    single  1.466  0.020  1.466
 CA4  C4   C5    double  1.344  0.020  1.344
 CA4  C4   H4    single  0.930  0.020  1.080
 CA4  C14  C13   single  1.541  0.020  1.541
 CA4  C14  C15   single  1.525  0.020  1.525
 CA4  C14  C8    single  1.524  0.020  1.524
 CA4  C14  H14   single  0.970  0.020  1.090
 CA4  C5   C6    single  1.461  0.020  1.461
 CA4  C5   C10   single  1.521  0.020  1.521
 CA4  C6   C7    double  1.335  0.020  1.335
 CA4  C6   CL6   single  1.744  0.020  1.744
 CA4  C11  C12   single  1.534  0.020  1.534
 CA4  C11  C9    single  1.529  0.020  1.529
 CA4  C11  H111  single  0.970  0.020  1.090
 CA4  C11  H112  single  0.970  0.020  1.090
 CA4  C7   C8    single  1.490  0.020  1.490
 CA4  C7   H7    single  0.930  0.020  1.080
 CA4  C8   C9    single  1.531  0.020  1.531
 CA4  C8   H8    single  0.970  0.020  1.090
 CA4  C9   C10   single  1.545  0.020  1.545
 CA4  C9   H9    single  0.970  0.020  1.090
 CA4  C10  C1    single  1.516  0.020  1.516
 CA4  C10  C19   single  1.538  0.020  1.538
 CA4  C12  C13   single  1.529  0.020  1.529
 CA4  C12  H121  single  0.970  0.020  1.090
 CA4  C12  H122  single  0.970  0.020  1.090
 CA4  C13  C17   single  1.561  0.020  1.561
 CA4  C13  C18   single  1.535  0.020  1.535
 CA4  C3   C2    single  1.471  0.020  1.471
 CA4  C3   O3    double  1.221  0.020  1.221
 CA4  C19  H191  single  0.970  0.020  1.090
 CA4  C19  H192  single  0.970  0.020  1.090
 CA4  C19  H193  single  0.970  0.020  1.090
 CA4  C1   C22   single  1.479  0.020  1.479
 CA4  C1   C2    single  1.505  0.020  1.505
 CA4  C1   H1    single  0.970  0.020  1.090
 CA4  C22  C2    single  1.519  0.020  1.519
 CA4  C22  H221  single  0.970  0.020  1.090
 CA4  C22  H222  single  0.970  0.020  1.090
 CA4  C2   H2    single  0.970  0.020  1.090
 CA4  C18  H181  single  0.970  0.020  1.090
 CA4  C18  H182  single  0.970  0.020  1.090
 CA4  C18  H183  single  0.970  0.020  1.090
 CA4  C15  C16   single  1.544  0.020  1.544
 CA4  C15  H151  single  0.970  0.020  1.090
 CA4  C15  H152  single  0.970  0.020  1.090
 CA4  C16  C17   single  1.543  0.020  1.543
 CA4  C16  H161  single  0.970  0.020  1.090
 CA4  C16  H162  single  0.970  0.020  1.090
 CA4  C17  O17   single  1.435  0.020  1.435
 CA4  C17  C20   single  1.532  0.020  1.532
 CA4  C20  O20   double  1.208  0.020  1.208
 CA4  C20  C21   single  1.508  0.020  1.508
 CA4  C21  H211  single  0.970  0.020  1.090
 CA4  C21  H212  single  0.970  0.020  1.090
 CA4  C21  H213  single  0.970  0.020  1.090
 CA4  O17  C23   single  1.330  0.020  1.330
 CA4  C23  C24   single  1.497  0.020  1.497
 CA4  C23  O23   double  1.206  0.020  1.206
 CA4  C24  H241  single  0.970  0.020  1.090
 CA4  C24  H242  single  0.970  0.020  1.090
 CA4  C24  H243  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
 CA4  H4    C4   C3    115.61  3.000
 CA4  H4    C4   C5    121.02  3.000
 CA4  C3    C4   C5    123.34  3.000
 CA4  H14   C14  C15   107.73  3.000
 CA4  H14   C14  C13   107.52  3.000
 CA4  C15   C14  C13   103.91  3.000
 CA4  H14   C14  C8    106.25  3.000
 CA4  C15   C14  C8    119.20  3.000
 CA4  C13   C14  C8    111.72  3.000
 CA4  C10   C5   C6    115.42  3.000
 CA4  C10   C5   C4    122.29  3.000
 CA4  C6    C5   C4    122.14  3.000
 CA4  CL6   C6   C7    118.32  3.000
 CA4  CL6   C6   C5    117.76  3.000
 CA4  C7    C6   C5    123.92  3.000
 CA4  H112  C11  H111  106.18  3.000
 CA4  H112  C11  C12   107.74  3.000
 CA4  H111  C11  C12   110.10  3.000
 CA4  H112  C11  C9    109.79  3.000
 CA4  H111  C11  C9    110.59  3.000
 CA4  C12   C11  C9    112.22  3.000
 CA4  H7    C7   C8    118.07  3.000
 CA4  H7    C7   C6    119.42  3.000
 CA4  C8    C7   C6    122.50  3.000
 CA4  H8    C8   C9    110.08  3.000
 CA4  H8    C8   C7    106.59  3.000
 CA4  C9    C8   C7    110.70  3.000
 CA4  H8    C8   C14   108.29  3.000
 CA4  C9    C8   C14   108.79  3.000
 CA4  C7    C8   C14   112.34  3.000
 CA4  H9    C9   C10   106.29  3.000
 CA4  H9    C9   C8    106.32  3.000
 CA4  C10   C9   C8    110.90  3.000
 CA4  H9    C9   C11   106.64  3.000
 CA4  C10   C9   C11   114.66  3.000
 CA4  C8    C9   C11   111.46  3.000
 CA4  C1    C10  C19   107.88  3.000
 CA4  C19   C10  C9    112.23  3.000
 CA4  C1    C10  C9    109.38  3.000
 CA4  C19   C10  C5    107.23  3.000
 CA4  C1    C10  C5    111.46  3.000
 CA4  C9    C10  C5    108.68  3.000
 CA4  H122  C12  H121  106.84  3.000
 CA4  H122  C12  C13   111.27  3.000
 CA4  H121  C12  C13   110.42  3.000
 CA4  H122  C12  C11   108.66  3.000
 CA4  H121  C12  C11   108.45  3.000
 CA4  C13   C12  C11   111.07  3.000
 CA4  C17   C13  C18   108.41  3.000
 CA4  C18   C13  C12   109.37  3.000
 CA4  C17   C13  C12   117.81  3.000
 CA4  C18   C13  C14   111.88  3.000
 CA4  C17   C13  C14    99.67  3.000
 CA4  C12   C13  C14   109.43  3.000
 CA4  O3    C3   C2    122.15  3.000
 CA4  O3    C3   C4    120.99  3.000
 CA4  C2    C3   C4    116.85  3.000
 CA4  H193  C19  H192  107.90  3.000
 CA4  H193  C19  H191  107.49  3.000
 CA4  H192  C19  H191  107.61  3.000
 CA4  H193  C19  C10   110.81  3.000
 CA4  H192  C19  C10   112.62  3.000
 CA4  H191  C19  C10   110.21  3.000
 CA4  H1    C1   C2    113.89  3.000
 CA4  H1    C1   C22   116.11  3.000
 CA4  C2    C1   C22    61.18  3.000
 CA4  H1    C1   C10   113.37  3.000
 CA4  C2    C1   C10   120.48  3.000
 CA4  C22   C1   C10   122.14  3.000
 CA4  H222  C22  H221  114.51  3.000
 CA4  H222  C22  C2    116.22  3.000
 CA4  H221  C22  C2    117.50  3.000
 CA4  H222  C22  C1    118.49  3.000
 CA4  H221  C22  C1    119.19  3.000
 CA4  C2    C22  C1     60.23  3.000
 CA4  H2    C2   C22   117.03  3.000
 CA4  H2    C2   C1    118.50  3.000
 CA4  C22   C2   C1     58.59  3.000
 CA4  H2    C2   C3    115.69  3.000
 CA4  C22   C2   C3    117.16  3.000
 CA4  C1    C2   C3    117.88  3.000
 CA4  H183  C18  H182  107.64  3.000
 CA4  H183  C18  H181  106.17  3.000
 CA4  H182  C18  H181  106.77  3.000
 CA4  H183  C18  C13   111.11  3.000
 CA4  H182  C18  C13   113.38  3.000
 CA4  H181  C18  C13   111.39  3.000
 CA4  H152  C15  H151  106.97  3.000
 CA4  H152  C15  C16   110.88  3.000
 CA4  H151  C15  C16   111.70  3.000
 CA4  H152  C15  C14   110.96  3.000
 CA4  H151  C15  C14   112.13  3.000
 CA4  C16   C15  C14   104.28  3.000
 CA4  H162  C16  H161  106.24  3.000
 CA4  H162  C16  C17   111.01  3.000
 CA4  H161  C16  C17   109.97  3.000
 CA4  H162  C16  C15   111.83  3.000
 CA4  H161  C16  C15   111.08  3.000
 CA4  C17   C16  C15   106.75  3.000
 CA4  O17   C17  C20   109.89  3.000
 CA4  C20   C17  C16   114.83  3.000
 CA4  O17   C17  C16   110.24  3.000
 CA4  C20   C17  C13   112.40  3.000
 CA4  O17   C17  C13   105.86  3.000
 CA4  C16   C17  C13   103.11  3.000
 CA4  O20   C20  C21   120.52  3.000
 CA4  C21   C20  C17   118.26  3.000
 CA4  O20   C20  C17   120.96  3.000
 CA4  H213  C21  H212  107.16  3.000
 CA4  H213  C21  H211  109.07  3.000
 CA4  H212  C21  H211  107.55  3.000
 CA4  H213  C21  C20   109.73  3.000
 CA4  H212  C21  C20   107.95  3.000
 CA4  H211  C21  C20   115.07  3.000
 CA4  C23   O17  C17   118.98  3.000
 CA4  O23   C23  C24   125.61  3.000
 CA4  O23   C23  O17   122.83  3.000
 CA4  C24   C23  O17   111.55  3.000
 CA4  H243  C24  H242  109.09  3.000
 CA4  H243  C24  H241  109.32  3.000
 CA4  H242  C24  H241  107.27  3.000
 CA4  H243  C24  C23   110.51  3.000
 CA4  H242  C24  C23   110.07  3.000
 CA4  H241  C24  C23   110.50  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
 CA4  Var_01  C1    C2   C3   C4   -16.43  30.0  1
 CA4  Var_02  C7    C6   C5   C4   175.66  30.0  1
 CA4  Var_03  C17   C16  C15  C14    6.09  30.0  1
 CA4  Var_04  C2    C3   C4   C5    18.26  30.0  1
 CA4  Var_05  C8    C7   C6   C5    -1.40  30.0  1
 CA4  Var_06  C3    C4   C5   C6   179.31  30.0  1
 CA4  Var_07  C13   C12  C11  C9   -53.95  30.0  1
 CA4  Var_08  C3    C2   C1   C10   -5.99  30.0  1
 CA4  Var_09  C24   C23  O17  C17  175.60  30.0  3
 CA4  Var_10  H211  C21  C20  C17  -15.13  30.0  3
 CA4  Var_11  H241  C24  C23  O17   54.30  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
 CA4  chir_01  C14  C13  C15  C8   negativ
 CA4  chir_02  C8   C14  C7   C9   positiv
 CA4  chir_03  C9   C10  C8   C11  positiv
 CA4  chir_04  C10  C9   C1   C5   negativ
 CA4  chir_05  C13  C17  C12  C14  negativ
 CA4  chir_08  C17  C16  C13  C20  negativ
 CA4  chir_09  C1   C10  C22  C2   both
 CA4  chir_10  C2   C3   C1   C22  both

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
 CA4  plan-1  C4   0.020
 CA4  plan-1  C3   0.020
 CA4  plan-1  C2   0.020
 CA4  plan-1  O3   0.020
 CA4  plan-2  C17  0.020
 CA4  plan-2  C20  0.020
 CA4  plan-2  C21  0.020
 CA4  plan-2  O20  0.020
 CA4  plan-3  O17  0.020
 CA4  plan-3  C23  0.020
 CA4  plan-3  C24  0.020
 CA4  plan-3  O23  0.020

