# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 21:37:23 2022
#   Inital geometry file: a 154 line input string
#   Ligand name: (4~{a}~{R},4~{b}~{S},6~{a}~{R},11~{a}~{R},11~{b}~{S},13~{a}~{R})-1,1,4~{a},6~{a},11~{b}-pentamethyl-9,10-bis(oxidanyl)-3,4,4~{b},5,6,11,11~{a},12,13,13~{a}-decahydro-2~{H}-indeno[2,1-a]phenanthrene-7-carboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)CCC[C@]2(C)[C@@H]1CC[C@@]3(C)[C@H]2CC[C@]4(C)[C@@H]3Cc5c(O)c(O)cc(C(O)=O)c45
#
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
 L4B  L4B  '(4~{a}~{R},4~{b}~{S},6~{a}~{R},11~{a}~{R},11~{b}~{S},13~{a}~{R})-1,1,4~{a},6~{a},11~{b}-pentamethyl-9,10-bis(oxidanyl)-3,4,4~{b},5,6,11,11~{a},12,13,13~{a}-decahydro-2~{H}-indeno[2,1-a]phenanthrene-7-carboxylic acid'  ligand  68  31  .  2022-08-10  2022-08-10
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_L4B
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
 L4B  C4   C  CH2    0  -0.394  13.3097   -8.9808  -13.2252
 L4B  C5   C  CT     0  -0.071  14.0768  -10.2042  -13.7488
 L4B  C6   C  CH3    0  -0.655  13.0977  -11.0044  -14.6189
 L4B  C7   C  CH3    0  -0.657  15.2328   -9.7686  -14.6553
 L4B  C8   C  CH3    0  -0.696  16.6772   -9.8336  -11.7923
 L4B  C10  C  CH2    0  -0.447  15.1725  -12.3862  -12.8989
 L4B  C13  C  CH3    0  -0.697  17.4850  -12.6750  -10.8240
 L4B  C17  C  CR5    0  -0.099  16.1817  -13.0394   -7.8873
 L4B  C20  C  CH2    0  -0.486  15.9675  -15.0546   -9.2304
 L4B  C21  C  CR56   0   0.021  15.6665  -15.3517   -7.7867
 L4B  C22  C  CR56   0   0.146  15.7114  -14.1898   -7.0026
 L4B  C24  C  CR16   0  -0.435  14.9761  -15.4816   -5.1355
 L4B  C26  C  CR6    0   0.182  15.3260  -16.5779   -7.2528
 L4B  C18  C  CH3    0  -0.668  17.7108  -12.9756   -7.7266
 L4B  C16  C  CH2    0  -0.420  15.5744  -11.6549   -7.6774
 L4B  C14  C  CH1    0  -0.168  15.3341  -11.3253  -10.1990
 L4B  C1   C  CT     0  -0.027  15.2777  -10.3292  -11.3949
 L4B  C2   C  CH2    0  -0.423  14.4373   -9.1073  -10.9781
 L4B  C3   C  CH2    0  -0.440  14.0469   -8.2092  -12.1448
 L4B  C9   C  CH1    0  -0.151  14.5041  -11.0629  -12.5297
 L4B  C11  C  CH2    0  -0.413  15.2513  -13.3243  -11.6996
 L4B  C12  C  CT     0  -0.025  15.9827  -12.7079  -10.4993
 L4B  C19  C  CR15   0  -0.201  15.6731  -13.5549   -9.2561
 L4B  C23  C  CR6    0  -0.152  15.3780  -14.2433   -5.6539
 L4B  C29  C  C      0   0.340  15.4092  -13.0686   -4.6849
 L4B  O30  O  OC    -1  -0.594  14.3878  -12.9061   -3.9893
 L4B  O31  O  O      0  -0.587  16.4597  -12.3979   -4.6379
 L4B  C25  C  CR6    0   0.257  14.9746  -16.6355   -5.8987
 L4B  O28  O  OH1    0  -0.655  14.6245  -17.8604   -5.4252
 L4B  O27  O  OH1    0  -0.629  15.3193  -17.6745   -8.0481
 L4B  H1   H  HCH2   0   0.215  13.0611   -8.3209  -14.0630
 L4B  H2   H  HCH2   0   0.207  12.3530   -9.3253  -12.8134
 L4B  H3   H  HCH3   0   0.217  12.2958  -11.4420  -14.0195
 L4B  H4   H  HCH3   0   0.222  12.6352  -10.3492  -15.3610
 L4B  H5   H  HCH3   0   0.223  13.5849  -11.8119  -15.1672
 L4B  H6   H  HCH3   0   0.227  15.9062   -9.0537  -14.1886
 L4B  H7   H  HCH3   0   0.223  15.8322  -10.6217  -14.9784
 L4B  H8   H  HCH3   0   0.219  14.8374   -9.2925  -15.5561
 L4B  H9   H  HCH3   0   0.231  17.3012   -9.6841  -10.9102
 L4B  H10  H  HCH3   0   0.225  17.2095  -10.5154  -12.4523
 L4B  H11  H  HCH3   0   0.231  16.6391   -8.8726  -12.3034
 L4B  H12  H  HCH2   0   0.233  14.6043  -12.8872  -13.6849
 L4B  H13  H  HCH2   0   0.211  16.1677  -12.2176  -13.3208
 L4B  H14  H  HCH3   0   0.226  18.0278  -11.8977  -10.2922
 L4B  H15  H  HCH3   0   0.230  17.9518  -13.6277  -10.5701
 L4B  H16  H  HCH3   0   0.231  17.6625  -12.5117  -11.8856
 L4B  H17  H  HCH2   0   0.210  16.9209  -10.5247   -8.9395
 L4B  H18  H  HCH2   0   0.235  15.3706   -9.7821   -8.6788
 L4B  H19  H  HCH2   0   0.243  15.3395  -15.6211   -9.9203
 L4B  H20  H  HCH2   0   0.233  17.0076  -15.2885   -9.4827
 L4B  H21  H  HCR6   0   0.251  14.6716  -15.5480   -4.0960
 L4B  H22  H  HCH3   0   0.239  17.9348  -12.8259   -6.6709
 L4B  H23  H  HCH3   0   0.218  18.2005  -13.8969   -8.0463
 L4B  H24  H  HCH3   0   0.221  18.1641  -12.1549   -8.2782
 L4B  H25  H  HCH2   0   0.230  15.9595  -11.1926   -6.7690
 L4B  H26  H  HCH2   0   0.205  14.4905  -11.7524   -7.5466
 L4B  H27  H  HCH1   0   0.194  14.2746  -11.5619  -10.0125
 L4B  H28  H  HCH2   0   0.224  14.9747   -8.5097  -10.2373
 L4B  H29  H  HCH2   0   0.207  13.5230   -9.4584  -10.4830
 L4B  H30  H  HCH2   0   0.211  14.9305   -7.7180  -12.5622
 L4B  H31  H  HCH2   0   0.225  13.4114   -7.3992  -11.7763
 L4B  H32  H  HCH1   0   0.192  13.5458  -11.3392  -12.0600
 L4B  H33  H  HCH2   0   0.207  14.2299  -13.5876  -11.3999
 L4B  H34  H  HCH2   0   0.223  15.7395  -14.2606  -11.9881
 L4B  H35  H  HCR5   0   0.217  14.5783  -13.5008   -9.1600
 L4B  H37  H  HOH1   0   0.474  14.3684  -17.8049   -4.4982
 L4B  H38  H  HOH1   0   0.466  15.0101  -18.4418   -7.5530
 L4B  C15  C  CH2    0  -0.450  15.8505  -10.7418   -8.8783

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
 L4B  C7   C5   single    1.532  0.020  1.532
 L4B  C6   C5   single    1.535  0.020  1.535
 L4B  C5   C4   single    1.536  0.020  1.536
 L4B  C5   C9   single    1.551  0.020  1.551
 L4B  C4   C3   single    1.519  0.020  1.519
 L4B  C10  C9   single    1.528  0.020  1.528
 L4B  C10  C11  single    1.525  0.020  1.525
 L4B  C9   C1   single    1.557  0.020  1.557
 L4B  C3   C2   single    1.523  0.020  1.523
 L4B  C8   C1   single    1.537  0.020  1.537
 L4B  C11  C12  single    1.535  0.020  1.535
 L4B  C1   C2   single    1.540  0.020  1.540
 L4B  C1   C14  single    1.557  0.020  1.557
 L4B  C13  C12  single    1.537  0.020  1.537
 L4B  C12  C14  single    1.556  0.020  1.556
 L4B  C12  C19  single    1.536  0.020  1.536
 L4B  C14  C15  single    1.533  0.020  1.533
 L4B  C19  C20  single    1.529  0.020  1.529
 L4B  C19  C17  single    1.549  0.020  1.549
 L4B  C20  C21  single    1.504  0.020  1.504
 L4B  C15  C16  single    1.534  0.020  1.534
 L4B  O27  C26  single    1.355  0.020  1.355
 L4B  C17  C18  single    1.539  0.020  1.539
 L4B  C17  C16  single    1.526  0.020  1.526
 L4B  C17  C22  single    1.526  0.020  1.526
 L4B  C21  C26  aromatic  1.380  0.020  1.380
 L4B  C21  C22  aromatic  1.402  0.020  1.402
 L4B  C26  C25  aromatic  1.400  0.020  1.400
 L4B  C22  C23  aromatic  1.390  0.020  1.390
 L4B  C25  O28  single    1.359  0.020  1.359
 L4B  C25  C24  aromatic  1.383  0.020  1.383
 L4B  C23  C24  aromatic  1.401  0.020  1.401
 L4B  C23  C29  single    1.523  0.020  1.523
 L4B  C29  O31  deloc     1.247  0.020  1.247
 L4B  C29  O30  deloc     1.246  0.020  1.246
 L4B  C4   H1   single    0.970  0.020  1.090
 L4B  C4   H2   single    0.970  0.020  1.090
 L4B  C6   H3   single    0.970  0.020  1.090
 L4B  C6   H4   single    0.970  0.020  1.090
 L4B  C6   H5   single    0.970  0.020  1.090
 L4B  C7   H6   single    0.970  0.020  1.090
 L4B  C7   H7   single    0.970  0.020  1.090
 L4B  C7   H8   single    0.970  0.020  1.090
 L4B  C8   H9   single    0.970  0.020  1.090
 L4B  C8   H10  single    0.970  0.020  1.090
 L4B  C8   H11  single    0.970  0.020  1.090
 L4B  C10  H12  single    0.970  0.020  1.090
 L4B  C10  H13  single    0.970  0.020  1.090
 L4B  C13  H14  single    0.970  0.020  1.090
 L4B  C13  H15  single    0.970  0.020  1.090
 L4B  C13  H16  single    0.970  0.020  1.090
 L4B  C15  H17  single    0.970  0.020  1.090
 L4B  C15  H18  single    0.970  0.020  1.090
 L4B  C20  H19  single    0.970  0.020  1.090
 L4B  C20  H20  single    0.970  0.020  1.090
 L4B  C24  H21  single    0.930  0.020  1.080
 L4B  C18  H22  single    0.970  0.020  1.090
 L4B  C18  H23  single    0.970  0.020  1.090
 L4B  C18  H24  single    0.970  0.020  1.090
 L4B  C16  H25  single    0.970  0.020  1.090
 L4B  C16  H26  single    0.970  0.020  1.090
 L4B  C14  H27  single    0.970  0.020  1.090
 L4B  C2   H28  single    0.970  0.020  1.090
 L4B  C2   H29  single    0.970  0.020  1.090
 L4B  C3   H30  single    0.970  0.020  1.090
 L4B  C3   H31  single    0.970  0.020  1.090
 L4B  C9   H32  single    0.970  0.020  1.090
 L4B  C11  H33  single    0.970  0.020  1.090
 L4B  C11  H34  single    0.970  0.020  1.090
 L4B  C19  H35  single    0.970  0.020  1.090
 L4B  O28  H37  single    0.850  0.020  0.980
 L4B  O27  H38  single    0.850  0.020  0.980

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
 L4B  H2   C4   H1   106.17  3.000
 L4B  H2   C4   C3   108.41  3.000
 L4B  H1   C4   C3   110.38  3.000
 L4B  H2   C4   C5   108.26  3.000
 L4B  H1   C4   C5   109.43  3.000
 L4B  C3   C4   C5   113.87  3.000
 L4B  C9   C5   C7   114.49  3.000
 L4B  C9   C5   C6   109.43  3.000
 L4B  C7   C5   C6   107.10  3.000
 L4B  C9   C5   C4   108.10  3.000
 L4B  C6   C5   C4   106.85  3.000
 L4B  C7   C5   C4   110.61  3.000
 L4B  H5   C6   H4   106.95  3.000
 L4B  H5   C6   H3   107.88  3.000
 L4B  H4   C6   H3   107.58  3.000
 L4B  H5   C6   C5   112.70  3.000
 L4B  H4   C6   C5   110.03  3.000
 L4B  H3   C6   C5   111.47  3.000
 L4B  H8   C7   H7   107.17  3.000
 L4B  H8   C7   H6   106.94  3.000
 L4B  H7   C7   H6   107.51  3.000
 L4B  H8   C7   C5   109.78  3.000
 L4B  H7   C7   C5   111.54  3.000
 L4B  H6   C7   C5   113.59  3.000
 L4B  H11  C8   H10  106.58  3.000
 L4B  H11  C8   H9   106.18  3.000
 L4B  H10  C8   H9   107.25  3.000
 L4B  H11  C8   C1   111.96  3.000
 L4B  H10  C8   C1   113.59  3.000
 L4B  H9   C8   C1   110.85  3.000
 L4B  H13  C10  H12  105.46  3.000
 L4B  H13  C10  C11  110.56  3.000
 L4B  H12  C10  C11  108.12  3.000
 L4B  H13  C10  C9   110.96  3.000
 L4B  H12  C10  C9   110.11  3.000
 L4B  C11  C10  C9   111.43  3.000
 L4B  H16  C13  H15  106.75  3.000
 L4B  H16  C13  H14  106.76  3.000
 L4B  H15  C13  H14  107.27  3.000
 L4B  H16  C13  C12  111.62  3.000
 L4B  H15  C13  C12  110.51  3.000
 L4B  H14  C13  C12  113.58  3.000
 L4B  C19  C17  C16  107.03  3.000
 L4B  C16  C17  C18  110.09  3.000
 L4B  C19  C17  C18  115.62  3.000
 L4B  C16  C17  C22  118.79  3.000
 L4B  C18  C17  C22  106.08  3.000
 L4B  C19  C17  C22   99.22  3.000
 L4B  H20  C20  H19  106.85  3.000
 L4B  H20  C20  C19  112.86  3.000
 L4B  H19  C20  C19  112.82  3.000
 L4B  H20  C20  C21  111.65  3.000
 L4B  H19  C20  C21  112.89  3.000
 L4B  C19  C20  C21   99.86  3.000
 L4B  C26  C21  C22  121.86  3.000
 L4B  C22  C21  C20  111.50  3.000
 L4B  C26  C21  C20  126.59  3.000
 L4B  C23  C22  C21  120.19  3.000
 L4B  C23  C22  C17  131.72  3.000
 L4B  C21  C22  C17  108.09  3.000
 L4B  H21  C24  C25  118.49  3.000
 L4B  H21  C24  C23  119.27  3.000
 L4B  C25  C24  C23  122.23  3.000
 L4B  O27  C26  C25  122.23  3.000
 L4B  C25  C26  C21  118.20  3.000
 L4B  O27  C26  C21  119.56  3.000
 L4B  H24  C18  H23  107.54  3.000
 L4B  H24  C18  H22  107.57  3.000
 L4B  H23  C18  H22  107.92  3.000
 L4B  H24  C18  C17  113.11  3.000
 L4B  H23  C18  C17  112.36  3.000
 L4B  H22  C18  C17  108.13  3.000
 L4B  H26  C16  H25  106.72  3.000
 L4B  H26  C16  C17  109.22  3.000
 L4B  H25  C16  C17  111.03  3.000
 L4B  H26  C16  C15  108.93  3.000
 L4B  H25  C16  C15  109.67  3.000
 L4B  C17  C16  C15  111.15  3.000
 L4B  H27  C14  C12  104.05  3.000
 L4B  H27  C14  C1   103.45  3.000
 L4B  C12  C14  C1   115.79  3.000
 L4B  H27  C14  C15  105.07  3.000
 L4B  C12  C14  C15  111.34  3.000
 L4B  C1   C14  C15  115.48  3.000
 L4B  C9   C1   C2   107.45  3.000
 L4B  C2   C1   C14  108.62  3.000
 L4B  C9   C1   C14  106.03  3.000
 L4B  C14  C1   C8   111.83  3.000
 L4B  C2   C1   C8   108.12  3.000
 L4B  C9   C1   C8   114.58  3.000
 L4B  H29  C2   H28  106.18  3.000
 L4B  H29  C2   C3   108.71  3.000
 L4B  H28  C2   C3   108.83  3.000
 L4B  H29  C2   C1   108.83  3.000
 L4B  H28  C2   C1   110.42  3.000
 L4B  C3   C2   C1   113.59  3.000
 L4B  H31  C3   H30  105.39  3.000
 L4B  H31  C3   C2   109.12  3.000
 L4B  H30  C3   C2   110.49  3.000
 L4B  H31  C3   C4   109.51  3.000
 L4B  H30  C3   C4   110.42  3.000
 L4B  C2   C3   C4   111.70  3.000
 L4B  H32  C9   C1   103.85  3.000
 L4B  H32  C9   C10  105.44  3.000
 L4B  C1   C9   C10  111.52  3.000
 L4B  H32  C9   C5   103.54  3.000
 L4B  C1   C9   C5   116.66  3.000
 L4B  C10  C9   C5   114.21  3.000
 L4B  H34  C11  H33  106.38  3.000
 L4B  H34  C11  C12  109.70  3.000
 L4B  H33  C11  C12  109.06  3.000
 L4B  H34  C11  C10  110.00  3.000
 L4B  H33  C11  C10  108.34  3.000
 L4B  C12  C11  C10  113.12  3.000
 L4B  C19  C12  C11  108.39  3.000
 L4B  C19  C12  C14  104.46  3.000
 L4B  C11  C12  C14  108.00  3.000
 L4B  C19  C12  C13  112.32  3.000
 L4B  C14  C12  C13  115.41  3.000
 L4B  C11  C12  C13  108.00  3.000
 L4B  H35  C19  C12  104.13  3.000
 L4B  H35  C19  C20  103.79  3.000
 L4B  C12  C19  C20  121.05  3.000
 L4B  H35  C19  C17  103.49  3.000
 L4B  C20  C19  C17  104.39  3.000
 L4B  C12  C19  C17  117.76  3.000
 L4B  C29  C23  C24  116.87  3.000
 L4B  C29  C23  C22  125.63  3.000
 L4B  C24  C23  C22  117.49  3.000
 L4B  O31  C29  O30  126.80  3.000
 L4B  O30  C29  C23  116.03  3.000
 L4B  O31  C29  C23  117.13  3.000
 L4B  O28  C25  C26  116.02  3.000
 L4B  O28  C25  C24  124.04  3.000
 L4B  C26  C25  C24  119.93  3.000
 L4B  H37  O28  C25  110.60  3.000
 L4B  H38  O27  C26  110.14  3.000
 L4B  H18  C15  H17  105.43  3.000
 L4B  H18  C15  C14  110.12  3.000
 L4B  H17  C15  C14  110.91  3.000
 L4B  H18  C15  C16  107.53  3.000
 L4B  H17  C15  C16  109.76  3.000
 L4B  C14  C15  C16  112.78  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
 L4B  CONST_01  C24  C25  C26  C21    0.00   0.0  0
 L4B  CONST_02  C24  C23  C22  C21    0.00   0.0  0
 L4B  CONST_03  C25  C26  C21  C22    0.00   0.0  0
 L4B  CONST_04  C25  C24  C23  C22    0.00   0.0  0
 L4B  CONST_05  C23  C22  C21  C26    0.00   0.0  0
 L4B  CONST_06  C23  C24  C25  C26    0.00   0.0  0
 L4B  CONST_07  C29  C23  C22  C17    0.00   0.0  0
 L4B  CONST_08  O27  C26  C21  C20    0.00   0.0  0
 L4B  CONST_09  O28  C25  C26  C21  180.00   0.0  0
 L4B  CONST_10  C29  C23  C22  C21  180.00   0.0  0
 L4B  CONST_11  O27  C26  C21  C22  180.00   0.0  0
 L4B  CONST_12  O27  C26  C25  C24  180.00   0.0  0
 L4B  CONST_13  O28  C25  C24  C23  180.00   0.0  0
 L4B  CONST_14  C25  C24  C23  C29  180.00   0.0  0
 L4B  CONST_15  H21  C24  C23  C22  180.00   0.0  0
 L4B  Var_01    C1   C2   C3   C4    55.79  30.0  1
 L4B  Var_02    C2   C3   C4   C5   -55.09  30.0  1
 L4B  Var_03    C14  C15  C16  C17   56.93  30.0  1
 L4B  Var_04    C19  C20  C21  C22  -20.23  30.0  1
 L4B  Var_05    C9   C5   C4   C3    51.82  30.0  1
 L4B  Var_06    C12  C11  C10  C9   -56.55  30.0  1
 L4B  Var_07    O31  C29  C23  C22  -51.35  30.0  2
 L4B  Var_08    H6   C7   C5   C4    54.22  30.0  3
 L4B  Var_09    H3   C6   C5   C4   -67.52  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
 L4B  chir_01  C17  C19  C16  C22  negativ
 L4B  chir_02  C14  C1   C12  C15  negativ
 L4B  chir_03  C1   C2   C14  C9   negativ
 L4B  chir_04  C9   C5   C10  C1   negativ
 L4B  chir_05  C12  C14  C19  C11  negativ
 L4B  chir_06  C19  C17  C20  C12  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
 L4B  plan-1  C23  0.020
 L4B  plan-1  C29  0.020
 L4B  plan-1  O30  0.020
 L4B  plan-1  O31  0.020
 L4B  plan-2  C17  0.020
 L4B  plan-2  C20  0.020
 L4B  plan-2  C21  0.020
 L4B  plan-2  C22  0.020
 L4B  plan-2  C24  0.020
 L4B  plan-2  C26  0.020
 L4B  plan-2  C23  0.020
 L4B  plan-2  C29  0.020
 L4B  plan-2  C25  0.020
 L4B  plan-2  O28  0.020
 L4B  plan-2  O27  0.020
 L4B  plan-2  H21  0.020

