# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Sep 23 09:39:29 2022
#   Inital geometry file: a 176 line input string
#   Ligand name: (1R,2R)-2-[(2S,6E,8R,9S,11R,13S,15S,16S)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadec-6-en-2-yl]cyclobutanecarboxylic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@H]1C[C@@H](C)C[C@H](C)[C@@H](O)C(=C/CCC[C@H](OC(=O)C[C@H](O)[C@@H](C)C1)[C@@H]2CC[C@H]2C(O)=O)/C#N
#
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
 BC9  BC9  "(1R,2R)-2-[(2S,6E,8R,9S,11R,13S,15S,16S)-7-cyano-8,16-dihydroxy-9,11,13,15-tetramethyl-18-oxooxacyclooctadec-6-en-2-yl]cyclobutanecarboxylic acid"  ligand  77  34  .  2022-09-16  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_BC9
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
 BC9  C1   C  C     0  -0.241  34.1168  -11.6760  33.3925
 BC9  C2   C  C     0  -0.365  35.5250  -11.4662  34.0084
 BC9  C3   C  C     0  -0.429  35.1258  -10.0028  34.2667
 BC9  C5   C  C     0  -0.444  34.0291  -10.1524  33.1968
 BC9  C6   C  CH1   0   0.022  34.0170  -12.5713  32.1846
 BC9  C7   C  CH2   0  -0.433  32.6214  -12.6160  31.5826
 BC9  C8   C  CH2   0  -0.443  32.5070  -13.6247  30.4467
 BC9  C9   C  CH2   0  -0.498  31.1525  -13.5714  29.7337
 BC9  C10  C  C1    0  -0.184  31.0677  -14.6906  28.7563
 BC9  C11  C  C     0  -0.002  30.1844  -15.6938  28.7468
 BC9  C12  C  CSP   0   0.047  29.1116  -15.7249  29.6901
 BC9  C13  C  CH1   0   0.038  30.2311  -16.8358  27.7564
 BC9  C14  C  CH1   0  -0.277  30.2929  -18.2111  28.4330
 BC9  C15  C  CH3   0  -0.669  30.5122  -19.2955  27.3807
 BC9  C16  C  CH2   0  -0.411  31.3847  -18.2425  29.5068
 BC9  C17  C  CH1   0  -0.245  31.5634  -19.5816  30.2283
 BC9  C18  C  CH3   0  -0.660  30.2524  -20.0738  30.8372
 BC9  C19  C  CH2   0  -0.379  32.6247  -19.4839  31.3293
 BC9  C20  C  CH1   0  -0.236  34.0182  -19.0018  30.9152
 BC9  C21  C  CH3   0  -0.666  34.6085  -19.8687  29.8081
 BC9  C22  C  CH2   0  -0.413  34.9210  -18.9848  32.1545
 BC9  C23  C  CH1   0  -0.262  36.3095  -18.3431  32.0405
 BC9  C24  C  CH3   0  -0.663  37.0580  -18.5272  33.3603
 BC9  C25  C  CH1   0   0.069  36.3302  -16.8646  31.6247
 BC9  C26  C  CH2   0  -0.637  35.3549  -16.0123  32.4351
 BC9  C27  C  C     0   0.618  35.3605  -14.5616  32.0345
 BC9  O28  O  O     0  -0.451  36.1543  -14.0611  31.2738
 BC9  O29  O  O2    0  -0.475  34.3623  -13.9043  32.6112
 BC9  C30  C  C     0   0.546  35.8721  -12.3456  35.1691
 BC9  O31  O  O     0  -0.436  35.3885  -12.2473  36.2698
 BC9  O32  O  OH1   0  -0.592  36.7550  -13.2872  34.8459
 BC9  O33  O  OH1   0  -0.653  29.0894  -16.8095  26.9314
 BC9  O34  O  OH1   0  -0.672  36.0688  -16.7771  30.2387
 BC9  N35  N  NS    0  -0.256  28.2397  -15.7822  30.4428
 BC9  H1   H  H     0   0.257  33.4107  -11.9957  34.1650
 BC9  H2   H  H     0   0.275  36.2878  -11.5335  33.2296
 BC9  H3   H  H     0   0.246  35.8966   -9.2505  34.1069
 BC9  H4   H  H     0   0.240  34.7020   -9.8709  35.2620
 BC9  H5   H  H     0   0.236  34.3847   -9.8563  32.2079
 BC9  H6   H  H     0   0.245  33.0666   -9.6782  33.3811
 BC9  H7   H  HCH1  0   0.247  34.7287  -12.2369  31.4249
 BC9  H8   H  HCH2  0   0.246  32.3875  -11.6127  31.2143
 BC9  H9   H  HCH2  0   0.235  31.8846  -12.8433  32.3593
 BC9  H10  H  HCH2  0   0.242  32.6518  -14.6357  30.8358
 BC9  H11  H  HCH2  0   0.236  33.3017  -13.4530  29.7142
 BC9  H12  H  HCH2  0   0.260  31.0573  -12.6182  29.2051
 BC9  H13  H  HCH2  0   0.250  30.3392  -13.6177  30.4611
 BC9  H14  H  H     0   0.274  31.8502  -14.7242  28.0028
 BC9  H15  H  HCH1  0   0.222  31.1524  -16.7039  27.1697
 BC9  H16  H  HCH1  0   0.232  29.3202  -18.3794  28.9103
 BC9  H17  H  HCH3  0   0.235  30.4276  -20.2923  27.8133
 BC9  H18  H  HCH3  0   0.237  29.7844  -19.2312  26.5732
 BC9  H19  H  HCH3  0   0.216  31.5107  -19.2107  26.9443
 BC9  H20  H  HCH2  0   0.225  32.3325  -17.9503  29.0402
 BC9  H21  H  HCH2  0   0.221  31.1811  -17.4825  30.2693
 BC9  H22  H  HCH1  0   0.220  31.8932  -20.3313  29.5013
 BC9  H23  H  HCH3  0   0.225  30.4083  -20.9908  31.4083
 BC9  H24  H  HCH3  0   0.212  29.8327  -19.3275  31.5168
 BC9  H25  H  HCH3  0   0.228  29.4987  -20.2896  30.0788
 BC9  H26  H  HCH2  0   0.206  32.2459  -18.8161  32.1136
 BC9  H27  H  HCH2  0   0.207  32.7215  -20.4710  31.7982
 BC9  H28  H  HCH1  0   0.221  33.9282  -17.9806  30.5372
 BC9  H29  H  HCH3  0   0.228  35.6182  -19.5532  29.5469
 BC9  H30  H  HCH3  0   0.207  34.6565  -20.9155  30.1199
 BC9  H31  H  HCH3  0   0.225  34.0126  -19.8253  28.8948
 BC9  H32  H  HCH2  0   0.216  34.3793  -18.5078  32.9797
 BC9  H33  H  HCH2  0   0.217  35.0671  -20.0230  32.4769
 BC9  H34  H  HCH1  0   0.233  36.8830  -18.8739  31.2727
 BC9  H35  H  HCH3  0   0.233  37.1367  -19.5852  33.6132
 BC9  H36  H  HCH3  0   0.229  38.0704  -18.1238  33.3057
 BC9  H37  H  HCH3  0   0.218  36.5475  -18.0349  34.1908
 BC9  H38  H  HCH1  0   0.211  37.3457  -16.4950  31.8276
 BC9  H39  H  HCH2  0   0.281  34.3304  -16.3798  32.3355
 BC9  H40  H  HCH2  0   0.285  35.5925  -16.0703  33.5023
 BC9  H41  H  HOH1  0   0.476  36.9233  -13.8613  35.6088
 BC9  H42  H  HOH1  0   0.453  29.1166  -16.0091  26.3967
 BC9  H43  H  HOH1  0   0.444  36.2803  -15.8800  29.9597

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
 BC9  O33  C13  single  1.409  0.020  1.409
 BC9  C15  C14  single  1.527  0.020  1.527
 BC9  C13  C14  single  1.534  0.020  1.534
 BC9  C13  C11  single  1.512  0.020  1.512
 BC9  C14  C16  single  1.532  0.020  1.532
 BC9  C11  C10  double  1.337  0.020  1.337
 BC9  C11  C12  single  1.429  0.020  1.429
 BC9  C16  C17  single  1.532  0.020  1.532
 BC9  C10  C9   single  1.488  0.020  1.488
 BC9  C12  N35  triple  1.153  0.020  1.153
 BC9  O34  C25  single  1.413  0.020  1.413
 BC9  C21  C20  single  1.525  0.020  1.525
 BC9  C17  C18  single  1.527  0.020  1.527
 BC9  C17  C19  single  1.532  0.020  1.532
 BC9  C8   C9   single  1.532  0.020  1.532
 BC9  C8   C7   single  1.524  0.020  1.524
 BC9  C20  C19  single  1.532  0.020  1.532
 BC9  C20  C22  single  1.533  0.020  1.533
 BC9  C7   C6   single  1.521  0.020  1.521
 BC9  C25  C23  single  1.536  0.020  1.536
 BC9  C25  C26  single  1.528  0.020  1.528
 BC9  O28  C27  double  1.208  0.020  1.208
 BC9  C23  C22  single  1.534  0.020  1.534
 BC9  C23  C24  single  1.528  0.020  1.528
 BC9  C6   O29  single  1.442  0.020  1.442
 BC9  C6   C1   single  1.507  0.020  1.507
 BC9  C27  O29  single  1.327  0.020  1.327
 BC9  C27  C26  single  1.505  0.020  1.505
 BC9  C5   C1   single  1.539  0.020  1.539
 BC9  C5   C3   single  1.539  0.020  1.539
 BC9  C1   C2   single  1.551  0.020  1.551
 BC9  C3   C2   single  1.539  0.020  1.539
 BC9  C2   C30  single  1.497  0.020  1.497
 BC9  C30  O31  double  1.206  0.020  1.206
 BC9  C30  O32  single  1.331  0.020  1.331
 BC9  C1   H1   single  0.970  0.020  1.090
 BC9  C2   H2   single  0.970  0.020  1.090
 BC9  C3   H3   single  0.970  0.020  1.090
 BC9  C3   H4   single  0.970  0.020  1.090
 BC9  C5   H5   single  0.970  0.020  1.090
 BC9  C5   H6   single  0.970  0.020  1.090
 BC9  C6   H7   single  0.970  0.020  1.090
 BC9  C7   H8   single  0.970  0.020  1.090
 BC9  C7   H9   single  0.970  0.020  1.090
 BC9  C8   H10  single  0.970  0.020  1.090
 BC9  C8   H11  single  0.970  0.020  1.090
 BC9  C9   H12  single  0.970  0.020  1.090
 BC9  C9   H13  single  0.970  0.020  1.090
 BC9  C10  H14  single  0.930  0.020  1.080
 BC9  C13  H15  single  0.970  0.020  1.090
 BC9  C14  H16  single  0.970  0.020  1.090
 BC9  C15  H17  single  0.970  0.020  1.090
 BC9  C15  H18  single  0.970  0.020  1.090
 BC9  C15  H19  single  0.970  0.020  1.090
 BC9  C16  H20  single  0.970  0.020  1.090
 BC9  C16  H21  single  0.970  0.020  1.090
 BC9  C17  H22  single  0.970  0.020  1.090
 BC9  C18  H23  single  0.970  0.020  1.090
 BC9  C18  H24  single  0.970  0.020  1.090
 BC9  C18  H25  single  0.970  0.020  1.090
 BC9  C19  H26  single  0.970  0.020  1.090
 BC9  C19  H27  single  0.970  0.020  1.090
 BC9  C20  H28  single  0.970  0.020  1.090
 BC9  C21  H29  single  0.970  0.020  1.090
 BC9  C21  H30  single  0.970  0.020  1.090
 BC9  C21  H31  single  0.970  0.020  1.090
 BC9  C22  H32  single  0.970  0.020  1.090
 BC9  C22  H33  single  0.970  0.020  1.090
 BC9  C23  H34  single  0.970  0.020  1.090
 BC9  C24  H35  single  0.970  0.020  1.090
 BC9  C24  H36  single  0.970  0.020  1.090
 BC9  C24  H37  single  0.970  0.020  1.090
 BC9  C25  H38  single  0.970  0.020  1.090
 BC9  C26  H39  single  0.970  0.020  1.090
 BC9  C26  H40  single  0.970  0.020  1.090
 BC9  O32  H41  single  0.850  0.020  0.980
 BC9  O33  H42  single  0.850  0.020  0.980
 BC9  O34  H43  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
 BC9  H1   C1   C6   110.46  3.000
 BC9  H1   C1   C5   110.02  3.000
 BC9  C6   C1   C5   118.86  3.000
 BC9  H1   C1   C2   110.18  3.000
 BC9  C5   C1   C2    88.18  3.000
 BC9  C6   C1   C2   117.31  3.000
 BC9  H2   C2   C30  110.78  3.000
 BC9  H2   C2   C3   111.07  3.000
 BC9  C30  C2   C3   119.25  3.000
 BC9  H2   C2   C1   110.03  3.000
 BC9  C30  C2   C1   116.03  3.000
 BC9  C3   C2   C1    87.69  3.000
 BC9  H4   C3   H3   109.01  3.000
 BC9  H4   C3   C5   111.69  3.000
 BC9  H3   C3   C5   118.00  3.000
 BC9  H4   C3   C2   111.67  3.000
 BC9  H3   C3   C2   116.66  3.000
 BC9  C5   C3   C2    88.61  3.000
 BC9  H6   C5   H5   108.85  3.000
 BC9  H6   C5   C3   118.02  3.000
 BC9  H5   C5   C3   111.79  3.000
 BC9  H6   C5   C1   117.40  3.000
 BC9  H5   C5   C1   111.42  3.000
 BC9  C3   C5   C1    88.12  3.000
 BC9  H7   C6   O29  109.42  3.000
 BC9  H7   C6   C7   109.35  3.000
 BC9  O29  C6   C7   108.05  3.000
 BC9  H7   C6   C1   109.40  3.000
 BC9  O29  C6   C1   107.24  3.000
 BC9  C7   C6   C1   113.30  3.000
 BC9  H9   C7   H8   106.58  3.000
 BC9  H9   C7   C8   109.94  3.000
 BC9  H8   C7   C8   109.88  3.000
 BC9  H9   C7   C6   110.06  3.000
 BC9  H8   C7   C6   107.61  3.000
 BC9  C8   C7   C6   112.56  3.000
 BC9  H11  C8   H10  106.70  3.000
 BC9  H11  C8   C9   108.98  3.000
 BC9  H10  C8   C9   108.37  3.000
 BC9  H11  C8   C7   109.91  3.000
 BC9  H10  C8   C7   109.69  3.000
 BC9  C9   C8   C7   112.99  3.000
 BC9  H13  C9   H12  107.09  3.000
 BC9  H13  C9   C10  111.29  3.000
 BC9  H12  C9   C10  109.45  3.000
 BC9  H13  C9   C8   110.31  3.000
 BC9  H12  C9   C8   109.40  3.000
 BC9  C10  C9   C8   109.27  3.000
 BC9  H14  C10  C11  116.59  3.000
 BC9  H14  C10  C9   115.94  3.000
 BC9  C11  C10  C9   127.36  3.000
 BC9  C13  C11  C12  116.04  3.000
 BC9  C12  C11  C10  120.51  3.000
 BC9  C13  C11  C10  123.44  3.000
 BC9  N35  C12  C11  180.00  3.000
 BC9  H15  C13  O33  111.36  3.000
 BC9  H15  C13  C14  107.99  3.000
 BC9  O33  C13  C14  107.92  3.000
 BC9  H15  C13  C11  106.53  3.000
 BC9  C14  C13  C11  112.92  3.000
 BC9  O33  C13  C11  110.14  3.000
 BC9  H16  C14  C16  108.91  3.000
 BC9  H16  C14  C15  108.56  3.000
 BC9  C16  C14  C15  111.48  3.000
 BC9  H16  C14  C13  107.09  3.000
 BC9  C16  C14  C13  110.88  3.000
 BC9  C15  C14  C13  109.79  3.000
 BC9  H19  C15  H18  108.05  3.000
 BC9  H19  C15  H17  107.48  3.000
 BC9  H18  C15  H17  107.24  3.000
 BC9  H19  C15  C14  110.56  3.000
 BC9  H18  C15  C14  111.91  3.000
 BC9  H17  C15  C14  111.40  3.000
 BC9  H21  C16  H20  105.79  3.000
 BC9  H21  C16  C17  107.48  3.000
 BC9  H20  C16  C17  109.44  3.000
 BC9  H21  C16  C14  109.94  3.000
 BC9  H20  C16  C14  108.20  3.000
 BC9  C17  C16  C14  115.56  3.000
 BC9  H22  C17  C19  108.19  3.000
 BC9  H22  C17  C18  107.61  3.000
 BC9  C19  C17  C18  109.19  3.000
 BC9  H22  C17  C16  108.72  3.000
 BC9  C19  C17  C16  111.32  3.000
 BC9  C18  C17  C16  111.68  3.000
 BC9  H25  C18  H24  107.58  3.000
 BC9  H25  C18  H23  107.24  3.000
 BC9  H24  C18  H23  107.64  3.000
 BC9  H25  C18  C17  112.32  3.000
 BC9  H24  C18  C17  110.95  3.000
 BC9  H23  C18  C17  110.90  3.000
 BC9  H27  C19  H26  105.81  3.000
 BC9  H27  C19  C20  108.58  3.000
 BC9  H26  C19  C20  108.41  3.000
 BC9  H27  C19  C17  108.11  3.000
 BC9  H26  C19  C17  108.25  3.000
 BC9  C20  C19  C17  117.13  3.000
 BC9  H28  C20  C22  108.52  3.000
 BC9  H28  C20  C21  108.19  3.000
 BC9  C22  C20  C21  111.41  3.000
 BC9  H28  C20  C19  108.23  3.000
 BC9  C22  C20  C19  108.70  3.000
 BC9  C21  C20  C19  111.68  3.000
 BC9  H31  C21  H30  107.50  3.000
 BC9  H31  C21  H29  107.08  3.000
 BC9  H30  C21  H29  107.75  3.000
 BC9  H31  C21  C20  111.93  3.000
 BC9  H30  C21  C20  110.75  3.000
 BC9  H29  C21  C20  111.60  3.000
 BC9  H33  C22  H32  104.86  3.000
 BC9  H33  C22  C23  107.29  3.000
 BC9  H32  C22  C23  108.74  3.000
 BC9  H33  C22  C20  107.79  3.000
 BC9  H32  C22  C20  108.80  3.000
 BC9  C23  C22  C20  118.52  3.000
 BC9  H34  C23  C25  105.64  3.000
 BC9  H34  C23  C24  106.88  3.000
 BC9  C25  C23  C24  110.07  3.000
 BC9  H34  C23  C22  108.86  3.000
 BC9  C24  C23  C22  109.19  3.000
 BC9  C25  C23  C22  115.79  3.000
 BC9  H37  C24  H36  107.76  3.000
 BC9  H37  C24  H35  107.14  3.000
 BC9  H36  C24  H35  107.66  3.000
 BC9  H37  C24  C23  111.93  3.000
 BC9  H36  C24  C23  111.50  3.000
 BC9  H35  C24  C23  110.64  3.000
 BC9  H38  C25  O34  109.33  3.000
 BC9  H38  C25  C26  107.71  3.000
 BC9  O34  C25  C26  111.56  3.000
 BC9  H38  C25  C23  106.62  3.000
 BC9  C26  C25  C23  112.63  3.000
 BC9  O34  C25  C23  108.83  3.000
 BC9  H40  C26  H39  105.93  3.000
 BC9  H40  C26  C27  108.04  3.000
 BC9  H39  C26  C27  107.66  3.000
 BC9  H40  C26  C25  110.42  3.000
 BC9  H39  C26  C25  111.26  3.000
 BC9  C27  C26  C25  113.21  3.000
 BC9  O29  C27  O28  124.25  3.000
 BC9  O29  C27  C26  111.03  3.000
 BC9  O28  C27  C26  124.71  3.000
 BC9  C27  O29  C6   120.63  3.000
 BC9  O32  C30  O31  123.04  3.000
 BC9  O32  C30  C2   112.41  3.000
 BC9  O31  C30  C2   124.52  3.000
 BC9  H41  O32  C30  110.07  3.000
 BC9  H42  O33  C13  108.53  3.000
 BC9  H43  O34  C25  107.53  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
 BC9  CONST_01  H41  O32  C30  C2    180.00   0.0  0
 BC9  CONST_02  H41  O32  C30  O31     0.00   0.0  0
 BC9  Var_01    C13  C11  C10  C9   -176.11   0.0  0
 BC9  Var_02    C2   C3   C5   C1     20.48  30.0  1
 BC9  Var_03    C9   C8   C7   C6   -173.77  30.0  1
 BC9  Var_04    C26  C27  O29  C6   -168.26  30.0  1
 BC9  Var_05    C10  C9   C8   C7   -173.24  30.0  1
 BC9  Var_06    C11  C10  C9   C8    118.79  30.0  1
 BC9  Var_07    O29  C27  C26  C25   170.28  30.0  1
 BC9  Var_08    C12  C11  C10  C9      4.76   0.0  0
 BC9  Var_09    O28  C27  O29  C6     10.73  30.0  1
 BC9  Var_10    O28  C27  C26  C25    -8.70  30.0  1
 BC9  Var_11    H14  C10  C11  C13    -0.11   0.0  0
 BC9  Var_12    H3   C3   C5   C1    140.18  30.0  1
 BC9  Var_13    H4   C3   C5   C1    -92.34  30.0  1
 BC9  Var_14    H5   C5   C3   C2    -91.87  30.0  1
 BC9  Var_15    H6   C5   C3   C2    140.76  30.0  1
 BC9  Var_16    H10  C8   C7   C6     65.20  30.0  1
 BC9  Var_17    H11  C8   C7   C6    -51.81  30.0  1
 BC9  Var_18    H12  C9   C8   C7     66.96  30.0  1
 BC9  Var_19    H13  C9   C8   C7    -50.59  30.0  1
 BC9  Var_20    H14  C10  C9   C8    -57.23  30.0  1
 BC9  Var_21    H8   C7   C8   C9    -53.86  30.0  1
 BC9  Var_22    H9   C7   C8   C9     63.14  30.0  1
 BC9  Var_23    H10  C8   C9   C10   -51.46  30.0  1
 BC9  Var_24    H11  C8   C9   C10    64.28  30.0  1
 BC9  Var_25    H12  C9   C10  C11  -121.44  30.0  1
 BC9  Var_26    H13  C9   C10  C11    -3.27  30.0  1
 BC9  Var_27    H39  C26  C27  O29    46.88  30.0  1
 BC9  Var_28    H40  C26  C27  O29   -67.11  30.0  1
 BC9  Var_29    N35  C12  C11  C10  -166.98  30.0  3
 BC9  Var_30    N35  C12  C11  C13    13.83  30.0  3
 BC9  Var_31    H14  C10  C11  C12  -179.24   0.0  0
 BC9  Var_32    H39  C26  C27  O28  -132.10  30.0  1
 BC9  Var_33    H40  C26  C27  O28   113.91  30.0  1

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
 BC9  chir_01  C1   C6   C5   C2   positiv
 BC9  chir_02  C2   C1   C3   C30  negativ
 BC9  chir_03  C6   O29  C7   C1   negativ
 BC9  chir_04  C13  O33  C14  C11  positiv
 BC9  chir_05  C14  C16  C13  C15  negativ
 BC9  chir_06  C17  C19  C18  C16  negativ
 BC9  chir_07  C20  C21  C19  C22  negativ
 BC9  chir_08  C23  C24  C22  C25  negativ
 BC9  chir_09  C25  O34  C23  C26  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
 BC9  plan-1  C2   0.020
 BC9  plan-1  C30  0.020
 BC9  plan-1  O31  0.020
 BC9  plan-1  O32  0.020
 BC9  plan-1  H41  0.020
 BC9  plan-2  C9   0.020
 BC9  plan-2  C10  0.020
 BC9  plan-2  C11  0.020
 BC9  plan-2  C12  0.020
 BC9  plan-2  C13  0.020
 BC9  plan-2  H14  0.020
 BC9  plan-3  C26  0.020
 BC9  plan-3  C27  0.020
 BC9  plan-3  O28  0.020
 BC9  plan-3  O29  0.020

