# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 22:07:43 2022
#   Inital geometry file: a 196 line input string
#   Ligand name: ethyl (~{Z})-3-[1-[(~{E},1~{R},4~{R})-4-[(1~{R},3~{a}~{S},4~{E},7~{a}~{R})-7~{a}-methyl-4-[(2~{Z})-2-[(3~{S},5~{R})-2-methylidene-3,5-bis(oxidanyl)cyclohexylidene]ethylidene]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-1-yl]-1-oxidanyl-pent-2-enyl]cyclopropyl]prop-2-enoate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCOC(=O)\C=C/C1(CC1)[C@H](O)\C=C\[C@@H](C)[C@H]2CC[C@H]3/C(CCC[C@]23C)=C/C=C\4C[C@@H](O)C[C@H](O)C\4=C
#
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
 M9Q  M9Q  'ethyl (~{Z})-3-[1-[(~{E},1~{R},4~{R})-4-[(1~{R},3~{a}~{S},4~{E},7~{a}~{R})-7~{a}-methyl-4-[(2~{Z})-2-[(3~{S},5~{R})-2-methylidene-3,5-bis(oxidanyl)cyclohexylidene]ethylidene]-2,3,3~{a},5,6,7-hexahydro-1~{H}-inden-1-yl]-1-oxidanyl-pent-2-enyl]cyclopropyl]prop-2-enoate'  ligand  83  37  .  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
;

data_comp_M9Q
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
 M9Q  O3   O  OH1   0  -0.664  34.7022  -20.7353   -6.7032
 M9Q  C5   C  CT    0  -0.148  24.0650  -18.4936   -8.7960
 M9Q  O4   O  OH1   0  -0.660  31.5268  -23.3240   -7.8654
 M9Q  C6   C  CH2   0  -0.476  23.7300  -19.8103   -9.4304
 M9Q  C7   C  CH2   0  -0.476  24.8519  -19.7175   -8.4411
 M9Q  C8   C  CH1   0   0.029  23.1113  -17.9660   -7.7253
 M9Q  C10  C  C1    0  -0.170  24.1984  -17.4704   -5.5365
 M9Q  C11  C  CH1   0  -0.308  24.9506  -16.6397   -4.5383
 M9Q  C12  C  CH3   0  -0.656  24.0852  -16.4900   -3.2811
 M9Q  C13  C  CH1   0  -0.176  26.3443  -17.1789   -4.1521
 M9Q  C14  C  CH2   0  -0.437  26.4533  -18.7045   -3.9141
 M9Q  C15  C  CH2   0  -0.449  27.9144  -19.0918   -4.2420
 M9Q  O1   O  O     0  -0.462  22.2026  -17.7311  -11.1104
 M9Q  C2   C  C     0   0.587  23.2398  -17.2846  -11.5532
 M9Q  O    O  O2    0  -0.452  23.4223  -17.0229  -12.8366
 M9Q  C1   C  CH2   0  -0.183  22.3328  -17.2607  -13.7425
 M9Q  C    C  CH3   0  -0.687  22.7810  -16.8381  -15.1197
 M9Q  C3   C  C1    0  -0.350  24.4415  -16.9363  -10.7710
 M9Q  O2   O  OH1   0  -0.692  22.0441  -17.2460   -8.2925
 M9Q  C30  C  CT    0  -0.060  27.5278  -16.8564   -5.0837
 M9Q  C31  C  CH3   0  -0.673  27.2484  -17.2626   -6.5316
 M9Q  C16  C  CH1   0  -0.246  28.6162  -17.7546   -4.4470
 M9Q  C29  C  CH2   0  -0.412  28.0085  -15.4073   -5.0268
 M9Q  C28  C  CH2   0  -0.436  29.3656  -15.2383   -5.7131
 M9Q  C27  C  CH2   0  -0.500  30.4175  -16.2338   -5.1984
 M9Q  C17  C  C     0   0.149  29.9035  -17.6490   -5.2012
 M9Q  C18  C  C1    0  -0.359  30.4615  -18.6852   -5.8454
 M9Q  C19  C  C1    0  -0.304  31.6685  -18.6569   -6.6506
 M9Q  C20  C  C     0   0.098  32.0834  -19.6294   -7.4797
 M9Q  C25  C  C     0   0.033  31.3470  -20.8862   -7.7306
 M9Q  C26  C  C2    0  -0.582  30.0870  -20.9138   -8.1605
 M9Q  C24  C  CH1   0   0.032  32.1839  -22.1310   -7.5224
 M9Q  C23  C  CH2   0  -0.506  33.4608  -22.0311   -8.3527
 M9Q  C22  C  CH1   0   0.024  34.2470  -20.7599   -8.0411
 M9Q  C21  C  CH2   0  -0.508  33.3746  -19.5273   -8.2454
 M9Q  H1   H  HOH1  0   0.447  35.2481  -21.5143   -6.5566
 M9Q  H2   H  H     0   0.281  25.6817  -17.0686   -9.1329
 M9Q  H3   H  HOH1  0   0.451  30.8358  -23.4888   -7.2156
 M9Q  H4   H  HCH2  0   0.256  23.9860  -19.9614  -10.4710
 M9Q  H5   H  HCH2  0   0.254  22.8133  -20.3004   -9.1247
 M9Q  H6   H  HCH2  0   0.253  24.7132  -20.1377   -7.4518
 M9Q  H7   H  HCH2  0   0.254  25.8659  -19.7932   -8.8157
 M9Q  H8   H  HCH1  0   0.197  22.7432  -18.8516   -7.1826
 M9Q  H9   H  H     0   0.232  24.1026  -16.0907   -7.1110
 M9Q  H10  H  H     0   0.230  23.8967  -18.4618   -5.2031
 M9Q  H11  H  HCH1  0   0.235  25.0905  -15.6400   -4.9666
 M9Q  H12  H  HCH3  0   0.227  24.5606  -15.8257   -2.5576
 M9Q  H13  H  HCH3  0   0.229  23.1050  -16.0767   -3.5219
 M9Q  H14  H  HCH3  0   0.221  23.9271  -17.4544   -2.7934
 M9Q  H15  H  HCH1  0   0.216  26.5917  -16.6884   -3.2017
 M9Q  H16  H  HCH2  0   0.231  26.1881  -18.9580   -2.8871
 M9Q  H17  H  HCH2  0   0.225  25.7703  -19.2625   -4.5549
 M9Q  H18  H  HCH2  0   0.233  28.3803  -19.6824   -3.4519
 M9Q  H19  H  HCH2  0   0.222  27.9474  -19.6986   -5.1492
 M9Q  H20  H  HCH2  0   0.237  22.0669  -18.3194  -13.7252
 M9Q  H21  H  HCH2  0   0.238  21.4589  -16.6897  -13.4221
 M9Q  H22  H  HCH3  0   0.240  21.9683  -17.0051  -15.8260
 M9Q  H23  H  HCH3  0   0.237  23.0379  -15.7793  -15.1508
 M9Q  H24  H  HCH3  0   0.237  23.6411  -17.4158  -15.4579
 M9Q  H25  H  H     0   0.275  25.1092  -16.2160  -11.2282
 M9Q  H26  H  HOH1  0   0.454  21.9254  -17.5439   -9.2066
 M9Q  H27  H  HCH3  0   0.239  26.8028  -18.2541   -6.6150
 M9Q  H28  H  HCH3  0   0.231  26.5515  -16.5645   -6.9952
 M9Q  H29  H  HCH3  0   0.232  28.1565  -17.2642   -7.1350
 M9Q  H30  H  HCH1  0   0.228  28.7989  -17.3292   -3.4476
 M9Q  H31  H  HCH2  0   0.212  28.0950  -15.1048   -3.9766
 M9Q  H32  H  HCH2  0   0.225  27.2765  -14.7343   -5.4843
 M9Q  H33  H  HCH2  0   0.222  29.2565  -15.3572   -6.7937
 M9Q  H34  H  HCH2  0   0.232  29.7332  -14.2215   -5.5568
 M9Q  H35  H  HCH2  0   0.241  31.3339  -16.1248   -5.7783
 M9Q  H36  H  HCH2  0   0.228  30.6674  -15.9659   -4.1648
 M9Q  H37  H  H     0   0.233  29.9586  -19.6437   -5.7830
 M9Q  H38  H  H     0   0.233  32.3020  -17.7779   -6.5758
 M9Q  H39  H  H     0   0.234  29.5689  -21.8387   -8.3773
 M9Q  H40  H  H     0   0.239  29.5311  -19.9985   -8.3178
 M9Q  H41  H  HCH1  0   0.214  32.4726  -22.1457   -6.4611
 M9Q  H42  H  HCH2  0   0.249  34.0882  -22.9106   -8.1759
 M9Q  H43  H  HCH2  0   0.235  33.2019  -22.0338   -9.4162
 M9Q  H44  H  HCH1  0   0.225  35.0964  -20.7036   -8.7354
 M9Q  H45  H  HCH2  0   0.245  33.1586  -19.4487   -9.3166
 M9Q  H46  H  HCH2  0   0.250  33.9229  -18.6253   -7.9647
 M9Q  C9   C  C1    0  -0.234  23.8298  -17.0813   -6.7511
 M9Q  C4   C  C1    0  -0.148  24.7695  -17.4488   -9.5837

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
 M9Q  C6   C7   single  1.499  0.020  1.499
 M9Q  C6   C5   single  1.499  0.020  1.499
 M9Q  C7   C5   single  1.498  0.020  1.498
 M9Q  O    C2   single  1.323  0.020  1.323
 M9Q  O    C1   single  1.437  0.020  1.437
 M9Q  C3   C4   double  1.334  0.020  1.334
 M9Q  C3   C2   single  1.475  0.020  1.475
 M9Q  C4   C5   single  1.486  0.020  1.486
 M9Q  C2   O1   double  1.213  0.020  1.213
 M9Q  C1   C    single  1.509  0.020  1.509
 M9Q  C5   C8   single  1.528  0.020  1.528
 M9Q  C8   O2   single  1.407  0.020  1.407
 M9Q  C8   C9   single  1.499  0.020  1.499
 M9Q  C9   C10  double  1.328  0.020  1.328
 M9Q  C31  C30  single  1.529  0.020  1.529
 M9Q  C10  C11  single  1.501  0.020  1.501
 M9Q  C11  C12  single  1.534  0.020  1.534
 M9Q  C11  C13  single  1.543  0.020  1.543
 M9Q  C28  C29  single  1.530  0.020  1.530
 M9Q  C28  C27  single  1.537  0.020  1.537
 M9Q  C26  C25  double  1.332  0.020  1.332
 M9Q  C30  C29  single  1.528  0.020  1.528
 M9Q  C30  C13  single  1.540  0.020  1.540
 M9Q  C30  C16  single  1.548  0.020  1.548
 M9Q  O4   C24  single  1.405  0.020  1.405
 M9Q  C21  C20  single  1.505  0.020  1.505
 M9Q  C21  C22  single  1.524  0.020  1.524
 M9Q  C23  C24  single  1.526  0.020  1.526
 M9Q  C23  C22  single  1.527  0.020  1.527
 M9Q  C25  C20  single  1.478  0.020  1.478
 M9Q  C25  C24  single  1.514  0.020  1.514
 M9Q  C13  C14  single  1.548  0.020  1.548
 M9Q  C20  C19  double  1.344  0.020  1.344
 M9Q  C14  C15  single  1.547  0.020  1.547
 M9Q  C19  C18  single  1.451  0.020  1.451
 M9Q  C18  C17  double  1.342  0.020  1.342
 M9Q  C27  C17  single  1.506  0.020  1.506
 M9Q  C22  O3   single  1.413  0.020  1.413
 M9Q  C17  C16  single  1.496  0.020  1.496
 M9Q  C16  C15  single  1.524  0.020  1.524
 M9Q  O3   H1   single  0.850  0.020  0.980
 M9Q  C4   H2   single  0.930  0.020  1.080
 M9Q  O4   H3   single  0.850  0.020  0.980
 M9Q  C6   H4   single  0.970  0.020  1.090
 M9Q  C6   H5   single  0.970  0.020  1.090
 M9Q  C7   H6   single  0.970  0.020  1.090
 M9Q  C7   H7   single  0.970  0.020  1.090
 M9Q  C8   H8   single  0.970  0.020  1.090
 M9Q  C9   H9   single  0.930  0.020  1.080
 M9Q  C10  H10  single  0.930  0.020  1.080
 M9Q  C11  H11  single  0.970  0.020  1.090
 M9Q  C12  H12  single  0.970  0.020  1.090
 M9Q  C12  H13  single  0.970  0.020  1.090
 M9Q  C12  H14  single  0.970  0.020  1.090
 M9Q  C13  H15  single  0.970  0.020  1.090
 M9Q  C14  H16  single  0.970  0.020  1.090
 M9Q  C14  H17  single  0.970  0.020  1.090
 M9Q  C15  H18  single  0.970  0.020  1.090
 M9Q  C15  H19  single  0.970  0.020  1.090
 M9Q  C1   H20  single  0.970  0.020  1.090
 M9Q  C1   H21  single  0.970  0.020  1.090
 M9Q  C    H22  single  0.970  0.020  1.090
 M9Q  C    H23  single  0.970  0.020  1.090
 M9Q  C    H24  single  0.970  0.020  1.090
 M9Q  C3   H25  single  0.930  0.020  1.080
 M9Q  O2   H26  single  0.850  0.020  0.980
 M9Q  C31  H27  single  0.970  0.020  1.090
 M9Q  C31  H28  single  0.970  0.020  1.090
 M9Q  C31  H29  single  0.970  0.020  1.090
 M9Q  C16  H30  single  0.970  0.020  1.090
 M9Q  C29  H31  single  0.970  0.020  1.090
 M9Q  C29  H32  single  0.970  0.020  1.090
 M9Q  C28  H33  single  0.970  0.020  1.090
 M9Q  C28  H34  single  0.970  0.020  1.090
 M9Q  C27  H35  single  0.970  0.020  1.090
 M9Q  C27  H36  single  0.970  0.020  1.090
 M9Q  C18  H37  single  0.930  0.020  1.080
 M9Q  C19  H38  single  0.930  0.020  1.080
 M9Q  C26  H39  single  0.930  0.020  1.080
 M9Q  C26  H40  single  0.930  0.020  1.080
 M9Q  C24  H41  single  0.970  0.020  1.090
 M9Q  C23  H42  single  0.970  0.020  1.090
 M9Q  C23  H43  single  0.970  0.020  1.090
 M9Q  C22  H44  single  0.970  0.020  1.090
 M9Q  C21  H45  single  0.970  0.020  1.090
 M9Q  C21  H46  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
 M9Q  H1   O3   C22  108.23  3.000
 M9Q  C8   C5   C7   116.36  3.000
 M9Q  C8   C5   C6   117.40  3.000
 M9Q  C7   C5   C6    60.00  3.000
 M9Q  C8   C5   C4   115.13  3.000
 M9Q  C7   C5   C4   116.81  3.000
 M9Q  C6   C5   C4   119.94  3.000
 M9Q  H3   O4   C24  108.45  3.000
 M9Q  H5   C6   H4   114.10  3.000
 M9Q  H5   C6   C7   118.37  3.000
 M9Q  H4   C6   C7   117.79  3.000
 M9Q  H5   C6   C5   117.83  3.000
 M9Q  H4   C6   C5   118.46  3.000
 M9Q  C7   C6   C5    59.94  3.000
 M9Q  H7   C7   H6   114.10  3.000
 M9Q  H7   C7   C6   117.90  3.000
 M9Q  H6   C7   C6   118.87  3.000
 M9Q  H7   C7   C5   117.83  3.000
 M9Q  H6   C7   C5   117.77  3.000
 M9Q  C6   C7   C5    60.06  3.000
 M9Q  H8   C8   O2   110.88  3.000
 M9Q  H8   C8   C9   108.32  3.000
 M9Q  O2   C8   C9   108.88  3.000
 M9Q  H8   C8   C5   106.03  3.000
 M9Q  C9   C8   C5   111.09  3.000
 M9Q  O2   C8   C5   111.57  3.000
 M9Q  H10  C10  C11  116.06  3.000
 M9Q  H10  C10  C9   118.05  3.000
 M9Q  C11  C10  C9   125.84  3.000
 M9Q  H11  C11  C13  107.52  3.000
 M9Q  H11  C11  C12  107.65  3.000
 M9Q  C13  C11  C12  109.79  3.000
 M9Q  H11  C11  C10  107.99  3.000
 M9Q  C13  C11  C10  115.19  3.000
 M9Q  C12  C11  C10  108.45  3.000
 M9Q  H14  C12  H13  107.65  3.000
 M9Q  H14  C12  H12  107.74  3.000
 M9Q  H13  C12  H12  107.89  3.000
 M9Q  H14  C12  C11  111.19  3.000
 M9Q  H13  C12  C11  111.29  3.000
 M9Q  H12  C12  C11  110.92  3.000
 M9Q  H15  C13  C30  104.89  3.000
 M9Q  H15  C13  C14  106.94  3.000
 M9Q  C30  C13  C14  104.20  3.000
 M9Q  H15  C13  C11  105.30  3.000
 M9Q  C14  C13  C11  116.51  3.000
 M9Q  C30  C13  C11  117.99  3.000
 M9Q  H17  C14  H16  106.39  3.000
 M9Q  H17  C14  C15  109.82  3.000
 M9Q  H16  C14  C15  111.79  3.000
 M9Q  H17  C14  C13  111.71  3.000
 M9Q  H16  C14  C13  110.90  3.000
 M9Q  C15  C14  C13  106.30  3.000
 M9Q  H19  C15  H18  106.74  3.000
 M9Q  H19  C15  C16  111.22  3.000
 M9Q  H18  C15  C16  112.07  3.000
 M9Q  H19  C15  C14  110.11  3.000
 M9Q  H18  C15  C14  112.67  3.000
 M9Q  C16  C15  C14  104.11  3.000
 M9Q  C3   C2   O    110.82  3.000
 M9Q  C3   C2   O1   126.14  3.000
 M9Q  O    C2   O1   123.03  3.000
 M9Q  C1   O    C2   118.33  3.000
 M9Q  H21  C1   H20  107.91  3.000
 M9Q  H21  C1   C    111.05  3.000
 M9Q  H20  C1   C    111.00  3.000
 M9Q  H21  C1   O    109.59  3.000
 M9Q  H20  C1   O    109.58  3.000
 M9Q  C    C1   O    107.70  3.000
 M9Q  H24  C    H23  108.67  3.000
 M9Q  H24  C    H22  107.83  3.000
 M9Q  H23  C    H22  107.83  3.000
 M9Q  H24  C    C1   111.67  3.000
 M9Q  H23  C    C1   111.60  3.000
 M9Q  H22  C    C1   109.10  3.000
 M9Q  H25  C3   C2   115.80  3.000
 M9Q  H25  C3   C4   118.65  3.000
 M9Q  C2   C3   C4   125.54  3.000
 M9Q  H26  O2   C8   108.42  3.000
 M9Q  C29  C30  C16  108.29  3.000
 M9Q  C16  C30  C31  111.33  3.000
 M9Q  C29  C30  C31  110.16  3.000
 M9Q  C16  C30  C13   99.79  3.000
 M9Q  C29  C30  C13  114.70  3.000
 M9Q  C31  C30  C13  112.12  3.000
 M9Q  H29  C31  H28  107.34  3.000
 M9Q  H29  C31  H27  107.26  3.000
 M9Q  H28  C31  H27  106.77  3.000
 M9Q  H29  C31  C30  111.85  3.000
 M9Q  H28  C31  C30  110.45  3.000
 M9Q  H27  C31  C30  112.87  3.000
 M9Q  H30  C16  C17  106.70  3.000
 M9Q  H30  C16  C30  105.41  3.000
 M9Q  C17  C16  C30  110.91  3.000
 M9Q  H30  C16  C15  107.05  3.000
 M9Q  C17  C16  C15  121.74  3.000
 M9Q  C30  C16  C15  103.92  3.000
 M9Q  H32  C29  H31  106.47  3.000
 M9Q  H32  C29  C28  109.74  3.000
 M9Q  H31  C29  C28  109.22  3.000
 M9Q  H32  C29  C30  110.93  3.000
 M9Q  H31  C29  C30  108.80  3.000
 M9Q  C28  C29  C30  111.54  3.000
 M9Q  H34  C28  H33  106.04  3.000
 M9Q  H34  C28  C27  108.94  3.000
 M9Q  H33  C28  C27  109.21  3.000
 M9Q  H34  C28  C29  109.70  3.000
 M9Q  H33  C28  C29  110.06  3.000
 M9Q  C27  C28  C29  112.66  3.000
 M9Q  H36  C27  H35  106.59  3.000
 M9Q  H36  C27  C17  108.00  3.000
 M9Q  H35  C27  C17  112.33  3.000
 M9Q  H36  C27  C28  108.26  3.000
 M9Q  H35  C27  C28  109.43  3.000
 M9Q  C17  C27  C28  111.99  3.000
 M9Q  C18  C17  C27  125.79  3.000
 M9Q  C27  C17  C16  111.05  3.000
 M9Q  C18  C17  C16  123.06  3.000
 M9Q  H37  C18  C19  115.78  3.000
 M9Q  H37  C18  C17  117.53  3.000
 M9Q  C19  C18  C17  126.68  3.000
 M9Q  H38  C19  C20  116.63  3.000
 M9Q  H38  C19  C18  117.56  3.000
 M9Q  C20  C19  C18  125.81  3.000
 M9Q  C21  C20  C25  113.51  3.000
 M9Q  C25  C20  C19  124.49  3.000
 M9Q  C21  C20  C19  122.00  3.000
 M9Q  C24  C25  C26  123.39  3.000
 M9Q  C24  C25  C20  113.59  3.000
 M9Q  C26  C25  C20  122.95  3.000
 M9Q  H40  C26  H39  116.60  3.000
 M9Q  H40  C26  C25  121.02  3.000
 M9Q  H39  C26  C25  122.38  3.000
 M9Q  H41  C24  C23  107.83  3.000
 M9Q  H41  C24  C25  106.78  3.000
 M9Q  C23  C24  C25  109.50  3.000
 M9Q  H41  C24  O4   110.30  3.000
 M9Q  C25  C24  O4   113.96  3.000
 M9Q  C23  C24  O4   108.31  3.000
 M9Q  H43  C23  H42  106.89  3.000
 M9Q  H43  C23  C22  108.79  3.000
 M9Q  H42  C23  C22  109.93  3.000
 M9Q  H43  C23  C24  109.30  3.000
 M9Q  H42  C23  C24  109.82  3.000
 M9Q  C22  C23  C24  111.97  3.000
 M9Q  H44  C22  C21  108.45  3.000
 M9Q  H44  C22  C23  108.17  3.000
 M9Q  C21  C22  C23  110.57  3.000
 M9Q  H44  C22  O3   110.38  3.000
 M9Q  C23  C22  O3   111.93  3.000
 M9Q  C21  C22  O3   107.29  3.000
 M9Q  H46  C21  H45  106.93  3.000
 M9Q  H46  C21  C22  110.25  3.000
 M9Q  H45  C21  C22  107.58  3.000
 M9Q  H46  C21  C20  110.86  3.000
 M9Q  H45  C21  C20  109.46  3.000
 M9Q  C22  C21  C20  111.60  3.000
 M9Q  H9   C9   C10  119.97  3.000
 M9Q  H9   C9   C8   116.25  3.000
 M9Q  C10  C9   C8   123.68  3.000
 M9Q  H2   C4   C3   116.19  3.000
 M9Q  H2   C4   C5   115.10  3.000
 M9Q  C3   C4   C5   128.70  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
 M9Q  Var_01  C16  C15  C14  C13     8.13  30.0  1
 M9Q  Var_02  C27  C28  C29  C30   -52.05  30.0  1
 M9Q  Var_03  C28  C27  C17  C16   -53.96  30.0  1
 M9Q  Var_04  C17  C27  C28  C29    49.99  30.0  1
 M9Q  Var_05  C22  C21  C20  C25   -51.85  30.0  1
 M9Q  Var_06  C21  C20  C25  C24    52.79  30.0  1
 M9Q  Var_07  C7   C6   C5   C4    105.58  30.0  1
 M9Q  Var_08  H6   C7   C6   C5    107.24  30.0  1
 M9Q  Var_09  C19  C18  C17  C16   176.84   0.0  2
 M9Q  Var_10  C3   C4   C5   C6     53.09  30.0  2
 M9Q  Var_11  C20  C19  C18  C17  -167.20  30.0  2
 M9Q  Var_12  H39  C26  C25  C20   177.61   0.0  2
 M9Q  Var_13  C2   C3   C4   C5      2.28   0.0  2
 M9Q  Var_14  C11  C10  C9   C8    178.24   0.0  2
 M9Q  Var_15  O    C2   C3   C4   -156.82  30.0  2
 M9Q  Var_16  C    C1   O    C2    177.98  30.0  3
 M9Q  Var_17  C3   C2   O    C1   -177.96  30.0  3
 M9Q  Var_18  H22  C    C1   O    -179.76  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
 M9Q  chir_02  C8   C5   O2   C9   positiv
 M9Q  chir_03  C11  C13  C12  C10  positiv
 M9Q  chir_04  C13  C14  C30  C11  negativ
 M9Q  chir_05  C30  C13  C29  C16  negativ
 M9Q  chir_06  C16  C30  C17  C15  positiv
 M9Q  chir_07  C24  O4   C25  C23  positiv
 M9Q  chir_08  C22  O3   C21  C23  positiv
 M9Q  chir_09  C5   C7   C4   C8   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
 M9Q  plan-1  C5   0.020
 M9Q  plan-1  C2   0.020
 M9Q  plan-1  C3   0.020
 M9Q  plan-1  H2   0.020
 M9Q  plan-1  H25  0.020
 M9Q  plan-1  C4   0.020
 M9Q  plan-2  O1   0.020
 M9Q  plan-2  C2   0.020
 M9Q  plan-2  O    0.020
 M9Q  plan-2  C3   0.020
 M9Q  plan-3  C8   0.020
 M9Q  plan-3  C10  0.020
 M9Q  plan-3  C11  0.020
 M9Q  plan-3  H9   0.020
 M9Q  plan-3  H10  0.020
 M9Q  plan-3  C9   0.020
 M9Q  plan-4  C20  0.020
 M9Q  plan-4  C25  0.020
 M9Q  plan-4  C26  0.020
 M9Q  plan-4  C24  0.020
 M9Q  plan-4  H39  0.020
 M9Q  plan-4  H40  0.020
 M9Q  plan-5  C18  0.020
 M9Q  plan-5  C19  0.020
 M9Q  plan-5  C20  0.020
 M9Q  plan-5  C25  0.020
 M9Q  plan-5  C21  0.020
 M9Q  plan-5  H38  0.020
 M9Q  plan-6  C16  0.020
 M9Q  plan-6  C27  0.020
 M9Q  plan-6  C17  0.020
 M9Q  plan-6  C18  0.020
 M9Q  plan-6  C19  0.020
 M9Q  plan-6  H37  0.020

