# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Mon May  4 04:45:20 2020
#   Inital geometry file: a 159 line input string
#   Ligand name: (24aS)-17,17-dimethylhexadecahydropyrido[2,1-c][1,9,4]dioxazacyclohenicosine-1,14,18,19(3H,21H)-tetrone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC1(C)COC(=O)CCCCCCCCCCCOC(=O)[C@@H]2CCCCN2C(=O)C1=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
 SB1  SB1  (24aS)-17,17-dimethylhexadecahydropyrido[2,1-c][1,9,4]dioxazacyclohenicosine-1,14,18,19(3H,21H)-tetrone  ligand  70  31  .  2021-08-23  2021-08-23  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_SB1
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
 SB1  N1    N  NT    0  -0.466  -0.3201  -0.0906  -2.6966
 SB1  C2    C  C     0   0.491   0.0937  -0.9993  -1.8048
 SB1  O2    O  O     0  -0.456  -0.5700  -1.4211  -0.8706
 SB1  C3    C  C     0   0.333   1.4779  -1.6302  -1.9846
 SB1  O3    O  O     0  -0.355   1.6238  -2.4481  -2.8578
 SB1  C4    C  CT    0  -0.266   2.5409  -1.3184  -0.9371
 SB1  C5    C  CH2   0  -0.164   2.4800   0.1788  -0.6178
 SB1  O6    O  O2    0  -0.447   3.2442   0.4126   0.5594
 SB1  C7    C  C     0   0.573   3.1075   1.5971   1.1526
 SB1  O7    O  O     0  -0.447   2.5215   2.5201   0.6435
 SB1  C8    C  CH2   0  -0.547   3.6847   1.6232   2.5399
 SB1  C9    C  CH2   0  -0.451   2.5434   1.5656   3.5659
 SB1  C10   C  CH2   0  -0.427   1.8119   0.2257   3.6083
 SB1  C11   C  CH2   0  -0.420   0.4741   0.3059   4.3307
 SB1  C12   C  CH2   0  -0.430  -0.1829  -1.0566   4.5438
 SB1  C13   C  CH2   0  -0.424  -1.6798  -0.9436   4.8327
 SB1  C14   C  CH2   0  -0.430  -2.5070  -0.7544   3.5609
 SB1  C15   C  CH2   0  -0.428  -3.8911  -0.1754   3.8265
 SB1  C16   C  CH2   0  -0.450  -4.8091  -0.1045   2.6060
 SB1  C17   C  CH2   0  -0.483  -4.1983   0.6216   1.3962
 SB1  C18   C  CH2   0  -0.179  -3.6996  -0.3712   0.3638
 SB1  O19   O  O2    0  -0.453  -2.8989   0.3255  -0.6006
 SB1  C20   C  C     0   0.581  -2.6091  -0.2826  -1.7374
 SB1  O20   O  O     0  -0.449  -3.1269  -1.2954  -2.1320
 SB1  C21   C  CH1   0  -0.152  -1.6356   0.5464  -2.5727
 SB1  C22   C  CH2   0  -0.445  -2.2469   0.7642  -3.9586
 SB1  C23   C  CH2   0  -0.457  -1.3060   1.5292  -4.8765
 SB1  C24   C  CH2   0  -0.429   0.0290   0.8079  -4.9666
 SB1  C25   C  CH2   0  -0.328   0.6115   0.6111  -3.5796
 SB1  C26   C  CH3   0  -0.646   3.9200  -1.7045  -1.4663
 SB1  C27   C  CH3   0  -0.648   2.2116  -2.1651   0.3100
 SB1  H51   H  HCH2  0   0.258   2.8775   0.7677  -1.4500
 SB1  H52   H  HCH2  0   0.247   1.4520   0.5060  -0.4376
 SB1  H81   H  HCH2  0   0.257   4.3792   0.7966   2.6933
 SB1  H82   H  HCH2  0   0.276   4.2379   2.5558   2.6618
 SB1  H91   H  HCH2  0   0.246   2.9572   1.7815   4.5531
 SB1  H92   H  HCH2  0   0.230   1.8357   2.3721   3.3530
 SB1  H101  H  HCH2  0   0.219   1.6225  -0.1459   2.5967
 SB1  H102  H  HCH2  0   0.221   2.4553  -0.5221   4.0832
 SB1  H111  H  HCH2  0   0.217   0.5965   0.7985   5.3013
 SB1  H112  H  HCH2  0   0.214  -0.1921   0.9513   3.7476
 SB1  H121  H  HCH2  0   0.208  -0.0372  -1.6839   3.6565
 SB1  H122  H  HCH2  0   0.223   0.3270  -1.5729   5.3617
 SB1  H131  H  HCH2  0   0.223  -2.0377  -1.8330   5.3582
 SB1  H132  H  HCH2  0   0.210  -1.8492  -0.1037   5.5160
 SB1  H141  H  HCH2  0   0.216  -1.9643  -0.0998   2.8701
 SB1  H142  H  HCH2  0   0.215  -2.5939  -1.7205   3.0517
 SB1  H151  H  HCH2  0   0.220  -4.3874  -0.7652   4.6039
 SB1  H152  H  HCH2  0   0.214  -3.7713   0.8316   4.2412
 SB1  H161  H  HCH2  0   0.224  -5.1022  -1.1193   2.3153
 SB1  H162  H  HCH2  0   0.238  -5.7354   0.3926   2.8995
 SB1  H171  H  HCH2  0   0.246  -4.9394   1.2728   0.9277
 SB1  H172  H  HCH2  0   0.235  -3.3791   1.2696   1.7195
 SB1  H181  H  HCH2  0   0.237  -3.0771  -1.1441   0.8209
 SB1  H182  H  HCH2  0   0.239  -4.5448  -0.8641  -0.1199
 SB1  H21   H  HCH1  0   0.279  -1.4908   1.5184  -2.0886
 SB1  H221  H  HCH2  0   0.243  -2.4830  -0.2071  -4.3988
 SB1  H222  H  HCH2  0   0.261  -3.1888   1.3032  -3.8377
 SB1  H231  H  HCH2  0   0.252  -1.7576   1.6316  -5.8644
 SB1  H232  H  HCH2  0   0.228  -1.1512   2.5425  -4.4926
 SB1  H241  H  HCH2  0   0.236  -0.0973  -0.1648  -5.4496
 SB1  H242  H  HCH2  0   0.253   0.7438   1.3766  -5.5631
 SB1  H251  H  HCH2  0   0.277   1.5464   0.0588  -3.6488
 SB1  H252  H  HCH2  0   0.255   0.8464   1.5844  -3.1352
 SB1  H261  H  HCH3  0   0.246   3.9788  -2.7694  -1.6869
 SB1  H262  H  HCH3  0   0.239   4.1750  -1.1549  -2.3737
 SB1  H263  H  HCH3  0   0.248   4.6803  -1.4840  -0.7172
 SB1  H271  H  HCH3  0   0.250   2.1066  -3.2154   0.0376
 SB1  H272  H  HCH3  0   0.253   3.0251  -2.0901   1.0293
 SB1  H273  H  HCH3  0   0.247   1.2922  -1.8487   0.7987

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
 SB1  N1   C2    single  1.339  0.020  1.339
 SB1  N1   C21   single  1.467  0.020  1.467
 SB1  N1   C25   single  1.463  0.020  1.463
 SB1  C2   O2    double  1.221  0.020  1.221
 SB1  C2   C3    single  1.532  0.020  1.532
 SB1  C3   O3    double  1.205  0.020  1.205
 SB1  C3   C4    single  1.525  0.020  1.525
 SB1  C4   C5    single  1.532  0.020  1.532
 SB1  C4   C26   single  1.527  0.020  1.527
 SB1  C4   C27   single  1.543  0.020  1.543
 SB1  C5   O6    single  1.423  0.020  1.423
 SB1  C5   H51   single  0.970  0.020  1.090
 SB1  C5   H52   single  0.970  0.020  1.090
 SB1  O6   C7    single  1.332  0.020  1.332
 SB1  C7   O7    double  1.206  0.020  1.206
 SB1  C7   C8    single  1.503  0.020  1.503
 SB1  C8   C9    single  1.536  0.020  1.536
 SB1  C8   H81   single  0.970  0.020  1.090
 SB1  C8   H82   single  0.970  0.020  1.090
 SB1  C9   C10   single  1.527  0.020  1.527
 SB1  C9   H91   single  0.970  0.020  1.090
 SB1  C9   H92   single  0.970  0.020  1.090
 SB1  C10  C11   single  1.522  0.020  1.522
 SB1  C10  H101  single  0.970  0.020  1.090
 SB1  C10  H102  single  0.970  0.020  1.090
 SB1  C11  C12   single  1.528  0.020  1.528
 SB1  C11  H111  single  0.970  0.020  1.090
 SB1  C11  H112  single  0.970  0.020  1.090
 SB1  C12  C13   single  1.529  0.020  1.529
 SB1  C12  H121  single  0.970  0.020  1.090
 SB1  C12  H122  single  0.970  0.020  1.090
 SB1  C13  C14   single  1.529  0.020  1.529
 SB1  C13  H131  single  0.970  0.020  1.090
 SB1  C13  H132  single  0.970  0.020  1.090
 SB1  C14  C15   single  1.524  0.020  1.524
 SB1  C14  H141  single  0.970  0.020  1.090
 SB1  C14  H142  single  0.970  0.020  1.090
 SB1  C15  C16   single  1.529  0.020  1.529
 SB1  C15  H151  single  0.970  0.020  1.090
 SB1  C15  H152  single  0.970  0.020  1.090
 SB1  C16  C17   single  1.537  0.020  1.537
 SB1  C16  H161  single  0.970  0.020  1.090
 SB1  C16  H162  single  0.970  0.020  1.090
 SB1  C17  C18   single  1.517  0.020  1.517
 SB1  C17  H171  single  0.970  0.020  1.090
 SB1  C17  H172  single  0.970  0.020  1.090
 SB1  C18  O19   single  1.434  0.020  1.434
 SB1  C18  H181  single  0.970  0.020  1.090
 SB1  C18  H182  single  0.970  0.020  1.090
 SB1  O19  C20   single  1.321  0.020  1.321
 SB1  C20  O20   double  1.204  0.020  1.204
 SB1  C20  C21   single  1.527  0.020  1.527
 SB1  C21  C22   single  1.530  0.020  1.530
 SB1  C21  H21   single  0.970  0.020  1.090
 SB1  C22  C23   single  1.521  0.020  1.521
 SB1  C22  H221  single  0.970  0.020  1.090
 SB1  C22  H222  single  0.970  0.020  1.090
 SB1  C23  C24   single  1.520  0.020  1.520
 SB1  C23  H231  single  0.970  0.020  1.090
 SB1  C23  H232  single  0.970  0.020  1.090
 SB1  C24  C25   single  1.517  0.020  1.517
 SB1  C24  H241  single  0.970  0.020  1.090
 SB1  C24  H242  single  0.970  0.020  1.090
 SB1  C25  H251  single  0.970  0.020  1.090
 SB1  C25  H252  single  0.970  0.020  1.090
 SB1  C26  H261  single  0.970  0.020  1.090
 SB1  C26  H262  single  0.970  0.020  1.090
 SB1  C26  H263  single  0.970  0.020  1.090
 SB1  C27  H271  single  0.970  0.020  1.090
 SB1  C27  H272  single  0.970  0.020  1.090
 SB1  C27  H273  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
 SB1  C25   N1   C21   114.44  3.000
 SB1  C25   N1   C2    122.06  3.000
 SB1  C21   N1   C2    121.05  3.000
 SB1  C3    C2   O2    116.02  3.000
 SB1  C3    C2   N1    118.73  3.000
 SB1  O2    C2   N1    125.18  3.000
 SB1  C4    C3   O3    123.52  3.000
 SB1  C4    C3   C2    117.72  3.000
 SB1  O3    C3   C2    118.29  3.000
 SB1  C27   C4   C26   109.52  3.000
 SB1  C27   C4   C5    111.06  3.000
 SB1  C26   C4   C5    110.81  3.000
 SB1  C27   C4   C3    107.11  3.000
 SB1  C26   C4   C3    109.87  3.000
 SB1  C5    C4   C3    108.38  3.000
 SB1  H52   C5   H51   107.80  3.000
 SB1  H52   C5   O6    108.62  3.000
 SB1  H51   C5   O6    110.22  3.000
 SB1  H52   C5   C4    111.35  3.000
 SB1  H51   C5   C4    110.67  3.000
 SB1  O6    C5   C4    108.16  3.000
 SB1  C7    O6   C5    117.36  3.000
 SB1  C8    C7   O7    124.26  3.000
 SB1  C8    C7   O6    112.78  3.000
 SB1  O7    C7   O6    122.86  3.000
 SB1  H82   C8   H81   108.01  3.000
 SB1  H82   C8   C9    109.53  3.000
 SB1  H81   C8   C9    110.54  3.000
 SB1  H82   C8   C7    108.22  3.000
 SB1  H81   C8   C7    111.18  3.000
 SB1  C9    C8   C7    109.31  3.000
 SB1  H92   C9   H91   105.98  3.000
 SB1  H92   C9   C10   110.02  3.000
 SB1  H91   C9   C10   109.26  3.000
 SB1  H92   C9   C8    108.85  3.000
 SB1  H91   C9   C8    108.35  3.000
 SB1  C10   C9   C8    114.05  3.000
 SB1  H102  C10  H101  105.71  3.000
 SB1  H102  C10  C11   110.28  3.000
 SB1  H101  C10  C11   107.73  3.000
 SB1  H102  C10  C9    109.26  3.000
 SB1  H101  C10  C9    110.80  3.000
 SB1  C11   C10  C9    112.82  3.000
 SB1  H112  C11  H111  105.94  3.000
 SB1  H112  C11  C12   109.76  3.000
 SB1  H111  C11  C12   109.00  3.000
 SB1  H112  C11  C10   108.23  3.000
 SB1  H111  C11  C10   110.24  3.000
 SB1  C12   C11  C10   113.40  3.000
 SB1  H122  C12  H121  105.86  3.000
 SB1  H122  C12  C13   110.50  3.000
 SB1  H121  C12  C13   108.99  3.000
 SB1  H122  C12  C11   108.96  3.000
 SB1  H121  C12  C11   109.89  3.000
 SB1  C13   C12  C11   112.43  3.000
 SB1  H132  C13  H131  105.85  3.000
 SB1  H132  C13  C14   109.89  3.000
 SB1  H131  C13  C14   108.87  3.000
 SB1  H132  C13  C12   109.01  3.000
 SB1  H131  C13  C12   110.56  3.000
 SB1  C14   C13  C12   112.44  3.000
 SB1  H142  C14  H141  105.85  3.000
 SB1  H142  C14  C15   110.13  3.000
 SB1  H141  C14  C15   109.45  3.000
 SB1  H142  C14  C13   108.69  3.000
 SB1  H141  C14  C13   109.29  3.000
 SB1  C15   C14  C13   113.17  3.000
 SB1  H152  C15  H151  106.02  3.000
 SB1  H152  C15  C16   108.97  3.000
 SB1  H151  C15  C16   108.64  3.000
 SB1  H152  C15  C14   108.42  3.000
 SB1  H151  C15  C14   109.32  3.000
 SB1  C16   C15  C14   115.08  3.000
 SB1  H162  C16  H161  105.43  3.000
 SB1  H162  C16  C17   109.49  3.000
 SB1  H161  C16  C17   109.57  3.000
 SB1  H162  C16  C15   108.42  3.000
 SB1  H161  C16  C15   109.23  3.000
 SB1  C17   C16  C15   114.30  3.000
 SB1  H172  C17  H171  106.38  3.000
 SB1  H172  C17  C18   110.05  3.000
 SB1  H171  C17  C18   108.75  3.000
 SB1  H172  C17  C16   110.17  3.000
 SB1  H171  C17  C16   110.46  3.000
 SB1  C18   C17  C16   110.92  3.000
 SB1  H182  C18  H181  107.89  3.000
 SB1  H182  C18  O19   110.71  3.000
 SB1  H181  C18  O19   107.87  3.000
 SB1  H182  C18  C17   110.04  3.000
 SB1  H181  C18  C17   111.45  3.000
 SB1  O19   C18  C17   108.86  3.000
 SB1  C20   O19  C18   118.52  3.000
 SB1  C21   C20  O20   123.47  3.000
 SB1  C21   C20  O19   111.13  3.000
 SB1  O20   C20  O19   125.08  3.000
 SB1  H21   C21  C22   109.07  3.000
 SB1  H21   C21  C20   108.92  3.000
 SB1  C22   C21  C20   108.54  3.000
 SB1  H21   C21  N1    107.70  3.000
 SB1  C22   C21  N1    110.09  3.000
 SB1  C20   C21  N1    112.46  3.000
 SB1  H222  C22  H221  107.28  3.000
 SB1  H222  C22  C23   110.63  3.000
 SB1  H221  C22  C23   109.75  3.000
 SB1  H222  C22  C21   108.33  3.000
 SB1  H221  C22  C21   108.95  3.000
 SB1  C23   C22  C21   111.78  3.000
 SB1  H232  C23  H231  106.81  3.000
 SB1  H232  C23  C24   109.62  3.000
 SB1  H231  C23  C24   110.75  3.000
 SB1  H232  C23  C22   109.97  3.000
 SB1  H231  C23  C22   109.73  3.000
 SB1  C24   C23  C22   109.90  3.000
 SB1  H242  C24  H241  107.33  3.000
 SB1  H242  C24  C25   108.41  3.000
 SB1  H241  C24  C25   109.44  3.000
 SB1  H242  C24  C23   111.13  3.000
 SB1  H241  C24  C23   110.30  3.000
 SB1  C25   C24  C23   110.15  3.000
 SB1  H252  C25  H251  107.01  3.000
 SB1  H252  C25  C24   109.75  3.000
 SB1  H251  C25  C24   109.73  3.000
 SB1  H252  C25  N1    108.53  3.000
 SB1  H251  C25  N1    110.01  3.000
 SB1  C24   C25  N1    111.69  3.000
 SB1  H263  C26  H262  107.86  3.000
 SB1  H263  C26  H261  107.42  3.000
 SB1  H262  C26  H261  108.14  3.000
 SB1  H263  C26  C4    109.92  3.000
 SB1  H262  C26  C4    111.84  3.000
 SB1  H261  C26  C4    111.49  3.000
 SB1  H273  C27  H272  108.34  3.000
 SB1  H273  C27  H271  108.12  3.000
 SB1  H272  C27  H271  107.66  3.000
 SB1  H273  C27  C4    112.57  3.000
 SB1  H272  C27  C4    109.68  3.000
 SB1  H271  C27  C4    110.32  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
 SB1  CONST_01  C21   N1   C2   C3    180.00   0.0  0
 SB1  CONST_03  C21   N1   C2   O2      0.00   0.0  0
 SB1  Var_01    C4    C3   C2   N1    113.59  30.0  1
 SB1  Var_02    C23   C24  C25  N1     55.44  30.0  1
 SB1  Var_03    C24   C25  N1   C2    141.88  30.0  3
 SB1  Var_04    C5    C4   C3   C2    -43.48  30.0  1
 SB1  Var_05    O6    C5   C4   C3    166.90  30.0  1
 SB1  Var_06    C8    C7   O6   C5    166.12  30.0  1
 SB1  Var_07    C9    C8   C7   O6   -104.13  30.0  1
 SB1  Var_08    C10   C9   C8   C7     69.04  30.0  1
 SB1  Var_09    C11   C10  C9   C8   -164.21  30.0  1
 SB1  Var_10    C12   C11  C10  C9   -172.37  30.0  1
 SB1  Var_11    C13   C12  C11  C10  -161.07  30.0  1
 SB1  Var_12    C14   C13  C12  C11    80.61  30.0  1
 SB1  Var_13    C15   C14  C13  C12  -160.37  30.0  1
 SB1  Var_14    C16   C15  C14  C13  -173.87  30.0  1
 SB1  Var_15    C17   C16  C15  C14   -53.32  30.0  1
 SB1  Var_16    C18   C17  C16  C15   101.43  30.0  1
 SB1  Var_17    O19   C18  C17  C16  -168.11  30.0  1
 SB1  Var_18    C21   C20  O19  C18  -174.10  30.0  1
 SB1  Var_19    C24   C23  C22  C21    55.79  30.0  1
 SB1  Var_20    C25   C24  C23  C22   -55.75  30.0  1
 SB1  Var_21    H261  C26  C4   C3    -60.87  30.0  3
 SB1  Var_22    H271  C27  C4   C3     53.10  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
 SB1  chir_01  C21  N1  C20  C22  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
 SB1  plan-1  N1   0.020
 SB1  plan-1  C2   0.020
 SB1  plan-1  O2   0.020
 SB1  plan-1  C3   0.020
 SB1  plan-1  C21  0.020
 SB1  plan-1  C25  0.020
 SB1  plan-2  C2   0.020
 SB1  plan-2  C3   0.020
 SB1  plan-2  O3   0.020
 SB1  plan-2  C4   0.020
 SB1  plan-3  O6   0.020
 SB1  plan-3  C7   0.020
 SB1  plan-3  O7   0.020
 SB1  plan-3  C8   0.020
 SB1  plan-4  O19  0.020
 SB1  plan-4  C20  0.020
 SB1  plan-4  O20  0.020
 SB1  plan-4  C21  0.020

