# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Aug  2 10:33:35 2022
#   Inital geometry file: a 177 line input string
#   Ligand name: 8-amino-2-[(2R,3R,4S,5R)-5-({[(R)-{[(S)-{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl]oxy}(hydroxy)phosphoryl]oxy}methyl)-3,4-dihydroxyoxolan-2-yl]isoquinolin-2-ium (non-preferred name)
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Nc1cccc2cc[n+](cc12)[C@@H]3O[C@H](CO[P](O)(=O)O[P](O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)n5cnc6c(N)ncnc56)[C@@H](O)[C@H]3O
#
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
 1O4  1O4  "[[(2~{R},3~{S},4~{R},5~{R})-5-(6-aminopurin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2~{R},3~{S},4~{R},5~{R})-5-(8-azanylisoquinolin-2-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methyl hydrogen phosphate"  ligand  74  46  .  2022-09-22  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1O4
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
 1O4  C8    C  CH1    0  -0.037   8.3497  29.2330  -11.8339
 1O4  C5    C  CH2    0  -0.200   9.8326  28.4368   -9.0331
 1O4  C6    C  CH1    0  -0.015  10.0132  29.4525  -10.1446
 1O4  N1    N  N      0  -0.464   9.3350  25.3437  -13.3797
 1O4  C2    C  CR15   0  -0.044  12.7362  25.9272   -4.7314
 1O4  N3    N  N      0  -0.470  11.8184  25.9647  -16.0282
 1O4  C4    C  CH2    0  -0.158  10.3242  26.6035   -5.0821
 1O4  N     N  NR5    0  -0.552   9.7242  27.5077  -12.9935
 1O4  C     C  CR15   0   0.195  12.3072  24.1673   -6.2258
 1O4  O     O  O2     0  -0.616   8.9970  26.1353   -5.0267
 1O4  C1    C  CR15   0  -0.006  13.0704  25.4903   -6.1584
 1O4  C10   C  CR15   0   0.113   9.0510  26.3682  -12.6318
 1O4  C11   C  CR56   0   0.006  10.2583  25.8153  -14.2772
 1O4  C12   C  CR56   0   0.496  10.5157  27.1572  -14.0532
 1O4  C13   C  CR16   0   0.041  11.9601  27.2476  -15.7047
 1O4  C14   C  CR6    0   0.457  10.9700  25.2069  -15.3252
 1O4  C15   C  CR16   0   0.082  12.8450  23.0827   -8.3024
 1O4  C16   C  CR6    0  -0.068  12.6789  22.7992   -9.6530
 1O4  C17   C  C      0   0.331  13.6355  22.0177  -10.3870
 1O4  C18   C  C1     0  -0.341  13.4216  21.8684  -11.7526
 1O4  C19   C  C1     0  -0.226  12.3055  22.4195  -12.3767
 1O4  C20   C  C1     0  -0.356  11.3499  23.1324  -11.6826
 1O4  C21   C  CR6    0   0.257  11.5315  23.3346  -10.3152
 1O4  C22   C  CR16   0  -0.437  10.6150  24.0771   -9.5294
 1O4  C23   C  CR16   0   0.024  10.8454  24.3053   -8.2163
 1O4  C3    C  CR15   0  -0.058  11.2670  25.5024   -4.6435
 1O4  C7    C  CH1    0  -0.034   8.7352  30.1299  -10.6568
 1O4  C9    C  CH1    0   0.217   9.7193  28.8080  -12.3651
 1O4  N2    N  N      0  -0.456  11.3595  27.9229  -14.7400
 1O4  N4    N  NH2    0  -0.819  10.8471  23.9104  -15.6267
 1O4  N5    N  NR6    1  -0.472  11.9714  23.8090   -7.6219
 1O4  O1    O  O2     0  -0.755   8.2275  26.3463   -7.3519
 1O4  O10   O  O      0  -0.485  11.1555  24.3378   -5.4853
 1O4  O12   O  OH1    0  -0.647  14.4090  25.2783   -6.4595
 1O4  O2    O  O      0  -0.770   7.3546  25.5834   -9.6082
 1O4  O3    O  O2     0  -0.621   9.1292  27.3061   -9.4916
 1O4  O4    O  O2     0  -0.489  10.6091  28.8343  -11.2860
 1O4  O5    O  OH1    0  -0.652   7.6308  29.8292  -12.8697
 1O4  O6    O  OH1    0  -0.667   8.9930  31.4160  -11.1623
 1O4  O7    O  OP    -1  -0.781   6.7554  27.9642   -8.7056
 1O4  O8    O  OP    -1  -0.787   8.1800  28.4312   -5.8188
 1O4  O9    O  O      0  -0.770   6.5309  26.4363   -5.4279
 1O4  P     P  P      0   1.361   7.8523  26.9719   -5.8654
 1O4  P1    P  P      0   1.410   7.7073  26.8174   -8.8355
 1O4  H6    H  HCH1   0   0.248   7.8116  28.3732  -11.4249
 1O4  H51   H  HCH2   0   0.227  10.8194  28.1101   -8.6882
 1O4  H52   H  HCH2   0   0.223   9.3480  28.9265   -8.1832
 1O4  H4    H  HCH1   0   0.248  10.7003  30.2176   -9.7636
 1O4  HN62  H  HNH2   0   0.407  14.7465  21.2996   -8.8075
 1O4  HN61  H  HNH2   0   0.407  15.2928  20.8537  -10.3368
 1O4  H42   H  HCH2   0   0.216  10.5923  26.9552   -6.0858
 1O4  H41   H  HCH2   0   0.230  10.4696  27.4518   -4.4036
 1O4  H     H  HCR5   0   0.284  12.9198  23.3414   -5.8480
 1O4  H1    H  HCR5   0   0.265  12.6049  26.2020   -6.8536
 1O4  H10   H  HCR5   0   0.295   8.3628  26.3384  -11.8013
 1O4  H13   H  HCR6   0   0.250  12.6619  27.8072  -16.3140
 1O4  H15   H  HCR6   0   0.333  13.6990  22.7371   -7.7376
 1O4  H18   H  H      0   0.278  14.1340  21.3002  -12.3373
 1O4  H19   H  H      0   0.270  12.1863  22.2727  -13.4429
 1O4  H20   H  H      0   0.283  10.4842  23.5461  -12.1813
 1O4  H22   H  HCR6   0   0.296   9.7102  24.4702   -9.9727
 1O4  H23   H  HCR6   0   0.346  10.1654  24.8669   -7.5957
 1O4  H3    H  HCR5   0   0.268  11.0078  25.1923   -3.6266
 1O4  H5    H  HCH1   0   0.244   7.9551  30.1457   -9.8870
 1O4  H7    H  HCH1   0   0.251  10.0432  29.5107  -13.1401
 1O4  HN41  H  HNH2   0   0.401  11.3079  23.5405  -16.4406
 1O4  HN42  H  HNH2   0   0.411  10.1411  23.3452  -15.1878
 1O4  HO12  H  HOH1   0   0.468  14.8023  26.1072   -6.7493
 1O4  HO5   H  HOH1   0   0.459   6.7188  29.9431  -12.5852
 1O4  HO6   H  HOH1   0   0.453   9.2419  31.9851  -10.4274
 1O4  O11   O  OH1    0  -0.661  13.5608  25.2002   -3.8630
 1O4  N6    N  NH2    0  -0.858  14.7296  21.4885   -9.7946
 1O4  HO11  H  HOH1   0   0.458  13.3287  25.4268   -2.9564
 1O4  H2    H  HCR5   0   0.261  12.8494  27.0103   -4.5969

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
 1O4  N4   C14   single    1.337  0.020  1.337
 1O4  N3   C14   aromatic  1.337  0.020  1.337
 1O4  N3   C13   aromatic  1.331  0.020  1.331
 1O4  C14  C11   aromatic  1.405  0.020  1.405
 1O4  C13  N2    aromatic  1.322  0.020  1.322
 1O4  C11  N1    aromatic  1.371  0.020  1.371
 1O4  C11  C12   aromatic  1.385  0.020  1.385
 1O4  N1   C10   aromatic  1.300  0.020  1.300
 1O4  N2   C12   aromatic  1.330  0.020  1.330
 1O4  C12  N     aromatic  1.368  0.020  1.368
 1O4  C10  N     aromatic  1.372  0.020  1.372
 1O4  N    C9    single    1.444  0.020  1.444
 1O4  O5   C8    single    1.395  0.020  1.395
 1O4  C9   C8    single    1.529  0.020  1.529
 1O4  C9   O4    single    1.399  0.020  1.399
 1O4  C19  C18   aromatic  1.392  0.020  1.392
 1O4  C19  C20   aromatic  1.380  0.020  1.380
 1O4  C8   C7    single    1.529  0.020  1.529
 1O4  C18  C17   aromatic  1.390  0.020  1.390
 1O4  O6   C7    single    1.406  0.020  1.406
 1O4  O4   C6    single    1.428  0.020  1.428
 1O4  C20  C21   aromatic  1.394  0.020  1.394
 1O4  C7   C6    single    1.534  0.020  1.534
 1O4  C17  N6    single    1.352  0.020  1.352
 1O4  C17  C16   aromatic  1.437  0.020  1.437
 1O4  C6   C5    single    1.516  0.020  1.516
 1O4  C21  C16   aromatic  1.429  0.020  1.429
 1O4  C21  C22   aromatic  1.417  0.020  1.417
 1O4  C16  C15   aromatic  1.390  0.020  1.390
 1O4  O3   C5    single    1.408  0.020  1.408
 1O4  O3   P1    single    1.640  0.020  1.640
 1O4  C22  C23   aromatic  1.353  0.020  1.353
 1O4  O2   P1    deloc     1.498  0.020  1.498
 1O4  C15  N5    aromatic  1.324  0.020  1.324
 1O4  P1   O7    deloc     1.496  0.020  1.496
 1O4  P1   O1    single    1.641  0.020  1.641
 1O4  C23  N5    aromatic  1.367  0.020  1.367
 1O4  N5   C     single    1.480  0.020  1.480
 1O4  O1   P     single    1.656  0.020  1.656
 1O4  C    C1    single    1.529  0.020  1.529
 1O4  C    O10   single    1.380  0.020  1.380
 1O4  C1   O12   single    1.388  0.020  1.388
 1O4  C1   C2    single    1.529  0.020  1.529
 1O4  P    O9    deloc     1.491  0.020  1.491
 1O4  P    O     single    1.647  0.020  1.647
 1O4  P    O8    deloc     1.496  0.020  1.496
 1O4  O10  C3    single    1.441  0.020  1.441
 1O4  O    C4    single    1.408  0.020  1.408
 1O4  C4   C3    single    1.514  0.020  1.514
 1O4  C3   C2    single    1.532  0.020  1.532
 1O4  C2   O11   single    1.401  0.020  1.401
 1O4  C8   H6    single    0.970  0.020  1.090
 1O4  C5   H51   single    0.970  0.020  1.090
 1O4  C5   H52   single    0.970  0.020  1.090
 1O4  C6   H4    single    0.970  0.020  1.090
 1O4  N6   HN62  single    0.890  0.020  1.040
 1O4  N6   HN61  single    0.890  0.020  1.040
 1O4  C2   H2    single    0.970  0.020  1.090
 1O4  C4   H42   single    0.970  0.020  1.090
 1O4  C4   H41   single    0.970  0.020  1.090
 1O4  C    H     single    0.970  0.020  1.090
 1O4  C1   H1    single    0.970  0.020  1.090
 1O4  C10  H10   single    0.930  0.020  1.080
 1O4  C13  H13   single    0.930  0.020  1.080
 1O4  C15  H15   single    0.930  0.020  1.080
 1O4  C18  H18   single    0.930  0.020  1.080
 1O4  C19  H19   single    0.930  0.020  1.080
 1O4  C20  H20   single    0.930  0.020  1.080
 1O4  C22  H22   single    0.930  0.020  1.080
 1O4  C23  H23   single    0.930  0.020  1.080
 1O4  C3   H3    single    0.970  0.020  1.090
 1O4  C7   H5    single    0.970  0.020  1.090
 1O4  C9   H7    single    0.970  0.020  1.090
 1O4  N4   HN41  single    0.860  0.020  1.020
 1O4  N4   HN42  single    0.860  0.020  1.020
 1O4  O11  HO11  single    0.850  0.020  0.980
 1O4  O12  HO12  single    0.850  0.020  0.980
 1O4  O5   HO5   single    0.850  0.020  0.980
 1O4  O6   HO6   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
 1O4  H6    C8   O5    111.11  3.000
 1O4  H6    C8   C9    110.62  3.000
 1O4  O5    C8   C9    108.81  3.000
 1O4  H6    C8   C7    107.29  3.000
 1O4  C9    C8   C7    101.80  3.000
 1O4  O5    C8   C7    116.80  3.000
 1O4  H52   C5   H51   106.74  3.000
 1O4  H52   C5   O3    113.02  3.000
 1O4  H51   C5   O3    108.25  3.000
 1O4  H52   C5   C6    108.80  3.000
 1O4  H51   C5   C6    108.86  3.000
 1O4  O3    C5   C6    111.02  3.000
 1O4  H4    C6   O4    108.56  3.000
 1O4  H4    C6   C7    109.26  3.000
 1O4  O4    C6   C7    105.77  3.000
 1O4  H4    C6   C5    106.70  3.000
 1O4  C7    C6   C5    116.18  3.000
 1O4  O4    C6   C5    110.21  3.000
 1O4  C11   N1   C10   104.64  3.000
 1O4  H2    C2   O11   112.06  3.000
 1O4  H2    C2   C3    111.45  3.000
 1O4  O11   C2   C3    112.65  3.000
 1O4  H2    C2   C1    111.94  3.000
 1O4  O11   C2   C1    107.55  3.000
 1O4  C3    C2   C1    100.60  3.000
 1O4  C14   N3   C13   119.08  3.000
 1O4  H41   C4   H42   106.61  3.000
 1O4  H41   C4   C3    107.51  3.000
 1O4  H42   C4   C3    110.24  3.000
 1O4  H41   C4   O     110.98  3.000
 1O4  H42   C4   O     111.89  3.000
 1O4  C3    C4   O     109.48  3.000
 1O4  C9    N    C12   124.72  3.000
 1O4  C9    N    C10   129.16  3.000
 1O4  C12   N    C10   105.98  3.000
 1O4  H     C    O10   112.01  3.000
 1O4  H     C    N5    105.64  3.000
 1O4  O10   C    N5    110.29  3.000
 1O4  H     C    C1    110.98  3.000
 1O4  O10   C    C1    106.62  3.000
 1O4  N5    C    C1    111.37  3.000
 1O4  P     O    C4    117.77  3.000
 1O4  H1    C1   O12   111.73  3.000
 1O4  H1    C1   C     108.74  3.000
 1O4  O12   C1   C     109.85  3.000
 1O4  H1    C1   C2    108.24  3.000
 1O4  O12   C1   C2    117.18  3.000
 1O4  C     C1   C2    100.33  3.000
 1O4  H10   C10  N     122.60  3.000
 1O4  H10   C10  N1    124.09  3.000
 1O4  N     C10  N1    113.31  3.000
 1O4  C14   C11  C12   116.49  3.000
 1O4  C12   C11  N1    110.64  3.000
 1O4  C14   C11  N1    132.86  3.000
 1O4  N2    C12  C11   126.31  3.000
 1O4  N2    C12  N     128.26  3.000
 1O4  C11   C12  N     105.43  3.000
 1O4  H13   C13  N2    116.12  3.000
 1O4  H13   C13  N3    115.44  3.000
 1O4  N2    C13  N3    128.43  3.000
 1O4  N4    C14  C11   122.79  3.000
 1O4  C11   C14  N3    117.90  3.000
 1O4  N4    C14  N3    119.30  3.000
 1O4  H15   C15  N5    115.35  3.000
 1O4  H15   C15  C16   122.49  3.000
 1O4  N5    C15  C16   122.16  3.000
 1O4  C21   C16  C17   120.11  3.000
 1O4  C21   C16  C15   118.02  3.000
 1O4  C17   C16  C15   121.85  3.000
 1O4  C18   C17  C16   117.24  3.000
 1O4  C16   C17  N6    121.86  3.000
 1O4  C18   C17  N6    120.85  3.000
 1O4  H18   C18  C19   119.54  3.000
 1O4  H18   C18  C17   119.05  3.000
 1O4  C19   C18  C17   121.41  3.000
 1O4  H19   C19  C20   119.29  3.000
 1O4  H19   C19  C18   118.42  3.000
 1O4  C20   C19  C18   122.29  3.000
 1O4  H20   C20  C21   120.07  3.000
 1O4  H20   C20  C19   121.35  3.000
 1O4  C21   C20  C19   118.57  3.000
 1O4  C22   C21  C20   122.38  3.000
 1O4  C22   C21  C16   117.30  3.000
 1O4  C20   C21  C16   120.31  3.000
 1O4  H22   C22  C23   118.63  3.000
 1O4  H22   C22  C21   120.28  3.000
 1O4  C23   C22  C21   121.10  3.000
 1O4  H23   C23  N5    117.29  3.000
 1O4  H23   C23  C22   122.62  3.000
 1O4  N5    C23  C22   120.09  3.000
 1O4  H3    C3   O10   107.18  3.000
 1O4  H3    C3   C4    109.13  3.000
 1O4  O10   C3   C4    111.73  3.000
 1O4  H3    C3   C2    111.05  3.000
 1O4  C4    C3   C2    112.26  3.000
 1O4  O10   C3   C2    105.35  3.000
 1O4  H5    C7   O6    111.70  3.000
 1O4  H5    C7   C6    111.39  3.000
 1O4  O6    C7   C6    111.79  3.000
 1O4  H5    C7   C8    111.70  3.000
 1O4  C6    C7   C8    102.01  3.000
 1O4  O6    C7   C8    107.82  3.000
 1O4  H7    C9   O4    110.23  3.000
 1O4  H7    C9   N     105.60  3.000
 1O4  O4    C9   N     110.51  3.000
 1O4  H7    C9   C8    109.41  3.000
 1O4  O4    C9   C8    107.25  3.000
 1O4  N     C9   C8    113.85  3.000
 1O4  C13   N2   C12   111.77  3.000
 1O4  HN42  N4   HN41  117.92  3.000
 1O4  HN42  N4   C14   120.76  3.000
 1O4  HN41  N4   C14   119.81  3.000
 1O4  C23   N5   C15   121.28  3.000
 1O4  C23   N5   C     120.62  3.000
 1O4  C15   N5   C     117.90  3.000
 1O4  P1    O1   P     129.14  3.000
 1O4  C3    O10  C     110.41  3.000
 1O4  HO12  O12  C1    109.14  3.000
 1O4  P1    O3   C5    122.81  3.000
 1O4  C9    O4   C6    111.05  3.000
 1O4  HO5   O5   C8    108.64  3.000
 1O4  HO6   O6   C7    108.30  3.000
 1O4  O9    P    O8    122.36  3.000
 1O4  O8    P    O1    110.29  3.000
 1O4  O9    P    O1    109.17  3.000
 1O4  O8    P    O     109.10  3.000
 1O4  O9    P    O     106.49  3.000
 1O4  O1    P    O      96.18  3.000
 1O4  O7    P1   O3    110.97  3.000
 1O4  O7    P1   O2    121.76  3.000
 1O4  O3    P1   O2    104.08  3.000
 1O4  O7    P1   O1    110.07  3.000
 1O4  O2    P1   O1    107.72  3.000
 1O4  O3    P1   O1     99.92  3.000
 1O4  HO11  O11  C2    108.64  3.000
 1O4  HN61  N6   HN62  113.63  3.000
 1O4  HN61  N6   C17   117.61  3.000
 1O4  HN62  N6   C17   121.16  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
 1O4  CONST_01  N3    C14  C11  N1    180.00   0.0  0
 1O4  CONST_02  N2    C12  C11  N1    180.00   0.0  0
 1O4  CONST_03  N     C12  C11  N1      0.00   0.0  0
 1O4  CONST_04  C12   N    C10  N1      0.00   0.0  0
 1O4  CONST_05  C12   C11  C14  N3      0.00   0.0  0
 1O4  CONST_06  C12   N2   C13  N3      0.00   0.0  0
 1O4  CONST_07  C14   C11  C12  N     180.00   0.0  0
 1O4  CONST_08  C13   N2   C12  N     180.00   0.0  0
 1O4  CONST_09  C11   N1   C10  N       0.00   0.0  0
 1O4  CONST_10  C14   C11  N1   C10   180.00   0.0  0
 1O4  CONST_11  C12   C11  N1   C10     0.00   0.0  0
 1O4  CONST_12  C11   C12  N    C10     0.00   0.0  0
 1O4  CONST_13  N2    C12  N    C10   180.00   0.0  0
 1O4  CONST_14  C13   N3   C14  C11     0.00   0.0  0
 1O4  CONST_15  C13   N2   C12  C11     0.00   0.0  0
 1O4  CONST_16  N2    C13  N3   C14     0.00   0.0  0
 1O4  CONST_17  N2    C12  C11  C14     0.00   0.0  0
 1O4  CONST_18  C18   C17  C16  C15   180.00   0.0  0
 1O4  CONST_19  C20   C21  C16  C15   180.00   0.0  0
 1O4  CONST_20  C22   C21  C16  C15     0.00   0.0  0
 1O4  CONST_21  C22   C23  N5   C15     0.00   0.0  0
 1O4  CONST_22  C19   C18  C17  C16     0.00   0.0  0
 1O4  CONST_23  C19   C20  C21  C16     0.00   0.0  0
 1O4  CONST_24  C23   C22  C21  C16     0.00   0.0  0
 1O4  CONST_25  C23   N5   C15  C16     0.00   0.0  0
 1O4  CONST_26  C20   C19  C18  C17     0.00   0.0  0
 1O4  CONST_27  C20   C21  C16  C17     0.00   0.0  0
 1O4  CONST_28  C22   C21  C16  C17   180.00   0.0  0
 1O4  CONST_29  N5    C15  C16  C17   180.00   0.0  0
 1O4  CONST_30  C21   C20  C19  C18     0.00   0.0  0
 1O4  CONST_31  C21   C16  C17  C18     0.00   0.0  0
 1O4  CONST_32  C22   C21  C20  C19   180.00   0.0  0
 1O4  CONST_33  C23   C22  C21  C20   180.00   0.0  0
 1O4  CONST_34  N5    C15  C16  C21     0.00   0.0  0
 1O4  CONST_35  N5    C23  C22  C21     0.00   0.0  0
 1O4  CONST_36  C9    N    C10  N1    180.00   0.0  0
 1O4  CONST_37  C16   C15  N5   C     180.00   0.0  0
 1O4  CONST_38  C22   C23  N5   C     180.00   0.0  0
 1O4  CONST_39  C9    N    C12  C11   180.00   0.0  0
 1O4  CONST_40  N2    C12  N    C9      0.00   0.0  0
 1O4  CONST_41  C19   C18  C17  N6    180.00   0.0  0
 1O4  CONST_42  C21   C16  C17  N6    180.00   0.0  0
 1O4  CONST_43  C15   C16  C17  N6      0.00   0.0  0
 1O4  CONST_44  N4    C14  C11  N1      0.00   0.0  0
 1O4  CONST_45  N4    C14  C11  C12   180.00   0.0  0
 1O4  CONST_46  N4    C14  N3   C13   180.00   0.0  0
 1O4  CONST_47  H15   C15  N5   C       0.00   0.0  0
 1O4  CONST_48  H23   C23  N5   C       0.00   0.0  0
 1O4  CONST_49  H10   C10  N1   C11   180.00   0.0  0
 1O4  CONST_50  H13   C13  N2   C12   180.00   0.0  0
 1O4  CONST_51  H10   C10  N    C12   180.00   0.0  0
 1O4  CONST_52  H13   C13  N3   C14   180.00   0.0  0
 1O4  CONST_53  H23   C23  N5   C15   180.00   0.0  0
 1O4  CONST_54  H18   C18  C17  C16   180.00   0.0  0
 1O4  CONST_55  H20   C20  C21  C16   180.00   0.0  0
 1O4  CONST_56  H22   C22  C21  C16   180.00   0.0  0
 1O4  CONST_57  H19   C19  C18  C17   180.00   0.0  0
 1O4  CONST_58  H15   C15  C16  C17     0.00   0.0  0
 1O4  CONST_59  H20   C20  C19  C18   180.00   0.0  0
 1O4  CONST_60  H18   C18  C19  C20   180.00   0.0  0
 1O4  CONST_61  H22   C22  C21  C20     0.00   0.0  0
 1O4  CONST_62  H19   C19  C20  C21   180.00   0.0  0
 1O4  CONST_63  H15   C15  C16  C21   180.00   0.0  0
 1O4  CONST_64  H23   C23  C22  C21   180.00   0.0  0
 1O4  CONST_65  H20   C20  C21  C22     0.00   0.0  0
 1O4  CONST_66  H15   C15  N5   C23   180.00   0.0  0
 1O4  CONST_67  H10   C10  N    C9      0.00   0.0  0
 1O4  CONST_68  H22   C22  C23  N5    180.00   0.0  0
 1O4  CONST_69  HN41  N4   C14  N3      0.00   0.0  0
 1O4  CONST_70  HN42  N4   C14  N3    180.00   0.0  0
 1O4  CONST_71  HN41  N4   C14  C11   180.00   0.0  0
 1O4  CONST_72  HN42  N4   C14  C11     0.00   0.0  0
 1O4  CONST_74  HN61  N6   C17  C16   180.00   0.0  0
 1O4  CONST_76  HN61  N6   C17  C18     0.00   0.0  0
 1O4  Var_01    P1    O3   C5   C6   -120.79  30.0  1
 1O4  Var_02    P     O    C4   C3   -162.12  30.0  2
 1O4  Var_03    O2    P1   O3   C5   -178.85  30.0  3
 1O4  Var_04    O7    P1   O3   C5     48.52  30.0  3
 1O4  Var_05    O1    P1   O3   C5    -67.60  30.0  3
 1O4  Var_06    O1    P    O    C4     78.64  30.0  1
 1O4  Var_07    O9    P    O    C4   -169.24  30.0  1
 1O4  Var_08    O8    P    O    C4    -35.36  30.0  1
 1O4  Var_09    P1    O1   P    O    -169.54  30.0  2
 1O4  Var_10    P     O1   P1   O2   -135.70  30.0  3
 1O4  Var_11    P     O1   P1   O3    115.93  30.0  3
 1O4  Var_12    P     O1   P1   O7     -0.86  30.0  3
 1O4  Var_13    P1    O1   P    O8    -56.52  30.0  2
 1O4  Var_14    P1    O1   P    O9     80.59  30.0  2
 1O4  Var_15    H42   C4   O    P     -39.59  30.0  3
 1O4  Var_16    H41   C4   O    P      79.36  30.0  3
 1O4  Var_17    H51   C5   O3   P1    119.79  30.0  3
 1O4  Var_18    H52   C5   O3   P1      1.78  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
 1O4  chir_01  C8  O5   C9  C7   negativ
 1O4  chir_02  C6  O4   C7  C5   negativ
 1O4  chir_03  C2  C1   C3  O11  negativ
 1O4  chir_04  C   O10  N5  C1   negativ
 1O4  chir_05  C1  O12  C   C2   negativ
 1O4  chir_06  C3  O10  C2  C4   negativ
 1O4  chir_07  C7  C8   O6  C6   positiv
 1O4  chir_08  C9  O4   N   C8   negativ

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
 1O4  plan-1  C14   0.020
 1O4  plan-1  N4    0.020
 1O4  plan-1  HN41  0.020
 1O4  plan-1  HN42  0.020
 1O4  plan-2  N1    0.020
 1O4  plan-2  N3    0.020
 1O4  plan-2  N     0.020
 1O4  plan-2  C10   0.020
 1O4  plan-2  C11   0.020
 1O4  plan-2  C12   0.020
 1O4  plan-2  C13   0.020
 1O4  plan-2  C14   0.020
 1O4  plan-2  C9    0.020
 1O4  plan-2  N2    0.020
 1O4  plan-2  N4    0.020
 1O4  plan-2  H10   0.020
 1O4  plan-2  H13   0.020
 1O4  plan-3  C     0.020
 1O4  plan-3  C15   0.020
 1O4  plan-3  C16   0.020
 1O4  plan-3  C17   0.020
 1O4  plan-3  C18   0.020
 1O4  plan-3  C19   0.020
 1O4  plan-3  C20   0.020
 1O4  plan-3  C21   0.020
 1O4  plan-3  C22   0.020
 1O4  plan-3  C23   0.020
 1O4  plan-3  N5    0.020
 1O4  plan-3  H15   0.020
 1O4  plan-3  H18   0.020
 1O4  plan-3  H19   0.020
 1O4  plan-3  H20   0.020
 1O4  plan-3  H22   0.020
 1O4  plan-3  H23   0.020
 1O4  plan-3  N6    0.020
 1O4  plan-4  C17   0.020
 1O4  plan-4  HN62  0.020
 1O4  plan-4  HN61  0.020
 1O4  plan-4  N6    0.020

