# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Mar 18 20:32:49 2022
#   Inital geometry file: a 229 line input string
#   Ligand name: 1-[4-({(1R)-1-[(6S,7S)-2-amino-7-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]ethyl}amino)phenyl]-1-deoxy-5-O-{5-O-[(R)-{[(1R)-1,3-dicarboxypropyl]oxy}(hydroxy)phosphoryl]-alpha-D-ribofuranosyl}-D-xylitol
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H](Nc1ccc(C[C@H](O)[C@@H](O)[C@H](O)CO[C@H]2O[C@H](CO[P](O)(=O)O[C@H](CCC(O)=O)C(O)=O)[C@@H](O)[C@H]2O)cc1)[C@@H]3NC4=C(N[C@H]3C)NC(=NC4=O)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
 N4M  N4M  "1-[4-({(1R)-1-[(6S,7S)-2-amino-7-methyl-4-oxo-1,4,5,6,7,8-hexahydropteridin-6-yl]ethyl}amino)phenyl]-1-deoxy-5-O-{5-O-[(R)-{[(1R)-1,3-dicarboxypropyl]oxy}(hydroxy)phosphoryl]-alpha-D-ribofuranosyl}-D-xylitol"
  ligand  95  53  .  2022-09-15  2022-09-16
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK (reasonable std)
;

data_comp_N4M
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
 N4M  N2   N  NH1    0  -0.668   10.2791   1.6809  -0.1984
 N4M  C6   C  CR6    0  -0.061   10.1460   0.6705  -1.1755
 N4M  C7   C  CR6    0   0.656   10.5168  -0.6131  -0.8823
 N4M  N4   N  NR16   0  -0.737   10.2557  -1.6005  -1.7950
 N4M  C8   C  CR6    0   0.649    9.6653  -1.2950  -2.9810
 N4M  N6   N  NH2    0  -0.828    9.5006  -2.3164  -3.8467
 N4M  N5   N  N      0  -0.530    9.3064  -0.0915  -3.3088
 N4M  C9   C  CR6    0   0.397    9.5018   0.9533  -2.4309
 N4M  O1   O  O      0  -0.523    9.1337   2.0887  -2.7373
 N4M  N3   N  NH1    0  -0.679   11.1007  -0.9630   0.2775
 N4M  C2   C  CH1    0  -0.087   11.4019   0.0497   1.2722
 N4M  C1   C  CH3    0  -0.648   12.8160   0.5923   1.1085
 N4M  C3   C  CH1    0  -0.162   10.3503   1.1723   1.1550
 N4M  C4   C  CH1    0  -0.060    8.9613   0.6916   1.6397
 N4M  C31  C  CH3    0  -0.662    8.9033   0.7038   3.1648
 N4M  N1   N  NH1    0  -0.695    7.9450   1.5496   1.0676
 N4M  C10  C  CR6    0   0.351    6.6830   1.0869   0.7778
 N4M  C11  C  CR16   0  -0.330    6.1499  -0.0943   1.3060
 N4M  C12  C  CR16   0  -0.313    4.8586  -0.4964   0.9833
 N4M  C15  C  CR16   0  -0.339    5.8638   1.8353  -0.0860
 N4M  C14  C  CR16   0  -0.289    4.5829   1.4229  -0.3914
 N4M  C13  C  CR6    0   0.061    4.0451   0.2444   0.1333
 N4M  C16  C  CH2    0  -0.528    2.6288  -0.1603  -0.1662
 N4M  C17  C  CH1    0   0.016    1.6306   0.5441   0.7610
 N4M  O16  O  OH1    0  -0.672    1.8786   0.2422   2.1149
 N4M  C18  C  CH1    0  -0.005    0.1879   0.1626   0.4446
 N4M  O15  O  OH1    0  -0.669   -0.0454  -1.2228   0.5645
 N4M  C19  C  CH1    0  -0.013   -0.8395   0.9708   1.2692
 N4M  O14  O  OH1    0  -0.656   -1.0765   0.4144   2.5379
 N4M  C20  C  CH2    0  -0.174   -2.1227   1.1291   0.4679
 N4M  O2   O  O2     0  -0.505   -3.0506   1.8717   1.2304
 N4M  C21  C  CR15   0   0.313   -4.0774   2.4653   0.5208
 N4M  C22  C  CR15   0  -0.096   -4.8907   3.3520   1.4673
 N4M  O13  O  OH1    0  -0.667   -4.9820   2.8086   2.7557
 N4M  C23  C  CR15   0   0.008   -6.2642   3.2720   0.8092
 N4M  O12  O  OH1    0  -0.657   -7.3512   3.5889   1.6244
 N4M  O3   O  O      0  -0.517   -4.9739   1.5115  -0.0045
 N4M  C24  C  CR15   0  -0.002   -6.3153   1.8091   0.3680
 N4M  C25  C  CH2    0  -0.142   -7.2474   1.5917  -0.7979
 N4M  O4   O  O2     0  -0.629   -7.1793   0.2462  -1.2183
 N4M  P    P  P      0   1.365   -8.3701  -0.3374  -2.1914
 N4M  O5   O  O      0  -0.809   -8.7993   0.7229  -3.1592
 N4M  O6   O  OP    -1  -0.805   -7.8631  -1.6675  -2.6567
 N4M  O7   O  O2     0  -0.627   -9.6240  -0.5139  -1.1655
 N4M  C26  C  CH1    0  -0.052   -9.6143  -1.5336  -0.1757
 N4M  C30  C  C      0   0.394   -9.0720  -1.0374   1.1791
 N4M  O10  O  O      0  -0.595   -9.1970   0.1683   1.4543
 N4M  O11  O  OC    -1  -0.632   -8.6014  -1.9311   1.9169
 N4M  C27  C  CH2    0  -0.439  -11.0423  -2.0419   0.0031
 N4M  C28  C  CH2    0  -0.575  -11.6429  -2.6291  -1.2636
 N4M  C29  C  C      0   0.407  -13.0549  -3.2217  -1.1147
 N4M  O9   O  OC    -1  -0.634  -13.6801  -3.4273  -2.1776
 N4M  O8   O  O      0  -0.613  -13.4645  -3.4738   0.0364
 N4M  H1   H  HNH2   0   0.406    9.5128  -3.2669  -3.5162
 N4M  H2   H  HNH2   0   0.404    8.8970  -2.1399  -4.6320
 N4M  H4   H  HCH1   0   0.262   11.3249  -0.4296   2.2500
 N4M  H5   H  HCH3   0   0.223   12.9516   1.0627   0.1334
 N4M  H6   H  HCH3   0   0.233   13.0321   1.3358   1.8772
 N4M  H7   H  HCH3   0   0.241   13.5498  -0.2085   1.1982
 N4M  H8   H  HCH1   0   0.261   10.6695   2.0023   1.7909
 N4M  H9   H  HCH1   0   0.229    8.8137  -0.3423   1.2960
 N4M  H10  H  HCH3   0   0.226    9.0942   1.7080   3.5464
 N4M  H11  H  HCH3   0   0.239    7.9248   0.3894   3.5266
 N4M  H12  H  HCH3   0   0.226    9.6391   0.0278   3.6018
 N4M  H13  H  HNH1   0   0.380    8.3390   2.1378   0.3413
 N4M  H14  H  HCR6   0   0.254    6.7323  -0.7168   1.9718
 N4M  H15  H  HCR6   0   0.248    4.4901  -1.4267   1.4020
 N4M  H16  H  HCR6   0   0.248    6.2488   2.7506  -0.5217
 N4M  H17  H  HCR6   0   0.242    3.9847   2.0274  -1.0644
 N4M  H18  H  HCH2   0   0.244    2.3790   0.0947  -1.1997
 N4M  H19  H  HCH2   0   0.244    2.5175  -1.2428  -0.0676
 N4M  H20  H  HCH1   0   0.213    1.7160   1.6269   0.5787
 N4M  H21  H  HOH1   0   0.454    2.8077   0.4225   2.2977
 N4M  H22  H  HCH1   0   0.241    0.0379   0.4085  -0.6127
 N4M  H23  H  HOH1   0   0.444    0.3151  -1.5124   1.4103
 N4M  H24  H  HCH1   0   0.235   -0.4331   1.9717   1.4495
 N4M  H25  H  HOH1   0   0.440   -1.5502  -0.4170   2.4254
 N4M  H26  H  HCH2   0   0.219   -1.8914   1.6479  -0.4709
 N4M  H27  H  HCH2   0   0.219   -2.5342   0.1463   0.2029
 N4M  H28  H  HCR5   0   0.203   -3.6655   3.0528  -0.3143
 N4M  H29  H  HCR5   0   0.239   -4.4905   4.3745   1.4854
 N4M  H30  H  HOH1   0   0.449   -4.0960   2.5549   3.0371
 N4M  H31  H  HCR5   0   0.222   -6.2374   3.9078  -0.0891
 N4M  H32  H  HOH1   0   0.457   -7.3900   4.5451   1.7206
 N4M  H33  H  HCR5   0   0.230   -6.6327   1.1748   1.2044
 N4M  H34  H  HCH2   0   0.213   -8.2535   1.8621  -0.4660
 N4M  H35  H  HCH2   0   0.194   -6.9708   2.2637  -1.6197
 N4M  H37  H  HCH1   0   0.185   -8.9976  -2.3743  -0.5154
 N4M  H39  H  HCH2   0   0.211  -11.0309  -2.7987   0.7897
 N4M  H40  H  HCH2   0   0.203  -11.6690  -1.2232   0.3736
 N4M  H41  H  HCH2   0   0.216  -11.6601  -1.8807  -2.0595
 N4M  H42  H  HCH2   0   0.216  -10.9872  -3.4275  -1.6358
 N4M  H44  H  HNH1   0   0.368   11.0163   2.3442  -0.3963
 N4M  H45  H  HNR6   0   0.427   10.5247  -2.5519  -1.5906
 N4M  H3   H  HNH1   0   0.404   11.2039  -1.9345   0.5185

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
 N4M  O10  C30  deloc     1.243  0.020  1.243
 N4M  C30  O11  deloc     1.251  0.020  1.251
 N4M  C30  C26  single    1.541  0.020  1.541
 N4M  O8   C29  deloc     1.248  0.020  1.248
 N4M  C26  O7   single    1.421  0.020  1.421
 N4M  C26  C27  single    1.526  0.020  1.526
 N4M  C28  C29  single    1.539  0.020  1.539
 N4M  C28  C27  single    1.520  0.020  1.520
 N4M  C29  O9   deloc     1.250  0.020  1.250
 N4M  O7   P    single    1.630  0.020  1.630
 N4M  O4   C25  single    1.411  0.020  1.411
 N4M  O4   P    single    1.645  0.020  1.645
 N4M  O5   P    deloc     1.498  0.020  1.498
 N4M  C25  C24  single    1.508  0.020  1.508
 N4M  P    O6   deloc     1.498  0.020  1.498
 N4M  C23  C22  single    1.525  0.020  1.525
 N4M  C23  C24  single    1.529  0.020  1.529
 N4M  C23  O12  single    1.395  0.020  1.395
 N4M  C22  O13  single    1.401  0.020  1.401
 N4M  C22  C21  single    1.531  0.020  1.531
 N4M  C24  O3   single    1.424  0.020  1.424
 N4M  O3   C21  single    1.411  0.020  1.411
 N4M  C21  O2   single    1.382  0.020  1.382
 N4M  O2   C20  single    1.412  0.020  1.412
 N4M  C20  C19  single    1.521  0.020  1.521
 N4M  O15  C18  single    1.410  0.020  1.410
 N4M  C19  C18  single    1.545  0.020  1.545
 N4M  C19  O14  single    1.406  0.020  1.406
 N4M  C18  C17  single    1.525  0.020  1.525
 N4M  C17  O16  single    1.409  0.020  1.409
 N4M  C17  C16  single    1.534  0.020  1.534
 N4M  C12  C11  aromatic  1.391  0.020  1.391
 N4M  C12  C13  aromatic  1.390  0.020  1.390
 N4M  C16  C13  single    1.503  0.020  1.503
 N4M  C11  C10  aromatic  1.399  0.020  1.399
 N4M  C13  C14  aromatic  1.398  0.020  1.398
 N4M  C10  N1   single    1.375  0.020  1.375
 N4M  C10  C15  aromatic  1.406  0.020  1.406
 N4M  C14  C15  aromatic  1.380  0.020  1.380
 N4M  N1   C4   single    1.448  0.020  1.448
 N4M  C31  C4   single    1.526  0.020  1.526
 N4M  C4   C3   single    1.548  0.020  1.548
 N4M  C3   N2   single    1.447  0.020  1.447
 N4M  C3   C2   single    1.543  0.020  1.543
 N4M  N2   C6   single    1.412  0.020  1.412
 N4M  O1   C9   double    1.232  0.020  1.232
 N4M  C2   C1   single    1.523  0.020  1.523
 N4M  C2   N3   single    1.451  0.020  1.451
 N4M  C6   C9   single    1.439  0.020  1.439
 N4M  C6   C7   double    1.368  0.020  1.368
 N4M  C9   N5   single    1.379  0.020  1.379
 N4M  N3   C7   single    1.345  0.020  1.345
 N4M  C7   N4   single    1.370  0.020  1.370
 N4M  N5   C8   double    1.298  0.020  1.298
 N4M  N4   C8   single    1.360  0.020  1.360
 N4M  C8   N6   single    1.349  0.020  1.349
 N4M  N6   H1   single    0.890  0.020  1.040
 N4M  N6   H2   single    0.890  0.020  1.040
 N4M  C2   H4   single    0.970  0.020  1.090
 N4M  C1   H5   single    0.970  0.020  1.090
 N4M  C1   H6   single    0.970  0.020  1.090
 N4M  C1   H7   single    0.970  0.020  1.090
 N4M  C3   H8   single    0.970  0.020  1.090
 N4M  C4   H9   single    0.970  0.020  1.090
 N4M  C31  H10  single    0.970  0.020  1.090
 N4M  C31  H11  single    0.970  0.020  1.090
 N4M  C31  H12  single    0.970  0.020  1.090
 N4M  N1   H13  single    0.890  0.020  1.040
 N4M  C11  H14  single    0.930  0.020  1.080
 N4M  C12  H15  single    0.930  0.020  1.080
 N4M  C15  H16  single    0.930  0.020  1.080
 N4M  C14  H17  single    0.930  0.020  1.080
 N4M  C16  H18  single    0.970  0.020  1.090
 N4M  C16  H19  single    0.970  0.020  1.090
 N4M  C17  H20  single    0.970  0.020  1.090
 N4M  O16  H21  single    0.850  0.020  0.980
 N4M  C18  H22  single    0.970  0.020  1.090
 N4M  O15  H23  single    0.850  0.020  0.980
 N4M  C19  H24  single    0.970  0.020  1.090
 N4M  O14  H25  single    0.850  0.020  0.980
 N4M  C20  H26  single    0.970  0.020  1.090
 N4M  C20  H27  single    0.970  0.020  1.090
 N4M  C21  H28  single    0.970  0.020  1.090
 N4M  C22  H29  single    0.970  0.020  1.090
 N4M  O13  H30  single    0.850  0.020  0.980
 N4M  C23  H31  single    0.970  0.020  1.090
 N4M  O12  H32  single    0.850  0.020  0.980
 N4M  C24  H33  single    0.970  0.020  1.090
 N4M  C25  H34  single    0.970  0.020  1.090
 N4M  C25  H35  single    0.970  0.020  1.090
 N4M  C26  H37  single    0.970  0.020  1.090
 N4M  C27  H39  single    0.970  0.020  1.090
 N4M  C27  H40  single    0.970  0.020  1.090
 N4M  C28  H41  single    0.970  0.020  1.090
 N4M  C28  H42  single    0.970  0.020  1.090
 N4M  N2   H44  single    0.890  0.020  1.040
 N4M  N4   H45  single    0.860  0.020  1.020
 N4M  N3   H3   single    0.860  0.020  1.020

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
 N4M  H44  N2   C3   112.18  3.000
 N4M  H44  N2   C6   113.75  3.000
 N4M  C3   N2   C6   113.60  3.000
 N4M  C9   C6   C7   119.52  3.000
 N4M  C7   C6   N2   119.84  3.000
 N4M  C9   C6   N2   120.35  3.000
 N4M  N3   C7   N4   118.02  3.000
 N4M  N4   C7   C6   118.81  3.000
 N4M  N3   C7   C6   123.14  3.000
 N4M  H45  N4   C8   120.26  3.000
 N4M  H45  N4   C7   119.59  3.000
 N4M  C8   N4   C7   120.14  3.000
 N4M  N5   C8   N6   120.41  3.000
 N4M  N6   C8   N4   116.28  3.000
 N4M  N5   C8   N4   123.28  3.000
 N4M  H2   N6   H1   115.43  3.000
 N4M  H2   N6   C8   116.19  3.000
 N4M  H1   N6   C8   120.19  3.000
 N4M  C9   N5   C8   120.18  3.000
 N4M  O1   C9   N5   119.85  3.000
 N4M  N5   C9   C6   118.04  3.000
 N4M  O1   C9   C6   122.12  3.000
 N4M  H3   N3   C2   119.23  3.000
 N4M  H3   N3   C7   120.15  3.000
 N4M  C2   N3   C7   119.98  3.000
 N4M  H4   C2   C3   109.84  3.000
 N4M  H4   C2   C1   108.55  3.000
 N4M  C3   C2   C1   111.43  3.000
 N4M  H4   C2   N3   107.03  3.000
 N4M  C1   C2   N3   111.57  3.000
 N4M  C3   C2   N3   108.32  3.000
 N4M  H7   C1   H6   108.02  3.000
 N4M  H7   C1   H5   107.86  3.000
 N4M  H6   C1   H5   108.14  3.000
 N4M  H7   C1   C2   110.76  3.000
 N4M  H6   C1   C2   110.54  3.000
 N4M  H5   C1   C2   111.40  3.000
 N4M  H8   C3   C4   108.40  3.000
 N4M  H8   C3   C2   108.01  3.000
 N4M  C4   C3   C2   111.22  3.000
 N4M  H8   C3   N2   106.95  3.000
 N4M  C2   C3   N2   111.12  3.000
 N4M  C4   C3   N2   110.96  3.000
 N4M  H9   C4   N1   109.85  3.000
 N4M  H9   C4   C31  108.35  3.000
 N4M  N1   C4   C31  111.31  3.000
 N4M  H9   C4   C3   108.34  3.000
 N4M  C31  C4   C3   110.16  3.000
 N4M  N1   C4   C3   108.79  3.000
 N4M  H12  C31  H11  107.09  3.000
 N4M  H12  C31  H10  108.19  3.000
 N4M  H11  C31  H10  107.85  3.000
 N4M  H12  C31  C4   111.71  3.000
 N4M  H11  C31  C4   111.33  3.000
 N4M  H10  C31  C4   110.50  3.000
 N4M  H13  N1   C10  113.62  3.000
 N4M  H13  N1   C4   110.73  3.000
 N4M  C10  N1   C4   121.88  3.000
 N4M  C15  C10  C11  117.34  3.000
 N4M  C15  C10  N1   119.01  3.000
 N4M  C11  C10  N1   123.65  3.000
 N4M  H14  C11  C12  118.45  3.000
 N4M  H14  C11  C10  120.87  3.000
 N4M  C12  C11  C10  120.68  3.000
 N4M  H15  C12  C13  119.62  3.000
 N4M  H15  C12  C11  118.29  3.000
 N4M  C13  C12  C11  122.08  3.000
 N4M  H16  C15  C14  119.53  3.000
 N4M  H16  C15  C10  119.30  3.000
 N4M  C14  C15  C10  121.17  3.000
 N4M  H17  C14  C13  119.39  3.000
 N4M  H17  C14  C15  118.86  3.000
 N4M  C13  C14  C15  121.75  3.000
 N4M  C16  C13  C14  120.99  3.000
 N4M  C14  C13  C12  116.98  3.000
 N4M  C16  C13  C12  121.98  3.000
 N4M  H19  C16  H18  107.04  3.000
 N4M  H19  C16  C17  109.52  3.000
 N4M  H18  C16  C17  108.40  3.000
 N4M  H19  C16  C13  110.17  3.000
 N4M  H18  C16  C13  109.93  3.000
 N4M  C17  C16  C13  111.66  3.000
 N4M  H20  C17  C18  106.55  3.000
 N4M  H20  C17  O16  110.85  3.000
 N4M  C18  C17  O16  108.19  3.000
 N4M  H20  C17  C16  107.51  3.000
 N4M  O16  C17  C16  111.59  3.000
 N4M  C18  C17  C16  112.05  3.000
 N4M  H21  O16  C17  108.17  3.000
 N4M  H22  C18  C19  107.85  3.000
 N4M  H22  C18  O15  106.25  3.000
 N4M  C19  C18  O15  111.01  3.000
 N4M  H22  C18  C17  105.87  3.000
 N4M  C19  C18  C17  112.78  3.000
 N4M  O15  C18  C17  112.61  3.000
 N4M  H23  O15  C18  107.93  3.000
 N4M  H24  C19  C20  107.74  3.000
 N4M  H24  C19  O14  106.00  3.000
 N4M  C20  C19  O14  111.99  3.000
 N4M  H24  C19  C18  108.61  3.000
 N4M  O14  C19  C18  112.75  3.000
 N4M  C20  C19  C18  109.52  3.000
 N4M  H25  O14  C19  108.61  3.000
 N4M  H27  C20  H26  107.21  3.000
 N4M  H27  C20  O2   110.78  3.000
 N4M  H26  C20  O2   110.60  3.000
 N4M  H27  C20  C19  110.50  3.000
 N4M  H26  C20  C19  108.78  3.000
 N4M  O2   C20  C19  108.94  3.000
 N4M  C21  O2   C20  115.90  3.000
 N4M  H28  C21  O3   108.43  3.000
 N4M  H28  C21  C22  111.02  3.000
 N4M  O3   C21  C22  106.52  3.000
 N4M  H28  C21  O2   109.92  3.000
 N4M  O3   C21  O2   111.90  3.000
 N4M  C22  C21  O2   109.03  3.000
 N4M  H29  C22  C23  112.59  3.000
 N4M  H29  C22  O13  111.70  3.000
 N4M  C23  C22  O13  108.52  3.000
 N4M  H29  C22  C21  110.85  3.000
 N4M  O13  C22  C21  112.24  3.000
 N4M  C23  C22  C21  100.45  3.000
 N4M  H30  O13  C22  108.10  3.000
 N4M  H31  C23  C24  108.54  3.000
 N4M  H31  C23  O12  111.38  3.000
 N4M  C24  C23  O12  111.10  3.000
 N4M  H31  C23  C22  107.45  3.000
 N4M  O12  C23  C22  115.96  3.000
 N4M  C24  C23  C22  101.82  3.000
 N4M  H32  O12  C23  108.40  3.000
 N4M  C24  O3   C21  111.10  3.000
 N4M  H33  C24  C25  109.10  3.000
 N4M  H33  C24  O3   110.57  3.000
 N4M  C25  C24  O3   110.48  3.000
 N4M  H33  C24  C23  110.06  3.000
 N4M  O3   C24  C23  104.13  3.000
 N4M  C25  C24  C23  112.43  3.000
 N4M  H35  C25  H34  107.93  3.000
 N4M  H35  C25  O4   110.41  3.000
 N4M  H34  C25  O4   111.75  3.000
 N4M  H35  C25  C24  109.57  3.000
 N4M  H34  C25  C24  107.36  3.000
 N4M  O4   C25  C24  109.74  3.000
 N4M  P    O4   C25  118.66  3.000
 N4M  O7   P    O6   111.09  3.000
 N4M  O6   P    O5   121.66  3.000
 N4M  O7   P    O5   105.24  3.000
 N4M  O6   P    O4   104.70  3.000
 N4M  O5   P    O4   109.78  3.000
 N4M  O7   P    O4   102.88  3.000
 N4M  C26  O7   P    120.73  3.000
 N4M  H37  C26  C27  107.88  3.000
 N4M  H37  C26  C30  108.74  3.000
 N4M  C27  C26  C30  109.48  3.000
 N4M  H37  C26  O7   109.76  3.000
 N4M  C27  C26  O7   108.31  3.000
 N4M  C30  C26  O7   112.56  3.000
 N4M  O11  C30  O10  126.90  3.000
 N4M  O11  C30  C26  114.89  3.000
 N4M  O10  C30  C26  118.13  3.000
 N4M  H40  C27  H39  106.28  3.000
 N4M  H40  C27  C28  110.15  3.000
 N4M  H39  C27  C28  109.68  3.000
 N4M  H40  C27  C26  109.03  3.000
 N4M  H39  C27  C26  107.79  3.000
 N4M  C28  C27  C26  113.63  3.000
 N4M  H42  C28  H41  105.10  3.000
 N4M  H42  C28  C29  107.51  3.000
 N4M  H41  C28  C29  108.66  3.000
 N4M  H42  C28  C27  109.11  3.000
 N4M  H41  C28  C27  110.40  3.000
 N4M  C29  C28  C27  115.52  3.000
 N4M  O8   C29  O9   125.95  3.000
 N4M  O9   C29  C28  116.10  3.000
 N4M  O8   C29  C28  117.94  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
 N4M  CONST_01  C13  C12  C11  C10    0.00   0.0  0
 N4M  CONST_02  C13  C14  C15  C10    0.00   0.0  0
 N4M  CONST_03  C14  C13  C12  C11    0.00   0.0  0
 N4M  CONST_04  C14  C15  C10  C11    0.00   0.0  0
 N4M  CONST_05  C15  C10  C11  C12    0.00   0.0  0
 N4M  CONST_06  C15  C14  C13  C12    0.00   0.0  0
 N4M  CONST_07  C2   N3   C7   C6     0.00   0.0  0
 N4M  CONST_08  C8   N4   C7   C6     0.00   0.0  0
 N4M  CONST_09  N5   C8   N4   C7     0.00   0.0  0
 N4M  CONST_10  C2   N3   C7   N4   180.00   0.0  0
 N4M  CONST_11  C9   N5   C8   N4     0.00   0.0  0
 N4M  CONST_12  N3   C7   N4   C8   180.00   0.0  0
 N4M  CONST_13  C12  C11  C10  N1   180.00   0.0  0
 N4M  CONST_14  C14  C15  C10  N1   180.00   0.0  0
 N4M  CONST_15  C16  C13  C12  C11  180.00   0.0  0
 N4M  CONST_16  C16  C13  C14  C15  180.00   0.0  0
 N4M  CONST_17  N6   C8   N4   C7   180.00   0.0  0
 N4M  CONST_18  C9   N5   C8   N6   180.00   0.0  0
 N4M  CONST_19  H15  C12  C11  C10  180.00   0.0  0
 N4M  CONST_20  H17  C14  C15  C10  180.00   0.0  0
 N4M  CONST_21  H16  C15  C10  C11  180.00   0.0  0
 N4M  CONST_22  H14  C11  C10  C15  180.00   0.0  0
 N4M  CONST_23  H3   N3   C7   C6   180.00   0.0  0
 N4M  CONST_24  H45  N4   C7   C6   180.00   0.0  0
 N4M  CONST_29  H2   N6   C8   N4   180.00   0.0  0
 N4M  Var_01    C3   N2   C6   C7   -20.89  30.0  1
 N4M  Var_02    C17  C16  C13  C12   94.40  30.0  1
 N4M  Var_03    H26  C20  O2   C21   40.59  30.0  3
 N4M  Var_04    O7   P    O4   C25  -74.52  30.0  3
 N4M  Var_05    C29  C28  C27  C26  176.94  30.0  1
 N4M  Var_06    O8   C29  C28  C27  -16.87  30.0  3
 N4M  Var_07    H34  C25  O4   P     44.97  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
 N4M  chir_01  C2   C3   C1   N3   positiv
 N4M  chir_02  C3   N2   C4   C2   negativ
 N4M  chir_03  C4   N1   C3   C31  negativ
 N4M  chir_04  C17  C18  O16  C16  negativ
 N4M  chir_05  C18  O15  C17  C19  positiv
 N4M  chir_06  C19  O14  C18  C20  negativ
 N4M  chir_07  C21  O3   O2   C22  positiv
 N4M  chir_08  C22  O13  C21  C23  negativ
 N4M  chir_09  C23  O12  C24  C22  positiv
 N4M  chir_10  C24  O3   C23  C25  negativ
 N4M  chir_12  C26  O7   C30  C27  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
 N4M  plan-1  C26  0.020
 N4M  plan-1  C30  0.020
 N4M  plan-1  O10  0.020
 N4M  plan-1  O11  0.020
 N4M  plan-2  C28  0.020
 N4M  plan-2  C29  0.020
 N4M  plan-2  O9   0.020
 N4M  plan-2  O8   0.020
 N4M  plan-3  N1   0.020
 N4M  plan-3  C10  0.020
 N4M  plan-3  C11  0.020
 N4M  plan-3  C12  0.020
 N4M  plan-3  C15  0.020
 N4M  plan-3  C14  0.020
 N4M  plan-3  C13  0.020
 N4M  plan-3  C16  0.020
 N4M  plan-3  H14  0.020
 N4M  plan-3  H15  0.020
 N4M  plan-3  H16  0.020
 N4M  plan-3  H17  0.020
 N4M  plan-4  C4   0.020
 N4M  plan-4  N1   0.020
 N4M  plan-4  C10  0.020
 N4M  plan-4  H13  0.020
 N4M  plan-5  N2   0.020
 N4M  plan-5  C6   0.020
 N4M  plan-5  C7   0.020
 N4M  plan-5  N4   0.020
 N4M  plan-5  C8   0.020
 N4M  plan-5  N6   0.020
 N4M  plan-5  N5   0.020
 N4M  plan-5  C9   0.020
 N4M  plan-5  O1   0.020
 N4M  plan-5  N3   0.020
 N4M  plan-5  C2   0.020
 N4M  plan-5  H1   0.020
 N4M  plan-5  H2   0.020
 N4M  plan-5  H45  0.020
 N4M  plan-5  H3   0.020
 N4M  plan-6  N2   0.020
 N4M  plan-6  C6   0.020
 N4M  plan-6  C3   0.020
 N4M  plan-6  H44  0.020

