# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version 1.18.1-3865-
#   - file written: Fri May 22 05:53:40 2020
#   Inital geometry file: a 224 line input string
#   Ligand name: 2,6-dimethylphenyl [2-({3,5-dimethoxy-4-[3-(4-methylpiperazin-1-yl)propoxy]phenyl}amino)pyrimidin-4-yl](2,4-dimethoxyphenyl)carbamate
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(N(C(=O)Oc2c(C)cccc2C)c3ccnc(Nc4cc(OC)c(OCCCN5CCN(C)CC5)c(OC)c4)n3)c(OC)c1
#
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
 1N9  1N9  '2,6-dimethylphenyl [2-({3,5-dimethoxy-4-[3-(4-methylpiperazin-1-yl)propoxy]phenyl}amino)pyrimidin-4-yl](2,4-dimethoxyphenyl)carbamate'  ligand  96  50  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1N9
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
 1N9  C13   C  CR6   0   0.603  -1.6109  -3.8657  -10.2205
 1N9  N1    N  N     0  -0.484  -0.3181  -3.6254  -10.3815
 1N9  C19   C  CR6   0   0.561   0.3435  -4.3820  -11.2373
 1N9  C20   C  CR16  0  -0.418  -0.2848  -5.3741  -11.9820
 1N9  C5    C  CR16  0  -0.021  -1.6415  -5.5195  -11.7480
 1N9  N3    N  N     0  -0.469  -2.3193  -4.7897  -10.8784
 1N9  N4    N  NH1   0  -0.778  -2.3266  -3.1285   -9.3294
 1N9  C9    C  CR6   0   0.382  -1.9446  -2.1115   -8.4588
 1N9  N6    N  NT    0  -0.659   1.7041  -4.1066  -11.4083
 1N9  C10   C  CR6   0   0.142   2.3038  -4.3648  -12.6713
 1N9  C11   C  CR6   0   0.419   3.1598  -5.4671  -12.8165
 1N9  C12   C  C     0   0.734   2.4733  -3.6831  -10.3441
 1N9  C14   C  CR16  0  -0.236   2.0309  -3.5631  -13.7593
 1N9  C15   C  CR16  0  -0.418   2.5848  -3.8208  -15.0066
 1N9  C16   C  CR6   0   0.414   3.4433  -4.9074  -15.1465
 1N9  C17   C  CR16  0  -0.491   3.7318  -5.7282  -14.0510
 1N9  C18   C  CR16  0  -0.472  -2.9497  -1.5772   -7.6480
 1N9  C21   C  CR6   0   0.294  -2.6615  -0.5803   -6.7312
 1N9  C22   C  CR6   0   0.211  -1.3701  -0.0607   -6.6187
 1N9  C23   C  CR6   0   0.344  -0.3749  -0.5860   -7.4454
 1N9  C24   C  CR16  0  -0.466  -0.6520  -1.6002   -8.3535
 1N9  O1    O  O2    0  -0.503   3.6334  -3.1732  -10.7851
 1N9  C25   C  CR6   0   0.285   4.4219  -2.5321   -9.8406
 1N9  C26   C  CR6   0   0.048   5.4254  -3.2500   -9.2014
 1N9  C27   C  CR16  0  -0.333   6.2192  -2.5597   -8.2883
 1N9  C28   C  CR16  0  -0.221   6.0037  -1.2146   -8.0304
 1N9  C29   C  CR16  0  -0.329   4.9955  -0.5311   -8.6929
 1N9  C30   C  CR6   0   0.071   4.1816  -1.1808   -9.6154
 1N9  C31   C  CH3   0  -0.742   3.0875  -0.4552  -10.3394
 1N9  C32   C  CH3   0  -0.724   5.6480  -4.7053   -9.4849
 1N9  O6    O  O2    0  -0.488   0.9144  -0.1670   -7.3507
 1N9  C33   C  CH3   0  -0.420   1.1836   1.1618   -7.7705
 1N9  O2    O  O     0  -0.432   2.1715  -3.7529   -9.1859
 1N9  O3    O  O2    0  -0.468   4.0461  -5.2505  -16.2952
 1N9  O4    O  O2    0  -0.462   3.3626  -6.1983  -11.7142
 1N9  C36   C  CH3   0  -0.446   4.2634  -7.2890  -11.7757
 1N9  C37   C  CH3   0  -0.438   3.7982  -4.4731  -17.4515
 1N9  O5    O  O2    0  -0.492  -1.1140   0.9290   -5.7267
 1N9  C7    C  CH2   0  -0.149  -0.3787   0.5241   -4.5696
 1N9  C8    C  CH2   0  -0.508   0.1763   1.7573   -3.8870
 1N9  C35   C  CH2   0  -0.277   1.1573   1.3871   -2.7789
 1N9  O7    O  O2    0  -0.493  -3.6465  -0.1329   -5.9089
 1N9  C34   C  CH3   0  -0.410  -4.2303   1.1036   -6.2963
 1N9  C1    C  CH2   0  -0.277   4.1644   0.1981   -4.6847
 1N9  N2    N  NT    0  -0.412   4.8867  -0.4432   -3.6054
 1N9  C3    C  CH2   0  -0.280   3.9641  -1.0871   -2.6927
 1N9  C4    C  CH2   0  -0.280   2.9587  -0.0876   -2.1525
 1N9  N5    N  NT    0  -0.417   2.2326   0.5325   -3.2402
 1N9  C6    C  CH2   0  -0.289   3.1530   1.1908   -4.1438
 1N9  H20   H  HCR6  0   0.285   0.2334  -5.9991  -12.6927
 1N9  H5    H  HCR6  0   0.279  -2.2038  -6.2739  -12.2862
 1N9  HN4   H  HNH1  0   0.411  -3.3006  -3.3881   -9.2918
 1N9  H14   H  HCR6  0   0.272   1.3674  -2.7162  -13.6375
 1N9  H15   H  HCR6  0   0.283   2.3439  -3.1688  -15.8339
 1N9  H17   H  HCR6  0   0.292   4.4022  -6.5647  -14.1979
 1N9  H18   H  HCR6  0   0.273  -3.9630  -1.9580   -7.7048
 1N9  H24   H  HCR6  0   0.322   0.1527  -1.9967   -8.9501
 1N9  H27   H  HCR6  0   0.252   7.0112  -3.0885   -7.7725
 1N9  H28   H  HCR6  0   0.252   6.6262  -0.6945   -7.3141
 1N9  H29   H  HCR6  0   0.248   4.8308   0.5204   -8.4914
 1N9  H311  H  HCH3  0   0.254   3.1384  -0.6062  -11.4178
 1N9  H312  H  HCH3  0   0.253   2.1011  -0.7843  -10.0081
 1N9  H313  H  HCH3  0   0.252   3.1470   0.6148  -10.1487
 1N9  H321  H  HCH3  0   0.247   4.7885  -5.3095   -9.1914
 1N9  H322  H  HCH3  0   0.249   5.8249  -4.8882  -10.5450
 1N9  H323  H  HCH3  0   0.252   6.5115  -5.0731   -8.9338
 1N9  H331  H  HCH3  0   0.232   0.7077   1.9071   -7.1322
 1N9  H332  H  HCH3  0   0.224   0.8642   1.3250   -8.8032
 1N9  H333  H  HCH3  0   0.234   2.2632   1.2917   -7.7182
 1N9  H361  H  HCH3  0   0.233   5.2650  -6.9704  -12.0732
 1N9  H362  H  HCH3  0   0.241   3.9159  -8.0613  -12.4658
 1N9  H363  H  HCH3  0   0.266   4.3085  -7.7061  -10.7734
 1N9  H371  H  HCH3  0   0.262   4.3902  -4.9126  -18.2501
 1N9  H372  H  HCH3  0   0.231   4.1055  -3.4332  -17.3168
 1N9  H373  H  HCH3  0   0.232   2.7444  -4.4972  -17.7400
 1N9  H71   H  HCH2  0   0.231   0.4426  -0.1377   -4.8487
 1N9  H72   H  HCH2  0   0.215  -1.0357  -0.0305   -3.8891
 1N9  H81   H  HCH2  0   0.245  -0.6293   2.3521   -3.4497
 1N9  H82   H  HCH2  0   0.233   0.6604   2.3974   -4.6290
 1N9  H351  H  HCH2  0   0.207   1.5318   2.3122   -2.3092
 1N9  H352  H  HCH2  0   0.230   0.6166   0.8441   -1.9981
 1N9  H341  H  HCH3  0   0.220  -4.6729   1.0387   -7.2939
 1N9  H342  H  HCH3  0   0.225  -3.5062   1.9204   -6.2837
 1N9  H343  H  HCH3  0   0.239  -5.0182   1.3238   -5.5783
 1N9  H11   H  HCH2  0   0.189   3.6388  -0.5348   -5.3218
 1N9  H12   H  HCH2  0   0.229   4.8754   0.7227   -5.3285
 1N9  H31   H  HCH2  0   0.232   4.5257  -1.5176   -1.8599
 1N9  H32   H  HCH2  0   0.186   3.4194  -1.9152   -3.1799
 1N9  H41   H  HCH2  0   0.234   2.2519  -0.6094   -1.5027
 1N9  H42   H  HCH2  0   0.186   3.4854   0.6554   -1.5281
 1N9  H61   H  HCH2  0   0.192   3.6823   2.0241   -3.6487
 1N9  H62   H  HCH2  0   0.238   2.6067   1.6147   -4.9878
 1N9  H21   H  HCH3  0   0.231   6.5966  -0.8359   -4.7362
 1N9  H22   H  HCH3  0   0.190   5.4573  -2.1867   -4.6969
 1N9  H23   H  HCH3  0   0.232   6.4352  -1.8031   -3.2689
 1N9  C2    C  CH3   0  -0.518   5.8826  -1.3634   -4.1009

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
 1N9  C13  N3    aromatic  1.337  0.020  1.337
 1N9  C13  N4    single    1.360  0.020  1.360
 1N9  C13  N1    aromatic  1.325  0.020  1.325
 1N9  N1   C19   aromatic  1.320  0.020  1.320
 1N9  C19  C20   aromatic  1.391  0.020  1.391
 1N9  C19  N6    single    1.399  0.020  1.399
 1N9  C20  C5    aromatic  1.384  0.020  1.384
 1N9  C20  H20   single    0.930  0.020  1.080
 1N9  C5   N3    aromatic  1.322  0.020  1.322
 1N9  C5   H5    single    0.930  0.020  1.080
 1N9  N4   C9    single    1.392  0.020  1.392
 1N9  N4   HN4   single    0.860  0.020  1.020
 1N9  C9   C24   aromatic  1.394  0.020  1.394
 1N9  C9   C18   aromatic  1.398  0.020  1.398
 1N9  N6   C12   single    1.380  0.020  1.380
 1N9  N6   C10   single    1.422  0.020  1.422
 1N9  C10  C11   aromatic  1.403  0.020  1.403
 1N9  C10  C14   aromatic  1.379  0.020  1.379
 1N9  C11  O4    single    1.338  0.020  1.338
 1N9  C11  C17   aromatic  1.385  0.020  1.385
 1N9  C12  O2    double    1.199  0.020  1.199
 1N9  C12  O1    single    1.342  0.020  1.342
 1N9  C14  C15   aromatic  1.389  0.020  1.389
 1N9  C14  H14   single    0.930  0.020  1.080
 1N9  C15  C16   aromatic  1.392  0.020  1.392
 1N9  C15  H15   single    0.930  0.020  1.080
 1N9  C16  C17   aromatic  1.399  0.020  1.399
 1N9  C16  O3    single    1.342  0.020  1.342
 1N9  C17  H17   single    0.930  0.020  1.080
 1N9  C18  C21   aromatic  1.385  0.020  1.385
 1N9  C18  H18   single    0.930  0.020  1.080
 1N9  C21  C22   aromatic  1.397  0.020  1.397
 1N9  C21  O7    single    1.359  0.020  1.359
 1N9  C22  C23   aromatic  1.396  0.020  1.396
 1N9  C22  O5    single    1.357  0.020  1.357
 1N9  C23  C24   aromatic  1.389  0.020  1.389
 1N9  C23  O6    single    1.359  0.020  1.359
 1N9  C24  H24   single    0.930  0.020  1.080
 1N9  O1   C25   single    1.387  0.020  1.387
 1N9  C25  C30   aromatic  1.391  0.020  1.391
 1N9  C25  C26   aromatic  1.390  0.020  1.390
 1N9  C26  C32   single    1.499  0.020  1.499
 1N9  C26  C27   aromatic  1.393  0.020  1.393
 1N9  C27  C28   aromatic  1.386  0.020  1.386
 1N9  C27  H27   single    0.930  0.020  1.080
 1N9  C28  C29   aromatic  1.387  0.020  1.387
 1N9  C28  H28   single    0.930  0.020  1.080
 1N9  C29  C30   aromatic  1.391  0.020  1.391
 1N9  C29  H29   single    0.930  0.020  1.080
 1N9  C30  C31   single    1.499  0.020  1.499
 1N9  C31  H311  single    0.970  0.020  1.090
 1N9  C31  H312  single    0.970  0.020  1.090
 1N9  C31  H313  single    0.970  0.020  1.090
 1N9  C32  H321  single    0.970  0.020  1.090
 1N9  C32  H322  single    0.970  0.020  1.090
 1N9  C32  H323  single    0.970  0.020  1.090
 1N9  O6   C33   single    1.419  0.020  1.419
 1N9  C33  H331  single    0.970  0.020  1.090
 1N9  C33  H332  single    0.970  0.020  1.090
 1N9  C33  H333  single    0.970  0.020  1.090
 1N9  O3   C37   single    1.415  0.020  1.415
 1N9  O4   C36   single    1.416  0.020  1.416
 1N9  C36  H361  single    0.970  0.020  1.090
 1N9  C36  H362  single    0.970  0.020  1.090
 1N9  C36  H363  single    0.970  0.020  1.090
 1N9  C37  H371  single    0.970  0.020  1.090
 1N9  C37  H372  single    0.970  0.020  1.090
 1N9  C37  H373  single    0.970  0.020  1.090
 1N9  O5   C7    single    1.430  0.020  1.430
 1N9  C7   C8    single    1.515  0.020  1.515
 1N9  C7   H71   single    0.970  0.020  1.090
 1N9  C7   H72   single    0.970  0.020  1.090
 1N9  C8   C35   single    1.526  0.020  1.526
 1N9  C8   H81   single    0.970  0.020  1.090
 1N9  C8   H82   single    0.970  0.020  1.090
 1N9  C35  N5    single    1.449  0.020  1.449
 1N9  C35  H351  single    0.970  0.020  1.090
 1N9  C35  H352  single    0.970  0.020  1.090
 1N9  O7   C34   single    1.421  0.020  1.421
 1N9  C34  H341  single    0.970  0.020  1.090
 1N9  C34  H342  single    0.970  0.020  1.090
 1N9  C34  H343  single    0.970  0.020  1.090
 1N9  C1   N2    single    1.448  0.020  1.448
 1N9  C1   C6    single    1.517  0.020  1.517
 1N9  C1   H11   single    0.970  0.020  1.090
 1N9  C1   H12   single    0.970  0.020  1.090
 1N9  N2   C2    single    1.444  0.020  1.444
 1N9  N2   C3    single    1.449  0.020  1.449
 1N9  C3   C4    single    1.517  0.020  1.517
 1N9  C3   H31   single    0.970  0.020  1.090
 1N9  C3   H32   single    0.970  0.020  1.090
 1N9  C4   N5    single    1.447  0.020  1.447
 1N9  C4   H41   single    0.970  0.020  1.090
 1N9  C4   H42   single    0.970  0.020  1.090
 1N9  N5   C6    single    1.448  0.020  1.448
 1N9  C6   H61   single    0.970  0.020  1.090
 1N9  C6   H62   single    0.970  0.020  1.090
 1N9  C2   H21   single    0.970  0.020  1.090
 1N9  C2   H22   single    0.970  0.020  1.090
 1N9  C2   H23   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
 1N9  N4    C13  N3    114.72  3.000
 1N9  N4    C13  N1    119.65  3.000
 1N9  N3    C13  N1    125.63  3.000
 1N9  C19   N1   C13   117.63  3.000
 1N9  N6    C19  C20   120.97  3.000
 1N9  N6    C19  N1    116.99  3.000
 1N9  C20   C19  N1    121.99  3.000
 1N9  H20   C20  C5    121.41  3.000
 1N9  H20   C20  C19   123.30  3.000
 1N9  C5    C20  C19   115.29  3.000
 1N9  H5    C5   N3    116.41  3.000
 1N9  H5    C5   C20   119.83  3.000
 1N9  N3    C5   C20   123.75  3.000
 1N9  C5    N3   C13   115.68  3.000
 1N9  HN4   N4   C9    115.45  3.000
 1N9  HN4   N4   C13   113.14  3.000
 1N9  C9    N4   C13   131.40  3.000
 1N9  C24   C9   C18   118.86  3.000
 1N9  C18   C9   N4    116.41  3.000
 1N9  C24   C9   N4    124.73  3.000
 1N9  C12   N6   C10   120.38  3.000
 1N9  C10   N6   C19   118.89  3.000
 1N9  C12   N6   C19   120.57  3.000
 1N9  C14   C10  C11   119.73  3.000
 1N9  C14   C10  N6    120.79  3.000
 1N9  C11   C10  N6    119.47  3.000
 1N9  O4    C11  C17   124.64  3.000
 1N9  C17   C11  C10   119.48  3.000
 1N9  O4    C11  C10   115.88  3.000
 1N9  O2    C12  O1    123.87  3.000
 1N9  O1    C12  N6    110.19  3.000
 1N9  O2    C12  N6    125.94  3.000
 1N9  H14   C14  C15   119.38  3.000
 1N9  H14   C14  C10   119.16  3.000
 1N9  C15   C14  C10   121.46  3.000
 1N9  H15   C15  C16   122.12  3.000
 1N9  H15   C15  C14   119.12  3.000
 1N9  C16   C15  C14   118.75  3.000
 1N9  O3    C16  C17   115.32  3.000
 1N9  O3    C16  C15   124.24  3.000
 1N9  C17   C16  C15   120.44  3.000
 1N9  H17   C17  C16   118.37  3.000
 1N9  H17   C17  C11   121.50  3.000
 1N9  C16   C17  C11   120.13  3.000
 1N9  H18   C18  C21   118.83  3.000
 1N9  H18   C18  C9    120.50  3.000
 1N9  C21   C18  C9    120.64  3.000
 1N9  O7    C21  C22   119.94  3.000
 1N9  O7    C21  C18   119.13  3.000
 1N9  C22   C21  C18   120.91  3.000
 1N9  O5    C22  C23   121.95  3.000
 1N9  O5    C22  C21   119.93  3.000
 1N9  C23   C22  C21   118.12  3.000
 1N9  O6    C23  C24   117.38  3.000
 1N9  O6    C23  C22   121.26  3.000
 1N9  C24   C23  C22   121.30  3.000
 1N9  H24   C24  C23   118.80  3.000
 1N9  H24   C24  C9    121.04  3.000
 1N9  C23   C24  C9    120.14  3.000
 1N9  C25   O1   C12   116.32  3.000
 1N9  C30   C25  C26   123.52  3.000
 1N9  C26   C25  O1    119.01  3.000
 1N9  C30   C25  O1    117.45  3.000
 1N9  C32   C26  C27   121.36  3.000
 1N9  C27   C26  C25   117.20  3.000
 1N9  C32   C26  C25   121.45  3.000
 1N9  H27   C27  C28   119.92  3.000
 1N9  H27   C27  C26   119.14  3.000
 1N9  C28   C27  C26   120.94  3.000
 1N9  H28   C28  C29   119.84  3.000
 1N9  H28   C28  C27   120.00  3.000
 1N9  C29   C28  C27   120.16  3.000
 1N9  H29   C29  C30   119.19  3.000
 1N9  H29   C29  C28   120.02  3.000
 1N9  C30   C29  C28   120.80  3.000
 1N9  C31   C30  C29   121.41  3.000
 1N9  C31   C30  C25   121.21  3.000
 1N9  C29   C30  C25   117.39  3.000
 1N9  H313  C31  H312  107.02  3.000
 1N9  H313  C31  H311  107.87  3.000
 1N9  H312  C31  H311  107.51  3.000
 1N9  H313  C31  C30   110.56  3.000
 1N9  H312  C31  C30   111.53  3.000
 1N9  H311  C31  C30   112.12  3.000
 1N9  H323  C32  H322  107.88  3.000
 1N9  H323  C32  H321  107.56  3.000
 1N9  H322  C32  H321  107.25  3.000
 1N9  H323  C32  C26   110.49  3.000
 1N9  H322  C32  C26   111.77  3.000
 1N9  H321  C32  C26   111.70  3.000
 1N9  C33   O6   C23   116.61  3.000
 1N9  H333  C33  H332  108.50  3.000
 1N9  H333  C33  H331  108.85  3.000
 1N9  H332  C33  H331  108.87  3.000
 1N9  H333  C33  O6    106.59  3.000
 1N9  H332  C33  O6    111.34  3.000
 1N9  H331  C33  O6    112.58  3.000
 1N9  C37   O3   C16   118.70  3.000
 1N9  C36   O4   C11   118.79  3.000
 1N9  H363  C36  H362  108.94  3.000
 1N9  H363  C36  H361  108.97  3.000
 1N9  H362  C36  H361  109.01  3.000
 1N9  H363  C36  O4    106.38  3.000
 1N9  H362  C36  O4    111.69  3.000
 1N9  H361  C36  O4    111.75  3.000
 1N9  H373  C37  H372  108.95  3.000
 1N9  H373  C37  H371  108.80  3.000
 1N9  H372  C37  H371  108.80  3.000
 1N9  H373  C37  O3    111.87  3.000
 1N9  H372  C37  O3    111.89  3.000
 1N9  H371  C37  O3    106.43  3.000
 1N9  C7    O5   C22   115.01  3.000
 1N9  H72   C7   H71   107.64  3.000
 1N9  H72   C7   C8    110.59  3.000
 1N9  H71   C7   C8    109.47  3.000
 1N9  H72   C7   O5    109.72  3.000
 1N9  H71   C7   O5    110.61  3.000
 1N9  C8    C7   O5    108.82  3.000
 1N9  H82   C8   H81   106.22  3.000
 1N9  H82   C8   C35   110.51  3.000
 1N9  H81   C8   C35   108.39  3.000
 1N9  H82   C8   C7    109.46  3.000
 1N9  H81   C8   C7    110.69  3.000
 1N9  C35   C8   C7    111.43  3.000
 1N9  H352  C35  H351  106.27  3.000
 1N9  H352  C35  N5    107.53  3.000
 1N9  H351  C35  N5    112.23  3.000
 1N9  H352  C35  C8    108.73  3.000
 1N9  H351  C35  C8    108.91  3.000
 1N9  N5    C35  C8    112.90  3.000
 1N9  C34   O7   C21   114.79  3.000
 1N9  H343  C34  H342  108.74  3.000
 1N9  H343  C34  H341  108.72  3.000
 1N9  H342  C34  H341  108.87  3.000
 1N9  H343  C34  O7    107.07  3.000
 1N9  H342  C34  O7    112.05  3.000
 1N9  H341  C34  O7    111.30  3.000
 1N9  H12   C1   H11   106.75  3.000
 1N9  H12   C1   C6    109.24  3.000
 1N9  H11   C1   C6    108.82  3.000
 1N9  H12   C1   N2    109.08  3.000
 1N9  H11   C1   N2    111.93  3.000
 1N9  C6    C1   N2    110.89  3.000
 1N9  C2    N2   C3    111.85  3.000
 1N9  C3    N2   C1    110.40  3.000
 1N9  C2    N2   C1    111.75  3.000
 1N9  H32   C3   H31   107.11  3.000
 1N9  H32   C3   C4    108.92  3.000
 1N9  H31   C3   C4    109.20  3.000
 1N9  H32   C3   N2    111.68  3.000
 1N9  H31   C3   N2    109.14  3.000
 1N9  C4    C3   N2    110.70  3.000
 1N9  H42   C4   H41   107.07  3.000
 1N9  H42   C4   N5    112.09  3.000
 1N9  H41   C4   N5    109.09  3.000
 1N9  H42   C4   C3    109.18  3.000
 1N9  H41   C4   C3    109.01  3.000
 1N9  N5    C4   C3    110.31  3.000
 1N9  C6    N5   C4    110.18  3.000
 1N9  C6    N5   C35   113.71  3.000
 1N9  C4    N5   C35   112.69  3.000
 1N9  H62   C6   H61   107.08  3.000
 1N9  H62   C6   N5    109.94  3.000
 1N9  H61   C6   N5    111.58  3.000
 1N9  H62   C6   C1    108.20  3.000
 1N9  H61   C6   C1    109.51  3.000
 1N9  N5    C6   C1    110.41  3.000
 1N9  H23   C2   H22   107.87  3.000
 1N9  H23   C2   H21   107.89  3.000
 1N9  H22   C2   H21   107.39  3.000
 1N9  H23   C2   N2    110.15  3.000
 1N9  H22   C2   N2    113.31  3.000
 1N9  H21   C2   N2    110.05  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
 1N9  CONST_01  C20   C5   N3   C13     0.00   0.0  0
 1N9  CONST_02  C20   C19  N1   C13     0.00   0.0  0
 1N9  CONST_03  C5    N3   C13  N1      0.00   0.0  0
 1N9  CONST_04  C5    C20  C19  N1      0.00   0.0  0
 1N9  CONST_05  N3    C13  N1   C19     0.00   0.0  0
 1N9  CONST_06  N3    C5   C20  C19     0.00   0.0  0
 1N9  CONST_07  C22   C23  C24  C9      0.00   0.0  0
 1N9  CONST_08  C22   C21  C18  C9      0.00   0.0  0
 1N9  CONST_09  C16   C17  C11  C10     0.00   0.0  0
 1N9  CONST_10  C16   C15  C14  C10     0.00   0.0  0
 1N9  CONST_11  C15   C14  C10  C11     0.00   0.0  0
 1N9  CONST_12  C15   C16  C17  C11     0.00   0.0  0
 1N9  CONST_13  C17   C11  C10  C14     0.00   0.0  0
 1N9  CONST_14  C17   C16  C15  C14     0.00   0.0  0
 1N9  CONST_15  C23   C24  C9   C18     0.00   0.0  0
 1N9  CONST_16  C23   C22  C21  C18     0.00   0.0  0
 1N9  CONST_17  C24   C9   C18  C21     0.00   0.0  0
 1N9  CONST_18  C24   C23  C22  C21     0.00   0.0  0
 1N9  CONST_19  C28   C29  C30  C25     0.00   0.0  0
 1N9  CONST_20  C28   C27  C26  C25     0.00   0.0  0
 1N9  CONST_21  C29   C30  C25  C26     0.00   0.0  0
 1N9  CONST_22  C29   C28  C27  C26     0.00   0.0  0
 1N9  CONST_23  C30   C25  C26  C27     0.00   0.0  0
 1N9  CONST_24  C30   C29  C28  C27     0.00   0.0  0
 1N9  CONST_25  N6    C19  N1   C13   180.00   0.0  0
 1N9  CONST_26  N4    C13  N1   C19   180.00   0.0  0
 1N9  CONST_27  N6    C19  C20  C5    180.00   0.0  0
 1N9  CONST_28  N4    C13  N3   C5    180.00   0.0  0
 1N9  CONST_29  C23   C24  C9   N4    180.00   0.0  0
 1N9  CONST_30  C21   C18  C9   N4    180.00   0.0  0
 1N9  CONST_31  O6    C23  C24  C9    180.00   0.0  0
 1N9  CONST_32  O7    C21  C18  C9    180.00   0.0  0
 1N9  CONST_33  C17   C11  C10  N6    180.00   0.0  0
 1N9  CONST_34  C15   C14  C10  N6    180.00   0.0  0
 1N9  CONST_35  O3    C16  C17  C11   180.00   0.0  0
 1N9  CONST_36  O4    C11  C10  C14   180.00   0.0  0
 1N9  CONST_37  O3    C16  C15  C14   180.00   0.0  0
 1N9  CONST_38  O4    C11  C17  C16   180.00   0.0  0
 1N9  CONST_39  O5    C22  C21  C18   180.00   0.0  0
 1N9  CONST_40  O6    C23  C22  C21   180.00   0.0  0
 1N9  CONST_41  O7    C21  C22  C23   180.00   0.0  0
 1N9  CONST_42  O5    C22  C23  C24   180.00   0.0  0
 1N9  CONST_43  C29   C30  C25  O1    180.00   0.0  0
 1N9  CONST_44  C27   C26  C25  O1    180.00   0.0  0
 1N9  CONST_45  C31   C30  C25  C26   180.00   0.0  0
 1N9  CONST_46  C32   C26  C27  C28   180.00   0.0  0
 1N9  CONST_47  C31   C30  C29  C28   180.00   0.0  0
 1N9  CONST_48  C32   C26  C25  C30   180.00   0.0  0
 1N9  CONST_49  H5    C5   N3   C13   180.00   0.0  0
 1N9  CONST_50  H20   C20  C19  N1    180.00   0.0  0
 1N9  CONST_51  H17   C17  C11  C10   180.00   0.0  0
 1N9  CONST_52  H15   C15  C14  C10   180.00   0.0  0
 1N9  CONST_53  H14   C14  C10  C11   180.00   0.0  0
 1N9  CONST_54  H24   C24  C9   C18   180.00   0.0  0
 1N9  CONST_55  H18   C18  C21  C22   180.00   0.0  0
 1N9  CONST_56  H29   C29  C30  C25   180.00   0.0  0
 1N9  CONST_57  H27   C27  C26  C25   180.00   0.0  0
 1N9  CONST_58  H28   C28  C27  C26   180.00   0.0  0
 1N9  Var_01    C4    C3   N2   C1    -56.79  30.0  1
 1N9  Var_02    C4    N5   C6   C1     57.92  30.0  1
 1N9  Var_03    N5    C6   C1   N2    -57.25  30.0  1
 1N9  Var_04    N5    C4   C3   N2     57.83  30.0  1
 1N9  Var_05    C6    C1   N2   C3     56.54  30.0  1
 1N9  Var_06    C6    N5   C4   C3    -58.22  30.0  1
 1N9  Var_07    C24   C9   N4   C13     1.57  30.0  2
 1N9  Var_08    C9    N4   C13  N1     -1.83  30.0  2
 1N9  Var_09    C10   N6   C19  N1   -149.49  30.0  2
 1N9  Var_10    C11   C10  N6   C19  -106.28  30.0  2
 1N9  Var_11    C30   C25  O1   C12   -87.28  30.0  2
 1N9  Var_12    H311  C31  C30  C25   -51.06  30.0  2
 1N9  Var_13    H321  C32  C26  C25   -63.64  30.0  2
 1N9  Var_14    H21   C2   N2   C1     59.07  30.0  3
 1N9  Var_15    O2    C12  N6   C19    15.16  30.0  2
 1N9  Var_16    C8    C7   O5   C22   163.59  30.0  3
 1N9  Var_17    N5    C35  C8   C7     54.83  30.0  3
 1N9  Var_18    H361  C36  O4   C11    58.68  30.0  3
 1N9  Var_19    H371  C37  O3   C16   179.15  30.0  3
 1N9  Var_20    H341  C34  O7   C21    59.40  30.0  3
 1N9  Var_21    H331  C33  O6   C23    66.10  30.0  3
 1N9  Var_22    C35   C8   C7   O5   -170.73  30.0  3

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
 1N9  plan-1  C13  0.020
 1N9  plan-1  N1   0.020
 1N9  plan-1  C19  0.020
 1N9  plan-1  C20  0.020
 1N9  plan-1  C5   0.020
 1N9  plan-1  N3   0.020
 1N9  plan-1  N4   0.020
 1N9  plan-1  N6   0.020
 1N9  plan-1  H20  0.020
 1N9  plan-1  H5   0.020
 1N9  plan-2  N4   0.020
 1N9  plan-2  C9   0.020
 1N9  plan-2  C18  0.020
 1N9  plan-2  C21  0.020
 1N9  plan-2  C22  0.020
 1N9  plan-2  C23  0.020
 1N9  plan-2  C24  0.020
 1N9  plan-2  O6   0.020
 1N9  plan-2  O5   0.020
 1N9  plan-2  O7   0.020
 1N9  plan-2  H18  0.020
 1N9  plan-2  H24  0.020
 1N9  plan-3  N6   0.020
 1N9  plan-3  C10  0.020
 1N9  plan-3  C11  0.020
 1N9  plan-3  C14  0.020
 1N9  plan-3  C15  0.020
 1N9  plan-3  C16  0.020
 1N9  plan-3  C17  0.020
 1N9  plan-3  O3   0.020
 1N9  plan-3  O4   0.020
 1N9  plan-3  H14  0.020
 1N9  plan-3  H15  0.020
 1N9  plan-3  H17  0.020
 1N9  plan-4  O1   0.020
 1N9  plan-4  C25  0.020
 1N9  plan-4  C26  0.020
 1N9  plan-4  C27  0.020
 1N9  plan-4  C28  0.020
 1N9  plan-4  C29  0.020
 1N9  plan-4  C30  0.020
 1N9  plan-4  C31  0.020
 1N9  plan-4  C32  0.020
 1N9  plan-4  H27  0.020
 1N9  plan-4  H28  0.020
 1N9  plan-4  H29  0.020
 1N9  plan-5  N6   0.020
 1N9  plan-5  C12  0.020
 1N9  plan-5  O1   0.020
 1N9  plan-5  O2   0.020

