# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Jul 31 03:00:52 2021
#   Inital geometry file: a 205 line input string
#   Ligand name: (2S)-3-[(R)-[(1R)-1-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)-2-methylpropyl](hydroxy)phosphoryl]-2-(3-carbamimidamidophenyl)propanoic acid
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)[C@H](NC(=O)[C@H](Cc1ccccc1)NC(=O)OCc2ccccc2)[P@@](O)(=O)C[C@H](C(O)=O)c3cccc(NC(N)=N)c3
#
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
 33Z  33Z  '(2S)-3-[(R)-[(1R)-1-({N-[(benzyloxy)carbonyl]-L-phenylalanyl}amino)-2-methylpropyl](hydroxy)phosphoryl]-2-(3-carbamimidamidophenyl)propanoic acid'  ligand  82  44  .  2022-03-10  2022-11-17
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_33Z
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
 33Z  C49   C  CR16  0  -0.281  38.2688  18.5082  62.5097
 33Z  C50   C  CR16  0  -0.243  38.7304  18.7662  61.2280
 33Z  C51   C  CR16  0  -0.259  37.9436  19.4825  60.3329
 33Z  C52   C  CR16  0  -0.234  36.6924  19.9322  60.7257
 33Z  C53   C  CR16  0  -0.297  36.2290  19.6664  62.0083
 33Z  C48   C  CR6   0   0.073  37.0123  18.9595  62.9119
 33Z  C47   C  CH2   0  -0.222  36.5259  18.7104  64.3086
 33Z  O46   O  O2    0  -0.474  36.5442  17.2981  64.5247
 33Z  C44   C  C     0   0.747  36.3283  16.8504  65.7629
 33Z  O45   O  O     0  -0.513  36.0433  17.5567  66.7065
 33Z  N43   N  NH1   0  -0.658  36.4804  15.5098  65.8200
 33Z  C34   C  CH1   0  -0.194  36.7292  14.6864  64.6658
 33Z  C35   C  CH2   0  -0.571  37.0435  13.2474  65.0970
 33Z  C36   C  CR6   0   0.157  38.3792  13.1359  65.7764
 33Z  C37   C  CR16  0  -0.305  39.5499  13.1102  65.0201
 33Z  C38   C  CR16  0  -0.237  40.7915  13.0398  65.6349
 33Z  C41   C  CR16  0  -0.269  40.8807  12.9921  67.0210
 33Z  C40   C  CR16  0  -0.238  39.7211  13.0109  67.7832
 33Z  C39   C  CR16  0  -0.322  38.4798  13.0818  67.1629
 33Z  C32   C  C     0   0.563  35.5203  14.6394  63.7355
 33Z  O33   O  O     0  -0.471  34.4003  14.4182  64.1577
 33Z  N31   N  NH1   0  -0.639  35.8247  14.7849  62.4326
 33Z  C27   C  CH1   0  -0.361  34.9026  14.5491  61.3525
 33Z  C28   C  CH1   0  -0.244  34.7313  15.7499  60.4128
 33Z  C30   C  CH3   0  -0.684  36.0450  16.2859  59.8553
 33Z  C29   C  CH3   0  -0.653  33.9646  16.8555  61.1342
 33Z  P24   P  P     0   1.304  35.3287  12.9478  60.5434
 33Z  O25   O  O     0  -0.704  34.4968  12.6622  59.3386
 33Z  O26   O  OH1   0  -0.748  35.2086  11.8780  61.7519
 33Z  C23   C  CH2   0  -0.767  37.1191  12.8560  60.2489
 33Z  C1    C  CH1   0  -0.441  37.5718  11.4277  59.9302
 33Z  C2    C  C     0   0.581  37.6389  10.5110  61.1389
 33Z  O14   O  OH1   0  -0.585  38.2214  11.0899  62.1802
 33Z  O13   O  O     0  -0.434  37.2822   9.3614  61.1274
 33Z  C3    C  CR6   0   0.145  38.9440  11.3702  59.2822
 33Z  C8    C  CR16  0  -0.373  39.1857  10.3624  58.3564
 33Z  C4    C  CR16  0  -0.325  39.9574  12.2617  59.6147
 33Z  C5    C  CR16  0  -0.230  41.1981  12.1410  59.0043
 33Z  C6    C  CR16  0  -0.341  41.4487  11.1258  58.0964
 33Z  C7    C  CR6   0   0.384  40.4422  10.2173  57.7672
 33Z  N9    N  NH1   0  -0.749  40.6959   9.2296  56.8216
 33Z  C10   C  C     0   0.516  40.2310   7.9234  56.8627
 33Z  N12   N  N     0  -0.682  39.6246   7.3416  57.8244
 33Z  N11   N  NH2   0  -0.821  40.5410   7.2382  55.7161
 33Z  H49   H  HCR6  0   0.251  38.8928  17.9537  63.2003
 33Z  H50   H  HCR6  0   0.256  39.7068  18.4088  60.9275
 33Z  H51   H  HCR6  0   0.256  38.3044  19.6843  59.3327
 33Z  H52   H  HCR6  0   0.255  36.0706  20.4843  60.0330
 33Z  H53   H  HCR6  0   0.254  35.2463  20.0125  62.3052
 33Z  H471  H  HCH2  0   0.253  37.1761  19.2051  65.0340
 33Z  H472  H  HCH2  0   0.252  35.5144  19.0991  64.4444
 33Z  HN43  H  HNH1  0   0.407  36.1889  15.0678  66.6777
 33Z  H34   H  HCH1  0   0.284  37.5998  15.0767  64.1315
 33Z  H351  H  HCH2  0   0.276  36.2450  12.8848  65.7489
 33Z  H352  H  HCH2  0   0.277  37.0240  12.6172  64.2052
 33Z  H37   H  HCR6  0   0.242  39.4910  13.1384  63.9377
 33Z  H38   H  HCR6  0   0.257  41.6891  13.0174  65.0306
 33Z  H41   H  HCR6  0   0.256  41.8483  12.9349  67.5026
 33Z  H40   H  HCR6  0   0.257  39.7803  12.9689  68.8630
 33Z  H39   H  HCR6  0   0.251  37.5808  13.0828  67.7682
 33Z  HN31  H  HNH1  0   0.409  36.7615  15.0720  62.1978
 33Z  H27   H  HCH1  0   0.306  33.9238  14.3444  61.7989
 33Z  H28   H  HCH1  0   0.247  34.1200  15.3985  59.5766
 33Z  H301  H  HCH3  0   0.248  35.8447  17.0689  59.1242
 33Z  H302  H  HCH3  0   0.235  36.6633  16.7431  60.6304
 33Z  H303  H  HCH3  0   0.232  36.6382  15.5239  59.3487
 33Z  H291  H  HCH3  0   0.229  34.4996  17.1880  62.0251
 33Z  H292  H  HCH3  0   0.234  33.8450  17.7249  60.4871
 33Z  H293  H  HCH3  0   0.232  32.9722  16.5191  61.4381
 33Z  HO26  H  HOH1  0   0.491  34.3011  11.6662  62.0094
 33Z  H231  H  HCH2  0   0.313  37.3233  13.4901  59.3840
 33Z  H232  H  HCH2  0   0.287  37.6732  13.2750  61.0889
 33Z  H1    H  HCH1  0   0.307  36.8625  10.9729  59.2353
 33Z  HO14  H  HOH1  0   0.484  38.3101  10.4553  62.9069
 33Z  H8    H  HCR6  0   0.277  38.3741   9.7035  58.0755
 33Z  H4    H  HCR6  0   0.252  39.7905  13.0514  60.3347
 33Z  H5    H  HCR6  0   0.262  41.9877  12.8389  59.2504
 33Z  H6    H  HCR6  0   0.268  42.4273  11.0355  57.6404
 33Z  HN9   H  HNH1  0   0.403  41.4946   9.3865  56.2257
 33Z  HN12  H  H     0   0.330  39.6002   7.9120  58.6601
 33Z  H111  H  HNH2  0   0.385  40.1131   6.3285  55.6536
 33Z  H112  H  HNH2  0   0.386  40.4995   7.7527  54.8501

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
 33Z  C49  C50   aromatic  1.386  0.020  1.386
 33Z  C49  C48   aromatic  1.394  0.020  1.394
 33Z  C49  H49   single    0.930  0.020  1.080
 33Z  C50  C51   aromatic  1.390  0.020  1.390
 33Z  C50  H50   single    0.930  0.020  1.080
 33Z  C51  C52   aromatic  1.386  0.020  1.386
 33Z  C51  H51   single    0.930  0.020  1.080
 33Z  C52  C53   aromatic  1.389  0.020  1.389
 33Z  C52  H52   single    0.930  0.020  1.080
 33Z  C53  C48   aromatic  1.389  0.020  1.389
 33Z  C53  H53   single    0.930  0.020  1.080
 33Z  C48  C47   single    1.500  0.020  1.500
 33Z  C47  O46   single    1.429  0.020  1.429
 33Z  C47  H471  single    0.970  0.020  1.090
 33Z  C47  H472  single    0.970  0.020  1.090
 33Z  O46  C44   single    1.334  0.020  1.334
 33Z  C44  N43   single    1.350  0.020  1.350
 33Z  C44  O45   double    1.213  0.020  1.213
 33Z  N43  C34   single    1.440  0.020  1.440
 33Z  N43  HN43  single    0.860  0.020  1.020
 33Z  C34  C32   single    1.526  0.020  1.526
 33Z  C34  C35   single    1.535  0.020  1.535
 33Z  C34  H34   single    0.970  0.020  1.090
 33Z  C35  C36   single    1.503  0.020  1.503
 33Z  C35  H351  single    0.970  0.020  1.090
 33Z  C35  H352  single    0.970  0.020  1.090
 33Z  C36  C37   aromatic  1.394  0.020  1.394
 33Z  C36  C39   aromatic  1.391  0.020  1.391
 33Z  C37  C38   aromatic  1.387  0.020  1.387
 33Z  C37  H37   single    0.930  0.020  1.080
 33Z  C38  C41   aromatic  1.390  0.020  1.390
 33Z  C38  H38   single    0.930  0.020  1.080
 33Z  C41  C40   aromatic  1.388  0.020  1.388
 33Z  C41  H41   single    0.930  0.020  1.080
 33Z  C40  C39   aromatic  1.389  0.020  1.389
 33Z  C40  H40   single    0.930  0.020  1.080
 33Z  C39  H39   single    0.930  0.020  1.080
 33Z  C32  N31   single    1.346  0.020  1.346
 33Z  C32  O33   double    1.217  0.020  1.217
 33Z  N31  C27   single    1.440  0.020  1.440
 33Z  N31  HN31  single    0.860  0.020  1.020
 33Z  C27  P24   single    1.844  0.020  1.844
 33Z  C27  C28   single    1.534  0.020  1.534
 33Z  C27  H27   single    0.970  0.020  1.090
 33Z  C28  C30   single    1.524  0.020  1.524
 33Z  C28  C29   single    1.527  0.020  1.527
 33Z  C28  H28   single    0.970  0.020  1.090
 33Z  C30  H301  single    0.970  0.020  1.090
 33Z  C30  H302  single    0.970  0.020  1.090
 33Z  C30  H303  single    0.970  0.020  1.090
 33Z  C29  H291  single    0.970  0.020  1.090
 33Z  C29  H292  single    0.970  0.020  1.090
 33Z  C29  H293  single    0.970  0.020  1.090
 33Z  P24  O25   double    1.492  0.020  1.492
 33Z  P24  C23   single    1.817  0.020  1.817
 33Z  P24  O26   single    1.618  0.020  1.618
 33Z  O26  HO26  single    0.850  0.020  0.980
 33Z  C23  C1    single    1.532  0.020  1.532
 33Z  C23  H231  single    0.970  0.020  1.090
 33Z  C23  H232  single    0.970  0.020  1.090
 33Z  C1   C3    single    1.519  0.020  1.519
 33Z  C1   C2    single    1.519  0.020  1.519
 33Z  C1   H1    single    0.970  0.020  1.090
 33Z  C2   O13   double    1.204  0.020  1.204
 33Z  C2   O14   single    1.326  0.020  1.326
 33Z  O14  HO14  single    0.850  0.020  0.980
 33Z  C3   C4    aromatic  1.390  0.020  1.390
 33Z  C3   C8    aromatic  1.390  0.020  1.390
 33Z  C8   C7    aromatic  1.395  0.020  1.395
 33Z  C8   H8    single    0.930  0.020  1.080
 33Z  C4   C5    aromatic  1.388  0.020  1.388
 33Z  C4   H4    single    0.930  0.020  1.080
 33Z  C5   C6    aromatic  1.385  0.020  1.385
 33Z  C5   H5    single    0.930  0.020  1.080
 33Z  C6   C7    aromatic  1.395  0.020  1.395
 33Z  C6   H6    single    0.930  0.020  1.080
 33Z  C7   N9    single    1.391  0.020  1.391
 33Z  N9   C10   single    1.387  0.020  1.387
 33Z  N9   HN9   single    0.890  0.020  1.040
 33Z  C10  N11   single    1.371  0.020  1.371
 33Z  C10  N12   double    1.277  0.020  1.277
 33Z  N12  HN12  single    0.890  0.020  1.040
 33Z  N11  H111  single    0.890  0.020  1.040
 33Z  N11  H112  single    0.890  0.020  1.040

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
 33Z  H49   C49  C48   120.05  3.000
 33Z  H49   C49  C50   119.52  3.000
 33Z  C48   C49  C50   120.43  3.000
 33Z  H50   C50  C51   120.12  3.000
 33Z  H50   C50  C49   119.71  3.000
 33Z  C51   C50  C49   120.16  3.000
 33Z  H51   C51  C52   120.15  3.000
 33Z  H51   C51  C50   120.15  3.000
 33Z  C52   C51  C50   119.70  3.000
 33Z  H52   C52  C53   119.79  3.000
 33Z  H52   C52  C51   120.18  3.000
 33Z  C53   C52  C51   120.03  3.000
 33Z  H53   C53  C48   119.72  3.000
 33Z  H53   C53  C52   119.63  3.000
 33Z  C48   C53  C52   120.65  3.000
 33Z  C47   C48  C53   120.49  3.000
 33Z  C47   C48  C49   120.47  3.000
 33Z  C53   C48  C49   119.02  3.000
 33Z  H472  C47  H471  107.90  3.000
 33Z  H472  C47  O46   110.17  3.000
 33Z  H471  C47  O46   109.85  3.000
 33Z  H472  C47  C48   110.92  3.000
 33Z  H471  C47  C48   110.49  3.000
 33Z  O46   C47  C48   107.51  3.000
 33Z  C44   O46  C47   118.03  3.000
 33Z  N43   C44  O45   124.87  3.000
 33Z  O45   C44  O46   124.38  3.000
 33Z  N43   C44  O46   110.74  3.000
 33Z  HN43  N43  C34   118.78  3.000
 33Z  HN43  N43  C44   116.03  3.000
 33Z  C34   N43  C44   123.60  3.000
 33Z  H34   C34  C32   110.11  3.000
 33Z  H34   C34  C35   107.99  3.000
 33Z  C32   C34  C35   107.74  3.000
 33Z  H34   C34  N43   108.98  3.000
 33Z  C35   C34  N43   110.27  3.000
 33Z  C32   C34  N43   111.69  3.000
 33Z  H352  C35  H351  106.41  3.000
 33Z  H352  C35  C36   110.01  3.000
 33Z  H351  C35  C36   110.81  3.000
 33Z  H352  C35  C34   107.93  3.000
 33Z  H351  C35  C34   109.21  3.000
 33Z  C36   C35  C34   112.25  3.000
 33Z  C39   C36  C37   118.64  3.000
 33Z  C39   C36  C35   121.18  3.000
 33Z  C37   C36  C35   120.17  3.000
 33Z  H37   C37  C38   119.49  3.000
 33Z  H37   C37  C36   119.70  3.000
 33Z  C38   C37  C36   120.81  3.000
 33Z  H38   C38  C41   120.19  3.000
 33Z  H38   C38  C37   119.73  3.000
 33Z  C41   C38  C37   120.08  3.000
 33Z  H41   C41  C40   120.22  3.000
 33Z  H41   C41  C38   120.20  3.000
 33Z  C40   C41  C38   119.58  3.000
 33Z  H40   C40  C39   119.75  3.000
 33Z  H40   C40  C41   120.11  3.000
 33Z  C39   C40  C41   120.13  3.000
 33Z  H39   C39  C40   119.46  3.000
 33Z  H39   C39  C36   119.78  3.000
 33Z  C40   C39  C36   120.76  3.000
 33Z  N31   C32  O33   124.30  3.000
 33Z  O33   C32  C34   121.54  3.000
 33Z  N31   C32  C34   114.05  3.000
 33Z  HN31  N31  C27   117.86  3.000
 33Z  HN31  N31  C32   117.82  3.000
 33Z  C27   N31  C32   124.32  3.000
 33Z  H27   C27  P24   102.89  3.000
 33Z  H27   C27  C28   107.22  3.000
 33Z  P24   C27  C28   115.89  3.000
 33Z  H27   C27  N31   107.29  3.000
 33Z  C28   C27  N31   113.76  3.000
 33Z  P24   C27  N31   108.87  3.000
 33Z  H28   C28  C29   108.26  3.000
 33Z  H28   C28  C30   108.36  3.000
 33Z  C29   C28  C30   110.54  3.000
 33Z  H28   C28  C27   106.21  3.000
 33Z  C29   C28  C27   109.48  3.000
 33Z  C30   C28  C27   113.76  3.000
 33Z  H303  C30  H302  108.32  3.000
 33Z  H303  C30  H301  106.88  3.000
 33Z  H302  C30  H301  106.23  3.000
 33Z  H303  C30  C28   113.14  3.000
 33Z  H302  C30  C28   112.07  3.000
 33Z  H301  C30  C28   109.85  3.000
 33Z  H293  C29  H292  108.15  3.000
 33Z  H293  C29  H291  108.21  3.000
 33Z  H292  C29  H291  107.18  3.000
 33Z  H293  C29  C28   111.41  3.000
 33Z  H292  C29  C28   110.61  3.000
 33Z  H291  C29  C28   111.12  3.000
 33Z  C23   P24  O26    99.25  3.000
 33Z  O26   P24  O25   115.79  3.000
 33Z  C23   P24  O25   114.14  3.000
 33Z  O26   P24  C27   103.25  3.000
 33Z  C23   P24  C27   110.04  3.000
 33Z  O25   P24  C27   113.07  3.000
 33Z  HO26  O26  P24   114.41  3.000
 33Z  H232  C23  H231  106.99  3.000
 33Z  H232  C23  C1    111.62  3.000
 33Z  H231  C23  C1    108.75  3.000
 33Z  H232  C23  P24   110.89  3.000
 33Z  H231  C23  P24   106.46  3.000
 33Z  C1    C23  P24   111.84  3.000
 33Z  H1    C1   C3    107.43  3.000
 33Z  H1    C1   C2    106.48  3.000
 33Z  C3    C1   C2    106.07  3.000
 33Z  H1    C1   C23   109.19  3.000
 33Z  C2    C1   C23   114.23  3.000
 33Z  C3    C1   C23   113.02  3.000
 33Z  O13   C2   O14   123.69  3.000
 33Z  O14   C2   C1    112.38  3.000
 33Z  O13   C2   C1    123.77  3.000
 33Z  HO14  O14  C2    110.07  3.000
 33Z  C4    C3   C8    119.85  3.000
 33Z  C8    C3   C1    117.96  3.000
 33Z  C4    C3   C1    122.16  3.000
 33Z  H8    C8   C7    120.15  3.000
 33Z  H8    C8   C3    118.94  3.000
 33Z  C7    C8   C3    120.89  3.000
 33Z  H4    C4   C5    119.62  3.000
 33Z  H4    C4   C3    120.99  3.000
 33Z  C5    C4   C3    119.39  3.000
 33Z  H5    C5   C6    119.33  3.000
 33Z  H5    C5   C4    119.74  3.000
 33Z  C6    C5   C4    120.92  3.000
 33Z  H6    C6   C7    119.87  3.000
 33Z  H6    C6   C5    120.04  3.000
 33Z  C7    C6   C5    120.10  3.000
 33Z  N9    C7   C6    119.42  3.000
 33Z  N9    C7   C8    121.68  3.000
 33Z  C6    C7   C8    118.83  3.000
 33Z  HN9   N9   C10   115.43  3.000
 33Z  HN9   N9   C7    115.82  3.000
 33Z  C10   N9   C7    125.98  3.000
 33Z  N11   C10  N12   120.62  3.000
 33Z  N12   C10  N9    127.62  3.000
 33Z  N11   C10  N9    111.72  3.000
 33Z  HN12  N12  C10   112.11  3.000
 33Z  H112  N11  H111  112.97  3.000
 33Z  H112  N11  C10   117.00  3.000
 33Z  H111  N11  C10   114.03  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
 33Z  CONST_01  C52   C51  C50  C49     0.00   0.0  0
 33Z  CONST_02  C52   C53  C48  C49     0.00   0.0  0
 33Z  CONST_03  C53   C48  C49  C50     0.00   0.0  0
 33Z  CONST_04  C53   C52  C51  C50     0.00   0.0  0
 33Z  CONST_05  C48   C49  C50  C51     0.00   0.0  0
 33Z  CONST_06  C48   C53  C52  C51     0.00   0.0  0
 33Z  CONST_07  C41   C38  C37  C36     0.00   0.0  0
 33Z  CONST_08  C41   C40  C39  C36     0.00   0.0  0
 33Z  CONST_09  C40   C39  C36  C37     0.00   0.0  0
 33Z  CONST_10  C40   C41  C38  C37     0.00   0.0  0
 33Z  CONST_11  C39   C36  C37  C38     0.00   0.0  0
 33Z  CONST_12  C39   C40  C41  C38     0.00   0.0  0
 33Z  CONST_13  C6    C5   C4   C3      0.00   0.0  0
 33Z  CONST_14  C6    C7   C8   C3      0.00   0.0  0
 33Z  CONST_15  C5    C4   C3   C8      0.00   0.0  0
 33Z  CONST_16  C5    C6   C7   C8      0.00   0.0  0
 33Z  CONST_17  C7    C8   C3   C4      0.00   0.0  0
 33Z  CONST_18  C7    C6   C5   C4      0.00   0.0  0
 33Z  CONST_19  C47   C48  C49  C50   180.00   0.0  0
 33Z  CONST_20  C47   C48  C53  C52   180.00   0.0  0
 33Z  CONST_21  C38   C37  C36  C35   180.00   0.0  0
 33Z  CONST_22  C40   C39  C36  C35   180.00   0.0  0
 33Z  CONST_23  C5    C4   C3   C1    180.00   0.0  0
 33Z  CONST_24  C7    C8   C3   C1    180.00   0.0  0
 33Z  CONST_25  N9    C7   C8   C3    180.00   0.0  0
 33Z  CONST_26  N9    C7   C6   C5    180.00   0.0  0
 33Z  CONST_27  H51   C51  C50  C49   180.00   0.0  0
 33Z  CONST_28  H53   C53  C48  C49   180.00   0.0  0
 33Z  CONST_29  H52   C52  C51  C50   180.00   0.0  0
 33Z  CONST_30  H49   C49  C50  C51   180.00   0.0  0
 33Z  CONST_31  H50   C50  C51  C52   180.00   0.0  0
 33Z  CONST_32  H38   C38  C37  C36   180.00   0.0  0
 33Z  CONST_33  H40   C40  C39  C36   180.00   0.0  0
 33Z  CONST_34  H39   C39  C36  C37   180.00   0.0  0
 33Z  CONST_35  H41   C41  C38  C37   180.00   0.0  0
 33Z  CONST_36  H37   C37  C38  C41   180.00   0.0  0
 33Z  CONST_37  H5    C5   C4   C3    180.00   0.0  0
 33Z  CONST_38  H4    C4   C3   C8    180.00   0.0  0
 33Z  CONST_39  H6    C6   C7   C8    180.00   0.0  0
 33Z  CONST_40  H8    C8   C3   C4    180.00   0.0  0
 33Z  CONST_44  N11   C10  N9   C7    180.00   0.0  0
 33Z  CONST_45  N12   C10  N9   C7      0.00   0.0  0
 33Z  CONST_46  C27   N31  C32  C34   180.00   0.0  0
 33Z  CONST_47  C27   N31  C32  O33     0.00   0.0  0
 33Z  CONST_48  HN31  N31  C32  C34     0.00   0.0  0
 33Z  CONST_49  HO14  O14  C2   C1    180.00   0.0  0
 33Z  CONST_50  H111  N11  C10  N9    180.00   0.0  0
 33Z  CONST_52  HN12  N12  C10  N9      0.00   0.0  0
 33Z  Var_01    O46   C47  C48  C49   -57.61  30.0  2
 33Z  Var_02    C37   C36  C35  C34   -78.94  30.0  2
 33Z  Var_03    N43   C44  O46  C47  -175.24  30.0  3
 33Z  Var_04    C34   N43  C44  O46    -4.87  30.0  2
 33Z  Var_05    C1    C23  P24  C27   164.86  30.0  3
 33Z  Var_06    H301  C30  C28  C27   174.45  30.0  3
 33Z  Var_07    H291  C29  C28  C27    60.24  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
 33Z  chir_01  C34  N43  C32  C35  positiv
 33Z  chir_02  C27  P24  N31  C28  negativ
 33Z  chir_04  C1   C23  C3   C2   negativ
 33Z  chir_05  P24  O25  C23  O26  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
 33Z  plan-1  C49   0.020
 33Z  plan-1  C50   0.020
 33Z  plan-1  C51   0.020
 33Z  plan-1  C52   0.020
 33Z  plan-1  C53   0.020
 33Z  plan-1  C48   0.020
 33Z  plan-1  C47   0.020
 33Z  plan-1  H49   0.020
 33Z  plan-1  H50   0.020
 33Z  plan-1  H51   0.020
 33Z  plan-1  H52   0.020
 33Z  plan-1  H53   0.020
 33Z  plan-2  C35   0.020
 33Z  plan-2  C36   0.020
 33Z  plan-2  C37   0.020
 33Z  plan-2  C38   0.020
 33Z  plan-2  C41   0.020
 33Z  plan-2  C40   0.020
 33Z  plan-2  C39   0.020
 33Z  plan-2  H37   0.020
 33Z  plan-2  H38   0.020
 33Z  plan-2  H41   0.020
 33Z  plan-2  H40   0.020
 33Z  plan-2  H39   0.020
 33Z  plan-3  C1    0.020
 33Z  plan-3  C3    0.020
 33Z  plan-3  C8    0.020
 33Z  plan-3  C4    0.020
 33Z  plan-3  C5    0.020
 33Z  plan-3  C6    0.020
 33Z  plan-3  C7    0.020
 33Z  plan-3  N9    0.020
 33Z  plan-3  H8    0.020
 33Z  plan-3  H4    0.020
 33Z  plan-3  H5    0.020
 33Z  plan-3  H6    0.020
 33Z  plan-4  C34   0.020
 33Z  plan-4  C32   0.020
 33Z  plan-4  O33   0.020
 33Z  plan-4  N31   0.020
 33Z  plan-4  C27   0.020
 33Z  plan-4  HN31  0.020
 33Z  plan-5  C7    0.020
 33Z  plan-5  N9    0.020
 33Z  plan-5  C10   0.020
 33Z  plan-5  N12   0.020
 33Z  plan-5  N11   0.020
 33Z  plan-5  HN9   0.020
 33Z  plan-5  HN12  0.020
 33Z  plan-5  H111  0.020
 33Z  plan-5  H112  0.020
 33Z  plan-6  C1    0.020
 33Z  plan-6  C2    0.020
 33Z  plan-6  O14   0.020
 33Z  plan-6  O13   0.020
 33Z  plan-6  HO14  0.020
 33Z  plan-7  O46   0.020
 33Z  plan-7  C44   0.020
 33Z  plan-7  O45   0.020
 33Z  plan-7  N43   0.020

