# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Aug  6 17:36:29 2022
#   Inital geometry file: a 155 line input string
#   Ligand name: N-[4-({2-[(cyclopropanecarbonyl)amino]pyridin-4-yl}oxy)-3-fluorophenyl]-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: Fc1ccc(cc1)N2C=CC=C(C(=O)Nc3ccc(Oc4ccnc(NC(=O)C5CC5)c4)c(F)c3)C2=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
 ZL1  ZL1  "N-[4-({2-[(cyclopropanecarbonyl)amino]pyridin-4-yl}oxy)-3-fluorophenyl]-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide"
  ligand  57  37  .  2022-08-11  2022-08-11
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_ZL1
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
 ZL1  C1   C  CR6   0   0.399  -21.1610  -19.4274  -3.7067
 ZL1  C12  C  CR16  0  -0.347  -21.0990  -19.1533  -5.0740
 ZL1  C13  C  CR16  0  -0.290  -20.1395  -18.2943  -5.5792
 ZL1  C14  C  CR6   0   0.136  -19.2323  -17.6863  -4.7299
 ZL1  C15  C  CR6   0   0.486  -17.0377  -17.1317  -5.3722
 ZL1  C16  C  CR16  0  -0.412  -16.1655  -16.1321  -5.7920
 ZL1  C17  C  CR16  0  -0.058  -14.8451  -16.4867  -5.9749
 ZL1  C18  C  CR6   0   0.493  -15.2131  -18.6483  -5.3715
 ZL1  C19  C  C     0   0.598  -15.1312  -21.0622  -4.7560
 ZL1  N1   N  N     0  -0.461  -14.3660  -17.7075  -5.7720
 ZL1  O1   O  O2    0  -0.492  -18.3305  -16.7729  -5.2059
 ZL1  F1   F  F     0  -0.308  -31.0392  -21.4794   0.3832
 ZL1  N    N  NH1   0  -0.739  -22.1378  -20.3258  -3.2732
 ZL1  C    C  C     0   0.518  -22.6878  -20.4314  -2.0321
 ZL1  O    O  O     0  -0.435  -22.3945  -19.7216  -1.0920
 ZL1  C1A  C  CH1   0  -0.427  -14.1327  -22.1553  -4.6467
 ZL1  C1B  C  CH2   0  -0.462  -14.3037  -23.1546  -3.5307
 ZL1  C1C  C  CH2   0  -0.461  -14.5916  -23.5632  -4.9265
 ZL1  C1D  C  CR16  0  -0.487  -16.5730  -18.4192  -5.1585
 ZL1  C1E  C  CR6   0   0.539  -19.2960  -17.9764  -3.3766
 ZL1  C1F  C  CR16  0  -0.482  -20.2393  -18.8309  -2.8463
 ZL1  C1G  C  CR6   0  -0.314  -23.6865  -21.5351  -1.9241
 ZL1  C1H  C  CR16  0  -0.117  -23.3500  -22.8168  -2.2453
 ZL1  C1I  C  CR16  0  -0.385  -24.2649  -23.8756  -2.0739
 ZL1  C1K  C  CR6   0   0.263  -27.1969  -22.0591  -0.8569
 ZL1  C1L  C  CR16  0   0.059  -25.5027  -23.5773  -1.6098
 ZL1  C1M  C  CR16  0  -0.231  -28.1496  -21.6115  -1.7598
 ZL1  C1N  C  CR16  0  -0.416  -29.4553  -21.4090  -1.3426
 ZL1  C1O  C  CR6   0   0.541  -29.7755  -21.6633  -0.0216
 ZL1  C1P  C  CR16  0  -0.414  -28.8389  -22.1047   0.8929
 ZL1  C1Q  C  CR16  0  -0.234  -27.5335  -22.3000   0.4654
 ZL1  C1R  C  CR6   0   0.562  -25.0000  -21.2066  -1.4151
 ZL1  F    F  F     0  -0.300  -18.3949  -17.4181  -2.5622
 ZL1  N12  N  NH1   0  -0.730  -14.6007  -19.8807  -5.1848
 ZL1  N13  N  NR6   0  -0.615  -25.8606  -22.3033  -1.3056
 ZL1  O12  O  O     0  -0.464  -16.3088  -21.2154  -4.4843
 ZL1  O13  O  O     0  -0.461  -25.3880  -20.0886  -1.1186
 ZL1  H1   H  HCR6  0   0.283  -21.8071  -19.6156  -5.7501
 ZL1  H2   H  HCR6  0   0.289  -20.1030  -18.0831  -6.6400
 ZL1  H3   H  HCR6  0   0.280  -16.5056  -15.1210  -5.9675
 ZL1  H4   H  HCR6  0   0.271  -14.1296  -15.7413  -6.3027
 ZL1  H5   H  HNH1  0   0.424  -22.5697  -20.8742  -4.0023
 ZL1  H6   H  HCH1  0   0.287  -13.1143  -21.9132  -4.9263
 ZL1  H7   H  HCH2  0   0.261  -15.1385  -23.0090  -2.8577
 ZL1  H8   H  HCH2  0   0.266  -13.3976  -23.5111  -3.0597
 ZL1  H9   H  HCH2  0   0.260  -15.6252  -23.6988  -5.2166
 ZL1  H10  H  HCH2  0   0.266  -13.8881  -24.2078  -5.4358
 ZL1  H11  H  HCR6  0   0.309  -17.2244  -19.2191  -4.8475
 ZL1  H12  H  HCR6  0   0.303  -20.2327  -19.0258  -1.7853
 ZL1  H13  H  HCR6  0   0.292  -22.3579  -23.0360  -2.6232
 ZL1  H14  H  HCR6  0   0.286  -24.0015  -24.8952  -2.3078
 ZL1  H15  H  HCR6  0   0.320  -26.2660  -24.3282  -1.4625
 ZL1  H16  H  HCR6  0   0.281  -27.8773  -21.4274  -2.7907
 ZL1  H17  H  HCR6  0   0.289  -30.2113  -21.0651  -2.0359
 ZL1  H18  H  HCR6  0   0.289  -29.1187  -22.2945   1.9205
 ZL1  H19  H  HCR6  0   0.282  -26.7817  -22.6440   1.1636
 ZL1  H20  H  HNH1  0   0.411  -13.6106  -19.8610  -5.3848

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
 ZL1  C13  C12  aromatic  1.383  0.020  1.383
 ZL1  C13  C14  aromatic  1.383  0.020  1.383
 ZL1  C12  C1   aromatic  1.396  0.020  1.396
 ZL1  C16  C17  aromatic  1.379  0.020  1.379
 ZL1  C16  C15  aromatic  1.391  0.020  1.391
 ZL1  C17  N1   aromatic  1.327  0.020  1.327
 ZL1  O1   C15  single    1.352  0.020  1.352
 ZL1  O1   C14  single    1.369  0.020  1.369
 ZL1  C15  C1D  aromatic  1.385  0.020  1.385
 ZL1  C14  C1E  aromatic  1.385  0.020  1.385
 ZL1  N1   C18  aromatic  1.328  0.020  1.328
 ZL1  C1   N    single    1.396  0.020  1.396
 ZL1  C1   C1F  aromatic  1.395  0.020  1.395
 ZL1  C1D  C18  aromatic  1.395  0.020  1.395
 ZL1  C18  N12  single    1.389  0.020  1.389
 ZL1  N    C    single    1.362  0.020  1.362
 ZL1  O12  C19  double    1.218  0.020  1.218
 ZL1  N12  C19  single    1.364  0.020  1.364
 ZL1  C1E  C1F  aromatic  1.379  0.020  1.379
 ZL1  C1E  F    single    1.337  0.020  1.337
 ZL1  C1H  C1I  single    1.410  0.020  1.410
 ZL1  C1H  C1G  double    1.364  0.020  1.364
 ZL1  C19  C1A  single    1.484  0.020  1.484
 ZL1  C1C  C1A  single    1.507  0.020  1.507
 ZL1  C1C  C1B  single    1.483  0.020  1.483
 ZL1  C1I  C1L  double    1.355  0.020  1.355
 ZL1  C    C1G  single    1.492  0.020  1.492
 ZL1  C    O    double    1.214  0.020  1.214
 ZL1  C1A  C1B  single    1.508  0.020  1.508
 ZL1  C1G  C1R  single    1.446  0.020  1.446
 ZL1  C1L  N13  single    1.358  0.020  1.358
 ZL1  C1R  N13  single    1.398  0.020  1.398
 ZL1  C1R  O13  double    1.220  0.020  1.220
 ZL1  N13  C1K  single    1.431  0.020  1.431
 ZL1  C1M  C1K  aromatic  1.387  0.020  1.387
 ZL1  C1M  C1N  aromatic  1.386  0.020  1.386
 ZL1  C1K  C1Q  aromatic  1.386  0.020  1.386
 ZL1  C1N  C1O  aromatic  1.383  0.020  1.383
 ZL1  C1Q  C1P  aromatic  1.387  0.020  1.387
 ZL1  C1O  C1P  aromatic  1.381  0.020  1.381
 ZL1  C1O  F1   single    1.340  0.020  1.340
 ZL1  C12  H1   single    0.930  0.020  1.080
 ZL1  C13  H2   single    0.930  0.020  1.080
 ZL1  C16  H3   single    0.930  0.020  1.080
 ZL1  C17  H4   single    0.930  0.020  1.080
 ZL1  N    H5   single    0.860  0.020  1.020
 ZL1  C1A  H6   single    0.970  0.020  1.090
 ZL1  C1B  H7   single    0.970  0.020  1.090
 ZL1  C1B  H8   single    0.970  0.020  1.090
 ZL1  C1C  H9   single    0.970  0.020  1.090
 ZL1  C1C  H10  single    0.970  0.020  1.090
 ZL1  C1D  H11  single    0.930  0.020  1.080
 ZL1  C1F  H12  single    0.930  0.020  1.080
 ZL1  C1H  H13  single    0.930  0.020  1.080
 ZL1  C1I  H14  single    0.930  0.020  1.080
 ZL1  C1L  H15  single    0.930  0.020  1.080
 ZL1  C1M  H16  single    0.930  0.020  1.080
 ZL1  C1N  H17  single    0.930  0.020  1.080
 ZL1  C1P  H18  single    0.930  0.020  1.080
 ZL1  C1Q  H19  single    0.930  0.020  1.080
 ZL1  N12  H20  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
 ZL1  C1F  C1   N    123.09  3.000
 ZL1  C1F  C1   C12  119.40  3.000
 ZL1  N    C1   C12  117.49  3.000
 ZL1  H1   C12  C13  119.38  3.000
 ZL1  H1   C12  C1   119.92  3.000
 ZL1  C13  C12  C1   120.70  3.000
 ZL1  H2   C13  C14  119.59  3.000
 ZL1  H2   C13  C12  120.17  3.000
 ZL1  C14  C13  C12  120.23  3.000
 ZL1  C1E  C14  O1   120.64  3.000
 ZL1  C1E  C14  C13  118.52  3.000
 ZL1  O1   C14  C13  120.78  3.000
 ZL1  C1D  C15  O1   123.26  3.000
 ZL1  C1D  C15  C16  120.26  3.000
 ZL1  O1   C15  C16  116.48  3.000
 ZL1  H3   C16  C17  121.33  3.000
 ZL1  H3   C16  C15  121.58  3.000
 ZL1  C17  C16  C15  117.09  3.000
 ZL1  H4   C17  N1   116.14  3.000
 ZL1  H4   C17  C16  119.68  3.000
 ZL1  N1   C17  C16  124.18  3.000
 ZL1  N12  C18  C1D  123.70  3.000
 ZL1  N12  C18  N1   112.83  3.000
 ZL1  C1D  C18  N1   123.47  3.000
 ZL1  O12  C19  N12  123.70  3.000
 ZL1  N12  C19  C1A  113.54  3.000
 ZL1  O12  C19  C1A  122.76  3.000
 ZL1  C18  N1   C17  117.88  3.000
 ZL1  C15  O1   C14  119.71  3.000
 ZL1  H5   N    C    116.33  3.000
 ZL1  H5   N    C1   115.13  3.000
 ZL1  C    N    C1   127.99  3.000
 ZL1  C1G  C    O    122.55  3.000
 ZL1  O    C    N    124.26  3.000
 ZL1  C1G  C    N    113.18  3.000
 ZL1  H6   C1A  C1C  116.55  3.000
 ZL1  H6   C1A  C1B  116.46  3.000
 ZL1  C1C  C1A  C1B   58.91  3.000
 ZL1  H6   C1A  C19  116.66  3.000
 ZL1  C1B  C1A  C19  117.79  3.000
 ZL1  C1C  C1A  C19  118.00  3.000
 ZL1  H8   C1B  H7   114.82  3.000
 ZL1  H8   C1B  C1C  118.80  3.000
 ZL1  H7   C1B  C1C  118.21  3.000
 ZL1  H8   C1B  C1A  116.47  3.000
 ZL1  H7   C1B  C1A  117.30  3.000
 ZL1  C1C  C1B  C1A   60.52  3.000
 ZL1  H10  C1C  H9   114.86  3.000
 ZL1  H10  C1C  C1B  118.76  3.000
 ZL1  H9   C1C  C1B  118.19  3.000
 ZL1  H10  C1C  C1A  116.49  3.000
 ZL1  H9   C1C  C1A  117.24  3.000
 ZL1  C1B  C1C  C1A   60.57  3.000
 ZL1  H11  C1D  C18  120.76  3.000
 ZL1  H11  C1D  C15  122.12  3.000
 ZL1  C18  C1D  C15  117.12  3.000
 ZL1  F    C1E  C1F  119.06  3.000
 ZL1  F    C1E  C14  118.47  3.000
 ZL1  C1F  C1E  C14  122.47  3.000
 ZL1  H12  C1F  C1E  119.08  3.000
 ZL1  H12  C1F  C1   122.24  3.000
 ZL1  C1E  C1F  C1   118.68  3.000
 ZL1  C1R  C1G  C1H  121.36  3.000
 ZL1  C1R  C1G  C    117.72  3.000
 ZL1  C1H  C1G  C    120.86  3.000
 ZL1  H13  C1H  C1I  118.98  3.000
 ZL1  H13  C1H  C1G  119.87  3.000
 ZL1  C1I  C1H  C1G  121.14  3.000
 ZL1  H14  C1I  C1L  120.36  3.000
 ZL1  H14  C1I  C1H  121.67  3.000
 ZL1  C1L  C1I  C1H  117.97  3.000
 ZL1  N13  C1K  C1Q  119.78  3.000
 ZL1  C1Q  C1K  C1M  120.69  3.000
 ZL1  N13  C1K  C1M  119.51  3.000
 ZL1  H15  C1L  N13  115.80  3.000
 ZL1  H15  C1L  C1I  122.60  3.000
 ZL1  N13  C1L  C1I  121.61  3.000
 ZL1  H16  C1M  C1N  119.94  3.000
 ZL1  H16  C1M  C1K  120.15  3.000
 ZL1  C1N  C1M  C1K  119.91  3.000
 ZL1  H17  C1N  C1O  120.59  3.000
 ZL1  H17  C1N  C1M  120.80  3.000
 ZL1  C1O  C1N  C1M  118.61  3.000
 ZL1  C1P  C1O  C1N  122.29  3.000
 ZL1  C1P  C1O  F1   118.91  3.000
 ZL1  C1N  C1O  F1   118.80  3.000
 ZL1  H18  C1P  C1Q  120.76  3.000
 ZL1  H18  C1P  C1O  120.63  3.000
 ZL1  C1Q  C1P  C1O  118.61  3.000
 ZL1  H19  C1Q  C1P  119.97  3.000
 ZL1  H19  C1Q  C1K  120.15  3.000
 ZL1  C1P  C1Q  C1K  119.88  3.000
 ZL1  O13  C1R  N13  120.27  3.000
 ZL1  O13  C1R  C1G  125.62  3.000
 ZL1  N13  C1R  C1G  114.10  3.000
 ZL1  H20  N12  C19  117.40  3.000
 ZL1  H20  N12  C18  112.85  3.000
 ZL1  C19  N12  C18  129.74  3.000
 ZL1  C1R  N13  C1L  123.78  3.000
 ZL1  C1R  N13  C1K  117.75  3.000
 ZL1  C1L  N13  C1K  118.47  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
 ZL1  CONST_01  C14  C13  C12  C1      0.00   0.0  0
 ZL1  CONST_02  C14  C1E  C1F  C1      0.00   0.0  0
 ZL1  CONST_03  C1E  C14  C13  C12     0.00   0.0  0
 ZL1  CONST_04  C1E  C1F  C1   C12     0.00   0.0  0
 ZL1  CONST_05  C1F  C1   C12  C13     0.00   0.0  0
 ZL1  CONST_06  C1F  C1E  C14  C13     0.00   0.0  0
 ZL1  CONST_07  N1   C17  C16  C15     0.00   0.0  0
 ZL1  CONST_08  N1   C18  C1D  C15     0.00   0.0  0
 ZL1  CONST_09  C18  N1   C17  C16     0.00   0.0  0
 ZL1  CONST_10  C18  C1D  C15  C16     0.00   0.0  0
 ZL1  CONST_11  C1D  C15  C16  C17     0.00   0.0  0
 ZL1  CONST_12  C1D  C18  N1   C17     0.00   0.0  0
 ZL1  CONST_13  C1O  C1N  C1M  C1K     0.00   0.0  0
 ZL1  CONST_14  C1O  C1P  C1Q  C1K     0.00   0.0  0
 ZL1  CONST_15  C1P  C1Q  C1K  C1M     0.00   0.0  0
 ZL1  CONST_16  C1P  C1O  C1N  C1M     0.00   0.0  0
 ZL1  CONST_17  C1Q  C1K  C1M  C1N     0.00   0.0  0
 ZL1  CONST_18  C1Q  C1P  C1O  C1N     0.00   0.0  0
 ZL1  CONST_19  N13  C1K  C1M  C1N   180.00   0.0  0
 ZL1  CONST_20  N13  C1K  C1Q  C1P   180.00   0.0  0
 ZL1  CONST_21  C1L  N13  C1R  C1G     0.00   0.0  0
 ZL1  CONST_22  C1K  N13  C1R  C1G   180.00   0.0  0
 ZL1  CONST_23  F    C1E  C1F  C1    180.00   0.0  0
 ZL1  CONST_24  O1   C14  C13  C12   180.00   0.0  0
 ZL1  CONST_25  N    C1   C12  C13   180.00   0.0  0
 ZL1  CONST_26  F    C1E  C14  C13   180.00   0.0  0
 ZL1  CONST_27  N12  C18  C1D  C15   180.00   0.0  0
 ZL1  CONST_28  O1   C15  C16  C17   180.00   0.0  0
 ZL1  CONST_29  N12  C18  N1   C17   180.00   0.0  0
 ZL1  CONST_30  O1   C15  C1D  C18   180.00   0.0  0
 ZL1  CONST_31  C1F  C1E  C14  O1    180.00   0.0  0
 ZL1  CONST_32  C1M  C1N  C1O  F1    180.00   0.0  0
 ZL1  CONST_33  C1Q  C1P  C1O  F1    180.00   0.0  0
 ZL1  CONST_34  C1E  C1F  C1   N     180.00   0.0  0
 ZL1  CONST_35  O13  C1R  N13  C1K     0.00   0.0  0
 ZL1  CONST_36  O13  C1R  N13  C1L   180.00   0.0  0
 ZL1  CONST_37  H2   C13  C12  C1    180.00   0.0  0
 ZL1  CONST_38  H12  C1F  C1   C12   180.00   0.0  0
 ZL1  CONST_39  H1   C12  C13  C14   180.00   0.0  0
 ZL1  CONST_40  H12  C1F  C1E  C14   180.00   0.0  0
 ZL1  CONST_41  H4   C17  C16  C15   180.00   0.0  0
 ZL1  CONST_42  H11  C1D  C15  C16   180.00   0.0  0
 ZL1  CONST_43  H4   C17  N1   C18   180.00   0.0  0
 ZL1  CONST_44  H3   C16  C17  N1    180.00   0.0  0
 ZL1  CONST_45  H11  C1D  C18  N1    180.00   0.0  0
 ZL1  CONST_46  H3   C16  C15  C1D   180.00   0.0  0
 ZL1  CONST_47  H2   C13  C14  C1E   180.00   0.0  0
 ZL1  CONST_48  H1   C12  C1   C1F   180.00   0.0  0
 ZL1  CONST_49  H17  C1N  C1M  C1K   180.00   0.0  0
 ZL1  CONST_50  H18  C1P  C1Q  C1K   180.00   0.0  0
 ZL1  CONST_51  H19  C1Q  C1K  C1M   180.00   0.0  0
 ZL1  CONST_52  H18  C1P  C1O  C1N   180.00   0.0  0
 ZL1  CONST_53  H16  C1M  C1N  C1O   180.00   0.0  0
 ZL1  CONST_54  H19  C1Q  C1P  C1O   180.00   0.0  0
 ZL1  CONST_55  H17  C1N  C1O  C1P   180.00   0.0  0
 ZL1  CONST_56  H16  C1M  C1K  C1Q   180.00   0.0  0
 ZL1  CONST_57  H16  C1M  C1K  N13     0.00   0.0  0
 ZL1  CONST_58  H19  C1Q  C1K  N13     0.00   0.0  0
 ZL1  CONST_59  C1G  C    N    C1    180.00   0.0  0
 ZL1  CONST_60  C1A  C19  N12  C18   180.00   0.0  0
 ZL1  CONST_62  N1   C18  N12  C19   180.00   0.0  0
 ZL1  CONST_63  C1D  C18  N12  C19     0.00   0.0  0
 ZL1  CONST_65  H5   N    C1   C12     0.00   0.0  0
 ZL1  CONST_66  H20  N12  C18  N1      0.00   0.0  0
 ZL1  CONST_67  H20  N12  C18  C1D   180.00   0.0  0
 ZL1  CONST_69  O    C    N    C1      0.00   0.0  0
 ZL1  CONST_70  O12  C19  N12  C18     0.00   0.0  0
 ZL1  CONST_71  H20  N12  C19  C1A     0.00   0.0  0
 ZL1  CONST_72  H5   N    C    C1G     0.00   0.0  0
 ZL1  CONST_73  H5   N    C    O     180.00   0.0  0
 ZL1  CONST_74  H20  N12  C19  O12   180.00   0.0  0
 ZL1  Var_01    C1L  C1I  C1H  C1G     1.56  30.0  1
 ZL1  Var_02    N13  C1L  C1I  C1H    -0.49  30.0  1
 ZL1  Var_03    N13  C1R  C1G  C1H    -0.63  30.0  1
 ZL1  Var_04    C1R  C1G  C1H  C1I    -0.98  30.0  1
 ZL1  Var_05    C1R  N13  C1L  C1I    -1.23  30.0  1
 ZL1  Var_06    C1K  N13  C1L  C1I   178.24  30.0  1
 ZL1  Var_07    C1M  C1K  N13  C1L   -97.76  30.0  2
 ZL1  Var_08    C1Q  C1K  N13  C1L    80.80  30.0  2
 ZL1  Var_09    C1R  N13  C1K  C1M    81.74  30.0  2
 ZL1  Var_10    C1R  N13  C1K  C1Q   -99.70  30.0  2
 ZL1  Var_11    C15  O1   C14  C13  -104.06  30.0  3
 ZL1  Var_12    C16  C15  O1   C14  -176.71  30.0  2
 ZL1  Var_13    C1D  C15  O1   C14     3.93  30.0  2
 ZL1  Var_14    C1E  C14  O1   C15    78.89  30.0  2
 ZL1  Var_15    C1B  C1C  C1A  C19  -107.22  30.0  1
 ZL1  Var_16    C1I  C1H  C1G  C     176.38  30.0  1
 ZL1  Var_17    N13  C1R  C1G  C    -178.06  30.0  1
 ZL1  Var_18    O13  C1R  C1G  C1H  -179.11  30.0  1
 ZL1  Var_19    H7   C1B  C1C  C1A   107.13  30.0  1
 ZL1  Var_20    H8   C1B  C1C  C1A  -105.87  30.0  1
 ZL1  Var_21    H9   C1C  C1B  C1A  -107.09  30.0  1
 ZL1  Var_22    H10  C1C  C1B  C1A   105.94  30.0  1
 ZL1  Var_23    H6   C1A  C1C  C1B   106.29  30.0  1
 ZL1  Var_24    H14  C1I  C1H  C1G  -178.84  30.0  1
 ZL1  Var_25    H15  C1L  C1I  C1H   179.21  30.0  1
 ZL1  Var_26    H15  C1L  N13  C1K    -1.48  30.0  1
 ZL1  Var_27    H13  C1H  C1I  C1L  -179.51  30.0  1
 ZL1  Var_28    H13  C1H  C1G  C1R  -179.90  30.0  1
 ZL1  Var_29    H15  C1L  N13  C1R   179.05  30.0  1
 ZL1  Var_30    H14  C1I  C1L  N13   179.90  30.0  1
 ZL1  Var_31    C1H  C1G  C    N      55.81  30.0  2
 ZL1  Var_32    C1R  C1G  C    N    -126.74  30.0  2
 ZL1  Var_33    O13  C1R  C1G  C       3.46  30.0  1
 ZL1  Var_34    C1H  C1G  C    O    -123.22  30.0  2
 ZL1  Var_35    C1R  C1G  C    O      54.23  30.0  2
 ZL1  Var_36    O12  C19  C1A  C1B   -34.87  30.0  2
 ZL1  Var_37    N12  C19  C1A  C1B   145.02  30.0  2
 ZL1  Var_38    O12  C19  C1A  C1C    32.75  30.0  2
 ZL1  Var_39    N12  C19  C1A  C1C  -147.36  30.0  2
 ZL1  Var_40    H9   C1C  C1A  C19     1.42  30.0  1
 ZL1  Var_41    H10  C1C  C1A  C19   143.14  30.0  1
 ZL1  Var_42    H7   C1B  C1A  C19    -1.06  30.0  1
 ZL1  Var_43    H8   C1B  C1A  C19  -142.75  30.0  1
 ZL1  Var_44    H13  C1H  C1G  C      -2.54  30.0  1
 ZL1  Var_45    H6   C1A  C19  N12    -0.90  30.0  3
 ZL1  Var_46    H6   C1A  C19  O12   179.20  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
 ZL1  chir_01  C1A  C19  C1C  C1B  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
 ZL1  plan-1  C1   0.020
 ZL1  plan-1  N    0.020
 ZL1  plan-1  C    0.020
 ZL1  plan-1  O    0.020
 ZL1  plan-1  C1G  0.020
 ZL1  plan-1  H5   0.020
 ZL1  plan-2  C1G  0.020
 ZL1  plan-2  C1K  0.020
 ZL1  plan-2  C1L  0.020
 ZL1  plan-2  C1R  0.020
 ZL1  plan-2  N13  0.020
 ZL1  plan-2  O13  0.020
 ZL1  plan-3  C1   0.020
 ZL1  plan-3  C12  0.020
 ZL1  plan-3  C13  0.020
 ZL1  plan-3  C14  0.020
 ZL1  plan-3  O1   0.020
 ZL1  plan-3  N    0.020
 ZL1  plan-3  C1E  0.020
 ZL1  plan-3  C1F  0.020
 ZL1  plan-3  F    0.020
 ZL1  plan-3  H1   0.020
 ZL1  plan-3  H2   0.020
 ZL1  plan-3  H12  0.020
 ZL1  plan-4  C15  0.020
 ZL1  plan-4  C16  0.020
 ZL1  plan-4  C17  0.020
 ZL1  plan-4  C18  0.020
 ZL1  plan-4  N1   0.020
 ZL1  plan-4  O1   0.020
 ZL1  plan-4  C1D  0.020
 ZL1  plan-4  N12  0.020
 ZL1  plan-4  H3   0.020
 ZL1  plan-4  H4   0.020
 ZL1  plan-4  H11  0.020
 ZL1  plan-5  C18  0.020
 ZL1  plan-5  C19  0.020
 ZL1  plan-5  C1A  0.020
 ZL1  plan-5  N12  0.020
 ZL1  plan-5  O12  0.020
 ZL1  plan-5  H20  0.020
 ZL1  plan-6  F1   0.020
 ZL1  plan-6  C1K  0.020
 ZL1  plan-6  C1M  0.020
 ZL1  plan-6  C1N  0.020
 ZL1  plan-6  C1O  0.020
 ZL1  plan-6  C1P  0.020
 ZL1  plan-6  C1Q  0.020
 ZL1  plan-6  N13  0.020
 ZL1  plan-6  H16  0.020
 ZL1  plan-6  H17  0.020
 ZL1  plan-6  H18  0.020
 ZL1  plan-6  H19  0.020

