# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 14:12:16 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 2-[(~{E})-[4-[bis(fluoranyl)methoxy]-3-cyclopentyloxy-phenyl]methylideneamino]oxy-1-[(2~{R},6~{R})-2,6-dimethylmorpholin-4-yl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C[C@@H]1CN(C[C@@H](C)O1)C(=O)CO/N=C/c2ccc(OC(F)F)c(OC3CCCC3)c2
#
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
 CZQ  CZQ  2-[(~{E})-[4-[bis(fluoranyl)methoxy]-3-cyclopentyloxy-phenyl]methylideneamino]oxy-1-[(2~{R},6~{R})-2,6-dimethylmorpholin-4-yl]ethanone  ligand  58  30  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_CZQ
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
 CZQ  C10  C  C     0  -0.301   6.7367   1.2434   0.6439
 CZQ  C13  C  CH2   0  -0.445  -5.7770   3.9606  -0.9316
 CZQ  C15  C  CH2   0  -0.465  -6.4717   2.2920   0.6288
 CZQ  C20  C  CH3   0  -0.701   6.3292  -1.4940  -1.7171
 CZQ  C21  C  CH3   0  -0.684   9.0968   1.5108  -0.1625
 CZQ  C01  C  C     0   0.507   4.3338   0.9337   0.3450
 CZQ  N01  N  NR6   0  -0.473   5.5546   0.4056   0.5554
 CZQ  O01  O  O2    0  -0.392   2.0066   0.6919   0.0874
 CZQ  C02  C  CH2   0  -0.258   3.1821  -0.0588   0.2690
 CZQ  N02  N  N     0  -0.095   0.9414  -0.1495  -0.0418
 CZQ  O02  O  O2    0  -0.469  -5.0220   0.5466  -0.1487
 CZQ  C03  C  C     0  -0.339   5.8544  -1.0031   0.7227
 CZQ  O03  O  O2    0  -0.501  -5.1319  -2.0523  -0.6736
 CZQ  C04  C  C1    0  -0.069  -0.1615   0.4772  -0.0666
 CZQ  O04  O  O     0  -0.494   8.0430  -0.6104  -0.2043
 CZQ  C05  C  CR16  0   0.017   6.8957  -1.4353  -0.3053
 CZQ  O05  O  O     0  -0.486   4.1325   2.1304   0.2208
 CZQ  C06  C  CR6   0   0.074  -1.4290  -0.2351  -0.2201
 CZQ  C07  C  CR16  0  -0.441  -2.6014   0.5132  -0.1152
 CZQ  C08  C  CR16  0   0.033   7.7877   0.7758  -0.3561
 CZQ  C09  C  CR6   0   0.368  -3.8497  -0.0886  -0.2385
 CZQ  C11  C  CH1   0   0.018  -5.0491   1.9190   0.2302
 CZQ  C12  C  CH2   0  -0.482  -4.6633   2.8979  -0.9024
 CZQ  C14  C  CH2   0  -0.455  -6.5065   3.7983   0.4038
 CZQ  C16  C  CR6   0   0.241  -3.8973  -1.4658  -0.4868
 CZQ  C18  C  CR16  0  -0.288  -2.7362  -2.2086  -0.6051
 CZQ  C19  C  CR16  0  -0.318  -1.4984  -1.6023  -0.4720
 CZQ  F01  F  F     0  -0.335  -4.9943  -3.7732   0.7480
 CZQ  F02  F  F     0  -0.329  -5.7289  -1.8845   1.4772
 CZQ  H22  H  H     0   0.270   6.4696   2.2782   0.4442
 CZQ  H21  H  H     0   0.243   7.1382   1.1897   1.6629
 CZQ  H08  H  HCH2  0   0.229  -6.4707   3.7603  -1.7509
 CZQ  H15  H  HCH2  0   0.233  -7.1805   1.8012  -0.0449
 CZQ  H16  H  HCH2  0   0.246  -6.7126   1.9891   1.6482
 CZQ  H17  H  HCH1  0   0.215  -6.7159  -2.9712   0.1099
 CZQ  H27  H  HCH3  0   0.231   5.8887  -0.5504  -2.0412
 CZQ  H28  H  HCH3  0   0.246   7.1079  -1.7638  -2.4311
 CZQ  H26  H  HCH3  0   0.240   5.5505  -2.2558  -1.7715
 CZQ  H25  H  HCH3  0   0.229   9.4934   1.3542   0.8419
 CZQ  H23  H  HCH3  0   0.244   9.8430   1.1756  -0.8830
 CZQ  H24  H  HCH3  0   0.234   8.9522   2.5814  -0.3078
 CZQ  H01  H  HCH2  0   0.255   3.3326  -0.7582  -0.5620
 CZQ  H02  H  HCH2  0   0.259   3.1260  -0.6493   1.1905
 CZQ  H10  H  H     0   0.268   6.2427  -1.1661   1.7334
 CZQ  H12  H  H     0   0.273   4.9675  -1.6239   0.6230
 CZQ  H03  H  H     0   0.256  -0.2058   1.5620   0.0280
 CZQ  H14  H  HCR6  0   0.248   7.2349  -2.4364  -0.0271
 CZQ  H04  H  HCR6  0   0.286  -2.5199   1.5772   0.0650
 CZQ  H19  H  HCR6  0   0.217   7.4096   0.9819  -1.3671
 CZQ  H05  H  HCH1  0   0.243  -4.3876   2.0602   1.0921
 CZQ  H07  H  HCH2  0   0.249  -4.5755   2.3738  -1.8558
 CZQ  H06  H  HCH2  0   0.242  -3.6922   3.3532  -0.7029
 CZQ  H13  H  HCH2  0   0.225  -5.9615   4.3104   1.2017
 CZQ  H11  H  HCH2  0   0.240  -7.5194   4.2015   0.3894
 CZQ  H18  H  HCR6  0   0.278  -2.7983  -3.2659  -0.8239
 CZQ  H20  H  HCR6  0   0.260  -0.5973  -2.1912  -0.5712
 CZQ  H09  H  HCH2  0   0.237  -5.3884   4.9675  -1.0836
 CZQ  C17  C  CH1   0   0.668  -5.7056  -2.6769   0.3837

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
 CZQ  F02  C17  single    1.351  0.020  1.351
 CZQ  F01  C17  single    1.357  0.020  1.357
 CZQ  C17  O03  single    1.355  0.020  1.355
 CZQ  C18  C19  aromatic  1.385  0.020  1.385
 CZQ  C18  C16  aromatic  1.383  0.020  1.383
 CZQ  C19  C06  aromatic  1.392  0.020  1.392
 CZQ  O03  C16  single    1.380  0.020  1.380
 CZQ  C16  C09  aromatic  1.400  0.020  1.400
 CZQ  C06  C04  single    1.462  0.020  1.462
 CZQ  C06  C07  aromatic  1.395  0.020  1.395
 CZQ  C04  N02  double    1.269  0.020  1.269
 CZQ  C09  C07  aromatic  1.391  0.020  1.391
 CZQ  C09  O02  single    1.336  0.020  1.336
 CZQ  N02  O01  single    1.364  0.020  1.364
 CZQ  O01  C02  single    1.407  0.020  1.407
 CZQ  O02  C11  single    1.424  0.020  1.424
 CZQ  C02  C01  single    1.522  0.020  1.522
 CZQ  C11  C15  single    1.524  0.020  1.524
 CZQ  C11  C12  single    1.546  0.020  1.546
 CZQ  C15  C14  single    1.523  0.020  1.523
 CZQ  C01  O05  double    1.220  0.020  1.220
 CZQ  C01  N01  single    1.347  0.020  1.347
 CZQ  C12  C13  single    1.540  0.020  1.540
 CZQ  C14  C13  single    1.530  0.020  1.530
 CZQ  C03  N01  single    1.450  0.020  1.450
 CZQ  C03  C05  single    1.526  0.020  1.526
 CZQ  N01  C10  single    1.452  0.020  1.452
 CZQ  C20  C05  single    1.522  0.020  1.522
 CZQ  C05  O04  single    1.417  0.020  1.417
 CZQ  C10  C08  single    1.524  0.020  1.524
 CZQ  O04  C08  single    1.418  0.020  1.418
 CZQ  C08  C21  single    1.514  0.020  1.514
 CZQ  C10  H22  single    0.970  0.020  1.090
 CZQ  C10  H21  single    0.970  0.020  1.090
 CZQ  C13  H09  single    0.970  0.020  1.090
 CZQ  C13  H08  single    0.970  0.020  1.090
 CZQ  C15  H15  single    0.970  0.020  1.090
 CZQ  C15  H16  single    0.970  0.020  1.090
 CZQ  C17  H17  single    0.970  0.020  1.090
 CZQ  C20  H27  single    0.970  0.020  1.090
 CZQ  C20  H28  single    0.970  0.020  1.090
 CZQ  C20  H26  single    0.970  0.020  1.090
 CZQ  C21  H25  single    0.970  0.020  1.090
 CZQ  C21  H23  single    0.970  0.020  1.090
 CZQ  C21  H24  single    0.970  0.020  1.090
 CZQ  C02  H01  single    0.970  0.020  1.090
 CZQ  C02  H02  single    0.970  0.020  1.090
 CZQ  C03  H10  single    0.970  0.020  1.090
 CZQ  C03  H12  single    0.970  0.020  1.090
 CZQ  C04  H03  single    0.930  0.020  1.080
 CZQ  C05  H14  single    0.970  0.020  1.090
 CZQ  C07  H04  single    0.930  0.020  1.080
 CZQ  C08  H19  single    0.970  0.020  1.090
 CZQ  C11  H05  single    0.970  0.020  1.090
 CZQ  C12  H07  single    0.970  0.020  1.090
 CZQ  C12  H06  single    0.970  0.020  1.090
 CZQ  C14  H13  single    0.970  0.020  1.090
 CZQ  C14  H11  single    0.970  0.020  1.090
 CZQ  C18  H18  single    0.930  0.020  1.080
 CZQ  C19  H20  single    0.930  0.020  1.080

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
 CZQ  H21  C10  H22  107.90  3.000
 CZQ  H21  C10  C08  110.01  3.000
 CZQ  H22  C10  C08  109.93  3.000
 CZQ  H21  C10  N01  109.06  3.000
 CZQ  H22  C10  N01  109.76  3.000
 CZQ  C08  C10  N01  110.15  3.000
 CZQ  H08  C13  H09  106.94  3.000
 CZQ  H08  C13  C14  109.41  3.000
 CZQ  H09  C13  C14  112.93  3.000
 CZQ  H08  C13  C12  110.31  3.000
 CZQ  H09  C13  C12  112.48  3.000
 CZQ  C14  C13  C12  104.78  3.000
 CZQ  H16  C15  H15  107.93  3.000
 CZQ  H16  C15  C14  114.06  3.000
 CZQ  H15  C15  C14  109.75  3.000
 CZQ  H16  C15  C11  112.51  3.000
 CZQ  H15  C15  C11  109.51  3.000
 CZQ  C14  C15  C11  102.99  3.000
 CZQ  H26  C20  H28  107.72  3.000
 CZQ  H26  C20  H27  107.52  3.000
 CZQ  H28  C20  H27  107.93  3.000
 CZQ  H26  C20  C05  109.81  3.000
 CZQ  H28  C20  C05  110.55  3.000
 CZQ  H27  C20  C05  113.11  3.000
 CZQ  H24  C21  H23  107.74  3.000
 CZQ  H24  C21  H25  108.17  3.000
 CZQ  H23  C21  H25  108.38  3.000
 CZQ  H24  C21  C08  110.19  3.000
 CZQ  H23  C21  C08  110.99  3.000
 CZQ  H25  C21  C08  111.24  3.000
 CZQ  O05  C01  C02  120.64  3.000
 CZQ  O05  C01  N01  123.38  3.000
 CZQ  C02  C01  N01  115.98  3.000
 CZQ  C03  N01  C01  125.91  3.000
 CZQ  C03  N01  C10  112.66  3.000
 CZQ  C01  N01  C10  121.43  3.000
 CZQ  N02  O01  C02  109.62  3.000
 CZQ  H02  C02  H01  107.50  3.000
 CZQ  H02  C02  O01  110.70  3.000
 CZQ  H01  C02  O01  110.93  3.000
 CZQ  H02  C02  C01  110.37  3.000
 CZQ  H01  C02  C01  110.47  3.000
 CZQ  O01  C02  C01  106.90  3.000
 CZQ  C04  N02  O01  112.10  3.000
 CZQ  C11  O02  C09  119.52  3.000
 CZQ  H12  C03  H10  106.79  3.000
 CZQ  H12  C03  C05  109.47  3.000
 CZQ  H10  C03  C05  109.74  3.000
 CZQ  H12  C03  N01  112.05  3.000
 CZQ  H10  C03  N01  108.93  3.000
 CZQ  C05  C03  N01  109.79  3.000
 CZQ  C16  O03  C17  117.97  3.000
 CZQ  H03  C04  C06  117.31  3.000
 CZQ  H03  C04  N02  121.68  3.000
 CZQ  C06  C04  N02  121.01  3.000
 CZQ  C08  O04  C05  114.58  3.000
 CZQ  H14  C05  O04  105.30  3.000
 CZQ  H14  C05  C03  107.44  3.000
 CZQ  O04  C05  C03  109.86  3.000
 CZQ  H14  C05  C20  108.43  3.000
 CZQ  O04  C05  C20  112.95  3.000
 CZQ  C03  C05  C20  112.45  3.000
 CZQ  C19  C06  C07  119.92  3.000
 CZQ  C07  C06  C04  117.35  3.000
 CZQ  C19  C06  C04  122.73  3.000
 CZQ  H04  C07  C09  120.50  3.000
 CZQ  H04  C07  C06  118.47  3.000
 CZQ  C09  C07  C06  121.02  3.000
 CZQ  H19  C08  O04  110.11  3.000
 CZQ  H19  C08  C21  108.91  3.000
 CZQ  O04  C08  C21  107.78  3.000
 CZQ  H19  C08  C10  107.99  3.000
 CZQ  C21  C08  C10  111.31  3.000
 CZQ  O04  C08  C10  110.73  3.000
 CZQ  C16  C09  C07  118.15  3.000
 CZQ  C07  C09  O02  125.13  3.000
 CZQ  C16  C09  O02  116.72  3.000
 CZQ  H05  C11  C12  110.12  3.000
 CZQ  H05  C11  O02  108.79  3.000
 CZQ  C12  C11  O02  114.24  3.000
 CZQ  H05  C11  C15  109.05  3.000
 CZQ  C12  C11  C15  105.64  3.000
 CZQ  O02  C11  C15  108.86  3.000
 CZQ  H06  C12  H07  106.77  3.000
 CZQ  H06  C12  C11  110.64  3.000
 CZQ  H07  C12  C11  110.85  3.000
 CZQ  H06  C12  C13  111.06  3.000
 CZQ  H07  C12  C13  111.90  3.000
 CZQ  C11  C12  C13  105.69  3.000
 CZQ  H11  C14  H13  107.43  3.000
 CZQ  H11  C14  C15  112.88  3.000
 CZQ  H13  C14  C15  110.11  3.000
 CZQ  H11  C14  C13  113.08  3.000
 CZQ  H13  C14  C13  110.45  3.000
 CZQ  C15  C14  C13  102.88  3.000
 CZQ  C18  C16  C09  120.98  3.000
 CZQ  C09  C16  O03  118.20  3.000
 CZQ  C18  C16  O03  120.75  3.000
 CZQ  H18  C18  C19  119.92  3.000
 CZQ  H18  C18  C16  119.60  3.000
 CZQ  C19  C18  C16  120.46  3.000
 CZQ  H20  C19  C18  119.86  3.000
 CZQ  H20  C19  C06  120.67  3.000
 CZQ  C18  C19  C06  119.47  3.000
 CZQ  H17  C17  F02  110.29  3.000
 CZQ  H17  C17  F01  109.64  3.000
 CZQ  F02  C17  F01  105.41  3.000
 CZQ  H17  C17  O03  108.76  3.000
 CZQ  F01  C17  O03  111.09  3.000
 CZQ  F02  C17  O03  111.63  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
 CZQ  CONST_01  C16  C18  C19  C06    0.00   0.0  0
 CZQ  CONST_02  C16  C09  C07  C06    0.00   0.0  0
 CZQ  CONST_03  C18  C19  C06  C07    0.00   0.0  0
 CZQ  CONST_04  C18  C16  C09  C07    0.00   0.0  0
 CZQ  CONST_05  C19  C18  C16  C09    0.00   0.0  0
 CZQ  CONST_06  C19  C06  C07  C09    0.00   0.0  0
 CZQ  CONST_07  C18  C16  C09  O02  180.00   0.0  0
 CZQ  CONST_08  C06  C07  C09  O02  180.00   0.0  0
 CZQ  CONST_09  C19  C18  C16  O03  180.00   0.0  0
 CZQ  CONST_10  C07  C09  C16  O03  180.00   0.0  0
 CZQ  CONST_11  C18  C19  C06  C04  180.00   0.0  0
 CZQ  CONST_12  C09  C07  C06  C04  180.00   0.0  0
 CZQ  CONST_13  H18  C18  C19  C06  180.00   0.0  0
 CZQ  CONST_14  H20  C19  C06  C07  180.00   0.0  0
 CZQ  CONST_15  H04  C07  C09  C16  180.00   0.0  0
 CZQ  CONST_16  C02  C01  N01  C10  180.00   0.0  0
 CZQ  CONST_17  O05  C01  N01  C10    0.00   0.0  0
 CZQ  CONST_18  C03  N01  C01  C02    0.00   0.0  0
 CZQ  CONST_19  O05  C01  N01  C03  180.00   0.0  0
 CZQ  Var_01    C05  C03  N01  C10  -56.31  30.0  1
 CZQ  Var_02    C11  C15  C14  C13   42.76  30.0  1
 CZQ  Var_03    C12  C13  C14  C15  -36.41  30.0  1
 CZQ  Var_04    C08  C10  N01  C03   54.94  30.0  1
 CZQ  Var_05    C14  C13  C12  C11   16.09  30.0  1
 CZQ  Var_06    C16  C09  O02  C11  173.94  30.0  2
 CZQ  Var_07    C18  C16  O03  C17   85.07  30.0  2
 CZQ  Var_08    C19  C06  C04  N02   -6.22  30.0  2
 CZQ  Var_09    C06  C04  N02  O01  179.06   0.0  2
 CZQ  Var_10    O01  C02  C01  N01  178.28  30.0  2
 CZQ  Var_11    F02  C17  O03  C16   51.01  30.0  2

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
 CZQ  chir_01  C05  C03  C20  O04  negativ
 CZQ  chir_02  C08  O04  C10  C21  negativ
 CZQ  chir_03  C11  O02  C15  C12  positiv

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
 CZQ  plan-1  C10  0.020
 CZQ  plan-1  C01  0.020
 CZQ  plan-1  N01  0.020
 CZQ  plan-1  C02  0.020
 CZQ  plan-1  C03  0.020
 CZQ  plan-1  O05  0.020
 CZQ  plan-2  O02  0.020
 CZQ  plan-2  O03  0.020
 CZQ  plan-2  C04  0.020
 CZQ  plan-2  C06  0.020
 CZQ  plan-2  C07  0.020
 CZQ  plan-2  C09  0.020
 CZQ  plan-2  C16  0.020
 CZQ  plan-2  C18  0.020
 CZQ  plan-2  C19  0.020
 CZQ  plan-2  H04  0.020
 CZQ  plan-2  H18  0.020
 CZQ  plan-2  H20  0.020
 CZQ  plan-3  O01  0.020
 CZQ  plan-3  N02  0.020
 CZQ  plan-3  C04  0.020
 CZQ  plan-3  C06  0.020
 CZQ  plan-3  H03  0.020

