# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue Apr 21 06:47:00 2020
#   Inital geometry file: a 136 line input string
#   Ligand name: 2-[(~{E})-(3-cyclopentyloxy-4-methoxy-phenyl)methylideneamino]oxy-1-[(2~{R},6~{S})-2,6-dimethylmorpholin-4-yl]ethanone
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: COc1ccc(/C=N/OCC(=O)N2C[C@H](C)O[C@H](C)C2)cc1OC3CCCC3
#
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
 CV8  CV8  2-[(~{E})-(3-cyclopentyloxy-4-methoxy-phenyl)methylideneamino]oxy-1-[(2~{R},6~{S})-2,6-dimethylmorpholin-4-yl]ethanone  ligand  58  28  .  2021-08-07  2021-08-07  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_CV8
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
 CV8  C10  C  CH2   0  -0.460   7.0567   1.5759   0.9401
 CV8  C13  C  CH2   0  -0.479   5.5142   2.0845  -0.8354
 CV8  C15  C  CH3   0  -0.438   5.5523  -4.1074  -0.1757
 CV8  C17  C  CR16  0  -0.304   1.8869  -2.0614  -0.1501
 CV8  C20  C  CH3   0  -0.689  -7.1417  -2.5570   0.3711
 CV8  C21  C  CH3   0  -0.687  -8.4803   1.9853   0.3006
 CV8  C01  C  CH1   0   0.035  -7.2635   1.1071   0.4985
 CV8  C02  C  CH2   0  -0.297  -6.1580   1.4538  -0.4894
 CV8  N01  N  NT    0  -0.482  -5.0614   0.5112  -0.3659
 CV8  C03  C  C     0   0.510  -3.7870   0.9397  -0.2732
 CV8  C04  C  CH2   0  -0.258  -2.7181  -0.1414  -0.2108
 CV8  O01  O  O2    0  -0.397  -1.4787   0.5123  -0.1023
 CV8  N02  N  N     0  -0.107  -0.4736  -0.4153  -0.1169
 CV8  C06  C  CR6   0   0.053   1.8910  -0.6801  -0.0173
 CV8  C07  C  CR16  0  -0.436   3.1142  -0.0107   0.1124
 CV8  C08  C  CR6   0   0.343   4.3128  -0.7015   0.1133
 CV8  O02  O  O2    0  -0.481   5.5312  -0.1493   0.2475
 CV8  C09  C  CH1   0   0.021   5.6564   1.2501   0.4444
 CV8  C11  C  CH2   0  -0.460   7.1238   3.0852   0.7373
 CV8  C12  C  CH2   0  -0.445   6.4068   3.3239  -0.6057
 CV8  C14  C  CR6   0   0.297   4.2981  -2.1056  -0.0264
 CV8  O03  O  O2    0  -0.458   5.5005  -2.7022  -0.0228
 CV8  C16  C  CR16  0  -0.367   3.0832  -2.7654  -0.1548
 CV8  O04  O  O     0  -0.489  -3.4785   2.1198  -0.2454
 CV8  C18  C  CH2   0  -0.308  -5.4754  -0.8758  -0.4577
 CV8  C19  C  CH1   0   0.043  -6.6006  -1.1529   0.5340
 CV8  O05  O  O2    0  -0.494  -7.6618  -0.2415   0.3405
 CV8  H09  H  HCH2  0   0.244   7.2268   1.2663   1.9720
 CV8  H10  H  HCH2  0   0.230   7.7950   1.0733   0.3076
 CV8  H16  H  HCH2  0   0.240   5.8837   1.4968  -1.6789
 CV8  H15  H  HCH2  0   0.244   4.4812   2.3515  -1.0586
 CV8  H17  H  HCH3  0   0.230   5.1106  -4.4307  -1.1216
 CV8  H18  H  HCH3  0   0.261   6.6048  -4.3785  -0.1682
 CV8  H19  H  HCH3  0   0.230   5.0490  -4.6266   0.6442
 CV8  H21  H  HCR6  0   0.255   0.9556  -2.6011  -0.2564
 CV8  H26  H  HCH3  0   0.246  -7.9460  -2.7503   1.0807
 CV8  H24  H  HCH3  0   0.231  -7.5248  -2.7179  -0.6378
 CV8  H28  H  HCH3  0   0.244  -9.2637   1.7318   1.0149
 CV8  H29  H  HCH3  0   0.235  -8.2184   3.0324   0.4512
 CV8  H30  H  HCH3  0   0.230  -8.8858   1.8785  -0.7068
 CV8  H27  H  HCH1  0   0.211  -6.8684   1.2555   1.5155
 CV8  H02  H  HCH2  0   0.241  -6.5518   1.4237  -1.5127
 CV8  H03  H  HCH2  0   0.268  -5.7944   2.4607  -0.3006
 CV8  H04  H  HCH2  0   0.255  -2.8858  -0.8045   0.6458
 CV8  H05  H  HCH2  0   0.258  -2.7553  -0.7592  -1.1158
 CV8  H07  H  HCR6  0   0.280   3.1030   1.0674   0.2081
 CV8  H08  H  HCH1  0   0.231   4.9332   1.5819   1.2006
 CV8  H11  H  HCH2  0   0.229   6.5892   3.5883   1.5465
 CV8  H12  H  HCH2  0   0.240   8.1448   3.4664   0.7441
 CV8  H13  H  HCH2  0   0.234   7.1316   3.4187  -1.4149
 CV8  H14  H  HCH2  0   0.235   5.8292   4.2481  -0.5922
 CV8  H20  H  HCR6  0   0.286   3.0507  -3.8411  -0.2594
 CV8  H23  H  HCH2  0   0.248  -5.8202  -1.0900  -1.4763
 CV8  H22  H  HCH2  0   0.273  -4.6496  -1.5509  -0.2465
 CV8  H01  H  HCH1  0   0.212  -6.1934  -1.0323   1.5502
 CV8  C05  C  C1    0  -0.072   0.6721   0.1220  -0.0132
 CV8  H25  H  HCH3  0   0.236  -6.3540  -3.2878   0.5548
 CV8  H06  H  H     0   0.251   0.7873   1.2024   0.0792

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
 CV8  C21  C01  single    1.514  0.020  1.514
 CV8  C01  O05  single    1.415  0.020  1.415
 CV8  C01  C02  single    1.523  0.020  1.523
 CV8  O05  C19  single    1.412  0.020  1.412
 CV8  C20  C19  single    1.514  0.020  1.514
 CV8  C02  N01  single    1.451  0.020  1.451
 CV8  C19  C18  single    1.525  0.020  1.525
 CV8  C18  N01  single    1.450  0.020  1.450
 CV8  N01  C03  single    1.348  0.020  1.348
 CV8  C03  O04  double    1.220  0.020  1.220
 CV8  C03  C04  single    1.522  0.020  1.522
 CV8  C11  C12  single    1.541  0.020  1.541
 CV8  C11  C10  single    1.524  0.020  1.524
 CV8  C12  C13  single    1.545  0.020  1.545
 CV8  C13  C09  single    1.534  0.020  1.534
 CV8  C04  O01  single    1.405  0.020  1.405
 CV8  C10  C09  single    1.521  0.020  1.521
 CV8  C09  O02  single    1.419  0.020  1.419
 CV8  O01  N02  single    1.368  0.020  1.368
 CV8  N02  C05  double    1.270  0.020  1.270
 CV8  O02  C08  single    1.344  0.020  1.344
 CV8  C07  C08  aromatic  1.383  0.020  1.383
 CV8  C07  C06  aromatic  1.400  0.020  1.400
 CV8  C08  C14  aromatic  1.411  0.020  1.411
 CV8  C05  C06  single    1.459  0.020  1.459
 CV8  C06  C17  aromatic  1.388  0.020  1.388
 CV8  C14  O03  single    1.342  0.020  1.342
 CV8  C14  C16  aromatic  1.388  0.020  1.388
 CV8  O03  C15  single    1.414  0.020  1.414
 CV8  C17  C16  aromatic  1.388  0.020  1.388
 CV8  C10  H09  single    0.970  0.020  1.090
 CV8  C10  H10  single    0.970  0.020  1.090
 CV8  C13  H16  single    0.970  0.020  1.090
 CV8  C13  H15  single    0.970  0.020  1.090
 CV8  C15  H17  single    0.970  0.020  1.090
 CV8  C15  H18  single    0.970  0.020  1.090
 CV8  C15  H19  single    0.970  0.020  1.090
 CV8  C17  H21  single    0.930  0.020  1.080
 CV8  C20  H25  single    0.970  0.020  1.090
 CV8  C20  H26  single    0.970  0.020  1.090
 CV8  C20  H24  single    0.970  0.020  1.090
 CV8  C21  H28  single    0.970  0.020  1.090
 CV8  C21  H29  single    0.970  0.020  1.090
 CV8  C21  H30  single    0.970  0.020  1.090
 CV8  C01  H27  single    0.970  0.020  1.090
 CV8  C02  H02  single    0.970  0.020  1.090
 CV8  C02  H03  single    0.970  0.020  1.090
 CV8  C04  H04  single    0.970  0.020  1.090
 CV8  C04  H05  single    0.970  0.020  1.090
 CV8  C05  H06  single    0.930  0.020  1.080
 CV8  C07  H07  single    0.930  0.020  1.080
 CV8  C09  H08  single    0.970  0.020  1.090
 CV8  C11  H11  single    0.970  0.020  1.090
 CV8  C11  H12  single    0.970  0.020  1.090
 CV8  C12  H13  single    0.970  0.020  1.090
 CV8  C12  H14  single    0.970  0.020  1.090
 CV8  C16  H20  single    0.930  0.020  1.080
 CV8  C18  H23  single    0.970  0.020  1.090
 CV8  C18  H22  single    0.970  0.020  1.090
 CV8  C19  H01  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
 CV8  H10  C10  H09  108.13  3.000
 CV8  H10  C10  C11  110.37  3.000
 CV8  H09  C10  C11  113.58  3.000
 CV8  H10  C10  C09  109.54  3.000
 CV8  H09  C10  C09  113.02  3.000
 CV8  C11  C10  C09  102.08  3.000
 CV8  H15  C13  H16  107.11  3.000
 CV8  H15  C13  C12  112.44  3.000
 CV8  H16  C13  C12  110.55  3.000
 CV8  H15  C13  C09  113.07  3.000
 CV8  H16  C13  C09  108.67  3.000
 CV8  C12  C13  C09  105.00  3.000
 CV8  H19  C15  H18  108.79  3.000
 CV8  H19  C15  H17  108.81  3.000
 CV8  H18  C15  H17  108.88  3.000
 CV8  H19  C15  O03  111.96  3.000
 CV8  H18  C15  O03  106.42  3.000
 CV8  H17  C15  O03  111.88  3.000
 CV8  H21  C17  C16  119.25  3.000
 CV8  H21  C17  C06  120.58  3.000
 CV8  C16  C17  C06  120.17  3.000
 CV8  H24  C20  H26  108.47  3.000
 CV8  H24  C20  H25  108.10  3.000
 CV8  H26  C20  H25  107.74  3.000
 CV8  H24  C20  C19  111.21  3.000
 CV8  H26  C20  C19  111.00  3.000
 CV8  H25  C20  C19  110.20  3.000
 CV8  H30  C21  H29  108.11  3.000
 CV8  H30  C21  H28  108.38  3.000
 CV8  H29  C21  H28  107.79  3.000
 CV8  H30  C21  C01  111.26  3.000
 CV8  H29  C21  C01  110.25  3.000
 CV8  H28  C21  C01  110.93  3.000
 CV8  H27  C01  O05  109.42  3.000
 CV8  H27  C01  C02  107.94  3.000
 CV8  O05  C01  C02  110.42  3.000
 CV8  H27  C01  C21  109.33  3.000
 CV8  C02  C01  C21  111.52  3.000
 CV8  O05  C01  C21  108.18  3.000
 CV8  H03  C02  H02  107.91  3.000
 CV8  H03  C02  N01  109.51  3.000
 CV8  H02  C02  N01  109.45  3.000
 CV8  H03  C02  C01  109.94  3.000
 CV8  H02  C02  C01  109.78  3.000
 CV8  N01  C02  C01  110.21  3.000
 CV8  C18  N01  C03  125.33  3.000
 CV8  C03  N01  C02  120.92  3.000
 CV8  C18  N01  C02  113.58  3.000
 CV8  O04  C03  C04  120.58  3.000
 CV8  C04  C03  N01  116.18  3.000
 CV8  O04  C03  N01  123.24  3.000
 CV8  H05  C04  H04  107.39  3.000
 CV8  H05  C04  O01  110.83  3.000
 CV8  H04  C04  O01  110.85  3.000
 CV8  H05  C04  C03  110.04  3.000
 CV8  H04  C04  C03  110.76  3.000
 CV8  O01  C04  C03  106.99  3.000
 CV8  N02  O01  C04  109.38  3.000
 CV8  C05  N02  O01  112.03  3.000
 CV8  C07  C06  C05  117.81  3.000
 CV8  C05  C06  C17  123.03  3.000
 CV8  C07  C06  C17  119.16  3.000
 CV8  H07  C07  C08  120.42  3.000
 CV8  H07  C07  C06  118.37  3.000
 CV8  C08  C07  C06  121.21  3.000
 CV8  C14  C08  O02  115.34  3.000
 CV8  C14  C08  C07  119.20  3.000
 CV8  O02  C08  C07  125.46  3.000
 CV8  C09  O02  C08  119.93  3.000
 CV8  H08  C09  O02  109.61  3.000
 CV8  H08  C09  C13  110.43  3.000
 CV8  O02  C09  C13  114.36  3.000
 CV8  H08  C09  C10  108.50  3.000
 CV8  O02  C09  C10  109.74  3.000
 CV8  C13  C09  C10  103.93  3.000
 CV8  H12  C11  H11  107.03  3.000
 CV8  H12  C11  C12  112.78  3.000
 CV8  H11  C11  C12  110.27  3.000
 CV8  H12  C11  C10  112.75  3.000
 CV8  H11  C11  C10  109.62  3.000
 CV8  C12  C11  C10  104.41  3.000
 CV8  H14  C12  H13  106.72  3.000
 CV8  H14  C12  C11  111.54  3.000
 CV8  H13  C12  C11  110.55  3.000
 CV8  H14  C12  C13  112.08  3.000
 CV8  H13  C12  C13  110.10  3.000
 CV8  C11  C12  C13  105.91  3.000
 CV8  C16  C14  O03  124.95  3.000
 CV8  C16  C14  C08  119.41  3.000
 CV8  O03  C14  C08  115.64  3.000
 CV8  C14  O03  C15  118.30  3.000
 CV8  H20  C16  C14  120.53  3.000
 CV8  H20  C16  C17  118.62  3.000
 CV8  C14  C16  C17  120.85  3.000
 CV8  H22  C18  H23  107.33  3.000
 CV8  H22  C18  C19  108.74  3.000
 CV8  H23  C18  C19  109.66  3.000
 CV8  H22  C18  N01  111.39  3.000
 CV8  H23  C18  N01  109.60  3.000
 CV8  C19  C18  N01  110.07  3.000
 CV8  H01  C19  O05  109.48  3.000
 CV8  H01  C19  C18  107.90  3.000
 CV8  O05  C19  C18  110.37  3.000
 CV8  H01  C19  C20  109.45  3.000
 CV8  C18  C19  C20  111.25  3.000
 CV8  O05  C19  C20  108.38  3.000
 CV8  C19  O05  C01  112.85  3.000
 CV8  H06  C05  C06  117.17  3.000
 CV8  H06  C05  N02  121.44  3.000
 CV8  C06  C05  N02  121.39  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
 CV8  CONST_01  C08  C07  C06  C17     0.00   0.0  0
 CV8  CONST_02  C08  C14  C16  C17     0.00   0.0  0
 CV8  CONST_03  C14  C08  C07  C06     0.00   0.0  0
 CV8  CONST_04  C14  C16  C17  C06     0.00   0.0  0
 CV8  CONST_05  C16  C14  C08  C07     0.00   0.0  0
 CV8  CONST_06  C16  C17  C06  C07     0.00   0.0  0
 CV8  CONST_07  O03  C14  C16  C17   180.00   0.0  0
 CV8  CONST_08  C08  C07  C06  C05   180.00   0.0  0
 CV8  CONST_09  C16  C17  C06  C05   180.00   0.0  0
 CV8  CONST_10  O02  C08  C07  C06   180.00   0.0  0
 CV8  CONST_11  O03  C14  C08  C07   180.00   0.0  0
 CV8  CONST_12  C16  C14  C08  O02   180.00   0.0  0
 CV8  CONST_13  H07  C07  C06  C17   180.00   0.0  0
 CV8  CONST_14  H20  C16  C17  C06   180.00   0.0  0
 CV8  CONST_15  H21  C17  C06  C07   180.00   0.0  0
 CV8  CONST_16  O04  C03  N01  C02     0.00   0.0  0
 CV8  CONST_17  C04  C03  N01  C02   180.00   0.0  0
 CV8  CONST_18  C18  N01  C03  C04     0.00   0.0  0
 CV8  CONST_19  C18  N01  C03  O04   180.00   0.0  0
 CV8  Var_01    C13  C12  C11  C10    21.20  30.0  1
 CV8  Var_02    C18  N01  C02  C01    52.62  30.0  1
 CV8  Var_03    C19  C18  N01  C02   -52.73  30.0  1
 CV8  Var_04    C11  C12  C13  C09     5.12  30.0  1
 CV8  Var_05    C12  C11  C10  C09   -39.44  30.0  1
 CV8  Var_06    C14  C08  O02  C09  -177.66  30.0  2
 CV8  Var_07    C08  C14  O03  C15  -179.24  30.0  2
 CV8  Var_08    N02  C05  C06  C17     0.86  30.0  1
 CV8  Var_09    C06  C05  N02  O01  -179.51   0.0  2
 CV8  Var_10    O01  C04  C03  N01  -179.33  30.0  3
 CV8  Var_11    H17  C15  O03  C14    59.92  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
 CV8  chir_01  C01  C21  O05  C02  negativ
 CV8  chir_02  C09  C13  C10  O02  positiv
 CV8  chir_03  C19  O05  C20  C18  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
 CV8  plan-1  C02  0.020
 CV8  plan-1  N01  0.020
 CV8  plan-1  C03  0.020
 CV8  plan-1  C04  0.020
 CV8  plan-1  O04  0.020
 CV8  plan-1  C18  0.020
 CV8  plan-2  C17  0.020
 CV8  plan-2  C06  0.020
 CV8  plan-2  C07  0.020
 CV8  plan-2  C08  0.020
 CV8  plan-2  O02  0.020
 CV8  plan-2  C14  0.020
 CV8  plan-2  O03  0.020
 CV8  plan-2  C16  0.020
 CV8  plan-2  H21  0.020
 CV8  plan-2  H07  0.020
 CV8  plan-2  H20  0.020
 CV8  plan-2  C05  0.020
 CV8  plan-3  O01  0.020
 CV8  plan-3  N02  0.020
 CV8  plan-3  C06  0.020
 CV8  plan-3  C05  0.020
 CV8  plan-3  H06  0.020

