# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Tue May 12 02:24:10 2020
#   Inital geometry file: a 107 line input string
#   Ligand name: 4-[5-(4-phenoxyphenyl)-1H-pyrazol-3-yl]morpholine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C1CN(CCO1)c2cc([nH]n2)c3ccc(Oc4ccccc4)cc3
#
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
 KRM  KRM  4-[5-(4-phenoxyphenyl)-1H-pyrazol-3-yl]morpholine  ligand  43  24  .  2022-03-22  2022-03-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_KRM
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
 KRM  C24   C  CH2   0  -0.315  -5.7202  -0.3565   0.5212
 KRM  C23   C  CH2   0  -0.194  -7.0197   0.1718  -0.0529
 KRM  O22   O  O2    0  -0.484  -7.0119   1.5774  -0.1632
 KRM  C21   C  CH2   0  -0.188  -5.9623   1.9934  -1.0062
 KRM  C20   C  CH2   0  -0.319  -4.6106   1.5573  -0.4765
 KRM  N19   N  NT    0  -0.523  -4.5976   0.1199  -0.2681
 KRM  C16   C  CR5   0   0.498  -3.3678  -0.4400   0.0195
 KRM  C15   C  CR15  0  -0.602  -2.0930   0.0390  -0.3595
 KRM  N17   N  N     0  -0.331  -3.2673  -1.5735   0.6939
 KRM  N18   N  NR15  0  -0.527  -1.9562  -1.8378   0.7332
 KRM  C14   C  CR5   0   0.457  -1.2058  -0.9009   0.1298
 KRM  C11   C  CR6   0   0.062   0.2505  -0.9577   0.0555
 KRM  C10   C  CR16  0  -0.293   0.9556  -2.1437   0.2684
 KRM  C9    C  CR16  0  -0.315   2.3373  -2.1740   0.2104
 KRM  C12   C  CR16  0  -0.316   0.9795   0.1947  -0.2371
 KRM  C13   C  CR16  0  -0.312   2.3618   0.1764  -0.3118
 KRM  C8    C  CR6   0   0.346   3.0444  -1.0132  -0.0804
 KRM  O7    O  O2    0  -0.509   4.3978  -1.1241  -0.1653
 KRM  C6    C  CR6   0   0.318   5.1828  -0.0195   0.0512
 KRM  C1    C  CR16  0  -0.303   5.1497   0.6487   1.2688
 KRM  C5    C  CR16  0  -0.320   6.0501   0.3753  -0.9554
 KRM  C4    C  CR16  0  -0.252   6.9021   1.4503  -0.7354
 KRM  C3    C  CR16  0  -0.260   6.8770   2.1306   0.4740
 KRM  C2    C  CR16  0  -0.250   5.9996   1.7258   1.4729
 KRM  H241  H  HCH2  0   0.215  -5.6242  -0.0574   1.5754
 KRM  H242  H  HCH2  0   0.253  -5.7485  -1.4457   0.4976
 KRM  H231  H  HCH2  0   0.205  -7.1990  -0.2852  -1.0365
 KRM  H232  H  HCH2  0   0.241  -7.8477  -0.1039   0.6018
 KRM  H211  H  HCH2  0   0.206  -6.1040   1.5913  -2.0194
 KRM  H212  H  HCH2  0   0.242  -5.9981   3.0817  -1.0685
 KRM  H201  H  HCH2  0   0.255  -3.8558   1.8316  -1.2144
 KRM  H202  H  HCH2  0   0.218  -4.3744   2.0997   0.4508
 KRM  H15   H  HCR5  0   0.269  -1.8484   0.9252  -0.9204
 KRM  H18   H  HNR5  0   0.414  -1.6394  -2.6395   1.2526
 KRM  H10   H  HCR6  0   0.254   0.4342  -3.0689   0.4788
 KRM  H12   H  HCR6  0   0.263   0.4638   1.1309  -0.4085
 KRM  H9    H  HCR6  0   0.275   2.8688  -3.1008   0.3840
 KRM  H13   H  HCR6  0   0.283   2.8926   1.0888  -0.5503
 KRM  H1    H  HCR6  0   0.278   4.4738   0.3299   2.0529
 KRM  H5    H  HCR6  0   0.271   6.0623  -0.1564  -1.8983
 KRM  H2    H  HCR6  0   0.264   5.9787   2.2469   2.4211
 KRM  H4    H  HCR6  0   0.264   7.5824   1.7585  -1.5184
 KRM  H3    H  HCR6  0   0.260   7.5392   2.9700   0.6388

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
 KRM  C24  C23   single    1.516  0.020  1.516
 KRM  C24  N19   single    1.453  0.020  1.453
 KRM  C23  O22   single    1.410  0.020  1.410
 KRM  O22  C21   single    1.409  0.020  1.409
 KRM  C21  C20   single    1.516  0.020  1.516
 KRM  C20  N19   single    1.453  0.020  1.453
 KRM  N19  C16   single    1.382  0.020  1.382
 KRM  C16  C15   aromatic  1.413  0.020  1.413
 KRM  C16  N17   aromatic  1.323  0.020  1.323
 KRM  C15  C14   aromatic  1.382  0.020  1.382
 KRM  N17  N18   aromatic  1.338  0.020  1.338
 KRM  N18  C14   aromatic  1.344  0.020  1.344
 KRM  C14  C11   single    1.459  0.020  1.459
 KRM  C11  C10   aromatic  1.396  0.020  1.396
 KRM  C11  C12   aromatic  1.395  0.020  1.395
 KRM  C10  C9    aromatic  1.383  0.020  1.383
 KRM  C9   C8    aromatic  1.390  0.020  1.390
 KRM  C12  C13   aromatic  1.384  0.020  1.384
 KRM  C13  C8    aromatic  1.391  0.020  1.391
 KRM  C8   O7    single    1.361  0.020  1.361
 KRM  O7   C6    single    1.372  0.020  1.372
 KRM  C6   C1    aromatic  1.389  0.020  1.389
 KRM  C6   C5    aromatic  1.386  0.020  1.386
 KRM  C1   C2    aromatic  1.387  0.020  1.387
 KRM  C5   C4    aromatic  1.389  0.020  1.389
 KRM  C4   C3    aromatic  1.388  0.020  1.388
 KRM  C3   C2    aromatic  1.390  0.020  1.390
 KRM  C24  H241  single    0.970  0.020  1.090
 KRM  C24  H242  single    0.970  0.020  1.090
 KRM  C23  H231  single    0.970  0.020  1.090
 KRM  C23  H232  single    0.970  0.020  1.090
 KRM  C21  H211  single    0.970  0.020  1.090
 KRM  C21  H212  single    0.970  0.020  1.090
 KRM  C20  H201  single    0.970  0.020  1.090
 KRM  C20  H202  single    0.970  0.020  1.090
 KRM  C15  H15   single    0.930  0.020  1.080
 KRM  N18  H18   single    0.860  0.020  1.020
 KRM  C10  H10   single    0.930  0.020  1.080
 KRM  C12  H12   single    0.930  0.020  1.080
 KRM  C9   H9    single    0.930  0.020  1.080
 KRM  C13  H13   single    0.930  0.020  1.080
 KRM  C1   H1    single    0.930  0.020  1.080
 KRM  C5   H5    single    0.930  0.020  1.080
 KRM  C2   H2    single    0.930  0.020  1.080
 KRM  C4   H4    single    0.930  0.020  1.080
 KRM  C3   H3    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
 KRM  H242  C24  H241  107.14  3.000
 KRM  H242  C24  N19   109.63  3.000
 KRM  H241  C24  N19   111.36  3.000
 KRM  H242  C24  C23   108.53  3.000
 KRM  H241  C24  C23   110.07  3.000
 KRM  N19   C24  C23   110.03  3.000
 KRM  H232  C23  H231  107.95  3.000
 KRM  H232  C23  O22   107.64  3.000
 KRM  H231  C23  O22   110.21  3.000
 KRM  H232  C23  C24   109.59  3.000
 KRM  H231  C23  C24   109.51  3.000
 KRM  O22   C23  C24   111.86  3.000
 KRM  C21   O22  C23   110.20  3.000
 KRM  H212  C21  H211  107.94  3.000
 KRM  H212  C21  C20   109.65  3.000
 KRM  H211  C21  C20   109.38  3.000
 KRM  H212  C21  O22   107.72  3.000
 KRM  H211  C21  O22   110.33  3.000
 KRM  C20   C21  O22   111.73  3.000
 KRM  H202  C20  H201  107.32  3.000
 KRM  H202  C20  N19   111.41  3.000
 KRM  H201  C20  N19   109.86  3.000
 KRM  H202  C20  C21   110.14  3.000
 KRM  H201  C20  C21   107.96  3.000
 KRM  N19   C20  C21   110.05  3.000
 KRM  C16   N19  C20   116.03  3.000
 KRM  C16   N19  C24   116.23  3.000
 KRM  C20   N19  C24   113.30  3.000
 KRM  N17   C16  C15   111.01  3.000
 KRM  N17   C16  N19   121.40  3.000
 KRM  C15   C16  N19   127.57  3.000
 KRM  H15   C15  C14   126.74  3.000
 KRM  H15   C15  C16   128.56  3.000
 KRM  C14   C15  C16   104.69  3.000
 KRM  N18   N17  C16   104.99  3.000
 KRM  H18   N18  C14   127.70  3.000
 KRM  H18   N18  N17   118.75  3.000
 KRM  C14   N18  N17   113.34  3.000
 KRM  C11   C14  N18   123.58  3.000
 KRM  C11   C14  C15   130.48  3.000
 KRM  N18   C14  C15   105.94  3.000
 KRM  C12   C11  C10   118.03  3.000
 KRM  C12   C11  C14   120.01  3.000
 KRM  C10   C11  C14   121.96  3.000
 KRM  H10   C10  C9    118.07  3.000
 KRM  H10   C10  C11   120.83  3.000
 KRM  C9    C10  C11   121.11  3.000
 KRM  H9    C9   C8    119.93  3.000
 KRM  H9    C9   C10   120.16  3.000
 KRM  C8    C9   C10   119.91  3.000
 KRM  H12   C12  C13   118.59  3.000
 KRM  H12   C12  C11   119.92  3.000
 KRM  C13   C12  C11   121.48  3.000
 KRM  H13   C13  C8    121.13  3.000
 KRM  H13   C13  C12   119.37  3.000
 KRM  C8    C13  C12   119.50  3.000
 KRM  O7    C8   C13   123.20  3.000
 KRM  O7    C8   C9    116.81  3.000
 KRM  C13   C8   C9    119.96  3.000
 KRM  C6    O7   C8    119.57  3.000
 KRM  C5    C6   C1    120.95  3.000
 KRM  C5    C6   O7    118.21  3.000
 KRM  C1    C6   O7    120.78  3.000
 KRM  H1    C1   C2    120.29  3.000
 KRM  H1    C1   C6    120.52  3.000
 KRM  C2    C1   C6    119.20  3.000
 KRM  H5    C5   C4    120.73  3.000
 KRM  H5    C5   C6    119.98  3.000
 KRM  C4    C5   C6    119.29  3.000
 KRM  H4    C4   C3    120.16  3.000
 KRM  H4    C4   C5    119.43  3.000
 KRM  C3    C4   C5    120.41  3.000
 KRM  H3    C3   C2    120.20  3.000
 KRM  H3    C3   C4    120.14  3.000
 KRM  C2    C3   C4    119.67  3.000
 KRM  H2    C2   C3    120.11  3.000
 KRM  H2    C2   C1    119.41  3.000
 KRM  C3    C2   C1    120.48  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
 KRM  CONST_01  N18   C14  C15  C16     0.00   0.0  0
 KRM  CONST_02  C11   C14  C15  C16   180.00   0.0  0
 KRM  CONST_03  C14   N18  N17  C16     0.00   0.0  0
 KRM  CONST_04  N18   N17  C16  C15     0.00   0.0  0
 KRM  CONST_05  N17   N18  C14  C15     0.00   0.0  0
 KRM  CONST_08  C14   C15  C16  N17     0.00   0.0  0
 KRM  CONST_09  C11   C14  N18  N17   180.00   0.0  0
 KRM  CONST_12  C9    C10  C11  C14   180.00   0.0  0
 KRM  CONST_13  C13   C12  C11  C14   180.00   0.0  0
 KRM  CONST_14  C8    C9   C10  C11     0.00   0.0  0
 KRM  CONST_15  C8    C13  C12  C11     0.00   0.0  0
 KRM  CONST_16  C13   C12  C11  C10     0.00   0.0  0
 KRM  CONST_17  C13   C8   C9   C10     0.00   0.0  0
 KRM  CONST_18  C12   C11  C10  C9      0.00   0.0  0
 KRM  CONST_19  C12   C13  C8   C9      0.00   0.0  0
 KRM  CONST_20  C3    C2   C1   C6      0.00   0.0  0
 KRM  CONST_21  C3    C4   C5   C6      0.00   0.0  0
 KRM  CONST_22  C4    C5   C6   C1      0.00   0.0  0
 KRM  CONST_23  C4    C3   C2   C1      0.00   0.0  0
 KRM  CONST_24  C2    C1   C6   C5      0.00   0.0  0
 KRM  CONST_25  C2    C3   C4   C5      0.00   0.0  0
 KRM  CONST_26  C14   C15  C16  N19   180.00   0.0  0
 KRM  CONST_27  N18   N17  C16  N19   180.00   0.0  0
 KRM  CONST_28  O7    C8   C9   C10   180.00   0.0  0
 KRM  CONST_29  O7    C8   C13  C12   180.00   0.0  0
 KRM  CONST_30  C2    C1   C6   O7    180.00   0.0  0
 KRM  CONST_31  C4    C5   C6   O7    180.00   0.0  0
 KRM  CONST_32  H15   C15  C16  N19     0.00   0.0  0
 KRM  CONST_33  H18   N18  N17  C16   180.00   0.0  0
 KRM  CONST_34  H10   C10  C11  C14     0.00   0.0  0
 KRM  CONST_35  H12   C12  C11  C14     0.00   0.0  0
 KRM  CONST_36  H9    C9   C10  C11   180.00   0.0  0
 KRM  CONST_37  H13   C13  C12  C11   180.00   0.0  0
 KRM  CONST_38  H2    C2   C1   C6    180.00   0.0  0
 KRM  CONST_39  H4    C4   C5   C6    180.00   0.0  0
 KRM  CONST_40  H5    C5   C6   C1    180.00   0.0  0
 KRM  CONST_41  H3    C3   C2   C1    180.00   0.0  0
 KRM  CONST_42  H1    C1   C6   C5    180.00   0.0  0
 KRM  Var_01    C21   C20  N19  C24   -51.21  30.0  1
 KRM  Var_02    C15   C16  N19  C24  -164.23  30.0  2
 KRM  Var_03    C20   N19  C24  C23    51.06  30.0  1
 KRM  Var_04    C20   C21  O22  C23   -59.92  30.0  1
 KRM  Var_05    N19   C24  C23  O22   -54.92  30.0  1
 KRM  Var_06    N19   C20  C21  O22    55.18  30.0  1
 KRM  Var_07    C1    C6   O7   C8     60.30  30.0  2
 KRM  Var_08    H231  C23  O22  C21   -62.23  30.0  1

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
 KRM  plan-1  N19  0.020
 KRM  plan-1  C16  0.020
 KRM  plan-1  C15  0.020
 KRM  plan-1  N17  0.020
 KRM  plan-1  N18  0.020
 KRM  plan-1  C14  0.020
 KRM  plan-1  C11  0.020
 KRM  plan-1  H15  0.020
 KRM  plan-1  H18  0.020
 KRM  plan-2  C14  0.020
 KRM  plan-2  C11  0.020
 KRM  plan-2  C10  0.020
 KRM  plan-2  C9   0.020
 KRM  plan-2  C12  0.020
 KRM  plan-2  C13  0.020
 KRM  plan-2  C8   0.020
 KRM  plan-2  O7   0.020
 KRM  plan-2  H10  0.020
 KRM  plan-2  H12  0.020
 KRM  plan-2  H9   0.020
 KRM  plan-2  H13  0.020
 KRM  plan-3  O7   0.020
 KRM  plan-3  C6   0.020
 KRM  plan-3  C1   0.020
 KRM  plan-3  C5   0.020
 KRM  plan-3  C4   0.020
 KRM  plan-3  C3   0.020
 KRM  plan-3  C2   0.020
 KRM  plan-3  H1   0.020
 KRM  plan-3  H5   0.020
 KRM  plan-3  H2   0.020
 KRM  plan-3  H4   0.020
 KRM  plan-3  H3   0.020

