# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Jul 21 15:08:40 2021
#   Inital geometry file: a 89 line input string
#   Ligand name: ~{N}-[[[2-methyl-4-(3-methylbutyl)phenyl]amino]methyl]hydroxylamine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CC(C)CCc1ccc(NCNO)c(C)c1
#
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
 M8N  M8N  ~{N}-[[[2-methyl-4-(3-methylbutyl)phenyl]amino]methyl]hydroxylamine  ligand  38  16  .  2022-03-22  2022-07-25
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_M8N
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
 M8N  C1   C  CR6   0   0.132  34.7755  -1.3996  59.9670
 M8N  C10  C  CH2   0  -0.407  37.1734  -0.7214  59.3100
 M8N  C11  C  CH1   0  -0.224  38.1041  -1.1455  60.4481
 M8N  C12  C  CH3   0  -0.653  37.4448  -1.1112  61.8234
 M8N  C13  C  CH3   0  -0.653  39.3505  -0.2637  60.4488
 M8N  C2   C  CR16  0  -0.330  34.2432  -2.4165  60.7439
 M8N  C3   C  CR16  0  -0.333  33.1541  -2.1999  61.5803
 M8N  C4   C  CR6   0   0.272  32.5427  -0.9471  61.6512
 M8N  C5   C  CR6   0   0.064  33.0605   0.0972  60.8558
 M8N  C6   C  CR16  0  -0.354  34.1546  -0.1524  60.0434
 M8N  C7   C  CH3   0  -0.753  32.4241   1.4557  60.8874
 M8N  C8   C  CH2   0  -0.146  31.0135  -1.6642  63.4393
 M8N  C9   C  CH2   0  -0.510  35.9548  -1.6182  59.0552
 M8N  N1   N  NH1   0  -0.691  31.4258  -0.7031  62.4372
 M8N  N2   N  NH1   0  -0.371  29.7660  -1.3277  64.0688
 M8N  O1   O  OH1   0  -0.594  29.8547  -0.0462  64.6506
 M8N  H1   H  HCH2  0   0.220  37.7652  -0.6968  58.3898
 M8N  H2   H  HCH2  0   0.213  36.8440   0.3104  59.4783
 M8N  H3   H  HCH1  0   0.207  38.4212  -2.1766  60.2472
 M8N  H4   H  HCH3  0   0.218  38.1715  -1.3508  62.6029
 M8N  H5   H  HCH3  0   0.208  37.0454  -0.1167  62.0380
 M8N  H6   H  HCH3  0   0.237  36.6219  -1.8182  61.9106
 M8N  H7   H  HCH3  0   0.223  40.0677  -0.5900  61.2042
 M8N  H8   H  HCH3  0   0.221  39.8575  -0.2800  59.4821
 M8N  H9   H  HCH3  0   0.211  39.0916   0.7752  60.6683
 M8N  H10  H  HCR6  0   0.239  34.6919  -3.4035  60.7180
 M8N  H11  H  HCR6  0   0.255  32.7940  -3.0250  62.1807
 M8N  H12  H  HCR6  0   0.231  34.5344   0.6648  59.4378
 M8N  H13  H  HCH3  0   0.243  31.3583   1.4083  60.6518
 M8N  H14  H  HCH3  0   0.240  32.5096   1.9282  61.8704
 M8N  H15  H  HCH3  0   0.253  32.8949   2.1250  60.1689
 M8N  H16  H  HCH2  0   0.239  30.8507  -2.6338  62.9646
 M8N  H17  H  HCH2  0   0.224  31.7708  -1.8065  64.2211
 M8N  H18  H  HCH2  0   0.238  35.6289  -1.4502  58.0238
 M8N  H19  H  HCH2  0   0.231  36.2621  -2.6674  59.1013
 M8N  H20  H  HNH1  0   0.375  31.3846   0.2433  62.7888
 M8N  H21  H  HNH1  0   0.358  29.0504  -1.2386  63.3549
 M8N  H22  H  HOH1  0   0.465  29.7926  -0.2134  65.5961

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
 M8N  C9   C10  single    1.534  0.020  1.534
 M8N  C9   C1   single    1.507  0.020  1.507
 M8N  C10  C11  single    1.530  0.020  1.530
 M8N  C6   C1   aromatic  1.395  0.020  1.395
 M8N  C6   C5   aromatic  1.385  0.020  1.385
 M8N  C1   C2   aromatic  1.386  0.020  1.386
 M8N  C11  C13  single    1.527  0.020  1.527
 M8N  C11  C12  single    1.526  0.020  1.526
 M8N  C7   C5   single    1.501  0.020  1.501
 M8N  C5   C4   aromatic  1.411  0.020  1.411
 M8N  C2   C3   aromatic  1.390  0.020  1.390
 M8N  C4   C3   aromatic  1.396  0.020  1.396
 M8N  C4   N1   single    1.387  0.020  1.387
 M8N  N1   C8   single    1.448  0.020  1.448
 M8N  C8   N2   single    1.437  0.020  1.437
 M8N  N2   O1   single    1.410  0.020  1.410
 M8N  C10  H1   single    0.970  0.020  1.090
 M8N  C10  H2   single    0.970  0.020  1.090
 M8N  C11  H3   single    0.970  0.020  1.090
 M8N  C12  H4   single    0.970  0.020  1.090
 M8N  C12  H5   single    0.970  0.020  1.090
 M8N  C12  H6   single    0.970  0.020  1.090
 M8N  C13  H7   single    0.970  0.020  1.090
 M8N  C13  H8   single    0.970  0.020  1.090
 M8N  C13  H9   single    0.970  0.020  1.090
 M8N  C2   H10  single    0.930  0.020  1.080
 M8N  C3   H11  single    0.930  0.020  1.080
 M8N  C6   H12  single    0.930  0.020  1.080
 M8N  C7   H13  single    0.970  0.020  1.090
 M8N  C7   H14  single    0.970  0.020  1.090
 M8N  C7   H15  single    0.970  0.020  1.090
 M8N  C8   H16  single    0.970  0.020  1.090
 M8N  C8   H17  single    0.970  0.020  1.090
 M8N  C9   H18  single    0.970  0.020  1.090
 M8N  C9   H19  single    0.970  0.020  1.090
 M8N  N1   H20  single    0.890  0.020  1.040
 M8N  N2   H21  single    0.890  0.020  1.040
 M8N  O1   H22  single    0.850  0.020  0.980

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
 M8N  C9   C1   C6   120.74  3.000
 M8N  C6   C1   C2   117.02  3.000
 M8N  C9   C1   C2   122.23  3.000
 M8N  H2   C10  H1   105.70  3.000
 M8N  H2   C10  C9   109.70  3.000
 M8N  H1   C10  C9   107.64  3.000
 M8N  H2   C10  C11  109.24  3.000
 M8N  H1   C10  C11  107.62  3.000
 M8N  C9   C10  C11  116.40  3.000
 M8N  H3   C11  C13  107.87  3.000
 M8N  H3   C11  C12  108.12  3.000
 M8N  C13  C11  C12  109.84  3.000
 M8N  H3   C11  C10  107.46  3.000
 M8N  C12  C11  C10  113.67  3.000
 M8N  C13  C11  C10  109.68  3.000
 M8N  H6   C12  H5   107.40  3.000
 M8N  H6   C12  H4   107.66  3.000
 M8N  H5   C12  H4   107.61  3.000
 M8N  H6   C12  C11  112.60  3.000
 M8N  H5   C12  C11  110.82  3.000
 M8N  H4   C12  C11  110.54  3.000
 M8N  H9   C13  H8   107.58  3.000
 M8N  H9   C13  H7   107.50  3.000
 M8N  H8   C13  H7   107.65  3.000
 M8N  H9   C13  C11  110.83  3.000
 M8N  H8   C13  C11  111.72  3.000
 M8N  H7   C13  C11  111.35  3.000
 M8N  H10  C2   C3   118.70  3.000
 M8N  H10  C2   C1   119.70  3.000
 M8N  C3   C2   C1   121.59  3.000
 M8N  H11  C3   C4   120.70  3.000
 M8N  H11  C3   C2   118.41  3.000
 M8N  C4   C3   C2   120.90  3.000
 M8N  N1   C4   C5   118.99  3.000
 M8N  N1   C4   C3   122.63  3.000
 M8N  C5   C4   C3   118.35  3.000
 M8N  C7   C5   C6   120.69  3.000
 M8N  C7   C5   C4   120.17  3.000
 M8N  C6   C5   C4   119.14  3.000
 M8N  H12  C6   C5   117.89  3.000
 M8N  H12  C6   C1   119.12  3.000
 M8N  C5   C6   C1   123.00  3.000
 M8N  H15  C7   H14  107.08  3.000
 M8N  H15  C7   H13  107.83  3.000
 M8N  H14  C7   H13  106.78  3.000
 M8N  H15  C7   C5   111.05  3.000
 M8N  H14  C7   C5   112.13  3.000
 M8N  H13  C7   C5   111.71  3.000
 M8N  H17  C8   H16  107.30  3.000
 M8N  H17  C8   N2   108.49  3.000
 M8N  H16  C8   N2   105.60  3.000
 M8N  H17  C8   N1   112.48  3.000
 M8N  H16  C8   N1   109.32  3.000
 M8N  N2   C8   N1   113.25  3.000
 M8N  H19  C9   H18  105.70  3.000
 M8N  H19  C9   C10  109.29  3.000
 M8N  H18  C9   C10  107.65  3.000
 M8N  H19  C9   C1   109.48  3.000
 M8N  H18  C9   C1   108.36  3.000
 M8N  C10  C9   C1   115.87  3.000
 M8N  H20  N1   C8   111.66  3.000
 M8N  H20  N1   C4   113.24  3.000
 M8N  C8   N1   C4   120.29  3.000
 M8N  H21  N2   O1   104.76  3.000
 M8N  H21  N2   C8   108.93  3.000
 M8N  O1   N2   C8   109.81  3.000
 M8N  H22  O1   N2   104.09  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
 M8N  CONST_01  C4   C5   C6   C1      0.00   0.0  0
 M8N  CONST_02  C4   C3   C2   C1      0.00   0.0  0
 M8N  CONST_03  C5   C6   C1   C2      0.00   0.0  0
 M8N  CONST_04  C5   C4   C3   C2      0.00   0.0  0
 M8N  CONST_05  C6   C1   C2   C3      0.00   0.0  0
 M8N  CONST_06  C6   C5   C4   C3      0.00   0.0  0
 M8N  CONST_07  C7   C5   C6   C1    180.00   0.0  0
 M8N  CONST_08  N1   C4   C3   C2    180.00   0.0  0
 M8N  CONST_09  C9   C1   C2   C3    180.00   0.0  0
 M8N  CONST_10  C7   C5   C4   C3    180.00   0.0  0
 M8N  CONST_11  C9   C1   C6   C5    180.00   0.0  0
 M8N  CONST_12  N1   C4   C5   C6    180.00   0.0  0
 M8N  CONST_13  H11  C3   C2   C1    180.00   0.0  0
 M8N  CONST_14  H12  C6   C1   C2    180.00   0.0  0
 M8N  CONST_15  H10  C2   C3   C4    180.00   0.0  0
 M8N  CONST_16  C8   N1   C4   C3      0.00   0.0  0
 M8N  CONST_17  C8   N1   C4   C5    180.00   0.0  0
 M8N  Var_01    C6   C1   C9   C10    58.75  30.0  2
 M8N  Var_02    H13  C7   C5   C4    -55.55  30.0  2
 M8N  Var_03    C11  C10  C9   C1     80.88  30.0  3
 M8N  Var_04    N2   C8   N1   C4   -173.98  30.0  3
 M8N  Var_05    C9   C10  C11  C12   -64.06  30.0  2
 M8N  Var_06    O1   N2   C8   N1    -57.12  30.0  3
 M8N  Var_07    H7   C13  C11  C10  -175.82  30.0  3
 M8N  Var_08    H4   C12  C11  C10  -175.83  30.0  3

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
 M8N  plan-1  C1   0.020
 M8N  plan-1  C2   0.020
 M8N  plan-1  C3   0.020
 M8N  plan-1  C4   0.020
 M8N  plan-1  C5   0.020
 M8N  plan-1  C6   0.020
 M8N  plan-1  C7   0.020
 M8N  plan-1  C9   0.020
 M8N  plan-1  N1   0.020
 M8N  plan-1  H10  0.020
 M8N  plan-1  H11  0.020
 M8N  plan-1  H12  0.020
 M8N  plan-2  C4   0.020
 M8N  plan-2  C8   0.020
 M8N  plan-2  N1   0.020
 M8N  plan-2  H20  0.020

