# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sun Mar 22 23:56:34 2020
#   Inital geometry file: a 92 line input string
#   Ligand name: (4R)-2'-amino-6-bromo-1',2,2-trimethyl-2,3-dihydrospiro[chromene-4,4'-imidazol]-5'(1'H)-one
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CN1C(=N[C@@]2(CC(C)(C)Oc3ccc(Br)cc23)C1=O)N
#
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
 1M4  1M4  (4R)-2'-amino-6-bromo-1',2,2-trimethyl-2,3-dihydrospiro[chromene-4,4'-imidazol]-5'(1'H)-one  ligand  36  20  .  2021-08-03  2021-08-03  
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as OK
;

data_comp_1M4
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
 1M4  C1   C   CR66  0   0.116   0.2775   0.5325  -0.0313
 1M4  C2   C   CR66  0   0.360   0.3377   1.9196  -0.1509
 1M4  C3   C   CR16  0  -0.360  -0.8390   2.6712  -0.1370
 1M4  C4   C   CR16  0  -0.227  -2.0675   2.0579   0.0064
 1M4  C5   C   CR6   0  -0.129  -2.1207   0.6768   0.1540
 1M4  C6   C   CR16  0  -0.272  -0.9632  -0.0769   0.1389
 1M4  C7   C   C     0  -0.201   1.5332  -0.3119  -0.0729
 1M4  C8   C   C     0  -0.416   2.7292   0.5490  -0.4981
 1M4  C9   C   CR6   0   0.161   2.7081   1.9481   0.1061
 1M4  O10  O   O     0  -0.485   1.4869   2.5997  -0.2933
 1M4  C11  C   CR5   0   0.556   1.3648  -1.4389  -1.1010
 1M4  N12  N   NR5   0  -0.523   1.5165  -2.5899  -0.3908
 1M4  C13  C   CR5   0   0.669   1.7374  -2.2490   0.9431
 1M4  N14  N   N     0  -0.451   1.7544  -0.9915   1.1896
 1M4  O15  O   O     0  -0.431   1.1499  -1.3457  -2.2875
 1M4  N16  N   NH2   0  -0.846   1.8556  -3.2338   1.8527
 1M4  C17  C   CH3   0  -0.553   1.4191  -3.9260  -0.9276
 1M4  BR1  BR  BR    0  -0.055  -3.7928  -0.1754   0.3772
 1M4  C18  C   CH3   0  -0.654   2.8030   1.9545   1.6276
 1M4  C19  C   CH3   0  -0.666   3.8234   2.7869  -0.4957
 1M4  H1   H   HCR6  0   0.274  -0.7823   3.7479  -0.2348
 1M4  H2   H   HCR6  0   0.281  -2.9665   2.6592   0.0140
 1M4  H3   H   HCR6  0   0.277  -1.0177  -1.1533   0.2532
 1M4  H4   H   H     0   0.264   3.6547   0.0411  -0.2226
 1M4  H5   H   H     0   0.259   2.7264   0.6529  -1.5869
 1M4  H6   H   HNH2  0   0.411   2.1659  -4.1466   1.5637
 1M4  H7   H   HNH2  0   0.405   2.1695  -2.9563   2.7683
 1M4  H8   H   HCH3  0   0.263   2.3436  -4.4807  -0.7711
 1M4  H9   H   HCH3  0   0.267   0.5916  -4.4696  -0.4733
 1M4  H10  H   HCH3  0   0.276   1.2420  -3.8559  -1.9970
 1M4  H11  H   HCH3  0   0.234   3.7295   1.4738   1.9419
 1M4  H12  H   HCH3  0   0.235   2.8123   2.9801   1.9993
 1M4  H13  H   HCH3  0   0.246   1.9824   1.4194   2.1029
 1M4  H14  H   HCH3  0   0.239   3.7784   2.7878  -1.5855
 1M4  H15  H   HCH3  0   0.242   3.7680   3.8190  -0.1474
 1M4  H16  H   HCH3  0   0.236   4.7919   2.3864  -0.1976

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
 1M4  O15  C11  double    1.209  0.020  1.209
 1M4  C19  C9   single    1.520  0.020  1.520
 1M4  C11  N12  single    1.361  0.020  1.361
 1M4  C11  C7   single    1.535  0.020  1.535
 1M4  C17  N12  single    1.443  0.020  1.443
 1M4  C8   C9   single    1.524  0.020  1.524
 1M4  C8   C7   single    1.534  0.020  1.534
 1M4  O10  C9   single    1.441  0.020  1.441
 1M4  O10  C2   single    1.343  0.020  1.343
 1M4  C9   C18  single    1.525  0.020  1.525
 1M4  N12  C13  single    1.394  0.020  1.394
 1M4  C7   C1   single    1.514  0.020  1.514
 1M4  C7   N14  single    1.451  0.020  1.451
 1M4  C2   C1   aromatic  1.394  0.020  1.394
 1M4  C2   C3   aromatic  1.396  0.020  1.396
 1M4  C1   C6   aromatic  1.393  0.020  1.393
 1M4  C3   C4   aromatic  1.381  0.020  1.381
 1M4  C6   C5   aromatic  1.381  0.020  1.381
 1M4  C4   C5   aromatic  1.390  0.020  1.390
 1M4  C13  N14  double    1.282  0.020  1.282
 1M4  C13  N16  single    1.346  0.020  1.346
 1M4  C5   BR1  single    1.890  0.020  1.890
 1M4  C3   H1   single    0.930  0.020  1.080
 1M4  C4   H2   single    0.930  0.020  1.080
 1M4  C6   H3   single    0.930  0.020  1.080
 1M4  C8   H4   single    0.970  0.020  1.090
 1M4  C8   H5   single    0.970  0.020  1.090
 1M4  N16  H6   single    0.890  0.020  1.040
 1M4  N16  H7   single    0.890  0.020  1.040
 1M4  C17  H8   single    0.970  0.020  1.090
 1M4  C17  H9   single    0.970  0.020  1.090
 1M4  C17  H10  single    0.970  0.020  1.090
 1M4  C18  H11  single    0.970  0.020  1.090
 1M4  C18  H12  single    0.970  0.020  1.090
 1M4  C18  H13  single    0.970  0.020  1.090
 1M4  C19  H14  single    0.970  0.020  1.090
 1M4  C19  H15  single    0.970  0.020  1.090
 1M4  C19  H16  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
 1M4  C7   C1   C6   119.89  3.000
 1M4  C6   C1   C2   118.98  3.000
 1M4  C7   C1   C2   121.13  3.000
 1M4  O10  C2   C3   116.72  3.000
 1M4  C3   C2   C1   119.90  3.000
 1M4  O10  C2   C1   123.38  3.000
 1M4  H1   C3   C4   119.86  3.000
 1M4  H1   C3   C2   119.36  3.000
 1M4  C4   C3   C2   120.78  3.000
 1M4  H2   C4   C5   121.33  3.000
 1M4  H2   C4   C3   119.56  3.000
 1M4  C5   C4   C3   119.11  3.000
 1M4  BR1  C5   C6   119.78  3.000
 1M4  BR1  C5   C4   119.63  3.000
 1M4  C6   C5   C4   120.59  3.000
 1M4  H3   C6   C5   119.91  3.000
 1M4  H3   C6   C1   119.49  3.000
 1M4  C5   C6   C1   120.60  3.000
 1M4  N14  C7   C11  104.82  3.000
 1M4  N14  C7   C8   112.66  3.000
 1M4  C11  C7   C8   108.18  3.000
 1M4  N14  C7   C1   111.34  3.000
 1M4  C8   C7   C1   109.96  3.000
 1M4  C11  C7   C1   109.69  3.000
 1M4  H5   C8   H4   107.32  3.000
 1M4  H5   C8   C9   107.90  3.000
 1M4  H4   C8   C9   109.81  3.000
 1M4  H5   C8   C7   109.11  3.000
 1M4  H4   C8   C7   109.28  3.000
 1M4  C9   C8   C7   113.24  3.000
 1M4  C19  C9   C18  110.32  3.000
 1M4  C18  C9   O10  109.12  3.000
 1M4  C19  C9   O10  105.23  3.000
 1M4  C18  C9   C8   113.49  3.000
 1M4  O10  C9   C8   108.48  3.000
 1M4  C19  C9   C8   109.85  3.000
 1M4  C9   O10  C2   117.84  3.000
 1M4  O15  C11  N12  126.65  3.000
 1M4  N12  C11  C7   105.02  3.000
 1M4  O15  C11  C7   128.33  3.000
 1M4  C17  N12  C13  126.36  3.000
 1M4  C13  N12  C11  108.07  3.000
 1M4  C17  N12  C11  125.54  3.000
 1M4  N16  C13  N14  125.94  3.000
 1M4  N16  C13  N12  118.79  3.000
 1M4  N14  C13  N12  115.21  3.000
 1M4  C13  N14  C7   106.88  3.000
 1M4  H7   N16  H6   114.52  3.000
 1M4  H7   N16  C13  116.12  3.000
 1M4  H6   N16  C13  119.78  3.000
 1M4  H10  C17  H9   108.60  3.000
 1M4  H10  C17  H8   108.22  3.000
 1M4  H9   C17  H8   109.30  3.000
 1M4  H10  C17  N12  108.51  3.000
 1M4  H9   C17  N12  110.99  3.000
 1M4  H8   C17  N12  111.14  3.000
 1M4  H13  C18  H12  108.65  3.000
 1M4  H13  C18  H11  107.34  3.000
 1M4  H12  C18  H11  108.01  3.000
 1M4  H13  C18  C9   112.75  3.000
 1M4  H12  C18  C9   110.15  3.000
 1M4  H11  C18  C9   109.80  3.000
 1M4  H16  C19  H15  107.80  3.000
 1M4  H16  C19  H14  108.08  3.000
 1M4  H15  C19  H14  108.43  3.000
 1M4  H16  C19  C9   109.95  3.000
 1M4  H15  C19  C9   111.01  3.000
 1M4  H14  C19  C9   111.46  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
 1M4  CONST_01  C4   C3   C2   C1     0.00   0.0  0
 1M4  CONST_02  C4   C5   C6   C1     0.00   0.0  0
 1M4  CONST_03  C5   C6   C1   C2     0.00   0.0  0
 1M4  CONST_04  C5   C4   C3   C2     0.00   0.0  0
 1M4  CONST_05  C6   C1   C2   C3     0.00   0.0  0
 1M4  CONST_06  C6   C5   C4   C3     0.00   0.0  0
 1M4  CONST_07  C13  N12  C11  C7     0.00   0.0  0
 1M4  CONST_08  N12  C13  N14  C7     0.00   0.0  0
 1M4  CONST_09  N14  C13  N12  C11    0.00   0.0  0
 1M4  CONST_10  BR1  C5   C6   C1   180.00   0.0  0
 1M4  CONST_11  BR1  C5   C4   C3   180.00   0.0  0
 1M4  CONST_12  C17  N12  C11  C7   180.00   0.0  0
 1M4  CONST_13  N16  C13  N14  C7   180.00   0.0  0
 1M4  CONST_14  N16  C13  N12  C11  180.00   0.0  0
 1M4  CONST_15  O15  C11  N12  C13  180.00   0.0  0
 1M4  CONST_16  C17  N12  C13  N14  180.00   0.0  0
 1M4  CONST_17  H1   C3   C2   C1   180.00   0.0  0
 1M4  CONST_18  H3   C6   C1   C2   180.00   0.0  0
 1M4  CONST_19  H2   C4   C3   C2   180.00   0.0  0
 1M4  CONST_20  C17  N12  C11  O15    0.00   0.0  0
 1M4  CONST_21  C17  N12  C13  N16    0.00   0.0  0
 1M4  CONST_23  H7   N16  C13  N12  180.00   0.0  0
 1M4  Var_01    C8   C9   O10  C2    48.19  30.0  1
 1M4  Var_02    O10  C9   C8   C7   -58.49  30.0  1
 1M4  Var_03    H14  C19  C9   C8    53.65  30.0  3
 1M4  Var_04    H11  C18  C9   C8    59.55  30.0  3
 1M4  Var_05    H8   C17  N12  C11  120.97  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
 1M4  chir_01  C7  C8  C1  N14  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
 1M4  plan-1  C7   0.020
 1M4  plan-1  C11  0.020
 1M4  plan-1  N12  0.020
 1M4  plan-1  C13  0.020
 1M4  plan-1  N14  0.020
 1M4  plan-1  O15  0.020
 1M4  plan-1  N16  0.020
 1M4  plan-1  C17  0.020
 1M4  plan-1  H6   0.020
 1M4  plan-1  H7   0.020
 1M4  plan-2  C1   0.020
 1M4  plan-2  C2   0.020
 1M4  plan-2  C3   0.020
 1M4  plan-2  C4   0.020
 1M4  plan-2  C5   0.020
 1M4  plan-2  C6   0.020
 1M4  plan-2  C7   0.020
 1M4  plan-2  O10  0.020
 1M4  plan-2  BR1  0.020
 1M4  plan-2  H1   0.020
 1M4  plan-2  H2   0.020
 1M4  plan-2  H3   0.020

