# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Wed Mar  9 23:28:42 2022
#   Inital geometry file: a 103 line input string
#   Ligand name: 3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CNCCCN1c2ccccc2CCc3ccccc13
#
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
 DSM  DSM  3-(10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N-methylpropan-1-amine  ligand  42  20  .  2022-03-18  2022-03-18
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_DSM
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
 DSM  C18   C  CH3   0  -0.518   6.1271  -0.3619   0.1749
 DSM  N2    N  NH1   0  -0.593   4.8363   0.0920  -0.2999
 DSM  C17   C  CH2   0  -0.253   3.7354  -0.5827   0.3581
 DSM  C16   C  CH2   0  -0.459   2.3947  -0.0699  -0.1439
 DSM  C15   C  CH2   0  -0.311   1.2400  -0.7617   0.5667
 DSM  N1    N  NT    0  -0.596  -0.0527  -0.3403   0.0519
 DSM  C14   C  CR6   0   0.256  -1.1449  -1.2222   0.1728
 DSM  C1    C  CR16  0  -0.318  -1.1301  -2.1935   1.1831
 DSM  C2    C  CR16  0  -0.270  -2.1654  -3.0988   1.3413
 DSM  C3    C  CR16  0  -0.263  -3.2645  -3.0397   0.4984
 DSM  C4    C  CR16  0  -0.299  -3.2886  -2.0773  -0.4966
 DSM  C13   C  CR6   0   0.076  -2.2502  -1.1672  -0.6957
 DSM  C5    C  CH2   0  -0.485  -2.4259  -0.2222  -1.8653
 DSM  C6    C  CH2   0  -0.512  -1.2715   0.7113  -2.2096
 DSM  C12   C  CR6   0   0.106  -0.9363   1.6091  -1.0626
 DSM  C11   C  CR6   0   0.252  -0.3354   1.0458   0.0643
 DSM  C7    C  CR16  0  -0.349  -1.2265   2.9690  -1.0661
 DSM  C8    C  CR16  0  -0.248  -0.9006   3.7722   0.0186
 DSM  C9    C  CR16  0  -0.279  -0.2853   3.2092   1.1285
 DSM  C10   C  CR16  0  -0.267  -0.0108   1.8490   1.1546
 DSM  H181  H  HCH3  0   0.230   6.9218   0.2148  -0.2985
 DSM  H182  H  HCH3  0   0.192   6.2571  -0.2855   1.2639
 DSM  H183  H  HCH3  0   0.221   6.2750  -1.4091  -0.0961
 DSM  HN2   H  HNH1  0   0.341   4.7562   1.0867  -0.1263
 DSM  H171  H  HCH2  0   0.216   3.8191  -1.6550   0.1521
 DSM  H172  H  HCH2  0   0.186   3.7772  -0.4816   1.4561
 DSM  H161  H  HCH2  0   0.231   2.3471   1.0115   0.0125
 DSM  H162  H  HCH2  0   0.231   2.3111  -0.2390  -1.2204
 DSM  H151  H  HCH2  0   0.252   1.3252  -1.8357   0.3904
 DSM  H152  H  HCH2  0   0.216   1.3363  -0.6215   1.6526
 DSM  H1    H  HCR6  0   0.265  -0.2973  -2.2356   1.8723
 DSM  H2    H  HCR6  0   0.252  -2.1147  -3.8350   2.1331
 DSM  H3    H  HCR6  0   0.247  -4.0884  -3.7322   0.6095
 DSM  H4    H  HCR6  0   0.246  -4.1404  -2.0340  -1.1668
 DSM  H51   H  HCH2  0   0.254  -2.6621  -0.8239  -2.7474
 DSM  H52   H  HCH2  0   0.247  -3.3146   0.3902  -1.6834
 DSM  H61   H  HCH2  0   0.247  -0.3906   0.1321  -2.4982
 DSM  H62   H  HCH2  0   0.251  -1.5607   1.3046  -3.0787
 DSM  H7    H  HCR6  0   0.246  -1.6985   3.4065  -1.9382
 DSM  H8    H  HCR6  0   0.251  -1.1212   4.8315  -0.0045
 DSM  H9    H  HCR6  0   0.253  -0.0251   3.8255   1.9794
 DSM  H10   H  HCR6  0   0.254   0.4584   1.4143   2.0287

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
 DSM  C18  N2    single    1.448  0.020  1.448
 DSM  C18  H181  single    0.970  0.020  1.090
 DSM  C18  H182  single    0.970  0.020  1.090
 DSM  C18  H183  single    0.970  0.020  1.090
 DSM  N2   C17   single    1.449  0.020  1.449
 DSM  N2   HN2   single    0.890  0.020  1.040
 DSM  C17  C16   single    1.521  0.020  1.521
 DSM  C17  H171  single    0.970  0.020  1.090
 DSM  C17  H172  single    0.970  0.020  1.090
 DSM  C16  C15   single    1.522  0.020  1.522
 DSM  C16  H161  single    0.970  0.020  1.090
 DSM  C16  H162  single    0.970  0.020  1.090
 DSM  C15  N1    single    1.454  0.020  1.454
 DSM  C15  H151  single    0.970  0.020  1.090
 DSM  C15  H152  single    0.970  0.020  1.090
 DSM  N1   C11   single    1.415  0.020  1.415
 DSM  N1   C14   single    1.409  0.020  1.409
 DSM  C14  C1    aromatic  1.401  0.020  1.401
 DSM  C14  C13   aromatic  1.407  0.020  1.407
 DSM  C1   C2    aromatic  1.384  0.020  1.384
 DSM  C1   H1    single    0.930  0.020  1.080
 DSM  C2   C3    aromatic  1.386  0.020  1.386
 DSM  C2   H2    single    0.930  0.020  1.080
 DSM  C3   C4    aromatic  1.385  0.020  1.385
 DSM  C3   H3    single    0.930  0.020  1.080
 DSM  C4   C13   aromatic  1.395  0.020  1.395
 DSM  C4   H4    single    0.930  0.020  1.080
 DSM  C13  C5    single    1.514  0.020  1.514
 DSM  C5   C6    single    1.524  0.020  1.524
 DSM  C5   H51   single    0.970  0.020  1.090
 DSM  C5   H52   single    0.970  0.020  1.090
 DSM  C6   C12   single    1.495  0.020  1.495
 DSM  C6   H61   single    0.970  0.020  1.090
 DSM  C6   H62   single    0.970  0.020  1.090
 DSM  C12  C11   aromatic  1.396  0.020  1.396
 DSM  C12  C7    aromatic  1.391  0.020  1.391
 DSM  C11  C10   aromatic  1.393  0.020  1.393
 DSM  C7   C8    aromatic  1.388  0.020  1.388
 DSM  C7   H7    single    0.930  0.020  1.080
 DSM  C8   C9    aromatic  1.388  0.020  1.388
 DSM  C8   H8    single    0.930  0.020  1.080
 DSM  C9   C10   aromatic  1.388  0.020  1.388
 DSM  C9   H9    single    0.930  0.020  1.080
 DSM  C10  H10   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
 DSM  H183  C18  H182  107.25  3.000
 DSM  H183  C18  H181  107.52  3.000
 DSM  H182  C18  H181  107.89  3.000
 DSM  H183  C18  N2    109.88  3.000
 DSM  H182  C18  N2    114.10  3.000
 DSM  H181  C18  N2    109.97  3.000
 DSM  HN2   N2   C17   108.62  3.000
 DSM  HN2   N2   C18   108.79  3.000
 DSM  C17   N2   C18   112.47  3.000
 DSM  H172  C17  H171  105.90  3.000
 DSM  H172  C17  C16   109.33  3.000
 DSM  H171  C17  C16   109.60  3.000
 DSM  H172  C17  N2    112.36  3.000
 DSM  H171  C17  N2    108.21  3.000
 DSM  C16   C17  N2    111.27  3.000
 DSM  H162  C16  H161  106.90  3.000
 DSM  H162  C16  C15   109.36  3.000
 DSM  H161  C16  C15   110.47  3.000
 DSM  H162  C16  C17   109.90  3.000
 DSM  H161  C16  C17   108.94  3.000
 DSM  C15   C16  C17   111.19  3.000
 DSM  H152  C15  H151  106.15  3.000
 DSM  H152  C15  N1    113.01  3.000
 DSM  H151  C15  N1    107.30  3.000
 DSM  H152  C15  C16   109.68  3.000
 DSM  H151  C15  C16   108.21  3.000
 DSM  N1    C15  C16   112.18  3.000
 DSM  C11   N1   C14   117.23  3.000
 DSM  C14   N1   C15   118.52  3.000
 DSM  C11   N1   C15   117.29  3.000
 DSM  C13   C14  C1    118.71  3.000
 DSM  C13   C14  N1    122.11  3.000
 DSM  C1    C14  N1    119.17  3.000
 DSM  H1    C1   C2    118.51  3.000
 DSM  H1    C1   C14   119.63  3.000
 DSM  C2    C1   C14   121.85  3.000
 DSM  H2    C2   C3    120.72  3.000
 DSM  H2    C2   C1    119.56  3.000
 DSM  C3    C2   C1    119.71  3.000
 DSM  H3    C3   C4    120.36  3.000
 DSM  H3    C3   C2    120.93  3.000
 DSM  C4    C3   C2    118.71  3.000
 DSM  H4    C4   C13   118.05  3.000
 DSM  H4    C4   C3    119.04  3.000
 DSM  C13   C4   C3    122.90  3.000
 DSM  C5    C13  C4    115.54  3.000
 DSM  C5    C13  C14   126.34  3.000
 DSM  C4    C13  C14   118.11  3.000
 DSM  H52   C5   H51   105.46  3.000
 DSM  H52   C5   C6    108.05  3.000
 DSM  H51   C5   C6    108.57  3.000
 DSM  H52   C5   C13   108.37  3.000
 DSM  H51   C5   C13   107.75  3.000
 DSM  C6    C5   C13   117.97  3.000
 DSM  H62   C6   H61   106.95  3.000
 DSM  H62   C6   C12   110.12  3.000
 DSM  H61   C6   C12   109.89  3.000
 DSM  H62   C6   C5    108.19  3.000
 DSM  H61   C6   C5    110.21  3.000
 DSM  C12   C6   C5    111.37  3.000
 DSM  C7    C12  C11   119.12  3.000
 DSM  C7    C12  C6    122.59  3.000
 DSM  C11   C12  C6    118.27  3.000
 DSM  C10   C11  C12   119.98  3.000
 DSM  C10   C11  N1    121.70  3.000
 DSM  C12   C11  N1    118.32  3.000
 DSM  H7    C7   C8    119.82  3.000
 DSM  H7    C7   C12   119.19  3.000
 DSM  C8    C7   C12   120.98  3.000
 DSM  H8    C8   C9    120.29  3.000
 DSM  H8    C8   C7    120.11  3.000
 DSM  C9    C8   C7    119.61  3.000
 DSM  H9    C9   C10   119.72  3.000
 DSM  H9    C9   C8    120.27  3.000
 DSM  C10   C9   C8    120.01  3.000
 DSM  H10   C10  C9    119.62  3.000
 DSM  H10   C10  C11   120.08  3.000
 DSM  C9    C10  C11   120.30  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
 DSM  CONST_01  C3    C2   C1   C14     0.00   0.0  0
 DSM  CONST_02  C4    C3   C2   C1      0.00   0.0  0
 DSM  CONST_03  C13   C4   C3   C2      0.00   0.0  0
 DSM  CONST_04  C9    C8   C7   C12     0.00   0.0  0
 DSM  CONST_05  C8    C9   C10  C11     0.00   0.0  0
 DSM  CONST_06  C10   C9   C8   C7      0.00   0.0  0
 DSM  CONST_07  H2    C2   C1   C14   180.00   0.0  0
 DSM  CONST_08  H3    C3   C2   C1    180.00   0.0  0
 DSM  CONST_09  H4    C4   C3   C2    180.00   0.0  0
 DSM  CONST_10  H1    C1   C2   C3    180.00   0.0  0
 DSM  CONST_11  H8    C8   C7   C12   180.00   0.0  0
 DSM  CONST_12  H9    C9   C10  C11   180.00   0.0  0
 DSM  CONST_13  H10   C10  C9   C8    180.00   0.0  0
 DSM  CONST_14  H7    C7   C8   C9    180.00   0.0  0
 DSM  Var_01    N1    C15  C16  C17  -176.87  30.0  3
 DSM  Var_02    C16   C17  N2   C18   179.07  30.0  3
 DSM  Var_03    C15   C16  C17  N2   -178.96  30.0  3
 DSM  Var_04    H181  C18  N2   C17  -176.38  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
 DSM  plan-1  N1   0.020
 DSM  plan-1  C14  0.020
 DSM  plan-1  C1   0.020
 DSM  plan-1  C2   0.020
 DSM  plan-1  C3   0.020
 DSM  plan-1  C4   0.020
 DSM  plan-1  C13  0.020
 DSM  plan-1  C5   0.020
 DSM  plan-1  H1   0.020
 DSM  plan-1  H2   0.020
 DSM  plan-1  H3   0.020
 DSM  plan-1  H4   0.020
 DSM  plan-2  N1   0.020
 DSM  plan-2  C6   0.020
 DSM  plan-2  C12  0.020
 DSM  plan-2  C11  0.020
 DSM  plan-2  C7   0.020
 DSM  plan-2  C8   0.020
 DSM  plan-2  C9   0.020
 DSM  plan-2  C10  0.020
 DSM  plan-2  H7   0.020
 DSM  plan-2  H8   0.020
 DSM  plan-2  H9   0.020
 DSM  plan-2  H10  0.020

