# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Fri Apr  3 13:54:32 2020
#   Inital geometry file: a 112 line input string
#   Ligand name: (1R)-4-{[ethyl(methyl)carbamoyl]oxy}-N-methyl-N-[(1E)-prop-2-en-1-ylidene]-2,3-dihydro-1H-inden-1-aminium
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: CCN(C)C(=O)Oc1cccc2[C@@H](CCc12)\[N+](C)=C\C=C
#
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
 4CR  4CR  (1R)-4-{[ethyl(methyl)carbamoyl]oxy}-N-methyl-N-[(1E)-prop-2-en-1-ylidene]-2,3-dihydro-1H-inden-1-aminium  ligand  44  21  .  2021-08-04  2022-09-22
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_4CR
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
 4CR  O4A   O  O     0  -0.503   2.8205   1.0252  -1.0159
 4CR  C4A   C  C     0   0.748   3.1304   0.4838   0.0229
 4CR  N4    N  NT    0  -0.473   4.2774  -0.1622   0.2759
 4CR  C4B   C  CH2   0  -0.319   5.2241  -0.3508  -0.8143
 4CR  C4C   C  CH3   0  -0.660   4.9703  -1.6294  -1.5967
 4CR  CN4   C  CH3   0  -0.522   4.4890  -0.9078   1.5060
 4CR  O4    O  O2    0  -0.520   2.3163   0.4822   1.1104
 4CR  C4    C  CR6   0   0.331   1.0456   0.9805   0.9550
 4CR  C3    C  CR56  0   0.029   0.0880   0.2566   0.2647
 4CR  C2    C  CH2   0  -0.502   0.2230  -1.0362  -0.4829
 4CR  C1    C  CH2   0  -0.464  -1.2342  -1.4863  -0.6721
 4CR  C5    C  CR16  0  -0.325   0.7088   2.1773   1.5667
 4CR  C6    C  CR16  0  -0.263  -0.5945   2.6567   1.4846
 4CR  C7    C  CR16  0  -0.307  -1.5670   1.9484   0.7909
 4CR  C8    C  CR56  0   0.096  -1.2071   0.7493   0.1985
 4CR  C9    C  CR15  0  -0.185  -2.0611  -0.1900  -0.6116
 4CR  N10   N  N     1  -0.334  -3.3940  -0.3867  -0.0284
 4CR  C10   C  CH3   0  -0.586  -3.4740  -0.8477   1.3583
 4CR  C11   C  C1    0   0.142  -4.4479  -0.1816  -0.7380
 4CR  C12   C  C1    0  -0.274  -5.7980  -0.3639  -0.2939
 4CR  C13   C  C2    0  -0.438  -6.7927  -0.1064  -1.1510
 4CR  H4B1  H  HCH2  0   0.251   6.2242  -0.3650  -0.3795
 4CR  H4B2  H  HCH2  0   0.258   5.1810   0.5139  -1.4732
 4CR  H4C1  H  HCH3  0   0.236   5.7147  -1.7440  -2.3848
 4CR  H4C2  H  HCH3  0   0.231   5.0283  -2.5093  -0.9543
 4CR  H4C3  H  HCH3  0   0.229   3.9853  -1.6147  -2.0645
 4CR  HN41  H  HCH3  0   0.255   4.4332  -0.2648   2.3830
 4CR  HN42  H  HCH3  0   0.245   3.7781  -1.7263   1.6253
 4CR  HN43  H  HCH3  0   0.254   5.4874  -1.3366   1.4748
 4CR  H2C1  H  HCH2  0   0.266   0.8184  -1.7808   0.0468
 4CR  H2C2  H  HCH2  0   0.271   0.7084  -0.8611  -1.4465
 4CR  H1C1  H  HCH2  0   0.274  -1.5159  -2.1555   0.1426
 4CR  H1C2  H  HCH2  0   0.277  -1.3997  -2.0215  -1.6047
 4CR  H5    H  HCR6  0   0.276   1.4599   2.7311   2.1152
 4CR  H6    H  HCR6  0   0.269  -0.8469   3.5921   1.9653
 4CR  H7    H  HCR6  0   0.261  -2.5803   2.3259   0.7295
 4CR  H9    H  HCR5  0   0.319  -2.2168   0.2117  -1.6152
 4CR  H101  H  HCH3  0   0.298  -2.4854  -0.8285   1.8037
 4CR  H102  H  HCH3  0   0.302  -4.1232  -0.1928   1.9327
 4CR  H103  H  HCH3  0   0.304  -3.8582  -1.8650   1.3909
 4CR  H11   H  H     0   0.345  -4.2876   0.1535  -1.7563
 4CR  H12   H  H     0   0.317  -6.0059  -0.7059   0.7105
 4CR  H131  H  H     0   0.299  -7.8255  -0.2312  -0.8591
 4CR  H132  H  H     0   0.295  -6.6045   0.2338  -2.1613

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
 4CR  O4A  C4A   double    1.212  0.020  1.212
 4CR  C4A  N4    single    1.341  0.020  1.341
 4CR  C4A  O4    single    1.358  0.020  1.358
 4CR  N4   C4B   single    1.456  0.020  1.456
 4CR  N4   CN4   single    1.454  0.020  1.454
 4CR  C4B  C4C   single    1.520  0.020  1.520
 4CR  C4B  H4B1  single    0.970  0.020  1.090
 4CR  C4B  H4B2  single    0.970  0.020  1.090
 4CR  C4C  H4C1  single    0.970  0.020  1.090
 4CR  C4C  H4C2  single    0.970  0.020  1.090
 4CR  C4C  H4C3  single    0.970  0.020  1.090
 4CR  CN4  HN41  single    0.970  0.020  1.090
 4CR  CN4  HN42  single    0.970  0.020  1.090
 4CR  CN4  HN43  single    0.970  0.020  1.090
 4CR  O4   C4    single    1.374  0.020  1.374
 4CR  C4   C3    aromatic  1.385  0.020  1.385
 4CR  C4   C5    aromatic  1.386  0.020  1.386
 4CR  C3   C2    single    1.499  0.020  1.499
 4CR  C3   C8    aromatic  1.387  0.020  1.387
 4CR  C2   C1    single    1.537  0.020  1.537
 4CR  C2   H2C1  single    0.970  0.020  1.090
 4CR  C2   H2C2  single    0.970  0.020  1.090
 4CR  C1   C9    single    1.539  0.020  1.539
 4CR  C1   H1C1  single    0.970  0.020  1.090
 4CR  C1   H1C2  single    0.970  0.020  1.090
 4CR  C5   C6    aromatic  1.391  0.020  1.391
 4CR  C5   H5    single    0.930  0.020  1.080
 4CR  C6   C7    aromatic  1.389  0.020  1.389
 4CR  C6   H6    single    0.930  0.020  1.080
 4CR  C7   C8    aromatic  1.385  0.020  1.385
 4CR  C7   H7    single    0.930  0.020  1.080
 4CR  C8   C9    single    1.506  0.020  1.506
 4CR  C9   N10   single    1.468  0.020  1.468
 4CR  C9   H9    single    0.970  0.020  1.090
 4CR  N10  C10   single    1.464  0.020  1.464
 4CR  N10  C11   double    1.287  0.020  1.287
 4CR  C10  H101  single    0.970  0.020  1.090
 4CR  C10  H102  single    0.970  0.020  1.090
 4CR  C10  H103  single    0.970  0.020  1.090
 4CR  C11  C12   single    1.433  0.020  1.433
 4CR  C11  H11   single    0.930  0.020  1.080
 4CR  C12  C13   double    1.338  0.020  1.338
 4CR  C12  H12   single    0.930  0.020  1.080
 4CR  C13  H131  single    0.930  0.020  1.080
 4CR  C13  H132  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
 4CR  O4    C4A  N4    111.17  3.000
 4CR  O4    C4A  O4A   122.25  3.000
 4CR  N4    C4A  O4A   126.58  3.000
 4CR  CN4   N4   C4B   118.19  3.000
 4CR  CN4   N4   C4A   122.09  3.000
 4CR  C4B   N4   C4A   118.52  3.000
 4CR  H4B2  C4B  H4B1  106.74  3.000
 4CR  H4B2  C4B  C4C   110.50  3.000
 4CR  H4B1  C4B  C4C   110.32  3.000
 4CR  H4B2  C4B  N4    108.95  3.000
 4CR  H4B1  C4B  N4    107.42  3.000
 4CR  C4C   C4B  N4    112.69  3.000
 4CR  H4C3  C4C  H4C2  108.15  3.000
 4CR  H4C3  C4C  H4C1  107.94  3.000
 4CR  H4C2  C4C  H4C1  107.74  3.000
 4CR  H4C3  C4C  C4B   111.11  3.000
 4CR  H4C2  C4C  C4B   111.49  3.000
 4CR  H4C1  C4C  C4B   110.27  3.000
 4CR  HN43  CN4  HN42  107.81  3.000
 4CR  HN43  CN4  HN41  107.64  3.000
 4CR  HN42  CN4  HN41  108.76  3.000
 4CR  HN43  CN4  N4    108.16  3.000
 4CR  HN42  CN4  N4    112.49  3.000
 4CR  HN41  CN4  N4    111.79  3.000
 4CR  C4    O4   C4A   117.60  3.000
 4CR  C5    C4   C3    120.23  3.000
 4CR  C5    C4   O4    119.22  3.000
 4CR  C3    C4   O4    120.43  3.000
 4CR  C8    C3   C2    111.50  3.000
 4CR  C8    C3   C4    118.93  3.000
 4CR  C2    C3   C4    129.57  3.000
 4CR  H2C2  C2   H2C1  107.17  3.000
 4CR  H2C2  C2   C1    111.07  3.000
 4CR  H2C1  C2   C1    112.18  3.000
 4CR  H2C2  C2   C3    109.96  3.000
 4CR  H2C1  C2   C3    113.30  3.000
 4CR  C1    C2   C3    103.21  3.000
 4CR  H1C2  C1   H1C1  107.40  3.000
 4CR  H1C2  C1   C9    111.49  3.000
 4CR  H1C1  C1   C9    110.40  3.000
 4CR  H1C2  C1   C2    113.19  3.000
 4CR  H1C1  C1   C2    109.42  3.000
 4CR  C9    C1   C2    104.95  3.000
 4CR  H5    C5   C6    120.24  3.000
 4CR  H5    C5   C4    119.80  3.000
 4CR  C6    C5   C4    119.96  3.000
 4CR  H6    C6   C7    119.98  3.000
 4CR  H6    C6   C5    119.37  3.000
 4CR  C7    C6   C5    120.65  3.000
 4CR  H7    C7   C8    121.38  3.000
 4CR  H7    C7   C6    120.37  3.000
 4CR  C8    C7   C6    118.24  3.000
 4CR  C9    C8   C7    128.51  3.000
 4CR  C9    C8   C3    109.49  3.000
 4CR  C7    C8   C3    121.99  3.000
 4CR  H9    C9   N10   106.56  3.000
 4CR  H9    C9   C8    110.23  3.000
 4CR  N10   C9   C8    112.63  3.000
 4CR  H9    C9   C1    110.51  3.000
 4CR  N10   C9   C1    113.00  3.000
 4CR  C8    C9   C1    103.99  3.000
 4CR  C11   N10  C10   121.86  3.000
 4CR  C11   N10  C9    120.21  3.000
 4CR  C10   N10  C9    117.92  3.000
 4CR  H103  C10  H102  109.68  3.000
 4CR  H103  C10  H101  109.04  3.000
 4CR  H102  C10  H101  108.47  3.000
 4CR  H103  C10  N10   110.02  3.000
 4CR  H102  C10  N10   110.10  3.000
 4CR  H101  C10  N10   109.49  3.000
 4CR  H11   C11  C12   118.02  3.000
 4CR  H11   C11  N10   116.49  3.000
 4CR  C12   C11  N10   125.49  3.000
 4CR  H12   C12  C13   120.86  3.000
 4CR  H12   C12  C11   120.62  3.000
 4CR  C13   C12  C11   118.52  3.000
 4CR  H132  C13  H131  117.04  3.000
 4CR  H132  C13  C12   121.94  3.000
 4CR  H131  C13  C12   121.02  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
 4CR  CONST_01  C7    C8   C3   C4      0.00   0.0  0
 4CR  CONST_02  C7    C6   C5   C4      0.00   0.0  0
 4CR  CONST_03  C6    C5   C4   C3      0.00   0.0  0
 4CR  CONST_04  C6    C7   C8   C3      0.00   0.0  0
 4CR  CONST_05  C8    C3   C4   C5      0.00   0.0  0
 4CR  CONST_06  C8    C7   C6   C5      0.00   0.0  0
 4CR  CONST_07  C2    C3   C4   O4      0.00   0.0  0
 4CR  CONST_08  C8    C3   C4   O4    180.00   0.0  0
 4CR  CONST_09  C6    C5   C4   O4    180.00   0.0  0
 4CR  CONST_10  H6    C6   C5   C4    180.00   0.0  0
 4CR  CONST_11  H5    C5   C4   C3    180.00   0.0  0
 4CR  CONST_12  H7    C7   C8   C3    180.00   0.0  0
 4CR  Var_01    C1    C2   C3   C4    164.92  30.0  1
 4CR  Var_02    C9    C1   C2   C3     24.89  30.0  1
 4CR  Var_03    C3    C4   O4   C4A    73.37  30.0  2
 4CR  Var_04    C12   C11  N10  C9    178.67   0.0  2
 4CR  Var_05    H101  C10  N10  C9      8.82  30.0  3
 4CR  Var_06    C4B   N4   C4A  O4A    -5.60  30.0  2
 4CR  Var_07    C4C   C4B  N4   C4A   -88.67  30.0  3
 4CR  Var_08    C13   C12  C11  N10   179.89  30.0  2
 4CR  Var_09    H131  C13  C12  C11   179.93   0.0  2
 4CR  Var_10    HN41  CN4  N4   C4A   -61.64  30.0  3
 4CR  Var_11    H4C1  C4C  C4B  N4   -178.56  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
 4CR  chir_01  C9  C1  C8  N10  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
 4CR  plan-1  O4A   0.020
 4CR  plan-1  C4A   0.020
 4CR  plan-1  N4    0.020
 4CR  plan-1  O4    0.020
 4CR  plan-2  O4    0.020
 4CR  plan-2  C4    0.020
 4CR  plan-2  C3    0.020
 4CR  plan-2  C2    0.020
 4CR  plan-2  C5    0.020
 4CR  plan-2  C6    0.020
 4CR  plan-2  C7    0.020
 4CR  plan-2  C8    0.020
 4CR  plan-2  C9    0.020
 4CR  plan-2  H5    0.020
 4CR  plan-2  H6    0.020
 4CR  plan-2  H7    0.020
 4CR  plan-3  C9    0.020
 4CR  plan-3  N10   0.020
 4CR  plan-3  C10   0.020
 4CR  plan-3  C11   0.020
 4CR  plan-3  C12   0.020
 4CR  plan-3  H11   0.020
 4CR  plan-4  C11   0.020
 4CR  plan-4  C12   0.020
 4CR  plan-4  C13   0.020
 4CR  plan-4  H12   0.020
 4CR  plan-4  H131  0.020
 4CR  plan-4  H132  0.020

