# electronic Ligand Builder and Optimisation Workbench (eLBOW)
#   - a module of PHENIX version dev-svn-
#   - file written: Sat Mar 19 00:25:09 2022
#   Inital geometry file: a 135 line input string
#   Ligand name: 4,4'-methanediylbis{N-[(1E)-pyridin-2-ylmethylidene]aniline}
#   Quantum optimisation: True
#   Method: PBEh-3c
#   Random seed: 3628800
#   SMILES string: C(c1ccc(cc1)N=Cc2ccccn2)c3ccc(cc3)N=Cc4ccccn4
#
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
 NPM  NPM  4,4'-methanediylbis{N-[(1E)-pyridin-2-ylmethylidene]aniline}  ligand  49  29  .  2022-03-23  2022-03-23
;
Directly from eLBOW using geometry from QM method PBEh-3c with CPCM solvent model
Validated by Mogul as PERFECT
;

data_comp_NPM
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
 NPM  N11   N  N     0  -0.283  -6.7403  -1.9218   0.7652
 NPM  N12   N  N     0  -0.343  -4.5994  -0.1622   0.5106
 NPM  N13   N  N     0  -0.348   4.5924  -0.1787  -0.4916
 NPM  N14   N  N     0  -0.389   6.7315  -1.9406  -0.7524
 NPM  C1A   C  CR16  0  -0.085  -7.7929  -2.7145   0.8578
 NPM  C1B   C  CR16  0  -0.322  -8.9531  -2.5478   0.1069
 NPM  C1C   C  CR16  0  -0.257  -9.0085  -1.4947  -0.7882
 NPM  C1D   C  CR16  0  -0.234  -7.9083  -0.6568  -0.8927
 NPM  C1E   C  CR6   0   0.186  -6.7954  -0.9056  -0.0960
 NPM  C1F   C  C1    0  -0.089  -5.6322  -0.0146  -0.2078
 NPM  C1G   C  CR6   0   0.184  -3.4995   0.6794   0.3345
 NPM  C1H   C  CR16  0  -0.286  -2.7644   1.0303   1.4674
 NPM  C1I   C  CR16  0  -0.217  -1.6621   1.8596   1.3624
 NPM  C1J   C  CR6   0   0.050  -1.2390   2.3403   0.1255
 NPM  C1K   C  CR16  0  -0.279  -1.9595   1.9664  -1.0044
 NPM  C1L   C  CR16  0  -0.309  -3.0756   1.1504  -0.9092
 NPM  C1M   C  CH2   0  -0.689   0.0036   3.1863   0.0088
 NPM  C1N   C  CR6   0   0.226   1.2398   2.3310  -0.1070
 NPM  C1O   C  CR16  0  -0.274   1.6598   1.8471  -1.3432
 NPM  C1P   C  CR16  0  -0.258   2.7576   1.0132  -1.4477
 NPM  C1Q   C  CR6   0   0.161   3.4922   0.6622  -0.3151
 NPM  C1R   C  CR16  0  -0.225   3.0708   1.1349   0.9287
 NPM  C1S   C  CR16  0  -0.303   1.9576   1.9542   1.0235
 NPM  C1T   C  C1    0  -0.050   5.6243  -0.0361   0.2279
 NPM  C1U   C  CR6   0   0.200   6.7868  -0.9280   0.1121
 NPM  C1V   C  CR16  0  -0.302   7.9009  -0.6843   0.9096
 NPM  C1W   C  CR16  0  -0.184   8.9995  -1.5229   0.8022
 NPM  C1X   C  CR16  0  -0.275   8.9431  -2.5727  -0.0968
 NPM  C1Y   C  CR16  0  -0.095   7.7826  -2.7339  -0.8480
 NPM  H1A   H  HCR6  0   0.224  -7.7206  -3.5330   1.5652
 NPM  H1B   H  HCR6  0   0.288  -9.7830  -3.2292   0.2289
 NPM  H1C   H  HCR6  0   0.276  -9.8883  -1.3258  -1.3938
 NPM  H1D   H  HCR6  0   0.277  -7.9127   0.1775  -1.5815
 NPM  H1F   H  H     0   0.263  -5.7278   0.7904  -0.9431
 NPM  H1H   H  HCR6  0   0.245  -3.0755   0.6557   2.4341
 NPM  H1I   H  HCR6  0   0.249  -1.1200   2.1302   2.2607
 NPM  H1K   H  HCR6  0   0.259  -1.6444   2.3106  -1.9822
 NPM  H1L   H  HCR6  0   0.256  -3.5946   0.8572  -1.8131
 NPM  H1M1  H  HCH2  0   0.246  -0.0755   3.8398  -0.8621
 NPM  H1M2  H  HCH2  0   0.290   0.0891   3.8401   0.8791
 NPM  H1O   H  HCR6  0   0.234   1.1203   2.1208  -2.2417
 NPM  H1P   H  HCR6  0   0.227   3.0677   0.6360  -2.4135
 NPM  H1R   H  HCR6  0   0.257   3.5914   0.8395   1.8313
 NPM  H1S   H  HCR6  0   0.217   1.6391   2.3008   1.9998
 NPM  H1T   H  H     0   0.255   5.7206   0.7657   0.9675
 NPM  H1V   H  HCR6  0   0.254   7.9051   0.1483   1.6010
 NPM  H1W   H  HCR6  0   0.275   9.8797  -1.3575   1.4090
 NPM  H1X   H  HCR6  0   0.295   9.7719  -3.2555  -0.2210
 NPM  H1Y   H  HCR6  0   0.201   7.7073  -3.5491  -1.5593

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
 NPM  N11  C1A   aromatic  1.321  0.020  1.321
 NPM  N11  C1E   aromatic  1.333  0.020  1.333
 NPM  N12  C1F   double    1.267  0.020  1.267
 NPM  N12  C1G   single    1.396  0.020  1.396
 NPM  N13  C1Q   single    1.396  0.020  1.396
 NPM  N13  C1T   double    1.266  0.020  1.266
 NPM  N14  C1U   aromatic  1.333  0.020  1.333
 NPM  N14  C1Y   aromatic  1.320  0.020  1.320
 NPM  C1A  C1B   aromatic  1.392  0.020  1.392
 NPM  C1A  H1A   single    0.930  0.020  1.080
 NPM  C1B  C1C   aromatic  1.383  0.020  1.383
 NPM  C1B  H1B   single    0.930  0.020  1.080
 NPM  C1C  C1D   aromatic  1.387  0.020  1.387
 NPM  C1C  H1C   single    0.930  0.020  1.080
 NPM  C1D  C1E   aromatic  1.391  0.020  1.391
 NPM  C1D  H1D   single    0.930  0.020  1.080
 NPM  C1E  C1F   single    1.469  0.020  1.469
 NPM  C1F  H1F   single    0.930  0.020  1.080
 NPM  C1G  C1H   aromatic  1.395  0.020  1.395
 NPM  C1G  C1L   aromatic  1.396  0.020  1.396
 NPM  C1H  C1I   aromatic  1.383  0.020  1.383
 NPM  C1H  H1H   single    0.930  0.020  1.080
 NPM  C1I  C1J   aromatic  1.393  0.020  1.393
 NPM  C1I  H1I   single    0.930  0.020  1.080
 NPM  C1J  C1K   aromatic  1.391  0.020  1.391
 NPM  C1J  C1M   single    1.508  0.020  1.508
 NPM  C1K  C1L   aromatic  1.386  0.020  1.386
 NPM  C1K  H1K   single    0.930  0.020  1.080
 NPM  C1L  H1L   single    0.930  0.020  1.080
 NPM  C1M  C1N   single    1.508  0.020  1.508
 NPM  C1M  H1M1  single    0.970  0.020  1.090
 NPM  C1M  H1M2  single    0.970  0.020  1.090
 NPM  C1N  C1O   aromatic  1.392  0.020  1.392
 NPM  C1N  C1S   aromatic  1.391  0.020  1.391
 NPM  C1O  C1P   aromatic  1.383  0.020  1.383
 NPM  C1O  H1O   single    0.930  0.020  1.080
 NPM  C1P  C1Q   aromatic  1.395  0.020  1.395
 NPM  C1P  H1P   single    0.930  0.020  1.080
 NPM  C1Q  C1R   aromatic  1.396  0.020  1.396
 NPM  C1R  C1S   aromatic  1.385  0.020  1.385
 NPM  C1R  H1R   single    0.930  0.020  1.080
 NPM  C1S  H1S   single    0.930  0.020  1.080
 NPM  C1T  C1U   single    1.470  0.020  1.470
 NPM  C1T  H1T   single    0.930  0.020  1.080
 NPM  C1U  C1V   aromatic  1.392  0.020  1.392
 NPM  C1V  C1W   aromatic  1.386  0.020  1.386
 NPM  C1V  H1V   single    0.930  0.020  1.080
 NPM  C1W  C1X   aromatic  1.383  0.020  1.383
 NPM  C1W  H1W   single    0.930  0.020  1.080
 NPM  C1X  C1Y   aromatic  1.392  0.020  1.392
 NPM  C1X  H1X   single    0.930  0.020  1.080
 NPM  C1Y  H1Y   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
 NPM  C1E   N11  C1A   118.02  3.000
 NPM  C1G   N12  C1F   120.04  3.000
 NPM  C1T   N13  C1Q   120.18  3.000
 NPM  C1Y   N14  C1U   118.06  3.000
 NPM  H1A   C1A  C1B   119.86  3.000
 NPM  H1A   C1A  N11   116.46  3.000
 NPM  C1B   C1A  N11   123.68  3.000
 NPM  H1B   C1B  C1C   121.49  3.000
 NPM  H1B   C1B  C1A   120.24  3.000
 NPM  C1C   C1B  C1A   118.27  3.000
 NPM  H1C   C1C  C1D   120.59  3.000
 NPM  H1C   C1C  C1B   120.92  3.000
 NPM  C1D   C1C  C1B   118.49  3.000
 NPM  H1D   C1D  C1E   120.38  3.000
 NPM  H1D   C1D  C1C   120.71  3.000
 NPM  C1E   C1D  C1C   118.91  3.000
 NPM  C1F   C1E  C1D   118.77  3.000
 NPM  C1F   C1E  N11   118.59  3.000
 NPM  C1D   C1E  N11   122.64  3.000
 NPM  H1F   C1F  C1E   115.34  3.000
 NPM  H1F   C1F  N12   122.54  3.000
 NPM  C1E   C1F  N12   122.12  3.000
 NPM  C1L   C1G  C1H   118.59  3.000
 NPM  C1L   C1G  N12   123.71  3.000
 NPM  C1H   C1G  N12   117.66  3.000
 NPM  H1H   C1H  C1I   120.28  3.000
 NPM  H1H   C1H  C1G   119.12  3.000
 NPM  C1I   C1H  C1G   120.59  3.000
 NPM  H1I   C1I  C1J   119.87  3.000
 NPM  H1I   C1I  C1H   119.04  3.000
 NPM  C1J   C1I  C1H   121.08  3.000
 NPM  C1M   C1J  C1K   120.98  3.000
 NPM  C1M   C1J  C1I   120.84  3.000
 NPM  C1K   C1J  C1I   118.11  3.000
 NPM  H1K   C1K  C1L   118.90  3.000
 NPM  H1K   C1K  C1J   119.80  3.000
 NPM  C1L   C1K  C1J   121.30  3.000
 NPM  H1L   C1L  C1K   119.22  3.000
 NPM  H1L   C1L  C1G   120.46  3.000
 NPM  C1K   C1L  C1G   120.29  3.000
 NPM  H1M2  C1M  H1M1  106.45  3.000
 NPM  H1M2  C1M  C1N   109.67  3.000
 NPM  H1M1  C1M  C1N   109.74  3.000
 NPM  H1M2  C1M  C1J   109.81  3.000
 NPM  H1M1  C1M  C1J   109.75  3.000
 NPM  C1N   C1M  C1J   111.31  3.000
 NPM  C1S   C1N  C1O   118.15  3.000
 NPM  C1S   C1N  C1M   120.95  3.000
 NPM  C1O   C1N  C1M   120.84  3.000
 NPM  H1O   C1O  C1P   119.03  3.000
 NPM  H1O   C1O  C1N   119.89  3.000
 NPM  C1P   C1O  C1N   121.08  3.000
 NPM  H1P   C1P  C1Q   119.09  3.000
 NPM  H1P   C1P  C1O   120.34  3.000
 NPM  C1Q   C1P  C1O   120.57  3.000
 NPM  C1R   C1Q  C1P   118.65  3.000
 NPM  C1R   C1Q  N13   123.69  3.000
 NPM  C1P   C1Q  N13   117.64  3.000
 NPM  H1R   C1R  C1S   119.38  3.000
 NPM  H1R   C1R  C1Q   120.34  3.000
 NPM  C1S   C1R  C1Q   120.25  3.000
 NPM  H1S   C1S  C1R   119.13  3.000
 NPM  H1S   C1S  C1N   119.59  3.000
 NPM  C1R   C1S  C1N   121.28  3.000
 NPM  H1T   C1T  C1U   115.34  3.000
 NPM  H1T   C1T  N13   122.54  3.000
 NPM  C1U   C1T  N13   122.11  3.000
 NPM  C1V   C1U  C1T   118.80  3.000
 NPM  C1V   C1U  N14   122.56  3.000
 NPM  C1T   C1U  N14   118.64  3.000
 NPM  H1V   C1V  C1W   120.79  3.000
 NPM  H1V   C1V  C1U   120.26  3.000
 NPM  C1W   C1V  C1U   118.95  3.000
 NPM  H1W   C1W  C1X   120.92  3.000
 NPM  H1W   C1W  C1V   120.59  3.000
 NPM  C1X   C1W  C1V   118.50  3.000
 NPM  H1X   C1X  C1Y   120.27  3.000
 NPM  H1X   C1X  C1W   121.51  3.000
 NPM  C1Y   C1X  C1W   118.21  3.000
 NPM  H1Y   C1Y  C1X   119.94  3.000
 NPM  H1Y   C1Y  N14   116.35  3.000
 NPM  C1X   C1Y  N14   123.72  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
 NPM  CONST_01  C1C  C1B  C1A  N11    0.00   0.0  0
 NPM  CONST_02  C1C  C1D  C1E  N11    0.00   0.0  0
 NPM  CONST_03  C1W  C1V  C1U  N14    0.00   0.0  0
 NPM  CONST_04  C1W  C1X  C1Y  N14    0.00   0.0  0
 NPM  CONST_05  C1D  C1E  N11  C1A    0.00   0.0  0
 NPM  CONST_06  C1D  C1C  C1B  C1A    0.00   0.0  0
 NPM  CONST_07  C1E  N11  C1A  C1B    0.00   0.0  0
 NPM  CONST_08  C1E  C1D  C1C  C1B    0.00   0.0  0
 NPM  CONST_09  C1J  C1I  C1H  C1G    0.00   0.0  0
 NPM  CONST_10  C1J  C1K  C1L  C1G    0.00   0.0  0
 NPM  CONST_11  C1K  C1L  C1G  C1H    0.00   0.0  0
 NPM  CONST_12  C1K  C1J  C1I  C1H    0.00   0.0  0
 NPM  CONST_13  C1L  C1G  C1H  C1I    0.00   0.0  0
 NPM  CONST_14  C1L  C1K  C1J  C1I    0.00   0.0  0
 NPM  CONST_15  C1Q  C1P  C1O  C1N    0.00   0.0  0
 NPM  CONST_16  C1Q  C1R  C1S  C1N    0.00   0.0  0
 NPM  CONST_17  C1R  C1S  C1N  C1O    0.00   0.0  0
 NPM  CONST_18  C1R  C1Q  C1P  C1O    0.00   0.0  0
 NPM  CONST_19  C1S  C1N  C1O  C1P    0.00   0.0  0
 NPM  CONST_20  C1S  C1R  C1Q  C1P    0.00   0.0  0
 NPM  CONST_21  C1X  C1Y  N14  C1U    0.00   0.0  0
 NPM  CONST_22  C1X  C1W  C1V  C1U    0.00   0.0  0
 NPM  CONST_23  C1Y  N14  C1U  C1V    0.00   0.0  0
 NPM  CONST_24  C1Y  C1X  C1W  C1V    0.00   0.0  0
 NPM  CONST_25  C1I  C1H  C1G  N12  180.00   0.0  0
 NPM  CONST_26  C1K  C1L  C1G  N12  180.00   0.0  0
 NPM  CONST_27  C1O  C1P  C1Q  N13  180.00   0.0  0
 NPM  CONST_28  C1S  C1R  C1Q  N13  180.00   0.0  0
 NPM  CONST_29  C1F  C1E  N11  C1A  180.00   0.0  0
 NPM  CONST_30  C1F  C1E  C1D  C1C  180.00   0.0  0
 NPM  CONST_31  C1M  C1J  C1I  C1H  180.00   0.0  0
 NPM  CONST_32  C1M  C1J  C1K  C1L  180.00   0.0  0
 NPM  CONST_33  C1P  C1O  C1N  C1M  180.00   0.0  0
 NPM  CONST_34  C1R  C1S  C1N  C1M  180.00   0.0  0
 NPM  CONST_35  C1Y  N14  C1U  C1T  180.00   0.0  0
 NPM  CONST_36  C1W  C1V  C1U  C1T  180.00   0.0  0
 NPM  CONST_37  H1B  C1B  C1A  N11  180.00   0.0  0
 NPM  CONST_38  H1D  C1D  C1E  N11  180.00   0.0  0
 NPM  CONST_39  H1V  C1V  C1U  N14  180.00   0.0  0
 NPM  CONST_40  H1X  C1X  C1Y  N14  180.00   0.0  0
 NPM  CONST_41  H1C  C1C  C1B  C1A  180.00   0.0  0
 NPM  CONST_42  H1A  C1A  C1B  C1C  180.00   0.0  0
 NPM  CONST_43  H1I  C1I  C1H  C1G  180.00   0.0  0
 NPM  CONST_44  H1K  C1K  C1L  C1G  180.00   0.0  0
 NPM  CONST_45  H1L  C1L  C1G  C1H  180.00   0.0  0
 NPM  CONST_46  H1H  C1H  C1I  C1J  180.00   0.0  0
 NPM  CONST_47  H1P  C1P  C1O  C1N  180.00   0.0  0
 NPM  CONST_48  H1R  C1R  C1S  C1N  180.00   0.0  0
 NPM  CONST_49  H1S  C1S  C1N  C1O  180.00   0.0  0
 NPM  CONST_50  H1O  C1O  C1P  C1Q  180.00   0.0  0
 NPM  CONST_51  H1Y  C1Y  N14  C1U  180.00   0.0  0
 NPM  CONST_52  H1W  C1W  C1V  C1U  180.00   0.0  0
 NPM  Var_01    C1N  C1M  C1J  C1I   85.35  30.0  2
 NPM  Var_02    C1O  C1N  C1M  C1J   85.41  30.0  2
 NPM  Var_03    C1U  C1T  N13  C1Q  177.72   0.0  2
 NPM  Var_04    N12  C1F  C1E  N11   -1.88  30.0  2
 NPM  Var_05    N14  C1U  C1T  N13   -1.97  30.0  2
 NPM  Var_06    C1H  C1G  N12  C1F  145.03  30.0  2

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
 NPM  plan-1  N11  0.020
 NPM  plan-1  C1A  0.020
 NPM  plan-1  C1B  0.020
 NPM  plan-1  C1C  0.020
 NPM  plan-1  C1D  0.020
 NPM  plan-1  C1E  0.020
 NPM  plan-1  C1F  0.020
 NPM  plan-1  H1A  0.020
 NPM  plan-1  H1B  0.020
 NPM  plan-1  H1C  0.020
 NPM  plan-1  H1D  0.020
 NPM  plan-2  N14  0.020
 NPM  plan-2  C1T  0.020
 NPM  plan-2  C1U  0.020
 NPM  plan-2  C1V  0.020
 NPM  plan-2  C1W  0.020
 NPM  plan-2  C1X  0.020
 NPM  plan-2  C1Y  0.020
 NPM  plan-2  H1V  0.020
 NPM  plan-2  H1W  0.020
 NPM  plan-2  H1X  0.020
 NPM  plan-2  H1Y  0.020
 NPM  plan-3  N12  0.020
 NPM  plan-3  C1G  0.020
 NPM  plan-3  C1H  0.020
 NPM  plan-3  C1I  0.020
 NPM  plan-3  C1J  0.020
 NPM  plan-3  C1K  0.020
 NPM  plan-3  C1L  0.020
 NPM  plan-3  C1M  0.020
 NPM  plan-3  H1H  0.020
 NPM  plan-3  H1I  0.020
 NPM  plan-3  H1K  0.020
 NPM  plan-3  H1L  0.020
 NPM  plan-4  N13  0.020
 NPM  plan-4  C1M  0.020
 NPM  plan-4  C1N  0.020
 NPM  plan-4  C1O  0.020
 NPM  plan-4  C1P  0.020
 NPM  plan-4  C1Q  0.020
 NPM  plan-4  C1R  0.020
 NPM  plan-4  C1S  0.020
 NPM  plan-4  H1O  0.020
 NPM  plan-4  H1P  0.020
 NPM  plan-4  H1R  0.020
 NPM  plan-4  H1S  0.020
 NPM  plan-5  N12  0.020
 NPM  plan-5  C1E  0.020
 NPM  plan-5  C1F  0.020
 NPM  plan-5  C1G  0.020
 NPM  plan-5  H1F  0.020
 NPM  plan-6  N13  0.020
 NPM  plan-6  C1Q  0.020
 NPM  plan-6  C1T  0.020
 NPM  plan-6  C1U  0.020
 NPM  plan-6  H1T  0.020

