
data_2py_Cd
 

_publ_contact_author_name 
; 
Yasuhide Inokuma
; 
_publ_contact_author_address 
; 
Division of Applied Chemistry, Faculty of Engineering, Hokkaido University,
Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, (Japan).

Institute for Chemical Reaction Design and Discovery(WPI-ICRD), Hokkaido University, Kita 21, Nishi 10, Kita-ku, Sapporo 001-0021, (Japan)
; 
_publ_contact_author_email 
'inokuma@eng.hokudai.ac.jp'
  
_publ_contact_author_fax            +81-11-706-6557 
_publ_contact_author_phone          +81-11-706-6556 
_publ_requested_journal              'The Journal of Organic Chemistry'
_publ_section_title 
; 
Two-Step Transformation of Aliphatic Polyketones into Highly Pi-Conjugated Polyimines
; 
loop_ 
_publ_author_name 
_publ_author_address 

'Yumehiro Manabe' 
; 
Division of Applied Chemistry, Faculty of Engineering, Hokkaido University,
Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, (Japan).
; 
'Mitsuharu Uesaka' 
; 
Division of Applied Chemistry, Faculty of Engineering, Hokkaido University,
Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, (Japan).
; 
'Tomoki Yoneda' 
; 
Division of Applied Chemistry, Faculty of Engineering, Hokkaido University,
Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, (Japan).
;
'Yasuhide Inokuma ' 
; 
Division of Applied Chemistry, Faculty of Engineering, Hokkaido University,
Kita 13 Nishi 8 Kita-ku, Sapporo, Hokkaido 060-8628, (Japan).

Institute for Chemical Reaction Design and Discovery(WPI-ICRD), Hokkaido University, Kita 21, Nishi 10, Kita-ku, Sapporo 001-0021, (Japan)
; 


_publ_section_abstract 
; 
  
; 
_publ_section_references 
; 
   Sheldrick, G. M. (2008). Acta Cryst. A64, 112-122. 
   SHELXT Version 2018/2 
  
   Sheldrick, G.M. (2015) SHELXL Version 2018/3, Acta Cryst. C71, 3-8. 
; 
  

_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety
'2(C14 H24 Cd0.50 N4 O), 2(N O3), 4(C H1.50 N0.50)'
_chemical_formula_sum
 'C32 H54 Cd N12 O8' 
_chemical_formula_weight          847.27

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0033   0.0016
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'H'  'H'   0.0000   0.0000
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'N'  'N'   0.0061   0.0033
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'Cd'  'Cd'  -0.8075   1.2024
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_space_group_crystal_system       tetragonal
_space_group_IT_number            85
_space_group_name_H-M_alt         'P 4/n'
_space_group_name_Hall            '-P 4a'
 
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x+1/2, -y+1/2, z'
 '-y+1/2, x, z'
 'y, -x+1/2, z'
 '-x, -y, -z'
 'x-1/2, y-1/2, -z'
 'y-1/2, -x, -z'
 '-y, x-1/2, -z'
 
_cell_length_a                    15.0815(18)
_cell_length_b                    15.0815(18)
_cell_length_c                    8.9943(6)
_cell_angle_alpha                 90
_cell_angle_beta                  90
_cell_angle_gamma                 90
_cell_volume                      2045.8(5)
_cell_formula_units_Z             2
_cell_measurement_temperature     143(2)
_cell_measurement_reflns_used     17550
_cell_measurement_theta_min       1.91
_cell_measurement_theta_max       27.46
 
_exptl_crystal_description        'block'
_exptl_crystal_colour             'colourless'
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     'not measured'
_exptl_crystal_density_diffrn     1.375          
_exptl_crystal_F_000              884
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.350
_exptl_crystal_size_mid           0.140
_exptl_crystal_size_min           0.090
_exptl_absorpt_coefficient_mu     0.594
_shelx_estimated_absorpt_T_min    0.819
_shelx_estimated_absorpt_T_max    0.948
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.6942
_exptl_absorpt_correction_T_max   1.0000
_exptl_absorpt_process_details    'ABSCOR(Rigaku, 1995)'
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       143(2)
_diffrn_detector                  'Image Plate'
_diffrn_detector_area_resol_mean  10
_diffrn_detector_type             'Rigaku IP'
_diffrn_measurement_device        'four-circle diffractometer'
_diffrn_measurement_device_type   RAPID
_diffrn_measurement_method        'ω scans'
_diffrn_radiation_monochromator   graphite
_diffrn_radiation_probe           x-ray
_diffrn_radiation_type            MoK\a
_diffrn_radiation_wavelength      0.71075
_diffrn_source                    'sealed X-ray tube'
_diffrn_reflns_number             19177
_diffrn_reflns_av_unetI/netI      0.0197
_diffrn_reflns_av_R_equivalents   0.0372
_diffrn_reflns_limit_h_min        -19
_diffrn_reflns_limit_h_max        19
_diffrn_reflns_limit_k_min        -19
_diffrn_reflns_limit_k_max        19
_diffrn_reflns_limit_l_min        -11
_diffrn_reflns_limit_l_max        11
_diffrn_reflns_theta_min          1.910
_diffrn_reflns_theta_max          27.431
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   1.000
_diffrn_measured_fraction_theta_full  1.000
_diffrn_reflns_Laue_measured_fraction_max    1.000
_diffrn_reflns_Laue_measured_fraction_full   1.000
_diffrn_reflns_point_group_measured_fraction_max   1.000
_diffrn_reflns_point_group_measured_fraction_full  1.000
_reflns_number_total              2348
_reflns_number_gt                 2210
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
 
_computing_data_collection        'Rigaku RAPID AUTO'
_computing_cell_refinement        'Rigaku RAPID AUTO'
_computing_data_reduction         'Rigaku RAPID AUTO'
_computing_structure_solution     'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement   'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     ?
_computing_publication_material   ?
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0364P)²+1.6904P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    mixed
_refine_ls_hydrogen_treatment     mixed
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          2348
_refine_ls_number_parameters      171
_refine_ls_number_restraints      6
_refine_ls_R_factor_all           0.0319
_refine_ls_R_factor_gt            0.0287
_refine_ls_wR_factor_ref          0.0713
_refine_ls_wR_factor_gt           0.0699
_refine_ls_goodness_of_fit_ref    1.040
_refine_ls_restrained_S_all       1.038
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000
 
loop_
 _atom_site_label
 _atom_site_type_symbol
 _atom_site_fract_x
 _atom_site_fract_y
 _atom_site_fract_z
 _atom_site_U_iso_or_equiv
 _atom_site_adp_type
 _atom_site_occupancy
 _atom_site_site_symmetry_order  
 _atom_site_calc_flag
 _atom_site_refinement_flags_posn
 _atom_site_refinement_flags_adp
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1 C 0.20815(14) 0.47774(14) 0.8918(2) 0.0307(4) Uani 1 1 d . . . . .
H1 H 0.185627 0.419050 0.919410 0.046 Uiso 1 1 calc R U . . .
H2 H 0.160535 0.512246 0.845466 0.046 Uiso 1 1 calc R U . . .
H3 H 0.229148 0.508572 0.981054 0.046 Uiso 1 1 calc R U . . .
C2 C 0.28255(13) 0.46769(13) 0.7852(2) 0.0258(4) Uani 1 1 d . . . . .
C3 C 0.33908(14) 0.54343(14) 0.7316(3) 0.0378(5) Uani 1 1 d . . . . .
C4 C 0.39945(14) 0.49190(14) 0.6317(3) 0.0372(5) Uani 1 1 d . . . . .
C5 C 0.47280(16) 0.53321(15) 0.5438(4) 0.0540(8) Uani 1 1 d . . . . .
H10 H 0.512538 0.565580 0.612610 0.065 Uiso 1 1 calc R U . . .
H11 H 0.447090 0.577007 0.474086 0.065 Uiso 1 1 calc R U . . .
N1 N 0.30697(10) 0.39398(10) 0.72732(19) 0.0245(3) Uani 1 1 d . . . . .
C6 C 0.2834(2) 0.61145(18) 0.6451(4) 0.0652(10) Uani 1 1 d . . . . .
H4 H 0.322131 0.658490 0.607231 0.098 Uiso 1 1 calc R U . . .
H5 H 0.238717 0.637273 0.711298 0.098 Uiso 1 1 calc R U . . .
H6 H 0.253854 0.581956 0.561596 0.098 Uiso 1 1 calc R U . . .
C7 C 0.3896(2) 0.5865(2) 0.8618(5) 0.0783(12) Uani 1 1 d . . . . .
H7 H 0.423797 0.541109 0.914565 0.118 Uiso 1 1 calc R U . . .
H8 H 0.347130 0.613857 0.930452 0.118 Uiso 1 1 calc R U . . .
H9 H 0.429900 0.632014 0.823358 0.118 Uiso 1 1 calc R U . . .
N2 N 0.38215(11) 0.40864(11) 0.6283(2) 0.0308(4) Uani 1 1 d . . . . .
Cd1 Cd 0.250000 0.250000 0.73492(3) 0.01791(9) Uani 1 4 d S T P . .
O1 O 0.250000 0.250000 1.0012(3) 0.0359(7) Uani 1 4 d DS T P . .
H1A H 0.291(4) 0.244(12) 1.064(8) 0.054 Uiso 0.25 1 d D U P A -1
H1B H 0.216(9) 0.207(7) 1.019(12) 0.054 Uiso 0.25 1 d D U P B -1
O2 O 0.250000 0.250000 0.4779(3) 0.0360(7) Uani 1 4 d DS T P . .
H2A H 0.21(3) 0.28(4) 0.426(19) 0.054 Uiso 0.25 1 d D U P C -2
H2B H 0.26(5) 0.202(12) 0.43(2) 0.054 Uiso 0.25 1 d D U P D -2
N3 N 0.0611(3) 0.3011(3) 0.2337(5) 0.0384(9) Uani 0.5 1 d . . P E -3
O3 O 0.1005(3) 0.3469(4) 0.1439(5) 0.0779(15) Uani 0.5 1 d . . P E -3
O4 O 0.1022(9) 0.2410(5) 0.2866(13) 0.170(6) Uani 0.5 1 d . . P E -3
O5 O -0.0203(6) 0.3118(5) 0.2577(10) 0.0397(15) Uani 0.5 1 d . . P E -3
N4 N -0.0784(5) 0.3365(5) 0.2274(7) 0.0783(19) Uani 0.5 1 d . . P F -4
C8 C -0.0012(15) 0.3121(15) 0.264(2) 0.106(8) Uani 0.5 1 d . . P F -4
C9 C 0.0697(4) 0.2678(6) 0.3216(8) 0.0476(16) Uani 0.5 1 d . . P F -4
H12 H 0.056702 0.250354 0.424246 0.071 Uiso 0.5 1 calc R U P F -4
H13 H 0.121921 0.306541 0.320212 0.071 Uiso 0.5 1 calc R U P F -4
H14 H 0.081512 0.214806 0.261843 0.071 Uiso 0.5 1 calc R U P F -4
 
 
_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
 
loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1 C2 1.484(3) . ?
C2 N1 1.282(3) . ?
C2 C3 1.505(3) . ?
C3 C4 1.497(3) . ?
C3 C6 1.537(4) . ?
C3 C7 1.541(4) . ?
C4 N2 1.283(3) . ?
C4 C5 1.495(3) . ?
C5 C5 1.516(5) 5_666 ?
N1 N2 1.458(2) . ?
N1 Cd1 2.3362(16) . ?
Cd1 O2 2.312(3) . ?
Cd1 O1 2.395(3) . ?
N3 O4 1.197(9) . ?
N3 O3 1.218(6) . ?
N3 O5 1.257(10) . ?
N4 C8 1.26(2) . ?
C8 C9 1.36(3) . ?
 
loop_
 _geom_angle_atom_site_label_1
 _geom_angle_atom_site_label_2
 _geom_angle_atom_site_label_3
 _geom_angle
 _geom_angle_site_symmetry_1
 _geom_angle_site_symmetry_3
 _geom_angle_publ_flag
N1 C2 C1 124.65(18) . . ?
N1 C2 C3 111.43(18) . . ?
C1 C2 C3 123.92(18) . . ?
C4 C3 C2 98.21(16) . . ?
C4 C3 C6 112.0(2) . . ?
C2 C3 C6 111.06(19) . . ?
C4 C3 C7 112.0(2) . . ?
C2 C3 C7 110.9(2) . . ?
C6 C3 C7 111.9(3) . . ?
N2 C4 C5 123.1(2) . . ?
N2 C4 C3 113.50(18) . . ?
C5 C4 C3 123.42(19) . . ?
C4 C5 C5 113.6(2) . 5_666 ?
C2 N1 N2 109.87(15) . . ?
C2 N1 Cd1 133.52(13) . . ?
N2 N1 Cd1 116.41(11) . . ?
C4 N2 N1 106.99(17) . . ?
O2 Cd1 N1 88.32(4) . . ?
O2 Cd1 N1 88.32(4) . 2 ?
N1 Cd1 N1 176.64(8) . 2 ?
O2 Cd1 N1 88.32(4) . 3 ?
N1 Cd1 N1 89.950(3) . 3 ?
N1 Cd1 N1 89.951(3) 2 3 ?
O2 Cd1 N1 88.32(4) . 4 ?
N1 Cd1 N1 89.952(3) . 4 ?
N1 Cd1 N1 89.951(3) 2 4 ?
N1 Cd1 N1 176.64(8) 3 4 ?
O2 Cd1 O1 180.0 . . ?
N1 Cd1 O1 91.68(4) . . ?
N1 Cd1 O1 91.68(4) 2 . ?
N1 Cd1 O1 91.68(4) 3 . ?
N1 Cd1 O1 91.68(4) 4 . ?
O4 N3 O3 116.1(9) . . ?
O4 N3 O5 122.4(10) . . ?
O3 N3 O5 121.2(6) . . ?
N4 C8 C9 164(2) . . ?
 
loop_
 _geom_torsion_atom_site_label_1
 _geom_torsion_atom_site_label_2
 _geom_torsion_atom_site_label_3
 _geom_torsion_atom_site_label_4
 _geom_torsion
 _geom_torsion_site_symmetry_1
 _geom_torsion_site_symmetry_2
 _geom_torsion_site_symmetry_3
 _geom_torsion_site_symmetry_4
 _geom_torsion_publ_flag
N1 C2 C3 C4 -0.2(2) . . . . ?
C1 C2 C3 C4 179.8(2) . . . . ?
N1 C2 C3 C6 117.3(2) . . . . ?
C1 C2 C3 C6 -62.7(3) . . . . ?
N1 C2 C3 C7 -117.6(2) . . . . ?
C1 C2 C3 C7 62.4(3) . . . . ?
C2 C3 C4 N2 0.1(3) . . . . ?
C6 C3 C4 N2 -116.6(3) . . . . ?
C7 C3 C4 N2 116.7(3) . . . . ?
C2 C3 C4 C5 -180.0(2) . . . . ?
C6 C3 C4 C5 63.3(3) . . . . ?
C7 C3 C4 C5 -63.4(4) . . . . ?
N2 C4 C5 C5 -2.6(5) . . . 5_666 ?
C3 C4 C5 C5 177.5(3) . . . 5_666 ?
C1 C2 N1 N2 -179.81(18) . . . . ?
C3 C2 N1 N2 0.1(2) . . . . ?
C1 C2 N1 Cd1 5.7(3) . . . . ?
C3 C2 N1 Cd1 -174.34(15) . . . . ?
C5 C4 N2 N1 -180.0(2) . . . . ?
C3 C4 N2 N1 -0.1(3) . . . . ?
C2 N1 N2 C4 0.0(2) . . . . ?
Cd1 N1 N2 C4 175.49(15) . . . . ?
 
_refine_diff_density_max    0.518
_refine_diff_density_min   -0.398
_refine_diff_density_rms    0.061








