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#$Date: 2019-11-04 11:21:40 +0200 (Mon, 04 Nov 2019) $
#$Revision: 222588 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/40/4034028.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4034028
loop_
_publ_author_name
'Manabe, Yumehiro'
'Uesaka, Mitsuharu'
'Yoneda, Tomoki'
'Inokuma, Yasuhide'
_publ_section_title
;
 Two-Step Transformation of Aliphatic Polyketones into π-Conjugated
 Polyimines.
;
_journal_issue                   16
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              9957
_journal_page_last               9964
_journal_paper_doi               10.1021/acs.joc.9b01119
_journal_volume                  84
_journal_year                    2019
_chemical_formula_moiety         '(C7 H10 Cd N2), 2(NO3), (H2O) '
_chemical_formula_sum            'C7 H12 Cd N4 O7'
_chemical_formula_weight         376.61
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_Hall           '-C 2y'
_space_group_name_H-M_alt        'C 1 2/m 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90
_cell_angle_beta                 94.727(5)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.1187(6)
_cell_length_b                   12.0670(7)
_cell_length_c                   10.3366(6)
_cell_measurement_reflns_used    3211
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      28.8560
_cell_measurement_theta_min      3.1670
_cell_volume                     1257.83(13)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0411
_diffrn_reflns_av_unetI/netI     0.0352
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4649
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.492
_diffrn_reflns_theta_min         2.632
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_exptl_absorpt_coefficient_mu    1.773
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.989
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.140
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.030
_refine_diff_density_max         1.568
_refine_diff_density_min         -0.963
_refine_diff_density_rms         0.204
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.127
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     104
_refine_ls_number_reflns         1363
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      7.931
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0291
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0528P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0780
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1249
_reflns_number_total             1363
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            jo9b01119_si_006.cif
_cod_data_source_block           UMEX424_1
_cod_original_sg_symbol_H-M      'C 2/m'
_cod_database_code               4034028
_shelx_shelxl_version_number     2018/3
_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.
;
_shelx_estimated_absorpt_t_min   0.789
_shelx_estimated_absorpt_t_max   0.949
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'
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
C1 C 0.9180(4) 0.500000 0.7016(4) 0.0226(10) Uani 1 2 d S T P
H1 H 0.954766 0.574932 0.711667 0.034 Uiso 0.5 1 calc R U P
H2 H 0.920216 0.476169 0.611205 0.034 Uiso 0.5 1 calc R U P
H3 H 0.970878 0.448899 0.758517 0.034 Uiso 0.5 1 calc R U P
C2 C 0.7785(4) 0.500000 0.7374(4) 0.0121(8) Uani 1 2 d S T P
C3 C 0.7392(4) 0.500000 0.8741(4) 0.0130(9) Uani 1 2 d S T P
C4 C 0.5918(4) 0.500000 0.8445(4) 0.0121(8) Uani 1 2 d S T P
C5 C 0.4885(4) 0.500000 0.9353(4) 0.0132(8) Uani 1 2 d S T P
H7 H 0.398797 0.500000 0.900106 0.016 Uiso 1 2 calc R U P
C6 C 0.7904(3) 0.6051(3) 0.9446(3) 0.0195(7) Uani 1 1 d . . .
H4 H 0.887509 0.606312 0.949072 0.029 Uiso 1 1 calc R U .
H5 H 0.761296 0.605750 1.032740 0.029 Uiso 1 1 calc R U .
H6 H 0.755166 0.670442 0.897225 0.029 Uiso 1 1 calc DR U .
N1 N 0.6773(3) 0.500000 0.6538(3) 0.0111(7) Uani 1 2 d S T P
N2 N 0.5591(3) 0.500000 0.7212(3) 0.0106(7) Uani 1 2 d S T P
Cd1 Cd 0.64243(3) 0.500000 0.42394(2) 0.01084(14) Uani 1 2 d S T P
O1 O 0.500000 0.3599(3) 0.500000 0.0137(7) Uani 1 2 d DS T P
H8 H 0.478(4) 0.322(3) 0.456(4) 0.021 Uiso 1 1 d . U .
O2 O 0.8749(2) 0.2544(2) 0.2968(2) 0.0250(5) Uani 1 1 d . . .
O3 O 0.8204(2) 0.3623(2) 0.4505(2) 0.0322(6) Uani 1 1 d . . .
N3 N 0.8032(3) 0.3279(3) 0.3377(3) 0.0202(6) Uani 1 1 d . . .
O4 O 0.7113(3) 0.3699(3) 0.2667(3) 0.0589(11) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Cd Cd -0.8075 1.2024 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
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
N1 C2 C1 123.6(4) . .
N1 C2 C3 112.0(4) . .
C1 C2 C3 124.4(4) . .
C4 C3 C2 98.3(3) . .
C4 C3 C6 112.9(2) . 6_565
C2 C3 C6 110.1(2) . 6_565
C4 C3 C6 112.9(2) . .
C2 C3 C6 110.1(2) . .
C6 C3 C6 111.8(4) 6_565 .
N2 C4 C5 119.8(4) . .
N2 C4 C3 111.8(4) . .
C5 C4 C3 128.4(4) . .
C5 C5 C4 124.6(5) 5_667 .
C2 N1 N2 108.9(3) . .
C2 N1 Cd1 135.9(3) . .
N2 N1 Cd1 115.2(2) . .
C4 N2 N1 108.9(3) . .
C4 N2 Cd1 138.0(3) . 5_666
N1 N2 Cd1 113.0(2) . 5_666
N1 Cd1 O1 73.45(6) . .
N1 Cd1 O1 73.45(6) . 5_666
O1 Cd1 O1 89.76(12) . 5_666
N1 Cd1 O4 130.51(8) . .
O1 Cd1 O4 88.66(11) . .
O1 Cd1 O4 153.95(7) 5_666 .
N1 Cd1 O4 130.51(8) . 6_565
O1 Cd1 O4 153.95(7) . 6_565
O1 Cd1 O4 88.66(11) 5_666 6_565
O4 Cd1 O4 81.55(18) . 6_565
N1 Cd1 N2 131.76(11) . 5_666
O1 Cd1 N2 72.89(5) . 5_666
O1 Cd1 N2 72.89(5) 5_666 5_666
O4 Cd1 N2 81.82(10) . 5_666
O4 Cd1 N2 81.82(10) 6_565 5_666
N1 Cd1 O3 80.83(8) . .
O1 Cd1 O3 86.62(9) . .
O1 Cd1 O3 153.98(6) 5_666 .
O4 Cd1 O3 51.78(9) . .
O4 Cd1 O3 105.52(12) 6_565 .
N2 Cd1 O3 129.87(7) 5_666 .
N1 Cd1 O3 80.83(8) . 6_565
O1 Cd1 O3 153.98(6) . 6_565
O1 Cd1 O3 86.62(9) 5_666 6_565
O4 Cd1 O3 105.52(12) . 6_565
O4 Cd1 O3 51.78(9) 6_565 6_565
N2 Cd1 O3 129.87(7) 5_666 6_565
O3 Cd1 O3 85.46(13) . 6_565
N1 Cd1 Cd1 66.30(8) . 5_666
O1 Cd1 Cd1 44.88(6) . 5_666
O1 Cd1 Cd1 44.88(6) 5_666 5_666
O4 Cd1 Cd1 128.13(10) . 5_666
O4 Cd1 Cd1 128.13(10) 6_565 5_666
N2 Cd1 Cd1 65.46(8) 5_666 5_666
O3 Cd1 Cd1 126.34(7) . 5_666
O3 Cd1 Cd1 126.34(7) 6_565 5_666
Cd1 O1 Cd1 90.24(12) . 5_666
N3 O3 Cd1 94.43(19) . .
O3 N3 O2 121.4(3) . .
O3 N3 O4 117.4(3) . .
O2 N3 O4 121.3(3) . .
N3 O4 Cd1 96.4(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.488(6) .
C2 N1 1.284(6) .
C2 C3 1.500(5) .
C3 C4 1.498(6) .
C3 C6 1.532(4) 6_565
C3 C6 1.532(4) .
C4 N2 1.290(5) .
C4 C5 1.461(6) .
C5 C5 1.338(9) 5_667
N1 N2 1.433(4) .
N1 Cd1 2.373(3) .
N2 Cd1 2.430(3) 5_666
Cd1 O1 2.396(2) .
Cd1 O1 2.396(2) 5_666
Cd1 O4 2.404(3) .
Cd1 O4 2.404(3) 6_565
Cd1 O3 2.449(3) .
Cd1 O3 2.449(3) 6_565
Cd1 Cd1 3.3953(6) 5_666
O2 N3 1.242(4) .
O3 N3 1.236(4) .
N3 O4 1.245(4) .
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_4
N1 C2 C3 C4 0.000(1) . .
C1 C2 C3 C4 180.000(1) . .
N1 C2 C3 C6 118.2(2) . 6_565
C1 C2 C3 C6 -61.8(2) . 6_565
N1 C2 C3 C6 -118.2(2) . .
C1 C2 C3 C6 61.8(2) . .
C2 C3 C4 N2 0.000(1) . .
C6 C3 C4 N2 -116.0(2) 6_565 .
C6 C3 C4 N2 116.0(2) . .
C2 C3 C4 C5 180.000(1) . .
C6 C3 C4 C5 64.0(3) 6_565 .
C6 C3 C4 C5 -64.0(2) . .
N2 C4 C5 C5 180.000(2) . 5_667
C3 C4 C5 C5 0.000(3) . 5_667
C1 C2 N1 N2 180.000(1) . .
C3 C2 N1 N2 0.000(1) . .
C1 C2 N1 Cd1 0.000(1) . .
C3 C2 N1 Cd1 180.000(1) . .
C5 C4 N2 N1 180.000(1) . .
C3 C4 N2 N1 0.000(1) . .
C5 C4 N2 Cd1 0.000(2) . 5_666
C3 C4 N2 Cd1 180.000(1) . 5_666
C2 N1 N2 C4 0.000(1) . .
Cd1 N1 N2 C4 180.000(1) . .
C2 N1 N2 Cd1 180.000(1) . 5_666
Cd1 N1 N2 Cd1 0.000(1) . 5_666
Cd1 O3 N3 O2 178.1(3) . .
Cd1 O3 N3 O4 -1.9(3) . .
O3 N3 O4 Cd1 1.9(4) . .
O2 N3 O4 Cd1 -178.1(3) . .
