#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/63/2016314.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2016314
loop_
_publ_author_name
'Tafeenko, Viktor A.'
'Panin, Gennady N. '
'Baranov, Andrey N. '
'Bardasov, Ivan N.'
'Aslanov, Leonid A.'
_publ_section_title
;
 Luminescent properties of three structures built from
 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate
 and cadmium
;
_journal_coeditor_code           GA3063
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m541
_journal_page_last               m547
_journal_paper_doi               10.1107/S0108270107045453
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac
'[Cd3 (C8 H1 N4 O2)2 (C8 N4 O2)2 (H2 O1)10], 0.5H2 O1'
_chemical_formula_moiety         'C32 H22 Cd3 N16 O18, 0.5(H2 O1)'
_chemical_formula_sum            'C32 H23 Cd3 N16 O18.5'
_chemical_formula_weight         2527.77
_chemical_melting_point          260
_chemical_name_systematic
;
poly[[decaaqua-bis(μ₂-3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-
pyrrol-2-olato-κ²N:N')bis(μ₂-3-cyano-4-dicyanomethylene-3H-pyrrole-
2,5-diolate-κ²N:N')dicadmium] 0.5-hydrate]
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 119.77(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   18.3348(12)
_cell_length_b                   19.9640(15)
_cell_length_c                   13.5231(11)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      46
_cell_measurement_theta_min      22
_cell_volume                     4296.7(10)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'XCAD4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2000)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.974
_diffrn_measured_fraction_theta_max 0.974
_diffrn_measurement_device_type  'Enraf--Nonius CAD-4 diffractometr'
_diffrn_measurement_method       'non-profiled omega scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0382
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            4312
_diffrn_reflns_theta_full        71.99
_diffrn_reflns_theta_max         71.99
_diffrn_reflns_theta_min         3.55
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  120
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    12.641
_exptl_absorpt_correction_T_max  0.3853
_exptl_absorpt_correction_T_min  0.1500
_exptl_absorpt_correction_type   psi-scan
_exptl_absorpt_process_details   '(North et al.,  1968)'
_exptl_crystal_colour            dark-red
_exptl_crystal_density_diffrn    1.954
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             2472
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.762
_refine_diff_density_min         -0.976
_refine_ls_extinction_coef       0.000105(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL97
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         4123
_refine_ls_number_restraints     9
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0524
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0731P)²+11.5086P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1129
_refine_ls_wR_factor_ref         0.1184
_reflns_number_gt                3473
_reflns_number_total             4123
_reflns_threshold_expression     >σ(I)
_cod_data_source_file            ga3063.cif
_cod_data_source_block           III
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2016314
_cod_database_fobs_code          2016314
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
Cd Cd1 0.2500 0.2500 0.0000 0.03482(16) Uani d S 1
Cd Cd2 0.10498(2) 0.737626(16) 0.02973(3) 0.03098(15) Uani d D 1
O O1 0.5019(2) 0.41175(19) 0.3751(4) 0.0441(10) Uani d . 1
O O2 0.3910(3) 0.62098(18) 0.2707(4) 0.0429(10) Uani d . 1
O O3 0.3781(3) 0.1987(2) 0.0672(5) 0.0651(14) Uani d . 1
H H3 0.3725 0.1581 0.0692 0.098 Uiso calc RD 1
H H31 0.4091 0.2125 0.0385 0.098 Uiso d RD 1
O O4 0.2663(4) 0.3050(2) -0.1343(4) 0.0598(14) Uani d . 1
H H4 0.2898 0.2804 -0.1584 0.090 Uiso calc RD 1
H H41 0.2921 0.3435 -0.1119 0.090 Uiso d RD 1
N N1 0.4642(3) 0.5235(2) 0.3454(4) 0.0320(10) Uani d . 1
H H1 0.5092 0.5403 0.4009 0.038 Uiso calc R 1
N N2 0.1443(3) 0.4426(3) -0.0141(5) 0.0464(12) Uani d . 1
N N3 0.2027(3) 0.6530(2) 0.0594(5) 0.0460(13) Uani d . 1
N N4 0.3122(3) 0.3358(2) 0.1280(4) 0.0419(11) Uani d . 1
C C2 0.4517(3) 0.4549(2) 0.3214(5) 0.0288(10) Uani d . 1
C C3 0.3684(3) 0.4489(2) 0.2209(4) 0.0260(10) Uani d . 1
C C4 0.3322(3) 0.5117(2) 0.1888(4) 0.0238(9) Uani d . 1
C C5 0.3972(3) 0.5604(2) 0.2708(5) 0.0288(10) Uani d . 1
C C6 0.2532(3) 0.5316(2) 0.1053(4) 0.0265(10) Uani d . 1
C C7 0.2280(3) 0.5998(3) 0.0838(5) 0.0321(11) Uani d . 1
C C8 0.1917(3) 0.4832(3) 0.0363(5) 0.0325(11) Uani d . 1
C C9 0.3367(3) 0.3867(2) 0.1695(4) 0.0288(10) Uani d . 1
O O1A 0.0974(2) 0.89774(19) -0.0133(4) 0.0474(11) Uani d . 1
O O2A 0.3193(2) 0.77993(18) 0.2511(4) 0.0441(10) Uani d . 1
O O5 0.0900(3) 0.6887(2) 0.1731(4) 0.0618(13) Uani d . 1
H H5 0.0861 0.6480 0.1641 0.093 Uiso calc RD 1
H H51 0.1373 0.6972 0.2361 0.093 Uiso d RD 1
O O6 0.0815(3) 0.7688(2) -0.1508(4) 0.0514(11) Uani d . 1
H H6 0.1192 0.7538 -0.1604 0.077 Uiso calc RD 1
H H61 0.0898 0.8132 -0.1481 0.077 Uiso d RD 1
N N1A 0.1943(2) 0.82165(18) 0.1092(4) 0.0271(9) Uani d . 1
N N2A 0.4176(4) 1.0451(2) 0.3231(6) 0.0579(16) Uani d . 1
N N3A 0.5037(3) 0.8422(2) 0.4191(5) 0.0476(13) Uani d . 1
N N4A 0.2056(3) 1.0596(2) 0.0999(5) 0.0397(11) Uani d . 1
C C2A 0.1671(3) 0.8857(2) 0.0677(5) 0.0281(10) Uani d . 1
C C3A 0.2336(3) 0.9341(2) 0.1324(4) 0.0221(9) Uani d . 1
C C4A 0.3031(3) 0.8992(2) 0.2096(4) 0.0229(9) Uani d . 1
C C5A 0.2747(3) 0.8259(2) 0.1931(4) 0.0255(10) Uani d . 1
C C6A 0.3837(3) 0.9196(2) 0.2893(4) 0.0272(10) Uani d . 1
C C7A 0.4489(3) 0.8752(2) 0.3600(5) 0.0318(11) Uani d . 1
C C8A 0.4037(3) 0.9890(3) 0.3081(5) 0.0335(12) Uani d . 1
C C9A 0.2204(3) 1.0035(2) 0.1148(4) 0.0254(10) Uani d . 1
O O10 0.5038(17) 0.2720(10) 0.2798(18) 0.067(6) Uiso d P 0.25
O O11 -0.0201(3) 0.7944(2) -0.0054(5) 0.0525(12) Uani d D 1
H H11 -0.013 0.805 0.0571 0.079 Uiso d RD 1
H H111 -0.029 0.824 -0.051 0.079 Uiso d RD 1
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cd Cd 0.1185 4.6533 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O4 Cd1 O4 7 . 180.00(17) ?
O4 Cd1 N4 7 7 91.67(17) ?
O4 Cd1 N4 . 7 88.33(17) ?
O4 Cd1 N4 7 . 88.33(17) ?
O4 Cd1 N4 . . 91.67(17) y
N4 Cd1 N4 7 . 180.00(14) ?
O4 Cd1 O3 7 . 89.0(2) ?
O4 Cd1 O3 . . 91.0(2) y
N4 Cd1 O3 7 . 89.60(18) ?
N4 Cd1 O3 . . 90.40(18) y
O4 Cd1 O3 7 7 91.0(2) ?
O4 Cd1 O3 . 7 89.0(2) ?
N4 Cd1 O3 7 7 90.40(18) ?
N4 Cd1 O3 . 7 89.60(18) ?
O3 Cd1 O3 . 7 180.00(15) ?
N1A Cd2 O5 . . 106.30(17) y
N1A Cd2 N3A . 8_465 171.08(17) y
O5 Cd2 N3A . 8_465 82.02(19) y
N1A Cd2 O6 . . 90.77(16) y
O5 Cd2 O6 . . 162.13(17) y
N3A Cd2 O6 8_465 . 80.67(18) y
N1A Cd2 N3 . . 98.32(16) y
O5 Cd2 N3 . . 87.18(19) y
N3A Cd2 N3 8_465 . 85.12(17) y
O6 Cd2 N3 . . 95.70(19) y
N1A Cd2 O11 . . 98.23(14) y
O5 Cd2 O11 . . 82.23(18) y
N3A Cd2 O11 8_465 . 79.43(16) y
O6 Cd2 O11 . . 90.28(18) y
N3 Cd2 O11 . . 162.31(16) y
Cd1 O3 H3 . . 109.5 ?
Cd1 O3 H31 . . 116.4 ?
H3 O3 H31 . . 116.5 ?
Cd1 O4 H4 . . 109.5 ?
Cd1 O4 H41 . . 114.4 ?
H4 O4 H41 . . 111.2 ?
C5 N1 C2 . . 112.0(4) ?
C5 N1 H1 . . 124.0 ?
C2 N1 H1 . . 124.0 ?
C7 N3 Cd2 . . 152.4(5) ?
C9 N4 Cd1 . . 164.4(5) ?
O1 C2 N1 . . 124.8(5) ?
O1 C2 C3 . . 129.4(5) ?
N1 C2 C3 . . 105.8(4) ?
C4 C3 C9 . . 129.2(5) ?
C4 C3 C2 . . 109.5(4) ?
C9 C3 C2 . . 121.3(4) ?
C6 C4 C3 . . 131.4(4) ?
C6 C4 C5 . . 122.7(4) ?
C3 C4 C5 . . 105.9(4) ?
O2 C5 N1 . . 126.2(5) ?
O2 C5 C4 . . 127.0(5) ?
N1 C5 C4 . . 106.8(4) ?
C4 C6 C7 . . 123.1(4) ?
C4 C6 C8 . . 120.6(4) ?
C7 C6 C8 . . 116.3(4) ?
N3 C7 C6 . . 175.0(6) ?
N2 C8 C6 . . 176.6(6) ?
N4 C9 C3 . . 178.9(6) ?
Cd2 O5 H5 . . 109.5 ?
Cd2 O5 H51 . . 105.1 ?
H5 O5 H51 . . 107.9 ?
Cd2 O6 H6 . . 109.5 ?
Cd2 O6 H61 . . 106.2 ?
H6 O6 H61 . . 103.2 ?
C5A N1A C2A . . 107.8(4) ?
C5A N1A Cd2 . . 134.0(3) ?
C2A N1A Cd2 . . 118.1(3) ?
C7A N3A Cd2 . 8_566 172.6(4) ?
O1A C2A N1A . . 123.3(4) ?
O1A C2A C3A . . 126.6(4) ?
N1A C2A C3A . . 110.0(4) ?
C4A C3A C9A . . 130.3(4) ?
C4A C3A C2A . . 107.8(4) ?
C9A C3A C2A . . 121.9(4) ?
C3A C4A C6A . . 132.2(4) ?
C3A C4A C5A . . 104.7(4) ?
C6A C4A C5A . . 123.1(4) ?
O2A C5A N1A . . 126.8(4) ?
O2A C5A C4A . . 123.7(4) ?
N1A C5A C4A . . 109.5(4) ?
C4A C6A C7A . . 124.0(4) ?
C4A C6A C8A . . 120.2(4) ?
C7A C6A C8A . . 115.7(4) ?
N3A C7A C6A . . 176.7(6) ?
N2A C8A C6A . . 177.9(6) ?
N4A C9A C3A . . 176.4(5) ?
Cd2 O11 H11 . . 106.3 ?
Cd2 O11 H111 . . 107.8 ?
H11 O11 H111 . . 117.3 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cd1 O4 7 2.265(5) ?
Cd1 O4 . 2.265(5) y
Cd1 N4 7 2.296(5) ?
Cd1 N4 . 2.296(5) y
Cd1 O3 . 2.296(5) ?
Cd1 O3 7 2.296(5) y
Cd2 N1A . 2.214(4) y
Cd2 O5 . 2.306(5) y
Cd2 N3A 8_465 2.338(5) y
Cd2 O6 . 2.343(5) y
Cd2 N3 . 2.347(5) y
Cd2 O11 . 2.384(4) y
O1 C2 . 1.205(6) ?
O2 C5 . 1.214(6) ?
O3 H3 . 0.8200 ?
O3 H31 . 0.8773 ?
O4 H4 . 0.8200 ?
O4 H41 . 0.8757 ?
N1 C5 . 1.357(7) ?
N1 C2 . 1.400(6) ?
N1 H1 . 0.8600 ?
N2 C8 . 1.136(7) ?
N3 C7 . 1.140(7) ?
N4 C9 . 1.140(7) ?
C2 C3 . 1.461(7) ?
C3 C4 . 1.385(6) ?
C3 C9 . 1.399(6) ?
C4 C6 . 1.381(6) ?
C4 C5 . 1.510(6) ?
C6 C7 . 1.421(6) ?
C6 C8 . 1.425(7) ?
O1A C2A . 1.224(6) ?
O2A C5A . 1.221(6) ?
O5 H5 . 0.8200 ?
O5 H51 . 0.8793 ?
O6 H6 . 0.8200 ?
O6 H61 . 0.8960 ?
N1A C5A . 1.344(6) ?
N1A C2A . 1.386(6) ?
N2A C8A . 1.145(7) ?
N3A C7A . 1.134(7) ?
N3A Cd2 8_566 2.338(5) ?
N4A C9A . 1.147(6) ?
C2A C3A . 1.458(6) ?
C3A C4A . 1.369(6) ?
C3A C9A . 1.406(6) ?
C4A C6A . 1.390(6) ?
C4A C5A . 1.532(6) ?
C6A C7A . 1.411(7) ?
C6A C8A . 1.423(6) ?
O10 O10 2_655 0.75(4) ?
O11 H11 . 0.82 ?
O11 H111 . 0.82 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O3 H3 N2 7 0.82 2.11 2.889(7) 158
N1 H1 O1A 8_566 0.86 1.91 2.730(5) 160
O11 H11 O1 4 0.82 2.29 2.851(6) 127
O11 H111 O2 8_465 0.82 2.38 3.127(6) 153
O6 H61 O2 7_565 0.90 2.28 2.922(6) 129
O4 H41 N4A 7_565 0.88 1.94 2.749(6) 153
O4 H4 O2A 6_565 0.82 1.98 2.779(6) 166
O5 H5 N2A 4_545 0.82 2.06 2.871(7) 168
O3 H31 O11 3_545 0.88 2.34 3.149(7) 154
O5 H51 O4 6_566 0.88 2.13 2.980(8) 162
O6 H6 O2A 7_565 0.82 2.15 2.922(7) 158
