#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/75/2017506.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_2017506
loop_
_publ_author_name
'Tafeenko, Viktor A.'
'Gurskiy, Stanislav I.'
'Fazylbekov, Marat F.'
'Baranov, Andrey N.'
'Aslanov, Leonid A.'
_publ_section_title
;
 Luminescence properties of the structure built from
 3-cyano-4-dicyanomethylene-5-oxo-4,5-dihydro-1H-pyrrol-2-olate
 and caesium(I)
;
_journal_coeditor_code           FG3147
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m32
_journal_page_last               m34
_journal_paper_doi               10.1107/S0108270109055097
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'Cs +, C8 H N4 O2 -'
_chemical_formula_moiety         'Cs +, C8 H N4 O2 -'
_chemical_formula_sum            'C8 H Cs N4 O2'
_chemical_formula_weight         318.04
_chemical_name_systematic
;
caesium(I) 3-cyano-4-dicyanomethylene-2,5-dioxopyrrolidin-3-ide
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                113.040(11)
_cell_angle_beta                 90.834(13)
_cell_angle_gamma                100.401(12)
_cell_formula_units_Z            2
_cell_length_a                   5.8737(9)
_cell_length_b                   9.2927(11)
_cell_length_c                   9.6759(11)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      16
_cell_measurement_theta_min      12
_cell_volume                     475.90(12)
_computing_cell_refinement       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_collection       'CAD-4 Software (Enraf--Nonius, 1989)'
_computing_data_reduction        'XCAD-4 (Harms & Wocadlo, 1995)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2000)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0471
_diffrn_reflns_av_sigmaI/netI    0.0605
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2424
_diffrn_reflns_theta_full        27.96
_diffrn_reflns_theta_max         27.96
_diffrn_reflns_theta_min         2.30
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         2
_exptl_absorpt_coefficient_mu    3.873
_exptl_absorpt_correction_T_max  0.5380
_exptl_absorpt_correction_T_min  0.0840
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   '(Walker & Stuart, 1983)'
_exptl_crystal_colour            dark-red
_exptl_crystal_density_diffrn    2.219
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             296
_exptl_crystal_size_max          .08
_exptl_crystal_size_mid          .06
_exptl_crystal_size_min          .05
_refine_diff_density_max         0.929
_refine_diff_density_min         -1.745
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     137
_refine_ls_number_reflns         2290
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0860
_refine_ls_R_factor_gt           0.0534
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0693P)²+0.1745P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1183
_refine_ls_wR_factor_ref         0.1343
_reflns_number_gt                1665
_reflns_number_total             2290
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            fg3147.cif
_cod_data_source_block           I
_cod_original_cell_volume        475.90(11)
_cod_database_code               2017506
_cod_database_fobs_code          2017506
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cs Cs1 0.11717(10) 0.28032(6) 0.00688(5) 0.0501(2) Uani d . 1 . .
O O1 0.1838(10) 1.0426(7) 0.6789(6) 0.0471(13) Uani d . 1 . .
O O2 0.2633(10) 0.6562(7) 0.2258(6) 0.0516(14) Uani d . 1 . .
N N1 0.1745(11) 0.8535(7) 0.4366(6) 0.0396(14) Uani d . 1 . .
H H1 0.0595 0.8745 0.3970 0.048 Uiso calc R 1 . .
N N2 0.9114(13) 0.6411(10) 0.6408(8) 0.0543(18) Uani d . 1 . .
N N3 0.6723(14) 0.4537(11) 0.1623(8) 0.064(2) Uani d . 1 . .
N N4 0.6895(15) 0.9644(10) 0.8648(8) 0.063(2) Uani d . 1 . .
C C2 0.2614(13) 0.9319(8) 0.5884(8) 0.0374(15) Uani d . 1 . .
C C3 0.4462(13) 0.8582(8) 0.6103(7) 0.0359(15) Uani d . 1 . .
C C4 0.4774(13) 0.7418(8) 0.4743(7) 0.0351(14) Uani d . 1 . .
C C5 0.2965(13) 0.7389(8) 0.3592(8) 0.0381(15) Uani d . 1 . .
C C6 0.6344(13) 0.6394(9) 0.4330(8) 0.0378(15) Uani d . 1 . .
C C7 0.6508(13) 0.5373(10) 0.2828(8) 0.0437(17) Uani d . 1 . .
C C8 0.7912(13) 0.6397(9) 0.5473(8) 0.0379(15) Uani d . 1 . .
C C9 0.5796(15) 0.9157(10) 0.7505(8) 0.0461(18) Uani d . 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cs Cs -0.3680 2.1192 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cs1 N2 1_544 2_666 150.20(17) ?
O1 Cs1 O2 1_544 . 139.78(16) ?
N2 Cs1 O2 2_666 . 65.46(18) ?
O1 Cs1 N4 1_544 1_444 66.67(18) ?
N2 Cs1 N4 2_666 1_444 99.4(2) ?
O2 Cs1 N4 . 1_444 146.09(18) ?
O1 Cs1 N4 1_544 2_666 87.63(16) ?
N2 Cs1 N4 2_666 2_666 63.39(19) ?
O2 Cs1 N4 . 2_666 115.01(16) ?
N4 Cs1 N4 1_444 2_666 79.7(2) ?
O1 Cs1 N3 1_544 1_455 133.46(16) ?
N2 Cs1 N3 2_666 1_455 64.38(18) ?
O2 Cs1 N3 . 1_455 64.94(19) ?
N4 Cs1 N3 1_444 1_455 81.2(2) ?
N4 Cs1 N3 2_666 1_455 119.8(2) ?
O1 Cs1 N3 1_544 . 103.05(16) ?
N2 Cs1 N3 2_666 . 76.01(19) ?
O2 Cs1 N3 . . 58.25(17) ?
N4 Cs1 N3 1_444 . 151.0(2) ?
N4 Cs1 N3 2_666 . 72.6(2) ?
N3 Cs1 N3 1_455 . 120.1(2) ?
O1 Cs1 O2 1_544 2_565 75.40(13) ?
N2 Cs1 O2 2_666 2_565 126.79(16) ?
O2 Cs1 O2 . 2_565 93.22(12) ?
N4 Cs1 O2 1_444 2_565 71.13(17) ?
N4 Cs1 O2 2_666 2_565 150.21(17) ?
N3 Cs1 O2 1_455 2_565 62.44(15) ?
N3 Cs1 O2 . 2_565 134.60(19) ?
O1 Cs1 N3 1_544 2_665 78.29(16) ?
N2 Cs1 N3 2_666 2_665 127.99(19) ?
O2 Cs1 N3 . 2_665 62.73(16) ?
N4 Cs1 N3 1_444 2_665 126.48(19) ?
N4 Cs1 N3 2_666 2_665 139.2(2) ?
N3 Cs1 N3 1_455 2_665 96.82(19) ?
N3 Cs1 N3 . 2_665 73.7(2) ?
O2 Cs1 N3 2_565 2_665 61.43(17) ?
C5 N1 C2 . . 111.1(6) ?
C5 N1 H1 . . 124.4 ?
C2 N1 H1 . . 124.4 ?
O1 C2 N1 . . 122.8(6) ?
O1 C2 C3 . . 130.0(6) ?
N1 C2 C3 . . 107.2(6) ?
C4 C3 C9 . . 129.0(7) ?
C4 C3 C2 . . 109.2(6) ?
C9 C3 C2 . . 121.5(6) ?
C3 C4 C6 . . 132.3(6) ?
C3 C4 C5 . . 106.4(6) ?
C6 C4 C5 . . 121.3(6) ?
O2 C5 N1 . . 125.3(7) ?
O2 C5 C4 . . 128.7(7) ?
N1 C5 C4 . . 106.0(6) ?
C4 C6 C7 . . 123.3(6) ?
C4 C6 C8 . . 119.0(6) ?
C7 C6 C8 . . 117.7(6) ?
N3 C7 C6 . . 177.4(8) ?
N3 C7 Cs1 . . 59.4(5) ?
C6 C7 Cs1 . . 122.9(5) ?
N2 C8 C6 . . 178.1(8) ?
N4 C9 C3 . . 179.2(10) ?
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
Cs1 O1 1_544 3.157(5) ?
Cs1 N2 2_666 3.209(7) ?
Cs1 O2 . 3.240(6) ?
Cs1 N4 1_444 3.301(9) ?
Cs1 N4 2_666 3.332(8) ?
Cs1 N3 1_455 3.379(7) ?
Cs1 N3 . 3.399(8) ?
Cs1 O2 2_565 3.432(5) ?
Cs1 N3 2_665 3.527(9) ?
O1 C2 . 1.228(8) ?
O2 C5 . 1.207(8) ?
N1 C5 . 1.370(9) ?
N1 C2 . 1.399(8) ?
N1 H1 . 0.8600 ?
N2 C8 . 1.134(9) ?
N3 C7 . 1.145(10) ?
N4 C9 . 1.152(10) ?
C2 C3 . 1.438(10) ?
C3 C4 . 1.378(9) ?
C3 C9 . 1.411(10) ?
C4 C6 . 1.395(9) ?
C4 C5 . 1.517(9) ?
C6 C7 . 1.407(10) ?
C6 C8 . 1.428(10) ?
