#------------------------------------------------------------------------------
#$Date: 2025-08-20 22:19:29 +0300 (Wed, 20 Aug 2025) $
#$Revision: 301836 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/30/4303036.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_4303036
loop_
_publ_author_name
'Edward Gore-Randall'
'Mark Irwin'
'Mark S. Denning'
'Jose M. Goicoechea'
_publ_contact_author
;
 Dr. J. M. Goicoechea           
 Chemistry Research Laboratory
 University of Oxford
 Mansfield Road
 Oxford
 OX1 3TA
 UK
;
_publ_contact_author_email       jose.goicoechea@chem.ox.ac.uk
_publ_contact_author_fax         '+44 1865 272690'
_publ_contact_author_phone       '+44 1865 275961'
_publ_section_title
;
Synthesis and Characterization of Alkali-Metal Salts of 2,2'- and
2,4'-Bipyridyl Radicals and Dianions
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8304
_journal_page_last               8316
_journal_paper_doi               10.1021/ic9009459
_journal_volume                  48
_journal_year                    2009
_chemical_formula_moiety         'C14 H24 N6 Rb2'
_chemical_formula_sum            'C7 H12 N3 Rb'
_chemical_formula_weight         223.67
_chemical_name_systematic
; 
[Rb2(N2C10H8)(C2N2H8)2]
;
_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                96.819(2)
_cell_angle_beta                 99.593(2)
_cell_angle_gamma                104.053(2)
_cell_formula_units_Z            2
_cell_length_a                   6.2046(3)
_cell_length_b                   7.6321(3)
_cell_length_c                   9.5740(5)
_cell_measurement_reflns_used    7765
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      5.097
_cell_volume                     427.60(4)
_computing_cell_refinement
;
KappaCCD software "DENZO" (Otwinowski & Minor, 1996)
;
_computing_data_collection
;
KappaCCD software "Collect" (Nonius, 2000)
;
_computing_data_reduction
;
KappaCCD software "DENZO" (Otwinowski & Minor, 1996)
;
_computing_molecular_graphics    'WinGX (Farrugia, 2005)'
_computing_publication_material  'XCIF (Sheldrick, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.988
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0420
_diffrn_reflns_av_sigmaI/netI    0.0585
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3363
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         5.57
_exptl_absorpt_coefficient_mu    5.728
_exptl_absorpt_correction_T_max  0.6572
_exptl_absorpt_correction_T_min  0.2078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'DENZO/SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            black-purple
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       rod
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.935
_refine_diff_density_min         -1.230
_refine_diff_density_rms         0.117
_refine_ls_extinction_coef       0.088(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     117
_refine_ls_number_reflns         1932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.029
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0398
_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)+(0.0603P)²+0.3478P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1022
_refine_ls_wR_factor_ref         0.1041
_reflns_number_gt                1836
_reflns_number_total             1932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic9009459_si_001_3.cif
_cod_data_source_block           2
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:
data name '_contact_author_fax' replaced with
'_publ_contact_author_fax' as specified in the replacement file
'/home/antanas/src/cod-tools/trunk/data/replacement-values/replacement_tags.lst'.

Automatic conversion script
Id: cif_correct_tags 4998 2017-03-02 13:24:31Z antanas 
;
_cod_database_code               4303036
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Rb1 Rb 0.95824(5) 0.26101(3) 0.47776(3) 0.03125(19) Uani 1 1 d . . .
N1 N 0.7467(5) -0.0433(4) 0.6205(3) 0.0291(5) Uani 1 1 d . . .
C1 C 0.8340(6) -0.0066(4) 0.7622(4) 0.0317(7) Uani 1 1 d . . .
H1 H 0.9699 -0.0403 0.7921 0.038 Uiso 1 1 calc R . .
C2 C 0.7486(6) 0.0746(5) 0.8694(4) 0.0353(7) Uani 1 1 d . . .
H2 H 0.8232 0.0977 0.9674 0.042 Uiso 1 1 calc R . .
C3 C 0.5417(6) 0.1219(4) 0.8245(4) 0.0333(7) Uani 1 1 d . . .
H3 H 0.4714 0.1731 0.8939 0.040 Uiso 1 1 calc R . .
C4 C 0.4453(6) 0.0938(4) 0.6826(4) 0.0292(6) Uani 1 1 d . . .
H4 H 0.3120 0.1270 0.6552 0.035 Uiso 1 1 d R . .
C5 C 0.5459(5) 0.0133(4) 0.5736(3) 0.0261(6) Uani 1 1 d . . .
N1E N 0.5963(5) 0.4417(4) 0.3466(3) 0.0332(6) Uani 1 1 d . . .
H11E H 0.493(7) 0.357(5) 0.364(4) 0.022(8) Uiso 1 1 d . . .
H12E H 0.546(8) 0.520(6) 0.353(5) 0.035(11) Uiso 1 1 d . . .
C1E C 0.6108(6) 0.3891(5) 0.1960(4) 0.0372(7) Uani 1 1 d . . .
H13E H 0.4687 0.3915 0.1323 0.045 Uiso 1 1 calc R . .
H14E H 0.6253 0.2622 0.1814 0.045 Uiso 1 1 calc R . .
C2E C 0.8097(6) 0.5151(5) 0.1546(4) 0.0371(7) Uani 1 1 d . . .
H23E H 0.8006 0.4845 0.0500 0.045 Uiso 1 1 calc R . .
H24E H 0.8010 0.6431 0.1755 0.045 Uiso 1 1 calc R . .
N2E N 1.0297(6) 0.5004(5) 0.2327(3) 0.0375(6) Uani 1 1 d . . .
H21E H 1.055(8) 0.397(7) 0.190(5) 0.044(12) Uiso 1 1 d . . .
H22E H 1.136(9) 0.587(7) 0.224(5) 0.045(13) Uiso 1 1 d . . .
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'
Rb Rb -0.9393 2.9676 '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
_geom_angle_publ_flag
N1 Rb1 N1 89.60(7) 2_756 . ?
N1 Rb1 N1E 138.53(8) 2_756 . ?
N1 Rb1 N1E 109.97(8) . . ?
N1 Rb1 N2E 133.96(8) 2_756 2_766 ?
N1 Rb1 N2E 82.91(8) . 2_766 ?
N1E Rb1 N2E 85.81(8) . 2_766 ?
N1 Rb1 C5 111.01(7) 2_756 . ?
N1 Rb1 C5 27.05(7) . . ?
N1E Rb1 C5 82.93(8) . . ?
N2E Rb1 C5 80.14(8) 2_766 . ?
N1 Rb1 N2E 90.76(8) 2_756 . ?
N1 Rb1 N2E 158.44(8) . . ?
N1E Rb1 N2E 57.85(8) . . ?
N2E Rb1 N2E 111.73(7) 2_766 . ?
C5 Rb1 N2E 136.57(8) . . ?
N1 Rb1 N1E 88.05(8) 2_756 2_766 ?
N1 Rb1 N1E 118.27(8) . 2_766 ?
N1E Rb1 N1E 111.59(7) . 2_766 ?
N2E Rb1 N1E 57.40(8) 2_766 2_766 ?
C5 Rb1 N1E 132.40(8) . 2_766 ?
N2E Rb1 N1E 83.28(9) . 2_766 ?
N1 Rb1 C4 83.80(8) 2_756 2_656 ?
N1 Rb1 C4 55.38(8) . 2_656 ?
N1E Rb1 C4 78.81(9) . 2_656 ?
N2E Rb1 C4 125.48(9) 2_766 2_656 ?
C5 Rb1 C4 46.40(8) . 2_656 ?
N2E Rb1 C4 103.25(9) . 2_656 ?
N1E Rb1 C4 169.59(9) 2_766 2_656 ?
N1 Rb1 C5 107.00(7) 2_756 2_656 ?
N1 Rb1 C5 46.13(7) . 2_656 ?
N1E Rb1 C5 68.90(8) . 2_656 ?
N2E Rb1 C5 99.96(8) 2_766 2_656 ?
C5 Rb1 C5 25.32(10) . 2_656 ?
N2E Rb1 C5 113.66(8) . 2_656 ?
N1E Rb1 C5 156.53(8) 2_766 2_656 ?
C4 Rb1 C5 25.98(8) 2_656 2_656 ?
N1 Rb1 C1 22.58(8) 2_756 2_756 ?
N1 Rb1 C1 97.45(7) . 2_756 ?
N1E Rb1 C1 116.18(8) . 2_756 ?
N2E Rb1 C1 155.89(8) 2_766 2_756 ?
C5 Rb1 C1 110.81(8) . 2_756 ?
N2E Rb1 C1 75.74(8) . 2_756 ?
N1E Rb1 C1 102.71(8) 2_766 2_756 ?
C4 Rb1 C1 71.60(8) 2_656 2_756 ?
C5 Rb1 C1 97.40(8) 2_656 2_756 ?
N1 Rb1 Rb1 128.69(5) 2_756 2_766 ?
N1 Rb1 Rb1 136.62(5) . 2_766 ?
N1E Rb1 Rb1 57.13(6) . 2_766 ?
N2E Rb1 Rb1 56.59(6) 2_766 2_766 ?
C5 Rb1 Rb1 120.09(5) . 2_766 ?
N2E Rb1 Rb1 55.14(6) . 2_766 ?
N1E Rb1 Rb1 54.47(6) 2_766 2_766 ?
C4 Rb1 Rb1 135.94(6) 2_656 2_766 ?
C5 Rb1 Rb1 120.90(5) 2_656 2_766 ?
C1 Rb1 Rb1 125.80(5) 2_756 2_766 ?
N1 Rb1 C1E 114.14(8) 2_756 . ?
N1 Rb1 C1E 118.47(8) . . ?
N1E Rb1 C1E 24.40(8) . . ?
N2E Rb1 C1E 109.22(8) 2_766 . ?
C5 Rb1 C1E 93.73(8) . . ?
N2E Rb1 C1E 42.89(9) . . ?
N1E Rb1 C1E 118.39(8) 2_766 . ?
C4 Rb1 C1E 71.12(8) 2_656 . ?
C5 Rb1 C1E 72.40(8) 2_656 . ?
C1 Rb1 C1E 91.90(8) 2_756 . ?
Rb1 Rb1 C1E 68.43(6) 2_766 . ?
N1 Rb1 H11E 140.0(7) 2_756 . ?
N1 Rb1 H11E 94.8(7) . . ?
N1E Rb1 H11E 15.4(7) . . ?
N2E Rb1 H11E 85.9(7) 2_766 . ?
C5 Rb1 H11E 67.8(7) . . ?
N2E Rb1 H11E 71.5(7) . . ?
N1E Rb1 H11E 123.4(7) 2_766 . ?
C4 Rb1 H11E 66.8(7) 2_656 . ?
C5 Rb1 H11E 54.0(7) 2_656 . ?
C1 Rb1 H11E 117.9(7) 2_756 . ?
Rb1 Rb1 H11E 69.7(7) 2_766 . ?
C1E Rb1 H11E 32.0(7) . . ?
N1 Rb1 H21E 76.0(10) 2_756 . ?
N1 Rb1 H21E 148.0(9) . . ?
N1E Rb1 H21E 68.2(10) . . ?
N2E Rb1 H21E 127.5(9) 2_766 . ?
C5 Rb1 H21E 136.0(9) . . ?
N2E Rb1 H21E 16.5(9) . . ?
N1E Rb1 H21E 90.1(9) 2_766 . ?
C4 Rb1 H21E 94.2(9) 2_656 . ?
C5 Rb1 H21E 110.7(9) 2_656 . ?
C1 Rb1 H21E 59.5(9) 2_756 . ?
Rb1 Rb1 H21E 71.1(9) 2_766 . ?
C1E Rb1 H21E 48.0(9) . . ?
H11E Rb1 H21E 79.7(12) . . ?
C1 N1 C5 116.7(3) . . ?
C1 N1 Rb1 100.0(2) . 2_756 ?
C5 N1 Rb1 142.8(2) . 2_756 ?
C1 N1 Rb1 110.3(2) . . ?
C5 N1 Rb1 82.52(16) . . ?
Rb1 N1 Rb1 90.40(7) 2_756 . ?
N1 C1 C2 127.4(3) . . ?
N1 C1 Rb1 57.42(17) . 2_756 ?
C2 C1 Rb1 171.7(2) . 2_756 ?
N1 C1 Rb1 49.57(16) . . ?
C2 C1 Rb1 115.9(2) . . ?
Rb1 C1 Rb1 72.40(7) 2_756 . ?
N1 C1 H1 116.3 . . ?
C2 C1 H1 116.3 . . ?
Rb1 C1 H1 59.4 2_756 . ?
Rb1 C1 H1 103.8 . . ?
C1 C2 C3 116.2(3) . . ?
C1 C2 H2 121.9 . . ?
C3 C2 H2 121.9 . . ?
C4 C3 C2 120.1(3) . . ?
C4 C3 H3 119.9 . . ?
C2 C3 H3 119.9 . . ?
C3 C4 C5 121.5(3) . . ?
C3 C4 Rb1 123.9(2) . 2_656 ?
C5 C4 Rb1 77.44(17) . 2_656 ?
C3 C4 H4 119.0 . . ?
C5 C4 H4 119.5 . . ?
Rb1 C4 H4 69.7 2_656 . ?
C5 C5 N1 119.2(3) 2_656 . ?
C5 C5 C4 123.0(3) 2_656 . ?
N1 C5 C4 117.9(3) . . ?
C5 C5 Rb1 81.5(2) 2_656 . ?
N1 C5 Rb1 70.43(16) . . ?
C4 C5 Rb1 118.87(19) . . ?
C5 C5 Rb1 73.1(2) 2_656 2_656 ?
N1 C5 Rb1 122.34(19) . 2_656 ?
C4 C5 Rb1 76.58(17) . 2_656 ?
Rb1 C5 Rb1 154.68(10) . 2_656 ?
C1E N1E Rb1 95.9(2) . . ?
C1E N1E Rb1 112.1(2) . 2_766 ?
Rb1 N1E Rb1 68.41(6) . 2_766 ?
C1E N1E H11E 106(3) . . ?
Rb1 N1E H11E 90(3) . . ?
Rb1 N1E H11E 137(3) 2_766 . ?
C1E N1E H12E 110(4) . . ?
Rb1 N1E H12E 147(4) . . ?
Rb1 N1E H12E 83(4) 2_766 . ?
H11E N1E H12E 102(4) . . ?
N1E C1E C2E 112.3(3) . . ?
N1E C1E Rb1 59.75(18) . . ?
C2E C1E Rb1 93.5(2) . . ?
N1E C1E H13E 109.1 . . ?
C2E C1E H13E 109.1 . . ?
Rb1 C1E H13E 157.4 . . ?
N1E C1E H14E 109.1 . . ?
C2E C1E H14E 109.1 . . ?
Rb1 C1E H14E 62.9 . . ?
H13E C1E H14E 107.9 . . ?
N2E C2E C1E 112.1(3) . . ?
N2E C2E Rb1 58.52(18) . 2_766 ?
C1E C2E Rb1 92.4(2) . 2_766 ?
N2E C2E H23E 109.2 . . ?
C1E C2E H23E 109.2 . . ?
Rb1 C2E H23E 158.3 2_766 . ?
N2E C2E H24E 109.2 . . ?
C1E C2E H24E 109.2 . . ?
Rb1 C2E H24E 65.0 2_766 . ?
H23E C2E H24E 107.9 . . ?
C2E N2E Rb1 97.5(2) . 2_766 ?
C2E N2E Rb1 110.8(2) . . ?
Rb1 N2E Rb1 68.27(6) 2_766 . ?
C2E N2E H21E 107(3) . . ?
Rb1 N2E H21E 146(3) 2_766 . ?
Rb1 N2E H21E 81(3) . . ?
C2E N2E H22E 111(4) . . ?
Rb1 N2E H22E 85(3) 2_766 . ?
Rb1 N2E H22E 133(4) . . ?
H21E N2E H22E 106(4) . . ?
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
Rb1 N1 2.946(3) 2_756 ?
Rb1 N1 2.976(3) . ?
Rb1 N1E 3.081(3) . ?
Rb1 N2E 3.110(3) 2_766 ?
Rb1 C5 3.131(3) . ?
Rb1 N2E 3.164(3) . ?
Rb1 N1E 3.180(3) 2_766 ?
Rb1 C4 3.225(3) 2_656 ?
Rb1 C5 3.236(3) 2_656 ?
Rb1 C1 3.443(4) 2_756 ?
Rb1 Rb1 3.5209(5) 2_766 ?
Rb1 C1E 3.549(4) . ?
Rb1 H11E 3.20(4) . ?
Rb1 H21E 3.15(5) . ?
N1 C1 1.343(4) . ?
N1 C5 1.436(4) . ?
N1 Rb1 2.946(3) 2_756 ?
C1 C2 1.381(5) . ?
C1 Rb1 3.443(4) 2_756 ?
C1 H1 0.9500 . ?
C2 C3 1.429(5) . ?
C2 H2 0.9500 . ?
C3 C4 1.358(5) . ?
C3 H3 0.9500 . ?
C4 C5 1.452(4) . ?
C4 Rb1 3.225(3) 2_656 ?
C4 H4 0.9289 . ?
C5 C5 1.399(6) 2_656 ?
C5 Rb1 3.236(3) 2_656 ?
N1E C1E 1.474(5) . ?
N1E Rb1 3.180(3) 2_766 ?
N1E H11E 0.85(4) . ?
N1E H12E 0.74(5) . ?
C1E C2E 1.511(5) . ?
C1E H13E 0.9900 . ?
C1E H14E 0.9900 . ?
C2E N2E 1.480(5) . ?
C2E Rb1 3.615(4) 2_766 ?
C2E H23E 0.9900 . ?
C2E H24E 0.9900 . ?
N2E Rb1 3.110(3) 2_766 ?
N2E H21E 0.90(5) . ?
N2E H22E 0.84(5) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 168336800
