#------------------------------------------------------------------------------
#$Date: 2016-03-23 04:07:30 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179277 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/97/4319773.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_4319773
loop_
_publ_author_name
'Delia M. Ciurtin'
'Yu-Bin Dong'
'Mark D. Smith'
'Tosha Barclay'
'Hans-Conrad zur Loye'
_publ_contact_author_address
;
Department of Chemistry and Biochemistry
University of South Carolina
Columbia, South Carolina 29208
USA
;
_publ_contact_author_email       zurloye@sc.edu
_publ_contact_author_fax         '803 777 8508'
_publ_contact_author_name        'Professor Hans-Conrad zur Loye'
_publ_contact_author_phone       '803 777 6916'
_publ_section_title
;
 Two Versatile N,N'-Bipyridine-Type Ligands for Preparing
 Organic-Inorganic Coordination Polymers: New Cobalt- and
 Nickel-Containing Framework Materials
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2825
_journal_page_last               2834
_journal_paper_doi               10.1021/ic0014336
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C12 H10 N4'
_chemical_formula_weight         210.24
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 92.21(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   3.8560(8)
_cell_length_b                   11.032(2)
_cell_length_c                   12.738(3)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.970
_cell_measurement_theta_min      15.765
_cell_volume                     541.5(2)
_computing_cell_refinement       'MSC/AFC Diffractometer Control'
_computing_data_collection       'MSC/AFC Diffractometer Control'
_computing_data_reduction        'teXsan (MSC, 1992-1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Rigaku AFC6S'
_diffrn_measurement_method       ω-2θ
_diffrn_radiation_detector       'scintillation counter'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            1110
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         2.44
_diffrn_standards_decay_%        <1
_diffrn_standards_interval_count 150
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.082
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.290
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             220
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.152
_refine_diff_density_min         -0.134
_refine_diff_density_rms         0.030
_refine_ls_extinction_coef       0.074(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.069
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     71
_refine_ls_number_reflns         959
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.069
_refine_ls_R_factor_all          0.0635
_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)+(0.0490P)²+0.0403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1153
_reflns_number_gt                700
_reflns_number_total             959
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0014336_2.cif
_cod_data_source_block           L1
_cod_original_cell_volume        541.45(19)
_cod_database_code               4319773
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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
N1 N 0.5925 0.1536 0.5850 0.0602(5) Uani 1 1 d . . .
N2 N 0.9661(4) -0.00092(13) 0.94512(10) 0.0475(4) Uani 1 1 d . . .
C1 C 0.5351(5) 0.23783(18) 0.65664(15) 0.0579(6) Uani 1 1 d . . .
H1 H 0.4355 0.3105 0.6341 0.069 Uiso 1 1 calc R . .
C2 C 0.6144(5) 0.22404(15) 0.76295(14) 0.0486(5) Uani 1 1 d . . .
H2 H 0.5683 0.2860 0.8099 0.058 Uiso 1 1 calc R . .
C3 C 0.7634(4) 0.11669(14) 0.79819(12) 0.0398(5) Uani 1 1 d . . .
C4 C 0.8250(5) 0.02804(15) 0.72432(13) 0.0451(5) Uani 1 1 d . . .
H4 H 0.9259 -0.0453 0.7445 0.054 Uiso 1 1 calc R . .
C5 C 0.7345(5) 0.05023(18) 0.62034(14) 0.0548(5) Uani 1 1 d . . .
H5 H 0.7748 -0.0106 0.5718 0.066 Uiso 1 1 calc R . .
C6 C 0.8511(4) 0.09983(15) 0.91085(13) 0.0442(5) Uani 1 1 d . . .
H6 H 0.8218 0.1637 0.9573 0.053 Uiso 1 1 calc R . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N1 0.0675(11) 0.0676(11) 0.0449(9) 0.0115(8) -0.0065(8) -0.0017(9)
N2 0.0601(10) 0.0457(9) 0.0356(8) -0.0014(6) -0.0106(7) 0.0029(7)
C1 0.0625(13) 0.0538(12) 0.0566(12) 0.0168(9) -0.0063(9) 0.0058(10)
C2 0.0540(11) 0.0431(10) 0.0486(10) 0.0040(8) 0.0003(8) 0.0024(8)
C3 0.0380(9) 0.0417(10) 0.0394(9) 0.0019(7) -0.0028(7) -0.0037(7)
C4 0.0497(10) 0.0427(9) 0.0424(9) 0.0023(7) -0.0036(8) 0.0014(8)
C5 0.0639(12) 0.0584(12) 0.0419(10) -0.0022(9) -0.0005(9) -0.0034(10)
C6 0.0503(10) 0.0424(9) 0.0394(9) -0.0024(8) -0.0034(8) 0.0012(8)
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'
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
C1 N1 C5 116.31(11) . . ?
C6 N2 N2 112.15(17) . 3_757 ?
N1 C1 C2 123.98(16) . . ?
C3 C2 C1 118.99(17) . . ?
C2 C3 C4 117.66(15) . . ?
C2 C3 C6 120.06(15) . . ?
C4 C3 C6 122.28(15) . . ?
C5 C4 C3 118.94(16) . . ?
N1 C5 C4 124.11(16) . . ?
N2 C6 C3 120.67(15) . . ?
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
N1 C1 1.327(2) . ?
N1 C5 1.336(2) . ?
N2 C6 1.268(2) . ?
N2 N2 1.413(3) 3_757 ?
C1 C2 1.385(2) . ?
C2 C3 1.383(2) . ?
C3 C4 1.384(2) . ?
C3 C6 1.473(2) . ?
C4 C5 1.379(2) . ?
