#------------------------------------------------------------------------------
#$Date: 2016-02-16 02:10:39 +0100 (mar 16 de feb de 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/51/7005172.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_7005172
loop_
_publ_author_name
'Beobide, Garikoitz'
'Castillo, Oscar'
'Luque, Antonio'
'García-Couceiro, Urko'
'García-Terán, Juan P'
'Román, Pascual'
_publ_section_title
;
 Rational design of 1-D metal-organic frameworks based on the novel
 pyrimidine-4,6-dicarboxylate ligand. New insights into pyrimidine
 through magnetic interaction.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2669
_journal_page_last               2680
_journal_paper_doi               10.1039/b617348a
_journal_year                    2007
_chemical_compound_source        'synthesis as described'
_chemical_formula_moiety         'C6 H3 K1 N2 O4'
_chemical_formula_structural     'C6 H3 K1 N2 O4'
_chemical_formula_sum            'C6 H3 K N2 O4'
_chemical_formula_weight         206.21
_chemical_name_common            'potassium pyrimidine-4,6-dicarboxylate acid'
_chemical_name_systematic
;
potassium pyrimidine-4,6-dicarboxylate acid
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      9
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 94.51(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.3290(10)
_cell_length_b                   12.360(2)
_cell_length_c                   14.060(2)
_cell_measurement_reflns_used    3607
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.10
_cell_measurement_theta_min      2.91
_cell_volume                     750.0(2)
_computing_cell_refinement       'CrysAlis CCD (Oxford Diffraction, 2003)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2003)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2003)'
_computing_molecular_graphics    'Ortep-3 (Farrugia, 1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'Sir92 (Altamore et al., 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  Xcalibur
_diffrn_measurement_method       ω
_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  0.0402
_diffrn_reflns_av_sigmaI/netI    0.0905
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            3607
_diffrn_reflns_theta_full        30.10
_diffrn_reflns_theta_max         30.10
_diffrn_reflns_theta_min         2.91
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.688
_exptl_absorpt_correction_T_max  0.992
_exptl_absorpt_correction_T_min  0.931
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.170.32 (release 06.06.2003 CrysAlis170 VC++)
(compiled Jun 6 2003,13:53:32)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_density_meas      1.82(1)
_exptl_crystal_density_method    flotation
_exptl_crystal_description       plate
_exptl_crystal_F_000             416
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.278
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.757
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     121
_refine_ls_number_reflns         2098
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.757
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0341
_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)+(0.0304P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0633
_refine_ls_wR_factor_ref         0.0686
_reflns_number_gt                1117
_reflns_number_total             2098
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b617348a.txt
_cod_data_source_block           compound_2
_cod_original_sg_symbol_H-M      'C c'
_cod_original_formula_sum        'C6 H3 K1 N2 O4'
_cod_database_code               7005172
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'
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
K1 K -0.0412(12) 0.9999(2) 0.4945(3) 0.04609(16) Uani 1 1 d . . .
N1 N 0.2746(16) 0.8948(6) 0.6757(4) 0.0339(18) Uani 1 1 d . . .
C2 C 0.466(3) 0.94155(17) 0.7454(9) 0.0375(6) Uani 1 1 d . . .
H2 H 0.4742 1.0167 0.7452 0.045 Uiso 1 1 calc R . .
N3 N 0.6388(16) 0.8935(5) 0.8120(4) 0.0308(18) Uani 1 1 d . . .
C4 C 0.6413(17) 0.7878(6) 0.8098(5) 0.0246(17) Uani 1 1 d . . .
C5 C 0.451(3) 0.72826(15) 0.7418(7) 0.0266(6) Uani 1 1 d . . .
H5 H 0.4490 0.6530 0.7428 0.032 Uiso 1 1 calc R . .
C6 C 0.2742(18) 0.7841(5) 0.6757(5) 0.0248(17) Uani 1 1 d . . .
C7 C 0.8554(14) 0.7275(6) 0.8866(4) 0.0240(18) Uani 1 1 d . . .
O71 O 1.0296(12) 0.7951(4) 0.9352(4) 0.0366(16) Uani 1 1 d . . .
O72 O 0.8473(13) 0.6314(5) 0.8922(3) 0.0394(17) Uani 1 1 d . . .
C8 C 0.0632(14) 0.7314(6) 0.6038(5) 0.0275(18) Uani 1 1 d . . .
O81 O -0.1133(14) 0.7931(4) 0.5522(4) 0.0394(16) Uani 1 1 d . . .
O82 O 0.0622(12) 0.6301(5) 0.5956(3) 0.0372(16) Uani 1 1 d . . .
H71 H 1.133 0.763 0.967 0.056 Uiso 1 1 d . . .
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
K1 0.0636(3) 0.0275(2) 0.0474(3) 0.0053(2) 0.0052(2) 0.0108(2)
N1 0.040(4) 0.031(3) 0.029(3) -0.008(3) -0.003(3) 0.004(3)
C2 0.0436(16) 0.0260(11) 0.0405(14) -0.007(5) -0.0121(11) -0.012(4)
N3 0.034(4) 0.022(3) 0.033(3) -0.009(3) -0.017(3) 0.003(3)
C4 0.016(3) 0.037(4) 0.019(3) 0.009(3) -0.006(3) 0.004(3)
C5 0.0276(13) 0.0232(9) 0.0280(13) -0.016(3) -0.0039(9) -0.011(4)
C6 0.031(4) 0.015(3) 0.028(4) 0.008(3) 0.001(3) 0.003(3)
C7 0.027(4) 0.029(4) 0.015(3) 0.004(3) -0.010(3) 0.011(3)
O71 0.033(3) 0.039(3) 0.033(3) 0.001(3) -0.025(3) 0.003(3)
O72 0.054(4) 0.026(3) 0.035(3) 0.010(2) -0.013(3) -0.006(3)
C8 0.027(4) 0.026(4) 0.030(3) 0.008(3) 0.006(3) 0.007(3)
O81 0.049(4) 0.017(2) 0.048(3) 0.005(2) -0.018(3) -0.001(2)
O82 0.043(4) 0.027(3) 0.040(3) 0.006(3) -0.011(3) -0.006(3)
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
O71 K1 O81 179.4(3) 2_474 . ?
O71 K1 O72 107.3(2) 2_474 4_464 ?
O81 K1 O72 72.3(2) . 4_464 ?
O71 K1 O82 73.0(2) 2_474 3_455 ?
O81 K1 O82 107.4(2) . 3_455 ?
O72 K1 O82 179.2(3) 4_464 3_455 ?
O71 K1 N1 126.8(2) 2_474 . ?
O81 K1 N1 53.73(19) . . ?
O72 K1 N1 86.3(2) 4_464 . ?
O82 K1 N1 94.1(2) 3_455 . ?
O71 K1 N3 53.16(17) 2_474 2_474 ?
O81 K1 N3 126.3(2) . 2_474 ?
O72 K1 N3 93.9(2) 4_464 2_474 ?
O82 K1 N3 85.7(2) 3_455 2_474 ?
N1 K1 N3 179.8(3) . 2_474 ?
O71 K1 O82 64.40(18) 2_474 3 ?
O81 K1 O82 115.99(18) . 3 ?
O72 K1 O82 91.0(2) 4_464 3 ?
O82 K1 O82 89.84(18) 3_455 3 ?
N1 K1 O82 64.16(19) . 3 ?
N3 K1 O82 115.8(2) 2_474 3 ?
O71 K1 O72 115.50(18) 2_474 4_364 ?
O81 K1 O72 64.1(2) . 4_364 ?
O72 K1 O72 89.15(18) 4_464 4_364 ?
O82 K1 O72 90.1(2) 3_455 4_364 ?
N1 K1 O72 115.9(2) . 4_364 ?
N3 K1 O72 64.11(18) 2_474 4_364 ?
O82 K1 O72 179.9(3) 3 4_364 ?
C2 N1 C6 115.1(6) . . ?
C2 N1 K1 128.4(5) . . ?
C6 N1 K1 114.9(5) . . ?
N3 C2 N1 127.6(4) . . ?
N3 C2 H2 116.2 . . ?
N1 C2 H2 116.2 . . ?
C2 N3 C4 116.6(6) . . ?
C2 N3 K1 126.6(4) . 2_675 ?
C4 N3 K1 116.0(5) . 2_675 ?
N3 C4 C5 121.9(6) . . ?
N3 C4 C7 117.9(6) . . ?
C5 C4 C7 120.1(6) . . ?
C6 C5 C4 117.9(4) . . ?
C6 C5 H5 121.0 . . ?
C4 C5 H5 121.1 . . ?
C5 C6 N1 120.7(7) . . ?
C5 C6 C8 122.7(6) . . ?
N1 C6 C8 116.5(6) . . ?
O72 C7 O71 129.2(6) . . ?
O72 C7 C4 120.3(6) . . ?
O71 C7 C4 110.5(6) . . ?
C7 O71 K1 134.4(5) . 2_675 ?
C7 O71 H71 106 . . ?
K1 O71 H71 114 2_675 . ?
C7 O72 K1 129.1(6) . 4_565 ?
C7 O72 K1 119.2(4) . 4_665 ?
K1 O72 K1 89.15(17) 4_565 4_665 ?
O82 C8 O81 123.3(6) . . ?
O82 C8 C6 120.4(6) . . ?
O81 C8 C6 116.4(6) . . ?
C8 O81 K1 131.4(5) . . ?
C8 O82 K1 128.1(5) . 3_545 ?
C8 O82 K1 121.6(4) . 3_445 ?
K1 O82 K1 89.84(18) 3_545 3_445 ?
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
K1 O71 2.692(6) 2_474 ?
K1 O81 2.707(6) . ?
K1 O72 2.812(7) 4_464 ?
K1 O82 2.818(7) 3_455 ?
K1 N1 3.082(8) . ?
K1 N3 3.112(8) 2_474 ?
K1 O82 3.294(7) 3 ?
K1 O72 3.333(7) 4_364 ?
N1 C2 1.362(11) . ?
N1 C6 1.369(10) . ?
C2 N3 1.295(11) . ?
C2 H2 0.9300 . ?
N3 C4 1.307(11) . ?
N3 K1 3.112(8) 2_675 ?
C4 C5 1.417(10) . ?
C4 C7 1.556(9) . ?
C5 C6 1.347(10) . ?
C5 H5 0.9300 . ?
C6 C8 1.461(10) . ?
C7 O72 1.191(9) . ?
C7 O71 1.286(8) . ?
O71 K1 2.692(6) 2_675 ?
O71 H71 0.73 . ?
O72 K1 2.812(7) 4_565 ?
O72 K1 3.333(7) 4_665 ?
C8 O82 1.257(9) . ?
C8 O81 1.267(8) . ?
O82 K1 2.818(7) 3_545 ?
O82 K1 3.294(7) 3_445 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O71 H71 O81 0.73 1.71 2.426(8) 171(4) 4_665
