#------------------------------------------------------------------------------
#$Date: 2016-03-25 10:35:27 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179755 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/51/7005178.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_7005178
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         'C16 H11 Cu N5 O4, 4(H2 O)'
_chemical_formula_structural     'C16 H11 Cu N5 O4, 4(H2 O)'
_chemical_formula_sum            'C16 H19 Cu N5 O8'
_chemical_formula_weight         472.90
_chemical_name_common
;
catena-((mu-pyrimidine-4,6-dicarboxylato-N,O:N,O)-(2,2'-
dipyridylamine) -zinc(ii)-water (1/4))
;
_chemical_name_systematic
;
catena-[(mu-pyrimidine-4,6-dicarboxylato-N,O:N,O)-(2,2'-dipyridylamine)
-zinc(II)-water (1/4)]
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL97
_cell_angle_alpha                90.00
_cell_angle_beta                 115.14(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.928(1)
_cell_length_b                   16.232(1)
_cell_length_c                   13.412(1)
_cell_measurement_reflns_used    9969
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      28.10
_cell_measurement_theta_min      3.15
_cell_volume                     1956.6(3)
_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 0.951
_diffrn_measured_fraction_theta_max 0.951
_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     0.71069
_diffrn_reflns_av_R_equivalents  0.0452
_diffrn_reflns_av_sigmaI/netI    0.0738
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9969
_diffrn_reflns_theta_full        28.10
_diffrn_reflns_theta_max         28.10
_diffrn_reflns_theta_min         3.15
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.172
_exptl_absorpt_correction_T_max  0.916
_exptl_absorpt_correction_T_min  0.657
_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            blue
_exptl_crystal_density_diffrn    1.605
_exptl_crystal_density_meas      1.60(1)
_exptl_crystal_density_method    'flotation method'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.564
_refine_diff_density_min         -0.365
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.841
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     271
_refine_ls_number_reflns         4528
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.841
_refine_ls_R_factor_all          0.0663
_refine_ls_R_factor_gt           0.0348
_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)+(0.0401P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0755
_refine_ls_wR_factor_ref         0.0799
_reflns_number_gt                2706
_reflns_number_total             4528
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b617348a.txt
_cod_data_source_block           compound_9
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7005178
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
Cu1 Cu -0.39164(3) -0.233275(18) -0.07200(3) 0.02973(10) Uani 1 1 d . . .
N1 N -0.4242(2) -0.20017(12) 0.08364(17) 0.0306(4) Uani 1 1 d . . .
C2 C -0.3854(2) -0.23629(15) 0.1806(2) 0.0326(5) Uani 1 1 d . . .
H2 H -0.3033 -0.2712 0.2045 0.039 Uiso 1 1 calc R . .
N3 N -0.4535(2) -0.22711(12) 0.24711(16) 0.0301(4) Uani 1 1 d . . .
C4 C -0.5706(2) -0.17675(13) 0.2117(2) 0.0283(5) Uani 1 1 d . . .
C5 C -0.6157(3) -0.13432(15) 0.1143(2) 0.0316(5) Uani 1 1 d . . .
H5 H -0.6955 -0.0979 0.0918 0.038 Uiso 1 1 calc R . .
C6 C -0.5387(2) -0.14755(14) 0.05102(19) 0.0282(5) Uani 1 1 d . . .
C7 C -0.5787(3) -0.10484(15) -0.0581(2) 0.0323(6) Uani 1 1 d . . .
O71 O -0.51647(17) -0.13280(10) -0.11725(14) 0.0348(4) Uani 1 1 d . . .
O72 O -0.6659(2) -0.04720(11) -0.08189(16) 0.0482(5) Uani 1 1 d . . .
C8 C -0.6531(3) -0.17078(15) 0.2852(2) 0.0326(6) Uani 1 1 d . . .
O81 O -0.59050(18) -0.20212(11) 0.37933(15) 0.0379(4) Uani 1 1 d . . .
O82 O -0.7745(2) -0.13572(12) 0.24614(16) 0.0506(5) Uani 1 1 d . . .
N11 N -0.2073(2) -0.17188(12) -0.06291(17) 0.0316(5) Uani 1 1 d . . .
C12 C -0.2215(3) -0.09083(16) -0.0899(2) 0.0424(7) Uani 1 1 d . . .
H12 H -0.3023 -0.0624 -0.0890 0.051 Uiso 1 1 calc R . .
C13 C -0.1244(3) -0.04860(17) -0.1183(3) 0.0480(7) Uani 1 1 d . . .
H13 H -0.1380 0.0072 -0.1353 0.058 Uiso 1 1 calc R . .
C14 C -0.0057(3) -0.09064(18) -0.1211(2) 0.0497(7) Uani 1 1 d . . .
H14 H 0.0604 -0.0641 -0.1429 0.060 Uiso 1 1 calc R . .
C15 C 0.0138(3) -0.17104(16) -0.0918(2) 0.0424(7) Uani 1 1 d . . .
H15 H 0.0950 -0.1996 -0.0918 0.051 Uiso 1 1 calc R . .
C16 C -0.0881(3) -0.21136(14) -0.0616(2) 0.0310(6) Uani 1 1 d . . .
N17 N -0.0605(2) -0.29178(12) -0.0294(2) 0.0398(5) Uani 1 1 d . . .
H17 H 0.0225 -0.3127 -0.0234 0.048 Uiso 1 1 d . . .
C18 C -0.1312(3) -0.34602(14) 0.0113(2) 0.0320(6) Uani 1 1 d . . .
N19 N -0.2714(2) -0.33226(11) -0.00278(16) 0.0294(4) Uani 1 1 d . . .
C20 C -0.3342(3) -0.39036(15) 0.0380(2) 0.0376(6) Uani 1 1 d . . .
H20 H -0.4308 -0.3813 0.0299 0.045 Uiso 1 1 calc R . .
C21 C -0.2653(3) -0.45983(16) 0.0890(2) 0.0451(7) Uani 1 1 d . . .
H21 H -0.3137 -0.4980 0.1140 0.054 Uiso 1 1 calc R . .
C22 C -0.1201(3) -0.47307(17) 0.1035(2) 0.0485(7) Uani 1 1 d . . .
H22 H -0.0689 -0.5201 0.1393 0.058 Uiso 1 1 calc R . .
C23 C -0.0538(3) -0.41644(16) 0.0647(2) 0.0427(7) Uani 1 1 d . . .
H23 H 0.0435 -0.4246 0.0739 0.051 Uiso 1 1 calc R . .
O1W O -0.0631(2) -0.16231(17) 0.2188(2) 0.0854(8) Uani 1 1 d . . .
H11W H -0.0947 -0.1845 0.1542 0.128 Uiso 1 1 d . . .
H12W H 0.0323 -0.1598 0.2425 0.128 Uiso 1 1 d . . .
O2W O -0.2476(3) -0.05012(13) 0.27168(19) 0.0689(6) Uani 1 1 d . . .
H21W H -0.1898 -0.0895 0.2583 0.103 Uiso 1 1 d . . .
H22W H -0.2702 -0.0115 0.2232 0.103 Uiso 1 1 d . . .
O3W O -0.5840(3) -0.43589(15) 0.16810(18) 0.0732(7) Uani 1 1 d . . .
H31W H -0.6316 -0.4766 0.1706 0.110 Uiso 1 1 d . . .
H32W H -0.5617 -0.4220 0.2460 0.110 Uiso 1 1 d . . .
O4W O -0.7653(2) -0.33243(12) 0.00293(18) 0.0576(6) Uani 1 1 d . . .
H41W H -0.7054 -0.3698 0.0491 0.086 Uiso 1 1 d . . .
H42W H -0.7228 -0.3242 -0.0393 0.086 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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
O71 Cu1 N19 170.04(7) . . ?
O71 Cu1 N11 92.56(7) . . ?
N19 Cu1 N11 91.23(7) . . ?
O71 Cu1 O81 86.11(7) . 4 ?
N19 Cu1 O81 92.35(7) . 4 ?
N11 Cu1 O81 166.38(8) . 4 ?
O71 Cu1 N1 77.04(7) . . ?
N19 Cu1 N1 93.04(7) . . ?
N11 Cu1 N1 107.38(8) . . ?
O81 Cu1 N1 85.55(7) 4 . ?
O71 Cu1 N3 93.12(7) . 4 ?
N19 Cu1 N3 95.97(7) . 4 ?
N11 Cu1 N3 91.72(7) . 4 ?
O81 Cu1 N3 74.84(6) 4 4 ?
N1 Cu1 N3 158.69(7) . 4 ?
C2 N1 C6 117.09(19) . . ?
C2 N1 Cu1 133.65(15) . . ?
C6 N1 Cu1 106.20(15) . . ?
N1 C2 N3 125.9(2) . . ?
N1 C2 H2 117.0 . . ?
N3 C2 H2 117.0 . . ?
C4 N3 C2 116.3(2) . . ?
C4 N3 Cu1 110.19(14) . 4_556 ?
C2 N3 Cu1 132.91(16) . 4_556 ?
N3 C4 C5 122.0(2) . . ?
N3 C4 C8 115.7(2) . . ?
C5 C4 C8 122.3(2) . . ?
C4 C5 C6 117.7(2) . . ?
C4 C5 H5 121.1 . . ?
C6 C5 H5 121.1 . . ?
N1 C6 C5 121.0(2) . . ?
N1 C6 C7 116.50(19) . . ?
C5 C6 C7 122.5(2) . . ?
O72 C7 O71 125.9(2) . . ?
O72 C7 C6 118.0(2) . . ?
O71 C7 C6 116.1(2) . . ?
C7 O71 Cu1 120.43(15) . . ?
O82 C8 O81 126.4(2) . . ?
O82 C8 C4 116.8(2) . . ?
O81 C8 C4 116.8(2) . . ?
C8 O81 Cu1 121.25(15) . 4_556 ?
C16 N11 C12 117.3(2) . . ?
C16 N11 Cu1 122.14(15) . . ?
C12 N11 Cu1 117.98(16) . . ?
N11 C12 C13 123.9(2) . . ?
N11 C12 H12 118.1 . . ?
C13 C12 H12 118.1 . . ?
C12 C13 C14 118.3(3) . . ?
C12 C13 H13 120.9 . . ?
C14 C13 H13 120.9 . . ?
C15 C14 C13 119.3(2) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 120.2(2) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
N11 C16 N17 121.3(2) . . ?
N11 C16 C15 121.0(2) . . ?
N17 C16 C15 117.7(2) . . ?
C16 N17 C18 132.06(19) . . ?
C16 N17 H17 117.5 . . ?
C18 N17 H17 109.8 . . ?
N19 C18 N17 120.8(2) . . ?
N19 C18 C23 121.4(2) . . ?
N17 C18 C23 117.8(2) . . ?
C18 N19 C20 116.9(2) . . ?
C18 N19 Cu1 125.70(15) . . ?
C20 N19 Cu1 117.40(15) . . ?
C21 C20 N19 124.2(2) . . ?
C21 C20 H20 117.9 . . ?
N19 C20 H20 117.9 . . ?
C20 C21 C22 118.4(2) . . ?
C20 C21 H21 120.8 . . ?
C22 C21 H21 120.8 . . ?
C23 C22 C21 119.1(3) . . ?
C23 C22 H22 120.5 . . ?
C21 C22 H22 120.5 . . ?
C22 C23 C18 120.1(2) . . ?
C22 C23 H23 119.9 . . ?
C18 C23 H23 119.9 . . ?
H11W O1W H12W 105.3 . . ?
H21W O2W H22W 109.9 . . ?
H31W O3W H32W 90.8 . . ?
H41W O4W H42W 101.4 . . ?
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
Cu1 O71 1.9811(16) . ?
Cu1 N19 1.9818(19) . ?
Cu1 N11 2.0413(18) . ?
Cu1 O81 2.0805(17) 4 ?
Cu1 N1 2.307(2) . ?
Cu1 N3 2.326(2) 4 ?
N1 C2 1.325(3) . ?
N1 C6 1.338(3) . ?
C2 N3 1.338(3) . ?
C2 H2 0.9300 . ?
N3 C4 1.333(3) . ?
N3 Cu1 2.326(2) 4_556 ?
C4 C5 1.372(3) . ?
C4 C8 1.529(3) . ?
C5 C6 1.380(3) . ?
C5 H5 0.9300 . ?
C6 C7 1.512(3) . ?
C7 O72 1.222(3) . ?
C7 O71 1.278(3) . ?
C8 O82 1.230(3) . ?
C8 O81 1.254(3) . ?
O81 Cu1 2.0805(17) 4_556 ?
N11 C16 1.340(3) . ?
N11 C12 1.356(3) . ?
C12 C13 1.362(3) . ?
C12 H12 0.9300 . ?
C13 C14 1.376(4) . ?
C13 H13 0.9300 . ?
C14 C15 1.353(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.402(3) . ?
C15 H15 0.9300 . ?
C16 N17 1.365(3) . ?
N17 C18 1.375(3) . ?
N17 H17 0.8628 . ?
C18 N19 1.342(3) . ?
C18 C23 1.394(3) . ?
N19 C20 1.367(3) . ?
C20 C21 1.346(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.387(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.356(4) . ?
C22 H22 0.9300 . ?
C23 H23 0.9300 . ?
O1W H11W 0.8648 . ?
O1W H12W 0.8618 . ?
O2W H21W 0.9262 . ?
O2W H22W 0.8612 . ?
O3W H31W 0.8216 . ?
O3W H32W 0.9976 . ?
O4W H41W 0.8901 . ?
O4W H42W 0.8483 . ?
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
N17 H17 O4W 0.86 2.01 2.852(2) 165.5 1_655
O1W H11W N11 0.86 2.65 3.428(3) 151.0 .
O1W H12W O82 0.86 1.94 2.763(3) 159.8 1_655
O2W H21W O1W 0.93 1.96 2.878(3) 172.9 .
O2W H22W O72 0.86 1.97 2.803(3) 162.3 3_455
O3W H31W O2W 0.82 2.06 2.834(3) 156.6 2_445
O3W H32W O71 1.00 1.91 2.888(3) 165.2 4_556
O4W H41W O3W 0.89 1.88 2.753(3) 168.5 .
O4W H42W O81 0.85 2.08 2.919(2) 171.0 4
