#------------------------------------------------------------------------------
#$Date: 2016-03-26 02:56:09 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180161 $
#$URL: svn://www.crystallography.net/cod/cif/7/10/57/7105714.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_7105714
loop_
_publ_author_name
'Gaël Zucchi'
'Pierre Thuéry'
'Eric Rivière'
'Michel Ephritikhine'
_publ_section_title
;
 Europium(II) Compounds: Simple Synthesis of a Molecular Complex in Water
 and Coordination Polymers with 2,2-Bipyrimidine Mediated Ferromagnetic
 Interactions
;
_journal_name_full               Chem.Commun.
_journal_page_first              9143
_journal_page_last               9145
_journal_paper_doi               10.1039/c0cc02539a
_journal_volume                  46
_journal_year                    2010
_chemical_formula_sum            'C16 H22 Cl2 Eu N8 O5'
_chemical_formula_weight         629.28
_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                 102.643(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.8617(8)
_cell_length_b                   32.465(4)
_cell_length_c                   8.0104(9)
_cell_measurement_reflns_used    69169
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.68
_cell_measurement_theta_min      2.36
_cell_volume                     2248.7(4)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material
'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Nonius Kappa-CCD area-detector diffractometer'
_diffrn_measurement_method       'two φ and four ω scans with 2° steps'
_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  0.0580
_diffrn_reflns_av_sigmaI/netI    0.0765
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       39
_diffrn_reflns_limit_k_min       -39
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            69169
_diffrn_reflns_theta_full        25.68
_diffrn_reflns_theta_max         25.68
_diffrn_reflns_theta_min         2.36
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.073
_exptl_absorpt_correction_T_max  0.940
_exptl_absorpt_correction_T_min  0.684
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SCALEPACK (Otwinowski & Minor, 1997)'
_exptl_crystal_colour            'dark brown'
_exptl_crystal_density_diffrn    1.859
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lath
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.562
_refine_diff_density_min         -1.004
_refine_diff_density_rms         0.127
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.997
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         4257
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.997
_refine_ls_R_factor_all          0.0670
_refine_ls_R_factor_gt           0.0386
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0203P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0612
_refine_ls_wR_factor_ref         0.0666
_reflns_number_gt                3161
_reflns_number_total             4257
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            C0CC02539A.TXT
_cod_data_source_block           1
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7105714
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
Eu Eu 0.19424(3) 0.377746(8) 0.14314(4) 0.01968(8) Uani 1 1 d . . .
Cl1 Cl 0.25453(15) 0.40647(4) 0.51250(17) 0.0245(3) Uani 1 1 d . . .
Cl2 Cl 0.67469(15) 0.33941(4) -0.04225(18) 0.0286(3) Uani 1 1 d . . .
O1 O 0.4960(4) 0.37004(11) 0.2506(5) 0.0306(9) Uani 1 1 d . . .
H1A H 0.5411 0.3594 0.3552 0.037 Uiso 1 1 d R . .
H1B H 0.5517 0.3607 0.1945 0.037 Uiso 1 1 d R . .
O2 O 0.3326(4) 0.37245(10) -0.1047(4) 0.0265(9) Uani 1 1 d . . .
H2A H 0.2763 0.3820 -0.2093 0.032 Uiso 1 1 d R . .
H2B H 0.4206 0.3712 -0.1149 0.032 Uiso 1 1 d R . .
O3 O 0.0164(4) 0.33658(10) -0.1012(4) 0.0241(8) Uani 1 1 d . . .
H3A H -0.0910 0.3341 -0.1143 0.029 Uiso 1 1 d R . .
H3B H 0.0639 0.3195 -0.1744 0.029 Uiso 1 1 d R . .
O4 O -0.0758(4) 0.40659(10) 0.1614(5) 0.0264(9) Uani 1 1 d . . .
H4A H -0.1562 0.3961 0.0952 0.032 Uiso 1 1 d R . .
H4B H -0.1001 0.4337 0.1792 0.032 Uiso 1 1 d R . .
O5 O 0.6036(4) 0.38211(12) 0.5930(5) 0.0351(10) Uani 1 1 d . . .
H5A H 0.6147 0.3697 0.6945 0.042 Uiso 1 1 d R . .
H5B H 0.5118 0.3953 0.5788 0.042 Uiso 1 1 d R . .
N1 N 0.3138(5) 0.45779(13) 0.1408(6) 0.0222(10) Uani 1 1 d . . .
N2 N 0.0759(5) 0.43526(13) -0.1239(6) 0.0248(11) Uani 1 1 d . . .
N3 N 0.0493(5) 0.50567(12) -0.2120(6) 0.0229(10) Uani 1 1 d . . .
N4 N 0.3063(5) 0.52541(13) 0.0194(6) 0.0260(11) Uani 1 1 d . . .
N5 N 0.0381(5) 0.32190(12) 0.3151(6) 0.0222(10) Uani 1 1 d . . .
N6 N 0.2647(5) 0.29249(12) 0.1699(5) 0.0234(10) Uani 1 1 d . . .
N7 N 0.1794(5) 0.22394(12) 0.2049(6) 0.0234(10) Uani 1 1 d . . .
N8 N -0.0601(5) 0.25353(12) 0.3239(6) 0.0235(10) Uani 1 1 d . . .
C1 C 0.2551(6) 0.48695(15) 0.0261(7) 0.0217(12) Uani 1 1 d . . .
C2 C 0.1176(6) 0.47514(15) -0.1135(7) 0.0201(12) Uani 1 1 d . . .
C3 C -0.0431(6) 0.42577(16) -0.2504(7) 0.0265(13) Uani 1 1 d . . .
H3 H -0.0749 0.3984 -0.2643 0.032 Uiso 1 1 calc R . .
C4 C -0.1214(6) 0.45505(16) -0.3623(7) 0.0269(13) Uani 1 1 d . . .
H4 H -0.2039 0.4479 -0.4508 0.032 Uiso 1 1 calc R . .
C5 C -0.0719(6) 0.49521(17) -0.3370(7) 0.0250(13) Uani 1 1 d . . .
H5 H -0.1238 0.5156 -0.4085 0.030 Uiso 1 1 calc R . .
C6 C 0.4301(6) 0.53526(16) 0.1433(7) 0.0279(13) Uani 1 1 d . . .
H6 H 0.4702 0.5618 0.1445 0.033 Uiso 1 1 calc R . .
C7 C 0.4997(6) 0.50818(16) 0.2675(7) 0.0255(13) Uani 1 1 d . . .
H7 H 0.5849 0.5158 0.3520 0.031 Uiso 1 1 calc R . .
C8 C 0.4374(6) 0.46898(16) 0.2615(7) 0.0255(13) Uani 1 1 d . . .
H8 H 0.4826 0.4498 0.3435 0.031 Uiso 1 1 calc R . .
C9 C 0.0380(6) 0.28127(15) 0.2868(7) 0.0210(12) Uani 1 1 d . . .
C10 C 0.1688(6) 0.26488(15) 0.2140(7) 0.0203(12) Uani 1 1 d . . .
C11 C 0.3858(6) 0.27718(16) 0.1150(7) 0.0261(13) Uani 1 1 d . . .
H11 H 0.4571 0.2953 0.0856 0.031 Uiso 1 1 calc R . .
C12 C 0.4077(6) 0.23516(16) 0.1008(7) 0.0260(13) Uani 1 1 d . . .
H12 H 0.4919 0.2247 0.0625 0.031 Uiso 1 1 calc R . .
C13 C 0.2993(6) 0.20948(16) 0.1460(7) 0.0268(13) Uani 1 1 d . . .
H13 H 0.3098 0.1812 0.1351 0.032 Uiso 1 1 calc R . .
C14 C -0.1672(6) 0.26845(16) 0.4048(7) 0.0272(13) Uani 1 1 d . . .
H14 H -0.2401 0.2504 0.4314 0.033 Uiso 1 1 calc R . .
C15 C -0.1727(6) 0.30917(16) 0.4494(7) 0.0260(13) Uani 1 1 d . . .
H15 H -0.2439 0.3187 0.5102 0.031 Uiso 1 1 calc R . .
C16 C -0.0674(6) 0.33522(16) 0.3997(6) 0.0232(12) Uani 1 1 d . . .
H16 H -0.0697 0.3631 0.4260 0.028 Uiso 1 1 calc R . .
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'
Eu Eu -0.1578 3.6682 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
O2 Eu O3 72.26(10) . . ?
O2 Eu O4 132.12(11) . . ?
O3 Eu O4 79.28(11) . . ?
O2 Eu O1 67.82(11) . . ?
O3 Eu O1 127.00(11) . . ?
O4 Eu O1 153.52(11) . . ?
O2 Eu N1 79.13(11) . . ?
O3 Eu N1 129.68(12) . . ?
O4 Eu N1 91.16(11) . . ?
O1 Eu N1 74.50(11) . . ?
O2 Eu N5 134.96(11) . . ?
O3 Eu N5 75.84(12) . . ?
O4 Eu N5 69.39(11) . . ?
O1 Eu N5 110.55(11) . . ?
N1 Eu N5 145.63(12) . . ?
O2 Eu N6 81.84(11) . . ?
O3 Eu N6 69.03(12) . . ?
O4 Eu N6 122.47(11) . . ?
O1 Eu N6 72.04(12) . . ?
N1 Eu N6 145.78(12) . . ?
N5 Eu N6 57.20(11) . . ?
O2 Eu N2 67.84(11) . . ?
O3 Eu N2 73.12(12) . . ?
O4 Eu N2 67.44(11) . . ?
O1 Eu N2 119.07(11) . . ?
N1 Eu N2 57.86(12) . . ?
N5 Eu N2 130.32(12) . . ?
N6 Eu N2 137.10(12) . . ?
O2 Eu Cl1 139.92(8) . . ?
O3 Eu Cl1 147.20(7) . . ?
O4 Eu Cl1 78.61(8) . . ?
O1 Eu Cl1 76.19(8) . . ?
N1 Eu Cl1 74.69(9) . . ?
N5 Eu Cl1 73.84(9) . . ?
N6 Eu Cl1 103.73(9) . . ?
N2 Eu Cl1 119.07(9) . . ?
Eu O1 H1A 123.0 . . ?
Eu O1 H1B 124.2 . . ?
H1A O1 H1B 99.9 . . ?
Eu O2 H2A 115.0 . . ?
Eu O2 H2B 136.4 . . ?
H2A O2 H2B 105.5 . . ?
Eu O3 H3A 124.2 . . ?
Eu O3 H3B 118.6 . . ?
H3A O3 H3B 116.7 . . ?
Eu O4 H4A 118.1 . . ?
Eu O4 H4B 126.8 . . ?
H4A O4 H4B 106.4 . . ?
H5A O5 H5B 104.2 . . ?
C1 N1 C8 115.7(5) . . ?
C1 N1 Eu 124.6(3) . . ?
C8 N1 Eu 119.7(3) . . ?
C3 N2 C2 115.6(5) . . ?
C3 N2 Eu 121.3(3) . . ?
C2 N2 Eu 122.1(4) . . ?
C2 N3 C5 116.1(5) . . ?
C1 N4 C6 115.0(5) . . ?
C9 N5 C16 115.4(4) . . ?
C9 N5 Eu 122.3(3) . . ?
C16 N5 Eu 120.7(3) . . ?
C10 N6 C11 116.1(4) . . ?
C10 N6 Eu 122.2(3) . . ?
C11 N6 Eu 121.0(3) . . ?
C10 N7 C13 116.1(4) . . ?
C9 N8 C14 115.2(4) . . ?
N4 C1 N1 127.1(5) . . ?
N4 C1 C2 115.7(5) . . ?
N1 C1 C2 117.1(4) . . ?
N3 C2 N2 126.8(5) . . ?
N3 C2 C1 116.0(4) . . ?
N2 C2 C1 117.1(5) . . ?
N2 C3 C4 122.4(5) . . ?
N2 C3 H3 118.8 . . ?
C4 C3 H3 118.8 . . ?
C5 C4 C3 117.2(5) . . ?
C5 C4 H4 121.4 . . ?
C3 C4 H4 121.4 . . ?
N3 C5 C4 121.8(5) . . ?
N3 C5 H5 119.1 . . ?
C4 C5 H5 119.1 . . ?
N4 C6 C7 123.2(5) . . ?
N4 C6 H6 118.4 . . ?
C7 C6 H6 118.4 . . ?
C6 C7 C8 116.9(5) . . ?
C6 C7 H7 121.6 . . ?
C8 C7 H7 121.6 . . ?
N1 C8 C7 122.0(5) . . ?
N1 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
N8 C9 N5 127.3(5) . . ?
N8 C9 C10 116.4(4) . . ?
N5 C9 C10 116.2(4) . . ?
N6 C10 N7 126.7(4) . . ?
N6 C10 C9 117.0(4) . . ?
N7 C10 C9 116.3(4) . . ?
N6 C11 C12 121.9(5) . . ?
N6 C11 H11 119.1 . . ?
C12 C11 H11 119.1 . . ?
C13 C12 C11 117.1(5) . . ?
C13 C12 H12 121.5 . . ?
C11 C12 H12 121.5 . . ?
N7 C13 C12 122.2(5) . . ?
N7 C13 H13 118.9 . . ?
C12 C13 H13 118.9 . . ?
N8 C14 C15 122.6(5) . . ?
N8 C14 H14 118.7 . . ?
C15 C14 H14 118.7 . . ?
C14 C15 C16 116.7(5) . . ?
C14 C15 H15 121.6 . . ?
C16 C15 H15 121.6 . . ?
N5 C16 C15 122.6(5) . . ?
N5 C16 H16 118.7 . . ?
C15 C16 H16 118.7 . . ?
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
Eu O2 2.558(3) . ?
Eu O3 2.598(3) . ?
Eu O4 2.604(3) . ?
Eu O1 2.635(3) . ?
Eu N1 2.808(4) . ?
Eu N5 2.816(4) . ?
Eu N6 2.835(4) . ?
Eu N2 2.860(4) . ?
Eu Cl1 3.0360(14) . ?
O1 H1A 0.9142 . ?
O1 H1B 0.7969 . ?
O2 H2A 0.9290 . ?
O2 H2B 0.8025 . ?
O3 H3A 0.9380 . ?
O3 H3B 0.9672 . ?
O4 H4A 0.8601 . ?
O4 H4B 0.9234 . ?
O5 H5A 0.8933 . ?
O5 H5B 0.9044 . ?
N1 C1 1.343(6) . ?
N1 C8 1.343(7) . ?
N2 C3 1.329(7) . ?
N2 C2 1.344(6) . ?
N3 C2 1.327(6) . ?
N3 C5 1.342(7) . ?
N4 C1 1.333(6) . ?
N4 C6 1.347(7) . ?
N5 C9 1.338(6) . ?
N5 C16 1.341(6) . ?
N6 C10 1.335(6) . ?
N6 C11 1.341(6) . ?
N7 C10 1.336(6) . ?
N7 C13 1.338(6) . ?
N8 C9 1.329(6) . ?
N8 C14 1.351(6) . ?
C1 C2 1.512(7) . ?
C3 C4 1.384(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.376(7) . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 C7 1.369(7) . ?
C6 H6 0.9300 . ?
C7 C8 1.384(7) . ?
C7 H7 0.9300 . ?
C8 H8 0.9300 . ?
C9 C10 1.504(7) . ?
C11 C12 1.386(7) . ?
C11 H11 0.9300 . ?
C12 C13 1.379(7) . ?
C12 H12 0.9300 . ?
C13 H13 0.9300 . ?
C14 C15 1.373(7) . ?
C14 H14 0.9300 . ?
C15 C16 1.381(7) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
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
O1 H1A O5 0.91 2.00 2.728(5) 134.9 .
O1 H1B Cl2 0.80 2.48 3.260(3) 165.1 .
O2 H2A Cl1 0.93 2.33 3.189(4) 152.9 1_554
O2 H2B Cl2 0.80 2.43 3.150(3) 150.2 .
O3 H3A Cl2 0.94 2.28 3.167(3) 157.4 1_455
O3 H3B N7 0.97 2.10 3.056(5) 170.0 4_565
O4 H4A Cl2 0.86 2.47 3.275(4) 155.3 1_455
O4 H4B N3 0.92 2.02 2.879(5) 153.3 3_565
O5 H5A Cl2 0.89 2.28 3.170(4) 173.0 1_556
O5 H5B Cl1 0.90 2.25 3.120(4) 160.3 .
