#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/75/2227576.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_2227576
loop_
_publ_author_name
'Gao, Jun'
'Gao, Jing'
'Pei, Bo'
'Huang, Jing'
_publ_section_title
;
 Poly[bis[8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylato]cadmium]
;
_journal_coeditor_code           HB5694
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1492
_journal_paper_doi               10.1107/S1600536810043291
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          '[Cd (C14 H16 N5 O3)2]'
_chemical_formula_moiety         'C28 H32 Cd N10 O6'
_chemical_formula_sum            'C28 H32 Cd N10 O6'
_chemical_formula_weight         717.04
_chemical_name_systematic
;
Poly[bis[8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-
d]pyrimidine-6-carboxylato]cadmium(II)]
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 124.133(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.565(3)
_cell_length_b                   7.4989(10)
_cell_length_c                   18.719(3)
_cell_measurement_reflns_used    2029
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.22
_cell_measurement_theta_min      2.63
_cell_volume                     2738.0(7)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker SMART CCD'
_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  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0522
_diffrn_reflns_limit_h_max       31
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            9547
_diffrn_reflns_theta_full        28.13
_diffrn_reflns_theta_max         28.13
_diffrn_reflns_theta_min         2.63
_exptl_absorpt_coefficient_mu    0.864
_exptl_absorpt_correction_T_max  0.870
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2001)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.739
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1464
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.552
_refine_diff_density_min         -0.522
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3341
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.034
_refine_ls_R_factor_all          0.0518
_refine_ls_R_factor_gt           0.0379
_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)+(0.0343P)²+1.6146P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0765
_refine_ls_wR_factor_ref         0.0824
_reflns_number_gt                2733
_reflns_number_total             3341
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5694.cif
_cod_data_source_block           I
_cod_original_cell_volume        2738.0(6)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               2227576
_cod_database_fobs_code          2227576
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'
'-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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cd Cd1 0.0000 0.98587(4) 0.2500 0.02310(10) Uani d S 1 . .
O O1 0.08374(10) 0.5183(3) 0.41826(15) 0.0332(5) Uani d . 1 . .
O O2 0.04106(10) 0.7822(3) 0.35767(15) 0.0344(5) Uani d . 1 . .
O O3 0.11120(10) 0.9456(3) 0.28957(14) 0.0317(5) Uani d . 1 . .
N N1 0.26146(11) 0.5764(3) 0.43559(15) 0.0219(5) Uani d . 1 . .
N N2 0.33353(11) 0.7134(3) 0.40468(15) 0.0216(5) Uani d . 1 . .
N N3 0.29069(12) 0.9516(3) 0.29966(17) 0.0262(5) Uani d . 1 . .
N N4 0.40508(11) 0.8712(3) 0.38073(16) 0.0235(5) Uani d . 1 . .
N N5 0.49005(11) 0.7117(3) 0.33262(16) 0.0220(5) Uani d D 1 . .
C C1 0.08550(13) 0.6605(4) 0.38550(18) 0.0222(6) Uani d . 1 . .
C C2 0.14781(13) 0.6884(3) 0.38139(18) 0.0201(6) Uani d . 1 . .
C C3 0.15495(13) 0.8283(3) 0.33412(18) 0.0204(6) Uani d . 1 . .
C C4 0.21915(13) 0.8271(3) 0.34077(18) 0.0192(6) Uani d . 1 . .
C C5 0.23209(14) 0.9413(4) 0.29215(19) 0.0246(6) Uani d . 1 . .
H H5A 0.1966 1.0149 0.2518 0.030 Uiso calc R 1 . .
C C6 0.34189(14) 0.8435(3) 0.36193(18) 0.0208(6) Uani d . 1 . .
C C7 0.27239(13) 0.7084(3) 0.39339(18) 0.0197(6) Uani d . 1 . .
C C8 0.20076(14) 0.5712(4) 0.42765(19) 0.0227(6) Uani d . 1 . .
H H8A 0.1945 0.4798 0.4562 0.027 Uiso calc R 1 . .
C C9 0.31463(14) 0.4398(4) 0.48763(19) 0.0266(6) Uani d . 1 . .
H H9A 0.3068 0.3881 0.5289 0.032 Uiso calc R 1 . .
H H9B 0.3594 0.4961 0.5197 0.032 Uiso calc R 1 . .
C C10 0.3138(2) 0.2948(4) 0.4318(2) 0.0468(9) Uani d . 1 . .
H H10A 0.2691 0.2417 0.3985 0.070 Uiso calc R 1 . .
H H10B 0.3471 0.2055 0.4676 0.070 Uiso calc R 1 . .
H H10C 0.3248 0.3444 0.3937 0.070 Uiso calc R 1 . .
C C11 0.46394(14) 0.7639(4) 0.4430(2) 0.0263(6) Uani d . 1 . .
H H11A 0.4543 0.7030 0.4808 0.032 Uiso calc R 1 . .
H H11B 0.5034 0.8405 0.4781 0.032 Uiso calc R 1 . .
C C12 0.47967(14) 0.6281(4) 0.39627(19) 0.0248(6) Uani d . 1 . .
H H12A 0.5207 0.5626 0.4383 0.030 Uiso calc R 1 . .
H H12B 0.4421 0.5436 0.3667 0.030 Uiso calc R 1 . .
C C13 0.41713(15) 0.9697(4) 0.3225(2) 0.0257(6) Uani d . 1 . .
H H13A 0.4554 1.0511 0.3553 0.031 Uiso calc R 1 . .
H H13B 0.3768 1.0385 0.2815 0.031 Uiso calc R 1 . .
C C14 0.43293(15) 0.8350(4) 0.2749(2) 0.0270(7) Uani d . 1 . .
H H14A 0.3920 0.7653 0.2366 0.032 Uiso calc R 1 . .
H H14B 0.4443 0.8992 0.2395 0.032 Uiso calc R 1 . .
H H5N 0.5260(10) 0.785(3) 0.3622(16) 0.021(8) Uiso d D 1 . .
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'
Cd Cd -0.8075 1.2024 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O2 Cd1 O2 2 . 95.31(12) ?
O2 Cd1 O3 2 2 77.61(7) ?
O2 Cd1 O3 . 2 92.21(7) ?
O2 Cd1 O3 2 . 92.21(7) ?
O2 Cd1 O3 . . 77.61(7) ?
O3 Cd1 O3 2 . 164.98(10) ?
O2 Cd1 N5 2 4 92.86(8) ?
O2 Cd1 N5 . 4 154.65(8) ?
O3 Cd1 N5 2 4 112.99(8) ?
O3 Cd1 N5 . 4 78.14(7) ?
O2 Cd1 N5 2 3_455 154.65(8) ?
O2 Cd1 N5 . 3_455 92.86(8) ?
O3 Cd1 N5 2 3_455 78.14(7) ?
O3 Cd1 N5 . 3_455 112.99(8) ?
N5 Cd1 N5 4 3_455 89.87(11) ?
C1 O2 Cd1 . . 134.12(18) ?
C3 O3 Cd1 . . 131.89(17) ?
C8 N1 C7 . . 119.0(2) ?
C8 N1 C9 . . 120.2(2) ?
C7 N1 C9 . . 120.8(2) ?
C7 N2 C6 . . 115.6(2) ?
C5 N3 C6 . . 115.3(2) ?
C6 N4 C11 . . 123.0(2) ?
C6 N4 C13 . . 122.1(2) ?
C11 N4 C13 . . 112.2(2) ?
C12 N5 C14 . . 110.9(2) ?
C12 N5 Cd1 . 3_545 109.91(16) ?
C14 N5 Cd1 . 3_545 110.40(17) ?
C12 N5 H5N . . 106.7(19) ?
C14 N5 H5N . . 103.1(19) ?
Cd1 N5 H5N 3_545 . 115.7(18) ?
O1 C1 O2 . . 125.1(2) ?
O1 C1 C2 . . 116.2(2) ?
O2 C1 C2 . . 118.7(2) ?
C8 C2 C3 . . 118.5(2) ?
C8 C2 C1 . . 116.2(2) ?
C3 C2 C1 . . 125.2(2) ?
O3 C3 C2 . . 125.7(2) ?
O3 C3 C4 . . 119.5(2) ?
C2 C3 C4 . . 114.8(2) ?
C7 C4 C5 . . 114.2(2) ?
C7 C4 C3 . . 123.2(2) ?
C5 C4 C3 . . 122.6(2) ?
N3 C5 C4 . . 124.5(3) ?
N3 C5 H5A . . 117.7 ?
C4 C5 H5A . . 117.7 ?
N4 C6 N2 . . 117.9(2) ?
N4 C6 N3 . . 116.6(2) ?
N2 C6 N3 . . 125.4(2) ?
N2 C7 N1 . . 117.5(2) ?
N2 C7 C4 . . 123.8(2) ?
N1 C7 C4 . . 118.6(2) ?
N1 C8 C2 . . 125.8(3) ?
N1 C8 H8A . . 117.1 ?
C2 C8 H8A . . 117.1 ?
N1 C9 C10 . . 111.6(3) ?
N1 C9 H9A . . 109.3 ?
C10 C9 H9A . . 109.3 ?
N1 C9 H9B . . 109.3 ?
C10 C9 H9B . . 109.3 ?
H9A C9 H9B . . 108.0 ?
C9 C10 H10A . . 109.5 ?
C9 C10 H10B . . 109.5 ?
H10A C10 H10B . . 109.5 ?
C9 C10 H10C . . 109.5 ?
H10A C10 H10C . . 109.5 ?
H10B C10 H10C . . 109.5 ?
N4 C11 C12 . . 110.0(2) ?
N4 C11 H11A . . 109.7 ?
C12 C11 H11A . . 109.7 ?
N4 C11 H11B . . 109.7 ?
C12 C11 H11B . . 109.7 ?
H11A C11 H11B . . 108.2 ?
N5 C12 C11 . . 112.5(2) ?
N5 C12 H12A . . 109.1 ?
C11 C12 H12A . . 109.1 ?
N5 C12 H12B . . 109.1 ?
C11 C12 H12B . . 109.1 ?
H12A C12 H12B . . 107.8 ?
N4 C13 C14 . . 108.2(2) ?
N4 C13 H13A . . 110.1 ?
C14 C13 H13A . . 110.1 ?
N4 C13 H13B . . 110.1 ?
C14 C13 H13B . . 110.1 ?
H13A C13 H13B . . 108.4 ?
N5 C14 C13 . . 114.0(2) ?
N5 C14 H14A . . 108.7 ?
C13 C14 H14A . . 108.7 ?
N5 C14 H14B . . 108.7 ?
C13 C14 H14B . . 108.7 ?
H14A C14 H14B . . 107.6 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cd1 O2 2 2.268(2) ?
Cd1 O2 . 2.268(2) y
Cd1 O3 2 2.3084(19) ?
Cd1 O3 . 2.3084(19) y
Cd1 N5 4 2.392(2) y
Cd1 N5 3_455 2.392(2) ?
O1 C1 . 1.243(3) ?
O2 C1 . 1.260(3) ?
O3 C3 . 1.252(3) ?
N1 C8 . 1.353(3) ?
N1 C7 . 1.378(3) ?
N1 C9 . 1.483(3) ?
N2 C7 . 1.334(3) ?
N2 C6 . 1.344(3) ?
N3 C5 . 1.309(3) ?
N3 C6 . 1.376(3) ?
N4 C6 . 1.340(3) ?
N4 C11 . 1.454(4) ?
N4 C13 . 1.470(3) ?
N5 C12 . 1.483(3) ?
N5 C14 . 1.484(3) ?
N5 Cd1 3_545 2.392(2) ?
N5 H5N . 0.893(10) ?
C1 C2 . 1.527(3) ?
C2 C8 . 1.366(4) ?
C2 C3 . 1.442(4) ?
C3 C4 . 1.447(3) ?
C4 C7 . 1.396(4) ?
C4 C5 . 1.402(4) ?
C5 H5A . 0.9300 ?
C8 H8A . 0.9300 ?
C9 C10 . 1.501(4) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 C12 . 1.518(4) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 C14 . 1.524(4) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N5 H5N O1 3 0.893(10) 2.101(13) 2.959(3) 161(3)
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O2 Cd1 O2 C1 2 . . . 61.3(3) ?
O3 Cd1 O2 C1 2 . . . 139.0(3) ?
O3 Cd1 O2 C1 . . . . -29.8(3) ?
N5 Cd1 O2 C1 4 . . . -47.0(4) ?
N5 Cd1 O2 C1 3_455 . . . -142.7(3) ?
O2 Cd1 O3 C3 2 . . . -80.2(3) ?
O2 Cd1 O3 C3 . . . . 14.7(3) ?
O3 Cd1 O3 C3 2 . . . -33.5(3) ?
N5 Cd1 O3 C3 4 . . . -172.7(3) ?
N5 Cd1 O3 C3 3_455 . . . 102.6(3) ?
Cd1 O2 C1 O1 . . . . -148.5(2) ?
Cd1 O2 C1 C2 . . . . 33.1(4) ?
O1 C1 C2 C8 . . . . -11.5(4) ?
O2 C1 C2 C8 . . . . 167.1(3) ?
O1 C1 C2 C3 . . . . 169.4(3) ?
O2 C1 C2 C3 . . . . -12.0(4) ?
Cd1 O3 C3 C2 . . . . -6.4(4) ?
Cd1 O3 C3 C4 . . . . 173.52(18) ?
C8 C2 C3 O3 . . . . -179.5(3) ?
C1 C2 C3 O3 . . . . -0.4(5) ?
C8 C2 C3 C4 . . . . 0.6(4) ?
C1 C2 C3 C4 . . . . 179.6(2) ?
O3 C3 C4 C7 . . . . 175.7(3) ?
C2 C3 C4 C7 . . . . -4.3(4) ?
O3 C3 C4 C5 . . . . -6.7(4) ?
C2 C3 C4 C5 . . . . 173.2(3) ?
C6 N3 C5 C4 . . . . -1.7(4) ?
C7 C4 C5 N3 . . . . -6.3(4) ?
C3 C4 C5 N3 . . . . 176.0(3) ?
C11 N4 C6 N2 . . . . 1.9(4) ?
C13 N4 C6 N2 . . . . 161.7(2) ?
C11 N4 C6 N3 . . . . -177.9(3) ?
C13 N4 C6 N3 . . . . -18.1(4) ?
C7 N2 C6 N4 . . . . 170.3(2) ?
C7 N2 C6 N3 . . . . -9.9(4) ?
C5 N3 C6 N4 . . . . -169.7(3) ?
C5 N3 C6 N2 . . . . 10.6(4) ?
C6 N2 C7 N1 . . . . 179.6(2) ?
C6 N2 C7 C4 . . . . 0.4(4) ?
C8 N1 C7 N2 . . . . 177.9(2) ?
C9 N1 C7 N2 . . . . -3.2(4) ?
C8 N1 C7 C4 . . . . -2.9(4) ?
C9 N1 C7 C4 . . . . 176.0(2) ?
C5 C4 C7 N2 . . . . 7.0(4) ?
C3 C4 C7 N2 . . . . -175.3(3) ?
C5 C4 C7 N1 . . . . -172.2(2) ?
C3 C4 C7 N1 . . . . 5.5(4) ?
C7 N1 C8 C2 . . . . -0.8(4) ?
C9 N1 C8 C2 . . . . -179.7(3) ?
C3 C2 C8 N1 . . . . 2.0(4) ?
C1 C2 C8 N1 . . . . -177.2(3) ?
C8 N1 C9 C10 . . . . 98.4(3) ?
C7 N1 C9 C10 . . . . -80.4(3) ?
C6 N4 C11 C12 . . . . 101.2(3) ?
C13 N4 C11 C12 . . . . -60.4(3) ?
C14 N5 C12 C11 . . . . -50.3(3) ?
Cd1 N5 C12 C11 3_545 . . . -172.71(18) ?
N4 C11 C12 N5 . . . . 55.3(3) ?
C6 N4 C13 C14 . . . . -102.7(3) ?
C11 N4 C13 C14 . . . . 59.0(3) ?
C12 N5 C14 C13 . . . . 50.8(3) ?
Cd1 N5 C14 C13 3_545 . . . 172.90(17) ?
N4 C13 C14 N5 . . . . -54.3(3) ?
