#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/37/2223771.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2223771
loop_
_publ_author_name
'Qi, Xu'
'Shao, Ming'
'Li, Chen-Xin'
_publ_section_title
;Poly[[bis[μ₂-8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-dihydropyrido[2,3-d]pyrimidine-6-carboxylato]cobalt(II)]
 dihydrate]
;
_journal_coeditor_code           HB5124
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1334
_journal_paper_doi               10.1107/S1600536809040185
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Co (C14 H16 N5 O3)2], 2H2 O'
_chemical_formula_moiety         'C28 H32 Co N10 O6, 2(H2 O)'
_chemical_formula_sum            'C28 H36 Co N10 O8'
_chemical_formula_weight         699.58
_chemical_name_systematic
;
Poly[[bis[μ₂-8-ethyl-5-oxo-2-(piperazin-1-yl)-5,8-
dihydropyrido[2,3-d]pyrimidine-6-carboxylato]cobalt(II)] dihydrate]
;
_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                 101.2540(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   6.1093(3)
_cell_length_b                   21.3690(11)
_cell_length_c                   12.5944(6)
_cell_measurement_reflns_used    4362
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.1865
_cell_measurement_theta_min      2.5205
_cell_volume                     1612.58(14)
_computing_cell_refinement       'SAINT (Bruker, 1998)'
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_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 0.975
_diffrn_measured_fraction_theta_max 0.975
_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  0.0285
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            9807
_diffrn_reflns_theta_full        28.28
_diffrn_reflns_theta_max         28.28
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    0.596
_exptl_absorpt_correction_T_max  0.900
_exptl_absorpt_correction_T_min  0.832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            pink
_exptl_crystal_density_diffrn    1.433
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             722
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.771
_refine_diff_density_min         -0.459
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.117
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         3894
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0699
_refine_ls_R_factor_gt           0.0604
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0899P)²+1.3252P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1731
_refine_ls_wR_factor_ref         0.1810
_reflns_number_gt                3327
_reflns_number_total             3894
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb5124.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2223771
_cod_database_fobs_code          2223771
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_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
O O1W 0.669(4) 0.5177(8) 0.5335(9) 0.255(11) Uani d P 0.50 . .
O O2W -0.024(4) 0.5581(10) 0.4291(11) 0.254(10) Uani d P 0.50 . .
Co Co1 0.5000 0.5000 0.0000 0.02469(18) Uani d S 1 . .
O O1 0.6496(3) 0.57810(9) 0.08289(16) 0.0324(4) Uani d . 1 . .
O O2 0.1437(5) 0.51651(14) 0.2499(2) 0.0626(8) Uani d . 1 . .
N N1 0.5101(5) 0.67072(13) 0.3478(2) 0.0487(7) Uani d . 1 . .
N N2 0.7758(5) 0.74617(12) 0.3332(2) 0.0390(6) Uani d . 1 . .
N N3 1.0138(5) 0.73519(13) 0.2023(2) 0.0437(7) Uani d . 1 . .
N N4 1.0250(4) 0.82327(11) 0.3106(2) 0.0362(6) Uani d . 1 . .
C C1 0.2840(5) 0.52788(13) 0.1939(2) 0.0328(6) Uani d . 1 . .
C C2 0.4347(5) 0.58348(13) 0.2241(2) 0.0330(6) Uani d . 1 . .
C C3 0.6059(4) 0.60347(12) 0.1662(2) 0.0275(5) Uani d . 1 . .
C C4 0.7269(5) 0.65898(13) 0.2104(2) 0.0318(6) Uani d . 1 . .
C C5 0.9081(5) 0.68298(14) 0.1695(3) 0.0398(7) Uani d . 1 . .
H H5 0.9566 0.6603 0.1155 0.048 Uiso calc R 1 . .
C C6 0.9339(5) 0.76685(13) 0.2815(2) 0.0334(6) Uani d . 1 . .
C C7 0.6763(5) 0.69244(13) 0.2976(3) 0.0364(6) Uani d . 1 . .
C C8 0.3996(6) 0.61779(15) 0.3104(3) 0.0452(8) Uani d . 1 . .
H H8 0.2905 0.6036 0.3467 0.054 Uiso calc R 1 . .
C C9 0.4470(8) 0.7043(2) 0.4423(4) 0.0646(12) Uani d . 1 . .
H H9A 0.4693 0.7489 0.4351 0.078 Uiso calc R 1 . .
H H9B 0.2902 0.6972 0.4425 0.078 Uiso calc R 1 . .
C C10 0.5781(12) 0.6828(4) 0.5417(5) 0.118(2) Uani d . 1 . .
H H10A 0.5474 0.6393 0.5513 0.177 Uiso calc R 1 . .
H H10B 0.5417 0.7065 0.6006 0.177 Uiso calc R 1 . .
H H10C 0.7335 0.6880 0.5401 0.177 Uiso calc R 1 . .
C C11 1.1614(6) 0.85706(17) 0.2461(3) 0.0478(8) Uani d . 1 . .
H H11A 1.0667 0.8839 0.1943 0.057 Uiso calc R 1 . .
H H11B 1.2345 0.8274 0.2062 0.057 Uiso calc R 1 . .
C C12 1.3372(5) 0.89675(15) 0.3196(3) 0.0400(7) Uani d . 1 . .
H H12A 1.4448 0.8690 0.3630 0.048 Uiso calc R 1 . .
H H12B 1.4162 0.9216 0.2747 0.048 Uiso calc R 1 . .
C C13 1.1106(5) 0.90153(13) 0.4537(2) 0.0330(6) Uani d . 1 . .
H H13A 1.0424 0.9293 0.4989 0.040 Uiso calc R 1 . .
H H13B 1.2078 0.8731 0.5011 0.040 Uiso calc R 1 . .
C C14 0.9295(5) 0.86418(14) 0.3823(3) 0.0353(6) Uani d . 1 . .
H H14A 0.8505 0.8392 0.4270 0.042 Uiso calc R 1 . .
H H14B 0.8233 0.8925 0.3395 0.042 Uiso calc R 1 . .
N N5 1.2458(4) 0.93890(10) 0.39246(19) 0.0286(5) Uani d D 1 . .
O O3 0.3027(3) 0.49641(8) 0.11147(17) 0.0295(4) Uani d . 1 . .
H H5N 1.155(5) 0.9660(14) 0.350(2) 0.044 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'
Co Co 0.3494 0.9721 '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
O3 Co1 O3 3_665 . 180.0 ?
O3 Co1 O1 3_665 3_665 86.86(7) ?
O3 Co1 O1 . 3_665 93.14(7) ?
O3 Co1 O1 3_665 . 93.14(7) ?
O3 Co1 O1 . . 86.86(7) ?
O1 Co1 O1 3_665 . 180.0 ?
O3 Co1 N5 3_665 2_745 90.28(8) ?
O3 Co1 N5 . 2_745 89.72(8) ?
O1 Co1 N5 3_665 2_745 91.18(8) ?
O1 Co1 N5 . 2_745 88.82(8) ?
O3 Co1 N5 3_665 4_475 89.72(8) ?
O3 Co1 N5 . 4_475 90.28(8) ?
O1 Co1 N5 3_665 4_475 88.82(8) ?
O1 Co1 N5 . 4_475 91.18(8) ?
N5 Co1 N5 2_745 4_475 180.0 ?
C3 O1 Co1 . . 128.37(17) ?
C8 N1 C7 . . 119.0(3) ?
C8 N1 C9 . . 119.1(3) ?
C7 N1 C9 . . 121.9(3) ?
C7 N2 C6 . . 116.4(2) ?
C5 N3 C6 . . 115.1(3) ?
C6 N4 C14 . . 120.7(2) ?
C6 N4 C11 . . 122.7(2) ?
C14 N4 C11 . . 112.8(2) ?
O2 C1 O3 . . 123.3(3) ?
O2 C1 C2 . . 118.0(3) ?
O3 C1 C2 . . 118.6(2) ?
C8 C2 C3 . . 118.9(3) ?
C8 C2 C1 . . 116.3(3) ?
C3 C2 C1 . . 124.8(2) ?
O1 C3 C4 . . 119.9(2) ?
O1 C3 C2 . . 125.8(2) ?
C4 C3 C2 . . 114.3(2) ?
C7 C4 C5 . . 114.4(2) ?
C7 C4 C3 . . 123.1(3) ?
C5 C4 C3 . . 122.5(3) ?
N3 C5 C4 . . 124.7(3) ?
N3 C5 H5 . . 117.7 ?
C4 C5 H5 . . 117.7 ?
N2 C6 N4 . . 117.5(2) ?
N2 C6 N3 . . 125.7(3) ?
N4 C6 N3 . . 116.9(3) ?
N2 C7 N1 . . 117.7(3) ?
N2 C7 C4 . . 123.3(3) ?
N1 C7 C4 . . 119.0(3) ?
N1 C8 C2 . . 125.6(3) ?
N1 C8 H8 . . 117.2 ?
C2 C8 H8 . . 117.2 ?
C10 C9 N1 . . 110.8(5) ?
C10 C9 H9A . . 109.5 ?
N1 C9 H9A . . 109.5 ?
C10 C9 H9B . . 109.5 ?
N1 C9 H9B . . 109.5 ?
H9A C9 H9B . . 108.1 ?
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 . . 110.3(3) ?
N4 C11 H11A . . 109.6 ?
C12 C11 H11A . . 109.6 ?
N4 C11 H11B . . 109.6 ?
C12 C11 H11B . . 109.6 ?
H11A C11 H11B . . 108.1 ?
N5 C12 C11 . . 114.2(3) ?
N5 C12 H12A . . 108.7 ?
C11 C12 H12A . . 108.7 ?
N5 C12 H12B . . 108.7 ?
C11 C12 H12B . . 108.7 ?
H12A C12 H12B . . 107.6 ?
N5 C13 C14 . . 113.3(2) ?
N5 C13 H13A . . 108.9 ?
C14 C13 H13A . . 108.9 ?
N5 C13 H13B . . 108.9 ?
C14 C13 H13B . . 108.9 ?
H13A C13 H13B . . 107.7 ?
N4 C14 C13 . . 110.5(2) ?
N4 C14 H14A . . 109.5 ?
C13 C14 H14A . . 109.5 ?
N4 C14 H14B . . 109.5 ?
C13 C14 H14B . . 109.5 ?
H14A C14 H14B . . 108.1 ?
C13 N5 C12 . . 108.4(2) ?
C13 N5 Co1 . 2_755 112.89(17) ?
C12 N5 Co1 . 2_755 115.23(17) ?
C13 N5 H5N . . 108(2) ?
C12 N5 H5N . . 107(2) ?
Co1 N5 H5N 2_755 . 105(2) ?
C1 O3 Co1 . . 135.54(18) ?
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
Co1 O3 3_665 2.022(2) ?
Co1 O3 . 2.022(2) y
Co1 O1 3_665 2.0829(18) ?
Co1 O1 . 2.0829(18) y
Co1 N5 2_745 2.265(2) y
Co1 N5 4_475 2.265(2) ?
O1 C3 . 1.255(3) ?
O2 C1 . 1.235(4) ?
N1 C8 . 1.354(4) ?
N1 C7 . 1.376(4) ?
N1 C9 . 1.503(5) ?
N2 C7 . 1.335(4) ?
N2 C6 . 1.341(4) ?
N3 C5 . 1.315(4) ?
N3 C6 . 1.371(4) ?
N4 C6 . 1.348(3) ?
N4 C14 . 1.459(3) ?
N4 C11 . 1.462(4) ?
C1 O3 . 1.261(3) ?
C1 C2 . 1.506(4) ?
C2 C8 . 1.362(4) ?
C2 C3 . 1.451(4) ?
C3 C4 . 1.450(4) ?
C4 C7 . 1.396(4) ?
C4 C5 . 1.405(4) ?
C5 H5 . 0.9300 ?
C8 H8 . 0.9300 ?
C9 C10 . 1.425(9) ?
C9 H9A . 0.9700 ?
C9 H9B . 0.9700 ?
C10 H10A . 0.9600 ?
C10 H10B . 0.9600 ?
C10 H10C . 0.9600 ?
C11 C12 . 1.530(4) ?
C11 H11A . 0.9700 ?
C11 H11B . 0.9700 ?
C12 N5 . 1.471(4) ?
C12 H12A . 0.9700 ?
C12 H12B . 0.9700 ?
C13 N5 . 1.471(3) ?
C13 C14 . 1.510(4) ?
C13 H13A . 0.9700 ?
C13 H13B . 0.9700 ?
C14 H14A . 0.9700 ?
C14 H14B . 0.9700 ?
N5 Co1 2_755 2.265(2) ?
N5 H5N . 0.900(10) ?
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 O2 2_655 0.900(10) 2.278(14) 3.156(4) 165(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
O3 Co1 O1 C3 3_665 . . . -179.8(2) ?
O3 Co1 O1 C3 . . . . 0.2(2) ?
N5 Co1 O1 C3 2_745 . . . -89.6(2) ?
N5 Co1 O1 C3 4_475 . . . 90.4(2) ?
O2 C1 C2 C8 . . . . -1.4(5) ?
O3 C1 C2 C8 . . . . 176.6(3) ?
O2 C1 C2 C3 . . . . -179.3(3) ?
O3 C1 C2 C3 . . . . -1.3(4) ?
Co1 O1 C3 C4 . . . . -178.49(19) ?
Co1 O1 C3 C2 . . . . -0.6(4) ?
C8 C2 C3 O1 . . . . -176.7(3) ?
C1 C2 C3 O1 . . . . 1.2(5) ?
C8 C2 C3 C4 . . . . 1.3(4) ?
C1 C2 C3 C4 . . . . 179.2(3) ?
O1 C3 C4 C7 . . . . 175.0(3) ?
C2 C3 C4 C7 . . . . -3.1(4) ?
O1 C3 C4 C5 . . . . -6.0(4) ?
C2 C3 C4 C5 . . . . 175.8(3) ?
C6 N3 C5 C4 . . . . -0.5(5) ?
C7 C4 C5 N3 . . . . -5.4(5) ?
C3 C4 C5 N3 . . . . 175.5(3) ?
C7 N2 C6 N4 . . . . 175.2(3) ?
C7 N2 C6 N3 . . . . -5.8(5) ?
C14 N4 C6 N2 . . . . -9.8(4) ?
C11 N4 C6 N2 . . . . -166.4(3) ?
C14 N4 C6 N3 . . . . 171.1(3) ?
C11 N4 C6 N3 . . . . 14.5(5) ?
C5 N3 C6 N2 . . . . 6.6(5) ?
C5 N3 C6 N4 . . . . -174.4(3) ?
C6 N2 C7 N1 . . . . -178.7(3) ?
C6 N2 C7 C4 . . . . -1.1(5) ?
C8 N1 C7 N2 . . . . 177.2(3) ?
C9 N1 C7 N2 . . . . -2.4(5) ?
C8 N1 C7 C4 . . . . -0.5(5) ?
C9 N1 C7 C4 . . . . 179.9(4) ?
C5 C4 C7 N2 . . . . 6.3(5) ?
C3 C4 C7 N2 . . . . -174.7(3) ?
C5 C4 C7 N1 . . . . -176.2(3) ?
C3 C4 C7 N1 . . . . 2.8(5) ?
C7 N1 C8 C2 . . . . -1.4(6) ?
C9 N1 C8 C2 . . . . 178.2(4) ?
C3 C2 C8 N1 . . . . 0.9(6) ?
C1 C2 C8 N1 . . . . -177.2(3) ?
C8 N1 C9 C10 . . . . 91.4(5) ?
C7 N1 C9 C10 . . . . -89.0(5) ?
C6 N4 C11 C12 . . . . -149.0(3) ?
C14 N4 C11 C12 . . . . 52.8(4) ?
N4 C11 C12 N5 . . . . -53.2(4) ?
C6 N4 C14 C13 . . . . 146.4(3) ?
C11 N4 C14 C13 . . . . -54.9(4) ?
N5 C13 C14 N4 . . . . 56.7(3) ?
C14 C13 N5 C12 . . . . -55.3(3) ?
C14 C13 N5 Co1 . . . 2_755 175.84(18) ?
C11 C12 N5 C13 . . . . 53.7(4) ?
C11 C12 N5 Co1 . . . 2_755 -178.7(2) ?
O2 C1 O3 Co1 . . . . 178.9(3) ?
C2 C1 O3 Co1 . . . . 1.0(4) ?
O1 Co1 O3 C1 3_665 . . . 179.6(3) ?
O1 Co1 O3 C1 . . . . -0.4(3) ?
N5 Co1 O3 C1 2_745 . . . 88.4(3) ?
N5 Co1 O3 C1 4_475 . . . -91.6(3) ?
