#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/34/4513422.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_4513422
loop_
_publ_author_name
'Suvanvapee, Porntiva'
'Boonmak, Jaursup'
'Klongdee, Fatima'
'Pakawatchai, Chaveng'
'Moubaraki, Boujemaa'
'Murray, Keith S.'
'Youngme, Sujittra'
_publ_section_title
;
 A Series of Cyanoacetato Copper(II) Coordination Polymers with
 VariousN,N′-Ditopic Spacers: Structural Diversity, Supramolecular
 Robustness, and Magnetic Properties
;
_journal_issue                   8
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3804
_journal_paper_doi               10.1021/acs.cgd.5b00453
_journal_volume                  15
_journal_year                    2015
_chemical_formula_sum            'C10 H8 Cu N4 O4'
_chemical_formula_weight         311.74
_chemical_name_systematic
; 
 di(mu-cyanoacetato)-mu-pyrazinecopper(II)  
;
_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                 101.7940(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.89660(10)
_cell_length_b                   13.3780(4)
_cell_length_c                   17.6679(5)
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.49
_cell_measurement_theta_min      1.92
_cell_volume                     1132.93(5)
_computing_cell_refinement       'SAINT (Bruker, 2003)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        'SAINT (Bruker, 2003)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
;
Bruker APEX CCD area-detector
;
_diffrn_measurement_method       'omega scans'
_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  0.0339
_diffrn_reflns_av_sigmaI/netI    0.0320
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            7527
_diffrn_reflns_theta_full        30.49
_diffrn_reflns_theta_max         30.49
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    1.945
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.663919
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Bruker, 2003)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             628
_exptl_crystal_size_max          0.375
_exptl_crystal_size_mid          0.125
_exptl_crystal_size_min          0.075
_refine_diff_density_max         0.469
_refine_diff_density_min         -0.775
_refine_diff_density_rms         0.158
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         3028
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.996
_refine_ls_R_factor_all          0.0731
_refine_ls_R_factor_gt           0.0567
_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)+(0.1091P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1378
_refine_ls_wR_factor_ref         0.1488
_reflns_number_gt                2239
_reflns_number_total             3028
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg5b00453_si_001.cif
_cod_data_source_block           Compound1
_cod_depositor_comments
'Adding full bibliography for 4513421--4513426.cif.'
_cod_original_sg_symbol_H-M      P21/c
_cod_database_code               4513422
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
Cu1 Cu 1.13982(7) 0.37752(2) 0.268262(18) 0.01964(15) Uani 1 1 d .
O1 O 1.0585(5) 0.37543(14) 0.37288(13) 0.0248(4) Uani 1 1 d .
O2 O 1.2780(5) 0.37980(15) 0.17236(13) 0.0276(5) Uani 1 1 d .
O3 O 0.6081(5) 0.37629(17) 0.31823(14) 0.0341(6) Uani 1 1 d .
O4 O 0.8466(6) 0.3784(2) 0.10352(17) 0.0459(7) Uani 1 1 d .
N1 N 1.0577(6) 0.22893(17) 0.25599(14) 0.0224(5) Uani 1 1 d .
N2 N 1.0566(6) 0.52623(17) 0.26031(14) 0.0226(5) Uani 1 1 d .
N3 N 1.1578(9) 0.3792(3) 0.5679(2) 0.0572(10) Uani 1 1 d .
N4 N 0.8433(9) 0.3681(3) -0.0870(2) 0.0555(10) Uani 1 1 d .
C1 C 1.2393(6) 0.1604(2) 0.29070(17) 0.0251(6) Uani 1 1 d .
H1 H 1.4078 0.1812 0.3211 0.030 Uiso 1 1 calc R
C2 C 0.8163(6) 0.1956(2) 0.21278(18) 0.0256(6) Uani 1 1 d .
H2 H 0.6846 0.2413 0.1882 0.031 Uiso 1 1 calc R
C3 C 1.2388(6) 0.5944(2) 0.29559(17) 0.0256(6) Uani 1 1 d .
H3 H 1.4060 0.5732 0.3264 0.031 Uiso 1 1 calc R
C4 C 0.8175(6) 0.5593(2) 0.21751(18) 0.0251(6) Uani 1 1 d .
H4 H 0.6864 0.5134 0.1927 0.030 Uiso 1 1 calc R
C5 C 0.8003(7) 0.37509(19) 0.37520(18) 0.0229(6) Uani 1 1 d .
C6 C 0.7276(7) 0.3730(3) 0.4553(2) 0.0349(8) Uani 1 1 d .
H5 H 0.6088 0.4298 0.4599 0.042 Uiso 1 1 calc R
H6 H 0.6219 0.3128 0.4598 0.042 Uiso 1 1 calc R
C7 C 0.9712(9) 0.3759(2) 0.5192(2) 0.0367(8) Uani 1 1 d .
C8 C 1.0981(7) 0.3788(2) 0.10935(18) 0.0255(6) Uani 1 1 d .
C9 C 1.2257(8) 0.3800(3) 0.03751(19) 0.0354(8) Uani 1 1 d .
H7 H 1.3312 0.4412 0.0368 0.042 Uiso 1 1 calc R
H8 H 1.3536 0.3242 0.0397 0.042 Uiso 1 1 calc R
C10 C 1.0124(8) 0.3733(2) -0.0332(2) 0.0353(7) Uani 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'
Cu Cu 0.3201 1.2651 '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'
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
O2 Cu1 O1 171.54(9) . .
O2 Cu1 N2 91.43(9) . .
O1 Cu1 N2 90.15(9) . .
O2 Cu1 N1 91.08(9) . .
O1 Cu1 N1 90.73(9) . .
N2 Cu1 N1 156.83(12) . .
O2 Cu1 O3 80.59(9) . 1_655
O1 Cu1 O3 90.95(9) . 1_655
N2 Cu1 O3 101.86(10) . 1_655
N1 Cu1 O3 101.28(10) . 1_655
C5 O1 Cu1 115.0(2) . .
C8 O2 Cu1 117.4(2) . .
C5 O3 Cu1 149.0(2) . 1_455
C1 N1 C2 117.3(3) . .
C1 N1 Cu1 121.6(2) . .
C2 N1 Cu1 121.1(2) . .
C4 N2 C3 117.6(3) . .
C4 N2 Cu1 120.3(2) . .
C3 N2 Cu1 122.0(2) . .
N1 C1 C4 121.5(3) . 2_745
N1 C1 H1 119.3 . .
C4 C1 H1 119.3 2_745 .
N1 C2 C3 121.0(3) . 2_745
N1 C2 H2 119.5 . .
C3 C2 H2 119.5 2_745 .
N2 C3 C2 121.4(3) . 2_755
N2 C3 H3 119.3 . .
C2 C3 H3 119.3 2_755 .
N2 C4 C1 121.2(3) . 2_755
N2 C4 H4 119.4 . .
C1 C4 H4 119.4 2_755 .
O3 C5 O1 124.9(3) . .
O3 C5 C6 118.3(3) . .
O1 C5 C6 116.8(3) . .
C7 C6 C5 114.0(3) . .
C7 C6 H5 108.8 . .
C5 C6 H5 108.8 . .
C7 C6 H6 108.8 . .
C5 C6 H6 108.8 . .
H5 C6 H6 107.7 . .
N3 C7 C6 179.2(4) . .
O4 C8 O2 125.7(3) . .
O4 C8 C9 120.7(3) . .
O2 C8 C9 113.6(3) . .
C10 C9 C8 111.6(3) . .
C10 C9 H7 109.3 . .
C8 C9 H7 109.3 . .
C10 C9 H8 109.3 . .
C8 C9 H8 109.3 . .
H7 C9 H8 108.0 . .
N4 C10 C9 178.6(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O2 1.949(2) .
Cu1 O1 1.969(2) .
Cu1 N2 2.030(2) .
Cu1 N1 2.031(2) .
Cu1 O3 2.283(2) 1_655
O1 C5 1.273(4) .
O2 C8 1.271(4) .
O3 C5 1.230(4) .
O3 Cu1 2.283(2) 1_455
O4 C8 1.214(4) .
N1 C1 1.335(4) .
N1 C2 1.345(4) .
N2 C4 1.333(4) .
N2 C3 1.337(4) .
N3 C7 1.121(6) .
N4 C10 1.128(5) .
C1 C4 1.383(4) 2_745
C1 H1 0.9300 .
C2 C3 1.383(4) 2_745
C2 H2 0.9300 .
C3 C2 1.383(4) 2_755
C3 H3 0.9300 .
C4 C1 1.383(4) 2_755
C4 H4 0.9300 .
C5 C6 1.528(4) .
C6 C7 1.466(5) .
C6 H5 0.9700 .
C6 H6 0.9700 .
C8 C9 1.525(4) .
C9 C10 1.458(5) .
C9 H7 0.9700 .
C9 H8 0.9700 .
