#------------------------------------------------------------------------------
#$Date: 2019-11-28 21:05:23 +0200 (Thu, 28 Nov 2019) $
#$Revision: 244617 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/92/7239248.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_7239248
loop_
_publ_author_name
'Shankar, Krapa'
'Das, Babulal'
'Baruah, Jubaraj B.'
_publ_section_title
;
 Organic cations controlling the nuclearity of copper(ii)
 2,5-pyridinedicarboxylates
;
_journal_issue                   48
_journal_name_full               'RSC Advances'
_journal_page_first              26220
_journal_paper_doi               10.1039/c3ra44008g
_journal_volume                  3
_journal_year                    2013
_chemical_formula_sum            'C32 H24 Cu N6 O12'
_chemical_formula_weight         748.11
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                65.544(9)
_cell_angle_beta                 79.053(6)
_cell_angle_gamma                77.697(6)
_cell_formula_units_Z            1
_cell_length_a                   6.6726(4)
_cell_length_b                   10.7950(10)
_cell_length_c                   12.0764(10)
_cell_measurement_temperature    296(2)
_cell_volume                     768.57(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and 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  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0666
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4952
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    0.790
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.616
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       blocks
_exptl_crystal_F_000             383
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.703
_refine_diff_density_min         -0.835
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.922
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2699
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      0.922
_refine_ls_R_factor_all          0.0780
_refine_ls_R_factor_gt           0.0628
_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)+(0.1356P)²+1.1637P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1779
_refine_ls_wR_factor_ref         0.1964
_reflns_number_gt                2175
_reflns_number_total             2699
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3ra44008g.txt
_cod_data_source_block           25pdccuaq
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        768.56(11)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               7239248
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C1 C 0.5486(7) 0.4955(4) 0.2703(4) 0.0255(9) Uani 1 1 d .
C2 C 0.7522(7) 0.4264(5) 0.3195(4) 0.0269(10) Uani 1 1 d .
C3 C 0.9201(7) 0.3782(6) 0.2550(4) 0.0344(11) Uani 1 1 d .
H3 H 0.9110 0.3841 0.1770 0.041 Uiso 1 1 calc R
C4 C 1.1033(7) 0.3206(5) 0.3074(4) 0.0326(11) Uani 1 1 d .
H4 H 1.2177 0.2868 0.2650 0.039 Uiso 1 1 calc R
C5 C 1.1149(6) 0.3136(4) 0.4232(4) 0.0249(9) Uani 1 1 d .
C6 C 0.9392(7) 0.3646(5) 0.4831(4) 0.0257(9) Uani 1 1 d .
H6 H 0.9448 0.3605 0.5609 0.031 Uiso 1 1 calc R
C7 C 1.3115(7) 0.2518(5) 0.4842(4) 0.0267(10) Uani 1 1 d .
C8 C 0.6310(8) 0.0822(7) 0.2170(5) 0.0439(14) Uani 1 1 d .
H8 H 0.5961 0.0898 0.2925 0.053 Uiso 1 1 calc R
C9 C 0.6303(7) 0.2002(6) 0.1112(5) 0.0412(13) Uani 1 1 d .
H9 H 0.5986 0.2867 0.1150 0.049 Uiso 1 1 calc R
C10 C 0.6774(7) 0.1874(5) -0.0002(5) 0.0359(11) Uani 1 1 d .
H10 H 0.6748 0.2659 -0.0723 0.043 Uiso 1 1 calc R
C11 C 0.7296(6) 0.0565(5) -0.0058(4) 0.0267(10) Uani 1 1 d .
C12 C 0.7793(7) 0.0350(5) -0.1182(4) 0.0311(10) Uani 1 1 d .
C13 C 0.8311(7) -0.0988(5) -0.1111(4) 0.0330(11) Uani 1 1 d .
H13 H 0.8640 -0.1142 -0.1832 0.040 Uiso 1 1 calc R
C14 C 0.8356(7) -0.2112(6) 0.0005(5) 0.0367(11) Uani 1 1 d .
H14 H 0.8734 -0.2994 0.0009 0.044 Uiso 1 1 calc R
C15 C 0.7861(7) -0.1958(5) 0.1093(4) 0.0341(11) Uani 1 1 d .
H15 H 0.7877 -0.2715 0.1835 0.041 Uiso 1 1 calc R
C16 C 0.7325(6) -0.0606(5) 0.1048(4) 0.0288(10) Uani 1 1 d .
Cu1 Cu 0.5000 0.5000 0.5000 0.0307(3) Uani 1 2 d S
H3A H 0.808(10) 0.132(7) -0.306(6) 0.07(2) Uiso 1 1 d .
H3B H 0.699(11) 0.229(8) -0.232(6) 0.08(2) Uiso 1 1 d .
H2N H 0.681(11) -0.126(4) 0.281(4) 0.07(2) Uiso 1 1 d D
N1 N 0.7619(5) 0.4195(4) 0.4325(3) 0.0248(8) Uani 1 1 d .
N2 N 0.6800(6) -0.0407(5) 0.2132(4) 0.0340(9) Uani 1 1 d D
N3 N 0.7773(7) 0.1442(5) -0.2298(4) 0.0420(11) Uani 1 1 d .
O1 O 0.4175(5) 0.5466(3) 0.3389(3) 0.0310(7) Uani 1 1 d .
O2 O 0.5214(5) 0.5026(4) 0.1705(3) 0.0385(9) Uani 1 1 d .
O3 O 1.3204(5) 0.2729(4) 0.5780(3) 0.0354(8) Uani 1 1 d .
O4 O 1.4487(6) 0.1873(5) 0.4362(4) 0.0568(12) Uani 1 1 d .
O5 O 0.7952(6) 0.0468(5) 0.5623(4) 0.0588(11) Uani 1 1 d .
O6 O 0.7751(16) 0.5026(12) 0.9658(10) 0.180(4) 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'
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
O2 C1 O1 125.4(4) . .
O2 C1 C2 119.7(4) . .
O1 C1 C2 114.9(4) . .
N1 C2 C3 121.4(4) . .
N1 C2 C1 114.5(4) . .
C3 C2 C1 124.0(4) . .
C2 C3 C4 119.3(4) . .
C2 C3 H3 120.3 . .
C4 C3 H3 120.3 . .
C5 C4 C3 119.6(4) . .
C5 C4 H4 120.2 . .
C3 C4 H4 120.2 . .
C4 C5 C6 117.9(4) . .
C4 C5 C7 121.6(4) . .
C6 C5 C7 120.5(4) . .
N1 C6 C5 122.3(4) . .
N1 C6 H6 118.8 . .
C5 C6 H6 118.8 . .
O4 C7 O3 126.2(4) . .
O4 C7 C5 116.9(4) . .
O3 C7 C5 116.9(4) . .
N2 C8 C9 121.3(5) . .
N2 C8 H8 119.3 . .
C9 C8 H8 119.3 . .
C10 C9 C8 118.7(5) . .
C10 C9 H9 120.6 . .
C8 C9 H9 120.6 . .
C9 C10 C11 120.6(5) . .
C9 C10 H10 119.7 . .
C11 C10 H10 119.7 . .
C16 C11 C10 118.5(4) . .
C16 C11 C12 117.7(4) . .
C10 C11 C12 123.8(4) . .
N3 C12 C13 120.8(4) . .
N3 C12 C11 121.1(5) . .
C13 C12 C11 118.1(4) . .
C12 C13 C14 122.0(4) . .
C12 C13 H13 119.0 . .
C14 C13 H13 119.0 . .
C15 C14 C13 121.9(5) . .
C15 C14 H14 119.0 . .
C13 C14 H14 119.0 . .
C14 C15 C16 117.3(4) . .
C14 C15 H15 121.4 . .
C16 C15 H15 121.4 . .
N2 C16 C15 119.0(4) . .
N2 C16 C11 118.0(4) . .
C15 C16 C11 123.0(4) . .
O1 Cu1 O1 180.000(1) 2_666 .
O1 Cu1 N1 83.33(13) 2_666 2_666
O1 Cu1 N1 96.67(13) . 2_666
O1 Cu1 N1 96.67(13) 2_666 .
O1 Cu1 N1 83.33(13) . .
N1 Cu1 N1 180.000(1) 2_666 .
C6 N1 C2 119.4(4) . .
C6 N1 Cu1 128.5(3) . .
C2 N1 Cu1 112.1(3) . .
C8 N2 C16 122.9(4) . .
C8 N2 H2N 126(4) . .
C16 N2 H2N 111(4) . .
C12 N3 H3A 122(4) . .
C12 N3 H3B 118(4) . .
H3A N3 H3B 117(6) . .
C1 O1 Cu1 114.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O2 1.222(5) .
C1 O1 1.286(5) .
C1 C2 1.504(6) .
C2 N1 1.349(5) .
C2 C3 1.374(6) .
C3 C4 1.388(7) .
C3 H3 0.9300 .
C4 C5 1.386(6) .
C4 H4 0.9300 .
C5 C6 1.389(6) .
C5 C7 1.515(6) .
C6 N1 1.342(6) .
C6 H6 0.9300 .
C7 O4 1.233(6) .
C7 O3 1.259(5) .
C8 N2 1.315(7) .
C8 C9 1.381(8) .
C8 H8 0.9300 .
C9 C10 1.379(7) .
C9 H9 0.9300 .
C10 C11 1.409(7) .
C10 H10 0.9300 .
C11 C16 1.408(6) .
C11 C12 1.437(6) .
C12 N3 1.375(6) .
C12 C13 1.381(7) .
C13 C14 1.392(7) .
C13 H13 0.9300 .
C14 C15 1.362(7) .
C14 H14 0.9300 .
C15 C16 1.406(7) .
C15 H15 0.9300 .
C16 N2 1.382(6) .
Cu1 O1 1.955(3) 2_666
Cu1 O1 1.955(3) .
Cu1 N1 1.968(3) 2_666
Cu1 N1 1.968(3) .
N2 H2N 0.95(2) .
N3 H3A 0.97(7) .
N3 H3B 0.94(8) .
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
_geom_torsion_site_symmetry_1
O2 C1 C2 N1 -177.4(4) .
O1 C1 C2 N1 4.6(6) .
O2 C1 C2 C3 5.1(7) .
O1 C1 C2 C3 -172.9(4) .
N1 C2 C3 C4 0.3(8) .
C1 C2 C3 C4 177.6(4) .
C2 C3 C4 C5 -0.6(8) .
C3 C4 C5 C6 0.5(7) .
C3 C4 C5 C7 -179.9(4) .
C4 C5 C6 N1 -0.1(7) .
C7 C5 C6 N1 -179.7(4) .
C4 C5 C7 O4 -12.0(7) .
C6 C5 C7 O4 167.6(5) .
C4 C5 C7 O3 167.0(4) .
C6 C5 C7 O3 -13.4(6) .
N2 C8 C9 C10 1.5(8) .
C8 C9 C10 C11 -1.3(7) .
C9 C10 C11 C16 0.0(6) .
C9 C10 C11 C12 179.6(4) .
C16 C11 C12 N3 179.2(4) .
C10 C11 C12 N3 -0.4(7) .
C16 C11 C12 C13 -1.4(6) .
C10 C11 C12 C13 179.0(4) .
N3 C12 C13 C14 179.6(4) .
C11 C12 C13 C14 0.2(6) .
C12 C13 C14 C15 1.0(7) .
C13 C14 C15 C16 -0.9(7) .
C14 C15 C16 N2 179.6(4) .
C14 C15 C16 C11 -0.4(7) .
C10 C11 C16 N2 1.2(6) .
C12 C11 C16 N2 -178.4(4) .
C10 C11 C16 C15 -178.8(4) .
C12 C11 C16 C15 1.5(6) .
C5 C6 N1 C2 -0.2(6) .
C5 C6 N1 Cu1 -178.6(3) .
C3 C2 N1 C6 0.1(7) .
C1 C2 N1 C6 -177.5(4) .
C3 C2 N1 Cu1 178.8(4) .
C1 C2 N1 Cu1 1.2(5) .
O1 Cu1 N1 C6 -5.7(4) 2_666
O1 Cu1 N1 C6 174.3(4) .
N1 Cu1 N1 C6 -152(100) 2_666
O1 Cu1 N1 C2 175.8(3) 2_666
O1 Cu1 N1 C2 -4.2(3) .
N1 Cu1 N1 C2 30(100) 2_666
C9 C8 N2 C16 -0.3(7) .
C15 C16 N2 C8 179.0(4) .
C11 C16 N2 C8 -1.1(6) .
O2 C1 O1 Cu1 174.0(4) .
C2 C1 O1 Cu1 -8.1(5) .
O1 Cu1 O1 C1 -104(100) 2_666
N1 Cu1 O1 C1 -172.9(3) 2_666
N1 Cu1 O1 C1 7.1(3) .
