#------------------------------------------------------------------------------
#$Date: 2016-03-26 20:53:06 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180453 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/22/7212226.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_7212226
loop_
_publ_author_name
'Garau, Federica'
'Monari, Magda'
'Pandolfo, Luciano'
'Pettinari, Claudio'
'Venzo, Alfonso'
_publ_section_title
;
 Crystal structure, supramolecular assembly and preliminary reactivity
 behaviour of new heteropolytopic ligands based on oxalate/malonate
 skeleton and azolate moieties
;
_journal_issue                   4
_journal_name_full               CrystEngComm
_journal_page_first              1217
_journal_paper_doi               10.1039/b922874h
_journal_volume                  12
_journal_year                    2010
_chemical_formula_sum            'C20 H26 Cu N8 O8'
_chemical_formula_weight         570.03
_chemical_name_systematic
;
?
;
_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                 98.0560(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.3247(4)
_cell_length_b                   15.4035(7)
_cell_length_c                   8.3413(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1313.48(10)
_computing_cell_refinement       SMART
_computing_data_collection       SMART
_computing_data_reduction        SAINT+
_computing_molecular_graphics    'SCHAKAL99 (Keller 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (Giacovazzo, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART Apex II CCD'
_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  0.0562
_diffrn_reflns_av_sigmaI/netI    0.0382
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            16930
_diffrn_reflns_theta_full        30.06
_diffrn_reflns_theta_max         30.06
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    0.890
_exptl_absorpt_correction_T_max  0.947
_exptl_absorpt_correction_T_min  0.868
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            0.30
_exptl_crystal_density_diffrn    1.441
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             590
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.17
_refine_diff_density_max         0.746
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.091
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     169
_refine_ls_number_reflns         3853
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.094
_refine_ls_R_factor_all          0.0787
_refine_ls_R_factor_gt           0.0534
_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)+(0.1015P)²+0.0647P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1567
_refine_ls_wR_factor_ref         0.1711
_reflns_number_gt                2640
_reflns_number_total             3853
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            b922874h.txt
_cod_data_source_block           comp(3)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7212226
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 0.5000 0.0000 0.5000 0.03870(17) Uani 1 2 d S
O1 O 0.64574(18) 0.11865(15) 0.5151(3) 0.0567(6) Uani 1 1 d .
N1 N 0.4432(2) 0.03772(17) 0.2711(3) 0.0442(5) Uani 1 1 d .
N4 N 0.2375(2) 0.06635(16) 0.5579(3) 0.0506(6) Uani 1 1 d D
H4N H 0.2007 0.0192 0.5198 0.061 Uiso 1 1 calc RD
N3 N 0.3666(2) 0.08188(15) 0.5721(3) 0.0435(5) Uani 1 1 d .
N2 N 0.5033(2) 0.10216(17) 0.2060(3) 0.0521(6) Uani 1 1 d D
H2N H 0.5692 0.1301 0.2552 0.063 Uiso 1 1 calc RD
O2 O 0.8575(2) 0.08828(16) 0.5872(4) 0.0756(8) Uani 1 1 d .
C1 C 0.7606(3) 0.1370(2) 0.5710(4) 0.0524(7) Uani 1 1 d .
C8 C 0.3826(3) 0.15988(19) 0.6342(4) 0.0530(7) Uani 1 1 d .
H8 H 0.4630 0.1878 0.6571 0.064 Uiso 1 1 calc R
C10 C 0.1738(3) 0.1336(2) 0.6105(4) 0.0583(8) Uani 1 1 d .
H10 H 0.0841 0.1375 0.6121 0.070 Uiso 1 1 calc R
C9 C 0.2642(3) 0.1955(2) 0.6614(4) 0.0624(8) Uani 1 1 d .
H9 H 0.2499 0.2497 0.7048 0.075 Uiso 1 1 calc R
C5 C 0.4481(4) 0.1182(2) 0.0535(4) 0.0633(9) Uani 1 1 d .
H5 H 0.4735 0.1608 -0.0146 0.076 Uiso 1 1 calc R
C6 C 0.3500(4) 0.0616(2) 0.0172(4) 0.0660(9) Uani 1 1 d .
H6 H 0.2948 0.0561 -0.0804 0.079 Uiso 1 1 calc R
C7 C 0.3485(4) 0.0128(2) 0.1572(5) 0.0627(9) Uani 1 1 d .
H7 H 0.2890 -0.0313 0.1690 0.075 Uiso 1 1 calc R
C2 C 0.7820(3) 0.2283(2) 0.6363(5) 0.0703(10) Uani 1 1 d .
O3 O 0.7040(3) 0.2649(2) 0.7051(6) 0.1367(17) Uani 1 1 d .
O4 O 0.8901(3) 0.26240(19) 0.6088(5) 0.1143(13) Uani 1 1 d D
C3 C 0.9176(8) 0.3476(4) 0.6858(11) 0.186(4) Uani 1 1 d D
H3A H 0.8366 0.3791 0.6882 0.223 Uiso 1 1 calc R
H3B H 0.9599 0.3401 0.7963 0.223 Uiso 1 1 calc R
C4 C 0.9973(8) 0.3929(5) 0.5991(13) 0.227(5) Uani 1 1 d D
H4A H 1.0162 0.4487 0.6482 0.341 Uiso 1 1 calc R
H4B H 0.9546 0.4005 0.4902 0.341 Uiso 1 1 calc R
H4C H 1.0774 0.3614 0.5977 0.341 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'
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
N1 Cu1 N1 180.0 3_656 .
N1 Cu1 N3 88.96(9) 3_656 3_656
N1 Cu1 N3 91.04(9) . 3_656
N1 Cu1 N3 91.04(9) 3_656 .
N1 Cu1 N3 88.96(9) . .
N3 Cu1 N3 180.00(12) 3_656 .
N1 Cu1 O1 94.27(9) 3_656 .
N1 Cu1 O1 85.73(9) . .
N3 Cu1 O1 92.46(8) 3_656 .
N3 Cu1 O1 87.54(8) . .
N1 Cu1 O1 85.73(9) 3_656 3_656
N1 Cu1 O1 94.27(9) . 3_656
N3 Cu1 O1 87.54(8) 3_656 3_656
N3 Cu1 O1 92.46(8) . 3_656
O1 Cu1 O1 180.00(13) . 3_656
C1 O1 Cu1 139.7(2) . .
C7 N1 N2 105.3(3) . .
C7 N1 Cu1 133.6(2) . .
N2 N1 Cu1 121.08(19) . .
C10 N4 N3 111.2(3) . .
C8 N3 N4 105.5(2) . .
C8 N3 Cu1 129.52(19) . .
N4 N3 Cu1 124.89(19) . .
N1 N2 C5 111.4(3) . .
O2 C1 O1 127.9(3) . .
O2 C1 C2 116.5(3) . .
O1 C1 C2 115.4(3) . .
N3 C8 C9 111.2(3) . .
N4 C10 C9 107.3(3) . .
C10 C9 C8 104.8(3) . .
C6 C5 N2 107.6(3) . .
C5 C6 C7 105.0(3) . .
N1 C7 C6 110.6(3) . .
O3 C2 O4 123.8(3) . .
O3 C2 C1 122.5(3) . .
O4 C2 C1 113.8(3) . .
C2 O4 C3 114.0(4) . .
C4 C3 O4 108.6(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.003(2) 3_656
Cu1 N1 2.003(2) .
Cu1 N3 2.021(2) 3_656
Cu1 N3 2.021(2) .
Cu1 O1 2.359(2) .
Cu1 O1 2.359(2) 3_656
O1 C1 1.244(3) .
N1 C7 1.322(4) .
N1 N2 1.327(3) .
N4 C10 1.334(4) .
N4 N3 1.343(3) .
N3 C8 1.310(4) .
N2 C5 1.341(4) .
O2 C1 1.243(4) .
C1 C2 1.513(5) .
C8 C9 1.387(4) .
C10 C9 1.360(5) .
C5 C6 1.339(5) .
C6 C7 1.391(5) .
C2 O3 1.194(4) .
C2 O4 1.283(4) .
O4 C3 1.471(6) .
C3 C4 1.362(8) .
