#------------------------------------------------------------------------------
#$Date: 2019-09-23 15:24:57 +0300 (Mon, 23 Sep 2019) $
#$Revision: 218753 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/04/7220473.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_7220473
loop_
_publ_author_name
'Pal, Pampi'
'Konar, Saugata'
'El Fallah, Mohamed Salah'
'Das, Kinsuk'
'Bauzá, Antonio'
'Frontera, Antonio'
'Mukhopadhyay, Subrata'
_publ_section_title
;
 Synthesis, crystal structures, magnetic properties and DFT calculations
 of nitrate and oxalate complexes with 3,5
 dimethyl-1-(2'-pyridyl)-pyrazole-Cu(II)
;
_journal_coden_ASTM              RSCACL
_journal_issue                   56
_journal_name_full               'RSC Advances'
_journal_page_first              45082
_journal_page_last               45091
_journal_paper_doi               10.1039/c5ra04241k
_journal_volume                  5
_journal_year                    2015
_chemical_formula_moiety         '2(C12 H11 Cu1 N3 O4), H2 O'
_chemical_formula_sum            'C24 H24 Cu2 N6 O9'
_chemical_formula_weight         667.59
_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
_audit_update_record
;
2015-05-11 deposited with the CCDC.
2015-05-12 downloaded from the CCDC.
;
_cell_angle_alpha                90.000
_cell_angle_beta                 112.363(5)
_cell_angle_gamma                90.000
_cell_formula_units_Z            4
_cell_length_a                   20.402(5)
_cell_length_b                   7.233(5)
_cell_length_c                   18.215(5)
_cell_measurement_reflns_used    2754
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      0.808
_cell_volume                     2485.8(19)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0244
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            7801
_diffrn_reflns_theta_full        28.30
_diffrn_reflns_theta_max         28.30
_diffrn_reflns_theta_min         2.16
_exptl_absorpt_coefficient_mu    1.780
_exptl_absorpt_correction_T_max  0.8707
_exptl_absorpt_correction_T_min  0.8148
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.784
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       none
_exptl_crystal_F_000             1360
_exptl_crystal_size_max          0.034
_exptl_crystal_size_mid          0.024
_exptl_crystal_size_min          0.018
_refine_diff_density_max         0.811
_refine_diff_density_min         -0.817
_refine_diff_density_rms         0.105
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     191
_refine_ls_number_reflns         3077
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0406
_refine_ls_R_factor_gt           0.0361
_refine_ls_shift/su_max          0.012
_refine_ls_shift/su_mean         0.009
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0493P)²+6.5150P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0919
_refine_ls_wR_factor_ref         0.0941
_reflns_number_gt                2754
_reflns_number_total             3077
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c5ra04241k2.cif
_cod_data_source_block           8novc
_cod_depositor_comments
;
The following automatic conversions were performed:
'__refine_special_details' tag replaced with
'_refine_special_details' tag.

Automatic conversion script
Id: cif_correct_tags 3376 2015-05-07 07:48:27Z andrius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Updated bibliographic information.

 Antanas Vaitkus,
 2019-09-23
;
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7220473
_diffrn_reflns_av_unet/neti      0.0285
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_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 0.727515(13) 0.09373(4) 0.633084(15) 0.01082(11) Uani 1 1 d .
O1 O 0.81878(9) 0.3242(2) 0.84234(10) 0.0163(3) Uani 1 1 d .
O2 O 0.73495(8) 0.2296(2) 0.72845(10) 0.0153(3) Uani 1 1 d .
O3 O 0.91510(9) 0.1151(3) 0.80281(10) 0.0191(4) Uani 1 1 d .
O4 O 0.82796(8) 0.0562(2) 0.68623(10) 0.0153(3) Uani 1 1 d .
O5 O 1.0000 -0.1286(4) 0.7500 0.0380(8) Uani 1 2 d S
N1 N 0.62716(10) 0.1665(3) 0.57379(11) 0.0117(4) Uani 1 1 d .
N2 N 0.65211(10) 0.0693(3) 0.46695(11) 0.0131(4) Uani 1 1 d .
N3 N 0.71955(10) 0.0406(3) 0.52293(11) 0.0122(4) Uani 1 1 d .
C1 C 0.58417(12) 0.2353(3) 0.60795(14) 0.0151(5) Uani 1 1 d .
H1 H 0.6022 0.2536 0.6626 0.018 Uiso 1 1 calc R
C2 C 0.51426(12) 0.2794(3) 0.56433(15) 0.0172(5) Uani 1 1 d .
H2 H 0.4854 0.3260 0.5890 0.021 Uiso 1 1 calc R
C3 C 0.48797(12) 0.2524(3) 0.48262(15) 0.0168(5) Uani 1 1 d .
H3 H 0.4411 0.2818 0.4519 0.020 Uiso 1 1 calc R
C4 C 0.53174(12) 0.1817(3) 0.44720(14) 0.0166(5) Uani 1 1 d .
H4 H 0.5149 0.1630 0.3926 0.020 Uiso 1 1 calc R
C5 C 0.60122(12) 0.1395(3) 0.49497(13) 0.0126(4) Uani 1 1 d .
C6 C 0.75805(12) -0.0203(3) 0.48291(14) 0.0142(4) Uani 1 1 d .
C7 C 0.71567(13) -0.0305(3) 0.40160(14) 0.0176(5) Uani 1 1 d .
H7 H 0.7302 -0.0685 0.3614 0.021 Uiso 1 1 calc R
C8 C 0.64914(13) 0.0257(3) 0.39251(14) 0.0156(5) Uani 1 1 d .
C9 C 0.58441(14) 0.0324(4) 0.31782(14) 0.0206(5) Uani 1 1 d .
H9A H 0.5451 0.0776 0.3294 0.031 Uiso 1 1 calc R
H9B H 0.5738 -0.0895 0.2956 0.031 Uiso 1 1 calc R
H9C H 0.5926 0.1135 0.2805 0.031 Uiso 1 1 calc R
C10 C 0.83442(13) -0.0695(3) 0.52295(15) 0.0176(5) Uani 1 1 d .
H10A H 0.8494 -0.0487 0.5790 0.026 Uiso 1 1 calc R
H10B H 0.8621 0.0059 0.5022 0.026 Uiso 1 1 calc R
H10C H 0.8410 -0.1974 0.5135 0.026 Uiso 1 1 calc R
C11 C 0.85340(12) 0.1269(3) 0.75611(14) 0.0132(4) Uani 1 1 d .
C12 C 0.79857(12) 0.2381(3) 0.77908(13) 0.0123(4) Uani 1 1 d .
H1W1 H 0.975(2) -0.052(5) 0.760(2) 0.042(11) Uiso 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_3
O4 Cu1 O2 85.18(7) .
O4 Cu1 N3 98.22(7) .
O2 Cu1 N3 160.90(8) .
O4 Cu1 N1 172.06(8) .
O2 Cu1 N1 93.75(7) .
N3 Cu1 N1 80.27(8) .
O4 Cu1 O1 102.81(7) 4_646
O2 Cu1 O1 98.82(8) 4_646
N3 Cu1 O1 98.72(7) 4_646
N1 Cu1 O1 85.13(7) 4_646
C12 O1 Cu1 126.68(15) 4_656
C12 O2 Cu1 112.40(14) .
C11 O4 Cu1 113.21(14) .
C5 N1 C1 119.1(2) .
C5 N1 Cu1 116.62(15) .
C1 N1 Cu1 124.26(16) .
C8 N2 N3 110.63(19) .
C8 N2 C5 132.6(2) .
N3 N2 C5 116.71(18) .
C6 N3 N2 105.93(18) .
C6 N3 Cu1 140.96(16) .
N2 N3 Cu1 113.08(14) .
N1 C1 C2 122.0(2) .
C1 C2 C3 118.5(2) .
C4 C3 C2 119.8(2) .
C3 C4 C5 118.4(2) .
N1 C5 C4 122.2(2) .
N1 C5 N2 113.17(19) .
C4 C5 N2 124.6(2) .
N3 C6 C7 109.8(2) .
N3 C6 C10 122.3(2) .
C7 C6 C10 127.8(2) .
C8 C7 C6 107.3(2) .
C7 C8 N2 106.3(2) .
C7 C8 C9 127.9(2) .
N2 C8 C9 125.8(2) .
O3 C11 O4 125.6(2) .
O3 C11 C12 120.1(2) .
O4 C11 C12 114.27(19) .
O1 C12 O2 125.9(2) .
O1 C12 C11 119.5(2) .
O2 C12 C11 114.68(19) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O4 1.9238(17) .
Cu1 O2 1.9509(17) .
Cu1 N3 1.988(2) .
Cu1 N1 1.9882(19) .
Cu1 O1 2.283(2) 4_646
O1 C12 1.235(3) .
O1 Cu1 2.283(2) 4_656
O2 C12 1.276(3) .
O3 C11 1.225(3) .
O4 C11 1.284(3) .
N1 C5 1.342(3) .
N1 C1 1.349(3) .
N2 C8 1.371(3) .
N2 N3 1.381(3) .
N2 C5 1.414(3) .
N3 C6 1.334(3) .
C1 C2 1.380(3) .
C2 C3 1.391(3) .
C3 C4 1.383(4) .
C4 C5 1.386(3) .
C6 C7 1.404(3) .
C6 C10 1.490(3) .
C7 C8 1.365(3) .
C8 C9 1.493(3) .
C11 C12 1.559(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
_geom_torsion_site_symmetry_1
O4 Cu1 O2 C12 1.95(16) .
N3 Cu1 O2 C12 -99.3(3) .
N1 Cu1 O2 C12 -170.15(16) .
O1 Cu1 O2 C12 104.20(16) 4_646
O2 Cu1 O4 C11 1.59(16) .
N3 Cu1 O4 C11 162.67(16) .
O1 Cu1 O4 C11 -96.38(17) 4_646
O4 Cu1 N1 C5 83.0(6) .
O2 Cu1 N1 C5 165.05(17) .
N3 Cu1 N1 C5 3.33(17) .
O1 Cu1 N1 C5 -96.40(17) 4_646
O4 Cu1 N1 C1 -98.8(5) .
O2 Cu1 N1 C1 -16.8(2) .
N3 Cu1 N1 C1 -178.5(2) .
O1 Cu1 N1 C1 81.78(19) 4_646
C8 N2 N3 C6 0.1(3) .
C5 N2 N3 C6 -178.41(19) .
C8 N2 N3 Cu1 -178.31(15) .
C5 N2 N3 Cu1 3.2(2) .
O4 Cu1 N3 C6 6.9(3) .
O2 Cu1 N3 C6 106.0(3) .
N1 Cu1 N3 C6 179.0(3) .
O1 Cu1 N3 C6 -97.5(3) 4_646
O4 Cu1 N3 N2 -175.50(15) .
O2 Cu1 N3 N2 -76.4(3) .
N1 Cu1 N3 N2 -3.40(15) .
O1 Cu1 N3 N2 80.09(15) 4_646
C5 N1 C1 C2 -0.2(4) .
Cu1 N1 C1 C2 -178.31(18) .
N1 C1 C2 C3 -0.4(4) .
C1 C2 C3 C4 0.4(4) .
C2 C3 C4 C5 0.0(4) .
C1 N1 C5 C4 0.6(3) .
Cu1 N1 C5 C4 178.93(18) .
C1 N1 C5 N2 179.2(2) .
Cu1 N1 C5 N2 -2.5(3) .
C3 C4 C5 N1 -0.6(4) .
C3 C4 C5 N2 -179.0(2) .
C8 N2 C5 N1 -178.6(2) .
N3 N2 C5 N1 -0.5(3) .
C8 N2 C5 C4 -0.1(4) .
N3 N2 C5 C4 178.0(2) .
N2 N3 C6 C7 0.1(3) .
Cu1 N3 C6 C7 177.77(19) .
N2 N3 C6 C10 -179.3(2) .
Cu1 N3 C6 C10 -1.6(4) .
N3 C6 C7 C8 -0.2(3) .
C10 C6 C7 C8 179.1(2) .
C6 C7 C8 N2 0.3(3) .
C6 C7 C8 C9 -177.4(2) .
N3 N2 C8 C7 -0.3(3) .
C5 N2 C8 C7 177.9(2) .
N3 N2 C8 C9 177.5(2) .
C5 N2 C8 C9 -4.3(4) .
Cu1 O4 C11 O3 176.9(2) .
Cu1 O4 C11 C12 -4.2(2) .
Cu1 O1 C12 O2 -32.2(3) 4_656
Cu1 O1 C12 C11 147.99(16) 4_656
Cu1 O2 C12 O1 175.68(19) .
Cu1 O2 C12 C11 -4.5(2) .
O3 C11 C12 O1 4.8(3) .
O4 C11 C12 O1 -174.2(2) .
O3 C11 C12 O2 -175.0(2) .
O4 C11 C12 O2 6.0(3) .
