#------------------------------------------------------------------------------
#$Date: 2025-08-21 13:25:49 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301846 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/90/7009031.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_7009031
loop_
_publ_author_name
'Palaniandavar, Mallayan'
'Mahadevan, Sethuraman'
'Köckerling, Martin'
'Henkel, Gerald'
_publ_section_title
;
 The structural pathways of (dipicolylamine)dinitratocopper(II): an
 example of the uncommon see-saw stereochemistry
;
_journal_issue                   7
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              1151
_journal_paper_doi               10.1039/a908185b
_journal_year                    2000
_chemical_formula_moiety         'C12 H13 Cu  N5 O6'
_chemical_formula_sum            'C12 H13 Cu N5 O6'
_chemical_formula_weight         386.810
_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_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             may-15-1999
_audit_creation_method           'ct.exe (M. Köckerling, 1996)'
_cell_angle_alpha                90
_cell_angle_beta                 103.18(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   14.852(3)
_cell_length_b                   8.050(2)
_cell_length_c                   25.395(5)
_cell_measurement_reflns_used    41
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      20.0
_cell_measurement_theta_min      3.1
_cell_volume                     2956.2(12)
_computing_data_collection       'Siemens XSCANS 2.1'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_structure_solution    'Siemens SHELXTL'
_diffrn_measurement_device_type  'Siemens P4-diffractometer'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0487
_diffrn_reflns_limit_h_max       1
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            4089
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.82
_exptl_absorpt_coefficient_mu    1.52
_exptl_absorpt_correction_T_max  0.806
_exptl_absorpt_correction_T_min  0.768
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            'dark blue'
_exptl_crystal_density_diffrn    1.738
_exptl_crystal_description       'dark blue block'
_exptl_crystal_F_000             1576
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.43
_exptl_crystal_size_min          0.40
_refine_diff_density_max         1.15
_refine_diff_density_min         -1.1
_refine_ls_extinction_coef       0.00002(4)
_refine_ls_extinction_expression 'Siemens ShelxlTL'
_refine_ls_extinction_method     'Siemens SHELXTL'
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2278
_refine_ls_R_factor_obs          0.0573
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details     'w=1/[σ²(Fo)+(0.02 Fo)²]'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_obs         0.0613
_reflns_number_gt                2335
_reflns_number_total             3195
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            a908185b.txt
_cod_data_source_block           Cu-dipica-NO3
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w=1/[\s^2^(Fo)+(0.02
Fo)^2^]' was changed to 'calc'. New tag
'_refine_ls_weighting_details' was created. The value of the new tag
was set to 'w=1/[\s^2^(Fo)+(0.02 Fo)^2^]'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        2956(1)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C12 H13 Cu  N5 O6'
_cod_database_code               7009031
#BEGIN Tags that were not found in dictionaries:
_refine_ls_number_parameter      221
#END Tags that were not found in dictionaries
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_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
Cu1 0.39748(4) 0.19105(8) 0.37307(2) 0.0440(2)
N1 0.4809(3) 0.0531(5) 0.3415(2) 0.043(1)
N2 0.2990(3) 0.2720(5) 0.4070(2) 0.046(1)
N3 0.3304(5) -0.0210(7) 0.3719(4) 0.132(4)
N4 0.3432(3) 0.3712(7) 0.2718(2) 0.059(2)
N5 0.5408(4) 0.2756(7) 0.4630(2) 0.069(2)
O1 0.5072(3) 0.3443(6) 0.4181(2) 0.081(2)
O2 0.5038(4) 0.1523(7) 0.4737(2) 0.106(3)
O3 0.6117(4) 0.3262(8) 0.4925(2) 0.128(3)
O4 0.3966(3) 0.3949(5) 0.3184(2) 0.070(2)
O5 0.3515(4) 0.4584(7) 0.2342(2) 0.103(2)
O6 0.2876(3) 0.2565(7) 0.2666(2) 0.091(2)
C1 0.5537(3) 0.1063(8) 0.3225(2) 0.052(2)
C2 0.6103(4) -0.0011(8) 0.3042(2) 0.055(2)
C3 0.5921(4) -0.1693(8) 0.3032(2) 0.058(2)
C4 0.5166(4) -0.2262(7) 0.3216(2) 0.052(2)
C5 0.4629(3) -0.1113(7) 0.3406(2) 0.044(2)
C6 0.3804(4) -0.1609(7) 0.3618(2) 0.056(2)
C7 0.2598(4) -0.0181(7) 0.4004(2) 0.052(2)
C8 0.2387(3) 0.1548(7) 0.4151(2) 0.046(2)
C9 0.1641(3) 0.1952(8) 0.4366(2) 0.056(2)
C10 0.1518(4) 0.3581(8) 0.4506(2) 0.058(2)
C11 0.2144(4) 0.4761(8) 0.4430(2) 0.063(2)
C12 0.2867(4) 0.4286(7) 0.4209(2) 0.055(2)
H3B 0.28982 -0.01204 0.33526 0.09(1)
H1A 0.56556 0.22346 0.32197 0.090(10)
H2A 0.66254 0.04021 0.29184 0.09(1)
H3A 0.63165 -0.24583 0.29018 0.09(1)
H4A 0.50198 -0.34243 0.32111 0.09(1)
H6A 0.34258 -0.23639 0.3369 0.090(10)
H6B 0.40043 -0.21675 0.39583 0.090(10)
H7A 0.28272 -0.08064 0.43285 0.090(10)
H7B 0.20417 -0.07041 0.38069 0.090(10)
H9A 0.12155 0.11049 0.44186 0.09(1)
H10A 0.09993 0.38787 0.46533 0.09(1)
H11A 0.20744 0.58958 0.45298 0.09(1)
H12A 0.33029 0.51086 0.41513 0.09(1)
loop_
_atom_type_symbol
_atom_type_description
C C
H H
N N
O O
Cu Cu
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
N1 Cu1 N2 164.8(2)
N1 Cu1 N3 82.4(3)
N2 Cu1 N3 82.5(3)
N1 Cu1 O1 94.0(2)
N2 Cu1 O1 97.2(2)
N3 Cu1 O1 145.3(3)
N1 Cu1 O4 94.6(2)
N2 Cu1 O4 97.7(2)
N3 Cu1 O4 136.3(3)
O1 Cu1 O4 78.4(2)
Cu1 N1 C1 126.7(4)
Cu1 N1 C5 114.9(3)
C1 N1 C5 118.4(5)
Cu1 N2 C8 114.8(3)
Cu1 N2 C12 126.0(4)
C12 N2 C8 119.1(5)
Cu1 N3 C6 114.3(5)
Cu1 N3 C7 114.4(4)
C6 N3 C7 126.6(6)
O4 N4 O5 119.2(5)
O4 N4 O6 118.2(5)
O5 N4 O6 122.5(5)
O1 N5 O2 117.5(5)
O1 N5 O3 121.3(6)
O2 N5 O3 121.0(6)
Cu1 O1 N5 108.9(4)
Cu1 O4 N4 113.3(3)
N1 C1 C2 121.9(5)
C1 C2 C3 119.8(5)
C2 C3 C4 119.2(5)
C3 C4 C5 118.3(5)
N1 C5 C4 122.4(5)
N1 C5 C6 115.4(4)
C4 C5 C6 122.2(5)
N3 C6 C5 111.2(5)
N3 C7 C8 111.6(5)
N2 C8 C7 115.5(5)
N2 C8 C9 121.0(5)
C7 C8 C9 123.5(5)
C10 C9 C8 119.4(5)
C11 C10 C9 119.1(6)
C12 C11 C10 118.9(6)
N2 C12 C11 122.5(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu1 N1 1.965(4)
Cu1 N2 1.970(5)
Cu1 N3 1.973(6)
Cu1 O1 2.153(4)
Cu1 O4 2.148(4)
N1 C1 1.351(7)
N1 C5 1.350(7)
N2 C8 1.348(7)
N2 C12 1.333(7)
N3 C6 1.404(8)
N3 C7 1.40(1)
N4 O4 1.279(6)
N4 O5 1.213(8)
N4 O6 1.226(7)
N5 O1 1.262(7)
N5 O2 1.196(8)
N5 O3 1.216(8)
C1 C2 1.360(8)
C2 C3 1.380(9)
C3 C4 1.387(8)
C4 C5 1.380(8)
C5 C6 1.500(8)
C7 C8 1.492(8)
C8 C9 1.382(8)
C10 C9 1.382(9)
C11 C10 1.374(9)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139153520
