#------------------------------------------------------------------------------
#$Date: 2019-11-23 00:44:38 +0200 (Sat, 23 Nov 2019) $
#$Revision: 231690 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/62/4346249.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_4346249
loop_
_publ_author_name
'Dolai, Malay'
'Biswas, Surajit'
'Escuer, Albert'
'Ali, Mahammad'
_publ_section_title
;
 Mn(II)- and Co(II)-Catalyzed Transformation of 2-Cyanopyrimidine to
 Methylimidate by Sodium Azide: Isolation, Structural Characterization,
 and Magnetic Studies on 2D Mn(II)- and Cu(II)-Complexes.
;
_journal_issue                   14
_journal_name_full               'Inorganic chemistry'
_journal_page_first              7030
_journal_page_last               7037
_journal_paper_doi               10.1021/acs.inorgchem.5b01061
_journal_volume                  54
_journal_year                    2015
_chemical_formula_moiety         'C10 H6 Cu N12'
_chemical_formula_sum            'C10 H6 Cu N12'
_chemical_formula_weight         357.82
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.2412(9)
_cell_length_b                   9.5237(11)
_cell_length_c                   17.800(2)
_cell_measurement_reflns_used    19824
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      32.13
_cell_measurement_theta_min      2.29
_cell_volume                     1397.1(3)
_computing_cell_refinement       'BRUKER SMART APEX II CCD'
_computing_data_collection       'BRUKER SMART APEX II CCD'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    'Diamond 3.0'
_computing_publication_material  'WINGX V1.80.01'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'BRUKER SMART APEX-II CCD'
_diffrn_measurement_method       n/a
_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  0.0242
_diffrn_reflns_av_sigmaI/netI    0.0179
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            19824
_diffrn_reflns_theta_full        32.13
_diffrn_reflns_theta_max         32.13
_diffrn_reflns_theta_min         2.29
_exptl_absorpt_coefficient_mu    1.584
_exptl_absorpt_correction_T_max  0.789
_exptl_absorpt_correction_T_min  0.736
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             716.0
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.798
_refine_diff_density_min         -0.475
_refine_diff_density_rms         0.216
_refine_ls_extinction_coef       0.023(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.992
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     119
_refine_ls_number_reflns         2453
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.992
_refine_ls_R_factor_all          0.0610
_refine_ls_R_factor_gt           0.0372
_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1305
_refine_ls_wR_factor_ref         0.1781
_reflns_number_gt                1658
_reflns_number_total             2453
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b01061_si_003.cif
_cod_data_source_block           2a
_cod_depositor_comments
;
The following automatic conversions were performed:

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

data item '_symmetry_cell_setting' value 'Orthorhombic' was changed
to 'orthorhombic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/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_database_code               4346249
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
'-x+1/2, -y, z+1/2'
'-x, -y, -z'
'-x-1/2, y-1/2, z'
'x, -y-1/2, z-1/2'
'x-1/2, y, -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
N2 N 0.0034(2) 0.1911(3) 0.21193(11) 0.0478(5) Uani 1 1 d .
N1 N 0.0537(2) 0.02986(15) 0.11300(8) 0.0294(3) Uani 1 1 d .
Cu1 Cu 0.0000 0.0000 0.0000 0.0275(2) Uani 1 2 d S
C5 C -0.1154(2) 0.22208(18) 0.08877(9) 0.0314(4) Uani 1 1 d .
C4 C -0.01398(19) 0.1462(2) 0.14239(11) 0.0306(4) Uani 1 1 d .
C1 C 0.1690(3) -0.0100(2) 0.23225(15) 0.0472(6) Uani 1 1 d .
N5 N -0.2745(2) 0.35535(18) 0.02977(10) 0.0413(4) Uani 1 1 d .
C2 C 0.1457(3) -0.0474(2) 0.15885(11) 0.0402(5) Uani 1 1 d .
N3 N -0.12603(18) 0.17299(15) 0.01882(9) 0.0301(3) Uani 1 1 d .
N4 N -0.2263(2) 0.25845(16) -0.01792(12) 0.0372(4) Uani 1 1 d .
N6 N -0.2073(2) 0.33569(18) 0.09806(9) 0.0425(5) Uani 1 1 d .
C3 C 0.0957(3) 0.1110(3) 0.25660(12) 0.0502(6) Uani 1 1 d .
H1 H 0.232(4) -0.061(5) 0.2641(16) 0.073(8) Uiso 1 1 d .
H3 H 0.123(3) 0.145(3) 0.3066(19) 0.073(9) Uiso 1 1 d .
H2 H 0.190(3) -0.125(3) 0.1379(17) 0.056(7) Uiso 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
N2 0.0560(12) 0.0553(13) 0.0322(9) -0.0123(9) -0.0092(6) 0.0129(8)
N1 0.0355(7) 0.0250(6) 0.0279(8) 0.0019(6) -0.0015(6) -0.0001(6)
Cu1 0.0364(3) 0.0230(3) 0.0230(3) -0.00217(9) -0.00432(9) 0.00612(10)
C5 0.0338(8) 0.0308(8) 0.0297(8) -0.0057(6) -0.0020(6) 0.0041(6)
C4 0.0324(8) 0.0303(9) 0.0291(10) -0.0036(7) -0.0014(6) 0.0007(6)
C1 0.0584(14) 0.0464(12) 0.0370(12) 0.0081(8) -0.0127(10) -0.0003(9)
N5 0.0478(10) 0.0404(9) 0.0357(9) -0.0068(7) -0.0074(7) 0.0160(7)
C2 0.0536(11) 0.0307(9) 0.0364(10) 0.0039(8) -0.0107(8) 0.0036(8)
N3 0.0356(7) 0.0262(7) 0.0287(7) -0.0027(6) -0.0052(6) 0.0050(6)
N4 0.0443(9) 0.0333(9) 0.0339(8) -0.0033(6) -0.0085(7) 0.0134(7)
N6 0.0492(10) 0.0421(10) 0.0362(9) -0.0098(7) -0.0066(6) 0.0147(7)
C3 0.0629(13) 0.0571(13) 0.0305(10) -0.0040(9) -0.0123(9) 0.0037(10)
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
C4 N2 C3 115.7(2) . .
C2 N1 C4 116.83(17) . .
C2 N1 Cu1 129.55(14) . .
C4 N1 Cu1 113.61(12) . .
N3 Cu1 N3 180.0 . 5
N3 Cu1 N1 99.57(6) . 5
N3 Cu1 N1 80.43(6) 5 5
N3 Cu1 N1 80.43(6) . .
N3 Cu1 N1 99.57(6) 5 .
N1 Cu1 N1 180.0 5 .
N3 Cu1 N5 88.02(6) . 2
N3 Cu1 N5 91.98(6) 5 2
N1 Cu1 N5 91.71(6) 5 2
N1 Cu1 N5 88.29(6) . 2
N3 Cu1 N5 91.98(6) . 6
N3 Cu1 N5 88.02(6) 5 6
N1 Cu1 N5 88.29(6) 5 6
N1 Cu1 N5 91.71(6) . 6
N5 Cu1 N5 180.00(11) 2 6
N6 C5 N3 111.34(16) . .
N6 C5 C4 130.31(16) . .
N3 C5 C4 118.33(15) . .
N2 C4 N1 126.00(19) . .
N2 C4 C5 121.02(18) . .
N1 C4 C5 112.98(16) . .
C2 C1 C3 117.3(2) . .
C2 C1 H1 123(2) . .
C3 C1 H1 120(2) . .
N4 N5 N6 111.11(15) . .
N4 N5 Cu1 119.99(12) . 2_455
N6 N5 Cu1 127.11(12) . 2_455
N1 C2 C1 121.3(2) . .
N1 C2 H2 115.3(19) . .
C1 C2 H2 123.4(19) . .
N4 N3 C5 106.57(15) . .
N4 N3 Cu1 138.81(13) . .
C5 N3 Cu1 114.60(11) . .
N5 N4 N3 107.42(17) . .
C5 N6 N5 103.56(15) . .
N2 C3 C1 122.8(2) . .
N2 C3 H3 118.7(17) . .
C1 C3 H3 118.1(17) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N2 C4 1.318(3) .
N2 C3 1.339(3) .
N1 C2 1.335(2) .
N1 C4 1.346(2) .
N1 Cu1 2.0790(15) .
Cu1 N3 1.9761(14) .
Cu1 N3 1.9761(14) 5
Cu1 N1 2.0790(15) 5
Cu1 N5 2.3730(15) 2
Cu1 N5 2.3730(15) 6
C5 N6 1.331(2) .
C5 N3 1.333(2) .
C5 C4 1.460(3) .
C1 C2 1.368(3) .
C1 C3 1.372(3) .
C1 H1 0.91(3) .
N5 N4 1.315(2) .
N5 N6 1.349(2) .
N5 Cu1 2.3730(15) 2_455
C2 H2 0.91(3) .
N3 N4 1.331(2) .
C3 H3 0.97(3) .
