#------------------------------------------------------------------------------
#$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $
#$Revision: 25271 $
#$URL: svn://www.crystallography.net/cod/cif/2/2008498.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2008498
loop_
_publ_author_name
'Bu, W.'
'Ye, L.'
'Xu, Q.'
'Bu, X.'
'Yang, G.'
'Fan, Y.'
_publ_section_title
;
 Bis(\m-azido-\k<i>N</i>^1^:\k<i>N</i>^1^)bis{[2-(1,5-diazacyclooct-1-yl-\k^2^<i>N</i>,<i>N</i>'-methyl)phenolato-\k<i>O</i>]copper(II)}
;
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              IUC9900044
_journal_volume                  55
_journal_year                    1999
_chemical_formula_iupac          '[Cu2 (C13 H19 N2 O)2 (N3)2]'
_chemical_formula_moiety         'C26 H38 Cu2 N10 O2'
_chemical_formula_sum            'C26 H38 Cu2 N10 O2'
_chemical_formula_weight         649.74
_chemical_name_systematic
'Bis{[2-(1,5-diazacyclooctane)methyl phenol]copper}-di(\m-(end-on)azide)'
_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'
_cell_angle_alpha                90.00
_cell_angle_beta                 103.662(6)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.1864(6)
_cell_length_b                   18.141(2)
_cell_length_c                   9.3307(7)
_cell_measurement_reflns_used    35
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      12.49
_cell_measurement_theta_min      5.25
_cell_volume                     1346.5(2)
_computing_cell_refinement       XSCANS
_computing_data_collection       'XSCANS (Siemens, 1994a)'
_computing_data_reduction        XSCANS
_computing_molecular_graphics    'XP (Siemens, 1994b)'
_computing_publication_material  SHELXL93
_computing_structure_refinement  'SHELXL93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Siemens P4'
_diffrn_measurement_method       \w
_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  0.030
_diffrn_reflns_av_sigmaI/netI    0.0534
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            3766
_diffrn_reflns_theta_max         26.99
_diffrn_reflns_theta_min         2.80
_diffrn_standards_decay_%        2.1
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.63
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_correction_T_min  0.454
_exptl_absorpt_correction_type   'empirical via \y scans (Siemens, 1994a)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.603
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       bar
_exptl_crystal_F_000             676
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.689
_refine_diff_density_min         -0.332
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.002
_refine_ls_goodness_of_fit_obs   1.028
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_restrained_S_obs      1.028
_refine_ls_R_factor_all          0.051
_refine_ls_R_factor_obs          0.041
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_scheme
'calc w = 1/[\s^2^(Fo^2^)+(0.0564P)^2^+0.3041P] where P = (Fo^2^+2Fc^2^)/3'
_refine_ls_wR_factor_all         0.065
_refine_ls_wR_factor_obs         0.050
_reflns_number_observed          2121
_reflns_number_total             2933
_reflns_observed_criterion       I>2\s(I)
_[local]_cod_data_source_file    qb0072.cif
_[local]_cod_data_source_block   QB0073
_[local]_cod_cif_authors_sg_H-M  'P 21/c'
_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 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               2008498
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_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
Cu 0.0315(2) 0.0231(2) 0.0292(2) 0.0007(2) 0.0118(2) 0.0051(2)
O1 0.0362(14) 0.0272(12) 0.0309(12) 0.0040(10) 0.0112(10) 0.0038(9)
N1 0.0275(15) 0.0268(14) 0.0272(14) -0.0037(12) 0.0073(12) 0.0026(11)
N2 0.034(2) 0.0221(13) 0.0292(14) -0.0005(12) 0.0059(12) 0.0018(11)
N3 0.039(2) 0.0251(13) 0.0277(14) -0.0056(13) 0.0089(12) -0.0042(11)
N4 0.030(2) 0.0304(15) 0.0267(14) -0.0021(12) 0.0075(12) 0.0007(12)
N5 0.056(2) 0.038(2) 0.045(2) -0.004(2) 0.016(2) -0.0160(15)
C1 0.050(2) 0.020(2) 0.043(2) -0.002(2) 0.012(2) -0.001(2)
C2 0.049(2) 0.027(2) 0.046(2) -0.016(2) 0.008(2) -0.004(2)
C3 0.042(2) 0.031(2) 0.045(2) -0.011(2) 0.010(2) 0.009(2)
C4 0.036(2) 0.032(2) 0.036(2) 0.003(2) 0.003(2) 0.006(2)
C5 0.050(2) 0.043(2) 0.031(2) 0.008(2) 0.009(2) 0.013(2)
C6 0.041(2) 0.047(2) 0.026(2) 0.005(2) 0.009(2) 0.006(2)
C7 0.030(2) 0.042(2) 0.031(2) -0.004(2) 0.0094(15) 0.005(2)
C8 0.024(2) 0.038(2) 0.031(2) 0.0037(15) 0.0028(14) 0.0031(14)
C9 0.023(2) 0.032(2) 0.031(2) 0.0047(14) 0.0034(14) 0.0017(14)
C10 0.033(2) 0.033(2) 0.050(2) 0.005(2) 0.011(2) 0.001(2)
C11 0.039(2) 0.038(2) 0.062(3) 0.013(2) 0.010(2) -0.014(2)
C12 0.040(2) 0.057(3) 0.049(2) 0.016(2) 0.015(2) -0.014(2)
C13 0.034(2) 0.057(3) 0.038(2) 0.010(2) 0.015(2) 0.005(2)
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_occupancy
_atom_site_type_symbol
Cu 0.37671(5) 0.47262(2) 0.59373(4) 0.02715(14) Uani d 1 Cu
O1 0.2533(3) 0.56260(12) 0.5520(2) 0.0309(5) Uani d 1 O
N1 0.2312(3) 0.42677(14) 0.7241(3) 0.0270(6) Uani d 1 N
N2 0.5286(4) 0.38564(14) 0.6455(3) 0.0286(6) Uani d 1 N
HN2 0.61114 0.39124 0.59750 0.028 Uiso d 1 H
N3 0.3854(4) 0.46395(14) 0.3633(3) 0.0304(6) Uani d 1 N
N4 0.3767(3) 0.40788(15) 0.2936(3) 0.0288(6) Uani d 1 N
N5 0.3647(5) 0.3547(2) 0.2250(4) 0.0460(8) Uani d 1 N
C1 0.4438(5) 0.3138(2) 0.5950(4) 0.0376(8) Uani d 1 C
H1A 0.4831 0.2795 0.6685 0.043 Uiso d 1 H
H1B 0.4816 0.2966 0.5060 0.028 Uiso d 1 H
C2 0.2543(5) 0.3192(2) 0.5589(5) 0.0413(9) Uani d 1 C
H2A 0.2150 0.3435 0.4737 0.041 Uiso d 1 H
H2B 0.2087 0.2765 0.5353 0.054 Uiso d 1 H
C3 0.1729(5) 0.3501(2) 0.6751(5) 0.0392(9) Uani d 1 C
H3A 0.0376 0.3559 0.6351 0.052 Uiso d 1 H
H3B 0.1866 0.3220 0.7519 0.042 Uiso d 1 H
C4 0.6100(5) 0.3868(2) 0.8060(4) 0.0354(8) Uani d 1 C
H4A 0.6632 0.4320 0.8265 0.020 Uiso d 1 H
H4B 0.6971 0.3484 0.8237 0.037 Uiso d 1 H
C5 0.4878(5) 0.3746(2) 0.9029(4) 0.0415(9) Uani d 1 C
H5A 0.5526 0.3817 1.0100 0.057 Uiso d 1 H
H5B 0.4502 0.3215 0.8882 0.048 Uiso d 1 H
C6 0.3388(5) 0.4270(2) 0.8786(4) 0.0379(8) Uani d 1 C
H6A 0.3736 0.4772 0.9061 0.033 Uiso d 1 H
H6B 0.2650 0.4141 0.9437 0.049 Uiso d 1 H
C7 0.0795(4) 0.4739(2) 0.7188(4) 0.0339(8) Uani d 1 C
H7A 0.0087 0.4654 0.6160 0.036 Uiso d 1 H
H7B 0.0203 0.4497 0.7867 0.056 Uiso d 1 H
C8 0.1136(4) 0.5539(2) 0.7499(4) 0.0316(7) Uani d 1 C
C9 0.1955(4) 0.5948(2) 0.6581(4) 0.0294(7) Uani d 1 C
C10 0.2092(5) 0.6714(2) 0.6792(4) 0.0386(9) Uani d 1 C
H10 0.2682 0.6985 0.6272 0.047 Uiso d 1 H
C11 0.1464(5) 0.7057(2) 0.7876(5) 0.0468(10) Uani d 1 C
H11 0.1572 0.7568 0.7946 0.045 Uiso d 1 H
C12 0.0691(5) 0.6656(3) 0.8771(5) 0.0479(11) Uani d 1 C
H12 0.0333 0.6869 0.9437 0.040 Uiso d 1 H
C13 0.0534(5) 0.5904(2) 0.8573(4) 0.0418(9) Uani d 1 C
H13 -0.0073 0.5608 0.9036 0.052 Uiso d 1 H
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_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu N2 . 173.54(11) yes
O1 Cu N1 . 96.50(10) yes
N2 Cu N1 . 87.25(11) yes
O1 Cu N3 . 89.99(10) yes
N2 Cu N3 . 91.02(11) yes
N1 Cu N3 . 135.32(11) yes
O1 Cu N3 3_666 89.61(10) yes
N2 Cu N3 3_666 84.03(11) yes
N1 Cu N3 3_666 134.93(10) yes
N3 Cu N3 3_666 89.07(10) yes
C9 O1 Cu . 119.2(2) yes
C7 N1 C6 . 108.9(3) no
C7 N1 C3 . 108.4(3) no
C6 N1 C3 . 111.5(3) no
C7 N1 Cu . 109.8(2) yes
C6 N1 Cu . 106.0(2) yes
C3 N1 Cu . 112.2(2) yes
C4 N2 C1 . 113.1(3) no
C4 N2 Cu . 109.7(2) yes
C1 N2 Cu . 113.3(2) yes
N4 N3 Cu . 125.8(2) yes
N4 N3 Cu 3_666 118.4(2) yes
Cu N3 Cu 3_666 90.93(10) yes
N5 N4 N3 . 178.4(4) yes
N2 C1 C2 . 112.8(3) no
C3 C2 C1 . 117.9(3) no
N1 C3 C2 . 113.5(3) no
N2 C4 C5 . 113.4(3) no
C4 C5 C6 . 116.1(3) no
N1 C6 C5 . 114.2(3) no
C8 C7 N1 . 115.6(3) no
C13 C8 C9 . 119.1(3) no
C13 C8 C7 . 121.5(3) no
C9 C8 C7 . 119.1(3) no
O1 C9 C10 . 120.6(3) yes
O1 C9 C8 . 121.4(3) yes
C10 C9 C8 . 117.9(3) no
C11 C10 C9 . 121.1(4) no
C12 C11 C10 . 120.7(4) no
C11 C12 C13 . 119.1(4) no
C12 C13 C8 . 122.1(4) no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu O1 . 1.911(2) yes
Cu N2 . 1.996(3) yes
Cu N1 . 2.067(3) yes
Cu N3 . 2.174(3) yes
Cu N3 3_666 2.215(3) yes
O1 C9 . 1.328(4) no
N1 C7 . 1.499(4) no
N1 C6 . 1.501(4) no
N1 C3 . 1.506(4) no
N2 C4 . 1.489(4) no
N2 C1 . 1.499(4) no
N3 N4 . 1.200(4) yes
N3 Cu 3_666 2.215(3) yes
N4 N5 . 1.150(4) yes
C1 C2 . 1.511(6) no
C2 C3 . 1.509(6) no
C4 C5 . 1.515(5) no
C5 C6 . 1.520(5) no
C7 C8 . 1.492(5) no
C8 C13 . 1.386(5) no
C8 C9 . 1.417(5) no
C9 C10 . 1.404(5) no
C10 C11 . 1.386(5) no
C11 C12 . 1.370(6) no
C12 C13 . 1.379(6) no