#------------------------------------------------------------------------------
#$Date: 2016-02-21 02:03:34 +0200 (Sun, 21 Feb 2016) $
#$Revision: 176798 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/87/2238787.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_2238787
loop_
_publ_author_name
'Bruda, Sandra'
'Turnbull, Mark M.'
'Wikaira, Jan L.'
_publ_section_title
;
 Aqua(azido)[N-(pyridin-2-ylcarbonyl)pyridine-2-carboxamido-κ³N,N',N'']copper(II)
;
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m598
_journal_page_last               m599
_journal_paper_doi               10.1107/S1600536813027499
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Cu (C12 H8 N3 O2) (N3) (H2 O1)]'
_chemical_formula_moiety         'C12 H10 Cu N6 O3'
_chemical_formula_sum            'C12 H10 Cu N6 O3'
_chemical_formula_weight         349.80
_chemical_name_systematic
Aqua(azido)[N-(pyridin-2-ylcarbonyl)pyridine-2-carboxamido-κ³N,N',N'']copper(II)
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                78.186(9)
_cell_angle_beta                 84.118(8)
_cell_angle_gamma                70.040(7)
_cell_formula_units_Z            2
_cell_length_a                   7.402(4)
_cell_length_b                   8.900(5)
_cell_length_c                   10.606(6)
_cell_measurement_reflns_used    2526
_cell_measurement_temperature    168(2)
_cell_measurement_theta_max      26.03
_cell_measurement_theta_min      2.87
_cell_volume                     642.4(6)
_computing_cell_refinement       'SAINT (Siemens, 1996)'
_computing_data_collection       'SMART (Siemens, 1996)'
_computing_data_reduction        'SAINT (Siemens, 1996)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXL97 (Sheldrick, 2008), enCIFer (Allen et al., 2004)
and
publCIF (Westrip, 2010)
;
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      168(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ & ω 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  0.0629
_diffrn_reflns_av_sigmaI/netI    0.0700
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            7577
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         2.48
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.724
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.85353
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.808
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             354
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.495
_refine_diff_density_min         -0.690
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.168
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2258
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.168
_refine_ls_R_factor_all          0.0884
_refine_ls_R_factor_gt           0.0634
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0191P)²+2.3778P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0994
_refine_ls_wR_factor_ref         0.1053
_reflns_number_gt                1837
_reflns_number_total             2258
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            sj5358.cif
_cod_data_source_block           I
_cod_database_code               2238787
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cu Cu 0.09830(10) 0.76976(9) 0.14071(7) 0.0155(2) Uani d . 1 1
N N1 -0.0741(6) 0.7152(5) 0.2890(4) 0.0185(11) Uani d . 1 1
C C2 -0.0718(8) 0.7285(7) 0.4124(5) 0.0220(13) Uani d . 1 1
H H2 0.0206 0.7691 0.4361 0.026 Uiso calc R 1 1
C C3 -0.1984(8) 0.6857(7) 0.5071(6) 0.0247(14) Uani d . 1 1
H H3 -0.1926 0.6958 0.5939 0.030 Uiso calc R 1 1
C C4 -0.3340(8) 0.6274(7) 0.4709(6) 0.0263(14) Uani d . 1 1
H H4 -0.4235 0.5976 0.5331 0.032 Uiso calc R 1 1
C C5 -0.3374(8) 0.6133(7) 0.3427(5) 0.0244(14) Uani d . 1 1
H H5 -0.4291 0.5738 0.3167 0.029 Uiso calc R 1 1
C C6 -0.2058(7) 0.6573(6) 0.2541(5) 0.0169(12) Uani d . 1 1
C C7 -0.2052(8) 0.6497(6) 0.1132(5) 0.0180(12) Uani d . 1 1
O O7 -0.3162(5) 0.5945(5) 0.0733(4) 0.0232(9) Uani d . 1 1
N N8 -0.0714(6) 0.7116(5) 0.0432(4) 0.0164(10) Uani d . 1 1
C C9 -0.0375(7) 0.7206(6) -0.0861(5) 0.0151(12) Uani d . 1 1
O O9 -0.1195(5) 0.6830(5) -0.1644(4) 0.0227(9) Uani d . 1 1
C C10 0.1237(7) 0.7882(6) -0.1305(5) 0.0163(12) Uani d . 1 1
C C11 0.1863(8) 0.8111(6) -0.2593(5) 0.0195(13) Uani d . 1 1
H H11 0.1276 0.7848 -0.3234 0.023 Uiso calc R 1 1
C C12 0.3370(8) 0.8732(7) -0.2914(5) 0.0237(13) Uani d . 1 1
H H12 0.3830 0.8901 -0.3783 0.028 Uiso calc R 1 1
C C13 0.4194(8) 0.9104(7) -0.1954(5) 0.0228(13) Uani d . 1 1
H H13 0.5227 0.9528 -0.2159 0.027 Uiso calc R 1 1
C C14 0.3502(8) 0.8853(7) -0.0697(6) 0.0229(13) Uani d . 1 1
H H14 0.4076 0.9103 -0.0041 0.028 Uiso calc R 1 1
N N15 0.2036(6) 0.8264(5) -0.0380(4) 0.0165(10) Uani d . 1 1
N N16 0.2400(7) 0.8814(6) 0.2117(5) 0.0241(12) Uani d . 1 1
N N17 0.2333(6) 0.9146(6) 0.3164(5) 0.0206(11) Uani d . 1 1
N N18 0.2343(8) 0.9525(7) 0.4143(5) 0.0365(14) Uani d . 1 1
O O1 0.3387(5) 0.5191(5) 0.1809(4) 0.0217(9) Uani d D 1 1
H H1A 0.305(8) 0.455(6) 0.147(5) 0.026 Uiso d D 1 1
H H1B 0.440(5) 0.520(7) 0.138(5) 0.026 Uiso d D 1 1
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
N16 Cu N8 165.67(19)
N16 Cu N15 91.65(19)
N8 Cu N15 80.91(18)
N16 Cu N1 103.67(19)
N8 Cu N1 82.26(18)
N15 Cu N1 162.45(16)
N16 Cu O1 93.76(18)
N8 Cu O1 98.80(16)
N15 Cu O1 92.89(16)
N1 Cu O1 94.57(16)
C2 N1 C6 119.0(5)
C2 N1 Cu 128.2(4)
C6 N1 Cu 112.8(3)
N1 C2 C3 122.9(5)
N1 C2 H2 118.5
C3 C2 H2 118.5
C2 C3 C4 118.0(5)
C2 C3 H3 121.0
C4 C3 H3 121.0
C3 C4 C5 119.4(5)
C3 C4 H4 120.3
C5 C4 H4 120.3
C6 C5 C4 119.3(5)
C6 C5 H5 120.4
C4 C5 H5 120.4
N1 C6 C5 121.4(5)
N1 C6 C7 116.6(4)
C5 C6 C7 122.0(5)
O7 C7 N8 127.9(5)
O7 C7 C6 121.1(5)
N8 C7 C6 111.0(4)
C9 N8 C7 124.6(4)
C9 N8 Cu 118.2(3)
C7 N8 Cu 116.9(3)
O9 C9 N8 129.1(5)
O9 C9 C10 120.3(5)
N8 C9 C10 110.7(4)
N15 C10 C11 121.8(5)
N15 C10 C9 115.9(4)
C11 C10 C9 122.3(5)
C12 C11 C10 118.3(5)
C12 C11 H11 120.8
C10 C11 H11 120.8
C13 C12 C11 119.4(5)
C13 C12 H12 120.3
C11 C12 H12 120.3
C14 C13 C12 119.4(5)
C14 C13 H13 120.3
C12 C13 H13 120.3
N15 C14 C13 121.6(5)
N15 C14 H14 119.2
C13 C14 H14 119.2
C14 N15 C10 119.5(5)
C14 N15 Cu 126.3(4)
C10 N15 Cu 114.0(3)
N17 N16 Cu 131.4(4)
N18 N17 N16 175.6(5)
Cu O1 H1A 106(4)
Cu O1 H1B 112(4)
H1A O1 H1B 101(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu N16 1.958(4)
Cu N8 1.961(4)
Cu N15 2.007(4)
Cu N1 2.009(4)
Cu O1 2.319(4)
N1 C2 1.341(6)
N1 C6 1.359(6)
C2 C3 1.388(7)
C2 H2 0.9500
C3 C4 1.393(8)
C3 H3 0.9500
C4 C5 1.394(8)
C4 H4 0.9500
C5 C6 1.382(7)
C5 H5 0.9500
C6 C7 1.509(7)
C7 O7 1.236(6)
C7 N8 1.375(7)
N8 C9 1.359(7)
C9 O9 1.235(6)
C9 C10 1.505(7)
C10 N15 1.350(7)
C10 C11 1.393(7)
C11 C12 1.390(7)
C11 H11 0.9500
C12 C13 1.386(8)
C12 H12 0.9500
C13 C14 1.380(8)
C13 H13 0.9500
C14 N15 1.344(6)
C14 H14 0.9500
N16 N17 1.198(6)
N17 N18 1.157(6)
O1 H1A 0.85(2)
O1 H1B 0.84(2)
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1A O9 2_565 0.85(2) 2.10(4) 2.843(5) 145(5)
O1 H1B O7 1_655 0.84(2) 2.13(3) 2.922(5) 157(5)
O1 H1A O7 2_565 0.85(2) 2.45(4) 3.105(5) 134(5)
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
N16 Cu N1 C2 -9.4(5)
N8 Cu N1 C2 -176.2(5)
N15 Cu N1 C2 -159.6(5)
O1 Cu N1 C2 85.6(5)
N16 Cu N1 C6 171.0(4)
N8 Cu N1 C6 4.3(4)
N15 Cu N1 C6 20.9(8)
O1 Cu N1 C6 -94.0(4)
C6 N1 C2 C3 0.0(8)
Cu N1 C2 C3 -179.5(4)
N1 C2 C3 C4 -0.4(9)
C2 C3 C4 C5 0.4(9)
C3 C4 C5 C6 0.0(9)
C2 N1 C6 C5 0.5(8)
Cu N1 C6 C5 -179.9(4)
C2 N1 C6 C7 178.3(5)
Cu N1 C6 C7 -2.1(6)
C4 C5 C6 N1 -0.5(8)
C4 C5 C6 C7 -178.2(5)
N1 C6 C7 O7 177.9(5)
C5 C6 C7 O7 -4.3(8)
N1 C6 C7 N8 -2.6(7)
C5 C6 C7 N8 175.2(5)
O7 C7 N8 C9 -0.7(9)
C6 C7 N8 C9 179.9(5)
O7 C7 N8 Cu -174.3(4)
C6 C7 N8 Cu 6.3(6)
N16 Cu N8 C9 64.4(10)
N15 Cu N8 C9 4.9(4)
N1 Cu N8 C9 179.9(4)
O1 Cu N8 C9 -86.6(4)
N16 Cu N8 C7 -121.6(8)
N15 Cu N8 C7 179.0(4)
N1 Cu N8 C7 -6.0(4)
O1 Cu N8 C7 87.4(4)
C7 N8 C9 O9 2.8(9)
Cu N8 C9 O9 176.3(4)
C7 N8 C9 C10 -177.7(5)
Cu N8 C9 C10 -4.1(6)
O9 C9 C10 N15 179.7(5)
N8 C9 C10 N15 0.1(6)
O9 C9 C10 C11 0.0(8)
N8 C9 C10 C11 -179.6(5)
N15 C10 C11 C12 0.8(8)
C9 C10 C11 C12 -179.6(5)
C10 C11 C12 C13 0.0(8)
C11 C12 C13 C14 -0.1(8)
C12 C13 C14 N15 -0.4(8)
C13 C14 N15 C10 1.1(8)
C13 C14 N15 Cu 175.7(4)
C11 C10 N15 C14 -1.3(8)
C9 C10 N15 C14 179.1(5)
C11 C10 N15 Cu -176.6(4)
C9 C10 N15 Cu 3.8(6)
N16 Cu N15 C14 12.8(5)
N8 Cu N15 C14 -179.5(5)
N1 Cu N15 C14 163.8(5)
O1 Cu N15 C14 -81.1(4)
N16 Cu N15 C10 -172.3(4)
N8 Cu N15 C10 -4.6(4)
N1 Cu N15 C10 -21.3(8)
O1 Cu N15 C10 93.8(4)
N8 Cu N16 N17 112.7(8)
N15 Cu N16 N17 171.0(5)
N1 Cu N16 N17 -0.4(6)
O1 Cu N16 N17 -96.0(5)
Cu N16 N17 N18 -171(7)
