#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/60/4316059.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_4316059
loop_
_publ_author_name
'Subrata Naiya'
'Chaitali Biswas'
'Michael G. B. Drew'
'Carlos J. Gómez-García'
'Juan M. Clemente-Juan'
'Ashutosh Ghosh'
_publ_section_title
;
 A Unique Example of Structural and Magnetic Diversity in Four
 Interconvertible Copper(II)-Azide Complexes with the Same Schiff Base
 Ligand: A Monomer, a Dimer, a Chain, and a Layer
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6616
_journal_page_last               6627
_journal_paper_doi               10.1021/ic1005456
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C12 H17 Cu N5 O'
_chemical_formula_weight         310.84
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           9
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'C -2yc'
_symmetry_space_group_name_H-M   'C 1 c 1'
_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                 107.058(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   19.635(3)
_cell_length_b                   12.1944(15)
_cell_length_c                   12.111(2)
_cell_measurement_reflns_used    7860
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      30.00
_cell_measurement_theta_min      2.44
_cell_volume                     2772.3(8)
_computing_cell_refinement       'Crysalis, Oxford Diffraction'
_computing_data_collection       'Crysalis, Oxford Diffraction'
_computing_data_reduction        'Crysalis, Oxford Diffraction'
_computing_molecular_graphics    PLATON(Spek,2004)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.957
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device       'Oxford Diffaction X-Calibur System'
_diffrn_measurement_method       '321 frames, counting time 10 s.'
_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  0.0521
_diffrn_reflns_av_sigmaI/netI    0.1123
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            7860
_diffrn_reflns_theta_full        30.00
_diffrn_reflns_theta_max         30.00
_diffrn_reflns_theta_min         2.44
_diffrn_standards_decay_%        n/a
_diffrn_standards_interval_count n/a
_diffrn_standards_interval_time  n/a
_diffrn_standards_number         n/a
_exptl_absorpt_coefficient_mu    1.575
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'ABSPACK, Oxford Diffraction Ltd'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1288
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.327
_refine_diff_density_min         -1.717
_refine_diff_density_rms         0.178
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.49(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.899
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     349
_refine_ls_number_reflns         5116
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      0.898
_refine_ls_R_factor_all          0.1267
_refine_ls_R_factor_gt           0.0848
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
_refine_ls_weighting_details 
  w=1/[σ²(Fo²)+(0.1656P)²+0.0000P] where P=(Fo²+2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2386
_refine_ls_wR_factor_ref         0.2533
_reflns_number_gt                2462
_reflns_number_total             5116
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1005456_si_002_1.cif
_cod_data_source_block           1
_cod_original_cell_volume        2772.2(7)
_cod_original_formula_sum        'C12 H17 Cu N5 O           '
_cod_database_code               4316059
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'
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
_atom_site_disorder_assembly
_atom_site_disorder_group
CuA Cu 0.24726(6) 0.11408(10) 0.06042(8) 0.0445(4) Uani 1 1 d . . .
CuB Cu 0.75134(6) 0.89040(10) 0.94048(9) 0.0446(5) Uani 1 1 d . . .
C12A C 0.3518(10) 0.2234(10) 0.2399(15) 0.058(4) Uani 1 1 d . . .
O11A O 0.2839(5) 0.2248(7) 0.1631(8) 0.060(2) Uani 1 1 d . . .
C18A C 0.4053(7) 0.1008(9) 0.1226(12) 0.050(3) Uani 1 1 d . . .
N20A N 0.3412(5) 0.0739(8) 0.0436(9) 0.052(3) Uani 1 1 d . . .
C17A C 0.4114(6) 0.1673(9) 0.2219(13) 0.058(3) Uani 1 1 d . . .
C12B C 0.8592(9) 0.7852(12) 0.8655(17) 0.069(5) Uani 1 1 d U . .
N23A N 0.2103(6) 0.0021(7) -0.0608(11) 0.054(3) Uani 1 1 d . . .
N23B N 0.7077(6) 1.0048(7) 1.0178(10) 0.056(3) Uani 1 1 d . . .
C22A C 0.2578(9) 0.0098(11) -0.1393(13) 0.070(4) Uani 1 1 d . . .
H22A H 0.2496 0.0784 -0.1816 0.084 Uiso 1 1 calc R . .
H22B H 0.2478 -0.0501 -0.1944 0.084 Uiso 1 1 calc R . .
C21A C 0.3375(7) 0.0034(12) -0.0597(11) 0.052(3) Uani 1 1 d . . .
H21A H 0.3503 -0.0717 -0.0362 0.063 Uiso 1 1 calc R . .
H21B H 0.3698 0.0305 -0.1006 0.063 Uiso 1 1 calc R . .
O11B O 0.7954(6) 0.7879(8) 0.8646(10) 0.079(3) Uani 1 1 d . . .
C13A C 0.3631(10) 0.2830(13) 0.3353(15) 0.067(5) Uani 1 1 d . . .
H13A H 0.3255 0.3224 0.3479 0.081 Uiso 1 1 calc R . .
N3B N 0.6323(9) 0.7509(11) 0.6678(14) 0.073(4) Uani 1 1 d . . .
C13B C 0.8767(13) 0.7259(14) 0.7752(17) 0.088(6) Uani 1 1 d . . .
H13B H 0.8410 0.6901 0.7190 0.106 Uiso 1 1 calc R . .
N20B N 0.8460(6) 0.9387(8) 1.0420(10) 0.056(3) Uani 1 1 d . . .
C22B C 0.7639(10) 1.0792(12) 1.0762(14) 0.075(4) Uani 1 1 d . . .
H22C H 0.7501 1.1186 1.1359 0.090 Uiso 1 1 calc R . .
H22D H 0.7716 1.1324 1.0216 0.090 Uiso 1 1 calc R . .
C21B C 0.8365(8) 1.0118(12) 1.1333(13) 0.064(4) Uani 1 1 d . . .
H21C H 0.8766 1.0616 1.1590 0.077 Uiso 1 1 calc R . .
H21D H 0.8327 0.9695 1.1990 0.077 Uiso 1 1 calc R . .
C18B C 0.9084(7) 0.9082(8) 1.0424(12) 0.052(3) Uani 1 1 d . . .
N1B N 0.6581(7) 0.8540(12) 0.8383(12) 0.084(4) Uani 1 1 d . . .
C16B C 0.9879(8) 0.8330(12) 0.9415(15) 0.072(4) Uani 1 1 d . . .
H16B H 1.0260 0.8627 0.9984 0.087 Uiso 1 1 calc R . .
C14B C 0.9480(10) 0.7215(13) 0.7713(15) 0.076(5) Uani 1 1 d . . .
H14B H 0.9582 0.6782 0.7150 0.091 Uiso 1 1 calc R . .
C17B C 0.9163(7) 0.8413(9) 0.9444(11) 0.056(3) Uani 1 1 d . . .
N2B N 0.6479(6) 0.8001(9) 0.7550(12) 0.048(3) Uani 1 1 d . . .
N1A N 0.1546(8) 0.1235(11) 0.0850(11) 0.076(4) Uani 1 1 d . . .
C25A C 0.1464(10) 0.0282(14) -0.1395(16) 0.084(5) Uani 1 1 d . . .
H25A H 0.1343 -0.0267 -0.1989 0.127 Uiso 1 1 calc R . .
H25B H 0.1502 0.0982 -0.1734 0.127 Uiso 1 1 calc R . .
H25C H 0.1100 0.0313 -0.1012 0.127 Uiso 1 1 calc R . .
C16A C 0.4793(8) 0.1766(11) 0.3037(13) 0.066(4) Uani 1 1 d . . .
H16A H 0.5182 0.1420 0.2900 0.079 Uiso 1 1 calc R . .
C19A C 0.4708(7) 0.0632(12) 0.0833(12) 0.062(3) Uani 1 1 d . . .
H19A H 0.4544 0.0264 0.0103 0.093 Uiso 1 1 calc R . .
H19B H 0.4998 0.0141 0.1398 0.093 Uiso 1 1 calc R . .
H19C H 0.4985 0.1262 0.0758 0.093 Uiso 1 1 calc R . .
C19B C 0.9714(9) 0.9397(13) 1.1439(15) 0.083(5) Uani 1 1 d . . .
H19D H 1.0101 0.9634 1.1162 0.124 Uiso 1 1 calc R . .
H19E H 0.9862 0.8775 1.1937 0.124 Uiso 1 1 calc R . .
H19F H 0.9579 0.9983 1.1861 0.124 Uiso 1 1 calc R . .
C14A C 0.4316(12) 0.2879(14) 0.4193(15) 0.089(5) Uani 1 1 d . . .
H14A H 0.4368 0.3281 0.4865 0.107 Uiso 1 1 calc R . .
C25B C 0.6634(12) 1.0781(15) 0.9443(16) 0.101(6) Uani 1 1 d U . .
H25D H 0.6211 1.0409 0.9000 0.151 Uiso 1 1 calc R . .
H25E H 0.6875 1.1088 0.8930 0.151 Uiso 1 1 calc R . .
H25F H 0.6506 1.1357 0.9884 0.151 Uiso 1 1 calc R . .
C24A C 0.2104(11) -0.1035(10) -0.0147(13) 0.083(6) Uani 1 1 d . . .
H24A H 0.2586 -0.1278 0.0181 0.125 Uiso 1 1 calc R . .
H24B H 0.1859 -0.1531 -0.0749 0.125 Uiso 1 1 calc R . .
H24C H 0.1866 -0.1019 0.0442 0.125 Uiso 1 1 calc R . .
C15B C 0.9970(10) 0.7720(14) 0.8387(14) 0.074(4) Uani 1 1 d . . .
H15B H 1.0414 0.7726 0.8256 0.089 Uiso 1 1 calc R . .
C24B C 0.6722(12) 0.9499(14) 1.0862(17) 0.095(6) Uani 1 1 d . . .
H24D H 0.6238 0.9748 1.0669 0.142 Uiso 1 1 calc R . .
H24E H 0.6957 0.9647 1.1662 0.142 Uiso 1 1 calc R . .
H24F H 0.6729 0.8724 1.0724 0.142 Uiso 1 1 calc R . .
C15A C 0.4884(10) 0.2365(13) 0.4039(16) 0.082(5) Uani 1 1 d . . .
H15A H 0.5327 0.2409 0.4590 0.099 Uiso 1 1 calc R . .
N2A N 0.1405(8) 0.1884(10) 0.1475(12) 0.062(3) Uani 1 1 d . . .
N3A N 0.1259(9) 0.2485(12) 0.2134(14) 0.084(4) Uani 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'
O O 0.0106 0.0060 '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'
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
_geom_angle_publ_flag
O11A CuA N1A 92.9(5) . . ?
O11A CuA N23A 175.0(4) . . ?
N1A CuA N23A 89.9(5) . . ?
O11A CuA N20A 93.4(4) . . ?
N1A CuA N20A 168.8(5) . . ?
N23A CuA N20A 84.4(4) . . ?
O11B CuB N1B 91.1(5) . . ?
O11B CuB N20B 91.0(5) . . ?
N1B CuB N20B 176.0(6) . . ?
O11B CuB N23B 177.0(4) . . ?
N1B CuB N23B 90.2(5) . . ?
N20B CuB N23B 87.5(5) . . ?
C13A C12A O11A 117.4(14) . . ?
C13A C12A C17A 117.4(16) . . ?
O11A C12A C17A 125.1(14) . . ?
C12A O11A CuA 123.8(8) . . ?
N20A C18A C17A 123.7(11) . . ?
N20A C18A C19A 112.6(10) . . ?
C17A C18A C19A 123.3(11) . . ?
C18A N20A C21A 121.7(10) . . ?
C18A N20A CuA 124.0(7) . . ?
C21A N20A CuA 114.1(8) . . ?
C16A C17A C18A 117.8(12) . . ?
C16A C17A C12A 120.2(14) . . ?
C18A C17A C12A 122.1(13) . . ?
O11B C12B C17B 125.8(15) . . ?
O11B C12B C13B 118.0(18) . . ?
C17B C12B C13B 116.1(15) . . ?
C25A N23A C24A 112.5(13) . . ?
C25A N23A C22A 99.0(13) . . ?
C24A N23A C22A 112.2(12) . . ?
C25A N23A CuA 114.6(9) . . ?
C24A N23A CuA 112.4(9) . . ?
C22A N23A CuA 105.2(7) . . ?
C25B N23B C24B 111.4(15) . . ?
C25B N23B C22B 99.0(12) . . ?
C24B N23B C22B 116.9(14) . . ?
C25B N23B CuB 115.1(10) . . ?
C24B N23B CuB 107.4(9) . . ?
C22B N23B CuB 107.2(9) . . ?
N23A C22A C21A 107.2(12) . . ?
N20A C21A C22A 106.1(10) . . ?
C12B O11B CuB 127.5(11) . . ?
C12A C13A C14A 121.6(17) . . ?
C14B C13B C12B 120.3(19) . . ?
C18B N20B C21B 120.3(12) . . ?
C18B N20B CuB 129.4(9) . . ?
C21B N20B CuB 110.0(9) . . ?
N23B C22B C21B 110.0(11) . . ?
N20B C21B C22B 106.1(12) . . ?
N20B C18B C17B 118.8(12) . . ?
N20B C18B C19B 118.8(12) . . ?
C17B C18B C19B 122.4(12) . . ?
N2B N1B CuB 124.7(11) . . ?
C17B C16B C15B 114.5(15) . . ?
C15B C14B C13B 123.3(17) . . ?
C12B C17B C16B 122.7(13) . . ?
C12B C17B C18B 123.9(12) . . ?
C16B C17B C18B 113.3(12) . . ?
N3B N2B N1B 174.2(16) . . ?
N2A N1A CuA 123.1(12) . . ?
C15A C16A C17A 120.7(15) . . ?
C15A C14A C13A 122.0(16) . . ?
C14B C15B C16B 122.4(15) . . ?
C14A C15A C16A 118.1(16) . . ?
N1A N2A N3A 176.4(16) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
CuA O11A 1.834(8) . ?
CuA N1A 1.932(14) . ?
CuA N23A 1.981(11) . ?
CuA N20A 1.976(9) . ?
CuB O11B 1.903(9) . ?
CuB N1B 1.937(14) . ?
CuB N20B 1.993(12) . ?
CuB N23B 2.007(9) . ?
C12A C13A 1.33(2) . ?
C12A O11A 1.38(2) . ?
C12A C17A 1.428(19) . ?
C18A N20A 1.378(17) . ?
C18A C17A 1.426(19) . ?
C18A C19A 1.565(17) . ?
N20A C21A 1.503(16) . ?
C17A C16A 1.412(19) . ?
C12B O11B 1.25(2) . ?
C12B C17B 1.42(2) . ?
C12B C13B 1.43(2) . ?
N23A C25A 1.372(19) . ?
N23A C24A 1.403(15) . ?
N23A C22A 1.518(17) . ?
N23B C25B 1.376(18) . ?
N23B C24B 1.399(18) . ?
N23B C22B 1.444(19) . ?
C22A C21A 1.58(2) . ?
C13A C14A 1.43(3) . ?
N3B N2B 1.174(18) . ?
C13B C14B 1.42(3) . ?
N20B C18B 1.279(16) . ?
N20B C21B 1.474(16) . ?
C22B C21B 1.62(2) . ?
C18B C17B 1.484(17) . ?
C18B C19B 1.52(2) . ?
N1B N2B 1.171(17) . ?
C16B C17B 1.42(2) . ?
C16B C15B 1.51(2) . ?
C14B C15B 1.23(2) . ?
N1A N2A 1.181(17) . ?
C16A C15A 1.38(2) . ?
C14A C15A 1.34(3) . ?
N2A N3A 1.180(18) . ?
