#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/78/2237808.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_2237808
loop_
_publ_author_name
'Ballestero-Martínez, Ernesto'
'Campos-Fernández, Cristian Saul'
'Soto-Tellini, Victor Hugo'
'Gonzalez-Montiel, Simplicio'
'Martínez-Otero, Diego'
_publ_section_title
;
 catena-Poly[[[diaquabis[1,2-bis(pyridin-4-yl)diazene]copper(II)]-μ-1,2-bis(pyridin-4-yl)diazene]
 bis(perchlorate)]
;
_journal_coeditor_code           FB2274
_journal_issue                   6
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m317
_journal_page_last               m318
_journal_paper_doi               10.1107/S1600536813012269
_journal_volume                  69
_journal_year                    2013
_chemical_formula_iupac          '[Cu (C10 H8 N4)3 (H2 O)2] (Cl O4)2'
_chemical_formula_moiety         'C30 H2 Cu1 N12 O2 2+, 2(Cl O4 -)'
_chemical_formula_sum            'C30 H28 Cl2 Cu N12 O10'
_chemical_formula_weight         851.29
_chemical_name_systematic
'catena-Poly[[[diaquabis[1,2-bis(pyridin-4-yl)diazene]copper(II)]-μ-1,2-bis(pyridin-4-yl)diazene] bis(perchlorate)]'
_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_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 96.629(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.5028(6)
_cell_length_b                   9.5882(4)
_cell_length_c                   18.7797(6)
_cell_measurement_reflns_used    10880
_cell_measurement_temperature    293
_cell_measurement_theta_max      26.3143
_cell_measurement_theta_min      3.1210
_cell_volume                     3667.1(2)
_computing_cell_refinement
;
CrysAlis PRO (Oxford Diffraction, 2009)
;
_computing_data_collection
;
CrysAlis PRO (Oxford Diffraction, 2009)
;
_computing_data_reduction
;
CrysAlis PRO (Oxford Diffraction, 2009)
;
_computing_molecular_graphics
;
OLEX2 (Dolomanov et al., 2009)
and DIAMOND (Brandenburg, 2010).
;
_computing_publication_material
;
JANA2006 (Petříček et al., 2006)
and PLATON (Spek, 2009)
;
_computing_structure_refinement
;
JANA2006 (Petříček et al., 2006)
;
_computing_structure_solution
;
SHELXS97 (Sheldrick, 2008)
;
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 0.99
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.026
_diffrn_reflns_av_sigmaI/netI    0.0142
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            27735
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.13
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.814
_exptl_absorpt_correction_T_max  0.965
_exptl_absorpt_correction_T_min  0.951
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
[CrysAlis PRO (Oxford Diffraction, 2009) and
Clark & Reid (1995)]
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.541
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1740
_exptl_crystal_size_max          0.3833
_exptl_crystal_size_mid          0.3653
_exptl_crystal_size_min          0.2907
_refine_diff_density_max         0.76
_refine_diff_density_min         -0.47
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   2.67
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_constraints    57
_refine_ls_number_parameters     373
_refine_ls_number_reflns         3738
_refine_ls_number_restraints     22
_refine_ls_R_factor_all          0.0571
_refine_ls_R_factor_gt           0.0427
_refine_ls_shift/su_max          0.0439
_refine_ls_shift/su_mean         0.0082
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/(σ²(I)+0.0004I²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.1021
_refine_ls_wR_factor_ref         0.1063
_reflns_number_gt                2902
_reflns_number_total             3738
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            fb2274.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C30 H28 Cl2 Cu1 N12 O10'
_cod_database_code               2237808
_cod_database_fobs_code          2237808
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z+1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-y+1/2,z+1/2
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_occupancy
_atom_site_symmetry_multiplicity
Cu Cu1 0.5 0.24717(4) 0.75 0.03398(14) Uani d 1 4
Cl Cl 0.54953(8) 0.75644(13) 0.60764(6) 0.0956(5) Uani d 1 8
N N2 0.56205(9) 0.25720(18) 0.67295(10) 0.0359(6) Uani d 1 8
N N1 0.57826(9) 0.24420(19) 0.82723(10) 0.0378(6) Uani d 1 8
C C15 0.68446(12) 0.2241(3) 0.93132(15) 0.0513(9) Uani d 1 8
C C1 0.58515(12) 0.3335(3) 0.88204(12) 0.0457(8) Uani d 1 8
H H1c1 0.553612 0.402415 0.884613 0.0548 Uiso d 1 8
C C2 0.63800(13) 0.3267(3) 0.93548(13) 0.0531(9) Uani d 1 8
H H1c2 0.641896 0.390084 0.973213 0.0637 Uiso d 1 8
N N3 0.67222(12) 0.3481(3) 0.50343(13) 0.0614(9) Uani d 1 8
C C5 0.55314(11) 0.1796(3) 0.61320(12) 0.0431(8) Uani d 1 8
H H1c5 0.521918 0.108841 0.610531 0.0517 Uiso d 1 8
N N6 0.74448(13) 0.2009(3) 0.98199(13) 0.0652(10) Uani d 1 8
C C6 0.58805(13) 0.1996(3) 0.55559(14) 0.0503(9) Uani d 1 8
H H1c6 0.580747 0.144085 0.514857 0.0604 Uiso d 1 8
C C9 0.60886(11) 0.3549(3) 0.67708(13) 0.0463(9) Uani d 1 8
H H1c9 0.61685 0.406885 0.718993 0.0556 Uiso d 1 8
C C4 0.62437(11) 0.1462(3) 0.82472(13) 0.0525(9) Uani d 1 8
H H1c4 0.620345 0.084669 0.7862 0.063 Uiso d 1 8
N N4 0.66166(12) 0.2783(3) 0.44975(14) 0.0626(9) Uani d 1 8
C C11 0.74683(13) 0.4261(3) 0.39990(14) 0.0571(10) Uani d 1 8
H H1c11 0.762209 0.46114 0.444894 0.0685 Uiso d 1 8
C C7 0.63456(12) 0.3057(3) 0.56043(14) 0.0485(9) Uani d 1 8
C C10 0.69675(13) 0.3311(3) 0.39178(14) 0.0525(10) Uani d 1 8
C C8 0.64559(12) 0.3817(3) 0.62202(14) 0.0534(10) Uani d 1 8
H H1c8 0.677626 0.450758 0.626648 0.064 Uiso d 1 8
C C3 0.67725(12) 0.1318(3) 0.87591(14) 0.0605(11) Uani d 1 8
H H1c3 0.707548 0.060508 0.872858 0.0726 Uiso d 1 8
N N5 0.75455(13) 0.4230(3) 0.27360(13) 0.0724(11) Uani d 1 8
C C12 0.77402(15) 0.4687(3) 0.33930(17) 0.0666(12) Uani d 1 8
H H1c12 0.80804 0.533335 0.345032 0.0799 Uiso d 1 8
C C13 0.70650(17) 0.3312(4) 0.26799(16) 0.0761(13) Uani d 1 8
H H1c13 0.69199 0.29756 0.222456 0.0913 Uiso d 1 8
C C14 0.67590(16) 0.2808(3) 0.32486(16) 0.0681(12) Uani d 1 8
H H1c14 0.642393 0.215145 0.317754 0.0817 Uiso d 1 8
O O2 0.5 -0.0034(3) 0.75 0.0688(12) Uani d 1 4
O O1 0.5 0.5102(3) 0.75 0.0725(12) Uani d 1 4
H H1o2 0.4866(17) -0.055(3) 0.7829(14) 0.1033 Uiso d 1 8
H H1o1 0.4862(18) 0.567(3) 0.7805(16) 0.1088 Uiso d 1 8
O O1a 0.5232(6) 0.8609(9) 0.5573(5) 0.161(7) Uani d 0.464(9) 8
O O2a 0.5038(5) 0.6425(9) 0.6076(7) 0.238(11) Uani d 0.464(9) 8
O O3a 0.5602(4) 0.8164(12) 0.6783(3) 0.195(5) Uani d 0.464(9) 8
O O4a 0.6109(2) 0.7059(14) 0.5874(5) 0.188(6) Uani d 0.464(9) 8
O O1b 0.4963(4) 0.8525(11) 0.6130(6) 0.148(4) Uani d 0.536(9) 8
O O2b 0.5246(5) 0.6320(6) 0.5712(6) 0.115(4) Uani d 0.536(9) 8
O O3b 0.5796(6) 0.7209(11) 0.6784(3) 0.195(6) Uani d 0.536(9) 8
O O4b 0.5976(5) 0.8204(13) 0.5679(6) 0.314(13) Uani d 0.536(9) 8
loop_
_atom_type_symbol
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 2.31 1.02 1.5886 0.865 20.843901 10.2075 0.5687 51.651199 0.2156 0.0033
0.0016 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
H 0.493002 0.322912 0.140191 0.04081 10.5109 26.1257 3.14236 57.799702 0.003038
0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
Cl 11.4604 7.1964 6.2556 1.6455 0.0104 1.1662 18.5194 47.7784 -9.5574 0.1484
0.1585 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
Cu 13.338 7.1676 5.6158 1.6735 3.5828 0.247 11.3966 64.812599 1.191 0.3201
1.2651 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
N 12.2126 3.1322 2.0125 1.1663 0.0057 9.8933 28.997499 0.5826 -11.529 0.0061
0.0033 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
O 3.0485 2.2868 1.5463 0.867 13.2771 5.7011 0.3239 32.908901 0.2508 0.0106
0.0060 '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_1
_geom_angle_site_symmetry_3
_geom_angle
N2 Cu1 N2 . 2_656 174.58(7)
N2 Cu1 N1 . . 90.07(7)
N2 Cu1 N1 . 2_656 90.01(7)
N2 Cu1 O2 . . 92.71(5)
N2 Cu1 O1 . . 87.29(5)
N2 Cu1 N1 2_656 . 90.01(7)
N2 Cu1 N1 2_656 2_656 90.07(7)
N2 Cu1 O2 2_656 . 92.71(5)
N2 Cu1 O1 2_656 . 87.29(5)
N1 Cu1 N1 . 2_656 178.40(8)
N1 Cu1 O2 . . 89.20(5)
N1 Cu1 O1 . . 90.80(5)
N1 Cu1 O2 2_656 . 89.20(5)
N1 Cu1 O1 2_656 . 90.80(5)
O2 Cu1 O1 . . 180.0(5)
C5 N2 C9 . . 117.7(2)
C1 N1 C4 . . 117.74(19)
C2 C15 N6 . . 126.8(2)
C2 C15 C3 . . 119.5(2)
N6 C15 C3 . . 113.7(2)
N1 C1 H1c1 . . 118.9506
N1 C1 C2 . . 122.1(2)
H1c1 C1 C2 . . 118.9493
C15 C2 C1 . . 118.6(2)
C15 C2 H1c2 . . 120.7066
C1 C2 H1c2 . . 120.7056
N4 N3 C7 . . 113.7(2)
N2 C5 H1c5 . . 118.4381
N2 C5 C6 . . 123.1(2)
H1c5 C5 C6 . . 118.4384
C15 N6 N6 . 7_657 110.0(2)
C5 C6 H1c6 . . 121.132
C5 C6 C7 . . 117.7(2)
H1c6 C6 C7 . . 121.1303
N2 C9 H1c9 . . 118.6589
N2 C9 C8 . . 122.7(2)
H1c9 C9 C8 . . 118.6588
N1 C4 H1c4 . . 118.2663
N1 C4 C3 . . 123.5(2)
H1c4 C4 C3 . . 118.2675
N3 N4 C10 . . 111.9(2)
H1c11 C11 C10 . . 120.8874
H1c11 C11 C12 . . 120.8893
C10 C11 C12 . . 118.2(3)
N3 C7 C6 . . 125.3(2)
N3 C7 C8 . . 115.3(2)
C6 C7 C8 . . 119.4(3)
N4 C10 C11 . . 125.1(2)
N4 C10 C14 . . 115.7(3)
C11 C10 C14 . . 119.2(3)
C9 C8 C7 . . 119.2(2)
C9 C8 H1c8 . . 120.3901
C7 C8 H1c8 . . 120.3912
C15 C3 C4 . . 118.6(3)
C15 C3 H1c3 . . 120.7243
C4 C3 H1c3 . . 120.7229
C12 N5 C13 . . 115.9(3)
C11 C12 N5 . . 124.1(3)
C11 C12 H1c12 . . 117.969
N5 C12 H1c12 . . 117.9667
N5 C13 H1c13 . . 117.5416
N5 C13 C14 . . 124.9(3)
H1c13 C13 C14 . . 117.5406
C10 C14 C13 . . 117.6(3)
C10 C14 H1c14 . . 121.1841
C13 C14 H1c14 . . 121.1852
H1o2 O2 H1o2 . 2_656 110(3)
H1o1 O1 H1o1 . 2_656 102(3)
O1a Cl O2a . . 109.5(6)
O1a Cl O3a . . 109.5(6)
O1a Cl O4a . . 109.5(7)
O2a Cl O3a . . 109.5(6)
O2a Cl O4a . . 109.5(6)
O3a Cl O4a . . 109.5(5)
O1b Cl O2b . . 109.5(6)
O1b Cl O3b . . 109.5(6)
O1b Cl O4b . . 109.5(6)
O2b Cl O3b . . 109.5(6)
O2b Cl O4b . . 109.5(7)
O3b Cl O4b . . 109.5(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
Cu1 N2 . 2.0364(19)
Cu1 N2 2_656 2.0364(19)
Cu1 N1 . 2.0350(17)
Cu1 N1 2_656 2.0350(17)
Cu1 O2 . 2.403(3)
Cu1 O1 . 2.522(3)
N2 C5 . 1.341(3)
N2 C9 . 1.337(3)
N1 C1 . 1.334(3)
N1 C4 . 1.337(3)
C15 C2 . 1.378(4)
C15 N6 . 1.483(3)
C15 C3 . 1.361(4)
C1 H1c1 . 0.93
C1 C2 . 1.391(3)
C2 H1c2 . 0.93
N3 N4 . 1.209(4)
N3 C7 . 1.448(4)
C5 H1c5 . 0.93
C5 C6 . 1.378(4)
N6 N6 7_657 1.166(4)
C6 H1c6 . 0.93
C6 C7 . 1.390(4)
C9 H1c9 . 0.93
C9 C8 . 1.372(4)
C4 H1c4 . 0.93
C4 C3 . 1.370(3)
N4 C10 . 1.463(4)
C11 H1c11 . 0.93
C11 C10 . 1.368(4)
C11 C12 . 1.385(4)
C7 C8 . 1.363(4)
C10 C14 . 1.368(4)
C8 H1c8 . 0.93
C3 H1c3 . 0.93
N5 C12 . 1.327(4)
N5 C13 . 1.316(5)
C12 H1c12 . 0.93
C13 H1c13 . 0.93
C13 C14 . 1.386(5)
C14 H1c14 . 0.93
O2 H1o2 . 0.86(3)
O2 H1o2 2_656 0.86(3)
O1 H1o1 . 0.86(3)
O1 H1o1 2_656 0.86(3)
Cl O1a . 1.439(9)
Cl O2a . 1.440(10)
Cl O3a . 1.439(7)
Cl O4a . 1.440(7)
Cl O1b . 1.440(10)
Cl O2b . 1.440(8)
Cl O3b . 1.440(6)
Cl O4b . 1.440(11)
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
_geom_hbond_publ_flag
O2 H1o2 O1b 2_646 0.86(3) 2.14(3) 2.913(12) 150(3) y
O2 H1o2 O3a 2_646 0.86(3) 1.77(3) 2.589(10) 158(3) y
O1 H1o1 O2a 2_656 0.86(3) 2.21(3) 2.969(13) 147(3) y
O1 H1o1 O3b 2_656 0.86(3) 2.20(3) 3.010(11) 157(3) y
C5 H1C5 O1b 1_545 0.93 2.51 3.346(11) 149 y
C13 H1c13 O3b 4_564 0.93 2.36 2.973(11) 123 y
