#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:52:31 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179351 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/48/4324873.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_4324873
loop_
_publ_author_name
'Dariusz Matoga'
'Janusz Szklarzewicz'
'Ryszard Gryboś'
'Katarzyna Kurpiewska'
'Wojciech Nitek'
_publ_section_title
;
 Spacer-Dependent Structural and Physicochemical Diversity in Copper(II)
 Complexes with Salicyloyl Hydrazones: A Monomer and Soluble Polymers
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3501
_journal_page_last               3510
_journal_paper_doi               10.1021/ic1024586
_journal_volume                  50
_journal_year                    2011
_chemical_formula_sum            'C32 H46 Cu N4 O4'
_chemical_formula_weight         613.91
_chemical_name_systematic
;
 ?
;
_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           'WinGX routine CIF_UPDATE'
_cell_angle_alpha                95.922(3)
_cell_angle_beta                 102.409(3)
_cell_angle_gamma                114.530(2)
_cell_formula_units_Z            1
_cell_length_a                   8.1220(4)
_cell_length_b                   9.3940(4)
_cell_length_c                   11.9660(5)
_cell_measurement_reflns_used    3528
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     791.93(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Ortep (Johnson, 1976)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      -0.660138E-1
_diffrn_orient_matrix_UB_12      -0.110397
_diffrn_orient_matrix_UB_13      0.135546E-1
_diffrn_orient_matrix_UB_21      -0.220427E-1
_diffrn_orient_matrix_UB_22      -0.463303E-1
_diffrn_orient_matrix_UB_23      -0.840537E-1
_diffrn_orient_matrix_UB_31      0.122837
_diffrn_orient_matrix_UB_32      -0.56347E-2
_diffrn_orient_matrix_UB_33      0.209813E-1
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0202
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            6646
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.69
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    0.731
_exptl_absorpt_correction_T_max  0.9439
_exptl_absorpt_correction_T_min  0.7946
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(DENZO-SMN; Otwinowski & Minor, 1997)'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             327
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.047
_refine_diff_density_min         -0.46
_refine_diff_density_rms         0.078
_refine_ls_extinction_coef       0.083(15)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_gt    6.637
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         3610
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0607
_refine_ls_R_factor_gt           0.055
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1147P)²+0.1571P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1557
_refine_ls_wR_factor_ref         0.1618
_reflns_number_gt                3243
_reflns_number_total             3610
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic1024586_si_003.cif
_cod_data_source_block           shelxl
_cod_original_cell_volume        791.93(6)
_cod_database_code               4324873
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
C07 C 0.0812(4) 0.6344(3) 0.4053(2) 0.0479(5) Uani 1 1 d .
C02 C 0.0454(4) 0.7602(3) 0.4493(2) 0.0540(6) Uani 1 1 d .
C03 C -0.1282(5) 0.7579(4) 0.3999(3) 0.0647(7) Uani 1 1 d .
H03 H -0.1522 0.8411 0.4282 0.078 Uiso 1 1 calc R
C04 C -0.2627(4) 0.6356(4) 0.3110(3) 0.0655(7) Uani 1 1 d .
H04 H -0.3778 0.6358 0.28 0.079 Uiso 1 1 calc R
C05 C -0.2300(5) 0.5099(4) 0.2658(3) 0.0698(8) Uani 1 1 d .
H05 H -0.3215 0.4269 0.2045 0.084 Uiso 1 1 calc R
C06 C -0.0589(4) 0.5116(4) 0.3142(3) 0.0605(6) Uani 1 1 d .
H06 H -0.0364 0.4278 0.2849 0.073 Uiso 1 1 calc R
C08 C 0.2619(3) 0.6290(3) 0.4553(2) 0.0465(5) Uani 1 1 d .
C12 C 0.6886(4) 0.8422(3) 0.6604(2) 0.0530(6) Uani 1 1 d .
C14 C 0.8689(5) 0.8351(4) 0.7107(3) 0.0736(9) Uani 1 1 d .
H14A H 0.8626 0.7388 0.6675 0.088 Uiso 1 1 calc R
H14B H 0.9703 0.9257 0.6964 0.088 Uiso 1 1 calc R
C15 C 0.9212(6) 0.8355(5) 0.8365(4) 0.0885(11) Uani 1 1 d .
H15A H 1.0457 0.8403 0.8593 0.106 Uiso 1 1 calc R
H15B H 0.9268 0.9304 0.8814 0.106 Uiso 1 1 calc R
C16 C 0.7890(6) 0.6958(6) 0.8639(4) 0.0972(13) Uani 1 1 d .
H16A H 0.7644 0.602 0.8078 0.117 Uiso 1 1 calc R
H16B H 0.6709 0.7023 0.8551 0.117 Uiso 1 1 calc R
C17 C 0.8603(11) 0.6726(8) 0.9958(5) 0.148(2) Uani 1 1 d .
H17A H 0.9384 0.619 0.9958 0.222 Uiso 1 1 calc R
H17B H 0.7529 0.6095 1.0208 0.222 Uiso 1 1 calc R
H17C H 0.9316 0.7756 1.0486 0.222 Uiso 1 1 calc R
C18 C 0.6798(5) 0.9960(3) 0.6989(3) 0.0624(7) Uani 1 1 d .
H18A H 0.6184 1.0219 0.6307 0.075 Uiso 1 1 calc R
H18B H 0.8078 1.0814 0.7297 0.075 Uiso 1 1 calc R
C19 C 0.5764(6) 0.9929(4) 0.7910(3) 0.0772(9) Uani 1 1 d .
H19A H 0.6448 0.9808 0.8635 0.093 Uiso 1 1 calc R
H19B H 0.4514 0.9027 0.7646 0.093 Uiso 1 1 calc R
C20 C 0.5603(8) 1.1522(6) 0.8120(4) 0.0986(13) Uani 1 1 d .
H20A H 0.6838 1.2413 0.8247 0.118 Uiso 1 1 calc R
H20B H 0.4768 1.1553 0.7419 0.118 Uiso 1 1 calc R
C21 C 0.4906(10) 1.1731(7) 0.9097(5) 0.127(2) Uani 1 1 d .
H21A H 0.3552 1.1253 0.8841 0.19 Uiso 1 1 calc R
H21B H 0.5399 1.2854 0.942 0.19 Uiso 1 1 calc R
H21C H 0.5301 1.1226 0.9685 0.19 Uiso 1 1 calc R
Cu1 Cu 0.5 0.5 0.5 0.0478(2) Uani 1 2 d S
N10 N 0.3890(3) 0.7462(3) 0.54147(19) 0.0498(5) Uani 1 1 d .
N11 N 0.5491(3) 0.7224(2) 0.58272(18) 0.0477(4) Uani 1 1 d .
O02 O 0.1721(3) 0.8835(3) 0.5376(2) 0.0761(6) Uani 1 1 d D
O01 O 0.2825(3) 0.5085(2) 0.41165(17) 0.0581(5) Uani 1 1 d .
H02 H 0.281(4) 0.873(5) 0.562(3) 0.089(12) Uiso 1 1 d D
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.003 0.002 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.32 1.265 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.006 0.003 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.011 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-2 -1 0 0.14
-2 1 0 0.16
-1 2 0 0.18
1 5 0 0.19
1 0 0 0.155
1 -1 0 0.21
1 -9 0 0.22
0 0 1 0.05
0 0 -1 0.02
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
C06 C07 C02 118.5(2) . .
C06 C07 C08 119.9(2) . .
C02 C07 C08 121.7(2) . .
O02 C02 C03 118.3(2) . .
O02 C02 C07 122.6(2) . .
C03 C02 C07 119.1(3) . .
C04 C03 C02 121.0(3) . .
C04 C03 H03 119.5 . .
C02 C03 H03 119.5 . .
C03 C04 C05 120.8(3) . .
C03 C04 H04 119.6 . .
C05 C04 H04 119.6 . .
C06 C05 C04 118.4(3) . .
C06 C05 H05 120.8 . .
C04 C05 H05 120.8 . .
C05 C06 C07 122.2(3) . .
C05 C06 H06 118.9 . .
C07 C06 H06 118.9 . .
O01 C08 N10 124.3(2) . .
O01 C08 C07 117.9(2) . .
N10 C08 C07 117.8(2) . .
O01 C08 Cu1 40.72(11) . .
N10 C08 Cu1 83.93(14) . .
C07 C08 Cu1 157.36(17) . .
N11 C12 C14 120.7(2) . .
N11 C12 C18 122.0(2) . .
C14 C12 C18 117.2(2) . .
C15 C14 C12 117.6(3) . .
C15 C14 H14A 107.9 . .
C12 C14 H14A 107.9 . .
C15 C14 H14B 107.9 . .
C12 C14 H14B 107.9 . .
H14A C14 H14B 107.2 . .
C16 C15 C14 111.9(3) . .
C16 C15 H15A 109.2 . .
C14 C15 H15A 109.2 . .
C16 C15 H15B 109.2 . .
C14 C15 H15B 109.2 . .
H15A C15 H15B 107.9 . .
C15 C16 C17 113.8(4) . .
C15 C16 H16A 108.8 . .
C17 C16 H16A 108.8 . .
C15 C16 H16B 108.8 . .
C17 C16 H16B 108.8 . .
H16A C16 H16B 107.7 . .
C16 C17 H17A 109.5 . .
C16 C17 H17B 109.5 . .
H17A C17 H17B 109.5 . .
C16 C17 H17C 109.5 . .
H17A C17 H17C 109.5 . .
H17B C17 H17C 109.5 . .
C12 C18 C19 115.0(3) . .
C12 C18 H18A 108.5 . .
C19 C18 H18A 108.5 . .
C12 C18 H18B 108.5 . .
C19 C18 H18B 108.5 . .
H18A C18 H18B 107.5 . .
C18 C19 C20 109.0(3) . .
C18 C19 H19A 109.9 . .
C20 C19 H19A 109.9 . .
C18 C19 H19B 109.9 . .
C20 C19 H19B 109.9 . .
H19A C19 H19B 108.3 . .
C21 C20 C19 113.9(4) . .
C21 C20 H20A 108.8 . .
C19 C20 H20A 108.8 . .
C21 C20 H20B 108.8 . .
C19 C20 H20B 108.8 . .
H20A C20 H20B 107.7 . .
C20 C21 H21A 109.5 . .
C20 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C20 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
O01 Cu1 O01 180.0000(10) . 2_666
O01 Cu1 N11 99.21(8) . 2_666
O01 Cu1 N11 80.79(8) 2_666 2_666
O01 Cu1 N11 80.79(8) . .
O01 Cu1 N11 99.21(8) 2_666 .
N11 Cu1 N11 180.0000(10) 2_666 .
O01 Cu1 C08 153.66(8) . 2_666
O01 Cu1 C08 26.34(8) 2_666 2_666
N11 Cu1 C08 54.84(8) 2_666 2_666
N11 Cu1 C08 125.16(8) . 2_666
O01 Cu1 C08 26.34(8) . .
O01 Cu1 C08 153.66(8) 2_666 .
N11 Cu1 C08 125.16(8) 2_666 .
N11 Cu1 C08 54.84(8) . .
C08 Cu1 C08 180.0000(10) 2_666 .
C08 N10 N11 111.64(19) . .
C12 N11 N10 114.7(2) . .
C12 N11 Cu1 135.99(18) . .
N10 N11 Cu1 109.30(15) . .
C02 O02 H02 110(3) . .
C08 O01 Cu1 112.94(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C07 C06 1.390(4) .
C07 C02 1.407(3) .
C07 C08 1.486(3) .
C02 O02 1.344(4) .
C02 C03 1.397(4) .
C03 C04 1.360(5) .
C03 H03 0.93 .
C04 C05 1.396(4) .
C04 H04 0.93 .
C05 C06 1.378(4) .
C05 H05 0.93 .
C06 H06 0.93 .
C08 O01 1.286(3) .
C08 N10 1.306(3) .
C08 Cu1 2.670(2) .
C12 N11 1.299(3) .
C12 C14 1.491(4) .
C12 C18 1.506(4) .
C14 C15 1.473(5) .
C14 H14A 0.97 .
C14 H14B 0.97 .
C15 C16 1.432(6) .
C15 H15A 0.97 .
C15 H15B 0.97 .
C16 C17 1.631(7) .
C16 H16A 0.97 .
C16 H16B 0.97 .
C17 H17A 0.96 .
C17 H17B 0.96 .
C17 H17C 0.96 .
C18 C19 1.518(5) .
C18 H18A 0.97 .
C18 H18B 0.97 .
C19 C20 1.555(5) .
C19 H19A 0.97 .
C19 H19B 0.97 .
C20 C21 1.434(7) .
C20 H20A 0.97 .
C20 H20B 0.97 .
C21 H21A 0.96 .
C21 H21B 0.96 .
C21 H21C 0.96 .
Cu1 O01 1.8911(18) .
Cu1 O01 1.8911(18) 2_666
Cu1 N11 2.053(2) 2_666
Cu1 N11 2.053(2) .
Cu1 C08 2.670(2) 2_666
N10 N11 1.404(3) .
O02 H02 0.922(19) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O02 H02 N10 0.922(19) 1.77(3) 2.576(3) 144(4)
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C06 C07 C02 O02 179.7(3) . .
C08 C07 C02 O02 0.8(4) . .
C06 C07 C02 C03 -0.3(4) . .
C08 C07 C02 C03 -179.1(2) . .
O02 C02 C03 C04 -179.4(3) . .
C07 C02 C03 C04 0.5(4) . .
C02 C03 C04 C05 -0.7(5) . .
C03 C04 C05 C06 0.7(5) . .
C04 C05 C06 C07 -0.4(5) . .
C02 C07 C06 C05 0.3(4) . .
C08 C07 C06 C05 179.1(3) . .
C06 C07 C08 O01 0.0(4) . .
C02 C07 C08 O01 178.8(2) . .
C06 C07 C08 N10 -179.4(2) . .
C02 C07 C08 N10 -0.6(4) . .
C06 C07 C08 Cu1 -16.6(6) . .
C02 C07 C08 Cu1 162.2(3) . .
N11 C12 C14 C15 -114.5(3) . .
C18 C12 C14 C15 68.4(4) . .
C12 C14 C15 C16 64.0(4) . .
C14 C15 C16 C17 168.8(4) . .
N11 C12 C18 C19 81.5(4) . .
C14 C12 C18 C19 -101.4(3) . .
C12 C18 C19 C20 -174.0(3) . .
C18 C19 C20 C21 -171.0(5) . .
N10 C08 Cu1 O01 -172.4(3) . .
C07 C08 Cu1 O01 22.8(4) . .
O01 C08 Cu1 O01 180.000(3) . 2_666
N10 C08 Cu1 O01 7.6(3) . 2_666
C07 C08 Cu1 O01 -157.2(4) . 2_666
O01 C08 Cu1 N11 -11.0(2) . 2_666
N10 C08 Cu1 N11 176.60(14) . 2_666
C07 C08 Cu1 N11 11.8(5) . 2_666
O01 C08 Cu1 N11 169.0(2) . .
N10 C08 Cu1 N11 -3.40(14) . .
C07 C08 Cu1 N11 -168.2(5) . .
O01 C08 N10 N11 -1.6(4) . .
C07 C08 N10 N11 177.81(18) . .
Cu1 C08 N10 N11 4.38(18) . .
C14 C12 N11 N10 -179.1(2) . .
C18 C12 N11 N10 -2.1(4) . .
C14 C12 N11 Cu1 0.1(4) . .
C18 C12 N11 Cu1 177.01(19) . .
C08 N10 N11 C12 173.4(2) . .
C08 N10 N11 Cu1 -6.0(2) . .
O01 Cu1 N11 C12 -170.9(3) . .
O01 Cu1 N11 C12 9.1(3) 2_666 .
C08 Cu1 N11 C12 4.2(3) 2_666 .
C08 Cu1 N11 C12 -175.8(3) . .
O01 Cu1 N11 N10 8.25(15) . .
O01 Cu1 N11 N10 -171.75(15) 2_666 .
C08 Cu1 N11 N10 -176.67(13) 2_666 .
C08 Cu1 N11 N10 3.33(13) . .
N10 C08 O01 Cu1 9.1(3) . .
C07 C08 O01 Cu1 -170.27(16) . .
N11 Cu1 O01 C08 170.92(18) 2_666 .
N11 Cu1 O01 C08 -9.08(18) . .
C08 Cu1 O01 C08 180.000(2) 2_666 .
