#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/18/8101897.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_8101897
loop_
_publ_author_name
'Chen, Q.'
_publ_section_title
;
Crystal structure of bis[N-cyclohexyl-4-nitrosalicylaldiminato]copper(II), 
Cu(C₁₃H₁₅N₂O₃)₂
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              635
_journal_page_last               636
_journal_volume                  220
_journal_year                    2005
_chemical_formula_structural     Cu(C13H15N2O3)2
_chemical_formula_sum            'C26 H30 Cu N4 O6'
_chemical_formula_weight         558.08
_chemical_name_systematic
; 
 bis[N-cyclohexyl-4-nitrosalicylaldiminato]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                113.746(2)
_cell_angle_beta                 104.388(2)
_cell_angle_gamma                94.983(2)
_cell_formula_units_Z            2
_cell_length_a                   10.765(2)
_cell_length_b                   11.113(2)
_cell_length_c                   12.441(2)
_cell_measurement_reflns_used    1791
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.54
_cell_measurement_theta_min      2.21
_cell_volume                     1289.9(4)
_computing_cell_refinement       'Siemens XSCANS'
_computing_data_collection       'Siemens XSCANS'
_computing_data_reduction        'Siemens SHELXTL'
_computing_molecular_graphics    'Siemens SHELXTL'
_computing_publication_material  'Siemens SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Siemens P4'
_diffrn_measurement_method       omega
_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  0.0469
_diffrn_reflns_av_sigmaI/netI    0.0836
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10917
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.88
_exptl_absorpt_coefficient_mu    0.895
_exptl_absorpt_correction_T_max  0.9400
_exptl_absorpt_correction_T_min  0.8555
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             582
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.498
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     334
_refine_ls_number_reflns         5519
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.057
_refine_ls_R_factor_all          0.0958
_refine_ls_R_factor_gt           0.0662
_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)+(0.0380P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1107
_refine_ls_wR_factor_ref         0.1234
_reflns_number_gt                3974
_reflns_number_total             5519
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1688.cff
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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_enum 1555 2011-01-17 13:19:09Z saulius 
;
_cod_original_cell_volume        1289.9(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               8101897
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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.96593(4) 0.79151(5) 0.59573(4) 0.03830(15) Uani 1 2 i d . . .
O1 O 0.3525(3) 0.8184(4) 0.1936(3) 0.0763(10) Uani 1 2 i d . . .
O2 O 0.3261(3) 0.6134(3) 0.0580(3) 0.0806(10) Uani 1 2 i d . . .
O3 O 0.8560(2) 0.6670(3) 0.4325(2) 0.0490(7) Uani 1 2 i d . . .
O4 O 1.5672(3) 0.7759(4) 1.0243(3) 0.0765(10) Uani 1 2 i d . . .
O5 O 1.6883(3) 0.8979(3) 0.9747(3) 0.0744(10) Uani 1 2 i d . . .
O6 O 1.1478(2) 0.8532(3) 0.6228(2) 0.0494(7) Uani 1 2 i d . . .
N1 N 0.3879(3) 0.7104(4) 0.1557(3) 0.0553(9) Uani 1 2 i d . . .
N2 N 0.8641(3) 0.9368(3) 0.6148(3) 0.0397(7) Uani 1 2 i d . . .
N3 N 1.5818(3) 0.8384(4) 0.9643(3) 0.0546(9) Uani 1 2 i d . . .
N4 N 0.9941(3) 0.6999(3) 0.7062(3) 0.0377(7) Uani 1 2 i d . . .
C1 C 0.7459(4) 0.6807(4) 0.3723(3) 0.0398(9) Uani 1 2 i d . . .
C2 C 0.6931(4) 0.7987(4) 0.4159(3) 0.0391(9) Uani 1 2 i d . . .
C3 C 0.5743(4) 0.8035(4) 0.3422(3) 0.0431(9) Uani 1 2 i d . . .
H3 H 0.5393 0.8798 0.3701 0.052 Uiso 1 2 i calc R . .
C4 C 0.5087(4) 0.6993(4) 0.2308(3) 0.0421(9) Uani 1 2 i d . . .
C5 C 0.5571(4) 0.5825(4) 0.1868(4) 0.0510(11) Uani 1 2 i d . . .
H5 H 0.5114 0.5109 0.1107 0.061 Uiso 1 2 i calc R . .
C6 C 0.6722(4) 0.5754(4) 0.2572(4) 0.0506(11) Uani 1 2 i d . . .
H6 H 0.7038 0.4970 0.2278 0.061 Uiso 1 2 i calc R . .
C7 C 0.7556(4) 0.9167(4) 0.5319(3) 0.0432(9) Uani 1 2 i d . . .
H7 H 0.7115 0.9872 0.5484 0.052 Uiso 1 2 i calc R . .
C8 C 0.9067(4) 1.0700(4) 0.7232(3) 0.0430(9) Uani 1 2 i d . . .
H8 H 0.8285 1.1071 0.7323 0.052 Uiso 1 2 i calc R . .
C9 C 0.9698(5) 1.0573(4) 0.8392(4) 0.0658(13) Uani 1 2 i d . . .
H9A H 1.0463 1.0184 0.8317 0.079 Uiso 1 2 i calc R . .
H9B H 0.9086 0.9977 0.8508 0.079 Uiso 1 2 i calc R . .
C10 C 1.0104(5) 1.1943(4) 0.9502(4) 0.0718(14) Uani 1 2 i d . . .
H10A H 0.9326 1.2282 0.9627 0.086 Uiso 1 2 i calc R . .
H10B H 1.0556 1.1849 1.0234 0.086 Uiso 1 2 i calc R . .
C11 C 1.0985(4) 1.2935(4) 0.9339(4) 0.0677(14) Uani 1 2 i d . . .
H11A H 1.1813 1.2659 0.9323 0.081 Uiso 1 2 i calc R . .
H11B H 1.1164 1.3812 1.0034 0.081 Uiso 1 2 i calc R . .
C12 C 1.0361(5) 1.3034(4) 0.8152(4) 0.0682(14) Uani 1 2 i d . . .
H12A H 1.0975 1.3630 0.8038 0.082 Uiso 1 2 i calc R . .
H12B H 0.9589 1.3416 0.8209 0.082 Uiso 1 2 i calc R . .
C13 C 0.9969(5) 1.1649(4) 0.7037(4) 0.0624(12) Uani 1 2 i d . . .
H13A H 0.9532 1.1728 0.6294 0.075 Uiso 1 2 i calc R . .
H13B H 1.0748 1.1299 0.6933 0.075 Uiso 1 2 i calc R . .
C14 C 1.2326(4) 0.7828(4) 0.7818(3) 0.0388(9) Uani 1 2 i d . . .
C15 C 1.2447(4) 0.8461(4) 0.7037(3) 0.0425(9) Uani 1 2 i d . . .
C16 C 1.3733(4) 0.9050(4) 0.7180(4) 0.0573(12) Uani 1 2 i d . . .
H16 H 1.3843 0.9465 0.6683 0.069 Uiso 1 2 i calc R . .
C17 C 1.4815(4) 0.9035(4) 0.8014(4) 0.0560(11) Uani 1 2 i d . . .
H17 H 1.5646 0.9437 0.8087 0.067 Uiso 1 2 i calc R . .
C18 C 1.4663(4) 0.8411(4) 0.8756(4) 0.0446(10) Uani 1 2 i d . . .
C19 C 1.3451(4) 0.7834(4) 0.8671(3) 0.0424(9) Uani 1 2 i d . . .
H19 H 1.3373 0.7439 0.9189 0.051 Uiso 1 2 i calc R . .
C20 C 1.1096(4) 0.7122(4) 0.7750(3) 0.0402(9) Uani 1 2 i d . . .
H20 H 1.1148 0.6705 0.8269 0.048 Uiso 1 2 i calc R . .
C21 C 0.8846(3) 0.6127(4) 0.7085(3) 0.0412(9) Uani 1 2 i d . . .
H21 H 0.9105 0.6076 0.7876 0.049 Uiso 1 2 i calc R . .
C22 C 0.8585(4) 0.4717(4) 0.6063(4) 0.0484(10) Uani 1 2 i d . . .
H22A H 0.9363 0.4344 0.6180 0.058 Uiso 1 2 i calc R . .
H22B H 0.8400 0.4752 0.5273 0.058 Uiso 1 2 i calc R . .
C23 C 0.7433(4) 0.3809(4) 0.6048(4) 0.0557(11) Uani 1 2 i d . . .
H23A H 0.7648 0.3703 0.6806 0.067 Uiso 1 2 i calc R . .
H23B H 0.7257 0.2928 0.5359 0.067 Uiso 1 2 i calc R . .
C24 C 0.6215(4) 0.4418(4) 0.5929(4) 0.0548(11) Uani 1 2 i d . . .
H24A H 0.5969 0.4471 0.5147 0.066 Uiso 1 2 i calc R . .
H24B H 0.5491 0.3844 0.5939 0.066 Uiso 1 2 i calc R . .
C25 C 0.6474(4) 0.5800(4) 0.6971(4) 0.0542(11) Uani 1 2 i d . . .
H25A H 0.6657 0.5739 0.7748 0.065 Uiso 1 2 i calc R . .
H25B H 0.5700 0.6179 0.6866 0.065 Uiso 1 2 i calc R . .
C26 C 0.7629(3) 0.6716(4) 0.7005(4) 0.0468(10) Uani 1 2 i d . . .
H26A H 0.7405 0.6859 0.6267 0.056 Uiso 1 2 i calc R . .
H26B H 0.7809 0.7583 0.7714 0.056 Uiso 1 2 i calc R . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O6 Cu1 O3 119.41(12) . . ?
O6 Cu1 N4 96.33(11) . . ?
O3 Cu1 N4 110.07(12) . . ?
O6 Cu1 N2 112.69(12) . . ?
O3 Cu1 N2 96.24(11) . . ?
N4 Cu1 N2 123.93(12) . . ?
C1 O3 Cu1 126.4(2) . . ?
C15 O6 Cu1 125.5(2) . . ?
O2 N1 O1 123.1(4) . . ?
O2 N1 C4 119.0(4) . . ?
O1 N1 C4 117.9(4) . . ?
C7 N2 C8 116.7(3) . . ?
C7 N2 Cu1 120.4(3) . . ?
C8 N2 Cu1 122.9(2) . . ?
O5 N3 O4 123.6(4) . . ?
O5 N3 C18 117.9(4) . . ?
O4 N3 C18 118.5(3) . . ?
C20 N4 C21 117.8(3) . . ?
C20 N4 Cu1 120.6(3) . . ?
C21 N4 Cu1 121.5(2) . . ?
O3 C1 C6 119.4(3) . . ?
O3 C1 C2 123.7(3) . . ?
C6 C1 C2 116.9(3) . . ?
C3 C2 C1 118.9(3) . . ?
C3 C2 C7 116.6(3) . . ?
C1 C2 C7 124.5(3) . . ?
C4 C3 C2 121.4(4) . . ?
C4 C3 H3 119.3 . . ?
C2 C3 H3 119.3 . . ?
C3 C4 C5 120.9(4) . . ?
C3 C4 N1 119.5(4) . . ?
C5 C4 N1 119.5(4) . . ?
C6 C5 C4 118.6(4) . . ?
C6 C5 H5 120.7 . . ?
C4 C5 H5 120.7 . . ?
C5 C6 C1 123.2(4) . . ?
C5 C6 H6 118.4 . . ?
C1 C6 H6 118.4 . . ?
N2 C7 C2 128.5(4) . . ?
N2 C7 H7 115.8 . . ?
C2 C7 H7 115.8 . . ?
N2 C8 C13 110.7(3) . . ?
N2 C8 C9 110.8(3) . . ?
C13 C8 C9 111.4(3) . . ?
N2 C8 H8 107.9 . . ?
C13 C8 H8 107.9 . . ?
C9 C8 H8 107.9 . . ?
C8 C9 C10 110.3(4) . . ?
C8 C9 H9A 109.6 . . ?
C10 C9 H9A 109.6 . . ?
C8 C9 H9B 109.6 . . ?
C10 C9 H9B 109.6 . . ?
H9A C9 H9B 108.1 . . ?
C11 C10 C9 112.0(4) . . ?
C11 C10 H10A 109.2 . . ?
C9 C10 H10A 109.2 . . ?
C11 C10 H10B 109.2 . . ?
C9 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
C10 C11 C12 111.1(4) . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11B 109.4 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C11 C12 C13 111.1(4) . . ?
C11 C12 H12A 109.4 . . ?
C13 C12 H12A 109.4 . . ?
C11 C12 H12B 109.4 . . ?
C13 C12 H12B 109.4 . . ?
H12A C12 H12B 108.0 . . ?
C8 C13 C12 109.8(3) . . ?
C8 C13 H13A 109.7 . . ?
C12 C13 H13A 109.7 . . ?
C8 C13 H13B 109.7 . . ?
C12 C13 H13B 109.7 . . ?
H13A C13 H13B 108.2 . . ?
C19 C14 C15 119.4(3) . . ?
C19 C14 C20 116.7(3) . . ?
C15 C14 C20 123.8(3) . . ?
O6 C15 C16 118.5(4) . . ?
O6 C15 C14 124.9(3) . . ?
C16 C15 C14 116.7(4) . . ?
C17 C16 C15 122.7(4) . . ?
C17 C16 H16 118.6 . . ?
C15 C16 H16 118.6 . . ?
C16 C17 C18 119.1(4) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C19 C18 C17 121.1(4) . . ?
C19 C18 N3 119.6(4) . . ?
C17 C18 N3 119.4(4) . . ?
C18 C19 C14 121.0(4) . . ?
C18 C19 H19 119.5 . . ?
C14 C19 H19 119.5 . . ?
N4 C20 C14 128.1(3) . . ?
N4 C20 H20 115.9 . . ?
C14 C20 H20 115.9 . . ?
N4 C21 C22 110.5(3) . . ?
N4 C21 C26 110.9(3) . . ?
C22 C21 C26 111.6(3) . . ?
N4 C21 H21 107.9 . . ?
C22 C21 H21 107.9 . . ?
C26 C21 H21 107.9 . . ?
C21 C22 C23 111.3(3) . . ?
C21 C22 H22A 109.4 . . ?
C23 C22 H22A 109.4 . . ?
C21 C22 H22B 109.4 . . ?
C23 C22 H22B 109.4 . . ?
H22A C22 H22B 108.0 . . ?
C22 C23 C24 110.0(3) . . ?
C22 C23 H23A 109.7 . . ?
C24 C23 H23A 109.7 . . ?
C22 C23 H23B 109.7 . . ?
C24 C23 H23B 109.7 . . ?
H23A C23 H23B 108.2 . . ?
C25 C24 C23 110.7(3) . . ?
C25 C24 H24A 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C25 C24 H24B 109.5 . . ?
C23 C24 H24B 109.5 . . ?
H24A C24 H24B 108.1 . . ?
C24 C25 C26 110.9(3) . . ?
C24 C25 H25A 109.5 . . ?
C26 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C26 C25 H25B 109.5 . . ?
H25A C25 H25B 108.0 . . ?
C21 C26 C25 111.6(3) . . ?
C21 C26 H26A 109.3 . . ?
C25 C26 H26A 109.3 . . ?
C21 C26 H26B 109.3 . . ?
C25 C26 H26B 109.3 . . ?
H26A C26 H26B 108.0 . . ?
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
Cu1 O6 1.916(3) . ?
Cu1 O3 1.923(3) . ?
Cu1 N4 1.997(3) . ?
Cu1 N2 1.998(3) . ?
O1 N1 1.233(4) . ?
O2 N1 1.225(4) . ?
O3 C1 1.293(4) . ?
O4 N3 1.233(4) . ?
O5 N3 1.223(4) . ?
O6 C15 1.290(4) . ?
N1 C4 1.448(5) . ?
N2 C7 1.284(4) . ?
N2 C8 1.479(4) . ?
N3 C18 1.455(5) . ?
N4 C20 1.282(4) . ?
N4 C21 1.473(4) . ?
C1 C6 1.405(5) . ?
C1 C2 1.431(5) . ?
C2 C3 1.395(5) . ?
C2 C7 1.447(5) . ?
C3 C4 1.356(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.393(5) . ?
C5 C6 1.357(5) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C13 1.503(5) . ?
C8 C9 1.503(5) . ?
C8 H8 0.9800 . ?
C9 C10 1.519(5) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 C11 1.500(6) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.515(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 C13 1.532(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C19 1.395(5) . ?
C14 C15 1.433(5) . ?
C14 C20 1.444(5) . ?
C15 C16 1.416(5) . ?
C16 C17 1.360(5) . ?
C16 H16 0.9300 . ?
C17 C18 1.389(5) . ?
C17 H17 0.9300 . ?
C18 C19 1.362(5) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 C22 1.513(5) . ?
C21 C26 1.515(5) . ?
C21 H21 0.9800 . ?
C22 C23 1.521(5) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
C23 C24 1.529(5) . ?
C23 H23A 0.9700 . ?
C23 H23B 0.9700 . ?
C24 C25 1.503(5) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C25 C26 1.517(5) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
