#------------------------------------------------------------------------------
#$Date: 2016-02-18 14:25:00 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176728 $
#$URL: svn://www.crystallography.net/cod/cif/8/10/19/8101928.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_8101928
loop_
_publ_author_name
'Han, X.-Q.'
'Yue, G.-R.'
_publ_section_title
;
Crystal structure of bis[N-cyclopropyl-5-nitrosalicyl-aldiminato]copper
(II), Cu[(C₃H₅NCH)(O)C₆H₃(NO₂)]₂
;
_journal_issue                   1
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              73
_journal_page_last               74
_journal_volume                  221
_journal_year                    2006
_chemical_formula_structural     Cu[(C3H5NCH)(O)C6H3(NO2)]2
_chemical_formula_sum            'C20 H18 Cu N4 O6'
_chemical_formula_weight         473.92
_chemical_name_common
;?  
bis[2-(cyclopropyliminomethyl)-4-nitrophenolato]copper(II)
;
_chemical_name_systematic
; 
bis[N-cyclopropyl-5-nitrosalicylaldiminato]copper(II) 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/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                 113.223(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.365(1)
_cell_length_b                   16.863(2)
_cell_length_c                   11.257(1)
_cell_measurement_reflns_used    3817
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.6
_cell_measurement_theta_min      2.2
_cell_volume                     1982.6(3)
_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_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0362
_diffrn_reflns_av_sigmaI/netI    0.0385
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            16810
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.95
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.149
_exptl_absorpt_correction_T_max  0.8840
_exptl_absorpt_correction_T_min  0.7100
_exptl_absorpt_correction_type   empirical
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             972
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.264
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     280
_refine_ls_number_reflns         4524
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0501
_refine_ls_R_factor_gt           0.0346
_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)+(0.0362P)²+0.1091P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0772
_refine_ls_wR_factor_ref         0.0826
_reflns_number_gt                3463
_reflns_number_total             4524
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            1267-1723.cff
_cod_data_source_block           a
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_sg_symbol_H-M      P12(1)/c1
_cod_database_code               8101928
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_Wyckoff_symbol
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.30027(2) 0.933789(15) 0.68613(2) 0.03686(9) Uani 1 4 e d . . .
O1 O 0.33182(13) 0.94020(9) 0.86498(13) 0.0450(4) Uani 1 4 e d . . .
O2 O 0.71154(18) 0.78310(11) 1.36556(16) 0.0725(5) Uani 1 4 e d . . .
O3 O 0.83123(18) 0.78332(11) 1.25651(17) 0.0712(5) Uani 1 4 e d . . .
O4 O 0.24252(14) 1.02646(9) 0.58199(13) 0.0485(4) Uani 1 4 e d . . .
O5 O -0.10469(16) 1.09429(12) 0.00698(16) 0.0718(5) Uani 1 4 e d . . .
O6 O -0.14910(16) 0.97095(12) 0.01465(15) 0.0656(5) Uani 1 4 e d . . .
N1 N 0.47757(15) 0.89719(10) 0.71009(15) 0.0384(4) Uani 1 4 e d . . .
N2 N 0.7314(2) 0.80091(11) 1.26974(18) 0.0532(5) Uani 1 4 e d . . .
N3 N 0.15412(15) 0.86285(10) 0.58088(15) 0.0404(4) Uani 1 4 e d . . .
N4 N -0.09339(18) 1.03186(15) 0.06519(18) 0.0525(5) Uani 1 4 e d . . .
C1 C 0.54410(18) 0.88470(11) 0.94397(18) 0.0352(4) Uani 1 4 e d . . .
C2 C 0.43140(19) 0.91107(12) 0.95847(19) 0.0373(5) Uani 1 4 e d . . .
C3 C 0.4283(2) 0.90463(14) 1.0823(2) 0.0462(5) Uani 1 4 e d . . .
H3 H 0.3582 0.9246 1.0956 0.055 Uiso 1 4 e calc R . .
C4 C 0.5255(2) 0.86983(14) 1.1830(2) 0.0487(6) Uani 1 4 e d . . .
H4 H 0.5196 0.8643 1.2627 0.058 Uiso 1 4 e calc R . .
C5 C 0.6327(2) 0.84285(12) 1.16617(18) 0.0407(5) Uani 1 4 e d . . .
C6 C 0.64405(19) 0.85189(12) 1.05023(19) 0.0393(5) Uani 1 4 e d . . .
H6 H 0.7189 0.8361 1.0421 0.047 Uiso 1 4 e calc R . .
C7 C 0.56257(19) 0.88462(12) 0.82462(19) 0.0379(5) Uani 1 4 e d . . .
H7 H 0.6452 0.8743 0.8309 0.045 Uiso 1 4 e calc R . .
C8 C 0.5188(2) 0.88624(15) 0.6050(2) 0.0516(6) Uani 1 4 e d . . .
H8 H 0.6110 0.8921 0.6280 0.062 Uiso 1 4 e calc R . .
C9 C 0.4543(3) 0.82590(15) 0.5055(2) 0.0652(7) Uani 1 4 e d . . .
H9A H 0.5066 0.7952 0.4719 0.078 Uiso 1 4 e calc R . .
H9B H 0.3832 0.7971 0.5121 0.078 Uiso 1 4 e calc R . .
C10 C 0.4357(3) 0.91015(15) 0.4721(2) 0.0645(7) Uani 1 4 e d . . .
H10A H 0.3532 0.9334 0.4581 0.077 Uiso 1 4 e calc R . .
H10B H 0.4766 0.9315 0.4179 0.077 Uiso 1 4 e calc R . .
C11 C 0.07924(19) 0.95951(13) 0.40386(19) 0.0395(5) Uani 1 4 e d . . .
C12 C 0.15951(18) 1.02526(12) 0.46156(19) 0.0392(5) Uani 1 4 e d . . .
C13 C 0.1491(2) 1.09291(13) 0.3845(2) 0.0462(5) Uani 1 4 e d . . .
H13 H 0.1983 1.1374 0.4215 0.055 Uiso 1 4 e calc R . .
C14 C 0.0685(2) 1.09487(14) 0.2570(2) 0.0469(5) Uani 1 4 e d . . .
H14 H 0.0650 1.1396 0.2073 0.056 Uiso 1 4 e calc R . .
C15 C -0.00803(19) 1.02977(14) 0.20213(19) 0.0424(5) Uani 1 4 e d . . .
C16 C -0.00483(19) 0.96364(13) 0.27333(19) 0.0433(5) Uani 1 4 e d . . .
H16 H -0.0586 0.9211 0.2352 0.052 Uiso 1 4 e calc R . .
C17 C 0.07587(19) 0.88579(13) 0.46856(19) 0.0426(5) Uani 1 4 e d . . .
H17 H 0.0095 0.8511 0.4237 0.051 Uiso 1 4 e calc R . .
C18 C 0.1326(2) 0.78538(13) 0.6221(2) 0.0531(6) Uani 1 4 e d . . .
H18 H 0.0615 0.7553 0.5593 0.064 Uiso 1 4 e calc R . .
C19 C 0.2442(3) 0.73777(14) 0.7064(2) 0.0582(6) Uani 1 4 e d . . .
H19A H 0.2412 0.6809 0.6927 0.070 Uiso 1 4 e calc R . .
H19B H 0.3286 0.7613 0.7323 0.070 Uiso 1 4 e calc R . .
C20 C 0.1561(2) 0.77215(16) 0.7602(2) 0.0622(7) Uani 1 4 e d . . .
H20A H 0.1866 0.8167 0.8190 0.075 Uiso 1 4 e calc R . .
H20B H 0.0992 0.7363 0.7794 0.075 Uiso 1 4 e 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
O1 Cu1 O4 118.62(6) . . ?
O1 Cu1 N3 115.11(7) . . ?
O4 Cu1 N3 96.96(6) . . ?
O1 Cu1 N1 96.55(6) . . ?
O4 Cu1 N1 114.54(7) . . ?
N3 Cu1 N1 116.46(7) . . ?
C2 O1 Cu1 125.13(13) . . ?
C12 O4 Cu1 123.74(13) . . ?
C7 N1 C8 116.15(17) . . ?
C7 N1 Cu1 119.91(13) . . ?
C8 N1 Cu1 123.90(13) . . ?
O2 N2 O3 123.0(2) . . ?
O2 N2 C5 118.5(2) . . ?
O3 N2 C5 118.5(2) . . ?
C17 N3 C18 116.79(18) . . ?
C17 N3 Cu1 119.40(14) . . ?
C18 N3 Cu1 123.78(13) . . ?
O5 N4 O6 123.3(2) . . ?
O5 N4 C15 118.2(2) . . ?
O6 N4 C15 118.5(2) . . ?
C6 C1 C2 119.29(18) . . ?
C6 C1 C7 115.46(18) . . ?
C2 C1 C7 125.16(17) . . ?
O1 C2 C3 118.38(19) . . ?
O1 C2 C1 124.07(18) . . ?
C3 C2 C1 117.56(18) . . ?
C4 C3 C2 121.7(2) . . ?
C4 C3 H3 119.1 . . ?
C2 C3 H3 119.1 . . ?
C3 C4 C5 119.8(2) . . ?
C3 C4 H4 120.1 . . ?
C5 C4 H4 120.1 . . ?
C6 C5 C4 120.90(19) . . ?
C6 C5 N2 119.3(2) . . ?
C4 C5 N2 119.7(2) . . ?
C5 C6 C1 120.6(2) . . ?
C5 C6 H6 119.7 . . ?
C1 C6 H6 119.7 . . ?
N1 C7 C1 127.34(18) . . ?
N1 C7 H7 116.3 . . ?
C1 C7 H7 116.3 . . ?
N1 C8 C10 120.7(2) . . ?
N1 C8 C9 119.0(2) . . ?
C10 C8 C9 59.40(16) . . ?
N1 C8 H8 115.4 . . ?
C10 C8 H8 115.4 . . ?
C9 C8 H8 115.4 . . ?
C10 C9 C8 60.28(16) . . ?
C10 C9 H9A 117.7 . . ?
C8 C9 H9A 117.7 . . ?
C10 C9 H9B 117.7 . . ?
C8 C9 H9B 117.7 . . ?
H9A C9 H9B 114.9 . . ?
C9 C10 C8 60.32(16) . . ?
C9 C10 H10A 117.7 . . ?
C8 C10 H10A 117.7 . . ?
C9 C10 H10B 117.7 . . ?
C8 C10 H10B 117.7 . . ?
H10A C10 H10B 114.9 . . ?
C16 C11 C12 119.31(19) . . ?
C16 C11 C17 115.27(19) . . ?
C12 C11 C17 125.42(18) . . ?
O4 C12 C13 118.38(19) . . ?
O4 C12 C11 123.75(19) . . ?
C13 C12 C11 117.87(19) . . ?
C14 C13 C12 121.7(2) . . ?
C14 C13 H13 119.1 . . ?
C12 C13 H13 119.1 . . ?
C13 C14 C15 119.5(2) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 121.25(19) . . ?
C16 C15 N4 119.4(2) . . ?
C14 C15 N4 119.3(2) . . ?
C15 C16 C11 120.3(2) . . ?
C15 C16 H16 119.8 . . ?
C11 C16 H16 119.8 . . ?
N3 C17 C11 127.41(19) . . ?
N3 C17 H17 116.3 . . ?
C11 C17 H17 116.3 . . ?
N3 C18 C19 119.1(2) . . ?
N3 C18 C20 119.3(2) . . ?
C19 C18 C20 59.65(16) . . ?
N3 C18 H18 115.7 . . ?
C19 C18 H18 115.7 . . ?
C20 C18 H18 115.7 . . ?
C20 C19 C18 60.23(16) . . ?
C20 C19 H19A 117.7 . . ?
C18 C19 H19A 117.7 . . ?
C20 C19 H19B 117.7 . . ?
C18 C19 H19B 117.7 . . ?
H19A C19 H19B 114.9 . . ?
C19 C20 C18 60.12(16) . . ?
C19 C20 H20A 117.8 . . ?
C18 C20 H20A 117.8 . . ?
C19 C20 H20B 117.8 . . ?
C18 C20 H20B 117.8 . . ?
H20A C20 H20B 114.9 . . ?
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 O1 1.9038(14) . ?
Cu1 O4 1.9079(14) . ?
Cu1 N3 2.0104(17) . ?
Cu1 N1 2.0212(17) . ?
O1 C2 1.300(2) . ?
O2 N2 1.223(3) . ?
O3 N2 1.237(3) . ?
O4 C12 1.311(2) . ?
O5 N4 1.220(3) . ?
O6 N4 1.223(3) . ?
N1 C7 1.288(2) . ?
N1 C8 1.446(3) . ?
N2 C5 1.444(3) . ?
N3 C17 1.285(2) . ?
N3 C18 1.439(3) . ?
N4 C15 1.463(2) . ?
C1 C6 1.398(3) . ?
C1 C2 1.425(3) . ?
C1 C7 1.439(3) . ?
C2 C3 1.413(3) . ?
C3 C4 1.365(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.382(3) . ?
C4 H4 0.9300 . ?
C5 C6 1.370(3) . ?
C6 H6 0.9300 . ?
C7 H7 0.9300 . ?
C8 C10 1.476(3) . ?
C8 C9 1.477(3) . ?
C8 H8 0.9800 . ?
C9 C10 1.463(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C16 1.403(3) . ?
C11 C12 1.420(3) . ?
C11 C17 1.449(3) . ?
C12 C13 1.409(3) . ?
C13 C14 1.365(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.385(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.365(3) . ?
C16 H16 0.9300 . ?
C17 H17 0.9300 . ?
C18 C19 1.485(3) . ?
C18 C20 1.486(3) . ?
C18 H18 0.9800 . ?
C19 C20 1.478(4) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
