#------------------------------------------------------------------------------
#$Date: 2016-02-20 05:06:23 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176774 $
#$URL: svn://www.crystallography.net/cod/cif/2/20/65/2206501.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_2206501
loop_
_publ_author_name
'You, Zhong-Lu'
_publ_section_title
'[N,N'-Bis(3-methylsalicylidene)propane-1,3-diaminato]copper(II)'
_journal_coeditor_code           NG6159
_journal_issue                   8
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m1559
_journal_page_last               m1560
_journal_paper_doi               10.1107/S1600536805021823
_journal_volume                  61
_journal_year                    2005
_chemical_formula_iupac          '[Cu (C19 H20 N2 O2)]'
_chemical_formula_moiety         'C19 H20 Cu N2 O2'
_chemical_formula_sum            'C19 H20 Cu N2 O2'
_chemical_formula_weight         371.91
_chemical_name_systematic
;
[N,N'-Bis(3-methylsalicylidene)propane-1,3-diaminato]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                 114.380(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3280(10)
_cell_length_b                   7.7320(10)
_cell_length_c                   23.656(2)
_cell_measurement_reflns_used    2075
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      21.23
_cell_measurement_theta_min      2.21
_cell_volume                     1720.6(3)
_computing_cell_refinement       SMART
_computing_data_collection       'SMART (Bruker, 1998)'
_computing_data_reduction        'SAINT (Bruker, 1998)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1997b)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997a)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997a)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0609
_diffrn_reflns_av_sigmaI/netI    0.0568
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            19004
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.89
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.282
_exptl_absorpt_correction_T_max  0.7569
_exptl_absorpt_correction_T_min  0.6625
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.436
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.23
_refine_diff_density_max         1.144
_refine_diff_density_min         -0.592
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         3944
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1257
_refine_ls_R_factor_gt           0.0666
_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)+(0.059P)²+2.5236P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1453
_refine_ls_wR_factor_ref         0.1749
_reflns_number_gt                2182
_reflns_number_total             3944
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ng6159.cif
_cod_data_source_block           I
_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 1527 2010-12-29 10:47:43Z saulius 

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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2206501
_cod_database_fobs_code          2206501
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_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_refinement_flags
_atom_site_occupancy
_atom_site_type_symbol
Cu1 0.44472(6) 0.75031(8) 0.48574(3) 0.0580(2) Uani d . 1 Cu
O1 0.2513(3) 0.7470(5) 0.42769(17) 0.0643(9) Uani d . 1 O
O2 0.3657(4) 0.7721(4) 0.54536(18) 0.0649(10) Uani d . 1 O
N1 0.5025(5) 0.6446(6) 0.4230(3) 0.0673(13) Uani d . 1 N
N2 0.6314(4) 0.8302(6) 0.5448(3) 0.0681(12) Uani d . 1 N
C1 0.2659(6) 0.5473(7) 0.3544(3) 0.0630(14) Uani d . 1 C
C2 0.1906(6) 0.6424(6) 0.3815(2) 0.0545(12) Uani d . 1 C
C3 0.0410(6) 0.6227(7) 0.3577(2) 0.0633(14) Uani d . 1 C
C4 -0.0244(7) 0.5069(9) 0.3101(3) 0.0826(18) Uani d . 1 C
H4 -0.1221 0.4909 0.2955 0.099 Uiso calc R 1 H
C5 0.0483(9) 0.4152(9) 0.2836(3) 0.095(2) Uani d . 1 C
H5 -0.0001 0.3390 0.2513 0.114 Uiso calc R 1 H
C6 0.1912(8) 0.4339(8) 0.3040(3) 0.0823(19) Uani d . 1 C
H6 0.2401 0.3727 0.2851 0.099 Uiso calc R 1 H
C7 -0.0374(6) 0.7264(9) 0.3859(3) 0.095(2) Uani d . 1 C
H7A -0.0337 0.8464 0.3762 0.142 Uiso calc R 1 H
H7B 0.0054 0.7111 0.4301 0.142 Uiso calc R 1 H
H7C -0.1346 0.6891 0.3696 0.142 Uiso calc R 1 H
C8 0.4140(7) 0.5629(7) 0.3752(3) 0.0709(16) Uani d . 1 C
H8 0.4534 0.5066 0.3513 0.085 Uiso calc R 1 H
C9 0.6480(6) 0.6559(9) 0.4282(3) 0.094(2) Uani d D 1 C
H9A 0.6572 0.7591 0.4069 0.112 Uiso calc R 1 H
H9B 0.6669 0.5569 0.4076 0.112 Uiso calc R 1 H
C10 0.7551(6) 0.6613(10) 0.4928(3) 0.090(2) Uani d D 1 C
H10A 0.8482 0.6471 0.4925 0.108 Uiso calc R 1 H
H10B 0.7394 0.5632 0.5147 0.108 Uiso calc R 1 H
C11 0.7574(6) 0.8226(9) 0.5287(4) 0.093(2) Uani d . 1 C
H11A 0.8440 0.8251 0.5666 0.112 Uiso calc R 1 H
H11B 0.7572 0.9233 0.5042 0.112 Uiso calc R 1 H
C12 0.6522(5) 0.8952(7) 0.5979(3) 0.0721(17) Uani d . 1 C
H12 0.7441 0.9337 0.6217 0.087 Uiso calc R 1 H
C13 0.5526(6) 0.9165(7) 0.6256(3) 0.0633(14) Uani d . 1 C
C14 0.4146(5) 0.8484(6) 0.5984(2) 0.0562(12) Uani d . 1 C
C15 0.3252(6) 0.8664(7) 0.6302(2) 0.0626(14) Uani d . 1 C
C16 0.3734(8) 0.9506(9) 0.6857(3) 0.0855(18) Uani d . 1 C
H16 0.3145 0.9609 0.7065 0.103 Uiso calc R 1 H
C17 0.5097(9) 1.0214(10) 0.7118(3) 0.105(2) Uani d . 1 C
H17 0.5409 1.0799 0.7494 0.126 Uiso calc R 1 H
C18 0.5961(7) 1.0047(9) 0.6822(3) 0.093(2) Uani d . 1 C
H18 0.6866 1.0529 0.6997 0.112 Uiso calc R 1 H
C19 0.1764(6) 0.7971(8) 0.6001(3) 0.0859(19) Uani d . 1 C
H19A 0.1270 0.8230 0.6257 0.129 Uiso calc R 1 H
H19B 0.1794 0.6741 0.5952 0.129 Uiso calc R 1 H
H19C 0.1277 0.8499 0.5601 0.129 Uiso calc R 1 H
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_publ_flag
O1 Cu1 O2 83.82(15) y
O1 Cu1 N1 90.28(18) y
O1 Cu1 N2 162.23(18) y
O2 Cu1 N1 160.09(17) y
O2 Cu1 N2 92.30(19) y
N2 Cu1 N1 98.8(2) y
C2 O1 Cu1 128.1(3) ?
C14 O2 Cu1 130.3(3) ?
C8 N1 C9 115.9(5) ?
C8 N1 Cu1 122.2(4) ?
C9 N1 Cu1 121.9(4) ?
C12 N2 C11 116.8(5) ?
C12 N2 Cu1 122.7(4) ?
C11 N2 Cu1 120.6(5) ?
C2 C1 C8 121.6(5) ?
C2 C1 C6 119.7(5) ?
C8 C1 C6 118.8(6) ?
O1 C2 C1 123.2(5) ?
O1 C2 C3 118.1(5) ?
C1 C2 C3 118.7(5) ?
C4 C3 C2 118.8(5) ?
C4 C3 C7 123.1(5) ?
C2 C3 C7 118.1(5) ?
C5 C4 C3 122.5(6) ?
C5 C4 H4 118.7 ?
C3 C4 H4 118.7 ?
C6 C5 C4 120.5(6) ?
C6 C5 H5 119.8 ?
C4 C5 H5 119.8 ?
C5 C6 C1 119.8(6) ?
C5 C6 H6 120.1 ?
C1 C6 H6 120.1 ?
C3 C7 H7A 109.5 ?
C3 C7 H7B 109.5 ?
H7A C7 H7B 109.5 ?
C3 C7 H7C 109.5 ?
H7A C7 H7C 109.5 ?
H7B C7 H7C 109.5 ?
N1 C8 C1 128.7(5) ?
N1 C8 H8 115.7 ?
C1 C8 H8 115.7 ?
N1 C9 C10 113.4(5) ?
N1 C9 H9A 108.9 ?
C10 C9 H9A 108.9 ?
N1 C9 H9B 108.9 ?
C10 C9 H9B 108.9 ?
H9A C9 H9B 107.7 ?
C9 C10 C11 116.1(6) ?
C9 C10 H10A 108.2 ?
C11 C10 H10A 108.2 ?
C9 C10 H10B 108.2 ?
C11 C10 H10B 108.2 ?
H10A C10 H10B 107.4 ?
N2 C11 C10 111.3(5) ?
N2 C11 H11A 109.4 ?
C10 C11 H11A 109.4 ?
N2 C11 H11B 109.4 ?
C10 C11 H11B 109.4 ?
H11A C11 H11B 108.0 ?
N2 C12 C13 128.8(5) ?
N2 C12 H12 115.6 ?
C13 C12 H12 115.6 ?
C18 C13 C14 119.0(6) ?
C18 C13 C12 118.9(6) ?
C14 C13 C12 122.1(5) ?
O2 C14 C13 122.3(5) ?
O2 C14 C15 118.9(5) ?
C13 C14 C15 118.8(5) ?
C16 C15 C14 120.0(6) ?
C16 C15 C19 121.5(6) ?
C14 C15 C19 118.5(5) ?
C15 C16 C17 120.9(6) ?
C15 C16 H16 119.5 ?
C17 C16 H16 119.5 ?
C18 C17 C16 119.8(7) ?
C18 C17 H17 120.1 ?
C16 C17 H17 120.1 ?
C17 C18 C13 121.5(6) ?
C17 C18 H18 119.2 ?
C13 C18 H18 119.2 ?
C15 C19 H19A 109.5 ?
C15 C19 H19B 109.5 ?
H19A C19 H19B 109.5 ?
C15 C19 H19C 109.5 ?
H19A C19 H19C 109.5 ?
H19B C19 H19C 109.5 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 1.901(3) y
Cu1 O2 1.907(4) y
Cu1 N1 1.990(5) y
Cu1 N2 1.956(5) y
O1 C2 1.293(6) ?
O2 C14 1.287(6) ?
N1 C8 1.288(7) ?
N1 C9 1.458(6) ?
N2 C11 1.500(7) ?
N2 C12 1.287(7) ?
C1 C2 1.403(7) ?
C1 C6 1.423(8) ?
C1 C8 1.406(8) ?
C2 C3 1.418(7) ?
C3 C4 1.378(8) ?
C3 C7 1.479(8) ?
C4 C5 1.359(9) ?
C4 H4 0.9300 ?
C5 C6 1.358(9) ?
C5 H5 0.9300 ?
C6 H6 0.9300 ?
C7 H7A 0.9600 ?
C7 H7B 0.9600 ?
C7 H7C 0.9600 ?
C8 H8 0.9300 ?
C9 C10 1.471(7) ?
C9 H9A 0.9700 ?
C9 H9B 0.9700 ?
C10 C11 1.504(10) ?
C10 H10A 0.9700 ?
C10 H10B 0.9700 ?
C11 H11A 0.9700 ?
C11 H11B 0.9700 ?
C12 C13 1.438(8) ?
C12 H12 0.9300 ?
C13 C18 1.401(9) ?
C13 C14 1.403(7) ?
C14 C15 1.417(7) ?
C15 C16 1.363(8) ?
C15 C19 1.500(7) ?
C16 C17 1.395(9) ?
C16 H16 0.9300 ?
C17 C18 1.349(9) ?
C17 H17 0.9300 ?
C18 H18 0.9300 ?
C19 H19A 0.9600 ?
C19 H19B 0.9600 ?
C19 H19C 0.9600 ?
