#------------------------------------------------------------------------------
#$Date: 2016-02-20 21:30:07 +0100 (Sat 20 de Feb de 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/13/2221379.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_2221379
loop_
_publ_author_name
'Shen, Yong-Miao'
'Wang, Wei'
_publ_section_title
Aqua(dicyanamido){μ-6,6'-dimethoxy-2,2'-[ethane-1,2-diylbis(nitrilomethylidyne)]diphenolato}copper(II)sodium(I)
_journal_coeditor_code           HG2492
_journal_issue                   4
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m472
_journal_paper_doi               10.1107/S1600536809011064
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu Na (C18 H18 N2 O4) (C2 N3) (H2 O)]'
_chemical_formula_moiety         'C20 H20 Cu N5 Na O5'
_chemical_formula_sum            'C20 H20 Cu N5 Na O5'
_chemical_formula_weight         496.94
_chemical_name_systematic
;
Aqua(dicyanamido){μ-6,6'-dimethoxy-2,2'-[ethane-1,2-
diylbis(nitrilomethylidyne)]diphenolato}copper(II)sodium(I)
;
_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                 101.986(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5974(14)
_cell_length_b                   22.999(4)
_cell_length_c                   12.876(3)
_cell_measurement_reflns_used    3562
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.962
_cell_measurement_theta_min      2.785
_cell_volume                     2200.8(8)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2001)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXL97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker APEXII 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  0.0336
_diffrn_reflns_av_sigmaI/netI    0.0425
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11729
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.77
_exptl_absorpt_coefficient_mu    1.054
_exptl_absorpt_correction_T_max  0.8249
_exptl_absorpt_correction_T_min  0.7936
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.500
_exptl_crystal_density_meas      1.500
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1020
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_refine_diff_density_max         0.414
_refine_diff_density_min         -0.491
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     291
_refine_ls_number_reflns         4314
_refine_ls_number_restraints     54
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0490
_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)+(0.0747P)²+0.4736P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1247
_refine_ls_wR_factor_ref         0.1420
_reflns_number_gt                2996
_reflns_number_total             4314
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hg2492.cif
_cod_data_source_block           I
_cod_original_cell_volume        2200.7(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2221379
_cod_database_fobs_code          2221379
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_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_refinement_flags
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu1 0.24890(6) 0.506744(19) 0.06032(4) 0.04808(19) Uani d . 1 . .
Na Na1 0.36641(19) 0.38275(6) 0.20334(11) 0.0492(4) Uani d . 1 . .
O O1 0.2721(4) 0.48218(10) 0.1952(2) 0.0513(6) Uani d . 1 . .
O O2 0.3153(4) 0.42658(12) 0.3689(2) 0.0705(8) Uani d . 1 . .
O O3 0.3315(3) 0.43211(10) 0.03987(18) 0.0472(6) Uani d . 1 . .
O O4 0.4284(4) 0.32308(11) 0.0497(2) 0.0619(7) Uani d . 1 . .
O O5 0.1622(4) 0.30926(12) 0.2164(2) 0.0690(8) Uani d . 1 . .
H H5B 0.1286 0.2876 0.1668 0.083 Uiso d R 1 . .
H H5A 0.1030 0.3044 0.2614 0.083 Uiso d R 1 . .
N N1 0.1661(4) 0.58079(13) 0.0845(3) 0.0549(8) Uani d . 1 . .
N N2 0.2233(4) 0.52876(15) -0.0761(3) 0.0556(8) Uani d . 1 . .
N N3 0.9191(5) 0.2881(2) 0.3649(3) 0.0874(10) Uani d U 1 . .
N N4 0.6425(6) 0.3426(2) 0.2955(3) 0.0896(11) Uani d U 1 . .
N N5 1.0355(6) 0.26675(19) 0.5447(3) 0.0868(12) Uani d U 1 . .
C C1 0.1804(5) 0.57156(17) 0.2676(4) 0.0603(11) Uani d . 1 . .
C C2 0.2396(5) 0.51238(16) 0.2741(3) 0.0492(9) Uani d . 1 . .
C C3 0.2601(6) 0.48344(18) 0.3710(3) 0.0592(10) Uani d . 1 . .
C C4 0.2247(7) 0.5129(2) 0.4559(4) 0.0818(15) Uani d . 1 . .
H H4 0.2371 0.4938 0.5207 0.098 Uiso calc R 1 . .
C C5 0.1700(8) 0.5713(3) 0.4488(5) 0.0953(17) Uani d . 1 . .
H H5 0.1493 0.5903 0.5089 0.114 Uiso calc R 1 . .
C C6 0.1479(7) 0.5995(2) 0.3589(4) 0.0807(14) Uani d . 1 . .
H H6 0.1105 0.6381 0.3553 0.097 Uiso calc R 1 . .
C C7 0.1477(6) 0.60141(17) 0.1718(4) 0.0656(12) Uani d . 1 . .
H H7 0.1090 0.6398 0.1724 0.079 Uiso calc R 1 . .
C C8 0.3386(8) 0.3935(2) 0.4617(3) 0.0885(16) Uani d . 1 . .
H H8A 0.4210 0.4129 0.5175 0.133 Uiso calc R 1 . .
H H8B 0.3861 0.3560 0.4494 0.133 Uiso calc R 1 . .
H H8C 0.2248 0.3887 0.4820 0.133 Uiso calc R 1 . .
C C9 0.3045(5) 0.4367(2) -0.1448(3) 0.0630(11) Uani d . 1 . .
C C10 0.3413(5) 0.40704(17) -0.0485(3) 0.0482(9) Uani d . 1 . .
C C11 0.3903(5) 0.34713(18) -0.0474(3) 0.0575(10) Uani d . 1 . .
C C12 0.4003(7) 0.3185(2) -0.1381(4) 0.0846(15) Uani d . 1 . .
H H12 0.4310 0.2794 -0.1364 0.101 Uiso calc R 1 . .
C C13 0.3647(9) 0.3482(4) -0.2317(5) 0.112(2) Uani d . 1 . .
H H13 0.3715 0.3289 -0.2943 0.134 Uiso calc R 1 . .
C C14 0.3192(8) 0.4058(3) -0.2353(4) 0.0973(18) Uani d . 1 . .
H H14 0.2974 0.4249 -0.3004 0.117 Uiso calc R 1 . .
C C15 0.2507(5) 0.4971(2) -0.1515(3) 0.0637(12) Uani d . 1 . .
H H15 0.2347 0.5145 -0.2181 0.076 Uiso calc R 1 . .
C C16 0.4985(7) 0.26442(18) 0.0605(4) 0.0851(15) Uani d . 1 . .
H H16A 0.4074 0.2379 0.0260 0.128 Uiso calc R 1 . .
H H16B 0.5331 0.2547 0.1345 0.128 Uiso calc R 1 . .
H H16C 0.6014 0.2618 0.0283 0.128 Uiso calc R 1 . .
C C17 0.1101(7) 0.6168(2) -0.0103(4) 0.0847(15) Uani d . 1 . .
H H17A -0.0201 0.6196 -0.0281 0.102 Uiso calc R 1 . .
H H17B 0.1590 0.6557 0.0029 0.102 Uiso calc R 1 . .
C C18 0.1742(8) 0.5909(2) -0.0959(4) 0.0906(16) Uani d . 1 . .
H H18A 0.2789 0.6122 -0.1072 0.109 Uiso calc R 1 . .
H H18B 0.0819 0.5939 -0.1602 0.109 Uiso calc R 1 . .
C C19 0.7693(7) 0.3174(2) 0.3323(3) 0.0738(10) Uani d U 1 . .
C C20 0.9740(6) 0.2781(2) 0.4624(4) 0.0659(10) Uani d U 1 . .
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'
Na Na 0.0362 0.0249 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O1 Cu1 N2 . . 177.98(13) ?
O1 Cu1 N1 . . 95.42(13) ?
N2 Cu1 N1 . . 86.24(16) ?
O1 Cu1 O3 . . 83.04(10) ?
N2 Cu1 O3 . . 95.30(14) ?
N1 Cu1 O3 . . 178.45(13) ?
O5 Na1 O3 . . 117.51(11) ?
O5 Na1 N4 . . 102.41(15) ?
O3 Na1 N4 . . 123.91(13) ?
O5 Na1 O1 . . 120.00(11) ?
O3 Na1 O1 . . 61.53(9) ?
N4 Na1 O1 . . 128.31(15) ?
O5 Na1 O2 . . 90.42(11) ?
O3 Na1 O2 . . 124.57(10) ?
N4 Na1 O2 . . 90.49(13) ?
O1 Na1 O2 . . 63.05(9) ?
O5 Na1 O4 . . 84.12(10) ?
O3 Na1 O4 . . 64.40(9) ?
N4 Na1 O4 . . 83.75(13) ?
O1 Na1 O4 . . 125.91(10) ?
O2 Na1 O4 . . 171.02(11) ?
C2 O1 Cu1 . . 126.3(2) ?
C2 O1 Na1 . . 125.6(2) ?
Cu1 O1 Na1 . . 108.12(11) ?
C3 O2 C8 . . 119.1(3) ?
C3 O2 Na1 . . 120.7(2) ?
C8 O2 Na1 . . 120.2(3) ?
C10 O3 Cu1 . . 128.2(2) ?
C10 O3 Na1 . . 123.7(2) ?
Cu1 O3 Na1 . . 107.21(11) ?
C11 O4 C16 . . 118.6(3) ?
C11 O4 Na1 . . 117.7(2) ?
C16 O4 Na1 . . 123.7(3) ?
Na1 O5 H5B . . 119.8 ?
Na1 O5 H5A . . 128.9 ?
H5B O5 H5A . . 110.5 ?
C7 N1 C17 . . 117.8(4) ?
C7 N1 Cu1 . . 126.8(3) ?
C17 N1 Cu1 . . 115.3(3) ?
C15 N2 C18 . . 119.8(4) ?
C15 N2 Cu1 . . 125.9(3) ?
C18 N2 Cu1 . . 114.2(3) ?
C20 N3 C19 . . 119.8(4) ?
C19 N4 Na1 . . 171.6(5) ?
C7 C1 C6 . . 119.1(4) ?
C7 C1 C2 . . 121.2(4) ?
C6 C1 C2 . . 119.6(4) ?
O1 C2 C3 . . 116.2(3) ?
O1 C2 C1 . . 124.9(4) ?
C3 C2 C1 . . 118.8(4) ?
C4 C3 O2 . . 126.9(4) ?
C4 C3 C2 . . 118.5(4) ?
O2 C3 C2 . . 114.5(3) ?
C3 C4 C5 . . 121.9(5) ?
C3 C4 H4 . . 119.0 ?
C5 C4 H4 . . 119.0 ?
C6 C5 C4 . . 121.0(5) ?
C6 C5 H5 . . 119.5 ?
C4 C5 H5 . . 119.5 ?
C5 C6 C1 . . 120.1(5) ?
C5 C6 H6 . . 120.0 ?
C1 C6 H6 . . 120.0 ?
N1 C7 C1 . . 125.2(4) ?
N1 C7 H7 . . 117.4 ?
C1 C7 H7 . . 117.4 ?
O2 C8 H8A . . 109.5 ?
O2 C8 H8B . . 109.5 ?
H8A C8 H8B . . 109.5 ?
O2 C8 H8C . . 109.5 ?
H8A C8 H8C . . 109.5 ?
H8B C8 H8C . . 109.5 ?
C14 C9 C10 . . 117.4(5) ?
C14 C9 C15 . . 120.8(5) ?
C10 C9 C15 . . 121.8(4) ?
O3 C10 C9 . . 121.9(4) ?
O3 C10 C11 . . 119.0(3) ?
C9 C10 C11 . . 119.1(4) ?
O4 C11 C12 . . 124.2(4) ?
O4 C11 C10 . . 114.4(3) ?
C12 C11 C10 . . 121.4(4) ?
C11 C12 C13 . . 118.9(5) ?
C11 C12 H12 . . 120.6 ?
C13 C12 H12 . . 120.6 ?
C12 C13 C14 . . 121.2(5) ?
C12 C13 H13 . . 119.4 ?
C14 C13 H13 . . 119.4 ?
C13 C14 C9 . . 122.1(5) ?
C13 C14 H14 . . 119.0 ?
C9 C14 H14 . . 119.0 ?
N2 C15 C9 . . 126.6(4) ?
N2 C15 H15 . . 116.7 ?
C9 C15 H15 . . 116.7 ?
O4 C16 H16A . . 109.5 ?
O4 C16 H16B . . 109.5 ?
H16A C16 H16B . . 109.5 ?
O4 C16 H16C . . 109.5 ?
H16A C16 H16C . . 109.5 ?
H16B C16 H16C . . 109.5 ?
C18 C17 N1 . . 108.8(4) ?
C18 C17 H17A . . 109.9 ?
N1 C17 H17A . . 109.9 ?
C18 C17 H17B . . 109.9 ?
N1 C17 H17B . . 109.9 ?
H17A C17 H17B . . 108.3 ?
C17 C18 N2 . . 112.5(4) ?
C17 C18 H18A . . 109.1 ?
N2 C18 H18A . . 109.1 ?
C17 C18 H18B . . 109.1 ?
N2 C18 H18B . . 109.1 ?
H18A C18 H18B . . 107.8 ?
N4 C19 N3 . . 174.1(5) ?
N5 C20 N3 . . 173.2(5) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 O1 . 1.799(2) ?
Cu1 N2 . 1.800(3) ?
Cu1 N1 . 1.864(3) ?
Cu1 O3 . 1.865(2) ?
Na1 O5 . 2.324(3) ?
Na1 O3 . 2.357(3) ?
Na1 N4 . 2.373(4) ?
Na1 O1 . 2.392(3) ?
Na1 O2 . 2.461(3) ?
Na1 O4 . 2.531(3) ?
O1 C2 . 1.297(4) ?
O2 C3 . 1.375(5) ?
O2 C8 . 1.397(5) ?
O3 C10 . 1.292(4) ?
O4 C11 . 1.343(5) ?
O4 C16 . 1.446(5) ?
O5 H5B . 0.8078 ?
O5 H5A . 0.8118 ?
N1 C7 . 1.254(6) ?
N1 C17 . 1.463(5) ?
N2 C15 . 1.264(5) ?
N2 C18 . 1.485(6) ?
N3 C20 . 1.260(5) ?
N3 C19 . 1.314(6) ?
N4 C19 . 1.139(5) ?
N5 C20 . 1.097(5) ?
C1 C7 . 1.389(6) ?
C1 C6 . 1.406(6) ?
C1 C2 . 1.430(5) ?
C2 C3 . 1.393(6) ?
C3 C4 . 1.360(6) ?
C4 C5 . 1.404(7) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.306(7) ?
C5 H5 . 0.9300 ?
C6 H6 . 0.9300 ?
C7 H7 . 0.9300 ?
C8 H8A . 0.9600 ?
C8 H8B . 0.9600 ?
C8 H8C . 0.9600 ?
C9 C14 . 1.389(7) ?
C9 C10 . 1.392(5) ?
C9 C15 . 1.446(6) ?
C10 C11 . 1.427(6) ?
C11 C12 . 1.356(6) ?
C12 C13 . 1.363(8) ?
C12 H12 . 0.9300 ?
C13 C14 . 1.368(9) ?
C13 H13 . 0.9300 ?
C14 H14 . 0.9300 ?
C15 H15 . 0.9300 ?
C16 H16A . 0.9600 ?
C16 H16B . 0.9600 ?
C16 H16C . 0.9600 ?
C17 C18 . 1.426(7) ?
C17 H17A . 0.9700 ?
C17 H17B . 0.9700 ?
C18 H18A . 0.9700 ?
C18 H18B . 0.9700 ?
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
O5 H5B N5 4_465 0.81 2.02 2.826(5) 177.8
O5 H5A N3 1_455 0.81 2.15 2.961(5) 172.8
