#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:57:42 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180365 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/34/7203408.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_7203408
loop_
_publ_author_name
'Fernando S. Delgado'
'Catalina Ruiz-Pérez'
'Joaquín Sanchiz'
'Francesc Lloret'
'Miguel Julve'
_publ_section_title
;
 Part II. Network formation and magnetic behaviour of
 copper(<small>II</small>) malonate anions in ammonium derivatives
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              530
_journal_paper_doi               10.1039/b604573a
_journal_volume                  8
_journal_year                    2006
_chemical_formula_sum            'C10 H22 Cu N2 O10'
_chemical_formula_weight         393.84
_chemical_name_systematic
;
?
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      4
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 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                 97.519(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   7.3346(3)
_cell_length_b                   13.6142(3)
_cell_length_c                   7.9365(3)
_cell_measurement_temperature    293(2)
_cell_volume                     785.68(5)
_computing_cell_refinement
'Dirax/lsq (Duisenberg & Schreurs, 1989-2000)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        'EvalCCD (Duisenberg & Schreurs 1990-2000)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.984
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           Mok\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0177
_diffrn_reflns_av_sigmaI/netI    0.0506
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4412
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         4.65
_diffrn_source                   'Enraf Nonius FR590'
_exptl_absorpt_coefficient_mu    1.444
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS, Sheldrick, Bruker, 2000)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.665
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'rectangular prism'
_exptl_crystal_F_000             410
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.19
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.428
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.079
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.611(15)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3146
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.046
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0367
_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)+(0.0460P)²+0.0294P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0786
_refine_ls_wR_factor_ref         0.0829
_reflns_number_gt                2680
_reflns_number_total             3146
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b604573a.txt
_cod_data_source_block           compound5
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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 
;
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               7203408
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.21333(5) 0.04440(4) 0.50510(5) 0.02024(12) Uani 1 1 d . . .
C1 C 0.3758(5) -0.1026(3) 0.7350(5) 0.0227(8) Uani 1 1 d . . .
C2 C 0.4790(5) -0.1359(3) 0.5954(5) 0.0261(9) Uani 1 1 d . . .
H1 H 0.5301 -0.2004 0.6243 0.031 Uiso 1 1 calc R . .
H2 H 0.5810 -0.0913 0.5893 0.031 Uiso 1 1 calc R . .
C3 C 0.3675(5) -0.1415(3) 0.4226(5) 0.0232(8) Uani 1 1 d . . .
O1 O 0.2789(4) -0.0258(2) 0.7159(3) 0.0284(6) Uani 1 1 d . . .
O2 O 0.2724(4) -0.06589(19) 0.3692(3) 0.0269(7) Uani 1 1 d . . .
O3 O 0.3886(4) -0.1515(2) 0.8707(4) 0.0406(8) Uani 1 1 d . . .
O4 O 0.3707(4) -0.2172(2) 0.3361(4) 0.0385(8) Uani 1 1 d . . .
C11 C 0.1232(5) 0.2437(3) 0.5838(5) 0.0222(8) Uani 1 1 d . . .
C12 C 0.0245(5) 0.2466(3) 0.4024(5) 0.0227(8) Uani 1 1 d . . .
H12 H -0.0907 0.2112 0.3991 0.027 Uiso 1 1 calc R . .
H11 H -0.0051 0.3144 0.3729 0.027 Uiso 1 1 calc R . .
C13 C 0.1306(5) 0.2039(3) 0.2684(5) 0.0204(8) Uani 1 1 d . . .
O11 O 0.1872(4) 0.16051(19) 0.6399(3) 0.0286(6) Uani 1 1 d . . .
O12 O 0.2176(4) 0.1238(2) 0.2997(3) 0.0269(7) Uani 1 1 d . . .
O13 O 0.1391(4) 0.3176(2) 0.6701(4) 0.0351(7) Uani 1 1 d . . .
O14 O 0.1304(4) 0.2480(2) 0.1338(4) 0.0347(7) Uani 1 1 d . . .
C21 C 0.5289(6) 0.1155(3) 0.0243(5) 0.0336(10) Uani 1 1 d . . .
H25 H 0.4533 0.0569 0.0229 0.040 Uiso 1 1 calc R . .
H24 H 0.5672 0.1327 0.1421 0.040 Uiso 1 1 calc R . .
C22 C 0.6959(5) 0.0924(3) -0.0580(5) 0.0282(9) Uani 1 1 d . . .
H27 H 0.7731 0.1503 -0.0552 0.034 Uiso 1 1 calc R . .
H26 H 0.6584 0.0754 -0.1762 0.034 Uiso 1 1 calc R . .
C23 C 0.8051(6) 0.0091(3) 0.0282(5) 0.0307(10) Uani 1 1 d . . .
H28 H 0.8339 0.0237 0.1484 0.037 Uiso 1 1 calc R . .
H29 H 0.7312 -0.0502 0.0171 0.037 Uiso 1 1 calc R . .
C24 C 0.9785(5) -0.0083(3) -0.0446(5) 0.0294(9) Uani 1 1 d . . .
H31 H 1.0556 0.0497 -0.0272 0.035 Uiso 1 1 calc R . .
H30 H 0.9502 -0.0189 -0.1660 0.035 Uiso 1 1 calc R . .
N21 N 0.4158(5) 0.1966(3) -0.0586(4) 0.0279(8) Uani 1 1 d . . .
H21 H 0.3184 0.2063 -0.0044 0.042 Uiso 1 1 calc R . .
H22 H 0.3783 0.1810 -0.1665 0.042 Uiso 1 1 calc R . .
H23 H 0.4827 0.2513 -0.0546 0.042 Uiso 1 1 calc R . .
N22 N 1.0822(4) -0.0952(2) 0.0343(4) 0.0263(7) Uani 1 1 d . . .
H34 H 1.1855 -0.1029 -0.0120 0.039 Uiso 1 1 calc R . .
H33 H 1.0132 -0.1489 0.0161 0.039 Uiso 1 1 calc R . .
H32 H 1.1097 -0.0855 0.1456 0.039 Uiso 1 1 calc R . .
O1W O -0.0832(4) -0.0033(2) 0.4808(4) 0.0376(7) Uani 1 1 d . . .
O2W O 0.6029(4) 0.1113(2) 0.4852(4) 0.0412(8) Uani 1 1 d . . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cu Cu 0.3201 1.2651 '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'
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
O2 Cu1 O1 92.91(11) . . ?
O2 Cu1 O11 172.42(13) . . ?
O1 Cu1 O11 87.50(12) . . ?
O2 Cu1 O12 86.28(12) . . ?
O1 Cu1 O12 164.56(13) . . ?
O11 Cu1 O12 91.31(12) . . ?
O2 Cu1 O1W 90.71(11) . . ?
O1 Cu1 O1W 93.41(12) . . ?
O11 Cu1 O1W 96.82(11) . . ?
O12 Cu1 O1W 102.02(12) . . ?
O3 C1 O1 121.2(4) . . ?
O3 C1 C2 119.1(3) . . ?
O1 C1 C2 119.6(3) . . ?
C1 C2 C3 115.1(3) . . ?
O4 C3 O2 122.2(4) . . ?
O4 C3 C2 119.9(3) . . ?
O2 C3 C2 117.9(3) . . ?
C1 O1 Cu1 125.9(3) . . ?
C3 O2 Cu1 126.2(2) . . ?
O13 C11 O11 122.1(4) . . ?
O13 C11 C12 120.6(3) . . ?
O11 C11 C12 117.3(3) . . ?
C13 C12 C11 115.4(3) . . ?
O14 C13 O12 122.3(4) . . ?
O14 C13 C12 118.8(3) . . ?
O12 C13 C12 118.9(3) . . ?
C11 O11 Cu1 126.0(3) . . ?
C13 O12 Cu1 125.0(2) . . ?
N21 C21 C22 113.9(4) . . ?
C21 C22 C23 112.2(3) . . ?
C24 C23 C22 112.1(3) . . ?
C23 C24 N22 112.2(3) . . ?
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 O2 1.931(3) . ?
Cu1 O1 1.932(3) . ?
Cu1 O11 1.932(3) . ?
Cu1 O12 1.960(3) . ?
Cu1 O1W 2.254(3) . ?
C1 O3 1.258(5) . ?
C1 O1 1.263(5) . ?
C1 C2 1.491(5) . ?
C2 C3 1.504(5) . ?
C3 O4 1.241(5) . ?
C3 O2 1.284(5) . ?
C11 O13 1.215(5) . ?
C11 O11 1.283(4) . ?
C11 C12 1.525(5) . ?
C12 C13 1.514(5) . ?
C13 O14 1.225(4) . ?
C13 O12 1.271(5) . ?
C21 N21 1.483(5) . ?
C21 C22 1.495(6) . ?
C22 C23 1.500(5) . ?
C23 C24 1.483(5) . ?
C24 N22 1.499(5) . ?
