#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/34/4313465.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_4313465
loop_
_publ_author_name
'Sanjit Konar'
'Partha Sarathi Mukherjee'
'Michael G. B. Drew'
'Joan Ribas'
'Nirmalendu Ray Chaudhuri'
_publ_section_title
;
 Syntheses of Two New 1D and 3D Networks of Cu(II) and Co(II) Using
 Malonate and Urotropine as Bridging Ligands: Crystal Structures and
 Magnetic Studies
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2545
_journal_page_last               2552
_journal_paper_doi               10.1021/ic020549u
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C9 H10 Cu2 N2 O11.5'
_chemical_formula_weight         457.27
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           59
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ab 2a'
_symmetry_space_group_name_H-M   'P m m n :2'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.80(2)
_cell_length_b                   14.54(2)
_cell_length_c                   7.325(10)
_cell_measurement_temperature    293(2)
_cell_volume                     1576(4)
_computing_cell_refinement       XDS
_computing_data_collection       'XDS (Kabsch, 1991)'
_computing_data_reduction        XDS
_computing_molecular_graphics    PLATON(Spek,1994)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Marresearch Image Plate'
_diffrn_measurement_method
'95 frames at 2^o intervals, counting time 2 min.'
_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  0.0873
_diffrn_reflns_av_sigmaI/netI    0.0777
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            4728
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         2.75
_exptl_absorpt_coefficient_mu    2.762
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.313
_exptl_absorpt_correction_type   DIFABS
_exptl_crystal_density_diffrn    1.927
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_refine_diff_density_max         1.790
_refine_diff_density_min         -1.072
_refine_diff_density_rms         0.193
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1625
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.111
_refine_ls_R_factor_all          0.1408
_refine_ls_R_factor_gt           0.0852
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1502P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2231
_refine_ls_wR_factor_ref         0.2594
_reflns_number_gt                1031
_reflns_number_total             1625
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic020549u_1.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1502P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.1502P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      'P m m n'
_cod_original_formula_sum        'C9 H10 Cu2 N2 O11.50'
_cod_database_code               4313465
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'x+1/2, y+1/2, -z'
'-x+1/2, y, z'
'x, -y+1/2, z'
'-x, -y, -z'
'-x-1/2, -y-1/2, z'
'x-1/2, -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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.7500 0.04983(12) 0.92980(19) 0.0376(6) Uani 1 d S . .
Cu2 Cu 0.55084(10) 0.2500 0.56375(19) 0.0389(6) Uani 1 d S . .
O11 O 0.6179(4) 0.0448(5) 0.9084(7) 0.0440(17) Uani 1 d . . .
C13 C 0.5784(6) 0.0968(7) 0.7897(10) 0.038(2) Uani 1 d . . .
O12 O 0.6173(4) 0.1574(4) 0.7035(8) 0.0388(15) Uani 1 d . . .
C14 C 0.4767(7) 0.0796(8) 0.7614(12) 0.054(3) Uani 1 d . . .
H13A H 0.4629 0.0180 0.8042 0.065 Uiso 1 calc R . .
H13B H 0.4436 0.1224 0.8379 0.065 Uiso 1 calc R . .
C15 C 0.4419(6) 0.0887(8) 0.5685(12) 0.045(3) Uani 1 d . . .
C17 O 0.3809(5) 0.0357(5) 0.5178(11) 0.065(2) Uani 1 d . . .
O16 O 0.4698(4) 0.1568(4) 0.4661(8) 0.0445(16) Uani 1 d . . .
O100 O 0.7500 -0.0544(7) 1.1585(13) 0.055(3) Uani 1 d S . .
O200 O 0.7500 -0.0471(7) 0.7354(13) 0.057(3) Uani 1 d S . .
N21 N 0.7500 0.1645(7) 1.1061(12) 0.033(2) Uani 1 d S . .
C22 C 0.6685(6) 0.1678(6) 1.2298(11) 0.041(2) Uani 1 d . . .
H22A H 0.6141 0.1667 1.1559 0.049 Uiso 1 calc R . .
H22B H 0.6682 0.1135 1.3069 0.049 Uiso 1 calc R . .
N23 N 0.6675(6) 0.2500 0.3453(13) 0.041(3) Uani 1 d S . .
C24 C 0.7500 0.2500 0.462(2) 0.039(4) Uani 1 d S . .
H24A H 0.7500 0.1960 0.5400 0.047 Uiso 0.50 calc SPR . .
H24B H 0.7500 0.3040 0.5400 0.047 Uiso 0.50 calc SPR . .
C25 C 0.7500 0.2500 0.992(2) 0.034(4) Uani 1 d S . .
H25A H 0.6970 0.2500 0.9142 0.041 Uiso 0.50 calc SPR . .
H25B H 0.8030 0.2500 0.9142 0.041 Uiso 0.50 calc SPR . .
O300 O 0.4238(11) 0.2500 0.1292(18) 0.122(6) Uani 1 d S . .
O400 O 0.7500 -0.2500 1.045(3) 0.101(7) Uani 1 d S . .
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
O11 Cu1 O11 169.9(4) . 3_655 ?
O11 Cu1 O200 85.25(19) . . ?
O11 Cu1 O200 85.25(19) 3_655 . ?
O11 Cu1 N21 94.49(19) . . ?
O11 Cu1 N21 94.49(19) 3_655 . ?
O200 Cu1 N21 172.5(4) . . ?
O11 Cu1 O100 91.96(18) . . ?
O11 Cu1 O100 91.96(18) 3_655 . ?
O200 Cu1 O100 93.2(5) . . ?
N21 Cu1 O100 94.4(4) . . ?
O16 Cu2 O15 88.3(4) 4 . ?
O16 Cu2 O12 168.9(3) 4 . ?
O16 Cu2 O12 91.3(3) . . ?
O16 Cu2 O12 91.3(3) 4 4 ?
O16 Cu2 O12 168.9(3) . 4 ?
O12 Cu2 O12 86.9(4) . 4 ?
O16 Cu2 N23 101.7(3) 4 . ?
O16 Cu2 N23 101.7(3) . . ?
O12 Cu2 N23 89.2(3) . . ?
O12 Cu2 N23 89.2(3) 4 . ?
C13 O11 Cu1 118.9(6) . . ?
O12 C13 O11 123.5(8) . . ?
O12 C13 C14 120.4(8) . . ?
O11 C13 C14 116.0(8) . . ?
C13 O12 Cu2 121.7(6) . . ?
C15 C14 C13 116.5(7) . . ?
C17 C15 O16 121.7(8) . . ?
C17 C15 C14 118.2(9) . . ?
O16 C15 C14 119.7(9) . . ?
C15 O16 Cu2 120.7(6) . . ?
C25 N21 C22 108.0(7) . 3_655 ?
C25 N21 C22 108.0(7) . . ?
C22 N21 C22 106.1(9) 3_655 . ?
C25 N21 Cu1 108.3(7) . . ?
C22 N21 Cu1 113.1(6) 3_655 . ?
C22 N21 Cu1 113.1(6) . . ?
N23 C22 N21 112.4(8) 1_556 . ?
C22 N23 C22 109.4(9) 1_554 4_554 ?
C22 N23 C24 108.9(7) 1_554 . ?
C22 N23 C24 108.9(7) 4_554 . ?
C22 N23 Cu2 113.6(5) 1_554 . ?
C22 N23 Cu2 113.6(5) 4_554 . ?
C24 N23 Cu2 102.1(8) . . ?
N23 C24 N23 109.9(14) . 6_765 ?
N21 C25 N21 112.2(13) . 6_765 ?
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 O11 1.962(7) . ?
Cu1 O11 1.962(7) 3_655 ?
Cu1 O200 2.003(9) . ?
Cu1 N21 2.109(10) . ?
Cu1 O100 2.259(9) . ?
Cu2 O16 1.946(6) 4 ?
Cu2 O16 1.946(6) . ?
Cu2 O12 1.957(6) . ?
Cu2 O12 1.957(6) 4 ?
Cu2 N23 2.354(10) . ?
O11 C13 1.293(10) . ?
C13 O12 1.228(10) . ?
C13 C14 1.539(13) . ?
C14 C15 1.509(12) . ?
C15 C17 1.245(12) . ?
C15 O16 1.309(12) . ?
N21 C25 1.497(14) . ?
N21 C22 1.510(10) 3_655 ?
N21 C22 1.510(10) . ?
C22 N23 1.464(10) 1_556 ?
N23 C22 1.464(10) 1_554 ?
N23 C22 1.464(10) 4_554 ?
N23 C24 1.493(14) . ?
C24 N23 1.493(14) 6_765 ?
C25 N21 1.497(14) 6_765 ?
