#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:33:26 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179535 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/04/4500490.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_4500490
loop_
_publ_author_name
'Sarma, Debajit'
'Ramanujachary, K. V.'
'Stock, Norbert'
'Natarajan, Srinivasan'
_publ_section_title
;
 High-Throughput Study of the
 Cu(CH3COO)2·H2O−5-Nitroisophthalic Acid−Heterocyclic
 Ligand System: Synthesis, Structure, Magnetic, and Heterogeneous
 Catalytic Studies of Three Copper Nitroisophthalates
;
_journal_issue                   4
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              1357
_journal_paper_doi               10.1021/cg1015934
_journal_volume                  11
_journal_year                    2011
_chemical_formula_moiety         'C9 H5 Cu2 N5 O10'
_chemical_formula_sum            'C9 H5 Cu2 N5 O10'
_chemical_formula_weight         470.26
_chemical_name_common            Cu-Nitroisophthalate
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 90.144(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.0134(2)
_cell_length_b                   6.5861(2)
_cell_length_c                   11.4842(3)
_cell_measurement_reflns_used    1619
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.98
_cell_measurement_theta_min      2.70
_cell_volume                     757.37(3)
_computing_cell_refinement       'SAINT (Bruker, 2000)'
_computing_data_collection       'SMART (Bruker, 2000)'
_computing_data_reduction        SAINT
_computing_molecular_graphics
'Ortep-3 for Windows (Farrugia, 1999) and CAMERON (Watkin et al., 1993)'
_computing_publication_material  'PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR92 (Altomare et al., 1993)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker Smart CCD area detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0308
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4640
_diffrn_reflns_theta_full        25.98
_diffrn_reflns_theta_max         25.98
_diffrn_reflns_theta_min         2.70
_exptl_absorpt_coefficient_mu    2.875
_exptl_absorpt_correction_T_max  0.9447
_exptl_absorpt_correction_T_min  0.8026
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.058
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             462
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.800
_refine_diff_density_min         -0.561
_refine_diff_density_rms         0.110
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.237
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         1619
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.237
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0505
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0287P)²+3.8510P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1233
_refine_ls_wR_factor_ref         0.1254
_reflns_number_gt                1362
_reflns_number_total             1619
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg1015934_si_001.cif
_cod_data_source_block           CompoundII
_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_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               4500490
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-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
Cu1 Cu 0.99118(9) 1.2500 0.72874(8) 0.0257(3) Uani 1 2 d S
Cu2 Cu 1.0000 1.0000 1.0000 0.0382(3) Uani 1 2 d S
O1 O 0.1624(6) 1.2500 0.6572(6) 0.0410(15) Uani 1 2 d S
O2 O 0.7923(5) 1.2500 0.7446(5) 0.0375(14) Uani 1 2 d S
O3 O 1.0413(6) 1.2500 0.9159(5) 0.0373(14) Uani 1 2 d S
O4 O 0.8628(6) 1.2500 0.5646(6) 0.0521(19) Uani 1 2 d S
O5 O 0.2916(6) 1.2500 0.8151(6) 0.059(2) Uani 1 2 d S
O6 O 0.5497(8) 1.2500 0.2441(6) 0.071(2) Uani 1 2 d S
O7 O 0.3382(8) 1.2500 0.2729(7) 0.072(2) Uani 1 2 d S
O8 O 0.7556(8) 1.0449(17) 0.9768(7) 0.141(4) Uani 1 1 d .
O100 O 1.475(3) 1.2500 0.987(2) 0.43(3) Uani 1 2 d S
N1 N 0.9945(5) 0.9174(9) 0.7420(4) 0.0366(12) Uani 1 1 d .
N2 N 0.9942(5) 0.8486(8) 0.8500(4) 0.0348(12) Uani 1 1 d .
N3 N 0.4537(9) 1.2500 0.3059(7) 0.048(2) Uani 1 2 d S
C1 C 0.3903(8) 1.2500 0.6262(7) 0.0289(18) Uani 1 2 d S
C2 C 0.5201(8) 1.2500 0.6695(7) 0.0272(17) Uani 1 2 d S
H2 H 0.5344 1.2500 0.7496 0.033 Uiso 1 2 calc SR
C3 C 0.6288(8) 1.2500 0.5942(7) 0.0289(18) Uani 1 2 d S
C4 C 0.6080(8) 1.2500 0.4749(7) 0.0298(18) Uani 1 2 d S
H4 H 0.6794 1.2500 0.4233 0.036 Uiso 1 2 calc SR
C5 C 0.4782(8) 1.2500 0.4353(7) 0.0296(18) Uani 1 2 d S
C6 C 0.3700(8) 1.2500 0.5072(8) 0.0324(19) Uani 1 2 d S
H6 H 0.2839 1.2500 0.4766 0.039 Uiso 1 2 calc SR
C7 C 0.2729(8) 1.2500 0.7088(8) 0.034(2) Uani 1 2 d S
C8 C 0.7708(8) 1.2500 0.6368(7) 0.0307(18) Uani 1 2 d S
C9 C 0.9970(9) 0.7500 0.6767(8) 0.045(2) Uani 1 2 d S
H9 H 1.0002 0.7500 0.5958 0.054 Uiso 1 2 calc SR
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
O1 Cu1 O2 159.7(3) 1_655 .
O1 Cu1 N1 90.95(13) 1_655 .
O2 Cu1 N1 90.48(13) . .
O1 Cu1 N1 90.95(13) 1_655 4_585
O2 Cu1 N1 90.48(13) . 4_585
N1 Cu1 N1 171.9(3) . 4_585
O1 Cu1 O3 102.6(3) 1_655 .
O2 Cu1 O3 97.8(2) . .
N1 Cu1 O3 85.95(13) . .
N1 Cu1 O3 85.95(13) 4_585 .
O1 Cu1 O4 98.6(2) 1_655 .
O2 Cu1 O4 61.0(2) . .
N1 Cu1 O4 93.76(13) . .
N1 Cu1 O4 93.76(13) 4_585 .
O3 Cu1 O4 158.8(2) . .
O1 Cu1 C8 128.8(3) 1_655 .
O2 Cu1 C8 30.8(2) . .
N1 Cu1 C8 92.48(13) . .
N1 Cu1 C8 92.48(13) 4_585 .
O3 Cu1 C8 128.6(3) . .
O4 Cu1 C8 30.2(2) . .
O3 Cu2 O3 180.000(1) 3_777 .
O3 Cu2 N2 90.0(2) 3_777 .
O3 Cu2 N2 90.0(2) . .
O3 Cu2 N2 90.0(2) 3_777 3_777
O3 Cu2 N2 90.0(2) . 3_777
N2 Cu2 N2 180.000(1) . 3_777
O3 Cu2 O8 86.8(3) 3_777 1
O3 Cu2 O8 93.2(3) . 1
N2 Cu2 O8 86.6(3) . 1
N2 Cu2 O8 93.4(3) 3_777 1
O3 Cu2 O8 86.8(3) 3_777 .
O3 Cu2 O8 93.2(3) . .
N2 Cu2 O8 86.6(3) . .
N2 Cu2 O8 93.4(3) 3_777 .
O8 Cu2 O8 0.00(6) 1 .
C7 O1 Cu1 126.2(6) . 1_455
C8 O2 Cu1 94.5(5) . .
Cu2 O3 Cu2 114.9(3) 2_757 .
Cu2 O3 Cu1 115.70(19) 2_757 .
Cu2 O3 Cu1 115.70(19) . .
C8 O4 Cu1 82.3(5) . .
O8 O8 Cu2 0(4) 1 .
N2 N1 C9 104.1(6) . .
N2 N1 Cu1 114.0(4) . .
C9 N1 Cu1 141.8(5) . .
N2 N2 N1 110.1(3) 4_575 .
N2 N2 Cu2 120.06(14) 4_575 .
N1 N2 Cu2 129.8(4) . .
O6 N3 O7 125.5(9) . .
O6 N3 C5 117.1(8) . .
O7 N3 C5 117.4(9) . .
C6 C1 C2 119.3(7) . .
C6 C1 C7 120.5(8) . .
C2 C1 C7 120.2(7) . .
C1 C2 C3 120.6(7) . .
C4 C3 C2 119.9(7) . .
C4 C3 C8 117.5(7) . .
C2 C3 C8 122.6(7) . .
C5 C4 C3 117.8(7) . .
C6 C5 C4 123.5(7) . .
C6 C5 N3 118.0(8) . .
C4 C5 N3 118.5(8) . .
C5 C6 C1 118.9(7) . .
O5 C7 O1 126.8(8) . .
O5 C7 C1 120.3(7) . .
O1 C7 C1 112.9(8) . .
O4 C8 O2 122.2(8) . .
O4 C8 C3 119.1(8) . .
O2 C8 C3 118.7(7) . .
O4 C8 Cu1 67.5(5) . .
O2 C8 Cu1 54.7(4) . .
C3 C8 Cu1 173.4(6) . .
N1 C9 N1 111.6(8) . 4_575
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.903(6) 1_655
Cu1 O2 2.000(6) .
Cu1 N1 2.196(6) .
Cu1 N1 2.196(6) 4_585
Cu1 O3 2.206(6) .
Cu1 O4 2.279(7) .
Cu1 C8 2.444(8) .
Cu2 O3 1.953(3) 3_777
Cu2 O3 1.953(3) .
Cu2 N2 1.991(5) .
Cu2 N2 1.991(5) 3_777
Cu2 O8 2.478(8) 1
Cu2 O8 2.478(8) .
O1 C7 1.254(10) .
O1 Cu1 1.903(6) 1_455
O2 C8 1.256(10) .
O3 Cu2 1.953(3) 2_757
O4 C8 1.241(9) .
O5 C7 1.234(11) .
O6 N3 1.196(11) .
O7 N3 1.217(11) .
O8 O8 0.00(3) 1
N1 N2 1.321(6) .
N1 C9 1.333(7) .
N2 N2 1.298(10) 4_575
N3 C5 1.507(11) .
C1 C6 1.381(12) .
C1 C2 1.391(11) .
C1 C7 1.513(11) .
C2 C3 1.392(11) .
C3 C4 1.385(11) .
C3 C8 1.503(11) .
C4 C5 1.375(11) .
C5 C6 1.364(12) .
C9 N1 1.333(7) 4_575
