#------------------------------------------------------------------------------
#$Date: 2016-03-24 01:33:26 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179535 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/04/4500491.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_4500491
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 N6 O10'
_chemical_formula_sum            'C9 H5 Cu2 N6 O10'
_chemical_formula_weight         484.27
_chemical_name_common            Cu-Nitroisophthalate
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           19
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                   6.4094(15)
_cell_length_b                   14.857(4)
_cell_length_c                   16.066(5)
_cell_measurement_reflns_used    2533
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      24.59
_cell_measurement_theta_min      1.87
_cell_volume                     1529.9(7)
_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 0.989
_diffrn_measured_fraction_theta_max 0.989
_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  0.0506
_diffrn_reflns_av_sigmaI/netI    0.0698
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6264
_diffrn_reflns_theta_full        24.59
_diffrn_reflns_theta_max         24.59
_diffrn_reflns_theta_min         1.87
_exptl_absorpt_coefficient_mu    2.852
_exptl_absorpt_correction_T_max  0.9452
_exptl_absorpt_correction_T_min  0.7259
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    2.103
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
_exptl_crystal_F_000             956
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.751
_refine_diff_density_min         -0.633
_refine_diff_density_rms         0.118
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.47(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         2533
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0656
_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)+(0.0516P)²+3.5074P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1113
_refine_ls_wR_factor_ref         0.1216
_reflns_number_gt                2065
_reflns_number_total             2533
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg1015934_si_001.cif
_cod_data_source_block           CompoundIII
_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_cell_volume        1529.8(7)
_cod_database_code               4500491
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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 0.2423(2) 0.40816(5) 0.36393(5) 0.0194(2) Uani 1 1 d .
Cu2 Cu -0.01037(19) 0.24296(7) 0.49449(8) 0.0230(3) Uani 1 1 d .
O1 O 0.2425(13) 0.3818(3) 0.2475(3) 0.0255(12) Uani 1 1 d .
O2 O 0.2627(13) 0.5175(3) -0.0328(3) 0.0248(12) Uani 1 1 d .
O3 O 0.2451(12) 0.2737(3) 0.4366(3) 0.0228(11) Uani 1 1 d .
O4 O 0.2807(13) 0.4285(4) -0.1422(4) 0.0411(18) Uani 1 1 d .
O5 O -0.0750(14) 0.1273(5) 0.4089(5) 0.062(3) Uani 1 1 d .
O6 O 0.2780(14) 0.2342(4) 0.2669(4) 0.0438(18) Uani 1 1 d .
O7 O 0.2693(16) 0.1039(4) -0.1078(4) 0.0489(18) Uani 1 1 d .
O8 O 0.2593(16) 0.0433(3) 0.0142(4) 0.0454(16) Uani 1 1 d .
O100 O -0.303(3) 0.1731(14) 0.2742(7) 0.221(11) Uani 1 1 d .
O200 O -0.504(6) 0.0958(14) 0.369(3) 0.53(3) Uani 1 1 d .
N1 N -0.0842(10) 0.3947(5) 0.3695(5) 0.0148(16) Uani 1 1 d .
N2 N -0.4330(12) 0.3951(5) 0.3704(5) 0.0255(19) Uani 1 1 d .
N3 N -0.3589(12) 0.3378(5) 0.4282(5) 0.023(2) Uani 1 1 d .
N4 N -0.1571(12) 0.3353(5) 0.4253(5) 0.020(2) Uani 1 1 d .
N5 N -0.2560(19) 0.4953(4) 0.2766(4) 0.0337(16) Uani 1 1 d .
H5A H -0.1407 0.5172 0.2581 0.040 Uiso 1 1 calc R
H5B H -0.3730 0.5149 0.2577 0.040 Uiso 1 1 calc R
N6 N 0.2694(16) 0.1081(4) -0.0325(4) 0.0283(16) Uani 1 1 d .
C1 C 0.2609(18) 0.2911(5) 0.1276(5) 0.0248(17) Uani 1 1 d .
C2 C 0.2649(18) 0.3670(5) 0.0765(4) 0.0213(17) Uani 1 1 d .
H37 H 0.2651 0.4240 0.1004 0.026 Uiso 1 1 calc R
C3 C 0.2686(15) 0.3587(4) -0.0103(5) 0.0198(16) Uani 1 1 d .
C4 C 0.2670(16) 0.2719(5) -0.0462(4) 0.0229(17) Uani 1 1 d .
H82 H 0.2654 0.2643 -0.1036 0.028 Uiso 1 1 calc R
C5 C 0.2680(15) 0.1991(4) 0.0069(5) 0.0204(16) Uani 1 1 d .
C6 C 0.2643(16) 0.2058(5) 0.0927(4) 0.0203(16) Uani 1 1 d .
H35 H 0.2642 0.1547 0.1261 0.024 Uiso 1 1 calc R
C7 C 0.2627(18) 0.3019(5) 0.2220(5) 0.0243(17) Uani 1 1 d .
C8 C 0.2716(18) 0.4389(5) -0.0666(5) 0.0241(19) Uani 1 1 d .
C9 C -0.2532(18) 0.4304(4) 0.3353(4) 0.0217(16) 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'
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 158.1(2) . 2_565
O1 Cu1 N2 91.7(3) . 1_655
O2 Cu1 N2 91.5(3) 2_565 1_655
O1 Cu1 N1 91.3(3) . .
O2 Cu1 N1 90.1(3) 2_565 .
N2 Cu1 N1 168.0(2) 1_655 .
O1 Cu1 O3 108.48(18) . .
O2 Cu1 O3 93.36(18) 2_565 .
N2 Cu1 O3 83.5(3) 1_655 .
N1 Cu1 O3 84.5(3) . .
O1 Cu1 O4 99.48(19) . 2_565
O2 Cu1 O4 58.67(19) 2_565 2_565
N2 Cu1 O4 98.9(3) 1_655 2_565
N1 Cu1 O4 92.1(3) . 2_565
O3 Cu1 O4 151.88(19) . 2_565
O1 Cu1 C8 128.0(2) . 2_565
O2 Cu1 C8 30.2(2) 2_565 2_565
N2 Cu1 C8 95.5(3) 1_655 2_565
N1 Cu1 C8 91.8(3) . 2_565
O3 Cu1 C8 123.5(2) . 2_565
O4 Cu1 C8 28.5(2) 2_565 2_565
O3 Cu2 O3 171.63(13) 4_456 .
O3 Cu2 N3 87.7(3) 4_456 4_556
O3 Cu2 N3 91.7(3) . 4_556
O3 Cu2 N4 91.4(3) 4_456 .
O3 Cu2 N4 88.2(3) . .
N3 Cu2 N4 173.7(4) 4_556 .
O3 Cu2 O5 95.9(3) 4_456 .
O3 Cu2 O5 92.4(3) . .
N3 Cu2 O5 90.6(3) 4_556 .
N4 Cu2 O5 95.6(3) . .
C7 O1 Cu1 120.7(5) . .
C8 O2 Cu1 98.7(4) . 2_564
Cu2 O3 Cu2 112.3(2) 4_556 .
Cu2 O3 Cu1 113.9(3) 4_556 .
Cu2 O3 Cu1 116.1(3) . .
C8 O4 Cu1 80.3(5) . 2_564
C9 N1 N4 104.8(7) . .
C9 N1 Cu1 139.2(6) . .
N4 N1 Cu1 115.9(5) . .
N3 N2 C9 103.1(7) . .
N3 N2 Cu1 116.4(6) . 1_455
C9 N2 Cu1 140.5(6) . 1_455
N4 N3 N2 110.2(9) . .
N4 N3 Cu2 119.7(7) . 4_456
N2 N3 Cu2 130.0(6) . 4_456
N3 N4 N1 110.7(8) . .
N3 N4 Cu2 118.0(7) . .
N1 N4 Cu2 131.2(6) . .
O7 N6 O8 124.9(7) . .
O7 N6 C5 118.0(7) . .
O8 N6 C5 116.9(6) . .
C6 C1 C2 120.0(7) . .
C6 C1 C7 119.8(7) . .
C2 C1 C7 120.1(7) . .
C1 C2 C3 121.1(7) . .
C2 C3 C4 119.1(6) . .
C2 C3 C8 122.2(6) . .
C4 C3 C8 118.7(7) . .
C5 C4 C3 117.6(6) . .
C4 C5 C6 124.0(6) . .
C4 C5 N6 116.7(7) . .
C6 C5 N6 119.3(6) . .
C5 C6 C1 118.0(7) . .
O6 C7 O1 125.5(7) . .
O6 C7 C1 119.6(7) . .
O1 C7 C1 114.9(7) . .
O4 C8 O2 122.3(7) . .
O4 C8 C3 119.9(7) . .
O2 C8 C3 117.8(7) . .
O4 C8 Cu1 71.2(4) . 2_564
O2 C8 Cu1 51.1(3) . 2_564
C3 C8 Cu1 168.6(6) . 2_564
N1 C9 N5 125.9(10) . .
N1 C9 N2 111.1(6) . .
N5 C9 N2 122.9(10) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O1 1.911(5) .
Cu1 O2 1.993(5) 2_565
Cu1 N2 2.093(8) 1_655
Cu1 N1 2.104(7) .
Cu1 O3 2.313(5) .
Cu1 O4 2.433(5) 2_565
Cu1 C8 2.533(8) 2_565
Cu2 O3 1.935(7) 4_456
Cu2 O3 1.938(7) .
Cu2 N3 1.981(8) 4_556
Cu2 N4 2.001(8) .
Cu2 O5 2.239(7) .
O1 C7 1.263(8) .
O2 C8 1.289(9) .
O2 Cu1 1.993(5) 2_564
O3 Cu2 1.935(7) 4_556
O4 C8 1.226(9) .
O4 Cu1 2.433(5) 2_564
O6 C7 1.242(9) .
O7 N6 1.212(8) .
O8 N6 1.222(8) .
N1 C9 1.325(12) .
N1 N4 1.341(11) .
N2 N3 1.346(11) .
N2 C9 1.386(13) .
N2 Cu1 2.093(8) 1_455
N3 N4 1.295(8) .
N3 Cu2 1.981(8) 4_456
N5 C9 1.350(9) .
N6 C5 1.492(9) .
C1 C6 1.386(10) .
C1 C2 1.394(10) .
C1 C7 1.524(10) .
C2 C3 1.399(10) .
C3 C4 1.412(10) .
C3 C8 1.497(10) .
C4 C5 1.379(10) .
C5 C6 1.383(10) .
C8 Cu1 2.533(8) 2_564
