#------------------------------------------------------------------------------
#$Date: 2016-02-20 00:18:51 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176760 $
#$URL: svn://www.crystallography.net/cod/cif/2/01/82/2018291.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_2018291
loop_
_publ_author_name
'Atria, Ana María'
'Corsini, Gino'
'Garland, Maria Teresa'
'Baggio, Ricardo'
_publ_section_title
;
 Poly[[μ₃-2-(carboxylatomethyl)benzoato-κ³O¹:O²:O²]bis(1H-imidazole-κN³)copper(II)]
;
_journal_coeditor_code           KU3055
_journal_issue                   11
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m342
_journal_page_last               m345
_journal_paper_doi               10.1107/S0108270111041187
_journal_volume                  67
_journal_year                    2011
_chemical_formula_iupac          '[Cu (C9 H6 O4) (C3 H4 N2)2]'
_chemical_formula_moiety         'C15 H14 Cu N4 O4'
_chemical_formula_sum            'C15 H14 Cu N4 O4'
_chemical_formula_weight         377.84
_chemical_name_systematic
;
Poly[[μ₃-2-(carboxylatomethyl)benzoato-
κ³O¹:O²:O²]-bis(1H-imidazole-
κN³)copper(II)]
;
_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   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 95.305(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.817(3)
_cell_length_b                   9.871(2)
_cell_length_c                   14.106(3)
_cell_measurement_reflns_used    5662
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      21.63
_cell_measurement_theta_min      2.98
_cell_volume                     1638.4(6)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2001)'
_computing_data_reduction        'SAINT (Bruker, 2002)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
'SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.937
_diffrn_measurement_device_type  'Bruker SMART CCD area-detector'
_diffrn_measurement_method       'CCD rotation images, thin slices'
_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  0.0288
_diffrn_reflns_av_sigmaI/netI    0.0297
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13360
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         27.84
_diffrn_reflns_theta_min         1.73
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.360
_exptl_absorpt_correction_T_max  0.89
_exptl_absorpt_correction_T_min  0.79
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS in SAINT; Bruker, 2002)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.532
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prisms
_exptl_crystal_F_000             772
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.658
_refine_diff_density_min         -0.198
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3654
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.060
_refine_ls_R_factor_all          0.0573
_refine_ls_R_factor_gt           0.0417
_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)+(0.0572P)²+0.2670P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0992
_refine_ls_wR_factor_ref         0.1091
_reflns_number_gt                2886
_reflns_number_total             3654
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ku3055.cif
_cod_data_source_block           I
_cod_original_cell_volume        1638.2(6)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2018291
_cod_database_fobs_code          2018291
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_symmetry_multiplicity
Cu Cu1 1.05825(2) 0.59104(3) 0.40651(2) 0.03833(13) Uani d . 1 1
N N11 0.96321(18) 0.7580(2) 0.41391(15) 0.0418(5) Uani d . 1 1
C C21 0.9890(3) 0.8781(3) 0.3788(2) 0.0517(7) Uani d . 1 1
H H21 1.0590 0.8988 0.3573 0.062 Uiso calc R 1 1
N N31 0.9034(2) 0.9647(3) 0.37823(19) 0.0596(7) Uani d . 1 1
H H31 0.896(3) 1.041(4) 0.352(3) 0.076(11) Uiso d . 1 1
C C41 0.8157(3) 0.8987(3) 0.4145(3) 0.0679(9) Uani d . 1 1
H H41 0.7441 0.9336 0.4227 0.081 Uiso calc R 1 1
C C51 0.8535(3) 0.7724(3) 0.4360(2) 0.0570(8) Uani d . 1 1
H H51 0.8111 0.7049 0.4621 0.068 Uiso calc R 1 1
N N12 1.15042(19) 0.4320(2) 0.37451(15) 0.0420(5) Uani d . 1 1
C C22 1.1126(2) 0.3139(3) 0.33940(19) 0.0470(6) Uani d . 1 1
H H22 1.0362 0.2918 0.3269 0.056 Uiso calc R 1 1
N N32 1.1981(2) 0.2314(3) 0.32436(18) 0.0544(6) Uani d . 1 1
H H32 1.185(3) 0.151(4) 0.301(3) 0.087(12) Uiso d . 1 1
C C42 1.2966(3) 0.2978(3) 0.3501(2) 0.0580(8) Uani d . 1 1
H H42 1.3700 0.2650 0.3470 0.070 Uiso calc R 1 1
C C52 1.2672(2) 0.4207(3) 0.3811(2) 0.0499(7) Uani d . 1 1
H H52 1.3179 0.4879 0.4036 0.060 Uiso calc R 1 1
O O13 0.80892(15) 0.20647(18) 0.10750(13) 0.0448(4) Uani d . 1 1
O O23 0.84169(16) 0.19392(19) 0.26526(14) 0.0518(5) Uani d . 1 1
O O33 0.87450(15) 0.50886(18) 0.27440(12) 0.0434(4) Uani d . 1 1
O O43 0.92502(15) 0.47182(18) 0.42644(12) 0.0419(4) Uani d . 1 1
C C13 0.6796(2) 0.3174(3) 0.19749(18) 0.0406(6) Uani d . 1 1
C C23 0.6009(2) 0.3237(3) 0.1178(2) 0.0593(8) Uani d . 1 1
H H23 0.6139 0.2740 0.0638 0.071 Uiso calc R 1 1
C C33 0.5048(3) 0.4014(4) 0.1169(3) 0.0785(12) Uani d . 1 1
H H33 0.4530 0.4031 0.0632 0.094 Uiso calc R 1 1
C C43 0.4849(3) 0.4770(4) 0.1958(3) 0.0802(11) Uani d . 1 1
H H43 0.4202 0.5307 0.1953 0.096 Uiso calc R 1 1
C C53 0.5620(2) 0.4722(4) 0.2756(2) 0.0627(9) Uani d . 1 1
H H53 0.5482 0.5238 0.3285 0.075 Uiso calc R 1 1
C C63 0.6591(2) 0.3933(3) 0.2793(2) 0.0434(6) Uani d . 1 1
C C73 0.7848(2) 0.2324(2) 0.19216(19) 0.0399(6) Uani d . 1 1
C C83 0.7409(2) 0.3985(3) 0.36755(19) 0.0439(6) Uani d . 1 1
H H83A 0.7545 0.3069 0.3907 0.053 Uiso calc R 1 1
H H83B 0.7058 0.4483 0.4163 0.053 Uiso calc R 1 1
C C93 0.8542(2) 0.4638(2) 0.35329(17) 0.0370(5) Uani d . 1 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'
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
O13 Cu1 N12 2_755 . 88.60(8)
O13 Cu1 N11 2_755 . 89.15(8)
N12 Cu1 N11 . . 169.82(9)
O13 Cu1 O43 2_755 . 177.64(7)
N12 Cu1 O43 . . 91.26(8)
N11 Cu1 O43 . . 91.39(8)
O13 Cu1 O43 2_755 3_766 104.59(7)
N12 Cu1 O43 . 3_766 91.22(7)
N11 Cu1 O43 . 3_766 98.95(7)
O43 Cu1 O43 . 3_766 73.05(7)
C21 N11 C51 . . 104.3(2)
C21 N11 Cu1 . . 124.41(19)
C51 N11 Cu1 . . 130.2(2)
N31 C21 N11 . . 112.1(3)
N31 C21 H21 . . 123.9
N11 C21 H21 . . 123.9
C21 N31 C41 . . 107.2(3)
C21 N31 H31 . . 129(2)
C41 N31 H31 . . 123(3)
C51 C41 N31 . . 106.2(3)
C51 C41 H41 . . 126.9
N31 C41 H41 . . 126.9
C41 C51 N11 . . 110.2(3)
C41 C51 H51 . . 124.9
N11 C51 H51 . . 124.9
C22 N12 C52 . . 104.8(2)
C22 N12 Cu1 . . 127.28(19)
C52 N12 Cu1 . . 127.92(19)
N12 C22 N32 . . 111.2(3)
N12 C22 H22 . . 124.4
N32 C22 H22 . . 124.4
C22 N32 C42 . . 107.9(2)
C22 N32 H32 . . 121(3)
C42 N32 H32 . . 131(3)
C52 C42 N32 . . 106.3(3)
C52 C42 H42 . . 126.8
N32 C42 H42 . . 126.8
C42 C52 N12 . . 109.7(3)
C42 C52 H52 . . 125.1
N12 C52 H52 . . 125.1
C73 O13 Cu1 . 2_745 117.34(16)
C93 O43 Cu1 . . 112.92(15)
C93 O43 Cu1 . 3_766 139.61(16)
Cu1 O43 Cu1 . 3_766 106.95(7)
C23 C13 C63 . . 118.8(2)
C23 C13 C73 . . 118.5(2)
C63 C13 C73 . . 122.7(2)
C33 C23 C13 . . 121.6(3)
C33 C23 H23 . . 119.2
C13 C23 H23 . . 119.2
C23 C33 C43 . . 120.0(3)
C23 C33 H33 . . 120.0
C43 C33 H33 . . 120.0
C33 C43 C53 . . 119.4(3)
C33 C43 H43 . . 120.3
C53 C43 H43 . . 120.3
C43 C53 C63 . . 122.1(3)
C43 C53 H53 . . 118.9
C63 C53 H53 . . 118.9
C53 C63 C13 . . 118.2(3)
C53 C63 C83 . . 118.6(3)
C13 C63 C83 . . 123.2(2)
O23 C73 O13 . . 124.4(2)
O23 C73 C13 . . 121.1(2)
O13 C73 C13 . . 114.5(2)
C63 C83 C93 . . 114.4(2)
C63 C83 H83A . . 108.7
C93 C83 H83A . . 108.7
C63 C83 H83B . . 108.7
C93 C83 H83B . . 108.7
H83A C83 H83B . . 107.6
O33 C93 O43 . . 122.6(2)
O33 C93 C83 . . 121.1(2)
O43 C93 C83 . . 116.3(2)
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 O13 2_755 1.9643(18) y
Cu1 N12 . 1.987(2) y
Cu1 N11 . 2.003(2) y
Cu1 O43 . 2.0060(18) y
Cu1 O43 3_766 2.4269(17) y
N11 C21 . 1.331(3) ?
N11 C51 . 1.368(4) ?
C21 N31 . 1.324(4) ?
C21 H21 . 0.9300 ?
N31 C41 . 1.363(4) ?
N31 H31 . 0.84(4) ?
C41 C51 . 1.349(4) ?
C41 H41 . 0.9300 ?
C51 H51 . 0.9300 ?
N12 C22 . 1.327(3) ?
N12 C52 . 1.379(4) ?
C22 N32 . 1.330(4) ?
C22 H22 . 0.9300 ?
N32 C42 . 1.356(4) ?
N32 H32 . 0.87(4) ?
C42 C52 . 1.346(4) ?
C42 H42 . 0.9300 ?
C52 H52 . 0.9300 ?
O13 C73 . 1.279(3) ?
O13 Cu1 2_745 1.9643(17) ?
O23 C73 . 1.237(3) ?
O33 C93 . 1.242(3) ?
O43 C93 . 1.269(3) ?
O43 Cu1 3_766 2.4269(17) ?
C13 C23 . 1.393(4) ?
C13 C63 . 1.415(4) ?
C13 C73 . 1.507(3) ?
C23 C33 . 1.369(4) ?
C23 H23 . 0.9300 ?
C33 C43 . 1.377(5) ?
C33 H33 . 0.9300 ?
C43 C53 . 1.382(5) ?
C43 H43 . 0.9300 ?
C53 C63 . 1.384(4) ?
C53 H53 . 0.9300 ?
C63 C83 . 1.505(4) ?
C83 C93 . 1.516(3) ?
C83 H83A . 0.9700 ?
C83 H83B . 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
N31 H31 O23 1_565 0.84(4) 2.01(4) 2.824(3) 163(4)
N32 H32 O33 2_745 0.87(4) 1.85(4) 2.699(3) 162(4)
C21 H21 O33 2_755 0.93 2.35 3.096(4) 137
C22 H22 O23 . 0.93 2.57 3.482(3) 167
C51 H51 Cg2 3_766 0.93 2.66 3.294(3) 126
