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#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/51/68/1516843.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_1516843
loop_
_publ_author_name
'Kuldeep Mahiya'
'Pavan Mathur'
_publ_section_title
;
 Morphology dependant oxidation of aromatic alcohols by new symmetrical
 copper(II) metallatriangles formed by self-assembly of a shared
 bis-benzimidazolyl diamide ligand
;
_journal_name_full
;
Inorganica Chimica Acta
;
_journal_page_first              36
_journal_page_last               44
_journal_volume                  399
_journal_year                    2013
_chemical_formula_moiety         'C30 H24 N6 O2'
_chemical_formula_sum            'C30 H24 N6 O2'
_chemical_formula_weight         500.55
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 116.08(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   18.406(3)
_cell_length_b                   14.735(3)
_cell_length_c                   9.950(3)
_cell_measurement_reflns_used    1664
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.0
_cell_measurement_theta_min      3.4
_cell_volume                     2423.8(11)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_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  0.0695
_diffrn_reflns_av_sigmaI/netI    0.0479
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            8423
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         3.33
_exptl_absorpt_coefficient_mu    0.090
_exptl_absorpt_correction_T_max  0.9893
_exptl_absorpt_correction_T_min  0.9806
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_density_diffrn    1.372
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.246
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.055
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2384
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0895
_refine_ls_R_factor_gt           0.0651
_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)+(0.0999P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1649
_refine_ls_wR_factor_ref         0.1856
_reflns_number_gt                1664
_reflns_number_total             2384
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ICA-2013-399-36-44-3.cif
_cod_data_source_block           III
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               1516843
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
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
C1 C 0.11644(16) 0.09383(18) 0.7903(3) 0.0676(7) Uani 1 1 d .
H1 H 0.0613 0.0815 0.7481 0.081 Uiso 1 1 calc R
C2 C 0.1615(2) 0.09982(19) 0.9425(3) 0.0741(8) Uani 1 1 d .
H2 H 0.1363 0.0922 1.0048 0.089 Uiso 1 1 calc R
C3 C 0.2442(2) 0.1171(2) 1.0052(3) 0.0804(9) Uani 1 1 d .
H3 H 0.2730 0.1209 1.1088 0.096 Uiso 1 1 calc R
C4 C 0.28410(17) 0.12847(19) 0.9190(3) 0.0741(8) Uani 1 1 d .
H4 H 0.3395 0.1392 0.9623 0.089 Uiso 1 1 calc R
C5 C 0.23928(14) 0.12352(16) 0.7635(3) 0.0531(6) Uani 1 1 d .
C6 C 0.15650(14) 0.10699(14) 0.7023(3) 0.0527(6) Uani 1 1 d .
C7 C 0.19636(13) 0.12707(15) 0.5255(2) 0.0493(6) Uani 1 1 d .
C8 C 0.19052(13) 0.13776(16) 0.3725(2) 0.0550(6) Uani 1 1 d .
H8A H 0.2437 0.1516 0.3799 0.066 Uiso 1 1 calc R
H8B H 0.1728 0.0809 0.3188 0.066 Uiso 1 1 calc R
C9 C 0.06216(12) 0.19309(16) 0.1754(2) 0.0469(6) Uani 1 1 d .
C10 C 0.01270(12) 0.27428(15) 0.0973(2) 0.0450(6) Uani 1 1 d .
C11 C -0.01183(13) 0.34181(15) 0.1678(2) 0.0465(6) Uani 1 1 d .
C12 C -0.06037(16) 0.41219(16) 0.0810(3) 0.0570(6) Uani 1 1 d .
H12 H -0.0775 0.4570 0.1264 0.068 Uiso 1 1 calc R
C13 C -0.08349(16) 0.41680(18) -0.0706(3) 0.0623(7) Uani 1 1 d .
H13 H -0.1156 0.4646 -0.1264 0.075 Uiso 1 1 calc R
C14 C -0.05906(15) 0.35089(18) -0.1394(3) 0.0619(7) Uani 1 1 d .
H14 H -0.0747 0.3539 -0.2418 0.074 Uiso 1 1 calc R
C15 C -0.01150(14) 0.28060(16) -0.0566(2) 0.0552(6) Uani 1 1 d .
H15 H 0.0050 0.2363 -0.1039 0.066 Uiso 1 1 calc R
N1 N 0.13077(11) 0.10844(12) 0.5506(2) 0.0559(6) Uani 1 1 d .
H1A H 0.0822 0.0993 0.4835 0.067 Uiso 1 1 calc R
N2 N 0.26263(11) 0.13599(13) 0.6497(2) 0.0540(5) Uani 1 1 d .
N3 N 0.13447(10) 0.20936(12) 0.28818(19) 0.0503(5) Uani 1 1 d .
H3A H 0.1487 0.2648 0.3124 0.060 Uiso 1 1 calc R
O1 O 0.03711(9) 0.11557(11) 0.13384(19) 0.0629(5) 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'
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_3
C2 C1 C6 117.2(3) .
C2 C1 H1 121.4 .
C6 C1 H1 121.4 .
C1 C2 C3 121.3(3) .
C1 C2 H2 119.4 .
C3 C2 H2 119.4 .
C4 C3 C2 121.7(3) .
C4 C3 H3 119.1 .
C2 C3 H3 119.1 .
C3 C4 C5 118.1(3) .
C3 C4 H4 121.0 .
C5 C4 H4 121.0 .
N2 C5 C6 109.7(2) .
N2 C5 C4 130.6(2) .
C6 C5 C4 119.6(3) .
N1 C6 C1 132.6(2) .
N1 C6 C5 105.2(2) .
C1 C6 C5 122.2(2) .
N2 C7 N1 112.4(2) .
N2 C7 C8 125.1(2) .
N1 C7 C8 122.5(2) .
N3 C8 C7 112.36(18) .
N3 C8 H8A 109.1 .
C7 C8 H8A 109.1 .
N3 C8 H8B 109.1 .
C7 C8 H8B 109.1 .
H8A C8 H8B 107.9 .
O1 C9 N3 122.5(2) .
O1 C9 C10 120.90(18) .
N3 C9 C10 116.6(2) .
C15 C10 C11 118.9(2) .
C15 C10 C9 116.8(2) .
C11 C10 C9 124.29(19) .
C12 C11 C10 118.6(2) .
C12 C11 C11 118.45(18) 2
C10 C11 C11 122.97(16) 2
C13 C12 C11 121.4(2) .
C13 C12 H12 119.3 .
C11 C12 H12 119.3 .
C14 C13 C12 120.0(2) .
C14 C13 H13 120.0 .
C12 C13 H13 120.0 .
C13 C14 C15 119.8(2) .
C13 C14 H14 120.1 .
C15 C14 H14 120.1 .
C14 C15 C10 121.3(2) .
C14 C15 H15 119.3 .
C10 C15 H15 119.3 .
C7 N1 C6 107.44(19) .
C7 N1 H1A 126.3 .
C6 N1 H1A 126.3 .
C7 N2 C5 105.25(19) .
C9 N3 C8 123.17(19) .
C9 N3 H3A 118.4 .
C8 N3 H3A 118.4 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C2 1.373(4) .
C1 C6 1.384(3) .
C1 H1 0.9300 .
C2 C3 1.390(5) .
C2 H2 0.9300 .
C3 C4 1.364(4) .
C3 H3 0.9300 .
C4 C5 1.399(3) .
C4 H4 0.9300 .
C5 N2 1.389(3) .
C5 C6 1.391(3) .
C6 N1 1.369(3) .
C7 N2 1.307(3) .
C7 N1 1.364(3) .
C7 C8 1.487(3) .
C8 N3 1.456(3) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 O1 1.233(2) .
C9 N3 1.332(3) .
C9 C10 1.497(3) .
C10 C15 1.397(3) .
C10 C11 1.402(3) .
C11 C12 1.393(3) .
C11 C11 1.497(4) 2
C12 C13 1.378(3) .
C12 H12 0.9300 .
C13 C14 1.373(4) .
C13 H13 0.9300 .
C14 C15 1.372(3) .
C14 H14 0.9300 .
C15 H15 0.9300 .
N1 H1A 0.8600 .
N3 H3A 0.8600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C6 C1 C2 C3 -0.9(4) . .
C1 C2 C3 C4 -0.2(4) . .
C2 C3 C4 C5 0.8(4) . .
C3 C4 C5 N2 177.0(2) . .
C3 C4 C5 C6 -0.2(4) . .
C2 C1 C6 N1 -177.9(2) . .
C2 C1 C6 C5 1.5(4) . .
N2 C5 C6 N1 0.8(3) . .
C4 C5 C6 N1 178.6(2) . .
N2 C5 C6 C1 -178.7(2) . .
C4 C5 C6 C1 -0.9(4) . .
N2 C7 C8 N3 -120.5(2) . .
N1 C7 C8 N3 58.0(3) . .
O1 C9 C10 C15 -55.9(3) . .
N3 C9 C10 C15 122.4(2) . .
O1 C9 C10 C11 122.5(2) . .
N3 C9 C10 C11 -59.1(3) . .
C15 C10 C11 C12 0.8(3) . .
C9 C10 C11 C12 -177.6(2) . .
C15 C10 C11 C11 -179.2(2) . 2
C9 C10 C11 C11 2.5(3) . 2
C10 C11 C12 C13 -0.7(4) . .
C11 C11 C12 C13 179.2(2) 2 .
C11 C12 C13 C14 0.4(4) . .
C12 C13 C14 C15 -0.1(4) . .
C13 C14 C15 C10 0.2(4) . .
C11 C10 C15 C14 -0.5(3) . .
C9 C10 C15 C14 178.0(2) . .
N2 C7 N1 C6 1.2(3) . .
C8 C7 N1 C6 -177.41(18) . .
C1 C6 N1 C7 178.3(2) . .
C5 C6 N1 C7 -1.2(2) . .
N1 C7 N2 C5 -0.7(2) . .
C8 C7 N2 C5 177.9(2) . .
C6 C5 N2 C7 -0.1(2) . .
C4 C5 N2 C7 -177.5(3) . .
O1 C9 N3 C8 0.1(3) . .
C10 C9 N3 C8 -178.27(19) . .
C7 C8 N3 C9 -107.3(2) . .
