#------------------------------------------------------------------------------
#$Date: 2021-12-16 13:43:25 +0200 (Thu, 16 Dec 2021) $
#$Revision: 271475 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/07/4320758.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_4320758
loop_
_publ_author_name
'Dana S. Marlin'
'Marilyn M. Olmstead'
'Pradip K. Mascharak'
_publ_section_title
;
 Structure-Spectroscopy Correlation in Distorted Five-Coordinate Cu(II)
 Complexes: A Case Study with a Set of Closely Related Copper Complexes of
 Pyridine-2,6-dicarboxamide Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              7003
_journal_page_last               7008
_journal_paper_doi               10.1021/ic010523n
_journal_volume                  40
_journal_year                    2001
_chemical_formula_sum            'C13 H15 Cu N5 O2'
_chemical_formula_weight         334.84
_chemical_name_common            '[Cu(dmppy)(N-MeIm)]2'
_chemical_name_systematic
;
  ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 97.7480(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.3427(5)
_cell_length_b                   11.6307(6)
_cell_length_c                   12.9177(7)
_cell_measurement_reflns_used    7679
_cell_measurement_temperature    90(2)
_cell_measurement_theta_max      31.4
_cell_measurement_theta_min      2.2
_cell_volume                     1390.85(13)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'SHELXTL 5, XP (Sheldrick, 1994)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 0.944
_diffrn_measured_fraction_theta_max 0.944
_diffrn_measurement_device_type  'Bruker SMART 1000'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0243
_diffrn_reflns_av_sigmaI/netI    0.0172
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            12764
_diffrn_reflns_theta_full        31.42
_diffrn_reflns_theta_max         31.42
_diffrn_reflns_theta_min         2.37
_diffrn_standards_decay_%        <0.1
_diffrn_standards_number         '50 frames remeasured'
_exptl_absorpt_coefficient_mu    1.582
_exptl_absorpt_correction_T_max  0.9394
_exptl_absorpt_correction_T_min  0.7222
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS 2.0 (Sheldrick, 2000)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             692
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.431
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         4337
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0304
_refine_ls_R_factor_gt           0.0260
_refine_ls_shift/su_max          0.011
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0420P)²+0.4787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0731
_reflns_number_gt                3841
_reflns_number_total             4337
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic010523n_2.cif
_cod_data_source_block           mn1114
_cod_depositor_comments
;

2021-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C26 H30 Cu2 N10 O4'
_cod_original_formula_weight         673.68
_cod_original_formula_units_Z            2
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4320758
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.751355(16) 0.492389(12) 0.067022(11) 0.01252(5) Uani 1 1 d . . .
O1 O 0.49145(10) 0.22619(8) -0.04518(7) 0.01869(18) Uani 1 1 d . . .
O2 O 1.01242(10) 0.64135(8) -0.12312(7) 0.01591(17) Uani 1 1 d . . .
N1 N 0.59946(11) 0.37069(9) 0.06246(8) 0.01535(19) Uani 1 1 d . . .
N2 N 0.75278(10) 0.43728(9) -0.07317(7) 0.01250(18) Uani 1 1 d . . .
N3 N 0.87248(11) 0.61540(9) 0.01135(8) 0.01340(18) Uani 1 1 d . . .
N4 N 0.75532(11) 0.54104(9) 0.21217(8) 0.01428(19) Uani 1 1 d . . .
N5 N 0.76432(11) 0.53788(9) 0.38296(8) 0.01388(19) Uani 1 1 d . . .
C1 C 0.51113(14) 0.33921(13) 0.14306(10) 0.0201(2) Uani 1 1 d . . .
H1A H 0.4095 0.3346 0.1122 0.030 Uiso 1 1 calc R . .
H1B H 0.5220 0.3975 0.1983 0.030 Uiso 1 1 calc R . .
H1C H 0.5426 0.2644 0.1727 0.030 Uiso 1 1 calc R . .
C2 C 0.57759(13) 0.30862(11) -0.02440(9) 0.0146(2) Uani 1 1 d . . .
C3 C 0.66902(12) 0.34820(10) -0.10530(9) 0.0134(2) Uani 1 1 d . . .
C4 C 0.66913(13) 0.30401(11) -0.20510(10) 0.0157(2) Uani 1 1 d . . .
H4 H 0.6108 0.2399 -0.2288 0.019 Uiso 1 1 calc R . .
C5 C 0.75812(13) 0.35717(11) -0.26946(9) 0.0165(2) Uani 1 1 d . . .
H5 H 0.7601 0.3291 -0.3383 0.020 Uiso 1 1 calc R . .
C6 C 0.84404(13) 0.45089(11) -0.23411(9) 0.0156(2) Uani 1 1 d . . .
H6 H 0.9045 0.4872 -0.2778 0.019 Uiso 1 1 calc R . .
C7 C 0.83845(13) 0.48957(10) -0.13275(10) 0.0125(2) Uani 1 1 d . . .
C8 C 0.91772(12) 0.59084(10) -0.07944(9) 0.0126(2) Uani 1 1 d . . .
C9 C 0.92990(14) 0.72055(11) 0.06271(10) 0.0176(2) Uani 1 1 d . . .
H9A H 1.0354 0.7207 0.0672 0.026 Uiso 1 1 calc R . .
H9B H 0.9024 0.7243 0.1332 0.026 Uiso 1 1 calc R . .
H9C H 0.8905 0.7873 0.0223 0.026 Uiso 1 1 calc R . .
C10 C 0.80018(13) 0.48228(11) 0.29849(10) 0.0144(2) Uani 1 1 d . . .
H10 H 0.8504 0.4111 0.3005 0.017 Uiso 1 1 calc R . .
C11 C 0.69237(13) 0.63684(11) 0.34909(10) 0.0157(2) Uani 1 1 d . . .
H11 H 0.6538 0.6930 0.3910 0.019 Uiso 1 1 calc R . .
C12 C 0.68749(13) 0.63806(11) 0.24314(10) 0.0156(2) Uani 1 1 d . . .
H12 H 0.6443 0.6964 0.1979 0.019 Uiso 1 1 calc R . .
C13 C 0.79734(16) 0.50099(11) 0.49162(11) 0.0180(2) Uani 1 1 d . . .
H13A H 0.8478 0.4269 0.4945 0.027 Uiso 1 1 calc R . .
H13B H 0.7074 0.4928 0.5221 0.027 Uiso 1 1 calc R . .
H13C H 0.8591 0.5585 0.5311 0.027 Uiso 1 1 calc R . .
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
N2 Cu1 N4 176.98(4) . . ?
N2 Cu1 N1 80.29(4) . . ?
N4 Cu1 N1 98.91(4) . . ?
N2 Cu1 N3 79.93(4) . . ?
N4 Cu1 N3 101.41(4) . . ?
N1 Cu1 N3 157.24(4) . . ?
N2 Cu1 O2 87.24(4) . 3_765 ?
N4 Cu1 O2 90.01(4) . 3_765 ?
N1 Cu1 O2 98.65(4) . 3_765 ?
N3 Cu1 O2 91.52(3) . 3_765 ?
N2 Cu1 C7 24.65(4) . . ?
N4 Cu1 C7 156.15(4) . . ?
N1 Cu1 C7 104.89(4) . . ?
N3 Cu1 C7 55.56(4) . . ?
O2 Cu1 C7 85.00(3) 3_765 . ?
C8 O2 Cu1 102.02(7) . 3_765 ?
C2 N1 C1 115.42(11) . . ?
C2 N1 Cu1 115.97(8) . . ?
C1 N1 Cu1 128.59(9) . . ?
C7 N2 C3 123.37(10) . . ?
C7 N2 Cu1 118.27(8) . . ?
C3 N2 Cu1 118.35(8) . . ?
C8 N3 C9 116.10(10) . . ?
C8 N3 Cu1 114.99(8) . . ?
C9 N3 Cu1 128.50(8) . . ?
C10 N4 C12 106.44(10) . . ?
C10 N4 Cu1 128.34(9) . . ?
C12 N4 Cu1 124.41(8) . . ?
C10 N5 C11 107.95(10) . . ?
C10 N5 C13 126.40(11) . . ?
C11 N5 C13 125.65(11) . . ?
O1 C2 N1 128.08(12) . . ?
O1 C2 C3 119.40(11) . . ?
N1 C2 C3 112.51(10) . . ?
O1 C2 Cu1 167.24(9) . . ?
N1 C2 Cu1 39.22(6) . . ?
C3 C2 Cu1 73.34(6) . . ?
N2 C3 C4 120.26(11) . . ?
N2 C3 C2 112.69(10) . . ?
C4 C3 C2 127.02(11) . . ?
N2 C3 Cu1 37.02(5) . . ?
C4 C3 Cu1 157.26(9) . . ?
C2 C3 Cu1 75.72(7) . . ?
C3 C4 C5 117.64(11) . . ?
C6 C5 C4 120.93(11) . . ?
C7 C6 C5 117.90(11) . . ?
N2 C7 C6 119.89(11) . . ?
N2 C7 C8 112.95(10) . . ?
C6 C7 C8 127.14(11) . . ?
N2 C7 Cu1 37.08(6) . . ?
C6 C7 Cu1 156.95(9) . . ?
C8 C7 Cu1 75.91(7) . . ?
O2 C8 N3 128.44(11) . . ?
O2 C8 C7 119.49(11) . . ?
N3 C8 C7 112.06(10) . . ?
O2 C8 Cu1 165.18(9) . . ?
N3 C8 Cu1 39.95(6) . . ?
C7 C8 Cu1 73.18(6) . . ?
N4 C10 N5 110.38(11) . . ?
N4 C10 Cu1 31.12(6) . . ?
N5 C10 Cu1 140.84(9) . . ?
C12 C11 N5 106.08(11) . . ?
C11 C12 N4 109.15(11) . . ?
C11 C12 Cu1 141.48(9) . . ?
N4 C12 Cu1 32.99(5) . . ?
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 N2 1.9228(10) . ?
Cu1 N4 1.9541(10) . ?
Cu1 N1 1.9996(11) . ?
Cu1 N3 2.0160(10) . ?
Cu1 O2 2.7174(9) 3_765 ?
Cu1 C7 2.8087(12) . ?
O1 C2 1.2571(15) . ?
O2 C8 1.2573(14) . ?
O2 Cu1 2.7174(9) 3_765 ?
N1 C2 1.3267(16) . ?
N1 C1 1.4597(16) . ?
N2 C7 1.3300(15) . ?
N2 C3 1.3307(15) . ?
N3 C8 1.3302(15) . ?
N3 C9 1.4586(16) . ?
N4 C10 1.3267(16) . ?
N4 C12 1.3796(16) . ?
N5 C10 1.3488(15) . ?
N5 C11 1.3744(16) . ?
N5 C13 1.4603(17) . ?
C2 C3 1.5081(17) . ?
C3 C4 1.3880(17) . ?
C4 C5 1.3968(17) . ?
C5 C6 1.3936(18) . ?
C6 C7 1.3921(17) . ?
C7 C8 1.5075(17) . ?
C11 C12 1.3633(17) . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C4 H4 O2 0.95 2.39 3.2195(15) 146.0 2_644
