#------------------------------------------------------------------------------
#$Date: 2023-03-04 19:07:37 +0100 (Sat 04 de Mar de 2023) $
#$Revision: 281404 $
#$URL: svn://www.crystallography.net/cod/cif/7/24/58/7245886.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_7245886
loop_
_publ_author_name
'Bondarenko, Mikhail A.'
'Abramov, Pavel A.'
'Korolkov, Ilya V.'
'Bogomyakov, Artem S.'
'Sokolov, Maxim N.'
'Adonin, Sergey A.'
_publ_section_title
;
 Cu(ii) 3,5-diiodosalicylate complexes: precursor-dependent formation of
 mono-, di-, tri- and tetranuclear compounds and 1D coordination polymers
;
_journal_issue                   1
_journal_name_full               CrystEngComm
_journal_page_first              130
_journal_page_last               136
_journal_paper_doi               10.1039/D2CE01393B
_journal_volume                  25
_journal_year                    2023
_chemical_formula_sum            'C13 H9 Cu I2 N O3'
_chemical_formula_weight         544.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2022-11-03 deposited with the CCDC.	2022-11-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.958(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.9896(5)
_cell_length_b                   7.2980(3)
_cell_length_c                   20.0687(10)
_cell_measurement_reflns_used    9956
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      29.9852
_cell_measurement_theta_min      2.8535
_cell_volume                     1462.89(12)
_computing_cell_refinement       'SAINT (Bruker-AXS, 2016)'
_computing_data_collection       'APEX3 (Bruker-AXS, 2016)'
_computing_data_reduction        'SAINT (Bruker-AXS, 2016)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 PIXEL
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III area detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 Venture diffractometer'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_radiation_monochromator  'Incoatec HELIOS multilayer mirrors'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_av_unetI/netI     0.0291
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            26748
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         30.567
_diffrn_reflns_theta_min         2.030
_diffrn_source                   'Incoatec IuS3.0 microfocus X-ray tube'
_exptl_absorpt_coefficient_mu    5.718
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6060
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            light-green
_exptl_crystal_density_diffrn    2.473
_exptl_crystal_description       block
_exptl_crystal_F_000             1012
_exptl_crystal_size_max          0.100
_exptl_crystal_size_mid          0.050
_exptl_crystal_size_min          0.050
_refine_diff_density_max         3.789
_refine_diff_density_min         -1.621
_refine_diff_density_rms         0.202
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.172
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         4490
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.172
_refine_ls_R_factor_all          0.0616
_refine_ls_R_factor_gt           0.0519
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0284P)²+18.7285P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1241
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3804
_reflns_number_total             4490
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ce01393b2.cif
_cod_data_source_block           BM451
_cod_depositor_comments
'Adding full bibliography for 7245877--7245890.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7245886
_shelx_shelxl_version_number     2017/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.599
_shelx_estimated_absorpt_t_max   0.763
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4658(6) 0.3613(9) 0.3252(3) 0.0196(11) Uani 1 1 d . . . . .
C2 C 0.3921(6) 0.4081(9) 0.3862(3) 0.0194(11) Uani 1 1 d . . . . .
C3 C 0.3039(6) 0.5597(9) 0.3878(3) 0.0200(11) Uani 1 1 d . . . . .
C4 C 0.2444(7) 0.5996(9) 0.4499(3) 0.0233(12) Uani 1 1 d . . . . .
C5 C 0.2666(7) 0.4937(9) 0.5060(3) 0.0260(13) Uani 1 1 d . . . . .
H5 H 0.224761 0.523985 0.546661 0.031 Uiso 1 1 calc R U . . .
C6 C 0.3510(6) 0.3420(9) 0.5024(3) 0.0211(11) Uani 1 1 d . . . . .
C7 C 0.4145(6) 0.3019(9) 0.4433(3) 0.0213(11) Uani 1 1 d . . . . .
H7 H 0.474179 0.200738 0.441537 0.026 Uiso 1 1 calc R U . . .
C8 C 0.2462(7) 1.0445(9) 0.2679(3) 0.0258(13) Uani 1 1 d . . . . .
H8 H 0.312095 1.053787 0.302387 0.031 Uiso 1 1 calc R U . . .
C9 C 0.1632(7) 1.1907(10) 0.2555(4) 0.0293(14) Uani 1 1 d . . . . .
H9 H 0.171999 1.300510 0.280635 0.035 Uiso 1 1 calc R U . . .
C10 C 0.0657(7) 1.1747(10) 0.2055(4) 0.0299(14) Uani 1 1 d . . . . .
H10 H 0.006190 1.273298 0.196100 0.036 Uiso 1 1 calc R U . . .
C11 C 0.0568(7) 1.0144(10) 0.1699(3) 0.0288(14) Uani 1 1 d . . . . .
H11 H -0.008835 1.001232 0.135454 0.035 Uiso 1 1 calc R U . . .
C12 C 0.1444(7) 0.8714(9) 0.1846(3) 0.0251(13) Uani 1 1 d . . . . .
C13 C 0.1355(8) 0.6929(10) 0.1498(4) 0.0320(15) Uani 1 1 d . . . . .
H13A H 0.212815 0.678370 0.120808 0.048 Uiso 1 1 calc . U . . .
H13B H 0.052901 0.688476 0.122784 0.048 Uiso 1 1 calc . U . . .
H13C H 0.134912 0.593711 0.182672 0.048 Uiso 1 1 calc . U . . .
N1 N 0.2370(5) 0.8887(8) 0.2325(3) 0.0224(10) Uani 1 1 d . . . . .
O1 O 0.5398(5) 0.2188(6) 0.3265(2) 0.0234(9) Uani 1 1 d . . . . .
O2 O 0.4577(4) 0.4558(6) 0.2719(2) 0.0232(9) Uani 1 1 d . . . . .
O3 O 0.2735(5) 0.6651(7) 0.3369(2) 0.0265(10) Uani 1 1 d . . . . .
Cu1 Cu 0.36291(8) 0.68359(11) 0.25643(4) 0.02125(16) Uani 1 1 d . . . . .
I1 I 0.12463(6) 0.83556(8) 0.45563(2) 0.04009(15) Uani 1 1 d . . . . .
I2 I 0.38631(5) 0.18290(6) 0.58747(2) 0.02735(12) 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'
I I -0.4742 1.8119 '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
O2 C1 O1 119.2(5) . . ?
O2 C1 C2 123.0(6) . . ?
O1 C1 C2 117.8(5) . . ?
C7 C2 C3 120.4(5) . . ?
C7 C2 C1 118.4(6) . . ?
C3 C2 C1 121.2(5) . . ?
O3 C3 C2 125.2(5) . . ?
O3 C3 C4 117.9(6) . . ?
C2 C3 C4 116.8(5) . . ?
C5 C4 C3 122.4(6) . . ?
C5 C4 I1 119.8(5) . . ?
C3 C4 I1 117.7(4) . . ?
C4 C5 C6 119.5(6) . . ?
C4 C5 H5 120.3 . . ?
C6 C5 H5 120.3 . . ?
C7 C6 C5 119.8(6) . . ?
C7 C6 I2 120.6(5) . . ?
C5 C6 I2 119.6(4) . . ?
C6 C7 C2 121.0(6) . . ?
C6 C7 H7 119.5 . . ?
C2 C7 H7 119.5 . . ?
N1 C8 C9 121.8(6) . . ?
N1 C8 H8 119.1 . . ?
C9 C8 H8 119.1 . . ?
C8 C9 C10 118.6(7) . . ?
C8 C9 H9 120.7 . . ?
C10 C9 H9 120.7 . . ?
C11 C10 C9 119.0(7) . . ?
C11 C10 H10 120.5 . . ?
C9 C10 H10 120.5 . . ?
C10 C11 C12 119.7(6) . . ?
C10 C11 H11 120.2 . . ?
C12 C11 H11 120.2 . . ?
N1 C12 C11 120.6(6) . . ?
N1 C12 C13 117.5(6) . . ?
C11 C12 C13 121.9(6) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 N1 C8 120.3(6) . . ?
C12 N1 Cu1 121.8(5) . . ?
C8 N1 Cu1 117.9(4) . . ?
C1 O1 Cu1 112.6(4) . 2_645 ?
C1 O2 Cu1 128.6(4) . . ?
C3 O3 Cu1 127.6(4) . . ?
O3 Cu1 O2 92.2(2) . . ?
O3 Cu1 O1 176.4(2) . 2_655 ?
O2 Cu1 O1 90.05(19) . 2_655 ?
O3 Cu1 N1 87.3(2) . . ?
O2 Cu1 N1 168.9(2) . . ?
O1 Cu1 N1 91.0(2) 2_655 . ?
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
C1 O2 1.274(7) . ?
C1 O1 1.276(8) . ?
C1 C2 1.479(8) . ?
C2 C7 1.398(9) . ?
C2 C3 1.414(9) . ?
C3 O3 1.312(7) . ?
C3 C4 1.418(8) . ?
C4 C5 1.381(9) . ?
C4 I1 2.101(6) . ?
C5 C6 1.394(9) . ?
C5 H5 0.9500 . ?
C6 C7 1.386(8) . ?
C6 I2 2.089(6) . ?
C7 H7 0.9500 . ?
C8 N1 1.343(8) . ?
C8 C9 1.371(10) . ?
C8 H8 0.9500 . ?
C9 C10 1.392(10) . ?
C9 H9 0.9500 . ?
C10 C11 1.373(10) . ?
C10 H10 0.9500 . ?
C11 C12 1.390(10) . ?
C11 H11 0.9500 . ?
C12 N1 1.330(9) . ?
C12 C13 1.480(10) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
N1 Cu1 2.008(5) . ?
O1 Cu1 1.959(4) 2_645 ?
O2 Cu1 1.936(5) . ?
O3 Cu1 1.863(4) . ?
