#------------------------------------------------------------------------------
#$Date: 2016-02-20 22:30:07 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176789 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/18/2221820.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_2221820
loop_
_publ_author_name
'Mahmoudi, Ali'
'Khalaj, Mehdi'
'Gao, Shan'
'Ng, Seik Weng'
'Mohammadgholiha, Mahmoud'
_publ_section_title
Dichlorido{2-[(4-iodophenyl)iminomethyl]pyridine-κ²N,N'}copper(II)
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m555
_journal_paper_doi               10.1107/S1600536809011684
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '[Cu Cl2 (C12 H9 I N2)]'
_chemical_formula_sum            'C12 H9 Cl2 Cu I N2'
_chemical_formula_weight         442.55
_chemical_name_systematic
;
Dichlorido{2-[(4-iodophenyl)iminomethyl]pyridine-
κ²N,N'}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   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 94.8913(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.2721(5)
_cell_length_b                   15.2159(5)
_cell_length_c                   7.4709(2)
_cell_measurement_reflns_used    13838
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      3.1
_cell_volume                     1389.97(8)
_computing_cell_refinement       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_collection       'RAPID-AUTO (Rigaku, 1998)'
_computing_data_reduction        'CrystalStructure (Rigaku/MSC, 2002)'
_computing_molecular_graphics    'X-SEED (Barbour, 2001)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID'
_diffrn_measurement_method       ω
_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  0.0367
_diffrn_reflns_av_sigmaI/netI    0.0224
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            21713
_diffrn_reflns_theta_full        27.45
_diffrn_reflns_theta_max         27.45
_diffrn_reflns_theta_min         3.05
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.158
_exptl_absorpt_correction_T_max  0.5383
_exptl_absorpt_correction_T_min  0.3589
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(ABSCOR; Higashi, 1995)'
_exptl_crystal_colour            Green
_exptl_crystal_density_diffrn    2.115
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.31
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.17
_refine_diff_density_max         0.884
_refine_diff_density_min         -0.508
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         3166
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.054
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0278
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0447P)²+0.6865P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0713
_refine_ls_wR_factor_ref         0.0790
_reflns_number_gt                2650
_reflns_number_total             3166
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su2104.cif
_cod_data_source_block           I
_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.

'_exptl_absorpt_correction_type' value 'Multi-scan' changed
to 'multi-scan' 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_enum 1527 2010-12-29 10:47:43Z saulius 

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.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' 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_sg_symbol_H-M      'P 21/c'
_cod_database_code               2221820
_cod_database_fobs_code          2221820
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_disorder_assembly
_atom_site_disorder_group
I I1 -0.001646(16) 0.649922(16) 0.55181(3) 0.05798(10) Uani d . 1 . .
Cu Cu1 0.60873(3) 0.72391(2) 0.87653(5) 0.03844(11) Uani d . 1 . .
Cl Cl1 0.72032(6) 0.82416(5) 1.01818(12) 0.05137(19) Uani d . 1 . .
Cl Cl2 0.51519(6) 0.82558(5) 0.71178(11) 0.04616(18) Uani d . 1 . .
N N1 0.70612(18) 0.62040(15) 0.9438(3) 0.0375(5) Uani d . 1 . .
N N2 0.50252(17) 0.62295(15) 0.7935(3) 0.0334(4) Uani d . 1 . .
C C1 0.8056(2) 0.6212(2) 1.0289(4) 0.0469(7) Uani d . 1 . .
H H1 0.8344 0.6738 1.0752 0.056 Uiso calc R 1 . .
C C2 0.8676(2) 0.5448(2) 1.0503(5) 0.0520(8) Uani d . 1 . .
H H2 0.9368 0.5463 1.1114 0.062 Uiso calc R 1 . .
C C3 0.8259(3) 0.4672(2) 0.9809(5) 0.0489(7) Uani d . 1 . .
H H3 0.8677 0.4162 0.9895 0.059 Uiso calc R 1 . .
C C4 0.7210(3) 0.4657(2) 0.8980(4) 0.0443(6) Uani d . 1 . .
H H4 0.6902 0.4135 0.8530 0.053 Uiso calc R 1 . .
C C5 0.6629(2) 0.54354(18) 0.8832(4) 0.0365(6) Uani d . 1 . .
C C6 0.5499(2) 0.54841(18) 0.8064(4) 0.0378(6) Uani d . 1 . .
H H6 0.5128 0.4977 0.7672 0.045 Uiso calc R 1 . .
C C7 0.3893(2) 0.62851(18) 0.7297(4) 0.0350(5) Uani d . 1 . .
C C8 0.3398(2) 0.5679(2) 0.6095(4) 0.0446(6) Uani d . 1 . .
H H8 0.3814 0.5233 0.5643 0.054 Uiso calc R 1 . .
C C9 0.2287(2) 0.5736(2) 0.5565(4) 0.0479(7) Uani d . 1 . .
H H9 0.1957 0.5323 0.4775 0.057 Uiso calc R 1 . .
C C10 0.1677(2) 0.64099(19) 0.6219(4) 0.0417(6) Uani d . 1 . .
C C11 0.2166(2) 0.70219(19) 0.7420(4) 0.0422(6) Uani d . 1 . .
H H11 0.1753 0.7475 0.7852 0.051 Uiso calc R 1 . .
C C12 0.3266(2) 0.69542(18) 0.7964(4) 0.0385(6) Uani d . 1 . .
H H12 0.3591 0.7357 0.8781 0.046 Uiso calc R 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'
Cl Cl 0.1484 0.1585 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 Cu1 N2 . . 80.79(9) n
N1 Cu1 Cl2 . . 160.96(7) n
N1 Cu1 Cl1 . . 95.07(7) n
N2 Cu1 Cl1 . . 169.40(7) n
N2 Cu1 Cl2 . . 93.89(6) n
Cl1 Cu2 Cl1 . . 93.05(3) n
C1 N1 C5 . . 119.3(2) ?
C1 N1 Cu1 . . 127.9(2) ?
C5 N1 Cu1 . . 112.76(17) ?
C6 N2 C7 . . 120.1(2) ?
C6 N2 Cu1 . . 111.44(18) ?
C7 N2 Cu1 . . 128.50(17) ?
N1 C1 C2 . . 121.2(3) ?
N1 C1 H1 . . 119.4 ?
C2 C1 H1 . . 119.4 ?
C3 C2 C1 . . 119.6(3) ?
C3 C2 H2 . . 120.2 ?
C1 C2 H2 . . 120.2 ?
C2 C3 C4 . . 119.2(3) ?
C2 C3 H3 . . 120.4 ?
C4 C3 H3 . . 120.4 ?
C3 C4 C5 . . 118.5(3) ?
C3 C4 H4 . . 120.8 ?
C5 C4 H4 . . 120.8 ?
N1 C5 C4 . . 122.1(3) ?
N1 C5 C6 . . 115.0(2) ?
C4 C5 C6 . . 122.8(3) ?
N2 C6 C5 . . 119.2(2) ?
N2 C6 H6 . . 120.4 ?
C5 C6 H6 . . 120.4 ?
C8 C7 C12 . . 119.5(2) ?
C8 C7 N2 . . 122.2(2) ?
C12 C7 N2 . . 118.3(2) ?
C7 C8 C9 . . 120.5(3) ?
C7 C8 H8 . . 119.8 ?
C9 C8 H8 . . 119.8 ?
C10 C9 C8 . . 119.5(3) ?
C10 C9 H9 . . 120.3 ?
C8 C9 H9 . . 120.3 ?
C9 C10 C11 . . 120.4(3) ?
C9 C10 I1 . . 120.9(2) ?
C11 C10 I1 . . 118.7(2) ?
C12 C11 C10 . . 119.8(3) ?
C12 C11 H11 . . 120.1 ?
C10 C11 H11 . . 120.1 ?
C11 C12 C7 . . 120.3(3) ?
C11 C12 H12 . . 119.8 ?
C7 C12 H12 . . 119.8 ?
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
I1 C10 . 2.104(3) ?
Cu1 N1 . 2.015(2) n
Cu1 N2 . 2.075(2) n
Cu1 Cl1 . 2.2530(10) n
Cu1 Cl2 . 2.2330(10) n
N1 C1 . 1.328(4) ?
N1 C5 . 1.346(4) ?
N2 C6 . 1.274(4) ?
N2 C7 . 1.433(3) ?
C1 C2 . 1.391(4) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.371(5) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.380(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.383(4) ?
C4 H4 . 0.9300 ?
C5 C6 . 1.457(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.390(4) ?
C7 C12 . 1.393(4) ?
C8 C9 . 1.389(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.384(4) ?
C9 H9 . 0.9300 ?
C10 C11 . 1.393(4) ?
C11 C12 . 1.380(4) ?
C11 H11 . 0.9300 ?
C12 H12 . 0.9300 ?
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
N2 Cu1 N1 C1 . . . . -175.5(3) ?
Cl2 Cu1 N1 C1 . . . . 109.5(3) ?
Cl1 Cu1 N1 C1 . . . . -5.4(3) ?
N2 Cu1 N1 C5 . . . . 8.14(19) ?
Cl2 Cu1 N1 C5 . . . . -66.8(3) ?
Cl1 Cu1 N1 C5 . . . . 178.30(18) ?
N1 Cu1 N2 C6 . . . . -6.3(2) ?
Cl2 Cu1 N2 C6 . . . . 155.25(19) ?
Cl1 Cu1 N2 C6 . . . . -74.0(4) ?
N1 Cu1 N2 C7 . . . . 172.9(2) ?
Cl2 Cu1 N2 C7 . . . . -25.5(2) ?
Cl1 Cu1 N2 C7 . . . . 105.3(4) ?
C5 N1 C1 C2 . . . . 2.6(5) ?
Cu1 N1 C1 C2 . . . . -173.5(2) ?
N1 C1 C2 C3 . . . . 0.6(5) ?
C1 C2 C3 C4 . . . . -2.9(5) ?
C2 C3 C4 C5 . . . . 1.9(5) ?
C1 N1 C5 C4 . . . . -3.7(4) ?
Cu1 N1 C5 C4 . . . . 173.0(2) ?
C1 N1 C5 C6 . . . . 174.7(3) ?
Cu1 N1 C5 C6 . . . . -8.6(3) ?
C3 C4 C5 N1 . . . . 1.4(5) ?
C3 C4 C5 C6 . . . . -176.8(3) ?
C7 N2 C6 C5 . . . . -175.7(2) ?
Cu1 N2 C6 C5 . . . . 3.6(3) ?
N1 C5 C6 N2 . . . . 3.3(4) ?
C4 C5 C6 N2 . . . . -178.3(3) ?
C6 N2 C7 C8 . . . . -29.4(4) ?
Cu1 N2 C7 C8 . . . . 151.3(2) ?
C6 N2 C7 C12 . . . . 148.2(3) ?
Cu1 N2 C7 C12 . . . . -31.0(3) ?
C12 C7 C8 C9 . . . . -0.2(4) ?
N2 C7 C8 C9 . . . . 177.4(3) ?
C7 C8 C9 C10 . . . . 1.1(5) ?
C8 C9 C10 C11 . . . . -0.8(5) ?
C8 C9 C10 I1 . . . . -178.1(2) ?
C9 C10 C11 C12 . . . . -0.2(5) ?
I1 C10 C11 C12 . . . . 177.1(2) ?
C10 C11 C12 C7 . . . . 1.0(4) ?
C8 C7 C12 C11 . . . . -0.8(4) ?
N2 C7 C12 C11 . . . . -178.6(3) ?
