#------------------------------------------------------------------------------
#$Date: 2019-11-17 09:19:02 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229064 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/23/02/7230218.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_7230218
loop_
_publ_author_name
'Puttreddy, Rakesh'
'von Essen, Carolina'
'Peuronen, Anssi'
'Lahtinen, Manu'
'Rissanen, Kari'
_publ_section_title
;
 Halogen bonds in 2,5-dihalopyridine-copper(ii) chloride complexes
;
_journal_issue                   14
_journal_name_full               CrystEngComm
_journal_page_first              1954
_journal_paper_doi               10.1039/C8CE00209F
_journal_volume                  20
_journal_year                    2018
_chemical_formula_moiety         'C10 H8 Cl2 Cu I2 N2'
_chemical_formula_sum            'C10 H8 Cl2 Cu I2 N2'
_chemical_formula_weight         544.42
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-01-12
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2018-02-01 deposited with the CCDC.
2018-03-02 downloaded from the CCDC.
;
_cell_angle_alpha                90.863(12)
_cell_angle_beta                 92.738(13)
_cell_angle_gamma                97.811(14)
_cell_formula_units_Z            1
_cell_length_a                   4.0102(7)
_cell_length_b                   8.4892(13)
_cell_length_c                   10.1403(13)
_cell_measurement_reflns_used    1262
_cell_measurement_temperature    120.0(1)
_cell_measurement_theta_max      28.7230
_cell_measurement_theta_min      4.0340
_cell_volume                     341.54(9)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      120.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0107
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -2.00  88.00   2.00  110.00    --   19.23  57.00-120.00   45
  2  ω     23.00  75.00   2.00  110.00    --   19.23  57.00  30.00   26
  3  ω    -11.00  89.00   2.00  110.00    --   19.23  77.00 120.00   50
  4  ω    -17.00  57.00   2.00  110.00    --   19.23 -99.00 -30.00   37
  5  ω    -50.00 -22.00   2.00  110.00    --   19.23 -57.00  90.00   14
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0993294000
_diffrn_orient_matrix_UB_12      0.0758271000
_diffrn_orient_matrix_UB_13      0.0004288000
_diffrn_orient_matrix_UB_21      0.1336041000
_diffrn_orient_matrix_UB_22      -0.0345945000
_diffrn_orient_matrix_UB_23      -0.0270795000
_diffrn_orient_matrix_UB_31      -0.0650933000
_diffrn_orient_matrix_UB_32      0.0130139000
_diffrn_orient_matrix_UB_33      -0.0645976000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_av_unetI/netI     0.0406
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            2007
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         3.12
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    6.487
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82026
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    2.647
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             251
_exptl_crystal_size_max          0.125
_exptl_crystal_size_mid          0.027
_exptl_crystal_size_min          0.026
_refine_diff_density_max         1.162
_refine_diff_density_min         -0.607
_refine_diff_density_rms         0.153
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     79
_refine_ls_number_reflns         1231
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0307
_refine_ls_R_factor_gt           0.0263
_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)+(0.0248P)²+0.1208P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0582
_refine_ls_wR_factor_ref         0.0608
_reflns_number_gt                1126
_reflns_number_total             1231
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c8ce00209f2.cif
_cod_data_source_block           3IPy_2_CuCl2
_cod_depositor_comments
'Adding full bibliography for 7230211--7230222.cif.'
_cod_database_code               7230218
_chemical_oxdiff_formula         'C20 H20 N2 Cu1 I1 Cl1'
_reflns_odcompleteness_completeness 99.57
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C4(H4), C5(H5), C6(H6)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.110
_oxdiff_exptl_absorpt_empirical_full_min 0.891
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, -y, -z'
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_calc_flag
_atom_site_site_symmetry_order
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
I3 I 0.80917(8) 0.71589(4) -0.04202(3) 0.01736(13) Uani 1 d 1 . . .
Cu1 Cu 0.5000 0.5000 0.5000 0.0244(2) Uani 1 d 2 S T P
Cl1 Cl 0.9125(3) 0.65092(15) 0.63044(12) 0.0190(3) Uani 1 d 1 . . .
N1 N 0.5296(10) 0.6706(5) 0.3640(4) 0.0195(10) Uani 1 d 1 . . .
C2 C 0.6383(12) 0.6457(6) 0.2431(5) 0.0185(11) Uani 1 d 1 . . .
H2 H 0.6994 0.5470 0.2217 0.022 Uiso 1 calc 1 R . .
C3 C 0.6620(12) 0.7639(6) 0.1489(5) 0.0156(11) Uani 1 d 1 . . .
C4 C 0.5721(12) 0.9104(6) 0.1799(5) 0.0181(11) Uani 1 d 1 . . .
H4 H 0.5915 0.9912 0.1186 0.022 Uiso 1 calc 1 R . .
C5 C 0.4533(12) 0.9363(6) 0.3026(5) 0.0195(11) Uani 1 d 1 . . .
H5 H 0.3858 1.0334 0.3249 0.023 Uiso 1 calc 1 R . .
C6 C 0.4372(13) 0.8124(7) 0.3925(5) 0.0223(12) Uani 1 d 1 . . .
H6 H 0.3588 0.8293 0.4757 0.027 Uiso 1 calc 1 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'
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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-1 -2 14 0.0073
0 2 -14 0.0104
-6 1 3 0.0466
6 -1 -1 0.0752
-1 -9 -8 0.0073
0 10 6 0.0171
2 -10 7 0.0209
0 -11 -5 0.0084
1 11 1 0.0164
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
Cl1 Cu1 Cl1 180.0 2_666 .
N1 Cu1 Cl1 90.24(12) . .
N1 Cu1 Cl1 90.24(12) 2_666 2_666
N1 Cu1 Cl1 89.76(12) 2_666 .
N1 Cu1 Cl1 89.76(12) . 2_666
N1 Cu1 N1 179.999(1) 2_666 .
C2 N1 Cu1 121.5(4) . .
C6 N1 Cu1 120.0(4) . .
C6 N1 C2 118.4(4) . .
N1 C2 H2 119.1 . .
N1 C2 C3 121.8(5) . .
C3 C2 H2 119.1 . .
C2 C3 I3 120.4(4) . .
C4 C3 I3 120.1(4) . .
C4 C3 C2 119.4(5) . .
C3 C4 H4 120.3 . .
C3 C4 C5 119.4(5) . .
C5 C4 H4 120.3 . .
C4 C5 H5 120.9 . .
C4 C5 C6 118.1(5) . .
C6 C5 H5 120.9 . .
N1 C6 C5 122.9(5) . .
N1 C6 H6 118.6 . .
C5 C6 H6 118.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I3 C3 2.101(5) .
Cu1 Cl1 2.3002(13) .
Cu1 Cl1 2.3002(13) 2_666
Cu1 N1 2.010(4) 2_666
Cu1 N1 2.010(4) .
N1 C2 1.344(6) .
N1 C6 1.338(7) .
C2 H2 0.9300 .
C2 C3 1.392(7) .
C3 C4 1.377(7) .
C4 H4 0.9300 .
C4 C5 1.378(7) .
C5 H5 0.9300 .
C5 C6 1.400(7) .
C6 H6 0.9300 .
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-1.0000 -2.0000 14.0000 -0.2450 -0.4435 -0.8653
-0.0000 2.0000 -14.0000 0.1457 0.3099 0.9304
-6.0000 1.0000 3.0000 -0.5189 -0.9175 0.2098
6.0000 -1.0000 -1.0000 0.5197 0.8633 -0.3390
-1.0000 -9.0000 -8.0000 -0.7852 0.3944 0.4647
0.0000 10.0000 6.0000 0.7608 -0.5084 -0.2574
2.0000 -10.0000 7.0000 -0.5566 0.4236 -0.7125
-0.0000 -11.0000 -5.0000 -0.8362 0.5159 0.1798
1.0000 11.0000 1.0000 0.9339 -0.2740 0.0135
