#------------------------------------------------------------------------------
#$Date: 2019-11-17 11:41:21 +0200 (Sun, 17 Nov 2019) $
#$Revision: 229656 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/65/7046531.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_7046531
loop_
_publ_author_name
'Kwon, Hyunchul'
'Lee, Eunsung'
_publ_section_title
;
 Static and dynamic coordination behaviours of copper(i) ions in
 hexa(2-pyridyl)benzene ligand systems.
;
_journal_issue                   25
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8448
_journal_page_last               8455
_journal_paper_doi               10.1039/c8dt01424h
_journal_volume                  47
_journal_year                    2018
_chemical_formula_sum            'C20 H15 Cl Cu N4'
_chemical_formula_weight         410.35
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_audit_update_record
;
2018-05-05 deposited with the CCDC.
2018-06-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 95.49(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.933(2)
_cell_length_b                   13.690(3)
_cell_length_c                   11.946(2)
_cell_measurement_reflns_used    6590
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.992
_cell_measurement_theta_min      2.269
_cell_volume                     1779.8(6)
_computing_cell_refinement       'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_data_collection       'PAL BL2D-SMDC Program'
_computing_data_reduction        'HKL3000sm (Otwinowski & Minor, 1997)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'ADSC Q210 CCD area detector'
_diffrn_measurement_method       'omega scan'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_av_unetI/netI     0.1175
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6590
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.992
_diffrn_reflns_theta_min         2.269
_diffrn_source                   synchrotron
_exptl_absorpt_coefficient_mu    1.388
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_description       needle
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_refine_diff_density_max         0.444
_refine_diff_density_min         -0.915
_refine_diff_density_rms         0.117
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.912
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     236
_refine_ls_number_reflns         3493
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.912
_refine_ls_R_factor_all          0.1041
_refine_ls_R_factor_gt           0.0494
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0524P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1011
_refine_ls_wR_factor_ref         0.1152
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2056
_reflns_number_total             3493
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt01424h2.cif
_cod_data_source_block           shelxl
_cod_depositor_comments
'Adding full bibliography for 7046531--7046536.cif.'
_cod_database_code               7046531
_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.
;
_shelxl_version_number           2014-3
loop_
_space_group_symop_operation_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_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
Cu1 Cu 0.54256(5) 0.25324(4) 0.34677(4) 0.01933(16) Uani 1 1 d . . . . .
Cl1 Cl 0.54756(11) 0.10513(9) 0.25477(10) 0.0276(3) Uani 1 1 d . . . . .
N1 N 0.5647(3) 0.7657(3) 0.5190(3) 0.0180(8) Uani 1 1 d . . . . .
N2 N 0.4000(3) 0.3308(3) 0.2597(3) 0.0195(8) Uani 1 1 d . . . . .
C1 C 0.4242(4) 0.6692(3) 0.2600(3) 0.0241(10) Uani 0.2 1 d . . P A 1
H005 H 0.3774 0.6958 0.3157 0.029 Uiso 0.2 1 calc R U P A 1
N3 N 0.6938(4) 0.3236(3) 0.3899(3) 0.0236(9) Uani 1 1 d . . . . .
C2 C 0.4927(4) 0.5891(3) 0.2796(3) 0.0178(10) Uani 1 1 d . . . . .
C3 C 0.4363(4) 0.4546(3) 0.4074(3) 0.0154(9) Uani 1 1 d . . . . .
C4 C 0.4954(4) 0.5442(3) 0.3948(3) 0.0165(9) Uani 1 1 d . . . . .
C5 C 0.2237(4) 0.3368(3) 0.1246(4) 0.0241(11) Uani 1 1 d . . . . .
H00A H 0.1790 0.3090 0.0603 0.029 Uiso 1 1 calc R U . . .
C6 C 0.3319(4) 0.2953(3) 0.1706(4) 0.0218(10) Uani 1 1 d . . . . .
H00B H 0.3596 0.2377 0.1365 0.026 Uiso 1 1 calc R U . . .
C7 C 0.7080(4) 0.7005(4) 0.3994(4) 0.0195(10) Uani 1 1 d . . . . .
H00C H 0.7445 0.6450 0.3684 0.023 Uiso 1 1 calc R U . . .
C8 C 0.2514(4) 0.4585(3) 0.2671(3) 0.0188(10) Uani 1 1 d . . . . .
H00D H 0.2251 0.5160 0.3024 0.023 Uiso 1 1 calc R U . . .
C9 C 0.3593(4) 0.4131(3) 0.3083(3) 0.0164(10) Uani 1 1 d . . . . .
C10 C 0.6033(4) 0.8557(3) 0.4948(4) 0.0210(10) Uani 1 1 d . . . . .
H00F H 0.5675 0.9101 0.5289 0.025 Uiso 1 1 calc R U . . .
C11 C 0.5579(4) 0.5911(3) 0.4871(3) 0.0166(9) Uani 1 1 d . . . . .
C12 C 0.6146(4) 0.6889(3) 0.4683(3) 0.0158(10) Uani 1 1 d . . . . .
C13 C 0.7482(4) 0.7934(3) 0.3758(4) 0.0207(10) Uani 1 1 d . . . . .
H00I H 0.8124 0.8026 0.3286 0.025 Uiso 1 1 calc R U . . .
C14 C 0.1816(4) 0.4205(3) 0.1748(4) 0.0225(11) Uani 1 1 d . . . . .
H00J H 0.1068 0.4508 0.1463 0.027 Uiso 1 1 calc R U . . .
N4 N 0.5603(4) 0.5468(3) 0.1993(3) 0.0242(10) Uani 0.2 1 d . . P A 1
C15 C 0.7782(4) 0.3696(4) 0.4177(4) 0.0237(11) Uani 1 1 d . . . . .
C16 C 0.6924(4) 0.8730(4) 0.4228(4) 0.0249(11) Uani 1 1 d . . . . .
H00M H 0.7152 0.9379 0.4057 0.030 Uiso 1 1 calc R U . . .
C17 C 0.5597(4) 0.5928(4) 0.0972(4) 0.0278(11) Uani 1 1 d . . . . .
H00N H 0.6078 0.5675 0.0417 0.033 Uiso 1 1 calc R U . A 1
C18 C 0.4904(4) 0.6749(4) 0.0748(4) 0.0275(12) Uani 1 1 d . . . . .
H00O H 0.4878 0.7065 0.0038 0.033 Uiso 1 1 calc R U . . .
C19 C 0.4245(5) 0.7101(4) 0.1585(4) 0.0310(12) Uani 1 1 d . . . . .
H00P H 0.3762 0.7671 0.1433 0.037 Uiso 1 1 calc R U . A 1
C20 C 0.8848(5) 0.4308(4) 0.4526(4) 0.0397(14) Uani 1 1 d . . . . .
H00E H 0.9216 0.4542 0.3859 0.060 Uiso 1 1 calc R U . . .
H00G H 0.9455 0.3924 0.4996 0.060 Uiso 1 1 calc R U . . .
H00H H 0.8587 0.4867 0.4956 0.060 Uiso 1 1 calc R U . . .
C4A C 0.5603(4) 0.5468(3) 0.1993(3) 0.0242(10) Uani 0.8 1 d . . P A 2
H00K H 0.6053 0.4882 0.2147 0.029 Uiso 0.8 1 calc R U P A 2
C1A N 0.4242(4) 0.6692(3) 0.2600(3) 0.0241(10) Uani 0.8 1 d . . P A 2
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'
N N 0.0061 0.0033 '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
N3 Cu1 N2 117.27(15) . .
N3 Cu1 N1 112.58(14) . 3_666
N2 Cu1 N1 89.92(13) . 3_666
N3 Cu1 Cl1 120.25(12) . .
N2 Cu1 Cl1 105.12(10) . .
N1 Cu1 Cl1 107.26(10) 3_666 .
C10 N1 C12 117.9(4) . .
C10 N1 Cu1 119.3(3) . 3_666
C12 N1 Cu1 121.7(3) . 3_666
C6 N2 C9 117.5(4) . .
C6 N2 Cu1 123.3(3) . .
C9 N2 Cu1 118.0(3) . .
C2 C1 C19 117.0(4) . .
C2 C1 H005 121.5 . .
C19 C1 H005 121.5 . .
C15 N3 Cu1 175.6(4) . .
C1 C2 N4 123.1(4) . .
C1 C2 C4 117.2(4) . .
N4 C2 C4 119.7(4) . .
C4 C3 C11 120.4(4) . 3_666
C4 C3 C9 118.5(4) . .
C11 C3 C9 120.9(4) 3_666 .
C11 C4 C3 120.9(4) . .
C11 C4 C2 119.9(4) . .
C3 C4 C2 119.2(4) . .
C6 C5 C14 118.3(4) . .
C6 C5 H00A 120.8 . .
C14 C5 H00A 120.8 . .
N2 C6 C5 124.2(4) . .
N2 C6 H00B 117.9 . .
C5 C6 H00B 117.9 . .
C12 C7 C13 119.7(4) . .
C12 C7 H00C 120.1 . .
C13 C7 H00C 120.1 . .
C14 C8 C9 120.2(4) . .
C14 C8 H00D 119.9 . .
C9 C8 H00D 119.9 . .
N2 C9 C8 121.5(4) . .
N2 C9 C3 118.0(4) . .
C8 C9 C3 120.5(4) . .
N1 C10 C16 123.2(4) . .
N1 C10 H00F 118.4 . .
C16 C10 H00F 118.4 . .
C4 C11 C3 118.7(4) . 3_666
C4 C11 C12 118.1(4) . .
C3 C11 C12 123.2(4) 3_666 .
N1 C12 C7 122.0(4) . .
N1 C12 C11 115.8(4) . .
C7 C12 C11 122.1(4) . .
C7 C13 C16 118.5(4) . .
C7 C13 H00I 120.8 . .
C16 C13 H00I 120.8 . .
C8 C14 C5 118.3(4) . .
C8 C14 H00J 120.9 . .
C5 C14 H00J 120.9 . .
C17 N4 C2 117.7(4) . .
N3 C15 C20 178.6(5) . .
C10 C16 C13 118.6(4) . .
C10 C16 H00M 120.7 . .
C13 C16 H00M 120.7 . .
C18 C17 N4 120.4(4) . .
C18 C17 H00N 119.8 . .
N4 C17 H00N 119.8 . .
C17 C18 C19 117.7(4) . .
C17 C18 H00O 121.1 . .
C19 C18 H00O 121.1 . .
C1 C19 C18 124.0(5) . .
C1 C19 H00P 118.0 . .
C18 C19 H00P 118.0 . .
C15 C20 H00E 109.5 . .
C15 C20 H00G 109.5 . .
H00E C20 H00G 109.5 . .
C15 C20 H00H 109.5 . .
H00E C20 H00H 109.5 . .
H00G C20 H00H 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N3 1.940(4) .
Cu1 N2 2.080(4) .
Cu1 N1 2.091(3) 3_666
Cu1 Cl1 2.3094(13) .
N1 C10 1.343(5) .
N1 C12 1.354(5) .
N1 Cu1 2.091(3) 3_666
N2 C6 1.331(5) .
N2 C9 1.362(5) .
C1 C2 1.336(6) .
C1 C19 1.336(6) .
C1 H005 0.9500 .
N3 C15 1.140(6) .
C2 N4 1.391(6) .
C2 C4 1.505(6) .
C3 C4 1.400(6) .
C3 C11 1.404(6) 3_666
C3 C9 1.498(6) .
C4 C11 1.397(6) .
C5 C6 1.378(6) .
C5 C14 1.392(6) .
C5 H00A 0.9500 .
C6 H00B 0.9500 .
C7 C12 1.381(6) .
C7 C13 1.383(6) .
C7 H00C 0.9500 .
C8 C14 1.381(6) .
C8 C9 1.382(6) .
C8 H00D 0.9500 .
C10 C16 1.381(6) .
C10 H00F 0.9500 .
C11 C3 1.404(6) 3_666
C11 C12 1.501(6) .
C13 C16 1.394(6) .
C13 H00I 0.9500 .
C14 H00J 0.9500 .
N4 C17 1.373(6) .
C15 C20 1.463(6) .
C16 H00M 0.9500 .
C17 C18 1.368(6) .
C17 H00N 0.9500 .
C18 C19 1.374(6) .
C18 H00O 0.9500 .
C19 H00P 0.9500 .
C20 H00E 0.9800 .
C20 H00G 0.9800 .
C20 H00H 0.9800 .
