#------------------------------------------------------------------------------
#$Date: 2016-03-23 15:18:08 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179321 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/18/4321841.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_4321841
loop_
_publ_author_name
'Naohide Matsumoto'
'Yuri Motoda'
'Toshihiro Matsuo'
'Toshio Nakashima'
'Nazzareno Re'
'Francoise Dahan'
'Jean-Pierre Tuchagues'
_publ_contact_author             'Naohide Matsumoto'
_publ_contact_author_email       'naohide@aster.sci.kumamoto-u.ac.jp '
_publ_contact_author_fax         ' +81-96-342-3390 '
_publ_contact_author_phone       '+81-96-342-3390 '
_publ_section_title
;
 pH-Dependent Monomer ←→ Oligomer Interconversion of
 Copper(II) Complexes with
 N-(2-R-imidazol-4-ylmethylidene)-2-aminoethylpyridine (R = Methyl,
 Phenyl)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1165
_journal_page_last               1173
_journal_paper_doi               10.1021/ic981158b
_journal_volume                  38
_journal_year                    1999
_chemical_formula_sum            'C17 H16 Cl2 Cu N4'
_chemical_formula_weight         410.78
_chemical_name_systematic
;
 ?
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 95.058(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.6659(7)
_cell_length_b                   16.2872(10)
_cell_length_c                   14.1033(10)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      18.965
_cell_measurement_theta_min      12.004
_cell_volume                     1754.0(2)
_computing_cell_refinement       CAD4-EXPRESS
_computing_data_collection       CAD4-EXPRESS
_computing_data_reduction        'MolEN (Fair, 1990)'
_computing_molecular_graphics    'ZORTEP (Zsolnai, 1996)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4'
_diffrn_measurement_method       ω-2θ
_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  0.0143
_diffrn_reflns_av_sigmaI/netI    0.0218
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            3696
_diffrn_reflns_theta_max         25.97
_diffrn_reflns_theta_min         1.91
_diffrn_standards_decay_%        0.4
_diffrn_standards_interval_time  120
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.555
_exptl_absorpt_correction_T_max  0.9999
_exptl_absorpt_correction_T_min  0.8949
_exptl_absorpt_correction_type   Psi-scans
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.556
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             836
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.050
_refine_ls_extinction_coef       0.0092(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.038
_refine_ls_goodness_of_fit_obs   1.044
_refine_ls_matrix_type           full
_refine_ls_number_parameters     218
_refine_ls_number_reflns         3441
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_restrained_S_obs      1.044
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_obs          0.0222
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0358P)²+0.3565P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0647
_refine_ls_wR_factor_obs         0.0572
_reflns_number_observed          2705
_reflns_number_total             3441
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic981158b_2.cif
_cod_data_source_block           (2)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0358P)^2^+0.3565P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0358P)^2^+0.3565P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_database_code               4321841
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_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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Cu Cu 0.20087(3) 0.483081(13) 0.720519(14) 0.03124(9) Uani 1 d . .
Cl1 Cl 0.10060(7) 0.61103(3) 0.74853(3) 0.04302(13) Uani 1 d . .
Cl2 Cl 0.52546(6) 0.46051(4) 0.75398(3) 0.04687(14) Uani 1 d . .
N2 N 0.2352(2) 0.49982(9) 0.57850(10) 0.0312(3) Uani 1 d . .
C1 C 0.2953(2) 0.55035(11) 0.51539(12) 0.0333(4) Uani 1 d . .
N1 N 0.2851(2) 0.51313(11) 0.42847(11) 0.0418(4) Uani 1 d . .
HN1 H 0.3164(2) 0.53460(11) 0.37692(11) 0.046 Uiso 1 calc R .
C2 C 0.2178(3) 0.43725(13) 0.43642(14) 0.0454(5) Uani 1 d . .
H2 H 0.1967(3) 0.39865(13) 0.38817(14) 0.050 Uiso 1 calc R .
C3 C 0.1869(2) 0.42861(11) 0.52945(13) 0.0375(4) Uani 1 d . .
C4 C 0.1232(3) 0.36186(12) 0.58228(15) 0.0439(5) Uani 1 d . .
H4 H 0.0856(3) 0.31327(12) 0.55241(15) 0.048 Uiso 1 calc R .
N3 N 0.1196(2) 0.37119(9) 0.67126(12) 0.0398(4) Uani 1 d . .
C5 C 0.0579(3) 0.30599(12) 0.7302(2) 0.0519(5) Uani 1 d . .
H5A H 0.1571(3) 0.27606(12) 0.7604(2) 0.057 Uiso 1 calc R .
H5B H -0.0137(3) 0.26786(12) 0.6908(2) 0.057 Uiso 1 calc R .
C6 C -0.0487(3) 0.34206(14) 0.8054(2) 0.0560(6) Uani 1 d . .
H6A H -0.1362(3) 0.37872(14) 0.7749(2) 0.062 Uiso 1 calc R .
H6B H -0.1100(3) 0.29794(14) 0.8347(2) 0.062 Uiso 1 calc R .
N4 N 0.1645(2) 0.44896(10) 0.85604(11) 0.0390(4) Uani 1 d . .
C7 C 0.0582(3) 0.38840(13) 0.8818(2) 0.0470(5) Uani 1 d . .
C8 C 0.0485(3) 0.3710(2) 0.9780(2) 0.0638(7) Uani 1 d . .
H8 H -0.0256(3) 0.3296(2) 0.9956(2) 0.070 Uiso 1 calc R .
C9 C 0.1464(4) 0.4141(2) 1.0468(2) 0.0686(8) Uani 1 d . .
H9 H 0.1398(4) 0.4020(2) 1.1108(2) 0.075 Uiso 1 calc R .
C10 C 0.2544(3) 0.4752(2) 1.0199(2) 0.0592(6) Uani 1 d . .
H10 H 0.3227(3) 0.5054(2) 1.0653(2) 0.065 Uiso 1 calc R .
C11 C 0.2596(3) 0.49116(13) 0.92418(14) 0.0457(5) Uani 1 d . .
H11 H 0.3322(3) 0.53298(13) 0.90598(14) 0.050 Uiso 1 calc R .
C12 C 0.3607(2) 0.63422(12) 0.52946(13) 0.0379(4) Uani 1 d . .
C13 C 0.4192(2) 0.66270(12) 0.61924(14) 0.0427(4) Uani 1 d . .
H13 H 0.4206(2) 0.62786(12) 0.67155(14) 0.047 Uiso 1 calc R .
C14 C 0.4754(3) 0.74317(15) 0.6309(2) 0.0573(6) Uani 1 d . .
H14 H 0.5115(3) 0.76259(15) 0.6915(2) 0.063 Uiso 1 calc R .
C15 C 0.4784(4) 0.7948(2) 0.5536(2) 0.0723(8) Uani 1 d . .
H15 H 0.5169(4) 0.8486(2) 0.5620(2) 0.080 Uiso 1 calc R .
C16 C 0.4247(4) 0.7664(2) 0.4643(2) 0.0777(8) Uani 1 d . .
H16 H 0.4285(4) 0.8009(2) 0.4120(2) 0.086 Uiso 1 calc R .
C17 C 0.3650(3) 0.68717(15) 0.4518(2) 0.0584(6) Uani 1 d . .
H17 H 0.3272(3) 0.66866(15) 0.3911(2) 0.064 Uiso 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'
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'
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
N3 Cu N4 90.74(7) . . ?
N3 Cu N2 81.24(6) . . ?
N4 Cu N2 171.70(6) . . ?
N3 Cu Cl1 141.86(5) . . ?
N4 Cu Cl1 90.61(5) . . ?
N2 Cu Cl1 97.01(4) . . ?
N3 Cu Cl2 101.63(5) . . ?
N4 Cu Cl2 89.95(5) . . ?
N2 Cu Cl2 89.58(4) . . ?
Cl1 Cu Cl2 116.49(2) . . ?
C1 N2 C3 106.18(15) . . ?
C1 N2 Cu 144.78(12) . . ?
C3 N2 Cu 108.86(12) . . ?
N2 C1 N1 109.4(2) . . ?
N2 C1 C12 128.7(2) . . ?
N1 C1 C12 121.9(2) . . ?
C2 N1 C1 109.0(2) . . ?
N1 C2 C3 106.0(2) . . ?
C2 C3 N2 109.5(2) . . ?
C2 C3 C4 132.7(2) . . ?
N2 C3 C4 117.8(2) . . ?
N3 C4 C3 117.6(2) . . ?
C4 N3 C5 121.0(2) . . ?
C4 N3 Cu 114.46(13) . . ?
C5 N3 Cu 124.50(14) . . ?
N3 C5 C6 109.9(2) . . ?
C7 C6 C5 113.9(2) . . ?
C11 N4 C7 119.0(2) . . ?
C11 N4 Cu 114.96(13) . . ?
C7 N4 Cu 126.08(14) . . ?
N4 C7 C8 119.7(2) . . ?
N4 C7 C6 118.7(2) . . ?
C8 C7 C6 121.7(2) . . ?
C9 C8 C7 120.9(2) . . ?
C8 C9 C10 119.0(2) . . ?
C9 C10 C11 118.5(2) . . ?
N4 C11 C10 122.9(2) . . ?
C13 C12 C17 118.8(2) . . ?
C13 C12 C1 121.1(2) . . ?
C17 C12 C1 120.1(2) . . ?
C14 C13 C12 119.9(2) . . ?
C15 C14 C13 120.6(2) . . ?
C16 C15 C14 119.8(2) . . ?
C15 C16 C17 120.2(2) . . ?
C16 C17 C12 120.7(2) . . ?
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
Cu N3 2.029(2) . ?
Cu N4 2.0332(15) . ?
Cu N2 2.0612(14) . ?
Cu Cl1 2.2679(5) . ?
Cu Cl2 2.5184(6) . ?
N2 C1 1.324(2) . ?
N2 C3 1.384(2) . ?
C1 N1 1.364(2) . ?
C1 C12 1.462(3) . ?
N1 C2 1.348(3) . ?
C2 C3 1.361(3) . ?
C3 C4 1.428(3) . ?
C4 N3 1.267(3) . ?
N3 C5 1.453(2) . ?
C5 C6 1.514(3) . ?
C6 C7 1.498(3) . ?
N4 C11 1.343(3) . ?
N4 C7 1.350(3) . ?
C7 C8 1.394(3) . ?
C8 C9 1.366(4) . ?
C9 C10 1.370(4) . ?
C10 C11 1.379(3) . ?
C12 C13 1.385(3) . ?
C12 C17 1.396(3) . ?
C13 C14 1.385(3) . ?
C14 C15 1.379(4) . ?
C15 C16 1.370(4) . ?
C16 C17 1.375(4) . ?
