#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/30/7203024.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_7203024
loop_
_publ_author_name
'Almesåker, Ann'
'Bourne, Susan A.'
'Ramon, Gaëlle'
'Scott, Janet L.'
'Strauss, Christopher R.'
_publ_section_title
;
 Coordination chemistry of N,N,4-tris(pyridin-2-ylmethyl)aniline: a
 novel flexible, multimodal ligand
;
_journal_issue                   11
_journal_name_full               CrystEngComm
_journal_page_first              997
_journal_paper_doi               10.1039/b708465j
_journal_volume                  9
_journal_year                    2007
_chemical_formula_moiety         'C24.20 H22 Cl4 Cu2 N4 O0.20'
_chemical_formula_sum            'C24.2 H22 Cl4 Cu2 N4 O0.2'
_chemical_formula_weight         640.94
_chemical_melting_point          ?
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5212(2)
_cell_length_b                   12.8596(3)
_cell_length_c                   24.1208(5)
_cell_measurement_temperature    113(2)
_cell_measurement_theta_max      27.9
_cell_volume                     2643.14(10)
_computing_cell_refinement       'Collect (Nonius (2000)'
_computing_data_collection       'Collect (Nonius (2000)'
_computing_data_reduction        'Collect (Nonius (2000)'
_computing_molecular_graphics    'WebLab ViewerPro (1997)'
_computing_publication_material  'SHELX-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      113(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_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  0.0470
_diffrn_reflns_av_sigmaI/netI    0.0911
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            15793
_diffrn_reflns_theta_full        27.85
_diffrn_reflns_theta_max         27.85
_diffrn_reflns_theta_min         4.32
_exptl_absorpt_coefficient_mu    2.035
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.611
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       plate
_exptl_crystal_F_000             1291
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.710
_refine_diff_density_min         -0.435
_refine_diff_density_rms         0.097
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.018(13)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.977
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     322
_refine_ls_number_reflns         6143
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.977
_refine_ls_R_factor_all          0.0786
_refine_ls_R_factor_gt           0.0431
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0395P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0770
_refine_ls_wR_factor_ref         0.0853
_reflns_number_gt                4480
_reflns_number_total             6143
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b708465j.txt
_cod_data_source_block           c:\gaelle~1\articl~2\struct~2\(9)-cu~1\ann6sad
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
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:

'_chemical_melting_point' value '-' was changed to '?' - the value is
undefined or not given.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_sg_symbol_H-M      P212121
_cod_original_formula_sum        'C24.20 H22 Cl4 Cu2 N4 O0.20'
_cod_database_code               7203024
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.38978(5) 0.09580(3) 0.200935(19) 0.01863(12) Uani 1 1 d . . .
Cu2 Cu 0.36883(5) 0.07872(4) 0.37926(2) 0.02343(13) Uani 1 1 d . . .
Cl2 Cl 0.51981(10) 0.10513(8) 0.30059(4) 0.0236(2) Uani 1 1 d . . .
Cl3 Cl 0.18521(12) 0.19869(8) 0.36842(5) 0.0315(3) Uani 1 1 d . . .
C1 C 0.3259(4) -0.0952(3) 0.13957(15) 0.0171(8) Uani 1 1 d . . .
N2 N 0.6021(3) 0.0941(3) 0.16576(12) 0.0211(7) Uani 1 1 d . . .
N1 N 0.4087(3) -0.0639(2) 0.19051(12) 0.0171(7) Uani 1 1 d . . .
N3 N 0.1870(4) 0.0546(2) 0.23601(13) 0.0200(7) Uani 1 1 d . . .
N4 N 0.5505(3) 0.0543(3) 0.42972(13) 0.0200(8) Uani 1 1 d . . .
C18 C 0.0655(4) 0.1167(3) 0.24541(18) 0.0264(10) Uani 1 1 d . . .
H18 H 0.0709 0.1877 0.2347 0.032 Uiso 1 1 calc R . .
C12 C 0.6806(5) 0.1777(3) 0.14584(17) 0.0244(10) Uani 1 1 d . . .
H12 H 0.6320 0.2442 0.1473 0.029 Uiso 1 1 calc R . .
C13 C 0.3317(4) -0.1049(3) 0.24147(15) 0.0199(9) Uani 1 1 d . . .
H13A H 0.4025 -0.0965 0.2737 0.024 Uiso 1 1 calc R . .
H13B H 0.3084 -0.1798 0.2369 0.024 Uiso 1 1 calc R . .
C15 C 0.0495(4) -0.0859(3) 0.27597(17) 0.0274(10) Uani 1 1 d . . .
H15 H 0.0467 -0.1572 0.2864 0.033 Uiso 1 1 calc R . .
C9 C 0.8212(5) -0.0136(3) 0.14235(17) 0.0263(10) Uani 1 1 d . . .
H9 H 0.8690 -0.0804 0.1417 0.032 Uiso 1 1 calc R . .
C17 C -0.0709(4) 0.0787(4) 0.27095(18) 0.0311(11) Uani 1 1 d . . .
H17 H -0.1571 0.1237 0.2778 0.037 Uiso 1 1 calc R . .
C8 C 0.6700(4) -0.0001(3) 0.16405(16) 0.0211(9) Uani 1 1 d . . .
C7 C 0.5798(4) -0.0888(3) 0.18907(16) 0.0226(9) Uani 1 1 d . . .
H7A H 0.5971 -0.1526 0.1669 0.027 Uiso 1 1 calc R . .
H7B H 0.6179 -0.1020 0.2272 0.027 Uiso 1 1 calc R . .
C6 C 0.2626(5) -0.1929(3) 0.13432(16) 0.0214(9) Uani 1 1 d . . .
H6 H 0.2784 -0.2425 0.1630 0.026 Uiso 1 1 calc R . .
C24 C 0.6635(5) -0.0144(3) 0.41494(18) 0.0322(11) Uani 1 1 d . . .
H24 H 0.6500 -0.0531 0.3817 0.039 Uiso 1 1 calc R . .
C22 C 0.8146(5) 0.0248(4) 0.49416(19) 0.0377(12) Uani 1 1 d . . .
H22 H 0.9062 0.0159 0.5161 0.045 Uiso 1 1 calc R . .
C11 C 0.8283(5) 0.1694(3) 0.12356(19) 0.0311(10) Uani 1 1 d . . .
H11 H 0.8809 0.2289 0.1095 0.037 Uiso 1 1 calc R . .
C20 C 0.5667(4) 0.1074(3) 0.47735(16) 0.0216(9) Uani 1 1 d . . .
C21 C 0.6973(5) 0.0938(3) 0.51081(17) 0.0287(10) Uani 1 1 d . . .
H21 H 0.7070 0.1311 0.5446 0.034 Uiso 1 1 calc R . .
C16 C -0.0783(5) -0.0229(4) 0.28572(18) 0.0312(10) Uani 1 1 d . . .
H16 H -0.1703 -0.0503 0.3025 0.037 Uiso 1 1 calc R . .
C14 C 0.1813(4) -0.0452(3) 0.25110(15) 0.0196(9) Uani 1 1 d . . .
C10 C 0.8990(5) 0.0725(3) 0.12199(17) 0.0337(11) Uani 1 1 d . . .
H10 H 1.0014 0.0653 0.1069 0.040 Uiso 1 1 calc R . .
C2 C 0.3103(5) -0.0257(3) 0.09615(17) 0.0252(10) Uani 1 1 d . . .
H2 H 0.3567 0.0413 0.0986 0.030 Uiso 1 1 calc R . .
Cl4 Cl 0.23483(12) -0.06110(8) 0.40611(5) 0.0332(3) Uani 1 1 d . . .
Cl1 Cl 0.32422(12) 0.25986(7) 0.17852(5) 0.0293(3) Uani 1 1 d . . .
C4 C 0.1552(4) -0.1518(3) 0.04453(16) 0.0204(9) Uani 1 1 d . . .
C23 C 0.7962(5) -0.0304(4) 0.44565(19) 0.0365(12) Uani 1 1 d . . .
H23 H 0.8739 -0.0785 0.4338 0.044 Uiso 1 1 calc R . .
C3 C 0.2257(5) -0.0540(3) 0.04833(18) 0.0329(11) Uani 1 1 d . . .
H3 H 0.2164 -0.0062 0.0185 0.039 Uiso 1 1 calc R . .
C5 C 0.1760(5) -0.2206(3) 0.08784(16) 0.0227(9) Uani 1 1 d . . .
H5 H 0.1305 -0.2880 0.0858 0.027 Uiso 1 1 calc R . .
C19 C 0.4417(5) 0.1841(3) 0.49336(18) 0.0271(10) Uani 1 1 d . . .
H19A H 0.3696 0.1936 0.4616 0.033 Uiso 1 1 calc R . .
H19B H 0.4919 0.2521 0.5010 0.033 Uiso 1 1 calc R . .
O1A O 0.0603(18) 0.1835(13) 0.0025(6) 0.039(4) Uani 0.20 1 d P . .
C1A C -0.036(2) 0.2607(16) -0.0191(9) 0.025(5) Uiso 0.20 1 d P . .
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'
O O 0.0106 0.0060 '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 Cu1 N2 163.93(13) . . ?
N3 Cu1 N1 81.71(12) . . ?
N2 Cu1 N1 82.36(12) . . ?
N3 Cu1 Cl1 97.82(10) . . ?
N2 Cu1 Cl1 97.66(10) . . ?
N1 Cu1 Cl1 156.74(9) . . ?
N3 Cu1 Cl2 89.39(9) . . ?
N2 Cu1 Cl2 90.41(9) . . ?
N1 Cu1 Cl2 97.02(8) . . ?
Cl1 Cu1 Cl2 106.24(4) . . ?
N4 Cu2 Cl3 136.94(10) . . ?
N4 Cu2 Cl4 95.36(10) . . ?
Cl3 Cu2 Cl4 103.58(4) . . ?
N4 Cu2 Cl2 95.28(9) . . ?
Cl3 Cu2 Cl2 101.17(4) . . ?
Cl4 Cu2 Cl2 129.89(4) . . ?
Cu2 Cl2 Cu1 120.27(4) . . ?
C6 C1 C2 118.9(3) . . ?
C6 C1 N1 121.0(3) . . ?
C2 C1 N1 120.1(3) . . ?
C8 N2 C12 119.5(3) . . ?
C8 N2 Cu1 114.4(3) . . ?
C12 N2 Cu1 126.1(3) . . ?
C1 N1 C13 112.4(3) . . ?
C1 N1 C7 113.0(3) . . ?
C13 N1 C7 111.9(3) . . ?
C1 N1 Cu1 109.5(2) . . ?
C13 N1 Cu1 102.5(2) . . ?
C7 N1 Cu1 106.9(2) . . ?
C18 N3 C14 120.2(3) . . ?
C18 N3 Cu1 126.0(3) . . ?
C14 N3 Cu1 113.8(3) . . ?
C20 N4 C24 118.9(3) . . ?
C20 N4 Cu2 121.5(3) . . ?
C24 N4 Cu2 119.6(3) . . ?
N3 C18 C17 120.7(4) . . ?
N2 C12 C11 122.0(4) . . ?
N1 C13 C14 108.7(3) . . ?
C16 C15 C14 119.7(4) . . ?
C10 C9 C8 118.3(4) . . ?
C16 C17 C18 119.3(4) . . ?
N2 C8 C9 121.3(4) . . ?
N2 C8 C7 116.9(3) . . ?
C9 C8 C7 121.7(4) . . ?
N1 C7 C8 110.3(3) . . ?
C1 C6 C5 121.2(4) . . ?
N4 C24 C23 122.9(4) . . ?
C23 C22 C21 119.4(4) . . ?
C12 C11 C10 118.7(4) . . ?
N4 C20 C21 121.1(4) . . ?
N4 C20 C19 118.7(3) . . ?
C21 C20 C19 120.1(4) . . ?
C20 C21 C22 119.1(4) . . ?
C17 C16 C15 119.0(4) . . ?
N3 C14 C15 121.0(4) . . ?
N3 C14 C13 114.5(3) . . ?
C15 C14 C13 124.4(3) . . ?
C9 C10 C11 120.2(4) . . ?
C1 C2 C3 120.2(4) . . ?
C5 C4 C3 118.2(4) . . ?
C5 C4 C19 120.1(4) . 2_554 ?
C3 C4 C19 121.7(4) . 2_554 ?
C24 C23 C22 118.5(4) . . ?
C2 C3 C4 120.4(4) . . ?
C4 C5 C6 120.9(4) . . ?
C20 C19 C4 114.1(3) . 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
Cu1 N3 1.995(3) . ?
Cu1 N2 1.998(3) . ?
Cu1 N1 2.075(3) . ?
Cu1 Cl1 2.2484(10) . ?
Cu1 Cl2 2.6496(10) . ?
Cu2 N4 1.994(3) . ?
Cu2 Cl3 2.2128(11) . ?
Cu2 Cl4 2.2263(11) . ?
Cu2 Cl2 2.3176(10) . ?
C1 C6 1.373(5) . ?
C1 C2 1.383(5) . ?
C1 N1 1.473(5) . ?
N2 C8 1.343(5) . ?
N2 C12 1.355(5) . ?
N1 C13 1.490(5) . ?
N1 C7 1.493(4) . ?
N3 C18 1.327(5) . ?
N3 C14 1.335(5) . ?
N4 C20 1.343(5) . ?
N4 C24 1.355(5) . ?
C18 C17 1.404(6) . ?
C12 C11 1.372(6) . ?
C13 C14 1.512(5) . ?
C15 C16 1.378(6) . ?
C15 C14 1.376(5) . ?
C9 C10 1.382(6) . ?
C9 C8 1.402(5) . ?
C17 C16 1.356(6) . ?
C8 C7 1.502(5) . ?
C6 C5 1.389(6) . ?
C24 C23 1.367(6) . ?
C22 C23 1.377(7) . ?
C22 C21 1.396(6) . ?
C11 C10 1.384(6) . ?
C20 C21 1.386(5) . ?
C20 C19 1.503(5) . ?
C2 C3 1.408(6) . ?
C4 C5 1.381(5) . ?
C4 C3 1.396(6) . ?
C4 C19 1.542(6) 2_554 ?
C19 C4 1.542(6) 2 ?
O1A C1A 1.39(3) . ?
