#------------------------------------------------------------------------------
#$Date: 2017-10-14 22:27:35 +0300 (Sat, 14 Oct 2017) $
#$Revision: 202017 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/00/53/7005306.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_7005306
loop_
_publ_author_name
'Price, Jason R.'
'Lan, Yanhua'
'Brooker, Sally'
_publ_section_title
;
 Pyridazine-bridged copper(I) complexes of bis-bidentate ligands:
 tetranuclear [2 x 2] grid versus dinuclear side-by-side architectures
 as a function of ligand substituents.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1807
_journal_page_last               1820
_journal_paper_doi               10.1039/B700503B
_journal_year                    2007
_chemical_formula_sum            'C24 H26 N4'
_chemical_formula_weight         370.49
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 98.4910(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5883(2)
_cell_length_b                   9.9822(2)
_cell_length_c                   24.5153(6)
_cell_measurement_temperature    83(2)
_cell_volume                     2078.66(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      83(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker SMART area detector'
_diffrn_measurement_method       'CCD area detector'
_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  0.1501
_diffrn_reflns_av_sigmaI/netI    0.1207
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            17964
_diffrn_reflns_theta_full        25.43
_diffrn_reflns_theta_max         25.43
_diffrn_reflns_theta_min         1.68
_exptl_absorpt_coefficient_mu    0.071
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.144
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker AXS Inc., 2000)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.184
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             792
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.240
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.989
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     259
_refine_ls_number_reflns         3802
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.989
_refine_ls_R_factor_all          0.1512
_refine_ls_R_factor_gt           0.0749
_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)+(0.0812P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1550
_refine_ls_wR_factor_ref         0.1865
_reflns_number_gt                2057
_reflns_number_total             3802
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            B700503B.txt
_cod_data_source_block           g6
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7005306
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_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
N1 N 0.2861(4) 0.4535(3) 0.00084(13) 0.0483(10) Uani 1 1 d . . .
N2 N 0.1885(4) 0.5095(3) 0.03285(13) 0.0481(10) Uani 1 1 d . . .
C2 C 0.1486(4) 0.4407(3) 0.07567(13) 0.0297(8) Uani 1 1 d . . .
C3 C 0.2007(4) 0.3095(3) 0.08788(13) 0.0279(8) Uani 1 1 d . . .
H3 H 0.1693 0.2618 0.1180 0.033 Uiso 1 1 calc R . .
C4 C 0.2976(4) 0.2526(3) 0.05521(14) 0.0292(9) Uani 1 1 d . . .
H4 H 0.3354 0.1637 0.0617 0.035 Uiso 1 1 calc R . .
C5 C 0.3399(4) 0.3285(3) 0.01182(14) 0.0297(9) Uani 1 1 d . . .
C6 C 0.4503(4) 0.2801(3) -0.02421(14) 0.0340(9) Uani 1 1 d . . .
H6 H 0.4730 0.3355 -0.0536 0.041 Uiso 1 1 calc R . .
N3 N 0.5156(4) 0.1672(3) -0.01721(12) 0.0309(7) Uani 1 1 d . . .
C8 C 0.6273(4) 0.1300(3) -0.05243(13) 0.0258(8) Uani 1 1 d . . .
C9 C 0.5773(4) 0.0828(3) -0.10689(13) 0.0278(8) Uani 1 1 d . . .
C10 C 0.6924(4) 0.0479(3) -0.13851(14) 0.0276(8) Uani 1 1 d . . .
H10 H 0.6606 0.0162 -0.1750 0.033 Uiso 1 1 calc R . .
C11 C 0.8530(4) 0.0575(3) -0.11887(13) 0.0263(8) Uani 1 1 d . . .
C12 C 0.8980(4) 0.1016(3) -0.06427(13) 0.0264(8) Uani 1 1 d . . .
H12 H 1.0067 0.1077 -0.0500 0.032 Uiso 1 1 calc R . .
C13 C 0.7876(4) 0.1363(3) -0.03074(14) 0.0274(8) Uani 1 1 d . . .
C31 C 0.4047(4) 0.0667(3) -0.12803(15) 0.0379(10) Uani 1 1 d . . .
H31A H 0.3577 0.1549 -0.1370 0.045 Uiso 1 1 calc R . .
H31B H 0.3524 0.0241 -0.0996 0.045 Uiso 1 1 calc R . .
H31C H 0.3916 0.0106 -0.1612 0.045 Uiso 1 1 calc R . .
C32 C 0.9765(4) 0.0222(3) -0.15477(14) 0.0337(9) Uani 1 1 d . . .
H32A H 1.0191 -0.0670 -0.1448 0.040 Uiso 1 1 calc R . .
H32B H 1.0617 0.0884 -0.1491 0.040 Uiso 1 1 calc R . .
H32C H 0.9285 0.0224 -0.1936 0.040 Uiso 1 1 calc R . .
C33 C 0.8375(5) 0.1838(3) 0.02808(13) 0.0323(9) Uani 1 1 d . . .
H33A H 0.9453 0.1539 0.0410 0.039 Uiso 1 1 calc R . .
H33B H 0.7663 0.1464 0.0519 0.039 Uiso 1 1 calc R . .
H33C H 0.8331 0.2819 0.0293 0.039 Uiso 1 1 calc R . .
C16 C 0.0434(4) 0.5141(3) 0.10751(14) 0.0331(9) Uani 1 1 d . . .
H16 H 0.0103 0.6018 0.0962 0.040 Uiso 1 1 calc R . .
N4 N -0.0040(3) 0.4643(3) 0.14919(11) 0.0287(7) Uani 1 1 d . . .
C18 C -0.1054(4) 0.5438(3) 0.17764(13) 0.0265(8) Uani 1 1 d . . .
C19 C -0.0412(4) 0.6458(3) 0.21477(14) 0.0295(9) Uani 1 1 d . . .
C20 C -0.1448(4) 0.7186(3) 0.24217(13) 0.0286(9) Uani 1 1 d . . .
H20 H -0.1036 0.7887 0.2663 0.034 Uiso 1 1 calc R . .
C21 C -0.3051(5) 0.6933(3) 0.23570(14) 0.0300(9) Uani 1 1 d . . .
C22 C -0.3630(4) 0.5895(3) 0.19935(13) 0.0287(8) Uani 1 1 d . . .
H22 H -0.4725 0.5702 0.1942 0.034 Uiso 1 1 calc R . .
C23 C -0.2660(4) 0.5147(3) 0.17089(13) 0.0274(8) Uani 1 1 d . . .
C41 C 0.1330(4) 0.6715(3) 0.22510(15) 0.0366(10) Uani 1 1 d . . .
H41A H 0.1570 0.7361 0.2553 0.044 Uiso 1 1 calc R . .
H41B H 0.1668 0.7079 0.1916 0.044 Uiso 1 1 calc R . .
H41C H 0.1888 0.5874 0.2351 0.044 Uiso 1 1 calc R . .
C42 C -0.4145(5) 0.7737(3) 0.26597(15) 0.0367(9) Uani 1 1 d . . .
H42A H -0.4472 0.7189 0.2955 0.044 Uiso 1 1 calc R . .
H42B H -0.5074 0.8004 0.2401 0.044 Uiso 1 1 calc R . .
H42C H -0.3597 0.8538 0.2820 0.044 Uiso 1 1 calc R . .
C43 C -0.3326(4) 0.4028(3) 0.13199(14) 0.0334(9) Uani 1 1 d . . .
H43A H -0.3197 0.4263 0.0941 0.040 Uiso 1 1 calc R . .
H43B H -0.4447 0.3909 0.1343 0.040 Uiso 1 1 calc R . .
H43C H -0.2761 0.3193 0.1425 0.040 Uiso 1 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'
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
C5 N1 N2 119.5(3) . . ?
C2 N2 N1 119.7(3) . . ?
N2 C2 C3 122.4(3) . . ?
N2 C2 C16 114.1(3) . . ?
C3 C2 C16 123.5(3) . . ?
C4 C3 C2 117.9(3) . . ?
C4 C3 H3 121.1 . . ?
C2 C3 H3 121.1 . . ?
C3 C4 C5 118.2(3) . . ?
C3 C4 H4 120.9 . . ?
C5 C4 H4 120.9 . . ?
N1 C5 C4 122.4(3) . . ?
N1 C5 C6 114.7(3) . . ?
C4 C5 C6 122.9(3) . . ?
N3 C6 C5 121.7(3) . . ?
N3 C6 H6 119.1 . . ?
C5 C6 H6 119.1 . . ?
C6 N3 C8 118.3(3) . . ?
C13 C8 C9 121.0(3) . . ?
C13 C8 N3 117.9(3) . . ?
C9 C8 N3 121.1(3) . . ?
C10 C9 C8 117.8(3) . . ?
C10 C9 C31 121.8(3) . . ?
C8 C9 C31 120.3(3) . . ?
C9 C10 C11 122.6(3) . . ?
C9 C10 H10 118.7 . . ?
C11 C10 H10 118.7 . . ?
C10 C11 C12 117.9(3) . . ?
C10 C11 C32 121.6(3) . . ?
C12 C11 C32 120.5(3) . . ?
C13 C12 C11 121.8(3) . . ?
C13 C12 H12 119.1 . . ?
C11 C12 H12 119.1 . . ?
C12 C13 C8 118.8(3) . . ?
C12 C13 C33 121.3(3) . . ?
C8 C13 C33 119.9(3) . . ?
C9 C31 H31A 109.5 . . ?
C9 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C9 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C11 C32 H32A 109.5 . . ?
C11 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C11 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C13 C33 H33A 109.5 . . ?
C13 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C13 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
N4 C16 C2 122.2(3) . . ?
N4 C16 H16 118.9 . . ?
C2 C16 H16 118.9 . . ?
C16 N4 C18 118.0(3) . . ?
C23 C18 C19 120.6(3) . . ?
C23 C18 N4 119.2(3) . . ?
C19 C18 N4 120.1(3) . . ?
C20 C19 C18 117.8(3) . . ?
C20 C19 C41 121.3(3) . . ?
C18 C19 C41 120.9(3) . . ?
C21 C20 C19 122.9(3) . . ?
C21 C20 H20 118.5 . . ?
C19 C20 H20 118.5 . . ?
C20 C21 C22 117.3(3) . . ?
C20 C21 C42 121.8(3) . . ?
C22 C21 C42 121.0(3) . . ?
C23 C22 C21 122.3(3) . . ?
C23 C22 H22 118.9 . . ?
C21 C22 H22 118.9 . . ?
C22 C23 C18 119.1(3) . . ?
C22 C23 C43 120.9(3) . . ?
C18 C23 C43 120.0(3) . . ?
C19 C41 H41A 109.5 . . ?
C19 C41 H41B 109.5 . . ?
H41A C41 H41B 109.5 . . ?
C19 C41 H41C 109.5 . . ?
H41A C41 H41C 109.5 . . ?
H41B C41 H41C 109.5 . . ?
C21 C42 H42A 109.5 . . ?
C21 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C21 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C23 C43 H43A 109.5 . . ?
C23 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C23 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
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
N1 C5 1.344(4) . ?
N1 N2 1.351(4) . ?
N2 C2 1.340(4) . ?
C2 C3 1.402(4) . ?
C2 C16 1.473(5) . ?
C3 C4 1.362(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.397(4) . ?
C4 H4 0.9500 . ?
C5 C6 1.470(5) . ?
C6 N3 1.259(4) . ?
C6 H6 0.9500 . ?
N3 C8 1.431(4) . ?
C8 C13 1.402(5) . ?
C8 C9 1.421(4) . ?
C9 C10 1.387(5) . ?
C9 C31 1.505(5) . ?
C10 C11 1.396(5) . ?
C10 H10 0.9500 . ?
C11 C12 1.408(4) . ?
C11 C32 1.516(5) . ?
C12 C13 1.387(4) . ?
C12 H12 0.9500 . ?
C13 C33 1.518(5) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
C16 N4 1.257(4) . ?
C16 H16 0.9500 . ?
N4 C18 1.433(4) . ?
C18 C23 1.395(5) . ?
C18 C19 1.422(5) . ?
C19 C20 1.396(4) . ?
C19 C41 1.502(5) . ?
C20 C21 1.385(5) . ?
C20 H20 0.9500 . ?
C21 C22 1.409(5) . ?
C21 C42 1.510(5) . ?
C22 C23 1.382(4) . ?
C22 H22 0.9500 . ?
C23 C43 1.524(4) . ?
C41 H41A 0.9800 . ?
C41 H41B 0.9800 . ?
C41 H41C 0.9800 . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C5 N1 N2 C2 1.2(6) . . . . ?
N1 N2 C2 C3 -2.1(6) . . . . ?
N1 N2 C2 C16 179.2(3) . . . . ?
N2 C2 C3 C4 1.3(5) . . . . ?
C16 C2 C3 C4 179.9(3) . . . . ?
C2 C3 C4 C5 0.4(5) . . . . ?
N2 N1 C5 C4 0.5(6) . . . . ?
N2 N1 C5 C6 -177.6(3) . . . . ?
C3 C4 C5 N1 -1.3(5) . . . . ?
C3 C4 C5 C6 176.7(3) . . . . ?
N1 C5 C6 N3 176.8(4) . . . . ?
C4 C5 C6 N3 -1.3(6) . . . . ?
C5 C6 N3 C8 -177.1(3) . . . . ?
C6 N3 C8 C13 103.5(4) . . . . ?
C6 N3 C8 C9 -79.1(4) . . . . ?
C13 C8 C9 C10 -2.3(4) . . . . ?
N3 C8 C9 C10 -179.6(3) . . . . ?
C13 C8 C9 C31 175.3(3) . . . . ?
N3 C8 C9 C31 -2.0(4) . . . . ?
C8 C9 C10 C11 0.0(5) . . . . ?
C31 C9 C10 C11 -177.6(3) . . . . ?
C9 C10 C11 C12 1.5(5) . . . . ?
C9 C10 C11 C32 -178.3(3) . . . . ?
C10 C11 C12 C13 -0.8(5) . . . . ?
C32 C11 C12 C13 179.1(3) . . . . ?
C11 C12 C13 C8 -1.5(5) . . . . ?
C11 C12 C13 C33 -179.9(3) . . . . ?
C9 C8 C13 C12 3.0(5) . . . . ?
N3 C8 C13 C12 -179.6(3) . . . . ?
C9 C8 C13 C33 -178.5(3) . . . . ?
N3 C8 C13 C33 -1.1(4) . . . . ?
N2 C2 C16 N4 -179.4(3) . . . . ?
C3 C2 C16 N4 1.9(6) . . . . ?
C2 C16 N4 C18 179.7(3) . . . . ?
C16 N4 C18 C23 104.2(4) . . . . ?
C16 N4 C18 C19 -79.4(4) . . . . ?
C23 C18 C19 C20 -2.6(4) . . . . ?
N4 C18 C19 C20 -178.8(3) . . . . ?
C23 C18 C19 C41 175.9(3) . . . . ?
N4 C18 C19 C41 -0.4(4) . . . . ?
C18 C19 C20 C21 1.7(5) . . . . ?
C41 C19 C20 C21 -176.8(3) . . . . ?
C19 C20 C21 C22 -0.4(5) . . . . ?
C19 C20 C21 C42 179.9(3) . . . . ?
C20 C21 C22 C23 -0.1(5) . . . . ?
C42 C21 C22 C23 179.7(3) . . . . ?
C21 C22 C23 C18 -0.9(5) . . . . ?
C21 C22 C23 C43 179.9(3) . . . . ?
C19 C18 C23 C22 2.2(4) . . . . ?
N4 C18 C23 C22 178.5(3) . . . . ?
C19 C18 C23 C43 -178.5(3) . . . . ?
N4 C18 C23 C43 -2.2(4) . . . . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21190619
