#------------------------------------------------------------------------------
#$Date: 2016-03-23 02:37:04 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179193 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/34/4313480.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_4313480
loop_
_publ_author_name
'Sally Brooker'
'Janna D. Ewing'
'Tanya K. Ronson'
'Charles J. Harding'
'Jane Nelson'
'David J. Speed'
_publ_section_title
;
 Redox-Adaptable Copper Hosts. Pyridazine-Linked Cryptands Accommodate
 Copper in a Range of Redox States
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2764
_journal_page_last               2773
_journal_paper_doi               10.1021/ic0261124
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C30 H48 N14'
_chemical_formula_weight         604.82
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/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                 119.083(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   28.801(14)
_cell_length_b                   8.656(4)
_cell_length_c                   14.854(6)
_cell_measurement_temperature    163(2)
_cell_volume                     3236(3)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      163(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type  'Bruker SMART 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  0.0541
_diffrn_reflns_av_sigmaI/netI    0.0503
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            20071
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.49
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   Semi-empirical(SADABS)
_exptl_crystal_colour            Colourless
_exptl_crystal_density_diffrn    1.241
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1304
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.154
_refine_diff_density_min         -0.186
_refine_diff_density_rms         0.036
_refine_ls_extinction_coef       0.0026(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   0.911
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     200
_refine_ls_number_reflns         3269
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.911
_refine_ls_R_factor_all          0.0753
_refine_ls_R_factor_gt           0.0394
_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)+(0.0546P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0917
_refine_ls_wR_factor_ref         0.1000
_reflns_number_gt                1998
_reflns_number_total             3269
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0261124rom20030109_095534_1.cif
_cod_data_source_block           apdz
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4313480
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
N1 N 0.02638(5) -0.25085(16) -0.21447(9) 0.0313(3) Uani 1 1 d . . .
C4 C 0.02638(6) 0.0256(2) -0.21426(12) 0.0334(4) Uani 1 1 d . . .
H4 H 0.0452 0.1197 -0.1884 0.040 Uiso 1 1 calc R . .
C5 C 0.05208(6) -0.11752(19) -0.18013(11) 0.0284(4) Uani 1 1 d . . .
C6 C 0.11065(6) -0.1279(2) -0.10482(12) 0.0369(4) Uani 1 1 d . . .
H6A H 0.1201 -0.2366 -0.0828 0.044 Uiso 1 1 calc R . .
H6B H 0.1311 -0.0948 -0.1392 0.044 Uiso 1 1 calc R . .
N3 N 0.12521(5) -0.03136(16) -0.01458(9) 0.0322(3) Uani 1 1 d . . .
H3B H 0.1095 -0.0679 0.0301 0.039 Uiso 1 1 d R . .
C7 C 0.18305(6) -0.0218(2) 0.05144(12) 0.0359(4) Uani 1 1 d . . .
H7A H 0.1992 0.0210 0.0113 0.043 Uiso 1 1 calc R . .
H7B H 0.1976 -0.1267 0.0748 0.043 Uiso 1 1 calc R . .
C8 C 0.19733(7) 0.0799(2) 0.14436(12) 0.0356(4) Uani 1 1 d . . .
H8A H 0.1809 0.0368 0.1840 0.043 Uiso 1 1 calc R . .
H8B H 0.2364 0.0785 0.1895 0.043 Uiso 1 1 calc R . .
N4 N 0.17965(5) 0.24042(16) 0.11604(10) 0.0314(3) Uani 1 1 d . . .
C26 C 0.15450(6) 0.3473(2) -0.13533(12) 0.0383(4) Uani 1 1 d . . .
H26A H 0.1682 0.2452 -0.1034 0.046 Uiso 1 1 calc R . .
H26B H 0.1826 0.3989 -0.1444 0.046 Uiso 1 1 calc R . .
N23 N 0.14313(5) 0.43923(17) -0.06689(10) 0.0379(4) Uani 1 1 d . . .
H23B H 0.1179 0.3785 -0.0488 0.045 Uiso 1 1 d R . .
C27 C 0.19052(7) 0.4738(2) 0.03160(13) 0.0413(5) Uani 1 1 d . . .
H27A H 0.1804 0.5470 0.0704 0.050 Uiso 1 1 calc R . .
H27B H 0.2168 0.5265 0.0173 0.050 Uiso 1 1 calc R . .
C28 C 0.21724(6) 0.3336(2) 0.09983(13) 0.0371(4) Uani 1 1 d . . .
H28A H 0.2333 0.2690 0.0673 0.045 Uiso 1 1 calc R . .
H28B H 0.2461 0.3691 0.1673 0.045 Uiso 1 1 calc R . .
N41 N -0.11149(6) 0.21620(17) -0.20235(11) 0.0400(4) Uani 1 1 d . . .
N42 N -0.07070(5) 0.18693(17) -0.10736(11) 0.0385(4) Uani 1 1 d . . .
C42 C -0.10613(6) 0.3243(2) -0.26028(12) 0.0318(4) Uani 1 1 d . . .
C43 C -0.05922(6) 0.40927(19) -0.22700(12) 0.0309(4) Uani 1 1 d . . .
H43 H -0.0562 0.4855 -0.2699 0.037 Uiso 1 1 calc R . .
C44 C -0.01792(6) 0.37912(19) -0.13085(12) 0.0308(4) Uani 1 1 d . . .
H44 H 0.0147 0.4340 -0.1049 0.037 Uiso 1 1 calc R . .
C45 C -0.02504(6) 0.26545(19) -0.07205(12) 0.0309(4) Uani 1 1 d . . .
C46 C 0.01712(6) 0.2269(2) 0.03590(12) 0.0360(4) Uani 1 1 d . . .
H46A H 0.0087 0.2795 0.0853 0.043 Uiso 1 1 calc R . .
H46B H 0.0168 0.1142 0.0469 0.043 Uiso 1 1 calc R . .
N43 N 0.07025(5) 0.27295(17) 0.05683(10) 0.0353(4) Uani 1 1 d . . .
H43B H 0.0816 0.1991 0.0169 0.042 Uiso 1 1 d R . .
C47 C 0.10988(6) 0.2516(2) 0.16544(12) 0.0360(4) Uani 1 1 d . . .
H47A H 0.1128 0.1405 0.1832 0.043 Uiso 1 1 calc R . .
H47B H 0.0985 0.3076 0.2095 0.043 Uiso 1 1 calc R . .
C48 C 0.16355(6) 0.3118(2) 0.18546(12) 0.0375(4) Uani 1 1 d . . .
H48A H 0.1616 0.4252 0.1758 0.045 Uiso 1 1 calc R . .
H48B H 0.1905 0.2895 0.2577 0.045 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 N1 119.92(9) . 2_554 ?
C4 C4 C5 118.17(10) 2_554 . ?
N1 C5 C4 121.91(15) . . ?
N1 C5 C6 116.50(15) . . ?
C4 C5 C6 121.57(15) . . ?
N3 C6 C5 111.51(13) . . ?
C6 N3 C7 111.89(12) . . ?
N3 C7 C8 111.04(13) . . ?
N4 C8 C7 112.67(14) . . ?
C48 N4 C28 113.49(13) . . ?
C48 N4 C8 112.55(13) . . ?
C28 N4 C8 112.82(13) . . ?
N23 C26 C42 112.49(13) . 2_554 ?
C26 N23 C27 113.20(13) . . ?
N23 C27 C28 115.07(15) . . ?
N4 C28 C27 111.92(14) . . ?
C42 N41 N42 119.49(14) . . ?
C45 N42 N41 120.24(14) . . ?
N41 C42 C43 122.46(15) . . ?
N41 C42 C26 114.69(14) . 2_554 ?
C43 C42 C26 122.85(15) . 2_554 ?
C44 C43 C42 117.92(15) . . ?
C43 C44 C45 118.05(15) . . ?
N42 C45 C44 121.83(15) . . ?
N42 C45 C46 115.76(14) . . ?
C44 C45 C46 122.38(15) . . ?
N43 C46 C45 112.67(13) . . ?
C46 N43 C47 111.98(12) . . ?
N43 C47 C48 110.26(13) . . ?
N4 C48 C47 111.09(14) . . ?
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 1.332(2) . ?
N1 N1 1.365(3) 2_554 ?
C4 C4 1.367(3) 2_554 ?
C4 C5 1.405(2) . ?
C5 C6 1.507(2) . ?
C6 N3 1.457(2) . ?
N3 C7 1.468(2) . ?
C7 C8 1.515(2) . ?
C8 N4 1.470(2) . ?
N4 C48 1.4578(19) . ?
N4 C28 1.461(2) . ?
C26 N23 1.448(2) . ?
C26 C42 1.512(2) 2_554 ?
N23 C27 1.467(2) . ?
C27 C28 1.528(2) . ?
N41 C42 1.330(2) . ?
N41 N42 1.3505(19) . ?
N42 C45 1.340(2) . ?
C42 C43 1.401(2) . ?
C42 C26 1.512(2) 2_554 ?
C43 C44 1.368(2) . ?
C44 C45 1.395(2) . ?
C45 C46 1.505(2) . ?
C46 N43 1.461(2) . ?
N43 C47 1.466(2) . ?
C47 C48 1.517(2) . ?
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
N1 N1 C5 C4 0.5(2) 2_554 . . . ?
N1 N1 C5 C6 -177.78(14) 2_554 . . . ?
C4 C4 C5 N1 -0.8(3) 2_554 . . . ?
C4 C4 C5 C6 177.43(16) 2_554 . . . ?
N1 C5 C6 N3 -130.75(15) . . . . ?
C4 C5 C6 N3 50.9(2) . . . . ?
C5 C6 N3 C7 -171.21(14) . . . . ?
C6 N3 C7 C8 179.63(14) . . . . ?
N3 C7 C8 N4 -62.42(18) . . . . ?
C7 C8 N4 C48 145.66(14) . . . . ?
C7 C8 N4 C28 -84.32(16) . . . . ?
C42 C26 N23 C27 -175.12(14) 2_554 . . . ?
C26 N23 C27 C28 -65.10(18) . . . . ?
C48 N4 C28 C27 -73.11(17) . . . . ?
C8 N4 C28 C27 157.36(13) . . . . ?
N23 C27 C28 N4 -52.51(19) . . . . ?
C42 N41 N42 C45 -0.5(2) . . . . ?
N42 N41 C42 C43 0.6(2) . . . . ?
N42 N41 C42 C26 -179.64(14) . . . 2_554 ?
N41 C42 C43 C44 -0.4(2) . . . . ?
C26 C42 C43 C44 179.82(15) 2_554 . . . ?
C42 C43 C44 C45 0.1(2) . . . . ?
N41 N42 C45 C44 0.2(2) . . . . ?
N41 N42 C45 C46 178.21(14) . . . . ?
C43 C44 C45 N42 0.0(2) . . . . ?
C43 C44 C45 C46 -177.92(15) . . . . ?
N42 C45 C46 N43 160.05(14) . . . . ?
C44 C45 C46 N43 -22.0(2) . . . . ?
C45 C46 N43 C47 173.22(14) . . . . ?
C46 N43 C47 C48 -175.77(14) . . . . ?
C28 N4 C48 C47 155.70(14) . . . . ?
C8 N4 C48 C47 -74.63(17) . . . . ?
N43 C47 C48 N4 -54.81(19) . . . . ?
