#------------------------------------------------------------------------------
#$Date: 2016-03-23 16:49:15 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179395 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/92/4329246.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_4329246
loop_
_publ_author_name
'Yuanting Su'
'Yanxia Zhao'
'Jing Gao'
'Qingsong Dong'
'Biao Wu'
'Xiao-Juan Yang'
_publ_contact_author_address
; Lanzhou Institute of Chemical Physics, 
Chinese Academy of Sciences, Lanzhou 730000, P. R. China
;
_publ_contact_author_email       yangxj@lzb.ac.cn
_publ_contact_author_fax         +86-931-4968286
_publ_contact_author_name        'Xiao-Juan, Yang'
_publ_contact_author_phone       +86-931-4968286
_publ_section_title
;
 Alkali Metal and Zinc Complexes of a Bridging
 2,5-Diamino-1,4-Benzoquinonediimine Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5889
_journal_page_last               5896
_journal_paper_doi               10.1021/ic3004867
_journal_volume                  51
_journal_year                    2012
_chemical_formula_sum            'C60 H80 N4'
_chemical_formula_weight         857.28
_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                 93.277(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   23.025(4)
_cell_length_b                   15.090(2)
_cell_length_c                   15.758(2)
_cell_measurement_temperature    296(2)
_cell_volume                     5466.1(14)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART APEX II'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX II area detector'
_diffrn_measurement_method       'ω scan'
_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  0.0400
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            17943
_diffrn_reflns_theta_full        25.20
_diffrn_reflns_theta_max         25.20
_diffrn_reflns_theta_min         1.61
_exptl_absorpt_coefficient_mu    0.060
_exptl_absorpt_correction_T_max  0.9881
_exptl_absorpt_correction_T_min  0.9823
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            coloress
_exptl_crystal_density_diffrn    1.042
_exptl_crystal_description       block
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     296
_refine_ls_number_reflns         4921
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.030
_refine_ls_R_factor_all          0.1007
_refine_ls_R_factor_gt           0.0664
_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)+(0.0001P)²+11.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1366
_refine_ls_wR_factor_ref         0.1517
_reflns_number_gt                3167
_reflns_number_total             4921
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3004867_si_002_2.cif
_cod_data_source_block           dipp-TAB
_cod_original_cell_volume        5466.2(14)
_cod_database_code               4329246
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
N1 N 0.30537(9) 0.40634(13) 0.06072(14) 0.0502(6) Uani 1 1 d .
H1 H 0.3344 0.4268 0.0348 0.060 Uiso 1 1 calc R
N2 N 0.13634(10) 0.20592(17) 0.04266(17) 0.0529(6) Uani 1 1 d .
C1 C 0.27681(10) 0.32790(15) 0.03076(15) 0.0407(6) Uani 1 1 d .
C2 C 0.19389(10) 0.22885(16) 0.02247(15) 0.0408(6) Uani 1 1 d .
C3 C 0.22114(10) 0.30548(16) 0.05243(16) 0.0434(6) Uani 1 1 d .
H3 H 0.2016 0.3429 0.0880 0.052 Uiso 1 1 calc R
C4 C 0.28585(11) 0.45156(16) 0.13412(17) 0.0474(6) Uani 1 1 d .
C5 C 0.31075(12) 0.43015(18) 0.21472(19) 0.0572(7) Uani 1 1 d .
C6 C 0.29232(15) 0.4776(2) 0.2843(2) 0.0726(9) Uani 1 1 d .
H6 H 0.3091 0.4655 0.3381 0.087 Uiso 1 1 calc R
C7 C 0.25026(16) 0.5414(2) 0.2751(2) 0.0763(10) Uani 1 1 d .
H7 H 0.2386 0.5720 0.3224 0.092 Uiso 1 1 calc R
C8 C 0.22520(14) 0.5602(2) 0.1961(2) 0.0702(9) Uani 1 1 d .
H8 H 0.1959 0.6025 0.1907 0.084 Uiso 1 1 calc R
C9 C 0.24295(12) 0.51680(17) 0.12374(18) 0.0545(7) Uani 1 1 d .
C10 C 0.35697(14) 0.3589(2) 0.2265(2) 0.0736(9) Uani 1 1 d .
H10 H 0.3564 0.3251 0.1734 0.088 Uiso 1 1 calc R
C11 C 0.3456(2) 0.2940(3) 0.2961(4) 0.161(2) Uani 1 1 d .
H11A H 0.3753 0.2492 0.2983 0.241 Uiso 1 1 calc R
H11B H 0.3083 0.2668 0.2847 0.241 Uiso 1 1 calc R
H11C H 0.3461 0.3245 0.3495 0.241 Uiso 1 1 calc R
C12 C 0.41613(17) 0.3973(3) 0.2397(4) 0.152(2) Uani 1 1 d .
H12A H 0.4226 0.4390 0.1952 0.229 Uiso 1 1 calc R
H12B H 0.4445 0.3508 0.2387 0.229 Uiso 1 1 calc R
H12C H 0.4196 0.4269 0.2936 0.229 Uiso 1 1 calc R
C13 C 0.21775(14) 0.5432(2) 0.0362(2) 0.0698(9) Uani 1 1 d .
H13 H 0.2221 0.4926 -0.0018 0.084 Uiso 1 1 calc R
C14 C 0.15316(17) 0.5671(3) 0.0340(3) 0.1169(15) Uani 1 1 d .
H14A H 0.1321 0.5209 0.0606 0.175 Uiso 1 1 calc R
H14B H 0.1386 0.5737 -0.0240 0.175 Uiso 1 1 calc R
H14C H 0.1482 0.6218 0.0639 0.175 Uiso 1 1 calc R
C15 C 0.2531(2) 0.6194(3) 0.0030(2) 0.1089(14) Uani 1 1 d .
H15A H 0.2488 0.6706 0.0383 0.163 Uiso 1 1 calc R
H15B H 0.2395 0.6331 -0.0542 0.163 Uiso 1 1 calc R
H15C H 0.2934 0.6028 0.0039 0.163 Uiso 1 1 calc R
C16 C 0.09994(11) 0.27280(18) 0.07644(18) 0.0526(7) Uani 1 1 d .
C17 C 0.10054(12) 0.2871(2) 0.16406(19) 0.0622(8) Uani 1 1 d .
C18 C 0.06582(16) 0.3543(2) 0.1939(2) 0.0885(11) Uani 1 1 d .
H18 H 0.0664 0.3658 0.2519 0.106 Uiso 1 1 calc R
C19 C 0.03077(17) 0.4041(3) 0.1390(3) 0.0971(13) Uani 1 1 d .
H19 H 0.0076 0.4486 0.1600 0.117 Uiso 1 1 calc R
C20 C 0.02986(15) 0.3885(2) 0.0536(2) 0.0851(11) Uani 1 1 d .
H20 H 0.0057 0.4223 0.0171 0.102 Uiso 1 1 calc R
C21 C 0.06433(13) 0.3231(2) 0.0201(2) 0.0651(8) Uani 1 1 d .
C22 C 0.06289(17) 0.3091(3) -0.0753(2) 0.0896(11) Uani 1 1 d .
H22 H 0.0809 0.2515 -0.0856 0.108 Uiso 1 1 calc R
C23 C 0.0011(2) 0.3066(4) -0.1155(3) 0.157(2) Uani 1 1 d .
H23A H -0.0168 0.3634 -0.1094 0.236 Uiso 1 1 calc R
H23B H -0.0209 0.2624 -0.0876 0.236 Uiso 1 1 calc R
H23C H 0.0023 0.2923 -0.1747 0.236 Uiso 1 1 calc R
C24 C 0.0980(2) 0.3789(3) -0.1183(3) 0.1233(16) Uani 1 1 d .
H24A H 0.0815 0.4363 -0.1091 0.185 Uiso 1 1 calc R
H24B H 0.0975 0.3670 -0.1781 0.185 Uiso 1 1 calc R
H24C H 0.1374 0.3778 -0.0948 0.185 Uiso 1 1 calc R
C25 C 0.13695(15) 0.2309(2) 0.2270(2) 0.0762(9) Uani 1 1 d .
H25 H 0.1660 0.1999 0.1950 0.091 Uiso 1 1 calc R
C26 C 0.1003(2) 0.1617(3) 0.2663(3) 0.1312(18) Uani 1 1 d .
H26A H 0.0712 0.1900 0.2982 0.197 Uiso 1 1 calc R
H26B H 0.1244 0.1250 0.3035 0.197 Uiso 1 1 calc R
H26C H 0.0817 0.1259 0.2224 0.197 Uiso 1 1 calc R
C27 C 0.1695(2) 0.2850(3) 0.2952(3) 0.1323(18) Uani 1 1 d .
H27A H 0.1890 0.3334 0.2693 0.198 Uiso 1 1 calc R
H27B H 0.1977 0.2482 0.3254 0.198 Uiso 1 1 calc R
H27C H 0.1426 0.3078 0.3341 0.198 Uiso 1 1 calc R
C28 C 0.0069(4) 0.0668(6) 0.0397(8) 0.298(7) Uani 1 1 d D
H28 H 0.0128 0.1165 0.0739 0.358 Uiso 1 1 calc R
C30 C 0.0461(7) -0.0492(8) -0.0195(8) 0.338(7) Uani 1 1 d D
H30 H 0.0759 -0.0877 -0.0321 0.406 Uiso 1 1 calc R
H2 H 0.1362(16) 0.161(2) 0.062(2) 0.092(14) Uiso 1 1 d .
C29 C 0.0562(5) 0.0243(7) 0.0192(6) 0.230(4) Uiso 1 1 d D
H29 H 0.0935 0.0463 0.0319 0.276 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
C1 N1 C4 120.2(2) . .
C1 N1 H1 119.9 . .
C4 N1 H1 119.9 . .
C2 N2 C16 118.9(2) . .
C2 N2 H2 110(3) . .
C16 N2 H2 118(3) . .
C3 C1 C2 118.8(2) . 7
C3 C1 N1 122.5(2) . .
C2 C1 N1 118.6(2) 7 .
C3 C2 C1 119.4(2) . 7
C3 C2 N2 122.4(2) . .
C1 C2 N2 118.2(2) 7 .
C2 C3 C1 121.8(2) . .
C2 C3 H3 119.1 . .
C1 C3 H3 119.1 . .
C9 C4 C5 121.2(2) . .
C9 C4 N1 119.5(2) . .
C5 C4 N1 119.3(2) . .
C6 C5 C4 117.8(3) . .
C6 C5 C10 120.7(3) . .
C4 C5 C10 121.5(3) . .
C7 C6 C5 121.6(3) . .
C7 C6 H6 119.2 . .
C5 C6 H6 119.2 . .
C6 C7 C8 120.0(3) . .
C6 C7 H7 120.0 . .
C8 C7 H7 120.0 . .
C7 C8 C9 121.1(3) . .
C7 C8 H8 119.4 . .
C9 C8 H8 119.4 . .
C8 C9 C4 118.2(3) . .
C8 C9 C13 120.3(3) . .
C4 C9 C13 121.5(2) . .
C12 C10 C11 110.4(4) . .
C12 C10 C5 111.9(3) . .
C11 C10 C5 113.7(3) . .
C12 C10 H10 106.8 . .
C11 C10 H10 106.8 . .
C5 C10 H10 106.8 . .
C10 C11 H11A 109.5 . .
C10 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C10 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
C10 C12 H12A 109.5 . .
C10 C12 H12B 109.5 . .
H12A C12 H12B 109.5 . .
C10 C12 H12C 109.5 . .
H12A C12 H12C 109.5 . .
H12B C12 H12C 109.5 . .
C9 C13 C15 109.1(3) . .
C9 C13 C14 113.8(3) . .
C15 C13 C14 110.7(3) . .
C9 C13 H13 107.7 . .
C15 C13 H13 107.7 . .
C14 C13 H13 107.7 . .
C13 C14 H14A 109.5 . .
C13 C14 H14B 109.5 . .
H14A C14 H14B 109.5 . .
C13 C14 H14C 109.5 . .
H14A C14 H14C 109.5 . .
H14B C14 H14C 109.5 . .
C13 C15 H15A 109.5 . .
C13 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C13 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
C17 C16 C21 121.1(3) . .
C17 C16 N2 120.2(3) . .
C21 C16 N2 118.7(3) . .
C18 C17 C16 118.3(3) . .
C18 C17 C25 119.5(3) . .
C16 C17 C25 122.2(3) . .
C19 C18 C17 121.0(3) . .
C19 C18 H18 119.5 . .
C17 C18 H18 119.5 . .
C20 C19 C18 120.1(3) . .
C20 C19 H19 119.9 . .
C18 C19 H19 119.9 . .
C19 C20 C21 121.4(3) . .
C19 C20 H20 119.3 . .
C21 C20 H20 119.3 . .
C20 C21 C16 118.1(3) . .
C20 C21 C22 119.6(3) . .
C16 C21 C22 122.2(3) . .
C24 C22 C21 111.5(3) . .
C24 C22 C23 110.0(4) . .
C21 C22 C23 112.5(4) . .
C24 C22 H22 107.6 . .
C21 C22 H22 107.6 . .
C23 C22 H22 107.6 . .
C22 C23 H23A 109.5 . .
C22 C23 H23B 109.5 . .
H23A C23 H23B 109.5 . .
C22 C23 H23C 109.5 . .
H23A C23 H23C 109.5 . .
H23B C23 H23C 109.5 . .
C22 C24 H24A 109.5 . .
C22 C24 H24B 109.5 . .
H24A C24 H24B 109.5 . .
C22 C24 H24C 109.5 . .
H24A C24 H24C 109.5 . .
H24B C24 H24C 109.5 . .
C26 C25 C27 110.6(4) . .
C26 C25 C17 110.8(3) . .
C27 C25 C17 113.3(3) . .
C26 C25 H25 107.3 . .
C27 C25 H25 107.3 . .
C17 C25 H25 107.3 . .
C25 C26 H26A 109.5 . .
C25 C26 H26B 109.5 . .
H26A C26 H26B 109.5 . .
C25 C26 H26C 109.5 . .
H26A C26 H26C 109.5 . .
H26B C26 H26C 109.5 . .
C25 C27 H27A 109.5 . .
C25 C27 H27B 109.5 . .
H27A C27 H27B 109.5 . .
C25 C27 H27C 109.5 . .
H27A C27 H27C 109.5 . .
H27B C27 H27C 109.5 . .
C30 C28 C29 130.2(10) 5 .
C30 C28 H28 114.9 5 .
C29 C28 H28 114.9 . .
C28 C30 C29 116.5(14) 5 .
C28 C30 H30 121.7 5 .
C29 C30 H30 121.7 . .
C30 C29 C28 112.9(12) . .
C30 C29 H29 123.6 . .
C28 C29 H29 123.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.422(3) .
N1 C4 1.437(3) .
N1 H1 0.8600 .
N2 C2 1.423(3) .
N2 C16 1.434(3) .
N2 H2 0.74(3) .
C1 C3 1.387(3) .
C1 C2 1.399(3) 7
C2 C3 1.386(3) .
C2 C1 1.399(3) 7
C3 H3 0.9300 .
C4 C9 1.398(4) .
C4 C5 1.401(4) .
C5 C6 1.395(4) .
C5 C10 1.517(4) .
C6 C7 1.367(4) .
C6 H6 0.9300 .
C7 C8 1.371(4) .
C7 H7 0.9300 .
C8 C9 1.396(4) .
C8 H8 0.9300 .
C9 C13 1.518(4) .
C10 C12 1.484(5) .
C10 C11 1.503(5) .
C10 H10 0.9800 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 H12A 0.9600 .
C12 H12B 0.9600 .
C12 H12C 0.9600 .
C13 C15 1.520(5) .
C13 C14 1.529(4) .
C13 H13 0.9800 .
C14 H14A 0.9600 .
C14 H14B 0.9600 .
C14 H14C 0.9600 .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 C17 1.397(4) .
C16 C21 1.397(4) .
C17 C18 1.390(4) .
C17 C25 1.520(4) .
C18 C19 1.373(5) .
C18 H18 0.9300 .
C19 C20 1.365(5) .
C19 H19 0.9300 .
C20 C21 1.389(4) .
C20 H20 0.9300 .
C21 C22 1.516(5) .
C22 C24 1.512(5) .
C22 C23 1.524(5) .
C22 H22 0.9800 .
C23 H23A 0.9600 .
C23 H23B 0.9600 .
C23 H23C 0.9600 .
C24 H24A 0.9600 .
C24 H24B 0.9600 .
C24 H24C 0.9600 .
C25 C26 1.498(5) .
C25 C27 1.513(5) .
C25 H25 0.9800 .
C26 H26A 0.9600 .
C26 H26B 0.9600 .
C26 H26C 0.9600 .
C27 H27A 0.9600 .
C27 H27B 0.9600 .
C27 H27C 0.9600 .
C28 C30 1.271(12) 5
C28 C29 1.360(9) .
C28 H28 0.9300 .
C30 C28 1.271(12) 5
C30 C29 1.280(8) .
C30 H30 0.9300 .
C29 H29 0.9300 .
