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#$Date: 2025-08-21 00:01:10 +0200 (Thu 21 de Aug de 2025) $
#$Revision: 301838 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/92/4329245.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_4329245
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            'C54 H72 N4'
_chemical_formula_weight         777.16
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                111.109(4)
_cell_angle_beta                 99.229(4)
_cell_angle_gamma                94.722(4)
_cell_formula_units_Z            1
_cell_length_a                   10.462(4)
_cell_length_b                   10.776(4)
_cell_length_c                   12.431(5)
_cell_measurement_temperature    296(2)
_cell_volume                     1275.5(9)
_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 0.975
_diffrn_measured_fraction_theta_max 0.975
_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  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0533
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            8404
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         1.79
_exptl_absorpt_coefficient_mu    0.058
_exptl_absorpt_correction_T_max  0.9827
_exptl_absorpt_correction_T_min  0.9770
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.012
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.30
_refine_diff_density_max         0.222
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         4385
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0790
_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)+(0.0300P)²+1.0480P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1819
_refine_ls_wR_factor_ref         0.1944
_reflns_number_gt                3225
_reflns_number_total             4385
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic3004867_si_002_1.cif
_cod_data_source_block           dipp-dabqdiH2
_cod_original_cell_volume        1275.4(8)
_cod_database_code               4329245
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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 0.24483(19) 0.3972(2) -0.10523(17) 0.0476(5) Uani 1 1 d .
N2 N 0.3144(2) 0.4403(3) 0.1158(2) 0.0545(6) Uani 1 1 d .
C1 C 0.3676(2) 0.4459(2) -0.0618(2) 0.0403(5) Uani 1 1 d .
C2 C 0.4103(2) 0.4717(2) 0.0662(2) 0.0421(5) Uani 1 1 d .
C3 C 0.4623(2) 0.4762(2) -0.1228(2) 0.0450(6) Uani 1 1 d .
H3 H 0.4372 0.4604 -0.2024 0.054 Uiso 1 1 calc R
C4 C 0.1893(2) 0.3640(3) -0.2266(2) 0.0513(6) Uani 1 1 d .
C5 C 0.1745(3) 0.2302(3) -0.3044(3) 0.0630(7) Uani 1 1 d .
C6 C 0.1141(4) 0.1985(4) -0.4215(3) 0.0871(11) Uani 1 1 d .
H6 H 0.1055 0.1107 -0.4756 0.105 Uiso 1 1 calc R
C7 C 0.0675(4) 0.2944(5) -0.4576(3) 0.1060(15) Uani 1 1 d .
H7 H 0.0270 0.2711 -0.5359 0.127 Uiso 1 1 calc R
C8 C 0.0797(4) 0.4253(5) -0.3797(3) 0.0952(13) Uani 1 1 d .
H8 H 0.0461 0.4888 -0.4061 0.114 Uiso 1 1 calc R
C9 C 0.1421(3) 0.4653(3) -0.2607(3) 0.0656(8) Uani 1 1 d .
C10 C 0.2175(4) 0.1239(3) -0.2590(3) 0.0827(10) Uani 1 1 d .
C11 C 0.1134(5) 0.0808(4) -0.2020(4) 0.1181(16) Uani 1 1 d .
H11A H 0.0941 0.1587 -0.1423 0.177 Uiso 1 1 calc R
H11B H 0.1449 0.0202 -0.1669 0.177 Uiso 1 1 calc R
H11C H 0.0353 0.0365 -0.2607 0.177 Uiso 1 1 calc R
C12 C 0.2484(5) -0.0005(4) -0.3531(5) 0.1374(19) Uani 1 1 d .
H12A H 0.2877 -0.0565 -0.3163 0.206 Uiso 1 1 calc R
H12B H 0.3081 0.0269 -0.3944 0.206 Uiso 1 1 calc R
H12C H 0.1690 -0.0500 -0.4077 0.206 Uiso 1 1 calc R
C13 C 0.1544(3) 0.6076(3) -0.1731(3) 0.0799(10) Uani 1 1 d .
H13 H 0.2363 0.6232 -0.1161 0.096 Uiso 1 1 calc R
C14 C 0.0460(5) 0.6239(5) -0.1034(5) 0.153(2) Uani 1 1 d .
H14A H -0.0355 0.6198 -0.1536 0.230 Uiso 1 1 calc R
H14B H 0.0661 0.7092 -0.0384 0.230 Uiso 1 1 calc R
H14C H 0.0390 0.5528 -0.0743 0.230 Uiso 1 1 calc R
C15 C 0.1668(9) 0.7142(5) -0.2233(6) 0.195(3) Uani 1 1 d .
H15A H 0.2439 0.7098 -0.2564 0.293 Uiso 1 1 calc R
H15B H 0.1734 0.8012 -0.1620 0.293 Uiso 1 1 calc R
H15C H 0.0910 0.7001 -0.2836 0.293 Uiso 1 1 calc R
C16 C 0.3242(3) 0.4566(3) 0.2358(2) 0.0601(7) Uani 1 1 d .
C17 C 0.3210(3) 0.3411(4) 0.2624(3) 0.0853(11) Uani 1 1 d .
C18 C 0.3225(5) 0.3593(7) 0.3809(5) 0.1229(18) Uani 1 1 d .
H18 H 0.3201 0.2850 0.4024 0.147 Uiso 1 1 calc R
C19 C 0.3272(5) 0.4834(8) 0.4637(4) 0.141(2) Uani 1 1 d .
H19 H 0.3285 0.4927 0.5412 0.169 Uiso 1 1 calc R
C20 C 0.3303(4) 0.5954(6) 0.4362(3) 0.1187(17) Uani 1 1 d .
H20 H 0.3336 0.6793 0.4952 0.142 Uiso 1 1 calc R
C21 C 0.3285(3) 0.5857(4) 0.3203(3) 0.0783(10) Uani 1 1 d .
C22 C 0.3168(5) 0.2037(5) 0.1686(5) 0.1201(16) Uani 1 1 d .
H22 H 0.2962 0.2145 0.0931 0.144 Uiso 1 1 calc R
C23 C 0.2115(8) 0.0976(6) 0.1642(8) 0.231(4) Uani 1 1 d .
H23A H 0.2300 0.0103 0.1192 0.346 Uiso 1 1 calc R
H23B H 0.1284 0.1108 0.1277 0.346 Uiso 1 1 calc R
H23C H 0.2087 0.1039 0.2427 0.346 Uiso 1 1 calc R
C24 C 0.4434(9) 0.1561(9) 0.1733(10) 0.313(7) Uani 1 1 d .
H24A H 0.5113 0.2286 0.1863 0.470 Uiso 1 1 calc R
H24B H 0.4430 0.0839 0.1001 0.470 Uiso 1 1 calc R
H24C H 0.4592 0.1246 0.2365 0.470 Uiso 1 1 calc R
C25 C 0.3278(4) 0.7087(4) 0.2899(4) 0.0914(11) Uani 1 1 d .
H25 H 0.3481 0.6837 0.2112 0.110 Uiso 1 1 calc R
C26 C 0.4337(6) 0.8231(6) 0.3733(6) 0.180(3) Uani 1 1 d .
H26A H 0.4021 0.8722 0.4425 0.270 Uiso 1 1 calc R
H26B H 0.4558 0.8824 0.3348 0.270 Uiso 1 1 calc R
H26C H 0.5101 0.7871 0.3952 0.270 Uiso 1 1 calc R
C27 C 0.1946(5) 0.7530(5) 0.2826(6) 0.155(2) Uani 1 1 d .
H27A H 0.1330 0.6843 0.2193 0.232 Uiso 1 1 calc R
H27B H 0.1997 0.8350 0.2685 0.232 Uiso 1 1 calc R
H27C H 0.1665 0.7678 0.3555 0.232 Uiso 1 1 calc R
H10 H 0.325(4) 0.140(3) -0.209(3) 0.092(10) Uiso 1 1 d .
H1 H 0.261(3) 0.409(3) 0.072(3) 0.055(10) Uiso 1 1 d .
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 121.6(2) . .
C2 N2 C16 127.0(2) . .
C2 N2 H1 107(3) . .
C16 N2 H1 125(3) . .
N1 C1 C3 126.8(2) . .
N1 C1 C2 114.7(2) . .
C3 C1 C2 118.49(19) . .
N2 C2 C3 125.5(2) . 2_665
N2 C2 C1 114.0(2) . .
C3 C2 C1 120.4(2) 2_665 .
C2 C3 C1 121.1(2) 2_665 .
C2 C3 H3 119.5 2_665 .
C1 C3 H3 119.5 . .
C5 C4 C9 122.7(3) . .
C5 C4 N1 118.7(2) . .
C9 C4 N1 118.4(3) . .
C6 C5 C4 117.8(3) . .
C6 C5 C10 122.3(3) . .
C4 C5 C10 119.8(3) . .
C7 C6 C5 120.9(4) . .
C7 C6 H6 119.5 . .
C5 C6 H6 119.5 . .
C6 C7 C8 120.8(3) . .
C6 C7 H7 119.6 . .
C8 C7 H7 119.6 . .
C7 C8 C9 121.5(3) . .
C7 C8 H8 119.3 . .
C9 C8 H8 119.3 . .
C4 C9 C8 116.2(3) . .
C4 C9 C13 121.3(3) . .
C8 C9 C13 122.4(3) . .
C5 C10 C11 110.1(3) . .
C5 C10 C12 114.0(4) . .
C11 C10 C12 109.2(3) . .
C5 C10 H10 118.1(16) . .
C11 C10 H10 115.9(17) . .
C12 C10 H10 87.6(17) . .
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 . .
C15 C13 C9 115.0(4) . .
C15 C13 C14 111.5(4) . .
C9 C13 C14 111.5(3) . .
C15 C13 H13 106.0 . .
C9 C13 H13 106.0 . .
C14 C13 H13 106.0 . .
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 123.1(3) . .
C17 C16 N2 117.9(3) . .
C21 C16 N2 118.8(3) . .
C16 C17 C18 116.7(4) . .
C16 C17 C22 121.5(3) . .
C18 C17 C22 121.8(4) . .
C19 C18 C17 120.8(5) . .
C19 C18 H18 119.6 . .
C17 C18 H18 119.6 . .
C18 C19 C20 121.7(4) . .
C18 C19 H19 119.2 . .
C20 C19 H19 119.2 . .
C19 C20 C21 121.0(5) . .
C19 C20 H20 119.5 . .
C21 C20 H20 119.5 . .
C16 C21 C20 116.7(4) . .
C16 C21 C25 122.6(3) . .
C20 C21 C25 120.7(4) . .
C24 C22 C23 110.4(6) . .
C24 C22 C17 112.8(6) . .
C23 C22 C17 114.9(5) . .
C24 C22 H22 106.0 . .
C23 C22 H22 106.0 . .
C17 C22 H22 106.0 . .
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 . .
C21 C25 C27 112.0(3) . .
C21 C25 C26 112.0(4) . .
C27 C25 C26 111.5(4) . .
C21 C25 H25 107.0 . .
C27 C25 H25 107.0 . .
C26 C25 H25 107.0 . .
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 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
N1 C1 1.296(3) .
N1 C4 1.427(3) .
N2 C2 1.340(3) .
N2 C16 1.424(4) .
N2 H1 0.68(3) .
C1 C3 1.425(3) .
C1 C2 1.496(3) .
C2 C3 1.371(3) 2_665
C3 C2 1.370(3) 2_665
C3 H3 0.9300 .
C4 C5 1.397(4) .
C4 C9 1.404(4) .
C5 C6 1.395(4) .
C5 C10 1.517(5) .
C6 C7 1.361(6) .
C6 H6 0.9300 .
C7 C8 1.375(6) .
C7 H7 0.9300 .
C8 C9 1.408(4) .
C8 H8 0.9300 .
C9 C13 1.508(5) .
C10 C11 1.518(5) .
C10 C12 1.528(5) .
C10 H10 1.16(3) .
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 1.497(5) .
C13 C14 1.518(6) .
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 1.400(5) .
C17 C18 1.412(6) .
C17 C22 1.510(6) .
C18 C19 1.353(7) .
C18 H18 0.9300 .
C19 C20 1.367(7) .
C19 H19 0.9300 .
C20 C21 1.403(5) .
C20 H20 0.9300 .
C21 C25 1.504(5) .
C22 C24 1.460(9) .
C22 C23 1.500(7) .
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 C27 1.509(6) .
C25 C26 1.519(6) .
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 .
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139137321
