#------------------------------------------------------------------------------
#$Date: 2019-01-13 00:06:58 +0100 (dom 13 de ene de 2019) $
#$Revision: 213017 $
#$URL: svn://www.crystallography.net/cod/cif/7/12/27/7122799.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_7122799
loop_
_publ_author_name
'Kuang, Xiaofei'
'Chen, Shan-Ci'
'Meng, Lingyi'
'Chen, Jing'
'Wu, Xiao-Yuan'
'Zhang, Guan-Hua'
'Zhong, Guiming'
'HU, Ting'
'Li, Yuhang'
'Lu, Can-Zhong'
_publ_section_title
;
 Supramolecular aggregation of redox-active copper-naphthalenediimide
 network with intrinsic electron conduction
;
_journal_name_full               'Chemical Communications'
_journal_paper_doi               10.1039/C8CC10269D
_journal_year                    2019
_chemical_formula_sum            'C48 H24 Cu N8 O8'
_chemical_formula_weight         904.29
_space_group_crystal_system      tetragonal
_space_group_IT_number           86
_space_group_name_Hall           '-P 4bc'
_space_group_name_H-M_alt        'P 42/n'
_symmetry_space_group_name_Hall  '-P 4bc'
_symmetry_space_group_name_H-M   'P 42/n :2'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2017-12-11 deposited with the CCDC.
2019-01-11 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   23.6145(7)
_cell_length_b                   23.6145(7)
_cell_length_c                   6.5579(3)
_cell_measurement_reflns_used    2051
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      74.5180
_cell_measurement_theta_min      5.3060
_cell_volume                     3657.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector_area_resol_mean 10.3503
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            6850
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.332
_diffrn_reflns_theta_min         3.744
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    0.745
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66148
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    0.821
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             922
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.150
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.447
_refine_diff_density_rms         0.045
_refine_ls_extinction_coef       0.00069(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     148
_refine_ls_number_reflns         3597
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0593
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0893P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1373
_refine_ls_wR_factor_ref         0.1445
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2659
_reflns_number_total             3597
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8cc10269d2.cif
_cod_data_source_block           a
_cod_original_cell_volume        3657.0(3)
_cod_database_code               7122799
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.807
_shelx_estimated_absorpt_t_max   0.896
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x+1/2, z+1/2'
'-x+1/2, -y+1/2, z'
'y+1/2, -x, z+1/2'
'-x, -y, -z'
'y, -x-1/2, -z-1/2'
'x-1/2, y-1/2, -z'
'-y-1/2, x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Cu1 Cu 0.2500 0.2500 0.2500 0.03947(18) Uani 1 4 d S T P
O2 O 0.08139(8) 0.34208(7) 1.0066(3) 0.0673(5) Uani 1 1 d . . .
O1 O 0.10918(8) 0.47229(7) 0.5052(3) 0.0783(6) Uani 1 1 d . . .
C1 C -0.04553(10) 0.50137(9) 1.2313(3) 0.0566(6) Uani 1 1 d . . .
C2 C -0.03380(12) 0.44892(11) 1.3133(4) 0.0708(8) Uani 1 1 d . . .
H2 H -0.0513 0.4379 1.4340 0.085 Uiso 1 1 calc R U .
C3 C 0.00397(12) 0.41208(11) 1.2179(4) 0.0683(7) Uani 1 1 d . . .
H3 H 0.0116 0.3769 1.2752 0.082 Uiso 1 1 calc R U .
C4 C 0.02987(9) 0.42784(9) 1.0392(3) 0.0538(5) Uani 1 1 d . . .
C5 C 0.01908(9) 0.48147(9) 0.9510(3) 0.0513(5) Uani 1 1 d . . .
C6 C 0.06969(10) 0.38841(9) 0.9393(3) 0.0553(5) Uani 1 1 d . . .
C7 C 0.08489(11) 0.46001(10) 0.6639(4) 0.0599(6) Uani 1 1 d . . .
C8 C 0.12992(9) 0.36820(9) 0.6488(3) 0.0482(5) Uani 1 1 d . . .
C9 C 0.10698(9) 0.32312(8) 0.5464(3) 0.0482(5) Uani 1 1 d . . .
H9 H 0.0682 0.3162 0.5491 0.058 Uiso 1 1 calc R U .
C10 C 0.14325(8) 0.28842(9) 0.4393(3) 0.0468(5) Uani 1 1 d . . .
H10 H 0.1279 0.2578 0.3695 0.056 Uiso 1 1 calc R U .
C11 C 0.22091(8) 0.34001(9) 0.5384(3) 0.0493(5) Uani 1 1 d . . .
H11 H 0.2599 0.3453 0.5382 0.059 Uiso 1 1 calc R U .
C12 C 0.18816(9) 0.37719(9) 0.6494(3) 0.0522(5) Uani 1 1 d . . .
H12 H 0.2043 0.4070 0.7216 0.063 Uiso 1 1 calc R U .
N1 N 0.09336(8) 0.40720(7) 0.7546(3) 0.0516(4) Uani 1 1 d . . .
N2 N 0.19951(6) 0.29624(6) 0.4297(2) 0.0419(4) Uani 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 0.0181 0.0091 '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'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 '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
N2 Cu1 N2 110.31(5) . 8_656
N2 Cu1 N2 107.81(9) . 3
N2 Cu1 N2 110.31(5) 8_656 3
N2 Cu1 N2 110.31(5) . 6_566
N2 Cu1 N2 107.81(9) 8_656 6_566
N2 Cu1 N2 110.31(5) 3 6_566
C2 C1 C5 120.03(19) . 5_567
C2 C1 C7 120.1(2) . 5_567
C5 C1 C7 119.87(19) 5_567 5_567
C1 C2 C3 120.9(2) . .
C4 C3 C2 119.9(2) . .
C3 C4 C5 120.7(2) . .
C3 C4 C6 119.4(2) . .
C5 C4 C6 119.82(19) . .
C1 C5 C5 119.4(2) 5_567 5_567
C1 C5 C4 121.63(19) 5_567 .
C5 C5 C4 118.9(2) 5_567 .
O2 C6 N1 120.54(19) . .
O2 C6 C4 123.5(2) . .
N1 C6 C4 115.90(18) . .
O1 C7 N1 120.5(2) . .
O1 C7 C1 123.1(2) . 5_567
N1 C7 C1 116.41(19) . 5_567
C9 C8 C12 120.71(19) . .
C9 C8 N1 119.73(19) . .
C12 C8 N1 119.56(19) . .
C8 C9 C10 117.79(19) . .
N2 C10 C9 123.85(18) . .
N2 C11 C12 123.73(18) . .
C11 C12 C8 117.13(19) . .
C7 N1 C6 126.29(17) . .
C7 N1 C8 116.85(17) . .
C6 N1 C8 116.86(17) . .
C10 N2 C11 116.73(16) . .
C10 N2 Cu1 122.82(13) . .
C11 N2 Cu1 120.31(13) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N2 2.0007(15) .
Cu1 N2 2.0008(15) 8_656
Cu1 N2 2.0008(15) 3
Cu1 N2 2.0008(15) 6_566
O2 C6 1.212(3) .
O1 C7 1.223(3) .
C1 C2 1.379(3) .
C1 C5 1.408(3) 5_567
C1 C7 1.472(3) 5_567
C2 C3 1.394(3) .
C3 C4 1.373(3) .
C4 C5 1.416(3) .
C4 C6 1.477(3) .
C5 C1 1.408(3) 5_567
C5 C5 1.411(4) 5_567
C6 N1 1.405(3) .
C7 N1 1.396(3) .
C7 C1 1.472(3) 5_567
C8 C9 1.370(3) .
C8 C12 1.392(3) .
C8 N1 1.440(2) .
C9 C10 1.378(3) .
C10 N2 1.343(2) .
C11 N2 1.353(3) .
C11 C12 1.378(3) .
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_4
C5 C1 C2 C3 -0.2(5) 5_567 .
C7 C1 C2 C3 -179.1(3) 5_567 .
C1 C2 C3 C4 -0.3(5) . .
C2 C3 C4 C5 0.6(4) . .
C2 C3 C4 C6 -179.8(3) . .
C3 C4 C5 C1 179.5(2) . 5_567
C6 C4 C5 C1 -0.1(4) . 5_567
C3 C4 C5 C5 -0.4(4) . 5_567
C6 C4 C5 C5 -180.0(3) . 5_567
C3 C4 C6 O2 -0.3(4) . .
C5 C4 C6 O2 179.3(2) . .
C3 C4 C6 N1 178.6(2) . .
C5 C4 C6 N1 -1.9(3) . .
C12 C8 C9 C10 -2.1(3) . .
N1 C8 C9 C10 176.99(18) . .
C8 C9 C10 N2 0.0(3) . .
N2 C11 C12 C8 0.5(3) . .
C9 C8 C12 C11 1.9(3) . .
N1 C8 C12 C11 -177.24(19) . .
O1 C7 N1 C6 177.8(2) . .
C1 C7 N1 C6 -2.6(4) 5_567 .
O1 C7 N1 C8 -2.1(4) . .
C1 C7 N1 C8 177.4(2) 5_567 .
O2 C6 N1 C7 -177.8(2) . .
C4 C6 N1 C7 3.3(4) . .
O2 C6 N1 C8 2.1(3) . .
C4 C6 N1 C8 -176.72(19) . .
C9 C8 N1 C7 -105.3(2) . .
C12 C8 N1 C7 73.8(3) . .
C9 C8 N1 C6 74.7(3) . .
C12 C8 N1 C6 -106.1(2) . .
C9 C10 N2 C11 2.2(3) . .
C9 C10 N2 Cu1 -173.48(15) . .
C12 C11 N2 C10 -2.5(3) . .
C12 C11 N2 Cu1 173.34(17) . .
