#------------------------------------------------------------------------------
#$Date: 2019-11-23 08:27:23 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232557 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/78/4347878.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_4347878
loop_
_publ_author_name
'Li, Zuo-Xi'
'Zou, Kang-Yu'
'Zhang, Xue'
'Han, Tong'
'Yang, Ying'
_publ_section_title
;
 Hierarchically Flower-like N-Doped Porous Carbon Materials Derived from
 an Explosive 3-Fold Interpenetrating Diamondoid Copper Metal-Organic
 Framework for a Supercapacitor.
;
_journal_issue                   13
_journal_name_full               'Inorganic chemistry'
_journal_page_first              6552
_journal_page_last               6562
_journal_paper_doi               10.1021/acs.inorgchem.6b00746
_journal_volume                  55
_journal_year                    2016
_chemical_formula_sum            'C24 H26 Cl2 Cu N8 O11'
_chemical_formula_weight         736.97
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_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                 109.09(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   16.159(3)
_cell_length_b                   14.035(3)
_cell_length_c                   15.438(3)
_cell_measurement_reflns_used    14188
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.62
_cell_measurement_theta_min      3.04
_cell_volume                     3308.7(13)
_computing_cell_refinement       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_collection       'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC Inc., 2005)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       ω
_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  0.0576
_diffrn_reflns_av_sigmaI/netI    0.0435
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            14105
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.17
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_exptl_absorpt_coefficient_mu    0.888
_exptl_absorpt_correction_T_max  0.868
_exptl_absorpt_correction_T_min  0.808
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   CrystalClear
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.479
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1508
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.816
_refine_diff_density_min         -0.543
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     208
_refine_ls_number_reflns         2906
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.123
_refine_ls_R_factor_all          0.0815
_refine_ls_R_factor_gt           0.0623
_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)+(0.0721P)²+8.8575P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1471
_refine_ls_wR_factor_ref         0.1570
_reflns_number_gt                2328
_reflns_number_total             2906
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic6b00746_si_002.cif
_cod_data_source_block           1
_cod_original_cell_volume        3308.7(11)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4347878
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
Cu1 Cu 0.5000 0.39685(5) 0.2500 0.0265(2) Uani 1 2 d S
N1 N 0.5387(2) 0.2996(2) 0.3503(2) 0.0290(8) Uani 1 1 d .
N2 N 0.5434(2) 0.1749(2) 0.4378(2) 0.0345(9) Uani 1 1 d .
N3 N 0.4612(2) 0.5022(2) 0.1563(2) 0.0335(8) Uani 1 1 d .
N4 N 0.3865(3) 0.6201(2) 0.0754(3) 0.0360(9) Uani 1 1 d .
O1W O 0.6550(3) 0.3765(3) 0.2447(3) 0.0717(12) Uani 1 1 d .
H1A H 0.6922 0.3340 0.2708 0.108 Uiso 1 1 d R
H1B H 0.6886 0.4103 0.2248 0.108 Uiso 1 1 d R
C1 C 0.5012(3) 0.2186(3) 0.3580(3) 0.0292(9) Uani 1 1 d .
H1 H 0.4517 0.1944 0.3138 0.035 Uiso 1 1 calc R
C2 C 0.6095(3) 0.3079(3) 0.4296(3) 0.0376(11) Uani 1 1 d .
H2 H 0.6486 0.3587 0.4438 0.045 Uiso 1 1 calc R
C3 C 0.6134(3) 0.2312(3) 0.4834(3) 0.0411(11) Uani 1 1 d .
H3 H 0.6552 0.2190 0.5401 0.049 Uiso 1 1 calc R
C4 C 0.5212(3) 0.0850(3) 0.4692(3) 0.0356(10) Uani 1 1 d .
C5 C 0.5856(3) 0.0223(4) 0.5129(4) 0.0498(13) Uani 1 1 d .
H5 H 0.6438 0.0373 0.5212 0.060 Uiso 1 1 calc R
C6 C 0.4350(3) 0.0634(4) 0.4551(4) 0.0510(13) Uani 1 1 d .
H6 H 0.3911 0.1059 0.4243 0.061 Uiso 1 1 calc R
C7 C 0.3883(3) 0.5497(3) 0.1352(3) 0.0368(11) Uani 1 1 d .
H7 H 0.3432 0.5367 0.1585 0.044 Uiso 1 1 calc R
C8 C 0.5092(3) 0.5429(4) 0.1087(4) 0.0543(14) Uani 1 1 d .
H8 H 0.5648 0.5236 0.1105 0.065 Uiso 1 1 calc R
C9 C 0.4638(4) 0.6155(4) 0.0585(4) 0.0634(17) Uani 1 1 d .
H9 H 0.4818 0.6550 0.0196 0.076 Uiso 1 1 calc R
C10 C 0.3165(3) 0.6866(3) 0.0372(3) 0.0347(10) Uani 1 1 d .
C11 C 0.2941(4) 0.7104(4) -0.0539(3) 0.0498(13) Uani 1 1 d .
H11 H 0.3241 0.6836 -0.0901 0.060 Uiso 1 1 calc R
C12 C 0.2733(3) 0.7256(4) 0.0917(3) 0.0469(13) Uani 1 1 d .
H12 H 0.2891 0.7093 0.1534 0.056 Uiso 1 1 calc R
Cl1 Cl 0.27719(10) 0.08993(11) 0.18178(10) 0.0621(4) Uani 1 1 d .
O1 O 0.3670(3) 0.0876(4) 0.1968(4) 0.1071(19) Uani 1 1 d .
O2 O 0.2585(4) 0.0416(4) 0.2521(4) 0.1058(18) Uani 1 1 d .
O3 O 0.2554(6) 0.1893(4) 0.1892(5) 0.148(3) Uani 1 1 d .
O4 O 0.2295(4) 0.0535(4) 0.0945(3) 0.1067(18) Uani 1 1 d .
O2W O 0.4727(16) 0.8495(16) 0.2850(15) 0.236(9) Uiso 0.50 1 d P
H2A H 0.5250 0.8671 0.2930 0.354 Uiso 0.50 1 d PR
H2B H 0.4212 0.8619 0.2852 0.354 Uiso 0.50 1 d PR
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
O O 0.0106 0.0060 '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
N1 Cu1 N1 94.15(19) 2_655 .
N1 Cu1 N3 90.03(14) 2_655 .
N1 Cu1 N3 175.66(14) . .
N1 Cu1 N3 175.66(14) 2_655 2_655
N1 Cu1 N3 90.03(14) . 2_655
N3 Cu1 N3 85.8(2) . 2_655
C1 N1 C2 105.4(3) . .
C1 N1 Cu1 128.6(3) . .
C2 N1 Cu1 125.9(3) . .
C1 N2 C3 107.1(4) . .
C1 N2 C4 126.9(4) . .
C3 N2 C4 126.0(4) . .
C7 N3 C8 106.3(4) . .
C7 N3 Cu1 126.8(3) . .
C8 N3 Cu1 126.7(3) . .
C7 N4 C9 106.4(4) . .
C7 N4 C10 126.6(4) . .
C9 N4 C10 126.9(4) . .
H1A O1W H1B 97.3 . .
N1 C1 N2 111.6(4) . .
N1 C1 H1 124.2 . .
N2 C1 H1 124.2 . .
C3 C2 N1 109.7(4) . .
C3 C2 H2 125.1 . .
N1 C2 H2 125.1 . .
C2 C3 N2 106.2(4) . .
C2 C3 H3 126.9 . .
N2 C3 H3 126.9 . .
C5 C4 C6 120.6(4) . .
C5 C4 N2 119.9(4) . .
C6 C4 N2 119.5(4) . .
C4 C5 C6 120.3(4) . 5_656
C4 C5 H5 119.9 . .
C6 C5 H5 119.9 5_656 .
C4 C6 C5 119.1(4) . 5_656
C4 C6 H6 120.4 . .
C5 C6 H6 120.4 5_656 .
N3 C7 N4 111.2(4) . .
N3 C7 H7 124.4 . .
N4 C7 H7 124.4 . .
C9 C8 N3 109.3(4) . .
C9 C8 H8 125.3 . .
N3 C8 H8 125.3 . .
C8 C9 N4 106.7(4) . .
C8 C9 H9 126.7 . .
N4 C9 H9 126.7 . .
C12 C10 C11 121.0(4) . .
C12 C10 N4 119.9(4) . .
C11 C10 N4 119.2(4) . .
C10 C11 C12 119.8(4) . 7_565
C10 C11 H11 120.1 . .
C12 C11 H11 120.1 7_565 .
C10 C12 C11 119.2(4) . 7_565
C10 C12 H12 120.4 . .
C11 C12 H12 120.4 7_565 .
O1 Cl1 O2 109.8(4) . .
O1 Cl1 O4 111.3(3) . .
O2 Cl1 O4 112.2(3) . .
O1 Cl1 O3 106.0(4) . .
O2 Cl1 O3 106.6(4) . .
O4 Cl1 O3 110.7(4) . .
O2W O2W H2A 50.0 2_655 .
O2W O2W H2B 139.2 2_655 .
H2A O2W H2B 150.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.005(3) 2_655
Cu1 N1 2.005(3) .
Cu1 N3 2.020(3) .
Cu1 N3 2.020(3) 2_655
N1 C1 1.312(5) .
N1 C2 1.380(6) .
N2 C1 1.345(5) .
N2 C3 1.371(6) .
N2 C4 1.438(5) .
N3 C7 1.299(6) .
N3 C8 1.356(6) .
N4 C7 1.346(5) .
N4 C9 1.359(6) .
N4 C10 1.436(5) .
O1W H1A 0.8500 .
O1W H1B 0.8499 .
C1 H1 0.9300 .
C2 C3 1.348(6) .
C2 H2 0.9300 .
C3 H3 0.9300 .
C4 C5 1.362(6) .
C4 C6 1.370(7) .
C5 C6 1.383(6) 5_656
C5 H5 0.9300 .
C6 C5 1.383(6) 5_656
C6 H6 0.9300 .
C7 H7 0.9300 .
C8 C9 1.344(7) .
C8 H8 0.9300 .
C9 H9 0.9300 .
C10 C12 1.371(6) .
C10 C11 1.374(6) .
C11 C12 1.385(7) 7_565
C11 H11 0.9300 .
C12 C11 1.385(7) 7_565
C12 H12 0.9300 .
Cl1 O1 1.392(5) .
Cl1 O2 1.395(5) .
Cl1 O4 1.412(5) .
Cl1 O3 1.452(6) .
O2W O2W 1.60(4) 2_655
O2W H2A 0.8500 .
O2W H2B 0.8499 .
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
N1 Cu1 N1 C1 -39.5(3) 2_655 .
N3 Cu1 N1 C1 124.6(18) . .
N3 Cu1 N1 C1 141.7(4) 2_655 .
N1 Cu1 N1 C2 144.7(4) 2_655 .
N3 Cu1 N1 C2 -51(2) . .
N3 Cu1 N1 C2 -34.1(4) 2_655 .
N1 Cu1 N3 C7 99.1(4) 2_655 .
N1 Cu1 N3 C7 -65(2) . .
N3 Cu1 N3 C7 -82.2(4) 2_655 .
N1 Cu1 N3 C8 -86.9(4) 2_655 .
N1 Cu1 N3 C8 108.9(19) . .
N3 Cu1 N3 C8 91.8(4) 2_655 .
C2 N1 C1 N2 0.4(5) . .
Cu1 N1 C1 N2 -176.1(3) . .
C3 N2 C1 N1 -1.0(5) . .
C4 N2 C1 N1 -179.6(4) . .
C1 N1 C2 C3 0.3(5) . .
Cu1 N1 C2 C3 176.9(3) . .
N1 C2 C3 N2 -0.9(5) . .
C1 N2 C3 C2 1.2(5) . .
C4 N2 C3 C2 179.8(4) . .
C1 N2 C4 C5 139.2(5) . .
C3 N2 C4 C5 -39.1(7) . .
C1 N2 C4 C6 -41.0(7) . .
C3 N2 C4 C6 140.6(5) . .
C6 C4 C5 C6 -1.1(9) . 5_656
N2 C4 C5 C6 178.7(5) . 5_656
C5 C4 C6 C5 1.0(9) . 5_656
N2 C4 C6 C5 -178.7(5) . 5_656
C8 N3 C7 N4 0.0(6) . .
Cu1 N3 C7 N4 175.0(3) . .
C9 N4 C7 N3 0.1(6) . .
C10 N4 C7 N3 180.0(4) . .
C7 N3 C8 C9 -0.1(6) . .
Cu1 N3 C8 C9 -175.1(4) . .
N3 C8 C9 N4 0.1(7) . .
C7 N4 C9 C8 -0.1(6) . .
C10 N4 C9 C8 180.0(5) . .
C7 N4 C10 C12 41.2(7) . .
C9 N4 C10 C12 -138.9(6) . .
C7 N4 C10 C11 -139.0(5) . .
C9 N4 C10 C11 40.9(7) . .
C12 C10 C11 C12 -0.3(9) . 7_565
N4 C10 C11 C12 180.0(5) . 7_565
C11 C10 C12 C11 0.3(9) . 7_565
N4 C10 C12 C11 -180.0(5) . 7_565
