#------------------------------------------------------------------------------
#$Date: 2016-11-08 21:56:22 +0200 (Tue, 08 Nov 2016) $
#$Revision: 188197 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/09/7040954.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_7040954
loop_
_publ_author_name
'Feng, Yong-An'
'Qiu, Hao'
'Yang, Sa-Sha'
'Du, Jiang'
'Zhang, Tong-Lai'
_publ_section_title
;
 Carbonyl-bridged energetic materials: biomimetic synthesis, organic
 catalytic synthesis, and energetic performances.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              17117
_journal_page_last               17122
_journal_paper_doi               10.1039/c6dt03271k
_journal_volume                  45
_journal_year                    2016
_chemical_formula_moiety         '2(C3 H2 Cu0.5 N8), 2(C H6 N3)'
_chemical_formula_sum            'C8 H16 Cu N22'
_chemical_formula_weight         483.97
_chemical_name_systematic
;
 ? 
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2015-03-23
_audit_creation_method
;
  Olex2 1.1
  (compiled 2011.02.15 svn.r1672, GUI svn.r3494)
;
_audit_update_record
;
2016-03-11 deposited with the CCDC.
2016-10-17 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.092(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   10.6585(4)
_cell_length_b                   8.7138(3)
_cell_length_c                   9.7203(8)
_cell_measurement_reflns_used    1911
_cell_measurement_temperature    101.7
_cell_measurement_theta_max      29.3605
_cell_measurement_theta_min      2.9639
_cell_volume                     899.22(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      101.7
_diffrn_detector_area_resol_mean 16.0971
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega    5.00   86.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   41.0000  117.0000 81

  2 omega   58.00   84.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   41.0000   35.0000 26

  3 omega    7.00   36.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   77.0000 -180.0000 29

  4 omega   60.00   86.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772   77.0000 -180.0000 26

  5 omega  -49.00   30.00   1.0000   15.0000
omega____ theta____ kappa____ phi______ frames
    -       18.5772  -77.0000  -30.0000 79
;
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0526947000
_diffrn_orient_matrix_UB_12      0.0318426000
_diffrn_orient_matrix_UB_13      -0.0293790000
_diffrn_orient_matrix_UB_21      0.0401837000
_diffrn_orient_matrix_UB_22      -0.0274388000
_diffrn_orient_matrix_UB_23      0.0567210000
_diffrn_orient_matrix_UB_31      0.0082708000
_diffrn_orient_matrix_UB_32      -0.0696533000
_diffrn_orient_matrix_UB_33      -0.0358124000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0303
_diffrn_reflns_av_unetI/netI     0.0392
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            4198
_diffrn_reflns_theta_full        25.99
_diffrn_reflns_theta_max         25.99
_diffrn_reflns_theta_min         3.02
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.271
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.89420
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.787
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             494
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.390
_refine_diff_density_rms         0.071
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     142
_refine_ls_number_reflns         1756
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0371
_refine_ls_R_factor_gt           0.0312
_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)+(0.0301P)²+0.8359P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0727
_refine_ls_wR_factor_ref         0.0762
_reflns_number_gt                1544
_reflns_number_total             1756
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c6dt03271k2.cif
_cod_data_source_block           exp_2907
_cod_depositor_comments
'Adding full bibliography for 7040954--7040958.cif.'
_cod_database_code               7040954
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y+1/2, -z+1/2'
3 '-x, -y, -z'
4 'x, -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 1.0000 0.0000 0.5000 0.01097(13) Uani 1 2 d S
N5 N 0.94551(17) 0.1326(2) 0.65342(18) 0.0110(4) Uani 1 1 d .
N1 N 0.81842(17) -0.0690(2) 0.47580(19) 0.0104(4) Uani 1 1 d .
N8 N 0.85398(18) 0.2029(2) 0.8371(2) 0.0142(4) Uani 1 1 d .
C3 C 0.8538(2) 0.1021(3) 0.7351(2) 0.0110(5) Uani 1 1 d .
N10 N 0.55581(18) 0.0978(2) 1.1638(2) 0.0172(4) Uani 1 1 d .
H10A H 0.4872 0.1545 1.1588 0.021 Uiso 1 1 calc R
H10B H 0.5658 0.0235 1.2252 0.021 Uiso 1 1 calc R
N4 N 0.62554(18) -0.1287(2) 0.5189(2) 0.0139(4) Uani 1 1 d .
N2 N 0.75456(18) -0.1166(2) 0.35697(19) 0.0126(4) Uani 1 1 d .
N9 N 0.62925(18) 0.2360(2) 0.9863(2) 0.0157(4) Uani 1 1 d .
H9A H 0.6873 0.2529 0.9291 0.019 Uiso 1 1 calc R
H9B H 0.5611 0.2934 0.9823 0.019 Uiso 1 1 calc R
N3 N 0.63953(18) -0.1526(2) 0.3835(2) 0.0141(4) Uani 1 1 d .
N7 N 0.94986(18) 0.3004(2) 0.8169(2) 0.0143(4) Uani 1 1 d .
N6 N 1.00375(18) 0.2598(2) 0.7070(2) 0.0136(4) Uani 1 1 d .
C1 C 0.7638(2) -0.0292(3) 0.7184(2) 0.0126(5) Uani 1 1 d .
H1A H 0.7996 -0.1176 0.7726 0.015 Uiso 1 1 calc R
H1B H 0.6841 0.0002 0.7567 0.015 Uiso 1 1 calc R
C4 C 0.6445(2) 0.1243(3) 1.0785(2) 0.0139(5) Uani 1 1 d .
N11 N 0.74715(19) 0.0377(2) 1.0848(2) 0.0164(4) Uani 1 1 d .
H11A H 0.8052 0.0544 1.0276 0.020 Uiso 1 1 calc R
H11B H 0.7572 -0.0366 1.1461 0.020 Uiso 1 1 calc R
C2 C 0.7356(2) -0.0773(2) 0.5721(2) 0.0102(5) 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 0.0033 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'
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'
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
N5 Cu1 N5 180.0 3_756 .
N5 Cu1 N1 94.55(7) 3_756 .
N5 Cu1 N1 85.45(7) . .
N5 Cu1 N1 94.55(7) . 3_756
N5 Cu1 N1 85.45(7) 3_756 3_756
N1 Cu1 N1 180.0 3_756 .
C3 N5 Cu1 126.84(15) . .
C3 N5 N6 105.57(18) . .
N6 N5 Cu1 127.10(14) . .
N2 N1 Cu1 126.51(14) . .
C2 N1 Cu1 128.04(15) . .
C2 N1 N2 105.45(18) . .
C3 N8 N7 104.98(18) . .
N5 C3 C1 125.7(2) . .
N8 C3 N5 111.1(2) . .
N8 C3 C1 123.2(2) . .
H10A N10 H10B 120.0 . .
C4 N10 H10A 120.0 . .
C4 N10 H10B 120.0 . .
C2 N4 N3 105.23(18) . .
N3 N2 N1 108.26(18) . .
H9A N9 H9B 120.0 . .
C4 N9 H9A 120.0 . .
C4 N9 H9B 120.0 . .
N2 N3 N4 109.85(18) . .
N6 N7 N8 109.89(18) . .
N7 N6 N5 108.46(18) . .
C3 C1 H1A 109.0 . .
C3 C1 H1B 109.0 . .
H1A C1 H1B 107.8 . .
C2 C1 C3 113.12(19) . .
C2 C1 H1A 109.0 . .
C2 C1 H1B 109.0 . .
N9 C4 N10 119.9(2) . .
N9 C4 N11 120.1(2) . .
N11 C4 N10 120.0(2) . .
C4 N11 H11A 120.0 . .
C4 N11 H11B 120.0 . .
H11A N11 H11B 120.0 . .
N1 C2 C1 124.2(2) . .
N4 C2 N1 111.2(2) . .
N4 C2 C1 124.6(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N5 2.0123(18) .
Cu1 N5 2.0123(18) 3_756
Cu1 N1 2.0203(18) .
Cu1 N1 2.0203(18) 3_756
N5 C3 1.340(3) .
N5 N6 1.352(3) .
N1 N2 1.353(3) .
N1 C2 1.344(3) .
N8 C3 1.324(3) .
N8 N7 1.357(3) .
C3 C1 1.493(3) .
N10 H10A 0.8800 .
N10 H10B 0.8800 .
N10 C4 1.332(3) .
N4 N3 1.354(3) .
N4 C2 1.318(3) .
N2 N3 1.313(3) .
N9 H9A 0.8800 .
N9 H9B 0.8800 .
N9 C4 1.323(3) .
N7 N6 1.306(3) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C1 C2 1.487(3) .
C4 N11 1.327(3) .
N11 H11A 0.8800 .
N11 H11B 0.8800 .
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
Cu1 N5 C3 N8 171.41(14) .
Cu1 N5 C3 C1 -7.1(3) .
Cu1 N5 N6 N7 -171.13(14) .
Cu1 N1 N2 N3 179.59(14) .
Cu1 N1 C2 N4 -179.52(15) .
Cu1 N1 C2 C1 2.5(3) .
N5 Cu1 N5 C3 38(100) 3_756
N5 Cu1 N5 N6 -151(100) 3_756
N5 Cu1 N1 N2 150.84(18) .
N5 Cu1 N1 N2 -29.16(18) 3_756
N5 Cu1 N1 C2 151.04(19) 3_756
N5 Cu1 N1 C2 -28.96(19) .
N5 C3 C1 C2 -30.4(3) .
N1 Cu1 N5 C3 -149.06(19) 3_756
N1 Cu1 N5 C3 30.94(19) .
N1 Cu1 N5 N6 -158.34(18) .
N1 Cu1 N5 N6 21.66(18) 3_756
N1 Cu1 N1 N2 134(100) 3_756
N1 Cu1 N1 C2 -45(100) 3_756
N1 N2 N3 N4 0.3(2) .
N8 C3 C1 C2 151.2(2) .
N8 N7 N6 N5 -1.0(2) .
C3 N5 N6 N7 1.2(2) .
C3 N8 N7 N6 0.4(2) .
C3 C1 C2 N1 32.6(3) .
C3 C1 C2 N4 -145.1(2) .
N2 N1 C2 N4 0.6(2) .
N2 N1 C2 C1 -177.3(2) .
N3 N4 C2 N1 -0.5(2) .
N3 N4 C2 C1 177.5(2) .
N7 N8 C3 N5 0.3(2) .
N7 N8 C3 C1 178.9(2) .
N6 N5 C3 N8 -0.9(2) .
N6 N5 C3 C1 -179.5(2) .
C2 N1 N2 N3 -0.6(2) .
C2 N4 N3 N2 0.1(2) .
