#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:49:44 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179938 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/33/7023381.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_7023381
loop_
_publ_author_name
'Ferlay, Sylvie'
'Dechambenoit, Pierre'
'Kyritsakas, Nathalie'
'Hosseini, Mir Wais'
_publ_section_title
;
 Molecular tectonics: tuning the dimensionality and topology of extended
 cyanocuprate networks using a bisamidinium cation.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11661
_journal_page_last               11671
_journal_paper_doi               10.1039/c3dt51252e
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C5 Cu3 N5, C12 H16 N4'
_chemical_formula_sum            'C17 H16 Cu3 N9'
_chemical_formula_weight         537.01
_chemical_name_systematic
;

?

;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 93.894(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.7515(3)
_cell_length_b                   12.6791(3)
_cell_length_c                   13.7566(4)
_cell_measurement_reflns_used    5467
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.80
_cell_measurement_theta_min      2.83
_cell_volume                     1870.96(9)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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      173(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0356
_diffrn_reflns_av_sigmaI/netI    0.0329
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            19934
_diffrn_reflns_theta_full        28.03
_diffrn_reflns_theta_max         28.03
_diffrn_reflns_theta_min         1.90
_exptl_absorpt_coefficient_mu    3.404
_exptl_absorpt_correction_T_max  0.8218
_exptl_absorpt_correction_T_min  0.6855
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.906
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.907
_refine_diff_density_min         -0.857
_refine_diff_density_rms         0.087
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4513
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_R_factor_all          0.0430
_refine_ls_R_factor_gt           0.0298
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0379P)²+1.0014P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0721
_refine_ls_wR_factor_ref         0.0767
_reflns_number_gt                3619
_reflns_number_total             4513
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51252e.txt
_cod_data_source_block           e_a208
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'none' was changed to '?' - the
value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7023381
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'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
C1 C 0.3456(2) 0.01190(18) 0.12849(17) 0.0193(5) Uani 1 1 d .
N22 N 0.3303(2) -0.05984(18) 0.05996(19) 0.0352(6) Uani 1 1 d .
H1 H 0.2684 -0.0597 0.0147 0.042 Uiso 1 1 calc .
C2 C 0.4287(3) -0.1403(2) 0.0677(2) 0.0355(7) Uani 1 1 d .
H2A H 0.4727 -0.1450 0.0070 0.043 Uiso 1 1 calc R
H2B H 0.3945 -0.2105 0.0828 0.043 Uiso 1 1 calc R
C3 C 0.5146(2) -0.0985(2) 0.1524(2) 0.0308(6) Uani 1 1 d .
H3A H 0.5247 -0.1508 0.2058 0.037 Uiso 1 1 calc R
H3B H 0.5976 -0.0798 0.1307 0.037 Uiso 1 1 calc R
N2 N 0.4476(2) -0.00496(19) 0.18267(18) 0.0377(6) Uani 1 1 d .
H2 H 0.4734 0.0354 0.2320 0.045 Uiso 1 1 calc .
C4 C 0.2597(2) 0.10149(18) 0.13777(17) 0.0196(5) Uani 1 1 d .
C5 C 0.1342(2) 0.09038(18) 0.10457(18) 0.0218(5) Uani 1 1 d .
H5 H 0.1031 0.0240 0.0819 0.026 Uiso 1 1 calc R
C6 C 0.0561(2) 0.17717(18) 0.10512(18) 0.0221(5) Uani 1 1 d .
H6 H -0.0290 0.1704 0.0826 0.027 Uiso 1 1 calc R
C7 C 0.1017(2) 0.27473(18) 0.13865(17) 0.0196(5) Uani 1 1 d .
C8 C 0.2253(2) 0.28409(19) 0.17525(18) 0.0228(5) Uani 1 1 d .
H8 H 0.2554 0.3497 0.2004 0.027 Uiso 1 1 calc R
C9 C 0.3042(2) 0.19781(19) 0.17496(18) 0.0229(5) Uani 1 1 d .
H9 H 0.3884 0.2041 0.2000 0.027 Uiso 1 1 calc R
C10 C 0.0189(2) 0.36718(19) 0.13286(17) 0.0202(5) Uani 1 1 d .
N3 N -0.10292(19) 0.36126(17) 0.12529(17) 0.0285(5) Uani 1 1 d .
H3 H -0.1449 0.3017 0.1220 0.034 Uiso 1 1 calc .
C11 C -0.1608(3) 0.4658(2) 0.1230(2) 0.0367(7) Uani 1 1 d .
H11A H -0.2150 0.4750 0.1778 0.044 Uiso 1 1 calc R
H11B H -0.2106 0.4777 0.0608 0.044 Uiso 1 1 calc R
C12 C -0.0491(3) 0.5397(2) 0.1329(2) 0.0320(6) Uani 1 1 d .
H12A H -0.0493 0.5896 0.0775 0.038 Uiso 1 1 calc R
H12B H -0.0474 0.5800 0.1946 0.038 Uiso 1 1 calc R
N4 N 0.0569(2) 0.46550(17) 0.13231(18) 0.0320(5) Uani 1 1 d .
H4 H 0.1355 0.4848 0.1317 0.038 Uiso 1 1 calc .
Cu1 Cu 0.87644(3) 0.83369(2) 1.10294(2) 0.02541(9) Uani 1 1 d .
Cu2 Cu 0.53248(3) 0.59112(2) 0.97545(2) 0.02188(9) Uani 1 1 d .
Cu3 Cu 0.26678(3) 0.83049(3) 0.74760(2) 0.02760(9) Uani 1 1 d .
C13 C 0.5899(2) 0.46121(19) 0.90711(18) 0.0225(5) Uani 1 1 d .
N5 N 0.6380(2) 0.41589(16) 0.84758(15) 0.0240(4) Uani 1 1 d .
C14 C 0.36877(19) 0.73563(17) 0.83345(17) 0.0222(5) Uani 0.50 1 d P
N6 N 0.36877(19) 0.73563(17) 0.83345(17) 0.0222(5) Uani 0.50 1 d P
C14A C 0.4245(2) 0.67905(16) 0.88669(17) 0.0213(4) Uani 0.50 1 d P
N6A N 0.4245(2) 0.67905(16) 0.88669(17) 0.0213(4) Uani 0.50 1 d P
C15 C 0.1358(2) 0.75230(18) 0.66829(17) 0.0250(5) Uani 0.50 1 d P
N7 N 0.1358(2) 0.75230(18) 0.66829(17) 0.0250(5) Uani 0.50 1 d P
C15A C 1.0468(2) 0.78800(19) 1.13336(18) 0.0274(5) Uani 0.50 1 d P
N7A N 1.0468(2) 0.78800(19) 1.13336(18) 0.0274(5) Uani 0.50 1 d P
C16 C 0.8343(2) 0.97888(18) 1.13369(18) 0.0254(5) Uani 0.50 1 d P
N8 N 0.8343(2) 0.97888(18) 1.13369(18) 0.0254(5) Uani 0.50 1 d P
C16A C 0.1966(2) 0.94414(17) 0.83042(16) 0.0222(5) Uani 0.50 1 d P
N8A N 0.1966(2) 0.94414(17) 0.83042(16) 0.0222(5) Uani 0.50 1 d P
C17 C 0.7438(2) 0.73389(17) 1.07062(17) 0.0240(5) Uani 0.50 1 d P
N9 N 0.7438(2) 0.73389(17) 1.07062(17) 0.0240(5) Uani 0.50 1 d P
C17A C 0.6643(2) 0.67653(16) 1.04417(16) 0.0215(4) Uani 0.50 1 d P
N9A N 0.6643(2) 0.67653(16) 1.04417(16) 0.0215(4) Uani 0.50 1 d P
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'
Cu Cu 0.3201 1.2651 '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 C1 N22 110.9(2) . .
N2 C1 C4 125.8(2) . .
N22 C1 C4 123.2(2) . .
C1 N22 C2 112.0(2) . .
C1 N22 H1 124.0 . .
C2 N22 H1 124.0 . .
N22 C2 C3 102.1(2) . .
N22 C2 H2A 111.4 . .
C3 C2 H2A 111.4 . .
N22 C2 H2B 111.4 . .
C3 C2 H2B 111.4 . .
H2A C2 H2B 109.2 . .
N2 C3 C2 102.4(2) . .
N2 C3 H3A 111.3 . .
C2 C3 H3A 111.3 . .
N2 C3 H3B 111.3 . .
C2 C3 H3B 111.3 . .
H3A C3 H3B 109.2 . .
C1 N2 C3 112.5(2) . .
C1 N2 H2 123.8 . .
C3 N2 H2 123.8 . .
C9 C4 C5 120.4(2) . .
C9 C4 C1 120.3(2) . .
C5 C4 C1 119.3(2) . .
C6 C5 C4 119.3(2) . .
C6 C5 H5 120.4 . .
C4 C5 H5 120.4 . .
C5 C6 C7 120.4(2) . .
C5 C6 H6 119.8 . .
C7 C6 H6 119.8 . .
C8 C7 C6 120.0(2) . .
C8 C7 C10 120.7(2) . .
C6 C7 C10 119.3(2) . .
C9 C8 C7 120.1(2) . .
C9 C8 H8 120.0 . .
C7 C8 H8 120.0 . .
C8 C9 C4 119.8(2) . .
C8 C9 H9 120.1 . .
C4 C9 H9 120.1 . .
N3 C10 N4 111.4(2) . .
N3 C10 C7 123.9(2) . .
N4 C10 C7 124.7(2) . .
C10 N3 C11 111.8(2) . .
C10 N3 H3 124.1 . .
C11 N3 H3 124.1 . .
N3 C11 C12 103.0(2) . .
N3 C11 H11A 111.2 . .
C12 C11 H11A 111.2 . .
N3 C11 H11B 111.2 . .
C12 C11 H11B 111.2 . .
H11A C11 H11B 109.1 . .
N4 C12 C11 102.2(2) . .
N4 C12 H12A 111.3 . .
C11 C12 H12A 111.3 . .
N4 C12 H12B 111.3 . .
C11 C12 H12B 111.3 . .
H12A C12 H12B 109.2 . .
C10 N4 C12 111.3(2) . .
C10 N4 H4 124.3 . .
C12 N4 H4 124.3 . .
C17 Cu1 C15A 121.63(10) . .
C17 Cu1 C16 119.28(9) . .
C15A Cu1 C16 117.72(10) . .
C14A Cu2 C17A 111.09(9) . .
C14A Cu2 C13 111.07(9) . .
C17A Cu2 C13 116.07(9) . .
C14A Cu2 C13 105.23(9) . 3_667
C17A Cu2 C13 104.70(9) . 3_667
C13 Cu2 C13 107.85(8) . 3_667
C14A Cu2 Cu2 121.48(6) . 3_667
C17A Cu2 Cu2 125.32(6) . 3_667
C14 Cu3 C15 111.72(9) . .
C14 Cu3 C16A 108.22(9) . .
C15 Cu3 C16A 112.87(9) . .
C14 Cu3 N5 115.39(9) . 2_656
C15 Cu3 N5 106.37(9) . 2_656
C16A Cu3 N5 101.99(9) . 2_656
N5 C13 Cu2 155.1(2) . .
N5 C13 Cu2 132.5(2) . 3_667
Cu2 C13 Cu2 72.15(8) . 3_667
C13 N5 Cu3 174.8(2) . 2_646
C14A C14 Cu3 176.9(2) . .
C14 C14A Cu2 174.8(2) . .
N7A C15 Cu3 168.9(2) 4_475 .
C15A C15 Cu3 168.9(2) 4_475 .
N7 C15A Cu1 164.0(2) 4_676 .
C15 C15A Cu1 164.0(2) 4_676 .
N8A C16 Cu1 166.1(2) 3_677 .
C16A C16 Cu1 166.1(2) 3_677 .
N8 C16A Cu3 167.8(2) 3_677 .
C16 C16A Cu3 167.8(2) 3_677 .
C17A C17 Cu1 175.0(2) . .
C17 C17A Cu2 169.4(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 N2 1.301(3) .
C1 N22 1.312(3) .
C1 C4 1.475(3) .
N22 C2 1.468(3) .
N22 H1 0.8800 .
C2 C3 1.531(4) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 N2 1.462(3) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
N2 H2 0.8800 .
C4 C9 1.396(3) .
C4 C5 1.402(3) .
C5 C6 1.385(3) .
C5 H5 0.9500 .
C6 C7 1.398(3) .
C6 H6 0.9500 .
C7 C8 1.393(3) .
C7 C10 1.471(3) .
C8 C9 1.385(3) .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 N3 1.309(3) .
C10 N4 1.312(3) .
N3 C11 1.464(3) .
N3 H3 0.8800 .
C11 C12 1.522(4) .
C11 H11A 0.9900 .
C11 H11B 0.9900 .
C12 N4 1.478(3) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
N4 H4 0.8800 .
Cu1 C17 1.935(2) .
Cu1 C15A 1.939(2) .
Cu1 C16 1.949(2) .
Cu2 C14A 1.972(2) .
Cu2 C17A 1.973(2) .
Cu2 C13 2.014(2) .
Cu2 C13 2.252(3) 3_667
Cu2 Cu2 2.5195(6) 3_667
Cu3 C14 1.967(2) .
Cu3 C15 1.987(2) .
Cu3 C16A 2.015(2) .
Cu3 N5 2.029(2) 2_656
C13 N5 1.151(3) .
C13 Cu2 2.252(3) 3_667
N5 Cu3 2.029(2) 2_646
C14 C14A 1.162(3) .
C15 N7A 1.160(3) 4_475
C15 C15A 1.160(3) 4_475
C15A N7 1.160(3) 4_676
C15A C15 1.160(3) 4_676
C16 N8A 1.153(3) 3_677
C16 C16A 1.153(3) 3_677
C16A N8 1.153(3) 3_677
C16A C16 1.153(3) 3_677
C17 C17A 1.162(3) .
