#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:49:44 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179938 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/33/7023377.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_7023377
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         'C4 Cu3 N4, C7 H10 N2 O'
_chemical_formula_sum            'C11 H10 Cu3 N6 O'
_chemical_formula_weight         432.87
_chemical_name_systematic
;

?

;
_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                96.855(4)
_cell_angle_beta                 92.638(3)
_cell_angle_gamma                105.014(4)
_cell_formula_units_Z            2
_cell_length_a                   8.5782(15)
_cell_length_b                   9.0487(16)
_cell_length_c                   9.1472(16)
_cell_measurement_reflns_used    965
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.22
_cell_measurement_theta_min      2.92
_cell_volume                     678.7(2)
_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 0.988
_diffrn_measured_fraction_theta_max 0.988
_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  0.0388
_diffrn_reflns_av_sigmaI/netI    0.0959
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            4934
_diffrn_reflns_theta_full        28.59
_diffrn_reflns_theta_max         28.59
_diffrn_reflns_theta_min         2.25
_exptl_absorpt_coefficient_mu    4.663
_exptl_absorpt_correction_T_max  0.9125
_exptl_absorpt_correction_T_min  0.8354
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.118
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             426
_exptl_crystal_size_max          0.04
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.386
_refine_diff_density_min         -1.937
_refine_diff_density_rms         0.247
_refine_ls_extinction_coef       0.0021(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.244
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     168
_refine_ls_number_reflns         3413
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.244
_refine_ls_R_factor_all          0.1613
_refine_ls_R_factor_gt           0.1009
_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)+(0.0000P)²+27.9937P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2637
_refine_ls_wR_factor_ref         0.2909
_reflns_number_gt                1923
_reflns_number_total             3413
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51252e.txt
_cod_data_source_block           e900a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
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      P-1
_cod_database_code               7023377
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
Cu3 Cu -0.1961(3) -0.3839(2) 0.5565(2) 0.0363(6) Uani 1 1 d .
C1 C 0.6742(16) 0.1125(17) 0.2610(16) 0.0252(19) Uani 1 1 d .
N1 N 0.6640(14) 0.0208(14) 0.1368(13) 0.0252(19) Uani 1 1 d .
H1A H 0.6024 -0.0745 0.1293 0.030 Uiso 1 1 calc R
C2 C 0.7517(18) 0.0710(17) 0.0095(17) 0.029(3) Uani 1 1 d .
H2A H 0.6945 0.0085 -0.0830 0.034 Uiso 1 1 calc R
H2B H 0.8623 0.0570 0.0186 0.034 Uiso 1 1 calc R
C3 C 0.7603(17) 0.2387(18) 0.0060(18) 0.030(3) Uani 1 1 d .
H3 H 0.8261 0.2768 -0.0760 0.036 Uiso 1 1 calc R
O1 O 0.5980(12) 0.2490(13) -0.0215(13) 0.033(2) Uani 1 1 d .
H1 H 0.5998 0.3389 -0.0375 0.049 Uiso 1 1 calc R
C4 C 0.8397(18) 0.3313(18) 0.1525(16) 0.029(3) Uani 1 1 d .
H4A H 0.9566 0.3367 0.1599 0.035 Uiso 1 1 calc R
H4B H 0.8283 0.4379 0.1585 0.035 Uiso 1 1 calc R
N2 N 0.7619(13) 0.2565(14) 0.2738(14) 0.026(3) Uani 1 1 d .
H2 H 0.7749 0.3120 0.3615 0.031 Uiso 1 1 calc R
C5 C 0.5861(15) 0.0546(16) 0.3844(16) 0.022(3) Uani 1 1 d .
C6 C 0.5699(19) -0.0962(17) 0.4121(17) 0.029(3) Uani 1 1 d .
H6 H 0.6175 -0.1622 0.3512 0.035 Uiso 1 1 calc R
C7 C 0.5150(16) 0.1500(17) 0.4721(15) 0.025(3) Uani 1 1 d .
H7 H 0.5247 0.2527 0.4525 0.030 Uiso 1 1 calc R
Cu1 Cu -0.0104(3) 0.1781(2) 0.7181(2) 0.0353(5) Uani 1 1 d .
Cu2 Cu 0.3559(3) 0.4034(3) 1.1700(3) 0.0420(6) Uani 1 1 d .
N3 N -0.0808(19) -0.0435(18) 0.6751(17) 0.036(3) Uani 0.50 1 d P
C8 C -0.0808(19) -0.0435(18) 0.6751(17) 0.036(3) Uani 0.50 1 d P
N4 N -0.093(2) 0.3353(18) 0.6465(18) 0.039 Uani 0.50 1 d P
C9 C -0.093(2) 0.3353(18) 0.6465(18) 0.039 Uani 0.50 1 d P
N5 N 0.1424(17) 0.2581(17) 0.8914(17) 0.033(3) Uani 0.50 1 d P
C10 C 0.1424(17) 0.2581(17) 0.8914(17) 0.033(3) Uani 0.50 1 d P
N6 N 0.221(2) 0.3174(18) 1.0019(18) 0.039 Uani 0.50 1 d P
C11 C 0.221(2) 0.3174(18) 1.0019(18) 0.039 Uani 0.50 1 d P
N7 N 0.5298(18) 0.4995(17) 1.2986(17) 0.034(3) Uani 0.50 1 d P
C12 C 0.5298(18) 0.4995(17) 1.2986(17) 0.034(3) Uani 0.50 1 d P
N8 N -0.128(2) -0.174(2) 0.6409(19) 0.046(4) Uani 0.50 1 d P
C13 C -0.128(2) -0.174(2) 0.6409(19) 0.046(4) Uani 0.50 1 d P
N9 N -0.353(2) -0.4462(18) 0.3857(18) 0.039 Uani 0.50 1 d P
C14 C -0.353(2) -0.4462(18) 0.3857(18) 0.039 Uani 0.50 1 d P
N10 N -0.1392(16) -0.5626(16) 0.6137(16) 0.031(3) Uani 0.50 1 d P
C15 C -0.1392(16) -0.5626(16) 0.6137(16) 0.031(3) 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'
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
N8 Cu3 N10 130.7(6) . .
N8 Cu3 N9 119.6(7) . .
N10 Cu3 N9 109.6(6) . .
N8 Cu3 Cu2 80.3(6) . 2_557
N10 Cu3 Cu2 81.4(5) . 2_557
N9 Cu3 Cu2 111.0(4) . 2_557
N1 C1 N2 120.1(13) . .
N1 C1 C5 119.8(13) . .
N2 C1 C5 120.2(13) . .
C1 N1 C2 122.5(12) . .
C1 N1 H1A 118.8 . .
C2 N1 H1A 118.8 . .
N1 C2 C3 108.4(12) . .
N1 C2 H2A 110.0 . .
C3 C2 H2A 110.0 . .
N1 C2 H2B 110.0 . .
C3 C2 H2B 110.0 . .
H2A C2 H2B 108.4 . .
O1 C3 C2 107.2(12) . .
O1 C3 C4 112.1(13) . .
C2 C3 C4 109.2(13) . .
O1 C3 H3 109.5 . .
C2 C3 H3 109.5 . .
C4 C3 H3 109.5 . .
C3 O1 H1 109.5 . .
N2 C4 C3 109.2(12) . .
N2 C4 H4A 109.8 . .
C3 C4 H4A 109.8 . .
N2 C4 H4B 109.8 . .
C3 C4 H4B 109.8 . .
H4A C4 H4B 108.3 . .
C1 N2 C4 124.6(13) . .
C1 N2 H2 117.7 . .
C4 N2 H2 117.7 . .
C7 C5 C6 119.9(13) . .
C7 C5 C1 119.4(13) . .
C6 C5 C1 120.6(13) . .
C7 C6 C5 120.1(14) 2_656 .
C7 C6 H6 120.0 2_656 .
C5 C6 H6 120.0 . .
C6 C7 C5 120.0(14) 2_656 .
C6 C7 H7 120.0 2_656 .
C5 C7 H7 120.0 . .
N4 Cu1 N3 131.3(7) . .
N4 Cu1 N5 112.3(7) . .
N3 Cu1 N5 115.1(6) . .
N7 Cu2 N6 164.1(7) . .
N7 Cu2 Cu3 81.4(5) . 2_557
N6 Cu2 Cu3 114.5(5) . 2_557
N8 N3 Cu1 175.3(15) . .
C15 N4 Cu1 174.6(15) 1_565 .
N10 N4 Cu1 174.6(15) 1_565 .
N6 N5 Cu1 171.4(14) . .
N5 N6 Cu2 175.8(14) . .
C14 N7 Cu2 175.6(14) 1_666 .
N9 N7 Cu2 175.6(14) 1_666 .
N3 N8 Cu3 171.6(17) . .
C12 N9 Cu3 167.1(13) 1_444 .
N7 N9 Cu3 167.1(13) 1_444 .
C9 N10 Cu3 175.0(14) 1_545 .
N4 N10 Cu3 175.0(14) 1_545 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu3 N8 1.894(18) .
Cu3 N10 1.927(14) .
Cu3 N9 1.944(18) .
Cu3 Cu2 2.909(3) 2_557
C1 N1 1.309(18) .
C1 N2 1.314(18) .
C1 C5 1.462(19) .
N1 C2 1.469(17) .
N1 H1A 0.8800 .
C2 C3 1.50(2) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 O1 1.432(17) .
C3 C4 1.52(2) .
C3 H3 1.0000 .
O1 H1 0.8400 .
C4 N2 1.466(18) .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
N2 H2 0.8800 .
C5 C7 1.383(19) .
C5 C6 1.390(19) .
C6 C7 1.38(2) 2_656
C6 H6 0.9500 .
C7 C6 1.38(2) 2_656
C7 H7 0.9500 .
Cu1 N4 1.913(16) .
Cu1 N3 1.925(16) .
Cu1 N5 1.949(15) .
Cu2 N7 1.813(16) .
Cu2 N6 1.841(18) .
Cu2 Cu3 2.909(3) 2_557
N3 N8 1.14(2) .
N4 C15 1.158(19) 1_565
N4 N10 1.158(19) 1_565
N5 N6 1.18(2) .
N7 C14 1.21(2) 1_666
N7 N9 1.21(2) 1_666
N9 C12 1.21(2) 1_444
N9 N7 1.21(2) 1_444
N10 C9 1.158(19) 1_545
N10 N4 1.158(19) 1_545
