#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:48:09 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179078 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/40/4304036.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_4304036
loop_
_publ_author_name
'Jason P. Coyle'
'Wesley H. Monillas'
'Glenn P. A. Yap'
'Seán T. Barry'
_publ_section_title
;
Synthesis and Thermal Chemistry of Copper (I) Guanidinates
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              683
_journal_page_last               689
_journal_paper_doi               10.1021/ic701317y
_journal_volume                  47
_journal_year                    2008
_chemical_formula_sum            'C18 H40 Cu2 N6'
_chemical_formula_weight         467.64
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           20
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_space_group_name_H-M   'C 2 2 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.329(5)
_cell_length_b                   21.308(9)
_cell_length_c                   9.923(4)
_cell_measurement_reflns_used    813
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      26.34
_cell_measurement_theta_min      2.81
_cell_volume                     2395.4(18)
_computing_cell_refinement       'SAINT (Bruker, 2002)'
_computing_data_collection       'SMART (Bruker, 2002)'
_computing_data_reduction        SAINT
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2001)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 836.6
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.919
_diffrn_measurement_device_type  'Bruker AXS APEX diffractometer'
_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  0.0255
_diffrn_reflns_av_sigmaI/netI    0.0406
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            5512
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         28.13
_diffrn_reflns_theta_min         2.04
_diffrn_standards_decay_%        1
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.788
_exptl_absorpt_correction_T_max  0.4900
_exptl_absorpt_correction_T_min  0.4591
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2003)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.297
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             992
_exptl_crystal_size_max          0.44
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.39
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.070
_refine_ls_abs_structure_details
'Flack H D (1983), Acta Cryst. A39, 876-881, 1069 Friedel pairs'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     120
_refine_ls_number_reflns         2595
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0331
_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)+(0.0500P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0844
_refine_ls_wR_factor_ref         0.0860
_reflns_number_gt                2428
_reflns_number_total             2595
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic701317y-file001.cif
_cod_data_source_block           seab013
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Orthorhombic' changed to 'orthorhombic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        2395.4(17)
_cod_database_code               4304036
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-x, y, -z+1/2'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.90144(3) 0.342989(14) 0.20259(3) 0.02437(11) Uani 1 1 d . . .
N1 N 0.9166(2) 0.25590(10) 0.1815(2) 0.0239(5) Uani 1 1 d . . .
N2 N 1.0000 0.15908(16) 0.2500 0.0303(7) Uani 1 2 d S . .
N3 N 0.8988(2) 0.42985(9) 0.2334(2) 0.0238(5) Uani 1 1 d . . .
N4 N 1.0000 0.52717(15) 0.2500 0.0286(8) Uani 1 2 d S . .
C1 C 1.0000 0.22462(18) 0.2500 0.0225(8) Uani 1 2 d S . .
C2 C 0.8584(2) 0.22552(14) 0.0653(3) 0.0260(6) Uani 1 1 d . . .
H2A H 0.8754 0.1795 0.0686 0.031 Uiso 1 1 calc R . .
C3 C 0.9052(5) 0.2511(3) -0.0638(4) 0.0781(17) Uani 1 1 d . . .
H3A H 0.9908 0.2447 -0.0675 0.117 Uiso 1 1 calc R . .
H3B H 0.8878 0.2961 -0.0692 0.117 Uiso 1 1 calc R . .
H3C H 0.8678 0.2294 -0.1397 0.117 Uiso 1 1 calc R . .
C4 C 0.7279(3) 0.2347(2) 0.0724(5) 0.0692(16) Uani 1 1 d . . .
H4A H 0.6979 0.2173 0.1571 0.104 Uiso 1 1 calc R . .
H4B H 0.6903 0.2133 -0.0037 0.104 Uiso 1 1 calc R . .
H4C H 0.7099 0.2797 0.0684 0.104 Uiso 1 1 calc R . .
C5 C 0.8961(3) 0.12356(14) 0.2838(3) 0.0405(7) Uani 1 1 d . . .
H5A H 0.8312 0.1524 0.3044 0.061 Uiso 1 1 calc R . .
H5B H 0.9124 0.0972 0.3626 0.061 Uiso 1 1 calc R . .
H5C H 0.8741 0.0969 0.2074 0.061 Uiso 1 1 calc R . .
C6 C 1.0000 0.46095(19) 0.2500 0.0235(8) Uani 1 2 d S . .
C7 C 0.7857(3) 0.45754(13) 0.2794(3) 0.0286(6) Uani 1 1 d . . .
H7A H 0.7958 0.5038 0.2918 0.034 Uiso 1 1 calc R . .
C8 C 0.7519(4) 0.42763(17) 0.4145(4) 0.0482(10) Uani 1 1 d . . .
H8A H 0.8144 0.4356 0.4807 0.072 Uiso 1 1 calc R . .
H8B H 0.7421 0.3823 0.4027 0.072 Uiso 1 1 calc R . .
H8C H 0.6777 0.4459 0.4467 0.072 Uiso 1 1 calc R . .
C9 C 0.6912(3) 0.44567(16) 0.1761(4) 0.0430(8) Uani 1 1 d . . .
H9A H 0.7141 0.4649 0.0903 0.064 Uiso 1 1 calc R . .
H9B H 0.6167 0.4641 0.2070 0.064 Uiso 1 1 calc R . .
H9C H 0.6812 0.4003 0.1638 0.064 Uiso 1 1 calc R . .
C10 C 0.9331(3) 0.56364(14) 0.1536(4) 0.0360(7) Uani 1 1 d . . .
H10A H 0.8910 0.5353 0.0925 0.054 Uiso 1 1 calc R . .
H10B H 0.9870 0.5902 0.1016 0.054 Uiso 1 1 calc R . .
H10C H 0.8761 0.5901 0.2015 0.054 Uiso 1 1 calc R . .
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
_geom_angle_publ_flag
N1 Cu1 N3 174.75(10) . . ?
N1 Cu1 Cu1 87.64(7) . 3_755 ?
N3 Cu1 Cu1 87.21(8) . 3_755 ?
C1 N1 C2 119.5(2) . . ?
C1 N1 Cu1 120.0(2) . . ?
C2 N1 Cu1 118.66(18) . . ?
C1 N2 C5 121.74(18) . 3_755 ?
C1 N2 C5 121.74(18) . . ?
C5 N2 C5 116.5(4) 3_755 . ?
C6 N3 C7 120.4(2) . . ?
C6 N3 Cu1 119.8(2) . . ?
C7 N3 Cu1 117.14(18) . . ?
C6 N4 C10 122.49(17) . . ?
C6 N4 C10 122.49(17) . 3_755 ?
C10 N4 C10 115.0(3) . 3_755 ?
N1 C1 N1 120.4(3) . 3_755 ?
N1 C1 N2 119.80(17) . . ?
N1 C1 N2 119.81(17) 3_755 . ?
N1 C2 C3 110.6(2) . . ?
N1 C2 C4 110.3(3) . . ?
C3 C2 C4 110.2(4) . . ?
N3 C6 N3 120.4(3) . 3_755 ?
N3 C6 N4 119.78(17) . . ?
N3 C6 N4 119.77(17) 3_755 . ?
N3 C7 C9 109.8(2) . . ?
N3 C7 C8 108.6(2) . . ?
C9 C7 C8 110.4(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.875(2) . ?
Cu1 N3 1.876(2) . ?
Cu1 Cu1 2.4233(10) 3_755 ?
N1 C1 1.341(3) . ?
N1 C2 1.478(4) . ?
N2 C1 1.396(5) . ?
N2 C5 1.439(4) 3_755 ?
N2 C5 1.439(4) . ?
N3 C6 1.334(3) . ?
N3 C7 1.483(4) . ?
N4 C6 1.411(5) . ?
N4 C10 1.446(4) . ?
N4 C10 1.446(4) 3_755 ?
C1 N1 1.341(3) 3_755 ?
C2 C3 1.490(5) . ?
C2 C4 1.493(5) . ?
C6 N3 1.334(3) 3_755 ?
C7 C9 1.503(5) . ?
C7 C8 1.533(5) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N3 Cu1 N1 C1 6.1(13) . . . . ?
Cu1 Cu1 N1 C1 17.48(16) 3_755 . . . ?
N3 Cu1 N1 C2 -158.2(11) . . . . ?
Cu1 Cu1 N1 C2 -146.8(2) 3_755 . . . ?
N1 Cu1 N3 C6 31.2(13) . . . . ?
Cu1 Cu1 N3 C6 19.82(15) 3_755 . . . ?
N1 Cu1 N3 C7 -130.5(12) . . . . ?
Cu1 Cu1 N3 C7 -141.85(19) 3_755 . . . ?
C2 N1 C1 N1 154.6(3) . . . 3_755 ?
Cu1 N1 C1 N1 -9.57(9) . . . 3_755 ?
C2 N1 C1 N2 -25.4(3) . . . . ?
Cu1 N1 C1 N2 170.44(9) . . . . ?
C5 N2 C1 N1 128.4(2) 3_755 . . . ?
C5 N2 C1 N1 -51.6(2) . . . . ?
C5 N2 C1 N1 -51.6(2) 3_755 . . 3_755 ?
C5 N2 C1 N1 128.4(2) . . . 3_755 ?
C1 N1 C2 C3 -103.8(4) . . . . ?
Cu1 N1 C2 C3 60.6(4) . . . . ?
C1 N1 C2 C4 134.1(3) . . . . ?
Cu1 N1 C2 C4 -61.5(4) . . . . ?
C7 N3 C6 N3 150.2(2) . . . 3_755 ?
Cu1 N3 C6 N3 -10.84(8) . . . 3_755 ?
C7 N3 C6 N4 -29.8(2) . . . . ?
Cu1 N3 C6 N4 169.16(8) . . . . ?
C10 N4 C6 N3 -43.41(19) . . . . ?
C10 N4 C6 N3 136.60(19) 3_755 . . . ?
C10 N4 C6 N3 136.6(2) . . . 3_755 ?
C10 N4 C6 N3 -43.40(19) 3_755 . . 3_755 ?
C6 N3 C7 C9 138.6(3) . . . . ?
Cu1 N3 C7 C9 -59.9(3) . . . . ?
C6 N3 C7 C8 -100.6(3) . . . . ?
Cu1 N3 C7 C8 60.9(3) . . . . ?
