#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/45/7024533.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_7024533
loop_
_publ_author_name
'Bai, Shi-Qiang'
'Kwang, Jia Yi'
'Koh, Lip Lin'
'Young, David J.'
'Hor, T. S. Andy'
_publ_section_title
;
 Functionalized 1,2,3-triazoles as building blocks for photoluminescent
 POLOs (polymers of oligomers) of copper(I).
;
_journal_issue                   10
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2631
_journal_page_last               2636
_journal_paper_doi               10.1039/b918223c
_journal_volume                  39
_journal_year                    2010
_chemical_formula_sum            'C14 H17 Cu2 I2 N6 O0.5'
_chemical_formula_weight         658.22
_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                 103.8060(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.9089(4)
_cell_length_b                   16.0244(8)
_cell_length_c                   13.7163(7)
_cell_measurement_reflns_used    5154
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.54
_cell_volume                     1901.56(16)
_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      100(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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  0.0293
_diffrn_reflns_av_sigmaI/netI    0.0325
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            13298
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    5.496
_exptl_absorpt_correction_T_max  0.6095
_exptl_absorpt_correction_T_min  0.4061
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            PALE
_exptl_crystal_density_diffrn    2.299
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1244
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.989
_refine_diff_density_min         -0.544
_refine_diff_density_rms         0.137
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     234
_refine_ls_number_reflns         4364
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0311
_refine_ls_R_factor_gt           0.0267
_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)+(0.0347P)²+0.5153P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0621
_refine_ls_wR_factor_ref         0.0639
_reflns_number_gt                3928
_reflns_number_total             4364
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b918223c.txt
_cod_data_source_block           8621
_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.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' 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 'Not Measured' 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_original_formula_sum        'C14 H17 Cu2 I2 N6 O0.50'
_cod_database_code               7024533
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
Cu1 Cu 0.23384(5) 0.50210(3) 0.19538(3) 0.01509(10) Uani 1 1 d .
Cu2 Cu -0.03609(5) 0.54266(3) 0.07823(3) 0.01757(10) Uani 1 1 d .
I1 I -0.22755(2) 0.427901(13) -0.018920(15) 0.01454(7) Uani 1 1 d .
I2 I 0.00725(2) 0.524449(14) 0.278158(16) 0.01819(7) Uani 1 1 d .
N1 N 0.3324(3) 0.38614(17) 0.1981(2) 0.0146(6) Uani 1 1 d .
N2 N 0.4889(3) 0.37885(17) 0.2115(2) 0.0154(6) Uani 1 1 d .
N3 N 0.4306(3) 0.54737(17) 0.2995(2) 0.0141(5) Uani 1 1 d .
N4 N 0.4381(3) 0.58603(16) 0.3853(2) 0.0147(6) Uani 1 1 d .
N5 N 0.5801(3) 0.57132(16) 0.4423(2) 0.0136(6) Uani 1 1 d .
N6 N 0.8493(3) 0.84606(17) 0.5533(2) 0.0159(6) Uani 1 1 d .
C1 C 0.2802(4) 0.3086(2) 0.2031(2) 0.0166(7) Uani 1 1 d .
C2 C 0.4040(4) 0.2523(2) 0.2200(2) 0.0178(7) Uani 1 1 d .
H2 H 0.3978 0.1934 0.2265 0.021 Uiso 1 1 calc R
C3 C 0.5359(4) 0.2982(2) 0.2257(2) 0.0177(7) Uani 1 1 d .
C4 C 0.1130(4) 0.2916(2) 0.1911(3) 0.0205(7) Uani 1 1 d .
H4A H 0.0754 0.3227 0.2421 0.031 Uiso 1 1 calc R
H4B H 0.0973 0.2317 0.1993 0.031 Uiso 1 1 calc R
H4C H 0.0559 0.3092 0.1241 0.031 Uiso 1 1 calc R
C5 C 0.7018(4) 0.2736(2) 0.2424(3) 0.0292(9) Uani 1 1 d .
H5A H 0.7389 0.2868 0.1825 0.044 Uiso 1 1 calc R
H5B H 0.7120 0.2135 0.2557 0.044 Uiso 1 1 calc R
H5C H 0.7633 0.3042 0.3001 0.044 Uiso 1 1 calc R
C6 C 0.5826(4) 0.4550(2) 0.2162(3) 0.0162(7) Uani 1 1 d .
H6A H 0.5486 0.4866 0.1527 0.019 Uiso 1 1 calc R
H6B H 0.6925 0.4396 0.2241 0.019 Uiso 1 1 calc R
C7 C 0.5667(4) 0.5084(2) 0.3021(2) 0.0145(7) Uani 1 1 d .
C8 C 0.6638(4) 0.5239(2) 0.3943(3) 0.0159(7) Uani 1 1 d .
H8 H 0.7672 0.5053 0.4186 0.019 Uiso 1 1 calc R
C9 C 0.6254(4) 0.6079(2) 0.5437(2) 0.0174(7) Uani 1 1 d .
H9A H 0.6974 0.5694 0.5884 0.021 Uiso 1 1 calc R
H9B H 0.5324 0.6141 0.5707 0.021 Uiso 1 1 calc R
C10 C 0.9287(4) 0.7744(2) 0.5597(2) 0.0185(7) Uani 1 1 d .
H10 H 1.0376 0.7770 0.5682 0.022 Uiso 1 1 calc R
C11 C 0.8594(4) 0.6968(2) 0.5545(3) 0.0189(7) Uani 1 1 d .
H11 H 0.9196 0.6475 0.5581 0.023 Uiso 1 1 calc R
C12 C 0.7020(4) 0.6918(2) 0.5441(2) 0.0150(7) Uani 1 1 d .
C13 C 0.6180(4) 0.7651(2) 0.5359(2) 0.0183(7) Uani 1 1 d .
H13 H 0.5090 0.7638 0.5269 0.022 Uiso 1 1 calc R
C14 C 0.6955(4) 0.8404(2) 0.5411(2) 0.0166(7) Uani 1 1 d .
H14 H 0.6371 0.8905 0.5358 0.020 Uiso 1 1 calc R
O1W O 0.2143(8) 0.6612(5) 0.4925(6) 0.0518(18) Uani 0.50 1 d PD
H1WA H 0.124(6) 0.658(8) 0.455(8) 0.078 Uiso 0.50 1 d PD
H1WB H 0.269(11) 0.646(8) 0.453(7) 0.078 Uiso 0.50 1 d PD
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'
I I -0.4742 1.8119 '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 N3 90.93(10) . .
N1 Cu1 I2 119.77(8) . .
N3 Cu1 I2 105.48(8) . .
N1 Cu1 Cu2 123.98(7) . .
N3 Cu1 Cu2 144.94(8) . .
I2 Cu1 Cu2 62.331(15) . .
N1 Cu1 I1 108.37(8) . 3_565
N3 Cu1 I1 107.78(8) . 3_565
I2 Cu1 I1 119.767(16) . 3_565
Cu2 Cu1 I1 61.472(14) . 3_565
N6 Cu2 Cu1 131.63(8) 4_475 .
N6 Cu2 I1 106.65(8) 4_475 .
Cu1 Cu2 I1 121.415(18) . .
N6 Cu2 I2 102.09(8) 4_475 .
Cu1 Cu2 I2 57.586(13) . .
I1 Cu2 I2 110.891(17) . .
N6 Cu2 I1 103.45(8) 4_475 3_565
Cu1 Cu2 I1 59.648(14) . 3_565
I1 Cu2 I1 118.176(17) . 3_565
I2 Cu2 I1 113.677(16) . 3_565
N6 Cu2 Cu2 120.31(8) 4_475 3_565
Cu1 Cu2 Cu2 90.23(2) . 3_565
I1 Cu2 Cu2 60.194(16) . 3_565
I2 Cu2 Cu2 137.59(2) . 3_565
I1 Cu2 Cu2 57.982(16) 3_565 3_565
Cu2 I1 Cu1 92.082(14) . 3_565
Cu2 I1 Cu2 61.825(17) . 3_565
Cu1 I1 Cu2 58.880(13) 3_565 3_565
Cu1 I2 Cu2 60.084(13) . .
C1 N1 N2 105.7(3) . .
C1 N1 Cu1 133.8(2) . .
N2 N1 Cu1 119.9(2) . .
C3 N2 N1 111.7(3) . .
C3 N2 C6 129.1(3) . .
N1 N2 C6 119.0(3) . .
N4 N3 C7 109.7(3) . .
N4 N3 Cu1 128.6(2) . .
C7 N3 Cu1 117.0(2) . .
N3 N4 N5 106.1(3) . .
N4 N5 C8 111.8(3) . .
N4 N5 C9 119.2(3) . .
C8 N5 C9 129.0(3) . .
C10 N6 C14 117.2(3) . .
C10 N6 Cu2 120.2(2) . 4_676
C14 N6 Cu2 122.3(2) . 4_676
N1 C1 C2 109.8(3) . .
N1 C1 C4 121.2(3) . .
C2 C1 C4 129.1(3) . .
C3 C2 C1 107.1(3) . .
N2 C3 C2 105.7(3) . .
N2 C3 C5 122.3(3) . .
C2 C3 C5 132.0(3) . .
N2 C6 C7 110.6(3) . .
N3 C7 C8 107.7(3) . .
N3 C7 C6 119.7(3) . .
C8 C7 C6 132.3(3) . .
N5 C8 C7 104.6(3) . .
N5 C9 C12 112.3(3) . .
N6 C10 C11 123.0(3) . .
C12 C11 C10 119.3(3) . .
C11 C12 C13 118.5(3) . .
C11 C12 C9 120.1(3) . .
C13 C12 C9 121.5(3) . .
C12 C13 C14 118.9(3) . .
N6 C14 C13 123.1(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 2.052(3) .
Cu1 N3 2.108(3) .
Cu1 I2 2.5664(5) .
Cu1 Cu2 2.6350(6) .
Cu1 I1 2.6561(5) 3_565
Cu2 N6 2.043(3) 4_475
Cu2 I1 2.6424(5) .
Cu2 I2 2.6924(5) .
Cu2 I1 2.7042(5) 3_565
Cu2 Cu2 2.7472(9) 3_565
I1 Cu1 2.6561(5) 3_565
I1 Cu2 2.7042(5) 3_565
N1 C1 1.335(4) .
N1 N2 1.367(4) .
N2 C3 1.358(4) .
N2 C6 1.471(4) .
N3 N4 1.318(4) .
N3 C7 1.356(4) .
N4 N5 1.340(4) .
N5 C8 1.342(4) .
N5 C9 1.474(4) .
N6 C10 1.341(4) .
N6 C14 1.344(4) .
N6 Cu2 2.043(3) 4_676
C1 C2 1.400(5) .
C1 C4 1.484(5) .
C2 C3 1.374(5) .
C3 C5 1.494(5) .
C6 C7 1.491(5) .
C7 C8 1.373(5) .
C9 C12 1.507(4) .
C10 C11 1.382(5) .
C11 C12 1.377(5) .
C12 C13 1.383(5) .
C13 C14 1.383(5) .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1W H1WB N4 0.85(2) 2.17(4) 2.998(7) 165(11)
