#------------------------------------------------------------------------------
#$Date: 2016-03-25 17:06:09 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180003 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/97/7029762.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_7029762
loop_
_publ_author_name
'Mendoza-Espinosa, Daniel'
'Negrón-Silva, Guillermo Enrique'
'Angeles-Beltrán, Deyanira'
'Alvarez-Hernández, Alejandro'
'Suárez-Castillo, Oscar R'
'Santillán, Rosa'
_publ_section_title
;
 Copper(ii) complexes supported by click generated mixed NN, NO, and NS
 1,2,3-triazole based ligands and their catalytic activity in azide-alkyne
 cycloaddition.
;
_journal_issue                   19
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              7069
_journal_page_last               7077
_journal_paper_doi               10.1039/c4dt00323c
_journal_volume                  43
_journal_year                    2014
_chemical_formula_moiety         'C32 H28 Cl4 Cu N6 O2'
_chemical_formula_sum            'C32 H28 Cl4 Cu N6 O2'
_chemical_formula_weight         733.94
_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                75.138(3)
_cell_angle_beta                 81.275(3)
_cell_angle_gamma                79.855(3)
_cell_formula_units_Z            1
_cell_length_a                   7.1710(3)
_cell_length_b                   8.3954(3)
_cell_length_c                   14.3714(5)
_cell_measurement_reflns_used    500
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      2
_cell_volume                     818.01(5)
_computing_cell_refinement       CrisAlisPro
_computing_data_collection       'Agilent Gemini'
_computing_data_reduction        CrisAlisPro
_computing_molecular_graphics    ORTEP
_computing_publication_material  ORTEP
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 'not recorded'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0527
_diffrn_reflns_av_sigmaI/netI    0.0248
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24061
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         2.95
_diffrn_standards_interval_count 'not recorded'
_diffrn_standards_interval_time  'not recorded'
_diffrn_standards_number         'not recorded'
_exptl_absorpt_coefficient_mu    1.034
_exptl_absorpt_correction_T_max  0.931
_exptl_absorpt_correction_T_min  0.872
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   sadabs
_exptl_crystal_colour            Blue
_exptl_crystal_density_diffrn    1.490
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Needle
_exptl_crystal_F_000             375
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.515
_refine_diff_density_min         -0.277
_refine_diff_density_rms         0.070
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     205
_refine_ls_number_reflns         2861
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0394
_refine_ls_R_factor_gt           0.0335
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1226
_refine_ls_wR_factor_ref         0.1297
_reflns_number_gt                2526
_reflns_number_total             2861
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4dt00323c2.cif
_cod_data_source_block           dm-02
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for
 ./tmp-cod-update-bibliographies-12899/cifs/7029762.cif.
;
_cod_database_code               7029762
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
Cu1 Cu 1.0000 1.0000 0.0000 0.03000(19) Uani 1 2 d S
Cl1 Cl 0.71824(9) 1.17230(8) -0.01214(5) 0.0458(2) Uani 1 1 d .
Cl2 Cl 0.20546(12) 0.66066(12) -0.40841(5) 0.0630(3) Uani 1 1 d .
O1 O 0.8413(2) 0.8094(2) 0.16441(12) 0.0422(5) Uani 1 1 d .
N1 N 0.8827(3) 0.8243(2) -0.03062(14) 0.0315(5) Uani 1 1 d .
N2 N 0.9295(3) 0.7716(3) -0.11082(14) 0.0350(5) Uani 1 1 d .
N3 N 0.8441(3) 0.6376(3) -0.09708(14) 0.0323(5) Uani 1 1 d .
C12 C 0.9700(5) 0.8723(4) 0.2873(2) 0.0549(8) Uani 1 1 d .
H12A H 1.0845 0.8791 0.2473 0.066 Uiso 1 1 calc R
C15 C 0.6294(7) 0.8569(5) 0.4073(2) 0.0840(13) Uani 1 1 d .
H15A H 0.5146 0.8537 0.4473 0.101 Uiso 1 1 calc R
C13 C 0.9520(7) 0.8963(5) 0.3812(3) 0.0789(12) Uani 1 1 d .
H13A H 1.0564 0.9198 0.4038 0.095 Uiso 1 1 calc R
C14 C 0.7849(9) 0.8860(6) 0.4400(3) 0.0906(15) Uani 1 1 d .
H14A H 0.7773 0.8991 0.5029 0.109 Uiso 1 1 calc R
C16 C 0.6398(5) 0.8316(4) 0.3143(2) 0.0571(8) Uani 1 1 d .
H16A H 0.5332 0.8110 0.2921 0.069 Uiso 1 1 calc R
C10 C 0.6896(4) 0.7612(3) 0.12882(17) 0.0376(6) Uani 1 1 d .
H10A H 0.5829 0.8505 0.1211 0.045 Uiso 1 1 calc R
H10B H 0.6462 0.6631 0.1731 0.045 Uiso 1 1 calc R
C5 C 0.5274(4) 0.6857(3) -0.20962(18) 0.0382(6) Uani 1 1 d .
H5A H 0.5142 0.7341 -0.1571 0.046 Uiso 1 1 calc R
C2 C 0.5662(4) 0.5460(4) -0.36704(19) 0.0454(7) Uani 1 1 d .
H2B H 0.5796 0.5004 -0.4206 0.054 Uiso 1 1 calc R
C1 C 0.3969(4) 0.6384(4) -0.34123(18) 0.0425(6) Uani 1 1 d .
C6 C 0.3749(4) 0.7103(4) -0.2643(2) 0.0432(6) Uani 1 1 d .
H6A H 0.2604 0.7744 -0.2487 0.052 Uiso 1 1 calc R
C11 C 0.8103(4) 0.8379(3) 0.25606(17) 0.0417(6) Uani 1 1 d .
C7 C 0.8656(4) 0.5489(3) -0.17443(18) 0.0390(6) Uani 1 1 d .
H7A H 0.8841 0.4300 -0.1460 0.047 Uiso 1 1 calc R
H7B H 0.9791 0.5754 -0.2179 0.047 Uiso 1 1 calc R
C4 C 0.6967(4) 0.5909(3) -0.23253(16) 0.0332(6) Uani 1 1 d .
C8 C 0.7464(3) 0.6025(3) -0.00856(17) 0.0341(6) Uani 1 1 d .
H8A H 0.6777 0.5142 0.0181 0.041 Uiso 1 1 calc R
C9 C 0.7700(3) 0.7251(3) 0.03392(17) 0.0316(5) Uani 1 1 d .
C3 C 0.7160(4) 0.5217(4) -0.31263(18) 0.0422(6) Uani 1 1 d .
H3A H 0.8306 0.4587 -0.3294 0.051 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'
Cl Cl 0.1484 0.1585 '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'
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 N1 180.00(10) . 2_775
N1 Cu1 Cl1 89.84(6) . .
N1 Cu1 Cl1 90.16(6) 2_775 .
N1 Cu1 Cl1 90.16(6) . 2_775
N1 Cu1 Cl1 89.84(6) 2_775 2_775
Cl1 Cu1 Cl1 180.0 . 2_775
C11 O1 C10 118.1(2) . .
N2 N1 C9 110.77(18) . .
N2 N1 Cu1 124.08(15) . .
C9 N1 Cu1 124.27(15) . .
N1 N2 N3 105.66(18) . .
N2 N3 C8 111.70(19) . .
N2 N3 C7 119.6(2) . .
C8 N3 C7 128.7(2) . .
C13 C12 C11 117.5(3) . .
C13 C12 H12A 121.2 . .
C11 C12 H12A 121.2 . .
C14 C15 C16 120.7(4) . .
C14 C15 H15A 119.6 . .
C16 C15 H15A 119.6 . .
C14 C13 C12 121.4(4) . .
C14 C13 H13A 119.3 . .
C12 C13 H13A 119.3 . .
C13 C14 C15 120.2(3) . .
C13 C14 H14A 119.9 . .
C15 C14 H14A 119.9 . .
C11 C16 C15 118.8(4) . .
C11 C16 H16A 120.6 . .
C15 C16 H16A 120.6 . .
O1 C10 C9 105.69(19) . .
O1 C10 H10A 110.6 . .
C9 C10 H10A 110.6 . .
O1 C10 H10B 110.6 . .
C9 C10 H10B 110.6 . .
H10A C10 H10B 108.7 . .
C4 C5 C6 120.7(2) . .
C4 C5 H5A 119.6 . .
C6 C5 H5A 119.6 . .
C1 C2 C3 119.3(2) . .
C1 C2 H2B 120.3 . .
C3 C2 H2B 120.3 . .
C6 C1 C2 121.6(3) . .
C6 C1 Cl2 119.9(2) . .
C2 C1 Cl2 118.6(2) . .
C1 C6 C5 118.9(3) . .
C1 C6 H6A 120.6 . .
C5 C6 H6A 120.6 . .
O1 C11 C16 124.6(3) . .
O1 C11 C12 114.1(3) . .
C16 C11 C12 121.3(3) . .
N3 C7 C4 113.6(2) . .
N3 C7 H7A 108.8 . .
C4 C7 H7A 108.8 . .
N3 C7 H7B 108.8 . .
C4 C7 H7B 108.8 . .
H7A C7 H7B 107.7 . .
C5 C4 C3 119.0(2) . .
C5 C4 C7 124.7(2) . .
C3 C4 C7 116.2(2) . .
N3 C8 C9 105.0(2) . .
N3 C8 H8A 127.5 . .
C9 C8 H8A 127.5 . .
N1 C9 C8 106.8(2) . .
N1 C9 C10 121.8(2) . .
C8 C9 C10 131.4(2) . .
C2 C3 C4 120.4(3) . .
C2 C3 H3A 119.8 . .
C4 C3 H3A 119.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 N1 1.9902(18) .
Cu1 N1 1.9902(18) 2_775
Cu1 Cl1 2.2701(6) .
Cu1 Cl1 2.2701(6) 2_775
Cl2 C1 1.752(3) .
O1 C11 1.377(3) .
O1 C10 1.428(3) .
N1 N2 1.315(3) .
N1 C9 1.349(3) .
N2 N3 1.331(3) .
N3 C8 1.344(3) .
N3 C7 1.465(3) .
C12 C13 1.397(5) .
C12 C11 1.391(4) .
C12 H12A 0.9300 .
C15 C14 1.356(6) .
C15 C16 1.395(4) .
C15 H15A 0.9300 .
C13 C14 1.360(6) .
C13 H13A 0.9300 .
C14 H14A 0.9300 .
C16 C11 1.374(4) .
C16 H16A 0.9300 .
C10 C9 1.482(3) .
C10 H10A 0.9700 .
C10 H10B 0.9700 .
C5 C4 1.374(4) .
C5 C6 1.399(4) .
C5 H5A 0.9300 .
C2 C1 1.376(4) .
C2 C3 1.379(4) .
C2 H2B 0.9300 .
C1 C6 1.366(4) .
C6 H6A 0.9300 .
C7 C4 1.515(3) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C4 C3 1.396(3) .
C8 C9 1.369(3) .
C8 H8A 0.9300 .
C3 H3A 0.9300 .
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
N1 Cu1 N1 N2 5(100) 2_775
Cl1 Cu1 N1 N2 112.40(18) .
Cl1 Cu1 N1 N2 -67.60(18) 2_775
N1 Cu1 N1 C9 174(100) 2_775
Cl1 Cu1 N1 C9 -79.28(19) .
Cl1 Cu1 N1 C9 100.72(19) 2_775
C9 N1 N2 N3 0.4(3) .
Cu1 N1 N2 N3 170.10(15) .
N1 N2 N3 C8 -1.1(3) .
N1 N2 N3 C7 179.24(19) .
C11 C12 C13 C14 0.2(5) .
C12 C13 C14 C15 -2.0(6) .
C16 C15 C14 C13 2.1(6) .
C14 C15 C16 C11 -0.4(6) .
C11 O1 C10 C9 -175.0(2) .
C3 C2 C1 C6 1.7(4) .
C3 C2 C1 Cl2 -177.5(2) .
C2 C1 C6 C5 -1.4(4) .
Cl2 C1 C6 C5 177.7(2) .
C4 C5 C6 C1 0.0(4) .
C10 O1 C11 C16 -3.6(4) .
C10 O1 C11 C12 175.5(2) .
C15 C16 C11 O1 177.6(3) .
C15 C16 C11 C12 -1.4(5) .
C13 C12 C11 O1 -177.6(3) .
C13 C12 C11 C16 1.5(5) .
N2 N3 C7 C4 -100.1(3) .
C8 N3 C7 C4 80.3(3) .
C6 C5 C4 C3 1.2(4) .
C6 C5 C4 C7 -176.3(2) .
N3 C7 C4 C5 -7.9(4) .
N3 C7 C4 C3 174.5(2) .
N2 N3 C8 C9 1.4(3) .
C7 N3 C8 C9 -179.0(2) .
N2 N1 C9 C8 0.4(3) .
Cu1 N1 C9 C8 -169.23(16) .
N2 N1 C9 C10 -177.2(2) .
Cu1 N1 C9 C10 13.2(3) .
N3 C8 C9 N1 -1.1(3) .
N3 C8 C9 C10 176.2(2) .
O1 C10 C9 N1 -42.9(3) .
O1 C10 C9 C8 140.2(3) .
C1 C2 C3 C4 -0.4(4) .
C5 C4 C3 C2 -1.0(4) .
C7 C4 C3 C2 176.7(2) .
