#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:50:37 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179992 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/86/7028610.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_7028610
loop_
_publ_author_name
'Han, Xiaoyan'
'Weng, Zhiqiang'
'Young, David James'
'Jin, Guo-Xin'
'Hor, T. S. Andy'
_publ_section_title
;
 Stoichiometric sensitivity and structural diversity in click-active
 copper(I) N,S-heterocyclic carbene complexes.
;
_journal_issue                   3
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1305
_journal_page_last               1312
_journal_paper_doi               10.1039/c3dt52059e
_journal_volume                  43
_journal_year                    2014
_chemical_formula_sum            'C16 H14 Cu2 I2 N2 S2'
_chemical_formula_weight         679.29
_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                 96.0100(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.5427(5)
_cell_length_b                   16.1539(9)
_cell_length_c                   14.0458(8)
_cell_measurement_reflns_used    7201
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.44
_cell_measurement_theta_min      2.40
_cell_volume                     1927.64(19)
_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 0.999
_diffrn_measured_fraction_theta_max 0.999
_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  0.0262
_diffrn_reflns_av_sigmaI/netI    0.0283
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13477
_diffrn_reflns_theta_full        27.44
_diffrn_reflns_theta_max         27.44
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    5.627
_exptl_absorpt_correction_T_max  0.5516
_exptl_absorpt_correction_T_min  0.2661
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2001)'
_exptl_crystal_colour            YELLOW
_exptl_crystal_density_diffrn    2.341
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       BLOCK
_exptl_crystal_F_000             1280
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.359
_refine_diff_density_min         -0.755
_refine_diff_density_rms         0.135
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     219
_refine_ls_number_reflns         4404
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0294P)²+4.1354P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0676
_refine_ls_wR_factor_ref         0.0691
_reflns_number_gt                4130
_reflns_number_total             4404
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt52059e.txt
_cod_data_source_block           9282
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/current/RSC/lib/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
/usr/data/users/saulius/automatic-downloads/current/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 

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_database_code               7028610
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 -0.08300(6) 0.08207(3) 0.60006(4) 0.02962(13) Uani 1 1 d .
Cu2 Cu 0.08605(6) -0.04807(3) 0.63152(4) 0.02564(12) Uani 1 1 d .
I1 I -0.04120(3) 0.021254(15) 0.774785(17) 0.02111(7) Uani 1 1 d .
I2 I 0.16827(3) 0.079623(14) 0.504233(17) 0.01870(7) Uani 1 1 d .
S1 S -0.42943(11) 0.15392(5) 0.56529(6) 0.01850(18) Uani 1 1 d .
S2 S 0.19772(11) -0.23607(6) 0.65552(7) 0.02101(19) Uani 1 1 d .
N1 N -0.2068(4) 0.2537(2) 0.5947(2) 0.0201(6) Uani 1 1 d .
N2 N 0.4027(4) -0.12487(19) 0.6696(2) 0.0205(6) Uani 1 1 d .
C1 C -0.2309(4) 0.1723(2) 0.5856(3) 0.0203(7) Uani 1 1 d .
C2 C -0.3410(4) 0.3044(2) 0.5860(2) 0.0180(7) Uani 1 1 d .
C3 C -0.3444(5) 0.3905(2) 0.5950(3) 0.0231(8) Uani 1 1 d .
H3 H -0.2504 0.4219 0.6075 0.028 Uiso 1 1 calc R
C4 C -0.4913(5) 0.4283(2) 0.5848(3) 0.0262(8) Uani 1 1 d .
H4 H -0.4981 0.4867 0.5913 0.031 Uiso 1 1 calc R
C5 C -0.6296(5) 0.3822(2) 0.5651(3) 0.0267(8) Uani 1 1 d .
H5 H -0.7284 0.4098 0.5574 0.032 Uiso 1 1 calc R
C6 C -0.6244(5) 0.2970(2) 0.5566(3) 0.0223(8) Uani 1 1 d .
H6 H -0.7182 0.2657 0.5429 0.027 Uiso 1 1 calc R
C7 C -0.4786(4) 0.2587(2) 0.5688(2) 0.0178(7) Uani 1 1 d .
C8 C -0.0496(5) 0.2905(3) 0.6087(3) 0.0269(8) Uani 1 1 d .
H8A H 0.0297 0.2465 0.6157 0.040 Uiso 1 1 calc R
H8B H -0.0405 0.3247 0.6667 0.040 Uiso 1 1 calc R
H8C H -0.0327 0.3250 0.5533 0.040 Uiso 1 1 calc R
C9 C 0.2471(4) -0.1318(2) 0.6542(3) 0.0198(7) Uani 1 1 d .
C10 C 0.4920(5) -0.1984(2) 0.6805(2) 0.0193(7) Uani 1 1 d .
C11 C 0.6543(5) -0.2055(2) 0.6942(3) 0.0218(8) Uani 1 1 d .
H11 H 0.7202 -0.1580 0.6983 0.026 Uiso 1 1 calc R
C12 C 0.7170(5) -0.2845(2) 0.7018(3) 0.0225(8) Uani 1 1 d .
H12 H 0.8280 -0.2915 0.7112 0.027 Uiso 1 1 calc R
C13 C 0.6196(5) -0.3540(2) 0.6959(3) 0.0242(8) Uani 1 1 d .
H13 H 0.6658 -0.4075 0.7011 0.029 Uiso 1 1 calc R
C14 C 0.4576(5) -0.3469(2) 0.6828(3) 0.0224(8) Uani 1 1 d .
H14 H 0.3919 -0.3945 0.6792 0.027 Uiso 1 1 calc R
C15 C 0.3941(4) -0.2677(2) 0.6748(2) 0.0197(7) Uani 1 1 d .
C16 C 0.4813(5) -0.0469(2) 0.6686(3) 0.0231(8) Uani 1 1 d .
H16A H 0.4036 -0.0021 0.6662 0.035 Uiso 1 1 calc R
H16B H 0.5397 -0.0438 0.6123 0.035 Uiso 1 1 calc R
H16C H 0.5547 -0.0414 0.7268 0.035 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'
S S 0.1246 0.1234 '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'
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
C1 Cu1 Cu2 172.24(11) . .
C1 Cu1 I1 113.84(11) . .
Cu2 Cu1 I1 60.933(16) . .
C1 Cu1 I2 120.98(11) . .
Cu2 Cu1 I2 66.647(17) . .
I1 Cu1 I2 115.45(2) . .
C1 Cu1 I2 118.52(12) . 3_556
Cu2 Cu1 I2 58.763(17) . 3_556
I1 Cu1 I2 97.503(17) . 3_556
I2 Cu1 I2 84.754(16) . 3_556
C9 Cu2 Cu1 168.97(12) . .
C9 Cu2 I1 121.01(11) . .
Cu1 Cu2 I1 60.851(17) . .
C9 Cu2 I2 118.44(11) . 3_556
Cu1 Cu2 I2 69.315(19) . 3_556
I1 Cu2 I2 104.251(18) . 3_556
C9 Cu2 I2 112.95(11) . .
Cu1 Cu2 I2 58.147(16) . .
I1 Cu2 I2 108.558(18) . .
I2 Cu2 I2 85.936(15) 3_556 .
Cu1 I1 Cu2 58.216(16) . .
Cu1 I2 Cu2 74.638(17) . 3_556
Cu1 I2 Cu2 55.206(15) . .
Cu2 I2 Cu2 94.063(15) 3_556 .
Cu1 I2 Cu1 95.245(16) . 3_556
Cu2 I2 Cu1 51.921(14) 3_556 3_556
Cu2 I2 Cu1 67.711(15) . 3_556
C1 S1 C7 93.65(18) . .
C9 S2 C15 93.13(18) . .
C1 N1 C2 116.7(3) . .
C1 N1 C8 122.9(3) . .
C2 N1 C8 120.3(3) . .
C9 N2 C10 117.9(3) . .
C9 N2 C16 122.4(3) . .
C10 N2 C16 119.5(3) . .
N1 C1 S1 109.1(3) . .
N1 C1 Cu1 130.0(3) . .
S1 C1 Cu1 120.8(2) . .
C7 C2 C3 121.3(3) . .
C7 C2 N1 112.0(3) . .
C3 C2 N1 126.7(4) . .
C4 C3 C2 117.1(4) . .
C3 C4 C5 121.4(4) . .
C6 C5 C4 120.9(4) . .
C5 C6 C7 118.1(4) . .
C6 C7 C2 121.2(3) . .
C6 C7 S1 130.2(3) . .
C2 C7 S1 108.6(3) . .
N2 C9 S2 108.7(3) . .
N2 C9 Cu2 130.6(3) . .
S2 C9 Cu2 120.7(2) . .
C11 C10 C15 121.8(3) . .
C11 C10 N2 127.4(3) . .
C15 C10 N2 110.8(3) . .
C12 C11 C10 117.5(4) . .
C11 C12 C13 120.9(4) . .
C14 C13 C12 121.7(4) . .
C13 C14 C15 117.6(4) . .
C14 C15 C10 120.5(4) . .
C14 C15 S2 129.9(3) . .
C10 C15 S2 109.6(3) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 C1 1.926(4) .
Cu1 Cu2 2.5626(7) .
Cu1 I1 2.6329(6) .
Cu1 I2 2.6506(6) .
Cu1 I2 3.0456(6) 3_556
Cu2 C9 1.932(4) .
Cu2 I1 2.6350(5) .
Cu2 I2 2.7835(6) 3_556
Cu2 I2 2.8649(5) .
I2 Cu2 2.7835(6) 3_556
I2 Cu1 3.0456(6) 3_556
S1 C1 1.716(4) .
S1 C7 1.746(4) .
S2 C9 1.737(4) .
S2 C15 1.747(4) .
N1 C1 1.334(5) .
N1 C2 1.404(5) .
N1 C8 1.463(5) .
N2 C9 1.328(5) .
N2 C10 1.411(5) .
N2 C16 1.428(5) .
C2 C7 1.388(5) .
C2 C3 1.398(5) .
C3 C4 1.389(6) .
C4 C5 1.400(6) .
C5 C6 1.381(5) .
C6 C7 1.386(5) .
C10 C11 1.385(5) .
C10 C15 1.395(5) .
C11 C12 1.383(5) .
C12 C13 1.394(6) .
C13 C14 1.382(6) .
C14 C15 1.390(5) .
