#------------------------------------------------------------------------------
#$Date: 2019-11-23 13:41:32 +0200 (Sat, 23 Nov 2019) $
#$Revision: 233478 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/88/4348899.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_4348899
loop_
_publ_author_name
'Bai, Shi-Qiang'
'Jiang, Lu'
'Tan, Ai Lin'
'Yeo, Sing Chen'
'Young, David James'
'Andy Hor, T. S.'
_publ_section_title
;
 Assembly of photoluminescent [CunIn] (n = 4, 6 and 8) clusters by
 clickable hybrid [N,S] ligands
;
_journal_issue                   11
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              1011
_journal_paper_doi               10.1039/C5QI00030K
_journal_volume                  2
_journal_year                    2015
_chemical_formula_sum            'C16 H16 Cu2 I2 N4 S'
_chemical_formula_weight         677.27
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2014-12-12 deposited with the CCDC.
2015-09-06 downloaded from the CCDC.
;
_cell_angle_alpha                76.4810(17)
_cell_angle_beta                 85.8190(18)
_cell_angle_gamma                60.2080(13)
_cell_formula_units_Z            2
_cell_length_a                   9.1116(5)
_cell_length_b                   9.1187(5)
_cell_length_c                   13.5556(7)
_cell_measurement_reflns_used    9940
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.31
_cell_measurement_theta_min      2.58
_cell_volume                     949.09(9)
_computing.cell_refinement       'APEX2 v2013.6--2 (Bruker AXS)'
_computing.data_collection       'APEX2 (Bruker AXS)'
_computing.data_reduction        'SAINT V8.32B (Bruker AXS Inc., 2013)'
_computing.molecular_graphics    'Bruker SHELXTL'
_computing.publication_material  'Bruker SHELXTL'
_computing.structure_refinement  'SHELXL--2013 (Sheldrick 2013)'
_computing.structure_solution    'SHELXS--97 (Sheldrick 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker D8 Venture'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0276
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            23795
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.318
_diffrn_reflns_theta_min         2.579
_exptl_absorpt_coefficient_mu    5.610
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.5832
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2008)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    2.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.170
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.100
_refine_diff_density_max         1.057
_refine_diff_density_min         -1.496
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     270
_refine_ls_number_reflns         4709
_refine_ls_number_restraints     167
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0217
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0104P)²+1.7246P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0398
_refine_ls_wR_factor_ref         0.0414
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4158
_reflns_number_total             4709
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5qi00030k1.cif
_cod_data_source_block           D650A
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

data item '_exptl_crystal_density_meas' value 'Not Measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4348899
_shelx_space_group_comment
; 
The symmetry employed for this shelxl refinement is uniquely defined 
by the following loop, which should always be used as a source of 
symmetry information in preference to the above space-group names. 
They are only intended as comments. 
;
_shelx_estimated_absorpt_t_min   0.449
_shelx_estimated_absorpt_t_max   0.604
_computing.bruker_data_scaling   'SADABS V2012/1 (Bruker AXS Inc.)'
_shelxl_version_number           2013-3
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
S1 S 0.41710(16) 0.30659(16) 0.79694(10) 0.0157(2) Uani 0.5 1 d . U P A -1
C10 C 0.5743(6) 0.0760(7) 0.8160(4) 0.0154(4) Uani 0.5 1 d . U P A -1
H10A H 0.5163 0.0072 0.8374 0.018 Uiso 0.5 1 calc R U P A -1
H10B H 0.6249 0.0529 0.7503 0.018 Uiso 0.5 1 calc R U P A -1
C11 C 0.71606(13) 0.01447(14) 0.89477(10) 0.0156(5) Uani 0.5 1 d G U P A -1
C12 C 0.72679(18) -0.09606(17) 0.98747(12) 0.0163(6) Uani 0.5 1 d G U P A -1
H12 H 0.6470 -0.1356 1.0014 0.020 Uiso 0.5 1 calc R U P A -1
C13 C 0.8542(2) -0.1487(3) 1.05979(12) 0.0177(6) Uani 0.5 1 d G U P A -1
H13 H 0.8616 -0.2243 1.1231 0.021 Uiso 0.5 1 calc R U P A -1
C14 C 0.97096(17) -0.0909(3) 1.03943(13) 0.0182(6) Uani 0.5 1 d G U P A -1
H14 H 1.0581 -0.1269 1.0889 0.022 Uiso 0.5 1 calc R U P A -1
C15 C 0.96023(14) 0.0196(3) 0.94673(14) 0.0181(6) Uani 0.5 1 d G U P A -1
H15 H 1.0400 0.0592 0.9328 0.022 Uiso 0.5 1 calc R U P A -1
C16 C 0.83278(12) 0.07232(19) 0.87440(11) 0.0172(6) Uani 0.5 1 d G U P A -1
H16 H 0.8254 0.1479 0.8110 0.021 Uiso 0.5 1 calc R U P A -1
S1A S 0.58290(13) 0.23123(14) 0.79681(8) 0.0160(2) Uani 0.5 1 d G U P A -2
C10A C 0.42320(14) 0.16327(17) 0.81410(10) 0.0157(4) Uani 0.5 1 d G U P A -2
H10C H 0.3644 0.1946 0.7476 0.019 Uiso 0.5 1 calc R U P A -2
H10D H 0.4807 0.0354 0.8377 0.019 Uiso 0.5 1 calc R U P A -2
C11A C 0.29076(13) 0.24482(19) 0.89029(11) 0.0168(5) Uani 0.5 1 d G U P A -2
C12A C 0.18601(13) 0.4238(2) 0.87044(13) 0.0190(6) Uani 0.5 1 d G U P A -2
H12A H 0.1978 0.4952 0.8106 0.023 Uiso 0.5 1 calc R U P A -2
C13A C 0.06404(15) 0.4985(3) 0.93812(16) 0.0197(6) Uani 0.5 1 d G U P A -2
H13A H -0.0075 0.6209 0.9246 0.024 Uiso 0.5 1 calc R U P A -2
C14A C 0.04681(18) 0.3941(3) 1.02568(16) 0.0199(6) Uani 0.5 1 d G U P A -2
H14A H -0.0366 0.4452 1.0719 0.024 Uiso 0.5 1 calc R U P A -2
C15A C 0.1515(2) 0.2151(3) 1.04553(15) 0.0191(6) Uani 0.5 1 d G U P A -2
H15A H 0.1398 0.1438 1.1054 0.023 Uiso 0.5 1 calc R U P A -2
C16A C 0.27353(18) 0.1405(2) 0.97785(13) 0.0179(6) Uani 0.5 1 d G U P A -2
H16A H 0.3451 0.0181 0.9914 0.022 Uiso 0.5 1 calc R U P A -2
Cu1 Cu 0.20912(4) 0.33483(4) 0.36650(2) 0.01384(7) Uani 1 1 d . . . . .
Cu2 Cu 0.09279(4) 0.53064(4) 0.56156(3) 0.01914(8) Uani 1 1 d . . . . .
I1 I 0.02087(2) 0.20482(2) 0.35572(2) 0.02019(5) Uani 1 1 d . . . . .
I2 I -0.02610(2) 0.31886(2) 0.64664(2) 0.01498(4) Uani 1 1 d . . . . .
N1 N 0.3955(3) 0.2955(3) 0.26215(16) 0.0135(4) Uani 1 1 d . . . . .
N2 N 0.5467(2) 0.2062(3) 0.46888(16) 0.0116(4) Uani 1 1 d . . . . .
N3 N 0.3786(2) 0.2814(3) 0.47889(16) 0.0118(4) Uani 1 1 d . . . . .
N4 N 0.3451(3) 0.3633(3) 0.55325(16) 0.0115(4) Uani 1 1 d . . . . .
C1 C 0.3420(3) 0.3761(3) 0.1651(2) 0.0164(5) Uani 1 1 d . . . . .
H1 H 0.2237 0.4479 0.1494 0.020 Uiso 1 1 calc R U . . .
C2 C 0.4513(3) 0.3594(3) 0.0865(2) 0.0184(5) Uani 1 1 d . . . . .
H2 H 0.4089 0.4152 0.0182 0.022 Uiso 1 1 calc R U . . .
C3 C 0.6236(3) 0.2593(3) 0.1101(2) 0.0188(6) Uani 1 1 d . . . . .
H3 H 0.7019 0.2465 0.0581 0.023 Uiso 1 1 calc R U . . .
C4 C 0.6808(3) 0.1782(3) 0.2104(2) 0.0160(5) Uani 1 1 d . . . . .
H4 H 0.7987 0.1099 0.2282 0.019 Uiso 1 1 calc R U . . .
C5 C 0.5635(3) 0.1979(3) 0.28463(19) 0.0121(5) Uani 1 1 d . . . . .
C6 C 0.6230(3) 0.0994(3) 0.39308(19) 0.0158(5) Uani 1 1 d . . . . .
H6A H 0.5967 0.0036 0.4089 0.019 Uiso 1 1 calc R U . . .
H6B H 0.7476 0.0469 0.3994 0.019 Uiso 1 1 calc R U . . .
C7 C 0.6218(3) 0.2364(3) 0.53744(19) 0.0130(5) Uani 1 1 d . . . . .
H7 H 0.7391 0.1974 0.5461 0.016 Uiso 1 1 calc R U . . .
C8 C 0.4920(3) 0.3363(3) 0.59259(18) 0.0111(5) Uani 1 1 d . . . . .
C9 C 0.4955(3) 0.4026(3) 0.6821(2) 0.0155(5) Uani 1 1 d D . . . .
H9A H 0.400(3) 0.507(3) 0.681(2) 0.022(8) Uiso 1 1 d D . . . .
H9B H 0.590(3) 0.414(4) 0.686(2) 0.028(9) Uiso 1 1 d D . . . .
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
C10 S1 C9 101.32(19) . .
C11 C10 S1 114.0(3) . .
C12 C11 C16 120.0 . .
C12 C11 C10 120.3(2) . .
C16 C11 C10 119.7(2) . .
C13 C12 C11 120.0 . .
C12 C13 C14 120.0 . .
C15 C14 C13 120.0 . .
C14 C15 C16 120.0 . .
C15 C16 C11 120.0 . .
C9 S1A C10A 100.35(10) . .
C11A C10A S1A 113.8 . .
C12A C11A C16A 120.0 . .
C12A C11A C10A 119.6 . .
C16A C11A C10A 120.4 . .
C13A C12A C11A 120.0 . .
C12A C13A C14A 120.0 . .
C15A C14A C13A 120.0 . .
C14A C15A C16A 120.0 . .
C15A C16A C11A 120.0 . .
N3 Cu1 N1 89.76(8) . .
N3 Cu1 I1 130.61(6) . .
N1 Cu1 I1 117.15(6) . .
N3 Cu1 Cu2 107.64(6) . 2_566
N1 Cu1 Cu2 158.68(6) . 2_566
I1 Cu1 Cu2 60.432(11) . 2_566
N3 Cu1 I2 96.42(6) . 2_566
N1 Cu1 I2 106.89(6) . 2_566
I1 Cu1 I2 111.976(13) . 2_566
Cu2 Cu1 I2 59.995(11) 2_566 2_566
N4 Cu2 I1 123.22(6) . 2_566
N4 Cu2 Cu1 159.61(6) . 2_566
I1 Cu2 Cu1 58.563(10) 2_566 2_566
N4 Cu2 I2 102.91(6) . .
I1 Cu2 I2 111.875(13) 2_566 .
Cu1 Cu2 I2 61.734(11) 2_566 .
N4 Cu2 Cu2 109.07(6) . 2_566
I1 Cu2 Cu2 126.530(18) 2_566 2_566
Cu1 Cu2 Cu2 76.652(15) 2_566 2_566
I2 Cu2 Cu2 61.794(13) . 2_566
N4 Cu2 I2 96.45(6) . 2_566
I1 Cu2 I2 103.737(13) 2_566 2_566
Cu1 Cu2 I2 102.771(14) 2_566 2_566
I2 Cu2 I2 118.785(13) . 2_566
Cu2 Cu2 I2 56.991(13) 2_566 2_566
Cu1 I1 Cu2 61.004(11) . 2_566
Cu2 I2 Cu1 58.272(10) . 2_566
Cu2 I2 Cu2 61.215(13) . 2_566
Cu1 I2 Cu2 74.931(10) 2_566 2_566
C1 N1 C5 118.4(2) . .
C1 N1 Cu1 116.35(17) . .
C5 N1 Cu1 125.28(17) . .
N3 N2 C7 111.08(19) . .
N3 N2 C6 119.2(2) . .
C7 N2 C6 129.6(2) . .
N4 N3 N2 106.77(19) . .
N4 N3 Cu1 125.69(15) . .
N2 N3 Cu1 123.60(15) . .
N3 N4 C8 109.55(19) . .
N3 N4 Cu2 113.46(15) . .
C8 N4 Cu2 135.69(16) . .
N1 C1 C2 123.0(2) . .
C3 C2 C1 118.3(2) . .
C2 C3 C4 119.3(2) . .
C3 C4 C5 119.1(2) . .
N1 C5 C4 121.9(2) . .
N1 C5 C6 118.2(2) . .
C4 C5 C6 119.8(2) . .
N2 C6 C5 114.3(2) . .
N2 C7 C8 105.2(2) . .
N4 C8 C7 107.4(2) . .
N4 C8 C9 121.8(2) . .
C7 C8 C9 130.8(2) . .
C8 C9 S1A 112.48(18) . .
C8 C9 S1 111.47(18) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
S1 C10 1.830(5) .
S1 C9 1.877(3) .
C10 C11 1.524(5) .
C11 C12 1.3900 .
C11 C16 1.3900 .
C12 C13 1.3900 .
C13 C14 1.3900 .
C14 C15 1.3900 .
C15 C16 1.3900 .
S1A C9 1.817(3) .
S1A C10A 1.8261 .
C10A C11A 1.5367 .
C11A C12A 1.3900 .
C11A C16A 1.3900 .
C12A C13A 1.3900 .
C13A C14A 1.3900 .
C14A C15A 1.3900 .
C15A C16A 1.3900 .
Cu1 N3 2.047(2) .
Cu1 N1 2.072(2) .
Cu1 I1 2.5509(4) .
Cu1 Cu2 2.6150(4) 2_566
Cu1 I2 2.7078(4) 2_566
Cu2 N4 2.046(2) .
Cu2 I1 2.6004(4) 2_566
Cu2 Cu1 2.6150(4) 2_566
Cu2 I2 2.6624(4) .
Cu2 Cu2 2.7826(7) 2_566
Cu2 I2 2.7979(4) 2_566
I1 Cu2 2.6004(4) 2_566
I2 Cu1 2.7078(4) 2_566
I2 Cu2 2.7979(4) 2_566
N1 C1 1.339(3) .
N1 C5 1.348(3) .
N2 N3 1.343(3) .
N2 C7 1.345(3) .
N2 C6 1.476(3) .
N3 N4 1.322(3) .
N4 C8 1.360(3) .
C1 C2 1.386(4) .
C2 C3 1.384(4) .
C3 C4 1.385(4) .
C4 C5 1.387(3) .
C5 C6 1.509(4) .
C7 C8 1.381(3) .
C8 C9 1.485(3) .
