#------------------------------------------------------------------------------
#$Date: 2016-02-13 21:28:24 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176429 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/59/7035914.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_7035914
loop_
_publ_author_name
'Srinivas, Katam'
'Naga Babu, Chatla'
'Prabusankar, Ganesan'
_publ_section_title
;
 Linear Cu(i) chalcogenones: synthesis and application in borylation of
 unsymmetrical alkynes.
;
_journal_issue                   35
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15636
_journal_page_last               15644
_journal_paper_doi               10.1039/c5dt02320c
_journal_volume                  44
_journal_year                    2015
_chemical_formula_moiety         'B F4, C42 H48 Cu N4 S2'
_chemical_formula_sum            'C42 H48 B Cu F4 N4 S2'
_chemical_formula_weight         823.32
_chemical_name_systematic        7
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_audit_creation_date             2015-04-04
_audit_creation_method
;
  Olex2 1.1
  (compiled Nov  1 2011 20:42:30, GUI svn.r3906)
;
_audit_update_record
;
2015-06-17 deposited with the CCDC.
2015-07-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.745(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   20.0772(7)
_cell_length_b                   8.2488(3)
_cell_length_c                   24.7461(10)
_cell_measurement_reflns_used    3328
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      71.1407
_cell_measurement_theta_min      3.6457
_cell_volume                     4012.5(3)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
olex2.refine (L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard,
H. Puschmann, in preparation, 2011)
;
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector_area_resol_mean 16.1293
_diffrn_measured_fraction_theta_full 1.00000
_diffrn_measured_fraction_theta_max 1.00000
_diffrn_measurement_details
;
  1 omega  -27.00    0.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000 -180.0000 27

  2 omega   21.00   70.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -        0.0000   77.0000 -180.0000 49

  3 omega -118.00  -65.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  178.0000    0.0000 53

  4 omega  -45.00   16.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000  -60.0000 61

  5 omega -116.00  -53.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000  -25.0000    0.0000 63

  6 omega  -49.00   27.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      -42.5000   38.0000    0.0000 76

  7 omega   92.00  124.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -       55.1553  158.0000  142.0000 32

  8 omega   37.00  177.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -12.0000  -90.0000 140

  9 omega   38.00   81.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -25.0000    0.0000 43

 10 omega  118.00  177.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  119.0000  168.0000 59

 11 omega  106.00  156.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  111.0000   60.0000 50

 12 omega   41.00  110.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105 -111.0000  120.0000 69

 13 omega   46.00   72.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -25.0000   90.0000 26

 14 omega   36.00   81.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -25.0000 -120.0000 45

 15 omega   45.00  117.00   1.0000    3.3800
omega____ theta____ kappa____ phi______ frames
    -      110.3105  -63.0000   90.0000 72
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0720026000
_diffrn_orient_matrix_UB_12      -0.0092350000
_diffrn_orient_matrix_UB_13      -0.0362185000
_diffrn_orient_matrix_UB_21      0.0309101000
_diffrn_orient_matrix_UB_22      -0.0231842000
_diffrn_orient_matrix_UB_23      -0.0516023000
_diffrn_orient_matrix_UB_31      -0.0002375000
_diffrn_orient_matrix_UB_32      -0.1850288000
_diffrn_orient_matrix_UB_33      0.0084666000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.5418
_diffrn_reflns_av_R_equivalents  0.0220
_diffrn_reflns_av_unetI/netI     0.0335
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            6872
_diffrn_reflns_theta_full        71.280278
_diffrn_reflns_theta_max         71.28
_diffrn_reflns_theta_min         3.65
_diffrn_source                   'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    2.188
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86310
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.3629
_exptl_crystal_description       block
_exptl_crystal_F_000             1719.5219
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.242600
_refine_diff_density_min         -0.549314
_refine_diff_density_rms         0.067623
_refine_ls_d_res_high            0.813980
_refine_ls_d_res_low             12.113994
_refine_ls_goodness_of_fit_ref   1.049306
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    36
_refine_ls_number_parameters     251
_refine_ls_number_reflns         3804
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.049306
_refine_ls_R_factor_all          0.044165
_refine_ls_R_factor_gt           0.038252
_refine_ls_shift/su_max          0.0011
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0654P)²+1.1308P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.108046
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              23
_reflns_limit_h_min              -24
_reflns_limit_k_max              10
_reflns_limit_k_min              0
_reflns_limit_l_max              30
_reflns_limit_l_min              0
_reflns_number_gt                3315
_reflns_number_total             3804
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c5dt02320c2.cif
_cod_data_source_block           7
_cod_depositor_comments
'Adding full bibliography for 7035913--7035920.cif.'
_cod_original_formula_sum        'C42 H48 B Cu F4 N4 S2 '
_cod_database_code               7035914
#BEGIN Tags that were not found in dictionaries:
_chemical_oxdiff_formula         'C42 H48 N4 S2 B F4 Cu'
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
#END Tags that were not found in dictionaries
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y,-z+1/2
3 -x,-y,-z
4 x,-y,z-1/2
5 x+1/2,y+1/2,z
6 -x+1/2,y+1/2,-z+1/2
7 -x+1/2,-y+1/2,-z
8 x+1/2,-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_refinement_flags_posn
B1 B 0.500000 0.6632(4) 0.750000 0.0324(6) Uani 1.000000 S
C1 C 0.19839(9) 0.5090(2) 0.41001(7) 0.0259(4) Uani 1.000000 .
C2 C 0.08989(10) 0.5505(3) 0.36778(8) 0.0331(4) Uani 1.000000 .
H2 H 0.04259(10) 0.5501(3) 0.36069(8) 0.0397(5) Uiso 1.000000 R
C3 C 0.12905(10) 0.6124(3) 0.33516(8) 0.0335(4) Uani 1.000000 .
H3 H 0.11410(10) 0.6633(3) 0.30134(8) 0.0402(5) Uiso 1.000000 R
C4 C 0.25457(9) 0.6382(2) 0.34029(7) 0.0270(4) Uani 1.000000 .
C5 C 0.27091(10) 0.8024(2) 0.34334(8) 0.0296(4) Uani 1.000000 .
C6 C 0.32664(10) 0.8521(2) 0.32212(8) 0.0321(4) Uani 1.000000 .
H6 H 0.33832(10) 0.9613(2) 0.32357(8) 0.0385(5) Uiso 1.000000 R
C7 C 0.36536(10) 0.7428(2) 0.29878(8) 0.0330(4) Uani 1.000000 .
C8 C 0.34692(10) 0.5799(3) 0.29637(8) 0.0332(4) Uani 1.000000 .
H8 H 0.37233(10) 0.5062(3) 0.28054(8) 0.0398(5) Uiso 1.000000 R
C9 C 0.29175(10) 0.5243(2) 0.31689(8) 0.0299(4) Uani 1.000000 .
C10 C 0.27420(11) 0.3465(2) 0.31501(9) 0.0369(5) Uani 1.000000 .
H10a H 0.2898(8) 0.2996(5) 0.35086(19) 0.0553(7) Uiso 1.000000 G
H10b H 0.22578(13) 0.3337(3) 0.3042(7) 0.0553(7) Uiso 1.000000 G
H10c H 0.2958(7) 0.2930(4) 0.2887(5) 0.0553(7) Uiso 1.000000 G
C11 C 0.22993(12) 0.9231(3) 0.36867(9) 0.0404(5) Uani 1.000000 .
H11a H 0.1880(4) 0.9451(16) 0.3433(3) 0.0606(7) Uiso 1.000000 G
H11b H 0.2204(8) 0.8794(9) 0.4022(4) 0.0606(7) Uiso 1.000000 G
H11c H 0.2553(4) 1.0219(8) 0.3766(7) 0.0606(7) Uiso 1.000000 G
C12 C 0.42555(11) 0.7973(3) 0.27577(10) 0.0455(5) Uani 1.000000 .
H12a H 0.4643(3) 0.7314(16) 0.2908(6) 0.0682(8) Uiso 1.000000 G
H12b H 0.4152(4) 0.787(2) 0.23632(12) 0.0682(8) Uiso 1.000000 G
H12c H 0.4355(6) 0.9087(8) 0.2855(7) 0.0682(8) Uiso 1.000000 G
C13 C 0.11015(9) 0.4069(2) 0.45911(7) 0.0264(4) Uani 1.000000 .
C14 C 0.10603(10) 0.4961(2) 0.50615(8) 0.0312(4) Uani 1.000000 .
C15 C 0.08431(10) 0.4147(3) 0.54870(8) 0.0336(4) Uani 1.000000 .
H15 H 0.08087(10) 0.4714(3) 0.58051(8) 0.0404(5) Uiso 1.000000 R
C16 C 0.06768(9) 0.2517(2) 0.54493(8) 0.0308(4) Uani 1.000000 .
C17 C 0.07086(9) 0.1689(2) 0.49678(8) 0.0293(4) Uani 1.000000 .
H17 H 0.05854(9) 0.0601(2) 0.49372(8) 0.0351(5) Uiso 1.000000 R
C18 C 0.09203(9) 0.2446(2) 0.45287(8) 0.0269(4) Uani 1.000000 .
C19 C 0.09550(11) 0.1526(3) 0.40092(9) 0.0393(5) Uani 1.000000 .
H19a H 0.0555(4) 0.1747(17) 0.3734(2) 0.0589(7) Uiso 1.000000 G
H19b H 0.1351(5) 0.1859(15) 0.3876(4) 0.0589(7) Uiso 1.000000 G
H19c H 0.0982(9) 0.0385(3) 0.40870(18) 0.0589(7) Uiso 1.000000 G
C20 C 0.12507(13) 0.6729(3) 0.51101(10) 0.0436(5) Uani 1.000000 .
H20a H 0.1717(3) 0.6854(3) 0.5080(8) 0.0654(8) Uiso 1.000000 G
H20b H 0.0963(6) 0.7327(4) 0.4820(5) 0.0654(8) Uiso 1.000000 G
H20c H 0.1193(9) 0.7133(6) 0.5461(3) 0.0654(8) Uiso 1.000000 G
C21 C 0.04725(11) 0.1633(3) 0.59266(9) 0.0427(5) Uani 1.000000 .
H21a H 0.0650(8) 0.2198(13) 0.62643(13) 0.0641(8) Uiso 1.000000 G
H21b H -0.00146(11) 0.159(2) 0.5870(4) 0.0641(8) Uiso 1.000000 G
H21c H 0.0652(8) 0.0551(8) 0.5948(5) 0.0641(8) Uiso 1.000000 G
Cu1 Cu 0.250000 0.250000 0.500000 0.02910(13) Uani 1.000000 S
F1 F 0.45743(7) 0.56823(17) 0.71184(6) 0.0490(3) Uani 1.000000 .
F2 F 0.46081(8) 0.76200(17) 0.77692(5) 0.0508(4) Uani 1.000000 .
N1 N 0.13273(7) 0.48697(19) 0.41417(6) 0.0273(3) Uani 1.000000 .
N2 N 0.19640(8) 0.58627(19) 0.36139(6) 0.0277(3) Uani 1.000000 .
S1 S 0.27185(2) 0.46029(6) 0.455036(19) 0.03114(14) Uani 1.000000 .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.01920 0.00962 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
B 0.00963 0.00408 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
F 0.07537 0.05506 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
H 0.00000 0.00000 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
N 0.03256 0.01839 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
S 0.33537 0.55136 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
Cu -1.96878 0.60861 'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
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
F1 B1 F1 110.9(3) . 2_656
F2 B1 F1 109.13(9) . .
F2 B1 F1 109.64(8) . 2_656
F2 B1 F1 109.13(9) 2_656 2_656
F2 B1 F1 109.64(8) 2_656 .
F2 B1 F2 108.4(3) . 2_656
N2 C1 N1 106.10(15) . .
S1 C1 N1 130.08(14) . .
S1 C1 N2 123.79(14) . .
C3 C2 H2 126.22(12) . .
N1 C2 H2 126.22(10) . .
N1 C2 C3 107.56(17) . .
H3 C3 C2 126.45(12) . .
N2 C3 C2 107.11(17) . .
N2 C3 H3 126.45(10) . .
C9 C4 C5 122.50(17) . .
N2 C4 C5 118.04(16) . .
N2 C4 C9 119.45(17) . .
C6 C5 C4 117.68(18) . .
C11 C5 C4 121.53(17) . .
C11 C5 C6 120.80(19) . .
H6 C6 C5 119.10(12) . .
C7 C6 C5 121.80(18) . .
C7 C6 H6 119.10(11) . .
C8 C7 C6 118.50(18) . .
C12 C7 C6 121.55(19) . .
C12 C7 C8 119.94(19) . .
H8 C8 C7 119.04(11) . .
C9 C8 C7 121.93(18) . .
C9 C8 H8 119.04(12) . .
C8 C9 C4 117.58(18) . .
C10 C9 C4 121.76(18) . .
C10 C9 C8 120.64(18) . .
H10a C10 C9 109.5 . .
H10b C10 C9 109.5 . .
H10b C10 H10a 109.5 . .
H10c C10 C9 109.5 . .
H10c C10 H10a 109.5 . .
H10c C10 H10b 109.5 . .
H11a C11 C5 109.5 . .
H11b C11 C5 109.5 . .
H11b C11 H11a 109.5 . .
H11c C11 C5 109.5 . .
H11c C11 H11a 109.5 . .
H11c C11 H11b 109.5 . .
H12a C12 C7 109.5 . .
H12b C12 C7 109.5 . .
H12b C12 H12a 109.5 . .
H12c C12 C7 109.5 . .
H12c C12 H12a 109.5 . .
H12c C12 H12b 109.5 . .
C18 C13 C14 122.93(17) . .
N1 C13 C14 118.89(17) . .
N1 C13 C18 118.17(17) . .
C15 C14 C13 117.28(19) . .
C20 C14 C13 121.38(18) . .
C20 C14 C15 121.34(19) . .
H15 C15 C14 119.13(12) . .
C16 C15 C14 121.75(18) . .
C16 C15 H15 119.13(11) . .
C17 C16 C15 118.96(18) . .
C21 C16 C15 121.04(19) . .
C21 C16 C17 119.99(19) . .
H17 C17 C16 119.19(11) . .
C18 C17 C16 121.61(18) . .
C18 C17 H17 119.19(11) . .
C17 C18 C13 117.42(17) . .
C19 C18 C13 121.64(17) . .
C19 C18 C17 120.94(17) . .
H19a C19 C18 109.5 . .
H19b C19 C18 109.5 . .
H19b C19 H19a 109.5 . .
H19c C19 C18 109.5 . .
H19c C19 H19a 109.5 . .
H19c C19 H19b 109.5 . .
H20a C20 C14 109.5 . .
H20b C20 C14 109.5 . .
H20b C20 H20a 109.5 . .
H20c C20 C14 109.5 . .
H20c C20 H20a 109.5 . .
H20c C20 H20b 109.5 . .
H21a C21 C16 109.5 . .
H21b C21 C16 109.5 . .
H21b C21 H21a 109.5 . .
H21c C21 C16 109.5 . .
H21c C21 H21a 109.5 . .
H21c C21 H21b 109.5 . .
S1 Cu1 S1 180.0 7_556 .
C2 N1 C1 109.55(15) . .
C13 N1 C1 125.64(15) . .
C13 N1 C2 124.79(15) . .
C3 N2 C1 109.68(15) . .
C4 N2 C1 125.68(15) . .
C4 N2 C3 124.61(15) . .
Cu1 S1 C1 106.70(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
B1 F1 1.381(2) .
B1 F1 1.381(2) 2_656
B1 F2 1.393(2) .
B1 F2 1.393(2) 2_656
C1 N1 1.355(2) .
C1 N2 1.355(2) .
C1 S1 1.7056(18) .
C2 H2 0.9300 .
C2 C3 1.337(3) .
C2 N1 1.389(2) .
C3 H3 0.9300 .
C3 N2 1.393(2) .
C4 C5 1.392(3) .
C4 C9 1.397(3) .
C4 N2 1.438(2) .
C5 C6 1.391(3) .
C5 C11 1.507(3) .
C6 H6 0.9300 .
C6 C7 1.390(3) .
C7 C8 1.392(3) .
C7 C12 1.506(3) .
C8 H8 0.9300 .
C8 C9 1.387(3) .
C9 C10 1.507(3) .
C10 H10a 0.9600 .
C10 H10b 0.9600 .
C10 H10c 0.9600 .
C11 H11a 0.9600 .
C11 H11b 0.9600 .
C11 H11c 0.9600 .
C12 H12a 0.9600 .
C12 H12b 0.9600 .
C12 H12c 0.9600 .
C13 C14 1.394(3) .
C13 C18 1.388(3) .
C13 N1 1.444(2) .
C14 C15 1.392(3) .
C14 C20 1.506(3) .
C15 H15 0.9300 .
C15 C16 1.384(3) .
C16 C17 1.386(3) .
C16 C21 1.514(3) .
C17 H17 0.9300 .
C17 C18 1.393(3) .
C18 C19 1.507(3) .
C19 H19a 0.9600 .
C19 H19b 0.9600 .
C19 H19c 0.9600 .
C20 H20a 0.9600 .
C20 H20b 0.9600 .
C20 H20c 0.9600 .
C21 H21a 0.9600 .
C21 H21b 0.9600 .
C21 H21c 0.9600 .
Cu1 S1 2.1536(4) 7_556
Cu1 S1 2.1536(4) .
