#------------------------------------------------------------------------------
#$Date: 2017-05-06 00:47:04 +0300 (Sat, 06 May 2017) $
#$Revision: 196339 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/52/1545291.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_1545291
loop_
_publ_author_name
'Goswami, V. E.'
'Walli, A.'
'Förster, M'
'Dechert, S.'
'Demeshko, S.'
'Holthausen, M. C.'
'Meyer, F.'
_publ_section_title
;
 Acid/base triggered interconversion of μ-η(2):η(2)-peroxido and
 bis(μ-oxido) dicopper intermediates capped by proton-responsive ligands.
;
_journal_issue                   4
_journal_name_full               'Chemical science'
_journal_page_first              3031
_journal_page_last               3037
_journal_paper_doi               10.1039/c6sc04820j
_journal_volume                  8
_journal_year                    2017
_chemical_formula_moiety         'C28 H46 Cu2 F6 N4 O12 S2'
_chemical_formula_sum            'C28 H46 Cu2 F6 N4 O12 S2'
_chemical_formula_weight         935.89
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-10-25 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.996(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   9.5488(4)
_cell_length_b                   11.0676(3)
_cell_length_c                   18.7942(7)
_cell_measurement_reflns_used    26676
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      26.732
_cell_measurement_theta_min      2.148
_cell_volume                     1942.84(12)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-AREA (Stoe & Cie, 2002)'
_computing_molecular_graphics    'DIAMOND (Brandenburg, 2012)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      133(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Stoe IPDS II'
_diffrn_measurement_method       ω
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0432
_diffrn_reflns_av_unetI/netI     0.0229
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            26676
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_min         2.148
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.292
_exptl_absorpt_correction_T_max  0.8126
_exptl_absorpt_correction_T_min  0.6434
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'X-RED (Stoe & Cie, 2002)'
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_description       block
_exptl_crystal_F_000             964
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.170
_refine_diff_density_max         0.620
_refine_diff_density_min         -0.234
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.089
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         4108
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.089
_refine_ls_R_factor_all          0.0387
_refine_ls_R_factor_gt           0.0321
_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)+(0.0520P)²+0.3600P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0800
_refine_ls_wR_factor_ref         0.0824
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3642
_reflns_number_total             4108
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6sc04820j2.cif
_cod_data_source_block           9-vg176
_cod_depositor_comments
;Adding full bibliography for 1545287--1545291.cif.

 Adding full bibliography for 1545287--1545291.cif.
;
_cod_database_code               1545291
_shelx_shelxl_version_number     2014/7
_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   0.564
_shelx_estimated_absorpt_t_max   0.810
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cu1 Cu 0.37799(2) 0.58594(2) 0.47574(2) 0.01855(9) Uani 1 1 d . .
N1 N 0.33507(17) 0.75206(14) 0.50911(8) 0.0210(3) Uani 1 1 d . .
N2 N 0.17555(17) 0.57906(14) 0.41568(9) 0.0209(3) Uani 1 1 d . .
O1 O 0.21603(17) 0.92502(13) 0.51213(9) 0.0328(4) Uani 1 1 d . .
O2 O -0.00435(15) 0.65535(14) 0.33143(8) 0.0309(3) Uani 1 1 d . .
O3 O 0.41751(15) 0.41444(12) 0.47936(8) 0.0222(3) Uani 1 1 d D .
C1 C 0.1283(2) 0.80444(18) 0.40711(11) 0.0232(4) Uani 1 1 d . .
C2 C 0.1867(2) 0.8705(2) 0.34711(12) 0.0317(5) Uani 1 1 d . .
H2A H 0.2808 0.8374 0.3446 0.048 Uiso 1 1 calc R U
H2B H 0.1960 0.9569 0.3584 0.048 Uiso 1 1 calc R U
H2C H 0.1206 0.8590 0.3002 0.048 Uiso 1 1 calc R U
C3 C -0.0180(2) 0.8594(2) 0.41285(13) 0.0336(5) Uani 1 1 d . .
H3A H -0.0864 0.8483 0.3666 0.050 Uiso 1 1 calc R U
H3B H -0.0064 0.9459 0.4237 0.050 Uiso 1 1 calc R U
H3C H -0.0539 0.8189 0.4519 0.050 Uiso 1 1 calc R U
C4 C 0.2335(2) 0.82113(17) 0.47863(11) 0.0219(4) Uani 1 1 d . .
C6 C 0.3113(3) 0.9195(2) 0.58311(12) 0.0343(5) Uani 1 1 d . .
H6A H 0.2565 0.9067 0.6218 0.041 Uiso 1 1 calc R U
H6B H 0.3673 0.9951 0.5934 0.041 Uiso 1 1 calc R U
C7 C 0.4105(2) 0.81132(18) 0.57850(11) 0.0255(4) Uani 1 1 d . .
C8 C 0.5587(2) 0.8537(2) 0.57166(14) 0.0365(5) Uani 1 1 d . .
H8A H 0.6184 0.7835 0.5667 0.055 Uiso 1 1 calc R U
H8B H 0.6026 0.8996 0.6152 0.055 Uiso 1 1 calc R U
H8C H 0.5504 0.9055 0.5287 0.055 Uiso 1 1 calc R U
C9 C 0.4162(3) 0.7240(2) 0.64112(12) 0.0336(5) Uani 1 1 d . .
H9A H 0.3194 0.6951 0.6416 0.050 Uiso 1 1 calc R U
H9B H 0.4556 0.7653 0.6871 0.050 Uiso 1 1 calc R U
H9C H 0.4775 0.6553 0.6352 0.050 Uiso 1 1 calc R U
C10 C 0.1067(2) 0.67254(18) 0.38745(10) 0.0229(4) Uani 1 1 d . .
C11 C -0.0312(2) 0.5260(2) 0.32874(13) 0.0344(5) Uani 1 1 d . .
H11A H -0.0506 0.4964 0.2779 0.041 Uiso 1 1 calc R U
H11B H -0.1139 0.5060 0.3508 0.041 Uiso 1 1 calc R U
C12 C 0.1073(2) 0.47070(18) 0.37293(11) 0.0247(4) Uani 1 1 d . .
C13 C 0.2044(2) 0.4282(2) 0.32338(12) 0.0312(5) Uani 1 1 d . .
H13A H 0.2194 0.4945 0.2912 0.047 Uiso 1 1 calc R U
H13B H 0.1596 0.3599 0.2941 0.047 Uiso 1 1 calc R U
H13C H 0.2967 0.4029 0.3529 0.047 Uiso 1 1 calc R U
C14 C 0.0731(2) 0.3722(2) 0.42289(12) 0.0317(5) Uani 1 1 d . .
H14A H 0.1624 0.3364 0.4498 0.047 Uiso 1 1 calc R U
H14B H 0.0149 0.3096 0.3939 0.047 Uiso 1 1 calc R U
H14C H 0.0198 0.4070 0.4573 0.047 Uiso 1 1 calc R U
S1 S 0.56923(5) 0.70691(5) 0.34805(3) 0.02544(12) Uani 1 1 d . .
O11 O 0.43962(15) 0.65372(16) 0.36277(8) 0.0331(4) Uani 1 1 d . .
O12 O 0.69804(16) 0.67123(17) 0.39837(8) 0.0378(4) Uani 1 1 d . .
O13 O 0.5585(2) 0.83212(15) 0.32830(10) 0.0428(4) Uani 1 1 d . .
C21 C 0.5847(2) 0.6325(2) 0.26353(12) 0.0299(4) Uani 1 1 d . .
F11 F 0.60665(17) 0.51417(13) 0.27215(8) 0.0466(4) Uani 1 1 d . .
F12 F 0.69396(17) 0.67787(16) 0.23791(8) 0.0528(4) Uani 1 1 d . .
F13 F 0.46667(16) 0.64742(13) 0.21233(7) 0.0403(3) Uani 1 1 d . .
H3 H 0.379(3) 0.388(2) 0.5086(12) 0.030(7) 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 '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'
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
O3 Cu1 O3 79.22(6) . 3_666
O3 Cu1 N1 159.53(6) . .
O3 Cu1 N1 96.72(6) 3_666 .
O3 Cu1 N2 98.00(6) . .
O3 Cu1 N2 171.57(6) 3_666 .
N1 Cu1 N2 88.59(6) . .
O3 Cu1 O11 104.61(6) . .
O3 Cu1 O11 88.65(6) 3_666 .
N1 Cu1 O11 95.28(6) . .
N2 Cu1 O11 84.34(6) . .
O3 Cu1 Cu1 39.93(4) . 3_666
O3 Cu1 Cu1 39.30(4) 3_666 3_666
N1 Cu1 Cu1 132.88(5) . 3_666
N2 Cu1 Cu1 137.40(5) . 3_666
O11 Cu1 Cu1 98.46(4) . 3_666
C4 N1 C7 108.14(16) . .
C4 N1 Cu1 126.41(14) . .
C7 N1 Cu1 125.26(12) . .
C10 N2 C12 107.04(16) . .
C10 N2 Cu1 123.26(13) . .
C12 N2 Cu1 125.52(12) . .
C4 O1 C6 106.31(15) . .
C10 O2 C11 105.77(15) . .
Cu1 O3 Cu1 100.78(6) . 3_666
C10 C1 C4 111.55(16) . .
C10 C1 C2 109.32(17) . .
C4 C1 C2 108.52(16) . .
C10 C1 C3 108.54(16) . .
C4 C1 C3 109.39(17) . .
C2 C1 C3 109.50(17) . .
N1 C4 O1 117.49(17) . .
N1 C4 C1 129.00(18) . .
O1 C4 C1 113.50(16) . .
O1 C6 C7 104.86(16) . .
N1 C7 C9 109.22(17) . .
N1 C7 C8 110.35(17) . .
C9 C7 C8 112.24(18) . .
N1 C7 C6 101.45(16) . .
C9 C7 C6 112.06(18) . .
C8 C7 C6 110.99(18) . .
N2 C10 O2 117.64(18) . .
N2 C10 C1 130.38(17) . .
O2 C10 C1 111.97(16) . .
O2 C11 C12 104.36(16) . .
N2 C12 C14 111.41(17) . .
N2 C12 C13 108.69(16) . .
C14 C12 C13 113.22(18) . .
N2 C12 C11 101.45(16) . .
C14 C12 C11 110.43(18) . .
C13 C12 C11 111.02(18) . .
O13 S1 O12 116.12(11) . .
O13 S1 O11 115.12(11) . .
O12 S1 O11 114.19(9) . .
O13 S1 C21 103.04(11) . .
O12 S1 C21 103.60(10) . .
O11 S1 C21 102.15(10) . .
S1 O11 Cu1 131.49(9) . .
F11 C21 F13 107.32(18) . .
F11 C21 F12 107.41(18) . .
F13 C21 F12 107.49(18) . .
F11 C21 S1 112.19(15) . .
F13 C21 S1 111.35(15) . .
F12 C21 S1 110.85(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3 1.9338(14) .
Cu1 O3 1.9596(14) 3_666
Cu1 N1 2.0120(16) .
Cu1 N2 2.0272(16) .
Cu1 O11 2.4364(15) .
Cu1 Cu1 2.9994(4) 3_666
N1 C4 1.274(2) .
N1 C7 1.503(2) .
N2 C10 1.280(3) .
N2 C12 1.514(2) .
O1 C4 1.338(2) .
O1 C6 1.451(3) .
O2 C10 1.344(2) .
O2 C11 1.453(3) .
O3 Cu1 1.9597(14) 3_666
C1 C10 1.509(3) .
C1 C4 1.513(3) .
C1 C2 1.542(3) .
C1 C3 1.548(3) .
C6 C7 1.540(3) .
C7 C9 1.515(3) .
C7 C8 1.521(3) .
C11 C12 1.536(3) .
C12 C14 1.518(3) .
C12 C13 1.519(3) .
S1 O13 1.4327(18) .
S1 O12 1.4421(16) .
S1 O11 1.4482(15) .
S1 C21 1.822(2) .
C21 F11 1.331(3) .
C21 F13 1.332(2) .
C21 F12 1.334(3) .
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
_geom_hbond_site_symmetry_A
O3 H3 O12 0.779(17) 2.136(18) 2.907(2) 170(3) 3_666
