#------------------------------------------------------------------------------
#$Date: 2017-05-06 00:47:04 +0300 (Sat, 06 May 2017) $
#$Revision: 196339 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/52/1545290.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_1545290
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         'C24 H38 Cu2 N4 O6, 2(C5 H10 O)'
_chemical_formula_sum            'C34 H58 Cu2 N4 O8'
_chemical_formula_weight         777.92
_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_Hall           '-P 2a 2bc'
_space_group_name_H-M_alt        'P n n a'
_symmetry_space_group_name_Hall  '-P 2a 2bc'
_symmetry_space_group_name_H-M   'P n n a'
_atom_sites_solution_hydrogens   geom
_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                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.5909(4)
_cell_length_b                   12.6902(3)
_cell_length_c                   20.1350(6)
_cell_measurement_reflns_used    43991
_cell_measurement_temperature    133(2)
_cell_measurement_theta_max      25.664
_cell_measurement_theta_min      1.897
_cell_volume                     3728.23(17)
_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 0.998
_diffrn_measured_fraction_theta_max 0.992
_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  0.0693
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            43991
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.664
_diffrn_reflns_theta_min         1.897
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.194
_exptl_absorpt_correction_T_max  0.7554
_exptl_absorpt_correction_T_min  0.5164
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'X-RED (Stoe & Cie, 2002)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_description       block
_exptl_crystal_F_000             1648
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.480
_exptl_crystal_size_min          0.270
_refine_diff_density_max         0.262
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.192
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     279
_refine_ls_number_reflns         3522
_refine_ls_number_restraints     90
_refine_ls_restrained_S_all      1.223
_refine_ls_R_factor_all          0.0462
_refine_ls_R_factor_gt           0.0434
_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)+(0.0200P)²+5.2414P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0924
_refine_ls_wR_factor_ref         0.0938
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3312
_reflns_number_total             3522
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6sc04820j2.cif
_cod_data_source_block           O7-vg352
_cod_depositor_comments
;Adding full bibliography for 1545287--1545291.cif.

 Adding full bibliography for 1545287--1545291.cif.
;
_cod_database_code               1545290
_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   0.587
_shelx_estimated_absorpt_t_max   0.739
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z'
'-x+1/2, y+1/2, -z+1/2'
'x, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z'
'x-1/2, -y-1/2, z-1/2'
'-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_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
Cu1 Cu 0.69467(2) 0.22607(3) 0.31967(2) 0.03081(12) Uani 1 1 d . . . . .
N1 N 0.60771(15) 0.24872(19) 0.38903(11) 0.0341(5) Uani 1 1 d . . . . .
N2 N 0.78182(15) 0.15967(19) 0.37666(10) 0.0321(5) Uani 1 1 d . . . . .
O1 O 0.54646(13) 0.23567(18) 0.49168(9) 0.0450(5) Uani 1 1 d . . . . .
O2 O 0.84600(13) 0.10704(17) 0.47315(9) 0.0387(5) Uani 1 1 d . . . . .
O3 O 0.61802(17) 0.2500 0.2500 0.0378(7) Uani 1 2 d S T P . .
O4 O 0.77142(17) 0.2500 0.2500 0.0339(6) Uani 1 2 d S T P . .
C1 C 0.69643(19) 0.1730(2) 0.48125(13) 0.0361(6) Uani 1 1 d . . . . .
C2 C 0.6959(2) 0.1465(3) 0.55471(14) 0.0461(8) Uani 1 1 d . . . . .
H2A H 0.6692 0.0764 0.5612 0.069 Uiso 1 1 calc R U . . .
H2B H 0.6593 0.1989 0.5787 0.069 Uiso 1 1 calc R U . . .
H2C H 0.7589 0.1471 0.5717 0.069 Uiso 1 1 calc R U . . .
C3 C 0.62005(19) 0.2183(2) 0.45173(13) 0.0362(6) Uani 1 1 d . . . . .
C4 C 0.4828(2) 0.2996(3) 0.45467(14) 0.0477(8) Uani 1 1 d . . . . .
H4A H 0.4877 0.3746 0.4679 0.057 Uiso 1 1 calc R U . . .
H4B H 0.4190 0.2757 0.4621 0.057 Uiso 1 1 calc R U . . .
C5 C 0.51048(19) 0.2850(3) 0.38143(14) 0.0399(7) Uani 1 1 d . . . . .
C6 C 0.4542(2) 0.1993(3) 0.34856(16) 0.0482(8) Uani 1 1 d . . . . .
H6A H 0.4791 0.1845 0.3043 0.072 Uiso 1 1 calc R U . . .
H6B H 0.3904 0.2228 0.3444 0.072 Uiso 1 1 calc R U . . .
H6C H 0.4566 0.1352 0.3756 0.072 Uiso 1 1 calc R U . . .
C7 C 0.5046(2) 0.3893(3) 0.34471(15) 0.0461(8) Uani 1 1 d . . . . .
H7A H 0.5402 0.4427 0.3687 0.069 Uiso 1 1 calc R U . . .
H7B H 0.4404 0.4117 0.3420 0.069 Uiso 1 1 calc R U . . .
H7C H 0.5295 0.3809 0.2998 0.069 Uiso 1 1 calc R U . . .
C8 C 0.77159(18) 0.1487(2) 0.44192(13) 0.0328(6) Uani 1 1 d . . . . .
C9 C 0.90714(19) 0.0704(3) 0.42187(14) 0.0397(7) Uani 1 1 d . . . . .
H9A H 0.9002 -0.0065 0.4150 0.048 Uiso 1 1 calc R U . . .
H9B H 0.9717 0.0856 0.4336 0.048 Uiso 1 1 calc R U . . .
C10 C 0.87851(18) 0.1314(2) 0.35961(13) 0.0331(6) Uani 1 1 d . . . . .
C11 C 0.8829(2) 0.0600(2) 0.29873(14) 0.0398(7) Uani 1 1 d . . . . .
H11A H 0.8436 -0.0016 0.3058 0.060 Uiso 1 1 calc R U . . .
H11B H 0.9463 0.0368 0.2917 0.060 Uiso 1 1 calc R U . . .
H11C H 0.8617 0.0989 0.2596 0.060 Uiso 1 1 calc R U . . .
C12 C 0.93551(19) 0.2313(2) 0.35093(14) 0.0391(6) Uani 1 1 d . . . . .
H12A H 0.9114 0.2723 0.3136 0.059 Uiso 1 1 calc R U . . .
H12B H 0.9994 0.2121 0.3420 0.059 Uiso 1 1 calc R U . . .
H12C H 0.9324 0.2735 0.3916 0.059 Uiso 1 1 calc R U . . .
O21 O 0.2757(5) 0.4601(6) 0.3138(3) 0.101(3) Uani 0.5 1 d D U P A -1
C22 C 0.2122(9) 0.3788(10) 0.2981(6) 0.127(5) Uani 0.5 1 d D U P A -1
H22A H 0.1693 0.3669 0.3355 0.152 Uiso 0.5 1 calc R U P A -1
H22B H 0.2447 0.3120 0.2884 0.152 Uiso 0.5 1 calc R U P A -1
C23 C 0.1616(9) 0.4168(10) 0.2380(5) 0.084(3) Uani 0.5 1 d D U P A -1
H23A H 0.1648 0.3639 0.2020 0.100 Uiso 0.5 1 calc R U P A -1
H23B H 0.0964 0.4301 0.2488 0.100 Uiso 0.5 1 calc R U P A -1
C24 C 0.2060(8) 0.5122(10) 0.2184(5) 0.106(3) Uani 0.5 1 d D U P A -1
H24A H 0.2256 0.5064 0.1715 0.127 Uiso 0.5 1 calc R U P A -1
H24B H 0.1622 0.5715 0.2219 0.127 Uiso 0.5 1 calc R U P A -1
C25 C 0.2816(11) 0.5324(12) 0.2580(6) 0.135(5) Uani 0.5 1 d D U P A -1
H25 H 0.3249 0.4879 0.2316 0.162 Uiso 0.5 1 calc R U P A -1
C26 C 0.3483(10) 0.6155(11) 0.2723(8) 0.113(4) Uani 0.5 1 d D U P A -1
H26A H 0.3455 0.6693 0.2375 0.170 Uiso 0.5 1 calc R U P A -1
H26B H 0.4100 0.5851 0.2737 0.170 Uiso 0.5 1 calc R U P A -1
H26C H 0.3341 0.6477 0.3153 0.170 Uiso 0.5 1 calc R U P A -1
O31 O 0.8512(4) -0.0060(5) 0.0310(3) 0.0630(15) Uani 0.5 1 d D U P B -2
C32 C 0.8308(5) -0.0329(8) -0.0368(4) 0.071(2) Uani 0.5 1 d D U P B -2
H32A H 0.8715 -0.0902 -0.0524 0.085 Uiso 0.5 1 calc R U P B -2
H32B H 0.8392 0.0290 -0.0661 0.085 Uiso 0.5 1 calc R U P B -2
C33 C 0.7330(5) -0.0682(7) -0.0376(4) 0.069(2) Uani 0.5 1 d D U P B -2
H33A H 0.7029 -0.0491 -0.0800 0.083 Uiso 0.5 1 calc R U P B -2
H33B H 0.7285 -0.1454 -0.0312 0.083 Uiso 0.5 1 calc R U P B -2
C34 C 0.6915(7) -0.0117(14) 0.0182(6) 0.116(5) Uani 0.5 1 d D U P B -2
H34A H 0.6541 -0.0609 0.0450 0.139 Uiso 0.5 1 calc R U P B -2
H34B H 0.6508 0.0446 0.0012 0.139 Uiso 0.5 1 calc R U P B -2
C35 C 0.7655(6) 0.0358(6) 0.0607(3) 0.0641(19) Uani 0.5 1 d D U P B -2
H35 H 0.7644 0.1141 0.0556 0.077 Uiso 0.5 1 calc R U P B -2
C36 C 0.7661(12) 0.009(2) 0.1310(3) 0.066(4) Uani 0.5 1 d D U P B -2
H36A H 0.7658 -0.0673 0.1362 0.100 Uiso 0.5 1 calc R U P B -2
H36B H 0.7116 0.0393 0.1523 0.100 Uiso 0.5 1 calc R U P B -2
H36C H 0.8213 0.0386 0.1517 0.100 Uiso 0.5 1 calc R U P B -2
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'
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_3
O3 Cu1 O4 75.89(9) .
O3 Cu1 N1 97.49(9) .
O4 Cu1 N1 161.38(8) .
O3 Cu1 N2 161.19(7) .
O4 Cu1 N2 97.30(9) .
N1 Cu1 N2 93.98(9) .
O3 Cu1 Cu1 37.93(6) 4
O4 Cu1 Cu1 37.96(6) 4
N1 Cu1 Cu1 133.10(7) 4
N2 Cu1 Cu1 132.92(6) 4
C3 N1 C5 108.3(2) .
C3 N1 Cu1 124.03(19) .
C5 N1 Cu1 126.91(17) .
C8 N2 C10 107.9(2) .
C8 N2 Cu1 124.44(18) .
C10 N2 Cu1 126.59(17) .
C3 O1 C4 107.1(2) .
C8 O2 C9 106.7(2) .
Cu1 O3 Cu1 104.15(13) 4
Cu1 O4 Cu1 104.08(12) 4
C8 C1 C3 118.8(2) .
C8 C1 C2 120.7(2) .
C3 C1 C2 120.4(2) .
N1 C3 O1 114.0(2) .
N1 C3 C1 129.4(3) .
O1 C3 C1 116.6(2) .
O1 C4 C5 104.9(2) .
N1 C5 C6 109.7(2) .
N1 C5 C7 111.8(2) .
C6 C5 C7 112.5(3) .
N1 C5 C4 100.8(2) .
C6 C5 C4 111.2(3) .
C7 C5 C4 110.3(3) .
N2 C8 O2 114.1(2) .
N2 C8 C1 129.0(2) .
O2 C8 C1 116.9(2) .
O2 C9 C10 104.7(2) .
N2 C10 C12 110.0(2) .
N2 C10 C11 111.5(2) .
C12 C10 C11 112.2(2) .
N2 C10 C9 101.0(2) .
C12 C10 C9 111.4(2) .
C11 C10 C9 110.2(2) .
C22 O21 C25 108.9(8) .
O21 C22 C23 105.5(9) .
C24 C23 C22 105.8(9) .
C25 C24 C23 111.0(10) .
C24 C25 O21 106.3(9) .
C24 C25 C26 140.9(13) .
O21 C25 C26 110.0(10) .
C32 O31 C35 107.0(6) .
O31 C32 C33 106.2(6) .
C34 C33 C32 103.9(7) .
C33 C34 C35 109.6(8) .
C36 C35 O31 107.8(11) .
C36 C35 C34 117.8(10) .
O31 C35 C34 103.5(7) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cu1 O3 1.8196(16) .
Cu1 O4 1.8204(15) .
Cu1 N1 1.909(2) .
Cu1 N2 1.909(2) .
Cu1 Cu1 2.8706(6) 4
N1 C3 1.332(3) .
N1 C5 1.499(3) .
N2 C8 1.330(3) .
N2 C10 1.496(3) .
O1 C3 1.360(3) .
O1 C4 1.441(3) .
O2 C8 1.361(3) .
O2 C9 1.442(3) .
O3 Cu1 1.8196(16) 4
O4 Cu1 1.8205(15) 4
C1 C8 1.387(4) .
C1 C3 1.388(4) .
C1 C2 1.517(4) .
C4 C5 1.540(4) .
C5 C6 1.515(5) .
C5 C7 1.519(4) .
C9 C10 1.532(4) .
C10 C12 1.525(4) .
C10 C11 1.526(4) .
O21 C22 1.423(11) .
O21 C25 1.453(11) .
C22 C23 1.497(12) .
C23 C24 1.428(14) .
C24 C25 1.385(11) .
C25 C26 1.463(14) .
O31 C32 1.439(8) .
O31 C35 1.484(9) .
C32 C33 1.495(9) .
C33 C34 1.463(11) .
C34 C35 1.503(11) .
C35 C36 1.454(10) .
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
C6 H6A O3 0.98 2.45 3.173(4) 130.4
C7 H7C O3 0.98 2.33 3.082(3) 132.8
C11 H11C O4 0.98 2.33 3.070(3) 131.2
C12 H12A O4 0.98 2.43 3.149(3) 130.2
