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#$Date: 2022-11-07 07:43:04 +0200 (Mon, 07 Nov 2022) $
#$Revision: 279021 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/18/7061898.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_7061898
loop_
_publ_author_name
'Ajormal, Fatemeh'
'Bikas, Rahman'
'Noshiranzadeh, Nader'
'Kozakiewicz-Piekarz, Anna'
'Lis, Tadeusz'
_publ_section_title
;
 Green catalytic synthesis of symmetric and non-symmetric
 β-hydroxy-1,2,3-triazoles by using epichlorohydrin in the presence of
 Cu(ii) coordination compounds containing oxazole ligands
;
_journal_issue                   40
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              19468
_journal_page_last               19481
_journal_paper_doi               10.1039/D2NJ03826A
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety
'C16 H17 Cl Cu N3 O3, 0.5(C2 H4 O3), Cl, 0.5(H2 O)'
_chemical_formula_sum            'C17 H20 Cl2 Cu N3 O5'
_chemical_formula_weight         480.80
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2022-07-19 deposited with the CCDC.	2022-09-19 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 98.03(2)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   10.154(2)
_cell_length_b                   15.904(3)
_cell_length_c                   23.353(6)
_cell_measurement_reflns_used    9552
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25
_cell_measurement_theta_min      3.2
_cell_volume                     3734.3(14)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3456
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0272
_diffrn_reflns_av_unetI/netI     0.0361
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.925
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            22639
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.925
_diffrn_reflns_theta_full        25.500
_diffrn_reflns_theta_max         28.492
_diffrn_reflns_theta_min         3.266
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.492
_exptl_absorpt_correction_T_max  0.845
_exptl_absorpt_correction_T_min  0.724
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
	model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.710
_exptl_crystal_description       block
_exptl_crystal_F_000             1968
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.160
_refine_diff_density_max         0.570
_refine_diff_density_min         -0.568
_refine_diff_density_rms         0.079
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     512
_refine_ls_number_reflns         8760
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.039
_refine_ls_R_factor_all          0.0469
_refine_ls_R_factor_gt           0.0341
_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)+(0.0372P)²+2.5608P]
 where P=(Fo²+2Fc²)/3
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0808
_refine_ls_wR_factor_ref         0.0877
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7105
_reflns_number_total             8760
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj03826a2.cif
_cod_data_source_block           ft45blua
_cod_depositor_comments
'Adding full bibliography for 7061893--7061898.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7061898
_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   0.663
_shelx_estimated_absorpt_t_max   0.796
_shelxl_version_number           2013-2
loop_
_space_group_symop_operation_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_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 0.10239(2) 0.91907(2) 0.54659(2) 0.01120(7) Uani 1 1 d . . . . .
Cl1 Cl -0.11943(5) 0.90782(3) 0.53647(2) 0.01511(11) Uani 1 1 d . . . . .
N1 N 0.30220(17) 0.93969(10) 0.55292(7) 0.0112(3) Uani 1 1 d . . . . .
C1 C 0.3874(2) 0.88029(12) 0.59295(9) 0.0129(4) Uani 1 1 d . . . . .
C2 C 0.3081(2) 0.83288(13) 0.63287(10) 0.0165(4) Uani 1 1 d . . . . .
H2A H 0.3596 0.7836 0.6494 0.020 Uiso 1 1 calc R U . . .
H2B H 0.2910 0.8699 0.6651 0.020 Uiso 1 1 calc R U . . .
O3 O 0.18450(15) 0.80546(9) 0.60153(7) 0.0162(3) Uani 1 1 d . . . . .
H3 H 0.1392 0.7922 0.6276 0.043(9) Uiso 1 1 d R . . . .
N1A N 0.12196(17) 0.99465(11) 0.61562(8) 0.0137(4) Uani 1 1 d . . . . .
C2A C 0.2412(2) 1.03341(12) 0.62620(9) 0.0138(4) Uani 1 1 d . . . . .
C3A C 0.2787(2) 1.07930(13) 0.67609(10) 0.0169(5) Uani 1 1 d . . . . .
H3A H 0.3638 1.1051 0.6831 0.020 Uiso 1 1 calc R U . . .
C4A C 0.1899(2) 1.08685(14) 0.71558(10) 0.0198(5) Uani 1 1 d . . . . .
H4A H 0.2127 1.1188 0.7499 0.024 Uiso 1 1 calc R U . . .
C5A C 0.0672(2) 1.04731(15) 0.70467(10) 0.0205(5) Uani 1 1 d . . . . .
H5A H 0.0051 1.0517 0.7314 0.025 Uiso 1 1 calc R U . . .
C6A C 0.0366(2) 1.00144(13) 0.65434(10) 0.0169(4) Uani 1 1 d . . . . .
H6A H -0.0471 0.9740 0.6470 0.020 Uiso 1 1 calc R U . . .
C7A C 0.3316(2) 1.02299(12) 0.58020(9) 0.0127(4) Uani 1 1 d . . . . .
H7A H 0.3143 1.0686 0.5506 0.015 Uiso 1 1 calc R U . . .
O8A O 0.46644(14) 1.02152(9) 0.60331(6) 0.0151(3) Uani 1 1 d . . . . .
C9A C 0.4930(2) 0.93859(13) 0.62699(10) 0.0160(4) Uani 1 1 d . . . . .
H9A1 H 0.4848 0.9379 0.6687 0.019 Uiso 1 1 calc R U . . .
H9A2 H 0.5838 0.9202 0.6220 0.019 Uiso 1 1 calc R U . . .
N1B N 0.12616(17) 0.86758(10) 0.47140(8) 0.0125(4) Uani 1 1 d . . . . .
C2B C 0.2445(2) 0.88365(12) 0.45386(9) 0.0125(4) Uani 1 1 d . . . . .
C3B C 0.2738(2) 0.85898(13) 0.40024(9) 0.0148(4) Uani 1 1 d . . . . .
H3B H 0.3568 0.8731 0.3884 0.018 Uiso 1 1 calc R U . . .
C4B C 0.1802(2) 0.81330(13) 0.36411(10) 0.0164(4) Uani 1 1 d . . . . .
H4B H 0.1981 0.7953 0.3272 0.020 Uiso 1 1 calc R U . . .
C5B C 0.0602(2) 0.79437(13) 0.38279(9) 0.0163(4) Uani 1 1 d . . . . .
H5B H -0.0046 0.7618 0.3592 0.020 Uiso 1 1 calc R U . . .
C6B C 0.0353(2) 0.82338(13) 0.43612(9) 0.0148(4) Uani 1 1 d . . . . .
H6B H -0.0483 0.8117 0.4482 0.018 Uiso 1 1 calc R U . . .
C7B C 0.3481(2) 0.93019(12) 0.49527(9) 0.0123(4) Uani 1 1 d . . . . .
H7B H 0.3659 0.9867 0.4792 0.015 Uiso 1 1 calc R U . . .
O8B O 0.46731(14) 0.88255(9) 0.50473(6) 0.0153(3) Uani 1 1 d . . . . .
C9B C 0.4463(2) 0.82467(13) 0.54989(10) 0.0168(4) Uani 1 1 d . . . . .
H9B1 H 0.5311 0.7991 0.5677 0.020 Uiso 1 1 calc R U . . .
H9B2 H 0.3836 0.7795 0.5350 0.020 Uiso 1 1 calc R U . . .
Cu2 Cu 0.60238(2) 0.57605(2) 0.54540(2) 0.01003(7) Uani 1 1 d . . . . .
Cl2 Cl 0.38080(5) 0.58966(3) 0.53284(2) 0.01448(11) Uani 1 1 d . . . . .
N2 N 0.80331(16) 0.56145(10) 0.55175(7) 0.0095(3) Uani 1 1 d . . . . .
C3 C 0.8861(2) 0.62918(12) 0.58647(9) 0.0124(4) Uani 1 1 d . . . . .
C4 C 0.8003(2) 0.70228(12) 0.60180(10) 0.0145(4) Uani 1 1 d . . . . .
H41 H 0.8488 0.7352 0.6340 0.017 Uiso 1 1 calc R U . . .
H42 H 0.7790 0.7399 0.5680 0.017 Uiso 1 1 calc R U . . .
O4 O 0.68131(15) 0.66888(10) 0.61831(7) 0.0199(3) Uani 1 1 d . . . . .
H4 H 0.6573 0.6953 0.6463 0.030(8) Uiso 1 1 d R . . . .
N1C N 0.63346(17) 0.64261(10) 0.47583(7) 0.0115(3) Uani 1 1 d . . . . .
C2C C 0.7504(2) 0.62591(12) 0.45700(9) 0.0112(4) Uani 1 1 d . . . . .
C3C C 0.7848(2) 0.66025(13) 0.40679(9) 0.0140(4) Uani 1 1 d . . . . .
H3C H 0.8661 0.6454 0.3936 0.017 Uiso 1 1 calc R U . . .
C4C C 0.6983(2) 0.71671(13) 0.37617(9) 0.0165(4) Uani 1 1 d . . . . .
H4C H 0.7196 0.7415 0.3416 0.020 Uiso 1 1 calc R U . . .
C5C C 0.5810(2) 0.73670(13) 0.39630(9) 0.0163(4) Uani 1 1 d . . . . .
H5C H 0.5222 0.7771 0.3767 0.020 Uiso 1 1 calc R U . . .
C6C C 0.5498(2) 0.69707(12) 0.44556(9) 0.0146(4) Uani 1 1 d . . . . .
H6C H 0.4668 0.7088 0.4583 0.017 Uiso 1 1 calc R U . . .
C7C C 0.8437(2) 0.56608(12) 0.49342(9) 0.0111(4) Uani 1 1 d . . . . .
H7C H 0.8388 0.5090 0.4753 0.013 Uiso 1 1 calc R U . . .
O8C O 0.97573(14) 0.59551(9) 0.50042(6) 0.0130(3) Uani 1 1 d . . . . .
C9C C 0.9847(2) 0.65708(13) 0.54575(9) 0.0151(4) Uani 1 1 d . . . . .
H9C1 H 0.9607 0.7135 0.5296 0.018 Uiso 1 1 calc R U . . .
H9C2 H 1.0763 0.6594 0.5668 0.018 Uiso 1 1 calc R U . . .
N1D N 0.61719(17) 0.49036(10) 0.60794(7) 0.0118(4) Uani 1 1 d . . . . .
C2D C 0.7393(2) 0.45731(12) 0.62121(9) 0.0128(4) Uani 1 1 d . . . . .
C3D C 0.7706(2) 0.40282(13) 0.66728(10) 0.0156(4) Uani 1 1 d . . . . .
H3D H 0.8575 0.3798 0.6757 0.019 Uiso 1 1 calc R U . . .
C4D C 0.6733(2) 0.38238(13) 0.70077(10) 0.0177(5) Uani 1 1 d . . . . .
H4D H 0.6923 0.3447 0.7324 0.021 Uiso 1 1 calc R U . . .
C5D C 0.5480(2) 0.41735(13) 0.68766(10) 0.0168(5) Uani 1 1 d . . . . .
H5D H 0.4801 0.4047 0.7105 0.020 Uiso 1 1 calc R U . . .
C6D C 0.5231(2) 0.47091(13) 0.64090(9) 0.0144(4) Uani 1 1 d . . . . .
H6D H 0.4369 0.4947 0.6317 0.017 Uiso 1 1 calc R U . . .
C7D C 0.8428(2) 0.48121(12) 0.58296(9) 0.0121(4) Uani 1 1 d . . . . .
H7D H 0.8516 0.4353 0.5545 0.015 Uiso 1 1 calc R U . . .
O8D O 0.96664(14) 0.49662(9) 0.61650(6) 0.0148(3) Uani 1 1 d . . . . .
C9D C 0.9529(2) 0.57991(12) 0.63861(10) 0.0154(4) Uani 1 1 d . . . . .
H9D1 H 1.0408 0.6042 0.6534 0.019 Uiso 1 1 calc R U . . .
H9D2 H 0.8969 0.5796 0.6701 0.019 Uiso 1 1 calc R U . . .
Cl3 Cl 0.60758(5) 0.77047(3) 0.71827(2) 0.01880(12) Uani 1 1 d . . . . .
Cl4 Cl 0.07451(5) 0.76258(4) 0.71114(2) 0.02094(12) Uani 1 1 d . . . . .
O1E O 0.23300(18) 0.49921(10) 0.70090(7) 0.0241(4) Uani 1 1 d . . . . .
H1E H 0.1651 0.4729 0.7076 0.110(18) Uiso 1 1 d R . . . .
O2E O 0.26894(19) 0.52432(11) 0.79608(8) 0.0297(4) Uani 1 1 d . . . . .
C1E C 0.2823(2) 0.54296(14) 0.74750(10) 0.0193(5) Uani 1 1 d . . . . .
C2E C 0.3562(2) 0.61915(15) 0.72988(10) 0.0241(5) Uani 1 1 d . . . . .
H2E1 H 0.4276 0.6009 0.7078 0.029 Uiso 1 1 calc R U . . .
H2E2 H 0.2942 0.6556 0.7045 0.029 Uiso 1 1 calc R U . . .
O3E O 0.41218(17) 0.66496(10) 0.77873(7) 0.0237(4) Uani 1 1 d . . . . .
H3E H 0.4640 0.7016 0.7688 0.041(9) Uiso 1 1 calc R . . . .
O1W O 0.87069(17) 0.85208(10) 0.77682(7) 0.0243(4) Uani 1 1 d . . . . .
H1W H 0.8013 0.8284 0.7606 0.049(10) Uiso 1 1 d R . . . .
H2W H 0.9402 0.8456 0.7616 0.066(12) Uiso 1 1 d 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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
_geom_angle_publ_flag
N1B Cu1 N1A 162.22(7) . . ?
N1B Cu1 N1 83.56(7) . . ?
N1A Cu1 N1 81.89(7) . . ?
N1B Cu1 Cl1 96.82(6) . . ?
N1A Cu1 Cl1 96.80(6) . . ?
N1 Cu1 Cl1 174.99(5) . . ?
N1B Cu1 O3 95.16(6) . . ?
N1A Cu1 O3 92.00(6) . . ?
N1 Cu1 O3 78.86(6) . . ?
Cl1 Cu1 O3 106.06(4) . . ?
C7A N1 C7B 114.13(16) . . ?
C7A N1 C1 103.26(15) . . ?
C7B N1 C1 105.68(15) . . ?
C7A N1 Cu1 108.25(12) . . ?
C7B N1 Cu1 110.55(12) . . ?
C1 N1 Cu1 114.93(12) . . ?
N1 C1 C2 112.54(17) . . ?
N1 C1 C9B 101.42(16) . . ?
C2 C1 C9B 114.12(17) . . ?
N1 C1 C9A 103.78(15) . . ?
C2 C1 C9A 111.79(18) . . ?
C9B C1 C9A 112.28(18) . . ?
O3 C2 C1 109.94(17) . . ?
O3 C2 H2A 109.7 . . ?
C1 C2 H2A 109.7 . . ?
O3 C2 H2B 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
C2 O3 Cu1 105.63(11) . . ?
C2 O3 H3 103.6 . . ?
Cu1 O3 H3 114.1 . . ?
C6A N1A C2A 119.15(18) . . ?
C6A N1A Cu1 126.26(15) . . ?
C2A N1A Cu1 114.07(14) . . ?
N1A C2A C3A 122.0(2) . . ?
N1A C2A C7A 115.87(18) . . ?
C3A C2A C7A 122.11(19) . . ?
C4A C3A C2A 118.6(2) . . ?
C4A C3A H3A 120.7 . . ?
C2A C3A H3A 120.7 . . ?
C3A C4A C5A 119.4(2) . . ?
C3A C4A H4A 120.3 . . ?
C5A C4A H4A 120.3 . . ?
C6A C5A C4A 119.0(2) . . ?
C6A C5A H5A 120.5 . . ?
C4A C5A H5A 120.5 . . ?
N1A C6A C5A 121.8(2) . . ?
N1A C6A H6A 119.1 . . ?
C5A C6A H6A 119.1 . . ?
O8A C7A N1 106.13(16) . . ?
O8A C7A C2A 112.64(17) . . ?
N1 C7A C2A 107.26(16) . . ?
O8A C7A H7A 110.2 . . ?
N1 C7A H7A 110.2 . . ?
C2A C7A H7A 110.2 . . ?
C7A O8A C9A 106.47(15) . . ?
O8A C9A C1 105.78(16) . . ?
O8A C9A H9A1 110.6 . . ?
C1 C9A H9A1 110.6 . . ?
O8A C9A H9A2 110.6 . . ?
C1 C9A H9A2 110.6 . . ?
H9A1 C9A H9A2 108.7 . . ?
C6B N1B C2B 118.49(19) . . ?
C6B N1B Cu1 126.88(15) . . ?
C2B N1B Cu1 114.53(14) . . ?
N1B C2B C3B 122.33(19) . . ?
N1B C2B C7B 117.82(18) . . ?
C3B C2B C7B 119.85(19) . . ?
C2B C3B C4B 119.0(2) . . ?
C2B C3B H3B 120.5 . . ?
C4B C3B H3B 120.5 . . ?
C5B C4B C3B 118.8(2) . . ?
C5B C4B H4B 120.6 . . ?
C3B C4B H4B 120.6 . . ?
C6B C5B C4B 119.4(2) . . ?
C6B C5B H5B 120.3 . . ?
C4B C5B H5B 120.3 . . ?
N1B C6B C5B 122.0(2) . . ?
N1B C6B H6B 119.0 . . ?
C5B C6B H6B 119.0 . . ?
O8B C7B N1 106.31(16) . . ?
O8B C7B C2B 109.80(16) . . ?
N1 C7B C2B 110.38(17) . . ?
O8B C7B H7B 110.1 . . ?
N1 C7B H7B 110.1 . . ?
C2B C7B H7B 110.1 . . ?
C7B O8B C9B 104.18(15) . . ?
O8B C9B C1 102.99(16) . . ?
O8B C9B H9B1 111.2 . . ?
C1 C9B H9B1 111.2 . . ?
O8B C9B H9B2 111.2 . . ?
C1 C9B H9B2 111.2 . . ?
H9B1 C9B H9B2 109.1 . . ?
N1D Cu2 N1C 162.75(7) . . ?
N1D Cu2 N2 84.04(7) . . ?
N1C Cu2 N2 81.34(7) . . ?
N1D Cu2 Cl2 97.70(5) . . ?
N1C Cu2 Cl2 96.44(5) . . ?
N2 Cu2 Cl2 176.54(5) . . ?
N1D Cu2 O4 85.05(7) . . ?
N1C Cu2 O4 100.51(6) . . ?
N2 Cu2 O4 77.21(6) . . ?
Cl2 Cu2 O4 105.88(4) . . ?
C7C N2 C7D 113.67(15) . . ?
C7C N2 C3 104.54(15) . . ?
C7D N2 C3 104.63(15) . . ?
C7C N2 Cu2 109.32(12) . . ?
C7D N2 Cu2 109.28(12) . . ?
C3 N2 Cu2 115.42(12) . . ?
C4 C3 C9D 114.15(18) . . ?
C4 C3 N2 111.85(16) . . ?
C9D C3 N2 102.23(15) . . ?
C4 C3 C9C 111.55(17) . . ?
C9D C3 C9C 112.72(17) . . ?
N2 C3 C9C 103.45(16) . . ?
O4 C4 C3 108.28(16) . . ?
O4 C4 H41 110.0 . . ?
C3 C4 H41 110.0 . . ?
O4 C4 H42 110.0 . . ?
C3 C4 H42 110.0 . . ?
H41 C4 H42 108.4 . . ?
C4 O4 Cu2 105.03(12) . . ?
C4 O4 H4 111.9 . . ?
Cu2 O4 H4 141.6 . . ?
C6C N1C C2C 118.45(18) . . ?
C6C N1C Cu2 127.48(15) . . ?
C2C N1C Cu2 113.98(13) . . ?
N1C C2C C3C 122.48(19) . . ?
N1C C2C C7C 116.72(18) . . ?
C3C C2C C7C 120.80(18) . . ?
C2C C3C C4C 118.5(2) . . ?
C2C C3C H3C 120.7 . . ?
C4C C3C H3C 120.7 . . ?
C5C C4C C3C 119.4(2) . . ?
C5C C4C H4C 120.3 . . ?
C3C C4C H4C 120.3 . . ?
C4C C5C C6C 119.1(2) . . ?
C4C C5C H5C 120.4 . . ?
C6C C5C H5C 120.4 . . ?
N1C C6C C5C 121.9(2) . . ?
N1C C6C H6C 119.1 . . ?
C5C C6C H6C 119.1 . . ?
O8C C7C N2 106.96(16) . . ?
O8C C7C C2C 111.49(16) . . ?
N2 C7C C2C 108.44(16) . . ?
O8C C7C H7C 110.0 . . ?
N2 C7C H7C 110.0 . . ?
C2C C7C H7C 110.0 . . ?
C7C O8C C9C 105.89(15) . . ?
O8C C9C C3 106.21(16) . . ?
O8C C9C H9C1 110.5 . . ?
C3 C9C H9C1 110.5 . . ?
O8C C9C H9C2 110.5 . . ?
C3 C9C H9C2 110.5 . . ?
H9C1 C9C H9C2 108.7 . . ?
C2D N1D C6D 119.03(18) . . ?
C2D N1D Cu2 114.25(14) . . ?
C6D N1D Cu2 126.27(14) . . ?
N1D C2D C3D 121.9(2) . . ?
N1D C2D C7D 117.30(18) . . ?
C3D C2D C7D 120.78(19) . . ?
C4D C3D C2D 118.9(2) . . ?
C4D C3D H3D 120.5 . . ?
C2D C3D H3D 120.5 . . ?
C3D C4D C5D 119.2(2) . . ?
C3D C4D H4D 120.4 . . ?
C5D C4D H4D 120.4 . . ?
C6D C5D C4D 119.0(2) . . ?
C6D C5D H5D 120.5 . . ?
C4D C5D H5D 120.5 . . ?
N1D C6D C5D 121.9(2) . . ?
N1D C6D H6D 119.0 . . ?
C5D C6D H6D 119.0 . . ?
O8D C7D N2 106.30(15) . . ?
O8D C7D C2D 110.74(17) . . ?
N2 C7D C2D 109.84(16) . . ?
O8D C7D H7D 110.0 . . ?
N2 C7D H7D 110.0 . . ?
C2D C7D H7D 110.0 . . ?
C7D O8D C9D 103.70(15) . . ?
O8D C9D C3 103.98(16) . . ?
O8D C9D H9D1 111.0 . . ?
C3 C9D H9D1 111.0 . . ?
O8D C9D H9D2 111.0 . . ?
C3 C9D H9D2 111.0 . . ?
H9D1 C9D H9D2 109.0 . . ?
C1E O1E H1E 109.5 . . ?
O2E C1E O1E 124.5(2) . . ?
O2E C1E C2E 125.6(2) . . ?
O1E C1E C2E 109.9(2) . . ?
O3E C2E C1E 110.7(2) . . ?
O3E C2E H2E1 109.5 . . ?
C1E C2E H2E1 109.5 . . ?
O3E C2E H2E2 109.5 . . ?
C1E C2E H2E2 109.5 . . ?
H2E1 C2E H2E2 108.1 . . ?
C2E O3E H3E 109.5 . . ?
H1W O1W H2W 117.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1B 1.9824(18) . ?
Cu1 N1A 1.9985(18) . ?
Cu1 N1 2.0401(18) . ?
Cu1 Cl1 2.2388(7) . ?
Cu1 O3 2.3037(15) . ?
N1 C7A 1.482(2) . ?
N1 C7B 1.493(3) . ?
N1 C1 1.513(3) . ?
C1 C2 1.515(3) . ?
C1 C9B 1.523(3) . ?
C1 C9A 1.550(3) . ?
C2 O3 1.429(3) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
O3 H3 0.8400 . ?
N1A C6A 1.342(3) . ?
N1A C2A 1.350(3) . ?
C2A C3A 1.382(3) . ?
C2A C7A 1.517(3) . ?
C3A C4A 1.382(3) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.388(3) . ?
C4A H4A 0.9500 . ?
C5A C6A 1.381(3) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A O8A 1.400(2) . ?
C7A H7A 1.0000 . ?
O8A C9A 1.441(2) . ?
C9A H9A1 0.9900 . ?
C9A H9A2 0.9900 . ?
N1B C6B 1.346(3) . ?
N1B C2B 1.347(3) . ?
C2B C3B 1.383(3) . ?
C2B C7B 1.518(3) . ?
C3B C4B 1.385(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.384(3) . ?
C4B H4B 0.9500 . ?
C5B C6B 1.384(3) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B O8B 1.419(2) . ?
C7B H7B 1.0000 . ?
O8B C9B 1.438(3) . ?
C9B H9B1 0.9900 . ?
C9B H9B2 0.9900 . ?
Cu2 N1D 1.9878(17) . ?
Cu2 N1C 2.0006(18) . ?
Cu2 N2 2.0381(17) . ?
Cu2 Cl2 2.2384(7) . ?
Cu2 O4 2.3108(16) . ?
N2 C7C 1.478(3) . ?
N2 C7D 1.496(2) . ?
N2 C3 1.528(3) . ?
C3 C4 1.525(3) . ?
C3 C9D 1.525(3) . ?
C3 C9C 1.539(3) . ?
C4 O4 1.422(3) . ?
C4 H41 0.9900 . ?
C4 H42 0.9900 . ?
O4 H4 0.8399 . ?
N1C C6C 1.343(3) . ?
N1C C2C 1.350(3) . ?
C2C C3C 1.382(3) . ?
C2C C7C 1.517(3) . ?
C3C C4C 1.383(3) . ?
C3C H3C 0.9500 . ?
C4C C5C 1.378(3) . ?
C4C H4C 0.9500 . ?
C5C C6C 1.387(3) . ?
C5C H5C 0.9500 . ?
C6C H6C 0.9500 . ?
C7C O8C 1.408(2) . ?
C7C H7C 1.0000 . ?
O8C C9C 1.436(2) . ?
C9C H9C1 0.9900 . ?
C9C H9C2 0.9900 . ?
N1D C2D 1.343(3) . ?
N1D C6D 1.344(3) . ?
C2D C3D 1.383(3) . ?
C2D C7D 1.519(3) . ?
C3D C4D 1.382(3) . ?
C3D H3D 0.9500 . ?
C4D C5D 1.383(3) . ?
C4D H4D 0.9500 . ?
C5D C6D 1.380(3) . ?
C5D H5D 0.9500 . ?
C6D H6D 0.9500 . ?
C7D O8D 1.407(2) . ?
C7D H7D 1.0000 . ?
O8D C9D 1.436(2) . ?
C9D H9D1 0.9900 . ?
C9D H9D2 0.9900 . ?
O1E C1E 1.329(3) . ?
O1E H1E 0.8400 . ?
O2E C1E 1.199(3) . ?
C1E C2E 1.512(3) . ?
C2E O3E 1.405(3) . ?
C2E H2E1 0.9900 . ?
C2E H2E2 0.9900 . ?
O3E H3E 0.8400 . ?
O1W H1W 0.8403 . ?
O1W H2W 0.8402 . ?
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 Cl4 0.84 2.19 3.0104(18) 163.9 .
C6A H6A Cl1 0.95 2.79 3.330(2) 117.1 .
C7A H7A Cl1 1.00 2.66 3.411(2) 132.1 3_576
C3B H3B O8A 0.95 2.44 3.262(3) 144.2 3_676
C6B H6B Cl1 0.95 2.74 3.285(2) 117.0 .
C4 H41 Cl4 0.99 2.74 3.634(2) 149.7 1_655
O4 H4 Cl3 0.84 2.18 3.0181(17) 175.6 .
C7C H7C Cl2 1.00 2.71 3.364(2) 123.2 3_666
C6D H6D Cl2 0.95 2.75 3.317(2) 118.9 .
C7D H7D O8C 1.00 2.36 3.111(3) 130.8 3_766
O1E H1E O1W 0.84 2.00 2.647(2) 133.5 2_646
O3E H3E Cl3 0.84 2.28 3.0868(19) 161.4 .
O1W H1W Cl3 0.84 2.27 3.1097(19) 176.9 .
O1W H2W Cl4 0.84 2.33 3.0902(19) 150.3 1_655
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C7A N1 C1 C2 101.87(19) . . . . ?
C7B N1 C1 C2 -137.98(17) . . . . ?
Cu1 N1 C1 C2 -15.8(2) . . . . ?
C7A N1 C1 C9B -135.78(17) . . . . ?
C7B N1 C1 C9B -15.62(19) . . . . ?
Cu1 N1 C1 C9B 106.56(15) . . . . ?
C7A N1 C1 C9A -19.2(2) . . . . ?
C7B N1 C1 C9A 100.99(18) . . . . ?
Cu1 N1 C1 C9A -136.84(14) . . . . ?
N1 C1 C2 O3 42.3(2) . . . . ?
C9B C1 C2 O3 -72.6(2) . . . . ?
C9A C1 C2 O3 158.66(17) . . . . ?
C1 C2 O3 Cu1 -44.79(19) . . . . ?
C6A N1A C2A C3A 0.7(3) . . . . ?
Cu1 N1A C2A C3A -171.53(16) . . . . ?
C6A N1A C2A C7A -179.72(18) . . . . ?
Cu1 N1A C2A C7A 8.1(2) . . . . ?
N1A C2A C3A C4A -1.3(3) . . . . ?
C7A C2A C3A C4A 179.09(19) . . . . ?
C2A C3A C4A C5A 1.1(3) . . . . ?
C3A C4A C5A C6A -0.2(3) . . . . ?
C2A N1A C6A C5A 0.3(3) . . . . ?
Cu1 N1A C6A C5A 171.42(16) . . . . ?
C4A C5A C6A N1A -0.5(3) . . . . ?
C7B N1 C7A O8A -78.2(2) . . . . ?
C1 N1 C7A O8A 36.0(2) . . . . ?
Cu1 N1 C7A O8A 158.26(12) . . . . ?
C7B N1 C7A C2A 161.18(16) . . . . ?
C1 N1 C7A C2A -84.63(18) . . . . ?
Cu1 N1 C7A C2A 37.63(18) . . . . ?
N1A C2A C7A O8A -147.26(17) . . . . ?
C3A C2A C7A O8A 32.3(3) . . . . ?
N1A C2A C7A N1 -30.8(2) . . . . ?
C3A C2A C7A N1 148.76(19) . . . . ?
N1 C7A O8A C9A -39.0(2) . . . . ?
C2A C7A O8A C9A 78.1(2) . . . . ?
C7A O8A C9A C1 25.4(2) . . . . ?
N1 C1 C9A O8A -2.8(2) . . . . ?
C2 C1 C9A O8A -124.30(18) . . . . ?
C9B C1 C9A O8A 105.95(19) . . . . ?
C6B N1B C2B C3B 2.4(3) . . . . ?
Cu1 N1B C2B C3B -174.25(15) . . . . ?
C6B N1B C2B C7B -177.32(17) . . . . ?
Cu1 N1B C2B C7B 6.1(2) . . . . ?
N1B C2B C3B C4B -2.6(3) . . . . ?
C7B C2B C3B C4B 177.13(18) . . . . ?
C2B C3B C4B C5B 0.4(3) . . . . ?
C3B C4B C5B C6B 1.8(3) . . . . ?
C2B N1B C6B C5B -0.1(3) . . . . ?
Cu1 N1B C6B C5B 176.11(15) . . . . ?
C4B C5B C6B N1B -2.0(3) . . . . ?
C7A N1 C7B O8B 101.83(18) . . . . ?
C1 N1 C7B O8B -10.92(19) . . . . ?
Cu1 N1 C7B O8B -135.87(13) . . . . ?
C7A N1 C7B C2B -139.14(17) . . . . ?
C1 N1 C7B C2B 108.11(17) . . . . ?
Cu1 N1 C7B C2B -16.84(18) . . . . ?
N1B C2B C7B O8B 124.49(19) . . . . ?
C3B C2B C7B O8B -55.2(2) . . . . ?
N1B C2B C7B N1 7.6(2) . . . . ?
C3B C2B C7B N1 -172.10(17) . . . . ?
N1 C7B O8B C9B 34.97(19) . . . . ?
C2B C7B O8B C9B -84.44(19) . . . . ?
C7B O8B C9B C1 -45.05(19) . . . . ?
N1 C1 C9B O8B 36.62(19) . . . . ?
C2 C1 C9B O8B 157.88(17) . . . . ?
C9A C1 C9B O8B -73.6(2) . . . . ?
C7C N2 C3 C4 111.27(18) . . . . ?
C7D N2 C3 C4 -128.98(18) . . . . ?
Cu2 N2 C3 C4 -8.9(2) . . . . ?
C7C N2 C3 C9D -126.18(17) . . . . ?
C7D N2 C3 C9D -6.4(2) . . . . ?
Cu2 N2 C3 C9D 113.70(15) . . . . ?
C7C N2 C3 C9C -8.91(19) . . . . ?
C7D N2 C3 C9C 110.84(17) . . . . ?
Cu2 N2 C3 C9C -129.03(14) . . . . ?
C9D C3 C4 O4 -74.1(2) . . . . ?
N2 C3 C4 O4 41.3(2) . . . . ?
C9C C3 C4 O4 156.65(17) . . . . ?
C3 C4 O4 Cu2 -49.89(18) . . . . ?
C6C N1C C2C C3C -2.4(3) . . . . ?
Cu2 N1C C2C C3C 174.45(16) . . . . ?
C6C N1C C2C C7C 178.25(17) . . . . ?
Cu2 N1C C2C C7C -4.9(2) . . . . ?
N1C C2C C3C C4C 2.9(3) . . . . ?
C7C C2C C3C C4C -177.82(18) . . . . ?
C2C C3C C4C C5C -0.3(3) . . . . ?
C3C C4C C5C C6C -2.6(3) . . . . ?
C2C N1C C6C C5C -0.6(3) . . . . ?
Cu2 N1C C6C C5C -177.07(15) . . . . ?
C4C C5C C6C N1C 3.2(3) . . . . ?
C7D N2 C7C O8C -85.00(18) . . . . ?
C3 N2 C7C O8C 28.48(18) . . . . ?
Cu2 N2 C7C O8C 152.61(12) . . . . ?
C7D N2 C7C C2C 154.65(16) . . . . ?
C3 N2 C7C C2C -91.87(17) . . . . ?
Cu2 N2 C7C C2C 32.25(17) . . . . ?
N1C C2C C7C O8C -136.14(18) . . . . ?
C3C C2C C7C O8C 44.5(3) . . . . ?
N1C C2C C7C N2 -18.6(2) . . . . ?
C3C C2C C7C N2 162.03(18) . . . . ?
N2 C7C O8C C9C -37.67(19) . . . . ?
C2C C7C O8C C9C 80.72(19) . . . . ?
C7C O8C C9C C3 31.0(2) . . . . ?
C4 C3 C9C O8C -133.18(17) . . . . ?
C9D C3 C9C O8C 96.86(19) . . . . ?
N2 C3 C9C O8C -12.8(2) . . . . ?
C6D N1D C2D C3D 1.0(3) . . . . ?
Cu2 N1D C2D C3D 173.76(16) . . . . ?
C6D N1D C2D C7D -179.77(18) . . . . ?
Cu2 N1D C2D C7D -7.0(2) . . . . ?
N1D C2D C3D C4D -0.5(3) . . . . ?
C7D C2D C3D C4D -179.65(19) . . . . ?
C2D C3D C4D C5D -0.5(3) . . . . ?
C3D C4D C5D C6D 0.9(3) . . . . ?
C2D N1D C6D C5D -0.6(3) . . . . ?
Cu2 N1D C6D C5D -172.41(15) . . . . ?
C4D C5D C6D N1D -0.3(3) . . . . ?
C7C N2 C7D O8D 93.28(19) . . . . ?
C3 N2 C7D O8D -20.2(2) . . . . ?
Cu2 N2 C7D O8D -144.30(13) . . . . ?
C7C N2 C7D C2D -146.87(17) . . . . ?
C3 N2 C7D C2D 99.69(18) . . . . ?
Cu2 N2 C7D C2D -24.46(19) . . . . ?
N1D C2D C7D O8D 138.54(18) . . . . ?
C3D C2D C7D O8D -42.2(3) . . . . ?
N1D C2D C7D N2 21.4(2) . . . . ?
C3D C2D C7D N2 -159.33(18) . . . . ?
N2 C7D O8D C9D 40.3(2) . . . . ?
C2D C7D O8D C9D -78.94(19) . . . . ?
C7D O8D C9D C3 -44.2(2) . . . . ?
C4 C3 C9D O8D 151.27(17) . . . . ?
N2 C3 C9D O8D 30.3(2) . . . . ?
C9C C3 C9D O8D -80.11(19) . . . . ?
O2E C1E C2E O3E 1.9(3) . . . . ?
O1E C1E C2E O3E -178.41(18) . . . . ?
