#------------------------------------------------------------------------------
#$Date: 2022-03-24 04:14:42 +0200 (Thu, 24 Mar 2022) $
#$Revision: 273948 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/46/7244663.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_7244663
loop_
_publ_author_name
'Gur'eva, Yana A.'
'Zalevskaya, Olga A.'
'Shevchenko, Oksana G.'
'Slepukhin, Pavel A.'
'Makarov, Vadim A.'
'Kuchin, Aleksandr V.'
_publ_section_title
;
 Copper(ii) complexes with terpene derivatives of ethylenediamine:
 synthesis, and antibacterial, antifungal and antioxidant activity
;
_journal_issue                   15
_journal_name_full               'RSC Advances'
_journal_page_first              8841
_journal_page_last               8851
_journal_paper_doi               10.1039/D2RA00223J
_journal_volume                  12
_journal_year                    2022
_chemical_formula_moiety         'C14 H28 Cl2 Cu N2 O'
_chemical_formula_sum            'C14 H28 Cl2 Cu N2 O'
_chemical_formula_weight         374.82
_chemical_melting_point          397
_chemical_name_systematic
'Dichloro{N1,N1-dimethyl-N2-[(1R,2S,3R,4S)-2-oxy-1,7,7- trimethylbicyclo[2.2.1]heptane -3-yl]ethane-1,2-diamine-N1,N2,O}copper(II)'
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_audit_creation_date             2020-08-21
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.31 svn.rc2a77460 for OlexSys, GUI svn.r6145)
;
_audit_update_record
;
2021-09-30 deposited with the CCDC.	2022-03-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 101.652(15)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   7.1957(10)
_cell_length_b                   12.0448(13)
_cell_length_c                   10.685(2)
_cell_measurement_reflns_used    1504
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      25.3600
_cell_measurement_theta_min      3.8210
_cell_volume                     907.0(2)
_computing_cell_refinement       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_collection       'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_data_reduction        'CrysAlisPro 1.171.39.38a (Rigaku OD, 2017)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.5253
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.858
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     22.00  47.00   1.00   50.00    --   22.36  37.00-124.00   25
  2  ω    -50.00 -24.00   1.00   50.00    --   22.36 -37.00  79.00   26
  3  ω    -25.00  49.00   1.00   50.00    --  -23.92  37.00-124.00   74
  4  ω    -94.00   2.00   1.00   50.00    --  -23.92 -37.00  79.00   96
  5  ω     35.00  90.00   1.00   50.00    --   22.36 178.00  30.00   55
  6  ω     36.00  96.00   1.00   50.00    --   22.36 178.00  90.00   60
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0507701000
_diffrn_orient_matrix_UB_12      -0.0251358000
_diffrn_orient_matrix_UB_13      0.0566657000
_diffrn_orient_matrix_UB_21      -0.0770034000
_diffrn_orient_matrix_UB_22      0.0106579000
_diffrn_orient_matrix_UB_23      0.0306047000
_diffrn_orient_matrix_UB_31      -0.0402349000
_diffrn_orient_matrix_UB_32      -0.0521846000
_diffrn_orient_matrix_UB_33      -0.0210985000
_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  0.0747
_diffrn_reflns_av_unetI/netI     0.1087
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.858
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            6643
_diffrn_reflns_point_group_measured_fraction_full 0.881
_diffrn_reflns_point_group_measured_fraction_max 0.738
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.886
_diffrn_reflns_theta_min         3.569
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.496
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.45472
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.38a (Rigaku Oxford Diffraction, 2017)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'bluish green'
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.373
_exptl_crystal_description       plate
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.767
_refine_diff_density_min         -0.913
_refine_diff_density_rms         0.145
_refine_ls_abs_structure_details
;
 Flack x determined using 682 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(4)
_refine_ls_extinction_coef       0.086(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         4237
_refine_ls_number_restraints     4
_refine_ls_restrained_S_all      1.028
_refine_ls_R_factor_all          0.1501
_refine_ls_R_factor_gt           0.0985
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1546P)²+1.3058P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2429
_refine_ls_wR_factor_ref         0.3056
_reflns_Friedel_coverage         0.648
_reflns_Friedel_fraction_full    0.765
_reflns_Friedel_fraction_max     0.607
_reflns_number_gt                2506
_reflns_number_total             4237
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ra00223j2.cif
_cod_data_source_block           exp_834
_cod_database_code               7244663
_shelx_shelxl_version_number     2018/3
_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_max   0.916
_shelx_estimated_absorpt_t_min   0.593
_reflns_odcompleteness_completeness 99.11
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     28.22
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Restrained distances
 O1-H1A
 0.85 with sigma of 0.01
 Cu1-H1A
 2.749365 with sigma of 0.02
 C1-H1A
 1.894545 with sigma of 0.02
3.a Ternary CH refined with riding coordinates:
 N1(H1), C1(H1B), C2(H2), C3(H3)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C4(H4A,H4B), C10(H10A,H10B), C11(H11A,H11B)
3.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C12(H12A,H12B,H12C), C8(H8A,H8B,H8C), C13(H13A,H13B,H13C),
 C14(H14A,H14B,H14C)
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.579
_oxdiff_exptl_absorpt_empirical_full_min 0.635
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -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
Cu1 Cu 0.00152(19) 0.69696(12) 0.94984(15) 0.0528(6) Uani 1 1 d D . . . .
Cl1 Cl -0.1994(6) 0.5458(3) 0.9424(6) 0.0760(14) Uani 1 1 d . . . . .
Cl2 Cl -0.2304(6) 0.8236(4) 0.9075(6) 0.0771(14) Uani 1 1 d . . . . .
C7 C 0.379(2) 0.6429(15) 1.3106(14) 0.057(3) Uani 1 1 d . . . . .
N2 N 0.1156(19) 0.7130(14) 0.7727(12) 0.068(4) Uani 1 1 d . . . . .
N1 N 0.2266(13) 0.5982(10) 1.0059(11) 0.052(3) Uani 1 1 d . . . . .
H1 H 0.187978 0.535984 1.053954 0.062 Uiso 1 1 calc R U . . .
C5 C 0.638(3) 0.761(2) 1.297(2) 0.087(6) Uani 1 1 d . . . . .
H5A H 0.697261 0.774277 1.385636 0.105 Uiso 1 1 calc R U . . .
H5B H 0.682675 0.815927 1.243991 0.105 Uiso 1 1 calc R U . . .
C9 C 0.162(2) 0.616(2) 1.2896(18) 0.084(6) Uani 1 1 d . . . . .
H9A H 0.109083 0.653097 1.353997 0.126 Uiso 1 1 calc R U . . .
H9B H 0.144655 0.537616 1.295356 0.126 Uiso 1 1 calc R U . . .
H9C H 0.099866 0.641958 1.206686 0.126 Uiso 1 1 calc R U . . .
O1 O 0.1560(15) 0.7961(9) 1.0939(11) 0.065(3) Uani 1 1 d D . . . .
H1A H 0.136(8) 0.858(8) 1.127(13) 0.098 Uiso 1 1 d D U . . .
C4 C 0.684(2) 0.641(2) 1.256(2) 0.083(6) Uani 1 1 d . . . . .
H4A H 0.750612 0.642588 1.185758 0.100 Uiso 1 1 calc R U . . .
H4B H 0.756988 0.599707 1.326770 0.100 Uiso 1 1 calc R U . . .
C1 C 0.356(2) 0.7706(12) 1.1339(14) 0.059(4) Uani 1 1 d D . . . .
H1B H 0.431323 0.825135 1.097917 0.071 Uiso 1 1 calc R U . . .
C12 C -0.029(3) 0.672(3) 0.6707(16) 0.104(9) Uani 1 1 d . . . . .
H12A H -0.049136 0.594074 0.684036 0.157 Uiso 1 1 calc R U . . .
H12B H 0.010780 0.681371 0.590790 0.157 Uiso 1 1 calc R U . . .
H12C H -0.144705 0.711588 0.668886 0.157 Uiso 1 1 calc R U . . .
C2 C 0.394(2) 0.6540(13) 1.0884(15) 0.058(4) Uani 1 1 d . . . . .
H2 H 0.493936 0.660045 1.038493 0.069 Uiso 1 1 calc R U . . .
C10 C 0.2747(19) 0.5536(14) 0.8858(14) 0.060(4) Uani 1 1 d . . . . .
H10A H 0.177142 0.501952 0.845693 0.072 Uiso 1 1 calc R U . . .
H10B H 0.394335 0.513903 0.905748 0.072 Uiso 1 1 calc R U . . .
C11 C 0.289(2) 0.6471(16) 0.7962(16) 0.070(4) Uani 1 1 d . . . . .
H11A H 0.396055 0.694058 0.832557 0.084 Uiso 1 1 calc R U . . .
H11B H 0.311163 0.617619 0.715928 0.084 Uiso 1 1 calc R U . . .
C6 C 0.424(2) 0.7645(12) 1.2791(16) 0.059(4) Uani 1 1 d . . . . .
C3 C 0.480(2) 0.5951(14) 1.2143(14) 0.056(3) Uani 1 1 d . . . . .
H3 H 0.473480 0.513913 1.208872 0.068 Uiso 1 1 calc R U . . .
C8 C 0.467(3) 0.609(2) 1.4515(18) 0.095(7) Uani 1 1 d . . . . .
H8A H 0.412146 0.653149 1.509263 0.142 Uiso 1 1 calc R U . . .
H8B H 0.601744 0.620484 1.467729 0.142 Uiso 1 1 calc R U . . .
H8C H 0.441218 0.531791 1.463786 0.142 Uiso 1 1 calc R U . . .
C13 C 0.155(4) 0.831(2) 0.748(3) 0.115(9) Uani 1 1 d . . . . .
H13A H 0.041668 0.873837 0.742391 0.172 Uiso 1 1 calc R U . . .
H13B H 0.198475 0.836421 0.668582 0.172 Uiso 1 1 calc R U . . .
H13C H 0.251770 0.858705 0.816048 0.172 Uiso 1 1 calc R U . . .
C14 C 0.342(4) 0.857(2) 1.351(2) 0.122(10) Uani 1 1 d . . . . .
H14A H 0.206597 0.848653 1.338671 0.184 Uiso 1 1 calc R U . . .
H14B H 0.370568 0.928254 1.318804 0.184 Uiso 1 1 calc R U . . .
H14C H 0.396646 0.852766 1.440630 0.184 Uiso 1 1 calc R U . . .
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'
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'
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'
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
Cl2 Cu1 Cl1 95.40(17) . . ?
N2 Cu1 Cl1 112.0(5) . . ?
N2 Cu1 Cl2 99.1(4) . . ?
N1 Cu1 Cl1 90.3(4) . . ?
N1 Cu1 Cl2 172.2(4) . . ?
N1 Cu1 N2 83.7(5) . . ?
N1 Cu1 O1 80.8(5) . . ?
O1 Cu1 Cl1 135.4(4) . . ?
O1 Cu1 Cl2 91.3(3) . . ?
O1 Cu1 N2 110.3(5) . . ?
C9 C7 C8 106.4(15) . . ?
C6 C7 C9 114.1(14) . . ?
C6 C7 C8 113.2(15) . . ?
C3 C7 C9 115.6(15) . . ?
C3 C7 C6 93.6(13) . . ?
C3 C7 C8 113.9(15) . . ?
C12 N2 Cu1 106.4(11) . . ?
C12 N2 C11 113.9(17) . . ?
C12 N2 C13 109.4(19) . . ?
C11 N2 Cu1 105.0(9) . . ?
C11 N2 C13 111.2(16) . . ?
C13 N2 Cu1 110.8(14) . . ?
Cu1 N1 H1 108.3 . . ?
C2 N1 Cu1 114.6(9) . . ?
C2 N1 H1 108.3 . . ?
C10 N1 Cu1 105.7(8) . . ?
C10 N1 H1 108.3 . . ?
C10 N1 C2 111.6(10) . . ?
H5A C5 H5B 108.8 . . ?
C4 C5 H5A 110.7 . . ?
C4 C5 H5B 110.7 . . ?
C6 C5 H5A 110.7 . . ?
C6 C5 H5B 110.7 . . ?
C6 C5 C4 105.1(15) . . ?
C7 C9 H9A 109.5 . . ?
C7 C9 H9B 109.5 . . ?
C7 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
Cu1 O1 H1A 134(3) . . ?
C1 O1 Cu1 116.5(9) . . ?
C1 O1 H1A 108(3) . . ?
C5 C4 H4A 111.8 . . ?
C5 C4 H4B 111.8 . . ?
H4A C4 H4B 109.5 . . ?
C3 C4 C5 99.9(14) . . ?
C3 C4 H4A 111.8 . . ?
C3 C4 H4B 111.8 . . ?
O1 C1 H1B 109.8 . . ?
O1 C1 C2 109.5(11) . . ?
O1 C1 C6 114.0(14) . . ?
C2 C1 H1B 109.8 . . ?
C2 C1 C6 103.6(12) . . ?
C6 C1 H1B 109.8 . . ?
N2 C12 H12A 109.5 . . ?
N2 C12 H12B 109.5 . . ?
N2 C12 H12C 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N1 C2 C1 115.0(12) . . ?
N1 C2 H2 107.7 . . ?
N1 C2 C3 116.1(13) . . ?
C1 C2 H2 107.7 . . ?
C1 C2 C3 102.2(12) . . ?
C3 C2 H2 107.7 . . ?
N1 C10 H10A 109.7 . . ?
N1 C10 H10B 109.7 . . ?
N1 C10 C11 109.7(13) . . ?
H10A C10 H10B 108.2 . . ?
C11 C10 H10A 109.7 . . ?
C11 C10 H10B 109.7 . . ?
N2 C11 C10 110.6(12) . . ?
N2 C11 H11A 109.5 . . ?
N2 C11 H11B 109.5 . . ?
C10 C11 H11A 109.5 . . ?
C10 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
C5 C6 C7 101.3(15) . . ?
C5 C6 C1 103.9(15) . . ?
C5 C6 C14 116.3(17) . . ?
C1 C6 C7 103.1(12) . . ?
C1 C6 C14 113.1(15) . . ?
C14 C6 C7 117.3(17) . . ?
C7 C3 C4 103.1(13) . . ?
C7 C3 C2 105.2(12) . . ?
C7 C3 H3 113.9 . . ?
C4 C3 H3 113.9 . . ?
C2 C3 C4 105.9(13) . . ?
C2 C3 H3 113.9 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N2 C13 H13A 109.5 . . ?
N2 C13 H13B 109.5 . . ?
N2 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C6 C14 H14A 109.5 . . ?
C6 C14 H14B 109.5 . . ?
C6 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
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 Cl1 2.316(4) . ?
Cu1 Cl2 2.239(4) . ?
Cu1 N2 2.218(12) . ?
Cu1 N1 2.001(10) . ?
Cu1 O1 2.084(10) . ?
C7 C9 1.56(2) . ?
C7 C6 1.55(2) . ?
C7 C3 1.49(2) . ?
C7 C8 1.57(2) . ?
N2 C12 1.44(2) . ?
N2 C11 1.46(2) . ?
N2 C13 1.48(3) . ?
N1 H1 0.9800 . ?
N1 C2 1.501(18) . ?
N1 C10 1.495(17) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C4 1.56(3) . ?
C5 C6 1.51(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
O1 H1A 0.853(12) . ?
O1 C1 1.447(18) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C3 1.55(2) . ?
C1 H1B 0.9800 . ?
C1 C2 1.53(2) . ?
C1 C6 1.53(2) . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C2 H2 0.9800 . ?
C2 C3 1.53(2) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 C11 1.50(2) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C6 C14 1.54(3) . ?
C3 H3 0.9800 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
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
Cu1 N2 C11 C10 29.4(16) . . . . ?
Cu1 N1 C2 C1 9.5(15) . . . . ?
Cu1 N1 C2 C3 128.7(11) . . . . ?
Cu1 N1 C10 C11 50.8(13) . . . . ?
Cu1 O1 C1 C2 -17.1(15) . . . . ?
Cu1 O1 C1 C6 -132.6(11) . . . . ?
N1 C2 C3 C7 -91.2(15) . . . . ?
N1 C2 C3 C4 160.0(13) . . . . ?
N1 C10 C11 N2 -55.0(17) . . . . ?
C5 C4 C3 C7 -38.5(17) . . . . ?
C5 C4 C3 C2 71.8(16) . . . . ?
C9 C7 C6 C5 -175.2(15) . . . . ?
C9 C7 C6 C1 -67.8(16) . . . . ?
C9 C7 C6 C14 57(2) . . . . ?
C9 C7 C3 C4 176.7(16) . . . . ?
C9 C7 C3 C2 65.8(18) . . . . ?
O1 C1 C2 N1 5.0(17) . . . . ?
O1 C1 C2 C3 -121.7(13) . . . . ?
O1 C1 C6 C7 85.7(14) . . . . ?
O1 C1 C6 C5 -168.9(14) . . . . ?
O1 C1 C6 C14 -42(2) . . . . ?
C4 C5 C6 C7 32.8(18) . . . . ?
C4 C5 C6 C1 -73.9(17) . . . . ?
C4 C5 C6 C14 161.1(18) . . . . ?
C1 C2 C3 C7 34.7(15) . . . . ?
C1 C2 C3 C4 -74.1(15) . . . . ?
C12 N2 C11 C10 -86.6(18) . . . . ?
C2 N1 C10 C11 -74.3(14) . . . . ?
C2 C1 C6 C7 -33.2(15) . . . . ?
C2 C1 C6 C5 72.2(16) . . . . ?
C2 C1 C6 C14 -160.8(17) . . . . ?
C10 N1 C2 C1 129.5(14) . . . . ?
C10 N1 C2 C3 -111.3(14) . . . . ?
C6 C7 C3 C4 57.7(15) . . . . ?
C6 C7 C3 C2 -53.1(14) . . . . ?
C6 C5 C4 C3 2.2(18) . . . . ?
C6 C1 C2 N1 127.0(14) . . . . ?
C6 C1 C2 C3 0.3(15) . . . . ?
C3 C7 C6 C5 -55.1(15) . . . . ?
C3 C7 C6 C1 52.3(14) . . . . ?
C3 C7 C6 C14 177.3(15) . . . . ?
C8 C7 C6 C5 62.9(17) . . . . ?
C8 C7 C6 C1 170.3(15) . . . . ?
C8 C7 C6 C14 -65(2) . . . . ?
C8 C7 C3 C4 -60(2) . . . . ?
C8 C7 C3 C2 -170.5(15) . . . . ?
C13 N2 C11 C10 149.2(17) . . . . ?
