#------------------------------------------------------------------------------
#$Date: 2020-12-06 10:40:06 +0200 (Sun, 06 Dec 2020) $
#$Revision: 259585 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/16/7241673.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_7241673
loop_
_publ_author_name
'Ciou, Ji-Ming'
'Zhu, Hong-Feng'
'Chang, Chia-Wen'
'Chen, Jing-Yun'
'Lin, Ya-Fan'
_publ_section_title
;
 Physical organic studies and dynamic covalent chemistry of picolyl
 heterocyclic amino aminals
;
_journal_issue                   66
_journal_name_full               'RSC Advances'
_journal_page_first              40421
_journal_page_last               40427
_journal_paper_doi               10.1039/D0RA08527H
_journal_volume                  10
_journal_year                    2020
_chemical_formula_moiety         'C20 H18 Cl2 Cu N8 O10'
_chemical_formula_sum            'C20 H18 Cl2 Cu N8 O10'
_chemical_formula_weight         664.86
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2019-10-27 deposited with the CCDC.	2020-10-30 downloaded from the CCDC.
;
_cell_angle_alpha                106.504(2)
_cell_angle_beta                 94.684(2)
_cell_angle_gamma                93.115(2)
_cell_formula_units_Z            1
_cell_length_a                   8.1377(5)
_cell_length_b                   9.0021(6)
_cell_length_c                   9.7827(7)
_cell_measurement_reflns_used    9973
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      24.983
_cell_measurement_theta_min      2.715
_cell_volume                     682.57(8)
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2005)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'D8 Venture'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_av_sigmaI/netI    0.0216
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            17191
_diffrn_reflns_theta_full        25.07
_diffrn_reflns_theta_max         25.07
_diffrn_reflns_theta_min         2.72
_exptl_absorpt_coefficient_mu    1.063
_exptl_absorpt_correction_T_max  0.7769
_exptl_absorpt_correction_T_min  0.5775
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             337
_exptl_crystal_size_max          0.58
_exptl_crystal_size_mid          0.54
_exptl_crystal_size_min          0.25
_refine_diff_density_max         0.823
_refine_diff_density_min         -0.326
_refine_diff_density_rms         0.069
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         2400
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.081
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0490P)²+1.1303P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1054
_refine_ls_wR_factor_ref         0.1079
_reflns_number_gt                2207
_reflns_number_total             2400
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d0ra08527h3.cif
_cod_data_source_block           d20810
_cod_database_code               7241673
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1832(4) 0.6190(4) -0.0715(4) 0.0346(7) Uani 1 1 d . . .
H1 H 0.1962 0.5627 -0.1676 0.042 Uiso 1 1 calc R . .
C2 C 0.0434(4) 0.6979(4) -0.0422(4) 0.0459(9) Uani 1 1 d . . .
H2 H -0.0398 0.6957 -0.1169 0.055 Uiso 1 1 calc R . .
C3 C 0.0268(5) 0.7802(4) 0.0980(5) 0.0499(10) Uani 1 1 d . . .
H3 H -0.0684 0.8354 0.1204 0.060 Uiso 1 1 calc R . .
C4 C 0.1460(5) 0.7821(4) 0.2033(4) 0.0429(8) Uani 1 1 d . . .
H4 H 0.1348 0.8372 0.3001 0.051 Uiso 1 1 calc R . .
C5 C 0.2842(4) 0.7029(3) 0.1684(3) 0.0337(7) Uani 1 1 d . . .
C6 C 0.4279(5) 0.6994(4) 0.2793(3) 0.0414(8) Uani 1 1 d . . .
H6 H 0.4374 0.7997 0.3578 0.050 Uiso 1 1 calc R . .
C7 C 0.3848(4) 0.4236(4) 0.2678(3) 0.0315(7) Uani 1 1 d . . .
C8 C 0.3106(4) 0.1796(4) 0.2801(4) 0.0412(8) Uani 1 1 d . . .
H8 H 0.2759 0.1122 0.3332 0.049 Uiso 1 1 calc R . .
C9 C 0.3370(4) 0.1166(4) 0.1393(4) 0.0373(7) Uani 1 1 d . . .
H9 H 0.3182 0.0080 0.0939 0.045 Uiso 1 1 calc R . .
C10 C 0.3914(4) 0.2159(3) 0.0671(3) 0.0282(6) Uani 1 1 d . . .
H10 H 0.4119 0.1747 -0.0301 0.034 Uiso 1 1 calc R . .
Cu1 Cu 0.5000 0.5000 0.0000 0.02357(17) Uani 1 2 d S . .
N1 N 0.3002(3) 0.6204(3) 0.0323(3) 0.0274(5) Uani 1 1 d . . .
N2 N 0.4029(4) 0.5750(3) 0.3410(3) 0.0414(7) Uani 1 1 d . . .
N3 N 0.3315(4) 0.3304(4) 0.3445(3) 0.0408(7) Uani 1 1 d . . .
N4 N 0.4170(3) 0.3709(3) 0.1292(2) 0.0258(5) Uani 1 1 d . . .
O1 O 0.5781(3) 0.6862(3) 0.2131(2) 0.0356(5) Uani 1 1 d . . .
O2 O 1.2565(4) 0.7103(3) 0.6186(3) 0.0650(8) Uani 1 1 d . . .
O3 O 1.2565(4) 0.9404(3) 0.8025(3) 0.0615(8) Uani 1 1 d . . .
O4 O 1.0711(5) 0.8967(5) 0.6025(5) 0.1022(14) Uani 1 1 d . . .
O5 O 1.3495(6) 0.9429(4) 0.5863(4) 0.0919(13) Uani 1 1 d . . .
Cl1 Cl 1.23085(10) 0.87218(10) 0.65299(8) 0.0396(2) Uani 1 1 d . . .
H1' H 0.6750 0.7037 0.2791 0.048 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'
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'
Cl Cl 0.1484 0.1585 '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
N1 C1 C2 121.3(3) . . ?
N1 C1 H1 119.4 . . ?
C2 C1 H1 119.4 . . ?
C1 C2 C3 118.7(3) . . ?
C1 C2 H2 120.7 . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 120.0(3) . . ?
C4 C3 H3 120.0 . . ?
C2 C3 H3 120.0 . . ?
C3 C4 C5 119.1(3) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 H4 120.5 . . ?
N1 C5 C4 121.3(3) . . ?
N1 C5 C6 115.4(3) . . ?
C4 C5 C6 123.3(3) . . ?
O1 C6 N2 109.8(3) . . ?
O1 C6 C5 109.3(2) . . ?
N2 C6 C5 112.3(3) . . ?
O1 C6 H6 108.4 . . ?
N2 C6 H6 108.4 . . ?
C5 C6 H6 108.4 . . ?
N2 C7 N3 113.9(3) . . ?
N2 C7 N4 122.3(3) . . ?
N3 C7 N4 123.8(3) . . ?
N3 C8 C9 122.4(3) . . ?
N3 C8 H8 118.8 . . ?
C9 C8 H8 118.8 . . ?
C10 C9 C8 117.4(3) . . ?
C10 C9 H9 121.3 . . ?
C8 C9 H9 121.3 . . ?
N4 C10 C9 122.3(3) . . ?
N4 C10 H10 118.9 . . ?
C9 C10 H10 118.9 . . ?
N1 Cu1 N1 180.00(7) 2_665 . ?
N1 Cu1 N4 88.95(9) 2_665 2_665 ?
N1 Cu1 N4 91.05(9) . 2_665 ?
N1 Cu1 N4 91.05(9) 2_665 . ?
N1 Cu1 N4 88.95(9) . . ?
N4 Cu1 N4 180.000(1) 2_665 . ?
N1 Cu1 O1 102.89(9) 2_665 . ?
N1 Cu1 O1 77.11(9) . . ?
N4 Cu1 O1 96.00(9) 2_665 . ?
N4 Cu1 O1 84.00(9) . . ?
N1 Cu1 O1 77.11(9) 2_665 2_665 ?
N1 Cu1 O1 102.89(9) . 2_665 ?
N4 Cu1 O1 84.00(9) 2_665 2_665 ?
N4 Cu1 O1 96.00(9) . 2_665 ?
O1 Cu1 O1 180.0 . 2_665 ?
C1 N1 C5 119.6(3) . . ?
C1 N1 Cu1 123.6(2) . . ?
C5 N1 Cu1 116.8(2) . . ?
C7 N2 C6 125.2(3) . . ?
C8 N3 C7 117.7(3) . . ?
C10 N4 C7 116.4(3) . . ?
C10 N4 Cu1 115.83(19) . . ?
C7 N4 Cu1 127.8(2) . . ?
C6 O1 Cu1 101.97(17) . . ?
C6 O1 H1' 113.9 . . ?
Cu1 O1 H1' 132.2 . . ?
O4 Cl1 O3 109.4(2) . . ?
O4 Cl1 O5 109.2(3) . . ?
O3 Cl1 O5 109.1(2) . . ?
O4 Cl1 O2 111.7(2) . . ?
O3 Cl1 O2 109.96(19) . . ?
O5 Cl1 O2 107.4(2) . . ?
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
C1 N1 1.331(4) . ?
C1 C2 1.381(5) . ?
C1 H1 0.9500 . ?
C2 C3 1.383(6) . ?
C2 H2 0.9500 . ?
C3 C4 1.352(6) . ?
C3 H3 0.9500 . ?
C4 C5 1.379(5) . ?
C4 H4 0.9500 . ?
C5 N1 1.348(4) . ?
C5 C6 1.537(5) . ?
C6 O1 1.425(4) . ?
C6 N2 1.428(5) . ?
C6 H6 1.0000 . ?
C7 N2 1.341(4) . ?
C7 N3 1.351(4) . ?
C7 N4 1.356(4) . ?
C8 N3 1.319(5) . ?
C8 C9 1.372(5) . ?
C8 H8 0.9500 . ?
C9 C10 1.364(4) . ?
C9 H9 0.9500 . ?
C10 N4 1.351(4) . ?
C10 H10 0.9500 . ?
Cu1 N1 2.000(2) 2_665 ?
Cu1 N1 2.000(2) . ?
Cu1 N4 2.071(2) 2_665 ?
Cu1 N4 2.071(2) . ?
Cu1 O1 2.289(2) . ?
Cu1 O1 2.289(2) 2_665 ?
O1 H1' 0.9534 . ?
O2 Cl1 1.431(3) . ?
O3 Cl1 1.409(3) . ?
O4 Cl1 1.404(4) . ?
O5 Cl1 1.426(3) . ?
