#------------------------------------------------------------------------------
#$Date: 2025-03-04 07:06:02 +0200 (Tue, 04 Mar 2025) $
#$Revision: 297959 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/82/7718212.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_7718212
loop_
_publ_author_name
'Maďar, Milan'
'Faltejsek, Jan'
'Bušková, Hana'
'Koláčná, Lucie'
'Jaroš, Adam'
'Kotek, Jan'
'Straka, Michal'
'Kubíček, Vojtěch'
'Ludvík, Jiří'
_publ_section_title
;
 Unusual variability of isomers in copper(II) complexes with
 1,8-bis(2-hydroxybenzyl)-cyclam.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3127
_journal_page_last               3140
_journal_paper_doi               10.1039/d4dt03166k
_journal_volume                  54
_journal_year                    2025
_chemical_formula_moiety         'C24 H36 Cu N4 O2, 2(C2 F3 O2)'
_chemical_formula_sum            'C28 H36 Cu F6 N4 O6'
_chemical_formula_weight         702.15
_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
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2024-10-18 deposited with the CCDC.	2025-01-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 103.850(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   10.2817(5)
_cell_length_b                   14.9160(6)
_cell_length_c                   9.8782(5)
_cell_measurement_reflns_used    9836
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.4578
_cell_measurement_theta_min      2.4550
_cell_volume                     1470.89(12)
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 1365)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'XT, VERSION 2018/2'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean 7.3910
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0106
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            53159
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.485
_diffrn_reflns_theta_min         2.455
_diffrn_source                   'microfocus sealed tube'
_exptl_absorpt_coefficient_mu    0.830
_exptl_absorpt_correction_T_max  0.94
_exptl_absorpt_correction_T_min  0.89
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;
_exptl_crystal_colour            violet
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_description       prism
_exptl_crystal_F_000             726
_exptl_crystal_size_max          0.134
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.073
_refine_diff_density_max         0.406
_refine_diff_density_min         -0.560
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     266
_refine_ls_number_reflns         3369
_refine_ls_number_restraints     55
_refine_ls_restrained_S_all      1.088
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0293
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0381P)²+1.2813P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0782
_refine_ls_wR_factor_ref         0.0787
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3297
_reflns_number_total             3369
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt03166k2.cif
_cod_data_source_block           cute2phoh_tfa_f
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-Scan' was
changed to 'multi-scan' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 8170 2020-07-09 18:12:32Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7718212
_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   0.897
_shelx_estimated_absorpt_t_max   0.942
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 0.5000 0.5000 0.5000 0.01217(8) Uani 1 2 d S . P . .
N1 N 0.33418(12) 0.42785(8) 0.39778(12) 0.0134(2) Uani 1 1 d . . . . .
C2 C 0.22203(15) 0.49432(10) 0.37045(17) 0.0180(3) Uani 1 1 d . . . . .
H21 H 0.1355 0.4620 0.3533 0.022 Uiso 1 1 calc R U . . .
H22 H 0.2238 0.5291 0.2855 0.022 Uiso 1 1 calc R U . . .
C3 C 0.23207(15) 0.55815(10) 0.49181(16) 0.0184(3) Uani 1 1 d . . . . .
H31 H 0.1703 0.6093 0.4626 0.022 Uiso 1 1 calc R U . . .
H32 H 0.2054 0.5268 0.5693 0.022 Uiso 1 1 calc R U . . .
N4 N 0.37128(12) 0.59170(8) 0.53988(13) 0.0155(2) Uani 1 1 d . . . . .
H41 H 0.3805 0.6365 0.4832 0.019 Uiso 1 1 d R U . . .
C5 C 0.39601(16) 0.62544(10) 0.68512(16) 0.0192(3) Uani 1 1 d . . . . .
H51 H 0.3881 0.5750 0.7478 0.023 Uiso 1 1 calc R U . . .
H52 H 0.3264 0.6702 0.6910 0.023 Uiso 1 1 calc R U . . .
C6 C 0.53269(16) 0.66803(10) 0.73453(16) 0.0191(3) Uani 1 1 d . . . . .
H61 H 0.5399 0.6932 0.8287 0.023 Uiso 1 1 calc R U . . .
H62 H 0.5396 0.7185 0.6716 0.023 Uiso 1 1 calc R U . . .
C7 C 0.65033(15) 0.60542(10) 0.74064(15) 0.0173(3) Uani 1 1 d . . . . .
H71 H 0.7336 0.6370 0.7877 0.021 Uiso 1 1 calc R U . . .
H72 H 0.6404 0.5530 0.7989 0.021 Uiso 1 1 calc R U . . .
C8 C 0.30281(15) 0.34762(10) 0.47670(15) 0.0165(3) Uani 1 1 d . . . . .
H81 H 0.2245 0.3164 0.4176 0.020 Uiso 1 1 calc R U . . .
H82 H 0.3797 0.3059 0.4913 0.020 Uiso 1 1 calc R U . . .
C9 C 0.27331(15) 0.36644(9) 0.61565(15) 0.0152(3) Uani 1 1 d . . . . .
C10 C 0.37677(14) 0.39053(9) 0.72976(15) 0.0149(3) Uani 1 1 d . . . . .
O10 O 0.50122(11) 0.40007(8) 0.70607(12) 0.0179(2) Uani 1 1 d . . . . .
H101 H 0.553(2) 0.4015(17) 0.772(3) 0.035(7) Uiso 1 1 d . . . . .
C11 C 0.35058(16) 0.40610(10) 0.85974(15) 0.0187(3) Uani 1 1 d . . . . .
H111 H 0.4212 0.4225 0.9368 0.022 Uiso 1 1 calc R U . . .
C12 C 0.22086(17) 0.39744(11) 0.87599(16) 0.0218(3) Uani 1 1 d . . . . .
H121 H 0.2028 0.4087 0.9644 0.026 Uiso 1 1 calc R U . . .
C13 C 0.11728(16) 0.37252(12) 0.76453(17) 0.0231(3) Uani 1 1 d . . . . .
H131 H 0.0287 0.3663 0.7764 0.028 Uiso 1 1 calc R U . . .
C14 C 0.14424(15) 0.35672(11) 0.63543(16) 0.0199(3) Uani 1 1 d . . . . .
H141 H 0.0735 0.3390 0.5593 0.024 Uiso 1 1 calc R U . . .
C1A C 0.72319(16) 0.34326(11) 1.00561(16) 0.0205(3) Uani 1 1 d . . . . .
O1A O 0.69936(12) 0.40501(9) 0.91816(13) 0.0289(3) Uani 1 1 d . . . . .
O2A O 0.64900(14) 0.28424(8) 1.03105(14) 0.0312(3) Uani 1 1 d . . . . .
C2A C 0.8691(2) 0.34235(15) 1.0923(2) 0.0378(5) Uani 1 1 d . . . . .
F1A F 0.9560(6) 0.3281(4) 1.0256(7) 0.0625(15) Uani 0.577(3) 1 d . U P A 1
F2A F 0.8919(4) 0.4119(2) 1.1777(5) 0.0586(12) Uani 0.577(3) 1 d . U P A 1
F3A F 0.8824(5) 0.2698(3) 1.1869(6) 0.0454(9) Uani 0.577(3) 1 d . U P A 1
F1B F 0.9354(7) 0.4230(5) 1.0928(11) 0.053(2) Uani 0.291(3) 1 d . U P A 2
F2B F 0.9031(10) 0.3064(8) 1.2047(10) 0.059(3) Uani 0.291(3) 1 d . U P A 2
F3B F 0.9382(12) 0.2953(6) 0.9985(13) 0.047(2) Uani 0.291(3) 1 d . U P A 2
F1C F 0.9433(17) 0.2841(11) 1.093(2) 0.083(5) Uani 0.132(3) 1 d . U P A 3
F2C F 0.9471(15) 0.4202(14) 1.0412(14) 0.034(3) Uani 0.132(3) 1 d . U P A 3
F3C F 0.8922(15) 0.3754(15) 1.2226(14) 0.047(4) Uani 0.132(3) 1 d . U P A 3
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'
F F 0.0171 0.0103 '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
N4 Cu1 N4 180.00(5) . 3_666 ?
N4 Cu1 N1 93.15(5) . 3_666 ?
N4 Cu1 N1 86.85(5) 3_666 3_666 ?
N4 Cu1 N1 86.85(5) . . ?
N4 Cu1 N1 93.15(5) 3_666 . ?
N1 Cu1 N1 180.0 3_666 . ?
C2 N1 C7 107.49(11) . 3_666 ?
C2 N1 C8 111.66(11) . . ?
C7 N1 C8 106.99(11) 3_666 . ?
C2 N1 Cu1 104.69(8) . . ?
C7 N1 Cu1 111.30(9) 3_666 . ?
C8 N1 Cu1 114.56(9) . . ?
N1 C2 C3 111.73(12) . . ?
N1 C2 H21 109.3 . . ?
C3 C2 H21 109.3 . . ?
N1 C2 H22 109.3 . . ?
C3 C2 H22 109.3 . . ?
H21 C2 H22 107.9 . . ?
N4 C3 C2 110.07(12) . . ?
N4 C3 H31 109.6 . . ?
C2 C3 H31 109.6 . . ?
N4 C3 H32 109.6 . . ?
C2 C3 H32 109.6 . . ?
H31 C3 H32 108.2 . . ?
C3 N4 C5 110.67(12) . . ?
C3 N4 Cu1 109.79(9) . . ?
C5 N4 Cu1 116.91(9) . . ?
C3 N4 H41 106.9 . . ?
C5 N4 H41 109.5 . . ?
Cu1 N4 H41 102.3 . . ?
N4 C5 C6 112.67(12) . . ?
N4 C5 H51 109.1 . . ?
C6 C5 H51 109.1 . . ?
N4 C5 H52 109.1 . . ?
C6 C5 H52 109.1 . . ?
H51 C5 H52 107.8 . . ?
C5 C6 C7 115.11(13) . . ?
C5 C6 H61 108.5 . . ?
C7 C6 H61 108.5 . . ?
C5 C6 H62 108.5 . . ?
C7 C6 H62 108.5 . . ?
H61 C6 H62 107.5 . . ?
N1 C7 C6 115.17(12) 3_666 . ?
N1 C7 H71 108.5 3_666 . ?
C6 C7 H71 108.5 . . ?
N1 C7 H72 108.5 3_666 . ?
C6 C7 H72 108.5 . . ?
H71 C7 H72 107.5 . . ?
C9 C8 N1 116.12(12) . . ?
C9 C8 H81 108.3 . . ?
N1 C8 H81 108.3 . . ?
C9 C8 H82 108.3 . . ?
N1 C8 H82 108.3 . . ?
H81 C8 H82 107.4 . . ?
C14 C9 C10 118.64(14) . . ?
C14 C9 C8 121.06(13) . . ?
C10 C9 C8 120.24(13) . . ?
O10 C10 C11 122.53(13) . . ?
O10 C10 C9 116.92(13) . . ?
C11 C10 C9 120.53(14) . . ?
C10 O10 H101 111.5(19) . . ?
C12 C11 C10 119.64(14) . . ?
C12 C11 H111 120.2 . . ?
C10 C11 H111 120.2 . . ?
C13 C12 C11 120.67(15) . . ?
C13 C12 H121 119.7 . . ?
C11 C12 H121 119.7 . . ?
C12 C13 C14 119.37(15) . . ?
C12 C13 H131 120.3 . . ?
C14 C13 H131 120.3 . . ?
C13 C14 C9 121.13(14) . . ?
C13 C14 H141 119.4 . . ?
C9 C14 H141 119.4 . . ?
O2A C1A O1A 129.95(16) . . ?
O2A C1A C2A 116.72(16) . . ?
O1A C1A C2A 113.33(16) . . ?
F1A C2A F2A 115.5(4) . . ?
F1C C2A F3C 107.8(13) . . ?
F2B C2A F1B 110.4(6) . . ?
F1A C2A F3A 104.4(4) . . ?
F2A C2A F3A 101.8(3) . . ?
F2B C2A F3B 106.8(7) . . ?
F1B C2A F3B 96.0(6) . . ?
F1C C2A C1A 124.3(9) . . ?
F2B C2A C1A 123.1(5) . . ?
F1A C2A C1A 115.7(3) . . ?
F2A C2A C1A 110.4(2) . . ?
F3C C2A C1A 117.1(7) . . ?
F1B C2A C1A 114.1(3) . . ?
F3A C2A C1A 107.6(3) . . ?
F3B C2A C1A 101.9(5) . . ?
F1C C2A F2C 99.8(13) . . ?
F3C C2A F2C 92.9(8) . . ?
C1A C2A F2C 108.7(6) . . ?
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 N4 2.0068(12) . ?
Cu1 N4 2.0068(12) 3_666 ?
Cu1 N1 2.0640(12) 3_666 ?
Cu1 N1 2.0641(12) . ?
N1 C2 1.4955(18) . ?
N1 C7 1.4985(18) 3_666 ?
N1 C8 1.5047(18) . ?
C2 C3 1.515(2) . ?
C2 H21 0.9900 . ?
C2 H22 0.9900 . ?
C3 N4 1.4830(19) . ?
C3 H31 0.9900 . ?
C3 H32 0.9900 . ?
N4 C5 1.4839(19) . ?
N4 H41 0.8912 . ?
C5 C6 1.513(2) . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C7 1.518(2) . ?
C6 H61 0.9900 . ?
C6 H62 0.9900 . ?
C7 N1 1.4985(18) 3_666 ?
C7 H71 0.9900 . ?
C7 H72 0.9900 . ?
C8 C9 1.501(2) . ?
C8 H81 0.9900 . ?
C8 H82 0.9900 . ?
C9 C14 1.394(2) . ?
C9 C10 1.399(2) . ?
C10 O10 1.3622(18) . ?
C10 C11 1.393(2) . ?
O10 H101 0.74(3) . ?
C11 C12 1.387(2) . ?
C11 H111 0.9500 . ?
C12 C13 1.387(2) . ?
C12 H121 0.9500 . ?
C13 C14 1.388(2) . ?
C13 H131 0.9500 . ?
C14 H141 0.9500 . ?
C1A O2A 1.229(2) . ?
C1A O1A 1.246(2) . ?
C1A C2A 1.539(2) . ?
C2A F1C 1.155(13) . ?
C2A F2B 1.207(9) . ?
C2A F1A 1.249(6) . ?
C2A F2A 1.322(4) . ?
C2A F3C 1.345(14) . ?
C2A F1B 1.383(9) . ?
C2A F3A 1.415(5) . ?
C2A F3B 1.474(11) . ?
C2A F2C 1.563(16) . ?
