#------------------------------------------------------------------------------
#$Date: 2022-06-02 05:16:25 +0300 (Thu, 02 Jun 2022) $
#$Revision: 275739 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/89/2108986.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2108986
loop_
_publ_author_name
'Rey, Juan Manuel'
'Movilla, Federico'
'Suárez, Sebastián Angel'
'Di Salvo, Florencia'
_publ_section_title
;
 Synthesis, structural and electrochemical properties of a new family of
 amino-acid-based coordination complexes
;
_journal_issue                   '3 Part 2'
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520622003912
_journal_volume                  78
_journal_year                    2022
_chemical_formula_moiety         'C22 H24 Cu N2 O8'
_chemical_formula_sum            'C22 H24 Cu N2 O8'
_chemical_formula_weight         507.97
_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   geom
_audit_creation_date             2021-06-30
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6226)
;
_audit_update_record
;
2021-08-18 deposited with the CCDC. 2021-09-02 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 96.84(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   11.279(3)
_cell_length_b                   5.5252(9)
_cell_length_c                   17.450(3)
_cell_measurement_reflns_used    1968
_cell_measurement_temperature    298.5
_cell_measurement_theta_max      24.2000
_cell_measurement_theta_min      4.1020
_cell_volume                     1079.7(4)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      298.5
_diffrn_detector_area_resol_mean 16.1158
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.867
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     44.00  84.00   1.00   76.78    --   16.31  57.00  30.00   40
  2  ω      5.00  80.00   1.00   76.78    --   16.31  57.00   0.00   75
  3  ω    -25.00  55.00   1.00   76.78    --   16.31 -99.00 -90.00   80
  4  ω     35.00  89.00   1.00   76.78    --   16.31 178.00 -90.00   54
  5  ω    -13.00  15.00   1.00   76.78    --   16.31  19.00 -30.00   28
  6  ω    -77.00 -43.00   1.00   76.78    --  -16.78 -57.00   0.00   34
  7  ω     -8.00  22.00   1.00   76.78    --  -16.78 -99.00 120.00   30
  8  ω    -38.00  47.00   1.00   76.78    --  -16.78  77.00  90.00   85
  9  ω     20.00  45.00   1.00   76.78    --  -16.78  77.00  60.00   25
 10  ω    -24.00   7.00   1.00   76.78    --  -16.78 -99.00  60.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0935
_diffrn_reflns_av_unetI/netI     0.0846
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.867
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            10344
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.867
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.334
_diffrn_reflns_theta_min         3.639
_exptl_absorpt_coefficient_mu    1.065
_exptl_absorpt_correction_T_max  0.73189
_exptl_absorpt_correction_T_min  0.72401
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Spherical absorption correction
 using equivalent radius and absorption coefficient.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            violet
_exptl_crystal_colour_primary    violet
_exptl_crystal_density_diffrn    1.562
_exptl_crystal_description       needle
_exptl_crystal_F_000             526
_exptl_crystal_preparation
'Heating an acquos solution of the hydrateted form.'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: Water/NH3'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.436
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.084
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     152
_refine_ls_number_reflns         2576
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.1085
_refine_ls_R_factor_gt           0.0584
_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)+(0.0626P)²+0.0382P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1250
_refine_ls_wR_factor_ref         0.1515
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1577
_reflns_number_total             2576
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            lo5107sup1.cif
_cod_data_source_block           exp_4899_p1
_cod_database_code               2108986
_publcif_datablock.id            {caa61a4b-dfaf-40a2-a10f-b1024da14b1e}
_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   0.949
_shelx_estimated_absorpt_t_min   0.901
_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
2.a Ternary CH refined with riding coordinates:
 N2(H2), C14(H14)
2.b Secondary CH2 refined with riding coordinates:
 C16(H16A,H16B), C22(H22A,H22B)
2.c Aromatic/amide H refined with riding coordinates:
 C18(H18), C19(H19), C20(H20)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_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
;
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 0.000000 0.500000 0.500000 0.0347(2) Uani 1 2 d S . P . .
O2 O 0.0693(2) 0.7466(4) 0.44201(14) 0.0415(6) Uani 1 1 d . . . . .
O4 O 0.2156(3) 0.8080(5) 0.36986(16) 0.0582(8) Uani 1 1 d . . . . .
O6 O 0.4256(3) 0.9605(6) 0.69985(19) 0.0657(9) Uani 1 1 d . . . . .
O8 O 0.5029(3) 0.8655(8) 0.58716(19) 0.0880(12) Uani 1 1 d . . . . .
N2 N 0.1148(3) 0.2740(5) 0.45769(16) 0.0357(7) Uani 1 1 d . . . . .
H2 H 0.071253 0.128869 0.438190 0.043 Uiso 1 1 calc R U . . .
C12 C 0.1520(4) 0.6720(7) 0.4022(2) 0.0412(9) Uani 1 1 d . . . . .
C13 C 0.2642(3) 0.4075(7) 0.5686(2) 0.0416(9) Uani 1 1 d . . . . .
C14 C 0.1619(4) 0.3969(7) 0.3924(2) 0.0406(9) Uani 1 1 d . . . . .
H14 H 0.245716 0.352087 0.391346 0.049 Uiso 1 1 calc R U . . .
C15 C 0.3617(4) 0.7724(8) 0.6626(2) 0.0481(10) Uani 1 1 d . . . . .
C16 C 0.2126(3) 0.1995(7) 0.5200(2) 0.0462(10) Uani 1 1 d . . . . .
H16A H 0.180874 0.081140 0.553163 0.055 Uiso 1 1 calc R U . . .
H16B H 0.276084 0.122183 0.496009 0.055 Uiso 1 1 calc R U . . .
C17 C 0.4078(4) 0.7172(9) 0.5951(2) 0.0517(11) Uani 1 1 d . . . . .
C18 C 0.2662(4) 0.6512(9) 0.6839(2) 0.0533(12) Uani 1 1 d . . . . .
H18 H 0.233866 0.690350 0.728952 0.064 Uiso 1 1 calc R U . . .
C19 C 0.2191(4) 0.4679(7) 0.6362(2) 0.0458(10) Uani 1 1 d . . . . .
H19 H 0.154272 0.381171 0.650156 0.055 Uiso 1 1 calc R U . . .
C20 C 0.3615(4) 0.5354(8) 0.5471(2) 0.0540(12) Uani 1 1 d . . . . .
H20 H 0.393737 0.498932 0.501823 0.065 Uiso 1 1 calc R U . . .
C21 C 0.0900(4) 0.3265(8) 0.3164(2) 0.0607(12) Uani 1 1 d . . . . .
H21A H 0.102418 0.158129 0.306287 0.091 Uiso 1 1 calc R U . . .
H21B H 0.115511 0.422029 0.275386 0.091 Uiso 1 1 calc R U . . .
H21C H 0.006727 0.354857 0.319395 0.091 Uiso 1 1 calc R U . . .
C22 C 0.5229(5) 0.9991(10) 0.6572(3) 0.0767(16) Uani 1 1 d . . . . .
H22A H 0.596446 0.946214 0.686954 0.092 Uiso 1 1 calc R U . . .
H22B H 0.530018 1.170069 0.646022 0.092 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'
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
O2 Cu1 O2 180.0 . 3_566 ?
O2 Cu1 N2 94.22(11) . 3_566 ?
O2 Cu1 N2 85.78(11) 3_566 3_566 ?
O2 Cu1 N2 85.78(11) . . ?
O2 Cu1 N2 94.22(11) 3_566 . ?
N2 Cu1 N2 180.0 . 3_566 ?
C12 O2 Cu1 114.9(2) . . ?
C15 O6 C22 105.1(3) . . ?
C17 O8 C22 105.6(4) . . ?
Cu1 N2 H2 108.6 . . ?
C14 N2 Cu1 107.8(2) . . ?
C14 N2 H2 108.6 . . ?
C14 N2 C16 112.4(3) . . ?
C16 N2 Cu1 110.7(2) . . ?
C16 N2 H2 108.6 . . ?
O2 C12 C14 116.2(3) . . ?
O4 C12 O2 123.5(4) . . ?
O4 C12 C14 120.3(3) . . ?
C19 C13 C16 120.6(4) . . ?
C19 C13 C20 119.3(4) . . ?
C20 C13 C16 120.0(4) . . ?
N2 C14 C12 109.4(3) . . ?
N2 C14 H14 109.5 . . ?
N2 C14 C21 110.6(3) . . ?
C12 C14 H14 109.5 . . ?
C21 C14 C12 108.2(3) . . ?
C21 C14 H14 109.5 . . ?
C17 C15 O6 109.9(4) . . ?
C18 C15 O6 128.9(4) . . ?
C18 C15 C17 121.2(4) . . ?
N2 C16 H16A 108.9 . . ?
N2 C16 H16B 108.9 . . ?
C13 C16 N2 113.4(3) . . ?
C13 C16 H16A 108.9 . . ?
C13 C16 H16B 108.9 . . ?
H16A C16 H16B 107.7 . . ?
O8 C17 C15 109.6(4) . . ?
O8 C17 C20 128.4(4) . . ?
C20 C17 C15 122.0(4) . . ?
C15 C18 H18 121.3 . . ?
C15 C18 C19 117.3(4) . . ?
C19 C18 H18 121.3 . . ?
C13 C19 H19 118.7 . . ?
C18 C19 C13 122.7(4) . . ?
C18 C19 H19 118.7 . . ?
C13 C20 H20 121.3 . . ?
C17 C20 C13 117.5(4) . . ?
C17 C20 H20 121.3 . . ?
C14 C21 H21A 109.5 . . ?
C14 C21 H21B 109.5 . . ?
C14 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
O6 C22 O8 108.7(4) . . ?
O6 C22 H22A 109.9 . . ?
O6 C22 H22B 109.9 . . ?
O8 C22 H22A 109.9 . . ?
O8 C22 H22B 109.9 . . ?
H22A C22 H22B 108.3 . . ?
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 O2 1.918(2) . ?
Cu1 O2 1.918(2) 3_566 ?
Cu1 N2 2.002(3) 3_566 ?
Cu1 N2 2.002(3) . ?
O2 C12 1.296(4) . ?
O4 C12 1.222(4) . ?
O6 C15 1.382(5) . ?
O6 C22 1.414(6) . ?
O8 C17 1.370(5) . ?
O8 C22 1.423(6) . ?
N2 H2 0.9800 . ?
N2 C14 1.478(5) . ?
N2 C16 1.511(4) . ?
C12 C14 1.535(5) . ?
C13 C16 1.504(5) . ?
C13 C19 1.381(5) . ?
C13 C20 1.394(6) . ?
C14 H14 0.9800 . ?
C14 C21 1.520(5) . ?
C15 C17 1.376(5) . ?
C15 C18 1.358(6) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C20 1.371(6) . ?
C18 H18 0.9300 . ?
C18 C19 1.376(6) . ?
C19 H19 0.9300 . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
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 O2 C12 O4 -170.5(3) . . . . ?
Cu1 O2 C12 C14 13.5(4) . . . . ?
Cu1 N2 C14 C12 24.4(3) . . . . ?
Cu1 N2 C14 C21 -94.7(3) . . . . ?
Cu1 N2 C16 C13 -45.5(4) . . . . ?
O2 C12 C14 N2 -25.9(4) . . . . ?
O2 C12 C14 C21 94.6(4) . . . . ?
O4 C12 C14 N2 158.0(3) . . . . ?
O4 C12 C14 C21 -81.5(5) . . . . ?
O6 C15 C17 O8 0.5(5) . . . . ?
O6 C15 C17 C20 179.5(4) . . . . ?
O6 C15 C18 C19 -179.5(4) . . . . ?
O8 C17 C20 C13 179.2(4) . . . . ?
C14 N2 C16 C13 75.1(4) . . . . ?
C15 O6 C22 O8 11.0(5) . . . . ?
C15 C17 C20 C13 0.5(7) . . . . ?
C15 C18 C19 C13 -0.8(6) . . . . ?
C16 N2 C14 C12 -97.9(4) . . . . ?
C16 N2 C14 C21 143.0(3) . . . . ?
C16 C13 C19 C18 177.6(4) . . . . ?
C16 C13 C20 C17 -177.5(4) . . . . ?
C17 O8 C22 O6 -10.8(6) . . . . ?
C17 C15 C18 C19 1.3(6) . . . . ?
C18 C15 C17 O8 179.8(4) . . . . ?
C18 C15 C17 C20 -1.2(7) . . . . ?
C19 C13 C16 N2 92.5(4) . . . . ?
C19 C13 C20 C17 0.0(6) . . . . ?
C20 C13 C16 N2 -90.0(4) . . . . ?
C20 C13 C19 C18 0.2(6) . . . . ?
C22 O6 C15 C17 -7.1(5) . . . . ?
C22 O6 C15 C18 173.6(5) . . . . ?
C22 O8 C17 C15 6.3(6) . . . . ?
C22 O8 C17 C20 -172.6(5) . . . . ?

_cod_database_fobs_code 2108986
