Design and synthesis of copper(ii) malonates with N,N′-containing linkers
Zorina-Tikhonova, Ekaterina N.; Chistyakov, Aleksandr S.; Novikova, Veronika A.; Knyazev, Daniil A.; Gogoleva, Natalia V.; Blinou, Daniil O.; Efimov, Nikolay N.; Dorovatovskii, Pavel V.; Kiskin, Mikhail A.; Eremenko, Igor L.; Vologzhanina, Anna V.; CrystEngComm 25 (2023) 2859–2870; doi:10.1039/D3CE00081H

data_7246579
_publ_section_title
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 Design and synthesis of copper(ii) malonates with N,N&#x2032;-containing
 linkers
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_journal_issue                   19
_journal_name_full               CrystEngComm
_journal_page_first              2859
_journal_page_last               2870
_journal_paper_doi               10.1039/D3CE00081H
_journal_volume                  25
_journal_year                    2023
_chemical_formula_moiety         '0.5(C36 H30 Cu2 N4 O8), 2(H0.25 O0.13)'
_chemical_formula_sum            'C18 H15.5 Cu N2 O4.25'
_chemical_formula_weight         391.36
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2023-02-27
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2023-03-28 deposited with the CCDC.	2023-04-06 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.1259(7)
_cell_length_b                   13.4355(10)
_cell_length_c                   14.5446(11)
_cell_measurement_reflns_used    3577
_cell_measurement_temperature    120
_cell_measurement_theta_max      25.29
_cell_measurement_theta_min      2.63
_cell_volume                     1783.3(2)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      120
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.991
_diffrn_measurement_device_type  apex
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.991
_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       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            18649
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.647
_diffrn_reflns_theta_min         2.064
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.250
_exptl_absorpt_correction_T_max  0.983
_exptl_absorpt_correction_T_min  0.849
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.458
_exptl_crystal_description       prism
_exptl_crystal_F_000             802
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.19
_refine_diff_density_max         1.103
_refine_diff_density_min         -1.082
_refine_diff_density_rms         0.109
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2845
_refine_ls_number_restraints     14
_refine_ls_restrained_S_all      1.059
_refine_ls_R_factor_all          0.0825
_refine_ls_R_factor_gt           0.0626
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0200P)^2^+8.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1297
_refine_ls_wR_factor_ref         0.1397
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2168
_reflns_number_total             2845
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce00081h2.cif
_cod_data_source_block           8
_cod_depositor_comments
'Adding full bibliography for 7246576--7246583.cif.'
_cod_original_formula_sum        'C18 H15.50 Cu N2 O4.25'
_cod_database_code               7246579
_shelxl_version_number           2014-3
_shelx_estimated_absorpt_t_max   0.797
_shelx_estimated_absorpt_t_min   0.648
_olex2_refinement_description
;
1. Restrained distances
 C11-H11 = C12-H12
 0.93 with sigma of 0.02
 C11-H12
 2 with sigma of 0.02
 C2-C0AA = C5-C2
 1.5 with sigma of 0.02
 C5-C1AA
 1.3 with sigma of 0.02
 C7-C3AA = C3AA-C2AA
 1.5 with sigma of 0.02
 C7-C4
 1.3 with sigma of 0.02
 C4-C3AA
 2.3 with sigma of 0.02
 C7-C2AA
 2.5 with sigma of 0.02
 C5-C0AA
 2.5 with sigma of 0.02
 C2-C1AA
 2.3 with sigma of 0.02
2. Restrained planarity
 H11, C11, C12, H12
 with sigma of 0.1
3. Uiso/Uaniso restraints and constraints
Uiso(O4A) = Uiso(O4B)
Uiso(C2AA) = Uiso(C0AA)
Uiso(C2) = Uiso(C3AA)
4. Others
 Fixed Sof: C10B(0.5) H10B(0.5) C8A(0.5) O4A(0.16665) C9B(0.5) C11(0.5)
 O4B(0.3333) C12(0.5) C9A(0.5) H9A(0.5) C8B(0.5) C7B(0.5) H7B(0.5) C7A(0.5)
 H7A(0.5) C6B(0.5) H6B(0.5) C2(0.1667) H2A(0.1667) H2B(0.1667) O1W(0.125)
 H1W(0.25) C1AA(0.1667) H1AA(0.1667) H1AB(0.1667) C7(0.3333) H7(0.3333)
 C5(0.1667) H5(0.1667) C2AA(0.3333) H2AA(0.3333) C0AA(0.1667) H0AA(0.1667)
 C4(0.3333) H4A(0.3333) H4B(0.3333) C3AA(0.3333) H3AA(0.3333) H3AB(0.3333)
 C5AA(0.5) H5AA(0.5) C4AA(0.5) H4AA(0.5)
 Fixed Uiso: C2(0.07) C1AA(0.07) C7(0.07) C5(0.07) C4(0.07) C3AA(0.07)
5.a Riding coordinates:
 O1W(H1W)
5.b Ternary CH refined with riding coordinates:
 C2AA(H2AA), C0AA(H0AA)
5.c Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3AA(H3AA,H3AB)
5.d Aromatic/amide H refined with riding coordinates:
 C10B(H10B), C9A(H9A), C7B(H7B), C7A(H7A), C6B(H6B), C7(H7), C5(H5),
 C5AA(H5AA), C4AA(H4AA)
5.e X=CH2 refined with riding coordinates:
 C1AA(H1AA,H1AB), C4(H4A,H4B)
;
_shelx_res_checksum              10951
_olex2_submission_special_instructions 'No special instructions were received'