Construction of novel Mn-based metal–organic frameworks for regioselective cross-dehydrogenative coupling of coumarins and dimethylanilines
Sun, Qing; Yang, Chen; Han, Shaoyang; Liu, Xin; Li, Meichao; Shen, Zhenlu; CrystEngComm 27 (2025) 4985–4991; doi:10.1039/D5CE00478K

data_7250583
_publ_section_title
;
 Construction of novel Mn-based metal--organic frameworks for
 regioselective cross-dehydrogenative coupling of coumarins and
 dimethylanilines
;
_journal_issue                   29
_journal_name_full               CrystEngComm
_journal_page_first              4985
_journal_page_last               4991
_journal_paper_doi               10.1039/D5CE00478K
_journal_volume                  27
_journal_year                    2025
_chemical_formula_moiety         'C102 H88 Mn6 N12 O32, 3(C3 H7 N O)'
_chemical_formula_sum            'C111 H109 Mn6 N15 O35'
_chemical_formula_weight         2542.77
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_block_doi                 10.5517/ccdc.csd.cc2mg70c
_audit_creation_date             2025-02-23
_audit_creation_method
;
Olex2 1.5
(compiled 2024.02.16 svn.r378c4104 for OlexSys, GUI svn.r6928)
;
_audit_update_record
;
2025-02-25 deposited with the CCDC.	2025-06-24 downloaded from the CCDC.
;
_cell_angle_alpha                91.749(3)
_cell_angle_beta                 96.795(3)
_cell_angle_gamma                100.827(3)
_cell_formula_units_Z            2
_cell_length_a                   14.2545(7)
_cell_length_b                   18.0400(8)
_cell_length_c                   30.3498(14)
_cell_measurement_reflns_used    9742
_cell_measurement_temperature    193.00
_cell_measurement_theta_max      68.28
_cell_measurement_theta_min      2.50
_cell_volume                     7600.6(6)
_computing_cell_refinement       'SAINT V8.40B (Bruker, 2019)'
_computing_data_collection       'APEX4 V2022.10-1 (Bruker, 2022)'
_computing_data_reduction        'SAINT V8.40B (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      193.00
_diffrn_detector                 CPAD
_diffrn_detector_area_resol_mean 7.41
_diffrn_detector_type            'Bruker PHOTON III'
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Bruker D8 VENTURE dual wavelength Mo/Cu'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'Helios Multi-layer Optic'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0990
_diffrn_reflns_av_unetI/netI     0.0857
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_number            94533
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.595
_diffrn_reflns_theta_max         66.595
_diffrn_reflns_theta_min         2.497
_diffrn_source                   'microfocus sealed X-ray tube'
_diffrn_source_current           1.1
_diffrn_source_power             0.05500000000000001
_diffrn_source_type              'Incoatec I\ms DIAMOND'
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.497
_exptl_absorpt_correction_T_max  0.7531
_exptl_absorpt_correction_T_min  0.5939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1327 before and 0.0901 after correction.
The Ratio of minimum to maximum transmission is 0.7886.
The \l/2 correction factor is Not present.
;
_exptl_crystal_density_diffrn    1.111
_exptl_crystal_description       block
_exptl_crystal_F_000             2620
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.980
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.098
_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     1525
_refine_ls_number_reflns         26693
_refine_ls_number_restraints     28
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.1151
_refine_ls_R_factor_gt           0.0986
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1600P)^2^+20.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2722
_refine_ls_wR_factor_ref         0.2907
_reflns_Friedel_coverage         0.000
_reflns_number_gt                22371
_reflns_number_total             26693
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5ce00478k2.cif
_cod_data_source_block           cu_230812lu_lgpz084884_0m_sq
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_diffrn_radiation_probe' value 'X-ray' was changed to
'x-ray' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/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 

 Adding full bibliography for 7250583.cif.
;
_cod_database_code               7250583
_shelx_shelxl_version_number     2019/3
_shelx_estimated_absorpt_t_max   0.662
_shelx_estimated_absorpt_t_min   0.593
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.8485(10)
 0.1515(10)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H,H) groups
3. Restrained distances
 N3-C19
 1.45 with sigma of 0.01
 C20-C19
 2.5 with sigma of 0.01
 C19-C18
 2.4 with sigma of 0.01
 C18-C20
 2.4 with sigma of 0.01
4. Uiso/Uaniso restraints and constraints
O33 \\sim N3 \\sim C18 \\sim C20 \\sim C19: within 2A with sigma of 0.01 and
sigma for terminal atoms of 0.02 within 2A
5.a Rotating group:
 O35(H35A,H35B), O28(H28A,H28B)
5.b Aromatic/amide H refined with riding coordinates:
 N13(H13), N1(H1), N4(H4), N7(H7), N11(H11), N9(H9), C44(H44), C89(H89),
 C91(H91), C64(H64), C75(H75), C71(H71), C46(H46), C72(H72), C9(H9A), C10(H10),
 C32(H32), C77(H77), C52(H52), C58(H58), C43(H43), C3(H3), C80(H80), C29(H29),
 C30(H30), C27(H27), C66(H66), C37(H37), C111(H111), C85(H85), C24(H24),
 C41(H41), C61(H61), C38(H38), C7(H7A), C92(H92), C23(H23), C63(H63), C49(H49),
 C15(H15), C18(H18), C78(H78), C4(H4A), C94(H94), C12(H12), C86(H86), C57(H57),
 C97(H97), C108(H108), C105(H105), C102(H102)
5.c Idealised Me refined as rotating group:
 C54(H54A,H54B,H54C), C53(H53A,H53B,H53C), C20(H20A,H20B,H20C), C99(H99A,H99B,
 H99C), C50(H50A,H50B,H50C), C51(H51A,H51B,H51C), C17(H17A,H17B,H17C), C98(H98A,
 H98B,H98C), C110(H11A,H11B,H11C), C16(H16A,H16B,H16C), C109(H10A,H10B,H10C),
 C19(H19A,H19B,H19C), C107(H10D,H10E,H10F), C106(H10G,H10H,H10I), C104(H10J,
 H10K,H10L), C103(H10M,H10N,H10O), C101(H10P,H10Q,H10R), C100(H10S,H10T,H10U)
;
_shelx_res_checksum              87170
_shelx_fab_checksum              41432
_platon_squeeze_void_probe_radius 1.20
_olex2_submission_special_instructions 'No special instructions were received'
_site                            XU