C-H bond chlorination and bromination using water soluble nickel(II) guanidine complexes.
Khatri, Jaipriya; Mari, Vasanthapandiyan; Sarkar, Aniruddha; Karmodak, Naiwrit; Dhar, Basab Bijayi; Dalton transactions (Cambridge, England : 2003) 54 (2025) 503–510; doi:10.1039/d4dt02783c

data_7717631
_publ_section_title
;
 C-H bond chlorination and bromination using water soluble nickel(II)
 guanidine complexes.
;
_journal_issue                   2
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              503
_journal_page_last               510
_journal_paper_doi               10.1039/d4dt02783c
_journal_volume                  54
_journal_year                    2025
_chemical_formula_sum            'C6 H18 Cl2 N10 Ni O'
_chemical_formula_weight         375.89
_chemical_name_systematic        Ni(II)-ethylenebisbiguanide
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc2l599d
_audit_creation_method           SHELXL-2017/1
_audit_update_record
;
2024-10-02 deposited with the CCDC.	2024-11-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 100.7390(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   6.90670(10)
_cell_length_b                   11.6814(2)
_cell_length_c                   18.0095(3)
_cell_measurement_reflns_used    9917
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      52.760
_cell_measurement_theta_min      5.776
_cell_volume                     1427.56(4)
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker PHOTON100 CMOS'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0450
_diffrn_reflns_av_unetI/netI     0.0258
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            23837
_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         26.385
_diffrn_reflns_theta_min         2.888
_exptl_absorpt_coefficient_mu    1.746
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.721
_exptl_crystal_description       needle
_exptl_crystal_F_000             752
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: H2O'
_exptl_crystal_size_max          0.221
_exptl_crystal_size_mid          0.204
_exptl_crystal_size_min          0.184
_refine_diff_density_max         0.373
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.061
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         2927
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.099
_refine_ls_R_factor_all          0.0348
_refine_ls_R_factor_gt           0.0301
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0322P)^2^+0.8902P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0712
_refine_ls_wR_factor_ref         0.0737
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2652
_reflns_number_total             2927
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4dt02783c2.cif
_cod_data_source_block           JK2_Water_RTRT_0m_a
_cod_depositor_comments          'Adding full bibliography for 7717631.cif.'
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7717631
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_min   0.699
_shelx_estimated_absorpt_t_max   0.739
_shelx_res_checksum              66358
_shelx_hkl_checksum              666