#------------------------------------------------------------------------------
#$Date: 2022-11-07 07:39:49 +0200 (Mon, 07 Nov 2022) $
#$Revision: 279011 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/06/17/7061792.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_7061792
loop_
_publ_author_name
'Kelly, Jordan C.'
'Bloomfield, Aaron J.'
_publ_section_title
;
 High-spin, tetrahedral cobalt(ii) and nickel(ii) complexes supported by
 monoprotic aminophosphine ligands, and attempted extension to copper(ii)
 complexes: synthesis, characterization, and unexpected reactivity
;
_journal_issue                   39
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              18647
_journal_page_last               18651
_journal_paper_doi               10.1039/D2NJ02651A
_journal_volume                  46
_journal_year                    2022
_chemical_formula_moiety         'C15 H27 Cl2 N2 Ni P'
_chemical_formula_sum            'C15 H27 Cl2 N2 Ni P'
_chemical_formula_weight         395.96
_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   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/ccdc.csd.cc2bs6w7
_audit_creation_date             2022-08-05
_audit_creation_method
;
Olex2 1.5
(compiled 2022.04.07 svn.rca3783a0 for OlexSys, GUI svn.r6498)
;
_audit_update_record
;
2022-08-08 deposited with the CCDC.	2022-09-05 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.846(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.8054(3)
_cell_length_b                   15.0567(6)
_cell_length_c                   14.6029(5)
_cell_measurement_reflns_used    9877
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      31.6828
_cell_measurement_theta_min      2.5256
_cell_volume                     1907.54(12)
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       'Bruker Instrument Service V2017.5.0.0'
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker SMART APEX II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_unetI/netI     0.0149
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            34307
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.732
_diffrn_reflns_theta_min         1.958
_diffrn_source                   'fine focus sealed tube X-ray source'
_exptl_absorpt_coefficient_mu    1.377
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6325
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             832
_exptl_crystal_size_max          0.56
_exptl_crystal_size_mid          0.52
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.622
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         6451
_refine_ls_number_restraints     3
_refine_ls_restrained_S_all      1.027
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_gt           0.0280
_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/[σ²(Fo²)+(0.0402P)²+0.4173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0731
_refine_ls_wR_factor_ref         0.0778
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5423
_reflns_number_total             6451
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2nj02651a2.cif
_cod_data_source_block           JCK_tBu2C1HNiCl2
_cod_depositor_comments
'Adding full bibliography for 7061787--7061798.cif.'
_cod_database_code               7061792
_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   0.810
_shelx_estimated_absorpt_t_min   0.513
_exptl_absorpt_special_details   mu*r=0.2000
_olex2_refinement_description
;
1. Restrained distances
 N2-H2N
 0.9 with sigma of 0.02
 P1-H2N
 2.09 with sigma of 0.04
 C7-H2N
 1.91 with sigma of 0.04
2.a Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4)
2.c Idealised Me refined as rotating group:
 C9(H9A,H9B,H9C), C10(H10A,H10B,H10C), C11(H11A,H11B,H11C), C13(H13A,H13B,
 H13C), C14(H14A,H14B,H14C), C15(H15A,H15B,H15C)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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
Ni1 Ni 0.39342(2) 0.26226(2) 0.55460(2) 0.03315(5) Uani 1 1 d . . . . .
Cl1 Cl 0.21835(4) 0.15315(3) 0.53302(3) 0.05157(9) Uani 1 1 d . . . . .
Cl2 Cl 0.42969(5) 0.33288(3) 0.42486(2) 0.05823(11) Uani 1 1 d . . . . .
P1 P 0.63536(3) 0.23169(2) 0.64367(2) 0.02815(6) Uani 1 1 d D . . . .
N1 N 0.33413(12) 0.35761(7) 0.63840(7) 0.0354(2) Uani 1 1 d . . . . .
N2 N 0.63758(13) 0.24353(8) 0.75753(7) 0.0390(2) Uani 1 1 d D . . . .
H2N H 0.7262(16) 0.2391(11) 0.7887(11) 0.047 Uiso 1 1 d D U . . .
C1 C 0.31051(19) 0.44131(10) 0.60661(12) 0.0500(3) Uani 1 1 d . . . . .
H1 H 0.307780 0.452065 0.543634 0.060 Uiso 1 1 calc R U . . .
C2 C 0.2902(2) 0.51153(11) 0.66357(15) 0.0620(4) Uani 1 1 d . . . . .
H2 H 0.272894 0.568466 0.639344 0.074 Uiso 1 1 calc R U . . .
C3 C 0.2960(2) 0.49624(11) 0.75642(14) 0.0604(4) Uani 1 1 d . . . . .
H3 H 0.284715 0.542762 0.796597 0.073 Uiso 1 1 calc R U . . .
C4 C 0.31878(18) 0.41128(11) 0.78916(11) 0.0517(4) Uani 1 1 d . . . . .
H4 H 0.322895 0.399919 0.852136 0.062 Uiso 1 1 calc R U . . .
C5 C 0.33578(14) 0.34189(9) 0.72908(9) 0.0356(2) Uani 1 1 d . . . . .
C6 C 0.35517(16) 0.24806(9) 0.76275(9) 0.0397(3) Uani 1 1 d . . . . .
H6A H 0.327979 0.208543 0.710032 0.048 Uiso 1 1 calc R U . . .
H6B H 0.283485 0.237118 0.805065 0.048 Uiso 1 1 calc R U . . .
C7 C 0.51634(17) 0.22524(11) 0.81173(9) 0.0453(3) Uani 1 1 d D . . . .
H7A H 0.537829 0.258624 0.869303 0.054 Uiso 1 1 calc R U . . .
H7B H 0.519500 0.162644 0.827671 0.054 Uiso 1 1 calc R U . . .
C8 C 0.69248(16) 0.11561(9) 0.61907(10) 0.0411(3) Uani 1 1 d . . . . .
C9 C 0.5872(2) 0.05505(10) 0.66475(13) 0.0550(4) Uani 1 1 d . . . . .
H9A H 0.481784 0.072447 0.645066 0.082 Uiso 1 1 calc R U . . .
H9B H 0.613365 0.060134 0.731108 0.082 Uiso 1 1 calc R U . . .
H9C H 0.600482 -0.005378 0.646693 0.082 Uiso 1 1 calc R U . . .
C10 C 0.8598(2) 0.09201(13) 0.65917(15) 0.0641(5) Uani 1 1 d . . . . .
H10A H 0.876607 0.029898 0.649876 0.096 Uiso 1 1 calc R U . . .
H10B H 0.879830 0.105060 0.724472 0.096 Uiso 1 1 calc R U . . .
H10C H 0.927947 0.126261 0.628292 0.096 Uiso 1 1 calc R U . . .
C11 C 0.6573(3) 0.10009(12) 0.51387(12) 0.0630(5) Uani 1 1 d . . . . .
H11A H 0.550208 0.111728 0.491396 0.094 Uiso 1 1 calc R U . . .
H11B H 0.680332 0.039601 0.500616 0.094 Uiso 1 1 calc R U . . .
H11C H 0.719274 0.139222 0.483684 0.094 Uiso 1 1 calc R U . . .
C12 C 0.78708(15) 0.31456(9) 0.62573(9) 0.0396(3) Uani 1 1 d . . . . .
C13 C 0.8372(2) 0.30168(13) 0.53105(12) 0.0573(4) Uani 1 1 d . . . . .
H13A H 0.747846 0.300883 0.483066 0.086 Uiso 1 1 calc R U . . .
H13B H 0.891543 0.246431 0.530812 0.086 Uiso 1 1 calc R U . . .
H13C H 0.903564 0.349661 0.520019 0.086 Uiso 1 1 calc R U . . .
C14 C 0.92968(18) 0.31173(14) 0.70253(13) 0.0629(5) Uani 1 1 d . . . . .
H14A H 0.977852 0.254511 0.702750 0.094 Uiso 1 1 calc R U . . .
H14B H 0.899191 0.322027 0.761682 0.094 Uiso 1 1 calc R U . . .
H14C H 1.001208 0.356865 0.691200 0.094 Uiso 1 1 calc R U . . .
C15 C 0.71251(18) 0.40659(10) 0.62789(12) 0.0498(3) Uani 1 1 d . . . . .
H15A H 0.787294 0.451653 0.621853 0.075 Uiso 1 1 calc R U . . .
H15B H 0.676245 0.414190 0.685768 0.075 Uiso 1 1 calc R U . . .
H15C H 0.627388 0.411451 0.577413 0.075 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'
Cl Cl 0.1484 0.1585 '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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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
Cl1 Ni1 Cl2 115.045(16) . . ?
Cl1 Ni1 P1 118.212(15) . . ?
Cl2 Ni1 P1 108.346(15) . . ?
N1 Ni1 Cl1 111.42(3) . . ?
N1 Ni1 Cl2 105.35(3) . . ?
N1 Ni1 P1 96.22(3) . . ?
N2 P1 Ni1 112.74(4) . . ?
N2 P1 C8 109.48(6) . . ?
N2 P1 C12 100.40(6) . . ?
C8 P1 Ni1 109.01(5) . . ?
C8 P1 C12 111.89(6) . . ?
C12 P1 Ni1 113.12(4) . . ?
C1 N1 Ni1 119.92(9) . . ?
C5 N1 Ni1 120.91(9) . . ?
C5 N1 C1 118.67(12) . . ?
P1 N2 H2N 112.6(12) . . ?
C7 N2 P1 129.41(10) . . ?
C7 N2 H2N 113.0(12) . . ?
N1 C1 H1 118.7 . . ?
N1 C1 C2 122.62(15) . . ?
C2 C1 H1 118.7 . . ?
C1 C2 H2 120.5 . . ?
C3 C2 C1 118.91(16) . . ?
C3 C2 H2 120.5 . . ?
C2 C3 H3 120.6 . . ?
C2 C3 C4 118.83(15) . . ?
C4 C3 H3 120.6 . . ?
C3 C4 H4 119.7 . . ?
C3 C4 C5 120.51(15) . . ?
C5 C4 H4 119.7 . . ?
N1 C5 C4 120.42(13) . . ?
N1 C5 C6 118.16(11) . . ?
C4 C5 C6 121.42(13) . . ?
C5 C6 H6A 108.6 . . ?
C5 C6 H6B 108.6 . . ?
C5 C6 C7 114.48(12) . . ?
H6A C6 H6B 107.6 . . ?
C7 C6 H6A 108.6 . . ?
C7 C6 H6B 108.6 . . ?
N2 C7 C6 114.45(10) . . ?
N2 C7 H7A 108.6 . . ?
N2 C7 H7B 108.6 . . ?
C6 C7 H7A 108.6 . . ?
C6 C7 H7B 108.6 . . ?
H7A C7 H7B 107.6 . . ?
C9 C8 P1 105.66(10) . . ?
C9 C8 C11 108.18(14) . . ?
C10 C8 P1 114.60(11) . . ?
C10 C8 C9 108.04(13) . . ?
C10 C8 C11 111.37(14) . . ?
C11 C8 P1 108.67(10) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9B 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10B 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 109.5 . . ?
C8 C11 H11B 109.5 . . ?
C8 C11 H11C 109.5 . . ?
H11A C11 H11B 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C13 C12 P1 111.27(11) . . ?
C13 C12 C14 109.25(13) . . ?
C13 C12 C15 108.82(13) . . ?
C14 C12 P1 113.08(10) . . ?
C14 C12 C15 108.02(13) . . ?
C15 C12 P1 106.24(9) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C12 C14 H14A 109.5 . . ?
C12 C14 H14B 109.5 . . ?
C12 C14 H14C 109.5 . . ?
H14A C14 H14B 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
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
Ni1 Cl1 2.2380(4) . ?
Ni1 Cl2 2.2424(4) . ?
Ni1 P1 2.3440(3) . ?
Ni1 N1 2.0124(10) . ?
P1 N2 1.6690(11) . ?
P1 C8 1.8703(13) . ?
P1 C12 1.8789(13) . ?
N1 C1 1.3468(18) . ?
N1 C5 1.3428(16) . ?
N2 H2N 0.836(13) . ?
N2 C7 1.4599(17) . ?
C1 H1 0.9300 . ?
C1 C2 1.376(2) . ?
C2 H2 0.9300 . ?
C2 C3 1.368(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.368(3) . ?
C4 H4 0.9300 . ?
C4 C5 1.3888(19) . ?
C5 C6 1.4961(18) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.515(2) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.532(2) . ?
C8 C10 1.531(2) . ?
C8 C11 1.532(2) . ?
C9 H9A 0.9600 . ?
C9 H9B 0.9600 . ?
C9 H9C 0.9600 . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C13 1.534(2) . ?
C12 C14 1.534(2) . ?
C12 C15 1.536(2) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
