1,4,7-Triazacyclononane Ligands Bearing Tertiary Alkyl Nitrogen Substituents
Arumugam Thangavel; Marika Wieliczko; John Bacsa; Christopher C. Scarborough; Inorganic Chemistry 52 (2013) 13282–13287; doi:10.1021/ic402626p

data_4336792
_publ_contact_author_address
; 
Department of Chemistry
Emory University
Atlanta, GA 30322, USA
;
_publ_contact_author_email       scarborough@emory.edu
_publ_contact_author_name        'Scarborough, Christopher C.'
_publ_section_title
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 1,4,7-Triazacyclononane Ligands Bearing Tertiary Alkyl Nitrogen
 Substituents
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              13282
_journal_page_last               13287
_journal_paper_doi               10.1021/ic402626p
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C18 H39 Br N3 Ni, C24 H20 B'
_chemical_formula_sum            'C42 H59 B Br N3 Ni'
_chemical_formula_weight         755.35
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           7
_space_group_name_Hall           'P -2yc'
_space_group_name_H-M_alt        'P 1 c 1'
_symmetry_space_group_name_Hall  'P -2yc'
_symmetry_space_group_name_H-M   'P 1 c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_audit_creation_date             2013-05-30
_audit_creation_method
;
  Olex2 1.2-beta
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                90
_cell_angle_beta                 90.2200(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   18.4350(16)
_cell_length_b                   11.4849(10)
_cell_length_c                   17.9159(16)
_cell_measurement_reflns_used    5731
_cell_measurement_temperature    109.01
_cell_measurement_theta_max      22.97
_cell_measurement_theta_min      2.21
_cell_volume                     3793.2(6)
_computing_cell_refinement       'SAINT v7.68A (Bruker, 2009)'
_computing_data_collection       'APEX2 v2011.2-4 (Bruker, 2011)'
_computing_data_reduction        'SAINT v7.68A (Bruker, 2009)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      109.01
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
'Bruker D8 diffractometer with APEX2 detector'
_diffrn_measurement_method       '\f and \w scans with a narrow frame width'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0628
_diffrn_reflns_av_unetI/netI     0.1078
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            41001
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.951
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.960
_diffrn_reflns_theta_min         1.773
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.598
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.5626
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0851 before and 0.0689 after correction.
The Ratio of minimum to maximum transmission is 0.7544.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear light orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.323
_exptl_crystal_description       plate
_exptl_crystal_F_000             1600
_exptl_crystal_size_max          0.365
_exptl_crystal_size_mid          0.219
_exptl_crystal_size_min          0.084
_refine_diff_density_max         1.243
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.049(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.966
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     883
_refine_ls_number_reflns         19081
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      0.966
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0527
_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^)+(0.0256P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0947
_refine_ls_wR_factor_ref         0.1043
_reflns_Friedel_coverage         0.905
_reflns_Friedel_fraction_full    0.964
_reflns_Friedel_fraction_max     0.904
_reflns_number_gt                14433
_reflns_number_total             19081
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ic402626p_si_002_11.cif
_cod_data_source_block           1305ThangaveltTACNNiBrBPh4
_cod_database_code               4336792
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C54(H54A,H54B), C53(H53A,H53B), C48(H48A,H48B), C17(H17A,
 H17B), C11(H11A,H11B), C59(H59A,H59B), C18(H18A,H18B), C5(H5A,H5B), C60(H60A,
 H60B), C47(H47A,H47B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
 C76(H76), C38(H38), C66(H66), C72(H72), C39(H39), C35(H35), C82(H82),
 C32(H32), C74(H74), C30(H30), C68(H68), C81(H81), C26(H26), C34(H34), C80(H80),
  C77(H77), C84(H84), C62(H62), C36(H36), C21(H21), C69(H69), C70(H70),
 C78(H78), C22(H22), C64(H64), C75(H75), C40(H40), C71(H71), C41(H41), C42(H42),
  C20(H20), C28(H28), C33(H33), C83(H83), C29(H29), C27(H27), C63(H63),
 C23(H23), C65(H65), C24(H24)
2.c Idealised Me refined as rotating group:
 C52(H52A,H52B,H52C), C58(H58A,H58B,H58C), C8(H8A,H8B,H8C), C4(H4A,H4B,H4C),
 C16(H16A,H16B,H16C), C56(H56A,H56B,H56C), C44(H44A,H44B,H44C), C2(H2A,H2B,H2C),
  C14(H14A,H14B,H14C), C10(H10A,H10B,H10C), C51(H51A,H51B,H51C), C15(H15A,H15B,
 H15C), C9(H9A,H9B,H9C), C46(H46A,H46B,H46C), C45(H45A,H45B,H45C), C3(H3A,H3B,
 H3C), C50(H50A,H50B,H50C), C57(H57A,H57B,H57C)
;
_shelxl_version_number           2013-3