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#$Date: 2019-11-07 23:13:28 +0200 (Thu, 07 Nov 2019) $
#$Revision: 223962 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/88/7048807.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_7048807
loop_
_publ_author_name
'Cain, Amy N.'
'Carder Freeman, TaRynn N'
'Roewe, Kimberly D.'
'Cockriel, David L.'
'Hasley, Travis R.'
'Maples, Randall D.'
'Allbritton, Elisabeth M. A.'
'D'Huys, Thomas'
'van Loy, Tom'
'Burke, Benjamin P.'
'Prior, Timothy J.'
'Schols, Dominique'
'Archibald, Stephen J.'
'Hubin, Timothy J.'
_publ_section_title
;
 Acetate as a model for aspartate-based CXCR4 chemokine receptor binding
 of cobalt and nickel complexes of cross-bridged tetraazamacrocycles.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2785
_journal_page_last               2801
_journal_paper_doi               10.1039/c8dt04728f
_journal_volume                  48
_journal_year                    2019
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C26 H38 Cl2 N4 Ni '
_chemical_formula_sum            'C26 H38 Cl2 N4 Ni'
_chemical_formula_weight         536.21
_space_group_crystal_system      orthorhombic
_space_group_IT_number           20
_space_group_name_Hall           'C 2c 2'
_space_group_name_H-M_alt        'C 2 2 21'
_symmetry_space_group_name_Hall  'C 2c 2'
_symmetry_space_group_name_H-M   'C 2 2 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-08-02 deposited with the CCDC.
2019-01-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.0137(16)
_cell_length_b                   13.3814(17)
_cell_length_c                   20.352(3)
_cell_measurement_reflns_used    17241
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      31.95
_cell_measurement_theta_min      2.23
_cell_volume                     2454.8(6)
_computing_cell_refinement       'X-AREA (Stoe & Cie, 2002)'
_computing_data_collection       'X-AREA (Stoe & Cie, 2002)'
_computing_data_reduction        'X-RED (Stoe & Cie, 2002)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Stoe IPDS2'
_diffrn_measurement_method       ω-scans
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0822
_diffrn_reflns_av_unetI/netI     0.0454
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            20304
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.080
_diffrn_reflns_theta_min         2.725
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    1.031
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_correction_T_min  0.421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 R.H. Blessing, Acta Cryst. (1995), A51, 33-38
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.451
_exptl_crystal_description       block
_exptl_crystal_F_000             1136
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.302
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.48(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2722
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0391
_refine_ls_R_factor_gt           0.0311
_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)+(0.0273P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0603
_refine_ls_wR_factor_ref         0.0620
_reflns_Friedel_coverage         0.766
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                2355
_reflns_number_total             2722
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c8dt04728f2.cif
_cod_data_source_block           Ni1Cl2
_cod_depositor_comments
'Adding full bibliography for 7048799--7048808.cif.'
_cod_database_code               7048807
_shelx_shelxl_version_number     2016/6
_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_min   0.820
_shelx_estimated_absorpt_t_max   0.904
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, -z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -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
Ni1 Ni 0.500000 0.02557(4) 0.250000 0.02029(14) Uani 1 2 d S T P
Cl1 Cl 0.35578(9) 0.15192(7) 0.30762(4) 0.02802(19) Uani 1 1 d . . .
N2 N 0.3593(3) 0.0122(2) 0.16050(13) 0.0243(6) Uani 1 1 d . . .
N1 N 0.3636(3) -0.0918(2) 0.28567(14) 0.0253(6) Uani 1 1 d . . .
C2 C 0.2596(4) -0.0733(3) 0.17336(18) 0.0270(8) Uani 1 1 d . . .
H2A H 0.307345 -0.135808 0.158117 0.032 Uiso 1 1 calc R U .
H2B H 0.166199 -0.064484 0.148443 0.032 Uiso 1 1 calc R U .
C1 C 0.2252(3) -0.0815(3) 0.2458(2) 0.0301(7) Uani 1 1 d . . .
H1A H 0.170379 -0.021236 0.260140 0.036 Uiso 1 1 calc R U .
H1B H 0.160790 -0.140319 0.253430 0.036 Uiso 1 1 calc R U .
C5 C 0.6812(4) -0.0852(3) 0.14443(17) 0.0296(8) Uani 1 1 d . . .
H5A H 0.749249 -0.141297 0.134585 0.036 Uiso 1 1 calc R U .
H5B H 0.737207 -0.022327 0.137917 0.036 Uiso 1 1 calc R U .
C6 C 0.4347(4) -0.1915(3) 0.27357(19) 0.0287(8) Uani 1 1 d . . .
H6A H 0.358178 -0.237573 0.256211 0.034 Uiso 1 1 calc R U .
H6B H 0.468606 -0.218702 0.316243 0.034 Uiso 1 1 calc R U .
C3 C 0.4447(4) -0.0011(3) 0.09822(17) 0.0273(8) Uani 1 1 d . . .
H3A H 0.500763 0.061203 0.089833 0.033 Uiso 1 1 calc R U .
H3B H 0.372640 -0.009063 0.061871 0.033 Uiso 1 1 calc R U .
C4 C 0.5529(4) -0.0879(3) 0.09524(19) 0.0318(8) Uani 1 1 d . . .
H4A H 0.595186 -0.090661 0.050390 0.038 Uiso 1 1 calc R U .
H4B H 0.496623 -0.150540 0.102253 0.038 Uiso 1 1 calc R U .
C7 C 0.2735(4) 0.1083(3) 0.15554(17) 0.0247(7) Uani 1 1 d . . .
H7A H 0.345604 0.164019 0.154375 0.030 Uiso 1 1 calc R U .
H7B H 0.214423 0.115834 0.196252 0.030 Uiso 1 1 calc R U .
C8 C 0.1695(4) 0.1203(3) 0.09763(17) 0.0256(7) Uani 1 1 d . . .
C9 C 0.2196(4) 0.1564(3) 0.03777(18) 0.0326(8) Uani 1 1 d . . .
H9 H 0.321925 0.171074 0.032232 0.039 Uiso 1 1 calc R U .
C10 C 0.1222(5) 0.1713(3) -0.01426(19) 0.0420(10) Uani 1 1 d . . .
H10 H 0.158004 0.196349 -0.054973 0.050 Uiso 1 1 calc R U .
C11 C -0.0269(5) 0.1498(4) -0.0067(2) 0.0451(11) Uani 1 1 d . . .
H11 H -0.093261 0.157907 -0.042571 0.054 Uiso 1 1 calc R U .
C12 C -0.0791(5) 0.1164(3) 0.0534(2) 0.0462(11) Uani 1 1 d . . .
H12 H -0.181810 0.103101 0.059207 0.055 Uiso 1 1 calc R U .
C13 C 0.0183(4) 0.1025(3) 0.10480(19) 0.0328(8) Uani 1 1 d . . .
H13 H -0.018594 0.080325 0.146021 0.039 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'
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
N1 Ni1 N1 84.56(16) . 4_655
N1 Ni1 N2 83.70(11) . .
N1 Ni1 N2 89.45(11) 4_655 .
N1 Ni1 N2 89.45(11) . 4_655
N1 Ni1 N2 83.70(11) 4_655 4_655
N2 Ni1 N2 170.75(15) . 4_655
N1 Ni1 Cl1 92.28(8) . .
N1 Ni1 Cl1 171.18(8) 4_655 .
N2 Ni1 Cl1 98.40(7) . .
N2 Ni1 Cl1 88.05(8) 4_655 .
N1 Ni1 Cl1 171.18(8) . 4_655
N1 Ni1 Cl1 92.28(8) 4_655 4_655
N2 Ni1 Cl1 88.05(8) . 4_655
N2 Ni1 Cl1 98.40(7) 4_655 4_655
Cl1 Ni1 Cl1 92.00(5) . 4_655
C2 N2 C3 111.8(3) . .
C2 N2 C7 111.1(2) . .
C3 N2 C7 108.0(3) . .
C2 N2 Ni1 105.3(2) . .
C3 N2 Ni1 114.25(18) . .
C7 N2 Ni1 106.20(19) . .
C5 N1 C1 106.8(3) 4_655 .
C5 N1 C6 109.1(3) 4_655 .
C1 N1 C6 110.4(3) . .
C5 N1 Ni1 116.2(2) 4_655 .
C1 N1 Ni1 103.3(2) . .
C6 N1 Ni1 110.8(2) . .
N2 C2 C1 110.7(3) . .
N2 C2 H2A 109.5 . .
C1 C2 H2A 109.5 . .
N2 C2 H2B 109.5 . .
C1 C2 H2B 109.5 . .
H2A C2 H2B 108.1 . .
N1 C1 C2 111.4(3) . .
N1 C1 H1A 109.3 . .
C2 C1 H1A 109.3 . .
N1 C1 H1B 109.3 . .
C2 C1 H1B 109.3 . .
H1A C1 H1B 108.0 . .
N1 C5 C4 114.9(3) 4_655 .
N1 C5 H5A 108.5 4_655 .
C4 C5 H5A 108.5 . .
N1 C5 H5B 108.5 4_655 .
C4 C5 H5B 108.5 . .
H5A C5 H5B 107.5 . .
N1 C6 C6 115.76(19) . 4_655
N1 C6 H6A 108.3 . .
C6 C6 H6A 108.3 4_655 .
N1 C6 H6B 108.3 . .
C6 C6 H6B 108.3 4_655 .
H6A C6 H6B 107.4 . .
N2 C3 C4 117.1(3) . .
N2 C3 H3A 108.0 . .
C4 C3 H3A 108.0 . .
N2 C3 H3B 108.0 . .
C4 C3 H3B 108.0 . .
H3A C3 H3B 107.3 . .
C3 C4 C5 116.2(3) . .
C3 C4 H4A 108.2 . .
C5 C4 H4A 108.2 . .
C3 C4 H4B 108.2 . .
C5 C4 H4B 108.2 . .
H4A C4 H4B 107.4 . .
N2 C7 C8 117.5(3) . .
N2 C7 H7A 107.9 . .
C8 C7 H7A 107.9 . .
N2 C7 H7B 107.9 . .
C8 C7 H7B 107.9 . .
H7A C7 H7B 107.2 . .
C9 C8 C13 118.1(3) . .
C9 C8 C7 121.3(3) . .
C13 C8 C7 120.4(3) . .
C8 C9 C10 120.9(4) . .
C8 C9 H9 119.5 . .
C10 C9 H9 119.5 . .
C11 C10 C9 119.9(4) . .
C11 C10 H10 120.0 . .
C9 C10 H10 120.0 . .
C10 C11 C12 119.7(4) . .
C10 C11 H11 120.1 . .
C12 C11 H11 120.1 . .
C13 C12 C11 119.8(4) . .
C13 C12 H12 120.1 . .
C11 C12 H12 120.1 . .
C12 C13 C8 121.4(4) . .
C12 C13 H13 119.3 . .
C8 C13 H13 119.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N1 2.122(3) .
Ni1 N1 2.122(3) 4_655
Ni1 N2 2.227(3) .
Ni1 N2 2.227(3) 4_655
Ni1 Cl1 2.4338(9) .
Ni1 Cl1 2.4338(9) 4_655
N2 C2 1.478(4) .
N2 C3 1.493(4) .
N2 C7 1.504(4) .
N1 C5 1.482(4) 4_655
N1 C1 1.495(4) .
N1 C6 1.501(4) .
C2 C1 1.511(6) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C5 C4 1.530(5) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 C6 1.519(7) 4_655
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C3 C4 1.518(5) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C7 C8 1.514(4) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 C9 1.386(5) .
C8 C13 1.391(5) .
C9 C10 1.390(5) .
C9 H9 0.9500 .
C10 C11 1.383(6) .
C10 H10 0.9500 .
C11 C12 1.385(6) .
C11 H11 0.9500 .
C12 C13 1.378(5) .
C12 H12 0.9500 .
C13 H13 0.9500 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C3 N2 C2 C1 156.1(3) . .
C7 N2 C2 C1 -83.0(3) . .
Ni1 N2 C2 C1 31.5(3) . .
C5 N1 C1 C2 172.4(3) 4_655 .
C6 N1 C1 C2 -69.1(3) . .
Ni1 N1 C1 C2 49.3(3) . .
N2 C2 C1 N1 -57.4(4) . .
C5 N1 C6 C6 -142.6(4) 4_655 4_655
C1 N1 C6 C6 100.4(4) . 4_655
Ni1 N1 C6 C6 -13.4(5) . 4_655
C2 N2 C3 C4 -63.9(4) . .
C7 N2 C3 C4 173.5(3) . .
Ni1 N2 C3 C4 55.6(4) . .
N2 C3 C4 C5 -62.4(4) . .
N1 C5 C4 C3 64.2(4) 4_655 .
C2 N2 C7 C8 -67.0(4) . .
C3 N2 C7 C8 56.0(4) . .
Ni1 N2 C7 C8 178.9(2) . .
N2 C7 C8 C9 -86.2(4) . .
N2 C7 C8 C13 98.8(4) . .
C13 C8 C9 C10 -2.0(6) . .
C7 C8 C9 C10 -177.1(3) . .
C8 C9 C10 C11 -0.2(6) . .
C9 C10 C11 C12 2.0(7) . .
C10 C11 C12 C13 -1.6(7) . .
C11 C12 C13 C8 -0.7(7) . .
C9 C8 C13 C12 2.5(6) . .
C7 C8 C13 C12 177.6(4) . .
