#------------------------------------------------------------------------------
#$Date: 2023-03-15 02:04:39 +0200 (Wed, 15 Mar 2023) $
#$Revision: 281880 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/26/7712620.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_7712620
loop_
_publ_author_name
'Wedal, Justin C.'
'Ziller, Joseph W.'
'Evans, William J.'
_publ_section_title
;
 Trimethyltriazacyclohexane Coordination Chemistry of Simple Rare-Earth
 Metal Salts
;
_journal_name_full               'Dalton Transactions'
_journal_paper_doi               10.1039/D3DT00242J
_journal_year                    2023
_chemical_formula_sum            'C9 H21 Cl3 N3 Y'
_chemical_formula_weight         366.55
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2023-01-16 deposited with the CCDC.	2023-03-14 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.870(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   12.6519(18)
_cell_length_b                   7.6180(11)
_cell_length_c                   15.904(2)
_cell_measurement_reflns_used    7804
_cell_measurement_temperature    93(2)
_cell_measurement_theta_max      30.23
_cell_measurement_theta_min      2.96
_cell_volume                     1532.7(4)
_computing_cell_refinement       'Bruker SAINT 8.34a, 2013'
_computing_data_collection       'Bruker APEX2 2014.11-0, 2014'
_computing_data_reduction        'Bruker SAINT 8.34a, 2013'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'Bruker SHELXTL 2014/4'
_diffrn_ambient_temperature      93(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.969
_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  0.0554
_diffrn_reflns_av_unetI/netI     0.0530
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            19925
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.280
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    4.309
_exptl_absorpt_correction_T_max  0.4330
_exptl_absorpt_correction_T_min  0.3449
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker SADABS 2014/5'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    not_measured
_exptl_crystal_description       block
_exptl_crystal_F_000             744
_exptl_crystal_size_max          0.236
_exptl_crystal_size_mid          0.208
_exptl_crystal_size_min          0.177
_refine_diff_density_max         1.166
_refine_diff_density_min         -0.739
_refine_diff_density_rms         0.140
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.098
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     149
_refine_ls_number_reflns         3137
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.098
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0521
_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)+(0.0570P)²+10.2089P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1279
_refine_ls_wR_factor_ref         0.1458
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2475
_reflns_number_total             3137
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d3dt00242j2.cif
_cod_data_source_block           jcw116
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_crystal_density_meas' value 'not_measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7712620
_shelx_shelxl_version_number     2014/7
_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   0.430
_shelx_estimated_absorpt_t_max   0.516
_exptl_absorpt_special_details
; 
Reflections not merged 
24070 Corrected reflections written to file jcw116s.hkl 
Estimated minimum and maximum transmission:  0.3449  0.4330 
The ratio (0.7965) of these values is more reliable than their absolute values 
Additional spherical absorption correction applied with mu*r =  0.6000 
Lambda/2 correction factor = 0.00150 
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Y1 Y 0.24454(5) 0.50395(8) 0.63860(4) 0.01464(18) Uani 1 1 d . . . . .
Cl1 Cl 0.38617(13) 0.2909(2) 0.58820(12) 0.0250(4) Uani 1 1 d . . . . .
Cl2 Cl 0.25757(15) 0.4615(2) 0.79815(10) 0.0271(4) Uani 1 1 d . . . . .
Cl3 Cl 0.07551(13) 0.3346(2) 0.60136(11) 0.0225(4) Uani 1 1 d . . . . .
N1 N 0.2455(5) 0.6538(7) 0.4982(3) 0.0191(12) Uani 1 1 d . . . . .
N2 N 0.3771(4) 0.7471(7) 0.6433(4) 0.0168(11) Uani 1 1 d . . . . .
N3 N 0.1478(4) 0.7865(7) 0.6487(3) 0.0181(12) Uani 1 1 d . . . . .
C1 C 0.3580(5) 0.7072(10) 0.4873(4) 0.0234(15) Uani 1 1 d . . . . .
H1A H 0.3642 0.7729 0.4339 0.028 Uiso 1 1 calc R U . . .
H1B H 0.4023 0.6006 0.4832 0.028 Uiso 1 1 calc R U . . .
C2 C 0.3992(5) 0.8195(9) 0.5583(4) 0.0215(15) Uani 1 1 d . . . . .
H2A H 0.4766 0.8331 0.5526 0.026 Uiso 1 1 calc R U . . .
H2B H 0.3671 0.9376 0.5536 0.026 Uiso 1 1 calc R U . . .
C3 C 0.4775(5) 0.6820(10) 0.6846(5) 0.0245(16) Uani 1 1 d . . . . .
H3A H 0.5234 0.7820 0.6982 0.037 Uiso 1 1 calc R U . . .
H3B H 0.5141 0.6028 0.6461 0.037 Uiso 1 1 calc R U . . .
H3C H 0.4605 0.6188 0.7363 0.037 Uiso 1 1 calc R U . . .
C4 C 0.3279(5) 0.8782(9) 0.7002(4) 0.0213(15) Uani 1 1 d . . . . .
H4A H 0.3747 0.9821 0.7048 0.026 Uiso 1 1 calc R U . . .
H4B H 0.3218 0.8264 0.7570 0.026 Uiso 1 1 calc R U . . .
C5 C 0.2199(5) 0.9366(9) 0.6699(4) 0.0190(14) Uani 1 1 d . . . . .
H5A H 0.1871 1.0089 0.7142 0.023 Uiso 1 1 calc R U . . .
H5B H 0.2279 1.0113 0.6195 0.023 Uiso 1 1 calc R U . . .
C6 C 0.0634(6) 0.7725(9) 0.7124(4) 0.0236(15) Uani 1 1 d . . . . .
H6A H 0.0221 0.8813 0.7129 0.035 Uiso 1 1 calc R U . . .
H6B H 0.0956 0.7534 0.7681 0.035 Uiso 1 1 calc R U . . .
H6C H 0.0169 0.6737 0.6983 0.035 Uiso 1 1 calc R U . . .
C7 C 0.0951(5) 0.8121(9) 0.5640(4) 0.0203(15) Uani 1 1 d . . . . .
H7A H 0.0573 0.9258 0.5635 0.024 Uiso 1 1 calc R U . . .
H7B H 0.0423 0.7179 0.5547 0.024 Uiso 1 1 calc R U . . .
C8 C 0.1736(5) 0.8093(9) 0.4932(4) 0.0216(15) Uani 1 1 d . . . . .
H8A H 0.1347 0.8074 0.4387 0.026 Uiso 1 1 calc R U . . .
H8B H 0.2165 0.9180 0.4954 0.026 Uiso 1 1 calc R U . . .
C9 C 0.2175(6) 0.5251(10) 0.4314(4) 0.0268(17) Uani 1 1 d . . . . .
H9D H 0.2252 0.5801 0.3761 0.040 Uiso 1 1 calc R U . . .
H9A H 0.1441 0.4869 0.4382 0.040 Uiso 1 1 calc R U . . .
H9B H 0.2646 0.4233 0.4357 0.040 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'
N N 0.0061 0.0033 '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'
Y Y -2.7962 3.5667 '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
N3 Y1 N2 71.74(18) . . ?
N3 Y1 N1 70.84(17) . . ?
N2 Y1 N1 71.15(19) . . ?
N3 Y1 Cl1 156.86(13) . . ?
N2 Y1 Cl1 90.37(13) . . ?
N1 Y1 Cl1 89.82(13) . . ?
N3 Y1 Cl3 92.35(14) . . ?
N2 Y1 Cl3 159.81(13) . . ?
N1 Y1 Cl3 92.22(14) . . ?
Cl1 Y1 Cl3 101.23(6) . . ?
N3 Y1 Cl2 94.02(13) . . ?
N2 Y1 Cl2 91.78(14) . . ?
N1 Y1 Cl2 159.82(13) . . ?
Cl1 Y1 Cl2 101.28(6) . . ?
Cl3 Y1 Cl2 101.92(6) . . ?
C9 N1 C1 108.4(5) . . ?
C9 N1 C8 110.3(5) . . ?
C1 N1 C8 111.0(5) . . ?
C9 N1 Y1 109.4(4) . . ?
C1 N1 Y1 104.2(4) . . ?
C8 N1 Y1 113.4(4) . . ?
C2 N2 C4 112.8(5) . . ?
C2 N2 C3 110.4(5) . . ?
C4 N2 C3 108.2(5) . . ?
C2 N2 Y1 112.5(4) . . ?
C4 N2 Y1 103.2(4) . . ?
C3 N2 Y1 109.3(4) . . ?
C6 N3 C5 110.0(5) . . ?
C6 N3 C7 107.8(5) . . ?
C5 N3 C7 111.3(5) . . ?
C6 N3 Y1 110.0(4) . . ?
C5 N3 Y1 112.2(4) . . ?
C7 N3 Y1 105.5(4) . . ?
N1 C1 C2 112.9(5) . . ?
N2 C2 C1 113.7(5) . . ?
N2 C4 C5 112.9(5) . . ?
N3 C5 C4 113.1(5) . . ?
N3 C7 C8 112.1(5) . . ?
N1 C8 C7 112.2(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
Y1 N3 2.483(5) . ?
Y1 N2 2.499(5) . ?
Y1 N1 2.508(5) . ?
Y1 Cl1 2.5555(17) . ?
Y1 Cl3 2.5592(18) . ?
Y1 Cl2 2.5610(17) . ?
N1 C9 1.485(9) . ?
N1 C1 1.492(9) . ?
N1 C8 1.495(8) . ?
N2 C2 1.490(9) . ?
N2 C4 1.491(8) . ?
N2 C3 1.505(9) . ?
N3 C6 1.488(8) . ?
N3 C5 1.498(8) . ?
N3 C7 1.506(9) . ?
C1 C2 1.504(10) . ?
C4 C5 1.509(9) . ?
C7 C8 1.513(9) . ?
