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#$Date: 2022-08-06 14:47:50 +0300 (Sat, 06 Aug 2022) $
#$Revision: 277108 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/05/7710525.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_7710525
loop_
_publ_author_name
'Wang, Yunlu'
'Zhou, Yanyan'
'Yao, Zhiwei'
'Huang, Wenru'
'Gao, Ting'
'Yan, Pengfei'
'Li, Hongfeng'
_publ_section_title
;
 Asymmetric induction in quadruple-stranded europium(III) helicates and
 circularly polarized luminescence.
;
_journal_issue                   29
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              10973
_journal_page_last               10982
_journal_paper_doi               10.1039/d2dt01379g
_journal_volume                  51
_journal_year                    2022
_chemical_absolute_configuration adrm
_chemical_formula_sum            'C17 H22 Br N3'
_chemical_formula_weight         348.28
_space_group_crystal_system      trigonal
_space_group_IT_number           146
_space_group_name_Hall           'R 3'
_space_group_name_H-M_alt        'R 3 :H'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2021-01-13 deposited with the CCDC.	2022-06-21 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            9
_cell_length_a                   25.4179(9)
_cell_length_b                   25.4179(9)
_cell_length_c                   7.2227(3)
_cell_measurement_reflns_used    2571
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.2122
_cell_measurement_theta_min      2.9622
_cell_volume                     4041.2(3)
_computing_cell_refinement       'CrysAlis PRO (Agilent, 2011)'
_computing_data_collection       'CrysAlis PRO (Agilent, 2011)'
_computing_data_reduction        'CrysAlis PRO (Agilent, 2011)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.890
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0289
_diffrn_reflns_av_unetI/netI     0.0413
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -31
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            10699
_diffrn_reflns_point_group_measured_fraction_full 0.905
_diffrn_reflns_point_group_measured_fraction_max 0.768
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.277
_diffrn_reflns_theta_min         2.968
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.287
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.288
_exptl_crystal_description       block
_exptl_crystal_F_000             1620
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.365
_refine_diff_density_min         -0.328
_refine_diff_density_rms         0.048
_refine_ls_abs_structure_details
;
 Flack x determined using 1060 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3758
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0615
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0452P)²+1.3661P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0815
_refine_ls_wR_factor_ref         0.0904
_reflns_Friedel_coverage         0.725
_reflns_Friedel_fraction_full    0.812
_reflns_Friedel_fraction_max     0.645
_reflns_number_gt                2992
_reflns_number_total             3758
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2dt01379g2.cif
_cod_data_source_block           c_CCDC1
_cod_depositor_comments
'Adding full bibliography for 7710524--7710527.cif.'
_cod_database_code               7710525
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
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
Br1 Br 0.03901(2) 0.23332(2) 0.02987(7) 0.05336(17) Uani 1 1 d . . . . .
N3 N 0.62296(19) 0.49724(19) -0.0658(6) 0.0468(10) Uani 1 1 d . . . . .
H3B H 0.6222 0.4926 0.0524 0.056 Uiso 1 1 calc R U . . .
N2 N 0.5743(2) 0.55119(19) -0.0168(6) 0.0487(10) Uani 1 1 d . . . . .
H2B H 0.5749 0.5843 -0.0458 0.058 Uiso 1 1 calc R U . . .
N1 N 0.6057(2) 0.5454(2) -0.3077(6) 0.0570(12) Uani 1 1 d . . . . .
H1B H 0.6228 0.5325 -0.3837 0.068 Uiso 1 1 calc R U . . .
H1C H 0.5913 0.5676 -0.3472 0.068 Uiso 1 1 calc R U . . .
C1 C 0.4391(3) 0.3510(3) 0.1972(12) 0.079(2) Uani 1 1 d . . . . .
H1A H 0.4335 0.3194 0.2749 0.095 Uiso 1 1 calc R U . . .
C2 C 0.4019(3) 0.3392(3) 0.0472(11) 0.077(2) Uani 1 1 d . . . . .
H2A H 0.3717 0.2995 0.0223 0.093 Uiso 1 1 calc R U . . .
C3 C 0.5750(4) 0.3480(3) -0.5507(11) 0.086(2) Uani 1 1 d . . . . .
H3A H 0.5860 0.3393 -0.6644 0.104 Uiso 1 1 calc R U . . .
C4 C 0.6806(3) 0.4458(3) -0.0444(10) 0.0700(17) Uani 1 1 d . . . . .
H4A H 0.6977 0.4255 -0.1128 0.105 Uiso 1 1 calc R U . . .
H4B H 0.7125 0.4805 0.0181 0.105 Uiso 1 1 calc R U . . .
H4C H 0.6522 0.4184 0.0451 0.105 Uiso 1 1 calc R U . . .
C5 C 0.5202(3) 0.5588(3) 0.2446(9) 0.0721(17) Uani 1 1 d . . . . .
H5A H 0.4997 0.5398 0.3579 0.108 Uiso 1 1 calc R U . . .
H5B H 0.5536 0.5986 0.2708 0.108 Uiso 1 1 calc R U . . .
H5C H 0.4923 0.5621 0.1623 0.108 Uiso 1 1 calc R U . . .
C6 C 0.4090(3) 0.3848(3) -0.0648(11) 0.0735(18) Uani 1 1 d . . . . .
H6A H 0.3829 0.3766 -0.1646 0.088 Uiso 1 1 calc R U . . .
C7 C 0.6015(2) 0.5311(2) -0.1305(7) 0.0426(11) Uani 1 1 d . . . . .
C8 C 0.6004(2) 0.4133(2) -0.2868(8) 0.0476(13) Uani 1 1 d . . . . .
C9 C 0.5189(4) 0.3103(3) -0.4785(13) 0.083(2) Uani 1 1 d . . . . .
H9A H 0.4919 0.2750 -0.5412 0.100 Uiso 1 1 calc R U . . .
C10 C 0.6482(2) 0.4666(2) -0.1762(8) 0.0482(13) Uani 1 1 d . . . . .
H10A H 0.6781 0.4961 -0.2625 0.058 Uiso 1 1 calc R U . . .
C11 C 0.5024(3) 0.3243(3) -0.3144(12) 0.084(2) Uani 1 1 d . . . . .
H11A H 0.4635 0.2994 -0.2677 0.101 Uiso 1 1 calc R U . . .
C12 C 0.4848(3) 0.4096(3) 0.2335(8) 0.0609(15) Uani 1 1 d . . . . .
H12A H 0.5097 0.4173 0.3362 0.073 Uiso 1 1 calc R U . . .
C13 C 0.6153(3) 0.3993(3) -0.4538(9) 0.0648(16) Uani 1 1 d . . . . .
H13A H 0.6535 0.4249 -0.5035 0.078 Uiso 1 1 calc R U . . .
C14 C 0.4547(3) 0.4433(3) -0.0319(8) 0.0575(14) Uani 1 1 d . . . . .
H14A H 0.4595 0.4743 -0.1108 0.069 Uiso 1 1 calc R U . . .
C15 C 0.5432(3) 0.3756(3) -0.2166(10) 0.0654(16) Uani 1 1 d . . . . .
H15A H 0.5320 0.3846 -0.1036 0.078 Uiso 1 1 calc R U . . .
C16 C 0.4938(2) 0.4569(2) 0.1178(7) 0.0453(12) Uani 1 1 d . . . . .
C17 C 0.5436(3) 0.5207(2) 0.1545(7) 0.0487(12) Uani 1 1 d . . . . .
H17A H 0.5735 0.5194 0.2374 0.058 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'
Br Br -0.2901 2.4595 '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'
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
C7 N3 C10 126.1(5) . . ?
C7 N3 H3B 117.0 . . ?
C10 N3 H3B 117.0 . . ?
C7 N2 C17 124.2(4) . . ?
C7 N2 H2B 117.9 . . ?
C17 N2 H2B 117.9 . . ?
C7 N1 H1B 120.0 . . ?
C7 N1 H1C 120.0 . . ?
H1B N1 H1C 120.0 . . ?
C2 C1 C12 120.2(6) . . ?
C2 C1 H1A 119.9 . . ?
C12 C1 H1A 119.9 . . ?
C6 C2 C1 120.4(6) . . ?
C6 C2 H2A 119.8 . . ?
C1 C2 H2A 119.8 . . ?
C9 C3 C13 119.5(7) . . ?
C9 C3 H3A 120.3 . . ?
C13 C3 H3A 120.3 . . ?
C10 C4 H4A 109.5 . . ?
C10 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C10 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C17 C5 H5A 109.5 . . ?
C17 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C17 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C2 C6 C14 120.2(6) . . ?
C2 C6 H6A 119.9 . . ?
C14 C6 H6A 119.9 . . ?
N3 C7 N1 121.5(5) . . ?
N3 C7 N2 119.8(5) . . ?
N1 C7 N2 118.6(5) . . ?
C13 C8 C15 118.6(6) . . ?
C13 C8 C10 119.8(5) . . ?
C15 C8 C10 121.5(5) . . ?
C11 C9 C3 119.9(7) . . ?
C11 C9 H9A 120.0 . . ?
C3 C9 H9A 120.0 . . ?
N3 C10 C4 107.5(5) . . ?
N3 C10 C8 113.2(4) . . ?
C4 C10 C8 110.6(5) . . ?
N3 C10 H10A 108.5 . . ?
C4 C10 H10A 108.5 . . ?
C8 C10 H10A 108.5 . . ?
C9 C11 C15 120.3(7) . . ?
C9 C11 H11A 119.8 . . ?
C15 C11 H11A 119.8 . . ?
C1 C12 C16 120.4(6) . . ?
C1 C12 H12A 119.8 . . ?
C16 C12 H12A 119.8 . . ?
C8 C13 C3 121.6(6) . . ?
C8 C13 H13A 119.2 . . ?
C3 C13 H13A 119.2 . . ?
C6 C14 C16 121.0(6) . . ?
C6 C14 H14A 119.5 . . ?
C16 C14 H14A 119.5 . . ?
C8 C15 C11 120.0(6) . . ?
C8 C15 H15A 120.0 . . ?
C11 C15 H15A 120.0 . . ?
C12 C16 C14 117.8(5) . . ?
C12 C16 C17 121.1(5) . . ?
C14 C16 C17 121.1(5) . . ?
N2 C17 C16 111.2(4) . . ?
N2 C17 C5 107.6(4) . . ?
C16 C17 C5 112.2(5) . . ?
N2 C17 H17A 108.6 . . ?
C16 C17 H17A 108.6 . . ?
C5 C17 H17A 108.6 . . ?
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
N3 C7 1.314(6) . ?
N3 C10 1.468(7) . ?
N3 H3B 0.8600 . ?
N2 C7 1.329(6) . ?
N2 C17 1.461(7) . ?
N2 H2B 0.8600 . ?
N1 C7 1.320(7) . ?
N1 H1B 0.8600 . ?
N1 H1C 0.8600 . ?
C1 C2 1.368(10) . ?
C1 C12 1.381(9) . ?
C1 H1A 0.9300 . ?
C2 C6 1.350(10) . ?
C2 H2A 0.9300 . ?
C3 C9 1.363(11) . ?
C3 C13 1.380(10) . ?
C3 H3A 0.9300 . ?
C4 C10 1.517(9) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 C17 1.514(8) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 C14 1.375(9) . ?
C6 H6A 0.9300 . ?
C8 C13 1.363(8) . ?
C8 C15 1.377(8) . ?
C8 C10 1.517(8) . ?
C9 C11 1.364(11) . ?
C9 H9A 0.9300 . ?
C10 H10A 0.9800 . ?
C11 C15 1.387(9) . ?
C11 H11A 0.9300 . ?
C12 C16 1.386(8) . ?
C12 H12A 0.9300 . ?
C13 H13A 0.9300 . ?
C14 C16 1.391(8) . ?
C14 H14A 0.9300 . ?
C15 H15A 0.9300 . ?
C16 C17 1.501(8) . ?
C17 H17A 0.9800 . ?
