#------------------------------------------------------------------------------
#$Date: 2020-08-12 04:22:29 +0300 (Wed, 12 Aug 2020) $
#$Revision: 255244 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/10/7241029.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_7241029
loop_
_publ_author_name
'Ling, Irene'
'Sobolev, Alexandre N.'
'Loh, Sze Le'
'Turner, Gemma F.'
'Moggach, Stephen A.'
_publ_section_title
;
 Structural investigation of bromide complexation with bipodal, tripodal
 and tetrapodal cationic molecules
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D0CE00747A
_journal_year                    2020
_chemical_formula_moiety         'C26 H34 N8, 4(Br), 4(H2 O)'
_chemical_formula_sum            'C26 H42 Br4 N8 O4'
_chemical_formula_weight         850.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2020-07-23 deposited with the CCDC.	2020-07-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 128.822(1)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   28.3447(4)
_cell_length_b                   8.4739(1)
_cell_length_c                   18.2377(3)
_cell_measurement_reflns_used    10740
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      32.165
_cell_measurement_theta_min      2.293
_cell_volume                     3412.85(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_molecular_graphics    'X-Seed v. 4.0 (Barbour, 2001)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXT-2015/1 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.0009
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.941
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Oxford Diffraction Xcalibur-S'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0351
_diffrn_reflns_av_unetI/netI     0.0287
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.941
_diffrn_reflns_limit_h_max       41
_diffrn_reflns_limit_h_min       -42
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            30439
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.941
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         32.524
_diffrn_reflns_theta_min         2.651
_exptl_absorpt_coefficient_mu    4.760
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.49078
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.655
_exptl_crystal_description       wedge
_exptl_crystal_F_000             1704
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.245
_exptl_crystal_size_min          0.082
_refine_diff_density_max         1.227
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.100
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.002
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     193
_refine_ls_number_reflns         5834
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.002
_refine_ls_R_factor_all          0.0488
_refine_ls_R_factor_gt           0.0347
_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)+(0.0480P)²+6.5000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0843
_refine_ls_wR_factor_ref         0.0913
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4882
_reflns_number_total             5834
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0ce00747a2.cif
_cod_data_source_block           4MI181105
_cod_original_cell_volume        3412.85(9)
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_database_code               7241029
_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   0.339
_shelx_estimated_absorpt_t_max   0.696
loop_
_space_group_symop_operation_xyz
'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, -y, -z'
'x, -y, 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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.12605(2) -0.09883(3) 0.38950(2) 0.02326(7) Uani 1 1 d . . . . .
Br2 Br 0.38097(2) 0.01315(3) 0.37889(2) 0.02582(7) Uani 1 1 d . . . . .
C1 C 0.44130(9) 0.5378(2) 0.41804(14) 0.0144(3) Uani 1 1 d . . . . .
C2 C 0.49121(9) 0.5522(2) 0.41943(14) 0.0136(3) Uani 1 1 d . . . . .
C3 C 0.54893(9) 0.5138(2) 0.50109(14) 0.0147(3) Uani 1 1 d . . . . .
H3 H 0.5825 0.5233 0.5014 0.018 Uiso 1 1 calc R U . . .
C10 C 0.37839(9) 0.5783(3) 0.32893(15) 0.0185(4) Uani 1 1 d . . . . .
H10A H 0.3772 0.6914 0.3142 0.022 Uiso 1 1 calc R U . . .
H10B H 0.3700 0.5159 0.2760 0.022 Uiso 1 1 calc R U . . .
N11 N 0.33130(8) 0.5468(2) 0.33723(13) 0.0197(3) Uani 1 1 d . . . . .
C12 C 0.30325(10) 0.6562(3) 0.34984(16) 0.0222(4) Uani 1 1 d . . . . .
H12 H 0.3097 0.7668 0.3529 0.027 Uiso 1 1 calc R U . . .
N13 N 0.26475(9) 0.5850(2) 0.35744(14) 0.0247(4) Uani 1 1 d . . . . .
C14 C 0.26851(10) 0.4253(3) 0.35061(17) 0.0261(5) Uani 1 1 d . . . . .
H14 H 0.2460 0.3467 0.3540 0.031 Uiso 1 1 calc R U . . .
C15 C 0.31024(10) 0.4001(3) 0.33816(17) 0.0251(4) Uani 1 1 d . . . . .
H15 H 0.3227 0.3007 0.3314 0.030 Uiso 1 1 calc R U . . .
C16 C 0.22494(12) 0.6642(4) 0.3709(2) 0.0348(6) Uani 1 1 d . . . . .
H16A H 0.2360 0.7760 0.3848 0.052 Uiso 1 1 calc R U . . .
H16B H 0.2293 0.6151 0.4235 0.052 Uiso 1 1 calc R U . . .
H16C H 0.1829 0.6546 0.3135 0.052 Uiso 1 1 calc R U . . .
C20 C 0.48417(9) 0.6026(2) 0.33406(15) 0.0158(4) Uani 1 1 d . . . . .
H20A H 0.5221 0.5792 0.3442 0.019 Uiso 1 1 calc R U . . .
H20B H 0.4513 0.5403 0.2791 0.019 Uiso 1 1 calc R U . . .
N21 N 0.47018(8) 0.7721(2) 0.31280(12) 0.0167(3) Uani 1 1 d . . . . .
C22 C 0.49943(10) 0.8891(2) 0.37517(17) 0.0209(4) Uani 1 1 d . . . . .
H22 H 0.5300 0.8771 0.4412 0.025 Uiso 1 1 calc R U . . .
N23 N 0.47842(10) 1.0247(2) 0.32911(16) 0.0249(4) Uani 1 1 d . . . . .
C24 C 0.43406(12) 0.9950(3) 0.23475(19) 0.0259(5) Uani 1 1 d . . . . .
H24 H 0.4113 1.0714 0.1862 0.031 Uiso 1 1 calc R U . . .
C25 C 0.42902(10) 0.8356(3) 0.22421(16) 0.0213(4) Uani 1 1 d . . . . .
H25 H 0.4023 0.7790 0.1669 0.026 Uiso 1 1 calc R U . . .
C26 C 0.49705(14) 1.1809(3) 0.3730(2) 0.0369(6) Uani 1 1 d . . . . .
H26A H 0.5310 1.1699 0.4403 0.055 Uiso 1 1 calc R U . . .
H26B H 0.4630 1.2322 0.3647 0.055 Uiso 1 1 calc R U . . .
H26C H 0.5097 1.2453 0.3434 0.055 Uiso 1 1 calc R U . . .
O01W O 0.22857(10) 0.1466(3) 0.42442(19) 0.0630(7) Uani 1 1 d G . . . .
O02W O 0.33784(12) -0.0351(5) 0.5096(2) 0.0447(8) Uani 0.657(5) 1 d G . P A 1
O03W O 0.34081(11) 0.0570(5) 0.5109(4) 0.0447(8) Uani 0.343(5) 1 d G . P A 2
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'
O O 0.0106 0.0060 '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'
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
C3 C1 C2 118.68(18) 5_666 . ?
C3 C1 C10 121.74(17) 5_666 . ?
C2 C1 C10 119.58(18) . . ?
C3 C2 C1 119.55(18) . . ?
C3 C2 C20 118.53(17) . . ?
C1 C2 C20 121.89(18) . . ?
C1 C3 C2 121.78(17) 5_666 . ?
C1 C3 H3 119.1 5_666 . ?
C2 C3 H3 119.1 . . ?
N11 C10 C1 112.62(17) . . ?
N11 C10 H10A 109.1 . . ?
C1 C10 H10A 109.1 . . ?
N11 C10 H10B 109.1 . . ?
C1 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
C12 N11 C15 108.32(19) . . ?
C12 N11 C10 125.10(19) . . ?
C15 N11 C10 126.51(19) . . ?
N13 C12 N11 108.7(2) . . ?
N13 C12 H12 125.6 . . ?
N11 C12 H12 125.6 . . ?
C12 N13 C14 108.87(19) . . ?
C12 N13 C16 125.5(2) . . ?
C14 N13 C16 125.6(2) . . ?
C15 C14 N13 107.3(2) . . ?
C15 C14 H14 126.3 . . ?
N13 C14 H14 126.3 . . ?
C14 C15 N11 106.8(2) . . ?
C14 C15 H15 126.6 . . ?
N11 C15 H15 126.6 . . ?
N13 C16 H16A 109.5 . . ?
N13 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N13 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N21 C20 C2 112.86(16) . . ?
N21 C20 H20A 109.0 . . ?
C2 C20 H20A 109.0 . . ?
N21 C20 H20B 109.0 . . ?
C2 C20 H20B 109.0 . . ?
H20A C20 H20B 107.8 . . ?
C22 N21 C25 109.05(18) . . ?
C22 N21 C20 125.30(18) . . ?
C25 N21 C20 125.37(18) . . ?
N23 C22 N21 108.2(2) . . ?
N23 C22 H22 125.9 . . ?
N21 C22 H22 125.9 . . ?
C22 N23 C24 109.27(19) . . ?
C22 N23 C26 125.0(2) . . ?
C24 N23 C26 125.6(2) . . ?
C25 C24 N23 106.9(2) . . ?
C25 C24 H24 126.5 . . ?
N23 C24 H24 126.5 . . ?
C24 C25 N21 106.6(2) . . ?
C24 C25 H25 126.7 . . ?
N21 C25 H25 126.7 . . ?
N23 C26 H26A 109.5 . . ?
N23 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
N23 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 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
C1 C3 1.390(3) 5_666 ?
C1 C2 1.404(3) . ?
C1 C10 1.518(3) . ?
C2 C3 1.395(3) . ?
C2 C20 1.503(3) . ?
C3 C1 1.390(3) 5_666 ?
C3 H3 0.9500 . ?
C10 N11 1.459(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
N11 C12 1.332(3) . ?
N11 C15 1.384(3) . ?
C12 N13 1.328(3) . ?
C12 H12 0.9500 . ?
N13 C14 1.369(3) . ?
N13 C16 1.460(3) . ?
C14 C15 1.354(3) . ?
C14 H14 0.9500 . ?
C15 H15 0.9500 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C20 N21 1.475(3) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
N21 C22 1.335(3) . ?
N21 C25 1.378(3) . ?
C22 N23 1.324(3) . ?
C22 H22 0.9500 . ?
N23 C24 1.376(3) . ?
N23 C26 1.464(3) . ?
C24 C25 1.360(3) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C10 H10A Br2 0.99 2.95 3.786(2) 143.2 1_565
C12 H12 Br2 0.95 2.73 3.581(2) 149.2 1_565
C14 H14 O01W 0.95 2.36 3.253(3) 156.5 .
C15 H15 Br2 0.95 2.76 3.668(2) 159.9 .
C16 H16C Br2 0.98 3.01 3.776(3) 135.9 4
C20 H20A Br1 0.99 2.93 3.8744(19) 159.7 3
C20 H20B Br1 0.99 2.68 3.651(2) 165.5 4
C22 H22 Br2 0.95 2.76 3.638(2) 154.0 5_666
C24 H24 Br1 0.95 3.00 3.878(2) 154.3 4_565
C24 H24 O02W 0.95 2.53 3.22(13) 129.8 6_565
C25 H25 O03W 0.95 2.62 3.16(13) 117.1 6_565
C26 H26A Br2 0.98 3.03 3.939(3) 154.6 5_666
C26 H26B Br2 0.98 3.11 3.647(3) 116.0 1_565
C26 H26C Br1 0.98 3.14 3.945(3) 140.5 3_565
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C1 C2 C3 0.3(3) 5_666 . . . ?
C10 C1 C2 C3 -179.50(18) . . . . ?
C3 C1 C2 C20 178.16(17) 5_666 . . . ?
C10 C1 C2 C20 -1.7(3) . . . . ?
C1 C2 C3 C1 -0.3(3) . . . 5_666 ?
C20 C2 C3 C1 -178.24(17) . . . 5_666 ?
C3 C1 C10 N11 -3.7(3) 5_666 . . . ?
C2 C1 C10 N11 176.08(17) . . . . ?
C1 C10 N11 C12 103.7(2) . . . . ?
C1 C10 N11 C15 -72.9(3) . . . . ?
C15 N11 C12 N13 -0.8(3) . . . . ?
C10 N11 C12 N13 -177.91(19) . . . . ?
N11 C12 N13 C14 0.7(3) . . . . ?
N11 C12 N13 C16 -179.3(2) . . . . ?
C12 N13 C14 C15 -0.3(3) . . . . ?
C16 N13 C14 C15 179.8(2) . . . . ?
N13 C14 C15 N11 -0.2(3) . . . . ?
C12 N11 C15 C14 0.7(3) . . . . ?
C10 N11 C15 C14 177.7(2) . . . . ?
C3 C2 C20 N21 -109.0(2) . . . . ?
C1 C2 C20 N21 73.1(2) . . . . ?
C2 C20 N21 C22 47.9(3) . . . . ?
C2 C20 N21 C25 -138.90(19) . . . . ?
C25 N21 C22 N23 -0.3(2) . . . . ?
C20 N21 C22 N23 173.86(18) . . . . ?
N21 C22 N23 C24 0.6(3) . . . . ?
N21 C22 N23 C26 177.1(2) . . . . ?
C22 N23 C24 C25 -0.7(3) . . . . ?
C26 N23 C24 C25 -177.2(2) . . . . ?
N23 C24 C25 N21 0.5(2) . . . . ?
C22 N21 C25 C24 -0.2(2) . . . . ?
C20 N21 C25 C24 -174.30(18) . . . . ?
