Dynamic and solid-state behaviour of bromoisotrianglimine.
Scholes, Abbie M.; Kershaw Cook, Laurence J.; Szczypiński, Filip T; Luzyanin, Konstantin V.; Egleston, Benjamin D.; Greenaway, Rebecca L.; Slater, Anna G.; Chemical science 15 (2024) 14254–14263; doi:10.1039/d4sc04207g

data_1572328
_publ_section_title
;
 Dynamic and solid-state behaviour of bromoisotrianglimine.
;
_journal_issue                   35
_journal_name_full               'Chemical science'
_journal_page_first              14254
_journal_page_last               14263
_journal_paper_doi               10.1039/d4sc04207g
_journal_volume                  15
_journal_year                    2024
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C56 H60 Br4 N8, 2.5(C8 H16 O4)'
_chemical_formula_sum            'C76 H100 Br4 N8 O10'
_chemical_formula_weight         1605.27
_space_group_crystal_system      orthorhombic
_space_group_IT_number           24
_space_group_name_Hall           'I 2b 2c'
_space_group_name_H-M_alt        'I 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-12-07
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   16.3450(7)
_cell_length_b                   17.4893(6)
_cell_length_c                   26.7421(11)
_cell_measurement_reflns_used    11016
_cell_measurement_temperature    100.01(11)
_cell_measurement_theta_max      25.6170
_cell_measurement_theta_min      1.4390
_cell_volume                     7644.6(5)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2019/2 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(11)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -31.00  57.00   1.00   60.00    --    5.00  66.00  52.00   88
  2  \w    -32.00  78.00   1.00   60.00    --   -8.90  67.00-172.00  110
  3  \w    -33.00  79.00   1.00   60.00    --   -8.90  57.00-120.00  112
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0321588000
_diffrn_orient_matrix_UB_12      0.0157996000
_diffrn_orient_matrix_UB_13      -0.0145027000
_diffrn_orient_matrix_UB_21      -0.0081684000
_diffrn_orient_matrix_UB_22      -0.0268300000
_diffrn_orient_matrix_UB_23      -0.0192652000
_diffrn_orient_matrix_UB_31      -0.0279987000
_diffrn_orient_matrix_UB_32      0.0259314000
_diffrn_orient_matrix_UB_33      -0.0110746000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0630
_diffrn_reflns_av_unetI/netI     0.0718
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            27440
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.414
_diffrn_reflns_theta_min         1.460
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.167
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.49972
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_description       prism
_exptl_crystal_F_000             3328
_exptl_crystal_preparation
'Slow vapour diffusion of 1,4-dioxane into a dichloromethane solution.'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.14
_refine_diff_density_max         1.449
_refine_diff_density_min         -0.643
_refine_diff_density_rms         0.144
_refine_ls_abs_structure_details
;
 Flack x determined using 1924 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.001(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     480
_refine_ls_number_reflns         7824
_refine_ls_number_restraints     118
_refine_ls_restrained_S_all      1.044
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0751
_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/[\s^2^(Fo^2^)+(0.1240P)^2^+19.1658P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1911
_refine_ls_wR_factor_ref         0.2090
_reflns_Friedel_coverage         0.827
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                5437
_reflns_number_total             7824
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc04207g2.cif
_cod_data_source_block           44-ss_diox_u0093_ams221-3_dcmdiox_100k_1
_cod_depositor_comments
'Adding full bibliography for 1572326--1572335.cif.'
_cod_database_code               1572328
_shelx_shelxl_version_number     2019/2
_chemical_oxdiff_formula         'C71 H76 Br4 Cl N8 O7'
_chemical_oxdiff_usercomment     'SS Bromo 15 mg'
_shelx_estimated_absorpt_t_max   0.751
_shelx_estimated_absorpt_t_min   0.582
_reflns_odcompleteness_completeness 99.84
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 O52-O49
 2.8 with sigma of 0.01
 O52-C53 = O52-C51 = C50-O49 = C54-O49
 1.4 with sigma of 0.01
 C53-C54 = C51-C50
 1.5 with sigma of 0.02
 C53-C50 \\sim C54-C51
 with sigma of 0.02
 C42-C43A \\sim C42-C43B
 with sigma of 0.02
 O45-C46B \\sim C47B-O48 \\sim O45-C46A \\sim C47A-O48
 with sigma of 0.02
 C46B-C47B \\sim C46A-C47A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
O49 \\sim O52 \\sim C53 \\sim C54 \\sim C50 \\sim C51: within 2A with sigma of
0.04 and sigma for terminal atoms of 0.08 within 2A
Uanis(O49) = Uanis(O49) = Uanis(O52) = Uanis(O52)
Uanis(C50) = Uanis(C50) = Uanis(C53) = Uanis(C53)
Uanis(C51) = Uanis(C51) = Uanis(C54) = Uanis(C54)
4. Rigid body (RIGU) restrains
 O45, C46B, C47B, O48, C46A, C47A
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 O49, O52, C53, C54, C50, C51
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: C46B(0.5) H46A(0.5) H46B(0.5) C47B(0.5) H47A(0.5) H47B(0.5)
 H42C(0.5) H42D(0.5) H42A(0.5) H42B(0.5) C43A(0.5) H43A(0.5) H43B(0.5)
 C43B(0.5) H43C(0.5) H43D(0.5) C46A(0.5) H46C(0.5) H46D(0.5) C47A(0.5)
 H47C(0.5) H47D(0.5) O49(0.5) C50(0.5) H50A(0.5) H50B(0.5) C54(0.5) H54A(0.5)
 H54B(0.5) C51(0.5) H51A(0.5) H51B(0.5) C53(0.5) H53A(0.5) H53B(0.5) O52(0.5)
6.a Ternary CH refined with riding coordinates:
 C11(H11), C10(H10), C27(H27), C28(H28)
6.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C15(H15A,H15B), C13(H13A,H13B), C29(H29A,H29B), C14(H14A,
 H14B), C30(H30A,H30B), C32(H32A,H32B), C39(H39A,H39B), C37(H37A,H37B),
 C40(H40A,H40B), C31(H31A,H31B), C36(H36A,H36B), C46B(H46A,H46B), C47B(H47A,
 H47B), C42(H42C,H42D), C42(H42A,H42B), C43A(H43A,H43B), C43B(H43C,H43D),
 C46A(H46C,H46D), C47A(H47C,H47D), C50(H50A,H50B), C54(H54A,H54B), C51(H51A,
 H51B), C53(H53A,H53B)
6.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C5(H5), C25(H25), C7(H7), C17(H17), C34(H34), C24(H24), C3(H3),
 C8(H8), C22(H22)
;
_shelx_res_checksum              97987
_shelx_hkl_checksum              97142
_olex2_date_sample_data_collection 2021-04-24
_olex2_submission_original_sample_id 'AMS221-3 DCM Diox 100 K'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.724
_oxdiff_exptl_absorpt_empirical_full_min 0.818