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_1572329
_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_formula_moiety         'C42 H45 Br3 N6, 0.95(C H2 Cl2)'
_chemical_formula_sum            'C42.95 H46.9 Br3 Cl1.9 N6'
_chemical_formula_weight         954.25
_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_date             2022-11-11
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6408)
;
_audit_update_record
;
2023-12-07 deposited with the CCDC.	2024-07-29 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 123.990(8)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   31.5459(17)
_cell_length_b                   14.3588(3)
_cell_length_c                   23.7813(12)
_cell_measurement_reflns_used    12699
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      25.4960
_cell_measurement_theta_min      1.5530
_cell_volume                     8931.5(11)
_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 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.985
_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    -19.00   7.00   1.00  110.00    --    5.00 -33.00  42.00   26
  2  \w    -19.00   6.00   1.00  110.00    --    5.00  33.00-158.00   25
  3  \w    -50.00  70.00   1.00  110.00    --  -15.00  33.00-158.00  120
  4  \w    -39.00 -14.00   1.00  110.00    --  -15.00 -33.00  42.00   25
  5  \w    -55.00  73.00   1.00  110.00    --  -15.00  68.00-120.00  128
  6  \w   -104.00  25.00   1.00  110.00    --  -15.00 -68.00 -90.00  129
  7  \w    -45.00  74.00   1.00  110.00    --  -15.00  57.00 -60.00  119
;
_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      0.0250885000
_diffrn_orient_matrix_UB_12      -0.0111413000
_diffrn_orient_matrix_UB_13      0.0277221000
_diffrn_orient_matrix_UB_21      -0.0057634000
_diffrn_orient_matrix_UB_22      0.0178420000
_diffrn_orient_matrix_UB_23      0.0228219000
_diffrn_orient_matrix_UB_31      -0.0085617000
_diffrn_orient_matrix_UB_32      -0.0446690000
_diffrn_orient_matrix_UB_33      0.0021627000
_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  0.0761
_diffrn_reflns_av_unetI/netI     0.0716
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_limit_h_max       40
_diffrn_reflns_limit_h_min       -39
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            52536
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_min         1.557
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku 007HF (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    2.860
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.76891
_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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.419
_exptl_crystal_description       needle
_exptl_crystal_F_000             3871
_exptl_crystal_preparation
;
Slow vapour diffusion of 1,4-dioxane into a 1:1 stoichiometric ratio of the RR- and SS- enantiomers
containing a mixture of the [3+3] and [2+2] macrocyclic forms.
;
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.247
_refine_diff_density_min         -0.733
_refine_diff_density_rms         0.114
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.086
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     514
_refine_ls_number_reflns         10122
_refine_ls_number_restraints     20
_refine_ls_restrained_S_all      1.087
_refine_ls_R_factor_all          0.1053
_refine_ls_R_factor_gt           0.0661
_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/[\s^2^(Fo^2^)+(0.0630P)^2^+56.1909P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1500
_refine_ls_wR_factor_ref         0.1653
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7097
_reflns_number_total             10122
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d4sc04207g2.cif
_cod_data_source_block           33-rac_dcm_ams371-3_dcmdiox_100k_needle_1
_cod_depositor_comments
'Adding full bibliography for 1572326--1572335.cif.'
_cod_original_cell_volume        8931.4(10)
_cod_original_formula_sum        'C42.95 H46.90 Br3 Cl1.90 N6'
_cod_database_code               1572329
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C42 H45 Br3  N6'
_shelx_estimated_absorpt_t_max   0.945
_shelx_estimated_absorpt_t_min   0.690
_reflns_odcompleteness_completeness 99.93
_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
2. Restrained distances
 Cl53-Cl54
 2.8 with sigma of 0.02
 C52-Cl53 = C52-Cl54
 1.75 with sigma of 0.01
 C55-Cl56 = C55-Cl57
 1.75 with sigma of 0.01
 Cl56-Cl57
 2.8 with sigma of 0.02
3. Rigid body (RIGU) restrains
 Cl57, C55, Cl56
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl53, C52, Cl54
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Fixed Sof: Cl53(0.45) Cl54(0.45) C52(0.45) H52A(0.45) H52B(0.45) C55(0.5)
 H55A(0.5) H55B(0.5) Cl57(0.5) Cl56(0.5)
5.a Ternary CH refined with riding coordinates:
 C27(H27), C28(H28), C11(H11), C45(H45), C10(H10), C44(H44)
5.b Secondary CH2 refined with riding coordinates:
 C15(H15A,H15B), C12(H12A,H12B), C47(H47A,H47B), C14(H14A,H14B), C13(H13A,
 H13B), C30(H30A,H30B), C46(H46A,H46B), C48(H48A,H48B), C32(H32A,H32B),
 C49(H49A,H49B), C31(H31A,H31B), C29(H29A,H29B), C52(H52A,H52B), C55(H55A,H55B)
5.c Aromatic/amide H refined with riding coordinates:
 C20(H20), C25(H25), C17(H17), C22(H22), C5(H5), C34(H34), C42(H42), C41(H41),
 C24(H24), C7(H7), C8(H8), C3(H3), C39(H39), C37(H37), C51(H51)
;
_shelx_res_checksum              21567
_shelx_hkl_checksum              80531
_olex2_date_sample_data_collection 2022-02-11
_olex2_submission_original_sample_id 'AMS371-3 DCM Diox 100 K Needs'
_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 1.240
_oxdiff_exptl_absorpt_empirical_full_min 0.802