Expanding and quantifying the crystal chemistry of the flexible ligand 15aneN5
Shircliff, Anthony D.; Allbritton, Elisabeth M. A.; Davilla, Dustin J.; Gorbet, Michael-Joseph; Jones, Donald G.; Tresp, David S.; Allen, Michael B.; Shrestha, Alina; Burgess, Gwendolyn E.; Eze, John I.; Fernandez, Andrea T.; Ramirez, Daniel; Shoff, Kody J.; Crispin, Garet G.; Crone, Sarah B.; Flinn, Michael; Tran, Tien; Bryce, Darby S.; Bond, Abbagale L.; Shockey, Dylan W.; Oliver, Allen G.; Krause, Jeanette A.; Prior, Timothy J.; Hubin, Timothy J.; CrystEngComm 24 (2022) 1218–1236; doi:10.1039/D1CE01534F

data_7244208
_publ_section_title
;
 Expanding and quantifying the crystal chemistry of the flexible ligand
 15aneN5
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              1218
_journal_page_last               1236
_journal_paper_doi               10.1039/D1CE01534F
_journal_volume                  24
_journal_year                    2022
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C10 H28 Mn N6, 2(F6 P)'
_chemical_formula_sum            'C10 H28 F12 Mn N6 P2'
_chemical_formula_weight         577.26
_space_group_crystal_system      hexagonal
_space_group_IT_number           170
_space_group_name_Hall           'P 65'
_space_group_name_H-M_alt        'P 65'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2021-07-22
_audit_creation_method
;
Olex2 1.3
(compiled 2020.11.12 svn.r5f609507 for OlexSys, GUI svn.r6272)
;
_audit_update_record
;
2021-08-04 deposited with the CCDC.	2022-01-04 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            6
_cell_length_a                   9.1983(7)
_cell_length_b                   9.1983(7)
_cell_length_c                   43.795(4)
_cell_measurement_reflns_used    9976
_cell_measurement_temperature    150
_cell_measurement_theta_max      31.078
_cell_measurement_theta_min      2.7865
_cell_volume                     3209.0(5)
_computing_cell_refinement       'Bruker SAINT v8.37A'
_computing_data_collection       'Bruker APEX3 v2016.1.0'
_computing_data_reduction        'Bruker SAINT v8.37A'
_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 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150
_diffrn_detector_area_resol_mean 10.42
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'ALS Beamline 11.3.1'
_diffrn_measurement_method       'omega-phi scans'
_diffrn_radiation_monochromator  'silicon 111'
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.7749
_diffrn_reflns_av_R_equivalents  0.0626
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       58
_diffrn_reflns_limit_l_min       -58
_diffrn_reflns_number            38351
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        27.706
_diffrn_reflns_theta_max         31.189
_diffrn_reflns_theta_min         2.788
_diffrn_source
;
Advanced Light Source, station 11.3.1
;
_exptl_absorpt_coefficient_mu    1.109
_exptl_absorpt_correction_T_max  0.9281
_exptl_absorpt_correction_T_min  0.8261
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS v2014.5 (Sheldrick)'
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.792
_exptl_crystal_description       block
_exptl_crystal_F_000             1758
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.532
_refine_diff_density_min         -0.340
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.04(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     384
_refine_ls_number_reflns         5358
_refine_ls_number_restraints     1299
_refine_ls_restrained_S_all      0.999
_refine_ls_R_factor_all          0.0601
_refine_ls_R_factor_gt           0.0478
_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^)+(0.0535P)^2^+2.6450P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1168
_refine_ls_wR_factor_ref         0.1251
_reflns_Friedel_coverage         0.968
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.993
_reflns_number_gt                4512
_reflns_number_total             5358
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1ce01534f2.cif
_cod_data_source_block           mba09
_cod_depositor_comments
'Adding full bibliography for 7244202--7244217.cif.'
_cod_original_cell_volume        3209.0(6)
_cod_database_code               7244208
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.967
_shelx_estimated_absorpt_t_min   0.926
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.96314
 0.03686
2. Restrained distances
 P2-F9 \\sim P2A-F9A
 with sigma of 0.02
 P2-F11 \\sim P2A-F11A
 with sigma of 0.02
 F8-F10 \\sim F8A-F10A
 with sigma of 0.04
 C4-C3 \\sim C6A-C5A \\sim C6-C5 \\sim C8A-C7A \\sim C8-C7 \\sim C9A-C10A \\sim
C9-C10 \\sim C2A-C1A \\sim C2-
 C1 \\sim C4A-C3A
 with sigma of 0.02
 N4A-C6A \\sim N4A-C7A \\sim N4-C6 \\sim N4-C7 \\sim N5-C8 \\sim N5-C9 \\sim
N1A-C10A \\sim N1A-C1A \\sim N1-
 C10 \\sim N1-C1 \\sim N2A-C2A \\sim N2A-C3A \\sim N2-C3 \\sim N3A-C4A \\sim
N3A-C5A \\sim N3-C4 \\sim N3-C5 ~
 N5A-C8A \\sim N5A-C9A \\sim N2-C2
 with sigma of 0.02
 F7-F12 \\sim F7A-F12A
 with sigma of 0.02
 F10-F12 \\sim F10A-F12A
 with sigma of 0.04
 P2-F8 \\sim P2A-F8A
 with sigma of 0.04
 F8-F7 \\sim F8A-F7A
 with sigma of 0.04
 P2-F7 \\sim P2A-F7A
 with sigma of 0.04
 F8-F12 \\sim F8A-F12A
 with sigma of 0.04
 P2-F10 \\sim P2A-F10A
 with sigma of 0.04
 P2-F12 \\sim P2A-F12A
 with sigma of 0.04
 F7-F10 \\sim F7A-F10A
 with sigma of 0.04
 F9-F11 \\sim F9A-F11A
 with sigma of 0.04
 F9-F8 \\sim F9A-F8A
 with sigma of 0.04
 F9-F7 \\sim F9A-F7A
 with sigma of 0.04
 F9-F10 \\sim F9A-F10A
 with sigma of 0.04
 F9-F12 \\sim F9A-F12A
 with sigma of 0.04
 F11-F8 \\sim F11A-F8A
 with sigma of 0.04
 F11-F7 \\sim F11A-F7A
 with sigma of 0.04
 F11-F10 \\sim F11A-F10A
 with sigma of 0.04
 F11-F12 \\sim F11A-F12A
 with sigma of 0.04
 F9-F11 \\sim F9-F8 \\sim F9-F7 \\sim F9-F10 \\sim F11-F7 \\sim F11-F10 \\sim
F11-F12 \\sim F8-F7 \\sim F8-F10
 \\sim F8-F12 \\sim F7-F12 \\sim F10-F12
 with sigma of 0.04
 P2-F9 \\sim P2-F11 \\sim P2-F8 \\sim P2-F7 \\sim P2-F10 \\sim P2-F12
 with sigma of 0.02
 P2A-F7A \\sim P2A-F9A \\sim P2A-F11A \\sim P2A-F8A \\sim P2A-F10A \\sim
P2A-F12A
 with sigma of 0.02
 F7A-F9A \\sim F7A-F11A \\sim F7A-F8A \\sim F7A-F12A \\sim F9A-F11A \\sim
F9A-F8A \\sim F9A-F10A ~
 F11A-F10A \\sim F11A-F12A \\sim F8A-F10A \\sim F8A-F12A \\sim F10A-F12A
 with sigma of 0.04
3. Uiso/Uaniso restraints and constraints
C1 \\sim C1A \\sim C2 \\sim C2A \\sim C3 \\sim C3A \\sim C4 \\sim C4A \\sim C5
\\sim C5A \\sim C6 \\sim C6A \\sim C7 \\sim C7A \\sim C8 \\sim C8A \\sim C9
\\sim C9A \\sim C10 \\sim C10A: within 2A with sigma of 0.04 and sigma for
terminal atoms of 0.08 within 2A
Uanis(C9) = Uanis(C10A)
Uanis(C9A) = Uanis(C8)
Uanis(C6) = Uanis(C7A)
Uanis(C5A) = Uanis(C4)
Uanis(C7A) = Uanis(C6)
Uanis(C3A) = Uanis(C2)
Uanis(C5) = Uanis(C6A)
Uanis(C7) = Uanis(C8A)
Uanis(F7A) = Uanis(F7)
Uanis(C3) = Uanis(C4A)
Uanis(F9) = Uanis(F9A)
Uanis(F12) = Uanis(F12A)
Uanis(F8) = Uanis(F8A)
Uanis(F11) = Uanis(F11A)
Uanis(C2A) = Uanis(C1)
Uanis(F10) = Uanis(F10A)
Uanis(C1A) = Uanis(C10)
4. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
5. Others
 Fixed Sof: N1(0.5) H1(0.5) N1A(0.5) H1A(0.5) N2(0.5) H2(0.5) N2A(0.5)
 H2A(0.5) N3(0.5) H3(0.5) N3A(0.5) H3A(0.5) N4(0.5) H4(0.5) N4A(0.5) H4A(0.5)
 N5(0.5) H5(0.5) N5A(0.5) H5A(0.5) C1(0.5) H1B(0.5) H1C(0.5) C1A(0.5) H1AA(0.5)
 H1AB(0.5) C2(0.5) H2B(0.5) H2C(0.5) C2A(0.5) H2AA(0.5) H2AB(0.5) C3(0.5)
 H3B(0.5) H3C(0.5) C3A(0.5) H3AA(0.5) H3AB(0.5) C4(0.5) H4B(0.5) H4C(0.5)
 C4A(0.5) H4AA(0.5) H4AB(0.5) C5(0.5) H5B(0.5) H5C(0.5) C5A(0.5) H5AA(0.5)
 H5AB(0.5) C6(0.5) H6D(0.5) H6E(0.5) C6A(0.5) H6AA(0.5) H6AB(0.5) C7(0.5)
 H7A(0.5) H7B(0.5) C7A(0.5) H7AA(0.5) H7AB(0.5) C8(0.5) H8A(0.5) H8B(0.5)
 C8A(0.5) H8AA(0.5) H8AB(0.5) C9(0.5) H9A(0.5) H9B(0.5) C9A(0.5) H9AA(0.5)
 H9AB(0.5) C10(0.5) H10A(0.5) H10B(0.5) C10A(0.5) H10C(0.5) H10D(0.5) P2(0.5)
 P2A(0.5) F7(0.5) F7A(0.5) F8(0.5) F8A(0.5) F9(0.5) F9A(0.5) F10(0.5) F10A(0.5)
 F11(0.5) F11A(0.5) F12(0.5) F12A(0.5)
6.a Ternary CH refined with riding coordinates:
 N1(H1), N1A(H1A), N2(H2), N2A(H2A), N3(H3), N3A(H3A), N4(H4), N4A(H4A),
 N5(H5), N5A(H5A)
6.b Secondary CH2 refined with riding coordinates:
 C1(H1B,H1C), C1A(H1AA,H1AB), C2(H2B,H2C), C2A(H2AA,H2AB), C3(H3B,H3C),
 C3A(H3AA,H3AB), C4(H4B,H4C), C4A(H4AA,H4AB), C5(H5B,H5C), C5A(H5AA,H5AB),
 C6(H6D,H6E), C6A(H6AA,H6AB), C7(H7A,H7B), C7A(H7AA,H7AB), C8(H8A,H8B),
 C8A(H8AA,H8AB), C9(H9A,H9B), C9A(H9AA,H9AB), C10(H10A,H10B), C10A(H10C,H10D)
6.c Idealised Me refined as rotating group:
 N6(H6A,H6B,H6C)
;
_shelx_res_checksum              99803
_shelx_hkl_checksum              77353
_olex2_submission_special_instructions 'No special instructions were received'