Controlled assembly of a bicyclic porphyrinoid and its 3-dimensional boron difluoride arrays
Zhou, Weinan; Sarma, Tridib; Yang, Liu; Lei, Chuanhu; Sessler, Jonathan L.; Chemical Science 13 (2022) 7276–7282; doi:10.1039/D2SC01635D

data_1567079
_publ_section_title
;
 Controlled assembly of a bicyclic porphyrinoid and its 3-dimensional
 boron difluoride arrays
;
_journal_issue                   24
_journal_name_full               'Chemical Science'
_journal_page_first              7276
_journal_page_last               7282
_journal_paper_doi               10.1039/D2SC01635D
_journal_volume                  13
_journal_year                    2022
_chemical_formula_moiety         'C104 H104 B3 F6 N11'
_chemical_formula_sum            'C104 H104 B3 F6 N11'
_chemical_formula_weight         1654.41
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2022-02-08
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2022-02-08 deposited with the CCDC.	2022-05-26 downloaded from the CCDC.
;
_cell_angle_alpha                82.590(2)
_cell_angle_beta                 81.602(2)
_cell_angle_gamma                76.517(2)
_cell_formula_units_Z            2
_cell_length_a                   12.9759(5)
_cell_length_b                   17.3000(6)
_cell_length_c                   23.1532(8)
_cell_measurement_reflns_used    9913
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      66.920
_cell_measurement_theta_min      1.938
_cell_volume                     4975.7(3)
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.0
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1408
_diffrn_reflns_av_unetI/netI     0.1030
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            129483
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        66.920
_diffrn_reflns_theta_max         66.920
_diffrn_reflns_theta_min         1.938
_exptl_absorpt_coefficient_mu    0.580
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.104
_exptl_crystal_description       needle
_exptl_crystal_F_000             1748
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.060
_refine_diff_density_min         -0.567
_refine_diff_density_rms         0.067
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1183
_refine_ls_number_reflns         17661
_refine_ls_number_restraints     1003
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.1316
_refine_ls_R_factor_gt           0.0881
_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^)+(0.1532P)^2^+1.3821P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2400
_refine_ls_wR_factor_ref         0.2826
_reflns_Friedel_coverage         0.000
_reflns_number_gt                10404
_reflns_number_total             17661
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2sc01635d2.cif
_cod_data_source_block           1_sq
_cod_depositor_comments
'Adding full bibliography for 1567076--1567079.cif.'
_cod_database_code               1567079
_shelx_shelxl_version_number     2017/1
_shelx_estimated_absorpt_t_max   0.988
_shelx_estimated_absorpt_t_min   0.934
_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, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F1-B1 \\sim F1A-B1
 with sigma of 0.02
 F2-B1 \\sim F2A-B1
 with sigma of 0.02
 F2A-B1 \\sim F2-B1 \\sim F1A-B1 \\sim F1-B1
 with sigma of 0.02
 C60-C61 \\sim C60-C61A
 with sigma of 0.02
 C61A-C60 \\sim C61-C60
 with sigma of 0.02
 C2-C10 \\sim C2-C10A
 with sigma of 0.02
 C10-C11 \\sim C10A-C11A
 with sigma of 0.02
 C2-C11 \\sim C2-C11A
 with sigma of 0.04
 C2-C10 \\sim C2-C10A \\sim C11A-C10A \\sim C11-C10
 with sigma of 0.02
3. Rigid bond restraints
 C60, C53
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 F2, B1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 C60, C61
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 B1, F2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 B1, F1
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C53, C54
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
F1 \\sim F1A \\sim F2 \\sim F2A \\sim B1: within 2A with sigma of 0.001 and
sigma for terminal atoms of 0.002
C60 \\sim C61A \\sim C61: within 2A with sigma of 0.001 and sigma for terminal
atoms of 0.002
C2 \\sim C10 \\sim C10A \\sim C11A \\sim C11: within 2A with sigma of 0.002 and
sigma for terminal atoms of 0.004
Uanis(C61) \\sim Ueq, Uanis(C60) \\sim Ueq, Uanis(C53) \\sim Ueq: with sigma of
0.0002 and sigma for terminal atoms of 0.0004
Uanis(C11) \\sim Ueq, Uanis(F2) \\sim Ueq, Uanis(F1) \\sim Ueq: with sigma of
0.0002 and sigma for terminal atoms of 0.0004
5. Others
 Sof(F2A)=Sof(F1A)=1-FVAR(1)
 Sof(F1)=Sof(F2)=FVAR(1)
 Sof(H60C)=Sof(H60D)=Sof(C61A)=Sof(H61D)=Sof(H61E)=Sof(H61F)=1-FVAR(2)
 Sof(H60A)=Sof(H60B)=Sof(C61)=Sof(H61A)=Sof(H61B)=Sof(H61C)=FVAR(2)
 Sof(C10A)=Sof(H10C)=Sof(H10D)=Sof(C11A)=Sof(H11D)=Sof(H11E)=Sof(H11F)=1-FVAR(3)
 Sof(C10)=Sof(H10A)=Sof(H10B)=Sof(C11)=Sof(H11A)=Sof(H11B)=Sof(H11C)=FVAR(3)
6.a Secondary CH2 refined with riding coordinates:
 C10(H10A,H10B), C12(H12A,H12B), C14(H14A,H14B), C16(H16A,H16B), C39(H39A,
 H39B), C41(H41A,H41B), C43(H43A,H43B), C45(H45A,H45B), C56(H56A,H56B),
 C58(H58A,H58B), C60(H60A,H60B), C60(H60C,H60D), C62(H62A,H62B), C85(H85A,H85B),
  C87(H87A,H87B), C89(H89A,H89B), C91(H91A,H91B), C10A(H10C,H10D)
6.b Aromatic/amide H refined with riding coordinates:
 N5(H5), N8(H8), N10(H10), N11(H11), C19(H19), C20(H20), C23(H23), C24(H24),
 C26(H26), C29(H29), C51(H51), C65(H65), C68(H68), C70(H70), C71(H71), C74(H74),
  C75(H75), C80(H80), C94(H94), C97(H97), C99(H99), C100(H100), C103(H103),
 C104(H104)
6.c Idealised Me refined as rotating group:
 C11(H11A,H11B,H11C), C13(H13A,H13B,H13C), C15(H15A,H15B,H15C), C17(H17A,H17B,
 H17C), C40(H40A,H40B,H40C), C42(H42A,H42B,H42C), C44(H44A,H44B,H44C), C46(H46A,
 H46B,H46C), C57(H57A,H57B,H57C), C59(H59A,H59B,H59C), C61(H61A,H61B,H61C),
 C63(H63A,H63B,H63C), C86(H86A,H86B,H86C), C88(H88A,H88B,H88C), C90(H90A,H90B,
 H90C), C92(H92A,H92B,H92C), C61A(H61D,H61E,H61F), C11A(H11D,H11E,H11F)
;
_shelx_res_checksum              7195
_shelx_fab_checksum              72857
_olex2_submission_special_instructions 'No special instructions were received'