Synthesis and complexes of a constrained-cavity Schiff-base dipyrrin macrocycle.
van Rees, Karlotta; Love, Jason B.; Dalton transactions (Cambridge, England : 2003) 50 (2021) 1610–1613; doi:10.1039/d1dt00175b

data_7706485
_publ_section_title
;
 Synthesis and complexes of a constrained-cavity Schiff-base dipyrrin
 macrocycle.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1610
_journal_page_last               1613
_journal_paper_doi               10.1039/d1dt00175b
_journal_volume                  50
_journal_year                    2021
_chemical_formula_moiety         'C17 H7 F5 N2 O2'
_chemical_formula_sum            'C17 H7 F5 N2 O2'
_chemical_formula_weight         366.25
_space_group_crystal_system      trigonal
_space_group_IT_number           148
_space_group_name_Hall           '-R 3'
_space_group_name_H-M_alt        'R -3 :H'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2020-04-03
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2021-01-18 deposited with the CCDC.	2021-01-22 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_formula_units_Z            18
_cell_length_a                   32.738(2)
_cell_length_b                   32.738(2)
_cell_length_c                   7.4920(5)
_cell_measurement_reflns_used    3165
_cell_measurement_temperature    170
_cell_measurement_theta_max      21.4020
_cell_measurement_theta_min      3.0740
_cell_volume                     6954.0(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      170
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.1042
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -87.00 -34.00   1.00   15.00    --  -16.53-179.00   0.00   53
  2  \w    -25.00  20.00   1.00   15.00    --  -16.53 -99.00 -60.00   45
  3  \w    -85.00   9.00   1.00   15.00    --  -16.53 -19.00 120.00   94
  4  \w    -76.00  -4.00   1.00   15.00    --  -16.53 136.00  18.59   72
  5  \w      1.00  87.00   1.00   15.00    --   18.25  37.00  90.00   86
  6  \w    -47.00  33.00   1.00   15.00    --   18.25 -57.00-180.00   80
  7  \w      3.00  84.00   1.00   15.00    --   18.25  57.00-180.00   81
  8  \w    -47.00  33.00   1.00   15.00    --   18.25 -57.00 -30.00   80
  9  \w      3.00  84.00   1.00   15.00    --   18.25  57.00 -60.00   81
 10  \w    -82.00  -2.00   1.00   15.00    --  -16.53 -57.00 -60.00   80
 11  \w    -75.00  -3.00   1.00   15.00    --  -16.53 134.00-152.83   72
 12  \w    -25.00  20.00   1.00   15.00    --  -16.53 -99.00-180.00   45
 13  \w      8.00  45.00   1.00   15.00    --   18.25-143.00-124.00   37
 14  \w    -47.00  33.00   1.00   15.00    --   18.25 -57.00 -90.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0242534000
_diffrn_orient_matrix_UB_12      0.0145713000
_diffrn_orient_matrix_UB_13      -0.0205798000
_diffrn_orient_matrix_UB_21      -0.0024508000
_diffrn_orient_matrix_UB_22      0.0202751000
_diffrn_orient_matrix_UB_23      0.0073752000
_diffrn_orient_matrix_UB_31      0.0056141000
_diffrn_orient_matrix_UB_32      0.0016312000
_diffrn_orient_matrix_UB_33      0.0921013000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1359
_diffrn_reflns_av_unetI/netI     0.0561
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       36
_diffrn_reflns_limit_h_min       -36
_diffrn_reflns_limit_k_max       36
_diffrn_reflns_limit_k_min       -36
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            39210
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        23.254
_diffrn_reflns_theta_max         23.254
_diffrn_reflns_theta_min         2.812
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.145
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.999
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.574
_exptl_crystal_description       block
_exptl_crystal_F_000             3312
_exptl_crystal_preparation
'Oxidation of dipyrromethane with DDQ in DCM (dry)'
_exptl_crystal_recrystallization_method
'Grown from a concentrated DCM solution at -30 oC'
_exptl_crystal_size_max          0.185
_exptl_crystal_size_mid          0.072
_exptl_crystal_size_min          0.059
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.189
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     235
_refine_ls_number_reflns         2221
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0765
_refine_ls_R_factor_gt           0.0458
_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^)+(0.0360P)^2^+3.2180P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0859
_refine_ls_wR_factor_ref         0.0963
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1582
_reflns_number_total             2221
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d1dt00175b2.cif
_cod_data_source_block           j18008_r(obv)
_cod_depositor_comments
'Adding full bibliography for 7706485--7706489.cif.'
_cod_original_cell_volume        6953.9(11)
_cod_original_sg_symbol_H-M      'R -3'
_cod_database_code               7706485
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C17 F5 O2 N2 H7'
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     23.21
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H4), C14(H5), C3(H2), C4(H3), C17(H7), C15(H6), C1(H1)
3. Residual lattive electron density (presumably from highly disordered lattive solvent)
was modelled using the "solvent mask" feature on Olex2 (75 electrons/cell).
;
_smtbx_masks_special_details
;
A solvent mask was calculated and 75 electrons were found in 
a volume of 420\%A^3^ in 1 void per unit cell.
This is consistent with the presence of 0.5[H2O] per Formula 
Unit which account for 90 electrons per unit cell.
;
_shelx_res_checksum              35853
_shelx_hkl_checksum              82625
_shelx_fab_checksum              26020
_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 1.175
_oxdiff_exptl_absorpt_empirical_full_min 0.893