Cyclotrimerisation of isocyanates catalysed by low-coordinate Mn(ii) and Fe(ii) m-terphenyl complexes.
Sharpe, Helen R.; Geer, Ana M.; Williams, Huw E. L.; Blundell, Toby J.; Lewis, William; Blake, Alexander J.; Kays, Deborah L.; Chemical communications (Cambridge, England) 53 (2017) 937–940; doi:10.1039/c6cc07243g

data_7125167
_publ_section_title
;
 Cyclotrimerisation of isocyanates catalysed by low-coordinate Mn(ii) and
 Fe(ii) m-terphenyl complexes.
;
_journal_issue                   5
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              937
_journal_page_last               940
_journal_paper_doi               10.1039/c6cc07243g
_journal_volume                  53
_journal_year                    2017
_chemical_formula_moiety         'C33 H35 N O3, 0.5(C6 H14)'
_chemical_formula_sum            'C36 H42 N O3'
_chemical_formula_weight         536.70
_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
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
_audit_creation_date             2016-01-18
_audit_creation_method
;
Olex2 1.2
(compiled 2014.11.21 svn.r3092 for OlexSys, GUI svn.r4949)
;
_audit_update_record
;
2016-11-09 deposited with the CCDC.
2016-12-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.824(7)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   31.251(2)
_cell_length_b                   12.6345(10)
_cell_length_c                   16.0331(12)
_cell_measurement_reflns_used    3982
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.7100
_cell_measurement_theta_min      3.7810
_cell_volume                     6237.7(8)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_crystal_treatment        'flash frozen in gaseous N2'
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.971
_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   -112.00  -7.00   1.00   60.00    --  -38.50 -77.00  90.00  105
  2  \w    -70.00  35.00   1.00   60.00    --  -38.50  77.00 -60.00  105
  3  \w    -50.00  34.00   1.00   60.00    --  -38.50  38.00-180.00   84
  4  \w    -94.00  -2.00   1.00   60.00    --  -38.50 125.00  30.00   92
  5  \w     31.00  91.00   1.00  240.00    --  106.13 -30.00 -30.00   60
  6  \w     31.00  91.00   1.00  240.00    --  106.13 -30.00-150.00   60
  7  \w     35.00  98.00   1.00  240.00    --  106.13 -45.00 120.00   63
  8  \w     35.00  98.00   1.00  240.00    --  106.13 -45.00 -60.00   63
  9  \w     35.00 121.00   1.00  240.00    --  106.13-125.00 -90.00   86
 10  \w     35.00  98.00   1.00  240.00    --  106.13 -45.00 -90.00   63
 11  \w     19.00 178.00   1.00  240.00    --  106.13   0.00 -60.00  159
 12  \w   -112.00  -7.00   1.00   60.00    --  -38.50 -77.00-150.00  105
 13  \w     12.00  67.00   1.00   60.00    --   43.32  77.00   0.00   55
;
_diffrn_measurement_device       '\k-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova-Duo, Atlas'
_diffrn_measurement_method       '\w scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0345379000
_diffrn_orient_matrix_UB_12      -0.0877545000
_diffrn_orient_matrix_UB_13      -0.0192194000
_diffrn_orient_matrix_UB_21      -0.0123937000
_diffrn_orient_matrix_UB_22      0.0159452000
_diffrn_orient_matrix_UB_23      0.0881027000
_diffrn_orient_matrix_UB_31      -0.0340233000
_diffrn_orient_matrix_UB_32      0.0831628000
_diffrn_orient_matrix_UB_33      -0.0370861000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0557
_diffrn_reflns_av_unetI/netI     0.0670
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.971
_diffrn_reflns_limit_h_max       27
_diffrn_reflns_limit_h_min       -38
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            20065
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.971
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.955
_diffrn_reflns_theta_min         3.782
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_exptl_absorpt_coefficient_mu    0.558
_exptl_absorpt_correction_T_max  0.998
_exptl_absorpt_correction_T_min  0.992
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.143
_exptl_crystal_description       block
_exptl_crystal_F_000             2312
_exptl_crystal_recrystallization_method 'Recrystallised in hexanes'
_exptl_crystal_size_max          0.157
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.041
_refine_diff_density_max         0.328
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.052
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     475
_refine_ls_number_reflns         6245
_refine_ls_number_restraints     144
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.1059
_refine_ls_R_factor_gt           0.0587
_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^)+(0.0720P)^2^+2.3295P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1380
_refine_ls_wR_factor_ref         0.1692
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3892
_reflns_number_total             6245
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c6cc07243g2.cif
_cod_data_source_block           mnhrsi
_cod_original_cell_volume        6237.8(8)
_cod_database_code               7125167
_nottingham_internal_coll_name   MNHRSI
_nottingham_internal_coll_number 15465
_nottingham_internal_coll_client HRS/DLK
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_method '\w scans'
_nottingham_internal_coll_frame_time '60.00, 240.00'
_nottingham_internal_coll_frame_width 1.00
_nottingham_internal_coll_user   pcxhrs
_nottingham_internal_coll_date   14/01/2016
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SN, XDA 017/09'
_nottingham_internal_process_date 18/01/2016
_nottingham_internal_process_user pcxhrs
_nottingham_internal_solution_date 18/01/2016
_nottingham_internal_solution_user pcxhrs
_nottingham_internal_refinement_date 18/01/2016
_nottingham_internal_refinement_user pcxhrs
_nottingham_internal_self_archive_date 18/01/2016
_nottingham_internal_self_validation_date 18/01/2016
_nottingham_internal_self_validation_user pcxhrs
_nottingham_internal_validation_date 28/10/2016
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 28/10/2016
_shelx_shelxl_version_number     2014/7
_chemical_oxdiff_formula         'C33 H35 N O3'
_chemical_oxdiff_usercomment
'MNHRSI #15465 IN FOMBLIN FILM ON A MICROMOUNT FOR HRS/DLK'
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C34 \\sim C35 \\sim C36 \\sim C37 \\sim C38 \\sim C39: within 2A with sigma of
0.01 and sigma for terminal atoms of 0.02
3. Rigid body (RIGU) restrains
 C34, C35, C36, C37, C38, C39
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 C8B, C9B, H9B, C10B, C11B, H11B, C12B, C13B, H13A, H13B, H13C, C14B, H14A,
 H14B, H14C, C15B, H15A, H15B, H15C, C8A, C9A, H9A, C10A, C11A, H11A, C12A,
 C13A, H13D, H13E, H13F, C14A, H14D, H14E, H14F, C15A, H15D, H15E, H15F
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(C8A)=Sof(C9A)=Sof(H9A)=Sof(C10A)=Sof(C11A)=Sof(H11A)=Sof(C12A)=Sof(C13A)=
 Sof(H13D)=Sof(H13E)=Sof(H13F)=Sof(C14A)=Sof(H14D)=Sof(H14E)=Sof(H14F)=
 Sof(C15A)=Sof(H15D)=Sof(H15E)=Sof(H15F)=1-FVAR(1)
 Sof(C8B)=Sof(C9B)=Sof(H9B)=Sof(C10B)=Sof(C11B)=Sof(H11B)=Sof(C12B)=Sof(C13B)=
 Sof(H13A)=Sof(H13B)=Sof(H13C)=Sof(C14B)=Sof(H14A)=Sof(H14B)=Sof(H14C)=
 Sof(C15B)=Sof(H15A)=Sof(H15B)=Sof(H15C)=FVAR(1)
 Fixed Sof: C34(0.5) H34A(0.5) H34B(0.5) H34C(0.5) C35(0.5) H35A(0.5)
 H35B(0.5) C36(0.5) H36A(0.5) H36B(0.5) C37(0.5) H37(0.5) C38(0.5) H38A(0.5)
 H38B(0.5) H38C(0.5) C39(0.5) H39A(0.5) H39B(0.5) H39C(0.5)
5.a Ternary CH refined with riding coordinates:
 C37(H37)
5.b Secondary CH2 refined with riding coordinates:
 C35(H35A,H35B), C36(H36A,H36B)
5.c Aromatic/amide H refined with riding coordinates:
 N1(H1), C3(H3), C4(H4), C5(H5), C18(H18), C20(H20), C27(H27), C29(H29),
 C31(H31), C9B(H9B), C11B(H11B), C9A(H9A), C11A(H11A)
5.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C24(H24A,H24B,H24C), C32(H32A,H32B,
 H32C), C33(H33A,H33B,H33C), C13B(H13A,H13B,H13C), C14B(H14A,H14B,H14C),
 C15B(H15A,H15B,H15C), C13A(H13D,H13E,H13F), C14A(H14D,H14E,H14F), C15A(H15D,
 H15E,H15F), C34(H34A,H34B,H34C), C38(H38A,H38B,H38C), C39(H39A,H39B,H39C)
;
_shelx_res_checksum              16084
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_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 1.161
_oxdiff_exptl_absorpt_empirical_full_min 0.907