Synthesis and group 9 complexes of macrocyclic PCP and POCOP pincer ligands.
Leforestier, Baptiste; Gyton, Matthew R.; Chaplin, Adrian B.; Dalton transactions (Cambridge, England : 2003) 49 (2020) 2087–2101; doi:10.1039/c9dt04835a

data_7703492
_publ_section_title
;
 Synthesis and group 9 complexes of macrocyclic PCP and POCOP pincer
 ligands.
;
_journal_issue                   7
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2087
_journal_page_last               2101
_journal_paper_doi               10.1039/c9dt04835a
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C28 H56 B2 O2 P2'
_chemical_formula_sum            'C28 H56 B2 O2 P2'
_chemical_formula_weight         508.28
_chemical_melting_point          ?
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2019-04-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3510 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-12-18 deposited with the CCDC.	2020-01-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90.5535(5)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   15.09343(9)
_cell_length_b                   12.86467(7)
_cell_length_c                   32.65837(16)
_cell_measurement_reflns_used    32841
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      73.4190
_cell_measurement_theta_min      3.1940
_cell_volume                     6341.04(6)
_computing_cell_refinement       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.45a (Rigaku OD, 2019)'
_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_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.3046
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_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    -66.00  32.00   1.00    6.00    --  -42.07  37.00-150.00   98
  2  \w    -66.00  32.00   1.00    6.00    --  -42.07  37.00 120.00   98
  3  \w      1.00  83.00   1.00    6.00    --   42.07 -99.00 -30.00   82
  4  \w     31.00 140.00   1.00   24.00    --  107.00 -77.00 150.00  109
  5  \w     94.00 178.00   1.00   24.00    --  107.00 125.00 120.00   84
  6  \w     94.00 178.00   1.00   24.00    --  107.00 125.00-180.00   84
  7  \w     81.00 178.00   1.00   24.00    --  107.00  45.00 -60.00   97
  8  \w   -114.00 -14.00   1.00    6.00    --  -42.07 -57.00 -60.00  100
  9  \w   -114.00 -14.00   1.00    6.00    --  -42.07 -57.00-180.00  100
 10  \w   -114.00 -14.00   1.00    6.00    --  -42.07 -57.00  60.00  100
 11  \w     78.00 178.00   1.00   24.00    --  107.00  61.00-120.00  100
 12  \w     81.00 178.00   1.00   24.00    --  107.00  45.00 150.00   97
 13  \w     74.00 178.00   1.00   24.00    --  107.00  77.00-180.00  104
 14  \w   -118.00  -9.00   1.00    6.00    --  -42.07 -77.00 -90.00  109
 15  \w     30.00 112.00   1.00   24.00    --  107.00-109.00 147.00   82
 16  \w     74.00 178.00   1.00   24.00    --  107.00  77.00-150.00  104
 17  \w     74.00 178.00   1.00   24.00    --  107.00  77.00 150.00  104
 18  \w     34.00 118.00   1.00   24.00    --  107.00-125.00   0.00   84
 19  \w   -118.00 -77.00   1.00    6.00    --  -42.07 -77.00-180.00   41
 20  \w     23.00  98.00   1.00    6.00    --   42.07-125.00-120.00   75
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type
'Rigaku Oxford Diffraction: SuperNova, Dual, Cu at zero, AtlasS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0195959000
_diffrn_orient_matrix_UB_12      0.0346100000
_diffrn_orient_matrix_UB_13      -0.0441611000
_diffrn_orient_matrix_UB_21      0.0135290000
_diffrn_orient_matrix_UB_22      -0.1142965000
_diffrn_orient_matrix_UB_23      -0.0125404000
_diffrn_orient_matrix_UB_31      -0.0992381000
_diffrn_orient_matrix_UB_32      -0.0088301000
_diffrn_orient_matrix_UB_33      -0.0109036000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0395
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -40
_diffrn_reflns_number            68205
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        73.612
_diffrn_reflns_theta_max         73.612
_diffrn_reflns_theta_min         2.706
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.388
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.351
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
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            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.065
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             2240
_exptl_crystal_recrystallization_method 'Crystals grown from an oil at 293 K'
_exptl_crystal_size_max          0.653
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.087
_refine_diff_density_max         0.464
_refine_diff_density_min         -0.355
_refine_diff_density_rms         0.042
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     706
_refine_ls_number_reflns         12666
_refine_ls_number_restraints     573
_refine_ls_restrained_S_all      1.109
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0388
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0544P)^2^+2.3195P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1031
_refine_ls_wR_factor_ref         0.1082
_reflns_Friedel_coverage         0.000
_reflns_number_gt                11183
_reflns_number_total             12666
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt04835a3.cif
_cod_data_source_block           0463abc19s
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_chemical_melting_point' value 'not measured' was changed
to '?' -- the value is undefined or not given.

data item '_exptl_crystal_density_meas' value 'not measured' was
changed to '?' -- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 

 Adding full bibliography for 7703488--7703497.cif.
;
_cod_database_code               7703492
_shelx_shelxl_version_number     2014/7
_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
 At 1.5 times of:
  All B(H,H,H) groups, All C(H,H,H) groups
2. Restrained distances
 C218-C217 \\sim C318-C217 \\sim C219-C218 \\sim C319-C318 \\sim C320-C319
\\sim C220-C219 \\sim C321-
 C320 \\sim C221-C220 \\sim C322-C321 \\sim C222-C221 \\sim C223-C222 \\sim
C323-C322 \\sim C324-C323 ~
 C224-C223 \\sim C325-C324 \\sim C225-C224 \\sim C226-C225 \\sim C325-C226
 with sigma of 0.01
 B12-H12B \\sim B12-H12A \\sim B12-H12C \\sim B13-H13A \\sim B13-H13B \\sim
B13-H13C \\sim B3-H3B \\sim B3-
 H3A \\sim B3-H3C \\sim B2-H2C \\sim B2-H2A \\sim B2-H2B
 with sigma of 0.01
3. Uiso/Uaniso restraints and constraints
C217 \\sim C218 \\sim C219 \\sim C220 \\sim C221 \\sim C222 \\sim C223 \\sim
C224 \\sim C225 \\sim C226 \\sim C318 \\sim C319 \\sim C320 \\sim C321 \\sim
C322 \\sim C323 \\sim C324 \\sim C325: within 2A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(C222) \\sim Ueq, Uanis(C217) \\sim Ueq, Uanis(C221) \\sim Ueq,
Uanis(C220) \\sim Ueq, Uanis(C219) \\sim Ueq, Uanis(C218) \\sim Ueq,
Uanis(C318) \\sim Ueq, Uanis(C321) \\sim Ueq, Uanis(C319) \\sim Ueq,
Uanis(C322) \\sim Ueq, Uanis(C320) \\sim Ueq, Uanis(C323) \\sim Ueq,
Uanis(C226) \\sim Ueq, Uanis(C225) \\sim Ueq, Uanis(C224) \\sim Ueq,
Uanis(C223) \\sim Ueq, Uanis(C324) \\sim Ueq, Uanis(C325) \\sim Ueq: with sigma
of 0.007 and sigma for terminal atoms of 0.014
4. Others
 Sof(H21U)=Sof(H21V)=Sof(H22I)=Sof(H22J)=Sof(C318)=Sof(H31A)=Sof(H31B)=
 Sof(C319)=Sof(H31C)=Sof(H31D)=Sof(C320)=Sof(H32I)=Sof(H32J)=Sof(C321)=
 Sof(H32A)=Sof(H32B)=Sof(C322)=Sof(H32E)=Sof(H32F)=Sof(C323)=Sof(H32K)=
 Sof(H32L)=Sof(C324)=Sof(H32C)=Sof(H32D)=Sof(C325)=Sof(H32G)=Sof(H32H)=1-FVAR(1)
 Sof(H21S)=Sof(H21T)=Sof(C218)=Sof(H)=Sof(H21Y)=Sof(C219)=Sof(H21W)=Sof(H21X)=
 Sof(C220)=Sof(H22U)=Sof(H22V)=Sof(C221)=Sof(H22S)=Sof(H22T)=Sof(C222)=
 Sof(H22K)=Sof(H22L)=Sof(C223)=Sof(H22Q)=Sof(H22R)=Sof(C224)=Sof(H22O)=
 Sof(H22P)=Sof(C225)=Sof(H22M)=Sof(H22N)=Sof(H22G)=Sof(H22H)=FVAR(1)
5.a Secondary CH2 refined with riding coordinates:
 C117(H11F,H11G), C118(H11D,H11E), C119(H11Q,H11R), C120(H12V,H12W), C121(H12T,
 H12U), C122(H12N,H12O), C123(H12F,H12G), C124(H12L,H12M), C125(H12R,H12S),
 C126(H12D,H12E), C127(H12H,H12I), C128(H12P,H12Q), C129(H12J,H12K), C130(H13D,
 H13E), C217(H21S,H21T), C217(H21U,H21V), C218(H,H21Y), C219(H21W,H21X),
 C220(H22U,H22V), C221(H22S,H22T), C222(H22K,H22L), C223(H22Q,H22R), C224(H22O,
 H22P), C225(H22M,H22N), C226(H22G,H22H), C226(H22I,H22J), C227(H22E,H22F),
 C228(H22C,H22D), C229(H22A,H22B), C230(H23A,H23B), C318(H31A,H31B), C319(H31C,
 H31D), C320(H32I,H32J), C321(H32A,H32B), C322(H32E,H32F), C323(H32K,H32L),
 C324(H32C,H32D), C325(H32G,H32H)
5.b Aromatic/amide H refined with riding coordinates:
 C101(H101), C103(H103), C104(H104), C105(H105), C201(H201), C203(H203),
 C204(H204), C205(H205)
5.c Idealised Me refined as rotating group:
 C110(H11H,H11I,H11J), C111(H11S,H11T,H11U), C112(H11K,H11L,H11M), C114(H11N,
 H11O,H11P), C115(H11V,H11W,H11X), C116(H11A,H11B,H11C), C210(H21D,H21E,H21F),
 C211(H21G,H21H,H21I), C212(H21J,H21K,H21L), C214(H21P,H21Q,H21R), C215(H21M,
 H21N,H21O), C216(H21A,H21B,H21C)
5.d Idealised Me refined as rotating group with stretchable bonds:
 B2(H2A,H2B,H2C), B3(H3A,H3B,H3C), B12(H12A,H12B,H12C), B13(H13A,H13B,H13C)
;
_shelx_res_checksum              4505
_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 7.402
_oxdiff_exptl_absorpt_empirical_full_min 0.544