Iron cyclopentadienone complexes derived from C2-symmetric bis-propargylic alcohols; preparation and applications to catalysis.
Hodgkinson, Roy; Del Grosso, Alessandro; Clarkson, Guy; Wills, Martin; Dalton transactions (Cambridge, England : 2003) 45 (2016) 3992–4005; doi:10.1039/c5dt04610f

data_7038191
_publ_section_title
;
 Iron cyclopentadienone complexes derived from C2-symmetric
 bis-propargylic alcohols; preparation and applications to catalysis.
;
_journal_issue                   9
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3992
_journal_page_last               4005
_journal_paper_doi               10.1039/c5dt04610f
_journal_volume                  45
_journal_year                    2016
_chemical_absolute_configuration rmad
_chemical_formula_moiety         'C59 H48 Fe N O7 P'
_chemical_formula_sum            'C59 H48 Fe N O7 P'
_chemical_formula_weight         969.80
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-09-04
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3151 for OlexSys, GUI svn.r4998)
;
_audit_update_record
;
2015-11-03 deposited with the CCDC.
2016-01-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.35105(7)
_cell_length_b                   19.11058(14)
_cell_length_c                   24.09731(16)
_cell_measurement_reflns_used    19968
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      77.8590
_cell_measurement_theta_min      3.6470
_cell_volume                     4766.80(6)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_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, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1417
_diffrn_detector_type            Ruby
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details
;
  1 omega    1.00   27.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000   30.0000 26

  2 omega  -43.00   31.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000 -120.0000 74

  3 omega -111.00  -42.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109  -57.0000   60.0000 69

  4 omega -126.00   29.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109    0.0000 -150.0000 155

  5 omega  -69.00  -12.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109  -77.0000  120.0000 57

  6 omega   11.00   68.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7109   77.0000   30.0000 57

  7 omega   39.00   76.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -77.0000   30.0000 37

  8 omega   86.00  178.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000  -90.0000 92

  9 omega   85.00  178.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000 -180.0000 93

 10 omega  108.00  159.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000  150.0000 51

 11 omega   38.00   92.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000 -111.0000  -60.0000 54

 12 omega  104.00  173.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000 -150.0000 69

 13 omega   43.00   69.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000 -111.0000  150.0000 26

 14 omega   76.00  115.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000 -111.0000  150.0000 39

 15 omega   60.00   86.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -45.0000 -120.0000 26

 16 omega   47.00   74.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000   30.0000 27

 17 omega   92.00  155.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000  120.0000 63

 18 omega   86.00  171.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000   90.0000 85

 19 omega   61.00  116.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000 -111.0000   30.0000 55

 20 omega  111.00  137.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -77.0000   30.0000 26

 21 omega  101.00  174.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  111.0000    0.0000 73

 22 omega   51.00  141.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -61.0000   30.0000 90

 23 omega  102.00  151.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000   60.0000 49

 24 omega   38.00   83.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -30.0000  -60.0000 45
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0161092000
_diffrn_orient_matrix_UB_12      0.0763202000
_diffrn_orient_matrix_UB_13      -0.0193948000
_diffrn_orient_matrix_UB_21      -0.0586045000
_diffrn_orient_matrix_UB_22      -0.0258803000
_diffrn_orient_matrix_UB_23      -0.0550571000
_diffrn_orient_matrix_UB_31      -0.1358705000
_diffrn_orient_matrix_UB_32      0.0021243000
_diffrn_orient_matrix_UB_33      0.0260498000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_laue_measured_fraction_full 1.000
_diffrn_reflns_laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            42062
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.101
_diffrn_reflns_theta_min         3.669
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.316
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.34529
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_description       block
_exptl_crystal_F_000             2024
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.083
_refine_ls_abs_structure_details
;
 Flack x determined using 4019 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Hooft y: -0.0030(11)  (Olex2)
Flack x: -0.005(1) (Shelxl2014)

;
_refine_ls_abs_structure_Flack   -0.0050(13)
_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     624
_refine_ls_number_reflns         10112
_refine_ls_number_restraints     84
_refine_ls_restrained_S_all      1.097
_refine_ls_R_factor_all          0.0390
_refine_ls_R_factor_gt           0.0361
_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^)+(0.0666P)^2^+0.9128P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0977
_refine_ls_wR_factor_ref         0.1006
_reflns_Friedel_coverage         0.796
_reflns_friedel_fraction_full    1.000
_reflns_friedel_fraction_max     0.987
_reflns_number_gt                9700
_reflns_number_total             10112
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt04610f2.cif
_cod_data_source_block           rh2
_cod_depositor_comments
'Adding full bibliography for 7038190--7038192.cif.'
_cod_database_code               7038191
_chemical_oxdiff_formula         'C20 H20 N2 O2 Fe'
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
Some of the phenyl groups had rather large thermal parameters which were restrained
to be a little more reasonable with SIMU restraints.

1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
C10 \\sim C15 \\sim C14 \\sim C13 \\sim C12 \\sim C11: within 1.7A with sigma
of 0.004 and sigma for terminal atoms of 0.008
O7 \\sim C29 \\sim C30 \\sim C35 \\sim C34 \\sim C33 \\sim C32 \\sim C31:
within 1.7A with sigma of 0.002 and sigma for terminal atoms of 0.004
3.a Ternary CH refined with riding coordinates:
 C4(H4), C7(H7)
3.b Secondary CH2 refined with riding coordinates:
 C5(H5A,H5B), C6(H6A,H6B), C22(H22A,H22B), C29(H29A,H29B)
3.c Aromatic/amide H refined with riding coordinates:
 C11(H11), C12(H12), C13(H13), C14(H14), C15(H15), C17(H17), C18(H18),
 C19(H19), C20(H20), C21(H21), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28),
  C31(H31), C32(H32), C33(H33), C34(H34), C35(H35), C40(H40), C41(H41),
 C43(H43), C44(H44), C45(H45), C46(H46), C51(H51), C52(H52), C53(H53), C54(H54),
  C56(H56), C57(H57)
3.d Idealised Me refined as rotating group:
 C60(H60A,H60B,H60C), C61(H61A,H61B,H61C)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'