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_7038192
_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      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-09-08
_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                 99.763(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.9958(5)
_cell_length_b                   22.5355(9)
_cell_length_c                   23.3422(15)
_cell_measurement_reflns_used    5386
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      76.6870
_cell_measurement_theta_min      3.8860
_cell_volume                     4663.5(4)
_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)'
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_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 0.999
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details
;
  1 omega  -49.00   14.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   38.0000    0.0000 63

  2 omega  -72.00   38.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109   19.0000  120.0000 110

  3 omega -122.00   -1.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -41.7109  -19.0000  -60.0000 121

  4 omega   24.00   51.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7109   38.0000    0.0000 27

  5 omega   17.00   50.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
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  6 omega   18.00   60.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7109 -125.0000 -150.0000 42

  7 omega   11.00   42.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
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  8 omega   17.00   42.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7109   77.0000    0.0000 25

  9 omega   33.00   60.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7109   57.0000  -30.0000 27

 10 omega   56.00   95.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       41.7109 -125.0000  -60.0000 39

 11 omega   85.00  112.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000  -60.0000 27

 12 omega   85.00  111.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000  -30.0000 26

 13 omega   34.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -95.0000 -120.0000 73

 14 omega   57.00  125.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  178.0000   90.0000 68

 15 omega  142.00  178.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  111.0000   90.0000 36

 16 omega   33.00   78.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -95.0000 -180.0000 45

 17 omega   34.00   83.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -95.0000   60.0000 49

 18 omega  129.00  156.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000   30.0000 27

 19 omega  141.00  166.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000  -90.0000 25

 20 omega   81.00  108.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000  -90.0000 27

 21 omega   81.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000  -30.0000 26

 22 omega  120.00  177.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000  -30.0000 57

 23 omega   88.00  114.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000   30.0000 26

 24 omega   64.00   96.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   15.0000   30.0000 32

 25 omega   81.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000    0.0000 26

 26 omega  136.00  174.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000    0.0000 38

 27 omega   35.00   63.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -95.0000  120.0000 28

 28 omega   80.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000  -95.0000  120.0000 27

 29 omega  152.00  178.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000  -90.0000 26

 30 omega   85.00  111.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   61.0000   30.0000 26

 31 omega   88.00  124.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000  -60.0000 36

 32 omega   81.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000  -60.0000 26

 33 omega   88.00  114.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   45.0000    0.0000 26

 34 omega   38.00  107.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000 -111.0000  -30.0000 69

 35 omega   86.00  178.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000  120.0000 92

 36 omega   82.00  109.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000   30.0000 27

 37 omega  117.00  176.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   77.0000   30.0000 59

 38 omega   86.00  111.00   1.0000  100.0000
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    -      114.0000   61.0000    0.0000 25

 39 omega   42.00   79.00   1.0000  100.0000
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    -      114.0000  -45.0000   90.0000 37

 40 omega   89.00  116.00   1.0000  100.0000
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 41 omega  147.00  178.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
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 42 omega   87.00  170.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
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 43 omega   89.00  114.00   1.0000  100.0000
omega____ theta____ kappa____ phi______ frames
    -      114.0000   30.0000    0.0000 25
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0359812000
_diffrn_orient_matrix_UB_12      0.0274393000
_diffrn_orient_matrix_UB_13      -0.0565096000
_diffrn_orient_matrix_UB_21      -0.1640207000
_diffrn_orient_matrix_UB_22      -0.0108811000
_diffrn_orient_matrix_UB_23      -0.0298169000
_diffrn_orient_matrix_UB_31      -0.0448848000
_diffrn_orient_matrix_UB_32      0.0616815000
_diffrn_orient_matrix_UB_33      0.0199097000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0914
_diffrn_reflns_av_unetI/netI     0.1131
_diffrn_reflns_laue_measured_fraction_full 0.999
_diffrn_reflns_laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            50097
_diffrn_reflns_point_group_measured_fraction_full 0.962
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         78.696
_diffrn_reflns_theta_min         3.843
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    3.389
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80889
_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    1.381
_exptl_crystal_description       block
_exptl_crystal_F_000             2024
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.435
_refine_diff_density_min         -0.944
_refine_diff_density_rms         0.090
_refine_ls_abs_structure_details
;
 Flack x determined using 4216 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
Hooft y: -0.017(3) (Olex2)
Flack x: -0.017(4) (Shelx 2014)

;
_refine_ls_abs_structure_Flack   -0.017(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1247
_refine_ls_number_reflns         18903
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.008
_refine_ls_R_factor_all          0.0962
_refine_ls_R_factor_gt           0.0634
_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^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1614
_refine_ls_wR_factor_ref         0.1964
_reflns_Friedel_coverage         0.859
_reflns_friedel_fraction_full    0.922
_reflns_friedel_fraction_max     0.891
_reflns_number_gt                13672
_reflns_number_total             18903
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c5dt04610f2.cif
_cod_data_source_block           rh3
_cod_depositor_comments
'Adding full bibliography for 7038190--7038192.cif.'
_cod_database_code               7038192
_chemical_oxdiff_formula         'C20 H20 N O2 P Fe'
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_olex2_refinement_description
;
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.a Ternary CH refined with riding coordinates:
 C104(H104), C107(H107), C204(H204), C207(H207)
2.b Secondary CH2 refined with riding coordinates:
 C105(H10A,H10B), C106(H10C,H10D), C122(H12A,H12B), C129(H12C,H12D), C205(H20A,
 H20B), C206(H20C,H20D), C222(H22A,H22B), C229(H22C,H22D)
2.c Aromatic/amide H refined with riding coordinates:
 C111(H111), C112(H112), C113(H113), C114(H114), C115(H115), C117(H117),
 C118(H118), C119(H119), C120(H120), C121(H121), C124(H124), C125(H125),
 C126(H126), C127(H127), C128(H128), C131(H131), C132(H132), C133(H133),
 C134(H134), C135(H135), C140(H140), C141(H141), C143(H143), C144(H144),
 C145(H145), C146(H146), C151(H151), C152(H152), C153(H153), C154(H154),
 C156(H156), C157(H157), C211(H211), C212(H212), C213(H213), C214(H214),
 C215(H215), C217(H217), C218(H218), C219(H219), C220(H220), C221(H221),
 C224(H224), C225(H225), C226(H226), C227(H227), C228(H228), C231(H231),
 C232(H232), C233(H233), C234(H234), C235(H235), C240(H240), C241(H241),
 C243(H243), C244(H244), C245(H245), C246(H246), C251(H251), C252(H252),
 C253(H253), C254(H254), C256(H256), C257(H257)
2.d Idealised Me refined as rotating group:
 C160(H16A,H16B,H16C), C161(H16D,H16E,H16F), C260(H26A,H26B,H26C), C261(H26D,
 H26E,H26F)
;
_shelx_shelxl_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'