#------------------------------------------------------------------------------
#$Date: 2020-09-06 12:34:42 +0300 (Sun, 06 Sep 2020) $
#$Revision: 256072 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/47/7704704.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7704704
loop_
_publ_author_name
'Mazur, Maria'
'Mrozowicz, Michał'
'Buchowicz, Włodzimierz'
'Koszytkowska-Stawińska, Mariola'
'Kamiński, Radosław'
'Ochal, Zbigniew'
'Wińska, Patrycja'
'Bretner, Maria'
_publ_section_title
;
 Formylation of a metathesis-derived ansa[4]-ferrocene: a simple
 route to anticancer organometallics.
;
_journal_issue                   33
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11504
_journal_page_last               11511
_journal_paper_doi               10.1039/d0dt01975e
_journal_volume                  49
_journal_year                    2020
_chemical_formula_moiety         'C15 H14 Fe O'
_chemical_formula_sum            'C15 H14 Fe O'
_chemical_formula_weight         266.1
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_audit_update_record
;
2020-04-27 deposited with the CCDC.	2020-06-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.6075(4)
_cell_length_b                   11.1031(7)
_cell_length_c                   13.2087(6)
_cell_measurement_reflns_used    4356
_cell_measurement_temperature    100
_cell_measurement_theta_max      75.6
_cell_measurement_theta_min      5.23
_cell_volume                     1115.70(10)
_diffrn_ambient_temperature      100
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Cu, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0704
_diffrn_reflns_av_unetI/netI     0.0455
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9171
_diffrn_reflns_theta_full        76.48
_diffrn_reflns_theta_max         76.48
_diffrn_reflns_theta_min         5.2
_diffrn_source                   'micro-focus sealed X-ray tube'
_exptl_absorpt_coefficient_mu    10.621
_exptl_absorpt_correction_T_max  0.499
_exptl_absorpt_correction_T_min  0.299
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.5843
_exptl_crystal_description       'cut crystal'
_exptl_crystal_F_000             552
_exptl_crystal_size_max          0.169
_exptl_crystal_size_mid          0.118
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.01
_refine_diff_density_min         -0.40
_refine_ls_abs_structure_details
'  927 of Friedel pairs used in the refinement'
_refine_ls_abs_structure_Flack   0.039(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_gt    1.70
_refine_ls_goodness_of_fit_ref   1.60
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_constraints    56
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2287
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0472
_refine_ls_R_factor_gt           0.0433
_refine_ls_shift/su_max          0.0085
_refine_ls_shift/su_mean         0.0007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     w=1/(σ²(I)+0.0004I²)
_refine_ls_weighting_scheme      sigma
_refine_ls_wR_factor_gt          0.1041
_refine_ls_wR_factor_ref         0.1059
_reflns_number_gt                1988
_reflns_number_total             2287
_reflns_threshold_expression     I>3σ(I)
_cod_data_source_file            d0dt01975e2.cif
_cod_data_source_block           4
_cod_depositor_comments
'Adding full bibliography for 7704703--7704704.cif.'
_cod_database_code               7704704
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,-y,z+1/2
3 -x,y+1/2,-z+1/2
4 x+1/2,-y+1/2,-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.46430(7) 0.50249(6) 0.65695(4) Uani 0.02332(14) 4 1 d . . .
O1 O 0.4198(4) 0.7610(3) 0.4647(3) Uani 0.0394(10) 4 1 d . . .
C1 C 0.3345(6) 0.6756(4) 0.4960(3) Uani 0.0314(11) 4 1 d . . .
C2 C 0.4046(6) 0.5567(4) 0.5138(3) Uani 0.0286(11) 4 1 d . . .
C3 C 0.3032(5) 0.4504(4) 0.5420(3) Uani 0.0260(10) 4 1 d . . .
C4 C 0.4265(5) 0.3572(3) 0.5629(3) Uani 0.0245(11) 4 1 d . . .
C5 C 0.6002(6) 0.4028(4) 0.5510(3) Uani 0.0281(11) 4 1 d . . .
C6 C 0.5901(5) 0.5255(3) 0.5212(3) Uani 0.0283(11) 4 1 d . . .
C7 C 0.2936(5) 0.5367(4) 0.7727(3) Uani 0.0279(11) 4 1 d . . .
C8 C 0.4114(6) 0.4432(4) 0.8009(3) Uani 0.0284(11) 4 1 d . . .
C9 C 0.5882(5) 0.4882(4) 0.7943(3) Uani 0.0296(11) 4 1 d . . .
C10 C 0.5790(6) 0.6102(4) 0.7645(3) Uani 0.0324(12) 4 1 d . . .
C11 C 0.3987(6) 0.6409(4) 0.7523(3) Uani 0.0310(12) 4 1 d . . .
C12 C 0.1074(5) 0.4392(3) 0.5476(3) Uani 0.0270(11) 4 1 d . . .
C13 C 0.0483(6) 0.3631(3) 0.6364(3) Uani 0.0283(11) 4 1 d . . .
C14 C 0.0416(6) 0.4026(4) 0.7309(3) Uani 0.0318(11) 4 1 d . . .
C15 C 0.0974(5) 0.5273(4) 0.7633(3) Uani 0.0309(11) 4 1 d . . .
H1 H 0.212079 0.68848 0.5099 Uiso 0.0377 4 1 d . . .
H4 H 0.397158 0.276232 0.582017 Uiso 0.0294 4 1 d . . .
H5 H 0.706644 0.357955 0.561331 Uiso 0.0337 4 1 d . . .
H6 H 0.687622 0.578182 0.508399 Uiso 0.034 4 1 d . . .
H8 H 0.378372 0.363187 0.820946 Uiso 0.0341 4 1 d . . .
H9 H 0.693637 0.443452 0.807763 Uiso 0.0355 4 1 d . . .
H10 H 0.677172 0.663177 0.754331 Uiso 0.0389 4 1 d . . .
H11 H 0.354727 0.718797 0.733406 Uiso 0.0372 4 1 d . . .
H12a H 0.06396 0.404782 0.485861 Uiso 0.0324 4 1 d . . .
H12b H 0.05604 0.517971 0.552732 Uiso 0.0324 4 1 d . . .
H13 H 0.013568 0.281377 0.623442 Uiso 0.034 4 1 d . . .
H14 H -0.001401 0.348623 0.781973 Uiso 0.0381 4 1 d . . .
H15a H 0.0439 0.54645 0.827142 Uiso 0.0371 4 1 d . . .
H15b H 0.056118 0.585215 0.714889 Uiso 0.0371 4 1 d . . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 2.31
20.843901 1.02 10.2075 1.5886 0.5687 0.865 51.651199 0.2156
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
0.493002 10.5109 0.322912 26.1257 0.140191 3.14236 0.04081 57.799702 0.003038
Fe -1.1336 3.1974 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4'
11.7695 4.7611 7.3573 0.3072 3.5222 15.3535 2.3045 76.880501 1.0369
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.4' 3.0485
13.2771 2.2868 5.7011 1.5463 0.3239 0.867 32.908901 0.2508
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 Fe1 C3 . . . 41.99(17) ?
C2 Fe1 C4 . . . 68.88(16) ?
C2 Fe1 C5 . . . 68.91(17) ?
C2 Fe1 C6 . . . 41.78(17) ?
C2 Fe1 C7 . . . 119.91(17) ?
C2 Fe1 C8 . . . 155.76(18) ?
C2 Fe1 C9 . . . 161.30(17) ?
C2 Fe1 C10 . . . 124.45(18) ?
C2 Fe1 C11 . . . 107.15(17) ?
C3 Fe1 C4 . . . 40.72(16) ?
C3 Fe1 C5 . . . 69.09(17) ?
C3 Fe1 C6 . . . 70.35(15) ?
C3 Fe1 C7 . . . 103.21(16) ?
C3 Fe1 C8 . . . 118.82(17) ?
C3 Fe1 C9 . . . 156.19(17) ?
C3 Fe1 C10 . . . 159.77(18) ?
C3 Fe1 C11 . . . 121.68(17) ?
C4 Fe1 C5 . . . 40.45(16) ?
C4 Fe1 C6 . . . 68.55(14) ?
C4 Fe1 C7 . . . 120.63(16) ?
C4 Fe1 C8 . . . 106.30(16) ?
C4 Fe1 C9 . . . 122.55(16) ?
C4 Fe1 C10 . . . 159.23(17) ?
C4 Fe1 C11 . . . 157.79(17) ?
C5 Fe1 C6 . . . 40.42(15) ?
C5 Fe1 C7 . . . 157.97(18) ?
C5 Fe1 C8 . . . 123.71(17) ?
C5 Fe1 C9 . . . 109.17(17) ?
C5 Fe1 C10 . . . 124.72(18) ?
C5 Fe1 C11 . . . 160.39(18) ?
C6 Fe1 C7 . . . 158.35(16) ?
C6 Fe1 C8 . . . 160.51(17) ?
C6 Fe1 C9 . . . 124.70(15) ?
C6 Fe1 C10 . . . 109.55(16) ?
C6 Fe1 C11 . . . 123.94(16) ?
C7 Fe1 C8 . . . 40.63(17) ?
C7 Fe1 C9 . . . 69.16(15) ?
C7 Fe1 C10 . . . 69.12(17) ?
C7 Fe1 C11 . . . 40.98(17) ?
C8 Fe1 C9 . . . 41.02(17) ?
C8 Fe1 C10 . . . 68.21(17) ?
C8 Fe1 C11 . . . 67.87(17) ?
C9 Fe1 C10 . . . 40.28(17) ?
C9 Fe1 C11 . . . 68.04(17) ?
C10 Fe1 C11 . . . 40.60(18) ?
O1 C1 C2 . . . 124.7(4) ?
O1 C1 H1 . . . 117.69 ?
C2 C1 H1 . . . 117.62 ?
Fe1 C2 C1 . . . 120.3(3) ?
Fe1 C2 C3 . . . 69.0(2) ?
Fe1 C2 C6 . . . 69.6(2) ?
C1 C2 C3 . . . 125.9(4) ?
C1 C2 C6 . . . 125.9(4) ?
C3 C2 C6 . . . 107.6(3) ?
Fe1 C3 C2 . . . 69.0(2) ?
Fe1 C3 C4 . . . 70.4(2) ?
Fe1 C3 C12 . . . 125.9(3) ?
C2 C3 C4 . . . 106.8(3) ?
C2 C3 C12 . . . 127.3(4) ?
C4 C3 C12 . . . 125.9(4) ?
Fe1 C4 C3 . . . 68.8(2) ?
Fe1 C4 C5 . . . 70.0(2) ?
Fe1 C4 H4 . . . 127.46 ?
C3 C4 C5 . . . 109.4(3) ?
C3 C4 H4 . . . 125.34 ?
C5 C4 H4 . . . 125.29 ?
Fe1 C5 C4 . . . 69.6(2) ?
Fe1 C5 C6 . . . 69.3(2) ?
Fe1 C5 H5 . . . 127.2 ?
C4 C5 C6 . . . 108.8(4) ?
C4 C5 H5 . . . 125.63 ?
C6 C5 H5 . . . 125.62 ?
Fe1 C6 C2 . . . 68.6(2) ?
Fe1 C6 C5 . . . 70.3(2) ?
Fe1 C6 H6 . . . 126.25 ?
C2 C6 C5 . . . 107.4(3) ?
C2 C6 H6 . . . 126.32 ?
C5 C6 H6 . . . 126.27 ?
Fe1 C7 C8 . . . 70.1(2) ?
Fe1 C7 C11 . . . 69.8(2) ?
Fe1 C7 C15 . . . 123.9(3) ?
C8 C7 C11 . . . 106.7(4) ?
C8 C7 C15 . . . 126.7(4) ?
C11 C7 C15 . . . 126.6(4) ?
Fe1 C8 C7 . . . 69.3(2) ?
Fe1 C8 C9 . . . 69.4(2) ?
Fe1 C8 H8 . . . 127.12 ?
C7 C8 C9 . . . 108.7(4) ?
C7 C8 H8 . . . 125.66 ?
C9 C8 H8 . . . 125.66 ?
Fe1 C9 C8 . . . 69.5(2) ?
Fe1 C9 C10 . . . 69.9(2) ?
Fe1 C9 H9 . . . 126.01 ?
C8 C9 C10 . . . 107.7(4) ?
C8 C9 H9 . . . 126.2 ?
C10 C9 H9 . . . 126.11 ?
Fe1 C10 C9 . . . 69.8(2) ?
Fe1 C10 C11 . . . 69.6(2) ?
Fe1 C10 H10 . . . 126.23 ?
C9 C10 C11 . . . 108.0(4) ?
C9 C10 H10 . . . 126.02 ?
C11 C10 H10 . . . 125.97 ?
Fe1 C11 C7 . . . 69.2(2) ?
Fe1 C11 C10 . . . 69.8(2) ?
Fe1 C11 H11 . . . 126.92 ?
C7 C11 C10 . . . 108.9(4) ?
C7 C11 H11 . . . 125.6 ?
C10 C11 H11 . . . 125.53 ?
C3 C12 C13 . . . 112.4(3) ?
C3 C12 H12a . . . 109.51 ?
C3 C12 H12b . . . 109.44 ?
C13 C12 H12a . . . 109.51 ?
C13 C12 H12b . . . 109.44 ?
H12a C12 H12b . . . 106.42 ?
C12 C13 C14 . . . 123.8(3) ?
C12 C13 H13 . . . 118.09 ?
C14 C13 H13 . . . 118.06 ?
C13 C14 C15 . . . 124.1(4) ?
C13 C14 H14 . . . 117.96 ?
C15 C14 H14 . . . 117.98 ?
C7 C15 C14 . . . 111.5(4) ?
C7 C15 H15a . . . 109.47 ?
C7 C15 H15b . . . 109.5 ?
C14 C15 H15a . . . 109.44 ?
C14 C15 H15b . . . 109.48 ?
H15a C15 H15b . . . 107.34 ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Fe1 C2 . . 2.036(4) ?
Fe1 C3 . . 2.035(4) ?
Fe1 C4 . . 2.056(4) ?
Fe1 C5 . . 2.062(4) ?
Fe1 C6 . . 2.048(4) ?
Fe1 C7 . . 2.042(4) ?
Fe1 C8 . . 2.052(4) ?
Fe1 C9 . . 2.051(4) ?
Fe1 C10 . . 2.052(4) ?
Fe1 C11 . . 2.049(4) ?
O1 C1 . . 1.221(6) ?
C1 C2 . . 1.443(6) ?
C1 H1 . . 0.96 ?
C2 C3 . . 1.458(6) ?
C2 C6 . . 1.456(6) ?
C3 C4 . . 1.424(5) ?
C3 C12 . . 1.497(5) ?
C4 C5 . . 1.424(6) ?
C4 H4 . . 0.9601 ?
C5 C6 . . 1.420(6) ?
C5 H5 . . 0.9604 ?
C6 H6 . . 0.9598 ?
C7 C8 . . 1.421(6) ?
C7 C11 . . 1.432(6) ?
C7 C15 . . 1.501(5) ?
C8 C9 . . 1.437(6) ?
C8 H8 . . 0.9605 ?
C9 C10 . . 1.412(6) ?
C9 H9 . . 0.9601 ?
C10 C11 . . 1.423(6) ?
C10 H10 . . 0.9601 ?
C11 H11 . . 0.9603 ?
C12 C13 . . 1.514(5) ?
C12 H12a . . 0.9593 ?
C12 H12b . . 0.9603 ?
C13 C14 . . 1.324(6) ?
C13 H13 . . 0.9604 ?
C14 C15 . . 1.510(6) ?
C14 H14 . . 0.9598 ?
C15 H15a . . 0.9602 ?
C15 H15b . . 0.9597 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C1 H1 O1 . . 4_466 0.96 2.32 3.274(6) 174.01 ?
