#------------------------------------------------------------------------------
#$Date: 2016-03-25 15:09:52 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179914 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/09/7020930.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_7020930
loop_
_publ_author_name
'Štěpnička, Petr'
'Císařová, Ivana'
_publ_section_title
;
 Selective borane reduction of phosphinoferrocene carbaldehydes to
 phosphinoalcohol--borane adducts. The coordination behaviour of
 1-(diphenylphosphino)- 1′-(methoxymethyl)ferrocene, a new
 ferrocene O,P-hybrid donor prepared from such an adduct
;
_journal_issue                   10
_journal_name_full               'Dalton Transactions'
_journal_page_first              3373
_journal_paper_doi               10.1039/c2dt32511j
_journal_volume                  42
_journal_year                    2013
_chemical_formula_moiety         'C22 H30 Br Fe P'
_chemical_formula_sum            'C22 H30 Br Fe P'
_chemical_formula_weight         461.19
_chemical_name_systematic
;
?
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.37690(10)
_cell_length_b                   7.9364(2)
_cell_length_c                   39.9711(8)
_cell_measurement_reflns_used    59050
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.48
_cell_measurement_theta_min      0.41
_cell_volume                     2022.92(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2001)'
_computing_publication_material  'PLATON (Spek, 2001)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare et al., 1994)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 9.091
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'ω scans to fill the Ewald sphere'
_diffrn_radiation_monochromator  'horizontally mounted graphite crystal'
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0643
_diffrn_reflns_av_sigmaI/netI    0.0479
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       51
_diffrn_reflns_limit_l_min       -48
_diffrn_reflns_number            16600
_diffrn_reflns_theta_full        27.48
_diffrn_reflns_theta_max         27.48
_diffrn_reflns_theta_min         2.04
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.802
_exptl_absorpt_correction_T_max  0.535
_exptl_absorpt_correction_T_min  0.376
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details
;
Gaussian integration (Coppens, 1970)
;
_exptl_crystal_colour            orange-yellow
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             952
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.25
_refine_diff_density_max         1.564
_refine_diff_density_min         -0.596
_refine_diff_density_rms         0.099
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.0(3)
_refine_ls_extinction_coef       0.0033(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         4616
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.116
_refine_ls_R_factor_all          0.0530
_refine_ls_R_factor_gt           0.0440
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0471P)²+3.2746P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1118
_refine_ls_wR_factor_ref         0.1160
_reflns_number_gt                4070
_reflns_number_total             4616
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt32511j.txt
_cod_data_source_block           ps349
_cod_database_code               7020930
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Fe Fe -0.23159(10) 0.47187(8) 0.433493(15) 0.02301(16) Uani 1 1 d .
Br Br -0.60277(9) 0.61865(7) 0.491211(13) 0.04107(17) Uani 1 1 d .
P P -0.19974(19) 0.31340(15) 0.35210(3) 0.0253(3) Uani 1 1 d .
C1 C -0.1733(7) 0.4832(6) 0.38294(11) 0.0261(9) Uani 1 1 d .
C2 C -0.3425(8) 0.5898(6) 0.39237(11) 0.0302(11) Uani 1 1 d .
H2 H -0.4793 0.5815 0.3845 0.036 Uiso 1 1 calc R
C3 C -0.2693(9) 0.7112(6) 0.41583(12) 0.0332(11) Uani 1 1 d .
H3 H -0.3485 0.7962 0.4257 0.040 Uiso 1 1 calc R
C4 C -0.0557(8) 0.6790(6) 0.42135(12) 0.0317(11) Uani 1 1 d .
H4 H 0.0311 0.7387 0.4358 0.038 Uiso 1 1 calc R
C5 C 0.0064(7) 0.5394(6) 0.40113(11) 0.0275(9) Uani 1 1 d .
H5 H 0.1402 0.4932 0.4000 0.033 Uiso 1 1 calc R
C6 C -0.4147(8) 0.4553(6) 0.47436(12) 0.0308(10) Uani 1 1 d .
C7 C -0.2038(8) 0.4359(6) 0.48406(11) 0.0286(10) Uani 1 1 d .
H7 H -0.1306 0.5033 0.4991 0.034 Uiso 1 1 calc R
C8 C -0.1236(8) 0.2933(6) 0.46652(11) 0.0313(10) Uani 1 1 d .
H8 H 0.0124 0.2515 0.4679 0.038 Uiso 1 1 calc R
C9 C -0.2906(8) 0.2252(6) 0.44627(12) 0.0302(10) Uani 1 1 d .
H9 H -0.2813 0.1316 0.4324 0.036 Uiso 1 1 calc R
C10 C -0.4714(8) 0.3262(6) 0.45131(11) 0.0271(10) Uani 1 1 d .
H10 H -0.6021 0.3111 0.4414 0.032 Uiso 1 1 calc R
C11 C -0.1958(8) 0.4385(6) 0.31228(11) 0.0281(10) Uani 1 1 d .
H11 H -0.1666 0.3583 0.2942 0.034 Uiso 1 1 calc R
C12 C -0.4166(7) 0.5117(6) 0.30535(12) 0.0301(10) Uani 1 1 d .
H12A H -0.5191 0.4214 0.3055 0.036 Uiso 1 1 calc R
H12B H -0.4536 0.5907 0.3229 0.036 Uiso 1 1 calc R
C13 C -0.4218(8) 0.6012(6) 0.27157(12) 0.0331(11) Uani 1 1 d .
H13A H -0.3991 0.5196 0.2539 0.040 Uiso 1 1 calc R
H13B H -0.5591 0.6512 0.2683 0.040 Uiso 1 1 calc R
C14 C -0.2558(8) 0.7376(6) 0.26939(13) 0.0348(11) Uani 1 1 d .
H14A H -0.2855 0.8247 0.2857 0.042 Uiso 1 1 calc R
H14B H -0.2594 0.7886 0.2473 0.042 Uiso 1 1 calc R
C15 C -0.0380(8) 0.6648(7) 0.27586(12) 0.0326(11) Uani 1 1 d .
H15A H 0.0648 0.7548 0.2754 0.039 Uiso 1 1 calc R
H15B H -0.0029 0.5854 0.2583 0.039 Uiso 1 1 calc R
C16 C -0.0296(7) 0.5754(6) 0.30983(12) 0.0298(11) Uani 1 1 d .
H16A H 0.1081 0.5258 0.3129 0.036 Uiso 1 1 calc R
H16B H -0.0513 0.6572 0.3275 0.036 Uiso 1 1 calc R
C17 C 0.0643(7) 0.2159(5) 0.35290(11) 0.0253(9) Uani 1 1 d .
H17 H 0.1699 0.3055 0.3520 0.030 Uiso 1 1 calc R
C18 C 0.0956(8) 0.0994(6) 0.32266(11) 0.0312(10) Uani 1 1 d .
H18A H 0.0842 0.1644 0.3022 0.037 Uiso 1 1 calc R
H18B H -0.0132 0.0140 0.3225 0.037 Uiso 1 1 calc R
C19 C 0.3116(8) 0.0144(6) 0.32418(12) 0.0342(11) Uani 1 1 d .
H19A H 0.3261 -0.0614 0.3053 0.041 Uiso 1 1 calc R
H19B H 0.4197 0.0998 0.3223 0.041 Uiso 1 1 calc R
C20 C 0.3439(8) -0.0832(6) 0.35604(12) 0.0336(11) Uani 1 1 d .
H20A H 0.4852 -0.1284 0.3565 0.040 Uiso 1 1 calc R
H20B H 0.2464 -0.1769 0.3569 0.040 Uiso 1 1 calc R
C21 C 0.3095(8) 0.0314(7) 0.38657(12) 0.0337(11) Uani 1 1 d .
H21A H 0.3212 -0.0349 0.4069 0.040 Uiso 1 1 calc R
H21B H 0.4173 0.1176 0.3871 0.040 Uiso 1 1 calc R
C22 C 0.0960(8) 0.1139(6) 0.38526(11) 0.0301(9) Uani 1 1 d .
H22A H 0.0804 0.1882 0.4044 0.036 Uiso 1 1 calc R
H22B H -0.0115 0.0278 0.3867 0.036 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 0 1 0.200
0 0 -1 0.100
0 1 0 0.192
0 -1 0 0.132
6 1 0 0.180
0 1 -6 0.114
0 -1 6 0.168
-4 0 -1 0.203
0 1 11 0.189
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C6 Fe C2 119.2(2)
C6 Fe C3 105.9(2)
C2 Fe C3 41.0(2)
C6 Fe C10 41.10(19)
C2 Fe C10 106.5(2)
C3 Fe C10 123.9(2)
C6 Fe C4 124.2(2)
C2 Fe C4 68.1(2)
C3 Fe C4 40.1(2)
C10 Fe C4 161.0(2)
C6 Fe C7 40.6(2)
C2 Fe C7 153.87(19)
C3 Fe C7 118.77(19)
C10 Fe C7 69.04(19)
C4 Fe C7 107.4(2)
C6 Fe C8 68.2(2)
C2 Fe C8 163.7(2)
C3 Fe C8 154.6(2)
C10 Fe C8 68.7(2)
C4 Fe C8 121.5(2)
C7 Fe C8 40.66(19)
C6 Fe C1 154.9(2)
C2 Fe C1 40.83(18)
C3 Fe C1 68.94(19)
C10 Fe C1 120.14(19)
C4 Fe C1 68.48(19)
C7 Fe C1 163.67(19)
C8 Fe C1 126.91(19)
C6 Fe C9 68.3(2)
C2 Fe C9 125.4(2)
C3 Fe C9 161.8(2)
C10 Fe C9 40.47(19)
C4 Fe C9 157.3(2)
C7 Fe C9 68.80(19)
C8 Fe C9 41.1(2)
C1 Fe C9 108.57(19)
C6 Fe C5 162.2(2)
C2 Fe C5 68.1(2)
C3 Fe C5 68.2(2)
C10 Fe C5 156.13(19)
C4 Fe C5 40.61(19)
C7 Fe C5 126.2(2)
C8 Fe C5 109.6(2)
C1 Fe C5 40.55(18)
C9 Fe C5 122.5(2)
C1 P C17 102.2(2)
C1 P C11 100.4(2)
C17 P C11 102.9(2)
C2 C1 C5 106.7(4)
C2 C1 P 123.1(4)
C5 C1 P 130.2(4)
C2 C1 Fe 68.2(3)
C5 C1 Fe 70.0(3)
P C1 Fe 127.7(2)
C1 C2 C3 109.2(5)
C1 C2 Fe 71.0(3)
C3 C2 Fe 70.3(3)
C1 C2 H2 125.4
C3 C2 H2 125.4
Fe C2 H2 124.9
C4 C3 C2 107.4(4)
C4 C3 Fe 70.2(3)
C2 C3 Fe 68.7(3)
C4 C3 H3 126.3
C2 C3 H3 126.3
Fe C3 H3 126.4
C3 C4 C5 108.8(4)
C3 C4 Fe 69.6(3)
C5 C4 Fe 70.3(3)
C3 C4 H4 125.6
C5 C4 H4 125.6
Fe C4 H4 126.0
C4 C5 C1 107.9(4)
C4 C5 Fe 69.1(3)
C1 C5 Fe 69.4(3)
C4 C5 H5 126.0
C1 C5 H5 126.0
Fe C5 H5 127.1
C7 C6 C10 110.0(4)
C7 C6 Br 125.7(4)
C10 C6 Br 124.2(4)
C7 C6 Fe 71.1(3)
C10 C6 Fe 70.7(3)
Br C6 Fe 127.8(2)
C6 C7 C8 107.1(4)
C6 C7 Fe 68.3(3)
C8 C7 Fe 69.9(2)
C6 C7 H7 126.5
C8 C7 H7 126.5
Fe C7 H7 126.9
C7 C8 C9 108.0(4)
C7 C8 Fe 69.4(3)
C9 C8 Fe 69.5(3)
C7 C8 H8 126.0
C9 C8 H8 126.0
Fe C8 H8 126.6
C10 C9 C8 108.0(4)
C10 C9 Fe 69.3(3)
C8 C9 Fe 69.4(3)
C10 C9 H9 126.0
C8 C9 H9 126.0
Fe C9 H9 126.9
C9 C10 C6 107.0(4)
C9 C10 Fe 70.2(3)
C6 C10 Fe 68.2(3)
C9 C10 H10 126.5
C6 C10 H10 126.5
Fe C10 H10 126.6
C16 C11 C12 110.7(4)
C16 C11 P 116.2(3)
C12 C11 P 109.8(3)
C16 C11 H11 106.5
C12 C11 H11 106.5
P C11 H11 106.5
C13 C12 C11 110.7(4)
C13 C12 H12A 109.5
C11 C12 H12A 109.5
C13 C12 H12B 109.5
C11 C12 H12B 109.5
H12A C12 H12B 108.1
C14 C13 C12 111.6(4)
C14 C13 H13A 109.3
C12 C13 H13A 109.3
C14 C13 H13B 109.3
C12 C13 H13B 109.3
H13A C13 H13B 108.0
C13 C14 C15 110.8(4)
C13 C14 H14A 109.5
C15 C14 H14A 109.5
C13 C14 H14B 109.5
C15 C14 H14B 109.5
H14A C14 H14B 108.1
C14 C15 C16 110.9(4)
C14 C15 H15A 109.5
C16 C15 H15A 109.5
C14 C15 H15B 109.5
C16 C15 H15B 109.5
H15A C15 H15B 108.0
C11 C16 C15 111.3(4)
C11 C16 H16A 109.4
C15 C16 H16A 109.4
C11 C16 H16B 109.4
C15 C16 H16B 109.4
H16A C16 H16B 108.0
C18 C17 C22 109.1(4)
C18 C17 P 110.9(3)
C22 C17 P 110.7(3)
C18 C17 H17 108.7
C22 C17 H17 108.7
P C17 H17 108.7
C17 C18 C19 110.5(4)
C17 C18 H18A 109.5
C19 C18 H18A 109.5
C17 C18 H18B 109.5
C19 C18 H18B 109.5
H18A C18 H18B 108.1
C20 C19 C18 112.5(4)
C20 C19 H19A 109.1
C18 C19 H19A 109.1
C20 C19 H19B 109.1
C18 C19 H19B 109.1
H19A C19 H19B 107.8
C19 C20 C21 110.4(4)
C19 C20 H20A 109.6
C21 C20 H20A 109.6
C19 C20 H20B 109.6
C21 C20 H20B 109.6
H20A C20 H20B 108.1
C22 C21 C20 110.9(4)
C22 C21 H21A 109.4
C20 C21 H21A 109.4
C22 C21 H21B 109.4
C20 C21 H21B 109.4
H21A C21 H21B 108.0
C21 C22 C17 112.0(4)
C21 C22 H22A 109.2
C17 C22 H22A 109.2
C21 C22 H22B 109.2
C17 C22 H22B 109.2
H22A C22 H22B 107.9
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Fe C6 2.012(5)
Fe C2 2.019(5)
Fe C3 2.041(4)
Fe C10 2.045(5)
Fe C4 2.048(5)
Fe C7 2.049(4)
Fe C8 2.056(4)
Fe C1 2.057(4)
Fe C9 2.058(5)
Fe C5 2.065(5)
Br C6 1.890(5)
P C1 1.834(5)
P C17 1.854(5)
P C11 1.876(5)
C1 C2 1.422(7)
C1 C5 1.428(6)
C2 C3 1.423(7)
C2 H2 0.9300
C3 C4 1.403(8)
C3 H3 0.9300
C4 C5 1.427(7)
C4 H4 0.9300
C5 H5 0.9300
C6 C7 1.408(7)
C6 C10 1.424(7)
C7 C8 1.426(7)
C7 H7 0.9300
C8 C9 1.442(7)
C8 H8 0.9300
C9 C10 1.419(7)
C9 H9 0.9300
C10 H10 0.9300
C11 C16 1.521(7)
C11 C12 1.549(7)
C11 H11 0.9800
C12 C13 1.526(7)
C12 H12A 0.9700
C12 H12B 0.9700
C13 C14 1.517(7)
C13 H13A 0.9700
C13 H13B 0.9700
C14 C15 1.526(7)
C14 H14A 0.9700
C14 H14B 0.9700
C15 C16 1.533(6)
C15 H15A 0.9700
C15 H15B 0.9700
C16 H16A 0.9700
C16 H16B 0.9700
C17 C18 1.534(6)
C17 C22 1.539(6)
C17 H17 0.9800
C18 C19 1.535(7)
C18 H18A 0.9700
C18 H18B 0.9700
C19 C20 1.504(7)
C19 H19A 0.9700
C19 H19B 0.9700
C20 C21 1.537(7)
C20 H20A 0.9700
C20 H20B 0.9700
C21 C22 1.512(7)
C21 H21A 0.9700
C21 H21B 0.9700
C22 H22A 0.9700
C22 H22B 0.9700
