#------------------------------------------------------------------------------
#$Date: 2016-03-25 16:43:26 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179986 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/80/7028052.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_7028052
loop_
_publ_author_name
'Zhao, Gang'
'Wang, Qi-Guang'
'Mak, Thomas C. W.'
_publ_section_title
;
 Enantiopure planar chiral monomers and di-μ-bromo-bridged dimers of
 ferrocenylhydrazones from asymmetric cyclopalladation
;
_journal_issue                   22
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              3785
_journal_paper_doi               10.1039/a806052e
_journal_year                    1998
_chemical_compound_source        synthesized
_chemical_formula_sum            'C17 H21 Br Fe N2 O Pd'
_chemical_formula_weight         511.52
_chemical_name_common            (+)-(Rp,S)-4
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.296(2)
_cell_length_b                   13.865(3)
_cell_length_c                   15.585(3)
_cell_measurement_temperature    293(2)
_cell_volume                     1792.6(7)
_computing_cell_refinement       'BIOTEX Rigaku'
_computing_data_collection       'RAXIS Rigaku'
_computing_data_reduction        'BIOTEX Rigaku'
_computing_molecular_graphics    'XP Siemens'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'IP Rigaku'
_diffrn_measurement_method       IP
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0465
_diffrn_reflns_av_sigmaI/netI    0.0630
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            6054
_diffrn_reflns_theta_max         25.56
_diffrn_reflns_theta_min         2.61
_exptl_absorpt_coefficient_mu    4.045
_exptl_absorpt_correction_T_max  1.165
_exptl_absorpt_correction_T_min  0.807
_exptl_absorpt_correction_type   ABSCOR
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.895
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1008
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.492
_refine_diff_density_rms         0.077
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.440(8)
_refine_ls_extinction_coef       0.0071(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.037
_refine_ls_goodness_of_fit_obs   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     210
_refine_ls_number_reflns         3291
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.037
_refine_ls_restrained_S_obs      1.042
_refine_ls_R_factor_all          0.0393
_refine_ls_R_factor_obs          0.0377
_refine_ls_shift/esd_max         0.055
_refine_ls_shift/esd_mean        0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0357P)²+0.3172P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0911
_refine_ls_wR_factor_obs         0.0899
_reflns_number_observed          3183
_reflns_number_total             3291
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            e806052sup1.cif
_cod_data_source_block           zgf125
_cod_depositor_comments
;
The following automatic conversions were performed:

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

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0357P)^2^+0.3172P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0357P)^2^+0.3172P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)2(1)2(1)
_cod_database_code               7028052
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'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_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Pd1 Pd 0.24069(2) 0.189824(11) 0.145031(11) 0.05680(5) Uani 1 d .
Fe1 Fe 0.47136(4) 0.28150(2) 0.31071(2) 0.05125(8) Uani 1 d .
Br1 Br -0.01563(3) 0.21277(3) 0.21584(3) 0.10319(13) Uani 1 d .
O1 O 0.1712(2) 0.05513(13) 0.07643(14) 0.0813(6) Uani 1 d .
N1 N 0.4693(2) 0.18164(12) 0.09483(11) 0.0519(5) Uani 1 d .
N2 N 0.5134(2) 0.10287(12) 0.04525(13) 0.0599(5) Uani 1 d .
C1 C 0.3347(3) 0.29983(15) 0.2030(2) 0.0557(6) Uani 1 d .
C2 C 0.5057(3) 0.3106(2) 0.18396(14) 0.0545(6) Uani 1 d .
C3 C 0.5681(3) 0.3870(2) 0.2353(2) 0.0674(7) Uani 1 d .
H3 H 0.6745(3) 0.4083(2) 0.2360(2) 0.081 Uiso 1 calc R
C4 C 0.4413(4) 0.4247(2) 0.2846(2) 0.0743(8) Uani 1 d .
H4 H 0.4489(4) 0.4752(2) 0.3236(2) 0.089 Uiso 1 calc R
C5 C 0.2983(3) 0.3716(2) 0.2643(2) 0.0696(8) Uani 1 d .
H5 H 0.1970(3) 0.3826(2) 0.2879(2) 0.084 Uiso 1 calc R
C6 C 0.6426(4) 0.2309(2) 0.3958(2) 0.0798(9) Uani 1 d .
H6 H 0.7466(4) 0.2547(2) 0.4027(2) 0.096 Uiso 1 calc R
C7 C 0.5023(4) 0.2614(2) 0.4404(2) 0.0766(8) Uani 1 d .
H7 H 0.4981(4) 0.3081(2) 0.4832(2) 0.092 Uiso 1 calc R
C8 C 0.3701(4) 0.2078(2) 0.4082(2) 0.0812(9) Uani 1 d .
H8 H 0.2631(4) 0.2144(2) 0.4251(2) 0.097 Uiso 1 calc R
C9 C 0.4293(4) 0.1424(2) 0.3457(2) 0.0769(9) Uani 1 d .
H9 H 0.3682(4) 0.0978(2) 0.3152(2) 0.092 Uiso 1 calc R
C10 C 0.5929(4) 0.1565(2) 0.3381(2) 0.0750(9) Uani 1 d .
H10 H 0.6606(4) 0.1229(2) 0.3011(2) 0.090 Uiso 1 calc R
C11 C 0.5729(3) 0.2407(2) 0.12687(14) 0.0528(6) Uani 1 d .
H11 H 0.6823(3) 0.2381(2) 0.11395(14) 0.063 Uiso 1 calc R
C12 C 0.3969(4) 0.0784(2) -0.0209(2) 0.0754(9) Uani 1 d .
H12 H 0.3458(4) 0.1373(2) -0.0426(2) 0.091 Uiso 1 calc R
C13 C 0.4959(5) 0.0314(2) -0.0922(2) 0.1018(13) Uani 1 d .
H13A H 0.4514(5) -0.0310(2) -0.1075(2) 0.122 Uiso 1 calc R
H13B H 0.4982(5) 0.0719(2) -0.1429(2) 0.122 Uiso 1 calc R
C14 C 0.6635(5) 0.0204(2) -0.0546(2) 0.1082(12) Uani 1 d .
H14A H 0.7451(5) 0.0255(2) -0.0989(2) 0.130 Uiso 1 calc R
H14B H 0.6750(5) -0.0412(2) -0.0258(2) 0.130 Uiso 1 calc R
C15 C 0.6771(4) 0.1034(2) 0.0090(2) 0.0778(9) Uani 1 d .
H15A H 0.7581(4) 0.0908(2) 0.0525(2) 0.093 Uiso 1 calc R
H15B H 0.7012(4) 0.1639(2) -0.0195(2) 0.093 Uiso 1 calc R
C16 C 0.2685(5) 0.0101(2) 0.0134(2) 0.0892(10) Uani 1 d .
H16A H 0.2010(5) -0.0116(2) -0.0336(2) 0.107 Uiso 1 calc R
H16B H 0.3203(5) -0.0461(2) 0.0382(2) 0.107 Uiso 1 calc R
C17 C 0.0582(4) -0.0126(2) 0.1133(3) 0.1052(14) Uani 1 d .
H17A H -0.0063(4) 0.0195(2) 0.1557(3) 0.158 Uiso 1 calc R
H17B H 0.1162(4) -0.0647(2) 0.1396(3) 0.158 Uiso 1 calc R
H17C H -0.0104(4) -0.0377(2) 0.0689(3) 0.158 Uiso 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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1 Pd1 N1 81.34(8)
C1 Pd1 O1 171.21(8)
N1 Pd1 O1 90.56(7)
C1 Pd1 Br1 92.16(7)
N1 Pd1 Br1 173.35(5)
O1 Pd1 Br1 95.84(5)
C8 Fe1 C9 41.04(11)
C8 Fe1 C5 106.53(12)
C9 Fe1 C5 123.77(12)
C8 Fe1 C2 152.95(11)
C9 Fe1 C2 118.16(10)
C5 Fe1 C2 68.45(10)
C8 Fe1 C3 164.09(11)
C9 Fe1 C3 154.34(11)
C5 Fe1 C3 68.48(11)
C2 Fe1 C3 40.92(9)
C8 Fe1 C4 126.32(12)
C9 Fe1 C4 162.60(13)
C5 Fe1 C4 41.12(11)
C2 Fe1 C4 68.35(10)
C3 Fe1 C4 40.20(11)
C8 Fe1 C1 116.86(11)
C9 Fe1 C1 104.07(10)
C5 Fe1 C1 40.54(9)
C2 Fe1 C1 41.87(9)
C3 Fe1 C1 69.87(10)
C4 Fe1 C1 69.35(10)
C8 Fe1 C10 67.65(12)
C9 Fe1 C10 39.39(12)
C5 Fe1 C10 159.96(11)
C2 Fe1 C10 107.48(10)
C3 Fe1 C10 122.16(11)
C4 Fe1 C10 157.45(12)
C1 Fe1 C10 123.32(10)
C8 Fe1 C7 40.69(12)
C9 Fe1 C7 68.24(11)
C5 Fe1 C7 121.35(11)
C2 Fe1 C7 164.35(11)
C3 Fe1 C7 127.89(11)
C4 Fe1 C7 110.07(11)
C1 Fe1 C7 153.43(11)
C10 Fe1 C7 67.64(11)
C8 Fe1 C6 68.32(13)
C9 Fe1 C6 67.91(12)
C5 Fe1 C6 157.10(11)
C2 Fe1 C6 126.42(11)
C3 Fe1 C6 110.03(12)
C4 Fe1 C6 122.82(12)
C1 Fe1 C6 162.14(11)
C10 Fe1 C6 40.65(12)
C7 Fe1 C6 40.30(12)
C16 O1 C17 111.0(2)
C16 O1 Pd1 123.7(2)
C17 O1 Pd1 121.5(2)
C11 N1 N2 122.8(2)
C11 N1 Pd1 115.67(14)
N2 N1 Pd1 119.92(14)
N1 N2 C12 113.8(2)
N1 N2 C15 117.0(2)
C12 N2 C15 110.0(2)
C5 C1 C2 105.9(2)
C5 C1 Pd1 141.7(2)
C2 C1 Pd1 112.2(2)
C5 C1 Fe1 69.50(14)
C2 C1 Fe1 68.87(12)
Pd1 C1 Fe1 120.61(11)
C3 C2 C11 135.4(2)
C3 C2 C1 108.4(2)
C11 C2 C1 115.9(2)
C3 C2 Fe1 69.73(14)
C11 C2 Fe1 121.6(2)
C1 C2 Fe1 69.26(13)
C4 C3 C2 108.1(2)
C4 C3 Fe1 69.91(15)
C2 C3 Fe1 69.35(13)
C3 C4 C5 108.0(2)
C3 C4 Fe1 69.89(14)
C5 C4 Fe1 69.22(14)
C1 C5 C4 109.5(2)
C1 C5 Fe1 69.96(14)
C4 C5 Fe1 69.66(15)
C7 C6 C10 106.7(3)
C7 C6 Fe1 69.5(2)
C10 C6 Fe1 69.1(2)
C8 C7 C6 107.8(2)
C8 C7 Fe1 68.1(2)
C6 C7 Fe1 70.2(2)
C7 C8 C9 108.1(3)
C7 C8 Fe1 71.3(2)
C9 C8 Fe1 70.2(2)
C10 C9 C8 108.1(3)
C10 C9 Fe1 70.9(2)
C8 C9 Fe1 68.73(15)
C9 C10 C6 109.4(3)
C9 C10 Fe1 69.7(2)
C6 C10 Fe1 70.3(2)
N1 C11 C2 114.4(2)
N2 C12 C16 111.1(2)
N2 C12 C13 105.0(3)
C16 C12 C13 111.5(2)
C14 C13 C12 104.8(3)
C13 C14 C15 104.1(3)
N2 C15 C14 100.2(3)
O1 C16 C12 111.6(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Pd1 C1 1.937(2)
Pd1 N1 2.055(2)
Pd1 O1 2.228(2)
Pd1 Br1 2.4167(6)
Fe1 C8 2.015(3)
Fe1 C9 2.035(2)
Fe1 C5 2.035(3)
Fe1 C2 2.036(2)
Fe1 C3 2.041(2)
Fe1 C4 2.041(2)
Fe1 C1 2.041(2)
Fe1 C10 2.050(3)
Fe1 C7 2.057(3)
Fe1 C6 2.066(3)
O1 C16 1.417(4)
O1 C17 1.446(4)
N1 C11 1.288(3)
N1 N2 1.387(2)
N2 C12 1.453(4)
N2 C15 1.471(4)
C1 C5 1.412(3)
C1 C2 1.457(3)
C2 C3 1.425(3)
C2 C11 1.429(3)
C3 C4 1.403(4)
C4 C5 1.432(4)
C6 C7 1.420(4)
C6 C10 1.430(4)
C7 C8 1.416(4)
C8 C9 1.419(4)
C9 C10 1.376(4)
C12 C16 1.523(4)
C12 C13 1.527(5)
C13 C14 1.516(6)
C14 C15 1.522(4)
