#------------------------------------------------------------------------------
#$Date: 2023-04-20 12:07:50 +0300 (Thu, 20 Apr 2023) $
#$Revision: 282769 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/71/8107101.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_8107101
loop_
_publ_author_name
'Ran, Zhang'
'Zhong-Hai, Ni'
_publ_section_title
;
 Crystal structure of 1-ferrocenyl-6-bromopyrene, C26H17BrFe
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              1071
_journal_page_last               1072
_journal_paper_doi               10.1515/ncrs-2016-0055
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C26 H17 Br Fe'
_chemical_formula_sum            'C26 H17 Br Fe'
_chemical_formula_weight         465.16
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 120.184(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   30.486(10)
_cell_length_b                   7.497(3)
_cell_length_c                   18.669(6)
_cell_measurement_reflns_used    1265
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      26.56
_cell_measurement_theta_min      2.48
_cell_volume                     3688(2)
_computing_cell_refinement       'SAINT-Plus (Bruker, 2001)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        SAINT-Plus
_computing_molecular_graphics    'XP (Sheldrick, 1998)'
_computing_publication_material  XP
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX II CCD area-detector'
_diffrn_measurement_method       'φ and ω scans'
_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  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0528
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9853
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         1.55
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.993
_exptl_absorpt_correction_T_max  0.842
_exptl_absorpt_correction_T_min  0.789
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    1.675
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle-like
_exptl_crystal_F_000             1872
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.372
_refine_diff_density_min         -0.622
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    noref
_refine_ls_matrix_type           full
_refine_ls_number_parameters     253
_refine_ls_number_reflns         3624
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.016
_refine_ls_R_factor_all          0.0743
_refine_ls_R_factor_gt           0.0407
_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)+(0.0489P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0892
_refine_ls_wR_factor_ref         0.1015
_reflns_number_gt                2390
_reflns_number_total             3624
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2016-0055_suppl.cif
_cod_data_source_block           6
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the built-in table derived from the
CIF Core dictionary named 'cif_core.dic' version 2.4.5 last updated
on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               8107101
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.051503(14) 0.72660(8) 0.34822(3) 0.0741(2) Uani 1 1 d . . .
Fe1 Fe 0.420221(19) 1.14780(7) 0.84425(3) 0.04360(17) Uani 1 1 d . . .
C1 C 0.12129(13) 0.6938(6) 0.4270(2) 0.0472(10) Uani 1 1 d . . .
C2 C 0.14289(14) 0.5347(6) 0.4261(2) 0.0526(10) Uani 1 1 d . . .
H2 H 0.1239 0.4489 0.3865 0.063 Uiso 1 1 calc R . .
C3 C 0.19241(13) 0.5021(5) 0.4833(2) 0.0457(9) Uani 1 1 d . . .
H3 H 0.2071 0.3944 0.4818 0.055 Uiso 1 1 calc R . .
C4 C 0.22122(12) 0.6266(5) 0.5436(2) 0.0372(8) Uani 1 1 d . . .
C5 C 0.27181(12) 0.5936(5) 0.6063(2) 0.0398(8) Uani 1 1 d . . .
H5 H 0.2867 0.4853 0.6064 0.048 Uiso 1 1 calc R . .
C6 C 0.29909(13) 0.7135(4) 0.6659(2) 0.0384(8) Uani 1 1 d . . .
H6 H 0.3319 0.6842 0.7070 0.046 Uiso 1 1 calc R . .
C7 C 0.27911(11) 0.8846(4) 0.66785(19) 0.0306(7) Uani 1 1 d . . .
C8 C 0.30674(12) 1.0140(4) 0.7284(2) 0.0349(8) Uani 1 1 d . . .
C9 C 0.28302(14) 1.1744(5) 0.7258(2) 0.0460(9) Uani 1 1 d . . .
H9 H 0.3012 1.2611 0.7654 0.055 Uiso 1 1 calc R . .
C10 C 0.23402(14) 1.2081(5) 0.6668(2) 0.0491(10) Uani 1 1 d . . .
H10 H 0.2195 1.3167 0.6675 0.059 Uiso 1 1 calc R . .
C11 C 0.20551(13) 1.0849(5) 0.6062(2) 0.0413(9) Uani 1 1 d . . .
C12 C 0.15418(13) 1.1158(6) 0.5441(2) 0.0521(10) Uani 1 1 d . . .
H12 H 0.1393 1.2243 0.5437 0.062 Uiso 1 1 calc R . .
C13 C 0.12665(14) 0.9952(5) 0.4866(2) 0.0530(10) Uani 1 1 d . . .
H13 H 0.0931 1.0207 0.4475 0.064 Uiso 1 1 calc R . .
C14 C 0.14773(12) 0.8279(5) 0.4840(2) 0.0410(9) Uani 1 1 d . . .
C15 C 0.19929(12) 0.7920(5) 0.5441(2) 0.0353(8) Uani 1 1 d . . .
C16 C 0.22830(11) 0.9207(4) 0.60598(19) 0.0332(8) Uani 1 1 d . . .
C17 C 0.35826(12) 0.9830(4) 0.7986(2) 0.0361(8) Uani 1 1 d . . .
C18 C 0.40049(12) 0.8949(5) 0.8019(2) 0.0418(9) Uani 1 1 d . . .
H18 H 0.4015 0.8437 0.7544 0.050 Uiso 1 1 calc R . .
C19 C 0.44063(14) 0.8932(5) 0.8843(2) 0.0492(10) Uani 1 1 d . . .
H19 H 0.4742 0.8405 0.9041 0.059 Uiso 1 1 calc R . .
C20 C 0.42444(14) 0.9818(5) 0.9331(2) 0.0518(10) Uani 1 1 d . . .
H20 H 0.4448 1.0014 0.9931 0.062 Uiso 1 1 calc R . .
C21 C 0.37408(13) 1.0389(5) 0.8811(2) 0.0425(9) Uani 1 1 d . . .
H21 H 0.3534 1.1050 0.8986 0.051 Uiso 1 1 calc R . .
C22 C 0.4113(2) 1.4152(6) 0.8406(4) 0.0875(16) Uani 1 1 d . . .
H22 H 0.3866 1.4807 0.8493 0.105 Uiso 1 1 calc R . .
C23 C 0.40434(18) 1.3549(6) 0.7656(3) 0.0693(13) Uani 1 1 d . . .
H23 H 0.3733 1.3688 0.7117 0.083 Uiso 1 1 calc R . .
C24 C 0.44859(19) 1.2707(6) 0.7789(3) 0.0727(13) Uani 1 1 d . . .
H24 H 0.4541 1.2155 0.7365 0.087 Uiso 1 1 calc R . .
C25 C 0.48310(19) 1.2775(8) 0.8629(4) 0.0957(19) Uani 1 1 d U . .
H25 H 0.5176 1.2287 0.8905 0.115 Uiso 1 1 calc R . .
C26 C 0.4604(3) 1.3666(8) 0.9016(4) 0.102(2) Uani 1 1 d U . .
H26 H 0.4763 1.3925 0.9609 0.122 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'
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C26 Fe1 C25 40.6(2) . .
C26 Fe1 C21 119.5(2) . .
C25 Fe1 C21 154.0(2) . .
C26 Fe1 C23 67.6(2) . .
C25 Fe1 C23 67.4(2) . .
C21 Fe1 C23 127.13(17) . .
C26 Fe1 C22 40.7(2) . .
C25 Fe1 C22 68.1(2) . .
C21 Fe1 C22 107.95(19) . .
C23 Fe1 C22 40.01(19) . .
C26 Fe1 C18 162.9(3) . .
C25 Fe1 C18 126.0(2) . .
C21 Fe1 C18 68.54(14) . .
C23 Fe1 C18 121.28(18) . .
C22 Fe1 C18 155.2(2) . .
C26 Fe1 C20 107.2(2) . .
C25 Fe1 C20 119.4(2) . .
C21 Fe1 C20 40.73(14) . .
C23 Fe1 C20 163.80(19) . .
C22 Fe1 C20 126.2(2) . .
C18 Fe1 C20 68.23(15) . .
C26 Fe1 C19 125.5(2) . .
C25 Fe1 C19 107.5(2) . .
C21 Fe1 C19 68.41(15) . .
C23 Fe1 C19 155.03(19) . .
C22 Fe1 C19 163.1(2) . .
C18 Fe1 C19 40.51(14) . .
C20 Fe1 C19 40.48(14) . .
C26 Fe1 C24 67.6(2) . .
C25 Fe1 C24 39.9(2) . .
C21 Fe1 C24 164.54(18) . .
C23 Fe1 C24 40.17(17) . .
C22 Fe1 C24 67.7(2) . .
C18 Fe1 C24 108.76(18) . .
C20 Fe1 C24 153.83(19) . .
C19 Fe1 C24 120.14(18) . .
C26 Fe1 C17 154.6(3) . .
C25 Fe1 C17 163.6(2) . .
C21 Fe1 C17 40.97(13) . .
C23 Fe1 C17 109.07(16) . .
C22 Fe1 C17 120.3(2) . .
C18 Fe1 C17 40.79(12) . .
C20 Fe1 C17 68.66(14) . .
C19 Fe1 C17 68.54(14) . .
C24 Fe1 C17 127.14(18) . .
C2 C1 C14 122.9(3) . .
C2 C1 Br1 117.6(3) . .
C14 C1 Br1 119.5(3) . .
C1 C2 C3 119.8(4) . .
C1 C2 H2 120.1 . .
C3 C2 H2 120.1 . .
C2 C3 C4 121.1(4) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
C3 C4 C15 119.3(3) . .
C3 C4 C5 122.5(3) . .
C15 C4 C5 118.2(3) . .
C6 C5 C4 122.1(3) . .
C6 C5 H5 118.9 . .
C4 C5 H5 118.9 . .
C5 C6 C7 121.8(3) . .
C5 C6 H6 119.1 . .
C7 C6 H6 119.1 . .
C8 C7 C16 119.4(3) . .
C8 C7 C6 123.4(3) . .
C16 C7 C6 117.1(3) . .
C9 C8 C7 118.6(3) . .
C9 C8 C17 118.1(3) . .
C7 C8 C17 123.2(3) . .
C10 C9 C8 121.9(3) . .
C10 C9 H9 119.0 . .
C8 C9 H9 119.0 . .
C9 C10 C11 121.5(3) . .
C9 C10 H10 119.3 . .
C11 C10 H10 119.3 . .
C10 C11 C16 118.5(3) . .
C10 C11 C12 122.8(3) . .
C16 C11 C12 118.7(3) . .
C13 C12 C11 122.5(4) . .
C13 C12 H12 118.8 . .
C11 C12 H12 118.8 . .
C12 C13 C14 121.0(4) . .
C12 C13 H13 119.5 . .
C14 C13 H13 119.5 . .
C1 C14 C15 116.9(3) . .
C1 C14 C13 124.5(3) . .
C15 C14 C13 118.6(3) . .
C4 C15 C14 120.0(3) . .
C4 C15 C16 119.9(3) . .
C14 C15 C16 120.1(3) . .
C7 C16 C11 120.1(3) . .
C7 C16 C15 120.7(3) . .
C11 C16 C15 119.2(3) . .
C18 C17 C21 106.4(3) . .
C18 C17 C8 130.5(3) . .
C21 C17 C8 123.0(3) . .
C18 C17 Fe1 68.70(19) . .
C21 C17 Fe1 68.48(18) . .
C8 C17 Fe1 128.5(2) . .
C19 C18 C17 108.8(3) . .
C19 C18 Fe1 69.9(2) . .
C17 C18 Fe1 70.51(19) . .
C19 C18 H18 125.6 . .
C17 C18 H18 125.6 . .
Fe1 C18 H18 125.6 . .
C20 C19 C18 108.1(3) . .
C20 C19 Fe1 69.6(2) . .
C18 C19 Fe1 69.6(2) . .
C20 C19 H19 126.0 . .
C18 C19 H19 126.0 . .
Fe1 C19 H19 126.0 . .
C19 C20 C21 108.2(3) . .
C19 C20 Fe1 69.9(2) . .
C21 C20 Fe1 69.5(2) . .
C19 C20 H20 125.9 . .
C21 C20 H20 125.9 . .
Fe1 C20 H20 125.9 . .
C20 C21 C17 108.4(3) . .
C20 C21 Fe1 69.8(2) . .
C17 C21 Fe1 70.55(19) . .
C20 C21 H21 125.8 . .
C17 C21 H21 125.8 . .
Fe1 C21 H21 125.8 . .
C23 C22 C26 107.3(5) . .
C23 C22 Fe1 70.1(3) . .
C26 C22 Fe1 69.1(3) . .
C23 C22 H22 126.4 . .
C26 C22 H22 126.4 . .
Fe1 C22 H22 126.4 . .
C22 C23 C24 108.9(5) . .
C22 C23 Fe1 69.9(3) . .
C24 C23 Fe1 70.5(3) . .
C22 C23 H23 125.5 . .
C24 C23 H23 125.5 . .
Fe1 C23 H23 125.5 . .
C25 C24 C23 107.6(5) . .
C25 C24 Fe1 69.3(3) . .
C23 C24 Fe1 69.4(3) . .
C25 C24 H24 126.2 . .
C23 C24 H24 126.2 . .
Fe1 C24 H24 126.2 . .
C24 C25 C26 108.2(5) . .
C24 C25 Fe1 70.8(3) . .
C26 C25 Fe1 69.2(3) . .
C24 C25 H25 125.9 . .
C26 C25 H25 125.9 . .
Fe1 C25 H25 125.9 . .
C22 C26 C25 108.0(5) . .
C22 C26 Fe1 70.2(3) . .
C25 C26 Fe1 70.2(3) . .
C22 C26 H26 126.0 . .
C25 C26 H26 126.0 . .
Fe1 C26 H26 126.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 C1 1.898(4) .
Fe1 C26 2.005(5) .
Fe1 C25 2.017(5) .
Fe1 C21 2.022(3) .
Fe1 C23 2.022(4) .
Fe1 C22 2.019(5) .
Fe1 C18 2.026(4) .
Fe1 C20 2.026(4) .
Fe1 C19 2.030(4) .
Fe1 C24 2.036(4) .
Fe1 C17 2.050(3) .
C1 C2 1.367(5) .
C1 C14 1.389(5) .
C2 C3 1.363(5) .
C2 H2 0.9300 .
C3 C4 1.385(5) .
C3 H3 0.9300 .
C4 C15 1.410(5) .
C4 C5 1.413(4) .
C5 C6 1.344(4) .
C5 H5 0.9300 .
C6 C7 1.428(4) .
C6 H6 0.9300 .
C7 C8 1.404(4) .
C7 C16 1.417(4) .
C8 C9 1.391(4) .
C8 C17 1.473(4) .
C9 C10 1.361(5) .
C9 H9 0.9300 .
C10 C11 1.379(5) .
C10 H10 0.9300 .
C11 C16 1.415(5) .
C11 C12 1.422(5) .
C12 C13 1.330(5) .
C12 H12 0.9300 .
C13 C14 1.421(5) .
C13 H13 0.9300 .
C14 C15 1.424(4) .
C15 C16 1.422(5) .
C17 C18 1.421(4) .
C17 C21 1.425(4) .
C18 C19 1.404(5) .
C18 H18 0.9800 .
C19 C20 1.403(5) .
C19 H19 0.9800 .
C20 C21 1.409(5) .
C20 H20 0.9800 .
C21 H21 0.9800 .
C22 C23 1.382(6) .
C22 C26 1.398(8) .
C22 H22 0.9800 .
C23 C24 1.394(6) .
C23 H23 0.9800 .
C24 C25 1.382(7) .
C24 H24 0.9800 .
C25 C26 1.395(8) .
C25 H25 0.9800 .
C26 H26 0.9800 .
