#------------------------------------------------------------------------------
#$Date: 2016-03-21 13:58:25 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178708 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/19/4081977.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_4081977
loop_
_publ_author_name
'Annibale, Vincent T.'
'Batcup, Rhys'
'Bai, Tao'
'Hughes, Sarah J.'
'Song, Datong'
_publ_section_title
;
 RuCp* Complexes of Ambidentate 4,5-Diazafluorene Derivatives: From
 Linkage Isomers to Coordination-Driven Self-Assembly
;
_journal_issue                   21
_journal_name_full               Organometallics
_journal_page_first              6511
_journal_paper_doi               10.1021/om400846f
_journal_volume                  32
_journal_year                    2013
_chemical_formula_sum            'C11 H4 Cl2 N2 O'
_chemical_formula_weight         251.06
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 100.761(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.7964(9)
_cell_length_b                   12.7028(9)
_cell_length_c                   7.2124(5)
_cell_measurement_reflns_used    8833
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.620
_cell_measurement_theta_min      2.502
_cell_volume                     971.75(13)
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.992
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0255
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            8833
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.620
_diffrn_reflns_theta_min         2.502
_exptl_absorpt_coefficient_mu    0.641
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_correction_T_min  0.6132
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Bruker Apex 2'
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.716
_exptl_crystal_description       Plate
_exptl_crystal_F_000             504
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.075
_refine_diff_density_max         0.356
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.056
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2244
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0295
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0390P)²+0.1983P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0715
_refine_ls_wR_factor_ref         0.0765
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1781
_reflns_number_total             2244
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om400846f_si_001.cif
_cod_data_source_block           10
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-Scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_database_code               4081977
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.740
_shelx_estimated_absorpt_t_max   0.954
_shelxl_version_number           2013-4
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Cl1 Cl 0.88835(4) 0.54526(3) 0.11572(6) 0.02364(12) Uani 1 1 d . .
Cl2 Cl 0.30072(4) 0.82398(3) 0.33206(7) 0.02816(13) Uani 1 1 d . .
N1 N 0.75314(13) 0.70834(10) 0.15634(19) 0.0174(3) Uani 1 1 d . .
N2 N 0.52133(13) 0.81838(11) 0.24140(19) 0.0186(3) Uani 1 1 d . .
O1 O 0.81651(12) 1.07873(9) 0.12252(18) 0.0261(3) Uani 1 1 d . .
C1 C 0.86533(15) 0.67986(13) 0.1209(2) 0.0183(3) Uani 1 1 d . .
C2 C 0.96091(16) 0.74699(14) 0.0896(2) 0.0206(4) Uani 1 1 d . .
H2 H 1.0389 0.7199 0.0676 0.025 Uiso 1 1 calc R U
C3 C 0.93932(15) 0.85466(14) 0.0912(2) 0.0203(3) Uani 1 1 d . .
H3 H 1.0010 0.9038 0.0681 0.024 Uiso 1 1 calc R U
C4 C 0.82389(15) 0.88737(13) 0.1281(2) 0.0181(3) Uani 1 1 d . .
C5 C 0.73640(15) 0.81183(13) 0.1603(2) 0.0170(3) Uani 1 1 d . .
C6 C 0.62346(15) 0.86606(13) 0.2024(2) 0.0170(3) Uani 1 1 d . .
C7 C 0.64202(16) 0.97455(13) 0.1969(2) 0.0180(3) Uani 1 1 d . .
C8 C 0.54805(15) 1.04095(14) 0.2338(2) 0.0195(3) Uani 1 1 d . .
H8 H 0.5570 1.1153 0.2311 0.023 Uiso 1 1 calc R U
C9 C 0.44018(16) 0.99442(14) 0.2748(2) 0.0210(4) Uani 1 1 d . .
H9 H 0.3726 1.0363 0.3011 0.025 Uiso 1 1 calc R U
C10 C 0.43305(16) 0.88485(13) 0.2768(2) 0.0196(3) Uani 1 1 d . .
C11 C 0.76838(16) 0.99430(13) 0.1461(2) 0.0187(3) Uani 1 1 d . .
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'
Cl Cl 0.1484 0.1585 '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
C5 N1 C1 113.87(14)
C10 N2 C6 113.68(14)
N1 C1 C2 126.39(15)
N1 C1 Cl1 114.31(12)
C2 C1 Cl1 119.30(13)
C3 C2 C1 118.19(15)
C4 C3 C2 117.11(15)
C3 C4 C5 119.10(15)
C3 C4 C11 132.55(15)
C5 C4 C11 108.33(14)
N1 C5 C4 125.31(15)
N1 C5 C6 125.85(15)
C4 C5 C6 108.84(14)
N2 C6 C7 125.72(15)
N2 C6 C5 125.25(15)
C7 C6 C5 109.02(14)
C8 C7 C6 118.89(15)
C8 C7 C11 132.77(15)
C6 C7 C11 108.34(14)
C7 C8 C9 117.17(16)
C8 C9 C10 118.55(15)
N2 C10 C9 125.98(15)
N2 C10 Cl2 114.23(13)
C9 C10 Cl2 119.78(13)
O1 C11 C7 127.84(16)
O1 C11 C4 126.72(16)
C7 C11 C4 105.44(13)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C1 1.7292(17)
Cl2 C10 1.7351(17)
N1 C5 1.328(2)
N1 C1 1.334(2)
N2 C10 1.333(2)
N2 C6 1.333(2)
O1 C11 1.217(2)
C1 C2 1.389(2)
C2 C3 1.388(3)
C3 C4 1.386(2)
C4 C5 1.396(2)
C4 C11 1.500(2)
C5 C6 1.481(2)
C6 C7 1.394(2)
C7 C8 1.383(2)
C7 C11 1.499(2)
C8 C9 1.386(2)
C9 C10 1.394(2)
