#------------------------------------------------------------------------------
#$Date: 2017-10-13 13:42:48 +0200 (vie 13 de oct de 2017) $
#$Revision: 201982 $
#$URL: svn://www.crystallography.net/cod/cif/4/07/24/4072414.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_4072414
loop_
_publ_author_name
'Tan, Runyu'
'Jia, Peng'
'Rao, Yingli'
'Jia, Wenli'
'Hadzovic, Alen'
'Yu, Qing'
'Li, Xia'
'Song, Datong'
_publ_section_title
;
 Diplatinum Complexes Supported by Novel Tetradentate Ligands with
 Quinoline Functionalities for Tandem C−Cl Activation and
 Dearomatization
;
_journal_issue                   24
_journal_name_full               Organometallics
_journal_page_first              6614
_journal_paper_doi               10.1021/om800893r
_journal_volume                  27
_journal_year                    2008
_chemical_formula_sum            'C10 H5 Br F3 N O'
_chemical_formula_weight         292.06
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 94.179(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   4.4543(4)
_cell_length_b                   11.6713(16)
_cell_length_c                   18.635(2)
_cell_measurement_reflns_used    4710
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      25.00
_cell_measurement_theta_min      3.49
_cell_volume                     966.21(19)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.973
_diffrn_measured_fraction_theta_max 0.973
_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  0.1685
_diffrn_reflns_av_sigmaI/netI    0.1212
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            4710
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         3.49
_exptl_absorpt_coefficient_mu    4.274
_exptl_absorpt_correction_T_max  0.808
_exptl_absorpt_correction_T_min  0.763
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995)
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.008
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.840
_refine_diff_density_min         -1.160
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     145
_refine_ls_number_reflns         1660
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0981
_refine_ls_R_factor_gt           0.0782
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1285P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1993
_refine_ls_wR_factor_ref         0.2200
_reflns_number_gt                1231
_reflns_number_total             1660
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om800893r_si_001.cif
_cod_data_source_block           1c
_cod_original_sg_symbol_H-M      P2(1)/n
_cod_database_code               4072414
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Br1 Br 0.03239(18) 0.10785(7) 0.41785(4) 0.0544(4) Uani 1 1 d .
F1 F 0.4207(10) -0.3007(4) 0.5042(2) 0.0604(12) Uani 1 1 d .
F2 F 0.3901(11) -0.4240(4) 0.4201(3) 0.0608(13) Uani 1 1 d .
F3 F 0.8124(11) -0.3968(4) 0.4805(3) 0.0738(17) Uani 1 1 d .
O1 O 0.6581(10) -0.2667(5) 0.4051(3) 0.0523(13) Uani 1 1 d .
N1 N -0.2043(13) 0.0202(5) 0.2698(3) 0.0466(15) Uani 1 1 d .
C1 C -0.3261(16) -0.0078(7) 0.2054(4) 0.0493(18) Uani 1 1 d .
H1A H -0.4652 0.0445 0.1824 0.059 Uiso 1 1 calc R
C2 C -0.2656(19) -0.1085(7) 0.1688(5) 0.054(2) Uani 1 1 d .
H2A H -0.3655 -0.1251 0.1232 0.065 Uiso 1 1 calc R
C3 C -0.0577(17) -0.1828(7) 0.2006(4) 0.0525(19) Uani 1 1 d .
H3A H -0.0101 -0.2520 0.1771 0.063 Uiso 1 1 calc R
C4 C 0.0821(15) -0.1562(7) 0.2672(4) 0.0436(17) Uani 1 1 d .
C5 C 0.3052(15) -0.2294(7) 0.3043(4) 0.0473(18) Uani 1 1 d .
H5A H 0.3655 -0.2982 0.2823 0.057 Uiso 1 1 calc R
C6 C 0.4278(15) -0.2001(7) 0.3701(4) 0.0496(19) Uani 1 1 d .
C7 C 0.3482(16) -0.0983(6) 0.4051(5) 0.0469(18) Uani 1 1 d .
H7A H 0.4388 -0.0790 0.4513 0.056 Uiso 1 1 calc R
C8 C 0.1395(16) -0.0289(7) 0.3712(4) 0.0503(18) Uani 1 1 d .
C9 C 0.0018(14) -0.0544(7) 0.3014(4) 0.0446(17) Uani 1 1 d .
C10 C 0.5697(17) -0.3460(7) 0.4506(5) 0.0509(19) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.0641(6) 0.0475(7) 0.0517(6) -0.0055(3) 0.0046(4) 0.0027(3)
F1 0.070(3) 0.063(3) 0.051(3) -0.003(2) 0.016(2) -0.001(2)
F2 0.067(3) 0.051(3) 0.065(3) -0.004(2) 0.009(2) -0.006(2)
F3 0.053(3) 0.079(4) 0.089(4) 0.026(3) 0.002(3) 0.010(2)
O1 0.044(3) 0.053(3) 0.060(3) 0.011(3) 0.010(2) 0.003(2)
N1 0.046(3) 0.043(4) 0.052(4) 0.003(3) 0.011(3) -0.001(3)
C1 0.055(4) 0.048(5) 0.045(4) 0.000(4) 0.006(3) 0.004(3)
C2 0.056(5) 0.066(6) 0.042(5) 0.005(4) 0.010(4) -0.003(4)
C3 0.051(4) 0.061(5) 0.047(5) -0.003(4) 0.013(3) 0.000(4)
C4 0.044(4) 0.043(4) 0.046(4) -0.003(4) 0.015(3) -0.006(3)
C5 0.049(4) 0.046(4) 0.049(4) 0.000(3) 0.017(3) -0.004(3)
C6 0.043(4) 0.048(5) 0.059(5) 0.006(4) 0.012(3) -0.002(3)
C7 0.048(4) 0.040(4) 0.053(5) 0.006(3) 0.010(4) -0.007(3)
C8 0.048(4) 0.049(5) 0.055(5) -0.002(4) 0.011(3) -0.007(3)
C9 0.039(3) 0.047(4) 0.049(4) 0.005(4) 0.014(3) -0.006(3)
C10 0.044(4) 0.053(5) 0.056(5) 0.006(4) 0.007(3) 0.006(4)
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'
F F 0.0171 0.0103 '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
C10 O1 C6 116.0(5)
C1 N1 C9 116.9(7)
N1 C1 C2 124.9(7)
C3 C2 C1 118.0(8)
C2 C3 C4 119.4(8)
C3 C4 C9 118.9(7)
C3 C4 C5 123.0(7)
C9 C4 C5 118.0(7)
C6 C5 C4 120.2(7)
C5 C6 O1 120.9(7)
C5 C6 C7 122.3(7)
O1 C6 C7 116.6(7)
C8 C7 C6 118.2(8)
C7 C8 C9 122.3(7)
C7 C8 Br1 118.5(6)
C9 C8 Br1 119.2(6)
N1 C9 C4 121.8(7)
N1 C9 C8 119.3(7)
C4 C9 C8 118.9(7)
F2 C10 F3 109.0(7)
F2 C10 O1 113.9(7)
F3 C10 O1 108.0(6)
F2 C10 F1 106.0(6)
F3 C10 F1 107.2(7)
O1 C10 F1 112.5(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Br1 C8 1.895(8)
F1 C10 1.347(10)
F2 C10 1.314(10)
F3 C10 1.321(9)
O1 C10 1.333(10)
O1 C6 1.409(8)
N1 C1 1.321(10)
N1 C9 1.367(9)
C1 C2 1.396(11)
C2 C3 1.371(11)
C3 C4 1.383(11)
C4 C9 1.406(11)
C4 C5 1.448(11)
C5 C6 1.349(11)
C6 C7 1.414(11)
C7 C8 1.355(11)
C8 C9 1.428(11)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 25949473
