Crystal structure of (E)-2,4-dibromo-6-(((2-nitrophenyl)imino)methyl)phenol, C13H8Br2N2O3
Hong, Yong; Huang, Dushu; Liu, Wei; Zhang, Yinghong; Zeitschrift für Kristallographie - New Crystal Structures 231 (2016) 231–232; doi:10.1515/ncrs-2015-0100

data_8106835
_publ_section_title
;
 Crystal structure of
 (E)-2,4-dibromo-6-(((2-nitrophenyl)imino)methyl)phenol, C13H8Br2N2O3
;
_journal_issue                   1
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              231
_journal_page_last               232
_journal_paper_doi               10.1515/ncrs-2015-0100
_journal_volume                  231
_journal_year                    2016
_chemical_formula_moiety         'C13 H8 Br2 N2 O3'
_chemical_formula_sum            'C13 H8 Br2 N2 O3'
_chemical_formula_weight         400.03
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.00
_cell_angle_beta                 93.355(5)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.794(3)
_cell_length_b                   7.2041(15)
_cell_length_c                   14.862(3)
_cell_measurement_reflns_used    1454
_cell_measurement_temperature    293
_cell_measurement_theta_max      68.1
_cell_measurement_theta_min      32.4
_cell_volume                     1367.5(5)
_computing_cell_refinement
;
CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.1 b28 (Rigaku, 2013)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293
_diffrn_detector                 PILT
_diffrn_detector_area_resol_mean 5.8140
_diffrn_measured_fraction_theta_full 0.975
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_details
;
scan:
	Number of images: 180
	           Slice: -122.0000 - 58.0000
	     Image width: 1.0000
	        Exp time: 25.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: 36.0000
	             XTD: 39.9101
	          2theta: -31.8549
scan:
	Number of images: 180
	           Slice: -122.0000 - 58.0000
	     Image width: 1.0000
	        Exp time: 25.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: -108.0000
	             XTD: 39.9101
	          2theta: -31.8549
scan:
	Number of images: 180
	           Slice: -200.0000 - -20.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: 108.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 61
	           Slice: -200.0000 - -139.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 36.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 60
	           Slice: -80.0000 - -20.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: 108.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 88
	           Slice: -125.0000 - -37.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: 36.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 60
	           Slice: -124.0000 - -64.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -180.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 60
	           Slice: -119.0000 - -59.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -36.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 60
	           Slice: -87.0000 - -27.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 72.0000
	             Phi: -108.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 180
	           Slice: -200.0000 - -20.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: 0.0000
	             Phi: -36.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 61
	           Slice: -200.0000 - -139.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: 108.0000
	             XTD: 39.9101
	          2theta: -109.8549
scan:
	Number of images: 8
	           Slice: -185.0000 - -177.0000
	     Image width: 1.0000
	        Exp time: 35.0000
	   Rotation axis: Omega
	           Omega: 0.0000
	           Kappa: -72.0000
	             Phi: -180.0000
	             XTD: 39.9101
	          2theta: -109.8549
;
_diffrn_measurement_device
;
AFC12 (Right): Kappa 3 circle
;
_diffrn_measurement_device_type
;
Rigaku Pilatus 300K
;
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type       d*Trek
_diffrn_orient_matrix_UB_11      -0.042897
_diffrn_orient_matrix_UB_12      -0.024802
_diffrn_orient_matrix_UB_13      0.060625
_diffrn_orient_matrix_UB_21      -0.116087
_diffrn_orient_matrix_UB_22      0.032019
_diffrn_orient_matrix_UB_23      -0.069042
_diffrn_orient_matrix_UB_31      -0.003577
_diffrn_orient_matrix_UB_32      -0.063153
_diffrn_orient_matrix_UB_33      -0.023274
_diffrn_radiation_monochromator  Confocal
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0645
_diffrn_reflns_av_unetI/netI     0.0517
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            8003
_diffrn_reflns_theta_full        59.98
_diffrn_reflns_theta_max         59.98
_diffrn_reflns_theta_min         6.72
_diffrn_source                   MicroMax003_Cu
_diffrn_source_current           0.6
_diffrn_source_power             0.0
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    7.615
_exptl_absorpt_correction_T_max  0.5164
_exptl_absorpt_correction_T_min  0.2519
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.943
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Prism
_exptl_crystal_F_000             776
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.745
_refine_diff_density_min         -0.865
_refine_diff_density_rms         0.187
_refine_ls_extinction_coef       0.0032(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     186
_refine_ls_number_reflns         1981
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.107
_refine_ls_R_factor_all          0.0414
_refine_ls_R_factor_gt           0.0398
_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/[\s^2^(Fo^2^)+(0.0581P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0921
_refine_ls_wR_factor_ref         0.0938
_reflns_number_gt                1793
_reflns_number_total             1981
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            suppl_ncrs-2015-0100_suppl.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'None' was changed
to 'none' 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_database_code               8106835
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3A), C4(H4), C5(H5), C7(H7), C9(H9), C11(H11)
;
_olex2_submission_special_instructions 'No special instructions were received'