Crystal structure of 5-bromo-2-(naphthalen-6-yl)pyridine, C15H10BrN
Li, Hong-Mei; Wang, Hao-Feng; Sun, Bei-Jing; Lou, Xin-Hua; Zeitschrift für Kristallographie - New Crystal Structures 234 (2018) 103–104; doi:10.1515/ncrs-2018-0211

data_8105556
_publ_section_title
;
 Crystal structure of 5-bromo-2-(naphthalen-6-yl)pyridine, C15H10BrN
;
_journal_issue                   1
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              103
_journal_page_last               104
_journal_paper_doi               10.1515/ncrs-2018-0211
_journal_volume                  234
_journal_year                    2018
_chemical_formula_moiety         'C15 H10 Br N'
_chemical_formula_sum            'C15 H10 Br N'
_chemical_formula_weight         284.15
_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
_cell_angle_alpha                90
_cell_angle_beta                 113.521(8)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   14.6929(9)
_cell_length_b                   5.9337(4)
_cell_length_c                   14.6256(11)
_cell_measurement_reflns_used    1491
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      70.9210
_cell_measurement_theta_min      6.0950
_cell_volume                     1169.16(16)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 16.2312
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
  1 omega -102.00  -15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000  -30.0000 87

  2 omega -102.00  -15.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -33.5000  -57.0000   60.0000 87

  3 omega   14.00  108.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576   37.0000 -180.0000 94

  4 omega   23.00   58.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576  -37.0000  120.0000 35

  5 omega   36.00   94.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576   77.0000   30.0000 58

  6 omega    0.00   25.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576  -99.0000 -180.0000 25

  7 omega   67.00  111.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576 -156.0000  142.0000 44

  8 omega   -2.00   24.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576  -99.0000  150.0000 26

  9 omega   42.00   69.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576  -99.0000 -180.0000 27

 10 omega   63.00   96.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576   77.0000   60.0000 33

 11 omega   20.00   59.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.8576   77.0000   60.0000 39

 12 omega  125.00  178.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -180.0000 53

 13 omega  111.00  177.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -120.0000 66

 14 omega   90.00  117.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -180.0000 27

 15 omega   40.00   91.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 51

 16 omega   42.00   92.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -150.0000 50

 17 omega   68.00  115.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000 -150.0000 47

 18 omega   68.00  110.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000    0.0000 42

 19 omega   37.00   65.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -111.0000    0.0000 28

 20 omega   47.00  122.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -61.0000  -60.0000 75

 21 omega   45.00   82.00   1.0000    1.5000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 37
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Eos, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.1072506000
_diffrn_orient_matrix_UB_12      0.0239478000
_diffrn_orient_matrix_UB_13      -0.0078101000
_diffrn_orient_matrix_UB_21      0.0369185000
_diffrn_orient_matrix_UB_22      -0.0319105000
_diffrn_orient_matrix_UB_23      0.1136538000
_diffrn_orient_matrix_UB_31      0.0146814000
_diffrn_orient_matrix_UB_32      0.2565570000
_diffrn_orient_matrix_UB_33      0.0148433000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0258
_diffrn_reflns_av_unetI/netI     0.0340
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            4263
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.079
_diffrn_reflns_theta_max         67.079
_diffrn_reflns_theta_min         6.086
_diffrn_source                   'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.560
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65783
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_description       prism
_exptl_crystal_F_000             568
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.577
_refine_diff_density_min         -0.462
_refine_diff_density_rms         0.062
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     154
_refine_ls_number_reflns         2078
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.055
_refine_ls_R_factor_all          0.0522
_refine_ls_R_factor_gt           0.0396
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0498P)^2^+0.6081P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1009
_refine_ls_wR_factor_ref         0.1103
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1651
_reflns_number_total             2078
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_ncrs-2018-0211_suppl.cif
_cod_data_source_block           2
_cod_database_code               8105556
_chemical_oxdiff_formula         C38H41N2O2Br1
_shelx_estimated_absorpt_t_max   0.548
_shelx_estimated_absorpt_t_min   0.462
_reflns_odcompleteness_completeness 99.87
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C3(H3), C4(H4), C7(H7), C8(H8), C10(H10), C12(H12), C13(H13),
 C15(H15)
;