
data_CB2213

_audit_creation_method            'SHELXL-2018/3'
_shelx_SHELXL_version_number      '2018/3'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety
 'C21 H17 Br O2'
_chemical_formula_sum
 'C21 H17 Br O2'
_chemical_formula_weight          381.26

loop_
 _atom_type_symbol
 _atom_type_description
 _atom_type_scat_dispersion_real
 _atom_type_scat_dispersion_imag
 _atom_type_scat_source
 'C'  'C'   0.0181   0.0091
 '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'
 'Br'  'Br'  -0.6763   1.2805
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 'O'  'O'   0.0492   0.0322
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system       triclinic
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'

_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.
;

loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'

_cell_length_a                    10.4067(3)
_cell_length_b                    11.6025(4)
_cell_length_c                    15.2010(5)
_cell_angle_alpha                 71.693(3)
_cell_angle_beta                  78.254(3)
_cell_angle_gamma                 72.294(3)
_cell_volume                      1648.09(10)
_cell_formula_units_Z             4
_cell_measurement_temperature     173(2)
_cell_measurement_reflns_used     11672
_cell_measurement_theta_min       4.1320
_cell_measurement_theta_max       72.6010

_exptl_crystal_description        blocks
_exptl_crystal_colour             Colourless
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.537
_exptl_crystal_F_000              776
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.363
_exptl_crystal_size_mid           0.200
_exptl_crystal_size_min           0.185
_exptl_absorpt_coefficient_mu     3.472
_shelx_estimated_absorpt_T_min    ?
_shelx_estimated_absorpt_T_max    ?
_exptl_absorpt_correction_type    analytical
_exptl_absorpt_correction_T_min   0.471
_exptl_absorpt_correction_T_max   0.654
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details    ?
_diffrn_ambient_temperature       173(2)
_diffrn_radiation_wavelength      1.54184
_diffrn_radiation_type            CuK\a
_diffrn_source                    'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type   'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method        'omega scans'
_diffrn_detector_area_resol_mean  10.4115
_diffrn_reflns_number             28045
_diffrn_reflns_av_unetI/netI      0.0266
_diffrn_reflns_av_R_equivalents   0.0342
_diffrn_reflns_limit_h_min        -12
_diffrn_reflns_limit_h_max        12
_diffrn_reflns_limit_k_min        -14
_diffrn_reflns_limit_k_max        14
_diffrn_reflns_limit_l_min        -18
_diffrn_reflns_limit_l_max        18
_diffrn_reflns_theta_min          4.155
_diffrn_reflns_theta_max          73.773
_diffrn_reflns_theta_full         67.684
_diffrn_measured_fraction_theta_max   0.983
_diffrn_measured_fraction_theta_full  0.999
_diffrn_reflns_Laue_measured_fraction_max    0.983
_diffrn_reflns_Laue_measured_fraction_full   0.999
_diffrn_reflns_point_group_measured_fraction_max   0.983
_diffrn_reflns_point_group_measured_fraction_full  0.999
_reflns_number_total              6543
_reflns_number_gt                 5477
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .

_reflns_special_details
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.

 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection        'CrysAlisPro, Rigaku OD'
_computing_cell_refinement        'CrysAlisPro, Rigaku OD'
_computing_data_reduction         'CrysAlisPro, Rigaku OD'
_computing_structure_solution     'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement 'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics     'Bruker SHELXTL'
_computing_publication_material   'CIFTAB-2014 (Sheldrick, 2017)'
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0273P)²+1.9587P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef        0.00060(8)
_refine_ls_extinction_expression
 'Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^'
_refine_ls_number_reflns          6543
_refine_ls_number_parameters      439
_refine_ls_number_restraints      6
_refine_ls_R_factor_all           0.0498
_refine_ls_R_factor_gt            0.0385
_refine_ls_wR_factor_ref          0.0918
_refine_ls_wR_factor_gt           0.0847
_refine_ls_goodness_of_fit_ref    1.091
_refine_ls_restrained_S_all       1.091
_refine_ls_shift/su_max           0.001
_refine_ls_shift/su_mean          0.000

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
 _atom_site_refinement_flags_occupancy
 _atom_site_disorder_assembly
 _atom_site_disorder_group
C1A C 0.6132(3) 0.8758(3) 0.30682(19) 0.0343(6) Uani 1 1 d . . . . .
H1A H 0.645546 0.822406 0.262254 0.041 Uiso 1 1 calc R U . . .
C2A C 0.6873(3) 0.9779(3) 0.2792(2) 0.0384(7) Uani 1 1 d . . . . .
H2A H 0.657116 1.038828 0.219429 0.046 Uiso 1 1 calc R U . . .
Br2A Br 0.88320(3) 0.89977(3) 0.25757(2) 0.04683(12) Uani 1 1 d . . . . .
C3A C 0.6579(4) 1.0487(3) 0.3527(2) 0.0440(7) Uani 1 1 d . . . . .
H3A H 0.560209 1.092963 0.358339 0.053 Uiso 1 1 calc R U . . .
H3B H 0.710396 1.112756 0.332472 0.053 Uiso 1 1 calc R U . . .
C4A C 0.6944(4) 0.9619(3) 0.4478(2) 0.0452(8) Uani 1 1 d . . . . .
H4A H 0.793037 0.946341 0.449323 0.054 Uiso 1 1 calc R U . . .
H4B H 0.645668 1.005242 0.496356 0.054 Uiso 1 1 calc R U . . .
C5A C 0.6607(3) 0.8365(3) 0.4721(2) 0.0366(6) Uani 1 1 d . . . . .
C6A C 0.6691(3) 0.7575(3) 0.5622(2) 0.0401(7) Uani 1 1 d . . . . .
H6A H 0.692282 0.785052 0.608122 0.048 Uiso 1 1 calc R U . . .
C7A C 0.6446(3) 0.6404(3) 0.5869(2) 0.0398(7) Uani 1 1 d . . . . .
H7A H 0.649194 0.588938 0.649251 0.048 Uiso 1 1 calc R U . . .
C8A C 0.6134(3) 0.5986(3) 0.5202(2) 0.0385(7) Uani 1 1 d . . . . .
H8A H 0.598464 0.517289 0.535977 0.046 Uiso 1 1 calc R U . . .
C9A C 0.6040(3) 0.6756(3) 0.4304(2) 0.0353(6) Uani 1 1 d . . . . .
H9A H 0.582055 0.646749 0.384773 0.042 Uiso 1 1 calc R U . . .
C10A C 0.6262(3) 0.7947(3) 0.40551(19) 0.0324(6) Uani 1 1 d . . . . .
O11A O 0.4678(2) 0.93924(19) 0.30287(13) 0.0371(5) Uani 1 1 d . . . . .
O12A O 0.5021(2) 0.9624(2) 0.14862(13) 0.0411(5) Uani 1 1 d . . . . .
C12A C 0.4252(3) 0.9797(3) 0.21706(19) 0.0336(6) Uani 1 1 d . . . . .
C13A C 0.2779(3) 1.0471(3) 0.21997(19) 0.0320(6) Uani 1 1 d . . . . .
C14A C 0.2082(3) 1.0678(3) 0.30302(19) 0.0357(6) Uani 1 1 d . . . . .
H14A H 0.254840 1.037279 0.356719 0.043 Uiso 1 1 calc R U . . .
C15A C 0.0706(3) 1.1323(3) 0.3110(2) 0.0420(7) Uani 1 1 d . . . . .
H15A H 0.025046 1.144659 0.369429 0.050 Uiso 1 1 calc R U . . .
C16A C 0.0024(3) 1.1773(3) 0.2346(2) 0.0417(7) Uani 1 1 d . . . . .
H16A H -0.090740 1.221896 0.239938 0.050 Uiso 1 1 calc R U . . .
C17A C 0.0684(3) 1.1584(3) 0.1479(2) 0.0357(6) Uani 1 1 d . . . . .
C18A C -0.0044(3) 1.2038(3) 0.0691(2) 0.0488(8) Uani 1 1 d . . . . .
H18A H -0.097629 1.247645 0.075295 0.059 Uiso 1 1 calc R U . . .
C19A C 0.0573(3) 1.1856(4) -0.0152(2) 0.0556(9) Uani 1 1 d . . . . .
H19A H 0.006631 1.214787 -0.066897 0.067 Uiso 1 1 calc R U . . .
C20A C 0.1953(3) 1.1237(4) -0.0257(2) 0.0545(9) Uani 1 1 d . . . . .
H20A H 0.238306 1.112968 -0.085012 0.065 Uiso 1 1 calc R U . . .
C21A C 0.2695(3) 1.0784(3) 0.0486(2) 0.0457(8) Uani 1 1 d . . . . .
H21A H 0.363122 1.036434 0.040000 0.055 Uiso 1 1 calc R U . . .
C22A C 0.2089(3) 1.0933(3) 0.13775(19) 0.0337(6) Uani 1 1 d . . . . .
C1B C 0.5456(3) 0.5978(3) 0.1157(2) 0.0426(7) Uani 1 1 d . . . A 1
H1B H 0.512492 0.519876 0.137751 0.051 Uiso 1 1 calc R U . A 1
C2B C 0.4277(3) 0.7089(3) 0.1195(2) 0.0425(7) Uani 1 1 d . . . A 1
H2B H 0.462818 0.785540 0.099832 0.051 Uiso 1 1 calc R U . A 1
Br2B Br 0.33362(4) 0.69363(3) 0.24728(2) 0.04636(13) Uani 0.9376(12) 1 d . U P A 1
C3B C 0.3300(3) 0.7251(3) 0.0536(2) 0.0462(8) Uani 1 1 d . . . A 1
H3C H 0.249979 0.796029 0.059921 0.055 Uiso 1 1 calc R U . A 1
H3D H 0.298047 0.648007 0.069463 0.055 Uiso 1 1 calc R U . A 1
C4B C 0.3994(4) 0.7507(3) -0.0470(2) 0.0521(8) Uani 1 1 d . . . A 1
H4C H 0.346099 0.733405 -0.086163 0.063 Uiso 1 1 calc R U . A 1
H4D H 0.397247 0.841061 -0.070155 0.063 Uiso 1 1 calc R U . A 1
C5B C 0.5437(3) 0.6752(3) -0.0595(2) 0.0398(7) Uani 1 1 d . . . A 1
C6B C 0.6098(4) 0.6764(3) -0.1484(2) 0.0496(8) Uani 1 1 d . . . A 1
H6B H 0.559958 0.718911 -0.200311 0.060 Uiso 1 1 calc R U . A 1
C7B C 0.7455(4) 0.6180(3) -0.1638(2) 0.0545(9) Uani 1 1 d . . . A 1
H7B H 0.789200 0.619724 -0.225365 0.065 Uiso 1 1 calc R U . A 1
C8B C 0.8186(4) 0.5551(3) -0.0854(3) 0.0533(9) Uani 1 1 d . . . A 1
H8B H 0.913278 0.516844 -0.094065 0.064 Uiso 1 1 calc R U . A 1
C9B C 0.7536(4) 0.5500(4) 0.0009(3) 0.0529(8) Uani 1 1 d . . . A 1
H9B H 0.802849 0.504386 0.052782 0.064 Uiso 1 1 calc R U . A 1
C10B C 0.6172(3) 0.6089(3) 0.0169(2) 0.0435(7) Uani 1 1 d . . . A 1
O11B O 0.6421(2) 0.5889(2) 0.17649(14) 0.0428(5) Uani 1 1 d . . . A 1
O12B O 0.6646(2) 0.3809(2) 0.23383(15) 0.0477(5) Uani 1 1 d . . . A 1
C12B C 0.6947(3) 0.4740(3) 0.2316(2) 0.0388(7) Uani 1 1 d . . . A 1
C13B C 0.7978(3) 0.4783(3) 0.28544(19) 0.0345(6) Uani 1 1 d . . . A 1
C14B C 0.8755(3) 0.5626(3) 0.2457(2) 0.0403(7) Uani 1 1 d . . . A 1
H14B H 0.857449 0.621895 0.187281 0.048 Uiso 1 1 calc R U . A 1
C15B C 0.9812(3) 0.5623(3) 0.2902(2) 0.0450(7) Uani 1 1 d . . . A 1
H15B H 1.035377 0.619968 0.261289 0.054 Uiso 1 1 calc R U . A 1
C16B C 1.0063(3) 0.4792(3) 0.3751(2) 0.0418(7) Uani 1 1 d . . . A 1
H16B H 1.078192 0.479716 0.404588 0.050 Uiso 1 1 calc R U . A 1
C17B C 0.9278(3) 0.3930(3) 0.4195(2) 0.0343(6) Uani 1 1 d . . . A 1
C18B C 0.9538(3) 0.3069(3) 0.5082(2) 0.0414(7) Uani 1 1 d . . . A 1
H18B H 1.027500 0.305432 0.536911 0.050 Uiso 1 1 calc R U . A 1
C19B C 0.8744(3) 0.2269(3) 0.5521(2) 0.0446(7) Uani 1 1 d . . . A 1
H19B H 0.893285 0.169173 0.610956 0.054 Uiso 1 1 calc R U . A 1
C20B C 0.7642(3) 0.2295(3) 0.5105(2) 0.0434(7) Uani 1 1 d . . . A 1
H20B H 0.706372 0.176245 0.543163 0.052 Uiso 1 1 calc R U . A 1
C21B C 0.7391(3) 0.3075(3) 0.4238(2) 0.0365(6) Uani 1 1 d . . . A 1
H21B H 0.666320 0.305291 0.395957 0.044 Uiso 1 1 calc R U . A 1
C22B C 0.8201(3) 0.3913(3) 0.37515(19) 0.0312(6) Uani 1 1 d . . . A 1
Br2" Br 0.8626(7) 0.5117(6) -0.0262(5) 0.058(2) Uiso 0.0624(12) 1 d . U P A 2


_geom_special_details
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
 _geom_bond_atom_site_label_1
 _geom_bond_atom_site_label_2
 _geom_bond_distance
 _geom_bond_site_symmetry_2
 _geom_bond_publ_flag
C1A O11A 1.472(3) . ?
C1A C10A 1.508(4) . ?
C1A C2A 1.512(4) . ?
C2A C3A 1.517(4) . ?
C2A Br2A 1.969(3) . ?
C3A C4A 1.525(4) . ?
C4A C5A 1.515(4) . ?
C5A C6A 1.392(4) . ?
C5A C10A 1.396(4) . ?
C6A C7A 1.380(4) . ?
C7A C8A 1.382(4) . ?
C8A C9A 1.380(4) . ?
C9A C10A 1.392(4) . ?
O11A C12A 1.357(3) . ?
O12A C12A 1.208(3) . ?
C12A C13A 1.492(4) . ?
C13A C14A 1.374(4) . ?
C13A C22A 1.441(4) . ?
C14A C15A 1.400(4) . ?
C15A C16A 1.362(4) . ?
C16A C17A 1.407(4) . ?
C17A C18A 1.420(4) . ?
C17A C22A 1.429(4) . ?
C18A C19A 1.361(5) . ?
C19A C20A 1.398(5) . ?
C20A C21A 1.373(4) . ?
C21A C22A 1.413(4) . ?
C1B O11B 1.458(3) . ?
C1B C2B 1.492(4) . ?
C1B C10B 1.520(4) . ?
C2B C3B 1.501(4) . ?
C2B Br2B 1.970(3) . ?
C3B C4B 1.531(5) . ?
C4B C5B 1.500(5) . ?
C5B C6B 1.384(4) . ?
C5B C10B 1.403(4) . ?
C6B C7B 1.375(5) . ?
C7B C8B 1.421(5) . ?
C8B C9B 1.340(5) . ?
C9B C10B 1.384(5) . ?
O11B C12B 1.349(4) . ?
O12B C12B 1.202(4) . ?
C12B C13B 1.497(4) . ?
C13B C14B 1.373(4) . ?
C13B C22B 1.433(4) . ?
C14B C15B 1.402(4) . ?
C15B C16B 1.365(5) . ?
C16B C17B 1.404(4) . ?
C17B C18B 1.424(4) . ?
C17B C22B 1.429(4) . ?
C18B C19B 1.357(5) . ?
C19B C20B 1.406(4) . ?
C20B C21B 1.369(4) . ?
C21B C22B 1.412(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
 _geom_angle_publ_flag
O11A C1A C10A 106.3(2) . . ?
O11A C1A C2A 106.8(2) . . ?
C10A C1A C2A 113.4(2) . . ?
C1A C2A C3A 112.0(3) . . ?
C1A C2A Br2A 108.19(19) . . ?
C3A C2A Br2A 110.8(2) . . ?
C2A C3A C4A 112.3(2) . . ?
C5A C4A C3A 114.3(2) . . ?
C6A C5A C10A 118.3(3) . . ?
C6A C5A C4A 119.6(3) . . ?
C10A C5A C4A 122.0(3) . . ?
C7A C6A C5A 121.9(3) . . ?
C6A C7A C8A 119.4(3) . . ?
C9A C8A C7A 119.6(3) . . ?
C8A C9A C10A 121.2(3) . . ?
C9A C10A C5A 119.5(3) . . ?
C9A C10A C1A 119.2(2) . . ?
C5A C10A C1A 121.4(3) . . ?
C12A O11A C1A 116.0(2) . . ?
O12A C12A O11A 121.6(3) . . ?
O12A C12A C13A 126.5(3) . . ?
O11A C12A C13A 111.8(2) . . ?
C14A C13A C22A 119.7(3) . . ?
C14A C13A C12A 118.7(2) . . ?
C22A C13A C12A 121.6(2) . . ?
C13A C14A C15A 122.1(3) . . ?
C16A C15A C14A 119.8(3) . . ?
C15A C16A C17A 120.6(3) . . ?
C16A C17A C18A 120.2(3) . . ?
C16A C17A C22A 120.8(3) . . ?
C18A C17A C22A 119.1(3) . . ?
C19A C18A C17A 121.1(3) . . ?
C18A C19A C20A 119.9(3) . . ?
C21A C20A C19A 120.9(3) . . ?
C20A C21A C22A 121.0(3) . . ?
C21A C22A C17A 118.0(3) . . ?
C21A C22A C13A 124.9(3) . . ?
C17A C22A C13A 117.1(2) . . ?
O11B C1B C2B 109.5(2) . . ?
O11B C1B C10B 108.9(3) . . ?
C2B C1B C10B 111.0(3) . . ?
C1B C2B C3B 110.9(3) . . ?
C1B C2B Br2B 111.0(2) . . ?
C3B C2B Br2B 110.1(2) . . ?
C2B C3B C4B 110.0(3) . . ?
C5B C4B C3B 114.9(3) . . ?
C6B C5B C10B 118.5(3) . . ?
C6B C5B C4B 119.8(3) . . ?
C10B C5B C4B 121.5(3) . . ?
C7B C6B C5B 122.0(3) . . ?
C6B C7B C8B 118.2(3) . . ?
C9B C8B C7B 119.8(3) . . ?
C8B C9B C10B 122.2(3) . . ?
C9B C10B C5B 119.1(3) . . ?
C9B C10B C1B 120.9(3) . . ?
C5B C10B C1B 120.0(3) . . ?
C12B O11B C1B 117.1(2) . . ?
O12B C12B O11B 123.6(3) . . ?
O12B C12B C13B 125.4(3) . . ?
O11B C12B C13B 111.0(3) . . ?
C14B C13B C22B 120.5(3) . . ?
C14B C13B C12B 119.1(3) . . ?
C22B C13B C12B 120.4(3) . . ?
C13B C14B C15B 120.9(3) . . ?
C16B C15B C14B 120.1(3) . . ?
C15B C16B C17B 121.2(3) . . ?
C16B C17B C18B 121.1(3) . . ?
C16B C17B C22B 119.7(3) . . ?
C18B C17B C22B 119.3(3) . . ?
C19B C18B C17B 120.7(3) . . ?
C18B C19B C20B 120.0(3) . . ?
C21B C20B C19B 121.0(3) . . ?
C20B C21B C22B 120.8(3) . . ?
C21B C22B C17B 118.1(3) . . ?
C21B C22B C13B 124.1(3) . . ?
C17B C22B C13B 117.7(3) . . ?

_refine_diff_density_max    0.508
_refine_diff_density_min   -0.561
_refine_diff_density_rms    0.060



#===END
