Crystal structure of methyl 2-(1H-naphtho[1,8-de][1.3.2]diazaborinin-2(3H-yl)benzoate C18H15BN2O2
Song, Wenqi; Miao, Zongcheng; Zeitschrift für Kristallographie - New Crystal Structures 236 (2021) 941–943; doi:10.1515/ncrs-2021-0159

data_8104630
_publ_section_title
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 Crystal structure of methyl
 2-(1H-naphtho[1,8-de][1.3.2]diazaborinin-2(3H-yl)benzoate C18H15BN2O2
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_journal_issue                   5
_journal_name_full
'Zeitschrift f\"ur Kristallographie - New Crystal Structures'
_journal_page_first              941
_journal_page_last               943
_journal_paper_doi               10.1515/ncrs-2021-0159
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C18 H15 B N2 O2'
_chemical_formula_sum            'C18 H15 B N2 O2'
_chemical_formula_weight         302.13
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_cell_angle_alpha                90
_cell_angle_beta                 95.17(1)
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   23.976(3)
_cell_length_b                   7.7690(9)
_cell_length_c                   32.940(4)
_cell_measurement_reflns_used    9576
_cell_measurement_temperature    193.0
_cell_measurement_theta_max      54.050
_cell_measurement_theta_min      2.344
_cell_volume                     6110.8(13)
_computing_cell_refinement       'SAINT v8.37A (Bruker 2015)'
_computing_data_reduction        'SAINT v8.37A (Bruker 2015)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al. 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al. 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick 2018)'
_diffrn_ambient_temperature      193.0
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           GaK\a
_diffrn_radiation_wavelength     1.34139
_diffrn_reflns_av_R_equivalents  0.1105
_diffrn_reflns_av_unetI/netI     0.0674
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            32343
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        53.594
_diffrn_reflns_theta_max         54.112
_diffrn_reflns_theta_min         2.343
_diffrn_source_current           2.86
_diffrn_source_power             0.1993706
_diffrn_source_voltage           69.71
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.437
_exptl_absorpt_correction_T_max  0.7506
_exptl_absorpt_correction_T_min  0.5491
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
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SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1627 before and 0.0932 after correction.
The Ratio of minimum to maximum transmission is 0.7315.
The \l/2 correction factor is Not present.
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_exptl_crystal_density_diffrn    1.314
_exptl_crystal_description       block
_exptl_crystal_F_000             2528
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.229
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         5641
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0525
_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^)+(0.0771P)^2^+0.1692P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1285
_refine_ls_wR_factor_ref         0.1415
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3971
_reflns_number_total             5654
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            suppl_j_ncrs-2021-0159_suppl.cif
_cod_data_source_block           ok
_cod_database_code               8104630
_shelx_estimated_absorpt_t_max   0.957
_shelx_estimated_absorpt_t_min   0.949
_olex2_refinement_description
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1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 N1(H1) N2(H2) N4(H4) N3(H3) C2(H2A) C21(H21) C8(H8) C12(H12) C22(H22),
  C20(H20) C4(H4A) C3(H3A) C7(H7) C6(H6) C13(H13) C26(H26) C15(H15),
 C30(H30) C24(H24) C32(H32) C31(H31) C14(H14) C33(H33) C25(H25)
2.b Idealised Me refined as rotating group:
 C36(H36A,H36B,H36C) C18(H18A,H18B,H18C)
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