An efficient strategy for the synthesis of polysubstituted chromeno[4,3-b]pyrrolidine derivatives
Li Tian; Guo-Qiang Xu; Yun-Han Li; Yong-Min Liang; Peng-Fei Xu; Chem.Commun. 50 (2014) 2428–; doi:10.1039/c3cc49504c

data_7112038
_publ_section_title
;
 An efficient strategy for the synthesis of polysubstituted
 chromeno[4,3-b]pyrrolidine derivatives
;
_journal_name_full               Chem.Commun.
_journal_page_first              2428
_journal_paper_doi               10.1039/c3cc49504c
_journal_volume                  50
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C30 H27 Br N2 O7'
_chemical_formula_sum            'C30 H27 Br N2 O7'
_chemical_formula_weight         607.46
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_primary     iterative
_audit_creation_date             2013-10-23
_audit_creation_method
;
Olex2 1.2
(compiled 2013.09.17 svn.r2790 for OlexSys, GUI svn.r4601)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3949(3)
_cell_length_b                   15.4269(5)
_cell_length_c                   19.7387(8)
_cell_measurement_reflns_used    2813
_cell_measurement_temperature    293
_cell_measurement_theta_max      20.9800
_cell_measurement_theta_min      3.4150
_cell_volume                     2860.81(17)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
'L.J. Bourhis, O.V. Dolomanov, R.J. Gildea, J.A.K. Howard, H. Puschmann, in preparation (2013)'
_computing_structure_solution    'SUPERFLIP, J. Appl. Cryst. (2007) 40, 786-790'
_diffrn_ambient_temperature      293
_diffrn_detector_area_resol_mean 16.0733
_diffrn_measured_fraction_theta_full 0.9967
_diffrn_measured_fraction_theta_max 0.8676
_diffrn_measurement_details
;
  1 omega  -10.00   17.00   1.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      -19.5262  -99.0000 -180.0000 18

  2 omega   11.00   56.00   1.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512   57.0000 -120.0000 30

  3 omega   73.00  103.00   1.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512  178.0000  150.0000 20

  4 omega   12.00   91.50   1.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512   77.0000    0.0000 53

  5 omega  -25.00   57.50   1.5000   10.0000
omega____ theta____ kappa____ phi______ frames
    -       22.6512  -77.0000  -90.0000 55
;
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0333149000
_diffrn_orient_matrix_UB_12      -0.0278667000
_diffrn_orient_matrix_UB_13      -0.0237916000
_diffrn_orient_matrix_UB_21      -0.0665782000
_diffrn_orient_matrix_UB_22      -0.0072177000
_diffrn_orient_matrix_UB_23      -0.0159468000
_diffrn_orient_matrix_UB_31      0.0124832000
_diffrn_orient_matrix_UB_32      0.0358669000
_diffrn_orient_matrix_UB_33      -0.0216947000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0599
_diffrn_reflns_av_unetI/netI     0.0973
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            13749
_diffrn_reflns_theta_full        28.5640
_diffrn_reflns_theta_max         28.56
_diffrn_reflns_theta_min         2.99
_diffrn_source                   'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.486
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.44018
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET)
(compiled Feb  1 2013,16:14:44)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.4103
_exptl_crystal_description       block
_exptl_crystal_F_000             1247.5157
_exptl_crystal_size_max          0.2400
_exptl_crystal_size_mid          0.2200
_exptl_crystal_size_min          0.1800
_refine_diff_density_max         0.5354
_refine_diff_density_min         -0.6653
_refine_diff_density_rms         0.1157
_refine_ls_abs_structure_details
'Flack, H. D. (1983). Acta Cryst. A39, 876-881.'
_refine_ls_abs_structure_Flack   0.007(12)
_refine_ls_d_res_high            0.7432
_refine_ls_d_res_low             6.8048
_refine_ls_goodness_of_fit_ref   1.0293
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_constraints    46
_refine_ls_number_parameters     367
_refine_ls_number_reflns         6345
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0293
_refine_ls_R_factor_all          0.1184
_refine_ls_R_factor_gt           0.0555
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0362P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.1234
_reflns_Friedel_coverage         0.813
_reflns_limit_h_max              12
_reflns_limit_h_min              -12
_reflns_limit_k_max              19
_reflns_limit_k_min              -19
_reflns_limit_l_max              26
_reflns_limit_l_min              -26
_reflns_number_gt                3672
_reflns_number_total             6345
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            c3cc49504c.txt
_cod_data_source_block           tianli1023
_cod_database_code               7112038
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C26(H26a,H26b), C29(H29a,H29b)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1a), C2(H2), C3(H3), C4(H4a), C14(H14), C15(H15), C16(H16), C17(H17),
 C20(H20), C21(H21), C22(H22), C23(H23), C24(H24), N4(H4)
2.d Idealised Me refined as rotating group:
 C27(H27a,H27b,H27c), C30(H30a,H30b,H30c)
;