A diversity-oriented synthesis of cyclopenta[b]pyrroles and related compounds through a calcium(ii)/copper(ii) catalytic sequence
Marin, L.; Guillot, R.; Gandon, V.; Schulz, E.; Lebœuf, D.; Organic Chemistry Frontiers 5 (2018) 640–; doi:10.1039/C7QO00948H

data_1553943
_publ_section_title
;
 A diversity-oriented synthesis of cyclopenta[b]pyrroles and related
 compounds through a calcium(ii)/copper(ii) catalytic sequence
;
_journal_issue                   4
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              640
_journal_paper_doi               10.1039/C7QO00948H
_journal_volume                  5
_journal_year                    2018
_chemical_formula_moiety         ' 2(C41 H27 N O), C Cl2 '
_chemical_formula_sum            'C83 H54 Cl2 N2 O2'
_chemical_formula_weight         1182.18
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2016/6
_audit_update_record
;
2017-06-13 deposited with the CCDC.
2017-11-14 downloaded from the CCDC.
;
_cell_angle_alpha                105.2660(10)
_cell_angle_beta                 103.770(2)
_cell_angle_gamma                93.623(2)
_cell_formula_units_Z            1
_cell_length_a                   9.6948(2)
_cell_length_b                   10.6078(3)
_cell_length_c                   14.8224(4)
_cell_measurement_reflns_used    6643
_cell_measurement_temperature    100(1)
_cell_measurement_theta_max      30.52
_cell_measurement_theta_min      2.76
_cell_volume                     1415.35(7)
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(1)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0373
_diffrn_reflns_av_unetI/netI     0.0270
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            24994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        24.997
_diffrn_reflns_theta_max         24.997
_diffrn_reflns_theta_min         1.477
_exptl_absorpt_coefficient_mu    0.173
_exptl_absorpt_correction_T_max  0.9877
_exptl_absorpt_correction_T_min  0.9451
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.387
_exptl_crystal_description       block
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.090
_refine_diff_density_max         0.834
_refine_diff_density_min         -1.694
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     403
_refine_ls_number_reflns         4993
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0984
_refine_ls_R_factor_gt           0.0850
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1300P)^2^+4.3219P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2379
_refine_ls_wR_factor_ref         0.2508
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4092
_reflns_number_total             4993
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7qo00948h2.cif
_cod_data_source_block           18aq
_cod_original_cell_volume        1415.34(6)
_cod_original_formula_sum        ' C83 H54 Cl2 N2 O2 '
_cod_database_code               1553943
_shelx_estimated_absorpt_t_min   0.956
_shelx_estimated_absorpt_t_max   0.985
_shelx_res_checksum              8209
_shelx_hkl_checksum              99947