Synthesis of the Ring C Pyrrole of Native Chlorophylls and Bacteriochlorophylls.
Wang, Pengzhi; Chau Nguyen, Khiem; Lindsey, Jonathan S.; The Journal of organic chemistry 84 (2019) 11286–11293; doi:10.1021/acs.joc.9b01650

data_4033890
_publ_section_title
;
 Synthesis of the Ring C Pyrrole of Native Chlorophylls and
 Bacteriochlorophylls.
;
_journal_issue                   17
_journal_name_full               'The Journal of organic chemistry'
_journal_page_first              11286
_journal_page_last               11293
_journal_paper_doi               10.1021/acs.joc.9b01650
_journal_volume                  84
_journal_year                    2019
_chemical_formula_sum            'C11.99 H11.96 I1.01 N O2 S'
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_chemical_name_common            Py-Ts-Me-I
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
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_cell_length_a                   6.3705(3)
_cell_length_b                   16.0873(7)
_cell_length_c                   25.9006(11)
_cell_measurement_reflns_used    9942
_cell_measurement_temperature    100.(2)
_cell_measurement_theta_max      27.8710
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_computing_cell_refinement       'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_data_collection       'Bruker Instrument Service v2013.12.0.0'
_computing_data_reduction        'SAINT V8.38A (Bruker AXS Inc., 2017)'
_computing_molecular_graphics    'shelXle (C.B. Huebschle, rev 882)'
_computing_structure_refinement  'SHELXL-2017/1 (Sheldrick, 2017)'
_diffrn_ambient_temperature      100.(2)
_diffrn_detector_area_resol_mean 8.3333
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker-Nonius X8 Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
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_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    2.594
_exptl_absorpt_correction_T_max  0.88
_exptl_absorpt_correction_T_min  0.67
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_exptl_absorpt_process_details
;
SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.816
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       rod
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_exptl_crystal_size_mid          0.065
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_refine_ls_restrained_S_all      1.218
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0450
_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^)+20.1574P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0805
_refine_ls_wR_factor_ref         0.0850
_reflns_number_gt                2611
_reflns_number_total             3295
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jo9b01650_si_003.cif
_cod_data_source_block           rds815
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Numerical' was
changed to 'numerical' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/current/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_database_code               4033890
_shelx_res_checksum              73166
_shelx_hkl_checksum              77585