#------------------------------------------------------------------------------
#$Date: 2016-03-04 02:39:49 +0200 (Fri, 04 Mar 2016) $
#$Revision: 177188 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/48/4344867.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4344867
loop_
_publ_author_name
'Ghorai, Samir'
'Sarmah, Amrit'
'Roy, Ram Kinkar'
'Tiwari, Archana'
'Mukherjee, Chandan'
_publ_section_title
;
 Effect of Geometrical Distortion on the Electronic Structure: Synthesis
 and Characterization of Monoradical-Coordinated Mononuclear Cu(II)
 Complexes.
;
_journal_issue                   4
_journal_name_full               'Inorganic chemistry'
_journal_page_first              1370
_journal_page_last               1380
_journal_paper_doi               10.1021/acs.inorgchem.5b01257
_journal_volume                  55
_journal_year                    2016
_chemical_compound_source        synthesise
_chemical_formula_moiety         'C36 H45 Cu N2 O3'
_chemical_formula_sum            'C36 H45 Cu N2 O3'
_chemical_formula_weight         617.28
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_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_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.3536(4)
_cell_length_b                   19.2147(13)
_cell_length_c                   27.2831(14)
_cell_measurement_reflns_used    2663
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.6123
_cell_measurement_theta_min      2.9805
_cell_volume                     3330.8(4)
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'SuperNova, Single source at offset), Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0646
_diffrn_reflns_av_unetI/netI     0.0908
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            9285
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.99
_diffrn_source                   'fine-focus sealed tube'
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.692
_exptl_absorpt_correction_T_max  0.901
_exptl_absorpt_correction_T_min  0.861
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1312
_exptl_crystal_recrystallization_method 'dichloromethane, acetonitrile'
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.411
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.066
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(2)
_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     391
_refine_ls_number_reflns         5479
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0654
_refine_ls_shift/su_max          0.051
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+5.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1240
_refine_ls_wR_factor_ref         0.1338
_reflns_number_gt                4259
_reflns_number_total             5479
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b01257_si_003.cif
_cod_data_source_block           cm_29-01
_cod_database_code               4344867
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cu1 Cu 0.63206(12) 0.57485(4) 0.41434(2) 0.04299(19) Uani 1 1 d .
O1 O 0.7255(7) 0.6010(2) 0.34970(15) 0.0539(12) Uani 1 1 d .
O2 O 0.8238(7) 0.5007(2) 0.41076(14) 0.0506(11) Uani 1 1 d .
N2 N 0.5686(8) 0.5612(2) 0.48302(17) 0.0439(13) Uani 1 1 d .
N1 N 0.4383(7) 0.6514(2) 0.40536(16) 0.0366(11) Uani 1 1 d .
C20 C 0.9127(10) 0.4673(3) 0.4457(2) 0.0411(15) Uani 1 1 d .
C7 C 0.2625(9) 0.6642(3) 0.4339(2) 0.0388(14) Uani 1 1 d .
C2 C 0.6539(10) 0.6618(3) 0.33719(19) 0.0381(13) Uani 1 1 d .
O3 O 0.4136(11) 0.5991(3) 0.55426(18) 0.112(2) Uani 1 1 d .
C1 C 0.5039(9) 0.6934(3) 0.3688(2) 0.0393(14) Uani 1 1 d .
C8 C 0.0872(9) 0.7003(3) 0.4159(2) 0.0480(15) Uani 1 1 d .
H8 H 0.0871 0.7144 0.3833 0.058 Uiso 1 1 calc R
C19 C 1.0824(9) 0.4188(3) 0.4354(2) 0.0448(15) Uani 1 1 d .
C15 C 0.8514(11) 0.4756(3) 0.4957(2) 0.0461(15) Uani 1 1 d .
C25 C 1.1536(11) 0.4091(3) 0.3825(2) 0.0473(15) Uani 1 1 d .
C12 C 0.2521(10) 0.6382(3) 0.4832(2) 0.0441(15) Uani 1 1 d .
C5 C 0.5236(10) 0.7990(3) 0.3210(2) 0.0467(16) Uani 1 1 d .
C18 C 1.1673(11) 0.3851(3) 0.4744(2) 0.0525(17) Uani 1 1 d .
H18 H 1.2764 0.3543 0.4675 0.063 Uiso 1 1 calc R
C13 C 0.4126(11) 0.5985(3) 0.5098(2) 0.0554(18) Uani 1 1 d .
C6 C 0.4484(10) 0.7644(3) 0.3613(2) 0.0444(15) Uani 1 1 d .
H6 H 0.3617 0.7871 0.3836 0.053 Uiso 1 1 calc R
C26 C 1.3350(13) 0.3555(4) 0.3789(3) 0.081(3) Uani 1 1 d .
H26A H 1.4392 0.3656 0.4033 0.122 Uiso 1 1 calc R
H26B H 1.3979 0.3582 0.3469 0.122 Uiso 1 1 calc R
H26C H 1.2804 0.3095 0.3840 0.122 Uiso 1 1 calc R
C16 C 0.9511(10) 0.4373(4) 0.5337(2) 0.0584(19) Uani 1 1 d .
H16 H 0.9075 0.4436 0.5660 0.070 Uiso 1 1 calc R
C9 C -0.0812(10) 0.7153(4) 0.4440(3) 0.0588(19) Uani 1 1 d .
H9 H -0.1918 0.7410 0.4309 0.071 Uiso 1 1 calc R
C14 C 0.6862(10) 0.5206(3) 0.5099(2) 0.0506(17) Uani 1 1 d .
H14 H 0.6572 0.5214 0.5433 0.061 Uiso 1 1 calc R
C17 C 1.1103(11) 0.3911(3) 0.5238(2) 0.0530(17) Uani 1 1 d .
C29 C 0.8578(12) 0.6588(3) 0.2554(2) 0.0531(16) Uani 1 1 d .
C11 C 0.0716(11) 0.6545(4) 0.5099(3) 0.0596(19) Uani 1 1 d .
H11 H 0.0619 0.6380 0.5419 0.072 Uiso 1 1 calc R
C4 C 0.6498(11) 0.7629(3) 0.2873(2) 0.0495(15) Uani 1 1 d .
H4 H 0.6901 0.7865 0.2591 0.059 Uiso 1 1 calc R
C3 C 0.7185(10) 0.6959(3) 0.2927(2) 0.0432(15) Uani 1 1 d .
C33 C 0.4669(12) 0.8760(4) 0.3110(2) 0.0591(19) Uani 1 1 d .
C32 C 0.8937(15) 0.7030(4) 0.2096(2) 0.081(3) Uani 1 1 d .
H32A H 0.9548 0.7467 0.2188 0.121 Uiso 1 1 calc R
H32B H 0.7615 0.7110 0.1935 0.121 Uiso 1 1 calc R
H32C H 0.9871 0.6789 0.1878 0.121 Uiso 1 1 calc R
C28 C 0.9733(11) 0.3827(4) 0.3503(2) 0.067(2) Uani 1 1 d .
H28A H 0.9189 0.3401 0.3637 0.100 Uiso 1 1 calc R
H28B H 1.0245 0.3745 0.3177 0.100 Uiso 1 1 calc R
H28C H 0.8635 0.4170 0.3493 0.100 Uiso 1 1 calc R
C10 C -0.0910(11) 0.6928(4) 0.4923(3) 0.060(2) Uani 1 1 d .
H10 H -0.2058 0.7037 0.5120 0.072 Uiso 1 1 calc R
C31 C 1.0737(12) 0.6435(4) 0.2765(3) 0.076(2) Uani 1 1 d .
H31A H 1.1384 0.6861 0.2869 0.114 Uiso 1 1 calc R
H31B H 1.1597 0.6218 0.2519 0.114 Uiso 1 1 calc R
H31C H 1.0597 0.6127 0.3041 0.114 Uiso 1 1 calc R
C30 C 0.7526(13) 0.5897(4) 0.2402(3) 0.080(2) Uani 1 1 d .
H30A H 0.8272 0.5700 0.2129 0.120 Uiso 1 1 calc R
H30B H 0.6092 0.5983 0.2309 0.120 Uiso 1 1 calc R
H30C H 0.7561 0.5578 0.2672 0.120 Uiso 1 1 calc R
C23 C 1.1970(18) 0.2701(5) 0.5500(4) 0.138(5) Uani 1 1 d .
H23A H 1.2665 0.2614 0.5194 0.207 Uiso 1 1 calc R
H23B H 1.0505 0.2586 0.5471 0.207 Uiso 1 1 calc R
H23C H 1.2599 0.2420 0.5752 0.207 Uiso 1 1 calc R
C21 C 1.2202(12) 0.3486(5) 0.5638(3) 0.073(2) Uani 1 1 d .
C36 C 0.3430(16) 0.9090(4) 0.3520(3) 0.095(3) Uani 1 1 d .
H36A H 0.2090 0.8864 0.3549 0.143 Uiso 1 1 calc R
H36B H 0.3221 0.9575 0.3450 0.143 Uiso 1 1 calc R
H36C H 0.4191 0.9042 0.3822 0.143 Uiso 1 1 calc R
C27 C 1.2383(13) 0.4776(4) 0.3618(3) 0.076(2) Uani 1 1 d .
H27A H 1.1295 0.5122 0.3627 0.113 Uiso 1 1 calc R
H27B H 1.2829 0.4706 0.3286 0.113 Uiso 1 1 calc R
H27C H 1.3557 0.4929 0.3812 0.113 Uiso 1 1 calc R
C24 C 1.4442(14) 0.3613(7) 0.5647(4) 0.160(6) Uani 1 1 d .
H24A H 1.4719 0.4041 0.5816 0.239 Uiso 1 1 calc R
H24B H 1.4961 0.3646 0.5317 0.239 Uiso 1 1 calc R
H24C H 1.5136 0.3237 0.5812 0.239 Uiso 1 1 calc R
C35 C 0.3373(19) 0.8801(4) 0.2639(3) 0.121(4) Uani 1 1 d .
H35A H 0.2078 0.8552 0.2682 0.182 Uiso 1 1 calc R
H35B H 0.4156 0.8599 0.2374 0.182 Uiso 1 1 calc R
H35C H 0.3072 0.9280 0.2565 0.182 Uiso 1 1 calc R
C34 C 0.6670(15) 0.9178(4) 0.3046(4) 0.124(4) Uani 1 1 d .
H34A H 0.6334 0.9626 0.2912 0.187 Uiso 1 1 calc R
H34B H 0.7599 0.8937 0.2826 0.187 Uiso 1 1 calc R
H34C H 0.7346 0.9236 0.3358 0.187 Uiso 1 1 calc R
C22 C 1.1136(18) 0.3523(7) 0.6122(3) 0.152(5) Uani 1 1 d .
H22A H 1.1655 0.3159 0.6329 0.228 Uiso 1 1 calc R
H22B H 0.9646 0.3469 0.6078 0.228 Uiso 1 1 calc R
H22C H 1.1418 0.3966 0.6270 0.228 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O2 Cu1 O1 87.17(17)
O2 Cu1 N2 94.75(19)
O1 Cu1 N2 170.3(2)
O2 Cu1 N1 169.72(18)
O1 Cu1 N1 83.20(18)
N2 Cu1 N1 95.3(2)
C2 O1 Cu1 111.6(4)
C20 O2 Cu1 128.9(4)
C14 N2 C13 114.2(5)
C14 N2 Cu1 120.4(4)
C13 N2 Cu1 125.0(4)
C1 N1 C7 124.0(5)
C1 N1 Cu1 110.6(4)
C7 N1 Cu1 125.3(4)
O2 C20 C15 122.3(5)
O2 C20 C19 120.2(5)
C15 C20 C19 117.4(5)
N1 C7 C8 122.1(5)
N1 C7 C12 120.2(5)
C8 C7 C12 117.7(6)
O1 C2 C1 117.4(5)
O1 C2 C3 122.1(5)
C1 C2 C3 120.6(5)
N1 C1 C2 113.6(5)
N1 C1 C6 127.0(5)
C2 C1 C6 119.3(5)
C9 C8 C7 122.5(6)
C18 C19 C20 116.6(5)
C18 C19 C25 124.5(6)
C20 C19 C25 118.9(5)
C14 C15 C20 122.3(6)
C14 C15 C16 116.5(6)
C20 C15 C16 121.2(6)
C19 C25 C26 111.4(5)
C19 C25 C28 111.2(5)
C26 C25 C28 107.4(5)
C19 C25 C27 110.5(5)
C26 C25 C27 106.6(6)
C28 C25 C27 109.6(6)
C11 C12 C7 116.7(6)
C11 C12 C13 115.5(6)
C7 C12 C13 127.8(6)
C6 C5 C4 119.0(6)
C6 C5 C33 121.5(6)
C4 C5 C33 119.4(6)
C19 C18 C17 127.8(6)
O3 C13 N2 120.9(7)
O3 C13 C12 119.6(6)
N2 C13 C12 119.5(5)
C5 C6 C1 119.5(6)
C17 C16 C15 121.3(6)
C8 C9 C10 120.5(7)
N2 C14 C15 129.4(6)
C16 C17 C18 115.7(6)
C16 C17 C21 122.7(6)
C18 C17 C21 121.6(6)
C31 C29 C3 111.2(5)
C31 C29 C32 106.5(7)
C3 C29 C32 111.9(5)
C31 C29 C30 109.0(6)
C3 C29 C30 109.2(6)
C32 C29 C30 108.8(6)
C10 C11 C12 124.2(7)
C3 C4 C5 125.3(6)
C4 C3 C2 115.3(5)
C4 C3 C29 123.6(5)
C2 C3 C29 121.1(5)
C36 C33 C5 113.2(6)
C36 C33 C35 108.7(7)
C5 C33 C35 108.8(6)
C36 C33 C34 107.6(7)
C5 C33 C34 109.4(6)
C35 C33 C34 109.1(7)
C11 C10 C9 118.2(6)
C24 C21 C22 115.2(9)
C24 C21 C17 111.8(7)
C22 C21 C17 113.6(7)
C24 C21 C23 105.1(10)
C22 C21 C23 102.5(8)
C17 C21 C23 107.6(7)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cu1 O2 1.877(4)
Cu1 O1 1.928(4)
Cu1 N2 1.935(5)
Cu1 N1 1.934(4)
O1 C2 1.299(6)
O2 C20 1.281(6)
N2 C14 1.307(7)
N2 C13 1.425(7)
N1 C1 1.350(7)
N1 C7 1.384(7)
C20 C15 1.426(8)
C20 C19 1.454(8)
C7 C8 1.401(8)
C7 C12 1.436(8)
C2 C1 1.421(8)
C2 C3 1.440(7)
O3 C13 1.212(7)
C1 C6 1.423(8)
C8 C9 1.348(8)
C19 C18 1.358(8)
C19 C25 1.522(8)
C15 C14 1.414(8)
C15 C16 1.422(8)
C25 C26 1.548(9)
C25 C28 1.531(9)
C25 C27 1.530(9)
C12 C11 1.395(8)
C12 C13 1.466(9)
C5 C6 1.372(8)
C5 C4 1.402(8)
C5 C33 1.548(9)
C18 C17 1.400(8)
C16 C17 1.373(9)
C9 C10 1.388(9)
C17 C21 1.530(9)
C29 C31 1.517(10)
C29 C3 1.525(8)
C29 C32 1.526(8)
C29 C30 1.544(9)
C11 C10 1.357(9)
C4 C3 1.368(8)
C33 C36 1.507(9)
C33 C35 1.529(10)
C33 C34 1.513(11)
C23 C21 1.561(13)
C21 C24 1.445(11)
C21 C22 1.486(11)
